$2,398,900 Welcome to 433 Allan Street, a distinctive residence designed for effortless living offering a perfect blend of timeless sophistication and low maintenance convenience set privately behind gates on a professionally landscaped tree lined lot. Newly renovated, spacious 9ft ceilings throughout and skylights create a bright inviting atmosphere including rich hardwood floors, custom millwork and built in cabinetry. The chef inspired kitchen features premium Bosch appliances, generous island and an inviting living room anchored by a striking fireplace. Wake up to the morning sunrise as the primary suite is a tranquil retreat with high ceilings, skylights, a spa-inspired ensuite including make up vanity, heated floors and a private outdoor living space overlooking the private grounds. A second bedroom, additional bathroom with heated floors and discreet stacked laundry alcove complete the main level with exceptional convenience. Entertain in style with a premium outdoor kitchen in a stunning alfresco setting with your own pizza oven and fire bowl. A finished lower level, featuring a third bedroom, full bathroom, kitchenette, laundry room, private courtyard and a separate walk up entrance offers flexibility for family and guests. Just steps outside, a detached garden suite with garage complete with bedroom, bathroom, kitchenette and private courtyard adds rare versatility for guests, extended family, a studio, home office, nanny suite or gym. A carport and ample parking for 10+ vehicles further enhance the property. Additional features include new windows 2023, hot tub and artificial turf. Offering just over 1375 square feet of living space with an additional 374 square feet in the garden suite. The best of downtown Oakville's lifestyle living is just steps away from waterfront, marina, parks, boutiques,restaurants,GO Station,Whole Foods,major highways and sought after schools. A rare opportunity to own a turn key property offering privacy and character in SE Oakville. 3 Beds ⋅ 4 Baths ⋅ W13767320 MLS Welcome to 433 Allan Street, a distinctive residence designed for effortless living offering a perfect blend of timeless sophistication and low maintenance convenience set privately behind gates on a professionally landscaped tree lined lot. Newly renovated, spacious 9ft ceilings throughout and skylights create a bright inviting atmosphere including rich hardwood floors, custom millwork and built in cabinetry. The chef inspired kitchen features premium Bosch appliances, generous island and an inviting living room anchored by a striking fireplace. Wake up to the morning sunrise as the primary suite is a tranquil retreat with high ceilings, skylights, a spa-inspired ensuite including make up vanity, heated floors and a private outdoor living space overlooking the private grounds. A second bedroom, additional bathroom with heated floors and discreet stacked laundry alcove complete the main level with exceptional convenience. Entertain in style with a premium outdoor kitchen in a stunning alfresco setting with your own pizza oven and fire bowl. A finished lower level, featuring a third bedroom, full bathroom, kitchenette, laundry room, private courtyard and a separate walk up entrance offers flexibility for family and guests. Just steps outside, a detached garden suite with garage complete with bedroom, bathroom, kitchenette and private courtyard adds rare versatility for guests, extended family, a studio, home office, nanny suite or gym. A carport and ample parking for 10+ vehicles further enhance the property. Additional features include new windows 2023, hot tub and artificial turf. Offering just over 1375 square feet of living space with an additional 374 square feet in the garden suite. The best of downtown Oakville's lifestyle living is just steps away from waterfront, marina, parks, boutiques,restaurants,GO Station,Whole Foods,major highways and sought after schools. A rare opportunity to own a turn key property offering privacy and character in SE Oakville. 433 Allan Street, Oakville
$2,300,000 This rare find in the heart of Old Oakville is a bungalow duplex backing onto scenic 16 Mile Creek, beautifully renovated in 2021 and designed by Kate Zeidler (KZID). Steps from Downtown Oakville, Lake Ontario and the Oakville GO Station, this unique property offers 2 distinct 2-bedroom units - each featuring a separate garage, driveway, private decks with glass railings and breathtaking views. Unit 1 highlights hardwood floors, a gas fireplace in the family room, open-concept living and dining room, kitchen with heated floor, quartz counters & stainless steel appliances, heated floors in the 4pc bath, sunroom and private stairs leading down to the creek dock. Unit 2 offers an open-concept living area with gas fireplace, modern kitchen with breakfast bar, a primary suite with walk-in closet/office space, a 4pc bath with heated floors and ensuite laundry. Both units have independent furnace, A/C and utilities. This legal non-conforming duplex offers strong income potential for dual rental income (currently renting Unit 2 @ $4000/month), multi-generational families or live in one unit while leasing the other. Turnkey waterfront property in a premium location! 4 Beds ⋅ 3 Baths ⋅ W13765540 MLS This rare find in the heart of Old Oakville is a bungalow duplex backing onto scenic 16 Mile Creek, beautifully renovated in 2021 and designed by Kate Zeidler (KZID). Steps from Downtown Oakville, Lake Ontario and the Oakville GO Station, this unique property offers 2 distinct 2-bedroom units - each featuring a separate garage, driveway, private decks with glass railings and breathtaking views. Unit 1 highlights hardwood floors, a gas fireplace in the family room, open-concept living and dining room, kitchen with heated floor, quartz counters & stainless steel appliances, heated floors in the 4pc bath, sunroom and private stairs leading down to the creek dock. Unit 2 offers an open-concept living area with gas fireplace, modern kitchen with breakfast bar, a primary suite with walk-in closet/office space, a 4pc bath with heated floors and ensuite laundry. Both units have independent furnace, A/C and utilities. This legal non-conforming duplex offers strong income potential for dual rental income (currently renting Unit 2 @ $4000/month), multi-generational families or live in one unit while leasing the other. Turnkey waterfront property in a premium location! 372 Trafalgar Road, Oakville
$9,180,000 Gracefully located at the foot of Trafalgar Road in the heart of prestigious Old Oakville, this extraordinary lake view estate presents a rare opportunity to own one of the area's most distinguished residences. Set on an expansive 155' x 104' property, the home enjoys breath taking views of Lake Ontario, offering ever-changing waterfront vistas, spectacular sunrises, and an unparalleled lifestyle just steps from the town's vibrant downtown core. Steeped in history and meticulously transformed into a magnificent custom residence, this approximately 10,000 sq. ft. home spans three levels of refined living space. Featuring six spacious bedrooms and nine luxurious bathrooms, every detail has been thoughtfully designed to blend timeless elegance with modern comfort. The grand interior showcases soaring ceilings, a custom chef's kitchen, sophisticated entertaining spaces, and designer finishes throughout. Exceptional amenities include a private elevator, walk-in wine cellar, fully equipped fitness area, loft space, and a walk-out lower level ideal for extended family, guests, or a nanny suite. The home's striking exterior seamlessly blends timeless architectural character with refined modern updates. Natural stone and wood exterior finishes create an elegant façade that complements its coveted waterfront setting. The expansive, maturely landscaped grounds provide exceptional privacy while maximizing lake views from multiple outdoor vantage points. It boasts your own private putting green, a fire pit area, expansive deck/entertaining area including a pizza oven and gorgeous salt water pool with a captivating water fall. Beyond the home, residents enjoy an enviable walkable lifestyle with immediate access to the lakefront, marina, scenic trails, parks, boutique shopping, cafés, and fine dining. Combining historic character, exceptional craftsmanship, and a premier waterfront-adjacent location, 26Trafalgar Road represents luxury Oakville living at its finest. 6 Beds ⋅ 5 Baths ⋅ W13765232 MLS Gracefully located at the foot of Trafalgar Road in the heart of prestigious Old Oakville, this extraordinary lake view estate presents a rare opportunity to own one of the area's most distinguished residences. Set on an expansive 155' x 104' property, the home enjoys breath taking views of Lake Ontario, offering ever-changing waterfront vistas, spectacular sunrises, and an unparalleled lifestyle just steps from the town's vibrant downtown core. Steeped in history and meticulously transformed into a magnificent custom residence, this approximately 10,000 sq. ft. home spans three levels of refined living space. Featuring six spacious bedrooms and nine luxurious bathrooms, every detail has been thoughtfully designed to blend timeless elegance with modern comfort. The grand interior showcases soaring ceilings, a custom chef's kitchen, sophisticated entertaining spaces, and designer finishes throughout. Exceptional amenities include a private elevator, walk-in wine cellar, fully equipped fitness area, loft space, and a walk-out lower level ideal for extended family, guests, or a nanny suite. The home's striking exterior seamlessly blends timeless architectural character with refined modern updates. Natural stone and wood exterior finishes create an elegant façade that complements its coveted waterfront setting. The expansive, maturely landscaped grounds provide exceptional privacy while maximizing lake views from multiple outdoor vantage points. It boasts your own private putting green, a fire pit area, expansive deck/entertaining area including a pizza oven and gorgeous salt water pool with a captivating water fall. Beyond the home, residents enjoy an enviable walkable lifestyle with immediate access to the lakefront, marina, scenic trails, parks, boutique shopping, cafés, and fine dining. Combining historic character, exceptional craftsmanship, and a premier waterfront-adjacent location, 26Trafalgar Road represents luxury Oakville living at its finest. 26 Trafalgar Road, Oakville
