Oakville Real Estate | Oakville Single Family Homes for Sale

Welcome to 583 Stephens Crescent, a beautifully maintained family home nestled on one of South West Oakville's most desirable neighbourhoods. Set on an impressive 56 x 180 ft lot-this home offers the perfect combination of comfortable living, exceptional outdoor space, and an outstanding location. Designed with everyday family life in mind, the home features four bedrooms, including the convenience of two on the main level and two on the upper floor, creating a flexible layout that adapts to a variety of lifestyles. The spacious primary suite offers a walk-in closet, a 5-piece ensuite, and a private balcony overlooking the beautifully landscaped backyard, providing a peaceful place to enjoy your morning coffee or unwind at the end of the day. The kitchen is equipped with premium stainless steel appliances and opens to inviting living spaces designed for both everyday living and entertaining. Downstairs, the finished basement extends the home's versatility with a fifth bedroom, a 3-piece bathroom, a den, and a spacious recreation room, providing plenty of room for family, guests, hobbies, or a home office. Step outside and discover one of the property's most impressive features. The expansive backyard offers exceptional privacy and space rarely found in today's market, creating endless opportunities for outdoor entertaining, children's play, gardening, or simply enjoying the mature surroundings. Located on a quiet, family-friendly street surrounded by established homes and beautiful custom residences, this exceptional property is within walking distance of Pinegrove French Immersion and just minutes from Appleby College, Lake Ontario, Bronte Harbour, boutique shopping, parks, private clubs, the QEW, Highway 403, and countless amenities. Whether you choose to enjoy the home exactly as it is or make it your own over time, 583 Stephens Crescent presents an outstanding opportunity to live in one of Oakville's most sought-after neighbourhoods.

583 Stephens Crescent, Oakville

$1,619,000

5 Beds ⋅ 4 Baths ⋅ W13551896 MLS

Fully Renovated Gorgeous 4+1 Bedroom, 4 Bathroom Detached Home On a Quiet Street Within Walking Distance to Forest Trail Elementary School, Ranked #1 Elementary School in Ontario. Featuring a Grand 2-Storey Foyer with French Door Entry, 9 Ft Ceilings, and a Functional Open Concept Layout. Upgraded with High-End 7.5" Wide High End Hardwood Flooring Throughout Both Levels, Elegant Hardwood Staircase with Iron Pickets, and Crown Moulding. Inviting Living Room and Formal Dining Room Featuring Elegant Coffered Ceiling. Cozy Family Room W/ a Gas Fireplace. The Gourmet Kitchen Boasts Stone Countertops, Marble Backsplash, Modern Rustic Floating Shelves, SS Appliances, Maple Cabinetry, and Breakfast Bar. Bright Breakfast Area w Triple-Aspect Windows, Perfect for Enjoying Your Morning Coffee While Taking in the Fresh Breeze & Natural Light. The Spacious Primary Suite Offers a Large W/I Closet with Organizers and a Renovated 4-Piece Ensuite. All Bedrooms Are in Generous Size. Fully Finished Versatile Basement Includes a Recreation Room with TV/Speaker Bar, Workspace, Office, Additional Bedroom, Full Bathroom, Cold Room & Ample Storage. Enjoy a Private Treed Backyard Oasis Featuring a Private Hot Tub (2025)& Interlocking Patio. The Garage Is Perfect for Hockey Enthusiasts with a Dedicated Practice Area. Short Stroll to Pineglen Community Park & Soccer Center, Castlebrook Park & Woodgate Woods. Short Walk to Oakville Hospital. UPGRADES: Furnace (2026), A/C(2022), Anderson Tuftex Hardwood Flooring, Hardwood Stairs & Baseboards (2022), Kitchen Countertop & Marble Tile Backsplash (2022), Main Floor Pot Lights (2022), Asphalt Driveway (2022), Black-Framed Windows (2021), Laundry Sink (2022), New Side Gate (2021), Primary Bedroom Glass Shower Door (2019), Window Casings (2018), Basement Flooring (2016), Front Doors (2016), Frost Free Hose Professionally Installed At Side of Home (2016),Insulated Garage Doors (R-16) (2016), Owned Hot Water Heater (2015), Upgraded Roof Shingles (2015).

2463 Parkglen Avenue, Oakville

$1,339,000

3 Beds ⋅ 2 Baths ⋅ W13550202 MLS

Location-Location**Attention Builders, Investors And Renovators**. Amazing Investment Opportunity W/A Large Mature Lot Of In Southwest Oakville. This 3+1 Bungalow Sits On A Quiet Family, Tree Lined Street Surrounded By Multi-Million Dollar Homes & Luxury New Builds. This All-Brick Bungalow Is Being Sold In 'As Is' 'Where Is' Condition. Great Family-Friendly Community Close To Numerous Schools That Include The Distinguished Appleby College, Build Your Dream Home..! Drawings And Permit Submitted To City For Final Approval, Contemporary Designer Home.

320 Ashbury Road, Oakville

$3,198,000

5 Beds ⋅ 6 Baths ⋅ W13550008 MLS

Welcome to this exceptional family residence in prime Southeast Oakville, just steps to the lake and within the coveted catchments of Maple Grove Public School and Oakville Trafalgar High School, as well as close to some of Canada's finest private schools. Set on a premium 100' x 150' professionally landscaped lot, this impressive home offers over 5,000 sq. ft. of luxurious living space designed for comfortable family living and elegant entertaining.A welcoming front porch leads into a thoughtfully designed interior featuring hardwood floors throughout, generous principal rooms, and quality finishes. Designed with families in mind, the home offers 4+1 bedrooms, each with its own ensuite bathroom and walk-in closet. The luxurious primary suite is a private retreat, complete with a gas fireplace, Juliet balcony overlooking the beautifully landscaped backyard, and a newly renovated spa-inspired ensuite with dual vanities, a glass shower, and a soaker tub. The heart of the home is the spectacular open-concept kitchen and great room with soaring vaulted ceilings and a gas fireplace. This space provides an incredible opportunity to create your future dream kitchen. The main floor also features a spacious dining room, private office, den/games room, and convenient mudroom.The professionally finished lower level provides a large recreation room and bar, theatre room with projection screen, fifth bedroom, and a beautifully finished laundry room.The private backyard is a true oasis with mature landscaping, a heated in-ground pool, hot tub, expansive composite deck, stone patios, and landscape lighting, creating the perfect setting for outdoor living and entertaining. Completing this remarkable property is a triple-car garage equipped plus a car lift, offering exceptional space for collectors, hobbyists, or additional storage. An outstanding opportunity to own a luxurious family home in one of Oakville's most prestigious lakeside neighbourhoods.

2160 Aintree Terrace, Oakville

$6,788,999

4 Beds ⋅ 7 Baths ⋅ W13549918 MLS

A Rare Executive gated 1.39-acre ravine estate in Morrison sought after community timeless elegance meets modern luxury this residence provides unmatched privacy, lush landscaping, & refined outdoor living. Through the custom 8-foot beveled glass entry doors, the soaring foyer sets the tone with emerald pearl granite floors, a handcrafted Austrian crystal chandelier on motorized lift, & a sweeping French Provincial staircase with wool Victorian Tapestry runner. The main floor boasts elegant formal living & dining rooms with hand-carved marble fireplaces, cathedral ceilings, plaster mouldings, & Palladian windows framing ravine views. A richly appointed library & office feature maple plank flooring, crown moulding, & custom draperies. The family room offers panoramic vistas & a mahogany fireplace, while the chefs Hawthorne kitchen impresses with cherry cabinetry, granite surfaces, premium appliances, & a walkout to the terrace. Upstairs, the luxurious primary suite includes a two-way fireplace, custom lighting, & a walk-in closet with attic access. The spa-inspired ensuite offers heated floors, Jacuzzi air tub, granite shower, & Strass crystal lighting. Three additional bedrooms each enjoy private ensuites, cathedral ceilings, & custom finishes. A versatile great room with terrace access & a full laundry suite complete this level. The lower level is an entertainers dream with a billiards & games room, full walnut bar, gym, media lounge, & spa retreat with sauna & steam shower. Radiant heated floors, & abundant storage enhance the space. Outdoors, the property is equally breathtaking with two stone gazebos joined by a large pergola, extensive walking paths, & a serene koi pond and a Japanese-inspired garden creating a private resort-like escape. With 4+1 bedrooms, 7 bathrooms, elevator access to all levels, multiple terraces, & a gated circular driveway, this estate offers over 10,000 sq. ft. of refined living in one of Oakville's most coveted neighbourhoods.

1024 Linbrook Road, Oakville

$2,999,000

2 Beds ⋅ 2 Baths ⋅ W13548676 MLS

Superior Rare Wide Lot Ideal for Builders/Investors! This exceptional property, located in the prestigious Eastlake neighborhood, offers over 15,000 sq. ft. of prime real estate. Surrounded by multi-million dollars homes, this rare lot presents an incredible opportunity for development. The property features RL-01 zoning (maximum lot coverage of 30%) and is being sold "As Is," providing flexibility for your plans. Included in the sale is an exterior skimmer pool with complete filtration equipment, perfect for unwinding and enjoying serene moments by the pool deck. Relish the tranquility of the beautiful backyard, ideal for relaxing with a coffee and rejuvenating your soul. Listing agent related to the Seller.

