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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

$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

$1,089,000

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

$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

$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

$2,299,000

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

$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

$450,000

Excellent approx. 2,200 sq.ft. restaurant in the heart of Downtown Oakville right on Thomas St with an amazing outdoor patio. Currently an Italian Restaurant called "Buca di Bacco" with a full Kitchen, Exhaust Hoods, and Walk-in Fridge. Very busy and well known restaurant in Oakville. Very attractive buildout with modern and high end leasehold improvements, equipment, and furniture. Easy to operate and has Liquor License of 65. Can be Converted to many different uses and restaurant concepts. List of Chattels and equipment included attached. Very attractive Lease with a new 5 year term that commenced July 1, 2026. Current Rent is approx. $10,312.50/month including TMI plus HST, which is below market rents for the area.

4 Baths ⋅ W13555454 MLS

Excellent approx. 2,200 sq.ft. restaurant in the heart of Downtown Oakville right on Thomas St with an amazing outdoor patio. Currently an Italian Restaurant called "Buca di Bacco" with a full Kitchen, Exhaust Hoods, and Walk-in Fridge. Very busy and well known restaurant in Oakville. Very attractive buildout with modern and high end leasehold improvements, equipment, and furniture. Easy to operate and has Liquor License of 65. Can be Converted to many different uses and restaurant concepts. List of Chattels and equipment included attached. Very attractive Lease with a new 5 year term that commenced July 1, 2026. Current Rent is approx. $10,312.50/month including TMI plus HST, which is below market rents for the area.

130 Thomas Street Unit 101, Oakville

$1

Attn Builders/Investors, Site Plan Approval stage for 6 Story, 16 Boutique Condo Units in The Core of Downtown Oakville. A Unique Plan for 16 Units Ranging From 512-1681 sqft. Prime Location, Steps From The Luxurious Shops, Restaurants Of Lakeshore Rd & Walking Distance To The Oakville Waterfront.

W13544990 MLS

Attn Builders/Investors, Site Plan Approval stage for 6 Story, 16 Boutique Condo Units in The Core of Downtown Oakville. A Unique Plan for 16 Units Ranging From 512-1681 sqft. Prime Location, Steps From The Luxurious Shops, Restaurants Of Lakeshore Rd & Walking Distance To The Oakville Waterfront.

214 Randall Street, Oakville

$4,999,000

Grand Grounds. Timeless Elegance. Extraordinary Potential.An exceptional opportunity in one of Olde Oakville's most prestigious neighbourhoods. Tucked behind private gates and nestled beneath a magnificent canopy of mature trees, this beautifully landscaped and increasingly rare 0.82-acre estate offers over 7,100 square feet of living space in an irreplaceable setting just moments from Downtown Oakville.Approached by a sweeping circular drive, the timeless brick residence immediately impresses with its classic Colonial Williamsburg-inspired architecture, elegant symmetry, and commanding presence. Beyond the front entrance, peaceful views of the private pond and lush landscape create a tranquil, park-like retreat rarely found in such a coveted urban location.Custom built in 1980, this stately four-bedroom residence offers an extraordinary opportunity to reimagine an exceptional property. Offered in "as is" condition, the home presents the perfect canvas for those looking to undertake a significant renovation, thoughtfully restore its timeless character, or explore the opportunity to create a magnificent custom estate (subject to all necessary approvals). Whether preserving its enduring architectural charm or designing an entirely new vision, the possibilities are truly exceptional.The expansive grounds provide an incredible backdrop for family living, entertaining, and creating lasting memories for generations to come. Properties offering this rare combination of land, privacy, scale, and location are becoming increasingly difficult to find.Ideally situated within one of Oakville's most sought-after school districts and just a short walk to Downtown Oakville, the Oakville GO Station, public and private schools, Post Park, Whole Foods, Longo's, boutique shopping, restaurants, and the lakefront, this is more than an exceptional property-it is a rare opportunity to create a legacy estate in one of Olde Oakville's most coveted locations.