$3,795,000 Private, elevated, and unlike anything else in Old Oakville - A true four-season outdoor retreat, your private playground for the outdoor enthusiast-where each day invites skating, paddling, kayaking, hiking, fishing, boating and cross-country skiing, alongside wildlife watching and refined al fresco dining, embracing nature in all its seasons. This lofted waterfront residence commands breathtaking views and unmatched privacy along the tranquil 16 Mile Creek. A testament to craftsmanship and design, this waterfront retreat boasts exclusive riparian rights and a private dock, inviting you to embrace the beauty of Oakville's scenic waterways year-round. .A meticulous 2016 renovation elevated this residence with rich hand-scraped oak floors, solid wood doors, custom millwork, and elegant tray ceilings. The sprawling 1,700 sq. ft. premium Wolf PVC deck includes a hot tub oasis, integrated fire table, and motorized awnings, leading to a dock with a kayak launch, swim ladder, and floating dock. Glass-encased staircases on helical piers deliver striking architectural presence and unbroken sight lines to the creek. Inside, sophistication defines every detail. Floor-to-ceiling windows in the living room frame stunning ravine views and dramatic sunsets, while a gas fireplace with a live-edge mantel adds warmth. The chef's kitchen impresses with a leathered Taj Mahal quartzite island, Wolf and Miele appliances, and an integrated Sub-Zero fridge. Heated floors run throughout, including in the spa-like primary ensuite with marble floors, a rain shower, and double vanity. The lower level offers a linear fireplace, built-in bar, and walkout to the deck. A concrete-lined storage room playfully known as the Bomb Shelter provides additional functionality. Blending natural beauty, refined design, and year-round outdoor living, this one-of-a-kind property is just steps to downtown Oakville and the GO Train offering luxury, serenity, and convenience in equal measure. 4 Beds ⋅ 4 Baths ⋅ W13763614 MLS Private, elevated, and unlike anything else in Old Oakville - A true four-season outdoor retreat, your private playground for the outdoor enthusiast-where each day invites skating, paddling, kayaking, hiking, fishing, boating and cross-country skiing, alongside wildlife watching and refined al fresco dining, embracing nature in all its seasons. This lofted waterfront residence commands breathtaking views and unmatched privacy along the tranquil 16 Mile Creek. A testament to craftsmanship and design, this waterfront retreat boasts exclusive riparian rights and a private dock, inviting you to embrace the beauty of Oakville's scenic waterways year-round. .A meticulous 2016 renovation elevated this residence with rich hand-scraped oak floors, solid wood doors, custom millwork, and elegant tray ceilings. The sprawling 1,700 sq. ft. premium Wolf PVC deck includes a hot tub oasis, integrated fire table, and motorized awnings, leading to a dock with a kayak launch, swim ladder, and floating dock. Glass-encased staircases on helical piers deliver striking architectural presence and unbroken sight lines to the creek. Inside, sophistication defines every detail. Floor-to-ceiling windows in the living room frame stunning ravine views and dramatic sunsets, while a gas fireplace with a live-edge mantel adds warmth. The chef's kitchen impresses with a leathered Taj Mahal quartzite island, Wolf and Miele appliances, and an integrated Sub-Zero fridge. Heated floors run throughout, including in the spa-like primary ensuite with marble floors, a rain shower, and double vanity. The lower level offers a linear fireplace, built-in bar, and walkout to the deck. A concrete-lined storage room playfully known as the Bomb Shelter provides additional functionality. Blending natural beauty, refined design, and year-round outdoor living, this one-of-a-kind property is just steps to downtown Oakville and the GO Train offering luxury, serenity, and convenience in equal measure. 382 Trafalgar Road, Oakville
$3,850,000 Set on a beautiful 100' x 136' lot in Prestigious Olde Oakville, this exceptional family home offers 4,752 sq ft of total living space of refined timeless design & impeccable craftsmanship all just a short stroll to Downtown Oakville, the lake, and some of Oakville's most sought-after schools. classic brick exterior, solid wood front door, and towering mature trees create a warm and elegant first impression. This home exudes an inviting aesthetic that feels made for family living and effortless entertaining.The kitchen features top-of-the-line appliances, two Miele dishwashers, dual walk-in pantries, water filtration system, three sinks including a coffee station/wet bar, and an oversized island that comfortably gathers family and friends for everything from casual breakfasts to holiday celebrations. The adjoining dining room is anchored by a charming wood-burning fireplace, while the spacious family room, also with a wood-burning fireplace, opens seamlessly to the private backyard, creating an ideal indoor-outdoor connection. Enjoy sunny south exposure, a sparkling saltwater swimming pool(liner/pump/heater 2024), Maibec deck with sleek glass railings, and a beautiful stone patio ideal for summer dining and lounging. Despite the impressive outdoor amenities, there remains abundant green space for children to play and the whole family to gather. The functional mudroom and sophisticated main floor den complete the thoughtfully designed main level. The second floor is equally impressive, highlighted by a luxurious primary retreat with its own gas fireplace, walk-in closet, custom built-in storage, and five-piece ensuite with heated flooring. Three additional generously sized bedrooms and a beautifully appointed full bathroom provide ample space for a growing family. Finished to the highest standards, this extraordinary residence offers the rare combination of timeless style, family-focused functionality, and an unbeatable Olde Oakville location. Welcome Home. 4 Beds ⋅ 4 Baths ⋅ W13761476 MLS Set on a beautiful 100' x 136' lot in Prestigious Olde Oakville, this exceptional family home offers 4,752 sq ft of total living space of refined timeless design & impeccable craftsmanship all just a short stroll to Downtown Oakville, the lake, and some of Oakville's most sought-after schools. classic brick exterior, solid wood front door, and towering mature trees create a warm and elegant first impression. This home exudes an inviting aesthetic that feels made for family living and effortless entertaining.The kitchen features top-of-the-line appliances, two Miele dishwashers, dual walk-in pantries, water filtration system, three sinks including a coffee station/wet bar, and an oversized island that comfortably gathers family and friends for everything from casual breakfasts to holiday celebrations. The adjoining dining room is anchored by a charming wood-burning fireplace, while the spacious family room, also with a wood-burning fireplace, opens seamlessly to the private backyard, creating an ideal indoor-outdoor connection. Enjoy sunny south exposure, a sparkling saltwater swimming pool(liner/pump/heater 2024), Maibec deck with sleek glass railings, and a beautiful stone patio ideal for summer dining and lounging. Despite the impressive outdoor amenities, there remains abundant green space for children to play and the whole family to gather. The functional mudroom and sophisticated main floor den complete the thoughtfully designed main level. The second floor is equally impressive, highlighted by a luxurious primary retreat with its own gas fireplace, walk-in closet, custom built-in storage, and five-piece ensuite with heated flooring. Three additional generously sized bedrooms and a beautifully appointed full bathroom provide ample space for a growing family. Finished to the highest standards, this extraordinary residence offers the rare combination of timeless style, family-focused functionality, and an unbeatable Olde Oakville location. Welcome Home. 528 Michael Terrace, Oakville
$2,999,000 Luxury, 2 bedroom, 5 bathroom EXECUTIVE FREEHOLD townhome in DOWNTOWN OAKVILLE! Location. Location. Location. Elegant, upscale & timeless, completely redesigned by Rockcliffe Homes, no detail overlooked, this architectural show stopper has a traditional-meets-contemporary exterior that fits beautifully into the established Oakville streetscape, framed at front by a black wrought-iron fenced courtyard with brick-and-stone pillars. The interior features 10' ceilings, walls of windows, custom built-ins, & heated bathroom floors. Entry level offers versatile, sophisticated flex space, formal enough for entertaining but could function beautifully as either a home office, family room or sitting room, 2 piece powder room, double closet, interior garage entry, & 3 level barrier-free access with ELEVATOR. Open riser staircases with illuminated floating wood treads create a dramatic architectural focal point throughout. The second floor is long, open & is generously proportioned, oak floors, large windows wrap around entire living area & flood the space with natural light. Open concept kitchen & dining area with sleek full-height cabinetry & 10 integrated Miele appliances. Striking oversized ceasarstone centre island with gas cooktop provides an extensive preparation & entertaining space. Private deck for enjoying morning coffee or evening cocktails. Emphasizing the home's spacious connected layout , the living room with linear fireplace & striking coffered ceiling with recessed lighting & illuminated panels contribute to the architectural & upscale character of this home. Rise to the King-Sized Primary Retreat with gas fireplace, spa-like ensuite, w/i closet, floor to ceiling windows, stunning views. The second bedroom has a beautiful 3 pce ensuite. A bright spacious laundry room completes this level with access to the 40' x 17' roof deck constructed of IPE wood. Finished lower level with built ins, 2 pce powder, & abundance of storage. Garage (1) & Covered Carport (2) 2 Beds ⋅ 5 Baths ⋅ W13755706 MLS Luxury, 2 bedroom, 5 bathroom EXECUTIVE FREEHOLD townhome in DOWNTOWN OAKVILLE! Location. Location. Location. Elegant, upscale & timeless, completely redesigned by Rockcliffe Homes, no detail overlooked, this architectural show stopper has a traditional-meets-contemporary exterior that fits beautifully into the established Oakville streetscape, framed at front by a black wrought-iron fenced courtyard with brick-and-stone pillars. The interior features 10' ceilings, walls of windows, custom built-ins, & heated bathroom floors. Entry level offers versatile, sophisticated flex space, formal enough for entertaining but could function beautifully as either a home office, family room or sitting room, 2 piece powder room, double closet, interior garage entry, & 3 level barrier-free access with ELEVATOR. Open riser staircases with illuminated floating wood treads create a dramatic architectural focal point throughout. The second floor is long, open & is generously proportioned, oak floors, large windows wrap around entire living area & flood the space with natural light. Open concept kitchen & dining area with sleek full-height cabinetry & 10 integrated Miele appliances. Striking oversized ceasarstone centre island with gas cooktop provides an extensive preparation & entertaining space. Private deck for enjoying morning coffee or evening cocktails. Emphasizing the home's spacious connected layout , the living room with linear fireplace & striking coffered ceiling with recessed lighting & illuminated panels contribute to the architectural & upscale character of this home. Rise to the King-Sized Primary Retreat with gas fireplace, spa-like ensuite, w/i closet, floor to ceiling windows, stunning views. The second bedroom has a beautiful 3 pce ensuite. A bright spacious laundry room completes this level with access to the 40' x 17' roof deck constructed of IPE wood. Finished lower level with built ins, 2 pce powder, & abundance of storage. Garage (1) & Covered Carport (2) 125 George Street, Oakville
$1,379,000 Penthouse perfection with breathtaking views of Lake Ontario and the Toronto skyline. Welcome to Oakridge Heights, one of Oakville's most prestigious addresses. This beautifully renovated 1,984 sq. ft. penthouse offers three bedrooms, 2.5 bathrooms and an additional 486 sq. ft. of outdoor living space on a private wraparound balcony. Natural light fills the open concept layout, with South facing views over Sixteen Mile Creek toward Lake Ontario and east facing views of the Toronto skyline. Purchased in 2019, the suite was extensively renovated in 2020, with more than $372,000 invested in thoughtful upgrades and improvements. The kitchen and all three bathrooms were completely remodeled by Oakville Kitchen and Bath. Additional upgrades include new flooring, designer lighting, a custom entertainment centre, California Closets throughout, and automated blinds and curtains by Shades of Home. The primary bedroom features new carpeting, two walk-in closets, a built-in safe and a lockable jewelry drawer. The den's custom entertainment centre includes a 65-inch Sony television and Bose sound system, which will remain with the suite. Further improvements include new heat pumps in the den and living room and a new Samsung washing machine. Enjoy two side-by-side parking spaces conveniently located near the elevator, two storage lockers and easy access to the Oakville GO station and highways. Downtown Oakville is approximately a 15-minute walk away, with Whole Foods and other gourmet shopping just minutes from your door. Beautifully finished, exceptionally spacious and completely turnkey this is penthouse living at its finest. 3 Beds ⋅ 3 Baths ⋅ W13754726 MLS Penthouse perfection with breathtaking views of Lake Ontario and the Toronto skyline. Welcome to Oakridge Heights, one of Oakville's most prestigious addresses. This beautifully renovated 1,984 sq. ft. penthouse offers three bedrooms, 2.5 bathrooms and an additional 486 sq. ft. of outdoor living space on a private wraparound balcony. Natural light fills the open concept layout, with South facing views over Sixteen Mile Creek toward Lake Ontario and east facing views of the Toronto skyline. Purchased in 2019, the suite was extensively renovated in 2020, with more than $372,000 invested in thoughtful upgrades and improvements. The kitchen and all three bathrooms were completely remodeled by Oakville Kitchen and Bath. Additional upgrades include new flooring, designer lighting, a custom entertainment centre, California Closets throughout, and automated blinds and curtains by Shades of Home. The primary bedroom features new carpeting, two walk-in closets, a built-in safe and a lockable jewelry drawer. The den's custom entertainment centre includes a 65-inch Sony television and Bose sound system, which will remain with the suite. Further improvements include new heat pumps in the den and living room and a new Samsung washing machine. Enjoy two side-by-side parking spaces conveniently located near the elevator, two storage lockers and easy access to the Oakville GO station and highways. Downtown Oakville is approximately a 15-minute walk away, with Whole Foods and other gourmet shopping just minutes from your door. Beautifully finished, exceptionally spacious and completely turnkey this is penthouse living at its finest. 60 Old Mill Road Unit PH1, Oakville
