5-Bedroom Houses Toronto Pool

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House for sale: 167 CHURCH AVENUE, Toronto

40 photos

$4,799,000

167 Church Avenue, Toronto (Willowdale East), Ontario M2N 4G4

5 beds
5 baths
7 days

Cross Streets: E.Willowdale Ave/S.Finch Ave/N.Empress Ave. ** Directions: E . Willowdale Ave/ S.Finch Ave/N.Empress Ave. **Top-Ranked School---Earl Haig SS***ONE OF A KIND-----LUXURIOUS CUSTOM-BUILT-----A remarkable home------**Absolutely Breathtaking----UNIQUE----Unparalleled quality, meticulously-designed

House for sale: 100 OLD FOREST HILL ROAD, Toronto

39 photos

$8,995,000

100 Old Forest Hill Road, Toronto (Forest Hill South), Ontario M5P 2R5

5 beds
7 baths
61 days

Cross Streets: Spadina and Eglinton. ** Directions: South of Eglinton, West of Spadina. Classic Elegance On One Of Forest Hill's Most Prestigious Streets. Nestled Upon A Stunning Tree-Lined Premium Juncture, This Stately Tudor-Style Home With Resort-Like Amenity Rich Rear Yard Of Some 100'

House for sale: 241 SHAUGHNESSY BOULEVARD, Toronto

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$1,488,000

241 Shaughnessy Boulevard, Toronto (Don Valley Village), Ontario M2J 1K5

5 beds
5 baths
34 days

S.Finch Ave **Welcoming to 241 Shaughnessy Blvd-----ONE OF THE BIGGEST LIVING AREA IN AREA(Additional area; Permitted Primary bedroom with ensuite and Permitted Cabana;Outside)-----Spacious with 5Bedrms/5Washrms, Super Bright Family Home with Recently UPGRADES Family Home on a generous 55-foot

House for sale: 16 LYTTON BOULEVARD, Toronto

50 photos

$5,499,999

16 Lytton Boulevard, Toronto (Lawrence Park South), Ontario M4R 1L1

6 beds
4 baths
8 days

Yonge / Lawrence Located in the heart of prime Lytton Park, this stunning home has been completely updated with a brand-new multimillion-dollar renovation where no expense was spared. Designed as a forever home, every detail reflects uncompromising quality and timeless sophistication. The interiors

Listed by: Michael Ye ,Union Capital Realty (289) 317-1288
House for sale: 178 ST. LEONARDS AVENUE, Toronto

50 photos

$6,275,000

178 St. Leonards Avenue, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M4N 1K7

5 beds
6 baths
5 days

Cross Streets: Between Mildenhall & Mt. Pleasant. ** Directions: Please, follow your GPS. An Absolute Masterpiece Of Luxury And Refined Living Awaits At 178 St. Leonards Avenue, An Exclusive Address In The Highly Coveted Enclave Of South Lawrence Park. This Spectacular Custom Residence, Offered

Carol Wrigley,Sotheby's International Realty Canada
Listed by: Carol Wrigley ,Sotheby's International Realty Canada (416) 274-7440
House for sale: 13 ELDER AVENUE, Toronto

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$2,299,000

13 Elder Avenue, Toronto (Long Branch), Ontario M8V 2J4

5 beds
5 baths
28 days

Cross Streets: Lake Shore Blvd W & Twenty Fourth St. ** Directions: https://share.google/I0PJi3DURdG7VLKEm. Welcome to 13 Elder Avenue - a custom-built modern home on a rare 40-ft lot in a family-friendly community that perfectly blends city convenience with lakeside living. This bright and

Daniel Shafro,Sutton Group-admiral Realty Inc.
Listed by: Daniel Shafro ,Sutton Group-admiral Realty Inc. (647) 290-9082
House for sale: 120 HAMMELL ST STREET, Toronto

36 photos

$3,198,000

120 Hammell St Street, Toronto (Clanton Park), Ontario M3H 2P5

6 beds
5 baths
62 days

Cross Streets: Bathrust Street & Sheppard Ave. W. ** Directions: South West. This expertly designed, fully turn-key custom home offers four spacious bedrooms and luxury finishes throughout. Located on an ultra-quiet, family-friendly street, the home features 10-ft main floor ceilings, and a

Listed by: Jaime Lara Shedletsky ,Right At Home Realty (416) 391-3232
House for sale: 1 DE VERE GARDENS, Toronto

