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106 Eastbourne Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13865900
106 Eastbourne Avenue Toronto M5P 2G3 
$3,399,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13865900
- Bedrooms:
- 6
- Bathrooms:
- 5
Set in the famed Chaplin Estates neighborhood on one of the most desired streets. Imagine stepping out for morning coffee, artisan dining, and boutique wellness, then returning home to a quiet urban sanctuary designed for effortless family living. Set on a picture-perfect lot, on a quiet, non-thoroughfare street. This newly renovated, completely turn-key residence is where modern elegance meets total peace of mind. Step inside this 2,529 sqft (above grade) home to find sun-filled principal rooms anchored by rich main floor oak herringbone flooring and bespoke built-ins throughout. The residence is crafted with a level of care and precision that defines true luxury. The chef's kitchen seamlessly pairs style and functionality with a rare and generous double island that effortlessly flows for both daily life and hosting. Upstairs, four bedrooms offer comfortable retreats for the whole family, highlighted by a serene primary suite featuring a spa-inspired ensuite and a private walk-out terrace. Out back, thoughtful upgrades continue: a full brick extension with upgraded matching masonry leads to custom planters and deck, a rare backyard hot & cold water bib perfect for children water play, and a finished detached two-car garage equipped with EV charging, complemented by two additional driveway spots. Beyond your door, outdoor recreation is truly unmatched. Just a short stroll away lies Eglinton Park, a sprawling 9-hectare green space directly connected to the North Toronto Memorial Community Centre's aquatic facilities and ice rinks. For tranquil nature escapes, the ancient trees and ravine trails of Sherwood Park offer off leash dog paths and peaceful boardwalks. Toronto's finest private institutions including Greenwood, TPS, Upper Canada College, The York School and BSS all located within a quick 2 km radius. The public school catchment is also one of the best in the city featuring Oriole Park Junior PS, Newly renovated Hodgson MS, and North Toronto CI. More detailsListed by RIGHT AT HOME REALTY
- MARK SAVEL
- SAGE REAL ESTATE LTD., BROKERAGE
- 1 (647) 2916328
- Contact by Email
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69 Chaplin Crescent in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13850780
69 Chaplin Crescent Toronto M5P 1A2
$3,195,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13850780
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome to 69 Chaplin Crescent, an exceptional detached residence offering a rare blend of timeless character, sophisticated updates and resort-inspired living in the heart of coveted Yonge & Eglinton. Set on an impressive 45' x 120' south-facing lot, this beautifully appointed five-bedroom, three-bathroom home unfolds through a series of elegant and inviting spaces designed for both everyday living and effortless entertaining. Refined principal rooms showcase warm hardwood floors, graceful architectural detailing and a fireplace, while the updated kitchen overlooks the lush rear gardens. A sun-filled sitting room with French doors creates a seamless connection to the outdoors. Upstairs, five versatile bedrooms provide remarkable flexibility for growing families, guests or a dedicated home office, while the finished lower level extends the living space with a recreation area and generous laundry facilities.Outside, discover a private urban retreat surrounded by mature greenery. A spacious deck provides the perfect setting for summer dining and entertaining, overlooking the in-ground heated salt pool and beautifully landscaped grounds-a remarkably tranquil escape in the heart of the city.And the location is every bit as impressive. Oriole Park is virtually at your doorstep, the Beltline Trail is moments away, and Davisville Station is just a three-minute walk from home. Exceptional schools, neighbourhood parks, restaurants, shops and the energy of Yonge & Eglinton are all within easy reach. A distinctive family residence where character, convenience and an extraordinary backyard lifestyle come together - 69 Chaplin Crescent is city living at its finest. For developers: The land is part of Toronto's EHON Major Street's zoning area which allows for enhanced development (of up to 6 stories, with 60 units). More detailsListed by REAL BROKER ONTARIO LTD.
