Oakville Real Estate | Oakville Homes with a Pool for Sale

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.

16 Colonial Crescent, Oakville

$1,849,900

3 Beds ⋅ 3 Baths ⋅ W13773492 MLS

Discover this beautifully upgraded bungalow in one of Oakville's most desirable locations, just a short walk to Kerr Village and downtown Oakville. Thoughtfully designed for easy, comfortable living, the home offers a bright open-concept layout with a modern kitchen overlooking spacious living, dining, and family areas, perfect for everyday life and entertaining (two dishwashers!).The main level features two bedrooms and 1.5 baths, with the flexibility to create a private primary retreat. The finished basement adds valuable living space for guests, a home office, hobbies, or family time. Outside, the beautifully landscaped backyard is a true extension of the home, complete with a built-in pool added in 2020. It's a wonderful setting for summer afternoons, relaxed evenings, and entertaining friends and family. An ideal opportunity for downsizers looking to enjoy single-level living without giving up space, a finished basement, or a beautiful backyard. Equally well suited to a young family, this is a home that offers flexibility for years to come. With its thoughtful updates, inviting layout, private outdoor space, and walkable location close to shops, restaurants, parks, and the lake, this is a rare opportunity in the heart of Oakville.

278 Carolyn Drive, Oakville

$1,988,000

6 Beds ⋅ 4 Baths ⋅ W13773220 MLS

Welcome To This Bright And Spacious 4-Bedroom, 3+1-Bath Detached Family Home On A Quiet, Tree-Lined Cul-De-Sac In Coveted Southwest Oakville, South Of Rebecca. Set On An Impressive Approx. 77' X 137' Lot Backing Onto 14 Mile Creek With No Direct Rear Neighbours, This North-South-Facing Property Offers Exceptional Privacy, Abundant Natural Light, No Sidewalk, A Rare 3-Car Garage And Parking For Up To 9 Vehicles. The Airy Open-Concept Layout Is Ideal For Everyday Living And Entertaining. At Its Heart Is A Gourmet Kitchen Featuring A Large Granite Island, Double Wall Ovens, Induction Cooktop And Soft-Close Cabinetry, Opening To A Sun-Filled Breakfast Area With Expansive Windows And Patio Doors To The Backyard. Step Outside To A Private Resort-Style Oasis With A Large Covered Deck, Multiple Entertaining Areas, A Beautifully Maintained Fenced Inground Pool, Pergola And Dedicated Pool Equipment/Storage Building. The Finished Walk-Up Basement Has A Separate Entrance And Offers A Spacious Recreation Room With Gas Fireplace, 2 Office/Flex Rooms And A 3-Piece Bath-Perfect For Working From Home, Extended Family Or Guests. Recent Updates Include Fresh Premium Interior Paint, Updated Bathroom Vanities And Faucets, Custom Laundry Cabinetry With Quartz Counters, 2024 Furnace And Humidifier, Plus A New Pool Pump And Cover. Walk To Lake Ontario, Parks, Appleby College And Highly Rated Thomas A. Blakelock High School; Minutes To Coronation Park, Bronte Village And Harbour, Downtown Oakville, GO Transit, Shopping, Dining And The QEW. A Rare Lifestyle Opportunity In One Of Oakville's Most Desirable Neighbourhoods!

224 Valleyview Court, Oakville

$1,799,000

5 Beds ⋅ 4 Baths ⋅ W13772082 MLS

Beautiful 4-bedroom, 4-bath detached home in the highly desirable Glen Abbey community of Oakville. This well-maintained residence features a spacious layout with bright living areas, smooth ceilings, a cozy family room with a fireplace, and a finished basement with a home theatre, offering additional space for family entertainment. The private backyard oasis is perfect for summer enjoyment, featuring an in-ground pool, outdoor BBQ area, serving table with a working sink, hot/cold water access, and an extensive inground sprinkler system. The home has been thoughtfully upgraded with a 200-amp electrical panel, enhanced insulation, LED pot lights, updated mechanical systems, pool equipment, upgraded storage solutions, and more. Conveniently located near top-rated schools, parks, trails, golf courses, shopping, and major highways. A wonderful opportunity to own a beautiful family home in one of Oakville's most sought-after neighbourhoods. Offers to be reviewed on 22nd Sept, 2026 at 7 pm.

1171 Fairmeadow Trail, Oakville

$1,695,000

5 Beds ⋅ 5 Baths ⋅ W13771842 MLS

Welcome to 2796 Teak Crescent, a beautifully appointed 4+1 bedroom, 3 full and 2 half bath home offering approximately 4,547 sqft of finished living space in the sought-after Clearview community of Oakville. Surrounded by family-friendly amenities, this exceptional home blends timeless elegance with thoughtful updates and everydayfunctionality.The main floor welcomes you with a dedicated office, formal living and dining areas, and an inviting family room featuring a gas fireplace, custom built-ins, and beautiful coffered ceilings. The gourmet kitchen is designed for both entertaining and family life, showcasing stainless steel appliances, a gas stove and double oven, generous cabinetry, and a bright breakfast area with a large sliding-door walk-out to the expansive deck and private backyard.Enjoy summer days by the beautiful pool, with a convenient shed providing additional storage.Everyday family life is made easy with a functional main-floor laundry room offering direct access to the double-car garage, along with custom built-ins that provide an organized drop zone for coats, shoes, backpacks and everydayessentials.Upstairs, the spacious primary retreat features custom built-ins, a walk-in closet and an updated 5-piece ensuite designed for relaxation. The additional bedrooms are generously sized, providing plenty of room for growing children or teens, with one bedroom enjoying its own 2-piece ensuite. Plus, a separate 4-piece family bathroom.The finished basement features a bedroom, 3-piece bathroom, spacious recreation room, plenty of storage and acold room. Perfect for teens looking for their own space, overnight guests, movie nights, a playroom or a futurehome gym.Located close to excellent schools, shopping, dining and major highways, this family-friendly home offers the rare combination of space, functionality and an incredible location. A home designed to grow with you and plenty ofroom for everyone to call their own.

2796 Teak Crescent, Oakville

$3,250,000

5 Beds ⋅ 6 Baths ⋅ W13771750 MLS

EXCEPTIONAL RIVER OAKS RETREAT WITH A PRIVATE BACKYARD OASIS BACKING ONTO LIONS VALLEY PARK AND SIXTEEN MILE CREEK! RARE THREE CAR GARAGE! Situated on a quiet cul-de-sac, this impressive residence delivers an exceptional lifestyle where everyday living feels like a private resort. The professionally landscaped backyard is the showpiece, featuring an inground pool framed by a natural stone surround, raised TimberTech composite deck (2020), lush gardens, mature trees, and towering cedars creating an extraordinary sense of privacy. With direct access to Lions Valley Park and Sixteen Mile Creek, this is a spectacular setting for summer entertaining, poolside gatherings, outdoor dining, and relaxed family living. Inside, the main level offers a living room with soaring 18' decorative ceiling and gas fireplace, elegant dining room, den with vaulted ceiling, and a dedicated home office. The stunning gourmet kitchen features refinished maple cabinetry (2019), granite countertops, stainless steel appliances, pantry, centre island, and bright breakfast area with built-in dining table and walkout to deck. The primary bedroom offers two walk-in closets and a five-piece ensuite renovated in 2025 with a glass shower, dual sinks, and dual toilets. The professionally finished walkout lower level offers excellent potential for an in-law or nanny suite. Highlights include 9' ceilings throughout all three levels, hardwood staircase (2025), windows (2019), front and back doors (2015), furnace and central air (2020), roof replacement with an outdoor heating element on lower roof (2015), inground sprinkler, and incredible curb appeal with an attractive stone and brick exterior. Close to trails, Sixteen Mile Sports Complex, private schools, shopping, restaurants, Glen Abbey Golf Club, transit, highways, and GO Train. A rare opportunity to enjoy exceptional family living, a resort-inspired backyard, and a remarkable sense of privacy in one of River Oaks' most coveted settings.