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$4,999,888

1 De Vere Gardens, Toronto (Bedford Park-Nortown), Ontario M5M 3E4

5 beds
6 baths
48 days

Yonge St And Yonge Blvd Lush, private, mature tree setting property in the heart of Cricket Club. Offering superior designs built to the highest of standards and delivering an unmatched level of finish, this extraordinary display of perfection will surpass all expectations! Located on an Irreplaceable

Jay Sharifi,Housesigma Inc.
Listed by: Jay Sharifi ,Housesigma Inc. (647) 299-8508
House for sale: 55 STRATH AVENUE, Toronto

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$5,699,000

55 Strath Avenue, Toronto (Kingsway South), Ontario M8X 1R4

5 beds
6 baths
63 days

Cross Streets: Bloor St. W/Royal York. ** Directions: Strath via Prince Edward Drive. A Home of Quiet Distinction. Nestled on one of The Kingsways most admired streets, 55 Strath Avenue is a residence of rare calibre. Crafted in 2019 by Gallery Homes, this exquisite home is defined by its enduring

House for sale: 1 FRIARS LANE, Toronto

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$4,988,000

1 Friars Lane, Toronto (Princess-Rosethorn), Ontario M9A 1T6

6 beds
5 baths
63 days

Cross Streets: Islington Ave. & Rathburn Rd. ** Directions: West of Islington Ave. & North of Rathburn Rd. Discover This Hidden Gem Perfectly Situated In One Of The Most Central And Sought-After Areas Where Convenience Meets Tranquility. Tucked Away On A Quiet, Private Street Surrounded By

Bogdan Petri,Right At Home Realty
Listed by: Bogdan Petri ,Right At Home Realty (905) 565-9200
House for sale: 6 PENWOOD CRESCENT, Toronto

31 photos

$6,599,888

6 Penwood Crescent, Toronto (Banbury-Don Mills), Ontario M3B 2B9

6 beds
7 baths
9 days

Bayview and York Mills Backing onto the rolling serenity of Windfields Park with rare 84-ft frontage and 6656+ sqft of living space (4286 sqft + walkout lower level), 6 Penwood Crescent is more than a luxury home, its a legacy in the making. Situated in the prestigious Bayview & York Mills

Mitra Yousefi,International Realty Firm, Inc.
Listed by: Mitra Yousefi ,International Realty Firm, Inc. (647) 494-8012
House for sale: 50 DANESWOOD ROAD W, Toronto

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$8,895,000

50 Daneswood Road W, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M4N 3J9

5 beds
7 baths
42 days

Dawlish and Bayview Experience the pinnacle of modern luxury in this exceptional custom-built transitional residence by Saaze Building Group, designed by Bananarch Design Studio. Perfectly situated in the prestigious heart of Lawrence Park, this masterpiece offers over 6,400 sq. ft. of meticulously

House for sale: 92 PRUE AVENUE, Toronto

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$3,199,990

92 Prue Avenue, Toronto (Englemount-Lawrence), Ontario M6B 1R5

5 beds
4 baths
4 days

Bathurst and Glencairn Welcome to 92 Prue Ave! Nestled on a premier cul-de-sac, this beautifully maintained and impressive family home sits on a magnificent 54' x 124' landscaped lot and offers outstanding curb appeal. As you enter the grand 16' foyer with its elegant circular oak staircase,

Susan Esther Young,Harvey Kalles Real Estate Ltd.
Listed by: Susan Esther Young ,Harvey Kalles Real Estate Ltd. (416) 441-2888 X786
House for sale: 84 OLD FOREST HILL ROAD, Toronto

23 photos

$15,995,000

84 Old Forest Hill Road, Toronto (Forest Hill South), Ontario M5P 2R5

6 beds
8 baths
43 days

Spadina Rd & Eglinton Ave W Redefining luxury living in Forest Hill, this exceptional estate rests on a 60 ft x 135 ft lot and embodies design excellence by OE Design, where craftsmanship and attention to detail are evident at every turn. The moment you enter, a sweeping spiral staircase sets

House for sale: 50 LAWRENCE CRESCENT, Toronto

50 photos

$6,645,000

50 Lawrence Crescent, Toronto (Lawrence Park South), Ontario M4N 1N2

6 beds
6 baths
71 days

East of Mt Pleasant Welcome to 50 Lawrence Crescent a refined, custom-built residence in the heart of prestigious Lawrence Park. Completed in 2011, this timeless home was designed and executed by a dream team: Architect Lorne Rose, Interior Designer CMID, Landscape Architect the late Egils

