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494 Chartwell Road in Oakville: 1011 - MO Morrison Single Family Residence for sale (1 - Oakville) : MLS®# 40722545
494 Chartwell Road Oakville L6J 4A5 
$2,199,000Residential- Status:
- Active
- MLS® Num:
- 40722545
- Bedrooms:
- 6
- Bathrooms:
- 3
- Floor Area:
- 1,694 sq. ft.
Gorgeous Family Home on Prestigious Chartwell Road in Old OakvilleNestled on a prime 0.29-acre west-facing lot backing onto serene woodlands, this immaculate 4+2 bedroom residence is situated on the coveted "Street of Dreams" Chartwell Road in the heart of highly sought-after Old Oakville. Offering endless potential, this exceptional property is ideal for families looking to move in, renovate, or build their custom dream home in a prestigious neighbourhood.The beautifully maintained home features gleaming hardwood floors, spacious living, dining, family principal rooms, and a thoughtfully updated patio and deck perfect for outdoor entertaining. The finished basement, with a private separate entrance, includes a 2-bedroom in-law suite complete with a full kitchen and bathroom, offering incredible flexibility for multigenerational living or rental income.Enjoy unparalleled convenience with a short walk to Whole Foods, Longos, charming local restaurants, top-rated schools, and minutes to the GO Station and QEW. This is a rare opportunity to own a slice of Oakville's most desirable enclave where lifestyle, luxury, and location meet. More detailsListed by RE/MAX Hallmark Alliance Realty- JENNIFER GULA
- Remax Escarpment Realty
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2289 Dunforest Crescent in Oakville: 1022 - WT West Oak Trails Single Family Residence for lease (1 - Oakville) : MLS®# 40752971
2289 Dunforest Crescent Oakville L6M 4X3
$3,450Residential Lease- Status:
- For Lease
- MLS® Num:
- 40752971
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,900 sq. ft.
Outstanding home on fabulous quiet and desirable crescent in Westmount. Perfect location within walking distance schools, West Oak Trail Park & Arbourview Park. Professional landscaping with intricate stone driveway & walkway to the interlocking stone covered front veranda. Fabulous fenced rear yard with interlocking stone patio. Beautiful finished lower level with recreation room offering quality laminate floor and family room with pot-lights and electric fireplace. More detailsListed by CASORA REALTY INC.- JENNIFER GULA
- Remax Escarpment Realty
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6 Ennisclare Drive in Oakville: 1011 - MO Morrison Single Family Residence for sale (1 - Oakville) : MLS®# 40752958
6 Ennisclare Drive Oakville L6J 4N2
$15,000,000Residential- Status:
- Active
- MLS® Num:
- 40752958
- Bedrooms:
- 5
- Bathrooms:
- 6
- Floor Area:
- 8,899 sq. ft.
This exquisite French chateau-style estate, designed by Gren Weis, is gracefully positioned on a prestigious waterfront parcel with coveted riparian rights, in one of South-East Oakville's most sought-after enclaves. With breathtaking views of Lake Ontario and a rare sense of privacy, this residence offers an unparalleled lifestyle of elegance and tranquility. Masterfully designed to blend classical architecture with modern functionality and refined interiors. From richly detailed millwork, ceiling details, radiant heated flrs to upgraded light fixtures, every finish has been thoughtfully curated to reflect timeless sophistication. Expansive principal rooms with lake vistas provide a stunning backdrop for both grand entertaining and intimate family living.The main level is anchored by a magnificent living room with double French doors that welcome in the lake breeze, a show stopping solarium, formal dining room, a gourmet kitchen with professional appliances, prep kitchen, and sunlit family room with waffle ceilings.The second level features a serene primary suite with spa-inspired ensuite and dressing room, 3 additional bedrooms, 2 bathrooms, and a beautifully appointed library offering sweeping views of the water.The lower level offers exceptional scale and light with full-size windows, radiant floors, a recreation room with wet bar, fitness room with adjacent full bathroom, guest suite with ensuite, and abundant storage ideal for extended family or hosting with ease.Your private garden offers lush, manicured grounds and is framed by the natural beauty of the lake. Multiple walkouts to the yard and easy access to the shoreline make this property a rare offering. Launching your paddle board or canoe couldn't be easier.Just steps to Gairloch Gardens and moments from the boutiques, fine dining, and cultural richness of downtown Oakville, as well as top-tier private and public schools, this estate presents a lifestyle defined by elegance, ease, and enduring value. More detailsListed by Royal LePage Real Estate Services Phinney Real Estate- JENNIFER GULA
- Remax Escarpment Realty
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2054 Lakeshore Road E in Oakville: 1006 - FD Ford Single Family Residence for sale (1 - Oakville) : MLS®# 40756821
2054 Lakeshore Road E Oakville L6J 1M3
$39,000,000Residential- Status:
- Active
- MLS® Num:
- 40756821
- Bedrooms:
- 7
- Bathrooms:
- 12
- Floor Area:
- 19,210 sq. ft.