1036 Valley Crest Circle, Oakville

$1,945,000

5 Beds ⋅ 5 Baths ⋅ W13767326 MLS

Situated on a quiet circle in Oakville's sought-after Westmount enclave, this exquisite detached residence boasts a massive rear yard with an inground saltwater pool and falls within the boundary for Ontario's #1 ranked high school. Set on a premium pie-shaped lot with custom hardscaping and a pool house, this carpet-free home opens into a light-filled main floor featuring a dedicated office, formal dining room, and a chef's maple kitchen equipped with quartz counters, a central island, and a double-oven gas stove. Upstairs beneath a central skylight, the primary retreat features a fireplace, walk-in closet, and a 5-piece ensuite, accompanied by a second suite with its own newly updated 3-piece bath. Finished basement with rec room, games area,hobby room and gym with above grade windows for natural light. Newer roof, upgraded security, and a newly repaved double driveway with French curbs, this turn-key luxury property sits steps from scenic trails, Oakville Hospital, and major transit options-click the virtual tour link for the full interactive walk-through experience. Updates: pool liner (2024), roof (2024), AC (2019), repaved drive with french curbs (2025), security system (2024).

2283 Briargrove Circle, Oakville

$9,180,000

6 Beds ⋅ 5 Baths ⋅ W13765232 MLS

Gracefully located at the foot of Trafalgar Road in the heart of prestigious Old Oakville, this extraordinary lake view estate presents a rare opportunity to own one of the area's most distinguished residences. Set on an expansive 155' x 104' property, the home enjoys breath taking views of Lake Ontario, offering ever-changing waterfront vistas, spectacular sunrises, and an unparalleled lifestyle just steps from the town's vibrant downtown core. Steeped in history and meticulously transformed into a magnificent custom residence, this approximately 10,000 sq. ft. home spans three levels of refined living space. Featuring six spacious bedrooms and nine luxurious bathrooms, every detail has been thoughtfully designed to blend timeless elegance with modern comfort. The grand interior showcases soaring ceilings, a custom chef's kitchen, sophisticated entertaining spaces, and designer finishes throughout. Exceptional amenities include a private elevator, walk-in wine cellar, fully equipped fitness area, loft space, and a walk-out lower level ideal for extended family, guests, or a nanny suite. The home's striking exterior seamlessly blends timeless architectural character with refined modern updates. Natural stone and wood exterior finishes create an elegant façade that complements its coveted waterfront setting. The expansive, maturely landscaped grounds provide exceptional privacy while maximizing lake views from multiple outdoor vantage points. It boasts your own private putting green, a fire pit area, expansive deck/entertaining area including a pizza oven and gorgeous salt water pool with a captivating water fall. Beyond the home, residents enjoy an enviable walkable lifestyle with immediate access to the lakefront, marina, scenic trails, parks, boutique shopping, cafés, and fine dining. Combining historic character, exceptional craftsmanship, and a premier waterfront-adjacent location, 26Trafalgar Road represents luxury Oakville living at its finest.

26 Trafalgar Road, Oakville

$3,359,000

5 Beds ⋅ 6 Baths ⋅ W13765006 MLS

Welcome to this exceptional custom-built residence where luxury, comfort, and thoughtful design come together. Offering 4+1 spacious bedrooms, 5 full bathrooms, and a convenient main-floor powder room, this home is perfectly suited for both family living and entertaining. The heart of the home features a stunning chef's kitchen equipped with premium JennAir appliances, including a sleek induction cooktop, blending style and performance for everyday cooking and special occasions alike. Designed for year-round comfort, the home includes forced-air heating, central air conditioning, a tankless water heater, and a central vacuum system. The primary ensuite provides a spa-like retreat with a luxurious heated bathroom floor, while the fully finished basement features radiant heated floors for added warmth and comfort. Step outside to your own private backyard oasis featuring a heated saltwater pool, underground sprinkler system, and a covered rear porch-perfect for relaxing or entertaining throughout the seasons.Additional premium features include vinyl windows, custom remote-controlled blinds, and a double-car custom-finished garage complete with built-in storage and remote door openers. A rare combination of elegance, efficiency, and modern convenience, this outstanding property offers an elevated lifestyle in every detail.

1189 Tisdale Street, Oakville

$2,449,000

5 Beds ⋅ 5 Baths ⋅ W13762746 MLS

Discover luxury living in this Branthaven executive home in Oakville's prestigious Bronte Creek neighbourhood, just steps from trails, Colonel William Woods Park, & Bronte Creek Provincial Park-ideal for hiking, biking, & family adventures. This exceptional Bronte Creek real estate gem sits on a re-landscaped lot with a stone & stucco facade, stone tile walkways, manicured gardens, soffit lighting, & a private backyard oasis featuring a saltwater pool, sheer descent waterfall, & extensive stone patio for outdoor entertaining. Inside, over 5,000 sq. ft. of upgraded living space includes 4+1 bedrooms, 4.5 bathrooms, & a professionally finished basement (2020) with a recreation room, wet bar, glass-enclosed gym, a fifth bedroom, & a modern 3-piece bath. Elegant finishes-wide-plank hardwood floors, crown mouldings, designer tiles, custom cabinetry, custom blinds, California shutters, & stone countertops-are complemented by 9-foot ceilings & expansive windows. The main level offers formal living & dining rooms, a custom kitchen with premium appliances, a dramatic two-storey family room with fireplace, a private office, a dream laundry room & chic powder room. Upstairs features 4 spacious bedrooms & 3 spa-like bathrooms, including a primary retreat with a 5-piece ensuite boasting a lavish soaker tub & separate glass shower. Recent upgrades include 2 updated upstairs bathrooms, new second level laminate floors & baseboards, 100 new pot lights, updated fire stones in the electric fireplace, integrated wall vents, designer feature wall in the dining room, fresh paint, new door hardware, & a Tesla charger added to the garage. Located minutes from top-rated schools, shopping, restaurants, Oakville Trafalgar Hospital, & major highways, this showpiece family home in Bronte Creek offers luxurious living in a prime Oakville location.

3456 Liptay Avenue, Oakville

$1,239,900

3 Beds ⋅ 3 Baths ⋅ W13762134 MLS

253 Gatwick Drive, Oakville

$3,850,000

4 Beds ⋅ 4 Baths ⋅ W13761476 MLS

Set on a beautiful 100' x 136' lot in Prestigious Olde Oakville, this exceptional family home offers 4,752 sq ft of total living space of refined timeless design & impeccable craftsmanship all just a short stroll to Downtown Oakville, the lake, and some of Oakville's most sought-after schools. classic brick exterior, solid wood front door, and towering mature trees create a warm and elegant first impression. This home exudes an inviting aesthetic that feels made for family living and effortless entertaining.The kitchen features top-of-the-line appliances, two Miele dishwashers, dual walk-in pantries, water filtration system, three sinks including a coffee station/wet bar, and an oversized island that comfortably gathers family and friends for everything from casual breakfasts to holiday celebrations. The adjoining dining room is anchored by a charming wood-burning fireplace, while the spacious family room, also with a wood-burning fireplace, opens seamlessly to the private backyard, creating an ideal indoor-outdoor connection. Enjoy sunny south exposure, a sparkling saltwater swimming pool(liner/pump/heater 2024), Maibec deck with sleek glass railings, and a beautiful stone patio ideal for summer dining and lounging. Despite the impressive outdoor amenities, there remains abundant green space for children to play and the whole family to gather. The functional mudroom and sophisticated main floor den complete the thoughtfully designed main level. The second floor is equally impressive, highlighted by a luxurious primary retreat with its own gas fireplace, walk-in closet, custom built-in storage, and five-piece ensuite with heated flooring. Three additional generously sized bedrooms and a beautifully appointed full bathroom provide ample space for a growing family. Finished to the highest standards, this extraordinary residence offers the rare combination of timeless style, family-focused functionality, and an unbeatable Olde Oakville location. Welcome Home.