$499,999 Welcome to Oakridge Heights, where comfort, convenience, and lifestyle come together in the heart of Old Oakville. This bright and beautifully maintained 1+1 bedroom condo offers an ideal layout for young professionals, couples, downsizers, or anyone seeking flexible living space. The spacious primary bedroom features hardwood flooring, double closets, and semi-ensuite access to a 4-piece bath complete with a relaxing whirlpool tub. Soaring 9-foot ceilings and an open-concept living/dining create an airy, inviting atmosphere throughout. The versatile den is perfect as a home office, guest room, nursery, or creative studio-adapting effortlessly to your lifestyle. Complete with 1 parking space and 1 locker, this home offers both convenience and functionality. Commuters will love the easy access to the GO Station, QEW, and Highway 403, while weekends can be spent exploring Downtown Oakville's vibrant shops, cafés, and restaurants. Enjoy nearby trails along 16 Mile Creek and the shores of Lake Ontario, offering the perfect balance of urban convenience and outdoor living. Whether you're starting your next chapter together or looking for a stylish space to call your own, this Oakville gem is ready to welcome you home. 2 Beds ⋅ 1 Baths ⋅ W13754342 MLS Welcome to Oakridge Heights, where comfort, convenience, and lifestyle come together in the heart of Old Oakville. This bright and beautifully maintained 1+1 bedroom condo offers an ideal layout for young professionals, couples, downsizers, or anyone seeking flexible living space. The spacious primary bedroom features hardwood flooring, double closets, and semi-ensuite access to a 4-piece bath complete with a relaxing whirlpool tub. Soaring 9-foot ceilings and an open-concept living/dining create an airy, inviting atmosphere throughout. The versatile den is perfect as a home office, guest room, nursery, or creative studio-adapting effortlessly to your lifestyle. Complete with 1 parking space and 1 locker, this home offers both convenience and functionality. Commuters will love the easy access to the GO Station, QEW, and Highway 403, while weekends can be spent exploring Downtown Oakville's vibrant shops, cafés, and restaurants. Enjoy nearby trails along 16 Mile Creek and the shores of Lake Ontario, offering the perfect balance of urban convenience and outdoor living. Whether you're starting your next chapter together or looking for a stylish space to call your own, this Oakville gem is ready to welcome you home. 50 Old Mill Road Unit 706, Oakville
$989,000 Welcome to this sophisticated 2 bed plus den condo, ideally situated in the heart of Oakville. Short walk from historic Downtown Oakville, this beautifully renovated suite offers 1425 sqft. On the ground floor, it provides easy access for family and friends - no elevator! - convenient every day! The open-concept kitchen features a large island with built-in wine rack, sleek quartz countertops, and custom cabinetry with additional built-ins in the dining area. High-end appliances, including a convection microwave, induction cooktop, and built-in wall oven with a warming drawer, add to the kitchen's appeal. New hardwood flooring throughout adds style and comfort. Designed for everyday and for entertaining, the bright and airy living area is filled with natural light from large windows and anchored by an inviting electric fireplace. The den opens onto a balcony that overlooks the property's lush gardens and mature trees, creating a peaceful workspace. The primary bedroom boasts a private terrace, a spacious walk-in closet, and luxurious ensuite with glass walk-in shower, deep soaker tub, and heated towel rack. Both bathrooms have been thoughtfully renovated with striking tile work, including stylish black accents. A separate walk-in pantry and in suite laundry provide additional convenience. For commuters, the location is ideal, easy access to major highways and the GO Train station just steps away. A truly walkable lifestyle awaits, Whole Foods, Starbucks, LCBO, Shoppers, and more just a block away, while the nearby community centre is a 15-min walk. The well-managed building is home to a welcoming mix of residents, and reasonable condo fees. Amenities include party room with billiards and kitchenette, indoor pool, sauna, gym and EV chargers. The unit comes with one parking and one locker. Completely move-in ready! Don't miss this exceptional opportunity to live in a sought-after location. 3 Beds ⋅ 2 Baths ⋅ W13752256 MLS Welcome to this sophisticated 2 bed plus den condo, ideally situated in the heart of Oakville. Short walk from historic Downtown Oakville, this beautifully renovated suite offers 1425 sqft. On the ground floor, it provides easy access for family and friends - no elevator! - convenient every day! The open-concept kitchen features a large island with built-in wine rack, sleek quartz countertops, and custom cabinetry with additional built-ins in the dining area. High-end appliances, including a convection microwave, induction cooktop, and built-in wall oven with a warming drawer, add to the kitchen's appeal. New hardwood flooring throughout adds style and comfort. Designed for everyday and for entertaining, the bright and airy living area is filled with natural light from large windows and anchored by an inviting electric fireplace. The den opens onto a balcony that overlooks the property's lush gardens and mature trees, creating a peaceful workspace. The primary bedroom boasts a private terrace, a spacious walk-in closet, and luxurious ensuite with glass walk-in shower, deep soaker tub, and heated towel rack. Both bathrooms have been thoughtfully renovated with striking tile work, including stylish black accents. A separate walk-in pantry and in suite laundry provide additional convenience. For commuters, the location is ideal, easy access to major highways and the GO Train station just steps away. A truly walkable lifestyle awaits, Whole Foods, Starbucks, LCBO, Shoppers, and more just a block away, while the nearby community centre is a 15-min walk. The well-managed building is home to a welcoming mix of residents, and reasonable condo fees. Amenities include party room with billiards and kitchenette, indoor pool, sauna, gym and EV chargers. The unit comes with one parking and one locker. Completely move-in ready! Don't miss this exceptional opportunity to live in a sought-after location. 50 Old Mill Road Unit 105, Oakville
$999,000 Experience timeless elegance in this rare, executive corner unit condo located in Oakville's prestigious Old Mill Community. Thisexpansive 1436 sqft residence offers a perfect blend of sophisticated design and natural beauty, featuring panoramic picturewindows that capture breathtaking unobstructed views of 16 mile creek, offering complete privacy and tranquility. Thesun-drenched living space boasts exquisite finishes, 9' ceilings, hardwood floors throughout, a chef-inspired kitchen with warmwood cabinetry, quartz counters, 4 new high end appliances (2026), a pantry closet, and a reading nook or dining area withwalk-out to a private balcony for watching the seasons change over the water. Other features include 2 spacious bedrooms withoversized closets with custom built-ins, 2 luxurious bathrooms, a Paris inspired laundry room, loads of storage space, andtandem two car parking directly beside the building entrance. Building amenities include a freshly renovated lobby, outdoorpergola and seating, pool, gym and sauna. Situated just steps from Whole Foods, historic Downtown Oakville, fine dining,boutique shopping, and the Go Station, this property offers an unparalleled lifestyle of convenience and luxury. 2 Beds ⋅ 2 Baths ⋅ W13747184 MLS Experience timeless elegance in this rare, executive corner unit condo located in Oakville's prestigious Old Mill Community. Thisexpansive 1436 sqft residence offers a perfect blend of sophisticated design and natural beauty, featuring panoramic picturewindows that capture breathtaking unobstructed views of 16 mile creek, offering complete privacy and tranquility. Thesun-drenched living space boasts exquisite finishes, 9' ceilings, hardwood floors throughout, a chef-inspired kitchen with warmwood cabinetry, quartz counters, 4 new high end appliances (2026), a pantry closet, and a reading nook or dining area withwalk-out to a private balcony for watching the seasons change over the water. Other features include 2 spacious bedrooms withoversized closets with custom built-ins, 2 luxurious bathrooms, a Paris inspired laundry room, loads of storage space, andtandem two car parking directly beside the building entrance. Building amenities include a freshly renovated lobby, outdoorpergola and seating, pool, gym and sauna. Situated just steps from Whole Foods, historic Downtown Oakville, fine dining,boutique shopping, and the Go Station, this property offers an unparalleled lifestyle of convenience and luxury. 60 OLD MILL Road Unit 702, Oakville
$2,950,000 Rare opportunity in coveted Orchard Beach, just steps from Lake Ontario and the waterfront trail. Set on a premium 50 x 160 ft lot, this property comes with completed architectural and engineering drawings and Committee of Adjustment approval for a proposed 3,800 sq ft residence. An exceptional offering for a buyer looking to move forward with confidence, with extensive completed work including floor plan and exterior concepts, colour renderings, arborist report, architectural drawing package, sealed roof truss package, sealed LVL layout, sealed structural engineering package, HVAC design, grading and drainage plan, soil test, and stormwater management report.The existing home was updated in 2024 with electrical improvements, a renovated bathroom, updated flooring, a new kitchen, and new appliances, offering flexibility to live in or hold the property while completing the final permit stage. Zoning and Committee of Adjustment approvals are already in place, with remaining steps in progress. Located a short stroll from downtown Oakville, the lake, and top schools, this is a rare opportunity to secure a prime property with meaningful value already created. 5 Beds ⋅ 2 Baths ⋅ W13745990 MLS Rare opportunity in coveted Orchard Beach, just steps from Lake Ontario and the waterfront trail. Set on a premium 50 x 160 ft lot, this property comes with completed architectural and engineering drawings and Committee of Adjustment approval for a proposed 3,800 sq ft residence. An exceptional offering for a buyer looking to move forward with confidence, with extensive completed work including floor plan and exterior concepts, colour renderings, arborist report, architectural drawing package, sealed roof truss package, sealed LVL layout, sealed structural engineering package, HVAC design, grading and drainage plan, soil test, and stormwater management report.The existing home was updated in 2024 with electrical improvements, a renovated bathroom, updated flooring, a new kitchen, and new appliances, offering flexibility to live in or hold the property while completing the final permit stage. Zoning and Committee of Adjustment approvals are already in place, with remaining steps in progress. Located a short stroll from downtown Oakville, the lake, and top schools, this is a rare opportunity to secure a prime property with meaningful value already created. 25 Howard Avenue, Oakville