2054 Lakeshore Rd. East is one of Oakville's finest lakefront estates.Situated on 1.6 acres & 164.22 ft of pristine shoreline, complete with deck, & stairway access to the water. Designed by renowned architect Gren Weis & brought to life by the exceptional craftsmanship of Coulson Fine Homes.This magnificent 7-bdrm, 13-bath home spans an impressive 19,210 sq ft.Step into the grand formal entrance where limestone cast walls create a dramatic first impression serving as a prelude to the extraordinary spaces beyond.The residence showcases 12 ft ceilings on the main level, Brazilian walnut flooring thru-out & custom cabinetry adorns this remarkable home.The estate features an expansive living & dining rm w/breathtaking water views, perfect for intimate gatherings or grand celebrations.Step outside to the covered terrace where you can relax to the sounds of the "Bellagio" inspired fountains & waterfall.The gourmet open-concept kit.flows effortlessly into the fam.rm where water views & fp create a relaxed & comfortable space.The lower-level transforms into an entertainer's paradise, w/a state-of-the-art home theatre, gym w/direct access to the infinity edge pool, steam room, golf simulator, wine cellar, billiards area w/rec room & catering kit.A private 2-bdrm nanny suite w/sep. entrance provides additional flexibility.An elevator gives you convenient access to all 5 levels of this thoughtfully designed home.The outdoors offers multiple entertaining areas nestled within the manicured landscaped grounds, the lakefront deck & poolside.The power screened sunroom offers 3 season enjoyment. His&Her double car garages to accommodate 4 vehicles w/additional parking for 15 more on the circular driveway & auxiliary prkng areas-perfect for hosting memorable events.This waterfront estate represents more than just a home it's a lifestyle statement where every detail has been carefully curated to create an environment of uncompromising luxury & comfort. LUXURY CERTIFIED. More detailsListed by RE/MAX Escarpment Realty Inc.- JENNIFER GULA
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3322 Fox Run Circle in Oakville: 1001 - BR Bronte Single Family Residence for sale (1 - Oakville) : MLS®# 40759536
3322 Fox Run Circle Oakville L6L 6W4
$2,325,000Residential- Status:
- Active
- MLS® Num:
- 40759536
- Bedrooms:
- 5
- Bathrooms:
- 6
- Floor Area:
- 5,198 sq. ft.
Developer-owned, name your upgrades, Seller is offering a $25,000 Renovation CREDIT. Nestled in one of South Oakville’s most prestigious neighborhoods, this recently updated executive home offers nearly 5,500 sq. ft. of luxurious living space on an impressive 114' deep lot, just steps to the Lake and beautiful beachfronts. Featuring 5 bedrooms, 6 bathrooms, premium custom upgrades throughout with Two bedrooms offering private ensuites, while the oversized loft with a 4-piece bath provides the perfect guest suite or retreat. Situated on a 114' deep lot, this rare property blends modern luxury with exceptional craftsmanship. More detailsListed by Keller Williams Complete Realty- JENNIFER GULA
- Remax Escarpment Realty
- 1 (289) 4028505
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463 Drummond Road in Oakville: 1011 - MO Morrison Single Family Residence for sale (1 - Oakville) : MLS®# 40766105
463 Drummond Road Oakville L6J 4L7
$1,799,000Residential- Status:
- Active
- MLS® Num:
- 40766105
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,101 sq. ft.
