High Park
About High Park
If there were ever a testament to the power of green space, the community around High Park would be it. With Bloor West Village to the west and glorious High Park right in the middle, this in-demand neighbourhood attracts an eclectic and respectful mix of families, couples, and empty-nesters. Quieter than Bloor West Village and considerably more central, High Park is in the enviable position of feeling like somewhere else while still being incredibly central. Broad lawns and distinct brick houses line the winding roads that surround the park. There are some great schools in the area as well, a huge plus for families.
Who Lives Here
There’s a little bit of everything in this leafy locale. From double income families with kids, to empty-nesters, to single or coupled professionals who just want to live near the park.
What's Great About It?
Beautiful walks, steps from the park, and respectful, friendly neighbours. You’re also steps to the TTC, and in an ideally central location.
Schools
There are a ton of great schools to choose from in this neighbourhood including:
Homes for sale in High Park
Looking for listings in High Park for sale? You’re only seeing some of the listings available here. To see them all, just click the ‘Signup’ or ‘Login’ links below.
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270 Indian Road in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13076604
270 Indian Road Toronto M6R 2X2 
$7,615,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13076604
- Bedrooms:
- 5
- Bathrooms:
- 7
An exotic world awaits you at 270 Indian Road. This rare handcrafted Arts and Crafts bungalow proudly occupies over half an acre of well manicured lawns and gardens planted with eye popping cultivars. In front, a large veranda invites you under a low dramatic sloping roofline, covered in chamfered slate, w/ copper downspouts, tongue & groove soffit, punctuatedby a charming 2nd floor dormer and framed with two stately chimneys. This personal and authentic house exudes understated class without pretense. The concrete/precast driveway leads to a shockingly large parking area and a three bay heated garage itself built of brick with slate roof and accoutrements. Aside from housing autos, the garage doubles as a giant man cavewith bar, projection TV and nightclub lighting. Various terraces lead to multiple patios and afully winterized art studio. All grounds irrigated and dotted with a dizzying array of landscape lights. And you can do whatever you want because the grounds are totally private.The main residence offers 5961 sq ft of romantic living space to fall in love with,updated in a money-is-no-object restoration preserving and augmenting the home's most endearing features. Beam ceilings, built ins, oak paneling, leaded windows, etched glass, handblown Murano glass fixtures, oodles of built-ins including two dining room curio cabinets,banquettes, finished-in-place white oak floors, wood marquetry, console tables, plaster crown mouldings, deep casings, the finest materials and fixtures imported from the far corners of the earth. See inclusions list. Unassailable mechanicals; radiant floors throughout, doublezone, dual condenser A/C, HRV, 200A power, Romex cable. Copper fresh water plumbing--nodubious plastic tubing. Situated between High Park and funky Roncesvalles village. Subway mere steps away. Walk to High Park or the lakeside. Escape the ordinary and visit this ageless beauty in person. Click the multimedia/video link for more photos, floorplans, details. More detailsListed by INTERNATIONAL REALTY FIRM, INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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166 High Park Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13084450
166 High Park Avenue Toronto M6P 2S4
$5,250,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13084450
- Bedrooms:
- 6
- Bathrooms:
- 5
We are saying good-bye to 166 High Park Avenue. The stunning 1891 home of the Heintzman piano makers featured in the book Old Toronto Houses. This residence is now fully restored to surpass its former glory. With carved oak trims, exotic kitchen granite, luxury marble washrooms, slate/solar roof, 360 tower, copper troughs, decks, rare stained-glass windows, chandeliers, 7 fireplaces, solarium, theatre, bar, gym, wine cellar and heated herringbone hardwood floors, its 7-car parking & coach house sit on a 60 X 200 forested lot. Top floor features one of a kind nanny suite with a private entrance and spacious deck. Walking distance to subway station, High Park and Bloor West Village to enjoy all the entertainment and fine dining. Coach House is fully equipped with an alley kitchen and one 3pc bathroom. More detailsListed by KINGSWAY REAL ESTATE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
