Detached Houses for Sale in Rosedale, Toronto

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House for sale: 29 ROSEDALE HEIGHTS DRIVE, Toronto

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$4,799,990

29 Rosedale Heights Drive, Toronto (Rosedale-Moore Park), Ontario M4T 1C2

6 beds
5 baths
55 days

mount pleasant/St Clair "Moore Park" EXTENSIVELY RENOVATED UPGRADED FROM TOP TO BOTTOM WITH EXQUISITE DESIGN,DETAIL & HIGH END MATERIAL CENTER HALL HOME situated on a peaceful cul-de-sac in the heart of Moore Park.This Residence combines Transitional Renovation with Classic Elegance,Brand New

House for sale: 41 ROSEDALE HEIGHTS DRIVE, Toronto

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$3,995,000

41 Rosedale Heights Drive, Toronto (Rosedale-Moore Park), Ontario M4T 1C2

6 beds
4 baths
31 days

St. Clair & Mt Pleasant Step inside this sophisticated and welcoming classic Moore Park home, perfectly situated on a coveted southwest corner lot at the edge of a peaceful cul-de-sac. A six-bedroom center-hall plan, this home is an artful blend of restoration and renovation. Lovingly curated,

House for sale: 10 PINE HILL ROAD, Toronto

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$8,995,000

10 Pine Hill Road, Toronto (Rosedale-Moore Park), Ontario M4W 1P6

5 beds
5 baths
44 days

Rosedale Valley Rd/Park Rd Updated Rosedale Residence at Courts End. What's Better Than That! Sited On A Sprawling Double Lot In Toronto's Most Prestigious Neighbourhood, A Rarity Both In Scale & Sophistication. Meticulously Preserved Victorian Architecture, Elevated W/ Modern Luxuries & Discerning

House for sale: 39 STANDISH AVENUE, Toronto

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$2,395,000

39 Standish Avenue, Toronto (Rosedale-Moore Park), Ontario M4W 3B2

5 beds
4 baths
44 days

Chorley Park A captivating turnkey recently renovated multi-unit property nestled in the prestigious neighbourhood of Rosedale right near Chorley Park. Just under 3200 sqft of living space, this exceptional property presents opportunity for both savvy investors & families looking to live in

House for sale: 82 CHESTNUT PARK ROAD, Toronto

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$15,750,000

82 Chestnut Park Road, Toronto (Rosedale-Moore Park), Ontario M4W 2R3

5 beds
6 baths
143 days

Roxborough/Mount Pleasant An idyllic setting in the most sought-after part of Rosedale overlooking parkland & widening to 85' across the exclusive Chestnut Pk ravine, this captivating, almost 8,000 sf classic is poised on a magically lamp-lit street adjacent to Yonge. Superb craftmanship, impeccable

House for sale: 127 WELLAND AVENUE, Toronto

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$4,849,000

127 Welland Avenue, Toronto (Rosedale-Moore Park), Ontario M4T 2J4

6 beds
5 baths
32 days

St Clair And Mount Pleasant Welcome to 127 Welland Ave, a beautifully rebuilt detached home in Prime Rosedale-Moore Park. Designed with exceptional craftsmanship, it features chevron floors, white oak walls with brass inlays, intricate mouldings, and porcelain countertops. Modern conveniences

House for sale: 1 HAWTHORN AVENUE, Toronto

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$5,995,000

1 Hawthorn Avenue, Toronto (Rosedale-Moore Park), Ontario M4W 2Z1

5 beds
4 baths
45 days

Hawthorn Ave/Dale Ave Welcome to this exquisite South Rosedale Victorian family home, recently renovated while retaining the glorious ceiling height for an abundance of natural light. Created and transformed by the current owners in a very tasteful, cool and high-end contemporary feel and look.