Nestled in the heart of one of Oakville's most coveted communities Morrison, this well-maintained bungalow sits on a mature, private property with a backyard oasis featuring a pool and deck, perfect for family living or entertaining. Surrounded by multi-million-dollar homes, this property offers a rare chance to build your dream residence. Architectural plans are already prepared for a stunning 3,500 sq.ft. above-grade home with an additional 1,600+ sq.ft. lower level, with flexibility for buyers to add their personal touches.The existing home is freshly painted and move-in ready, showcasing wainscoting, pot lights, hardwood floors, stainless steel appliances, and a cozy fireplace. This immaculate family residence enjoys an unbeatable location within walking distance to top-rated schools including EJ James, St. Vincent, New Central, Oakville Trafalgar Secondary, Linbrook, and St. Mildreds. Minutes from the lake, downtown Oakville, trails, parks, shopping, restaurants, transit, and the QEW, this quiet, family-friendly neighbourhood provides both convenience and prestige. Whether you're seeking a comfortable home to enjoy today or a prime lot to create a legacy estate, this property is a rare offering in South East Oakville. New surveys&drawings available upon request. More detailsListed by RE/MAX Hallmark Alliance Realty- JENNIFER GULA
- Remax Escarpment Realty
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2163 Vineland Crescent in Oakville: 1015 - RO River Oaks Single Family Residence for sale (1 - Oakville) : MLS®# 40763978
2163 Vineland Crescent Oakville L6H 0J6
$2,748,000Residential- Status:
- Active
- MLS® Num:
- 40763978
- Bedrooms:
- 6
- Bathrooms:
- 5
- Floor Area:
- 5,001 sq. ft.
Experience refined elegance in this stunning family home built by Biddington Homes, offering 5,001 sq. ft. of exquisitely finished living space across 3 levels. Nestled in the vibrant family friendly community of River Oaks in Oakville, this 6-bedroom (4+2), 5-bathroom (4+1) residence showcases quality craftsmanship and luxurious upgraded finishes throughout. With 3,409 sq. ft. above grade and 1,592 sq. ft. below, the bright, and spacious open concept layout features engineered hardwood floors and soaring min. 9-ft ceilings on all levels. The main floor impresses with elegant formal living and dining rooms, a cozy gas fireplace in the family room, and a gourmet eat-in kitchen with quartz counters, stainless steel appliances, and a large breakfast area with walkout to the rear deck. A stunning open circular staircase unites all three levels, while the main level laundry/mudroom adds everyday convenience. Upstairs, find 4 generously sized bedrooms including two with ensuite baths and two sharing a semi-ensuite. The private primary retreat offers a vaulted 13’ ceiling, sumptuous spa-like 5-piece ensuite and a spacious dressing room. The fully finished lower-level features 9-ft ceilings, a large recreation room with fireplace, a stylish bar or kitchenette ideal for multi-generational living, 2 bedrooms, a full bath, and ample storage. Pride of ownership by the original owners is evident with the freshly painted interiors throughout and a new roof. Set on a private, fully fenced corner lot with an irrigation system, this home is close to top-rated schools, trails, parks, shopping, highways 403 & 407, and Sheridan College. A true gem and a rare opportunity not to be missed in one of Oakville’s most sought-after neighbourhoods. More detailsListed by RE/MAX Aboutowne Realty Corp.- JENNIFER GULA
- Remax Escarpment Realty
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421 Chartwell Road in Oakville: 1011 - MO Morrison Single Family Residence for sale (1 - Oakville) : MLS®# 40769933
421 Chartwell Road Oakville L6J 4A4
$6,999,000Residential- Status:
- Active
- MLS® Num:
- 40769933
- Bedrooms:
- 6
- Bathrooms:
- 8
- Floor Area:
- 7,908 sq. ft.