$1,949,000 ATTENTION BUILDERS, RENOVATORS & INVESTORS! Rare opportunity in the heart of prestigious Old Oakville. Located on one of the neighbourhood's most coveted streets, 374 Spruce Street sits on an impressive 60 x 142 ft south-facing lot surrounded by mature trees and multi-million-dollar custom homes. An exceptional opportunity to build your dream home, undertake a renovation, or secure a premium property for future investment. The existing bright and spacious 3+1 bedroom, 3-bathroom bungalow offers approximately 1,850 sq ft above grade plus a finished lower level and is vacant for immediate possession. Zoned RL3-0. Enjoy an outstanding Old Oakville lifestyle within walking distance to downtown Oakville, the lake, parks, shops, restaurants and highly regarded schools including OTHS, St. Mildred's and Linbrook. Build new, renovate or invest in one of Oakville's most established and desirable neighbourhoods. Buyer to complete their own due diligence regarding zoning and future building potential. 4 Beds ⋅ 4 Baths ⋅ W13741076 MLS ATTENTION BUILDERS, RENOVATORS & INVESTORS! Rare opportunity in the heart of prestigious Old Oakville. Located on one of the neighbourhood's most coveted streets, 374 Spruce Street sits on an impressive 60 x 142 ft south-facing lot surrounded by mature trees and multi-million-dollar custom homes. An exceptional opportunity to build your dream home, undertake a renovation, or secure a premium property for future investment. The existing bright and spacious 3+1 bedroom, 3-bathroom bungalow offers approximately 1,850 sq ft above grade plus a finished lower level and is vacant for immediate possession. Zoned RL3-0. Enjoy an outstanding Old Oakville lifestyle within walking distance to downtown Oakville, the lake, parks, shops, restaurants and highly regarded schools including OTHS, St. Mildred's and Linbrook. Build new, renovate or invest in one of Oakville's most established and desirable neighbourhoods. Buyer to complete their own due diligence regarding zoning and future building potential. 374 Spruce Street, Oakville
$1,975,000 Welcome to 344 Maple Avenue in the historic Tuxedo Park neighbourhood of Old Oakville. This highly desirable enclave of quiet, tree-lined streets is just a short stroll from Olde Oakville Plaza, the Oakville Trafalgar Recreation Centre, Oakville GO, and everything downtown Oakville has to offer - including the harbour, lakeside parks and trails, casual and fine dining, shopping, the library, and the arts centre. The property also offers easy highway access and is within walking distance of top-tier public and private schools. This Craftsman-style bungalow is full of character inside and out. From the moment you arrive, you'll know you've found something special - starting with the welcoming front porch, the perfect spot to enjoy your morning coffee. This deceptively spacious 3-bedroom home features an impressively large living room, great for entertaining family and friends, while maintaining a cozy ambiance with its wood-burning fireplace, hardwood floors, and custom built-in cabinetry. This inviting space opens to the dining area, which provides access to the tiled patio. A bright breakfast nook with a bay window overlooks the spectacular yard, and the character-filled kitchen offers a highly functional layout. The home is situated on an expansive 178 x 57 ft lot featuring beautifully landscaped grounds with mature trees and shrubs, perennial gardens, manicured lawns, a secluded courtyard for afternoon tea, and a private patio for evening cocktails. A great opportunity to get into Old Oakville and offering lots of options - move in and enjoy, renovate/add or build a dream home on one of the largest lots in the neighbourhood. The pictures and floor plans alone don't do this unique property justice. Book your visit to see it in person today! 3 Beds ⋅ 2 Baths ⋅ W13740174 MLS Welcome to 344 Maple Avenue in the historic Tuxedo Park neighbourhood of Old Oakville. This highly desirable enclave of quiet, tree-lined streets is just a short stroll from Olde Oakville Plaza, the Oakville Trafalgar Recreation Centre, Oakville GO, and everything downtown Oakville has to offer - including the harbour, lakeside parks and trails, casual and fine dining, shopping, the library, and the arts centre. The property also offers easy highway access and is within walking distance of top-tier public and private schools. This Craftsman-style bungalow is full of character inside and out. From the moment you arrive, you'll know you've found something special - starting with the welcoming front porch, the perfect spot to enjoy your morning coffee. This deceptively spacious 3-bedroom home features an impressively large living room, great for entertaining family and friends, while maintaining a cozy ambiance with its wood-burning fireplace, hardwood floors, and custom built-in cabinetry. This inviting space opens to the dining area, which provides access to the tiled patio. A bright breakfast nook with a bay window overlooks the spectacular yard, and the character-filled kitchen offers a highly functional layout. The home is situated on an expansive 178 x 57 ft lot featuring beautifully landscaped grounds with mature trees and shrubs, perennial gardens, manicured lawns, a secluded courtyard for afternoon tea, and a private patio for evening cocktails. A great opportunity to get into Old Oakville and offering lots of options - move in and enjoy, renovate/add or build a dream home on one of the largest lots in the neighbourhood. The pictures and floor plans alone don't do this unique property justice. Book your visit to see it in person today! 344 Maple Avenue, Oakville
$2,599,000 Welcome to this exceptional two-storey family residence nestled on one of South East Oakville's most desirable, tree-lined streets. Combining traditional charm with an ideal functional layout. There are generous spaces for entertaining and everyday family life. Step into the inviting living room, featuring a cozy fireplace and elegant California shutters that fill the space with warm, natural light. The updated eat-in kitchen serves as the heart of the home, complete with built-in appliances, ample cabinetry, and a spacious eat in area. For formal gatherings, the spacious dedicated dining room easily accommodates large family dinners and holiday celebrations. The dramatic main-floor family room steals the show with its soaring vaulted ceilings, second fireplace, and expansive windows. Slide open the doors to step directly onto the private back deck, overlooking a beautifully landscaped, west-facing rear garden-the ultimate setting for enjoying golden-hour sunsets, outdoor dining, and summer entertaining. Conveniently located on the main level, the spacious primary bedroom serves as a peaceful retreat, complete with a private 4-piece ensuite bath. Upstairs, you will find two additional bright bedrooms, fantastic storage solutions, and a second full 4-piece bathroom, making it ideal for kids, guests, or a dedicated home office. The fully finished basement significantly extends your living space, offering endless possibilities for a media room, play area, or home gym, along with a third 4-piece bathroom for added convenience.Located in a premier school district close to top-rated public and private schools, downtown Oakville's boutique shopping and dining, parks, and the lakefront, this South East Oakville gem perfectly blends main-floor comfort with long-term versatility. A rare opportunity on a prime street! 4 Beds ⋅ 3 Baths ⋅ W13724754 MLS Welcome to this exceptional two-storey family residence nestled on one of South East Oakville's most desirable, tree-lined streets. Combining traditional charm with an ideal functional layout. There are generous spaces for entertaining and everyday family life. Step into the inviting living room, featuring a cozy fireplace and elegant California shutters that fill the space with warm, natural light. The updated eat-in kitchen serves as the heart of the home, complete with built-in appliances, ample cabinetry, and a spacious eat in area. For formal gatherings, the spacious dedicated dining room easily accommodates large family dinners and holiday celebrations. The dramatic main-floor family room steals the show with its soaring vaulted ceilings, second fireplace, and expansive windows. Slide open the doors to step directly onto the private back deck, overlooking a beautifully landscaped, west-facing rear garden-the ultimate setting for enjoying golden-hour sunsets, outdoor dining, and summer entertaining. Conveniently located on the main level, the spacious primary bedroom serves as a peaceful retreat, complete with a private 4-piece ensuite bath. Upstairs, you will find two additional bright bedrooms, fantastic storage solutions, and a second full 4-piece bathroom, making it ideal for kids, guests, or a dedicated home office. The fully finished basement significantly extends your living space, offering endless possibilities for a media room, play area, or home gym, along with a third 4-piece bathroom for added convenience.Located in a premier school district close to top-rated public and private schools, downtown Oakville's boutique shopping and dining, parks, and the lakefront, this South East Oakville gem perfectly blends main-floor comfort with long-term versatility. A rare opportunity on a prime street! 380 Watson Avenue, Oakville
$6,250,000 This magnificent custom residence is nestled in one of Oakville's most prestigious neighbourhoods, just a short stroll from the lake and downtown Oakville. Offering over 6,500 sq. ft. of exquisitely designed living space, this exceptional home seamlessly blends contemporary sophistication with exceptional luxury. Every detail has been meticulously considered, from heated floors on the main and lower levels to a private elevator serving all three floors. A sunlit two-storey foyer introduces an elegant interior defined by refined finishes and thoughtful design. The expansive Great Room features soaring 20-foot ceilings and a dramatic wall of windows overlooking the professionally landscaped grounds. Walk out to an elegant patio with gas BBQ hookup, ideal for summer entertaining and alfresco dining. The gourmet kitchen is a true showpiece, featuring sophisticated two-tone cabinetry, an expansive centre island and state-of-the-art appliances. The adjoining butler's pantry provides additional prep space and connects seamlessly to the elegant Dining Room, where built-in speakers and views of the front gardens create an exceptional setting for entertaining.A serene formal Living Room offers a refined retreat, while the main-floor bedroom, easily converted to an office, features a private ensuite and direct patio access. A sculptural floating staircase leads to the skylit second level, where the luxurious primary suite offers two walk-in closets and a spa-inspired ensuite. Three additional bedrooms, each with secure closets and heated ensuites, provide comfort and privacy. The lower level is an entertainer's dream, featuring a heated underground garage with vehicle turntable, stylish recreation room with walk-up to the backyard, and space for a state-of-the-art theatre or gym.An extraordinary residence offering sophisticated design, exceptional amenities and an unparalleled Oakville lifestyle. 