Andre S Kutyan,Harvey Kalles Real Estate Ltd.
Listed by: Andre S Kutyan ,Harvey Kalles Real Estate Ltd. (416) 451-2642
House for sale: 505 RUSSELL HILL ROAD, Toronto

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$10,289,000

505 Russell Hill Road, Toronto (Forest Hill South), Ontario M5P 2T1

6 beds
7 baths
39 days

- Welcome to 505 Russell Hill Road, an extraordinary custom-built residence in the heart of Forest Hill one of Canada's most prestigious neighbourhoods. Completed in 2023, this timeless limestone two-storey home sits on a prominent corner lot and offers over 9,100 sq. ft. of luxurious living

House for sale: 190 FOREST HILL ROAD, Toronto

34 photos

$7,988,888

190 Forest Hill Road, Toronto (Forest Hill South), Ontario M5P 2N4

6 beds
8 baths
40 days

Forest Hill & Hillholm Set on Billionaires Row the prestigious Forest Hill Road this architectural gem by Kirkor Architect rests on an ultra-rare 45 x 190 ft south-facing lot. The façade pairs customized Indiana stone, American brick, and limestone with an upgraded cedar roof, copper eaves,

House for sale: 16 BOBWHITE CRESCENT, Toronto

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$3,398,000

16 Bobwhite Crescent, Toronto (St. Andrew-Windfields), Ontario M2L 2E1

6 beds
5 baths
97 days

Cross Streets: Leslie Street / York Mills Road. ** Directions: Bannatyne Drive to Beaverhall Drive. *Open Saturday 1:30pm-4pm* This Georgian-style five bedroom home is beautifully situated on a quiet crescent in St Andrew-Windfields. The 60'x134' ravine lot is one of the largest on the street.

Leeanne Weld,Royal Lepage/j & D Division
Listed by: Leeanne Weld ,Royal Lepage/j & D Division (416) 566-8603
House for sale: 69 OTTER CRESCENT, Toronto

41 photos

$4,500,000

69 Otter Crescent, Toronto (Bedford Park-Nortown), Ontario M5N 2W7

5 beds
6 baths
33 days

Avenue Road and Lawrence Avenue West Muskoka vibes in the city! Enjoy luxury resort-style living on a spectacular 55 x 192 property tucked into a serene, private setting. The lush, landscaped grounds are truly show-stopping featuring a shimmering pool, hot tub, cabana/bar with 2-piece bath,

Listed by: Nora Joanne Rosemond ,Chestnut Park Real Estate Limited (416) 925-9191
House for sale: 30 WHITNEY AVENUE, Toronto

50 photos

$17,300,000

30 Whitney Avenue, Toronto (Rosedale-Moore Park), Ontario M4W 2A8

7 beds
9 baths
180 days

Cross Streets: Glen/Roxborough. ** Directions: East of Mount Pleasant. Rosedale - Toronto's Most Prestigious And Storied Neighbourhoods. Awe-Inspiring 2017 Renovation Of The Highest Standards, This Three-Storey Estate Of 8,881 Sf Plus Its Amenity Rich Lower Level Is Nestled On Over 108' Of

Barry Cohen,Re/max Realtron Barry Cohen Homes Inc.
Listed by: Barry Cohen ,Re/max Realtron Barry Cohen Homes Inc. (416) 223-1818
House for sale: 77 BANNATYNE DRIVE, Toronto

50 photos

$5,150,000

77 Bannatyne Drive, Toronto (St. Andrew-Windfields), Ontario M2L 2P2

5 beds
7 baths
13 days

Leslie/Bayview/ York Mills Welcome Home to an Extraordinary Custom-Built Home, where Modern Design meets Timeless Elegance. Spanning approximately 6,550 sq. ft. of Meticulously Finished Luxury Living space, this Home showcases Imported Stones (Marble, Quartz, Porcelain) rich Hardwood Flooring,

Robby Singh,Sotheby's International Realty Canada
Listed by: Robby Singh ,Sotheby's International Realty Canada (416) 856-2621
House for sale: 45 PARK LANE CIRCLE, Toronto

40 photos

$25,000,000

45 Park Lane Circle, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M3C 2N3

6 beds
9 baths
52 days

Cross Streets: The Bridle Path/Post Rd. ** Directions: West of The Bridle Path. Welcome To An Exceptional Private Gated Modern Estate, Extensively And Exquisitely Remodeled In 2024 And Nestled Within The Iconic Bridle Path Neighborhood. Sprawling Across 3 Acres And Boasting A 300-Foot Wide

