278 Carolyn Drive

A truly exceptional character home in the heart of Old Oakville, offering over 2300 sqft of beautifully finished living space. Located on a gorgeous tree-lined street, this timeless residence blends classic elegance with modern comfort including elegant mouldings and hardwood floors throughout. Formal principal rooms include a separate dining room and inviting living room with gas fireplace and bay window. The kitchen features honed granite counters, stainless steel appliances, a breakfast area with chef desk and sliding door walk-out to the back deck. A den provides the perfect spot to enjoy a good book or catch up on the news. The second level has the primary bedroom with a luxurious 5pc ensuite bath with heated floor, 2 more ample-sized bedrooms as well as a contemporary 5pc main bath. The finished basement offers bonus living space in a large recreation room with hardwood floor, wood-burning fireplace, 3pc bath and a walk-up to the rear yard. The laundry/utility room provides extra storage space. Outside, lush landscaping frames a private garden, with perennials, cedar arbors and a wooden pergola. A covered outdoor patio extends from the detached garage to make a perfect spot for relaxed outdoor entertaining. Other features include central vacuum, central air, alarm system and outdoor irrigation system. Perfectly located steps from the lake, downtown shops and restaurants, top-rated schools, Oakville Go and easy highway access.

Charming home on a rare oversized lot with clear sun exposure, offering over 17,000 sq ft of prime land, an exceptional canvas for a luxury mansion build. Situated in one of South West Oakville's most sought-after pockets, surrounded by elite custom estates, and within walking distance to the lake and top schools.Ideal for end-users or luxury builders.

Rarely available in highly sought-after West Harbour, this turnkey home delivers a relaxed, walkable lakeside lifestyle perfect for downsizers or young professionals. The bright interior is modern and move-in ready. Neutral decor and hardwood floors flow seamlessly across the two main levels. Large south-facing windows bring an abundance of natural light. In the living room, custom built-ins flank the ethanol fireplace to add both character and practical storage, while the separate dining room is great for entertaining. The main floor den is a highly flexible space that serves perfectly as a home office or a cozy family room. The chef's kitchen offers a full pantry wall and ample counter space. The adjacent breakfast room is surrounded by large windows and has direct access to the private backyard-the ideal spot for your morning coffee. Upstairs, the primary bedroom features a charming nook with peekaboo lake views, making a lovely spot for a desk, vanity, or reading chair. A spacious second bedroom and an updated 3-piece bathroom with heated floors and towel rack complete the top floor. The finished lower level provides versatile bonus space for a home gym, recreation room, or additional workspace. Outside, the property truly shines. The backyard has undergone extensive landscaping to create a lush, private retreat. The multi-level stone patios provide multiple zones for entertaining and relaxing surrounded by low-maintenance mature perennials. An automated irrigation system and garden shed make maintenance a breeze. A subtle water feature echoes the lakeside setting with its soft, relaxing sounds. Out front, exceptional curb appeal is highlighted by the classic covered porch-the perfect spot to wind down and take in the sunset. The lifestyle here is unbeatable. Leave the car at home and walk straight down to the water, launch your paddleboard or canoe at the harbour-front Tannery Park, or take a short stroll to Oakville's best local shops and restaurants.

Stunning South Oakville home on a private lot near the lake, parks & top-rated schools! Featuring vaulted ceilings, open-concept living & a chef's kitchen with high-end appliances and walkout to deck. Freshly painted with new white oak engineered hardwood throughout. Spacious primary retreat with spa-like ensuite & heated floors. Finished basement, 4-car garage & a professionally landscaped backyard oasis. Minutes to Appleby College, GO Transit, highways, shopping & dining. Exceptional value-don't miss this opportunity! Click the VirtualTour/Floorplan drawing link!

