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$3,995,000
4 Beds 4 Baths 40862694 MLS® #
An exceptional opportunity on one of Southeast Oakville’s most prestigious streets. Set on a nearly half-acre lot, 16 Colonial Crescent offers approximately 100 feet of frontage and more than 210 feet of depth, with outstanding proportions for a substantial custom build. The lot’s generous dimensions and mature setting allow for an impressive new residence while maintaining exceptional privacy and meaningful outdoor space. Surrounded by mature trees and distinguished homes, the property offers a sense of scale and seclusion rarely found this close to the lake. RL1-0 zoning provides the potential for more than 6,000 square feet of above-grade living space, while still allowing for generous outdoor living, a pool and landscaped gardens, subject to applicable approvals. The property is currently a spacious four-bedroom residence offering approximately 3,700 square feet above grade, plus a finished lower level, attached double garage and inground pool—providing the flexibility to lease the home while planning a future build. Colonial Crescent is a quiet, established enclave known for its large properties, mature tree canopy, and impressive custom homes. Just steps from the lake and Gairloch Gardens, the location also offers convenient access to Downtown Oakville, excellent public and private schools, parks and the waterfront. A rare opportunity to secure a significant building lot on one of Southeast Oakville’s premier streets and create an exceptional custom home in an highly sought-after location. (id:5764)

16 COLONIAL Crescent, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$1,299,900
4 Beds 3 Baths 40850849 MLS® #
Welcome to a home that offers the space, comfort and practical layout families are looking for, set in the heart of Falgarwood. Inside, the generous main floor is filled with natural light and offers plenty of room to gather, entertain and enjoy everyday life. The spacious living and dining rooms boast hardwood flooring, and a floor-to-ceiling stone feature wall adding warmth and character to the dining space. The updated eat-in kitchen offers granite countertops, abundant cabinetry, including a pantry. The kitchen is open to the main floor family room with a walkout to the private backyard—creating an easy connection between indoor and outdoor living. Step outside to enjoy the upgraded patio and walkways, with plenty of space for family gatherings and room for kids and pets to play. Upstairs, the generous principal rooms continue with 4 bedrooms, including a spacious primary bedroom with its own private 2 piece ensuite. A full family bathroom serves the additional bedrooms, while neutral broadloom throughout the upper level provides a comfortable backdrop ready to complement your own style. Outside, the home’s classic brick and Tudor-inspired exterior, double garage and mature setting create wonderful curb appeal beneath the canopy of Falgarwood’s beautiful established trees. Falgarwood is one of Oakville’s established family-friendly neighbourhoods, loved for its mature trees, parks and scenic ravine trails. Walk to schools, shopping, restaurants, recreation and everyday conveniences, with easy access to the QEW, 403, 407, public transit and both Oakville and Clarkson GO Stations. Walk to the highly regarded Iroquois Ridge Secondary School. Roof 2017. *Seller has never used the fireplace - sold as is* (id:5764)

1177 GRAND Boulevard, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$1,949,000
4 Beds 3 Baths 40859025 MLS® #
ATTENTION BUILDERS, RENOVATORS & INVESTORS! Rare opportunity in the heart of prestigious Old Oakville. Located on one of the neighbourhood’s most coveted streets, 374 Spruce Street sits on an impressive 60 x 142 ft south-facing lot surrounded by mature trees and multi-million-dollar custom homes. An exceptional opportunity to build your dream home, undertake a renovation, or secure a premium property for future investment. The existing bright and spacious 3+1 bedroom, 3-bathroom bungalow offers approximately 1,850 sq ft above grade plus a finished lower level and is vacant for immediate possession. Zoned RL3-0. Enjoy an outstanding Old Oakville lifestyle within walking distance to downtown Oakville, the lake, parks, shops, restaurants and highly regarded schools including OTHS, St. Mildred’s and Linbrook. Build new, renovate or invest in one of Oakville’s most established and desirable neighbourhoods. Buyer to perform their own investigations regarding zoning and future building potential. (id:5764)

374 SPRUCE Street, Oakville

Listing courtesy of Real Broker Ontario Ltd..

$1,599,900
4 Beds 2 Baths 40850236 MLS® #
Behind its striking curb appeal lies a home that has been thoughtfully reimagined from top to bottom. Nestled on a quiet, tree-lined street in the highly sought-after Iroquois Ridge School district, this beautifully renovated four-level side split offers the perfect balance of style, comfort and functionality. The bright, renovated kitchen and dining area have been designed for everyday living and effortless entertaining. Quality finishes, engineered hardwood on the main and upper levels, modern stairs, and a charming coffee nook create an inviting space for family and friends. Walk out from the kitchen to the expansive entertaining deck overlooking your outdoor oasis. Designed to be enjoyed in every season, the private backyard features an inground pool, oversized deck with glass railings, a second walkout patio off the family room, a secluded deck beside the shed, mature trees, lush landscaping, an extended privacy hedge and plenty of lawn for children and pets to play. Spacious bedrooms are complemented by a luxurious renovated bathroom with ensuite privileges, a freestanding soaker tub, oversized shower and elegant finishes. The huge family room is perfect for relaxing or entertaining. The completely rebuilt lower level offers exceptional flexibility with a spacious bedroom featuring an egress window and walk-in closet, a beautifully renovated bathroom, impressive laundry room and storage-ideal for guests, teens, a home office or gym. Extensive updates mean you can simply move in and enjoy, including the pool with a new pump, ionizer and heat exchanger. Across the street, enjoy easy access to scenic ravine trails and walking paths. Walk to shops, restaurants and everyday amenities, and easy access to highways and the GO for commuters. Beautifully renovated. Exceptionally private. Effortlessly livable. The kind of home you'll love coming home to. For full list of upgrades see the brochure. (id:5764)