House for sale: 27 PENWOOD CRESCENT, Toronto

36 photos

$12,950,000

27 Penwood Crescent, Toronto (Banbury-Don Mills), Ontario M3B 3B1

8 beds
11 baths
35 days

Cross Streets: York Mills & Sandfield. ** Directions: Windfields Park. Architecturally Iconic Estate on 100 Ft. Lush Frontage, Situated on an Inside Crescent Lot in One of Toronto's Most Prestigious Neighbourhoods. Approximately 11,000 Sq.Ft. of Bespoke Luxury Including a 3 Built-In Car Garage,

House for sale: 25 SILVERCREST AVENUE, Toronto

45 photos

$1,289,900

25 Silvercrest Avenue, Toronto (Alderwood), Ontario M8W 2S3

5 beds
2 baths
34 days

Brown's Line & Evans Ave Renovated and move-in-ready, this Alderwood home offers an income-producing lower level with a separate private entrance. The freshly painted main level features a bright and open living room, renovated kitchen and 3 spacious bedrooms - one with direct access to a private

Jaclyn Appugliesi,Re/max West Realty Inc.
Listed by: Jaclyn Appugliesi ,Re/max West Realty Inc. (416) 230-8506
House for sale: 122 ASHBOURNE DRIVE, Toronto

50 photos

$4,999,000

122 Ashbourne Drive, Toronto (Islington-City Centre West), Ontario M9B 4H8

6 beds
7 baths
17 days

Burnhamthorpe & Kipling Step inside this breathtaking 5000+ sqft residence, where every detail embodies sophistication and comfort. The grand foyer welcomes you with soaring ceilings, leading to expansive living areas featuring custom millwork & designer notes from hardwood floors to ceilings.

Listed by: Ormar Rifat Dajti ,Re/max Professionals Inc. (416) 704-2343
House for sale: 20 TAYLOR DRIVE, Toronto

48 photos

$4,649,900

20 Taylor Drive, Toronto (East York), Ontario M4C 3B3

5 beds
5 baths
39 days

Cross Streets: O' Connor Dr & Coxwell. ** Directions: O'Connor Drive & Coxwell. Nestled within a serene 1.68-acre ravine lot in sought-after East York, this custom-built masterpiece offers an unparalleled blend of modern elegance and natural tranquility. Backing directly onto Taylor Creek Park

House for sale: 3 BONNYVIEW DRIVE, Toronto

50 photos

$2,599,900

3 Bonnyview Drive, Toronto (Stonegate-Queensway), Ontario M8Y 3G5

5 beds
5 baths
40 days

Park Lawn / Queensway *Custom Built Showstopper* 23 Foot Grand Entrance As Soon As You Walk In To This Beautiful Open Concept Modern Custom Built Home With Double Garage & Private In-Ground Pool In Prime Stonegate Area. 9 Ft Ceilings, 8 Ft Doors, Large Windows, Pot Lights, Built-In Speakers,

House for sale: 40 HOYLE AVENUE, Toronto

46 photos

$3,999,000

40 Hoyle Avenue, Toronto (Mount Pleasant East), Ontario M4S 2X6

5 beds
5 baths
77 days

Eglinton and Bayview Welcome to 40 Hoyle Avenue a striking, modern detached home nestled in the heart of coveted Mount Pleasant East. Designed with discerning taste and built for elevated living, this exceptional 4+1 bedroom, 5-bathroom residence seamlessly blends architectural sophistication

Listed by: Fabrizio N D'amico ,Sage Real Estate Limited (416) 483-8000
House for sale: 48 WIMPOLE DRIVE, Toronto

36 photos

$8,250,000

48 Wimpole Drive, Toronto (St. Andrew-Windfields), Ontario M2L 2L3

7 beds
9 baths
42 days

Bayview Ave & 401 Welcome Home to 48 Wimpole Drive, a breathtaking, freshly renovated home nestled on a gated, estate-sized lot in the prestigious St. Andrews neighborhood. Surrounded by mature trees and lush landscaping, this remarkable home offers true resort-style living in the heart of

House for sale: 101 DUNLOE ROAD, Toronto

36 photos

$8,990,000

101 Dunloe Road, Toronto (Forest Hill South), Ontario M5P 2T7

5 beds
7 baths
43 days

Cross Streets: Russell Hill & Old Forest Hill. ** Directions: Please, follow you GPS. One of the best deals for prominent newer custom luxury homes in Forest Hill. New built in 2022. Detailing refined in 2023. This sumptuous residence offers the most popular amenities suitable for modern families

