Oakwood Village Homes for Sale

Oakwood Village Homes for Sale

Welcome to Oakwood Village, a vibrant and welcoming neighborhood nestled in the heart of Toronto, Ontario. Known for its rich cultural tapestry and community spirit, Oakwood Village offers residents a unique blend of urban convenience and suburban charm. This area is characterized by its tree-lined streets, quaint shops, and a diverse selection of eateries, making it a delightful place to call home.

As you stroll through Oakwood Village, you'll discover a mix of architectural styles, from charming bungalows to contemporary townhomes, each exuding character and warmth. The homes for sale in this neighborhood cater to a variety of lifestyles and budgets, ensuring that everyone can find their perfect sanctuary. Whether you’re a first-time buyer seeking a cozy starter home or a growing family looking for more space, Oakwood Village has something to offer.

Community is at the heart of Oakwood Village, with local parks and recreational facilities providing ample opportunities for outdoor activities and social gatherings. The neighborhood is well-connected by public transit, making it easy for residents to access downtown Toronto and other key areas of the city.

Education is a priority here, with several well-regarded schools and educational institutions nearby, ensuring that families have access to quality learning environments. The vibrant arts scene and community events foster a strong sense of belonging, making Oakwood Village not just a place to live, but a place to thrive.

Explore the homes for sale in Oakwood Village today, and discover the perfect blend of community, convenience, and charm that awaits you in this exceptional Toronto neighborhood!

Newest Oakwood Village Homes for Sale

$1,069,000
5 Beds ⋅ 3 Baths ⋅ C13831764 MLS
Semi-Detached In One Of Toronto's Great Neighbourhoods, Fronting across from park Park. Clear View. Bus At Front Steps, 3 Spacious Units, With A Great Layout And Independent Access, 3 Kitchen, Large Front Porch, Large Garage, Permit Parking On Street. Don't Miss The Opportunity To See This Great House.

303 Oakwood Avenue, Toronto
$999,000
4 Beds ⋅ 2 Baths ⋅ C13827912 MLS
A detached home with a double garage and more than 60 years of family history, 494 Oakwood Avenue is ready for its next chapter. Well maintained by the same family since 1960, this two-storey home offers three bedrooms, two bathrooms and inviting spaces to enjoy now while making updates over time.A second kitchen and separate walk-out on the lower level add flexibility for extended family or a home office. The detached double garage, accessed from the laneway, provides parking and valuable extra storage.Enjoy the convenience of nearby transit, parks, schools, cafés and neighbourhood shops. Bring your ideas and make this long-loved home your own.

494 Oakwood Avenue W, Toronto
$899,000
4 Beds ⋅ 3 Baths ⋅ C13826346 MLS
A detached Oakwood Village home that adapts to the way you want to live. Today it is three self-contained units, each with a private entrance, and it can easily be converted back into a single-family home. Live in one suite and rent the others, bring extended family under one roof, or hold it as an investment. The main level opens to a kitchen with breakfast bar, stainless steel appliances and a walk-out to a private deck. Upstairs, a one-bedroom suite under sloped ceilings with its own four-piece ensuite. Below, a two-bedroom unit rebuilt in 2015 with waterproofing, sump pump, pot lights and a four-piece bath. Detached two-car garage on a 26 x 112 ft lot. A short walk to the cafes and shops of Oakwood Village, St Clair and Eglinton. Sold tenanted and as-is.

313 Glenholme Avenue, Toronto
$1,399,000
5 Beds ⋅ 4 Baths ⋅ C13824332 MLS
61 Appleton is a meticulously updated, move-in-ready semi-detached 3-storey home in the family-friendly Oakwood-Vaughan neighbourhood! This versatile 4+1 bed, 4 bath home offers 2,227 sq ft above grade plus 780 sq ft below, living beautifully as a spacious four-level family residence, or add a single wall on the main floor to convert it into a low-maintenance three-unit dwelling, complete with three full kitchens already in place. The professionally finished lower level offers its own separate entrance, kitchenette, above-grade windows, and a full 3-piece bath, making it ideal for an in-law or nanny suite. Enter through the enclosed, insulated porch/mud room into a bright main floor featuring a solid wood staircase, bay-windowed living room, and a dining room with a coffered ceiling and French doors. The chef's kitchen boasts custom solid wood cabinetry, quartz counters, a stainless appliance package with a gooseneck faucet and built-in garbage disposal, plus a walk-out to the backyard. The second floor offers a full second kitchen, a generous primary suite, second bedroom, home office, powder room with in-suite laundry, and a private balcony with BBQ gas line. A vaulted third-floor loft with built-in storage completes the upper levels, flexible as a primary retreat, teen space, or studio. Extensive mechanical upgrades throughout: high-efficiency Bosch hybrid boiler, four wall-mounted A/C units, copper plumbing with 15 drains, backflow preventer, 200-amp service with surge protection, and a wired smoke/CO system. 3/4 Solid oak hardwood runs throughout, and two laundry stations offer everyday convenience. Outside, enjoy a cedar-covered deck, fully fenced private yard, garden shed, and parking for 2 via mutual drive. Steps to the St Clair streetcar, cafes, restaurants, and top-rated schools, including Oakwood Collegiate and York Memorial.