4 Beds ⋅ 5 Baths ⋅ W13524820 MLS

Grand Grounds. Timeless Elegance. Extraordinary Potential.An exceptional opportunity in one of Olde Oakville's most prestigious neighbourhoods. Tucked behind private gates and nestled beneath a magnificent canopy of mature trees, this beautifully landscaped and increasingly rare 0.82-acre estate offers over 7,100 square feet of living space in an irreplaceable setting just moments from Downtown Oakville.Approached by a sweeping circular drive, the timeless brick residence immediately impresses with its classic Colonial Williamsburg-inspired architecture, elegant symmetry, and commanding presence. Beyond the front entrance, peaceful views of the private pond and lush landscape create a tranquil, park-like retreat rarely found in such a coveted urban location.Custom built in 1980, this stately four-bedroom residence offers an extraordinary opportunity to reimagine an exceptional property. Offered in "as is" condition, the home presents the perfect canvas for those looking to undertake a significant renovation, thoughtfully restore its timeless character, or explore the opportunity to create a magnificent custom estate (subject to all necessary approvals). Whether preserving its enduring architectural charm or designing an entirely new vision, the possibilities are truly exceptional.The expansive grounds provide an incredible backdrop for family living, entertaining, and creating lasting memories for generations to come. Properties offering this rare combination of land, privacy, scale, and location are becoming increasingly difficult to find.Ideally situated within one of Oakville's most sought-after school districts and just a short walk to Downtown Oakville, the Oakville GO Station, public and private schools, Post Park, Whole Foods, Longo's, boutique shopping, restaurants, and the lakefront, this is more than an exceptional property-it is a rare opportunity to create a legacy estate in one of Olde Oakville's most coveted locations.

488 Macdonald Road, Oakville

$2,495,000

Tucked into the coveted Orchard Beach enclave in southeast Oakville and just steps from the lake, 32 Park Avenue is a timeless residence that blends classic charm w/thoughtful modern updates. Set beyond a magnificent magnolia tree on one of Oakville's most desirable streets, this meticulously renovated home offers an exceptional lifestyle in a coveted lakeside setting. Enjoy morning strolls along the Esplanade, peaceful waterfront moments + views of sailboats gliding across the harbour. Inside, light-filled principal rooms unfold w/warmth and sophistication. The chef's kitchen is beautifully appointed with commercial grade appliances, Carrara marble countertops, slate flooring + Perrin & Rowe fixtures. Designed for both everyday living + entertaining, it flows seamlessly into the dining room + inviting living room. A glass-enclosed sunroom overlooks the gardens + is warmed by a gas stove, creating a tranquil retreat that can be enjoyed year-round. Upstairs, three generous bedrooms are served by a beautifully renovated four-piece bath. The primary bedroom enjoys access to a private terrace, offering a peaceful setting for morning coffee or quiet relaxation. The finished lower level extends the living space with a welcoming recreation room, gas fireplace, bar area + custom walnut-and-glass wine display. Outside, mature magnolias, Japanese maples, rhododendrons, hemlocks + moonbeam plantings create an enchanting English garden setting. Curated landscaping lighting + frequent visits from songbirds enhance the sense of serenity. Offering a rare blend of tranquillity + convenience, this exceptional property is just a short stroll to downtown Oakville's boutiques, cafes, restaurants, parks, harbour + waterfront trails, with GO Transit and top-ranked schools close at hand. Rarely does an opportunity arise in this prestigious lakeside pocket. Elegant, welcoming + undeniably special, this is Orchard Beach living at its finest.

