185 Glenholme Avenue

FOR SALE
$1,899,000
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
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
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5 + 2
BEDROOMS
4
BATHROOMS
2
KITCHENS
13 + 3
ROOMS
C14170390
MLSID
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Property Description
Why choose between a beautiful family home and an income property when you can have both? This rare, fully renovated legal duplex offers the best of both worlds, with a spacious, nearly 3,000 sq. ft. owner's residence spanning the upper and lower levels, plus a separate income-producing two-bedroom suite. Offering the space, character and comfort of a substantial single-family home, this property provides exceptional flexibility and the opportunity to offset ownership costs without compromising on lifestyle.The owner's residence features generous principal rooms, multiple living spaces, exposed brick, a striking spiral staircase and a spectacular third-floor primary retreat with walk-out to an oversized private terrace. The lower level adds even more living space, complete with impressive 8-ft ceilings, exposed structural steel beams and hydronic in-floor radiant heating. The separate two-bedroom main-floor suite is currently leased for $2,950/month, providing immediate income with quality tenants already in place.Looking for even more income potential? Permits are already available for a triplex conversion, giving the next owner the flexibility to enjoy the expansive primary residence as it is or explore the approved conversion. Additional features include two separate entrances, a private landscaped backyard perfect for relaxing and entertaining, rare dead-end street access and exceptional parking with 2.5 detached garage spaces accessed from Glenholme and Glenhurst.Ideally located just steps to St. Clair Avenue West, TTC, parks, shops and cafés, this is a unique opportunity to own a beautifully upgraded, character-filled property that offers the comfort and scale of a family home, the benefit of established rental income and exciting future potential in a fantastic, walkable 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
Property Details
Address
185 Glenholme Avenue
Postal Code
M6E 3C5
Property Type
Duplex, Duplex
Lot Size
36' x 124'
Taxes
$10,704 (2026
Basement
Separate Entrance
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Garage Type
Detached
Listing contracted with Royal Lepage Signature Realty
6 Lapp Street, Toronto
6+1
BEDS
5
BATHS
$1,499,000
FOR SALE
Investor Alert! Opportunity Knocks for End Users as well on this completely Gutted, Restored w/Addition & Recently Renovated Duplex w/a Basement Apt. Main & Upper Large 3 Bedroom Units Currently Leased at $3,300/mo & $3,000/month Respectively. Basement Suite $1,400/mo. Garage space $225/mo. Gross Annual Income $95k approx Expenses @ 6% approx.(Property Taxes & Insurance) & Tenants Pay Own Utilities. Working at a 5.6% CAP Rate! A Detached 2 Car Garage gives you the opportunity to Build a Laneway Suite(Owner has Drawings/Plans). Everything is 2 Years New Inside and Out! All New Stucco Exterior! All Units have their own Private Separate Entrances & In-Suite Laundry. The Main Floor Apartment is a New 892 sq ft - 3 Bedroom - 1.5 Baths with 2 Separate Entrances & access to Private Yard. The Upper Apartment is a new 889 sq ft - 3 Bedroom - 1.5 Baths. The Basement Apartment is a renovated 1 Bedroom -1 Bath Suite. Each Apartment has it's Own High Efficient Heating/Cooling Mini-Split Systems Separately Metered so each Tenant Pays their Own Per Use Hydro Bills! Water Utility is divided 3 ways (40-40-20). Detached 2 Car Garage Parking w/Laneway Access. The Property is Easy to Rent with TTC access a very short walk to St Clair West Streetcar which go direct to St Clair West & Yonge Subway Lines. A short drive to Highways 401/400. Walk to theStockyards Mall and Local Shops, Restaurants, Enjoy all Corso Italia & Junction Neighbourhood Amenities. Fantastic Opportunity to Grow your Real Estate Portfolio with a Legal Duplex w/3units & a Great R.O.I. Everything is Brand Spanking New Inside & Out!
160 Clendenan Avenue, Toronto
6
BEDS
3
BATHS
$1,879,000
FOR SALE
Rarely available, this 2 1/2 storey duplex is ideally situated in a premium High Park location with an entrance off Idyllwood Crescent, one of the area's most coveted streets. With a rare double private drive and a generous backyard, this distinctive corner property offers 2 self contained units and a spacious basement, with approximately 3000 square feet of above ground living space. It's flooded with morning sunlight from the east, afternoon and evening sunlight from the west. Rich in original character and charm, the home showcases beautiful woodwork, original trims, wainscoting, fireplaces and hardwood floors. The main floor unit offers two bedrooms, while the upper 2 floor unit features 4 bedrooms, 2 large walk-in closets providing excellent storage, and a layout that provides for flexibility for sleeping, a home office or a den. This home embraces the potential for comfortable multi-generational living, an owner-occupied live-and-rent option, or a lucrative investment opportunity in a highly desirable neighbourhood. 2 hydro meters, 2 boilers/ gas meters, 2 HWTs. There are 8 respectable schools of choice, all located within walking distance, putting primary and secondary schools as part of your local community. An outstanding location that can't be beat - steps to the subway, High Park, Bloor West Village and the Junction, with shops, restaurants and everyday amenities. A rare opportunity to own a character filled property in one of Toronto's most desirable communities.
