Oakwood & St Clair Real Estate for Sale

Old Toronto character. Modern updates. City views. A double-car garage. And a neighborhood you'll love coming home to. Welcome to Regal Heights, where your next home sits elevated above one of the area's coveted tree-lined streets. Showcasing 4 spacious bedrooms and 3 bathrooms, this detached home beautifully blends original charm with thoughtful updates throughout. Rich hardwood floors, stained glass window details, and warm architectural elements create an inviting interior with unmistakable Toronto charm. An updated kitchen connects the main level, flowing seamlessly from the living and dining rooms into the bright, newly added family room. Heated floors in the family room, kitchen, and powder rooms add an unexpected touch of comfort. Step outside to enjoy elevated city views from the rear deck, overlooking the rare double-car detached stone garage. The separate entrance offers excellent flexibility, whether for additional income potential, extended family, or convenient access from the fully fenced yard. The lower level extends the living space with two additional bedrooms, a kitchen, and laundry, providing versatility for a growing family or income unit. Nestled among mature trees on a quiet, winding street, this neighborhood gem offers the best of both worlds: a peaceful, established community with easy access to schools, parks, public transit, shops, and the downtown core. Don't miss your chance to get into this 'Regal' community!

Welcome to 248 Benson Ave, a rare turnkey opportunity in the sought-after Wychwood neighborhood. Redesigned by owner-architect and renovated from the studs up in 2020; additional upgrades in 2022 include an insulated basement, new porch, front concrete staircase and retaining wall. Elevated from the street, enter through a spacious south-facing porch to an open concept main floor. Ergonomic custom kitchen doubles up as a dining area and is equipped with Caesar stone quartz countertops, marble tile backsplash and premium appliances. French patio doors with an oversized transom window enhance indoor-outdoor living. Rare three-piece main floor washroom, provides convenience for entertaining or pet care. Upstairs, spa-like bathroom is completed with a rare commercial-grade steam shower, marble tile, and designer fixtures. All three bedrooms are filled with light through oversized windows, feature engineered hardwood, solid wood trim and doors, including a custom closet in the main bedroom. Other upgrades include new plumbing, electrical, HVAC, new windows, roof maintenance and more, virtually every aspect of this home has been improved resulting in high energy efficiency rating that keeps the house naturally cool during the summer and warm in the winter. The basement offers additional living space, custom built-in storage, and a premium Electrolux laundry center. Outdoor living features a spacious 14' x 14' rear deck, professionally landscaped grounds, and cedar garden beds. Located steps to Wychwood Barns year-round farmer's market, St. Clair W restaurants, parks, schools, and transit, this family home offers exceptional urban accessibility. Move in with confidence knowing the home's major systems have been comprehensively updated and meticulously maintained. Parking is available through a parking pass guaranteed by city for $23.26 + HST/month and is readily available right in front of the house.

An Iconic & Majestic Residence! This 2544 Square Foot, Three-Bedroom + Den Masterpiece In The St. Clair West Village Provides An Unrivaled Living Experience, Complemented By A 515 Square Foot Private Garden Terrace Oasis And Four Breathtaking Private Balconies. Every Inch Of This Immaculate Suite Reflects Superior Craftsmanship And Attention To Detail With Refined Contemporary Finishes. The Panoramic, Fully-Unobstructed South Exposure & Floor To Ceiling Windows Provide An Abundance Of Natural Light Throughout. The Expansive, Sun-Drenched Principal Rooms Are An Entertainers Dream As They Promote Social Circulation. The Breathtaking Modern Kitchen Features Integrated Top Of The Line Miele Appliances & A Convenient Center Island Which Seamlessly Integrates Into An Expansive Living Room. The Decadent Primary Bedroom Retreat Boasts A Palatial Walk-In Closet, Five-Piece Spa Like En-Suite Bathroom & Convenient Private Balcony. The Residence Features Two Additional Bedrooms Which Include Convenient Three-Piece Ensuite Bathrooms & Independent, Private Balconies. The Large, Enclosed Home Office Allows Those Working From Home To Enjoy Inspiring Southeast Views & Sunrises And Could Also Be Used As A Home Theatre Or Exercise Room. The Property Features A Full-Sized Laundry Room - Perfect For All Downsizers. The Residence Is Accessibility Ready For Those That Require A Mobility-Friendly Suite. The Terrace Oasis Is Ready For Summertime Enjoyment Offering Toronto's Most Impressive Views, A Natural Gas Line & Convenient Hose Bib For Avid Gardeners. The Boutique Building Offers Its Residents World Class Amenities Such As A State Of The Art Fitness Facility, Concierge, Party Room And Unparalleled Rooftop Terrace With Captivating Cn Tower Views. You Are Steps To The Highly Acclaimed And Award Winning Shops, Restaurants & Cafes Of St. Clair West. Quick Access To Cedarvale Park, Wychwood Barns & Winston Churchill Park. The TTC Is At Your Doorstep!

