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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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    14 Listings Found
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    $879,000

    305 - 58 Orchard View Blvd

    MLS®#:C4554060
    Status:For Sale 
    Type:Condominium
    Community:Yonge-Eglinton - Toronto
    • 2+1

    • 2

    • Area:

      900-999 Sq Ft

    Very Large 2 Bedroom, 2 Full Washroom Plus Den Corner Unit. Western Views Overlooking Tree Lined Residential Area In Much Sought After Yonge & Eglinton Neighbourhood. Updated Walnut Flooring Throughout. Open Concept Kitchen With Granite Counters, Stainless Steel Appliances & Breakfast Bar. Master With W/I Closet & 4Pc Ensuite. Building Has All....More details

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    $788,000

    5205 - 8 Eglinton Ave E

    MLS®#:C4599498
    Status:For Sale 
    Type:Condominium
    Community:Yonge-Eglinton - Toronto
    • 2+0

    • 2

    • Area:

      600-699 Sq Ft

    **Welcome To 5205 E Condo** Luxury 2 Bedroom, 2 Baths W/Unobstructed, Breath Taking View Of Cn Tower & Lake Shore. A Rare Found Corner Unit W/9\'Ceiling, 692 Sq Ft + 257 Sq Ft Balcony (Total Of 949 Sq Ft). European Kitchen, Belted All Around Balconies W/Beautiful Open Layout, 1 Locker And Floor To Ceiling Windows.

    View Details
    $620,000

    5307 - 8 Eglinton Ave E

    MLS®#:C4606109
    Status:For Sale 
    Type:Condominium
    Community:Yonge-Eglinton - Toronto
    • 1+0

    • 1

    • Area:

      500-599 Sq Ft

    Welcome To The Brand New Luxurious E Condos Located In City's Prime & High Demand Area Of Yonge & Eglinton. Enjoy This Spacious 1 Bedroom Of 514 Sqft Plus 102 Sqft Open Balcony With A Glorious Vista .9 Ft Ceilings, State-Of-The-Art European Style Kitchen W/ Built-In Energy Efficient Appliances. Quick And Easy Access To Yonge & Eglinton Center, Shop....More details

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    $1,768,000

    160 St Clements Ave

    MLS®#:C4604503
    Status:For Sale 
    Type:Residential
    Community:Yonge-Eglinton - Toronto
    • 3+0

    • 2

    Lovely Detached Family Home, Beautifully Maintained, Quality Abound! Private Porch, Large Foyer, Spacious Principle Rooms W/Formal Dining. H/W Flrs, Blt-In Closets, Crown Molding, Granite. Eat-In Kitchen, W/O To Private Patio, English Garden, Gas Bbq & Dbl Boarded Fencing. Detached Garage, 2 Gas Fireplaces, Reno'd Bath, Irrigation System. Excellent....More details

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    $579,900

    1806 - 37 Helendale St

    MLS®#:C4521161
    Status:For Sale 
    Type:Condominium
    Community:Yonge-Eglinton - Toronto
    • 1+0

    • 1

    • Area:

      0-499 Sq Ft

    Whithaus Condos Assignment Sale! 488 Sqft.. To Be Built By Award Winning Lifetime Developments. Live In The Vibrant Yonge And Eglington Area. This Area Was Rated #1 Neighborhood By Toronto Life. Featuring Floor To Ceiling Windows, Hardwood Floors Throughout & Large Balcony. Modern Kitchen Offers Ss Appliances, Breakfast Bar, Quartz Counter & Cerami....More details

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    $3,380,000

    285 Oriole Pkwy

    MLS®#:C4586295
    Status:For Sale 
    Type:Residential
    Community:Yonge-Eglinton - Toronto
    • 5+1

    • 5

    • Area:

      3500-5000 Sq Ft

    Grand Three--Storey Center-Hall 5 Bedroom Entertainers' Dream Home With Generous 50 Foot Frontage,Double Car Garage & Private Drive. 5000 Sq. Ft. Of Luxury Finished Living Space, Huge Gourmet Kitchen, Sophisticated Open Concept Main Floor Plan With Abundance Of Natural Light, Work From Home With A Private Main Floor Office. Gorgeous Master Retreat ....More details

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    $1,995,000

    71 Braemar Ave

    MLS®#:C4602924
    Status:For Sale 
    Type:Residential
    Community:Yonge-Eglinton - Toronto
    • 4+1

    • 3

    • Area:

      2000-2500 Sq Ft

    Fantastic Opportunity To Purchase An All Revenue Property With 2 - 2 Bedroom Units And 1 Studio. Roof Was Done In 2015. Second Floor Apartment Pays $2500.00 + Hydro Per Month (Lease Started Apr 1, 2019), Main Floor Apartment Pays $2,315,00 + Hydro Per Month (Month To Month), Basement Studio Pays $795.00 Per Month (Lease Started Feb 1, 2019) Total M....More details