61 Appleton Avenue, Toronto
$579,000
2 Beds ⋅ 1 Baths ⋅ C13821002 MLS
A fantastic opportunity to own a well-located condo alternative in the heart of the city, nestled in the thriving, family-friendly Humewood-Cedarvale community. The home currently has an interior renovation in progress, presenting a unique blank canvas. Bring your vision to put your own personal mark on the space and finish it to your exact tastes to live in, or take advantage of an incredible development opportunity: Committee of Adjustment approval has already been secured to construct a new four-storey detached dwelling. The approved plans feature an integral garage, driveway parking, a covered front porch, and a rear basement walkout with a deck (architectural plans and structural engineering drawings are available). Step outside to enjoy a lovingly landscaped backyard complete with an established fruit and vegetable garden and patio with a grape trellis. Ideal for commuters, this property is perfectly positioned just a few minutes' walk from the St. Clair streetcar, the new LRT, and the subway station, with easy access to the Allen Expressway and 401. Close to the scenic Cedarvale Ravine, Leo Baeck Day School, J. R. Wilcox Community School, and the vibrant amenities, cafes, and restaurants along St. Clair and Oakwood, this location offers an unmatched balance of convenience, lifestyle, and nature.

364 Winona Drive, Toronto
$1,395,000
3 Beds ⋅ 3 Baths ⋅ C13819878 MLS
A winner on Winnett! This beautifully renovated 3-bedroom, 3-bathroom home, including a convenient main floor powder room, blends thoughtful design with extensive upgrades throughout. The bright, open-concept main level features pot lights and a fantastic kitchen with peninsula, ample cabinetry and stainless steel appliances, flowing seamlessly to a private composite deck with BBQ gas line. The home has been extensively improved with new framing, wiring, HVAC and insulation, upgraded 200-amp service, a Navien tankless water heater, Aria vents, Lutron dimmers and switches, and a Velux solar-powered fresh air skylight. The primary bedroom features a custom built-in wardrobe, while heated floors in the primary bathroom and mudroom add an extra touch of comfort. A professionally finished lower level offers a media room, laundry and plenty of storage. The impressive garage, newly built in 2023, is a standout feature with soaring 10'6"+ ceilings, skylights, full insulation, heating and air conditioning, architectural lighting and built-in speakers. Complete with a 100-amp subpanel and wiring for an electric vehicle charger, it offers incredible versatility for parking, a workshop, studio or additional recreational space. Ideally situated on a quiet, low-traffic street just steps from St. Clair West, Wychwood Barns, the farmers' market, Humewood Community School, shops, restaurants, parks and transit.

87 Winnett Avenue, Toronto
$1,499,000
5 Beds ⋅ 3 Baths ⋅ C13818980 MLS
Welcome to this brand-new, beautifully built detached home offering an exceptional combination of space, modern finishes, and convenience. Featuring 5 spacious bedrooms, 3 washrooms, and 2 kitchens, this home provides excellent flexibility for a large family or those seeking additional living space. Enjoy a bright and inviting living & family room along with a modern eat-in kitchen designed for everyday family living and entertaining. A separate front entrance adds privacy and convenience. Ideally located right on Dufferin St., with transit at your doorstep and convenient one-bus access to the subway. Close to everyday amenities, shopping, schools, and transportation.A rare opportunity to own a brand-new detached home in a highly convenient location!

2099 Dufferin Street, Toronto
$998,000
3 Beds ⋅ 2 Baths ⋅ C13816112 MLS
Offers anytime! Welcome to this charming, move-in-ready detached bungalow in the heart of Oakwood Village, set on an exceptional 30 x 120 ft lot with a private driveway and incredible future potential. The bright, open-concept main floor features hardwood floors, a bay window and fireplace, plus an updated kitchen and bathroom, fresh paint and updated mechanicals. Two bedrooms overlook the backyard, while the finished lower level offers a separate bedroom, kitchen and spacious living/dining area-ideal for extended family, guests or potential rental income. Outside, the private drive leads to a newer detached 2-car garage plus storage shed. Move in and enjoy today, renovate or substantially expand in the future. A recent feasibility report identifies potential for a single-family home of approximately 2,750 sq. ft. plus basement and confirms eligibility for a 2-storey garden suite of up to approximately 1,291 sq. ft., with further potential for multi-unit redevelopment of up to 6 units, subject to applicable requirements and approvals. All this on a quiet residential street steps from neighbourhood favourites like Doce Minho Bakery, DAM Sandwiches, Oakwood Espresso and Nonna Lia, along with parks, shops and the vibrant Oakwood strip, and within walking distance of the Eglinton LRT. A fantastic home today with exceptional flexibility for tomorrow.

