High Park-Swansea Homes with 51-99 Approx Age

High Park-Swansea Homes with 51-99 Approx Age

Welcome to High Park-Swansea, a vibrant and picturesque neighborhood nestled in the heart of Toronto, Ontario. Known for its stunning natural beauty and rich cultural heritage, this area is a hidden gem that offers an exceptional quality of life for its residents.

High Park-Swansea is characterized by its charming tree-lined streets, historic homes, and a strong sense of community. The architecture here is a delightful blend of styles, with homes dating back to the early 20th century, many of which fall within the 51-99 year age range. These properties boast unique features such as original hardwood floors, intricate moldings, and spacious layouts, making them perfect for families and individuals seeking character and warmth in their living spaces.

The neighborhood is also home to one of Toronto's largest and most beloved parks, High Park. With over 400 acres of lush greenery, walking trails, and recreational facilities, it serves as a natural oasis for residents. Families can enjoy picnics, playgrounds, and even a zoo, while nature enthusiasts can explore the diverse flora and fauna that thrive in this urban retreat.

High Park-Swansea also benefits from a strong sense of community, with local shops, cafes, and restaurants that reflect the neighborhood's eclectic spirit. Residents appreciate the convenience of nearby amenities, including top-rated schools and public transit options, making it easy to connect to downtown Toronto.

Whether you're looking for a charming family home or a cozy retreat, High Park-Swansea offers a unique blend of history, nature, and community that makes it a truly enchanting place to call home. Discover the beauty and charm of this remarkable neighborhood today!

Newest High Park-Swansea Homes with 51-99 Approx Age

20 Grenadier Heights, Toronto
$2,790,000
5 Beds ⋅ 4 Baths ⋅ W14121318 MLS
A Rare Offering on Grenadier Heights. Set on a quiet cul-de-sac in the heart of one of Swansea's most coveted and tightly held streets, this exceptional family home offers something increasingly difficult to find in the city: approx. 2,600 sq. ft. of above-grade living on substantial land that has already been beautifully designed, landscaped and fully realized.This 4+1 bedroom, 4 bathroom home offers generous principal rooms, original character and everyday functionality. A well-appointed kitchen with centre island, newly created walk-in pantry, formal living and family rooms with cozy fireplaces, tasteful updates that honour the home's original elegance, and pot lights throughout the entire home.The completely renovated lower level significantly expands the possibilities, with a brand-new kitchen and island, new S/S appliances, open living area, bedroom, bathroom, dedicated laundry and two separate entrances - ideal for extended family, a nanny or guests, with the flexibility of potential income.Exceptional parking includes a tandem two-car garage plus two driveway spaces.The backyard is one of this home's most remarkable features - a private oasis and an entire outdoor living environment in its own right. Thoughtfully designed across multiple levels, it offers distinct spaces for dining, entertaining, gathering and play. Expansive stone and interlocking terraces, a fire-pit area, mature landscaping and a generous lower lawn create a series of beautiful, functional outdoor rooms. This is not simply a large lot, but substantial city land transformed into a fully realized family lifestyle.Moments from High Park, Grenadier Pond, Bloor West Village, schools, transit, parks and trails. The terrace photo is virtually staged.

20 Grenadier Heights, Toronto
27 Verbena Avenue, Toronto
$2,150,000
4 Beds ⋅ 3 Baths ⋅ W14094974 MLS
Bloor West Village Beauty! A rare 3+1 bedroom 1930s home offering remarkable space and flexibility on an impressive 39-ft-wide lot. Beautifully preserved original details blend with a generous floor plan offering 2,075 sq. ft. above grade plus an additional 1,135 sq. ft. lower level. A gracious entrance opens to an expansive living room with working fireplace, hardwood floors and leaded-glass bay window. The dining room features original wainscotting and in a charming nod to the home's heritage, the original swing door to the kitchen, while French doors open to the family room. The exceptional main floor also offers a bedroom, washroom and separate den, providing flexibility for guests, working from home or convenient one-level living. The updated kitchen walks out to a deck and lush private garden. Upstairs, two exceptionally spacious bedrooms feature charming curved ceilings, generous closets and a 4-piece bath. The surprise is downstairs: a high-ceilinged 1,135 sq. ft. lower level with a substantial living area, fireplace, bedroom, washroom and separate entrance directly to the garden and sheltered patio. Ideal for a nanny suite, guest retreat, extended family or fabulous entertainment space. With 3+1 bedrooms, 3 washrooms, 2 fireplaces, 2-car parking and over 3,200 sq. ft. of total living space, this is a wonderful alternative to condo living or a character-filled family home with room to grow. Set in Swansea, loved for its strong sense of community and family-friendly lifestyle, steps to Jane Subway, Bloor West Village shops, restaurants, schools, parks and green space.