275 Eastcourt Road, Oakville

$3,450,000

5 Beds ⋅ 5 Baths ⋅ W13548392 MLS

Exceptional contemporary family home on a premium 87x 179 southwest lot on one of Southeast Oakville's most sought-after streets, just steps to top-ranked public schools and prestigious private schools including Linbrook School & St. Mildred's-Lightbourn School. Offering over 5,000 sq. ft. of beautifully finished living space, this impressive residence offers modern design and exceptional family functionality. A generous foyer creates a stunning first impression, with sightlines extending through the home to the beautifully landscaped rear gardens. Professionally designed outdoor living features extensive hardscaping, an inground pool, hot tub, covered gazebo, fire pit zone, and landscape lighting, creating a private resort-like setting for entertaining and family enjoyment. The thoughtfully designed layout offers 4+2 bedrooms and 3+2 bathrooms. All bedrooms feature built-in closets, while the primary generous suite boasts dual walk-in closets and a spa-inspired ensuite with double vanity, soaker tub, and separate shower. The heart of the home is a stunning contemporary kitchen overlooking the spacious family room with a gas fireplace and wall of sliding glass doors opening to the private backyard oasis. Elegant principal rooms include a formal living room with fireplace and oversized windows, a separate dining room, a dedicated main floor office, and a well-appointed mudroom with inside access to the attached two-car garage.The fully finished lower level includes a spacious rec room with gas fireplace, adjoining billiards area, two additional bedrooms, a sauna, laundry room with second refrigerator, direct access to the side yard-ideal for guests, extended family, or recreation. Nestled on one of Southeast Oakville's most desirable streets, this exceptional property offers the charm and tranquility of an established neighbourhood with mature trees, beautiful parks, and convenient access to lakeside parks and Downtown Oakville.

1179 Carey Road, Oakville

$1,770,000

7 Beds ⋅ 4 Baths ⋅ W13548288 MLS

Welcome to this spacious and beautifully maintained family home, ideally located in the highly sought-after River Oaks community. Designed for comfortable family living and effortless entertaining, this home offers exceptional space across four finished levels.The main floor features elegant principal rooms, including a generous family room with a two-sided gas fireplace and built-in shelving, seamlessly connected to the formal living room. A separate dining room with French doors and a bay window provides the perfect setting for hosting family and friends. The gourmet kitchen is a chef's dream, showcasing two islands, quartz countertops, stainless steel appliances, ceramic flooring, a stone backsplash, and a bright breakfast area with a walkout to the deck.The second level offers four spacious bedrooms plus a convenient office nook. The primary suite features a walk-in closet, additional his-and-hers closets, and a luxurious 5-piece ensuite. The third level provides exceptional flexibility with a den, a fifth bedroom, and a full bathroom-ideal for teenagers, guests, or multi-generational living.The fully finished basement extends the living space with a recreation room, a sixth bedroom, an office/den, a versatile gym or playroom, and ample storage.Additional highlights include a main-floor laundry/mudroom with direct access to the double-car garage, a spacious driveway accommodating four or more vehicles, and energy-efficient geothermal heating and cooling for year-round comfort and lower utility costs.Completing this exceptional offering is its unbeatable location-within walking distance to top-rated schools, parks, grocery stores, and everyday amenities, while just minutes from shopping, restaurants, public transit, Oakville GO Station, and major highways. This is the perfect place to call home!

2456 Sixth Line, Oakville

$1,289,990

4 Beds ⋅ 2 Baths ⋅ W13545806 MLS

Exceptional opportunity in the highly sought-after College Park community of Oakville! Welcome to 127 Mayfield Drive, a well-maintained, move-in-ready bungalow offering 4 spacious bedrooms, 2 full washrooms, a bright living room with fireplace, a generous dining area, and an expansive kitchen-perfect for families, investors, or builders alike. The home has just become vacant and was previously generating $4,200 per month in rental income, making it an excellent investment opportunity with immediate income potential if leased again.Situated on a premium lot, the property features parking for up to 8 vehicles, including a 6-car driveway and a 2-car attached garage. The backyard offers a full-size 16 ft x 32 ft in-ground swimming pool, creating a fantastic outdoor entertaining space. The pool is fully in place and functional but requires routine maintenance and a new liner, presenting a great opportunity for the next owner to restore it to its full potential. For builders and developers, this property comes with approved permits to construct approximately 3,400 sq. ft. above grade (approximately 5,200 sq. ft. including the basement), allowing you to build a spectacular luxury custom home in a neighbourhood surrounded by newly built multi-million-dollar residences. Ideally located just 7 minutes from Lakeshore Road, 2 minutes from the golf course, and 5 minutes from Downtown Oakville, with easy access to top-rated schools, parks, shopping, restaurants, transit, and all major amenities.Whether you're looking for a move-in-ready home, a strong investment property, or the perfect lot to build your dream custom residence, 127 Mayfield Drive presents a rare opportunity in one of Oakville's fastest-transforming luxury neighbourhoods.

127 Mayfield Drive N, Oakville

$1,199,000

4 Beds ⋅ 4 Baths ⋅ W13545050 MLS

Welcome to this extensively renovated, move-in-ready home in the highly sought-after Glen Abbey community. Nearly every inch has been updated, making it feel almost like a new home. Major upgrades include new drywall and ceilings throughout (except the kitchen and upper-level bathroom tiled walls), new furnace, updated electrical wiring, new flooring throughout (except upper-level bathrooms), modern light fixtures, pot lights in every room, new toilets and vanities, updated bathrooms, and a designer kitchen with quartz countertops and custom cabinetry. The upper-level bathroom features a relaxing Jacuzzi bathtub. Enjoy a freshly renovated driveway with parking for 5 vehicles (1 garage + 4 driveway) and a newly sodded backyard. Situated on a quiet, family-friendly street within walking distance to parks, trails, the Glen Abbey Community Centre, and top-ranked Abbey Park High School (#8 of 747 secondary schools). Minutes to Bronte GO, shopping, restaurants, Oakville Trafalgar Memorial Hospital, Glen Abbey Golf Club, and quick access to the QEW, Hwy 403 & 407. A rare turnkey opportunity in one of Oakville's most desirable neighbourhoods.

1273 Barberry Green N/A, Oakville

$2,580,000

3 Beds ⋅ 3 Baths ⋅ W13544044 MLS

Location! Location! Location! Attention Developers, Builders, Investors, and End Users: This is an exceptional opportunity in one of North Oakville's most desirable locations. Situated on a premium 150 ft x 219 ft lot (approximately 3/4 acre), this well-maintained and upgraded brick bungalow features a modern open-concept layout with 2+1 bedrooms, 3 bathrooms, and a separate entrance to a finished basement. Located within the Future Transitional Area (as outlined in the North Oakville East Secondary Plan), this property offers future development potential, including the possibility of stacked townhomes, live/work townhomes, and other permitted uses, subject to approval. Buyer/Buyer's Agent to verify all development possibilities with the Town of Oakville. Whether you're looking for a future development opportunity, a solid investment, or a place to enjoy country-style living just minutes from the city. The oversized asphalt driveway provides ample parking. Conveniently located just 2 minutes from Highway 407 and 5 minutes to all other major amenities. The current owner has converted the home into office space for personal use and is willing to lease it back. Show with Confidence.

211 Burnhamthorpe Road W, Oakville

$3,099,000

5 Beds ⋅ 4 Baths ⋅ W13538854 MLS

Tucked away on a picturesque tree - lined street, this pride of ownership home is situated in a sought after neighborhood of East Oakville. Sprawling property of 100 x 150 ft lot size is surrounded by mature trees , professionally landscaped complete w/irrigation and shed (2020). This 5 bedroom home has elegant curb appeal and the driveway conveniently accommodates 6 vehicles with an additional double car garage. Step inside the covered veranda to an oversized foyer featuring a solid wood staircase and lots of natural light from the bay windows showcasing the front gardens. Elegant living room/dining room open concept, carpet free w/custom wood wainscoting. The eat-in kitchen is complete with island, desk area and walk out to a private deck, ideal for entertaining around the outdoor fireplace perfect for your own personal escape. The family room has a cozy wood fireplace w/ walk-out to the backyard deck. The home boasts over 3500 square ft of total liveable space, all five bedrooms on the second level are generous in size and offer comfort and connection for the family . The spacious primary has double door entry , ensuite privileges (renovated 2019) walk in closet and a balcony accommodating lounge chairs and table. The lower level is timeless w/solid wood wet bar and bar fridge and oversized recreation room w/custom wood built-in shelves and custom solid oak wood walls. An additional bathroom , work shop, cedar closet and tons of storage! Excellent schools in the area such as St. Vincents, Oakville Trafalgar Highschool, Maple Grove Public School, St. Mildreds Lightbourne Schools and close proximity to QEW. Follow your Dream, Home.