1281 LAKEVIEW Drive, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$2,389,999
4 Beds 5 Baths 40859223 MLS® #
Welcome to this exceptional executive home in the prestigious Joshua Creek community, offering over 6,200 sq. ft. of finished living space, including approximately 4,100 sq. ft. above grade. Designed with both elegance and functionality in mind, this home features soaring ceilings, hardwood flooring throughout, and a thoughtfully designed layout perfect for family living and entertaining. The main level offers a private office with French doors, a formal living room with a double-sided gas fireplace, and a spectacular family room with soaring 18-foot ceilings. The spacious kitchen is complemented by a convenient servery leading to the formal dining room, while the mudroom, laundry room, and stylish powder room add everyday convenience. Upstairs, the luxurious primary suite features two walk-in closets and a spa-inspired 5-piece ensuite with a freestanding tub, glass shower, and double vanity. Three additional generously sized bedrooms each enjoy ensuite or semi-ensuite access, providing comfort and privacy for family and guests. The finished lower level is designed for both relaxation and entertainment, complete with a recreation room featuring a gas fireplace and custom built-ins, a wet bar, a home gym, and a full bathroom. Step outside to your private backyard oasis with mature landscaping, a spacious deck, built-in gas BBQ, and an inviting in-ground pool—perfect for entertaining or relaxing all summer long. Ideally located close to top-rated schools, parks, scenic trails, shopping, restaurants, and major highways, this remarkable Joshua Creek home offers the perfect combination of luxury, comfort, and convenience. (id:5764)

2384 ROCK POINT Drive, Oakville

Listing courtesy of Keller Williams Edge Realty.

$2,325,000
4 Beds 4 Baths 40859993 MLS® #
Welcome to 489 Rebecca Street in one of South West Oakville's most desirable neighbourhoods. Beautifully renovated with a transitional contemporary style, blending timeless character, warm natural finishes, and modern updates throughout, this 3+1 bedroom, 4 bathroom home offers 2,483 square feet plus a finished lower level. The thoughtfully redesigned main floor features engineered hardwood, custom cabinetry, two gas fireplaces, a spacious great room, a main floor den, powder room, mudroom, and an inviting kitchen and dining area designed for everyday living and entertaining. Upstairs, the private bedroom level offers three generous bedrooms, including a serene primary retreat with walk-in closet, a separate sitting room/den, and a spa-inspired 5-piece en suite. The finished lower level adds excellent flexibility with a large rec room/bedroom, 4-piece bathroom, laundry area, storage, and utility/workshop space. The backyard is the showpiece of the property - an award-winning private oasis with extensive stonework, lush landscaping, irrigation, multiple seating areas, two pergolas, natural gas BBQ connection, and a stunning saltwater pool with waterfall feature, hot tub, gas heater, and remote-controlled pool system. A detached two-car garage adds further convenience and has been updated with a new garage door and opener, exterior keypad, reinforced roof structure, and set up for EV charging. (id:5764)

489 REBECCA Street, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$1,999,990
4 Beds 4 Baths 40859642 MLS® #
Experience elevated living in this exceptional 3-bedroom plus den suite at The Berkshire Residences, offering an impressive 2,099 sq. ft. of thoughtfully designed interior space, complemented by a spacious 168 sq. ft. private balcony for seamless indoor-outdoor enjoyment. Crafted with luxury and comfort in mind, this residence showcases soaring 10-foot ceilings, premium hardwood flooring throughout, and bespoke soft-close cabinetry. The designer kitchen is a true centerpiece, featuring porcelain slab countertops and matching backsplash, extended-height cabinetry, a striking waterfall-edge island, and a complete 6-piece appliance package. The elegant bathrooms are finished with upgraded vanities, premium tile selections, and heated floors, delivering a spa-inspired experience. Every detail has been carefully curated to provide a refined and sophisticated living environment. Complete with two parking spaces and a storage locker, this stunning suite offers the perfect blend of luxury, functionality, and convenience in one of Oakville's most prestigious new residences. (id:5764)

123 MAURICE Drive Unit 201, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$2,599,000
4 Beds 3 Baths 40859137 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! (id:5764)

380 WATSON Avenue, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$1,550,000
4 Beds 3 Baths 40856384 MLS® #
Welcome to 2144 Rebecca Street, a stunning, newly renovated and never-lived-in 4-bedroom, 3-bathroom backsplit nestled on an impressive 75 x 120 ft lot in the highly sought-after Bronte community. Step through the elegant double-door entry with decorative frosted glass inserts into a bright and beautifully designed open-concept interior featuring pot lights throughout and no carpet. The inviting living room is filled with natural light from a large picture window overlooking the front yard. At the heart of the home is a stylish, modern kitchen showcasing stainless steel appliances, a centre island, abundant cabinetry and excellent storage, perfect for both everyday living and entertaining. Generously sized bedrooms provide plenty of space and comfort, complemented by two beautifully updated 3-piece bathrooms, while the spacious primary bedroom enjoys its own private 3-piece ensuite. The beautifully finished basement adds valuable living space with a large recreation room, wood flooring and a convenient laundry area with washer and dryer. Set on a rare oversized lot, this freshly renovated, move-in-ready home offers the perfect combination of modern style, comfortable living and an exceptional Bronte location. (id:5764)

