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209 Donessle Drive in Oakville: 1013 - OO Old Oakville Single Family Residence for sale (1 - Oakville) : MLS®# 40735086
209 Donessle Drive Oakville L6J 3Y7 
$6,499,000Residential- Status:
- Active
- MLS® Num:
- 40735086
- Bedrooms:
- 5
- Bathrooms:
- 7
- Floor Area:
- 8,122 sq. ft.
A rare opportunity to own an estate property on one of Old Oakville’s most prestigious streets. Set on an oversized 100' x 171' lot, this David Small-designed home offers over 8,000 square feet of finished living space, ideal for modern family living and entertaining. Just a short walk to downtown Oakville and minutes to the GO Train, Whole Foods, Longo’s, and top-ranked schools, this home offers both convenience and privacy. Surrounded by mature trees, the property sits on a quiet, established street. Inside, the double-height foyer opens to formal living and dining rooms. The main level features oversized principal rooms with vaulted ceilings. The chef’s kitchen flows into the family room and includes a large island, premium appliances, and custom cabinetry. A mudroom with front and rear access, a secondary powder room for pool use, and main floor laundry add everyday practicality. Upstairs, the primary suite offers a spa-like ensuite with steam shower and soaker tub. Three additional bedrooms include ensuite access and ample closets. A second-floor family room offers flexible space for growing families. The finished basement includes a large recreation room, games area with wet bar, oversized wine cellar, newly finished gym, fifth bedroom, and full bathroom. Outside, the private backyard is fully landscaped with a pool, retractable cover, hot tub, covered lounge, and built-in outdoor kitchen—ideal for relaxing or entertaining. With parking for six vehicles and an oversized double garage, this is a timeless family home in one of South Oakville’s most desirable locations. More detailsListed by Century 21 Miller Real Estate Ltd.- STEVE WILLIAMSON
- RE/MAX ABOUTOWNE REALTY CORP., BROKERAGE
- 1 (905) 510-7141
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401 70 Stewart Street in Oakville: 1002 - CO Central Condo/Apt Unit for sale (1 - Oakville) : MLS®# 40730310
401 70 Stewart Street Oakville L6K 1X5
$726,000Residential- Status:
- Active
- MLS® Num:
- 40730310
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 917 sq. ft.
Absolute perfection describes this fully renovated 2 bed, 2 bath suite in the heart of Kerr Village. With over 900 square feet of thoughtfully designed living space, this top-floor unit in an exclusive charming 4-storey low-rise building is a rare find. Enjoy the warmth of engineered hardwood floors throughout, crown moldings, and custom built closets in the second bedroom. The furnace has been recently serviced and is in good working order, adding peace of mind. The suite includes in-unit laundry with newer washer & dryer (2025) , a tandem parking spot on P1 for two cars, and a private storage locker. Step outside and you're moments from multi-million dollar homes, the tranquil shores of Lake Ontario, vibrant Kerr Street, and downtown Oakville. Enjoy the serenity of nearby green spaces like Tannery Park and 16 Mile Creek, while staying connected with quick access to Oakville GO Station and major highways. With designer lighting, quartz counters, and a quiet view, this home is the perfect blend of luxury and location. You will love calling this home. More detailsListed by RE/MAX Escarpment Realty Inc.- STEVE WILLIAMSON
- RE/MAX ABOUTOWNE REALTY CORP., BROKERAGE
- 1 (905) 510-7141
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374 Spruce Street in Oakville: 1013 - OO Old Oakville Single Family Residence for sale (1 - Oakville) : MLS®# 40733420
374 Spruce Street Oakville L6J 2H3
$2,699,000Residential- Status:
- Active
- MLS® Num:
- 40733420
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,818 sq. ft.
