Looking for Chaplin Estates homes for sale? You’re only seeing some of the listings available here. To see them all, just click the ‘Signup’ or ‘Login’ link.
-
48 Manor Road W in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12486321
48 Manor Road W Toronto M5P 1E7 
$1,595,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12486321
- Bedrooms:
- 3
- Bathrooms:
- 3
This one is truly special! Welcome to 48 Manor Road West, a lovely semi-detached home in one of Toronto's most vibrant and family-friendly neighbourhoods! Bright, spacious, and full of charm, this home offers a perfect blend of comfort, style, and community spirit. The main floor features a large, light-filled living room with a wood-burning fireplace. The delightful dining room, with its gorgeous picture window, is open to the updated kitchen- perfect for casual family meals or easy entertaining. The kitchen's peninsula encourages conversation and connection, while the walkout to an oversized deck makes outdoor dining a breeze. Beyond the deck lies an exceptionally large backyard- a rare find, and ideal for kids, pets, and summer gatherings. Upstairs, you'll find three bedrooms and two bathrooms, including a lovely primary suite with its own ensuite- a rare offering, providing privacy, comfort and convenience. The finished lower level offers even more living space with a recreation room, a dedicated workspace, and an additional full bathroom. The home's charming façade is enhanced by pretty landscaping and licensed front pad parking for one car. Best of all, it sits on a peaceful, virtually traffic-free stretch of Manor Road. Residents of this very special block enjoy a sense of community that feels like small-town living in the heart of the city. Imagine barbecues in the backyard while the neighbourhood kids play soccer. Steps from a pedestrian bridge that leads directly to the eclectic shops, cafés, and restaurants of Yonge Street and just a short stroll to the subway. Close to excellent public and private schools, this home truly has it all - style, space, and that unbeatable neighbourhood feel. *Extensive upgrades, including all home HVAC/climate systems. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
-
45 Hillsdale Avenue W in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12483494
45 Hillsdale Avenue W Toronto M5P 1E9
$1,599,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12483494
- Bedrooms:
- 5
- Bathrooms:
- 2
Welcome to 45 Hillsdale Ave W - a warm and inviting detached family home in Chaplin Estates, just steps from Yonge Street. Featuring a legal front parking pad and a desirable south-facing backyard, this move-in-ready residence combines timeless character with thoughtful updates in one of Toronto's most sought-after midtown neighbourhoods. The main floor offers open-concept living and dining with hardwood floors, crown moulding, pot lights, and a gas fireplace with an elegant marble surround. A custom built-in cabinet in the dining area adds both style and storage. The kitchen features granite counters, a built-in granite breakfast table, premium appliances (Sub-Zero fridge, Miele gas cooktop, wall oven, and dishwasher), and generous cupboard space. Walk out to a beautifully landscaped, low-maintenance backyard perfect for relaxing or entertaining - with a covered deck, stone patio, garden lighting and irrigation, storage shed, and a built-in gas line for BBQ. Upstairs, you'll find four comfortable bedrooms and an updated 4-piece bath; the versatile fourth bedroom is ideal as a nursery or home office. The finished lower level adds a rec room, bedroom, 3-piece bath, laundry, ample storage, and a separate rear entrance for added convenience. Recent updates include a new sloped shingled roof and an upgraded front parking pad and mutual drive (see attachments for full list). Lovingly maintained and in excellent condition - move in and enjoy, or update to your taste. Ideally located in Chaplin Estates, you're steps from Yonge Street's shops and restaurants, top-rated schools (Oriole Park Jr Public & North Toronto Collegiate), excellent parks, and the Eglinton subway station - combining city convenience with a strong sense of community. A rare opportunity to own a detached home in Chaplin Estates at this price point. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
-
85 Chaplin Crescent in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12478746
85 Chaplin Crescent Toronto M5P 1A4
$4,998,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12478746
- Bedrooms:
- 5
- Bathrooms:
- 6