Attention Investors and End-Users! A high-potential property has arrived just north of the vibrant crossroads of St. Clair Avenue West and Winona Drive. Nestled in a quiet, coveted, and family-friendly neighbourhood where Humewood, Hillcrest, Oakwood Village, and Wychwood meet, this versatile detached home offers an amazing opportunity to make it your own, providing the ultimate canvas for a spectacular single-family home transformation.This bright, spacious, and updated home features 6 bedrooms, 3 bathrooms, and 3 kitchens. Complete with on site parking for two vehicles total and a garage for parking for one of those 2 vehicles and\or extra storage, the property is exceptionally accessible with the TTC just steps away. Enjoy a quick commute to both St. Clair subway stations via the streetcar, with cafes, bars, restaurants, and vibrant city life all within walking distance. With a Walk Score of 95, you do not want to miss this opportunity-act now!

Welcome To Your Urban Oasis At 840 St. Clair West! This Stylish 1 Bedroom + Den Boutique Condo Offers Modern Design, Functionality, And An Unbeatable Location. Featuring A Spacious Open European-Style Kitchen Features Sleek Cabinetry, Quartz Countertops, And Ample Storage, Perfect For Everyday Living And Entertaining. The Bright Open-Concept Den Offers Excellent Flexibility And Can Be Used As A Dining Area, Home Office, Or Additional Living Space. The Living Room Walks Out To A Private Balcony, Perfect For Enjoying Your Morning Coffee Or Unwinding At The End Of The Day. The Spacious Bedroom Features A Large Closet Providing Plenty Of Storage, While Full-Sized Laundry Adds Everyday Convenience. Complete With Parking And A Locker, This Bright And Contemporary Unit Offers The Perfect Blend Of Comfort, Style, And Function. Enjoy An Exceptional Walk Score Of 98, With Everything You Need Just Steps Away. The St. Clair Streetcar Is At Your Doorstep, With Easy Access To The Subway, Restaurants, Cafés, Shops, Parks, And Everyday Amenities. Close To Cedarvale Ravine & Park, Wychwood Barns, And A Nearby Dog Park. Don't Miss Your Chance To Call This Beautiful Condo Home! Some photos are virtually staged.

Welcome to Suite 506, a beautifully appointed 1-bedroom plus den residence offering approximately 580 square feet of thoughtfully designed living space in the heart of vibrant St. Clair West Village. This intelligently designed suite blends style and functionality with an open-concept layout, vinyl flooring, and a seamless flow tailored to modern urban living.***This unit comes with a 1 parking space***The contemporary kitchen is elegantly finished with integrated appliances, sleek cabinetry, and streamlined workspace designed for both everyday convenience and effortless entertaining. The spacious primary bedroom provides a comfortable retreat with generous closet space, while the separate den offers exceptional versatility as a home office, guest space, or creative nook. A modern bathroom with clean contemporary finishes, in-suite laundry, and thought fully integrated storage complete this well-appointed condo unit. Residents enjoy an exceptional collection of amenities, including a 24-hour concierge, fully equipped fitness centre, elegant lobby with fireplace, co-working and social lounges, and a beautifully landscaped rooftop terrace with sweeping skyline views. Secure building access and underground parking add everyday convenience and peace of mind. Ideally situated at St. Clair West Village, this sought-after midtown address places you steps from cafes, restaurants, boutique shops, parks, and transit, including the dedicated St. Clair streetcar and convenient subway access. An exceptional opportunity to experience stylish city living in one of Toronto's most vibrant and community-focused neighbourhoods.