- MARK SAVEL
- SAGE REAL ESTATE LTD., BROKERAGE
- 1 (647) 2916328
- Contact by Email
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304 Roselawn Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13618570
304 Roselawn Avenue Toronto M4R 1G1
$2,650,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13618570
- Bedrooms:
- 12
- Bathrooms:
- 5
Exceptional legal triplex in the heart of Midtown Toronto, just steps to Yonge & Eglinton. This rare income-generating property offers approximately 3,955 sq. ft. of above-grade living space, plus an additional 1,170 sq. ft. basement apartment , featuring a total of 5 self-contained units: two spacious 3-bedroom suites, two 2-bedroom suites, and one bachelor basement apartment.An outstanding opportunity for investors seeking strong rental income or end users looking to live in one unit while generating substantial income from the remaining suites. The property also features a rare detached 3-car garage plus parking for 2 additional vehicles outside, offering a total of 5 parking spaces. There is also excellent potential to optimize, or expand the existing layout (subject to all required approvals).Ideally situated in one of Toronto's most sought-after neighbourhoods, just steps to the Yonge Subway, Eglinton Crosstown LRT, top-rated schools, parks, restaurants, cafés, shopping, and all the amenities the vibrant Yonge & Eglinton neighbourhood has to offer.A truly unique, turnkey investment with exceptional income potential, tremendous flexibility, and endless possibilities. More detailsListed by RE/MAX REALTRON BEN AZIZI REALTY GROUP
- MARK SAVEL
- SAGE REAL ESTATE LTD., BROKERAGE
- 1 (647) 2916328
- Contact by Email
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690 Oriole Parkway in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13796278
690 Oriole Parkway Toronto M4R 2C5
$2,600,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13796278
- Bedrooms:
- 5
- Bathrooms:
- 4
Pride of ownership & comfort take precedence in this beautifully maintained 4 bed, 4 bath residence, gracefully situated in the heart of Midtown Toronto. Lovingly cared for over the years & set on an expansive pool sized lot, this classic home is rich in warmth, character, & elegant living spaces that offer a true sense of home. The bright & spacious kitchen serves as the heart of the home, featuring stainless steel appliances, a centre island, ample cabinetry, & a sun filled breakfast area w/a walk out to the backyard deck, creating the perfect setting for effortless entertaining. Adjacent to the kitchen, the inviting family room offers a warm space for everyday living, whether gathering with loved ones or simply unwinding w/a cup of tea. Thoughtfully designed for elegant gathering, the welcoming living room is anchored by a classic fireplace & framed by oversized windows that fill the space w/natural light. The adjoining dining room showcases refined French doors, traditional wainscotting, & an inviting atmosphere perfectly suited for hosting memorable dinners. Upstairs, the spacious primary retreat features large windows, his & hers mirrored closets, & a private 4pc ensuite. Three additional generously sized bedrooms & an additional 4pc bath complete the second level, comfortably accommodating growing families & overnight guests alike. The finished lower level extends the home's living space w/a large recreation room, an additional versatile room ideal for a home office or guest suite, & a dedicated laundry area designed for everyday convenience. Outdoors, the expansive backyard offers a large deck & abundant green space for gardening, entertaining, or simply enjoying peaceful summer evenings in a private setting. Ideally located just a 5 minutes drive from Havergal College & Upper Canada College, the Crosstown LRT, & the vibrant Yonge & Eglinton district, and more, this is a truly special home filled with heart & timeless charm! More detailsListed by SAM MCDADI REAL ESTATE INC.
- MARK SAVEL
- SAGE REAL ESTATE LTD., BROKERAGE
- 1 (647) 2916328
- Contact by Email
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7 Anderson Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13837806
7 Anderson Avenue Toronto M5P 1H2 OPEN HOUSE: Oct 18, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 18, 2026 2:00PM - 4:00PM
$2,399,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13837806
- Bedrooms:
- 3
- Bathrooms:
- 3
Set beneath a canopy of mature trees on one of Chaplin Estates' most inviting streets, 7 Anderson Avenue is a classic 1920s home that beautifully balances period character with thoughtful updates. A landscaped front garden, extra wide parking and a charming covered porch set the tone, opening to a bright and airy main floor designed for easy everyday living and entertaining. A welcoming foyer, complete with built-in cabinetry, flows into the living room, where the gas fireplace provides a warm and inviting focal point. The open-concept kitchen features a generous centre island, which overlooks the dining area, creating a natural gathering place. Beyond, a separate main-floor family room with built-ins walks out to an expansive Brazilian hardwood IPE deck and garden for unique urban privacy. Spacious two-storey shed. Upstairs, the primary suite enjoys a luxurious ensuite with lovely south views over the rear garden. Two additional well-proportioned bedrooms share a beautifully tiled family bath with heated floors. The finished lower level extends the living space with a rec room, 3pc bathroom, dedicated laundry room, and utility