With a stunning backyard, 5,196 sq ft of above ground living, and quality construction built by Gatestone Homes, this home is truly the total package. Stone, wood, and striking Anderson windows have been eloquently incorporated on the exterior of the home, lending to the superb curb appeal. The thoughtful design fuses modern style with timeless elegance. The foyer of the home feels as though you are entering a luxury hotel, with a stunning floating staircase and a custom hanging light feature that is a piece of art in itself! The soaring two-storey foyer is flooded with natural light from oversized windows, creating a bright and welcoming space. A custom wooden piece subtly divides the foyer from the traditional dining room that is complete with a temperature-controlled wine room and glass doors that invite you to enjoy the expansive rear deck. The heart of the home is the open concept kitchen-family-dining space that is surrounded by windows and grounded by a beautiful gas fireplace. With an oversized island there is no shortage of space for you and your guests. Adjacent to the kitchen is a conveniently located powder room as well as a laundry/mudroom that can be concealed by a pocket door. The primary suite is a true oasis. With double door entry, a gas fireplace, and five-piece ensuite, no detail was overlooked. The three additional bedrooms all have ensuite access and walk-in closets. Completing this level is a laundry room and study area with built-in desk space. The 2,712 sq ft lower-level walk-up will not disappoint. The large recreation space features a built-in projector, billiards space, and wet bar. A home gym and two additional bedrooms as well as playroom/second home office finish off this space. Lush mature trees combined with meticulous landscaping will lure you to the rear yard. With approx. 1800 sq ft of outside living space, a gunite pool, and cabana, this backyard checks all the boxes! Enjoy the beautiful summer weather in this retreat-like home! More detailsListed by Century 21 Miller Real Estate Ltd.- JENNIFER GULA
- Remax Escarpment Realty
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1092 Argyle Drive in Oakville: 1011 - MO Morrison Single Family Residence for sale (1 - Oakville) : MLS®# 40768704
1092 Argyle Drive Oakville L6J 1A7
$15,990,000Residential- Status:
- Active
- MLS® Num:
- 40768704
- Bedrooms:
- 6
- Bathrooms:
- 9
- Floor Area:
- 13,585 sq. ft.
Commanding a prized stretch of Lake Ontario shoreline in prestigious South East Oakville, this Hicks-Pettes–designed estate defines European elegance and modern grandeur. A limestone façade with stone pillars, slate roof and copper detailing signal architectural pedigree of the highest order. Behind the gated, heated circular drive and stately covered porch, more than 14,000 sq. ft. of elevator-served luxury unfolds. From the moment you enter, panoramic lake vistas sweep across every principal room, creating an unforgettable backdrop for both intimate family life and grand entertaining. Radiant-heated marble floors and a soaring 22-foot illuminated barrel ceiling set a tone of sophisticated drama. Formal living and entertaining salons, each with hand-carved stone fireplaces, open to expansive lake-view terraces, while the sun-filled solarium captures year-round vistas of the tennis court and shimmering water beyond. A chef’s kitchen with separate caterer’s prep area balances everyday ease with gala-scale hosting. Completing the main level, a richly paneled library provides a quiet, distinguished retreat for work or reflection. Five lavish bedroom suites—each with private ensuite—include a primary sanctuary with spa-inspired bath and private lake-view balcony. The lower level becomes a private club: temperature-controlled wine cellar and bar, theatre, banquet hall, gym, nanny suite and second laundry. Outdoors, French-inspired gardens, sound-equipped terraces and a full tennis court embrace the lake’s breezes and golden sunsets. This is Oakville’s ultimate lakefront legacy residence—where unrivalled, world-class vistas from every principal room meet architectural mastery and resort-style amenities to create a property of true international calibre. Luxury Certified. More detailsListed by RE/MAX Escarpment Realty Inc.- JENNIFER GULA
- Remax Escarpment Realty
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209 Donessle Drive in Oakville: 1013 - OO Old Oakville Single Family Residence for sale (1 - Oakville) : MLS®# 40773889
209 Donessle Drive Oakville L6J 3Y7
$5,998,000Residential- Status:
- Active
- MLS® Num:
- 40773889
- 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.- JENNIFER GULA
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2384 Belyea Street in Oakville: 1001 - BR Bronte Single Family Residence for sale (1 - Oakville) : MLS®# 40774935
2384 Belyea Street Oakville L6L 1N9
$3,499,000Residential- Status:
- Active
- MLS® Num:
- 40774935
- Bedrooms:
- 4
- Bathrooms:
- 5
- Floor Area:
- 4,430 sq. ft.