250 Gatestone Avenue, Oakville

$2,298,888

4 Beds ⋅ 5 Baths ⋅ W13536586 MLS

This beautiful home is located in the prestigious Glen Abbey community and falls within the highly sought-after Abbey Park High School catchment-one of Oakville's top-rated school districts. Rare Dual Premium Lot | Fronting Parkland Backing Fourteen Mile Creek Buffer | Over 4,169 Sq. Ft. of Finished Living Space. Luxury living in prestigious Glen Abbey, surrounded by multi-million-dollar homes in a master-planned golf course community. Just minutes from Canada's top-ranked Glen Abbey High School, this exceptional home offers the perfect blend of education, lifestyle, and family-friendly living. Welcome to 2411 Saw Whet Blvd, a stunning 4-bedroom, 5-bath executive residence offering over 4,169 sq. ft. of finished living space. Situated on a rare Dual Premium Lot, this Vastu-aligned home enjoys unobstructed park views at the front and the privacy of the Fourteen Mile Creek buffer at the rear, creating a unique setting with no direct homes in front or behind. The oversized rectangular backyard provides exceptional privacy and ample space for a future swimming pool. Featuring over $300,000 in builder upgrades, including marble flooring throughout the main level, 10-ft ceilings, floor-to-ceiling windows, decorative art niches, a private glass-enclosed office with French doors, a chef-inspired Bosch kitchen with quartz countertops and an oversized waterfall island, and spa-inspired bathrooms with designer finishes. The professionally finished basement offers hardwood flooring, a full 3-piece bathroom, large windows, and a spacious theatre/recreation area, extending the home's luxurious living space. Book your showing Today!!!

2411 Saw Whet Boulevard, Oakville

$5,888,000

5 Beds ⋅ 6 Baths ⋅ W13533014 MLS

Nestled within one of Oakville's esteemed neighborhoods, this exceptional residence epitomizes luxury living. Boasting proximity to the lake, renowned schools, tennis courts, parks, and various amenities, this property offers a blend of convenience and exclusivity. Upon entering, guests are welcomed by an exquisite interior spanning over 5,000 square feet of above-grade living space. The detached home showcases a distinctive architectural design and impeccable artisanship, radiating elegance. Crafted to emulate a lavish retreat, the residence features an array of amenities including an in-ground pool, hot tub, backyard putting green, a meticulously landscaped outdoor area complete with a bathroom and shower. Inside this dream showhome offers ample space for entertaining. In the kitchen, grey-blue cabinets with black uppers pair beautifully with a sleek quartz countertop and backsplash for a modern industrial look. A two-storey hallway connects the kitchen to the rest of the main floor and offers drama of its own with rich velvet drapes and a series of French doors. Enjoy this one of a kind basement including a bowling alley, a gym room, open-concept media room and a 5th guest bedroom. Luxury Certified.

393 Maple Grove Drive, Oakville

$1,228,000

4 Beds ⋅ 4 Baths ⋅ W13532376 MLS

Welcome to this beautiful side-split detached home located on an impressive 60*125 lot in Oakville's highly desirable College Park community. The property features 5 total parking spaces, including a 4-car driveway and an attached 1-car garage equipped with an EV outlet. Inside, the beautifully upgraded kitchen showcases sleek quartz countertops, a modern backsplash, a stainless steel fridge, a high-end dual fuel Wolf stove and wolf range hood, a built-in Bosch dishwasher. Offering a functional 3+1 bedroom layout with 3 full bathrooms and a convenient powder room, the home spans 1,403 sq ft of above-grade living area plus a finished basement area-ideal for a potential in-law suite. Enjoy complete peace of mind with major mechanical updates, including roof, furnace (2016), central A/C (2020), and a water softener/reverse osmosis system (2020 rental on 7 year contract) hot water tank (2026 rental month to month), sump-pump (2026), 2 sets laundry , while the backyard with a large deck comes ready for entertaining with a BBQ gas line. Fenced yard, Close to Go, Hwy and Downtown.

1228 Pallatine Drive, Oakville

$1,749,990

8 Beds ⋅ 6 Baths ⋅ W13530466 MLS

Welcome to 1356 Mapleridge Cresent, an exceptional opportunity in one of Oakville's most prestigious and sought-after communities, Glen Abbey. Situated on a quiet, family-friendly crescent surrounded by mature trees, this impressive home offers over 5,200 sq. ft. of finished living space, providing the perfect blend of space, comfort, and versatility for growing or multigenerational families. Offering more than 3,600 sq. ft. above grade, the home features 6 generously sized bedrooms and 4 full bathrooms, along with spacious principal rooms designed for both everyday living and entertaining. The fully finished walkout lower level adds over 1,500 sq. ft. of additional living space and includes 2 bedrooms, 2 full bathrooms, a full kitchen, a den, a customizable bar, and expansive recreation and living areas. Whether used as an in-law suite, private guest quarters, or the ultimate entertainment space, the possibilities are endless. Step outside to a private backyard with plenty of room to create your own outdoor retreat. From relaxing with family to hosting summer gatherings, the setting offers exceptional privacy and endless potential. Located within walking distance of the Glen Abbey Community Centre, Abbey Park High School, parks, playgrounds, and scenic walking trails, this home is also just minutes from Glen Abbey Golf Club, excellent schools, shopping, dining, and major commuter routes. Homes of this size and layout are rarely offered in Glen Abbey. Whether you're looking for room to accommodate a growing family, space for multiple generations under one roof, or simply a home that offers exceptional flexibility, this is a rare opportunity to own in one of Oakville's most desirable neighbourhoods.

1356 Mapleridge Crescent, Oakville

$999,999

4 Beds ⋅ 2 Baths ⋅ W13528986 MLS

Welcome to 135 Deane Ave, where modern comfort meets the charm of Kerr Village. Just a short stroll from local cafes, boutique shops, and the shores of Lake Ontario, this beautifully renovated bungalow invites you to slow down and feel at home. Step into the sun-filled four-season sunroom, wrapped in windows and natural light - the perfect spot for morning coffee as the neighbourhood comes to life. From there, the home opens into a warm and welcoming living and dining space, anchored by an exposed brick fireplace that tells its own story of character and comfort. At the back of the home, the thoughtfully updated kitchen awaits, complete with quartz countertops, crisp white subway tile, and stainless steel appliances. Whether you're preparing a quiet weeknight dinner or hosting friends, this space flows effortlessly onto a spacious deck overlooking a private, tree-lined backyard - ideal for summer evenings under the stars. Two generous bedrooms and a sleek three-piece bath complete the main level, while a mudroom offers practical everyday convenience and access to the lower level. Downstairs, the fully finished basement expands the possibilities, featuring a large recreation room, two additional bedrooms, a full bath, and a separate entrance with laundry and kitchen rough-ins - ready to be converted into a self-contained unit for guests or extended family. With a detached garage and ample driveway parking, this home is more than a place to live - it's a place to belong.

135 DEANE Avenue, Oakville

$2,599,999

5 Beds ⋅ 4 Baths ⋅ W13528872 MLS

Perfectly positioned in one of Southwest Oakville's most sought-after neighbourhoods, directly across from the prestigious Appleby College, this exceptional family residence offers over 5,000 square feet across all levels, blending timeless elegance with outstanding functionality. Thoughtfully designed for both everyday living and entertaining, the main level showcases expansive principal rooms filled with natural light. The chef-inspired kitchen is the heart of the home, featuring custom cabinetry, granite countertops, a large centre island, quality appliances, and an adjoining breakfast area overlooking the private backyard. The inviting family room offers seamless access to the outdoor living spaces, while the formal living and dining rooms provide refined spaces for hosting family gatherings and special occasions. A handsome wood-paneled home office creates the perfect work-from-home environment. Upstairs, the home offers 3 spacious bedrooms, highlighted by a luxurious primary retreat complete with a generous walk-in dressing room and spa-inspired ensuite with heated floors. The additional bedrooms are well-proportioned and ideal for family or guests. The finished lower level extends the living space with 2 additional bedrooms, a large recreation/media room, a custom wine cellar, ample storage, and flexible space perfect for extended family, teenagers, or a home gym. Set on a private, mature lot, the backyard features an in-ground pool, hot tub and exceptional privacy, creating the perfect setting for summer entertaining. Ideally located just moments from the lake, parks, downtown Oakville, and top-rated schools, this is an outstanding opportunity to own a distinguished family home in one of Oakville's most coveted neighbourhoods.

104 Whittington Place, Oakville

$1,350,000

4 Beds ⋅ 3 Baths ⋅ W13527952 MLS

Stylish 4-bedroom detached home in Oakville's exciting Uptown Core, nestled on a quiet street. Featuring a solid brick and stone façade, this home welcomes you with a soaring two-story foyer and an exceptional open concept layout. Enjoy extensive upgrades throughout, including hardwood floors, an elegant oak staircase and large windows that flood the space with natural light. The chef's kitchen boasts a center island and breakfast area, perfect for everyday living and entertaining. Convenient second-floor laundry adds practicality, while the covered porch and fully fenced backyard provide great outdoor space. Ideally located close to great schools, shopping, transit and parks.

