Oakwood Village Homes for Sale

Oakwood Village Homes for Sale

Welcome to Oakwood Village, a vibrant and charming neighborhood nestled in the heart of Toronto, Ontario. Known for its rich cultural tapestry and welcoming community, Oakwood Village offers a perfect blend of urban convenience and suburban tranquility. This area is characterized by tree-lined streets, beautifully maintained parks, and a diverse array of local shops and eateries, making it an ideal place for families, young professionals, and retirees alike.

As you stroll through Oakwood Village, you'll discover a delightful mix of architectural styles, from classic bungalows to modern townhomes, each exuding its own unique charm. The neighborhood is not only aesthetically pleasing but also boasts a strong sense of community. Residents often gather at local events, farmers' markets, and community festivals, fostering connections and friendships that make Oakwood Village feel like home.

For those considering a move, there are an array of homes for sale in Oakwood Village that cater to various lifestyles and budgets. Whether you're searching for a cozy starter home or a spacious family residence, you'll find options that meet your needs. The real estate market here is thriving, with properties often showcasing beautiful gardens, updated interiors, and proximity to excellent schools and public transportation.

With its welcoming atmosphere, rich amenities, and a strong sense of community, Oakwood Village is a fantastic place to call home. Explore the homes for sale today and discover the charm and convenience that this delightful neighborhood has to offer!

Newest Oakwood Village Homes for Sale

294 Glenholme Avenue, Toronto
$999,000
3 Beds ⋅ 2 Baths ⋅ C14107634 MLS
A first-time buyer's dream! This completely move-in-ready, quality home offers comfort, convenience and peace of mind, with superior mechanicals that let you settle in and enjoy worry-free living for years to come. The thoughtfully designed layout features a show-stopping U-shaped designer kitchen, featured in IN Style Magazine. With quartz countertops, a peninsula for casual dining, abundant cabinetry, soft-close drawers, huge pantry with pull out drawers, Bosch appliances and a dedicated coffee station, it makes everyday living a pleasure. The primary bedroom boasts a full wall of closets, while the gorgeous bathroom features a custom vanity and separate glass-enclosed shower. The spacious lower level, with approximately 6 ft 6 in ceilings, offers room to spread out, with a generous media room and cozy fireplace perfect for movie nights. A legal front parking pad adds everyday convenience. Steps to Oakwood Village favorites, including Oakwood Espresso, DAM Sandwiches, Porzia and the Oakwood Library, plus public transit and the vibrant shops, restaurants and amenities of St. Clair. A welcoming, worry-free home in a wonderfully connected neighbourhood!

294 Glenholme Avenue, Toronto
1867 Dufferin Street, Toronto
$799,000
3 Beds ⋅ 2 Baths ⋅ C14103250 MLS
Welcome to 1867 Dufferin St. This 3 bedroom, 2 bathroom semi detached home features a total of 1495 Sqft of usable living space, a spacious open concept living and dining area, a bright kitchen with abundant natural light and access to a sunroom. The finished basement offers additional living space, while recent updates include roof replacement, waterproofing and a new hot water tank. Enjoy transit at your doorstep with the Dufferin bus, walking distance to the St. Clair streetcar and minutes to the Eglinton LRT. Conveniently located close to shops, restaurants, parks and everyday amenities.

1867 Dufferin Street, Toronto
185 Cedric Avenue, Toronto
$2,200,000
4 Beds ⋅ 5 Baths ⋅ C14102358 MLS
Welcome to an exquisite 4 bed, 5 bath, 3 storey smart home celebrated as the winner of HGTV's Top of the Block and highlighted on Toronto Life's House of the Week. Surrounded by multimillion dollar homes, this remarkable residence has been thoughtfully designed to provide the ultimate sanctuary. The open concept main floor seamlessly connects the gourmet kitchen, dining area, and living room, creating an effortless flow for high end entertaining. Sunlit interiors, gleaming hardwood floors, and lofty ceilings establish an inviting, luxurious ambiance throughout, while integrated surround sound speakers in the ceilings (main & basement) deliver music at a simple voice command. Equipped with state-of-the-art features, this fully automated smart home is an entertainer's dream. Step through to the main level walkout and discover your fully fenced private backyard, complete with a custom patio built around a cherry tree for outdoor dining. Retreat to the private 3rd floor primary suite featuring a spa like 5 piece ensuite with a lavish soaking tub, double vanity, and custom walk in shower.Walking distance to an array of cozy bistros, trendy eateries, and top tier culinary destinations along St. Clair Avenue. Additionally, the area is witnessing a surge in the construction of modern homes, take a look at all the new homes along Robina Ave. Book your showing today!