Set in one of Southwest Oakville's most quietly coveted enclaves, 1491 Trenton Road offers a rare opportunity just steps to the shoreline of Lake Ontario and Coronation Park. One of only seven homes on this secluded street, a location rarely available in this pocket.Occupying an oversized lot of more than 10,000 sq ft with nearly 90 ft of frontage (RL2-0 zoning), this fully renovated bungalow has been thoughtfully reimagined from top to bottom, blending modern function with timeless design.The main level has been completely transformed with an open-concept layout, featuring wide-plank hardwood flooring, custom millwork, crown moulding, and pot lighting throughout. The kitchen anchors the space with HanStone quartz countertops, updated cabinetry, new hardware, backsplash, and a full suite of appliances including a gas range. Designer lighting from Restoration Hardware and Crate & Barrel, along with custom window treatments, complete the space.Three well-proportioned bedrooms and a fully renovated main bath featuring high-end fixtures, offer a refined and functional layout.The lower level extends the home's livability with new carpeting, pot lights, a bright renovated laundry area, built-in storage, a dedicated office, additional flexible space, and a fully updated bathroom, ideal for families, guests, or work-from-home flexibility.Outside, the property has been extensively upgraded with new roof (2021), eavestroughs (2021), soffit (2021) and fascia (2021), refreshed exterior finishes, and new doors. The grounds have been fully reimagined with professional landscaping. The private backyard is designed for both relaxation and entertaining, featuring a refreshed deck, lounge area, and a newly installed shed. A true turnkey opportunity in a premier lakeside neighbourhood-offering immediate enjoyment with meaningful long-term potential.

Located in a coveted Southeast Oakville enclave south of Lakeshore Road, this exceptional custom bungalow is set among mature trees and distinguished residences, just moments from Lake Ontario. A private gated courtyard introduces a home defined by quiet sophistication, blending timeless design with comfortable everyday living. A spacious, light-filled foyer opens to a cohesive interior with warm hardwood flooring, elegant proportions, and thoughtfully curated spaces. The impressive 20' formal dining room is ideal for entertaining, while the main living areas feature a fireplace and are enhanced by multiple skylights, creating a bright, inviting atmosphere throughout. The gourmet kitchen is well-appointed with built-in appliances, ample cabinetry, and seamless flow into the principal living spaces, ideal for both everyday living and hosting. The primary suite offers a tranquil retreat with its own fireplace, full-wall built-in closets, and generous storage. A guest bedroom provides a walkout to the professionally landscaped backyard, creating a natural connection between indoor and outdoor living. The finished lower level extends the living space with a large recreation area, wet bar, additional bedroom, and a 4-piece bath with heated floors-ideal for guests or multi-generational use. A separate side entrance adds flexibility and potential for private or in-law access. Five skylights enhance natural light across all levels. Set within a private, landscaped setting framed by mature greenery, the outdoor space is well suited for both relaxing and entertaining, offering a peaceful and private backdrop. Meticulously maintained with key updates including A/C (2025), fridge (2023), furnace (2019), and hot water tank (2022).A rare offering in one of Oakville's most desirable neighborhoods, close to top-ranked schools, parks, and the lake-defined by quality, comfort, and understated luxury.

This is the kind of home people wait for, now offered at an IMPROVED PRICE. Set on a private 60 x 135 ft lot with no rear neighbours, this property offers a rare sense of privacy in the heart of Bronte. The backyard reads like an English garden, layered with established perennials, curated beds & mature landscaping that returns year after year. In season, it's full, colourful & quietly impressive, a setting that invites you to slow down, host effortlessly & enjoy long evenings outdoors. Offering just shy of 2,200 sq ft of living space, this extensively updated side split delivers exceptional function across multiple levels with thoughtful improvements throughout. The layout is bright, functional & easy to live in, with natural light pouring through nearly all new windows, improving both comfort & efficiency. The kitchen has been expanded to provide additional counter space, cabinetry & a highly functional layout that anchors the home. It connects seamlessly to the main living areas, making it the natural gathering place. White oak hardwood floors run throughout, complemented by Hunter Douglas window coverings & quality finishes. Major updates have already been completed, including windows, siding, soffits, gutters, roof insulation, furnace, air purifier, driveway expansion, lighting, crawl space flooring & sump pump. The side split design offers excellent separation of space, with 3 beds on the upper level and a private primary retreat on the lower level, complete with walk-in closet & 3-piece ensuite. A dedicated laundry room adds convenience, with impressive storage throughout. Located on a quiet, family-friendly street, steps to parks, trails, schools & within walking distance to Bronte Village, the harbour, shops, restaurants & the lake. Turnkey, private & extensively improved, now positioned to capture the attention it deserves.

An incredible opportunity to own a premium lot in the highly sought-after Coronation Park neighbourhood. This solid sidesplit sits on an impressive 75 x 150 ft lot, surrounded by stunning multi-million dollar custom homes-making it ideal for builders, investors, or those dreaming of creating their forever home. Perfectly situated just steps to Josef Petriska Forest and less than half a kilometre from Coronation Park and the beautiful waterfront, this location offers the best of nature and lifestyle. Lovingly maintained by the same owners for 47 years, the home offers a great opportunity to move in, renovate, or build new. Key updates include roof (2012), furnace and A/C (2020), windows (2008), upgraded insulation, and custom wainscoting in the family room.The extended single-car garage is a standout feature, with doors at both ends-ideal for backyard access and a dedicated workshop space. Enjoy the tranquility of this mature property, where nature lovers will appreciate frequent visits from birds and local wildlife, along with beautifully curated perennial gardens.