42 High Park Boulevard in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13236284
42 High Park Boulevard Toronto M6R 1M8
$4,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13236284
- Bedrooms:
- 8
- Bathrooms:
- 7
*Stately Edwardian brick home with a lush front garden and landscaped backyard. *Situated on a 50 feet by 150 feet lot. *Many possibilities: a single family home or multi-generational home or 5 or 6 unit multiplex on three floors. *Current use: 5 self-contained units on 3 floors *Three (3) units are vacant *The tenants in two (2) rented units are month to month *The house has 2 sets of staircases leading to an exit on two sides of the house (west and east) *The main floor unit is a 2-bedroom unit with 1,565 Sq Ft, with a large foyer, living room with fireplace, open concept kitchen & family room, 2 bedrooms, powder room, ensuite bathroom. *The second floor contains two (2) x 1-bedroom units, each approximately 780 Sq Ft. *The third floor unit is a 2-bedroom unit approximately 1,537 Sq Ft, with a huge open concept living area & kitchen, plus 2 bedrooms with closets , 1 bath room and 1 powder room. *The basement unit is a 2-bedroom unit with own exit door and terrace, approximately 1,000 Sq Ft, with an open concept living area & kitchen plus 2 bedrooms and bathroom. *Detached 2 car garage with wide driveway and with garden suite potential and 5 outside parking spaces. *Ductless ACs. (40618469) More detailsListed by KELLER WILLIAMS REFERRED URBAN REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
205 Geoffrey Street in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13490114
205 Geoffrey Street Toronto M6R 1P9 OPEN HOUSE: Jun 27, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, June 27, 2026 2:00PM - 4:00PMOPEN HOUSE: Jun 28, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, June 28, 2026 2:00PM - 4:00PM$3,799,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13490114
- Bedrooms:
- 6
- Bathrooms:
- 5
Welcome to 205 Geoffrey Street, a turnkey masterpiece located on one of the most coveted, tree-lined streets in Roncesvalles Village. Situated on a 35 by 125 foot lot, this stunning detached home offers the perfect blend of classic neighborhood charm and modern, luxurious living. Taken down to the studs and fully renovated with care, every single detail has been thoughtfully curated. Featuring 4 plus 2 spacious bedrooms and 5 beautifully appointed bathrooms, there is plenty of room for the whole family. A bright, open-concept main floor anchored by a gorgeous chef's kitchen. It boasts warm white-oak cabinetry, a massive premium stone slab waterfall island, sleek integrated appliances, and a seamless walkout to a beautiful deck, perfect for morning coffees or evening barbecues. Elegant, traditional leaded glass windows that frame a bright, open staircase, and discover the ultimate downstairs surprise: a custom-built, herringbone-tiled lower-level wine cellar ready for your collection. The property also features a rare private driveway and an incredibly versatile, standalone studio out back, ideal for a home office, creative space, or gym. Step outside your front door and enjoy unparalleled walkability to top-tier schools, the incredible shops and cafes along Roncesvalles Avenue, and the expansive trails and nature of High Park just a short stroll away. This is more than just a house; it's a wonderful place to call home. More detailsListed by RE/MAX PRIME PROPERTIES - UNIQUE GROUP- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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32 High Park Boulevard in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13138170
32 High Park Boulevard Toronto M6R 1M7
$3,599,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13138170
- Bedrooms:
- 7
- Bathrooms:
- 13
This is a rare opportunity to acquire a generational investment asset in the heart of High Park-Roncesvalles, one of Toronto's most sought-after and supply-constrained neighbourhoods. This iconic mansion conversion features 13 kitchens and 13 bathrooms, consisting of a stately main residence and a detached coach house. The property has COA approval for a two-storey rear addition, which will create three additional units, with 2 units already in the coach house. The property primarily comprises long-term tenancies, providing reliable in-place income and significant potential for future rent optimization. Notable features include 400-amp electrical service and ample rear parking, a rare amenity in an urban setting. Located steps from Roncesvalles Village, High Park, transit options, Bloor West Village, the GO Train, and the UP Express, this site offers seamless access to downtown Toronto and Pearson Airport. Properties in this tightly held area are seldom available, making this a once-in-a-generation opportunity for investors looking for scale, character, and long-term appreciation. The CMHC Select program might be applicable for the construction of additional units and the purchase of property. The property is sold AS IS, WHERE IS, and is registered as a rooming and boarding house. More detailsListed by RIGHT AT HOME REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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60 Indian Grove in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13232690