73 Elm Grove Avenue, Toronto
6
BEDS
5
BATHS
$1,785,000
FOR SALE
73 Elm Grove Ave is Queen West's Best Kept Secret. This neighbourhood doesn't need an introduction. World-renowned, trendsetting, the vibe that everyone else is trying to copy and hiding just off its edge is a rare piece of Victorian real estate that quietly does something rarer than trendy: it prints money and looks incredible doing it. Here at 73 Elm Grove, a stunning 4-unit Victorian with an attached garage - because your vintage Porsche deserves better than street parking and more upside than you've seen in years. The main level is the owner's unit, and it's an exceptional one: a 2-bed, 2-bath home with huge principal rooms full of charm and character, a powder room, a full spa-inspired bath, and two king-sized bedrooms. The kitchen is massive, built around an island, with a walkout to your own New York-style outdoor hangout. Live here, collect income from the rest - an opportunity you didn't think existed at this price point. Upstairs: a 2-bed, 1-bath unit, a 1-bed, 1-bath unit, and a third-floor loft-style bachelor that's the stuff of tenant dreams. The kind of space that draws the exact renter you want, with movie/ good book flair. The location is a stone's throw from Queen West itself - Saint James Coffee, Craigs Cookies, The Rhino, the Gladstone and Drake Hotels, TTC access, and a long list of Toronto landmarks you'll never tire of name-dropping. Downstairs, a clean, open walkout basement, a blank canvas, ready for your architect and contractor to reimagine. Few properties build this kind of excitement. Rare style, rare charm, rare opportunity all in one awesome Queen West address.
27 Hillsboro Avenue, Toronto
5+1
BEDS
3
BATHS
$1,779,000
FOR SALE
27 Hillsboro Avenue Opportunity Meets Lifestyle in the Heart of Avenue & DavenportWelcome to a rare and versatile offering in one of Toronto's most coveted neighbourhoods. 27 Hillsboro Avenue is a duplex-zoned property with exceptional flexibility for investors, end-users, or visionaries looking to unlock long-term value in this century brick home. The home features a shared driveway with parking for two vehicles-a true bonus for this location. Main level freshly updated with new flooring, paint, and modern lighting. Lower level recently updated, new windows and water proofing.currently leased. Each upper level enjoys its own private porch and includes a sun porch, offering wonderful bonus family space, a home office, or a cozy reading retreatThe basement in-law suite currently leased.Laundry and utilities are shared, keeping operations straightforwardFrom a future-planning perspective, the options here are compelling:Keep the current duplex configuration with basement suite,Restore to a stunning single-family home (all stairways are intact),Upgrade or reposition the property to maximize its potentialAn initial zoning review indicates potential 6-plex compliance (buyers to confirm independently), making this an exciting prospect for those exploring gentle density and long-term development upside.All of this is wrapped in an unbeatable location: steps to Ramsden Park, minutes to Rosedale subway station, and a short walk to Yorkville, with its world-class dining, shopping, and culture.Live in it. Rent it. Reimagine it. This is a property that grows with your goals-and opportunities like this on Hillsboro Avenue don't come around often. Book your showing and explore the possibilities.
298 Seaton Street, Toronto
5
BEDS
4
BATHS
$1,748,888
FOR SALE
A rare opportunity to own a classic Victorian heritage duplex in the heart of Toronto's coveted Cabbage town Southwest Heritage Conservation District. Nestled on one of the city's most picturesque, tree-lined streets, this charming century home offers the perfect blend of timeless character, income potential, and unbeatable downtown convenience.This legal duplex features two self-contained units with separate private entrances, making it ideal for investors, multi-generational families, or homeowners looking to live in one unit while generating rental income from the other. Unit 1 offers a spacious two-storey layout with3 bedrooms and 2 full bathrooms, while Unit 2 features a bright two-storey layout with 2 bedrooms and 1 full bathroom. The flexible floor plan also presents excellent potential for furnished executive rentals or short-term accommodations (subject to municipal bylaws and licensing requirements). A high, dry unfinished basement provides abundant storage or future potential. Rich in original Victorian charm and meticulously maintained, this property is surrounded by North America's largest continuous collection of preserved Victorian homes. Enjoy the unique village atmosphere Cabbage town is famous for while being just minutes from Toronto's downtown core. Step outside and walk to Parliament Street's beloved cafes, restaurants, pubs, boutiques, and everyday amenities. Explore nearby Riverdale Farm, Allan Gardens Conservatory, beautiful parks, cycling and walking trails, and enjoy easy access to TTC transit, major hospitals, universities, the Financial District, and the Distillery District. Whether you're searching for a prime investment property, an owner-occupied income opportunity, or a unique heritage home with exceptional rental flexibility, this property offers outstanding long-term value in one of Toronto's most sought-after neighbourhoods. A true urban gem where historic charm meets modern convenience.