2144 REBECCA Street, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$1,679,000
4 Beds 3 Baths 40858027 MLS® #
Beautifully updated 4-bedroom, 3-bathroom home situated on a premium pie-shaped lot in one of Oakville's most sought-after neighbourhoods. The bright, open-concept main floor showcases new hardwood flooring throughout and features a spacious living and dining area with a gas fireplace, seamlessly connected to the modern kitchen. The kitchen is complete with stainless steel appliances, quartz countertops, a matching quartz backsplash and sliding doors leading to the expansive backyard. Professionally landscaped, the fully fenced backyard offers a new interlocking stone patio. Upstairs, you'll find four generously sized bedrooms, 4-piece bathroom, and an oversized primary bedroom featuring double-door entry, a walk-in closet and a 5-piece ensuite with quartz countertops. The lower level boasts an open-concept layout, providing additional living space. Move in and enjoy this home on a quiet street, conveniently located close to shopping, major highways, schools and Oakville Trafalgar Memorial Hospital. (id:5764)

3133 HIRAM Terrace, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$1,899,000
4 Beds 4 Baths 40857284 MLS® #
Completely renovated, top-to-bottom, inside and out. Set on a leafy residential street, this substantial brick home combines classic curb appeal with generous living space and a private backyard with swimming pool, newer fencing and extensive hardscaping. Inside, the home is bright, meticulous and well designed. New hardwood floors run throughout the main and upper levels, complemented by a contemporary staircase, replaced windows and renovated baths. The large eat-in kitchen is the heart of the home, with bright cabinetry, updated appliances and a generous island overlooking the backyard Formal front room, complete with gas fireplace, provides a quiet retreat or home office, while the family room, with fireplace and two skylights, offers another comfortable gathering space. Upstairs, the exceptionally large primary suite features a walk-in closet and renovated ensuite with double vanity. Two additional bedrooms are generously proportioned, each with double closets, making this a particularly functional home for a growing family. The finished lower level with wide plank hardwood adds considerable living space, with two separate recreation areas with gas fireplace, a private guest bedroom with ensuite bath and a stylish laundry room with loads of storage and raised washer/dryer. Outside, the property delivers the quintessential Oakville setting: a classic red-brick exterior, professionally landscaped grounds, a large double garage and driveway and a backyard designed for summer living around the pool. Surrounded by a mix of newer custom homes and established two-storey residences, this is a neighbourhood that continues to evolve while retaining its leafy, established character. Local schools are within an easy walk, and the location offers the appeal of being south; close to the lake and downtown amenities and a lifestyle that makes this part of Oakville so coveted. (id:5764)

579 FOURTH Line, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$1,375,000
4 Beds 2 Baths 40857201 MLS® #
Sitting on a pristinely landscaped lot in coveted Morrison in SE Oakville, 1304 Avon Crescent offers an incredible development opportunity. Tucked in the centre of an immensely private pocket, surrounded by multiple parks, Wedgewood Creek, Wedgewood park with outdoor pool + walking distance to highly rated local schools, this is a special location. With the current zoning and lot size of 60ft x 132ft, the lot can comfortably accommodate a new build of approximately 3,000 square feet without a variance. The current brick bungalow is solid and could be rented while plans of your dream home are being crafted. This is a crescent with a neighbourly community + ideal for a family. Highly desired school catchment, close to local amenities + commuting options. (id:5764)

1304 AVON Crescent, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$1,799,000
4 Beds 3 Baths 40857396 MLS® #
Welcome to this exceptional Southwest Oakville family home, where space, privacy, and an unbeatable location come together. Nestled on a quiet street and set on a premium 79 x 146-foot lot, this 4-bedroom residence offers approximately 2,300 sq. ft. of living space in one of Oakville’s most sought-after neighbourhoods. Surrounded by mature trees, this home offers exceptional privacy while providing the convenience of being close to everything Oakville has to offer. The expansive backyard is a true private retreat, featuring a kidney-shaped in-ground pool and spacious patio—perfect for summer entertaining, family gatherings, or relaxing outdoors. The bright and functional main level is designed for everyday family living and entertaining. The well-equipped kitchen features abundant cabinetry, and a bright breakfast area with direct access to the backyard. The formal living and dining rooms offer excellent flow for hosting guests, while the inviting family room provides a cozy atmosphere with a fireplace and California shutters adding warmth and character. A convenient main floor laundry room and powder room complete the main level. Upstairs, you’ll find four spacious bedrooms, including a generous primary suite with a walk-in closet and private 4-piece ensuite. The unfinished lower level offers endless possibilities to create additional living space tailored to your family’s needs, whether it’s a recreation room, home gym, office, or entertainment area. Located in a highly sought-after Southwest Oakville neighbourhood, this home is surrounded by top-rated schools, including the prestigious Appleby College, along with excellent public and Catholic school options. Enjoy easy access to Lake Ontario, Coronation Park, trails, shopping, restaurants, libraries, and the GO Station. A wonderful opportunity to move in and enjoy this well-loved home or bring your vision and create your dream property in one of Oakville’s most established and coveted communities. (id:5764)