528 Michael Terrace, Oakville

$1,598,000

5 Beds ⋅ 4 Baths ⋅ W13760100 MLS

Welcome To 1305 Monks Passage Rd - A Stunning Executive Family Home Nestled On A Rare Corner Lot In The Heart Of Prestigious Glen Abbey, One Of Oakville's Most Sought-After Communities! Surrounded By Mature Trees With Beautiful Southwest Exposure, This Is The Private Backyard Retreat You've Been Waiting For! | KEY HIGHLIGHTS: 4 Bedrooms | 3.5 Bathrooms | Over 3,000 Sq Ft Of Total Finished Living Space | Rare Corner Lot With Exceptional Space & Openness | Quiet, Family-Friendly Street | Over $48K In Recent Upgrades! | OUTDOOR LIVING: Stunning saltwater inground pool perfect for summer enjoyment. Newly built backyard deck designed for entertaining and relaxation. Beautifully landscaped yard with mature trees offering exceptional privacy and seasonal blooms. A true backyard lifestyle property - ideal for family gatherings all season long! | INTERIOR FEATURES: Large principal rooms with excellent flow and abundant natural light. Main floor den/office - ideal for working from home. Bright kitchen with newer built-in cooktop, premium range hood & refrigerator. Generously sized bedrooms with flexible usage options. Renovated second-floor main bathroom. Upgraded basement offering additional living space. | RECENT UPGRADES: Renovated Main Bath ($20K) | Premium Kitchen Appliances & Range Hood ($12K) | New Backyard Deck ($5K) | Basement Upgrade ($5K) | Pool Heating System ($4K) | Roof Insulation Enhancement ($2K) | PRIME LOCATION: Walking distance to top-ranked Ontario schools. Minutes to Glen Abbey Golf Course, parks, trails, Oakville Hospital, shopping & community centres. Quick access to QEW & Hwy 403 for effortless commuting. | The Perfect Family Home Combining Luxury, Privacy & Unmatched Lifestyle In Glen Abbey. Don't Miss This Exceptional Opportunity!

1305 Monks Passage, Oakville

$2,199,000

6 Beds ⋅ 5 Baths ⋅ W13758868 MLS

Absolutely Stunning Executive Family Home Where Refined Design Meets Resort-Inspired Living In The Estates Of Joshua Creek. Extensively Renovated, This Exceptional Family Home Offers A Reimagined Open-Concept Floor Plan, Beautifully Connected Principal Rooms And Carefully Selected Designer Finishes. The Custom K-Design Kitchen Features Full-Height Cabinetry, Cambria Quartz Countertops, Jenn Air Built-In Appliances, A Wolf Gas Cooktop And An Adjacent Bar And Servery With Illuminated Display Shelving. Wire-Brushed Solid-Plank Hardwood, Elegant Lighting, Custom Millwork And Smart-Home Integration Continue Throughout. The Upper Level Offers Four Bedrooms, All With Ensuite Privileges, A Serene Primary Retreat With Custom His & Hers Closets And A Spa-Inspired Ensuite Featuring A Freestanding Neptune Tub, Custom Glass Shower, Double Vanity layered with Caesarstone countertops, Heated Tile Floors, And A Wall-Mounted Toilet. The Finished Lower Level Provides Additional Space For Recreation And Entertaining. Outside, The Private Backyard Oasis Features A Saltwater Pool With Triple Waterfall, Built-In Napoleon BBQ, Custom Gazebo With Gas Fireplace And Multiple Patio Areas. Complete With A Professionally Finished Garage, Detailed Landscaping And Natural Flagstone Curb Appeal, This Turnkey Home Is Minutes From Top-Rated Schools, Parks, Trails, Shopping, Transit And Major Highways.

2234 Lyndhurst Drive, Oakville

$2,799,000

4 Beds ⋅ 4 Baths ⋅ W13755078 MLS

Welcome to this exceptional upscale residence set on a sprawling 75 x 150 ft lot in prestigious Coronation Park. A 10-minute walk to Coronation Park on Lake Ontario and minutes to Bronte Harbour and Village, Oakville Harbour and downtown Oakville, for upscale shopping and restaurants. A 5-minute drive to the QEW and Bronte GO Station for commuters. Showcasing outstanding curb appeal with a stucco and stone façade, deluxe mouldings, professional landscaping, a stone walkway, covered flagstone porch and an extra-long driveway to a triple (tandem) garage, the home transitions seamlessly to a private backyard oasis-an entertainer's dream with upgraded stone patios, a custom saltwater pool with armour stone waterfall, lush gardens, multiple seating areas and ultimate privacy with mature trees. Offering 4 spacious bedrooms, 3.5 bathrooms and a professionally finished walk-up basement, the interior exudes refined craftsmanship with exotic hardwood floors, smooth ceilings, rounded drywall corners, crown mouldings, custom cabinetry, an impressive floating staircase, and abundant natural light. Highlights include a grand dining room, a dramatic family room with a cathedral ceiling, a gas fireplace and walkout, a private office, and a chef's kitchen with custom cabinetry, granite counters, an oversized island and premium Viking appliances. Upstairs features four generous bedrooms and two lavish bathrooms, including the primary retreat with a spa-inspired ensuite offering a jetted tub and a glass shower. The walk-up basement impresses with a large recreation room, a games room with a fireplace, a media lounge, and a 3-piece bath-perfect for family living and entertaining.

1387 Willowdown Road, Oakville

$10,950,000

5 Beds ⋅ 7 Baths ⋅ W13754954 MLS

Experience breathtaking, panoramic views from this stately lakefront estate, a true sanctuary of elegance and tranquility. Nestled on an expansive 3/4 acre lot, this rare gem boasts an impressive 100 feet of private lake frontage with riparian rights, ensuring unobstructed access to the shimmering waters of Lake Ontario. Spanning 5,800 sq. ft. (excluding the basement), this residence is designed for those who appreciate refined living and timeless sophistication. Step through the grand foyer into an atmosphere of classic luxury, where generous principal rooms flow effortlessly, highlighted by exquisite hardwood flooring and elegant finishes. Two stunning solariums maximize the lake's mesmerizing vistas, creating sun-drenched spaces perfect for relaxation and entertaining. The gourmet kitchen is a chef's dream, featuring a sprawling marble-topped island and an open layout designed for both functionality and style. Upstairs, five spacious bedrooms await, including the lavish primary suite, a private retreat with His & Hers walk-in closets and a spa-like 6pc ensuite bath. A versatile bonus room above the garage offers the perfect hideaway for a teen retreat, nanny suite, or home office. Outdoors, the beautifully landscaped backyard is an entertainer's paradise, complete with a sparkling inground pool, a picturesque patio, and the lake's serene backdrop enhancing every moment. A private gate leads directly to the lush surroundings of Gairloch Gardens, adding to the home's enchanting setting. Located in one of Oakville's most prestigious neighbourhoods, this exceptional property is just minutes from top-rated schools, fine dining, and the boutique shopping of Downtown Oakville. A rare opportunity to own a piece of lakeside luxury.