An unanticipated delight awaits within this 5000+ sq.ft. architectural gem, where classic elegance meets modern refinement. Thoughtfully designed with no detail overlooked, this residence captures the essence of luxury family living in one of Toronto's most sought-after enclaves - Chaplin Estates. Step inside to discover soaring 11-foot ceilings, smoked oak chevron flooring, and a striking tiered skylight with integrated LED lighting that bathes the home in natural brilliance. Every room showcases masterful craftsmanship, from the floor-to-ceiling wainscoting to the custom built-ins and crown moulding that frame each space with timeless sophistication. The heart of the home is defined by titanium granite finishes, a chef-inspired kitchen, and expansive entertaining areas that flow seamlessly into lush treetop views of Oriole Park - a private, natural backdrop that changes with the seasons. Perfect for families seeking top-tier private schools, this home offers walkable conveniences, serene green spaces, and proximity to the city's best amenities - all wrapped in a refined, move-in-ready experience. A true statement of elegance, comfort, and enduring value - 85 Chaplin Crescent invites you to experience luxury without compromise. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
-
188 Duplex Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12467703
188 Duplex Avenue Toronto M5P 2A9
$3,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12467703
- Bedrooms:
- 5
- Bathrooms:
- 6
Executive home Designed For Modern Family Living, Boasting Over 4,700 Square Feet Of luxury living space. Natural Light Throughout. The Main Level Is Perfect For Entertaining Guests Or Relaxing With Family And Boasts A Formal Living And Dining Room, An Eat-In Chef's Kitchen, With Top of Line Appliances and Family Room & breakfast area and an effortless walkout from floor to ceiling sliding doors to a beautifully Matured trees backyard. The third Level Has An Oversized Primary Retreat With An Impressive Dressing Room And A 5-Piece Ensuite. The Lower Level Has a Bedroom, Gym, Bathroom, theatre, and Large Recreation Room. Steps to TTC, And All The Amenities Yonge and Ellington Have To Offer. Roughed in. Snow Melting Driveway. Smart Home Control 4 Automation. Elevator, Mudroom, Dog wash, Office, Two Furnace, Two Air Conditioner, Two Laundry Room, And So Much More.Extras: More detailsListed by HOUSESIGMA INC.- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
-
16 Duncannon Drive in Toronto: Forest Hill South House for sale (Toronto C03) : MLS®# C12459721
16 Duncannon Drive Toronto M5P 2M1
$3,499,900Residential Freehold- Status:
- Active
- MLS® Num:
- C12459721
- Bedrooms:
- 5
- Bathrooms:
- 5
Welcome to 16 Duncannon Drive! a masterfully reimagined residence in the heart of prestigious Forest Hill. This beautifully redesigned home offers the perfect blend of timeless elegance and modern luxury, situated on a coveted street just steps from top-tier schools, parks, and vibrant local amenities. Every inch of this exceptional property has been thoughtfully renovated with high-end finishes and meticulous attention to detail. The chefs kitchen is a true showpiece, featuring a Wolf gas cooktop, double wall ovens, a fully paneled refrigerator, and sleek custom cabinetry and separate serveryideal for both everyday living and entertaining in style. The spacious living and dining areas are centered around a stunning gas fireplace, creating awarm and inviting atmosphere. Wide-plank hardwood floors, refined millwork, and expansive windows complete the sophisticated design. Upstairs, the luxurious primary suite offers a private retreat, complete with a custom dressing room and spa-inspired ensuite. Additional bedrooms are generously sized, offering comfort and versatility for family or guests. A rare find in Forest Hill, the home includes a private attached garage and a double driveway, offering ample parking in a highly walkable neighborhood. Don't miss this opportunity to own a turnkey home in one of Toronto's most sought-after locations. More detailsListed by THE AGENCY- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
-
889 Avenue Road in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12444804
889 Avenue Road Toronto M5P 2K7
$2,588,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12444804
- Bedrooms:
- 9
- Bathrooms:
- 8
Location,Location,Location,Very Good And Rare Location for this beautiful 4412 sqft House. Magnificent Tudor Style Triplex Home In A Very Desireable Toronto District; W/ 2 Fireplaces, Leaded Glass Windows And Wainscoting. Hardwood & Granite Floor On Main Floor; Designer Kitchen On 2nd; Plus Stunning Basement Apartment.The Bathrooms Are Newly Renovated.Explore an Exceptional Detached Legal Three-plex With Finished Basement Apartment Strategically Positioned At One Of Toronto's Most Prestigious Intersections: Avenue Rd and Eglinton. This Rare Find Sits On An Expansive Lot Measuring 40.33x 121.46 Feet, Good Potential For Redevelopment or Continued Rental Income.The First Floor Is A 3 Bedrooms With 2 Bathrooms And 2 Living Rooms Apartment With Separate Entrance Door. The Second Floor Is A 2 Bedrooms With 2 Bathrooms And 2 Living Rooms with Separate Entrance Door, Same Large With First Floor Which Are More Then 1000 Sqft. The 3rd Floor is A Bne Bedroom Apartment