Jane Zhang,Sotheby's International Realty Canada
Listed by: Jane Zhang ,Sotheby's International Realty Canada (416) 960-9995
House for sale: 84 TRUMAN ROAD, Toronto

49 photos

$4,250,000

84 Truman Road, Toronto (St. Andrew-Windfields), Ontario M2L 2L6

6 beds
5 baths
29 days

Cross Streets: Bayview/401. ** Directions: East of Bayview. Nestled in one of Toronto's most exclusive enclaves, this residence perfectly blends timeless elegance with modern comfort. A breathtaking backyard oasis of a scale rarely found in the city offers endless possibilities, from a full

House for sale: 178 JOICEY BOULEVARD, Toronto

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$3,999,999

178 Joicey Boulevard, Toronto (Bedford Park-Nortown), Ontario M5M 2V2

5 beds
6 baths
31 days

Cross Streets: Avenue Rd. / Wilson. ** Directions: Just south of Wilson, East of Avenue Rd. Welcome to 178 Joicey Blvd, a custom-built, brand-new luxury residence nestled in one of Toronto's most desirable neighbourhoods. This stunning home blends modern sophistication with ultimate comfort,

House for sale: 88 OLSEN DRIVE, Toronto

39 photos

$2,388,000

88 Olsen Drive, Toronto (Parkwoods-Donalda), Ontario M3A 3J3

7 beds
4 baths
34 days

York Mills/Don Mills Rarely Offered Exceptional 4+3 bedroom detached home backing onto Graydon Hall Park in the highly desirable Donalda Club community. Fully renovated from top to bottom and in excellent condition, the main floor features a spacious family room, laundry, and updated kitchen

Pegah Dorodi,Royal Lepage Signature Realty
Listed by: Pegah Dorodi ,Royal Lepage Signature Realty (416) 443-0300
House for sale: 202 FOREST HILL ROAD, Toronto

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$5,295,000

202 Forest Hill Road, Toronto (Forest Hill South), Ontario M5P 2N4

5 beds
5 baths
28 days

Cross Streets: Forest Hill Road And Kilbarry. ** Directions: Forest Hill Rd & Larratt St. Build your dream home in Prime Forest Hill on this serene 40 By 190 Foot Lot. Comfortable family home with 5 BedroomsAnd 5 Bathrooms. Private Drive with detached Garage and Gunite Pool. Steps To The Beltline

Michael Meyer,Sutton Group-associates Realty Inc.
Listed by: Michael Meyer ,Sutton Group-associates Realty Inc. (416) 966-0300
House for sale: 239 CORTLEIGH BOULEVARD, Toronto

50 photos

$10,989,000

239 Cortleigh Boulevard, Toronto (Lawrence Park South), Ontario M5N 1P8

7 beds
7 baths
70 days

Avenue Road/Glencairn Ave Welcome to an exceptional residence of unparalleled craftsmanship in the heart of prestigious Lytton Park. Masterfully designed by architect Lorne Rose, 239 Cortleigh Boulevard is a 5 bed, 7 bath home with a seamless blend of artistry and the finest of materials across

House for sale: 122 BEAVER BEND CRESCENT, Toronto

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$1,325,000

122 Beaver Bend Crescent, Toronto (Eringate-Centennial-West Deane), Ontario M9B 5S1

5 beds
3 baths
52 days

Cross Streets: The East Mall/W Deane Valley Rd. ** Directions: The East Mall/Talgarth Rd. Rarely offered detached backsplit in the heart of Etobicoke's sought-after Eringate-Centennial-West Deane community! This spacious 3+2 bedroom, 3 bathroom home sits on an impressive 47 x 155 ft lot and

Giuseppe Bauco,Royal Lepage Your Community Realty
Listed by: Giuseppe Bauco ,Royal Lepage Your Community Realty (905) 832-6656
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
16 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.