House for sale: 12 HARPER AVENUE, Toronto

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$4,325,000

12 Harper Avenue, Toronto (Rosedale-Moore Park), Ontario M4T 2K9

4 beds
5 baths
14 days

Rosedale Heights and Harper Ave. Situated on one of the loveliest streets in Moore Park, 12 Harper Avenue is an elegant and fully renovated, centre hall home on a private, gorgeous west-facing lot. With a grand total of 3,681 sq ft of living space on all four levels, this well-cared-for home

House for sale: 8 BINSCARTH ROAD, Toronto

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$8,800,000

8 Binscarth Road, Toronto (Rosedale-Moore Park), Ontario M4W 1Y1

8 beds
6 baths
166 days

Binscarth & Highland This classic North Rosedale family home embodies graciousness and grandeur, situated on one of the neighborhood's most sought-after streets. With over 6,300 square feet of living space, including a lower level, it features 7 bedrooms and 6 bathrooms, making it perfect for

House for sale: 225 GLENROSE AVENUE, Toronto

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$3,649,000

225 Glenrose Avenue, Toronto (Rosedale-Moore Park), Ontario M4T 1L1

4 beds
3 baths
12 days

Glenrose Ave. x Mt. Pleasant Nestled in the highly sought after Rosedale/Moore Park community, this charming home sits on an outstanding south facing 50 x 145 ft lot, a rare opportunity that virtually never becomes available. Brimming with character and potential, this property offers the perfect

House for sale: 32 ROXBOROUGH STREET E, Toronto

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$5,259,000

32 Roxborough Street E, Toronto (Rosedale-Moore Park), Ontario M4W 1V6

6 beds
5 baths
202 days

Roxborough Street / Yonge Street Welcome to this extraordinary, postcard perfect 4 to 5 bedroom in magical Rosedale, the epitome of sparkling luxury, quality finishes and stunning sophistication, yet with a family friendly but very modern spirit. One block to Yonge, and the premium steps-to-subway

House for sale: 314 GLEN ROAD, Toronto

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$3,350,000

314 Glen Road, Toronto (Rosedale-Moore Park), Ontario M4W 2X3

6 beds
5 baths
17 days

Glen Road North of Summerhill Contemporary, Family Friendly Home - Move-in ready home with 5+1 and 4.5 baths - 2,750 sq ft of thoughtfully designed living space with opportunity to expand Main Living Areas - Welcoming living and dining rooms with timeless charm - Bright, cozy family room area

House for sale: 110 CLUNY DRIVE, Toronto

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$4,950,000

110 Cluny Drive, Toronto (Rosedale-Moore Park), Ontario M4W 2R4

6 beds
4 baths
28 days

Yonge and Summerhill Welcome to 110 Cluny Drive, A lovely 6 bedroom family home on one of Rosedale's finest streets. For the first time in decades this unspoiled home is on the market. Enjoy a traditional Living and Dining room with their memories of a more refined and sophisticated time.

House for sale: 23 DOUGLAS DRIVE, Toronto

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$6,795,000

23 Douglas Drive, Toronto (Rosedale-Moore Park), Ontario M4W 2B2

5 beds
6 baths
7 days

Mt Pleasant Rd/Whitehall Rd Experience refined living in this exceptional 4+1 bed, 6-bath home on a rare 45 x 145 ft lot nestled on one of North Rosedale's most prestigious streets. Over 5,000 sq. ft. of masterfully designed interiors blend elegance with modern comfort. A heated driveway and

House for sale: 56 ROXBOROUGH DRIVE, Toronto

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$5,199,000

56 Roxborough Drive, Toronto (Rosedale-Moore Park), Ontario M4W 1X1

4 beds
3 baths
109 days

Mt. Pleasant & Roxborough Dr. Stairway to heaven, 56 Roxborough Dr. sits on a simply sublime 110 x 129 ravine lot nestled on top of the Roxborough hillside, offering an unparalleled experience in privacy & natural splendour, a tree top sanctuary, the likes of which cannot be duplicated in Rosedale.