Prime Old Oakville Opportunity – Build or Invest. Located on one of Old Oakville’s most coveted streets, 374 Spruce Street offers a rare 60’ x 142’ south-facing lot surrounded by mature trees and multi-million-dollar custom homes. This property is ideal for builders planning a custom home or investors seeking a solid long-term hold in a prestigious location. The existing 3+1 bedroom, 3-bathroom bungalow is bright, spacious, and well-maintained, offering approx. 1,850 sq ft above grade plus a finished lower level. Zoned RL3-0, the lot allows for generous building permissions, including a new custom home of 4,000+ sq ft above grade Walking distance to downtown, the lake, parks, and top-ranked schools including OTHS, St. Mildred’s, and Linbrook. Currently tenanted by residents who would love to stay, making this an excellent income-producing property while you finalize permits and plans. A rare chance to build, invest, or hold in one of Old Oakville’s most sought-after neighborhoods. More detailsListed by Real Broker Ontario Ltd. and ReaL Broker Ontario Ltd., Brokerage- STEVE WILLIAMSON
- RE/MAX ABOUTOWNE REALTY CORP., BROKERAGE
- 1 (905) 510-7141
- Contact by Email
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415 55 Speers Road Road in Oakville: 1014 - QE Queen Elizabeth Condo/Apt Unit for sale (1 - Oakville) : MLS®# 40731235
415 55 Speers Road Road Oakville L6K 0H9
$510,000Residential- Status:
- Active
- MLS® Num:
- 40731235
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 564 sq. ft.
Welcome to unit 415 at 55 Speers Road, a bright, modern 1-bedroom plus den condo offering a thoughtfully designed open-concept living space plus two private balconies for added outdoor enjoyment. Perfectly located in the heart of Oakville, this home blends comfort, convenience, and style. Step inside to discover a sleek kitchen outfitted with stainless steel appliances, rich cabinetry, and granite countertops, seamlessly flowing into the living and den area. The large living room opens onto one of two private balconies, offering the perfect spot for morning coffee or evening relaxation. The bedroom features its own private balcony, a walk-in closet, and easy access to the 4-piece bath. Additional highlights include in-suite laundry and a spacious foyer and a pet friendly building. This unit includes 1 owned parking spot and 1 owned locker. Building Amenities Include, Fully equipped fitness centre, Indoor swimming pool, hot tub, sauna, party room, dining/meeting spaces, theatre/media room, elegant lobby with concierge service, roof top patio with BBQ, visitor parking and secure bike storage. Situated just steps from the Oakville GO Station, trendy shops, dining, and waterfront parks, 55 Speers Road offers an unbeatable lifestyle. Quick highway access makes commuting effortless, whether heading into Toronto or exploring the beauty of Halton Region. Whether you're a first-time buyer, downsizer, or investor, this vibrant unit gives exceptional value and an incredible opportunity to live in one of Oakville’s most convenient communities. More detailsListed by Right At Home Realty- STEVE WILLIAMSON
- RE/MAX ABOUTOWNE REALTY CORP., BROKERAGE
- 1 (905) 510-7141
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239 Church Street in Oakville: 1013 - OO Old Oakville Row/Townhouse for sale (1 - Oakville) : MLS®# 40734598
239 Church Street Oakville L6J 1N4
$4,375,000Residential- Status:
- Active
- MLS® Num:
- 40734598
- Bedrooms:
- 4
- Bathrooms:
- 6
- Floor Area:
- 7,128 sq. ft.
Offering over 5,300 sq ft above grade, with four car garage parking,this double-wide freehold townhouse blends the character of a New York brownstone with the convenience of Downtown Oakville living. Located just steps to the lake, library, restaurants, and shops, it’s a rare opportunity to enjoy space, privacy, and walkability in one of Oakville’s most sought-after neighbourhoods. Designed with thoughtful details throughout, the home features a front-facing courtyard and a large rear deck - perfect for quiet mornings or hosting family and friends. Inside, the living spaces are warm and welcoming, with a mix of exposed brick, antique accents, and architectural ceiling details that lend personality to the space. The ground floor level is ideal for both everyday living and entertaining, while the commercial-grade elevator provides access to all levels with ease. On the ground floor, you'll find three bedrooms, each with its own ensuite, offering comfort and privacy for family or guests. The main living level is bright and spacious, with natural light streaming in from windows on three sides. A large family room flows into the open-concept kitchen, where a generous island leads into a built-in dining table with seating for ten. A separate living room at the front of the home overlooks the private courtyard - a great spot for morning coffee. A powder room completes this level. The top floor is dedicated to the primary suite, featuring two walk-in closets, a six-piece ensuite bath, and a separate office or reading room - a quiet retreat within the home. Lower level, with 1,796 square feet, includes a recreation room, indoor swim spa, and a 1,000+ bottle wine cellar - offering a mix of leisure and functionality. With 3 full laundry stations (one on each floor) and 4 garage parking spots, this home is designed for everyday living. A unique opportunity for those looking for generous space, privacy, and a walkable lifestyle - all within a virtually maintenance free setting. More detailsListed by Century 21 Miller Real Estate Ltd.- STEVE WILLIAMSON
- RE/MAX ABOUTOWNE REALTY CORP., BROKERAGE
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265 Woodale Avenue in Oakville: 1020 - WO West Single Family Residence for sale (1 - Oakville) : MLS®# 40734279
265 Woodale Avenue Oakville L6K 2N3
$2,998,000Residential- Status:
- Active
- MLS® Num:
- 40734279
- Bedrooms:
- 5
- Bathrooms:
- 5
- Floor Area:
- 4,854 sq. ft.