Exceptional Building Opportunity in Prestigious West Oakville! Rarely offered 60' x 272' lot on one of Oakville's most desirable, tree-lined streets. Surrounded by mature landscaping and multi-million dollar homes, this property offers the ideal setting to design and build a luxury custom residence. Zoned RL3 sp:1.The existing well-maintained 3-bedroom bungalow features 1.5 bathrooms and a bright family room addition with vaulted ceilings, with rental potential of up to $65,000 annually *- perfect to live in or lease while planning your build. Includes conceptual renderings and plans for a custom home of approximately 7,900 sq. ft. above grade (11,000+ sq. ft. total) (subject to approvals and due diligence).Prime location just minutes to Lake Ontario, downtown Oakville, Appleby College, YMCA, parks, Fortinos, with convenient access to GO Stations, QEW/403/407, and public transit. Close to top-rated schools and French Immersion. A rare opportunity for builders, investors, or end-users in one of Oakville's most sought-after neighbourhoods.

Nestled in River Oak's Woodhaven enclave, this traditional French Provincial home has undergone a complete transformation with luxurious finishes throughout, seamlessly blending romantic charm with upscale contemporary design. Featuring extensive use of natural stone and meticulously manicured gardens, the exterior exudes elegance. Inside, the finely styled interior boasts expansive windows, rich hardwood floors, custom millwork, and arched entranceways. Dual gas fireplaces in the formal living room and family room add warmth and character. The Downsview kitchen caters to culinary enthusiasts with its full-height cabinetry, commercial-grade appliances, and a sizable central island perfect for both meal preparation and casual gatherings. Glass French doors in the family room lead to an upper-level deck, offering a serene setting for outdoor dining. The primary retreat features vaulted ceilings, a wall of windows, a spacious walk-in closet & lavish ensuite. Two additional large bedrooms, luxurious main bath, and convenient laundry complete the stunning second level. The lower level offers a guest suit with living room, large bedroom and 3 piece bath. Additionally the lower level boasts oversized egress windows, heated flooring and interior garage access. With a low-maintenance exterior, including a stone lounge area, upper cedar deck, and perennial gardens, the private rear yard overlooks protected greenspace.

Charming Cape Cod style South East Oakville home nestled on a quiet street, featuring greenspace with walking trails. Close walk to local grocers, shopping and an easy walk to elite private schools - St. Mildred's Lightbourn School and Linbrook School. This is truly afamily home with the coziest of elements. The front porch spans the entire home and compliments the three dormer windows above. Enter the front door into a centre hall plan with a spacious living room with gas fireplace and a large dining room, both featuring Californiashutters, adding to the charm. The traditional kitchen is spacious, maximizing counter space with access to the back sun deck and spacious backyard. The main floor office can easily double as a bedroom or comfortable den. Upstairs the large primary bedroom is welcoming with a4 piece ensuite bath and a double-door oversized walk-in closet. The large 2nd and 3rdbedrooms have the unique feature of a "secret" crawl space that connects the two rooms. Perfect for the young ones with adventure on their minds. The lower level is a well finished separate space perfect for in-laws or visitors. It is completely self contained with a large living room and dining room, a finely finished spacious kitchen, well appointed with a laundry room, large bedroom, all with above grade windows. Step into a rare, over-sized backyard oasis framed by towering mature trees that offer both privacy and timeless natural beauty. This expansive outdoor space is perfect for entertaining, relaxing or re-imagining. Whether you envision a luxurious pool, a custom garden retreat or a future home extension, the possibilities here are endless.