255 SPRING GARDEN Road, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$1,720,000
4 Beds 4 Baths 40856711 MLS® #
Step into exceptional comfort and style at 3082 Ingleton Lane, a beautifully appointed executive residence on a premium 58x103ft corner lot in the highly sought-after Bronte Creek neighbourhood of Oakville. This meticulously maintained, original-owner home showcases a bright and airy layout with 9-ft ceilings, expansive windows, rich hardwood flooring, and elegant crown moulding throughout. The open-concept main floor is designed for both everyday living and entertaining, featuring a stylish kitchen with granite countertops, that flows effortlessly into the warm and inviting dining room, and living room equipped with a Napoleon gas fireplace. A dedicated office/den, along with convenient main floor laundry and mudroom with garage access, adds function to the home’s refined design. Upstairs, the spacious primary suite offers a private retreat with a walk-in closet and spa-inspired ensuite, while three additional generously sized bedrooms share a well-appointed 4-piece bath. The finished basement elevates the home even further, boasting a recreation/family space with Napoleon gas fireplace, exceptional custom wet bar, a Fischer pool table, flexible bonus room, and full 3-piece bathroom - perfect for entertaining or relaxing. Outdoors, enjoy a professionally landscaped setting complete with an impressive Timber-Tech composite deck, privacy fencing, in-ground irrigation system, and charming covered arch front entry with stone and brick detailing. The double car garage with epoxy flooring and double-wide driveway enhance both style and practicality. Perfectly located near scenic trails, top-rated schools, Oakville Hospital, and major highways, this exceptional home offers an outstanding opportunity to live in one of Oakville’s most desirable communities. Notable Updates: All Toilets (19’), Timber-Tech AZEK Composite Deck, Railings, & Privacy Fence (20’), Furnace (22’), A/C (22’), Basement Living Room Carpet (23’), Garage Floor Epoxy (25’). (id:5764)

3082 INGLETON Lane, Oakville

Listing courtesy of Com/Choice Realty.

$1,650,000
4 Beds 3 Baths 40855277 MLS® #
Welcome to 1239 Baldwin Drive, a fully updated 3+1 bedroom, 3-bathroom detached ranch bungalow with an oversized double-car garage, set on an proximately 8,848 sq. ft. pie-shaped ravine lot in Oakville's prestigious Morrison neighbourhood. Backing onto Wedgewood Creek, this unique property offers exceptional privacy, mature natural surroundings, and an outstanding Southeast Oakville location. The expansive backyard feels like a private retreat, surrounded by mature trees and lush greenery, with a custom deck, cabana, and picturesque creek setting—perfect for entertaining, relaxing, and enjoying nature. Step inside to a bright, inviting main level featuring open-concept living and dining areas with vaulted ceilings, hardwood flooring, and oversized windows that fill the home with natural light and showcase the surrounding greenery. The functional kitchen, three main-floor bedrooms, and well-planned layout offer comfortable everyday living. The fully finished lower level expands the living space with a large recreation area, additional bedroom and bathroom, plus separate walk-up access to both the garage and backyard—ideal for extended family, guests, a home office, or multigenerational living. The oversized double garage and private driveway provide parking for up to six vehicles. Located in the highly sought-after Morrison/Eastlake community, enjoy quiet tree-lined streets, parks, trails, Lake Ontario, Downtown Oakville, Oakville GO, shopping, dining, and major commuter routes. Families will appreciate the highly regarded school catchment, including E.J. James Public School and Oakville Trafalgar High School. A rare opportunity to enjoy a spectacular ravine property offering privacy, nature, excellent schools, and exceptional long-term potential in one of Oakville's most desirable neighbourhoods. (id:5764)

1239 BALDWIN Drive, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$3,649,999
4 Beds 6 Baths 40856636 MLS® #
Tucked into a quiet court, this custom modern farmhouse, built by custom home builder Oak Bay Homes, sits on a 66 x 187 ft lot and offers over 3,900 sq ft above grade with 4 bedrooms and 5.5 bathrooms, plus a finished walkout basement for approximately 5,500 sq ft of total living space. A custom EPAL front door opens to a double-height foyer with pine stairs and matte black railings, complemented by 10 ft main-floor and 9 ft upper- and basement-level ceilings. The great room features a wall of windows overlooking the pool and gardens, accented by cedar beams. The chef’s kitchen showcases custom Barzotti cabinetry, a porcelain CIOT backsplash, JennAir appliances and an 8-burner range, along with a hidden walk-in pantry, custom built-ins and designer lighting. The primary ensuite features a steam shower, while the finished basement offers a gym, theatre, bar, lounge, gaming area and ample storage. Outdoors, enjoy a heated saltwater pool with an automatic cover, turf, irrigation and landscape lighting. Conveniently located near Oakville’s only public International Baccalaureate (IB) school, as well as GO Transit, major highways and Oakville Place. (71030456) (id:5764)

1114 TRUMAN Avenue, Oakville

Listing courtesy of ComFree.

