
Summerhill
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About Summerhill
When the North Toronto Railway Station opened on Yonge Street in the 1880s, a small community began to grow around it. Now known as Summerhill, the neighbourhood has blossomed into one of the most charming areas of the city. The railway station has since been converted into one of Toronto’s most beautiful (and well-stocked) LCBOs.
Summerhill is a Central Toronto neighbourhood located primarily along Yonge Street, just south of St. Clair Avenue. Known for its prestige, incredible heritage homes, and quaint boutiques and restaurants, it’s one of the most highly-coveted neighbourhoods in the city.
In recent years, renovations have beautified many landmark businesses (including a row of specialty food stores frequented by local gourmands).
Who Lives Here
Whether they live in one of the area’s exclusive condo residences or along the scenic side streets, residents of Summerhill have no problem paying for this neighbourhood’s fabulous homes. You’ll find plenty of well-established professionals and affluent retirees here.
Summerhill is also home to many families who enjoy its abundance of generously-sized detached and semi-detached homes, along with its great selection of local schools.
What's Great About It?
Summerhill residents enjoy the area’s fun community vibe. There’s a selection of shops, restaurants, cafes, and specialty grocers that line the strip of Yonge Street running through Summerhill’s core.
Local food lovers are big fans of Pisces Gourmet Seafood Specialty Shop (the freshness is unbeatable) and Olliffe Butcher (which sells only the finest cuts of meat). For a perfectly-crafted coffee or some wine to enjoy with dinner, they head to Boxcar Social (a charming cafe that features a bottle shop). Simply put, everything local residents could ever want is just a short walk away!
For outdoorsy types, David A Balfour Park and its accompanying ravine allow residents to immerse themselves in nature. The area’s quiet residential streets, which are filled with stunning homes and heritage architecture, also make for some fantastic walks.
Schools
Kids living in Summerhill don’t have to travel far to get to class, given that most of the neighbourhood’s local schools sit between Yonge Street and Avenue Road.
For elementary students, Brown Junior Public School and Cottingham Junior Public School are two of the area’s most popular options. De La Salle College is also ideal for students in grades 5 through 12. Alternatively, Deer Park Junior and Senior Public School (which sits just east of Yonge along St. Clair Avenue) is perfect for kids from kindergarten through grade 8.
Homes for sale in Summerhill
Looking for listings in Summerhill 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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43 Summerhill Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12435149
43 Summerhill Avenue Rosedale-Moore Park Toronto M4T 1A9 $6,895,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12435149
- Bedrooms:
- 5
- Bathrooms:
- 5
Fabulous, custom, and sophisticated Midtown home in Summerhill! This stunning residence offers stylish living throughout featuring hardwood floors and floor-to-ceiling windows. The main floor includes a powder room and an open-concept kitchen equipped with a built-in banquette, a centre island that doubles as a breakfast bar, and top-of-the-line appliances. A walk-through pantry complete with built-in cupboards and a sink connects the kitchen to the dining room. The main-floor family room opens onto a private garden, which leads to a heated double garage with an EV charger, accessible via a laneway. Upstairs, you will find three spacious bedrooms, each with its own ensuite and walk-in closet featuring built-ins. The luxurious primary suite offers a walk-in closet with custom built-ins, additional wall-to-wall closets, and a 5-piece spa-like ensuite with a custom Toto toilet and steam bath. The second-floor laundry room is equipped with a front-load washer and dryer, laundry sink, and built-in cupboards. The third floor is truly magical, featuring a versatile great room perfect as a custom gym or entertaining space, with a walkout to a large rooftop deck offering stunning city views. Also on this level: a bedroom and a 3-piece semi-ensuite. The lower level includes a state-of-the-art theatre room, wet bar, 3-piece semi-ensuite, and an additional bedroom with a walk-in closet. This home is fully automated with a Control4 System managing lighting and window coverings. Enjoy proximity to TTC, top private and public schools, fabulous restaurants, food and fashion shopping, and parks. This is your perfect home in the most ideal location! More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- 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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74 Roxborough Street W in Toronto: Annex House for sale (Toronto C02) : MLS®# C12418889