185 Cedric Avenue, Toronto
280 Westmount Avenue, Toronto
$1,099,000
4 Beds ⋅ 2 Baths ⋅ C14099466 MLS
Welcome to 280 Westmount, a beautifully upgraded detached home located just steps from the highly sought-after Corso Italia-St. Clair Avenue West Village. Enjoy the convenience of being minutes from vibrant shops, cafes, restaurants, and everyday amenities, with quick access to public transit and the St. Clair West streetcar-offering the very best of city living. This rare gem perfectly blends timeless character with modern functionality, featuring over$100,000 in upgrades and ample parking. The bright and spacious main floor showcases a sun-filled living room, a formal dining room, and a stunning newly renovated eat-in kitchen designed for both everyday living and effortless entertaining. Meticulously preserved original woodwork adds warmth, charm, and character throughout the home. Outside, enjoy a spacious front porch, a new metal roof, front yard parking, a detached garage, and a private garden that's perfect for growing your own produce. The second level offers three generously sized bedrooms and a beautifully renovated 4-piecebathroom. The south-facing bedroom is equipped with rough-in plumbing, providing excellent flexibility for growing families or future investment opportunities. The fully finished basement, complete with a separate entrance, offers exceptional income potential or an ideal setup for multi-generational living. This versatile space features anopen-concept living and dining area, a full kitchen, a full bathroom, and a cold cellar that's perfect for wine enthusiasts or additional storage.

280 Westmount Avenue, Toronto
77 Alameda Avenue, Toronto
$2,329,900
4 Beds ⋅ 5 Baths ⋅ C14098560 MLS
Spectacular Executive 4 Bedroom, 5 Bathroom Detached 2-Storey Nestled On Tree-Lined Street! Premium 30 x 140.83 ft lot! Unsurpassed Craftsmanship & Sleek Modern Design Starting W Contemporary Elevation, Custom Entry Door, Glass Railings And Good Sized Interlock Driveway W Built-In Garage. Sun-Filled Open Concept Main Floor, High Ceils W 9ft At Main And Upper, And 8ft at Bsmt. Luxury Enhanced W Extra Wide Strip Plank Floors, Smooth Ceils Thru-Out, Pot Lights Galore & Spacious Formal Dining. Dream Kitchen W Sleek Two-Tone Custom Cabinetry, Tall Uppers, Custom Counters, Full Height Custom Backsplash, Integrated Under-Cabinet Lighting, Oversized Waterfall Centre Island W Breakfast Seating, Under-Mount Sink And Stainless Built-In Appliances Incl Gas Cooktop, Concealed Hood Vent, Wall Oven & Stainless Steel Dishwasher. Exceptional Functionality W Floor-To-Ceiling Pantry Wall And Tons Of Handy Storage. Living Room Boasts Custom Fireplace Flanked By Illuminated Floating Shelves & Built-In Cabinetry, Overlooking Breakfast Area W W/O To Byard. Custom Staircase W Glass Railing & Skylight Above. Revealing Oversized Primary Bedroom W Spa Inspired 5-Pce Ensuite Featuring Free-Standing Tub, Double Floating Vanity & Large Glass Shower, Plus Walk-In Closet W Full Built-In Organizers And Its Own Skylight. Three Additional Good Sized Bedrooms W Good Sized Windows & Closets, Two Additional Modern Baths W Glass Showers And Convenient Upper Level Laundry. Great Finished Basement Setup W Separate Walk-Up Entrance, Large Rec Room, Full 3-Pc Bath, Oversized Windows, Roughed-in Kitchen, Tons Of Handy Storage and Second Roughed-in Kitchen And Laundry In Basement. Retreat To Your Showpiece Backyard - Raised Deck W Glass Railings Stepping Down To An Oversized Patio, Terraced Landscaping W Stone Steps Rising To A Private Elevated Lawn, All Framed By Sleek Horizontal Fencing & Mature Tree. Great For Entertaining! Close To Transit, Schools, Shops, Parks & Major Highways.

77 Alameda Avenue, Toronto
463 Oakwood Avenue, Toronto
$799,888
5 Beds ⋅ 2 Baths ⋅ C14097958 MLS
Space to enjoy today...Possibilities to explore for tomorrow! Offering over 2,000 sq. ft. of total living space, this 3+ bedroom home in the heart of Oakwood Village presents an exciting opportunity to update, personalize and add even more value over time. Generous living and dining rooms offer comfortable spaces for everyday living and entertaining, while the eat-in kitchen features a walkout to the backyard. Enjoy the existing layout or reimagine the main floor with an open-concept design to suit your style. A separate side entrance offers potential for a future basement suite for extended family or rental income. The second floor may also accommodate an additional kitchen, creating further possibilities for a multi-unit layout. Parking is available for two vehicles, with space to explore additional parking. The existing garage is not currently functional, but its footprint invites possibilities, including a replacement double garage or garden suite. Whether you're looking for a family home to make your own or an investment with future potential, this property offers room to bring your vision to life. Steps to multiple bus routes, with convenient access to subway service, the Eglinton Crosstown corridor and major highways. Enjoy neighbourhood restaurants, cafés, shops, schools and places of worship in a welcoming Oakwood Village setting.