3 Beds ⋅ 2 Baths ⋅ W13473380 MLS

Tucked into the coveted Orchard Beach enclave in southeast Oakville and just steps from the lake, 32 Park Avenue is a timeless residence that blends classic charm w/thoughtful modern updates. Set beyond a magnificent magnolia tree on one of Oakville's most desirable streets, this meticulously renovated home offers an exceptional lifestyle in a coveted lakeside setting. Enjoy morning strolls along the Esplanade, peaceful waterfront moments + views of sailboats gliding across the harbour. Inside, light-filled principal rooms unfold w/warmth and sophistication. The chef's kitchen is beautifully appointed with commercial grade appliances, Carrara marble countertops, slate flooring + Perrin & Rowe fixtures. Designed for both everyday living + entertaining, it flows seamlessly into the dining room + inviting living room. A glass-enclosed sunroom overlooks the gardens + is warmed by a gas stove, creating a tranquil retreat that can be enjoyed year-round. Upstairs, three generous bedrooms are served by a beautifully renovated four-piece bath. The primary bedroom enjoys access to a private terrace, offering a peaceful setting for morning coffee or quiet relaxation. The finished lower level extends the living space with a welcoming recreation room, gas fireplace, bar area + custom walnut-and-glass wine display. Outside, mature magnolias, Japanese maples, rhododendrons, hemlocks + moonbeam plantings create an enchanting English garden setting. Curated landscaping lighting + frequent visits from songbirds enhance the sense of serenity. Offering a rare blend of tranquillity + convenience, this exceptional property is just a short stroll to downtown Oakville's boutiques, cafes, restaurants, parks, harbour + waterfront trails, with GO Transit and top-ranked schools close at hand. Rarely does an opportunity arise in this prestigious lakeside pocket. Elegant, welcoming + undeniably special, this is Orchard Beach living at its finest.

32 Park Avenue, Oakville

$5,999,900

RESTORATION HARDWARE SHOW SUITE: Welcome to the crown jewel of The Randall Residences, Oakville's most prestigious address. This sun-filled Signature Penthouse Suite is the largest residence inside and out, offering approximately 3,337 sq. ft. of sophisticated living plus a 386 sq. ft. second-storey lounge with skylight and an expansive 1,327 sq. ft. southeast-facing terrace. Enter through a grand rotunda foyer with marble floors and an impressive RH chandelier, setting the tone for this exceptional home. The open-concept living and dining areas boast 12-foot ceilings, floor-to-ceiling wrap-around windows, custom Downsview cabinetry, top-of-the-line appliances, and a gas fireplace - an entertainer's dream. Restoration Hardware fixtures illuminate throughout the suite exuding an atmosphere of sophisticated refinement. The principal bedroom retreat is a haven of tranquility with a custom zebra-wood dressing room and a spa-inspired 6-piece ensuite, complete with heated marble floors, polished nickel fixtures, and a freestanding soaking tub. Two additional bedrooms each feature their own private ensuites for ultimate comfort and privacy. Ascend to the second-storey lounge, ideal for a home gym, office, or serene retreat, and step out to your private rooftop terrace designed for entertaining, featuring multiple lounging and dining zones with a gas BBQ hookup. Additional luxuries include a Crestron home automation system, integrated entertainment features, 3 parking spaces, and 2 storage lockers. Residents enjoy 24-hour concierge service in this award-winning Rosehaven Homes development, celebrated for its impeccable craftsmanship and timeless elegance. Sotto Sotto on the ground floor. Located steps from Lake Ontario, fine dining, boutique shopping, and just minutes to major highways, this penthouse represents the pinnacle of luxury living in Oakville. If you demand the best, look no further. Luxury Certified. Listed US$4,255,000