House for sale: 170 ROXBOROUGH DRIVE, Toronto

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$15,995,000

170 Roxborough Drive, Toronto (Rosedale-Moore Park), Ontario M4W 1X8

6 beds
9 baths
6 days

East of Glen Road at Roxborough Drive Nestled in one of Toronto's most coveted neighbourhoods, 170 Roxborough Drive stands as a testament to timeless elegance and architectural brilliance. This landmark heritage house in North Rosedale offers an unparalleled blend of history, luxury, and modern

House for sale: 121 ROXBOROUGH DRIVE, Toronto

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$8,250,000

121 Roxborough Drive, Toronto (Rosedale-Moore Park), Ontario M4W 1X5

5 beds
4 baths
63 days

East of Mount Pleasant at Glen Rd Introducing a spectacular, 3 storey centre hall residence with a total of 5,675 sq.ft. of exquisite interiors located on coveted Roxborough Drive, and boasting a rare double car garage and private dr. This magnificent Georgian has a 2 storey addition that seamlessly

House for sale: 198 B MOORE AVENUE, Toronto

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$1,780,000

198 B Moore Avenue, Toronto (Rosedale-Moore Park), Ontario M4T 1V8

3 beds
3 baths
5 days

Mount Pleasant and Moore Ave Fully renovated in 2023 in the exclusive Moore Park Neighborhood and Top Ranked Whitney Public School District. Minutes From Downtown, Bayview And Mount Pleasant Shops. This Versatile, Detached Home Is Perfect For Young Families, Empty Nesters, and Professionals

House for sale: 153 ROSE PARK DRIVE, Toronto

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$4,449,000

153 Rose Park Drive, Toronto (Rosedale-Moore Park), Ontario M4T 1R6

5 beds
4 baths
48 days

Mt Pleasant Rd. & St. Clair Nestled into the heart of beautiful Moore Park, 153 Rose Park Drive offers a plethora of space for your growing family, delivering 5 bedrooms and 4 bathrooms, everyone in the family has their own little sanctuary to call home. This classic Centre Hall has been fully

House for sale: 220 HEATH STREET E, Toronto

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$4,189,000

220 Heath Street E, Toronto (Rosedale-Moore Park), Ontario M4T 1S9

5 beds
5 baths
3 days

Mt Pleasant & St Clair From the moment you step through the front door, you'll be captivated by the soaring ceilings, stunning white oak herringbone floors, sun-filled and impeccably designed spaces that make this house feel like home. Completed in 2017, this exceptional residence was designed

House for sale: 11 DONWOODS DRIVE, Toronto

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$2,990,000

11 Donwoods Drive, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M4N 2E9

6 beds
3 baths
48 days

Yonge/OldYonge/YorkMills Gorgeous Unique 1231 sq. ft Majestic Bungalow nestled in "Hoggs Hollow" amongst the trees nestled by York Mills Valley Park, Rosedale Golf Club & Hillcrest Progressive School. The renovated main floor boasts a modern Kitchen featuring Miele Appliances, Large Functional

House for sale: 151 HIGHLAND CRESCENT, Toronto

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$5,880,000

151 Highland Crescent, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L 1H2

6 beds
7 baths
44 days

Bayview / York Mills Nestled Within The Prestigious Quadrant Of Bayview And York Mills. Stunning Renovated 8,000 Sf Of Living Area On Rare 80' Foot Wide South Lot With Circular Driveway. Grand Foyer Welcomes You With 18' Soaring Ceiling, Sun- Filled Kitchen With A Large Quartz Stone Island,

House for sale: 26 ST LEONARDS AVENUE, Toronto

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$3,695,000

26 St Leonards Avenue, Toronto (Lawrence Park South), Ontario M4N 1J9

4 beds
3 baths
82 days

Mt Pleasant and Lawrence Ave What an opportunity to build on a wide lot in prestigious Lawrence Park! Plans available for an addition to approx. 6,300 sq ft of total finished space for a 5 bed 4.5 bath house with ample space for gardens/backyard entertaining. Update the current home that has

House for sale: 43 TORRENS AVENUE, Toronto

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$1,188,000

43 Torrens Avenue, Toronto (Broadview North), Ontario M4K 2H9

3 beds
2 baths
25 days

Pape/Cosburn Experience modern living in this stunning detached 2-storey home on a rare 150-ft deep lot in prime East York, just steps from Broadview and top-rated schools. With the potential to build a garden suite, this property offers both space and versatility. The main floor boasts a bright,