With One Bathroom, One Kitchen And One Living room. The Basement Includes 3 bedrooms with 3 Seperate Bathrooms . The Property Is In A Good Condition With Inspection Report. Located Mere Steps From The New Eglinton Crosstown LRT And The Yonge-Eglinton TTC subway, This Prime Investment Property Offers Unparalleled Convenience. Enjoy Easy Access To A Vibrant Array Of Restaurants, Banks, Groceries, And Community Centers, Making It An Ideal Choice for Tenants And Future Residents A Like.Discover The Vibrant Local Scene With Shops And Dining Options Just Footsteps Away, Coupled With Proximity To Top-rated Public And Private Schools. Don't Miss This Opportunity To Capitalize On Both The Location And Potential Of This Property! **EXTRAS** 4 Washers And 4 Dryers. 3 Kitchen Appliances With More Appliances In The Basement. Please Come And See This Beautiful House Which Is Good for Big Family And Rental Potential. More detailsListed by SMART SOLD REALTY- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
-
137 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12433357
137 Highbourne Road Toronto M5P 2J8
$3,595,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12433357
- Bedrooms:
- 7
- Bathrooms:
- 6
Two Large Units in a Prime Location! Welcome to this stunning, fully renovated duplex in the highly sought-after Chaplin Estates. This impressive property features two spacious units: a main floor plus basement unit totaling 2,268 sq.ft. with 3+1 bedrooms and 3 bathrooms, as well as a massive 2,403 sq.ft. 3-bedroom, 3-bathroom suite spanning the second and third floors. The main floor offers ample living and dining spaces, perfect for comfortable family living. The basement features a large rec room, a 4-piece bathroom, plus a bedroom with a 2-piece ensuite, providing versatile living options. The upper two floors house an expansive suite that blends luxury and functionality. Enjoy a massive living room and formal dining area filled with natural light, along with a generous family room, private den, and separate home office. A gorgeous terrace off the family room offers a peaceful outdoor retreat in the city. This suite has been extensively renovated with premium finishes, modern fixtures, and top-tier appliances throughout, combining elegance and practicality.Located just moments from the new LRT subway station, this duplex offers unparalleled convenience for commuting, along with easy access to trendy restaurants, boutique shops, public transit, and TTC options. Chaplin Estates is renowned for its tree-lined streets, community charm, parks, and excellent public and private schools, making this property ideal as a family home or a savvy investment. Additional features include separate utilities, large windows providing abundant natural light, tasteful neutral décor, and comprehensive infrastructure upgrades that ensure comfort and safety year-round. Offering versatility, generous space, and a prime location, this duplex is perfect for living in one unit while renting the other, multigenerational families, or investors seeking a high-demand neighbourhood. Don't miss this rare opportunity to own a beautifully renovated duplex in Chaplin Estates. Welcome home! More detailsListed by ROYAL LEPAGE/J & D DIVISION- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
-
182 Duplex Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12423742
182 Duplex Avenue Toronto M5P 2A9
$1,998,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12423742
- Bedrooms:
- 5
- Bathrooms:
- 3
Move in immediately. Known for its excellent transit connections, thriving business cores, and a wealth of top schools, Yonge & Eg neighbourhood successfully blends historical European settlements with modern city developments. Rarely available, 182 Duplex Ave offers a tastefully renovated four(4)-bedroom turn-key home. 3 updated bathrooms, with private driveway up to Three (3) parking spots. Valuable list of refinements incl 2018 Roof, water tank (owned), Lennox Air Conditioner, Forced-air system with Coleman furnace and humidifier. Contemporary gourmet kitchen compasses premium appliances, stone countertops, central island, and spacious breakfast area. Elegant family room pleasantly accommodates a grand piano and cozy sectional sofas next to fireplace. Illuminated chandeliers & numerous pot-lights enhance a bright living. Abundant natural light generated by skylight, large windows, and glass walkout. A newer double door opens up the back, inviting scenic nature inside. Immaculate indoor outdoor transition extends to an entertainer's dream garden. Impressive backyard space boasts a generous depth of greenery, perfect for relaxation and hosting. Professional landscaping, enormous terrace, privacy fence, included garden shed, beautiful mature trees, and perennial flower beds. Exterior architecture features a stated brick facade and a separate entrance to the south yard and exclusive driveway. Area esteemed schools incl Treetop, Sanazy's, Oriole Park Junior, North Toronto CI, Havergal, Branksome Hall, BSS, St Clement's, St Michael's, York School, and Upper Canada College. Enjoy 100 walk-score. TTC subway, Crosstown LRT, upscale office towers, Yonge & Eglinton Ctr, boutique shoppings, fine dinings, trendy cafe / bars, cinemas & bookstores, trendy parks, and vibrant nightlife, are all at doorstep. Welcome to this urban sanctuary, where comfortable luxury meets perfect proximity to everything a growing family needs. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