74 Roxborough Street W Annex Toronto M5R 1T9 $4,895,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12418889
- Bedrooms:
- 5
- Bathrooms:
- 4
Timeless elegance in this sophisticated, designer's own home on the most coveted block of Roxborough Street West. Originally built in the early 1900s, the house was meticulously renovated back to the brick as a sophisticated urban retreat, with every detail thoughtfully planned including: Scavolini kitchen, Gaggenau appliances & white oak herringbone hardwood. This exceptional home was thoughtfully designed to maximize public spaces to encourage togetherness while also offering well designed, highly functional private spaces. The striking kitchen seamlessly opens to the dining area and a bright, airy family room, highlighted by a skylight and oversized glass doors that create a natural flow between the indoors & outdoors. Enjoy effortless entertaining on the large deck with awning, overlooking an outdoor resort oasis with a stunning all-season saltwater pool highlighted by a tranquil waterfall & beautifully manicured gardens. The second level is perfect comfort and versatility, featuring three beautifully appointed bedrooms, a convenient secondary laundry room, & a spa-inspired bathroom. A second floor terrace expands the living space outdoors, offering breathtaking views of the garden below. Crowning the home, the entire third floor is dedicated to a private primary retreat, offering the ultimate in comfort and seclusion. Expansive windows frame captivating views of the city skyline, while a luxurious soaker tub overlooks the treetops. The impressive lower level has been thoughtfully dug out to maximize space, offering a spacious recreation room, a large bedroom with ample storage, a full bathroom & an additional laundry room complete this versatile level. Opportunities to own on this particular stretch of Roxborough are rare, making this residence a truly exceptional blend of tradition and modernity and the quintessential Summerhill lifestyle. Also showcasing a re-constructed garage with potential to have two car parking. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- 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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134 Roxborough Street W in Toronto: Annex House for sale (Toronto C02) : MLS®# C12447979
134 Roxborough Street W Annex Toronto M5R 1V1 $4,695,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12447979
- Bedrooms:
- 4
- Bathrooms:
- 3
Stunning Victorian on one of the most coveted streets in Ramsden Park - this gorgeous residence is filled w/ an abundance of natural light & blends historic character w/ modern sophistication. The main flr features an oversized living/dining rm w/ soaring ceilings & massive bay windows, creating a dramatic yet inviting space for everyday living & entertaining. The kitchen is a showpiece w/ an oversized island, premium appliances & a bright breakfast nook w/ built-in banquette. At the rear, a warm family rm opens seamlessly to the private garden thru European-style bi-fold doors. Step outside to a serene & green retreat off a huge deck, lush landscaping, & a coveted 2.5-car garage -- a rare find in the centre of the city. The 2nd floor has 2 generous sized bedrms, gorgeous renovated 5-piece bathrm & an incredible 2nd floor family rm w/ a fireplace & an office nook. Streaming south facing natural light & city views are perfect for lounging, reading, or quiet evenings. The entire 3rd floor is your own private oasis primary suite w/ a 5-piece spa-inspired ensuite, generous closet space, & a front den area ideal for work-from-home, a reading nook, or quiet relaxation. The finished lower level extends the living space w/ a lg. rec rm w/custom built ins; heated floors & a bedrm/office/gym w/ a built-in Murphy bed - ideal for overflow guests & a contemporary renovated ensuite. A walk-out w/ amazing mudrm leads directly to the stunning backyard making the space versatile for extended family or potential income suite. Triple A+++ location - Roxie West is the street you want to live on - just steps to the dog park; tennis courts; ice rink in Ramsden Pk yet also minutes to Yorkville & all the shops, cafes & restaurants - or - walk east to Yonge/Summerhill & the 5 Thieves, Terroni & the historic LCBO & Rosedale T.T.C. An abundance of excellent schools just minutes away and considered to be "centre ice" in the area, 134 Roxie W. is more than just a home, its a lifestyle. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY 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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40 Summerhill Gardens in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12391902