House for sale: 4 DOUGLAS CRESCENT, Toronto

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$5,495,000

4 Douglas Crescent, Toronto (Leaside), Ontario M4W 2E7

5 beds
5 baths
55 days

Douglas Crescent/Governors Rd Welcome to 4 Douglas Crescent - a modern masterpiece designed with cutting-edge technology, exceptional details and unparalleled craftsmanship. This architecturally unique home is situated on a prime location on the edge of North Rosedale with easy access to Bayview,

House for sale: 45 BAYVIEW RIDGE, Toronto

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$22,500,000

45 Bayview Ridge, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L 1E3

8 beds
10 baths
84 days

Bayview And York Mills Arguably one of the most iconic estates in Toronto, this French-style chateau sits on a sprawling 3.12 acre, double lot in the prestigious enclave of Bayview Ridge. Designed by the famed Canadian architect Gordon Ridgely, this exquisite property is truly incomparable.

House for sale: 95 RIVERVIEW DRIVE, Toronto

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$8,750,000

95 Riverview Drive, Toronto (Lawrence Park North), Ontario M4N 3C6

5 beds
5 baths
19 days

Golfdale & Mt Pleasant Riverview House - A Modern Masterpiece Overlooking Rosedale Golf Club! Nestled in the prestigious enclave of Teddington Park, Riverview House is a rare architectural triumph, seamlessly blending modern innovation with the serenity of nature. Designed by Canadas most

House for sale: 54 PLYMBRIDGE ROAD, Toronto

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$5,200,000

54 Plymbridge Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2P 1A3

5 beds
4 baths
2 days

Yonge St/York Mills Rd Welcome home! Perfectly situated in the esteemed and scenic enclave of Hoggs Hollow, this pristine building lot offers an unparalleled opportunity. Nestled within a private forested area, it's a haven for nature enthusiasts seeking tranquility. Set on a serene, no-exit

House for sale: 90 MADISON AVENUE, Toronto

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$6,300,000

90 Madison Avenue, Toronto (Annex), Ontario M5R 2S4

7 beds
8 baths
33 days

Spadina/Bloor Architectural Masterpiece Of Urban Design On One Of The Most Coveted Streets, In The Heart Of The Annex. Located On A Large 40 x 127 West Facing Kot, On A Premium Block. Retaining Its Turn Of The Century Character This Home Was Rebuilt To Reflect Modern Design And Traditional

House for sale: 25 HILLSBORO AVENUE, Toronto

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$2,290,000

25 Hillsboro Avenue, Toronto (Annex), Ontario M5R 1S6

5 beds
3 baths
14 days

DAVENPORT AND AVENUE Nestled across from Ramsden Park and a short stroll to Rosedale subway, this spacious, detached, and beautifully renovated home offers three unique suites ideal for multi-family living, friends cohabiting, or generating rental income. The main and second floors each feature

House for sale: 117 UPPER CANADA DRIVE, Toronto

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$4,280,000

117 Upper Canada Drive, Toronto (St. Andrew-Windfields), Ontario M2P 1S7

6 beds
7 baths
38 days

Lord Seaton/Upper Canada Unmatched Luxury In Exclusive St. Andrews. Custom Built 5-Bedroom Family Residence Showcasing Over 4,500+ Sq. Ft. Of Elegant Above-Grade Living Space. Exemplary Attention To Detail & Craftsmanship Of A Rare Standard. Dramatic Exterior Profile W/ Natural Stone Front

House for sale: 49 ARJAY CRESCENT, Toronto

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$9,800,000

49 Arjay Crescent, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L 1C6

5 beds
6 baths
59 days

Bayview & Post Road A Breathtaking Property! Sited On One Of The Most Highly Sought After Crescents In The Bridle Path Enclave Of Prestigious Homes. 6700+ SF Of Living Space. Dramatic Grand Reception Foyer. Skylight. High Ceilings. Gas Fireplaces. Kitchen With Granite Floors and Countertops.