Listed by: Elena Predeina ,Right At Home Realty (416) 877-0547
House for sale: 170 ROXBOROUGH DRIVE, Toronto

50 photos

$13,500,000

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

6 beds
9 baths
28 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

Karin Ewert,Chestnut Park Real Estate Limited
Listed by: Karin Ewert ,Chestnut Park Real Estate Limited (416) 727-1222
House for sale: 76 ARJAY CRESCENT, Toronto

50 photos

$11,900,000

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

6 beds
10 baths
61 days

Cross Streets: Bayview & Post Rd. ** Directions: West of Bayview. Dramatic Curb Appeal. Custom Château-Inspired Residence For The Bespoke Buyer On Secluded Crescent With Breathtaking Ravine Views Overlooking Rosedale Golf Club And Lush Greenery. Natural Stone & Beldon Brick Exterior With

Barry Cohen,Re/max Realtron Barry Cohen Homes Inc.
Listed by: Barry Cohen ,Re/max Realtron Barry Cohen Homes Inc. (416) 223-1818
House for sale: 23 BURNVIEW CRESCENT, Toronto

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$1,549,900

23 Burnview Crescent, Toronto (Woburn), Ontario M1H 1B4

7 beds
4 baths
29 days

Lawrence Ave E & Bellamy Rd N Welcome to this extraordinary all-brick and stone detached home, with an inground pool and ideally set on a premium 79 x 154 ft ravine lot backing onto the scenic trail system of the beautiful Hague Park! Offering over 3,000 sq. ft. of finished living space, this

House for sale: 85 THE BRIDLE PATH, Toronto

33 photos

$28,880,000

85 The Bridle Path, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M3C 2P1

9 beds
11 baths
74 days

Cross Streets: The Bridle Path/Lawrence. ** Directions: South of Lawrence. Discover Unparalleled Luxury In This French Provincial Estate, Nestled On The Citys Most Prestigious Street. Set On Two Lushly Manicured Acres, One Of The Finest In The Bridle Path. Crafted By Renowned Architect Joe

Barry Cohen,Re/max Realtron Barry Cohen Homes Inc.
Listed by: Barry Cohen ,Re/max Realtron Barry Cohen Homes Inc. (416) 223-1818
House for sale: 49 DUNVEGAN ROAD, Toronto

50 photos

$16,800,000

49 Dunvegan Road, Toronto (Casa Loma), Ontario M4V 2P5

8 beds
10 baths
161 days

Cross Streets: Dunvegan Rd & Health St. ** Directions: Forest Hill South - Dunvegan Rd north of St. Clair. Indulge in the definition of luxury in Toronto's most exclusive pocket of Forest Hill! Architecturally designed by Richard Wenlge, this custom built, Indiana Limestone wrapped, family

Trevor Jaye Freeman,Freeman Real Estate Ltd.
Listed by: Trevor Jaye Freeman ,Freeman Real Estate Ltd. (416) 535-3103
House for sale: 1 RIDGEWOOD ROAD, Toronto

50 photos

$6,880,000

1 Ridgewood Road, Toronto (Forest Hill South), Ontario M5P 1T4

6 beds
7 baths
52 days

Cross Streets: Bathurst & Burton. ** Directions: Bathurst & Eglinton. Prestigious "Forest Hill south". 67' X 140' Ft w/75' at rear at the end of private Cul-De-Sac. Rare find 6 Bdrm Detached with Stone Front. South Exposure Overlooking Ravine & Trees. Approx. 5000 S.F + Fin. Bsmt. $$$ Upgrades.

House for sale: 15 HIGH POINT ROAD, Toronto

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$49,950,000

15 High Point Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M3B 2A3

7 beds
11 baths
34 days

Cross Streets: Lawrence and Bayview. ** Directions: Follow your GPS. 15 High Point Road stands as one of the most distinguished and celebrated residences in the world. This masterpiece elevates the French Revival style to an unparalleled level with all the benefits of contemporary living. The

Jane Zhang,Sotheby's International Realty Canada
Listed by: Jane Zhang ,Sotheby's International Realty Canada (416) 960-9995
House for sale: 38 CLIFFSIDE DRIVE, Toronto

32 photos

$1,499,000

38 Cliffside Drive, Toronto (Birchcliffe-Cliffside), Ontario M1N 1L3

7 beds
3 baths
116 days

Cross Streets: Kingston/Cliffside Dr. ** Directions: S Of Kingston/Midland. ***Perfect for First-Time Buyers & Investors***Chance To Live In A Booming & Desirable Birchcliffe-Cliffside Neighbourhood***Three Separate Renovated Units ***Three Separate Entrances, 3 Kitchens & 3 Bathrooms*** 3

Mazhar Kaif,Capital Hill Realty Inc.
Listed by: Mazhar Kaif ,Capital Hill Realty Inc. (416) 876-8585
House for sale: 40 HEATHVIEW AVENUE, Toronto