This exquisite custom built 4 + 1 bedroom 4.5 bath home in Oakville boasts an array of features designed to elevate your living experience. You're greeted by a spacious interior complemented by hardwood flooring T/O the main & upper floors, providing both elegance & durability. The kitchen features a large island equipped with top-of-the-line appliances, including Jennair fridge and stove, a Bosch dishwasher & a Samsung laundry set. Entertainment options abound, with a home theatre boasting 8 seats crafted from A1 grade Italian Leather, offering the ultimate cinematic experience. Built-in speakers in both the main floor and basement allow you to immerse yourself in sound throughout the home. Step into the backyard oasis, complete with a Latham pool fiberglass pool (14x30) and spa (7.9x7.9), providing the perfect setting for leisurely swims and tranquil moments. Additionally, enjoy the covered porch and basketball court, offering endless outdoor enjoyment. The walk-up basement features a wet bar, gym room and a cozy bedroom, providing versatile spaces for various activities and accommodations. 3 gas Fireplaces spread warmth and ambiance throughout the home, while skylights invite natural light to illuminate the space. With meticulous attention to detail, this home has been freshly painted. Plus, with recent additions including the pool (built in 2023) and the fully legal basement (approved in 2022),you can enjoy peace of mind &modern amenities. Situated on a spacious corner lot measuring 60x141.50, this property offers both privacy and ample outdoor space for recreation and relaxation. More detailsListed by RE/MAX Aboutowne Realty Corp.- STEVE WILLIAMSON
- RE/MAX ABOUTOWNE REALTY CORP., BROKERAGE
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612 55 Speers Road in Oakville: 1002 - CO Central Condo/Apt Unit for sale (1 - Oakville) : MLS®# 40733615
612 55 Speers Road Oakville L6K 0H9
$499,999Residential- Status:
- Active
- MLS® Num:
- 40733615
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 543 sq. ft.
Chic 1 bedroom suite in the very desirable Rain & Senses Condominium in trendy Kerr Village. Walk to shops, restaurants & services & easy access to the GO Train, transit & highways. Nine foot ceilings, quality wood laminate flooring, porcelain floor tiles & great floor plan. Open concept living room with a walkout to the huge balcony overlooking the centre court & the outdoor roof top terrace which is only 1 door away from this suite. Gorgeous kitchen with sleek modern-style dark cabinetry, quartz counters & stainless steel appliances. Spacious bright bedroom with walk-in closet & walkout to the large balcony. Luxurious 4-piece bathroom with tub/shower combination & deep soaker tub. Handy in-suite laundry room is located off the bathroom area. This unit comes with one underground parking space & a storage locker. Resort-like building amenities with a spa-inspired indoor pool, saunas, party room with kitchen, wet bar & lounge with fireplace, separate dining room, entertainment room, outdoor roof top terrace, guest suites, car wash, pet wash & 24 hour concierge. More detailsListed by Royal LePage Real Estate Serv.- STEVE WILLIAMSON
- RE/MAX ABOUTOWNE REALTY CORP., BROKERAGE
- 1 (905) 510-7141
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417 185 Robinson Street in Oakville: 1013 - OO Old Oakville Condo/Apt Unit for sale (1 - Oakville) : MLS®# 40733516
417 185 Robinson Street Oakville L6J 7P6
$990,000Residential- Status:
- Active
- MLS® Num:
- 40733516
- Bedrooms:
- 1
- Bathrooms:
- 2
- Floor Area:
- 1,029 sq. ft.