40 Summerhill Gardens Rosedale-Moore Park Toronto M4T 1B4 $4,595,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12391902
- Bedrooms:
- 5
- Bathrooms:
- 5
Sophisticated 3+2 bedroom, 5 bathroom home in the coveted Summerhill & Yonge neighbourhood. This architecturally striking residence showcases refined craftsmanship, natural light, and elegant design throughout. The uninterrupted elegance of the main floor features spacious living, dining, and family areas, with a gas fireplace as a warm focal point. The kitchen is equipped with stainless steel appliances and sleek finishes ideal for everyday living and entertaining. All other rooms are thoughtfully distributed across multiple levels, offering space and privacy. Highlights include a stunning home office with a picture window overlooking the ravine, a luxurious primary suite with a 6-piece ensuite, a custom gym, and a stylish mudroom. A large entertaining deck with peaceful ravine views. Parking for 3 (1-car garage + 2 spaces). Just steps to TTC, shops, and top restaurants, this is refined city living at its best. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- 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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363 Avenue Road in Toronto: Yonge-St. Clair Condo Townhouse for sale (Toronto C02) : MLS®# C12399163
363 Avenue Road Yonge-St. Clair Toronto M4V 0A9 $4,195,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12399163
- Bedrooms:
- 4
- Bathrooms:
- 5
A rare end townhome at the acclaimed Charbonnel. Designed by Richard Wengle with interiors by Brian Gluckstein, this elegant home is ideally located in Summerhill - moments to parks, shopping, restaurants, museums and transit. With a graceful limestone facade, this residence features almost 3,500 square feet of interior living space, plus two professionally landscaped terraces for exceptional outdoor entertaining - one from the living room and a second rooftop terrace literally nested in the trees completed with an outdoor fireplace and custom planters. Bright, stylish and impeccably designed, with 4 full bedrooms, each featuring an ensuite and a large walk-in closet. A safe and secure 2 car garage and a private elevator with access to all floors (including rooftop!). A unique end property, with windows overlooking the trees of De La Salle. 10 foot ceilings on the main level, chef's kitchen with Miele appliances and a dramatic nana-wall of glass opening entirely onto the terrace. Luxurious, convenient and low maintenance living in an outstanding location. A unique urban home. 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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Th D 22 Birch Avenue in Toronto: Yonge-St. Clair House for sale (Toronto C02) : MLS®# C12257281
Th D 22 Birch Avenue Yonge-St. Clair Toronto M4V 1C8 $3,595,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12257281
- Bedrooms:
- 4
- Bathrooms:
- 5
This is the best value in Summerhill a rare opportunity to own a one-of-a-kind, New York-style brownstone designed by renowned architect Harvey Wise. One of only four exclusive residences, this stunning townhome combines timeless elegance with modern luxury in a way few properties can match. Spread across four impeccably designed levels, the home offers expansive, light-filled interiors with soaring ceilings and premium finishes throughout. A private elevator provides seamless access to all interior floors. Walk up to a show-stopping rooftop terrace with breathtaking 360-degree views of the city skyline perfect for entertaining or relaxing above it all. The main floor features a welcoming foyer, a spacious living room with a gas fireplace, a stylish powder room, and a beautifully appointed kitchen with an eat-in island. The kitchen opens to the dining area, which flows directly onto a private side terrace ideal for BBQs and outdoor dining. The entire second level is dedicated to the luxurious primary suite, complete with a large home office space, a spa-like ensuite bathroom reminiscent of a five-star hotel, and a generous walk-in closet. The third level includes three additional bedrooms and a convenient kitchenette that serves the rooftop, eliminating the need to run up and down when entertaining. Downstairs, the lower level offers a large rec room that can easily function as a media room, gym, or casual living space. Parking is a standout feature with a built-in garage & a detached garage both with sleek epoxy flooring and ample storage plus an additional driveway parking space, giving you three private parking spots in total. This residence delivers exceptional value, combining luxury, space, and functionality in one of Toronto's most coveted neighbourhoods. You simply won't find another home in the area offering this level of quality and lifestyle at this price point. Don't miss this rare chance to own a true hidden gem in Summerhill. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY 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