$1,049,000
4 Beds 4 Baths 40852278 MLS® #
This exceptional, beautifully redesigned bungalow is located on sought-after Pinegrove Road in one of Oakville's most desirable neighbourhoods. Created with quality, comfort and modern living in mind, this impressive home offers 3 +1 spacious bedrooms and 3.5 bathrooms. Main floor has 2 bedrooms; the 3rd bedroom was opened up by removing the drywall for additional living space. The bright, open-concept layout features flush beams, smooth ceilings and no bulkheads, giving the home a clean and airy feel. The elegant custom Italian kitchen is a true highlight, featuring premium Miele and Liebherr appliances, VELUX power-opening skylights with built-in shades and quality TOTO fixtures. Stylish herringbone tile flooring and a Napoleon gas fireplace bring warmth and character to the living space. Extensive improvements include a ManaBloc plumbing system, replaced drains to the city side, upgraded 1.25 copper water line, new electrical with 150+ LED pot lights, soundproofed walls and ceilings, new roof, eavestroughs, furnace, A/C and tankless hot water system. A concrete rear addition provides valuable extra living space, while fresh stone and stucco finishes on the home and garage create impressive curb appeal. The fully insulated and finished shed offers flexible space for a home office, gym, studio or private retreat. Step outside to your own resort-inspired backyard, with over $250,000 invested in outdoor improvements. Highlights include natural stone landscaping, a Crown Verity outdoor kitchen with quartz counters, built-in Bose audio and an 8' privacy fence. The expansive U-shaped in-and-out driveway provides parking for 20+ vehicles. A rare Oakville home combining thoughtful design, impressive upgrades, privacy and exceptional indoor-outdoor living. (id:5764)

547 PINEGROVE Road, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$2,999,000
4 Beds 4 Baths 40856761 MLS® #
Welcome to 1194 Stirling Drive—an exceptional value and rare opportunity to own a substantial 4,294 sq. ft. home on an expansive private corner lot in one of SW Oakville’s most desirable neighbourhoods. The impressive scale, space and setting of this property truly must be experienced in person. Offering remarkable indoor and outdoor living, this home provides an incredible setting for family life, entertaining and enjoyment through every season. The spectacular backyard retreat features a newly built (2023) Gib-San Gunite pool, professionally landscaped grounds, a sprawling 1,500 sq. ft. deck and powered pergola, creating a private oasis and seamless extension of the home. Inside, expansive windows and skylights fill the open-concept living spaces with natural light, while hardwood floors and two stone gas fireplaces add warmth and character. At the heart of the home, the chef’s kitchen features top-tier Miele appliances, Cambria Quartz countertops, two copper sinks, a walk-in pantry and heated floors extending into the glass-enclosed sunroom. Upstairs, the primary suite offers vaulted ceilings, a walk-in closet and spa-inspired ensuite with steam shower, heated bench and floors, jets and custom cabinetry. Three additional bedrooms provide plenty of space for family and guests, including a unique two-level bedroom with ensuite and partial lake views. A separate west wing features a generous 25' x 16' recreation room, adding even more versatile living space. With over 4,200 sq. ft., an exceptional lot, spectacular pool and outstanding indoor and outdoor living, 1194 Stirling Drive offers tremendous value in a highly sought-after Oakville location. Walk to downtown shops, Bronte Harbour, the lake, trails and restaurants, with excellent public and private schools nearby. A truly unique property offering the space, lifestyle and location that are increasingly hard to find. (id:5764)

1194 STIRLING Drive, Oakville

Listing courtesy of City Brokerage.

$2,195,000
4 Beds 2 Baths 40856200 MLS® #
Welcome to a home perfect for young couples, growing families or retirees looking to enjoy one of Oakville’s most established neighbourhoods. Loved by the same family for over 50 years, this home is filled with a lifetime of memories. Set in the highly sought after Morrison neighbourhood of Southeast Oakville, this special property offers privacy, mature surroundings and an exceptional location close to top rated schools, parks and everything this incredible community has to offer. Inside, the home feels bright and welcoming, with a comfortable layout for everyday living. The updated kitchen features a sunny breakfast area and flows naturally into the dining room, where a walkout leads to the deck and backyard. The spacious living room is filled with natural light from a large picture window, creating an inviting place to relax or entertain. Upstairs are three generously sized bedrooms and a four-piece bathroom. A few steps down, the family room offers another warm and comfortable gathering space, complete with a wood burning fireplace perfect for cozy winter afternoons. Around the corner is a fourth above grade bedroom that could also make an ideal home office, along with a two-piece bathroom. This level also features a walkout to the backyard, making it easy to enjoy the outdoor space. The unfinished basement provides even more potential, with laundry, storage and the opportunity to create additional living space to suit your needs. Outside, a three car driveway plus a single car garage provides plenty of parking. With an incredible location, beautiful mature surroundings and more than 50 years of memories within its walls, this is a special place to call home. Now it’s ready for a new chapter and new memories to be made. (id:5764)

401 CAIRNCROFT Road, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$2,999,000
4 Beds 6 Baths 40852645 MLS® #
Straight from the pages of a design magazine, this beautifully renovated, on-trend home offers more than 4,500 sq. ft. of thoughtfully designed living space. Tucked away on a quiet cul-de-sac in prestigious Southwest Oakville, it's just steps from Appleby College and the shores of Lake Ontario. The property is professionally landscaped by award-winning Gildermans, creating a stunning setting that perfectly complements this exceptional home. Designed for both everyday living and effortless entertaining, the main floor features a spacious formal dining room and a warm, inviting family room with a wood-burning fireplace. The stunning chef's kitchen is a true showpiece, featuring a Wolf induction cooktop, two double wall ovens, Sub-Zero refrigerator, two Miele dishwashers, two Marvel wine and beverage refrigerators, quartz countertops, and an impressive 9-foot island. The kitchen flows seamlessly into the family room, creating the perfect setting for gathering with family and friends. Upstairs, the luxurious primary suite serves as a private retreat, complete with a spa-inspired five-piece ensuite, walk-in closet, and an expansive terrace-ideal for enjoying your morning coffee or unwinding in the evening sun. This level also includes a generously sized second bedroom with its own ensuite, two additional bedrooms, a home office, a full bathroom, and a brand-new full laundry room for ultimate convenience. The finished lower level offers exceptional additional living space with a large recreation room, a second laundry room featuring a Miele washer and dryer, and a three-piece bathroom. Step outside to your own private backyard oasis, where a sparkling saltwater pool and beautifully landscaped gardens create the perfect escape. This exceptional home combines luxury, comfort, thoughtful design, and an unbeatable location--an opportunity not to be missed. (id:5764)