3 Beds ⋅ 4 Baths ⋅ W13453644 MLS ⋅ The Randall Residences BLDG.

RESTORATION HARDWARE SHOW SUITE: Welcome to the crown jewel of The Randall Residences, Oakville's most prestigious address. This sun-filled Signature Penthouse Suite is the largest residence inside and out, offering approximately 3,337 sq. ft. of sophisticated living plus a 386 sq. ft. second-storey lounge with skylight and an expansive 1,327 sq. ft. southeast-facing terrace. Enter through a grand rotunda foyer with marble floors and an impressive RH chandelier, setting the tone for this exceptional home. The open-concept living and dining areas boast 12-foot ceilings, floor-to-ceiling wrap-around windows, custom Downsview cabinetry, top-of-the-line appliances, and a gas fireplace - an entertainer's dream. Restoration Hardware fixtures illuminate throughout the suite exuding an atmosphere of sophisticated refinement. The principal bedroom retreat is a haven of tranquility with a custom zebra-wood dressing room and a spa-inspired 6-piece ensuite, complete with heated marble floors, polished nickel fixtures, and a freestanding soaking tub. Two additional bedrooms each feature their own private ensuites for ultimate comfort and privacy. Ascend to the second-storey lounge, ideal for a home gym, office, or serene retreat, and step out to your private rooftop terrace designed for entertaining, featuring multiple lounging and dining zones with a gas BBQ hookup. Additional luxuries include a Crestron home automation system, integrated entertainment features, 3 parking spaces, and 2 storage lockers. Residents enjoy 24-hour concierge service in this award-winning Rosehaven Homes development, celebrated for its impeccable craftsmanship and timeless elegance. Sotto Sotto on the ground floor. Located steps from Lake Ontario, fine dining, boutique shopping, and just minutes to major highways, this penthouse represents the pinnacle of luxury living in Oakville. If you demand the best, look no further. Luxury Certified. Listed US$4,255,000

300 Randall Street Unit PH1, Oakville

$2,999,999

Welcome to The Coventry Penthouse-one of downtown Oakville's most distinguished luxury residences. This architecturally significant suite, designed by acclaimed architect Bill Hicks, offers an unparalleled lifestyle just steps from the lake, waterfront parks, shopping, and dining. Occupying a premier position within this exclusive boutique building, the penthouse delivers exceptional privacy and sophistication. Expansive living spaces are highlighted by soaring ceilings, a dramatic skylight, custom Downsview kitchen, walk-in pantry, formal dining room, integrated Sonos sound system, and elegant indoor-outdoor living. Two sets of French doors open to a covered terrace featuring a striking two-sided fireplace, while a spectacular private rooftop terrace creates the perfect setting for entertaining and relaxation. The luxurious primary retreat includes terrace access, a spacious walk-in closet, and spa-inspired five-piece ensuite. Complete with a second bedroom, den (den can be converted to a third bedroom), 2.5 bathrooms, two premium parking spaces, and a locker, this exceptional residence offers the comfort of a custom home with the ease and convenience of luxury condominium living. A rare opportunity to own a truly unique penthouse in the heart of downtown Oakville. *Some photos may be virtually staged

2 Beds ⋅ 3 Baths ⋅ W13439412 MLS ⋅ The Coventry BLDG.

Welcome to The Coventry Penthouse-one of downtown Oakville's most distinguished luxury residences. This architecturally significant suite, designed by acclaimed architect Bill Hicks, offers an unparalleled lifestyle just steps from the lake, waterfront parks, shopping, and dining. Occupying a premier position within this exclusive boutique building, the penthouse delivers exceptional privacy and sophistication. Expansive living spaces are highlighted by soaring ceilings, a dramatic skylight, custom Downsview kitchen, walk-in pantry, formal dining room, integrated Sonos sound system, and elegant indoor-outdoor living. Two sets of French doors open to a covered terrace featuring a striking two-sided fireplace, while a spectacular private rooftop terrace creates the perfect setting for entertaining and relaxation. The luxurious primary retreat includes terrace access, a spacious walk-in closet, and spa-inspired five-piece ensuite. Complete with a second bedroom, den (den can be converted to a third bedroom), 2.5 bathrooms, two premium parking spaces, and a locker, this exceptional residence offers the comfort of a custom home with the ease and convenience of luxury condominium living. A rare opportunity to own a truly unique penthouse in the heart of downtown Oakville. *Some photos may be virtually staged