463 Oakwood Avenue, Toronto
57 Roseneath Gardens, Toronto
$1,995,000
5 Beds ⋅ 4 Baths ⋅ C14094266 MLS
Welcome To The Coveted Roseneath Gardens, A Modern, Luxury Detached Home Where Sophisticated Design, Functionality And Smart Home Technology Come Together For Effortless Family Living. Built Only A Few Years Ago, This 4+1 Bedroom Home Offers over 2600 sq feet Across Multiple Levels, With White Oak Floors, Custom Millwork, Designer Lighting, Expansive Windows And Signature Japanese Yakisugi Charred Wood Detail Throughout. The Main Floor Was Made For Everyday Living And Entertaining, With Formal Living And Dining Areas Flowing Into A Sleek Kitchen Featuring Matte White Cabinetry, Quartz Counters, Marble Backsplash, An Oversized Stainless Steel Island With Seating For Six And Premium Appliances. The Rear Family Room Features A Gas Fireplace With Media Niche, Custom Built-Ins And Double Door Walkout To The Landscaped Backyard. Upstairs, Four Bedrooms Include An Impressive Primary Retreat With Cove Lighting, Walk-In Closet And Spa Like Five-Piece Ensuite With Heated Marble Floors, Freestanding Soaker Tub, Skylight And Frameless Glass Shower. A Second Skylit Bathroom With Heated Floors And Upper Level Laundry Complete The Floor. The Finished Lower Level Offers High Ceilings, Big Windows, A Recreation Room, Bedroom, Full Bathroom, Extensive Storage And Separate Lockable Access, Perfect For A Nanny Suite Or Rental Unit. A Dedicated Mudroom Connects To The Garage With EV Charger And Central Vacuum. Outside, The Professionally Landscaped Backyard Features Mature Trees, Upper Deck, Interlock Patio, Landscape Lighting, A Playset And Playhouse And Multiple Gas Lines. A Generac Generator, Hardwired Google Cameras, Medeco Locks, Security Film And Integrated Soffit Lighting Elevate The Home Even Further. Set On A Quiet, Tree Lined Street In Family Friendly Humewood, Steps To Cedarvale Park And Close To Great Schools, Shops, Restaurants And Amenities Of St. Clair. Modern, Spacious, Tech Forward And Truly Move In Ready, This Home Is Designed For The Modern Family.

57 Roseneath Gardens, Toronto
628 Winona Drive, Toronto
$1,980,000
4 Beds ⋅ 5 Baths ⋅ C14083574 MLS
Contemporary design meets exceptional functionality at 628 Winona Drive, a striking three-storey residence offering sophisticated finishes, thoughtfully designed living spaces, and seamless indoor-outdoor living. With approximately 1,843 square feet above grade, this architecturally distinctive home features soaring 10-foot ceilings on the main floor and an impressive open-concept layout designed for both everyday living and entertaining. At the heart of the home, a custom chef's kitchen with a generous centre island flows effortlessly into the dining and living areas, where a gas fireplace adds warmth and character. The second floor offers two spacious bedrooms, including one with access to a private terrace, while the third-floor primary retreat features a four-piece ensuite and access to an expansive rooftop terrace. Multiple outdoor spaces provide the perfect setting for morning coffee, summer gatherings, or simply unwinding. The finished lower level adds exceptional versatility, complete with a recreation room, additional bedroom, three-piece bathroom, and separate walk-up entrance, ideal for guests, extended family, or a home office. Ideally situated in the vibrant Oakwood Village neighbourhood, this home offers the perfect balance of urban convenience and residential charm. Enjoy easy access to neighbourhood cafés, restaurants, independent shops, parks, schools, and the lively Eglinton corridor.