House for sale: 76 YORK ROAD, Toronto

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$3,788,000

76 York Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L 1H8

6 beds
5 baths
4 days

Bayview / York Mills Att's Developers, Builders & End User's Wanting To Build Dream Home In The Prestigious High Value Area Of Bridle Path - Sunnybrook - York Mills. Highly Desirable 80 X 145 Ft Lot Surrounded By Stunning Custom Built Luxury Homes. Corner Lot With Desirable Side Access To Garage

House for sale: 38 MASON BOULEVARD, Toronto

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$5,500,000

38 Mason Boulevard, Toronto (Bedford Park-Nortown), Ontario M5M 3C7

5 beds
7 baths
6 days

YONGE & YONGE BLVD Welcome to 38 Mason Blvd, a stunning custom-built home in the desirable Cricket Club neighbourhood, designed by Lorne Rose. Offering 6,700 sqft of luxurious living space with 4,766 sqft on the main levels and about 2,000 sqft in the basement, this home blends modern design

House for sale: 87 HIGHLAND CRESCENT, Toronto

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$13,995,000

87 Highland Crescent, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L 1G7

4 beds
6 baths
7 days

Bayview Ave + York Mills Rd Welcome to the Weathering Steel House, an architectural masterpiece by Shim-Sutcliffe, overlooking the Rosedale Golf Club. This award-winning home, celebrated with the 2004 Governor General's Architecture Award, harmonizes with its ravine setting through expansive

House for sale: 37 RIPPLETON ROAD, Toronto

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$6,498,888

37 Rippleton Road, Toronto (Banbury-Don Mills), Ontario M3B 1H4

7 beds
7 baths
11 days

Leslie/Lawrence Featured by "Architectural Digest", "Elle Decoration" magazine and "House & Home" magazine's video tour! *****Rare ground floor in-law bedroom suite with en-suite bathroom. *****Rare 2 kitchen layout: main kitchen with La Cornue gas range (handcrafted in France) and a butler's

House for sale: 32 ARJAY CRESCENT, Toronto

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$10,980,000

32 Arjay Crescent, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L 1C7

7 beds
9 baths
14 days

Bayview & Post Road This stunning mansion in the prestigious Bridle Path area epitomizes luxury living, combining scale & sophistication with practical elegance. Nestled on a sprawling SW facing 106 x 306 ravine lot, with stunning views of the Rosedale Golf Club. Multiple walkouts lead to expansive

House for sale: 29 STRATHGOWAN CRESCENT, Toronto

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$4,495,000

29 Strathgowan Crescent, Toronto (Lawrence Park South), Ontario M4N 2Z6

5 beds
4 baths
45 days

Blythwood Rd & Bayview Ave Don't miss this rare opportunity to own a meticulously maintained 5-bed, 4-bath 3-storey family home in the highly sought-after Lawrence Park South! Situated on a premium corner lot with 185 feet of frontage and an irregular pie-shaped layout, this stunning property

House for sale: 160 TEDDINGTON PARK AVENUE, Toronto

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$7,990,000

160 Teddington Park Avenue, Toronto (Lawrence Park North), Ontario M4N 2C8

3 beds
4 baths
74 days

Yonge/Mount Pleasant Welcome to 160 Teddington Park Avenue a prestigious address where the possibilities are as grand as the surrounding homes. Now, imagine your masterpiece on this 75 x 189 ft lot on the North side, a coveted position backing onto the lush greens of the Rosedale Golf Club.

House for sale: 72 TEDDINGTON PARK AVENUE, Toronto

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$6,680,000

72 Teddington Park Avenue, Toronto (Lawrence Park North), Ontario M4N 2C6

5 beds
5 baths
33 days

Teddington Ave/Yonge St Welcome To 72 Teddington Park Ave, An Exceptional Residence In The Heart Of Torontos Prestigious Teddington Park Neighborhood, Just Steps From The Renowned Rosedale Golf And Country Club And Yonge St Shops And Eateries. This Meticulously Updated Home Seamlessly Blends

House for sale: 422 POWERLINE Road Unit# 11, Brantford

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$639,900

422 Powerline Road Unit# 11, Brantford, Ontario N3R 8A1

3 beds
2 baths
10 days

Powerline and Memorial Discover the ease of bungalow condo living in this spacious and beautifully appointed home at 422 Powerline Road, Brantford. The main floor greets you with a warm and inviting foyer, leading to an open-concept layout with hardwood floors throughout. The kitchen, complete