16 Ennisclare Drive W, Oakville

$4,898,000

5 Beds ⋅ 7 Baths ⋅ W13754410 MLS

Tucked away on a private road, south of Lakeshore, neighbouring distinguished Appleby College, The Enclave offers a blend of luxury, privacy, & timeless design in one of Oakville's most coveted neighbourhoods. Situated on the largest of only 5 lots of unparallelled privacy. Flanked to the west is Appleby College's soccer fields, and putting green to the south. Showcasing over 6,800sqft of exquisitely finished living space w 10' ceilings on all levels. Extensive custom millwork, & intricate wall panelling create an atmosphere of sophistication throughout. Custom 'Top Notch' Cabinetry features a 13ft island w walnut base, 2 dishwashers, 6 burner gas range with 2 ovens, & built-in work space for studies. 2nd lvl is anchored by an impressive primary retreat featuring a spacious walk-in dressing room and a luxurious spa-inspired ensuite. Three additional generously proportioned bedrooms, each appointed with their own private ensuite bathroom, provide exceptional comfort & privacy for family and guests alike. fully finished lwr lvl is the perfect extension of the home's luxurious living space & features in-floor heating, a spacious 5th bdrm/office w custom built-in shelving w/a private ensuite, a dedicated theatre room, an expansive games and entertainment area with pool table and wet bar, & a striking glass-enclosed fitness studio. Outside, a resort-inspired backyard oasis awaits. Professionally landscaped gardens surround a Gibsan swimming pool, while multiple outdoor living spaces provide the perfect setting for relaxation and entertaining. Enjoy summer evenings beneath the covered flagstone terrace featuring an outdoor television, gas BBQ, and elegant dining area. Perfectly enveloped by one of Canada's most prestigious educational institutions, the lake, downtown Oakville, renowned dining, boutique shopping, and waterfront trails, this exceptional residence offers a rare opportunity to experience luxury living at its finest. This is a home that truly stands apart.

456 Lakeshore Road W, Oakville

$2,190,000

6 Beds ⋅ 3 Baths ⋅ W13751404 MLS

Gorgeous, recently updated bungaloft sits on an double-sized lot surrounded by mature trees in sought-after S.E. Oakville, offering outstanding privacy and potential to sever into two lots. Offering over 3,300 sqft. of finished living space, this spacious family home features a versatile layout with 2 bedrooms on the main level and 2 additional bedrooms upstairs, along with 2 full bathrooms. The recently renovated main floor showcases a bright and airy open-concept living and dining area, engineered hardwood flooring, solid wood doors, and a skylight that fills the home with natural light. At the heart of the home is the upgraded kitchen, featuring a large granite centre island, premium stainless-steel appliances, and plenty of space for family gatherings and entertaining. The primary bedroom offers a beautifully renovated ensuite completed in 2025. The fully finished lower level provides excellent potential for a private in-law suite, complete with a separate entrance, 2 additional bedrooms, a full renovated bathroom, an expansive recreation room anchored by a cozy gas fireplace-ideal for extended family, guests, teenagers, or a private work-from-home retreat. Step outside to an impressive private backyard oasis, highlighted by a large in-ground saltwater pool and mature landscaping. An expanded front porch enhances the home's curb appeal, while the recently upgraded interlock front walkway with integrated landscape lighting creates an inviting entrance. The repaved driveway accommodates 6+ vehicles, providing exceptional convenience for a larger household. Enjoy an exceptional family-friendly location just a short walk to top-rated Oakville Trafalgar HS and Maple Grove PS, with the lake, parks, and convenient shopping just steps away. A unique combination of space, privacy, location and future potential-enjoy this beautifully updated family home today while holding a substantial oversized property in one of South East Oakville's most desirable neighbourhoods.

2031 DUNCAN Road, Oakville

$1,299,999

4 Beds ⋅ 2 Baths ⋅ W13749916 MLS

Welcome to 2221 Wyandotte Drive in the heart of Bronte, Oakville, ON. As you enter this spacious, updated 3+1 bedroom, 2 bathroom home, you immediately have a feeling of serenity and calm. With a beautifully updated kitchen, engineered hardwood on the upper/main levels and finished lower level, you have all the space here that you will need. Situated in the centre of the community, walking distance to elementary schools, a private tennis club, playground,tracks and many other amenities, this detached back-split is a walker's paradise! The upper level features 3+1 bedrooms, one of which can function as a perfect home office with a view of the pool, as well as a 4-pc bath. On the main level you will find a grand kitchen and dining area with a large waterfall granite island, and large-sized family room. There are many options within this home which can be catered to your needs. Nature lovers will appreciate the hydrangeas and flowers that surround the large inground pool in this very private backyard.

2221 Wyandotte Drive, Oakville

$1,619,000

3 Beds ⋅ 2 Baths ⋅ W13746902 MLS

Nestled on a quiet, private street surrounded by mature trees and multi-million dollar custom homes lies this 75X152 Lot with a sprawling bungalow with over 2900 SQ FT of livable space ready for your personal touch.

1566 Venetia Drive, Oakville

$1,599,900

4 Beds ⋅ 2 Baths ⋅ W13742846 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.

1281 Lakeview Drive, Oakville

$2,280,000

5 Beds ⋅ 4 Baths ⋅ W13742366 MLS

Luxurious and Renovated 5 Bedrooms + Main Floor Office 3.5 Baths in Prestigious Glen Abbey! This stunning Mattamy 'Yorkshire' model features 3,791 sqft plus an additional 1,200 sqft of finished basement space. Fully transformed and meticulously maintained gem in the top-ranked Abbey Park High School district. Gorgeous dark hardwood floors flow throughout the main and upper levels. smooth ceiling and pot lights thru out main floor. The beautifully renovated dream kitchen boasts solid maple cabinets, gas stove, quartz countertops, breakfast bar, walk-in pantry and chef's desk with with illuminated display cabinets. Gorgeous family room with bow window, wainscoting,limestone fronted fireplace. convenient office on main floor with double door entry. a grand Scarlett O'Hara staircase illuminated by a large skylight leads to the upper floor, where you'll find 5 bedrooms and 3 full bathrooms. The massive primary suite includes a renovated bathroom with a free-standing bathtub, frameless glass shower, double sinks, and a massive walk-in closet. An adjoining bedroom which is open to master bedroom offers flexible and convenient space as a nursery, media room, or second office. renovated Jack-and-Jill bathroom with 2nd skylight.The finished basement, featuring new vinyl flooring, is perfect for entertainment with dedicated game, media w/ gas fireplace and exercise rooms. over 530sf unfinished storage room for all your stuff. entire house is freshly painted. Escape to your private summer retreat, featuring a refreshing 18'x36' pool with new pool heater and pump(23) and a deep diving end, an interlocking patio, a charming muskoka rock garden, and fruit trees and bushes including Raspberry, Prune and Peach. **EXTRAS** freshly painted(24),bsmt vinyl flooring(24),renewed kit.(24),W/D(23), pool pump(23),pool heater(23),Attic insulation(22), flooring & three bathrooms (16), Windows14, Roof 12, Pool Rebuilt13, Furnace W Hepa Filter 00/10, Ac 05.

1321 Monks Passage N/A, Oakville

$10,900,000

5 Beds ⋅ 4 Baths ⋅ W13738344 MLS

Situated on just over half an acre on the shores of Lake Ontario, 10 Brookfield Road is a truly exceptional waterfront property offering an extraordinary combination of views, privacy, recreation and year-round enjoyment. With unobstructed vistas of Lake Ontario from virtually every angle, the setting is as captivating as it is rare. The property's exceptional waterfront experience begins with riparian rights- the ultimate in waterfront living - and is highlighted by a detached boathouse with dedicated boat storage and a marine rail. Above, a spacious viewing deck and built-in gazebo create an ideal setting for entertaining, intimate gatherings, a lakeside bar or live music, all overlooking breathtaking panoramic views of the lake. Beyond the waterfront, an in-ground swimming pool and pool house with change rooms create a private, resort-like environment for summer entertaining and relaxed days at home. A parkette immediately to the east adds an exceptional sense of privacy, openness and seclusion rarely found in such a prominent waterfront setting. The natural topography creates distinct elevations and vantage points, allowing the home and outdoor spaces to fully embrace the lake. Inside, the spacious great room is designed for both everyday living and entertaining, complemented by an updated kitchen, walkout lower level and expansive windows that flood the home with natural light and showcase the views. Multiple walkouts provide seamless access to generous decks and outdoor entertaining spaces. Ideally located in close proximity to Lakeshore and Kerr Village, the property is also only a 15-minute walk to Downtown Oakville, offering convenient access to shops, restaurants, cafes and the vibrant village atmosphere. Whether enjoying a quiet morning overlooking the water, hosting friends poolside or launching a boat from the boathouse, 10 Brookfield Road is a truly rare waterfront offering. Luxury Certified.