253 Church Street Unit 402, Oakville

$10,900,000

Nestled in the heart of downtown Oakville, this magnificent historical home offers unparalleled charm and elegance, combined with modern amenities. Spanning over 8,000 square feet, the expansive layout provides both grandeur and comfort, perfect for family living or entertaining on a grand scale. With stunning views of the sparkling waters of Lake Ontario, every room is designed to maximize the beauty of its lakeside setting. The home boasts high ceilings, intricate architectural details and walnut hardwood floors, blending timeless craftsmanship with contemporary design. The private lush yard with 104 feet of frontage is a rare gem, providing a serene outdoor oasis with mature trees and ample space for outdoor activities or quiet relaxation and complete privacy. Whether you're enjoying a morning coffee while gazing at the lake or hosting a summer gathering, the outdoor space is as inviting as the interiors. The property's prime location puts you just steps from Oakville's charming downtown, offering convenient access to world-class dining, shopping, and cultural attractions, while still providing the tranquility of lakeside living. With its rich history, extraordinary space, and unbeatable location, this is a once-in-a-lifetime opportunity to own a piece of Oakville's heritage.

5 Beds ⋅ 5 Baths ⋅ W13430514 MLS

Nestled in the heart of downtown Oakville, this magnificent historical home offers unparalleled charm and elegance, combined with modern amenities. Spanning over 8,000 square feet, the expansive layout provides both grandeur and comfort, perfect for family living or entertaining on a grand scale. With stunning views of the sparkling waters of Lake Ontario, every room is designed to maximize the beauty of its lakeside setting. The home boasts high ceilings, intricate architectural details and walnut hardwood floors, blending timeless craftsmanship with contemporary design. The private lush yard with 104 feet of frontage is a rare gem, providing a serene outdoor oasis with mature trees and ample space for outdoor activities or quiet relaxation and complete privacy. Whether you're enjoying a morning coffee while gazing at the lake or hosting a summer gathering, the outdoor space is as inviting as the interiors. The property's prime location puts you just steps from Oakville's charming downtown, offering convenient access to world-class dining, shopping, and cultural attractions, while still providing the tranquility of lakeside living. With its rich history, extraordinary space, and unbeatable location, this is a once-in-a-lifetime opportunity to own a piece of Oakville's heritage.

350 King Street, Oakville

$8,999,999

Rare opportunity to own a building right on Trafalgar in Downtown Oakville. Already passed approval to build up to 6 stories! Amazing future development site ready to go! New leases in place on some units at proper market rents. When fully leased over a 6% cap rate.

W13237504 MLS

Rare opportunity to own a building right on Trafalgar in Downtown Oakville. Already passed approval to build up to 6 stories! Amazing future development site ready to go! New leases in place on some units at proper market rents. When fully leased over a 6% cap rate.

115 Trafalgar Road, Oakville

$3,790,000

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. Impressive detached w/47-foot frontage, 2836 sqft of finished space w/an additional 1,000+ sqft(approx) in the lower level left untouched. Curated:4 beds + 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry, expansive breakfast+great room. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.

4 Beds ⋅ 4 Baths ⋅ W12899458 MLS

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. Impressive detached w/47-foot frontage, 2836 sqft of finished space w/an additional 1,000+ sqft(approx) in the lower level left untouched. Curated:4 beds + 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry, expansive breakfast+great room. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.