60 Indian Grove Toronto M6R 2Y3
$3,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13232690
- Bedrooms:
- 5
- Bathrooms:
- 4
A Rare Opportunity to Own One of Toronto's Most Distinctive Character Homes! Experience the perfect blend of timeless sophistication, architectural grandeur, and modern-day comfort in this Georgian-inspired residence. Rich in character and craftsmanship, this remarkable home offers a level of elegance and authenticity that is difficult to find.A dramatic central staircase serves as the home's architectural centerpiece, gracefully ascending through the residence to the private third-floor primary retreat. This exceptional Prime sanctuary features soaring cathedral ceilings, a spa-inspired ensuite/luxurious soaker tub, and an abundance of natural light, creating a peaceful escape from the everyday. The second level offers spacious bedrooms, ideal for family living or accommodating guests, along with a stunning sun-filled corner office. With panoramic western exposure and natural light throughout the day, this inspiring workspace is perfectly suited for today's work-from-home lifestyle.Designed for both entertaining and comfortable living, the main floor showcases an impressive living room with beautifully restored woodwork, professionally refinished to preserve its historic beauty. The formal dining room/custom built-in hutch, provides an elegant setting for memorable dinners and special occasions. The charming kitchen offers generous space and character. Leaded-glass French doors open to a warm and inviting parlour-an ideal place to unwind with a book, enjoy a quiet conversation, or relax with an evening cocktail.Outside, mature trees/established gardens create a private backyard oasis, perfect for morning coffee, outdoor entertaining. A fully self-contained one-bedroom suite/separate entrance,full ceiling height,above-grade windows. This basement space offers tremendous versatility/income potential.For buyers seeking timeless craftsmanship, historic charm, and the opportunity to create something truly special, this is a property that deserves serious consideration. More detailsListed by RE/MAX HALLMARK REALTY LTD.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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260 Indian Road in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13208608
260 Indian Road Toronto M6R 2X2
$3,399,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13208608
- Bedrooms:
- 6
- Bathrooms:
- 5
Stately fully renovated 3-storey home on coveted Indian Rd in prime High Park, set on an exceptionally rare 198-ft deep professionally landscaped lot. Offering 5+1 bedrms & 5 bathrms, this distinguished home blends timeless character with luxurious modern upgrades. Stunning recently renovated main and 2nd levels preserve original 1900s charm w/ leaded glass window rich wainscoting, hardwd floors, & elegant architectural detailing throughout.Grand foyer leads to formal livingrm w/ wood-burning fireplace,bay window, pot lights, & classic millwork. Expansive open-concept dining, family, & gourmet kitchen area is ideal for entertaining. A spectacular custom leaded/stained-glass feature window serves as the centrepiece. Chef's kitchen features premium quartzite counters,oversized island w/breakfast bar, designer cabinetry, stainless steel appliances, Wolf gas range with grill & multiple walk-outs to the incredible backyard oasis.Professionally landscaped west-facing yard includes irrigation system, multi-level composite deck, mature hydrangeas, manicured boxwoods, drainage-designed turf, elegant fountains, 1/3 basketball court, & winter skating rink. Exceptional curb appeal with private driveway & legal front pad parking.2nd floor offers 3 spacious bedrms, 2 bathrooms, & convenient laundry. Luxurious primary retreat features walk-in closet with custom built-ins & spa-inspired ensuite with heated marble floors, marble walls, & oversized glass shower. Beautiful family bath includes heated marble floors & air-jet soaking tub. Versatile third floor is fully self-contained with 2 bedrooms, office/living area, separate entrance, kitchen with laundry, 4-piece bath, & oversized sliding doors opening to rooftop & treetop views. Ideal nanny/in-law suite or future primary retreat. Finished basement w/separate entrance includes recreation room/gym, office, bedrm, 4-piece bath & utility/laundry room. Exceptional curb appeal on one of High Park's most iconic streets. More detailsListed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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51 Indian Grove in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13081566