142 Culp Trail, Oakville

$3,499,000

5 Beds ⋅ 6 Baths ⋅ W13527768 MLS

Experience the luxury at 3119 Victoria Street, this custom built residence envisioned by the renowned David Small Design and located in Oakville's coveted Bronte Village. Merging timeless architectural elegance this 5-bedroom, 6-bathroom property sits on a mature, private lot just one block from Lakeshore Road.Inside, an open concept layout unfolds with striking accent walls, architectural glass railings, and soaring windows that flood the home with natural light. The culinary heart of the home is a spectacular chef's kitchen outfitted with premium integrated appliances and an oversized Quartz waterfall island, flowing effortlessly into a spacious family room anchored by a contemporary fireplace.The second level serves as a private sanctuary featuring built-in closets and a spa inspired 5-piece ensuite with heated floors. Three additional bedrooms each boast dedicated 3-piece ensuites equipped with cozy heated flooring.The fully finished lower level is an entertainer's dream, complete with a professional glass walled gym, recreation room with custom built-in full wet bar, a fifth bedroom, 3-piece ensuite and high-impact deep windows. Step outside into your resort-style backyard oasis, featuring a climate-controlled standalone garden studio, a private putting green, a modern outdoor kitchen with Dekton countertops, a fire pit lounge, putting green and an integrated hybrid Beachcomber hot tub. Every inch of this home has been optimized for effortless living, from the remote-controlled automation to the pristine epoxy-floor double garage. Enjoy a lifestyle of ultimate convenience, just steps from the marina, beach, and boutique dining of Bronte Harbour.

3119 Victoria Street, Oakville

$2,160,000

4 Beds ⋅ 3 Baths ⋅ W13527638 MLS

5 Elite Picks! Here Are 5 Reasons to Make This Home Your Own: 1. Oversized 70' x 160' (Irreg.) Lot with Spectacular Backyard Oasis Featuring Mature Trees, Expansive ArmourStone Patio Area, Handy Garden Shed & Beautifully Landscaped Gardens! 2. Stunning Kitchen Boasting Custom Cabinetry, Centre Island, Quartz C/Tops & B/Splash, Convenient Pot Filler & Stainless Steel Appliances. 3. Generous Principal Rooms, Including Beautiful L/R with Large Front Windows & 50" F/P with Custom Surround & Recessed TV Nook, Open Concept D/R with W/O to Backyard, and Gorgeous Ground Level F/R with 60" F/P with Custom Surround & Shiplap Mantel... Plus Oversized W/O to Patio & Backyard! 4. Updated Staircase with Glass Railings Leads to Upper Level with 3 Good-Sized Bdrms & 2 Full Baths, Including PBR Boasting Large W/I Closet with B/I Wardrobes Plus Luxurious 4pc Ensuite with Heated Flr, Dbl Vanity & Huge Glass-Panelled Shower! 5. Finished Bsmt with Elegant Frosted Glass Interior Doors Boasting Spacious Rec Room, Finished Laundry Room (with Custom Cabinetry, Quartz C/Top & Heated Terrazzo Flr) & Ample Storage... Including Massive Crawl Space! All This & More!! Impressive Curb Appeal with Lovely Board & Batten Exterior, Beautiful Front Gardens & Large Patio Area Leading up to Oversized Covered Porch. 4th/Guest Bdrm/Office, Stunning 3pc Bath with Heated Flr & Mudroom with Custom B/I Bench & Storage & Garage Access Complete the Ground Level. Fabulous 5pc Main Bath with Heated Flr, Dbl Vanity & Combo Tub/Shower. Many Upgrades Thruout the Home - Including Interior Doors & Hardware, Soundproofing, Aira Floor Vents, Designer Light Fixture, Lutron Plugs & Light Switches, Maestro Dimmers, USB Plugs, Glass Railings... & SO MUCH MORE!! 2 Car Garage with Newer Concrete Floor with Epoxy Coating, Plus Room for 6 Cars in the Oversized Driveway! Fabulous Location at the End of Quiet Cul de Sac Just Minutes from the Lake, Parks & Trails, Top-Ranked Schools, Library, Arena, Shopping & Many More Amenities!

1224 Willowbrook Drive, Oakville

$4,999,000

4 Beds ⋅ 5 Baths ⋅ W13524820 MLS

Grand Grounds. Timeless Elegance. Extraordinary Potential.An exceptional opportunity in one of Olde Oakville's most prestigious neighbourhoods. Tucked behind private gates and nestled beneath a magnificent canopy of mature trees, this beautifully landscaped and increasingly rare 0.82-acre estate offers over 7,100 square feet of living space in an irreplaceable setting just moments from Downtown Oakville.Approached by a sweeping circular drive, the timeless brick residence immediately impresses with its classic Colonial Williamsburg-inspired architecture, elegant symmetry, and commanding presence. Beyond the front entrance, peaceful views of the private pond and lush landscape create a tranquil, park-like retreat rarely found in such a coveted urban location.Custom built in 1980, this stately four-bedroom residence offers an extraordinary opportunity to reimagine an exceptional property. Offered in "as is" condition, the home presents the perfect canvas for those looking to undertake a significant renovation, thoughtfully restore its timeless character, or explore the opportunity to create a magnificent custom estate (subject to all necessary approvals). Whether preserving its enduring architectural charm or designing an entirely new vision, the possibilities are truly exceptional.The expansive grounds provide an incredible backdrop for family living, entertaining, and creating lasting memories for generations to come. Properties offering this rare combination of land, privacy, scale, and location are becoming increasingly difficult to find.Ideally situated within one of Oakville's most sought-after school districts and just a short walk to Downtown Oakville, the Oakville GO Station, public and private schools, Post Park, Whole Foods, Longo's, boutique shopping, restaurants, and the lakefront, this is more than an exceptional property-it is a rare opportunity to create a legacy estate in one of Olde Oakville's most coveted locations.

488 Macdonald Road, Oakville

$1,958,800

5 Beds ⋅ 5 Baths ⋅ W13521480 MLS

Welcome to Joshua Creek, one of Oakville's most sought-after communities, renowned for its top-ranked Fraser Institute schools, scenic parks, ponds, and walking trails. Completely renovated from top to bottom, this stunning carpet-free home is vacant, move-in ready, and features brand-new finishes throughout-never lived in since completion. The renovations and finishes are LESS THAN 2 MONTHS OLD, offering buyers the opportunity to enjoy a truly turnkey home with the feel of new construction (FURNACE & AC 2-3 YEARS OLD, ROOF 4-5 YEARS OLD). Step inside to soaring 9-foot ceilings, a bright open-concept layout, and a beautifully redesigned kitchen featuring brand-new cabinetry, countertops, appliances, pot lights, and modern finishes. A striking new staircase railing adds to the home's contemporary elegance, while two natural gas fireplaces provide warmth and character. Every spacious bedroom features its own walk-in closet, and the fully finished basement provides endless possibilities for entertaining, multigenerational living, a home gym, or a home office. Outside, FIND A BRAND NEW DRIVEWAY AND REPAVED INTERLOCK! Discover a truly special backyard highlighted by mature landscaping and a breathtaking canopy of established wisteria-an irreplaceable feature cultivated over many years that creates a private garden retreat unlike any other. This isn't simply a renovated house; it's a rare opportunity to own a turnkey luxury home in one of Oakville's most desirable neighbourhoods. The property is vacant and offers a flexible possession date, making it ideal for buyers looking for a seamless move. Just unpack and enjoy!

2309 Eighth Line, Oakville

$1,798,800

4 Beds ⋅ 5 Baths ⋅ W13520576 MLS

Welcome to 2330 Valleyridge Drive, an exceptional move-in ready family home offering 4 bedrooms, 5 bathrooms, and 3,937 sf of finished living space in one of Oakville's most sought-after communities. Deceptively spacious & much larger than it appears, this impressive property backs onto a private ravine and features a saltwater inground pool, professionally landscaped grounds, and a backyard retreat surrounded by mature cedar trees. A 1.5-car garage with inside entry and parking for 4 cars completes the property. Ideally located close to top-rated schools, parks, walking trails, shopping & everyday amenities. Hardwood flooring extends throughout the principal rooms. The living room features 9' ceilings, a gas fireplace, and built-in surround sound. The family room flows seamlessly into the breakfast area and eat-in kitchen featuring granite countertops, custom cabinetry with soft-close drawers, pot and pan drawers, under-cabinet lighting, stainless steel appliances, pot lights, and a walkout to the backyard. A 2pc powder room completes the main level. The upper level offers four generous bedrooms, including a private primary retreat with a walk-in closet and 5pc ensuite featuring double sinks, a freestanding soaker tub, glass-enclosed shower, and separate water closet. Two additional 4pc bathrooms and upper-level laundry complete this floor. The finished lower level adds exceptional living space with a large recreation room, 3pc bathroom, and abundant storage. Outside, the private backyard showcases a saltwater pool, new deck (2025), mature cedar trees, and a peaceful ravine setting, creating an exceptional space for outdoor entertaining and relaxation. Combining generous living space, a functional family layout, move-in ready (newer roof, furnace, pool heater & pump) convenience, and an exceptional ravine setting, this Oakville home presents an outstanding opportunity in a highly sought-after neighbourhood.

2330 Valleyridge Drive, Oakville

$4,499,000

5 Beds ⋅ 5 Baths ⋅ W13520422 MLS

Set on a rare and private 1/2+ acre estate lot in one of South West Oakville's most coveted lakeside neighbourhoods, this stunning custom designed home offers over 6,500 sq. ft. of luxurious living space just steps from Lake Ontario and within minutes to esteemed Appleby College. Thoughtfully designed for both everyday living and grand-scale entertaining, the home features 10' ceilings on the main level, 9' ceilings on the upper and lower levels, extensive custom millwork, rich hardwood flooring, and exceptional craftsmanship throughout. The Hampton-inspired custom kitchen and butler's pantry serve as the heart of the home, complemented by luxurious ensuite bathrooms and high-end finishes at every turn. The main floor primary retreat offers the convenience of single-level living, complete with a custom walk-in closet, spa-inspired 5-piece ensuite, gas fireplace, and serene backyard views. The fully finished lower level is ideal for multigenerational living, featuring a second kitchen, two additional bedrooms, a gym, wet bar, games area, and expansive recreation room. Step outside to your own private resort, where mature landscaping surrounds a saltwater pool, waterfall feature, and covered outdoor living area. A truly exceptional opportunity to own a custom estate property on one of Oakville's most prestigious streets, surrounded by luxury homes, steps to the lake, and moments to top-ranked schools, parks, and downtown Oakville. Some opportunities are measured in sq footage, others are measured in land, location and the life you'll build there. 1098 Lakeshore Rd is not to be missed.