-
3 12 Macpherson Avenue in Toronto: Annex Condo Townhouse for sale (Toronto C02) : MLS®# C12390736
3 12 Macpherson Avenue Annex Toronto M5R 1W8 $3,450,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12390736
- Bedrooms:
- 2
- Bathrooms:
- 3
12 Macpherson Ave TH3 | Superb Church Conversion Townhome in Prime Summerhill. Rarely offered, this 2-bed, 2.5-bath townhome in the exclusive Church conversion at 12 Macpherson Avenue is a truly unique offering in one of Toronto's most coveted locations. With over 2,500 sq ft of refined living space, this residence blends quiet luxury with architectural excellence. The main floor features a spacious living/dining area, gas fireplace, and French doors leading to a private terrace ideal for morning coffee or elegant entertaining. A grand staircase leads to the primary and second bedrooms, both generously sized with custom storage and natural light. The third storey welcomes you to a dramatic loft-style upper level with original soaring vaulted ceilings; complemented by a wood burning fireplace set against the sprawling custom library design feature- wonderful to cozy up and read a book. Additional features of his/hers offices - with heated floors & wonderful windows making this a welcoming work-from-home space for two. Direct access to underground garage with two-car parking. Grounds impeccably maintained by Christine's Touch, heated driveway and walkways. Located just steps to Yonge Street, this home is perfectly positioned near Toronto's top restaurants, boutique shops, transit, and private clubs. A rare opportunity to own a piece of architectural history in one of Toronto's most desirable neighbourhoods - this is an address to be proud of. More detailsListed by HARVEY KALLES REAL ESTATE 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
-
109 36 Birch Avenue in Toronto: Yonge-St. Clair Condo Townhouse for sale (Toronto C02) : MLS®# C12441178
109 36 Birch Avenue Yonge-St. Clair Toronto M4V 0B5 $3,195,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12441178
- Bedrooms:
- 2
- Bathrooms:
- 3
Enjoy great space & style in Summerhill in this bright & wide 2 level Townhome. A corner home blending the convenience of a single-family home with the benefits of underground parking and low-maintenance living. The main floor features 11 ceilings, a gracious living room with gas fireplace, upgraded hardwood and a modern full-sized kitchen with integrated Wolf & Sub Zero appliances with a handy walk-in pantry. Upstairs, 2 full bedrooms each with great south light, including a primary bedroom with impressive closet space and a serene ensuite complete with soaker tub and walk-in shower. A large sun-filled south garden patio with bbq connection completes the home. Enjoy life on Birch, a quiet street just moments to all the stores, shops and restaurants of Summerhill. 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
-
115 Cottingham Street in Toronto: Yonge-St. Clair House for sale (Toronto C02) : MLS®# C12381026
115 Cottingham Street Yonge-St. Clair Toronto M4V 1B9 $2,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12381026
- Bedrooms:
- 4
- Bathrooms:
- 4
Situated In The Heart of High Demand Summerhill! Welcome to this exceptional 4 bedroom, 4 bathroom home, perfectly situated on a coveted south facing lot with breathtaking views of Torontos iconic skyline. This rare offering blends luxury, comfort, and community in one of the citys most prestigious neighbourhoods. Enjoy a lifestyle of ease and elegance, from friendly matches at the Cottingham tennis courts (Priority Membership Opportunity Offered To Residents) to delightful morning walks. The highly regarded Cottingham Jr. Public School, just steps from your door. Quiet with no through traffic on Cottingham Street, this location offers a unique blend of safety, tranquility, and urban convenience, perfect for family living. Stroll to Yonge & Summerhill or Yorkville and enjoy world-class dining, shopping, fitness studios, and entertainment. Plus, with the TTC steps away, your commute is always convenient. Whether you're upsizing, relocating, this is the home you have been waiting for! More detailsListed by RE/MAX WEST REALTY 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
-
108 Shaftesbury Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12439729
108 Shaftesbury Avenue Rosedale-Moore Park Toronto M4T 1A5 $2,695,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12439729