51 Indian Grove Toronto M6R 2Y1
$3,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13081566
- Bedrooms:
- 7
- Bathrooms:
- 4
51 Indian Grove is a grand and storied High Park residence - a rare opportunity to acquire substantial frontage on one of the neighbourhood's most beautiful and prestigious streets. Set on an effective 65-foot-wide lot - with 55 feet of frontage plus an additional 10-foot shared driveway - the property offers more than 5,000 sq. ft. of existing living space within a solid, historic structure. Enjoy it as-is, restore its original character, reimagine the interiors, or create a remarkable new custom home in one of High Park/Roncesvalles' most coveted settings. A rare offering with scale, presence, history, and extraordinary potential. More detailsListed by RE/MAX HALLMARK REALTY LTD. and HOMEWISE REAL ESTATE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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2261 Dundas Street W in Toronto: Roncesvalles House for sale (Toronto W01) : MLS®# W13414740
2261 Dundas Street W Toronto M6R 1X6
$2,699,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13414740
- Bedrooms:
- 4
- Bathrooms:
- 4
Prime Mixed-Use Investment & Development Opportunity in the Heart of Roncesvalles Village.Exceptional opportunity to acquire a landmark mixed-use building at 2261-2263 Dundas Street West, offering strong in-place income, significant upside potential, and future redevelopment opportunities in one of Toronto's most vibrant and sought-after neighbourhoods.The property features approximately 4,000 sq. ft. of street-level retail space plus a fully finished lower level complete with walk-in industrial freezer, storage areas, men's and women's washrooms, updated HVAC systems, and sprinkler infrastructure. Hundreds of thousands of dollars have been invested in building improvements, creating a turnkey opportunity for investors or owner-operators.Above the commercial space are two well-maintained 2-bedroom residential apartments, both occupied by long-term tenants and generating over $5,000 per month in rental income. The vacant retail component presents an excellent opportunity for owner occupancy or lease-up, with estimated rental potential of approximately $8,000-$10,000 per month, creating substantial income growth potential.Situated on a prominent stretch of Dundas Street West, the property benefits from exceptional visibility, strong pedestrian traffic, and proximity to transit, restaurants, cafes, and neighbourhood amenities. For developers, the site offers compelling long-term value with potential for redevelopment into a 6-storey mixed-use residential building with ground-floor retail, subject to buyer due diligence and municipal approvals.A rare opportunity to secure a high-exposure asset with immediate income, future leasing upside, and redevelopment potential in one of Toronto's strongest urban markets. More detailsListed by CORCORAN HORIZON REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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217 Humberside Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13420752
217 Humberside Avenue Toronto M6P 1K9
$2,549,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13420752
- Bedrooms:
- 5
- Bathrooms:
- 4
Stop your search-this is the one.Welcome to a truly exceptional family home where style,space and thoughtful upgrades come together in perfect harmony.This stunning three-storey residence offers 5 Bed/4 Baths and an impressive list of premium features that make it stand out from the rest.Step inside and be captivated by the spectacular living room,anchored by a striking stone feature fireplace and enhanced by elegant pocket beveled-glass doors.The formal dining room is perfect for entertaining and opens to a charming deck ideal for summer BBQs.The heart of the home is the show-stopping chef's kitchen-Featuring quartz countertops,an oversized breakfast bar, abundant cabinetry, a built-in pantry, and two dedicated workstations-perfect for homework, remote work, or family organization-this space truly has it all. Bathed in natural southern light, the kitchen overlooks the private, country-like backyard and offers a walkout to multiple decks designed for outdoor living. Retreat to the entire third floor, dedicated exclusively to a luxurious primary suite. This sanctuary features a spa-inspired 4-piece ensuite, walk-in closet, cozy reading nook/home office space-your own peaceful escape at the end of the day.The