An extraordinary opportunity in the heart of prestigious West Oakville, this exceptional offering at 324 Wendy Lane presents a rare chance to secure an estate-sized 76 x 150 ft premium lot in one of the area's most sought-after luxury redevelopment corridors. Offered as is, the existing residence provides immediate flexibility for end users, investors, or visionary builders, while the true value lies in its exceptional redevelopment potential. Included with the sale are fully approved permits and architectural plans for an approximately 4,200 sq. ft. bespoke ultra-modern custom residence, allowing construction to commence immediately. The approved design is a true hallmark of refined contemporary architecture, featuring elegant lines, sophisticated proportions, expansive glazing, and a timeless modern aesthetic thoughtfully curated for distinguished family living and grand-scale entertaining. A standout feature of this signature design is the main-floor guest suite with private ensuite, perfectly suited for multi-generational living, visiting guests, or an elevated home office retreat. Perfectly positioned on a quiet, tree-lined street with minimal traffic flow, this remarkable property offers exceptional privacy, tranquility, and exclusivity - a defining characteristic of West Oakville's most coveted addresses. Surrounded by distinguished custom residences and located just minutes from the lake, top-rated schools, parks, and premium amenities, this is a rare turnkey opportunity for the discerning buyer to create a bespoke dream estate or for the visionary developer to secure a development-ready asset in one of Oakville's most prestigious enclaves.

An exceptional opportunity to build your dream home in one of Oakville's most prestigious and sought-after neighbourhoods. Set on a quiet, tree-lined 60 x 122 ft lot widening to 78 ft at the rear, this property offers a rare chance to design and build a custom home exceeding 3300 sq.ft.(above grade). The existing home is well maintained and fully livable, allowing you to move in or generate rental income while securing permits. Ideally Located just minutes from Lake Ontario, downtown Oakville, the GO Train, top-ranked schools, parks, and major highways, this address perfectly balances tranquility, convenience, and long-term value. Buyers or their representatives should verify all zoning and building details with the Town of Oakville's Planning and Building Department.

Welcome to Your Dream Home in Prestigious Lakeshore Woods! Experience luxury living this breathtaking executive home, beautifully nestled in Oakville's sought-after Lakeshore Woods community. The elegant stone and stucco exterior, enhanced by custom outdoor lighting. Step inside to discover a bright, open-concept living and dining area, bathed in natural light from large windows. This home offers 3+1 bedrooms, a private office, 4bathrooms, and a spacious 2-car garage with epoxy flooring. The renovated chef's kitchen, featuring top-of-the-line stainless steel appliances, custom white cabinetry, quartz countertops, pot lights, and a large center island, perfect for entertaining. The breakfast area opens to a private backyard oasis, ideal for morning coffee or summer gatherings. Enjoy9-foot ceilings, rich hardwood floors, and a cozy main floor family room with a gas fireplace. The fully finished basement is complete with a recreation area, second kitchen, additional bedroom, full bath, and a second gas fireplace ideal for in-law living, rental income with A potential separate entrance from the garage adds even more possibilities. This stunning home offers the perfect blend of style, comfort, and opportunity. Don't miss your chance to embrace easy, luxurious living in one of Oakville's most desirable neighborhoods! Book your private tour today!

IMPROVED OPPORTUNITY! Discover this charming family home nestled in the heart of Old Oakville, one of the area's most desirable neighbourhoods. Meticulously maintained 1.5-storey residence on a beautifully landscaped 50' x 141.8' lot, tucked away on a quiet, tree-lined cul-de-sac. Surrounded by inviting covered porches and decks, a peaceful setting to enjoy nature while remaining close to all amenities. Originally purchased over 40 years ago as a quaint cottage and thoughtfully renovated in 1992, features generously sized principal rooms, including a sunken, oversized family room. This inviting space showcases a reclaimed brick, wood-burning fireplace with a barn board mantel, along with a matching bar and sliding doors that open to a Muskoka-inspired backyard.Expansive rear-facing windows flood the home with natural light and lead to a spacious 36'4" x 14'6" deck-perfect for entertaining or relaxing year-round. With over 2,050 sq. ft. of above-grade living space, this home seamlessly blends timeless character with modern comfort. The home offers 3+1 well-appointed bedrooms, 4 bathrooms, and a versatile living room currently used as a formal dining space. The finished basement provides additional flexibility for growing families. The main floor includes a bedroom that can also serve as a home office or den, along with an updated bathroom. Hardwood flooring and ceramic tiles enhance the main level, while the spacious kitchen features abundant cabinetry, a large pantry, and a double sink. Additional highlights include a separate main floor laundry room with a utility sink, folding counter, and ample storage. At the rear of the property, two detached outbuildings, with electricity offer excellent potential for a workshop, studio, or garden storage. This property offers endless possibilities for renovation or addition. Just minutes from top-ranked public and private schools, Downtown Oakville, Whole Foods, LCBO, charming shops, the lakefront, parks, walk to GO transit

Spacious and bright 4 level sidesplit on a stunning 75 x 184' lot with a private south facing backyard in desirable Coronation Park. Hardwood flooring, upgraded open concept kitchen and main bathroom, great lower level with 4th bedroom and a large family room open to sunroom and a direct walkout to patio and inground pool. Great opportunity to move into this awesome family friendly neighbourhood close to schools, shopping, Bronte Village and the lake.