1098 Lakeshore Road W, Oakville

$4,895,000

4 Beds ⋅ 4 Baths ⋅ W13519952 MLS

Welcome to 1516 Duncan Road, an extraordinary custom-built contemporary residence in prestigious Southeast Oakville where exceptional craftsmanship and state-of-the-art smart home technology come together seamlessly. Completed in 2020, this one-of-a-kind bungalow offers 5,000 sq. ft. of living space with 3+1 bedrooms, 4 bathrooms, and a residential elevator servicing all three levels, including the rooftop terrace. Soaring 15-ft floor-to-ceiling windows flood the open-concept interior with natural light while creating a seamless connection to the landscaped backyard featuring extensive hardscaping, an outdoor gas fireplace, heated outdoor living areas, and exceptional privacy. Polished concrete floors with hydronic radiant heating, custom cabinetry, and natural stone finishes define the sophisticated interior. The designer kitchen is equipped with Thermador and Bosch appliances, Brazilian Black Fusion stone countertops, double ovens, a barista station, and a wet bar featuring Grohe Blue chilled, sparkling, and filtered water. The tranquil primary suite overlooks a private bamboo courtyard and offers custom built-ins and a luxurious spa-inspired ensuite. The finished lower level is designed for entertaining with a games area, wet bar featuring Avocatus quartzite, dedicated home theatre, guest suite, and family room. Smart living is elevated through Lutron lighting, Home Assistant automation, Sonos audio, a 24-camera surveillance system, fibre internet with Starlink backup, motorized shutters, and whole-home smart leak protection. Highlights include a heated driveway, walkways and covered porches with integrated snow-melt system, oversized double garage with EV charger, central vacuum, smart irrigation, and low-maintenance landscaping. A truly exceptional residence blending innovative technology, timeless design, and uncompromising luxury in Oakville's most sought-after neighbourhoods.

1516 Duncan Road, Oakville

$1,349,000

3 Beds ⋅ 2 Baths ⋅ W13519744 MLS

Nestled on one of Bronte's most sought-after streets, this exceptional brick bungalow presents a rare opportunity for homeowners, renovators, builders, and investors alike. Situated on an expansive lot of approximately 8,000 sq. ft., the property offers endless potential to renovate, expand, or build a custom dream home in one of Oakville's most prestigious neighbourhoods. The existing home has been well maintained and is in excellent condition, providing the flexibility to move in and enjoy as is, complete a stunning renovation, add an addition, or generate rental income while planning your future vision. Ideally located on a quiet, family-friendly cul-de-sac, the home is just steps to a local park and playground and within walking distance to vibrant Bronte Village, where you'll enjoy an array of restaurants, boutique shops, cafés, the waterfront, and everyday amenities. Surrounded by multi-million dollar custom homes, this property offers the perfect combination of location, lifestyle, and long-term value. With a welcoming neighbourhood atmosphere and a cherished annual late-summer street gathering, this is more than just a property-it's an opportunity to become part of one of Oakville's most desirable communities. Whether you're looking to renovate, build, invest, or simply enjoy the home today while planning for tomorrow, this is an exceptional opportunity in a premium location.

2470 Meadowood Crescent, Oakville

$3,890,000

4 Beds ⋅ 5 Baths ⋅ W13512502 MLS

Nestled on an exceptional 15,511sqft mature lot in prestigious Southeast Oakville, this beautifully renovated executive residence offers timeless elegance, luxurious finishes, and an unbeatable location within walking distance to top-ranked schools, including OTHS, EJ PS etc. Offering approximately 3487 sqft. above grade plus a finished lower level, this exceptional home features 4 bedrooms, 5 bathrooms, and thoughtfully designed living spaces perfect for both family living and entertaining.Rich wide-plank hardwood floors, crown mouldings, custom millwork, wainscoting, built-ins, pot lights, stone flooring, an impressive oak staircase with iron pickets, and four gas fireplaces showcase the home's exceptional craftsmanship. The stunning renovated chef's kitchen is appointed with premium Miele appliances, custom cabinetry, and overlooks the inviting sunken family room, creating the perfect gathering space. Elegant formal living and dining rooms provide refined spaces for entertaining, with the living room easily accommodating a baby grand piano.The luxurious primary retreat features its own gas fireplace, an expansive dressing room, and a spa-inspired 4-piece ensuite with a glass shower. The finished lower level offers a spacious recreation room, exercise room, 2-piece bath, and abundant storage.Extensive updates include a complete kitchen renovation, premium Miele appliances, exterior LED lighting, renovated garage, repaved driveway, new eavestroughs, freshly painted exterior façade, new pool liner and heater, and numerous quality improvements throughout.The spectacular backyard is a private oasis featuring a sprawling stone patio, covered terrace, and sparkling in-ground pool surrounded by mature landscaping-perfect for summer entertaining. Ideally located just steps to Lake Ontario, Gairloch Gardens, parks, trails, and only a 3-minute drive to downtown Oakville's boutique shops, fine dining, and waterfront.

153 Cairncroft Road, Oakville

$1,779,000

5 Beds ⋅ 4 Baths ⋅ W13511208 MLS

The driveway winds in through mature trees and the house appears at the end in the centre - a stucco Spanish-style villa on 10.33 acres in Rural Oakville. By the time you reach the front door, the city is completely out of sight & sound. South-facing, Conservation Halton land on the edges. Circular drive for 10 vehicles, attached 2-car garage, A/C workshop & central vacuum. {MAIN LEVEL} Tile foyer with double mirror closet. Two main-floor bdrms - one overlooks the front yard, one the backyard - both with hardwood floors & closets. 5pc tile bath. Kitchen with skylight overhead, SS appliances (fridge, oven, built-in microwave, range hood & countertop stove), tile floors, backsplash, double sink & pot lights. Large eat-in area with W/O to balcony - you're looking straight into your own trees. Dining rm with hardwood, textured ceiling & pot lights. Family rm with hardwood, wood-burning fireplace & pot lights. {UPPER LEVEL } Primary bdrm overlooks the backyard - trees, not rooftops. Walk-in closet & separate closet. Ornate 5pc ensuite with stand-up shower & Jacuzzi tub. 5pc main bath with hardwood floors. Flexible room with built-in shelving & cabinets - office, study or storage. Third bdrm with hardwood floors & closet.{BASEMENT}Finished W/O basement. Rec room with wood-burning fireplace & built-in shelving flows directly into the wet bar area - built-in wooden bar & W/O to patio. Summer evenings are covered. Basement bdrm with closet overlooks backyard. 3pc ceramic bath. Full laundry with washer, dryer, fridge & freezer. Utility rm with water softener, HWT & HVAC. {LOCATION} Rural Oakville Greenbelt. Sixteen Mile Creek nearby, Conservation Halton land on the edges. Gateway to Bronte Creek Provincial Park trails. Golf minutes away. Hwy 407 ETR accessible - Milton & Mississauga both within easy reach. Far enough from everything to feel like an escape. Close enough that you're never actually far.

2194 Lower Base Line, Oakville

$3,198,000

5 Beds ⋅ 5 Baths ⋅ W13506166 MLS

Set on a beautifully landscaped property in a quiet pocket of SW Oakville, this exceptional custom residence offers 5,104 sq ft of thoughtfully designed living space w/4+1 beds + 4.5 baths. Ideally positioned just a short walk to internationally recognized Appleby College, YMCA, downtown Oakville + an array of local amenities, the location is as compelling as the home itself. Built with an uncompromising commitment to quality w/refined finishes +exceptional craftsmanship.A striking streetscape, framed by manicured gardens+ curated plantings, creates an unforgettable first impression, while the interior balances elevated living w/everyday comfort. Extended ceiling heights + expansive glazing fill the home with natural light. A private office provides a quiet retreat, while the chef-inspired kitchen serves as the heart of the home, complete with server + walk-in pantry.Open to the great room, it is perfectly suited to family life+entertaining alike. Double French doors extend the living space outdoors. An expansive mudroom keeps daily life organized. Curated millwork continues upstairs. The primary suite is a serene retreat w/expansive glazing, outfitted dressing room + spa-inspired ensuite. Three additional bedrooms offer generous proportions. One enjoys a private ensuite, while two share a well-appointed bath. A dedicated laundry room w/extensive storage adds everyday convenience. Designed as the ultimate entertaining retreat, the LL features a striking wine cellar, terrazzo-inspired spa bath, fifth bedroom, sophisticated lounge, wet bar and dedicated theatre area. Outside, mature beech trees + hornbeam hedging create exceptional privacy + a lush, low-maintenance setting. Rear portico w/stone-wrapped fireplace + a central stone courtyard lounge provide inviting spaces for gathering, relaxing + entertaining from day to night. Exquisitely built + impeccably maintained, this is an elevated lifestyle offering in one of Oakville's most desirable neighbourhoods.