Welcome to 2384 Belyea Street. 3,045 sqft above grade, designed by Keeren Design and built by ScottRyan Design Build this home blends striking contemporary architecture with the warmth and functionality today’s families’ desire. Inside, every space reflects thoughtful design, from soaring ceilings and expansive windows to the seamless flow between principal rooms. At the heart of the home, the kitchen showcases the artistry of Misani Custom Design cabinetry. Built with precision and elegance, the custom millwork throughout the entire home is both beautiful and highly functional, offering abundant storage and timeless style. On the main floor, you find an oversized foyer which flows into the open concept office. The kitchen opens to a light-filled great room, where clean lines, carefully chosen finishes, and meticulous execution elevate the everyday into the extraordinary. A functional mudroom is also found off this space. Bedrooms are generously scaled and designed with comfort in mind, each featuring private ensuites and custom details. The primary suite is a true retreat, complete with a walk-thru closet with bespoke cabinetry and a spa-like bath, creating a private serene space. The lower level extends the living space with a large recreation room, private guest suite, and walk-up access to the outdoors. This entire space features a polished concrete floor with radiant in floor heating. The rear yard, with its patio and inground pool, offers a private oasis ideal for entertaining or unwinding at the end of the day. What sets this property apart is not just its impeccable execution, but its location. Nestled on a premiere street in the heart of Bronte Village, the home offers unmatched walkability. From lakeside strolls, cafés, and some of Oakville’s best dining, the lifestyle here is as dynamic as it is convenient. Rarely do you find modern design executed with this level of precision, combined with an unbeatable location. Don't miss out! More detailsListed by Century 21 Miller Real Estate Ltd.- JENNIFER GULA
- Remax Escarpment Realty
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253 Margaret Drive in Oakville: 1002 - CO Central Single Family Residence for sale (1 - Oakville) : MLS®# 40775482
253 Margaret Drive Oakville L6K 2W3
$1,699,000Residential- Status:
- Active
- MLS® Num:
- 40775482
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 3,588 sq. ft.
Welcome to 253 Margaret Drive. An exceptional bungalow for sale in desirable Central Oakville on a premium 180' deep lot. This wonderful single level home features an impressive 3,588 sq ft of finished living space, 3 bedrooms, 3 bathrooms, an open concept kitchen/family room addition, gourmet kitchen with granite countertops, stainless steel appliances, center island, skylight, natural gas fireplace, crown moldings, smooth ceilings, an abundance of pot lights, and oak hardwood flooring. The master bedroom features a private ensuite bath with marble countertop and heated floors. The main floor also offers 2 additional bedrooms, a 4pc main bath with marble countertop, heated floors and a skylight allowing great natural light, a separate living room and dining room. The lower level offers a generous sized space with large rec room, separate kitchen, 3 piece bath, separate laundry and a separate entrance. A perfect in-law suite or income generator! The exterior of the home features a beautiful front covered porch, large driveway and a detached heated and finished garage that is perfect for a workshop, gym, office or storage space. Walk to downtown! More detailsListed by RE/MAX Escarpment Realty Inc.- JENNIFER GULA
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- 1 (289) 4028505
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Data was last updated February 4, 2026 at 03:50 AM (UTC)
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