628 Winona Drive, Toronto
497 Northcliffe Boulevard, Toronto
$1,299,000
5 Beds ⋅ 2 Baths ⋅ C14081940 MLS
The House That Checks All The Boxes! Three Bedrooms On The Main Floor, A Finished Walk-Out Lower Level With A Separate Side Entrance, And So Many Possibilities! Think Multigenerational Living, An In-Law Suite Or Airbnb Potential. Top It All Off With A Backyard Pool, And You've Got A Home That Really Does It All! Welcome To Oakwood Village! This Lovingly Maintained And Thoughtfully Updated Home Features A Bright, Open-Concept Kitchen, Dining And Living Area, Perfect For Everyday Living And Entertaining. The Finished Lower Level Offers Two Additional Rooms And Flexible Living Spaces, Ideal For Extended Family Or Guests. Step Outside To Your Own Backyard Oasis, Complete With A Swimming Pool Perfect For Summer Entertaining, Family Fun And Relaxing Weekends. Located In The Established Oakwood Village Community, Close To Schools, Community Centres, Shopping And Convenient Transit.

497 Northcliffe Boulevard, Toronto
28 Conway Avenue, Toronto
$1,399,999
4 Beds ⋅ 3 Baths ⋅ C14080820 MLS
This is the one you have been waiting for. A stunning, renovated, detached 3+1 bed charmer just steps from the shops, cafes and restaurants of St. Clair West Village. All the original character is still here, but the old radiators are gone in favour of a gas furnace and central air conditioning, plus a main floor bathroom addition - three upgrades that are rare finds on these streets. Inside you will find real hardwood flooring, soaring 10' ceilings and thoughtful updates across nearly 2000 square feet of sun-filled living space. This highly coveted location features an extra deep lot with a private fenced yard, a detached garage off the laneway and zoning for a laneway home with room for 2-car parking and a generous suite above. The lower level has its own separate entrance and is set up as a one-bedroom apartment with a kitchen, bathroom, laundry and living room. Between the lower level and laneway zoning, 28 Conway offers 2 potential streams of additional income, or room for the whole family to grow. With a covered front porch, a 2-level deck off the kitchen and second floor rear bedroom, a stone patio and greenspace front & back, there is a ton of year-round outdoor enjoyment on offer rain or shine. Homes like this, in this neighbourhood, rarely come to market. Move right in with confidence. Pre-list home inspection available.

28 Conway Avenue, Toronto
209 Atlas Avenue, Toronto
$1,689,000
4 Beds ⋅ 4 Baths ⋅ C14030966 MLS
Skip the bidding war! Here is your chance to purchase this exceptional 3+1 bedroom, 4 bathroom detached home, thoughtfully renovated to the studs and designed for effortless family living and entertaining. Set in the coveted Humewood Community School catchment, this turnkey home combines sophisticated finishes with a highly efficient layout. At the centre of the home is the beautifully appointed open-concept kitchen, featuring stainless steel appliances including a Wolf stove, wine fridge, quartz countertops, and a generous island - an inviting space for morning coffee and breakfasts. The light-filled living room features a fireplace plus a walkout to the back patio and fully-fenced grassy yard, creating an easy connection between indoor and outdoor living. With a gas BBQ included, the backyard is perfectly set up for entertaining. The dining room makes an elegant setting for dinner parties and family meals, with a built-in banquet adding character, function and additional storage. A convenient main floor powder room completes the level. Upstairs, the primary bedroom features double closets with organizers, a charming bay window and a sleek 3-piece ensuite (no sharing with the kids!). Two additional bedrooms offer excellent closet space, each with custom closet organizers. The finished lower level extends the living space with a proper laundry room, recreation room, cold storage and a versatile flex room - ideal for a children's playroom. A coveted private driveway and garage with an EV charger plug add everyday convenience to this beautifully finished Humewood home situated steps from Cedarvale Ravine, Hunter Coffee, St. Clair West, Wychwood Barns, parks, transit, and some of Toronto's top schools. The pre-list home inspection reflects the care and pride of ownership throughout. This is a fantastic opportunity to own a fully renovated home with generous parking in one of the city's most desirable neighbourhoods.

209 Atlas Avenue, Toronto
600 Oakwood Avenue, Toronto
$998,000
4 Beds ⋅ 4 Baths ⋅ C13885278 MLS
Welcome to 600 Oakwood Ave- an opportunity to own in one of Toronto's established and well-connected communities. whether you're a first time buyer looking to put down roots, an investor searching for next opportunity, or and existing homeowner looking for a property with flexibility and long term potential, this address deserve a closer look. Enjoy the convenience of Oakwood Village, with local shops, restaurants, cafes and everyday amenities nearby, along with TTC connections that make getting around the city convenient. The surrounding neighbourhood offers a blend of established residential streets and a vibrant mix of local businesses and services. Live here, invest here and make it your own. A location with the connectivity and neighbourhood amenities today's buyers are looking for, while offering the flexibility to suit different stages of ownership. Don't miss the opportunity to explore 600 Oakwood Ave. Book your private showing today.

600 Oakwood Avenue, Toronto
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