338 MACDONALD Road, Oakville

$3,195,000

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct models, each magnificently crafted, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and contemporary gathering spaces. A true exhibit of flawless design and impeccable taste. The Arlington; 3,677 sqft of finished space, 3 beds, 3 full baths + 2 half baths, this model includes 622 FIN sqft in the LL. A few optional layouts ground + upper. Garage w/interior access to mudroom, ground floor laundry, walk-in closet, full bath + family room w/French door to rear yard. A private elevator services all levels. Quality finishes are evident; with 10 ceilings on the main, 9 on the ground & upper levels. Large glazing throughout, glass sliders to both rear terraces & front terrace. Quality millwork & flooring choices. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Chefs kitchen w/top appliances, dedicated breakfast, overlooking great room. Primary retreat impresses with large dressing, private terrace & spa bath. No detail or comfort will be overlooked, with high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Expansive outdoor spaces; three terraces & a full rear yard. Perfectly positioned within a canopy of century old trees, a stones throw to the state-of-the-art Oakville Trafalgar Community Centre and a short walk to Oakvilles downtown core, harbour and lakeside parks. This is a landmark exclusive development in one of Canadas most exclusive communities. Only a handful of townhomes left. Full Tarion warranty. Occupation estimated summer 2026.

3 Beds ⋅ 5 Baths ⋅ W12899190 MLS

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct models, each magnificently crafted, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and contemporary gathering spaces. A true exhibit of flawless design and impeccable taste. The Arlington; 3,677 sqft of finished space, 3 beds, 3 full baths + 2 half baths, this model includes 622 FIN sqft in the LL. A few optional layouts ground + upper. Garage w/interior access to mudroom, ground floor laundry, walk-in closet, full bath + family room w/French door to rear yard. A private elevator services all levels. Quality finishes are evident; with 10 ceilings on the main, 9 on the ground & upper levels. Large glazing throughout, glass sliders to both rear terraces & front terrace. Quality millwork & flooring choices. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Chefs kitchen w/top appliances, dedicated breakfast, overlooking great room. Primary retreat impresses with large dressing, private terrace & spa bath. No detail or comfort will be overlooked, with high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Expansive outdoor spaces; three terraces & a full rear yard. Perfectly positioned within a canopy of century old trees, a stones throw to the state-of-the-art Oakville Trafalgar Community Centre and a short walk to Oakvilles downtown core, harbour and lakeside parks. This is a landmark exclusive development in one of Canadas most exclusive communities. Only a handful of townhomes left. Full Tarion warranty. Occupation estimated summer 2026.

321 Helen Lawson Lane, Oakville

$4,290,000

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. The Douglas Collection is an extension of the inaugural development with an exclusive collection of seven homes located on Douglas Avenue. Distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. "The Chatsworth"; detached home with 48-foot frontage, between 3,188-3,204sf finished space w/an additional 1,000+sf (approx)in the lower level & 4beds & 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry+ generous breakfast, expansive great room overlooking LL walk-up. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.

4 Beds ⋅ 4 Baths ⋅ W12899014 MLS

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. The Douglas Collection is an extension of the inaugural development with an exclusive collection of seven homes located on Douglas Avenue. Distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. "The Chatsworth"; detached home with 48-foot frontage, between 3,188-3,204sf finished space w/an additional 1,000+sf (approx)in the lower level & 4beds & 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry+ generous breakfast, expansive great room overlooking LL walk-up. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.

Lot 101 Douglas Avenue, Oakville

$350,000

A rare opportunity to own a thriving Oakberry Acai Bowl franchise in the heart of Downtown Oakville! Situated at 327 Lakeshore Rd E, this highly sought-after location is just minutes from Lake Ontario, benefiting from strong foot traffic and a vibrant, health-conscious community.Oakberry is a globally recognized brand specializing in organic, vegan, and gluten-free Acai bowls and smoothies, offering a fast, nutritious alternative with over 30 customizable toppings. With a loyal customer base and growing demand for healthy options, this is the perfect investment in a booming industry.The 1300 sq. ft. space features a modern, inviting setup with optional Patio and a competitive lease of $6,000 per month. BONUS: Includes a basement that can be used for storage or additional workspace, adding extra value to this prime location.Backed by Oakberry's extensive training and marketing support, this location is positioned for continued success.Don't miss this exciting opportunity to own a profitable and growing franchise in one of Oakville's best locations!