room. Extra insulated crawlspace for add'l storage. Chaplin Estates is one of midtown Toronto's most enduringly desirable communities, loved for its quiet tree-lined streets, beautiful period homes and an easy sense of community. The Kay Gardner Beltline Trail and Oriole Park are close at hand, while the shops, cafes and restaurants of The Eglinton Way and Yonge & Eglinton put everyday conveniences within easy reach. Families are exceptionally well served by nearby public and private schools, including Oriole Park Junior Public School, Hodgson Middle School and North Toronto Collegiate Institute, along with Upper Canada College, The Bishop Strachan School and St. Clement's School. With excellent green space, recreation and transit all nearby, Chaplin Estates offers the rare pleasure of a peaceful residential setting in the heart of the city. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED
- MARK SAVEL
- SAGE REAL ESTATE LTD., BROKERAGE
- 1 (647) 2916328
- Contact by Email
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House in Toronto
OPEN HOUSE: Oct 17, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 17, 2026 2:00PM - 4:00PMOPEN HOUSE: Oct 18, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 18, 2026 2:00PM - 4:00PM
Residential Freehold
- MARK SAVEL
- SAGE REAL ESTATE LTD., BROKERAGE
- 1 (647) 2916328
- Contact by Email
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106 Colin Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13779250
106 Colin Avenue Toronto M5P 2C2
$2,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13779250
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 106 Colin Avenue, a charming centre-hall home in the heart of highly desirable Chaplin Estates, offering beautifully proportioned living spaces, a versatile layout and an exceptional Midtown location. The main level features inviting principal rooms, including a gracious living room anchored by a wood-burning fireplace and a formal dining room ideal for both everyday living and entertaining. Toward the rear, a light-filled family room with a skylight overlooks the backyard and provides a comfortable space to gather. Upstairs are multiple well-sized bedrooms, with a flexible configuration offering the potential for four bedrooms and the possibility of adding an additional bathroom. The lower level provides a recreation room and ample storage. Set on a sought-after residential street, this home is just steps from Yonge and Eglinton, where an incredible selection of shops, restaurants, cafes, fitness studios, entertainment and everyday conveniences are all close at hand. Enjoy easy access to the subway and transit, excellent local schools, neighbourhood parks and everything that makes Midtown one of Toronto's most convenient and desirable places to live. A wonderful opportunity to update and personalize a classic home in an outstanding family-friendly neighbourhood. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
- MARK SAVEL
- SAGE REAL ESTATE LTD., BROKERAGE
- 1 (647) 2916328
- Contact by Email
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House in Toronto
Residential Freehold
- MARK SAVEL
- SAGE REAL ESTATE LTD., BROKERAGE
- 1 (647) 2916328
- Contact by Email
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128 Montgomery Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C14007782
128 Montgomery Avenue Toronto M4R 1E2
$2,095,000Residential Freehold- Status:
- Active
- MLS® Num:
- C14007782
- Bedrooms:
- 4
- Bathrooms:
- 4
Gorgeous, turnkey contemporary detached home in the heart of Yonge & Eglinton, situated in the highly sought-after Allenby neighbourhood & within walking distance of top-rated schools incl. Allenby Jr. P.S., North Toronto C.I., & St. Clement's School. Custom-built & beautifully renovated, this exceptional residence offers approx. 2,400 sq. ft. of living space incl. LL with 3+1 bdrms., 4 baths., & 1 legal front yard parking and 1 at back for smaller car. The open-concept main level features soaring ceilings (just under 10 ft.), white oak engineered hardwood flooring, custom millwork, architectural windows, & abundant natural light. Generous living & dining areas flow seamlessly into the designer kitchen with quartz countertops, custom cabinetry, breakfast island, Sub-Zero fridge, & Wolf gas range. A direct W/O leads to the professionally landscaped private backyard with multiple areas for al fresco dining, entertaining, family gatherings, & quiet relaxation.The upper level features a spacious primary retreat with custom built-in wardrobes & a spa-inspired 5-pc ensuite with a Victoria + Albert freestanding soaker tub, glass-enclosed shower, skylight. Two add'l bdrms. provide comfortable accommodations, incl. one with its own private ensuite. Convenient 2nd-floor laundry enhances everyday living.The finished lower level offers exceptional versatility with a spacious rec room/gym, flexible 4th bdrm., 3-pc bath., abundant storage, & a cold room that could easily be converted into a future wine cellar. Perfectly positioned steps to Eglinton Park & within walking distance of the vibrant shops, cafes, restaurants of Yonge & Eglinton, incl. PAI, Stock Bar, Sip Wine Bar, Bready, Paris Baguette, Mandy's, La Vecchia, Healthy Planet, Grazie Ristorante, & Mizzica Gelateria & Cafe. Convenient access to the TTC & Eglinton Crosstown LRT. Modern comfort, residential tranquillity, & exceptional urban convenience come together in one of Toronto's most desirable family neighbourhoods. More detailsListed by HARVEY KALLES REAL ESTATE LTD.