6 Beds ⋅ 7 Baths ⋅ W13724050 MLS This magnificent custom residence is nestled in one of Oakville's most prestigious neighbourhoods, just a short stroll from the lake and downtown Oakville. Offering over 6,500 sq. ft. of exquisitely designed living space, this exceptional home seamlessly blends contemporary sophistication with exceptional luxury. Every detail has been meticulously considered, from heated floors on the main and lower levels to a private elevator serving all three floors. A sunlit two-storey foyer introduces an elegant interior defined by refined finishes and thoughtful design. The expansive Great Room features soaring 20-foot ceilings and a dramatic wall of windows overlooking the professionally landscaped grounds. Walk out to an elegant patio with gas BBQ hookup, ideal for summer entertaining and alfresco dining. The gourmet kitchen is a true showpiece, featuring sophisticated two-tone cabinetry, an expansive centre island and state-of-the-art appliances. The adjoining butler's pantry provides additional prep space and connects seamlessly to the elegant Dining Room, where built-in speakers and views of the front gardens create an exceptional setting for entertaining.A serene formal Living Room offers a refined retreat, while the main-floor bedroom, easily converted to an office, features a private ensuite and direct patio access. A sculptural floating staircase leads to the skylit second level, where the luxurious primary suite offers two walk-in closets and a spa-inspired ensuite. Three additional bedrooms, each with secure closets and heated ensuites, provide comfort and privacy. The lower level is an entertainer's dream, featuring a heated underground garage with vehicle turntable, stylish recreation room with walk-up to the backyard, and space for a state-of-the-art theatre or gym.An extraordinary residence offering sophisticated design, exceptional amenities and an unparalleled Oakville lifestyle. 533 Carson Lane, Oakville
$439,000 Exceptional opportunity to own an established The WORKS Craft Burgers & Beer franchise in the heart of Downtown Oakville, this prime location is surrounded by popular restaurants, boutique shops, professional businesses and strong pedestrian activity. Just steps from Oakville's picturesque waterfront, harbour and Lake Ontario, the restaurant benefits from an excellent downtown location that attracts local residents, professionals and visitors throughout the year. This established restaurant features a welcoming dine-in area plus a desirable outdoor patio, providing additional seating and excellent seasonal appeal during the warmer months. The business operates under the well-known Canadian The WORKS Craft Burgers & Beer brand and offers dine-in, takeout and delivery options. Excellent visibility along Lakeshore Rd E with convenient access to the surrounding Downtown Oakville amenities. A great opportunity for an owner-operator, experienced restaurateur or investor looking to acquire an established franchise restaurant in one of Oakville's most desirable and vibrant commercial districts. Take advantage of the existing setup, recognized brand and outstanding location while exploring further opportunities to grow the business. W13723722 MLS Exceptional opportunity to own an established The WORKS Craft Burgers & Beer franchise in the heart of Downtown Oakville, this prime location is surrounded by popular restaurants, boutique shops, professional businesses and strong pedestrian activity. Just steps from Oakville's picturesque waterfront, harbour and Lake Ontario, the restaurant benefits from an excellent downtown location that attracts local residents, professionals and visitors throughout the year. This established restaurant features a welcoming dine-in area plus a desirable outdoor patio, providing additional seating and excellent seasonal appeal during the warmer months. The business operates under the well-known Canadian The WORKS Craft Burgers & Beer brand and offers dine-in, takeout and delivery options. Excellent visibility along Lakeshore Rd E with convenient access to the surrounding Downtown Oakville amenities. A great opportunity for an owner-operator, experienced restaurateur or investor looking to acquire an established franchise restaurant in one of Oakville's most desirable and vibrant commercial districts. Take advantage of the existing setup, recognized brand and outstanding location while exploring further opportunities to grow the business. 149 Lakeshore Road E, Oakville
$1,139,000 Luxurious updates, amazing location and breathtaking views of 16 Mile Creek, it will be tough to find a more perfect home in the sky. With 2 Beds and a den, 9' ceilings and over 1300sqft of living space, this beautifully renovated unit is complemented by almost 400sqft of private wraparound terrace. Offering an extraordinary expansion of the total living space, the terrace is an exceptional setting for morning coffee, evening entertaining or simply enjoying the changing seasons. Custom designed gas fireplace with distinctive surround/mantle anchors the living & dining space providing a sophisticated focal point. An important distinguishing feature - the gas fireplace - is unique to the Penthouse units! The open-concept kitchen features custom cabinetry, quartz counters, & top-tier appliances. The adjacent den is perfect for an office. The primary suite is the 'cherry on top' with walk-in closet customized with drawers and shoe cabinet, and the 4-piece ensuite Bath that has been tastefully updated. Overlooking the terrace, there is also a separate balcony unique to this bedroom suite. The 2nd Bed serves as a den & is a perfect guest room. The second Bath has also been updated. Rounding out the suite - a laundry room with plenty of storage space. Every detail has been carefully considered. Hardwood flooring was replaced, custom finishing details added, including solid wood doors, beautiful trim & upgraded Emtek hardware. New blinds, most of which automated, were added for comfort and privacy. Freshly painted interiors create a crisp, polished backdrop. This suite offers 2 parking spaces AND 3 storage lockers. The well managed building offers a common BBQ area, lots of visitor parking, gym, gated entry, electric vehicle charging stations, & common rooms that can handle a crowd. But above all else, the building is ideally located in the heart of Oakville close to scenic walking trails, downtown Oakville, Kerr Village, shopping, dining & steps to the Oakville GO Station. 3 Beds ⋅ 2 Baths ⋅ W13723128 MLS ⋅ Oakridge Heights BLDG. Luxurious updates, amazing location and breathtaking views of 16 Mile Creek, it will be tough to find a more perfect home in the sky. With 2 Beds and a den, 9' ceilings and over 1300sqft of living space, this beautifully renovated unit is complemented by almost 400sqft of private wraparound terrace. Offering an extraordinary expansion of the total living space, the terrace is an exceptional setting for morning coffee, evening entertaining or simply enjoying the changing seasons. Custom designed gas fireplace with distinctive surround/mantle anchors the living & dining space providing a sophisticated focal point. An important distinguishing feature - the gas fireplace - is unique to the Penthouse units! The open-concept kitchen features custom cabinetry, quartz counters, & top-tier appliances. The adjacent den is perfect for an office. The primary suite is the 'cherry on top' with walk-in closet customized with drawers and shoe cabinet, and the 4-piece ensuite Bath that has been tastefully updated. Overlooking the terrace, there is also a separate balcony unique to this bedroom suite. The 2nd Bed serves as a den & is a perfect guest room. The second Bath has also been updated. Rounding out the suite - a laundry room with plenty of storage space. Every detail has been carefully considered. Hardwood flooring was replaced, custom finishing details added, including solid wood doors, beautiful trim & upgraded Emtek hardware. New blinds, most of which automated, were added for comfort and privacy. Freshly painted interiors create a crisp, polished backdrop. This suite offers 2 parking spaces AND 3 storage lockers. The well managed building offers a common BBQ area, lots of visitor parking, gym, gated entry, electric vehicle charging stations, & common rooms that can handle a crowd. But above all else, the building is ideally located in the heart of Oakville close to scenic walking trails, downtown Oakville, Kerr Village, shopping, dining & steps to the Oakville GO Station. 50 Old Mill Road Unit 901, Oakville
$2,999,000 Well positioned property in historic Old Oakville, south of Lakeshore, just steps to the beach, Oakville harbour and Town Square. Sitting proudly up on a rise, this 2 1/2 storey home features wonderful views, light and plenty of space to create your dream home. With lot dimensions of 105' x 105' this full-sized 11,044 SF lot is exactly twice the size of adjacent properties. Savvy buyers may investigate opportunities to sever the lot or explore the creation of an accessory dwelling unit on the property. Zoning RL3, Special Provision 11. The existing home sits entirely on one half of the property in the northeast corner leaving the south and the west portions of the lot open to potential. The existing residence features high ceilings, a grand staircase, formal living room with wood burning fireplace and adjacent sunroom. Lovely southeast dining room takes in all the sunlight. The kitchen and back entrance are in the southwest corner of the main floor. The second floor features 4 bedrooms and one main bathroom. The third floor with two large rooms used as the Primary suite features wonderful views over the garden, the lake, church tower and the beautiful trees of Old Oakville. 5 Beds ⋅ 3 Baths ⋅ W13722374 MLS Well positioned property in historic Old Oakville, south of Lakeshore, just steps to the beach, Oakville harbour and Town Square. Sitting proudly up on a rise, this 2 1/2 storey home features wonderful views, light and plenty of space to create your dream home. With lot dimensions of 105' x 105' this full-sized 11,044 SF lot is exactly twice the size of adjacent properties. Savvy buyers may investigate opportunities to sever the lot or explore the creation of an accessory dwelling unit on the property. Zoning RL3, Special Provision 11. The existing home sits entirely on one half of the property in the northeast corner leaving the south and the west portions of the lot open to potential. The existing residence features high ceilings, a grand staircase, formal living room with wood burning fireplace and adjacent sunroom. Lovely southeast dining room takes in all the sunlight. The kitchen and back entrance are in the southwest corner of the main floor. The second floor features 4 bedrooms and one main bathroom. The third floor with two large rooms used as the Primary suite features wonderful views over the garden, the lake, church tower and the beautiful trees of Old Oakville. 200 WILLIAM Street, Oakville
