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.

1-7/7
  • 5 Braemar Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12695262

    5 Braemar Avenue Yonge-Eglinton Toronto M5P 2L1
    Main Photo: 5 Braemar Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12695262
    $4,395,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12695262
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome To The Most Spectacular Residence In North Forest Hill. An Architectural Masterpiece Designed By Richard Wengle, 5 Braemar Delivers 4+1 Bedrooms And More Than 4,000 Sq. Ft. Of Modern, Minimalist Luxury. A Rare Design Statement, This Custom-Built Home Unfolds Along A Floating Glass Hallway And Dramatic Sunken Family Room, All Wrapped In Floor-To-Ceiling Glass. The Striking Chef's Kitchen Is Fully Panelled With State-Of-The-Art Thermador Appliances, Built-In Wine Fridge, And An Airy Breakfast Area Overlooking The Backyard. Open-Concept Living And Dining Spaces Feature Soaring Ceilings, Gallery-Like Walls And A Glass Display That Anchors Both Rooms.The Primary Retreat Is A World Of Its Own-Wrapped In Glass With A Private Terrace, Overhead Automated TV, Sleek Custom Built-Ins, And a Large Dressing Room Fit For Royalty. Its Marble-Clad Ensuite Is Pure Indulgence, With Heated Flooring, A Double Vanity, Smart Toilet, Freestanding Tub And Walk-In Steam Shower. Three Additional Bedrooms With Custom Closet Organizers And Floor-To-Ceiling Windows. Lower Level With Large Recreational Room, Home Theatre, In-Law Suite And Cold Storage. Heated Bathroom Flooring And Smart Toilets Throughout. Newly redesigned landscaping of entire property. Oversized Garage fits 2 SUVs and more. Partially covered private drive with Parking For 6 Cars. Steps to shoppes, new Eglinton LRT, parks, Beltline Trail, UCC, BSS, and several other tops schools. Rare opportunity to purchase a brand new total indoor/outdoor renovation that has not yet been lived in. With All The Finishing Touches One Could Dream Of, This Home Is As Functional As It Is Breathtaking. A True One-Of-A-Kind Modern Showpiece! More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    OLENA FEOKTISTOVA
  • 441 Oriole Parkway in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12692360

    441 Oriole Parkway Yonge-Eglinton Toronto M5P 2H7
    Main Photo: 441 Oriole Parkway in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12692360
    $5,180,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12692360
    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 details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    OLENA FEOKTISTOVA
  • 9 Elmsthorpe Avenue in Toronto: Forest Hill South House for sale (Toronto C03) : MLS®# C12692086

    9 Elmsthorpe Avenue Forest Hill South Toronto M5P 2L5
    Main Photo: 9 Elmsthorpe Avenue in Toronto: Forest Hill South House for sale (Toronto C03)  : MLS®# C12692086
    $2,698,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12692086
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome home to an exceptional residence filled with character and abundant natural light, situated in the coveted Chaplin Estates/Forest Hill South neighbourhood. This remarkable 3+1 bedroom, 3+1 bathroom home with separate Coach House blends timeless elegance with modern comfort, showcasing a reimagined main floor designed by Meaghan Carter and featured in House & Home. The state-of-the-art kitchen features custom cabinetry, quartz countertops and backsplash, Wolf, Fisher & Paykel and Miele appliances, an open-concept dining/eat-in area, separate prep station, coffee bar, and servery-perfect for both everyday living and entertaining. The second floor with skylights and vaulted ceilings offers three generous bedrooms, including a serene primary retreat with renovated ensuite and luxurious main bath. This true gem boasts private/mutual drive parking, striking Georgian-style architectural details, and beautifully landscaped, professionally lit gardens. The finished basement includes a renovated bathroom, fourth bedroom, recreation room, and cozy window reading nook. The spectacular Coach House is a rare highlight, featuring a gas fireplace, heated floors, skylights, powder room, two sets of double French doors with walk-out to the garden, floor-to-ceiling bookcases and library ladder. Located within the highly sought-after Oriole Park Jr., Hodgson Sr., and North Toronto CI school districts. Truly a must-see. More details
    Listed by SLAVENS & ASSOCIATES REAL ESTATE INC.
    OLENA FEOKTISTOVA
  • 135 Imperial Street in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12583102

    135 Imperial Street Yonge-Eglinton Toronto M5P 1C7
    Main Photo: 135 Imperial Street in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12583102
    $5,479,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12583102
    Bedrooms:
    4
    Bathrooms:
    5
    Exceptionally Located In Toronto's Highly Sought-After Chaplin Estates Community, This Brand-New Custom Modern Home Sits Proudly On A Rare 60 Ft Frontage And Delivers Exceptional Luxury Throughout. Featuring A Striking Mixed Façade, Oversized Black Windows, 10 Ft Ceilings, Floating Glass Staircase, Level-5 Wall Finish, And Hydronic Heated Basement Floors. Designer Kitchen With Custom Cabinetry, Waterfall Island, And Full Sub-Zero/Wolf Appliances.Spa-Inspired Baths With Frameless Glass, Rain Showers, Full-Height Tile, And A Smart Toilet In The Primary Suite. Finished Basement Includes A Steam & Dry Sauna. Complete Smart-Home System, Two-Zone HVAC, Trimless Lighting, And Premium Landscaping With Stone Patio, Deck, Irrigation, And Soffit Lighting-Offering Refined Living In One Of The City's Most Coveted Neighbourhoods. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC. and CENTURY 21 ATRIA REALTY INC.
    OLENA FEOKTISTOVA
  • 889 Avenue Road in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12494428

    889 Avenue Road Yonge-Eglinton Toronto M5P 2K7
    Main Photo: 889 Avenue Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12494428
    $2,450,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12494428
    Bedrooms:
    9
    Bathrooms:
    8
    Location!Location!Location!Great Rental Income! Steady Strong Cash Flow! Perfect For Investor Or End User Looking For Rental Income Supplement. Very Good 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 details
    Listed by SMART SOLD REALTY
    OLENA FEOKTISTOVA
  • 85 Chaplin Crescent in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12478746

    85 Chaplin Crescent Yonge-Eglinton Toronto M5P 1A4
    Main Photo: 85 Chaplin Crescent in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12478746
    $4,998,000
    Residential 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 details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    OLENA FEOKTISTOVA
  • 182 Duplex Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12423742

    182 Duplex Avenue Yonge-Eglinton Toronto M5P 2A9
    Main Photo: 182 Duplex Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12423742
    $1,998,000
    Residential 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 details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    OLENA FEOKTISTOVA
1-7/7
Data was last updated January 18, 2026 at 04:15 AM (UTC)
powered by myRealPage.com

Make A Smart Purchase

Ready to buy a Toronto home? I’ll help you find an exceptional property in the right community to suit your family and lifestyle for years to come.