487 Orchard Drive, Oakville

$1,799,000

5 Beds ⋅ 5 Baths ⋅ W13505840 MLS

RECENTLY REIMAGINED FOR MODERN FAMILY LIVING WITH A RESORT-STYLE BACKYARD IN SOUGHT-AFTER WEST OAKVILLE! JUST MINUTES TO THE LAKE! This exceptional residence offers 4+1 bedrooms, 4.5 bathrooms, and a professionally finished lower level, seamlessly blending sophisticated design with everyday functionality. The open concept main level is enhanced by engineered hardwood flooring, expansive floor-to-ceiling windows, and light-filled principal rooms designed for everyday living and entertaining. The stunning custom kitchen features quartz countertops, oversized centre island with sink, JennAir gas range, pot filler, and access to the backyard. An open-riser staircase with glass panels creates a striking architectural focal point, while the living room is anchored by a dramatic feature wall with gas fireplace. Upstairs, engineered hardwood continues throughout. The primary retreat showcases a designer accent wall, elegant wall sconces, a walk-in closet with window and custom built-ins, and a spa-inspired five-piece ensuite with freestanding tub, glass shower with rainfall showerhead, and double vanity. A second bedroom features its own private three-piece ensuite, while two additional bedrooms share a beautifully appointed four-piece bathroom. A laundry room with sink completes the upper level. The backyard is a private oasis designed for entertaining and relaxation, featuring an inground pool with an eco-friendly, cost-effective copper ionizer system, extensive stone hardscaping, and a covered outdoor living area with gas fireplace. A dedicated BBQ station with natural gas line and convenient side-door access to the kitchen further enhances the outdoor experience. Ideally located close to parks, top-rated schools, Queen Elizabeth Park Community and Cultural Centre, shopping, transit, major highways, and the lake. This remarkable home offers an exceptional lifestyle in a coveted family-friendly neighbourhood. (certain exterior images have been digitally enhanced)

2212 Urwin Crescent, Oakville

$3,300,000

6 Beds ⋅ 5 Baths ⋅ W13496464 MLS

Welcome to this exceptional custom-built home in the heart of South Oakville, where timeless design meets modern luxury. Offering 3,387 sq. ft. above grade (MPAC) and approximately 5,400 sq. ft. of beautifully finished living space, this residence was thoughtfully designed for comfortable family living and elegant entertaining.The sun-filled open-concept layout features dramatic floor-to-ceiling windows, 10-foot ceilings on the main floor, and premium finishes throughout. The gourmet kitchen is the centerpiece of the home, complete with custom white cabinetry, quartz countertops, high-end appliances, and a large centre island overlooking the spacious family and dining areas.This home offers 4+2 generously sized bedrooms, a private main-floor office, and 5 beautifully finished bathrooms, providing plenty of space for growing families. The professionally finished walk-up basement with 9-foot ceilings includes an oversized recreation room, wet bar, exercise area, and two additional bedrooms, making it ideal for entertaining or extended family living.Step outside to a professionally landscaped backyard featuring a covered cedar-ceiling patio, creating the perfect setting for relaxing or hosting family and friends.Situated in one of South Oakville's most desirable neighbourhoods, this home is within walking distance to parks, shopping, Appleby College, Queen Elizabeth Park Community and Cultural Centre, and is just minutes from the lake. It is also surrounded by some of the area's top-rated public, Catholic, and private schools.Proudly built by the owner for personal use-not as a speculative build-this home reflects exceptional craftsmanship, quality materials, and meticulous attention to detail throughout. This is a rare opportunity to own a truly remarkable custom home in one of Oakville's most sought-after communities.

442 Sherin Drive, Oakville

$1,749,999

4 Beds ⋅ 2 Baths ⋅ W13493042 MLS

Prestigious South West Oakville Bungalow - Live, Lease, or Build. Discover refined living in this beautifully maintained four-bedroom bungalow, gracefully situated in one of South West Oakville's most distinguished and established neighbourhoods. Surrounded by mature trees and bespoke multi-million- dollar estate homes listed as high as $4.69 million-this residence is set on a generous, oversized lot boasting RL3-0 zoning and impressive frontage (61.59 x 128.57 x 123.46 x 60.60 ft), offering an unparalleled opportunity for discerning homeowners, investors, or builders. Exuding warmth and understated elegance, the home presents a harmonious blend of comfot, character, and versatility. The interiors are thoughtfully arranged to maximize functionality, featuring a modern kitchen, well-defined living areas, and tasteful finishes throughout. The current design encompasses two separate living units, ideal for extended families, rental income, or interim occupancy while preparing for a custom redevelopment. An updated estimate was provided recently, confirming that expanding to six bedrooms, alongside further enhancements, can be accomplished for under $10,000, underscoring the property's exceptional potential. This unique offering allows buyers the flexibility to move in immediately, lease one or both units, or redevelop within a pretigious enclave renowned for its collection of luxury custom residences. The current owner is amenable to remaining as a tenant, ensuring a seamless transition and immediate income stream. For builders and investors, the opportunity to lease during the permitting process provides valuable holding income while unlocking the fullpromise of this coveted parcel.

1368 Tansley Drive, Oakville

$1,199,000

5 Beds ⋅ 3 Baths ⋅ W13490126 MLS

Motivated Seller ! Don't miss this one!!Newly renovated raised bungalow in the highly coveted South Oakville neighbourhood. This exceptional home offers 4+1 generously sized bedrooms and 3 beautifully updated bathrooms, designed to accommodate modern family living with both style and functionality.Situated on a quiet, family-friendly crescent, this property boasts a premium oversized lot (61.14 x 129.76), surrounded by mature trees and an enclave of impressive executive new builds, providing both privacy and prestige.Enjoy the perfect blend of tranquility and convenience, just moments from top-rated schools, parks, the lake, and all essential amenities.A rare opportunity to own in one of Oakville's most desirable communities. Tenants willing to stay or leave, they are cooperative.

578 Trafford Crescent, Oakville

$1,599,000

4 Beds ⋅ 3 Baths ⋅ W13478948 MLS

Some lots in south Oakville hold their ground quietly - this is one of them. Sitting on an oversized 60 x 139-foot parcel on the preferred side of Wildwood Drive, the property backs directly onto Pinegrove Public School, delivering rare privacy with no rear neighbours and a mature tree line that no landscaper can replicate.The fully fenced backyard centres on a heated in-ground pool - the kind of outdoor space that makes a home worth coming back to every evening.Inside, a fully renovated bungalow offers an open-concept main floor, modern kitchen, and generous natural light throughout. The finished lower level functions as a complete in-law suite with its own separate entrance, kitchenette, full bath, and a fourth bedroom with lookout windows - ideal for extended family or additional income potential.Location checks every box: three minutes to Appleby College, under five to Bronte GO and the QEW, a short ride to Kerr Village and Bronte Harbour.Opportunities like this - oversized lot, pool, privacy, and a walk to top-rated schools - surface rarely in this pocket of Oakville.

598 Wildwood Drive, Oakville

$12,000,000

6 Beds ⋅ 10 Baths ⋅ W13475920 MLS

Gracefully positioned behind gated entry on an expansive 0.78-acre parcel in South-East Oakville, this distinguished residence offers an exceptional blend of privacy, scale, and refined living. Thoughtfully designed for both grand entertaining and comfortable family living, the home showcases timeless architecture, remarkable craftsmanship, and elegant interiors throughout. A refined material palette features heated marble flooring with decorative inlay and galaxy border, quarter-sawn white oak hardwood flooring, crown moldings with extensive ceiling detailing and custom millwork. Carefully considered architectural details, custom cabinetry, integrated technology, and seamless indoor-outdoor connections create a residence that feels both impressive and effortlessly livable. Surrounded by mature landscaping and resort- style outdoor spaces-including a spectacular ozone pool and cabana setting, covered entertaining areas, and a year-round hot tub-the property offers an exceptional lifestyle just moments from the lake, top schools, and the amenities of downtown Oakville.

113 Maple Grove Drive, Oakville

$2,495,000

3 Beds ⋅ 2 Baths ⋅ W13473380 MLS

Tucked into the coveted Orchard Beach enclave in southeast Oakville and just steps from the lake, 32 Park Avenue is a timeless residence that blends classic charm w/thoughtful modern updates. Set beyond a magnificent magnolia tree on one of Oakville's most desirable streets, this meticulously renovated home offers an exceptional lifestyle in a coveted lakeside setting. Enjoy morning strolls along the Esplanade, peaceful waterfront moments + views of sailboats gliding across the harbour. Inside, light-filled principal rooms unfold w/warmth and sophistication. The chef's kitchen is beautifully appointed with commercial grade appliances, Carrara marble countertops, slate flooring + Perrin & Rowe fixtures. Designed for both everyday living + entertaining, it flows seamlessly into the dining room + inviting living room. A glass-enclosed sunroom overlooks the gardens + is warmed by a gas stove, creating a tranquil retreat that can be enjoyed year-round. Upstairs, three generous bedrooms are served by a beautifully renovated four-piece bath. The primary bedroom enjoys access to a private terrace, offering a peaceful setting for morning coffee or quiet relaxation. The finished lower level extends the living space with a welcoming recreation room, gas fireplace, bar area + custom walnut-and-glass wine display. Outside, mature magnolias, Japanese maples, rhododendrons, hemlocks + moonbeam plantings create an enchanting English garden setting. Curated landscaping lighting + frequent visits from songbirds enhance the sense of serenity. Offering a rare blend of tranquillity + convenience, this exceptional property is just a short stroll to downtown Oakville's boutiques, cafes, restaurants, parks, harbour + waterfront trails, with GO Transit and top-ranked schools close at hand. Rarely does an opportunity arise in this prestigious lakeside pocket. Elegant, welcoming + undeniably special, this is Orchard Beach living at its finest.