$2,599,000 South East Oakville Home Dream. Nestled on a premium, light-filled south-facing lot on Palmer Avenue, this beautifully updated heritage home seamlessly blends timeless architectural character with modern comforts. Every space has been thoughtfully updated to maximize natural light and highlight effortless flow throughout the residence. The main level showcases rich plank flooring, expansive formal living and dining spaces, and a welcoming great room anchored by a stunning Rumford fireplace. The kitchen features clean line sand timeless craftsmanship for a busy family featuring an additional dishwasher and luxurious heated floors paired with a highly functional rear galley pantry for exceptional storage. A main-floor fifth bedroom serves as an ideal guest suite or private home office. Upstairs, the expansive primary suite acts as a private sanctuary with its own Rumford fireplace, walk-in closet and private 5 piece ensuite. A second floor laundry, and three additional spacious bedrooms complete the upper level. Downstairs, the finished lower level offers versatile space perfectly suited for a media room, home gym, or play area along with ample storage. The backyard settles in with old world charm enjoying a south-facing private retreat featuring two oversized decks, one covered, designed for entertaining amidst mature, lush grounds. Complete with major mechanical updates-including a newer furnace, central A/C, and an owned hot water tank-this distinguished home offers total peace of mind. Located just steps from downtown Oakville, the lake, top-ranked schools, and scenic parks, this is a rare opportunity to own a turnkey heritage property in one of Oakville's most coveted neighborhoods. 5 Beds ⋅ 3 Baths ⋅ W13716436 MLS South East Oakville Home Dream. Nestled on a premium, light-filled south-facing lot on Palmer Avenue, this beautifully updated heritage home seamlessly blends timeless architectural character with modern comforts. Every space has been thoughtfully updated to maximize natural light and highlight effortless flow throughout the residence. The main level showcases rich plank flooring, expansive formal living and dining spaces, and a welcoming great room anchored by a stunning Rumford fireplace. The kitchen features clean line sand timeless craftsmanship for a busy family featuring an additional dishwasher and luxurious heated floors paired with a highly functional rear galley pantry for exceptional storage. A main-floor fifth bedroom serves as an ideal guest suite or private home office. Upstairs, the expansive primary suite acts as a private sanctuary with its own Rumford fireplace, walk-in closet and private 5 piece ensuite. A second floor laundry, and three additional spacious bedrooms complete the upper level. Downstairs, the finished lower level offers versatile space perfectly suited for a media room, home gym, or play area along with ample storage. The backyard settles in with old world charm enjoying a south-facing private retreat featuring two oversized decks, one covered, designed for entertaining amidst mature, lush grounds. Complete with major mechanical updates-including a newer furnace, central A/C, and an owned hot water tank-this distinguished home offers total peace of mind. Located just steps from downtown Oakville, the lake, top-ranked schools, and scenic parks, this is a rare opportunity to own a turnkey heritage property in one of Oakville's most coveted neighborhoods. 332 Palmer Avenue, Oakville
$9,995,000 15 Chartwell Rd offers a lifestyle of unparalleled luxury. Drive through the gates & discover the grandeur of this palatial estate. South of Lakeshore,1 door from the lake on a HALF ACRE LOT. Painstakingly curated, the contemporary limestone masterpiece you've been waiting for. Solid iron doors lead to a grand foyer revealing the opulent book matched marble floors. Floor to ceiling wdws & French doors flood the house with light. Cascading waterfalls fank the hall.The Dining Room has statement lighting & servery making hosting a breeze. Soaring 18-ft ceilings & a grand gas f/p are focal points of the Great Room,w/captivating views of the resort style yard. Experience culinary excellence in the black lacquer& glass kitchen by NEFF that features top of the line appliances & a B/I coffee machine & butlers pantry. The intimate Living Room with f/p is the ideal retreat. A main floor office w/built-in cabinetry.2 powder & 2 laundry rooms. The backyard oasis has a gunite pool, waterfalls, fire bowls, covered terrace & outdoor kitchen & f/p.The pool house has a change room,3-pc bath & servery. Towering trees surround the home & are positioned to create privacy. A stone driveway,circular fountain & lush gardens create a breathtaking landscape.Floating marble stairs divide the 3 levels of this home or, you can take the elevator. Skylights make the upstairs airy & bright.The principal suite has nearly 13-ft ceilings, an exquisite 6-piece ensuite & 2 W/I closets. A private balcony overlooks the yard.3 add'l bdrms have 10-ft ceilings,private ensuites & W/I closets. The LL caters to all family members. A 5th bdrm/ensuite makes an ideal guest suite.Gym,R/I Golf Simulator,home theatre,Wine Cellar& doggie Spa. The Games & Rec Rooms have a 2nd kitchen & W/O.Heated garage,baths &LL flrs.Automation. Designed by Bill Hicks & features the artistic creativity of the KT Design Group. Located on Oakville's Street of Dreams, this is an iconic living space designed to impress! LUXURY CERTIFIED 5 Beds ⋅ 6 Baths ⋅ W13707486 MLS 15 Chartwell Rd offers a lifestyle of unparalleled luxury. Drive through the gates & discover the grandeur of this palatial estate. South of Lakeshore,1 door from the lake on a HALF ACRE LOT. Painstakingly curated, the contemporary limestone masterpiece you've been waiting for. Solid iron doors lead to a grand foyer revealing the opulent book matched marble floors. Floor to ceiling wdws & French doors flood the house with light. Cascading waterfalls fank the hall.The Dining Room has statement lighting & servery making hosting a breeze. Soaring 18-ft ceilings & a grand gas f/p are focal points of the Great Room,w/captivating views of the resort style yard. Experience culinary excellence in the black lacquer& glass kitchen by NEFF that features top of the line appliances & a B/I coffee machine & butlers pantry. The intimate Living Room with f/p is the ideal retreat. A main floor office w/built-in cabinetry.2 powder & 2 laundry rooms. The backyard oasis has a gunite pool, waterfalls, fire bowls, covered terrace & outdoor kitchen & f/p.The pool house has a change room,3-pc bath & servery. Towering trees surround the home & are positioned to create privacy. A stone driveway,circular fountain & lush gardens create a breathtaking landscape.Floating marble stairs divide the 3 levels of this home or, you can take the elevator. Skylights make the upstairs airy & bright.The principal suite has nearly 13-ft ceilings, an exquisite 6-piece ensuite & 2 W/I closets. A private balcony overlooks the yard.3 add'l bdrms have 10-ft ceilings,private ensuites & W/I closets. The LL caters to all family members. A 5th bdrm/ensuite makes an ideal guest suite.Gym,R/I Golf Simulator,home theatre,Wine Cellar& doggie Spa. The Games & Rec Rooms have a 2nd kitchen & W/O.Heated garage,baths &LL flrs.Automation. Designed by Bill Hicks & features the artistic creativity of the KT Design Group. Located on Oakville's Street of Dreams, this is an iconic living space designed to impress! LUXURY CERTIFIED 15 Chartwell Road, Oakville
$7,599,000 Walk to downtown Oakville from this 2024 custom-built residence, just three houses from Lake Ontario on a 65' x 158' lot south of Lakeshore. A rare new-construction opportunity in Old Oakville's most walkable pocket-minutes from the harbour, the Oakville Club, Lakeshore Road dining, and waterfront trails. Offers 4,362 sq. ft. above grade plus a 2,468 sq. ft. finished lower level (6,830 sq. ft. total). Net Zero Ready with a Tarion warranty, crafted by Chatsworth Fine Homes alongside architect John Willmott and designer Jane Lockhart. Main floor features herringbone white oak floors, panel mouldings, a private office, custom mudroom, and a formal dining room. The chef's kitchen boasts Miele appliances (plumbed coffee system, dual steam/standard ovens), SubZero refrigeration, and a wine column. It opens to a great room with a linear fireplace, custom built-ins, and floor-to-ceiling garden views. The primary suite serves as a spa-inspired retreat with a freestanding tub, oversized shower, double vanity, and a dressing-island walk-in closet. Secondary bedrooms each feature private ensuites. Includes heated floors, curbless showers, and upper-level laundry with two washer/dryer sets. The lower level (10' ceilings) is built to entertain: rec room with custom bar/kitchenette, gym, theatre, full bath, additional bedroom, and walk-up access to the yard. The west-facing rear yard catches optimal afternoon sun, complete with a covered heated lounge, in-ground pool with waterfall, and a hot tub. Extras include partial lake views, a heated driveway, radiant floor heating, Crestron automation, Tesla charger rough-in, and a standby generator. A turn-key luxury home in prime Old Oakville where inventory like this rarely comes to market. LUXURY CERTIFIED. 5 Beds ⋅ 7 Baths ⋅ W13694012 MLS Walk to downtown Oakville from this 2024 custom-built residence, just three houses from Lake Ontario on a 65' x 158' lot south of Lakeshore. A rare new-construction opportunity in Old Oakville's most walkable pocket-minutes from the harbour, the Oakville Club, Lakeshore Road dining, and waterfront trails. Offers 4,362 sq. ft. above grade plus a 2,468 sq. ft. finished lower level (6,830 sq. ft. total). Net Zero Ready with a Tarion warranty, crafted by Chatsworth Fine Homes alongside architect John Willmott and designer Jane Lockhart. Main floor features herringbone white oak floors, panel mouldings, a private office, custom mudroom, and a formal dining room. The chef's kitchen boasts Miele appliances (plumbed coffee system, dual steam/standard ovens), SubZero refrigeration, and a wine column. It opens to a great room with a linear fireplace, custom built-ins, and floor-to-ceiling garden views. The primary suite serves as a spa-inspired retreat with a freestanding tub, oversized shower, double vanity, and a dressing-island walk-in closet. Secondary bedrooms each feature private ensuites. Includes heated floors, curbless showers, and upper-level laundry with two washer/dryer sets. The lower level (10' ceilings) is built to entertain: rec room with custom bar/kitchenette, gym, theatre, full bath, additional bedroom, and walk-up access to the yard. The west-facing rear yard catches optimal afternoon sun, complete with a covered heated lounge, in-ground pool with waterfall, and a hot tub. Extras include partial lake views, a heated driveway, radiant floor heating, Crestron automation, Tesla charger rough-in, and a standby generator. A turn-key luxury home in prime Old Oakville where inventory like this rarely comes to market. LUXURY CERTIFIED. 46 Second Street, Oakville
$110,000 Located on the vibrant, highly sought-after Kerr Street in the heart of Oakville, this well-established bakery offers a rare opportunity to own a beloved local business with over 30 years of community history. Known by loyal customers for decades, the bakery enjoys excellent visibility and steady foot traffic along one of Oakville's most popular commercial corridors. The inviting space features a charming patio, perfect for outdoor seating and seasonal gatherings. It includes a valuable liquor license that opens the door to expanded menu and evening service opportunities. With its long-standing reputation, prime location, and unique amenities, this turnkey bakery is ideally positioned for a new owner to build on its legacy and continue thriving in the lovely Oakville area. W13672076 MLS Located on the vibrant, highly sought-after Kerr Street in the heart of Oakville, this well-established bakery offers a rare opportunity to own a beloved local business with over 30 years of community history. Known by loyal customers for decades, the bakery enjoys excellent visibility and steady foot traffic along one of Oakville's most popular commercial corridors. The inviting space features a charming patio, perfect for outdoor seating and seasonal gatherings. It includes a valuable liquor license that opens the door to expanded menu and evening service opportunities. With its long-standing reputation, prime location, and unique amenities, this turnkey bakery is ideally positioned for a new owner to build on its legacy and continue thriving in the lovely Oakville area. 314 Kerr Street, Oakville