10 Brookfield Road, Oakville

$1,199,000

5 Beds ⋅ 2 Baths ⋅ W13737256 MLS

Nestled on a quiet, family-friendly street in desirable Falgarwood, this beautifully maintained back-split offers over 1,800 sq. ft. of living space plus a fully finished basement. The renovated kitchen opens into a bright, welcoming living room featuring a cozy fireplace and custom built-ins-perfect for everyday living and entertaining.The spacious lower-level family room includes a gas fireplace and walkout to a private backyard retreat. Upstairs, you'll find a generous primary bedroom along with two additional bedrooms, while the lower level offers a fourth bedroom which can be used as an office. The finished basement adds even more flexibility with an additional bedroom and den.Set on a premium ravine lot, the backyard is a true oasis complete with a pool featuring a heat pump as well as a new liner (updated 2025), bi-level decks, gazebo, and shed, all surrounded by mature, professional landscaping. Additional recent upgrades include a new air conditioner installed in 2025, offering added comfort and peace of mind.Conveniently located close to top-rated schools, beautiful walk-in trails, shopping, and with easy highway access, this home combines comfort, space, and an unbeatable setting.

1266 Lakeview Drive, Oakville

$2,389,999

4 Beds ⋅ 5 Baths ⋅ W13735560 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.

2384 Rock Point Drive, Oakville

$2,325,000

4 Beds ⋅ 4 Baths ⋅ W13735068 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.

489 Rebecca Street, Oakville

$2,098,000

4 Beds ⋅ 3 Baths ⋅ W13734858 MLS

Stunning custom renovations throughout this luxurious Glen Abbey home! Nestled on a huge, private pie-shaped lot backing onto a true ravine, this 4-bedroom, 3,115 sq. ft. executive residence offers the perfect blend of comfort, elegance, and outdoor living. Host intimate dinners in the formal dining room overlooking the backyard oasis, or unwind in the main floor family room with a cozy wood fireplace. The main floor office is ideal for working from home.The custom kitchen features granite counters, a massive centre island, and high-end appliances, all overlooking your backyard retreat. The in-ground saltwater pool with a stone waterfall provides the ultimate entertainment space for the whole family, while the expansive ravine lot gives you a cottage-like feel right in the city.The primary suite boasts an updated ensuite with heated floor, walk-in closet, and inviting sitting area, while three additional bedrooms offer flexibility for family or guests. Enjoy easy access to top-ranked Abbey Park High School and Pilgrim Wood Elementary, Muskoka-like trails, Monastery Bakery, parks, shopping, public transit, and highways. Additional highlights include underground sprinklers and excellent Feng Shui. Nothing to do but move in and enjoy! See List Of Upgrades.

1417 Greendale Terrace, Oakville

$4,250,000

4 Beds ⋅ 6 Baths ⋅ W13733644 MLS

Positioned on a rare 0.8-acre ravine lot in one of Southeast Oakville's most coveted neighbourhoods, this exceptional residence makes an immediate impression with its stately curb appeal and beautifully landscaped grounds. Framed by mature trees and offering exceptional privacy, the home presents a refined presence that blends seamlessly with its lush, natural surroundings. Inside, 7,000 sq. ft. of elegantly finished living space unfolds. A grand foyer sets the tone, complemented by rich hardwood flooring and soaring ceilings throughout. The home offers four spacious bedrooms, each with its own private ensuite, along with premium appliances and a custom wine cellar. A separate side entrance adds flexibility, providing a private access point with direct entry to the lower level. Designed for both elegant entertaining and relaxed everyday living, the backyard is a private resort-style retreat. A saltwater inground pool, expansive stone patio, and uninterrupted ravine views create a setting that feels more Muskoka than city. Ideally located within walking distance of Oakville's top-ranked schools and minutes from premier amenities, this home offers a rare combination of estate-scale land, striking curb appeal, and unmatched privacy in a prime urban location. Well maintained with extensive upgrades, it reflects true pride of ownership throughout.

437 Cairncroft Road, Oakville

$4,788,500

5 Beds ⋅ 6 Baths ⋅ W13730146 MLS

Introducing a truly exceptional property that redefines luxury living, elegance, and comfort! Nestled in the best location of South East Oakville, this magnificent house is a testament to sophisticated design and meticulous attention to detail. As you step into the grand foyer, you're immediately greeted by an open floor plan that seamlessly blends spaciousness and intimacy. The sprawling 7000+ square feet of living space showcases a harmonious blend of modern architecture and timeless craftsmanship, creating an atmosphere of refined opulence. The heart of this home is undoubtedly the state-of-the-art German kitchen. Equipped with the latest appliances, custom cabinetry, and high-end finishes, it's a culinary haven for the gourmet enthusiast. Whether you're entertaining guests or preparing a family meal, this kitchen is designed to elevate your culinary experience to new heights.

1286 Cambridge Drive, Oakville

$5,399,000

5 Beds ⋅ 5 Baths ⋅ W13729598 MLS

WATERFRONT PROPERTY! Experience the Potential of Lakeside Living. Perfectly situated on a premium 90' x 152' lakefront lot, this residence offers breathtaking, unobstructed water views from every principal room. With over 5,700 square feet of finished living space, the home presents an exceptional opportunity to bring your vision to a truly remarkable waterfront setting. The existing layout offers generous space for family living and entertaining, with rich hardwood flooring, limestone tiles, four skylights, two spacious family rooms, a private office, and a large kitchen with lake views! Upstairs, four generously sized bedrooms provide excellent space and privacy, while the primary suite showcases spectacular lake views. A convenient upper-level laundry room and walkout to the second-floor terrace offer additional potential to create a beautiful retreat overlooking the water. The fully finished lower level includes a fifth bedroom with a private ensuite, ideal for guests, extended family, or a nanny suite. Outdoors, the property offers an incredible foundation for creating your own waterfront oasis. The views, privacy, and ever-changing beauty of the waterfront truly have to be experienced to be fully appreciated, as the changing seasons, light, and skies create a new view from moment to moment. Additional highlights include a three-car garage, four fireplaces, an irrigation system, and ample storage throughout. This is a rare opportunity to transform an expansive waterfront property into a spectacular lakeside home, while enjoying the privacy, scale, and extraordinary setting that cannot be replicated. Luxury Certified.

2372 Carrington Place, Oakville

$3,499,999

5 Beds ⋅ 6 Baths ⋅ W13727274 MLS

Welcome to 369 Wade Street, a true luxury custom family residence offering more than 5,500 square feet of refined living space, exceptional craftsmanship and an extraordinarily functional layout. Thoughtfully executed from top to bottom, the home combines impressive scale with the comfort and practicality of true family living. A massive concrete driveway creates a striking sense of arrival, while the private backyard is anchored by a pristine pool and an inviting setting for summer entertaining. Inside, the main level makes an immediate statement with soaring 10-foot ceilings, a dramatic 16-foot formal living room and a spectacular 21-foot great room that fills the principal spaces with natural light. Striking designer lighting fixtures and thoughtfully selected statement pieces throughout further elevate the home's custom aesthetic. Designed to transition effortlessly between everyday living and grand-scale entertaining, the floor plan continues with a commanding foyer, private executive office, formal dining room and an outstanding chef's kitchen showcasing extensive custom cabinetry, top-of-the-line Wolf and Sub-Zero appliances, and a bright breakfast area overlooking the pool. Upstairs, four generously sized bedrooms each enjoy 10-foot ceilings, abundant natural light, custom built-ins and their own private ensuite with heated flooring. The primary suite is elevated by beautifully executed bespoke closets with integrated LED detailing and luxurious spa-inspired ensuite, complemented by a spacious second-floor laundry room. The finished lower level adds exceptional flexibility with an expansive open-concept layout, walk-up access, a sleek bar, two additional bedrooms, a full bathroom and a separate entrance. Ideally located minutes from the QEW, Highway 407, Appleby College and downtown Oakville, 369 Wade brings together dramatic architecture, distinctive custom millwork, exceptional scale and one of the most thoughtfully designed family layouts in the area.

