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    Michele Rosen

    Sales Representative

    Harvey Kalles Real Estate Ltd., Brokerage

    The neighbourhood of Chaplin Estates has always been recognized as one of Toronto’s most eminent and exclusive conclaves. Situated close to transit and surrounded by rich parkland, Chaplin Estates is a very attractive location for homeowners. Chaplin Estates is situated south of Eglinton Avenue West, bounded by Yonge Street on the east and Avenue Road on the west. Chaplin Crescent defines the southern border.

    The subdivision of Chaplin Estates was first registered in 1913 by William Chaplin and his son James who had been landowners in the area since 1860. The neighbourhood was planned and marketed as a luxurious residential district with strict building restrictions and zoning by-laws enforced to protect its development. For instance, semi-detached homes were not allowed in the new subdivision. Lot prices at the time ranged from $500 to $9,000 and most were purchased between 1921 and 1925 with the majority of homes built in the 1920’s and 1930’s. Eglinton Avenue West provides area residents with a multitude of shopping experiences. Fashion boutiques, glitzy restaurants and gourmet food shops abound.


    For those interested in fitness, the North Toronto Memorial Community Recreation Centre at 200 Eglinton Ave. West offers both an indoor and outdoor pool, water slides, a gymnasium, a walking track, and exercise rooms. Eglinton Park, next to the community centre provides a baseball diamond, tennis courts, a wading pool and an artificial ice hockey rink. The beautiful Beltline trail is easily accessed from the south end of the neighbourhood. 
    Davisville and Eglinton Avenue subway stations are within walking distance and bus routes line Yonge Street, Eglinton Avenue, Oriole Parkway, and Chaplin Crescent. The drive downtown is a quick and motorists can communte in less than twenty minutes.

    Schools in Chaplin Estates Area


    Public Elementary
    Oriole Park Junior   N/A
    Public Intermediary
    Glenview Senior    N/A
    Public Secondary
    North Toronto Collegiate Institute   Ranking
    Catholic Elementary
    Bishop Strachan School   N/A
    Private School
    St. Clement’s School   N/A
    Upper Canada College   N/A

    Chaplin Estates Listings

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    7 Listings Found
    • 2+0

    • 2

    • Area:

      600-699 Sq Ft

    MLS®#:C5426356
    Status:For Sale 
    Type:Condominium
    Community:Yonge-Eglinton - Toronto
    • 2+0

    • 2

    • Area:

      600-699 Sq Ft

    View Details

    Extraordinary 2 Bed, 2 Bath In Luxurious Boutique Condo "Allure", Located In The Heart Of Midtown Toronto. This Turn-Key Unit Features A Fully Upgraded Kitchen, Miele Appliances, And Private Balcony. Just Steps To Fine Dining, Shopping, Parks, And Public Transportation. Includes 1 Premium Parking Spot Conveniently Located Close To Elevator, 1 Locke....More details

    • 2+0

    • 2

    • Area:

      600-699 Sq Ft

    MLS®#:C5469353
    Status:Sale Pending 
    Type:Condominium
    Community:Yonge-Eglinton - Toronto
    • 2+0

    • 2

    • Area:

      600-699 Sq Ft

    View Details

    Midtown At It\'s Finest! Stunning North West Views From Two Balconies! Beautifully Designed Furnished 2 Bed 2 Bath In Gorgeous Whitehaus Condos! Floor To Ceiling Windows! Sleek European Inspired Kitchen! Close To Subway, Lrt And Many Restaurants. Library And Two Grocery Stores Steps Away!

    MLS®#:C5416911
    Status:For Sale 
    Type:Commercial
    Community:Yonge-Eglinton - Toronto
    View Details

    Popular Canadian Franchise With Existing Locations In Excellent Locations Throughout Toronto And Beyond. Built On A Proven Menu And Concept, This Growing Company Is Looking For Hands-On Operators. New Location In The Yonge Eglinton Centre Food Court Joining Other Great Franchises And Restaurants. Connect To The Subway And Literally Surrounded By Re....More details

    $2,599,999

    989 Avenue Rd

    • 4+2

    • 6

    MLS®#:C5409481
    Status:For Sale 
    Type:Residential
    Community:Yonge-Eglinton - Toronto
    • 4+2

    • 6

    View Details

    Completely Renovated Legal Triplex, Fantastic Income Property In High Demand Rental Area. Just Steps To The Coming Lrt/Eglinton Crosstown. 3 Large Separately Metered 2 Bedroom Units W/Ensuite Laundry In Each Unit. Upper Unit W/Large Vaulted Ceiling (Recently Vacant), Main (Tenanted), Lower (Brand New, Never Lived In). Shared Driveway W/987 Avenue R....More details

    $99,000

    2375 Yonge St

    MLS®#:C5448058
    Status:Sale Pending 
    Type:Commercial
    Community:Yonge-Eglinton - Toronto
    View Details

    Located On Yonge/Eglinton, Less Than Two Blocks North Of Eglinton. Currently, Serve As A Dessert Place Can Continue The Same Use Or Change The Concept. Approx 1150Sf Renovated Less Than 3 Years Ago. Net Rent $8529 + $2500 Tmi Expired March 2024 + 5 Year Option. Best Location For Bubble Tea Looking For A Spot In Midtown. Please Do Not Go Direct And....More details

    $1,649,000

    165 Lascelles Blvd

    • 4+0

    • 1

    MLS®#:C5242251
    Status:For Sale 
    Type:Residential
    Community:Yonge-Eglinton - Toronto
    • 4+0

    • 1

    View Details

    A Beautiful Four Bedroom Home In The Highly Sought After Chaplin Estate Neighborhood, Steps From Yonge And Eglinton. Main Floor Offers A Stunning And Spacious Living Room, With Wood Burning Fireplace Next To The Dining Room. Original Charm, With Beveled French Doors. Handcrafted Pine Kitchen And Spacious Deck With A Totally Private Backyard.

    • 2+1

    • 2

    • Area:

      1000-1199 Sq Ft

    MLS®#:C5442300
    Status:For Sale 
    Type:Condominium
    Community:Yonge-Eglinton - Toronto
    • 2+1

    • 2

    • Area:

      1000-1199 Sq Ft

    View Details

    Spectacular, Sleek & Spacious Penthouse 1,092 Sqft Whitehaus Condo By Lifetime Developments. Located In Midtown Toronto Closet To All Amenities, Large Unobstructed West & North Balconies. Bright Interiors Spaces With Floor To Ceiling Windows & Doors Streamlined Kitchen With European Vibe & State Of The Art Built-In Appliances. Sellers Will Credit 3....More details

    7 Listings Found