105 WHITTINGTON Place, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$2,950,000
4 Beds 5 Baths 40855885 MLS® #
Some homes impress with their interiors. Others with their setting. Rarely do you find one that delivers both quite like this. Tucked into a quiet court and set against a spectacular mature ravine in the heart of River Oaks, this exclusive model offers over 6,000 sq ft of finished living space and a remarkable combination of privacy, scale and timeless sophistication. Generous principal rooms unfold across a light-filled main level, from elegant living and dining rooms to a 25-ft kitchen with custom cabinetry and premium built-in appliances and a separate family room with fireplace. At the rear, a nearly 22-ft sun room with skylights and fireplace draws your eye to the greenery beyond. Upstairs, the impressive primary retreat spans almost 30 ft and is joined by three generous bedrooms and a substantial private office with its own fireplace. The lower level is made for entertaining, with a large recreation room and wet bar, gym, full bath, winecellar, separate tasting room and walk-up to the backyard. But step outside and the character of this property changes completely. More private resort than backyard, a series of outdoor living spaces unfolds against the ravine. A sparkling pool and hot tub anchor the setting, surrounded by extensive hardscaping and an elevated deck for dining and BBQs. A covered pergola creates an intimate outdoor lounge, while a separate terracetucked among the trees offers another quiet escape. Mature landscaping wraps around it all, creating remarkable privacy and a backdrop that changes with the seasons. All this in one of Oakville's most established family neighbourhoods, surrounded by parks and trails and close to highly regarded public and private schools. A home where exceptional space, remarkable privacy and the natural beauty of its ravine setting come together in one of River Oaks' most desirable locations. (id:5764)

324 OAKRIDGE Court, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$1,650,000
4 Beds 2 Baths 40850414 MLS® #
Rare opportunity to secure a premium 60' x 125' lot (approximately 7,513 sq. ft.) in one of Southeast Oakville's most prestigious and highly sought-after neighbourhoods. Surrounded by luxury custom homes valued at $3M+, this property offers exceptional potential to build your dream custom residence, complete a full renovation, or update and hold as an investment property. Situated on a quiet, mature, tree-lined street, this prime location is just minutes from Lake Ontario, Downtown Oakville, top-rated public and private schools, parks, waterfront trails, shopping, restaurants, Oakville GO Station, and provides quick access to the QEW and Highway 403. The generous lot size, established neighbourhood, and continued luxury redevelopment make this an outstanding opportunity for builders, investors, renovators, and end users alike. Whether you're envisioning a spectacular new custom home, a high-end renovation, or a long-term investment in one of Oakville's strongest luxury markets, the possibilities here are endless. (id:5764)

1405 CONSTANCE Drive, Oakville

Listing courtesy of ROYAL LEPAGE SIGNATURE REALTY.

$1,699,000
4 Beds 4 Baths 40851357 MLS® #
For the past 17 years, this home has been the backdrop to one family’s story. It has seen first steps, birthday celebrations, family dinners, homework at the kitchen table, toys scattered across the floors, busy mornings, quiet evenings, and all the beautiful moments that come with raising a family. This home has truly been lived in and loved. Located in the sought-after Lakeshore Woods community of Bronte, this spacious home offers the perfect blend of elegance, comfort, and everyday family living. The main floor welcomes you with beautiful hardwood floors, a thoughtfully designed kitchen with antique-glazed cabinetry, granite countertops, a butler’s pantry, glass cabinetry, and a wine rack. The kitchen opens to the spaces where life happens, family meals, conversations, and gatherings with the people who matter most. The family room is the heart of the home, featuring soaring ceilings, a beautiful palladium window, Romeo and Juliet balcony, built-in entertainment unit, and a double-sided fireplace shared with the adjoining office. The primary suite includes a generous walk-in closet, additional storage, and a spa-inspired ensuite complete with a soaker tub, separate glass shower, and double vanity. Three additional bedrooms provide plenty of room for children, guests, or a home office. Downstairs, the finished lower level provides even more space to spread out. Two recreation areas, built-in entertainment units, a gas fireplace, and wet bar. Outside your door, enjoy everything that makes Bronte such a special place to call home. Spend weekends exploring Bronte Harbour and the waterfront, walking the trails at Bronte Creek, enjoying Shell Park, or taking advantage of Oakville’s incredible parks, recreation, restaurants, and amenities. Families will appreciate being close to respected local schools. 3256 Raspberry Bush Trail is more than a beautiful home. It is a home that has already held a lifetime of memories, and it is ready to welcome the next family. (id:5764)

3256 RASPBERRY BUSH Trail, Oakville

Listing courtesy of Keller Williams Edge Realty.