52 Palmerston Avenue, Toronto
5
BEDS
3
BATHS
$1,800,000
FOR SALE
Welcome to 52 Palmerston, an Investor & Contractors dream. Located in the heart of Toronto on a quiet one way street, this2 Story Detached All Brick home features a 20ft wide lot with walkways on both sides of the home as well as a side entrance for direct entry into the basement that sits partially above ground allowing for larger windows to brighten up the lower level. Other features are: a deep 127ftthat backs onto a Laneway, 1 car garage with the availability of a parking pad on the side, 5 bedrooms, 3 washrooms, and a finished basement with good ceiling height. Don't miss this opportunity
20 Concord Avenue, Toronto
4+1
BEDS
3
BATHS
$1,788,000
FOR SALE
Prime Little Italy! Large detached duplex on MPAC-perfect investor vehicle or live/rent option. Completely renovated main, 2nd, & 3rd floors feature new flooring, 2 new kitchens, & 2 new washrooms. Spanning multiple levels, the upper unit boasts a new subfloor. Currently generating $5,600/mo ($2,500 main / $3,100 upper) with leases ending Dec. Finish the basement or extend the rear like neighbors for maximum income potential. Steps to College St!
837 Gladstone Avenue, Toronto
5
BEDS
3
BATHS
$1,559,000
FOR SALE
Welcome to 837 Gladstone Avenue - a rare opportunity in one of Toronto's fastest-growing neighbourhoods. Nestled on a quiet street in the heart of Wallace Emerson, this solid three-storey detached home sits on one of the area's deepest lots, offering exceptional flexibility for homeowners, investors, and developers alike. Move-in ready and income-producing, the property has been thoughtfully maintained with updated electrical and plumbing (2002), a new roof and air conditioning, a newer furnace (approx. 7 years old), and a brand-new paved driveway. Currently configured as a legal duplex with separate entrances, it features three spacious kitchens, three full bathrooms, generous principal rooms, a separate basement entrance, and rear parking for up to three vehicles. The oversized backyard unlocks exciting future potential. Similar to neighboring properties, there may be an opportunity to add a laneway or garden suite with three or more bedrooms (buyer to verify), or simply enjoy the expansive outdoor space as a private urban retreat. Location is a standout. Just steps to Wallace Emerson Community Centre, featuring a pool, gym, ice rink, bike park, and library. Walk to Dovercourt, schools, grocery stores, pharmacies, cafés, restaurants, and breweries. The nearby Galleria on the Park redevelopment is transforming the neighbourhood with new amenities, green space, and long-term value. Commuters will appreciate easy access to Dufferin Station and downtown Toronto. Live in one unit and rent the others, maximize income with a full rental configuration, or convert the property into a spacious single-family home. With projected rental income of up to $10,000 per month and endless future possibilities, 837 Gladstone Avenue is a unique opportunity to invest in one of Toronto's most dynamic communities.
10 Earl Street, Toronto
5
BEDS
3
BATHS
$1,549,000
FOR SALE
Built in 1877. Renovated for the way you live now. Part of Windsor Terrace, a Victorian row on a hushed, tree-lined dead end in Upper Jarvis, this legal duplex on a deep 20 x 132 ft lot offers two self-contained homes, a rooftop terrace and tandem parking for four cars, all delivered vacant. Subway station is a 5-minute walk; Yorkville is 5 minutes by car. Bloor Streets shops, restaurants and parks are all within easy reach. A heated mudroom with custom cabinetry sets the tone at the front door. The owner renovated the two-floor main residence for themselves, and it shows: original exposed brick, a wood-burning fireplace, heated floors, and a kitchen in natural walnut and Corian with induction cooking and a custom pantry built for your wine fridge and espresso machine. The top floor is a private retreat, with a primary suite framed by custom walnut closets, a spa ensuite with rain shower, teak floor and Toto washlet, and a walk-out to a sun-soaked rooftop terrace wired for sound. Below, a recently renovated 2-bedroom suite with its own entrance, laundry, meter and walk0out to a private patio. Live up, rent down. Bring the family together. Or lease both on day one. Five bedrooms, two homes, one rare downtown address.
981 Avenue Road, Toronto
5
BEDS
3
BATHS
$1,499,000
FOR SALE
A Rare Opportunity To Own A Triplex @ Avenue/Eglinton. Fully Detached. Spacious Lot Featuring 30 FT Width and 115FT Depth. 4 Parking Spaces. Fully Tenanted - Rent Details Provided Upon Request. Well Cared For & Meticulously Maintained. Ideal For Owner Use and Rental, Multi-Generational Household or Real Estate Investor. Great Location - Minutes To Eglinton, Transit, Oriole Park, Restaurants & Shopping. The Basement Unit Includes 1 Bedroom, and 1 Bathroom. The main and second floor units feature 2 Bedrooms and 1 Bathroom.
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