369 Wade Street, Oakville

$1,799,900

4 Beds ⋅ 2 Baths ⋅ W13726964 MLS

Welcome to this lovely home located in a fantastic area of south west Oakville,one of the best lots in this sought after neighbourhood,almost 1/3 acre,4 level sidesplit,features generous and bright principal rooms,impressive family room,French door leading to the back garden,main floor laundry room has skylight,access to the two car garage and side yard,updated kitchen with granite counter and undermount lighting,revonated bathrooms,hardwood floor throu-out,crown mouldings,two fireplaces,California shutters,lower level has finished recreation room with good size window,The huge backyard has a ingroud pool,towering trees,lush perennial gardens,huge deck.Walk to coronation park,waterfront trail,bronte harbour,a must see!.

2096 Salvator Boulevard, Oakville

$1,580,000

4 Beds ⋅ 3 Baths ⋅ W13725168 MLS

Rare 60 x 181 ft ravine lot in sought-after Falgarwood, offering approx. 3,384 total sq ft of living space, mature trees, creek-side forest views and a private resort-style backyard. Swim day or night in the 16 x 32 ft inground pool with lighting, ionizer/crystal filter equipment and heater, then entertain on the raised cedar deck, interlock patio and lounge areas surrounded by greenery. Bright open-concept 3+1 bedroom, 3 bath layout with 2 kitchens, impressive cathedral/flat ceilings, oversized/panoramic windows overlooking the pool and ravine, rich hickory hardwood, stained oak stairs with iron pickets, 200A service, Siemens panel, LED pot lights, custom doors/trim and motorized blinds on all windows. Chef-inspired main kitchen features KraftMaid maple cabinetry with soft-close drawers, Cambria quartz counters, large cherrywood island, wine rack, lazy Susan, porcelain flooring and stainless steel appliances including gas range. Main-floor family room walks out to the deck; spacious living/dining area offers cathedral ceiling and large windows. Upper primary retreat includes sitting area, walk-in closet, 5-pc ensuite with double sinks, soaker tub and ravine views, plus a loft office/library overlooking the entry. Finished walk-out lower level offers a second kitchen, bedroom, bath, rec/media area, storage/workshop and laundry. Minutes to downtown Oakville, Oakville Place, the lake, parks, trails, major routes and Iroquois Ridge HS area.

506 Falgarwood Drive, Oakville

$1,349,900

4 Beds ⋅ 3 Baths ⋅ W13722468 MLS

Welcome To This Well Maintained Raised Bungalow With 2 Car Garage Located On A Quite Area & Back On To A Trail. Close To Highway, Qew 403 & 407 And Great School. 3 Spacious Bedroom With Master Ensuite, Hardwood Throughout The Whole House, Upgraded Kitchen With S/S Appliances Granite Counter Top, Ground Level Has A Gas Fireplace & Walks Out The Huge Backyard With An Inground Pool, New Roof 2017, Furnace, AC, Hot Water Tank 2018 & Pool Cover 2017. One Bedroom Basement With Seperate Entrance.

2483 Yarmouth Crescent, Oakville

$1,789,000

4 Beds ⋅ 3 Baths ⋅ W13721950 MLS

Welcome to 244 Willowridge Court, a lovingly maintained home nestled on a quiet dead-end court in sought-after Southwest Oakville, just moments from the lake, Coronation Park & Bronte Village. Set on an incredible pie-shaped -acre lot with over 100 feet across the rear and no backyard neighbours, this property offers an exceptional combination of privacy, space and outdoor living. This unique raised bungalow offers approximately 1,700 sq ft on the main level plus almost 1,600 sq ft on the lower level. Bright, oversized principal rooms feature large windows and hardwood floors throughout. The inviting living room showcases a wood-burning fireplace with stone hearth, while the dining room walks out to a deck overlooking the spectacular backyard. The spacious eat-in kitchen provides plenty of room for family and entertaining. Three bedrooms and three full baths include a generous primary suite with a large 4-piece ensuite featuring a soaker tub. The lower level is an incredible extension of the home, featuring a spacious recreation room with gas fireplace and large windows, plus a separate area ideal for extended or multi-generational family living. Complete with a second recreation room, 3-piece bath, English bar with seating and an additional bedroom, along with a convenient walk-up to the backyard. Step outside to your own private oasis with a large, full-depth inground pool, multiple entertaining areas, mature gardens and garden shed. With parking for 6+ vehicles and a double car garage with inside entry, there is plenty of room for family and guests. Lovingly cared for by the same family since 1989, this is a rare opportunity to live in and enjoy this home as it is, renovate and make it your own, or add on and create the home you've always envisioned. Ideally located close to excellent schools and highly regarded Appleby College, as well as the lake, parks, shops and restaurants of Bronte Village.

244 Willowridge Court, Oakville

$1,950,000

5 Beds ⋅ 4 Baths ⋅ W13720922 MLS

2936 Sq. Ft. On Main And Second Floors As Per MPAC. Nestled On One Of Glen Abbey's Most Coveted Streets, This Exceptional 4-Bedroom, 4-Bathroom Home Offers Luxury, Privacy, And Easy Access To The Scenic 14 Mile Creek And Glen Abbey Trail Systems. Meticulously Maintained With Premium European-Inspired Design And Quality Materials Throughout. Features Include A Gourmet Kitchen With Full-Slab Marble Countertops, European Solid Wood Cabinetry And Heated Floors In The Kitchen And Second-Floor Bathrooms. Elegant Bathrooms With Marble Vanities, Moen Fixtures And Premium Tile. Triple-Pane Windows, Douglas Zebra Blinds, Custom Site-Finished Hardwood Flooring, Remote-Controlled Gas Fireplace, Premium Garage Flooring, Full Stone Landscaping, French Double Doors, Front-Yard Sprinkler System, Upgraded Pool Equipment With Robotic Cleaner, Wildlife Deterrent System, Aluminum Gutter Guards, And Expansive Windows Overlooking The Private Backyard.

1248 Bowman Drive, Oakville

$1,950,000

4 Beds ⋅ 5 Baths ⋅ W13718390 MLS

Welcome to this stunning Oakville residence set on a quiet crescent & offering over 4,500 sf of beautifully finished living space & a pool in a sought-after family-friendly neighbourhood. A stamped concrete drive & walkway lead you up to a covered front entrance & gorgeous wood grain front door. The grand foyer with curved hardwood piano staircase & wrought iron balusters invite you into the home featuring recently installed wide-plank engineered hardwood floors with 5" baseboards & shoe moulding. An elegant sunken living room with 9' ceilings & arched windows opens to the generous dining room with chandelier, pot lights, and a large window. Stepping into the impressive updated eat-in kitchen with granite countertops, under-cabinet lighting, custom backsplash & bright breakfast bar with open sightlines to a cozy family room with stacked stone modern inset gas fireplace. Adding versatility and convenience, an office with custom built-ins, powder room & laundry/mudroom round out the ground floor. Walking outside reveals a tiered composite deck with covered gazebo, natural gas line for barbecuing, interlock patio & evergreens for utmost privacy to enjoy the inground pool or entertain your friends.Retreating upstairs unveils a luxurious primary suite spanning the rear of the home, a walk-in with closet organizers & large 4-pc ensuite with water closet. Two well sized bedrooms share a 5-pc bath with double vanity, whilst the other bedroom offers its own powder room. Tucked neatly into a bright alcove with dual windows, there's even space to comfortably accommodate a study station or reading nook without encroaching on hallway traffic.Your dream home search ends here! Featuring a massive finished basement loaded with a gym/games room, office, rec space, and 4-pc bath, this home is built for modern living. Fresh paint, a brand-new furnace, updated pool equipment, and an unbeatable location near the Uptown Core, top schools, and parks. Come experience it for yourself!