50 photos

$3,498,800

40 Heathview Avenue, Toronto (Bayview Village), Ontario M2K 2C1

5 beds
4 baths
33 days

Cross Streets: Bayview/Finch. ** Directions: See Maps. An Architectural Gem On A Ravine Lot In Prestigious Bayview Village Set On An Exceptional 64.5' x 236.5' Ravine Lot In One Of Toronto's Most Coveted Enclaves -- This Grand Raised Bungalow Boasts Over 5,000 Sq. Ft. Of Refined Living Space,

Listed by: Payam Ghaeinizadeh ,Right At Home Realty (416) 391-3232
House for sale: 29 NORTH DRIVE, Toronto

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$7,400,000

29 North Drive, Toronto (Edenbridge-Humber Valley), Ontario M9A 4R1

6 beds
8 baths
19 days

Cross Streets: North Drive & Royal York. ** Directions: Follow your GPS. Welcome to the Largest Private Lot in Etobicoke - A Rare North Drive GemThis is the one you've been waiting for. Nestled on prestigious North Drive, this extraordinary property boasts the largest private lot in all of

Listed by: Brian J Murphy ,Sotheby's International Realty Canada (416) 916-3931
House for sale: 207 ELLERSLIE AVENUE, Toronto

50 photos

$4,449,000

207 Ellerslie Avenue, Toronto (Willowdale West), Ontario M2N 1Y3

5 beds
7 baths
35 days

Cross Streets: Yonge and Sheppard Ave west. ** Directions: West of Yonge Street. Exceptional custom luxury home featuring 4+1 bedrooms and 7 bathrooms on a rare 50*300 ft lot in prestigious Willowdale West, just steps to Yonge Street. This masterpiece offers approx 10 ft ceilings on the main,

Listed by: Lillian Lin ,Bay Street Integrity Realty Inc. (647) 887-4902
House for sale: 37 ST ANDREWS GARDENS, Toronto

49 photos

$5,988,000

37 St Andrews Gardens, Toronto (Rosedale-Moore Park), Ontario M4W 2C9

6 beds
5 baths
102 days

Cross Streets: Summerhill Ave & Mt Pleasant Rd. ** Directions: Mt Pleasant Rd &Summerhill Ave. Timeless Elegance Meets Family Luxury in North Rosedale - Welcome to an extraordinary residence in the heart of prestigious North Rosedale, where refined design, thoughtful functionality, and resort-style

House for sale: 5 SULGRAVE CRESCENT, Toronto

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$2,880,000

5 Sulgrave Crescent, Toronto (St. Andrew-Windfields), Ontario M2L 1W5

6 beds
5 baths
37 days

York Mills And Harrison Road Priced to Sell! Rare Opportunity in the Heart of Prestigious St. Andrew-Windfields! Nestled on an expansive 70 X 146 ft south-facing lot, this timeless ranch-style bungalow offers nearly 4,500 sq ft of beautifully finished living space, including a newly renovated

Listed by: Irene Ailin Lu ,Homelife Landmark Realty Inc. (905) 615-1600

Buying a 5 bedroom house Toronto pool: what to know before you fall in love with the backyard

For families, multi‑generational households, and move‑up buyers, a 5 bedroom house Toronto pool combination promises space and an urban-resort lifestyle. Whether you're comparing a 5 bedroom house with a pool in Etobicoke to a similar North York property—or weighing a 5 bed 5 bath house for sale in the core versus a 5 bedroom 3 bathroom house for sale with a larger lot—the right due diligence will protect your comfort, safety, and resale value. KeyHomes.ca remains a trusted resource to browse market data, study neighbourhood comparables, and connect with licensed professionals who know the nuances of pools and larger homes in Toronto.

Who benefits from a 5 bedroom house with a pool

A five-bedroom layout offers flexibility: two bedrooms for offices, a guest suite for extended family, or a nanny suite near a pool access point. In neighbourhoods like High Park and The Kingsway, older housing stock often delivers bigger lots and mature trees, which suit an in-ground pool. To visualize space and lot configurations, it's helpful to compare 5-bedroom houses in High Park with nearby options like 3-bedroom houses in High Park, noting how setbacks and lot width affect pool placement and entertaining areas.

A pool amplifies at-home recreation and can be a differentiator for buyers who entertain frequently or have active kids. That said, not every household values pool ownership; some buyers prefer a larger lawn or plan to add a garden suite. Expect a narrower buyer pool on resale, but also stronger appeal among families seeking turnkey outdoor space.