W12807550 MLS

A rare opportunity to own a thriving Oakberry Acai Bowl franchise in the heart of Downtown Oakville! Situated at 327 Lakeshore Rd E, this highly sought-after location is just minutes from Lake Ontario, benefiting from strong foot traffic and a vibrant, health-conscious community.Oakberry is a globally recognized brand specializing in organic, vegan, and gluten-free Acai bowls and smoothies, offering a fast, nutritious alternative with over 30 customizable toppings. With a loyal customer base and growing demand for healthy options, this is the perfect investment in a booming industry.The 1300 sq. ft. space features a modern, inviting setup with optional Patio and a competitive lease of $6,000 per month. BONUS: Includes a basement that can be used for storage or additional workspace, adding extra value to this prime location.Backed by Oakberry's extensive training and marketing support, this location is positioned for continued success.Don't miss this exciting opportunity to own a profitable and growing franchise in one of Oakville's best locations!

327 Lakeshore Road E, Oakville

$3,250,000

Nestled south of Lakeshore in the heart of Old Oakvilles historic district, this beautifully restored Georgian-style home, designed by Gren Weis, blends timeless character with modern updates. Steps from the lake, river, and vibrant Downtown, it offers an unmatched lifestyle location.The home boasts exceptional curb appeal with a flagstone path leading to a spacious foyer. Sun-filled interiors feature Farrow & Ball paint, new hardwood on the main level, preserved fir upstairs, smooth ceilings, and recessed LED lighting.The updated kitchen includes a large island, built-in appliances, and desk area. The dining room offers panelled walls, RH sconces, French doors to the garden, and plantation shutters. A charming living room features built-in bookcases, window seat, wood-burning fireplace, and walkouts to a sunroom overlooking the southwest garden and pool. A mudroom and stylish powder room complete the main floor.Upstairs are four bedrooms with ample closets and antique brass hardware. The primary suite offers custom built-ins and a renovated ensuite with heated Carrara marble floors and zero-threshold shower.The fully finished lower level (8 ceilings, slate flooring) adds living space with a media room, workout room, cedar closet, laundry, and storage. Updated mechanicals include a high-efficiency furnace, central AC, 100 AMP panel, irrigation. Cedar roof, new fencing, cobblestone driveway. Outside enjoy a private oasis with saltwater inground pool, brick patios, and landscaped gardens. Steps to the Lake, Oakville Club, Yacht Squadron, Library, Performing Arts Centre, Downtown, and top schools.

4 Beds ⋅ 3 Baths ⋅ W12419345 MLS

Nestled south of Lakeshore in the heart of Old Oakvilles historic district, this beautifully restored Georgian-style home, designed by Gren Weis, blends timeless character with modern updates. Steps from the lake, river, and vibrant Downtown, it offers an unmatched lifestyle location.The home boasts exceptional curb appeal with a flagstone path leading to a spacious foyer. Sun-filled interiors feature Farrow & Ball paint, new hardwood on the main level, preserved fir upstairs, smooth ceilings, and recessed LED lighting.The updated kitchen includes a large island, built-in appliances, and desk area. The dining room offers panelled walls, RH sconces, French doors to the garden, and plantation shutters. A charming living room features built-in bookcases, window seat, wood-burning fireplace, and walkouts to a sunroom overlooking the southwest garden and pool. A mudroom and stylish powder room complete the main floor.Upstairs are four bedrooms with ample closets and antique brass hardware. The primary suite offers custom built-ins and a renovated ensuite with heated Carrara marble floors and zero-threshold shower.The fully finished lower level (8 ceilings, slate flooring) adds living space with a media room, workout room, cedar closet, laundry, and storage. Updated mechanicals include a high-efficiency furnace, central AC, 100 AMP panel, irrigation. Cedar roof, new fencing, cobblestone driveway. Outside enjoy a private oasis with saltwater inground pool, brick patios, and landscaped gardens. Steps to the Lake, Oakville Club, Yacht Squadron, Library, Performing Arts Centre, Downtown, and top schools.

53 Thomas Street, Oakville

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