- MARK SAVEL
- SAGE REAL ESTATE LTD., BROKERAGE
- 1 (647) 2916328
- Contact by Email
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33 Castlefield Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13816958
33 Castlefield Avenue Toronto M4R 1G5
$1,798,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13816958
- Bedrooms:
- 5
- Bathrooms:
- 4
Exceptional opportunity in the highly desirable Yonge & Eglinton neighbourhood! in one of Toronto's most sought-after communities. Flexible zoning allows for a variety of residential building options and select commercial uses, offering outstanding long-term potential. Property qualifies under Toronto's Garden Suite Program with potential for a rear garden suite up to approximately 1,291 sq. ft. Included are valuable planning resources such as the Planner's Building Potential Report, Laneway Housing Advisors Garden Suite Report, and 2022 survey. Conveniently located steps to shops, restaurants, cafes, transit, parks, and top-ranked schools. Upgrades & Improvements: Newer flooring, stairs, windows, and kitchen, New washer & dryer on the main floor, New basement kitchen range hood, washer & dryer, Updated roof, gutters, and roof insulation Replaced water heater, A/C system More detailsListed by RE/MAX ADVANCE REALTY
- MARK SAVEL
- SAGE REAL ESTATE LTD., BROKERAGE
- 1 (647) 2916328
- Contact by Email
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98 Roselawn Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13763464
98 Roselawn Avenue Toronto M4R 1E6
$1,660,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- C13763464
- Bedrooms:
- 4
- Bathrooms:
- 4
Ideally Located In The Heart Of Midtown Toronto, This Spacious And Versatile Home Is Just Steps From The Vibrant Yonge & Eglinton Neighbourhood, Offering Convenient Access To Transit, Shops, Restaurants, Parks, And Everyday Amenities. Currently Configured As A Duplex, This Home Offers Excellent Flexibility For Investors And End-Users Alike, And Can Also Be Easily Converted Back To A Single-Family Residence To Suit Your Needs. This Property Features 2 Bedrooms And 2 Bathrooms On Both The Main And Second Floors, With Hardwood Floors Throughout A Bright, Functional Layout. The Main Floor Includes A Private Backyard And Deck, Along With A Spacious Eat-In Kitchen Providing Plenty Of Room For Family Gatherings And Everyday Living. The Second Floor Also Boasts An Eat-In Kitchen Accompanied By A Lovely Light-Filled Sunroom. A Garage And Separate Utility Meters Enhance Both Convenience And Versatility. A Rare Opportunity To Own A Move-In-Ready Property In One Of Toronto's Most Sought-After Neighbourhoods. More detailsListed by HARVEY KALLES REAL ESTATE LTD.
- MARK SAVEL
- SAGE REAL ESTATE LTD., BROKERAGE
- 1 (647) 2916328
- Contact by Email
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House in Toronto
Residential Freehold
- MARK SAVEL
- SAGE REAL ESTATE LTD., BROKERAGE
- 1 (647) 2916328
- Contact by Email
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Data was last updated October 14, 2026 at 07:15 PM (UTC)
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Houses in Yonge & Eglinton
Houses at Yonge & Eglinton are found mainly on the residential streets west of Yonge: north of Eglinton on blocks such as Roselawn, Castlefield and Briar Hill, and south of it on streets such as Eastbourne Avenue and Chaplin Crescent. Most are two-storey brick detached and semi-detached homes built between about 1910 and the late 1930s, in Edwardian, Arts and Crafts and Tudor Revival styles. Lots are typically narrow to mid-width.
Condition and price vary a lot from one house to the next. Some homes keep original layouts, wood trim and older systems and are priced with renovation in mind; others have been fully updated with open main floors, rear additions and finished basements. A growing number of lots have been rebuilt with new custom homes, which sit at the top of the local market.
Because these streets are within walking distance of two rapid transit lines, freehold supply is limited and well-priced homes tend to attract strong interest. Some properties may have potential for a basement suite or a garden or laneway suite under City rules, which is worth confirming before you buy. Browse current listings below, and contact us for recent sales and street-by-street insight.
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