second floor is perfectly designed for family living, offering four generous bedrooms, a beautifully updated bathroom, and the convenience of second-floor laundry. Whether you need space for a growing family, guests, home offices- this home delivers flexibility and room to spare.The finished basement offers excellent potential as an in-law suite, nanny suite,recreation room, or income-generating space. With major upgrades already completed-including a newer furnace, hot water on demand,air conditioner,heated floors and premium JennAir appliances-you can move in with confidence and simply enjoy.Nestled between High Park/Bloor West/Junction-you'll enjoy easy access to top-rated schools, vibrant cafés,restaurants,shopping, parks, and excellent transit options. More detailsListed by RE/MAX HALLMARK REALTY LTD.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
505 Parkside Drive in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13050314
505 Parkside Drive Toronto M6R 2Z9
$2,149,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13050314
- Bedrooms:
- 5
- Bathrooms:
- 4
Discover an exceptional investment opportunity in one of Toronto's most desirable west-end locations. 505 Parkside Dr is a turnkey, upgraded property with 4 self-contained units, situated directly across from High Park and steps away from Keele TTC station. This property has been meticulously maintained by an experienced owner, ensuring operational efficiency and long-term stability. Recent upgrades include newer roofing, eavestroughs, downspouts and fascia, windows and blinds, vinyl flooring, 200 Amp electrical panel, tankless water heater, sump pumps (2), radiators, interior doors, and most appliances. Current rents are at market level and investors benefit from a **strong cap rate of 4.62%**, with minimal need for repositioning.Tenants benefit from efficient floorplans, outstanding convenience, and lifestyle appeal. The property is just a 3-minute walk to Keele Subway Station and only 15 minutes to the UP Express, ensuring seamless access to downtown and beyond. Steps from the lively Roncesvalles Village, residents have access to some of the city's best cafés, restaurants, and local shops, further enhancing tenant appeal and retention.A rare opportunity to acquire a turn-key asset in a premier west-end location with stable income, strong fundamentals, and enduring demand. More detailsListed by ROYAL LEPAGE TERREQUITY BESPOKE REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
355 Parkside Drive in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13487692
355 Parkside Drive Toronto M6R 2Z4 $1,829,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13487692
- Bedrooms:
- 5
- Bathrooms:
- 4
Offered for the first time in over 50 years, this impeccably maintained triplex occupies one of Toronto's most coveted corners, proudly positioned at Parkside Drive and Geoffrey Street directly across from High Park. A rare legacy property, lovingly cared for by the same family for half a century, it presents an exceptional opportunity for investors, multi-generational families, or those seeking a premier owner-occupied residence with substantial income potential. Spanning three storeys, the building comprises two spacious 1,233 sq. ft. two-bedroom suites and a bright 708 sq. ft. one-bedroom suite on the third floor. West-facing windows in every unit frame picturesque views of High Park's expansive green canopy, creating a tranquil setting rarely found in the city. The property has benefited from significant capital improvements, including updated roof, windows, doors, eavestroughs, fascia, and electrical service, providing peace of mind for years to come. The vacant third-floor suite offers immediate occupancy or market-rent potential, while the first and second floor suites are occupied by outstanding long-term month-to-month tenants who have cared for their homes with pride and respect. Below, the full unfinished basement features solid concrete construction, dedicated storage rooms, a laundry area, and a powder room, presenting exciting possibilities for additional living space, supplementary income suites, or enhanced amenities. A private driveway accommodates 4 vehicles in addition to a detached garage-an extraordinary convenience in this sought-after neighbourhood. Steps to High Park, the subway, the waterfront, and the vibrant boutiques, cafés, restaurants, and pubs of Roncesvalles Village and Bloor West, this is a truly irreplaceable location. Opportunities to acquire a meticulously maintained, generational triplex overlooking Toronto's most celebrated park are exceptionally rare. More detailsListed by CORCORAN HORIZON REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
Data was last updated June 26, 2026 at 06:15 AM (UTC)
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