435 March Crescent, Oakville

$1,799,000

5 Beds ⋅ 4 Baths ⋅ W13712936 MLS

(You can watch the property video here: https://www.youtube.com/watch?v=_-5vUZ4OXPA ) Set within a tranquil court and backing directly onto the picturesque Golden Meadow Park, this exceptional 4-bedroom, 4-bathroom residence offers an elegant blend of timeless comfort, thoughtful updates, and an enviable natural setting in the sought-after, family-friendly community of Falgarwood. The custom Kakoz white kitchen is beautifully appointed with refined cabinetry and quartz countertops, while the self-cleaning, anti-reflective sunroom addition, creates a luminous year-round retreat overlooking the pool, beautifully landscaped grounds, and serene park beyond. An extended driveway leads to a charming outdoor sitting area, creating the perfect setting for morning coffee, leisurely afternoons, or evening cocktails while enjoying the peaceful court or while watching your kids biking and playing at the court. Beautiful in-ground salt-water heated pool, perfect for enjoying the hot summer days with your family and friends! This school boundary has 2 of the highest ranked schools in all Ontario (Iroquois Ridge - High School and Munns - Elementary school French Immersion). Surrounded by trails and ravines, parks and walking distance to Metro, Shoppers Drugmart, LCBO, Vereda Central, Dollarama, restaurants and banks. All within minutes! Pool liner replaced in 2025 by Leisure Industries, Pool pump replaced in 2025. Pool vacuum purchased in 2025 - Under warranty. Pool comes with a safety cover. Roof replaced in 2026 Water Heater is rented - replaced in 2026. Security System installed in 2024 Deck upgraded in 2022.

1409 Holly Court, Oakville

$1,629,000

5 Beds ⋅ 4 Baths ⋅ W13712910 MLS

Tucked Into The Highly Sought-After West Oak Trails Community, This Beautifully Updated 4 Bedroom, 4 Bathroom Family Home Delivers Over 3,300 Sq Ft Of Finished Living Space, A Bright And Well-Balanced Layout, And An Exceptional Sense Of Privacy. The Main Floor Welcomes You With Generous Formal Living And Dining Areas, Elegant Hardwood And Marble Flooring, And A Sun-Filled Open-Concept Kitchen And Family Room Built For Comfortable Everyday Living, Family Gatherings And Effortless Entertaining. Oversized Windows Fill The Space With Natural Light, While The Walkout To The Deck And Pool Creates A Seamless Connection To The Private Outdoor Setting. Upstairs, The Spacious Primary Retreat Features A Walk-In Closet And A Spa-Inspired Ensuite, Complemented By Three Additional Well-Proportioned Bedrooms That Offer Room For Children, Guests Or A Dedicated Home Office. The Finished Lower Level Adds Valuable Flexibility With A Large Recreation Room, Wet Bar, Gas Fireplace And Plenty Of Space For Extended Family, Older Children, A Fitness Area, Media Room Or Work-From-Home Setup. The Mature Backyard Offers A Generous Deck, Above-Ground Pool, And Direct Access To The Heritage Trail Network And Sixteen Mile Creek Pathways, With No Rear Neighbours For A Rare Sense Of Seclusion. Additional Highlights Include A Double Car Garage, Private Driveway With No Sidewalk, Updated Furnace And AC, And An Irrigation System Updated In 2023. Just Minutes From Bronte Creek Provincial Park, Oakville Trafalgar Memorial Hospital, Shopping, Transit And Major Commuter Routes, This Is A Welcoming And Versatile Home Offering Comfort, Convenience And Long-Term Value In One Of Oakville's Most Desirable Family Neighbourhoods. Families Will Also Love The Access To Some Of Oakville's Most Respected Schools, Including Forest Trail Public School, Garth Webb Secondary School And The White Oaks Secondary School International Baccalaureate Program, With Convenient School Bus Pickup Located Right At The Door.

2137 Frontier Drive, Oakville

$1,888,888

5 Beds ⋅ 4 Baths ⋅ W13709722 MLS

Beautifully renovated and thoughtfully designed for family living, this exceptional Glen Abbey home offers 4+1 bedrooms, 4 bathrooms, and timeless style with thoughtful functionality throughout. Bright, spacious principal rooms are complemented by a beautifully updated kitchen with quality finishes and ample workspace, flowing seamlessly into inviting living and family areas. Upstairs features four generous bedrooms, an open loft ideal as a reading nook, office or play area, and a spacious primary retreat with ensuite and walk-in closet. The finished basement adds valuable living space with an additional bedroom, stylish full bar, large recreation room, and ample storage. Outside, enjoy a private backyard oasis with professional landscaping, hardscaping, mature privacy, built-in lawn irrigation, and an in-ground saltwater pool. Walk to Pilgrims' Way P.S., Abbey Park H.S., and Loyola Catholic Secondary School, with parks, trails, shopping, highways, the GO Station, and Oakville Trafalgar Memorial Hospital nearby.

1291 Windrush Drive, Oakville

$9,995,000

5 Beds ⋅ 6 Baths ⋅ W13707486 MLS

15 Chartwell Rd offers a lifestyle of unparalleled luxury. Drive through the gates & discover the grandeur of this palatial estate. South of Lakeshore,1 door from the lake on a HALF ACRE LOT. Painstakingly curated, the contemporary limestone masterpiece you've been waiting for. Solid iron doors lead to a grand foyer revealing the opulent book matched marble floors. Floor to ceiling wdws & French doors flood the house with light. Cascading waterfalls fank the hall.The Dining Room has statement lighting & servery making hosting a breeze. Soaring 18-ft ceilings & a grand gas f/p are focal points of the Great Room,w/captivating views of the resort style yard. Experience culinary excellence in the black lacquer& glass kitchen by NEFF that features top of the line appliances & a B/I coffee machine & butlers pantry. The intimate Living Room with f/p is the ideal retreat. A main floor office w/built-in cabinetry.2 powder & 2 laundry rooms. The backyard oasis has a gunite pool, waterfalls, fire bowls, covered terrace & outdoor kitchen & f/p.The pool house has a change room,3-pc bath & servery. Towering trees surround the home & are positioned to create privacy. A stone driveway,circular fountain & lush gardens create a breathtaking landscape.Floating marble stairs divide the 3 levels of this home or, you can take the elevator. Skylights make the upstairs airy & bright.The principal suite has nearly 13-ft ceilings, an exquisite 6-piece ensuite & 2 W/I closets. A private balcony overlooks the yard.3 add'l bdrms have 10-ft ceilings,private ensuites & W/I closets. The LL caters to all family members. A 5th bdrm/ensuite makes an ideal guest suite.Gym,R/I Golf Simulator,home theatre,Wine Cellar& doggie Spa. The Games & Rec Rooms have a 2nd kitchen & W/O.Heated garage,baths &LL flrs.Automation. Designed by Bill Hicks & features the artistic creativity of the KT Design Group. Located on Oakville's Street of Dreams, this is an iconic living space designed to impress! LUXURY CERTIFIED

15 Chartwell Road, Oakville

$2,549,999

6 Beds ⋅ 6 Baths ⋅ W13706274 MLS

Set on a coveted street in Bronte West, this 5-bedroom, 6-bathroom home is built for family life, entertaining, and complete privacy, backing directly onto greenspace with no rear neighbours in sight. For families who want room to grow without sacrificing the little details that make a house feel like home, this one delivers on every front. Inside, the open-concept kitchen anchors the main level, designed for the everyday rhythm of a busy household as much as it is for hosting, a natural gathering point for morning routines, homework at the island, and dinners with friends. The main floor also features a fully custom in-law suite, complete with its own living room, bedroom, and bathroom that opens directly to the backyard, a rare and thoughtful layout that's ideal for extended family, live-in support, or guests who deserve their own private space. Upstairs, the primary suite is a genuine retreat, offering a spa-inspired 5-piece en suite and a separate custom walk-in closet built for real storage, not just show. The remaining bedrooms give a growing family the flexibility it needs, whether that's space for kids, a home office, or a dedicated guestroom. The fully finished basement extends the living space even further, with a wet bar, fridge, dedicated laundry room, and additional crawl space for storage; every practical need is considered. Step outside, and the backyard becomes its own destination. A saltwater pool and hot tub sit alongside a separate barcabana, a custom four-season canopy for year-round enjoyment, and a custom stream that ties the whole space together. Backing onto greenspace, the setting is completely private, a rare find this close to everything Bronte has to offer. Every inch here has been designed for entertaining, unwinding, and the everyday moments that make family life good. This is a home built for families who want space, flexibility, and a backyard unlike anything else in Bronte West.