Eight Forty - right in the middle of everything that makes St. Clair West one of the city's best-kept-secret neighbourhoods. Suite 311 is a 2-bedroom, 2-bathroom layout done right: split bedrooms for real privacy, 9-foot ceilings that make the space feel bigger than it is, and laminate flooring that keeps things clean and low-maintenance throughout. The kitchen holds its own with built-in appliances and a layout that actually works for day-to-day living. Parking and locker included. The second bedroom pulls double duty - set it up as a guest room, home office, or den depending on what you need. That kind of flexibility is hard to come by in a unit this size. This is a quiet boutique building with the amenities that matter - gym, party room, rooftop terrace with BBQ, bike storage, visitor parking - and WiFi is covered in your maintenance fees. But the real selling point is the address. You're steps from some of the best restaurants, cafés, and shops in the city. Wychwood Barns and the Saturday farmers' market are around the corner. The streetcar is right outside, and St. Clair West station gets you downtown in minutes.

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 three 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.

Welcome to 183 Glenholme Ave. Located in one of Toronto's most vibrant and highly desired neighbourhoods, offering the perfect blend of urban convenience and community charm.This property provides endless opportunity for a family or investor alike. Inside this charming 4-bedroom, 3-bathroom home, you'll find a spacious layout with generously sized rooms, approximately 9 ft. ceilings on the main floor, and not one but two kitchens - plus a third roughed-in. The home also features a fully finished basement and a second-floor patio. Outside is just as impressive: a wide driveway, an extra-large garage, and a great backyard perfect for entertaining. There's also the potential to build a garden suite, and this is one of the only properties on the street with garage egress onto another city street. Adding to its appeal, the location is transit-oriented, close to great schools, and surrounded by an abundance of wonderful cafes, restaurants, and shops.

Exceptional Detached Residence In Wychwood/Regal Heights. This Character-Filled Property Offers Outstanding Versatility For Families, Investors, Or Those Seeking A Live-In Income Opportunity. Configured As A Triplex Yet Easily Adaptable To A Spacious Single-Family Home, It Delivers Endless Potential In One Of Toronto's Most Desirable Neighbourhoods. 5 Bedrooms, 3 kitchens, 3 Bathrooms. Timeless Architectural Details Include Hardwood Floors, Stained Glass Windows, Crown Moulding, Rich Wood Trim, Decorative Ceilings, Wainscoting, Pocket Doors, And Two Wood-Burning Fireplaces. Bright, Generous Principal Rooms Create A Warm And Inviting Atmosphere, While The Main Floor Large Eat-In Kitchen Overlooks The Private East-Facing Backyard, Providing Plenty Of Space For Outdoor Entertaining Or Gardening. The Upper Levels Feature Multiple Bedrooms, Full Bathrooms, Kitchens, And Comfortable Living Areas, Offering Excellent Flexibility For Extended Family Living Or Rental Income. The Lower Level Includes A Separate Entrance, Additional Bedroom, 3-Piece Bathroom, Storage, And Excellent Potential For An In-Law Suite, Guest Accommodation, Or Future Income Unit. All Levels Have Tons Of Windows For An Abundance Of Natural Light. Additional Features Include A New Radiant Heating System, Detached Single-Car Garage, And Plenty Of Storage Throughout. Located On A Quiet, Tree-Lined Street Just Steps To St. Clair West's Popular Restaurants, Cafés, Boutique Shopping, Parks, Schools, Recreation Facilities, TTC Transit, And The Eglinton LRT. An Outstanding Opportunity To Own A Landmark Home Offering Character, Flexibility, Income Potential, And Long-Term Value.