32 Park Avenue, Oakville

$5,995,000

5 Beds ⋅ 6 Baths ⋅ W13471308 MLS

Set on a rare 130' x 130' lot in the heart of Southeast Oakville, 240 Poplar Drive offers approximately 6,900 sq. ft. of finished living space on one of the area's most desirable streets.Designed by Bill Hicks, this custom home features generous principal rooms, a highly functional family layout and exceptional outdoor living. The private backyard includes mature landscaping, extensive stonework, an in-ground pool with waterfall, integrated hot tub, landscape lighting, a dedicated pool equipment house and multiple outdoor entertaining areas.The home has benefited from ongoing updates and improvements throughout ownership, including hardwood flooring, décor, landscaping and pool improvements, mechanical upgrades and integrated technology.The upper level offers spacious family accommodation highlighted by a private primary suite with steam shower ensuite. The fully finished lower level provides flexible space for recreation, fitness, hobbies, entertaining and guest accommodation.Located within walking distance of downtown Oakville, Lake Ontario, parks, restaurants, boutiques and some of Ontario's top-ranked schools, this is a rare opportunity to acquire a family home on an exceptional lot in one of Oakville's most established neighbourhoods.Large lots, mature trees and this level of privacy are increasingly difficult to find in Southeast Oakville. 240 Poplar Drive offers a rare combination of space, privacy and walkability in a premier South Oakville location.

240 Poplar Drive, Oakville

$1,964,000

5 Beds ⋅ 4 Baths ⋅ W13470090 MLS

Welcome to this exceptional Georgian-style family home, lovingly maintained by its original owner for 39 years and beautifully renovated within the past 12 months. Offering approximately 3,000 sq. ft. above ground of thoughtfully designed living space, this move-in-ready residence combines timeless charm and modern upgrades in one of East Oakville's most sought-after family-friendly neighbourhoods, Clearview.Featuring 4 spacious bedrooms, a finished basement, and outstanding curb appeal, this home has been meticulously updated with a stunning renovated kitchen, stylish new flooring throughout, and beautifully renovated bathrooms. An upgraded roof adds further peace of mind, allowing buyers to simply move in and enjoy. The elegant Georgian exterior creates a lasting first impression, while the interior showcases pride of ownership at every turn.Designed for family living, the home offers generous principal rooms, functional living spaces, and a warm, welcoming atmosphere.Perfectly located for commuters, minutes from QEW/403, for quick access and easy drive into the city. Families will especially appreciate having one of Oakville's top-rated elementary schools James Hill just steps away at the end of the street, and also St.Luke Catholic School just along the street on Kingsway.A rare opportunity (offered for the first time by original owners) to own a meticulously cared-for home with extensive recent renovations, timeless character, and an unbeatable family-friendly location. This is the one you've been waiting for.

1338 Chalfield Drive, Oakville

$4,265,000

5 Beds ⋅ 6 Baths ⋅ W13469458 MLS

A rare opportunity to create a new, luxurious custom-home on one of Old Oakville's most coveted streets, set on an exceptionally private, tree-lined lot. This rarely offered design features a double-car garage and a fully finished lower level, thoughtfully crafted to deliver both elegance and functionality. Enjoy the expertise of a dedicated interior designer throughout the entire building process, ensuring every finish and detail is tailored to your vision. Features include: Curated luxury finishes throughout. Personalized interior design consultation and selection services. Optional elevator upgrade available with a three bedroom floorplan. Exceptional craftsmanship by a trusted custom builder with nearly 20 years of experience. An extraordinary opportunity to build a timeless custom home in one of Oakville's most prestigious neighbourhoods. Drawings are approved by Committee of Adjustments. Projected completion date August 2027 /Permit Process Underway

343 Douglas Avenue, Oakville

$4,399,000

6 Beds ⋅ 8 Baths ⋅ W13466488 MLS

Unparalleled elegance define this exquisite luxury detached home featuring 5 + 1 bedrooms and 8 washrooms in the prestigious Bronte West community of Oakville, offering over 5,000 sq. ft. of sophisticated living space with exceptional design and premium finishes throughout. The home welcomes you with a double door entry leading into a dramatic foyer with a 22' open-to-above ceiling, 11' across and 12' in basement. Separate living and dining areas are complemented by large windows, while the impressive family room boasts a 22' open-to-above ceiling, a gas fireplace, and expansive window. The main floor also includes a mud room for added practicality, seamlessly connecting the garage entry to the living spaces.The gourmet kitchen is equipped with built-in SS appliances, a pantry, a servery, and a breakfast area combined with the kitchen, with a walk-out to a terrace ideal for entertaining large gatherings. A private elevator, connecting all levels of the home with ease and comfort.The second floor offers a luxurious primary suite featuring his-and-her closets with a skylight and a 5-piece ensuite with dual sinks, while 4 additional spacious bedrooms each include their own closets and private ensuites, along with a second-floor laundry for added functionality. The fully finished walk-out basement includes a 1-bedroom suite, 2 bathrooms, a recreation room with wet bar that can be converted into a second kitchen, a home gym and a dedicated home theatre for entertainment, along with a cold room, plus a second laundry area in the basement for added convenience. The beautifully landscaped backyard creates a resort-style setting perfect for relaxation and entertaining. Ideally located just minutes from Coronation Park, the lakeshore, top-rated schools, fine dining, boutique shopping, and cultural amenities. Taxes have not been assessed yet.

1042 Bridge Road, Oakville

$1,870,000

4 Beds ⋅ 4 Baths ⋅ W13465586 MLS

Discover contemporary elegance in one of Oakville's most sought-after communities. Situated in the vibrant Uptown Core, this never-before-lived-in residence in Seven Oaks by Fernbrook Homes offers an impressive blend of sophisticated design and modern comfort. Built in 2025, this beautifully crafted two-story home features 3,121 sq. ft. of thoughtfully designed living space on a 38' lot, complete with a double-car garage and a sunset-facing backyard. Thoughtfully designed with elevated finishes and exceptional attention to detail, the main level features a separate dining room, spacious great room, and a bright breakfast area with a walkout to the backyard deck. Enhanced by 10' smooth ceilings, hardwood flooring, pot lights throughout the main floor, and integrated ceiling speaker rough-ins with electrical for surround sound, the great room centres around a gas fireplace and flows seamlessly into the kitchen and breakfast area. The kitchen has an oversized quartz island featuring hidden storage, ample cabinetry, and a custom coffered ceiling that extends into the breakfast area. The home offers 4 bedrooms and 3.5 bathrooms, including smooth 9' ceilings throughout all bedrooms. The primary features a ceiling speaker rough-in, a walk-in closet, and a spa-inspired ensuite complete with a quartz vanity countertop, soaker tub, glass shower, and another integrated ceiling speaker rough-in. A convenient second-floor laundry room enhances the home's functional layout. Blending refined finishes with everyday comfort, this residence includes the peace of mind of a 7-Year Tarion Warranty. Experience elevated living in one of Oakville's most desirable communities. *Proposed HST rebate eligibility applies to qualified purchasers.*

3262 Millicent Avenue, Oakville

$1,175,000

5 Beds ⋅ 2 Baths ⋅ W13463840 MLS

Bright, spacious family home on a premium corner lot in College Park - 1011 Pearson Dr. This well-maintained 3-bedroom home features an eat-in kitchen with walkout to a large deck, sun-filled living/dining room, hardwood floors and modern pot lights. Finished basement with separate entrance includes a kitchenette, bedroom, office and full bath - ideal for rental income or extended family; current tenants are flexible to stay or leave. Enjoy a large, private yard with grapevines and fruit trees. Conveniently located near Sheridan College, Oakville Place, top schools, parks, library and Hwy 403 - a rare opportunity in a high-demand neighbourhood.

1011 Pearson Drive, Oakville

$899,000

3 Beds ⋅ 3 Baths ⋅ W13457718 MLS

Welcome to this beautifully situated two-storey home in Oakville's highly desirable River Oaks community, where convenience, family-friendly living, and exceptional amenities come together. Perfectly positioned just minutes from the vibrant Uptown Core, you'll enjoy easy access to shopping, dining, entertainment, and everyday essentials. Inside, the bright and functional main floor is designed for comfortable family living, featuring a spacious kitchen with ample cabinetry and workspace, ideal for both daily routines and entertaining. A walkout from the kitchen leads to the backyard deck, creating the perfect setting for summer barbecues, outdoor dining, and relaxing with family and friends.The upper level offers three generously sized bedrooms, including a private primary retreat complete with a 3-piece ensuite. The finished basement provides valuable additional living space, perfect for a recreation room, home office, gym, or guest accommodations.Adding to the home's appeal is a detached double-car garage, offering plenty of parking and extra storage space.Enjoy an active and connected lifestyle with Oak Park SmartCentre, parks, scenic trails, and the River Oaks Community Centre all within walking distance. Commuters will appreciate the quick access to Oakville GO Station, the QEW, and Highway 407, making travel throughout the GTA effortless. This is a fantastic opportunity to own a home in one of Oakville's most established and sought-after neighbourhoods-a perfect place to live, grow, and enjoy everything Oakville has to offer.