$2,149,000
4 Beds 5 Baths 40852178 MLS® #
A rare opportunity to own an exceptional ravine property in the heart of Westmount. Set on one of the neighbourhood's most coveted ravine-rimmed streets, this impressive 3,000 sq ft residence backs directly onto the ravine, offering a remarkable setting where privacy, nature, and family living come together. Designed with generous principal rooms and an effortless flow, the main level features formal living and dining rooms, a spacious kitchen with adjoining breakfast area, and a spectacular double-storey great room that serves as the heart of the home. A mezzanine loft overlooking the great room provides the perfect space for a home office, library, or quiet retreat. The upper level offers four spacious bedrooms and the rare convenience of three full bathrooms, an ideal layout for growing families. The fully finished walk-out basement extends the living space with a recreation room, games area, exercise room, and a full bathroom. With its versatile layout, it could easily accommodate a fifth bedroom, home theatre, guest suite, or multigenerational living. Location is everything, and few can rival this one. Situated in the heart of Westmount, the home is within walking distance of highly regarded schools, parks, trails, shopping, and everyday amenities, while remaining just minutes from Oakville Trafalgar Memorial Hospital, GO Transit, and major commuter routes. Outstanding homes begin with outstanding locations, and this is one of Westmount's finest-a premium ravine setting offering the perfect balance of natural beauty, family comfort, and everyday convenience. (id:5764)

2380 WOODCREST Drive, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$3,265,000
4 Beds 3 Baths 40851384 MLS® #
Welcome to this exceptional, completely rebuilt and renovated detached bungalow nestled in one of Southeast Oakville's most sought-after neighborhoods. Set on a rare, oversized lot, one of the largest on the street, this 3+1 bedroom, 3-bathroom home offers approximately 3,000 square feet of beautifully finished living space designed for comfort, elegance, and functionality. Step inside to discover soaring cathedral ceilings, an open-concept layout filled with natural light, and a seamless blend of luxury and warmth. The custom kitchen with high-end appliances flows effortlessly into the spacious living and dining areas, perfect for entertaining or everyday living. A private primary suite with a 150 square foot addition features a spa-inspired ensuite and serene views. The fully finished walk-out basement includes a large lower-level living area, guest bedroom with walkout, full bathroom, and generous storage, ideal for extended family, a home office, or nanny/in-law suite. Step outside to your expansive deck, ideal for summer gatherings and outdoor dining. The professionally landscaped yard is equipped with a full irrigation system, making lawn and garden maintenance a breeze. Located in prestigious Southeast Oakville, this home is surrounded by top-rated schools, mature trees, and quiet, family-friendly streets, offering a rare combination of privacy and convenience. (id:5764)

201 TRELAWN Avenue, Oakville

Listing courtesy of The Agency.

$3,949,000
4 Beds 5 Baths 40851190 MLS® #
This completely renovated contemporary residence represents the pinnacle of modern design and sophisticated living in one of Oakville's most desirable locations of Old Oakville. Every detail of this 4 Bedroom | 4+1 Bathrooms | 4,819 Sq Ft Finished Living Space has been meticulously reimagined to deliver an unparalleled standard of quality and craftsmanship.The highly functional main floor plan centers around an exceptionally sleek kitchen open to the Great Room with gas fireplace and walk out to the resort style backyard and pool.The kitchen is outfitted with luxury high-end appliances, an oversized island seating eight, and an additional peninsula for casual entertaining in the bar area. Adjacent to the kitchen, is a walk in pantry with an additional dishwasher and fridge. Not to be missed is the impressive temperature-controlled wine room accommodates approx 1,000 bottles-a striking feature for the discerning entertainer.A versatile family room/main floor bedroom with ensuite which can be used as a principal bedroom or guest suite, laundry room, walk-in main closet for storage and access to oversized double car garage.The 2nd level principal suite is a private sanctuary featuring juliette balcony, gas fireplace, two walk-in closets and a spa-inspired ensuite with heated floors, walk-in shower, and a standalone soaking tub.Two additional spacious bedrooms each with their own ensuites complete the level.Not to be missed is the finished lower level room with added storage in the pantry and crawl space area.The backyard is an entertainer's paradise, showcasing a saltwater pool, two expansive patio areas, two gazebos with a gas fire table, and premium Dutch-imported artificial turf that remains lush year-round with zero maintenance.Ideally situated steps from Whole Foods Market, Oakville GO Train, for seamless transit connectivity, and the Oakville Trafalgar Community Centre this extraordinary property offers both refined luxury & everyday convenience. LUXURY CERTIFIED (id:5764)

287 MACDONALD Road, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$3,498,000
4 Beds 5 Baths 40848426 MLS® #
Tucked away on a quiet dead-end crescent on one of Bronte's best streets, this custom-built home blends thoughtful design and family-friendly living. It is steps from a park and playground, and within walking distance of Bronte's renowned restaurants, waterfront, and marina.Offering over 3,500 square feet above grade, plus a newly finished basement (2026), every inch has been designed for everyday living and effortless entertaining. A formal foyer creates a beautiful first impression, opening to an elegant living room and private main floor office.The heart of the home is an impressive chef's kitchen with premium appliances, an oversized centre island, and exceptional storage. A butler's pantry seamlessly connects the kitchen to the walk-in pantry and formal dining room. A generous breakfast area flows into the inviting family room, featuring a warm gas fireplace.Designed as an extension of the living space, the professionally landscaped backyard was transformed by ProScape Land Design into a private outdoor retreat. It features a covered dining area with a built-in BBQ, tiered seating beneath a pergola, and a private putting green.Upstairs, the layout offers privacy for everyone. The primary suite is a true retreat with a spa-inspired ensuite and a spacious walk-in closet. Two secondary bedrooms share a beautifully appointed Jack-and-Jill bathroom, while the fourth bedroom enjoys its own private ensuite.The newly completed lower level expands the living space with beautifully finished recreation areas, a custom built-in bar with beverage and wine refrigerators, a wine display, extensive built-in cabinetry, a dedicated home gym, and a convenient two-piece bathroom.From its exceptional custom design and family-friendly layout to its magazine-worthy backyard and unbeatable Bronte location, this home is a fantastic opportunity in one of Oakville's most cherished neighbourhoods. (id:5764)