- Bedrooms:
- 2
- Bathrooms:
- 3
Sleek and modern renovation nestled in one of the centre core's most desired pockets, Summerhill. Easy walking distance to many of Toronto's best shopping and restaurants with mere steps to Ravine/parks and the Subway. Completely renovated top to bottom. Stunning kitchen offering premium stainless steel appliances, large quartz center island, quartz backsplash and offering tons of storage. Dramatic 2 sided fireplace offering style and ambiance to both the living room and the dining room. Walk out to deep garden and secure parking. Second floor offers a spacious 2nd bedroom, a den/office that could easily be made into a third bedroom. The third floor primary oasis is the perfect retreat. Large primary bedroom and ensuite marble bath. Underpinned basement provides an additional family room and bathroom. Whether entertaining friends or relaxing by a fireplace after full day, perfection awaits. One of the deepest lots on the street. More detailsListed by HARVEY KALLES REAL ESTATE 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
-
28 Alcorn Avenue in Toronto: Yonge-St. Clair House for sale (Toronto C02) : MLS®# C12444270
28 Alcorn Avenue Yonge-St. Clair Toronto M4V 1E4 $2,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12444270
- Bedrooms:
- 3
- Bathrooms:
- 3
*Open Weekend 2-4pm!* Turn-key in prime Summerhill! Extensively and stylishly renovated, featuring new Pella windows and doors throughout, a new primary ensuite washroom, refinished hardwood floors, new staircase bannister, gorgeous Scavollini kitchen, extensive rewiring and recessed lighting, and new mechanics; furnace and air conditioner. The main floor offers a combined living and dining room with a wood burning stone fireplace, and a walk out to a new back deck with a gas line for a barbeque. The beautiful modern chef's kitchen features stainless steel Thermador appliances, a concealed appliance garage and breakfast bar/workstation, and quartz countertops. The primary bedroom and washroom are on the second floor along with a family room/office, and the third floor offers two additional spacious bedrooms. The finished lower level with a bright recreation room completes this offering. The built-in garage has ample storage, parking for two; one in the garage and one behind, with a heated driveway. Quiet street, yet steps away from the vibrancy of Yonge Street shops and restaurants, plus Summerhill subway station. Walk to Cottingham Public School. More detailsListed by ROYAL LEPAGE/J & D DIVISION- 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
-
7 Sidney Street in Toronto: Yonge-St. Clair House for sale (Toronto C02) : MLS®# C12422981
7 Sidney Street Yonge-St. Clair Toronto M4V 2G3 $2,175,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12422981
- Bedrooms:
- 4
- Bathrooms:
- 3
YOUR SUMMERHILL STORY - On a quiet cul de sac, facing Robertson Davies Park, this 3-bedroom, 3-bathroom semi-detached home stands apart...literally and figuratively. Built in the 1970s, it delivers all the charm of the neighbourhood with the bonus of a private driveway, a built-in garage, and a unique layout that's as functional as it is stylish. Inside, soaring 11-foot ceilings in the living room bring drama (and light), while the rare middle staircase creates architectural interest. The kitchen opens to a deck that was built for morning coffees or dinners al fresco, while the lower-level family room walks out to the backyard and Cottingham Tennis Club (did we mention that living here even fast-tracks your membership?) Upstairs, three bedrooms offers flexibility, whether you need space for family life or work-from-home options. That lower level family room can double as a 4th bedroom, too. A large sub-basement provides endless options - for gym, storage, hobby space. A blank canvas for whatever you to decide. Beyond the walls, the street itself is a hidden gem - a tight-knit community known for neighbourly connections and even the occasional block party. Located a few steps from the coveted Cottingham Jr Public School (rating: 10!) and surrounded by Summerhill's cafés, restaurants, and shops, this home blends community, convenience and a touch of retro cool. And don't forget the Summerhill & Rosedale TTC stations are just a hop, skip and a jump away. A house that dares to be different in one of Toronto's most beloved neighbourhoods. *EXTRAS* More than 2200 sq ft of living space with many updates throughout - including heated floors in bathroom, new cork floors on lower level, new deck and new gas fireplace. Full list attached. More detailsListed by BOSLEY REAL ESTATE 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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