$289,000 Excellent opportunity to own and operate an established Aroma Espresso Bar in the heart of Downtown Oakville! Located on highly desirable Lakeshore Road East, this well-positioned café benefits from strong pedestrian traffic, surrounding residential and commercial activity, and excellent street exposure.The premises offer approximately 2,211 sq. ft. across the main and second floors, plus approximately 766 sq. ft. of basement space and an outdoor seating area. Fully equipped for café and restaurant operations, offering coffee, specialty beverages, breakfast, lunch, dinner and baked goods.Current base rent is approximately $9,212.50/month plus HST, additional rent, utilities and other occupancy costs. Potential franchisor-required renovations/upgrades may apply within the next 6-12 months. Buyer to verify requirements, timing and costs directly with Aroma Espresso Bar.Sale subject to landlord approval, lease assignment and franchisor approval. Do not go direct or speak with employees. All appointments through the Listing Brokerage. W13667878 MLS Excellent opportunity to own and operate an established Aroma Espresso Bar in the heart of Downtown Oakville! Located on highly desirable Lakeshore Road East, this well-positioned café benefits from strong pedestrian traffic, surrounding residential and commercial activity, and excellent street exposure.The premises offer approximately 2,211 sq. ft. across the main and second floors, plus approximately 766 sq. ft. of basement space and an outdoor seating area. Fully equipped for café and restaurant operations, offering coffee, specialty beverages, breakfast, lunch, dinner and baked goods.Current base rent is approximately $9,212.50/month plus HST, additional rent, utilities and other occupancy costs. Potential franchisor-required renovations/upgrades may apply within the next 6-12 months. Buyer to verify requirements, timing and costs directly with Aroma Espresso Bar.Sale subject to landlord approval, lease assignment and franchisor approval. Do not go direct or speak with employees. All appointments through the Listing Brokerage. 321 Lakeshore Road E, Oakville
$2,999,900 Experience an exceptional standard of luxury in this rare penthouse at The Randall Residences, Oakville's most prestigious boutique condominium. Reserved exclusively for the penthouse level, soaring 12-foot ceilings, exquisite custom millwork, and refined finishes create an atmosphere of timeless elegance. A grand circular stone floor foyer welcomes you into this beautifully designed residence, complete with a spacious front hall closet, powder room, and an generous walk-in laundry room with laundry sink. The spectacular open-concept kitchen is the heart of the home, featuring a generous centre island, marble countertops, premium appliances, and seamless flow into the dining area with custom built-in pantry cabinetry. The living room is framed by floor-to-ceiling wraparound windows that flood the space with natural light, while custom built-ins and a striking fireplace provide warmth and sophistication. Step onto the private south-facing balcony to enjoy sunny views and effortless indoor-outdoor living. The luxurious primary retreat offers a beautifully appointed dressing room and a spa-inspired five-piece marble ensuite. The second bedroom is equally impressive with floor-to-ceiling south-facing windows, a generous closet, and its own private three-piece ensuite. With only 32 exclusive residences, The Randall offers unparalleled privacy and service, including 24-hour concierge, three elevator banks, impeccably maintained underground parking with soaring ceilings, two premium parking spaces, and a private locker. Perfectly situated in the heart of downtown Oakville, you're just steps from the lake, boutique shopping, cafés, fine dining, and the renowned Sotto Sotto restaurant located on the main floor. A truly exceptional opportunity to own one of downtown Oakville's most distinguished penthouse residences. 2 Beds ⋅ 3 Baths ⋅ W13658162 MLS ⋅ The Randall BLDG. Experience an exceptional standard of luxury in this rare penthouse at The Randall Residences, Oakville's most prestigious boutique condominium. Reserved exclusively for the penthouse level, soaring 12-foot ceilings, exquisite custom millwork, and refined finishes create an atmosphere of timeless elegance. A grand circular stone floor foyer welcomes you into this beautifully designed residence, complete with a spacious front hall closet, powder room, and an generous walk-in laundry room with laundry sink. The spectacular open-concept kitchen is the heart of the home, featuring a generous centre island, marble countertops, premium appliances, and seamless flow into the dining area with custom built-in pantry cabinetry. The living room is framed by floor-to-ceiling wraparound windows that flood the space with natural light, while custom built-ins and a striking fireplace provide warmth and sophistication. Step onto the private south-facing balcony to enjoy sunny views and effortless indoor-outdoor living. The luxurious primary retreat offers a beautifully appointed dressing room and a spa-inspired five-piece marble ensuite. The second bedroom is equally impressive with floor-to-ceiling south-facing windows, a generous closet, and its own private three-piece ensuite. With only 32 exclusive residences, The Randall offers unparalleled privacy and service, including 24-hour concierge, three elevator banks, impeccably maintained underground parking with soaring ceilings, two premium parking spaces, and a private locker. Perfectly situated in the heart of downtown Oakville, you're just steps from the lake, boutique shopping, cafés, fine dining, and the renowned Sotto Sotto restaurant located on the main floor. A truly exceptional opportunity to own one of downtown Oakville's most distinguished penthouse residences. 300 Randall Road Unit PH5, Oakville
$1,649,999 LIVE NOW, BUILD LATER. Ideal for end-users and investors alike, this beautifully updated 3+1 bedroom home is located just minutes from the lake and Downtown Oakville. Set on a 62.8 x 110 ft lot, the home offers a warm, well-designed layout with bright principal rooms, a separate dining area, and a stylish eat-in kitchen. The entire home has been thoughtfully improved throughout, creating a clean, move-in ready space that feels comfortable and inviting. Upstairs features three well-sized bedrooms and a fully updated bath.The fully finished basement includes a fourth bedroom and separate walk-up entrance, offering excellent potential for extended family living, rental income, or a private workspace. Enjoy a private, fully fenced backyard, all within walking distance to the lake, parks, shops, and restaurants that define Old Oakville living.Zoned RL4-0, permitting 35% lot coverage and currently allowing up to 4 units (buyer to verify). Situated within a heritage area with precedent for redevelopment and intensification nearby. Potential land assembly with neighbouring property (~124 ft combined frontage). Future possibilities may include luxury townhomes, boutique condos, or rental units, subject to approvals. 4 Beds ⋅ 2 Baths ⋅ W13655488 MLS LIVE NOW, BUILD LATER. Ideal for end-users and investors alike, this beautifully updated 3+1 bedroom home is located just minutes from the lake and Downtown Oakville. Set on a 62.8 x 110 ft lot, the home offers a warm, well-designed layout with bright principal rooms, a separate dining area, and a stylish eat-in kitchen. The entire home has been thoughtfully improved throughout, creating a clean, move-in ready space that feels comfortable and inviting. Upstairs features three well-sized bedrooms and a fully updated bath.The fully finished basement includes a fourth bedroom and separate walk-up entrance, offering excellent potential for extended family living, rental income, or a private workspace. Enjoy a private, fully fenced backyard, all within walking distance to the lake, parks, shops, and restaurants that define Old Oakville living.Zoned RL4-0, permitting 35% lot coverage and currently allowing up to 4 units (buyer to verify). Situated within a heritage area with precedent for redevelopment and intensification nearby. Potential land assembly with neighbouring property (~124 ft combined frontage). Future possibilities may include luxury townhomes, boutique condos, or rental units, subject to approvals. 274 Reynolds Street, Oakville
$2,099,000 **An exceptional opportunity to secure one of Old Oakville's most desirable building lots.** Situated on prestigious Douglas Avenue, this rare **48' x 150'** property offers the perfect canvas to create a custom luxury residence in one of Oakville's most sought-after neighbourhoods. Flat, private, and free of significant obstructions, the lot provides outstanding design flexibility for your dream home. Located in the heart of Old Oakville, you'll enjoy an unbeatable lifestyle just steps to vibrant downtown Oakville, boutique shopping, renowned restaurants, cafés, parks, the lakefront, and the Oakville GO Station, with convenient access to major highways. Opportunities to acquire premium building lots this close to downtown are exceptionally rare. Whether you're an end user ready to build your forever home or a builder seeking a premier location, this is a property that offers both exceptional value and limitless potential. Experience the charm, prestige, and walkable lifestyle that make Old Oakville one of the GTA's most coveted communities. A truly rare offering in an irreplaceable location. 5 Beds ⋅ 2 Baths ⋅ W13637112 MLS **An exceptional opportunity to secure one of Old Oakville's most desirable building lots.** Situated on prestigious Douglas Avenue, this rare **48' x 150'** property offers the perfect canvas to create a custom luxury residence in one of Oakville's most sought-after neighbourhoods. Flat, private, and free of significant obstructions, the lot provides outstanding design flexibility for your dream home. Located in the heart of Old Oakville, you'll enjoy an unbeatable lifestyle just steps to vibrant downtown Oakville, boutique shopping, renowned restaurants, cafés, parks, the lakefront, and the Oakville GO Station, with convenient access to major highways. Opportunities to acquire premium building lots this close to downtown are exceptionally rare. Whether you're an end user ready to build your forever home or a builder seeking a premier location, this is a property that offers both exceptional value and limitless potential. Experience the charm, prestige, and walkable lifestyle that make Old Oakville one of the GTA's most coveted communities. A truly rare offering in an irreplaceable location. 235 Douglas Avenue, Oakville
$2,299,000 Absolutely stunning and totally upgraded four bedroom family home in prime South East Oakville location! Very desirable street on a quiet cul-de-sac close to top public and private schools. The spacious primary suite is privately set on the upper level and features soaring ceilings, a beautiful ensuite, and a walk-in closet. The skylight gives the bedrooms lots of natural light, enhancing the warmth and openness of the home. The chefs kitchen includes an oversized island and seamlessly flows into the open concept living space with a walk out to the deck that is perfect for entertaining! This turn key home features modern finishes throughout, including a cozy fireplace in the family room. The fully fenced backyard offers a private oasis. Smart home features include, an Ecobee thermostat, Ring camera, and built in Sonos surround sound. Outdoor upgrades include, a gas BBQ hookup, and a full irrigation system. Close to all amenities such as public transit, parks, Downtown Oakville, shops, restaurants, and highways. Don't miss the opportunity! 4 Beds ⋅ 3 Baths ⋅ W13632844 MLS Absolutely stunning and totally upgraded four bedroom family home in prime South East Oakville location! Very desirable street on a quiet cul-de-sac close to top public and private schools. The spacious primary suite is privately set on the upper level and features soaring ceilings, a beautiful ensuite, and a walk-in closet. The skylight gives the bedrooms lots of natural light, enhancing the warmth and openness of the home. The chefs kitchen includes an oversized island and seamlessly flows into the open concept living space with a walk out to the deck that is perfect for entertaining! This turn key home features modern finishes throughout, including a cozy fireplace in the family room. The fully fenced backyard offers a private oasis. Smart home features include, an Ecobee thermostat, Ring camera, and built in Sonos surround sound. Outdoor upgrades include, a gas BBQ hookup, and a full irrigation system. Close to all amenities such as public transit, parks, Downtown Oakville, shops, restaurants, and highways. Don't miss the opportunity! 467 Caesar Avenue, Oakville