493 Tipperton Crescent, Oakville

$3,298,000

6 Beds ⋅ 4 Baths ⋅ W13706220 MLS

Set on a remarkable estate-sized lot in coveted Morrison, this traditional family home offers an exceptional opportunity in one of SE Oakville's most established + sought-after neighbourhoods. Surrounded by towering mature trees + an enclave of beautiful homes, the setting offers privacy, character + permanence. Walk to elementary + secondary schools, Lake Ontario, Gairloch Gardens, waterfront trails + parks, while enjoying the rare scale of a 100'x150' lot. The immaculate grounds + private rear yard create a wonderful setting for family life through every season. With 5+1 beds, 3.5 baths + triple car garage, it's poised to welcome a large family. Expansive principal spaces create a sense of scale across the main level. Beautifully appointed kitchen offers abundant cabinetry, ample workspace + picturesque views of the yard, w/a separate breakfast area connecting easily to the living + dining rooms. Tucked away, the main floor laundry + mudroom add everyday convenience. Bright solarium-style family room w/fireplace provides a warm space to gather, surrounded by generous glazing. Upstairs, five bright bedrooms offer generous proportions + natural light. Refined main bath serves the family bedroom wing, while the expansive primary suite features a very large ensuite + comfortable retreat-like proportions. LL is designed for family life w/a spacious recreation room, wet bar, gym area, 6th bed + full bath. There is room for movie nights, guests, older children + everything in between. Masterfully landscaped + incredibly private, the rear yard is anchored by a linear pool, stone lounges + layered gardens. A cedar-thatched gazebo w/fireplace creates a cozy gathering spot, while the stone patio is ideal for al-fresco dining. Flat grassy areas provide plenty of space for summer games + even a winter rink. Cherished neighbourhood known for its natural beauty, community + enduring appeal, Morrison offers an exceptional place to set down roots + truly enjoy the neighbourhood.

240 Colchester Drive, Oakville

$1,959,000

4 Beds ⋅ 5 Baths ⋅ W13704534 MLS

Beautifully designed home featuring 9-ft ceilings, hardwood flooring, and elegant wainscoting throughout. The main floor offers a spacious open-concept layout with a bright living and dining area, modern kitchen, breakfast space, and family room with a gas fireplace. The gourmet kitchen includes built-in stainless steel appliances, granite countertops, extended upper cabinets, a walk-in pantry, and a toe-kick vacuum for added convenience.The second floor features generously sized bedrooms, including a luxurious primary suite with two walk-in closets and a private ensuite. The finished basement offers large windows, a second kitchen, a wheelchair-accessible bathroom, and additional living space perfect for extended family or guests.Enjoy the professionally landscaped backyard featuring a heated saltwater pool and custom deck by SOLDA Pools - ideal for entertaining and summer relaxation

167 Cherryhurst Road, Oakville

$1,799,000

4 Beds ⋅ 3 Baths ⋅ W13701286 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.

255 Spring Garden Road, Oakville

$1,899,000

4 Beds ⋅ 4 Baths ⋅ W13701108 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 backyardFormal 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.

579 Fourth Line, Oakville

$3,649,999

4 Beds ⋅ 5 Baths ⋅ W13697878 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 over3,900 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)

1114 TRUMAN Avenue, Oakville

$2,988,000

5 Beds ⋅ 4 Baths ⋅ W13696852 MLS

Executive bungalow in prestigious Eastlake offering 5431 sqft of finished space on a mature, naturally elevated lot with excellent drainage. Located in top school zones (E.J. James FI, New Central, Maple Grove, OT). Ideal layout with 3 main-floor bedrooms including a primary suite with 5-pc ensuite. Vaulted ceilings, custom columns, hardwood floors, and premium windows bring elegance and comfort. Kitchen opens to family room and walk-out to saltwater pool and private yard. Walk-out basement adds 2 more rooms, rec room, office, gym, and kitchenetteideal for in-laws or teens. Recent upgrades include security camera system, alarm, recessed lighting, basement flooring, water softener, water filtration, newer A/C, and lawn irrigation system. Solid construction, quality finishes, and long-term potential in Oakvilles most coveted enclavemove-in ready, with opportunity to customize over time.

223 Trelawn Avenue, Oakville

$1,549,999

3 Beds ⋅ 2 Baths ⋅ W13696706 MLS

Highly desirable 75' 151' Southwest Oakville lot just 450 metres from Lake Ontario, surrounded by several stunning multi-million dollar custom homes. An exceptional opportunity for builders, investors, or those looking to create their dream home. This fantastic lot offers the potential for 4,000+ sq. ft. of above grade living space subject to zoning and municipal approvals. With a finished lower level, there's potential for a 6000+sf heavenly haven in one of Oakville's most desirable lakeside neighbourhoods. With a solid sidesplit on this lot, there's potential for rental income in the pre-construction period - while you apply for permits. Perfectly positioned near Josef Petriska Forest, the lake and Coronation Park, this location combines the tranquility of nature with an exceptional lifestyle. Enjoy the beauty of a mature property where birds and local wildlife are frequent visitors, complemented by existing beautiful perennial gardens. Prefer to renovate rather than rebuild? The home offers a solid foundation with several important updates already completed, including the roof (2012), furnace and A/C (2020), windows (2008) and insulation. Additional features include custom wainscoting in the family room and an extended single-car garage with doors at both ends, providing convenient backyard access and an ideal space for a dedicated workshop. A rare opportunity to secure a premium Southwest Oakville lot at land value in a highly sought-after neighbourhood where location, lot size and future potential come together.

227 Sandwell Drive, Oakville

$7,599,000

5 Beds ⋅ 7 Baths ⋅ W13694012 MLS

Walk to downtown Oakville from this 2024 custom-built residence, just three houses from Lake Ontario on a 65' x 158' lot south of Lakeshore. A rare new-construction opportunity in Old Oakville's most walkable pocket-minutes from the harbour, the Oakville Club, Lakeshore Road dining, and waterfront trails. Offers 4,362 sq. ft. above grade plus a 2,468 sq. ft. finished lower level (6,830 sq. ft. total). Net Zero Ready with a Tarion warranty, crafted by Chatsworth Fine Homes alongside architect John Willmott and designer Jane Lockhart. Main floor features herringbone white oak floors, panel mouldings, a private office, custom mudroom, and a formal dining room. The chef's kitchen boasts Miele appliances (plumbed coffee system, dual steam/standard ovens), SubZero refrigeration, and a wine column. It opens to a great room with a linear fireplace, custom built-ins, and floor-to-ceiling garden views. The primary suite serves as a spa-inspired retreat with a freestanding tub, oversized shower, double vanity, and a dressing-island walk-in closet. Secondary bedrooms each feature private ensuites. Includes heated floors, curbless showers, and upper-level laundry with two washer/dryer sets. The lower level (10' ceilings) is built to entertain: rec room with custom bar/kitchenette, gym, theatre, full bath, additional bedroom, and walk-up access to the yard. The west-facing rear yard catches optimal afternoon sun, complete with a covered heated lounge, in-ground pool with waterfall, and a hot tub. Extras include partial lake views, a heated driveway, radiant floor heating, Crestron automation, Tesla charger rough-in, and a standby generator. A turn-key luxury home in prime Old Oakville where inventory like this rarely comes to market. LUXURY CERTIFIED.

46 Second Street, Oakville

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