LIVE NOW, BUILD LATER. Ideal for end-users and investors alike, this beautifully updated 3+1 bedroom home is located just minutes from the lake and Downtown Oakville. Set on a 62.8 x 110 ft lot, the home offers a warm, well-designed layout with bright principal rooms, a separate dining area, and a stylish eat-in kitchen. The entire home has been thoughtfully improved throughout, creating a clean, move-in ready space that feels comfortable and inviting. Upstairs features three well-sized bedrooms and a fully updated bath.The fully finished basement includes a fourth bedroom and separate walk-up entrance, offering excellent potential for extended family living, rental income, or a private workspace. Enjoy a private, fully fenced backyard, all within walking distance to the lake, parks, shops, and restaurants that define Old Oakville living.Zoned RL4-0, permitting 35% lot coverage and currently allowing up to 4 units (buyer to verify). Situated within a heritage area with precedent for redevelopment and intensification nearby. Potential land assembly with neighbouring property (~124 ft combined frontage). Future possibilities may include luxury townhomes, boutique condos, or rental units, subject to approvals.

Stunning!! Rarely available this beautiful bungaloft has over $225K in recent upgrades! Refinished Maple hardwood flooring throughout, wood staircase with wrought iron spindles (2023), Kitchen renovated with quartz counters, backsplash and redesigned cabinet doors (2023). All 3 above grade full bathrooms recently renovated bathrooms with quality workmanship in 2025, basement bath updated 2023. Foyer tiles 2025.Gorgeous open concept layout sundrenched with natural light. 2 Storey Ceilings! California Shutters throughout (2023). Situated on a large private irregular quiet corner lot with lovely landscaping, and plenty of side yard for a pool! Newly paved rear patio and front driveway and walkway 2025! Fully finished basement with 2nd kitchen or bar, rec room with electric fireplace, games area, 2 bedrooms, den & 3 piece bath! Excellent for extended family or income potential! Located in demanding Bronte Creek neighbourhood near walking trails, Bronte Park, walk to schools and minutes to highways 407 & QEW/403! Will not disappoint!

Welcome to this stunningly renovated 3+2 bedroom set on an expansive mature lot in one of Oakville's most coveted neighbourhoods, just moments from the shores of Lake Ontario. Surrounded by majestic trees in front providing that extra security and stunning view, 2066 Rebecca Street boasts exceptional curb appeal & a welcoming foyer highlighted by elegant wood staircases. The home is filled with massive windows & patio doors throughout, picturesque green scenic views from nearly every room. The sun-filled living room features oversized windows & pot lights throughout, seamlessly flowing into the open-concept living, dining & kitchen spaces, perfect for both everyday living & entertaining. The beautifully appointed kitchen offers stainless steel appliances, Skylight, abundant cabinetry & a charming breakfast nook. Unwind in the inviting family room with a cozy fireplace & walk-out to a private, fully fenced backyard oasis complete with a wooden patio & storage shed, ideal for summer gatherings. Main floor office provides the perfect work-from-home setup. The main level features 3 generously sized bedrooms, including a luxurious retreat with a spa-inspired 4-pc bath & wrap-around balcony overlooking the tranquil surroundings. The fully finished basement with a separate walk-up entrance offers incredible versatility with 2 additional bedrooms, walk in closet, a spacious rec room, family room, 3-pc bath, utility room & laundry area, ideal for extended family or in-law potential. The raised walk-out basement features large windows that allow an abundance of natural light, creating a bright & inviting lower level. It also includes provisions for a future kitchen with plumbing & stove setup already in place, offering excellent potential for multi-generational living or added convenience. Perfectly situated close to schools, parks, shopping & the lakefront, this exceptional home offers the perfect blend of elegance, comfort, & convenience for today's modern family.

Located in one of Oakville's most sought after Communities and Surrounded by Multi-Million Dollar Custom Built Homes, this Prestigious 75 x 150 property offers endless possibilities. Design and construct the Luxury Residence you've always Imagined or Transform the Existing Home to Suit your Personal Style. Amazing Neighbourhood known for it's Tree Lined Streets, this Property Places you Close to Top-Rated Schools, Scenic Parks, Restaurants, Boutique Shops and All Major Amenities. Enjoy Easy Access to the Lake, Go Station, and Major Highways. A Rare Opportunity to Own this Amazing Lot.