This exquisite two-story penthouse in "The Ashbury," adjacent to the picturesque Town Square, epitomizes the pinnacle of luxurious living in the heart of Old Oakville. Its prime location offers unparalleled convenience, with effortless access to upscale restaurants, boutique shops, theatres, the serene lake, and the charming harbour, all immersing you in the town's vibrant and sophisticated ambiance. The expansive open-concept floor plan seamlessly integrates the living and dining areas, creating an opulent and inviting atmosphere, further enhanced by vaulted ceilings that amplify the sense of grandeur. The state-of-the-art kitchen boasts pot lights, a centre island, premium LG stainless steel appliances, and quartz countertops, providing a culinary haven. The living room, dining room, and den all share this elegant open-concept design, with the versatile dining room, which can double as a second bedroom, featuring a chandelier, sliding glass wall, and custom built-in shelving. The laundry area includes a stackable washer and dryer and built-in shelves for added convenience. Ascending to the second floor, the loft-style primary bedroom exudes sophistication with pot lights, his and her closets, and a lavish ensuite that includes a 4-piece bathroom with a tub/shower combo. An open-concept office completes the upper level, providing a perfect workspace. Residents of "The Ashbury" enjoy exclusive access to a stylish party room and a tranquil private garden, along with the added luxury of one underground parking space and a secure locker. More detailsListed by Royal LePage Real Estate Serv.- STEVE WILLIAMSON
- RE/MAX ABOUTOWNE REALTY CORP., BROKERAGE
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207 128 Garden Drive in Oakville: 1002 - CO Central Condo/Apt Unit for sale (1 - Oakville) : MLS®# 40724237
207 128 Garden Drive Oakville L6K 0H7
$739,900Residential- Status:
- Active
- MLS® Num:
- 40724237
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 875 sq. ft.
Stylish Condo Living Just Minutes from Downtown Oakville! Welcome to this bright and contemporary 2-bedroom, 2-bath condo ideally located near the lake and just a short stroll from vibrant downtown Oakville. With its open-concept layout and elegant design touches, this unit offers comfort, convenience, and a relaxed urban lifestyle.The spacious living and dining area opens to a west-facing private balcony overlooking a serene open field complete with a gas hookup for your BBQ, perfect for outdoor entertaining. The sleek kitchen is both stylish and functional, featuring granite Super White countertops, a Blanco stainless steel undermount sink, stainless steel appliances, and ample cabinet space.Both bedrooms are generously sized, and the bathrooms include upgraded cabinetry, adding a refined touch. The unit also includes in-suite laundry, one underground parking space, and a storage locker for added convenience.Enjoy boutique building amenities like a fully equipped fitness centre, party room, lounge, and a rooftop terrace with beautiful views. All this just minutes from Oakvilles waterfront, trails, parks, shops, restaurants, and GO transit.Whether you're a first-time buyer, investor, or looking to downsize, this home combines comfort, style, and a prime location.Extras: Torleys Terrawood satin-finish flooring in Trend Driftwood, stainless steel fridge, stove, built-in dishwasher, microwave, stacked washer/dryer, Hunter Douglas blackout + sheer blinds, and window coverings. More detailsListed by RE/MAX Aboutowne Realty Corp.- STEVE WILLIAMSON
- RE/MAX ABOUTOWNE REALTY CORP., BROKERAGE
- 1 (905) 510-7141
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108 Whittington Place in Oakville: 1017 - SW Southwest Single Family Residence for sale (1 - Oakville) : MLS®# 40730406
108 Whittington Place Oakville L6K 3V9
$3,378,000Residential- Status:
- Active
- MLS® Num:
- 40730406
- Bedrooms:
- 6
- Bathrooms:
- 5
- Floor Area:
- 6,250 sq. ft.
Classic Grandeur with Light-Filled Living in Prime Oakville Tucked on a quiet cul-de-sac in one of Oakville’s most prestigious enclaves, 108 Whittington Place offers over 6,250 sq.ft. of refined living space, designed with enduring elegance and thoughtfully crafted proportions. A soaring 16'10" foyer welcomes you into the home, where generous principal rooms showcase classic architectural details—wainscoting, crown mouldings, grand fireplaces, and timeless hardwoods throughout. Light pours in from expansive windows, giving each space a warm, inviting energy. The main level features a formal dining room and multiple living areas, perfect for both entertaining and everyday family living. The kitchen opens into a sun-filled breakfast room with panoramic backyard views—offering a seamless indoor-outdoor flow that’s ideal for future personalization. Upstairs, the primary suite feels like a true retreat with its private balcony, spa-like 6-piece ensuite, and walk-in closet. Four additional bedrooms provide versatility for families of all sizes. The finished lower level offers a spacious recreation area, wet bar, full bathroom, and guest suite—enhanced by the convenience of an elevator connecting all levels. Outdoors, the rear yard is an oasis of calm, enjoy summers around your private inground pool surrounded by mature trees and landscaped grounds. Located just minutes from Canada's prestigious Appleby College Private School, top-rated public schools, and Oakville’s parks and lakefront, this residence is a rare opportunity to own a home of scale, character, and possibility in one of the GTA’s most established and desirable neighbourhoods. More detailsListed by RE/MAX Aboutowne Realty Corp.- STEVE WILLIAMSON
- RE/MAX ABOUTOWNE REALTY CORP., BROKERAGE
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901 55 Speers Road in Oakville: 1002 - CO Central Condo/Apt Unit for sale (1 - Oakville) : MLS®# 40732786
901 55 Speers Road Oakville L6K 0H9
$559,000Residential- Status:
- Active
- MLS® Num:
- 40732786
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 650 sq. ft.