98 Roxton Road, Oakville

$33,000,000

7 Beds ⋅ 13 Baths ⋅ W13453124 MLS

2054 Lakeshore Rd. East is one of Oakville's finest lakefront estates.Situated on 1.6 acres & 166 ft of pristine shoreline, complete with deck & stairway access to the water. Designed by renowned architect Gren Weis & brought to life by the exceptional craftsmanship of Coulson Fine Homes.This magnificent 7-bdrm, 13-bath home spans an impressive 19,210 sq ft living space.Step into the grand formal entrance where limestone cast walls create a dramatic first impression serving as a prelude to the extraordinary spaces beyond.The residence showcases 12 ft ceilings on the main level, Brazilian walnut flooring thru-out & custom cabinetry adorns this remarkable home.The estate features an expansive living & dining rm w/breathtaking water views, perfect for intimate gatherings or grand celebrations.Step outside to the covered terrace where you can relax to the sounds of the "Bellagio" inspired fountains & waterfall.The gourmet open-concept kit.flows effortlessly into the fam.rm where water views & fp create a relaxed & comfortable space.The lower-level transforms into an entertainer's paradise, w/a state-of-the-art home theater, gym w/direct access to the infinity edge pool,steam room, golf simulator, wine cellar, billiards area w/rec room & catering kit.A private 2-bdrm nanny suite w/sep. entrance. Two laundry rooms .An elevator gives you convenient access to all 5 levels of this thoughtfully designed home.The outdoors offers multiple entertaining areas nestled within the manicured landscaped grounds, the lakefront deck & poolside.The power screened sunroom offers 3 season enjoyment.His & Hers double car garages to accommodate 4 vehicles w/additional parking for 20 more on the circular driveway & auxiliary prkng areas-perfect for hosting memorable events.This waterfront estate represents more than just a home it's a lifestyle statement and every detail is curated to create an environment of uncompromising luxury and comfort. LUXURY CERTIFIED.

2054 Lakeshore Road E, Oakville

$10,880,000

5 Beds ⋅ 7 Baths ⋅ W13448452 MLS

Set on one of Morrison's most coveted streets, this extraordinary custom-built estate offers over 10,800 sq ft of impeccably designed living space, complemented by a remarkable 3,400 sq ft two-level garage and showroom with accommodation for up to 10 vehicles. A striking stone façade introduces interiors defined by exceptional craftsmanship, soaring ceilings, expansive principal rooms, and walls of glass that seamlessly connect to the resort-inspired grounds. Designed for both grand-scale entertaining and refined family living, the main level features elegant formal living and dining rooms, a private executive office, and a spectacular chef's kitchen with bespoke cabinetry, premium appliances, an oversized island, walk-in pantry, and full servery. The adjoining family room and Muskoka-inspired lounge create an effortless indoor-outdoor lifestyle experience. The upper level is anchored by a luxurious primary retreat featuring a private balcony, fireplace, custom dressing rooms, and a spa-inspired ensuite. Additional bedroom suites offer exceptional comfort with custom finishes, walk-in closets, and ensuite bathrooms. The lower level is dedicated to recreation and wellness, featuring a state-of-the-art home theatre, games area, fitness studio, sauna, custom bar, wine display room, and expansive entertainment spaces. Outdoors, the estate transforms into a private resort oasis, featuring meticulously landscaped grounds, extensive entertaining terraces, and a spectacular pool setting that offers complete privacy and tranquility. Located in one of Oakville's most prestigious neighbourhoods, this exceptional residence is moments from top-ranked schools, downtown Oakville, lakefront parks, private clubs, and all the amenities that define this premier community. A truly remarkable family estate where architectural excellence, luxury, and lifestyle converge.

262 Maple Grove Drive, Oakville

$3,739,000

5 Beds ⋅ 6 Baths ⋅ W13444624 MLS

Nestled in the heart of highly sought-after Morrison, this exceptional custom-built executive home offers 4,464sf above grade or nearly 6,000 sf of refined luxury living space, set on a rare 100 x 150 ft south-facing premium lot. Thoughtfully designed with a contemporary aesthetic and impeccable craftsmanship, this residence seamlessly blends elegance with modern functionality.Featuring a versatile layout with 2 bedrooms on the main level and 2 on the upper level, all spacious and boasts its own private ensuites and spacious walk-in closets, offering ultimate comfort and privacy. The home showcases rich hardwood flooring throughout, complemented by custom slatted wood accent walls, extensive millwork, crown mouldings, and soaring ceilings that elevate the sense of space and sophistication.The heart of the home is the breathtaking double-height family room, highlighted by floor-to-ceiling windows, and a dramatic walnut slatted feature wall-creating a true architectural statement. Walk out to a 650 sq.ft. oversized deck, perfect for seamless indoor-outdoor entertaining.The designer kitchen is a chef's dream, featuring premium cabinetry, granite countertops, and top-of-the-line appliances, flowing effortlessly into the principal living spaces. A dedicated main floor office adds convenience for modern living.The professionally finished lower level offers expansive recreation and entertainment areas, ideal for family gatherings or hosting guests.Outdoors, enjoy beautifully landscaped front and rear gardens with a full sprinkler system, interlocking stonework, and a private backyard retreat bathed in southern sunlight.Located just steps to top-ranked schools (Oakville Trafalgar High School, Maple Grove Public School) and the lake, parks, and downtown Oakville, this home represents a rare opportunity in one of Oakville's most prestigious enclaves.

1508 Oakhill Drive, Oakville

$7,470,000

5 Beds ⋅ 7 Baths ⋅ W13429066 MLS

Welcome to 129 Wolfdale Ave, a custom-designed modern craftsman estate, positioned on a premium lot in Southwest Oakville. With approximately 7,300 sq.ft. of living space, and an incredible 1,700 sq.ft. two level garage that stores 6 cars indoors, serviced by a car elevator. This exceptional home blends refined architecture resort-inspired outdoor living, surrounded by a private, tree-lined backdrop. The portico leads into a breathtaking foyer, setting the stage for the elegant interiors beyond. Considered finishes include coffered ceilings, herringbone marble flooring, and wide-plank oak throughout the principal spaces. A stylish main floor office, complete with bespoke millwork. The great room features 14' ceilings, a custom walnut media wall, and a floor-to-ceiling stone fireplace. This space flows effortlessly into the chef's kitchen, beautifully appointed with a full Thermador fridge and freezer, Gaggenau double ovens, range, steam oven, warming drawer, and quartz countertops. A fully equipped butler's pantry that keeps entertaining effortless. The upper-level hosts four spacious bedrooms, each with private ensuites with heated floors. The primary suite is a true retreat, featuring a private balcony, a spa-inspired five-piece ensuite, and a custom walk-through closet. The finished lower level offers additional living space, including a fifth bedroom, walk-up access to the rear garden, gym and home theatre. All six garage spaces, along with driveway and front walkway are radiant heated, ensuring year-round comfort and no snow buildup. Luxury Certified.

129 WOLFDALE Avenue, Oakville

$2,749,900

7 Beds ⋅ 6 Baths ⋅ W13435552 MLS

Imagine The Classical Family Home Taste, Dressed In Modern Fashion, Sparkled By The Home Automation Technology Where Meticulous Design is in place. Live and Raise your kids Among Professional Neighbors and in The Right Schools. Ravines, Parks, Walking Trails. Entertain The Oasis Inside out. 4 Full Bedroom Suites With Walk-In Closets Combined With Ensuite Washrooms, Wall Mount Toilets & In-Wall Tanks, Wall Floating Vanities With Quartz Tops & Vessel Sinks. Marble. Porcelain, Hardwood, Quartzite, 180 Pounds Chandeliers, LED Pot Light and much more luxury materials used to enrich that Gem. Two Hide-a-Hose Central Vacuum Systems. About 4550Sf Of Total Luxury Finished Living Space. Walking Distance to Bronte Creek Provincial Park with Hiking & Biking, 1.8 Acre Outdoor Swimming Pool, Family Camping, Disc Golf Course and lots more.

3176 Stocksbridge Avenue, Oakville

$1,775,000

3 Beds ⋅ 2 Baths ⋅ W13432532 MLS

One Of The Best Locations In South Oakville, Near Lake & Coronation Park. Large 11614 Sq Ft Lot, Backing Onto Woodhaven Park, New Survey & Drawings Available. Ideal For Custom Home, Town Of Oakville Allows To Build New House On Willow Down Side As Front 100 Ft And Depth 172 Ft. Designs And Drawings Are Available, And Ready To Submit For Permit.

1373 Hixon Street, Oakville

Oakville Single Family Properties for Sale

Newest Oakville Single Family Homes for Sale

MORTGAGE CALCULATOR

Estimated Monthly Payment

Estimated Monthly Payment