185 Glenholme Avenue

FOR SALE
$2,749,000
185 Glenholme Avenue, Toronto
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
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4 + 2
BEDROOMS
4
BATHROOMS
2
KITCHENS
16
ROOMS
C13427712
MLSID
Contact Us
Property Description
Renovated top-to-bottom with exceptional care, this rare legal duplex offers incredible scale, flexibility and income potential in one of Toronto's most connected midtown pockets. Floor plans show approx. 3,732 sq ft of measured interior floor area across all levels, including approx. 2,800 sq ft above grade plus a substantial 932 sq ft lower level, with additional structural, outdoor and auxiliary areas further enhancing the overall footprint. Ideal for multi-generational living, owner-occupancy with income, or a turn-key investment. Steps from St. Clair Ave W, TTC, parks, shops, cafés and everyday amenities, this character-filled 4+2 bedroom home features two separate property entrances, including rare dead-end street access, creating uniquely convenient access, privacy and parking with 2.5 detached garage spaces. The sun-filled interior blends historic charm with extensive modern upgrades, anchored by exposed brick and a striking spiral staircase and generous principal rooms. The 2-bedroom main floor unit provides immediate income potential with high-quality tenants already in place. The expansive two-level owner's suite offers generous living space, with a spectacular third-floor principal retreat with walk-out to an oversized private terrace - a rare elevated outdoor escape in the heart of the city.Outdoors, enjoy a private backyard oasis with beautifully landscaped space for lounging, dining and entertaining. The underpinned lower level is a true extension of the home, featuring impressive 8-ft ceiling heights, exposed structural steel beams, a 20 x 14.5 ft home gym, 20 x 12 ft recreation room, finished storage/flex space, 3-piece bath, dedicated mechanical room and premium hydronic in-floor radiant heating throughout. A rare offering with legal income, exceptional living space, major structural upgrades, private outdoor space, exceptional access, parking, and multiple ways to live, work and invest in a walkable, transit-connected Toronto neighbourhood.
Sold History
List Date Sold Date Days Listed List Price Sold Price
2016-11-14 2017-01-13 60 $1,499,000 $1,350,000
Nearby Intersections
Property Features
Auto Garage Door Remote, Carpet Free, On Demand Water Heater, Sump Pump, Water Heater Owned
Property Details
Address
185 Glenholme Avenue
Postal Code
M6E 3C5
Property Type
Detached, Detached
Lot Size
36' x 124'
Taxes
$10,710 (2026
Basement
Separate Entrance
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Garage Type
Detached
Listing contracted with Orion Realty Corporation
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BEDS
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BEDS
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BATHS
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Handsome 4+1 bedroom, 4 bathroom red brick in coveted Chaplin Estates. Located on the west side of the street on a large 45' x 129.91' sunsoaked lot, this discerning property offers fabulous curb appeal in a highly sought-after setting. The elegant centre hall plan welcomes you inside to a spacious foyer that opens into the breakfast room and includes a nicely tucked away 2-piece powder room. With large, oversized principal rooms, you feel the grandeur of this impressive residence, which includes the spacious living room with ultra-realistic gas log set fireplace and walk-out to the west-facing deck/backyard, a fabulous breakfast area just off the kitchen, a formal dining room overlooking the front yard and a chef-inspired kitchen with easy access to the sun/mudroom at the rear of the house. Upstairs, you'll find four nicely proportioned bedrooms, all with good closet space, which includes the primary suite with a 4-piece ensuite bathroom plus a nicely appointed 3-piece family bath. In the fully finished lower level, you'll find a large recreation room with fireplace, fifth bedroom featuring a full ensuite 3-piece bath plus a large laundry room and utility room, all with good ceiling height. Central air conditioning and a forced air furnace provide comfort in for all seasons and are a welcome addition in an area where radiators are usually the norm. A large two-car garage, a luxury in this neighbourhood, plus a lush backyard that gets lovely evening sun, including a nice deck, round out this truly exceptional property which also includes a purple Lilac tree in your front yard. Experience all the best this wonderful neighbourhood has to offer with a short walk to Yonge Street (including transit), beautiful parks, including the expansive Beltline Trail, plus easy commuting with close proximity to some of Toronto's best schools, including Upper Canada College and The Bishop Strachan School. Offers anytime.
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4+1
BEDS
4
BATHS
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$2,488,000
FOR SALE
Architectural Modern Masterpiece in Prestigious Topham Park Fully loaded with technology and quality. Welcome to this extraordinary brand-new custom house Offering close to 4000 sqf of living space.situated on a premium 40 x 100 ft lot in one of East York's most sought-after neighbourhoods.Designed with modern elegance and exceptional craftsmanship, this stunning home features 4 spacious bedrooms,each with its own private ensuite,and is flooded with natural light through spectacular floor-to-ceiling windows.The open-concept main level offers a sophisticated living and entertaining space with a dramatic illuminated feature wall with fireplace, private home office, and elegant wine cellar.The chef-inspired kitchen is a true showpiece with a massive centre island, integrated dust collector system, built-in island elevator, and top-of-the-line paneled appliances.Fully equipped with a Control4 smart home automation system, this residence seamlessly integrates luxury and technology.The striking illuminated façade and backyard-paneld garage door create outstanding curb appeal, while interior highlights include a heated 20-ft grand foyer, heated primary ensuite floor, five smart toilets, designer lighting, four security cameras, and interlock driveway.The finished basement offers exceptional lifestyle space with exercise rooms and nanny suite,wet bar and bar lounge, perfect for entertaining. Enjoy a private backyard with a large composite deck, ideal for gatherings. Located steps to Topham Park, top schools, transit, shopping,and minutes to downtown Toronto, this exceptional home offers the perfect balance of luxury, design, and modern living.Solid doors,Solid wood trimming & Baseboard, full slab foyer floor,Exterior LED strip lights,Composite fence, open riser single stringer stairs with strip lights, skylight, built in ceiling speakers, recessed double pot lights + magnetic track lights, under cabinet strip lights main floor and basement and much more...
4 Robaldon Road, Toronto
4+2
BEDS
5
BATHS
$2,450,000
FOR SALE
Ideal Family Home in a Prime Location in Etobicoke, Nestled in a tranquil and established neighborhood, this spacious residence offers over 4,100 sq. ft. of living space, including a professionally finished lower level. The home features upgraded windows (2025), Hardwood Flooring throughout the Main and Second floor. Set on an extra-large corner lot with exceptional landscaping, this property offers both privacy and beauty. Conveniently located just one bus ride to the subway, and within walking distance to TTC, parks, libraries, and St. George Golf Course.Situated in the highly sought-after Richview School District, this is a rare find you won't want to miss.
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