Discover modern elegance in this upgraded 1+den, 1-bath condo, offering just over 650 sq. ft. of stylish living space in the heart of Oakville’s trendy Kerr Village. Boasting over $35,000 in updates, this bright unit features brand-new appliances, including a fridge, dishwasher, stove, washer, dryer, and microwave, alongside a custom-designed island and bar area with quartz countertops extending into a seamless backsplash. The kitchen is further enhanced with upgraded handles, while the bathroom showcases a luxury vanity countertop. Custom storage solutions in all closets, fresh paint, and upgraded light fixtures elevate the space, complemented by floor-to-ceiling windows that fill the unit with natural light. A sprawling balcony, spanning the entire length of the condo, offers a perfect spot for relaxation or entertaining. Located steps from boutique shops, trendy cafés, and vibrant community amenities, this move-in-ready gem delivers a chic lifestyle in an unbeatable location. More detailsListed by RE/MAX Escarpment Realty Inc.- STEVE WILLIAMSON
- RE/MAX ABOUTOWNE REALTY CORP., BROKERAGE
- 1 (905) 510-7141
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331 Macdonald Road in Oakville: 1013 - OO Old Oakville Single Family Residence for sale (1 - Oakville) : MLS®# 40731196
331 Macdonald Road Oakville L6J 2A8
$4,395,000Residential- Status:
- Active
- MLS® Num:
- 40731196
- Bedrooms:
- 5
- Bathrooms:
- 5
- Floor Area:
- 4,942 sq. ft.
Located in one of Oakville's most desirable pockets this new custom home creates a stylish atmosphere that will impress even the most detailed buyer. Architecture by Hicks Design Studio and built by Gasparro Homes this home features over 3,100 square feet above grade as well as a rare double car garage. The transitional design layered with soft textures and high-end light fixtures make it the ultimate retreat! The foyer provides a clean sightline through the rear of the home which highlights the near floor to ceiling windows. Double metal French doors, with beveled privacy glass, lead you into the home office with wall-to-wall cabinetry. From the dining room, walk through the butlers pantry into the open concept kitchen and family room. The kitchen, by Barzotti Woodworking, is extremely functional and features white oak cabinetry with black/glass accents, an oversized island, and cozy breakfast nook. The second level of this home has a bright and airy feel with gorgeous skylights and semi-vaulted ceilings in every room allowing for extended ceiling heights. The primary suite spans the rear of the home with stylish ensuite and large walk-in closet with custom organizers. Two additional bedrooms share access to a jack-and-jill washroom. The final bedroom upstairs enjoys its own private ensuite and has a walk-in closet. The lower level of this home features 10ft ceilings and radiant in floor heating. The recreation room, with custom wet bar overlooks the glass enclosed home gym. A fifth bedroom along with full washroom is also found on this level. This level is finished off with a cozy home theatre. This home also features two furnaces and two air conditioners for ultimate home comfort. The private rear yard is freshly landscaped with a full irrigation system as well as landscape lighting. The back patio features retractable screens and naturally extends the indoor living space. The ultimate turn-key package. More detailsListed by Century 21 Miller Real Estate Ltd.- STEVE WILLIAMSON
- RE/MAX ABOUTOWNE REALTY CORP., BROKERAGE
- 1 (905) 510-7141
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Data was last updated June 1, 2025 at 09:50 AM (UTC)
Steve Williamson
Oakville ON REALTOR® - Call 905-510-7141 today
Location
A - 309 Lakeshore Road East
Oakville, ON, L6J 1J3