27 Verbena Avenue, Toronto
4 Brule Crescent, Toronto
$2,149,000
4 Beds ⋅ 2 Baths ⋅ W14092144 MLS
Welcome to 4 Brule Crescent, a rare opportunity to own in the exclusive Brule Gardens enclave, one of Toronto's most sought after and tightly held residential pockets. Tucked away on a quiet, tree-lined crescent surrounded by mature trees and just moments from the Humber River, this exceptional two-storey home offers a unique sense of privacy, tranquility, and community. With virtually no through traffic, the Crescent is a place where neighbours connect, children can play, and residents enjoy a peaceful setting that feels worlds away from the city while remaining close to every convenience, including transit and major highways. Beautifully maintained and filled with natural light, the home showcases timeless craftsmanship, elegant oak trim details, classic wainscoting, and a stunning oak staircase. The sun-filled greenhouse-style kitchen, with soaring windows overlooking the landscaped backyard, creates a bright and inviting atmosphere. Thoughtfully designed for both comfortable family living and effortless entertaining, the home features spacious principal rooms, abundant storage, wine storage, and welcoming spaces enhanced by two gas fireplaces. Large windows fill the home with natural light, while the functional layout offers an ideal balance of elegance and everyday practicality. The finished lower level extends the living space with a generous recreation room anchored by a gas fireplace, along with a versatile additional room ideal for a home office and/or guest space. Outside, the private landscaped backyard is a true highlight. Lush gardens, mature greenery, and multiple seating areas create a private outdoor retreat that feels worlds away from the city. A custom-built deck & shed blending beautifully with the landscape, providing exceptional storage while complementing the property's design. An exceptional offering in one of Toronto's most desirable west end enclaves, where nature, privacy, transit connectivity, and city living come together beautifully.

4 Brule Crescent, Toronto
16 Sunnybrook Road, Toronto
$1,875,000
2 Beds ⋅ 2 Baths ⋅ W14086466 MLS
Discover an extraordinary expression of contemporary living in one of Toronto's most coveted west-end neighbourhoods. Welcome to 16 Sunnybrook Road, a charming Tudor-style, two-bedroom bungalow where timeless character, architectural artistry, and contemporary sophistication converge in prestigious High Park-Swansea.Thoughtfully reimagined with exceptional attention to detail, this distinctive residence reveals an inspiring interior featuring polished concrete floors with radiant heating, German-engineered windows and doors, and an entertainer's custom kitchen with an expansive centre island. Dramatic floor-to-ceiling sliding doors seamlessly connect indoor and outdoor living, inviting natural light and creating an idyllic setting for alfresco dining, intimate gatherings, and effortless entertaining. The island creates a natural gathering place for conversation and culinary experiences, while the seamless connection to outdoors extends the living space beyond its walls. A climate-controlled wine cellar offers a refined touch for collectors, while a separate heated and cooled studio provides a versatile sanctuary for creative pursuits, a private office, fitness, or relaxation. The studio's year-round comfort makes it ideal for focused work or quiet moments away from the main residence. Two private parking spaces complete this exceptional offering. Enjoy leisurely strolls through High Park, scenic cycling along Lake Ontario's waterfront, and the vibrant cafés, boutiques, and restaurants of Bloor West Village. Within walking distance, highly desirable and ranking schools, the Bloor subway line and UP Express at Bloor Station offer convenient connections to downtown Toronto Union Station and Toronto Pearson International Airport. A rare harmony of timeless Tudor charm, inspired modern design, and effortless urban living, 16 Sunnybrook Road is more than a home. It is an invitation to live exceptionally. **Expansive 40-ft rear lot width, enhancing your outdoor living.