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    $79,900

    4 - 500 Oriole Pkwy

    MLS®#:C4432052
    Status:For Sale 
    Type:Commercial
    Community:Yonge-Eglinton - Toronto

    Profitable Convenience Store In High Traffic Plaza,Excellent Location For Proposed Beer And Wine Sales Pending Government Approval W/ High Yearly Sales, Excellent Margins & Many Sources Of Income Including Atm, Lotto, Delivery, Advertising, Canada Post Seasonal Location. Sales Around $45000+ Per Month. Ideal For 24 Hours Grocery Store, Situated In ....More details

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    $675,000

    5703 - 8 Eglinton Ave E

    MLS®#:C4594117
    Status:For Sale 
    Type:Condominium
    Community:Yonge-Eglinton - Toronto
    • 1+1

    • 1

    • Area:

      500-599 Sq Ft

    City Is Under Your Feet - Lower Penthouse Unit - Beautifully Upgraded 1Bedroom + Den Suite (57th Floor) W Luxurious Finishes Including Niven Designer Kitchens, Top Floor W Breathtaking Amazing View, 9 Ft Ceilings, Balcony, 589Sqf Total, Same Floor Locker, Five Star Building Amenities (Concierge, Gym, Party Room, An Infinity Pool, Sauna Located On....More details

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    $89,000

    2401 Yonge St

    MLS®#:C4402049
    Status:For Sale 
    Type:Commercial
    Community:Yonge-Eglinton - Toronto

    Great Opportunity To Own An Well Established Restaurant. Producing Good Income And Located At Downtown Core Area On Yonge & Eglinton, High Traffic And Excellent Exposure. A Ready To Go Business Tmi Includes Water. Lease Until The End Of 2020, Owner Is Willing To Sign New Lease Agreement. Excellent Location And Very Easy To Run. 63 Seats & 9 Patio ....More details

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    $49,900

    Fc08 - 2200 Yonge St

    MLS®#:C4490767
    Status:For Sale 
    Type:Commercial
    Community:Yonge-Eglinton - Toronto

    Great Opportunity To Own A Famous "The Great Canadian Bagel" Franchise Located @ Yonge & Eglinton Subway Station.Very Easy Operation With Very Low Gross Rent $3,406.30/M (Including Tmi, Utilities And Hst). Remaining Lease Until The End Of 2021 Plus 5 Year Option. Gross Income Approx $14,000 To $15,000 Monthly. Royalty Fee 3% Of Gross Monthly Sales....More details

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    $599,000

    520 - 23 Glebe Rd

    MLS®#:C4578830
    Status:For Sale 
    Type:Condominium
    Community:Yonge-Eglinton - Toronto
    • 1+1

    • 1

    • Area:

      500-599 Sq Ft

    New Boutique Style Condo In The Yonge/Eglinton/Davisville Area. 1 Bedroom + Den With Laminate Floor Throughout, Very Bright, Breathtaking Sunrise & Sunset Views From Balcony. 9' Ceiling, Open Concept Kitchen With Miele Stainless Steel Appliances & Gaggenau Oven. 3 Minute Walk To Davisville Subway, Ttc, Restaurants, Shopping And Much More. Lots Of....More details

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    $1,079,000

    Th05 - 58 Orchard View Blvd

    MLS®#:C4481727
    Status:For Sale 
    Type:Condominium
    Community:Yonge-Eglinton - Toronto
    • 2+0

    • 3

    • Area:

      1400-1599 Sq Ft

    Absolutely Fabulous 2 Storey Townhouse 1420 Sf In Prime Midtown Location Of Yonge/Eglinton For Active Professionals. It Feel Like A Real Home Featuring Understated Elegant Living Spaces With Quality Finishes. Designed For Entertaining As Well As Comfort, Every Detail Has Been Attended To In This Loft. Walk-Out To A Garden. Floor To Ceiling Windows.....More details

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    $550,000

    2541 Yonge St

    MLS®#:C4591684
    Status:For Sale 
    Type:Commercial
    Community:Yonge-Eglinton - Toronto

    Higher Ground - A Legacy Business Of Over 30 Years On Yonge St. In Upscale North Toronto. Very Profitable And Well Organized W/Experienced Staff, Inventory Tracking, Record Keeping And More. Long Lease, Clean Store Has Thousands Of Repeat, Upscale Customers. An Exceptional Brand!!! Higher Ground Is An Active Lifestyle Clothing Store For Both Men & ....More details

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    14 Listings Found
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