-
441 Oriole Parkway in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12404506
441 Oriole Parkway Toronto M5P 2H7
$5,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12404506
- Bedrooms:
- 7
- Bathrooms:
- 6
Beautiful custom-built, energy-efficient home with unique personality designed by architect Paul Dowsett and interior designer Phillip Moody. This residence offers cozy, warm elegance with classical flair, designed for comfort and convenient living. Features include brick and stone exterior, bay windows, metal frame, 6+1 spacious bedrooms, 6 spa-like bathrooms, gorgeous centre hall, and an elegant Bellini eat-in kitchen with large pantry. Additional amenities include elevator access to all levels, 4 gas fireplaces, hardwood floors, energy-efficient underfloor heating throughout, third-floor winter garden/recreational room with abundant natural light and city views, walk-outs to decks on 2nd and 3rd levels, skylights, lots of storage, laundry on 3 levels, 2-car heated garage, beautiful heated driveway for 4 cars, separate entrance to finished basement w Nanny's and Entertainment rm, intercom and security reinforcement. Close to BSS, UCC, St. Clement's & York Schools. Walk to TTC, Subway & Yonge street, short drive to downtown. A forever home - a must-see! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
-
963 Avenue Road in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12372841
963 Avenue Road Toronto M5P 2K9
$4,600,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12372841
- Bedrooms:
- 15
- Bathrooms:
- 9
Welcome to Avenue Manor. This is a legal 8 plex with one unregistered basement unit. Prime Forest Hill location - near all exclusive schools and prime shopping. 600 feet from LRT entrance. 5 suites totally renovated to condo quality. 3 one beds (400-650 sf) and 6 two beds (800-1200 sf). 4 units have gas fireplaces and 4 units have in suite laundry. All units have a dishwasher fridge and stove. Tenants above grade pay hydro and 4 of them also pay gas. 4 of the above grade units have gas fired heat pumps and the rest of the building has electric heat. Well maintained building with nicely landscaped front entrance area. The 2 top units are owner occupied and can be vacated for an owner user. Security cameras in place. More detailsListed by COMMERCIAL FOCUS REALTY INC.- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
-
46 Elmsthorpe Avenue in Toronto: Forest Hill South House for sale (Toronto C03) : MLS®# C12358403
46 Elmsthorpe Avenue Toronto M5P 2L7
$4,790,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12358403
- Bedrooms:
- 6
- Bathrooms:
- 6
Magnificent Custom Home In Chaplin Estates on a Premium Size Lot. Modernly designed featuring Over 4900 Sf Total Living Space (3307 sqft above ground + 1605 sqft of finished basement). Centre Hall Plan W/Contemporary Finishes & Designer Palette. Gourmet Kitchen upgraded with 6 burner Wolf stove, subzero fridge and Miele Dishwasher, Centre Island, Breakfast Bar and pantry area. Family Rm with fireplace and built in shelves, W/O To Patio & interlocked Yard. Primary bedroom features 2 large walkin closet and a 5pc ensuite overlooking the backyard. Finished basement has two extra rooms that can be used as nanny suite or guest room. Basement has a large rec room perfect for entertainment and walkup to backyard. Heated Bathroom Floors, L/L & Mudroom. Central Vac, Sec Sys, B/I Spkrs. In Walking Distance To Forest Hills Finest Schools BSS, UCC, St Mike's & In District To Forest Hill Jr & Collegiate, Parks, Shops. More detailsListed by CENTURY 21 LANDUNION REALTY INC.- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
-
129 Imperial Street in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12132593
129 Imperial Street Toronto M5P 1C7
$2,980,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12132593
- Bedrooms:
- 4
- Bathrooms:
- 3
Sought After in Mid-town neighborhood. Walking Distance to Excellent Public and Prestigious Private Schools,Parks,Shops,and Transit Plus LRT. New Roof (2024),New Air conditioner (2024),Designer gourmet kitchen, vaulted ceiling and fireplace in the master bedroom, heated limestone spa like ensuite with turkish steam bath & body jets. More detailsListed by REAL ONE REALTY INC.- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
Data was last updated October 29, 2025 at 01:15 PM (UTC)
powered by myRealPage.com