16 Sunnybrook Road, Toronto
45 Southport Street Unit 1102, Toronto
$699,000
2 Beds ⋅ 2 Baths ⋅ W13831168 MLS
Bright Lake South/West View.Large private balcony with Beautiful Sunsets and lake view. Close To public transit! 1 bus to subway, 1 streetcar to downtown, gardiner expressway, Bloor West village, High Park and Swansea School. Walk to the lake and bike paths. Ample closet space. The kitchen has quartz countertop and floor to ceeling pantry. Building Maintenance fee includes, free: Rogers Cable TV; unlimited internet; as well as utilities. Indoor swimming pool; Sauna; Exircise room, Party room, Pool table, Ping pong, Tennis court. Very modern, clean and well kept.Just move in and enjoy

45 Southport Street Unit 1102, Toronto
223 Riverside Drive, Toronto
$2,995,000
4 Beds ⋅ 4 Baths ⋅ W13628856 MLS
Exceptional Riverside Drive Residence. Rarely available 75' by 226' Ravine Lot. Solid Family Home with space to grow into. Gracious Living room centered around a stately open gas fireplace. Dining room with views to the wooded backyard. Mid Century modern eat-in Kitchen with access to the elevated oversized deck - perfect for morning coffee or twilight wine. Convenient powder room and covered access to the double car garage complete the main floor. Four generous bedrooms on the second - primary with a 3 piece ensuite overlooking the ravine. Wonderful potential to develop the loft attic. (Make sure to walk up the stairs and view) Above grade walk out basement to stone patio from the home office/bedroom. Full size recreation/games room - billiards anyone? Separate laundry room plus ample storage in the utility room. Steps to "Lucy Maud Montgomery" Parkette. All the above on a coveted street in Swansea with easy walking access to the Subway, Bloor West Village Shops & Restaurants, The Old Mill and Humber River Trails. 12 minutes to the financial district and minutes to the Martin Goodman Trail Boardwalk siding onto Lake Ontario. Fantastic School Districts. Move in, live and personalize at your leisure.

223 Riverside Drive, Toronto
27 Mossom Road W, Toronto
$3,799,000
11 Beds ⋅ 7 Baths ⋅ W13508702 MLS
This Detached 6-plex, English Manor Architecture In the Sought After Bloor West Village, Was Built As One of 6 Buildings Clustered at the Corner of Bloor & South Kingsway. Well Maintained Spacious Layouts: Four 2-bedroom units (850 SqFt) + Balconies (25 SqFt) & Two 1-bedroom units (650 SqFt) Each Unit Has An Interior Fire Escape Staircase. This Centre Hall Layout Features Additional Exits From Each Side of the Building Off the Kitchen. The 2nd Staircase Takes You Down To the Storage Lockers & Laundry Space. 4 Garages At Rear, Accessible via Laneway from South Kingsway. Well Cared for (Inspection Report avail) Some Significant Mechanical Updates Completed in 2025. Offering Immediate Income and Long-term Holding Potential. Situated on a Pentagon Premium-shaped Lot (73ftW x 97D x 48DX 62D X 77FtD). 5400 SqFt Above Grade. $160K Gross Annually and NOI $120K offers an Investor a potential 3.5% Cap Rate in a High Demand Area. Tenant Profile Geared Toward Professionals. Considerable Potential to Elevate Rents to Market Levels with Minimal Capital Investment, This Legacy Building Offers Options. Nestled Between Old Mill Ravine/Park & the Countless Restaurants/Shops in BWV, this Walkable, Residential Community Is Located Just Steps to Jane Subway or Dive South on S. Kingsway to Enter Directly Onto The Gardiner Expressway Straight To Downtown. This Asset, Benefits From Both A Premium Location & Consistent Rental Demand. Investors Will Appreciate The Mix of Stability and Opportunity Ideal for Portfolio Growth.

27 Mossom Road W, Toronto
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