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From the moment you arrive, 254 Donessle Drive makes a lasting impression. Stately and estate-like, this meticulously maintained residence showcases timeless architecture, exceptional craftsmanship and the generous proportions of a distinguished family home.Set on a magnificent 108' x 192' west-facing property on one of Southeast Oakville's most coveted streets, the home offers approximately 7,531 sq. ft. of living space amid mature trees, established gardens and remarkable privacy.A soaring two-storey foyer introduces rich hardwood floors, exquisite millwork and elegant principal rooms. The dramatic two-storey living room features towering windows, French doors and a floor-to-ceiling stone fireplace. A wood-panelled executive den and formal dining room provide refined spaces for work and entertaining.The expansive kitchen features custom Downsview cabinetry, a 13' island with granite countertop and Wolf and Sub-Zero appliances. Open to the breakfast area and fireside family room, it forms the heart of the home.Upstairs, four bedrooms each enjoy a private ensuite. The primary retreat includes a fireplace, custom walk-in closet and luxurious five-piece bath with heated floors, steam shower and air-jet tub. The finished lower level offers a recreation room, custom bar, wine cellar, gym and two additional bedrooms.Outside, the west-facing gardens are equally impressive, with a heated saltwater pool, custom cabana with bar and change room, stone terraces and expansive lawns-an exceptional setting for afternoon sun and evening entertaining. A triple-car garage, fitted mudroom and abundant storage complete the home.Moments from the lake, excellent schools and local amenities, 254 Donessle Drive is a rare opportunity to own a home of enduring quality, where the grounds are every bit as remarkable as the residence itself. Luxury Certified.

6 Beds ⋅ 6 Baths ⋅ W14110352 MLS

From the moment you arrive, 254 Donessle Drive makes a lasting impression. Stately and estate-like, this meticulously maintained residence showcases timeless architecture, exceptional craftsmanship and the generous proportions of a distinguished family home.Set on a magnificent 108' x 192' west-facing property on one of Southeast Oakville's most coveted streets, the home offers approximately 7,531 sq. ft. of living space amid mature trees, established gardens and remarkable privacy.A soaring two-storey foyer introduces rich hardwood floors, exquisite millwork and elegant principal rooms. The dramatic two-storey living room features towering windows, French doors and a floor-to-ceiling stone fireplace. A wood-panelled executive den and formal dining room provide refined spaces for work and entertaining.The expansive kitchen features custom Downsview cabinetry, a 13' island with granite countertop and Wolf and Sub-Zero appliances. Open to the breakfast area and fireside family room, it forms the heart of the home.Upstairs, four bedrooms each enjoy a private ensuite. The primary retreat includes a fireplace, custom walk-in closet and luxurious five-piece bath with heated floors, steam shower and air-jet tub. The finished lower level offers a recreation room, custom bar, wine cellar, gym and two additional bedrooms.Outside, the west-facing gardens are equally impressive, with a heated saltwater pool, custom cabana with bar and change room, stone terraces and expansive lawns-an exceptional setting for afternoon sun and evening entertaining. A triple-car garage, fitted mudroom and abundant storage complete the home.Moments from the lake, excellent schools and local amenities, 254 Donessle Drive is a rare opportunity to own a home of enduring quality, where the grounds are every bit as remarkable as the residence itself. Luxury Certified.

254 Donessle Drive, Oakville

$1,549,900

Beautiful, fully renovated freehold live/work property offering exceptional versatility inprime area of Downtown Oakville. Ideal for business owners, investors, this turnkey property features distinct commercial and residential components. The commercial unit with excellent visibility spans approximately 880 sqft. with high ceilings, dedicated office/kitchenette, and a 2-piece washroom. The residential 3-story layout features bright, open-concept living with generous principal rooms and large windows throughout. The layout includes 3 bedrooms, 2.5bathrooms, second-floor laundry and a private primary bedroom retreat complete with a walk-in closet and spa-inspired ensuite. Upgrades include wooden floors throughout, potlights, newer appliances, granite counters, custom made kitchen cabinets and built-in wall unit. Enjoy outdoor entertaining on the private rooftop terrace with sunset views. Fantastic location, steps to Oakville marina, lake, waterfront trails, cafes, and restaurants, with quick access to the GO Train, QEW, and 407.