House for sale: 15 ELFORD Crescent, Hamilton

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$709,900

15 Elford Crescent, Hamilton, Ontario L8K 5K1

4 beds
2 baths
4 days

ST. ANDREWS TO WEDGEWOOD TO ELFORD / ST. ANDREWS TO ELFORD Sun-filled, spacious, and perfectly located—this 4-bedroom, 2-bathroom semi-detached home in Hamilton’s sought-after Red Hill Valley has it all. With two oversized living rooms, brand new solid oak stairs and modern railing,

House for sale: 3 GUMTREE STREET, Brampton

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$1,139,900

3 Gumtree Street, Brampton (Sandringham-Wellington), Ontario L6R 4C7

2 beds
2 baths
21 days

Sandalwood Pkwy/Highway 410 Welcome to the exclusive, gated community of Rosedale Village! Step into this stunning, pristine two-bedroom, two-bathroom bungalow with a spacious double-car garage. Only two years old, this home is immaculate and well-maintained, offering a fresh, like-new feel.

Exploring the Charm of Detached Houses in Rosedale, Toronto

Rosedale, Toronto, is a neighborhood that exudes elegance and historical charm. Known for its lush greenery and winding streets, Rosedale is home to some of the most coveted detached houses in the city. These homes are not just residences; they are a testament to the architectural beauty and rich history of Toronto.

The Allure of Rosedale's Architecture

Rosedale's detached houses are a blend of various architectural styles, each telling its own story. Among the most popular styles are the Victorian houses, which are characterized by their intricate designs and ornate details. These homes often feature large bay windows, steeply pitched roofs, and decorative trim, making them a favorite among architecture enthusiasts.

Another style that stands out in Rosedale is the country house design. These homes offer a rustic charm with their spacious layouts and use of natural materials. The country houses in Rosedale provide a serene escape from the bustling city life, offering residents a peaceful retreat.

Luxury Living in Rosedale

For those seeking a more opulent lifestyle, Rosedale offers a selection of luxury houses. These properties are equipped with state-of-the-art amenities and are often situated on expansive lots, providing ample space for outdoor activities. The luxury houses in Rosedale are designed to cater to the needs of discerning homeowners who value privacy and exclusivity.

One of the unique features of some Rosedale homes is the inclusion of a third floor, which can be used as an additional living space or a private retreat. This extra level adds to the versatility of the home, allowing for creative uses such as a home office, gym, or entertainment area.

Community and Lifestyle

Rosedale is not just about beautiful homes; it is also about the vibrant community and lifestyle it offers. The neighborhood is known for its friendly residents and active community associations that organize events and activities throughout the year. This sense of community is one of the reasons why many people choose to call Rosedale home.

For those who enjoy an active lifestyle, Rosedale offers plenty of opportunities for outdoor recreation. The area is dotted with parks and trails, perfect for jogging, cycling, or simply enjoying a leisurely stroll. The corner houses in Rosedale often have easy access to these green spaces, making them ideal for nature lovers.

Investment Potential

Investing in a detached house in Rosedale is not just about acquiring a beautiful home; it is also a smart financial decision. The neighborhood's real estate market has consistently shown strong growth, making it an attractive option for investors. The demand for unfurnished houses in Rosedale is particularly high, as they offer buyers the opportunity to customize the interiors to their liking.

Moreover, the share houses in Rosedale present a unique investment opportunity. These properties can be rented out to multiple tenants, providing a steady stream of rental income. The popularity of share houses is on the rise, especially among young professionals and students who are looking for affordable housing options in a prime location.

Historical Significance

Rosedale's rich history is reflected in its architecture and the stories of its residents. Many of the self-contained houses in the area have been preserved to maintain their historical significance. These homes offer a glimpse into the past, showcasing the craftsmanship and attention to detail that was prevalent in earlier times.

One notable property is located at 1 Rosedale Road, a house that stands as a symbol of the neighborhood's heritage. This property, like many others in Rosedale, has been meticulously maintained to preserve its original charm while incorporating modern conveniences.