2458 MEADOWOOD Crescent, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$1,649,000
4 Beds 5 Baths 40849838 MLS® #
Welcome to 285 Surrey Drive, a beautifully updated home in the heart of Bronte—one of Oakville’s most sought-after neighbourhoods known for its lakeside lifestyle, walkability, and strong sense of community. Located on a quiet, family-friendly street south of Rebecca, this 4-bedroom, 4- bathroom home sits on a private, fully fenced 60 x 100 ft lot and offers excellent curb appeal with a striking stucco and brick exterior. The main floor features a bright, open-concept layout with large windows that fill the space with natural light. Spacious living and dining areas flow into a well-designed kitchen with a large island, perfect for everyday living and entertaining, complete with a NEW dishwasher. The family room includes a double-door walkout to the backyard, and a convenient 2-piece bathroom completes the main level. The upper level offers three bedrooms, including one with a 2-piece ensuite, along with an additional 4-piece bathroom. The second level is dedicated to the primary retreat, featuring a walk-in closet and a beautifully updated 4-piece ensuite. The lower level provides additional living space with a cozy family room or potential 5th bedroom, a 3-piece bathroom, and a large laundry room with plenty of storage. Ample parking with space for three vehicles in the driveway and two in the garage. Enjoy the best of Bronte living just minutes to the lake, waterfront trails, Bronte Harbour, parks, GO Train, schools, and shopping. A great opportunity to live in a quiet, established neighbourhood close to everything. (id:5764)

285 SURREY Drive, Oakville

Listing courtesy of Real Broker Ontario Ltd..

$1,249,000
4 Beds 2 Baths 40846639 MLS® #
Welcome to this lovingly maintained 4 bed, 2 bath, 4 level side split, offered for sale for the first time in 35 years. Nestled on a large pie shaped lot in one of Bronte's most sought after family neighbourhoods, this home backs onto peaceful greenspace and offers the perfect combination of privacy, comfort and everyday convenience. With approximately 1,739 sq. ft. above grade, the functional multi-level layout provides generous living space for growing families. The updated kitchen serves as the heart of the home and flows seamlessly into the main living areas. The four bedroom layout offers flexibility for families, guests or those working from home. Pride of ownership is evident throughout, with quality updates and exceptional care over the years. A durable steel roof, installed approximately 12 years ago, provides lasting peace of mind. Step outside to enjoy the private backyard retreat featuring a large composite deck, poured concrete patio, 2 outdoor sheds and mature trees, creating an ideal setting for relaxing, entertaining or simply enjoying the tranquil green-space behind. Gas hook-up for BBQ in backyard. Located just minutes from parks, walking trails, schools, shopping, recreation facilities and the lake, this established Bronte community is known for its welcoming atmosphere and exceptional family appeal. A rare opportunity to own a meticulously cared for home in one of Oakville's most desirable neighbourhoods. (id:5764)

495 TIPPERTON Crescent, Oakville

Listing courtesy of Keller Williams Edge Realty.

$2,150,000
4 Beds 3 Baths 40846782 MLS® #
Luxury lakeside living in Bronte’s coveted Schooner’s Reach. Completely reimagined, this freehold townhome offers beautifully renovated, low-maintenance living just steps to the lake, marina and vibrant shops and restaurants of Bronte Village. When your home feels larger than you need and upkeep begins to take more than it gives back, the idea of change becomes compelling. Here, you have the space you want with none of the demands you don’t. The main level features wide-plank flooring, expansive sightlines and a refined redesign throughout. The kitchen includes custom cabinetry, quartz surfaces, integrated wall ovens, gas cooktop and two-tone finishes. Additional windows enhance natural light in the family room, while patio doors lead to a large private terrace, ideal for outdoor dining or relaxed evenings under the stars. A rebuilt staircase across all three levels with hardwood treads and modern railings serves as a striking architectural feature. Pot lighting, contemporary fixtures and under-cabinet lighting add warmth and function. The second level offers three flexible rooms suited to bedrooms, office or living space. One larger room works well as a lounge or workspace, while still allowing for two additional bedrooms. A renovated full bath and laundry complete the level. The third floor is dedicated to a private primary retreat with a spacious bedroom, custom dressing area, three walk-in closets, a five-piece ensuite and its own balcony. A flexible lower level provides space for a home office, gym or media room, along with storage and interior access to the double garage. Membership in the Schooner’s Reach Owners Association, currently $150 per month, includes lawn care, landscaping, spring and fall cleanups, snow removal and seasonal window cleaning, along with a private tennis court and shared greenspace. A lock-and-go lifestyle in a friendly, freehold lakeside community. (id:5764)

63 TRADEWIND Drive, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..