Welcome to 840 St Clair West! Nestled in one of Toronto's most vibrant neighbourhoods, you'll be surrounded by popular restaurants, cafés, pubs and local shops waiting to be discovered. This bright 2-bedroom, 2-bathroom suite offers sought-after southern exposure with open city views. Floor-to-ceiling windows fill the home with natural light, while tall ceilings and built-in stainless steel appliances create a bright, modern living space. The thoughtfully designed layout features two full bathrooms, generous closet space, 1 parking space and 1 locker. Residents enjoy excellent amenities including a fitness centre, outdoor terrace and party room. With the TTC at your doorstep, getting anywhere in the city is effortless. You're also just a short walk to Roseneath Park, Wychwood Barns Arts Centre, and everything that makes the St. Clair West neighbourhood such a sought-after place to call home.

Why choose between a premium family home and an income property when you can have both? Live in a house-sized owner's residence while generating meaningful income from a separate legal suite. This rare, fully renovated legal duplex offers the scale, character, parking, outdoor living and flexibility of a substantial single-family home, with built-in rental income. The expansive owner's suite spans nearly 3,000 sq ft across the upper and lower levels, creating an impressive private home with multiple living zones, generous principal rooms, exposed brick, a striking spiral staircase, and a spectacular third-floor primary retreat with walk-out to an oversized private terrace. Ideal for buyers who want elevated everyday living, room to grow, and the ability to offset carrying costs without compromising their own space. The separate 2-bedroom main floor unit is currently leased at $2,950/month, providing immediate income from quality tenants already in place. The lower level is currently enjoyed as a substantial extension of the owner's residence, featuring impressive 8-ft ceiling heights, exposed structural steel beams and hydronic in-floor radiant heating. For buyers seeking additional income or multi-unit flexibility, permits are already available for triplex conversion, giving the next owner the choice to maintain the expansive primary suite or pursue the approved conversion plan. Steps from St. Clair Ave W, TTC, parks, shops & cafés, the property offers two separate entrances, rare dead-end street access, and 2.5 detached garages (Glenholme & Glenhurst Access).Outdoors, enjoy a private landscaped backyard designed for lounging, dining and entertaining. A rare opportunity to own a beautifully upgraded, character-filled home with the scale and comfort of a premium primary residence, the security of rental income, private outdoor space, excellent parking, and multiple ways to live, work and invest in a walkable, transit-connected Toronto neighborhood.

Beautiful upgrade unit! 1 bed + den (Den separate room with sliding doors & wood floor can be used as a 2nd bedroom )+ rarely found Sunny West exposure, total 688 sf living space = 620 sf interior living + 68 sf outdoor living(See attached floor Plan ) , 9' ceilings. World class amenities include fitness/workout studio, indoor/outdoor multi-purpose amenity space, large roof top terrace with city skyline views, co-working space, social lounge with temperature-controlled wine storage, concierge front desk controlled and intercom system for extra security building access. Main floor Tim Hortons & LCBO, steps to TTC, LCBO, No Frills, TD Bank, pharmacies, What a Bagel, TTC streetcar @ your door minutes to St. Clair West subway station.

Welcome to this charming semi-detached home offering 3 spacious bedrooms and 2 bathrooms, perfect for families, first-time buyers, or investors. The bright and functional kitchen features stainless steel appliances, granite countertops, a pantry, ceramic backsplash, and under-cabinet lighting. A convenient walkout leads directly to the backyard, making it ideal for outdoor entertaining and family gatherings. The partially finished basement provides additional living space, perfect for a recreation room, home office, or extra storage. Complete with one dedicated parking spot, this home combines comfort, functionality, and value. Located in one of Toronto's most vibrant and evolving neighbourhoods, you'll be just minutes from the popular Geary Avenue district, offering an exciting mix of cafés, breweries, restaurants, artisan shops, and creative spaces. Enjoy easy access to parks, schools, public transit, everyday amenities, and the renowned Wychwood Barns Farmers' Market. This is a fantastic opportunity to own a home in a highly desirable community that offers both character and convenience.

Luxury 2B2B condo located In The most desired area the Heart Of St. Clair West Village.OPen concept kitchen combine with living and dining room. The primary bedroom offers His & Her closets and an ensuite bathroom. Very convenience location, surrounding by NoFrills, Loblaws, TTC Access, Parks, Schools, Restaurants, Shops, And More! Tim Hortons & LCBO Located On The Ground Level Of The Building.