573 Northcliffe Boulevard, Toronto
$1,029,000
2 Beds ⋅ 2 Baths ⋅ C13815104 MLS
Welcome to 154 Alameda Avenue, a charming detached home situated on a quiet, tree-lined street in the heart of Oakwood Village. Offering a practical and inviting layout, this home is an excellent opportunity for buyers looking to personalize a detached property in a well-connected Toronto neighbourhood. The main floor features an open-concept living and dining area with engineered wood flooring, along with a functional kitchen offering a convenient walkout to the private backyard-perfect for outdoor dining, entertaining, or simply enjoying your own city retreat. Upstairs, two bright bedrooms provide comfortable space for a couple, small family, guests, or a home office. The finished basement adds valuable versatility with a spacious recreation room and three-piece bathroom, ideal for a family room, workspace, gym, or guest area. Complete with parking, a private yard, and plenty of potential, this home offers manageable living without compromising on character or functionality. Conveniently located near Eglinton West Station, the Eglinton Crosstown LRT, Cedarvale Park, schools, cafés, shops, and everyday amenities. A great opportunity to own a detached home in a desirable Toronto neighbourhood and make it your own.

154 Alameda Avenue, Toronto
$1,190,000
4 Beds ⋅ 2 Baths ⋅ C13814602 MLS
Don't judge this bungalow by its cover - the size and what's inside will surprise you. Set on a generous 25 x 132 ft lot, walk through the wooden hand carved door into this inviting detached home, blending timeless character with thoughtful updates. The bright main floor offers an airy living and dining space, a well-appointed kitchen with quartz counters and centre island, and three comfortable bedrooms with hardwood floors and large windows throughout. Natural light pours into the basement through the above-grade windows. The lower level adds valuable flexibility with a spacious recreation room, office/exercise space, laundry and a separate entrance - ideal for a growing family, home office, guest space or future income suite potential. Step outside to the partitioned backyard with an oversized entertaining deck, perfect for summer dinners, morning coffee and gatherings with friends. The big-ticket items have been thoughtfully taken care of, including a new roof (2024), upgraded 3/4-inch plumbing(2022), and hot water tank (2022), offering peace of mind for the next owner. With a detached garage and an unbeatable Oakwood Village location, you're just steps from amazing coffee, the ultimate bagels and sandwiches, eclectic restaurants, greenspace, transit and everything this and everything this vibrant community has to offer. A wonderful opportunity to make this established family home your own.

41 Ashbury Avenue, Toronto
$899,999
3 Beds ⋅ 2 Baths ⋅ C13814522 MLS
Welcome to 631 Lauder Avenue, a charming 2-storey detached home situated on a rare 25 x 155-foot lot in one of Toronto's most convenient and evolving neighbourhoods. Offering endless potential, this property is an exceptional opportunity for first-time buyers, families, renovators, investors, or anyone looking to create their dream home. The main floor features spacious living and dining rooms, ideal for everyday living and entertaining, while the kitchen overlooks the expansive backyard with a large patio and deep, private yard perfect for family gatherings, gardening, or relaxing outdoors. Upstairs, you'll find three bright, well-proportioned bedrooms filled with natural light. A detached garage provides additional parking, storage, or workshop potential. Ideally located just steps to the Eglinton Crosstown LRT, commuting across the city is effortless, with quick access to Allen Road, major highways, public transit, excellent schools, parks, shopping, restaurants, community centres, and places of worship. The impressive 25 x 155-foot lot offers exceptional opportunities to renovate, expand, or explore future redevelopment potential (buyer to satisfy themselves with all applicable approvals). Properties with this combination of lot size, location, and opportunity are becoming increasingly rare. Whether you're looking for a place to call home, a renovation project, or a long-term investment in a thriving neighbourhood, 631 Lauder Avenue offers outstanding value and unlimited possibilities. Property being sold in "As Is, Where Is" condition.

631 Lauder Avenue, Toronto
$1,069,000
4 Beds ⋅ 2 Baths ⋅ C13813884 MLS
A great opportunity awaits in vibrant Oakwood Village. Situated on an expansive 27 x 130 ft lot, this detached four-bedroom home offers a perfect palate to make your own. Bring your design dreams to life in a standout location with space to spare. Step inside to find character and charm throughout, adorned with original stained glass details that bring timeless elegance to the living spaces. Generous proportions across all four bedrooms provide absolute adaptability for growing families, home offices, or versatile multi-use layouts. Outside, the deep lot provides lots of parking alongside a highly coveted double car garage. Just steps from the very best Oakwood Village has to offer. Enjoy morning coffee and fresh eats at neighborhood favorites like Primrose Bagel, Oakwood Espresso, and Porzia's right around the corner. A rare canvas with endless possibilities in one of the city's most desirable communities-don't miss out!

368 Glenholme Avenue, Toronto
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