3 Beds ⋅ 4 Baths ⋅ W14105644 MLS

Beautiful, fully renovated freehold live/work property offering exceptional versatility inprime area of Downtown Oakville. Ideal for business owners, investors, this turnkey property features distinct commercial and residential components. The commercial unit with excellent visibility spans approximately 880 sqft. with high ceilings, dedicated office/kitchenette, and a 2-piece washroom. The residential 3-story layout features bright, open-concept living with generous principal rooms and large windows throughout. The layout includes 3 bedrooms, 2.5bathrooms, second-floor laundry and a private primary bedroom retreat complete with a walk-in closet and spa-inspired ensuite. Upgrades include wooden floors throughout, potlights, newer appliances, granite counters, custom made kitchen cabinets and built-in wall unit. Enjoy outdoor entertaining on the private rooftop terrace with sunset views. Fantastic location, steps to Oakville marina, lake, waterfront trails, cafes, and restaurants, with quick access to the GO Train, QEW, and 407.

121 Lakeshore Road W Unit 5, Oakville

$2,998,000

SPECTACULAR LUXURY TOWNHOME IN THE HEART OF DOWNTOWN OAKVILLE! This stunning freehold end-unit residence offers approx 2,950 sq. ft. of luxurious living space and has been completely transformed from the studs with exceptional craftsmanship and high-end finishes throughout. Offered fully furnished and professionally designed, this turnkey home features 2+1 bedrooms, 4 baths, oak hardwood flooring, two fireplaces and a custom Brahms kitchen. A separate entrance to the lower level adds convenience and versatility. Enjoy a private terrace off the kitchen and a private rooftop terrace, ideal for outdoor entertaining. A rare double-car garage with parking for three vehicles completes this exceptional offering. Perfectly situated steps from downtown Oakville's finest restaurants, boutiques, cafés and waterfront. An extraordinary opportunity to enjoy sophisticated, maintenance-free luxury living in one of Oakville's most desirable locations. Simply move in and enjoy!

3 Beds ⋅ 4 Baths ⋅ W13886706 MLS

SPECTACULAR LUXURY TOWNHOME IN THE HEART OF DOWNTOWN OAKVILLE! This stunning freehold end-unit residence offers approx 2,950 sq. ft. of luxurious living space and has been completely transformed from the studs with exceptional craftsmanship and high-end finishes throughout. Offered fully furnished and professionally designed, this turnkey home features 2+1 bedrooms, 4 baths, oak hardwood flooring, two fireplaces and a custom Brahms kitchen. A separate entrance to the lower level adds convenience and versatility. Enjoy a private terrace off the kitchen and a private rooftop terrace, ideal for outdoor entertaining. A rare double-car garage with parking for three vehicles completes this exceptional offering. Perfectly situated steps from downtown Oakville's finest restaurants, boutiques, cafés and waterfront. An extraordinary opportunity to enjoy sophisticated, maintenance-free luxury living in one of Oakville's most desirable locations. Simply move in and enjoy!

305 Randall Street, Oakville

$1,795,000

SPECTACULAR !! "One of a Kind" 2630 Sqft Unit, South/West facing Luxury Condo offering Panoramic RAVINE AND SIXTEEN MILE CREEK Views. 3 Spacious Bedrooms (plus one), 4 Baths, extra large Den with w/o Balcony overlooking Wooded Ravine. Private Sauna, Large Family Room w/Elegant Fireplace and Ravine Views. Two Private Balconies overlook Sixteen mile Creek and Wooded Ravine. A Fabulous location in Old Oakville, offers 2 Parking Spots, Double Size Locker, Walk to 'Go" Train, Shops, Restaurants, Downtown Oakville and Lake. Ideal for Couple downsizing or Family in need of a Nanny suite. Gleaming Hardwood Floors , Crown Molding, Elegant Lighting, in a unique 3 building development with security gate, sitting up on a hill overlooking nature.

4 Beds ⋅ 4 Baths ⋅ W13845408 MLS ⋅ Oakridge Heights BLDG.

SPECTACULAR !! "One of a Kind" 2630 Sqft Unit, South/West facing Luxury Condo offering Panoramic RAVINE AND SIXTEEN MILE CREEK Views. 3 Spacious Bedrooms (plus one), 4 Baths, extra large Den with w/o Balcony overlooking Wooded Ravine. Private Sauna, Large Family Room w/Elegant Fireplace and Ravine Views. Two Private Balconies overlook Sixteen mile Creek and Wooded Ravine. A Fabulous location in Old Oakville, offers 2 Parking Spots, Double Size Locker, Walk to 'Go" Train, Shops, Restaurants, Downtown Oakville and Lake. Ideal for Couple downsizing or Family in need of a Nanny suite. Gleaming Hardwood Floors , Crown Molding, Elegant Lighting, in a unique 3 building development with security gate, sitting up on a hill overlooking nature.

50 Old Mill Road Unit 503, 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

$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

$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

$2,999,999

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

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