$7,249,000 This exceptional residence has been extensively upgraded with curated enhancements that seamlessly blend timeless architecture with modern luxury, advanced technology and exceptional craftsmanship. Designed for effortless indoor-outdoor living, the enclosed lanai features floor-to-ceiling glass sliding doors on three sides with automated electronic screens for year-round comfort and privacy. The professionally landscaped grounds include a custom 13' x 9' powered garden pavilion, natural stone entertaining,terrace,outdoor shower, 1,100 sq. ft. wraparound composite deck, approximately 500 sq. ft. of Ipe hardwood privacy screening, luxury hot tub, heated saltwater pool with waterfall, 20-foot motorized retractable awning and a fully automated seven-zone irrigation system and hot tub. The gourmet kitchen has been refreshed w/ custom cabinetry doors and drawer fronts while maintaining its timeless design. Premium appliances include two built-in dishwashers, two wall ovens, integrated refrigerator and freezer, built-in microwave, approximately 100-bottle wine refrigerator and two oversized island prep sinks with garburators. The principal fireplace has been restored with a custom surround, creating a stunning focal point. The luxurious primary suite features restored wood paneling, a custom dressing room, spa-inspired ensuite with freestanding tub, steam shower, heated floors and heated towel warmers. A DuraDek waterproof roof system (2023) was installed over the private terrace. All upper bedroom ensuites also feature radiant heated floors and heated towel warmers. An upgraded Crestron Smart Home system controls lighting, climate, motorized blinds, distributed audio and home automation. The home is equipped with three owned high-efficiency furnaces, three air con. systems, two steam humid., two-zone climate control. Every detail has been thoughtfully curated to deliver timeless elegance & intelligent technology. Approximately 7000 Sq. ft. Livingspace. Luxury Certified. 5 Beds ⋅ 5 Baths ⋅ W13625250 MLS This exceptional residence has been extensively upgraded with curated enhancements that seamlessly blend timeless architecture with modern luxury, advanced technology and exceptional craftsmanship. Designed for effortless indoor-outdoor living, the enclosed lanai features floor-to-ceiling glass sliding doors on three sides with automated electronic screens for year-round comfort and privacy. The professionally landscaped grounds include a custom 13' x 9' powered garden pavilion, natural stone entertaining,terrace,outdoor shower, 1,100 sq. ft. wraparound composite deck, approximately 500 sq. ft. of Ipe hardwood privacy screening, luxury hot tub, heated saltwater pool with waterfall, 20-foot motorized retractable awning and a fully automated seven-zone irrigation system and hot tub. The gourmet kitchen has been refreshed w/ custom cabinetry doors and drawer fronts while maintaining its timeless design. Premium appliances include two built-in dishwashers, two wall ovens, integrated refrigerator and freezer, built-in microwave, approximately 100-bottle wine refrigerator and two oversized island prep sinks with garburators. The principal fireplace has been restored with a custom surround, creating a stunning focal point. The luxurious primary suite features restored wood paneling, a custom dressing room, spa-inspired ensuite with freestanding tub, steam shower, heated floors and heated towel warmers. A DuraDek waterproof roof system (2023) was installed over the private terrace. All upper bedroom ensuites also feature radiant heated floors and heated towel warmers. An upgraded Crestron Smart Home system controls lighting, climate, motorized blinds, distributed audio and home automation. The home is equipped with three owned high-efficiency furnaces, three air con. systems, two steam humid., two-zone climate control. Every detail has been thoughtfully curated to deliver timeless elegance & intelligent technology. Approximately 7000 Sq. ft. Livingspace. Luxury Certified. 54 RAYMAR Place, Oakville
$699,900 Live where Oakville comes to life! Downtown Oakville at your doorstep! Impeccably maintained, this beautiful 2-bedroom, 2-bathroom condo blends comfort, style, & convenience with a rare private balcony, all just steps from Oakville's renowned dining scene, boutique shopping, cafés, & picturesque waterfront trails. Offering 975 sf. of thoughtfully designed living space, this bright, carpet-free suite features a functional split-bedroom layout, two walk-in closets, upgraded light fixtures, & an open-concept design that's perfect for both everyday living & entertaining.The stylish kitchen showcases matte black tile flooring, crisp white cabinetry & countertops, & three full-size appliances, including a new dishwasher. Overlooking the spacious great room, it's designed for effortless entertaining, while large sliding glass doors flood the space with natural light & lead to your private balcony.Retreat to the spacious primary suite featuring a walk-in closet, a 4-pc ensuite w/ a glass-enclosed shower, & direct access to the balcony-the perfect spot to enjoy your morning coffee or unwind at the end of the day. The generously sized second bedroom also offers a walk-in closet, while the main 4-pc bathroom features tile flooring & a glass-enclosed shower.An in-suite laundry room w/ additional cabinetry & storage adds everyday convenience, while a new fan coil 2026 provides added peace of mind.Complete w/ one underground parking space & one locker, this home truly checks every box. This boutique-style, low-rise condominium is exceptionally well managed & features beautifully updated common areas, a party room, visitor parking, & a landscaped courtyard.Nestled in the heart of charming Downtown Oakville, you're just moments from boutique shops, bakeries, cafés, acclaimed restaurants, the Oakville Centre for the Performing Arts, & the scenic waterfront.Enjoy lakeside strolls, downtown dining, shopping & all that Downtown Oakville has to offer. Welcome to a lifestyle you'll love! 2 Beds ⋅ 2 Baths ⋅ W13612886 MLS ⋅ The Ashbury BLDG. Live where Oakville comes to life! Downtown Oakville at your doorstep! Impeccably maintained, this beautiful 2-bedroom, 2-bathroom condo blends comfort, style, & convenience with a rare private balcony, all just steps from Oakville's renowned dining scene, boutique shopping, cafés, & picturesque waterfront trails. Offering 975 sf. of thoughtfully designed living space, this bright, carpet-free suite features a functional split-bedroom layout, two walk-in closets, upgraded light fixtures, & an open-concept design that's perfect for both everyday living & entertaining.The stylish kitchen showcases matte black tile flooring, crisp white cabinetry & countertops, & three full-size appliances, including a new dishwasher. Overlooking the spacious great room, it's designed for effortless entertaining, while large sliding glass doors flood the space with natural light & lead to your private balcony.Retreat to the spacious primary suite featuring a walk-in closet, a 4-pc ensuite w/ a glass-enclosed shower, & direct access to the balcony-the perfect spot to enjoy your morning coffee or unwind at the end of the day. The generously sized second bedroom also offers a walk-in closet, while the main 4-pc bathroom features tile flooring & a glass-enclosed shower.An in-suite laundry room w/ additional cabinetry & storage adds everyday convenience, while a new fan coil 2026 provides added peace of mind.Complete w/ one underground parking space & one locker, this home truly checks every box. This boutique-style, low-rise condominium is exceptionally well managed & features beautifully updated common areas, a party room, visitor parking, & a landscaped courtyard.Nestled in the heart of charming Downtown Oakville, you're just moments from boutique shops, bakeries, cafés, acclaimed restaurants, the Oakville Centre for the Performing Arts, & the scenic waterfront.Enjoy lakeside strolls, downtown dining, shopping & all that Downtown Oakville has to offer. Welcome to a lifestyle you'll love! 185 Robinson Street Unit 202, Oakville
$3,949,000 This completely renovated contemporary residence represents the pinnacle of modern design and sophisticated living in one of Oakville's most desirable locations of Old Oakville.Every detail of this 4 Bedroom | 4+1 Bathrooms | 4,819 Sq Ft Finished Living Space has been meticulously reimagined to deliver an unparalleled standard of quality and craftsmanship.The highly functional main floor plan centers around an exceptionally sleek kitchen open to the Great Room with gas fireplace and walk out to the resort style backyard and pool.The kitchen is outfitted with luxury high-end appliances, an oversized island seating eight, and an additional peninsula for casual entertaining in the bar area.Adjacent to the kitchen, is a walk in pantry with an additional dishwasher and fridge. Not to be missed is the impressive temperature-controlled wine room accommodates approx 1,000 bottles-a striking feature for the discerning entertainer.A versatile family room/main floor bedroom with ensuite which can be used as a principal bedroom or guest suite, laundry room, walk-in main closet for storage and access to oversized double car garage.The 2nd level principal suite is a private sanctuary featuring juliette balcony, gas fireplace, two walk-in closets and a spa-inspired ensuite with heated floors, walk-in shower, and a standalone soaking tub.Two additional spacious bedrooms each with their own ensuites complete the level. Not to be missed is the finished lower level room with added storage in the pantry and crawl space area. The backyard is an entertainer's paradise, showcasing a saltwater pool, two expansive patio areas, two gazebos with a gas fire table, and premium Dutch-imported artificial turf that remains lush year-round with zero maintenance.Ideally situated steps from Whole Foods Market, Oakville GO Train, for seamless transit connectivity,and the Oakville Trafalgar Community Centre this extraordinary property offers both refined luxury and everyday convenience.LUXURY CERTIFIED 4 Beds ⋅ 5 Baths ⋅ W13610074 MLS This completely renovated contemporary residence represents the pinnacle of modern design and sophisticated living in one of Oakville's most desirable locations of Old Oakville.Every detail of this 4 Bedroom | 4+1 Bathrooms | 4,819 Sq Ft Finished Living Space has been meticulously reimagined to deliver an unparalleled standard of quality and craftsmanship.The highly functional main floor plan centers around an exceptionally sleek kitchen open to the Great Room with gas fireplace and walk out to the resort style backyard and pool.The kitchen is outfitted with luxury high-end appliances, an oversized island seating eight, and an additional peninsula for casual entertaining in the bar area.Adjacent to the kitchen, is a walk in pantry with an additional dishwasher and fridge. Not to be missed is the impressive temperature-controlled wine room accommodates approx 1,000 bottles-a striking feature for the discerning entertainer.A versatile family room/main floor bedroom with ensuite which can be used as a principal bedroom or guest suite, laundry room, walk-in main closet for storage and access to oversized double car garage.The 2nd level principal suite is a private sanctuary featuring juliette balcony, gas fireplace, two walk-in closets and a spa-inspired ensuite with heated floors, walk-in shower, and a standalone soaking tub.Two additional spacious bedrooms each with their own ensuites complete the level. Not to be missed is the finished lower level room with added storage in the pantry and crawl space area. The backyard is an entertainer's paradise, showcasing a saltwater pool, two expansive patio areas, two gazebos with a gas fire table, and premium Dutch-imported artificial turf that remains lush year-round with zero maintenance.Ideally situated steps from Whole Foods Market, Oakville GO Train, for seamless transit connectivity,and the Oakville Trafalgar Community Centre this extraordinary property offers both refined luxury and everyday convenience.LUXURY CERTIFIED 287 MacDonald Road, Oakville