Bedroom-bathroom mix and family function

The bedroom-bathroom ratio influences livability and price. A 5 bedroom 4 bathroom house offers smoother morning routines than a 5 bedroom 3 bathroom house for sale with similar square footage. Larger footprints, especially a 5 bed 5 bath house for sale, may attract multi-generational buyers or those who frequently host guests. When browsing 5-bedroom houses for sale in Toronto, compare floor plans for direct pool access from a mudroom or powder room—small layout choices that reduce indoor wear-and-tear.

If a pool is the priority but you don't require five bedrooms, consider an established lot with outdoor upgrades—such as a 4-bedroom house with a pool in Toronto—to balance budget and maintenance.

Zoning, permits, and pool rules for Toronto buyers

Toronto requires a pool enclosure permit and compliant fencing before a pool can be installed or used. Depth, location, and enclosure details are subject to municipal by-laws; exact standards may vary by district and evolve over time. Always verify current rules with the City and obtain compliance letters when purchasing a home with an existing pool.

Other zoning considerations commonly encountered:

  • Lot coverage, setbacks, and soft-landscaping minimums may limit pool size, decking, and cabanas.
  • Corner lots and ravine-adjacent properties often face additional constraints; properties regulated by the Toronto and Region Conservation Authority (TRCA) or under Ravine and Natural Feature Protection may require extra approvals.
  • Laneway and garden suites: rear-yard intensification can compete with space a pool occupies. If you're planning both, consult planning staff early.

In established neighbourhoods, ensure past work was permitted and closed. Ask for pool installation permits, electrical bonding documents for pool equipment, and any gas line permits for heaters. Unpermitted structures (sheds, pergolas, outdoor kitchens) can complicate insurance and resale.

Adding a bedroom or finishing the basement

A “5 bed house for sale near me” search often turns up homes with a lower-level bedroom. To count as a legal bedroom, egress and ceiling height must meet code; basement bathrooms and secondary suites require permits. If you're converting a 4+1 layout to a true five-bedroom, budget time for permits and, in some cases, minor variances. When comparing family homes without pools, you can still benchmark layouts using 4-bedroom houses in Toronto or broader market baselines like 3-bedroom houses in Toronto and 2-bedroom houses in Toronto.

Operating costs, safety, and insurance

Pool ownership in Toronto involves seasonal opening/closing, heater energy use, and occasional repairs. Gas heaters extend the swim season; heat pumps reduce operating costs at the expense of a longer heat-up time. A solar blanket helps retain heat. Budget for winterizing to prevent freeze damage to plumbing and equipment.

Insurers typically require compliant fencing, self-closing gates, and may limit liability related to slides or diving boards. Umbrella liability coverage is common among pool owners. Ask for recent service records and age of liner, heater, filter, and pump; older systems may affect both premiums and negotiation leverage.

Safety and accessibility

Families with young children should assess sightlines from kitchen and main living areas to the pool. Door alarms, safety covers, and clear house rules improve peace of mind. For aging-in-place, consider handrails, non-slip surfaces, and step entries.

Neighbourhood fit and resale potential

In areas with larger lots—Etobicoke, portions of North York, and Scarborough's more suburban pockets—a pool can feel proportionate and add lifestyle appeal. A 5 bedroom house for sale Etobicoke with a south-facing yard may show especially well in spring. In tighter downtown lots, some buyers prioritize play space or future garden suites, so a pool may narrow the buyer pool on resale.

Homes abutting ravines or greenbelts are desirable, but check erosion setbacks and TRCA or City permits for any backyard changes. In High Park, Old Mill, and parts of Leaside, heritage overlays or mature trees can limit alterations. When comparing upper-tier family homes, review alternatives like 6-bedroom houses in Toronto or even 7-bedroom houses in Toronto if multi-generational living is a priority.

Seasonality: how pools affect price trajectories

Toronto's spring market (March–May) typically brings the most listings and buyer competition. Pools show best from late spring through summer with staging and open water, often commanding a premium compared to winter when a covered pool offers less visual impact. Fall can be a sweet spot for value if sellers prefer to transact pre-winter. Winter purchases demand extra diligence: ask for summer photos, service invoices, and the last opening report.

Because buyer preferences vary, a house for sale 5 bedroom with a pool may sit longer in late fall/winter. That can open negotiation room for inspection holdbacks—useful if liner age or heater condition is uncertain. For broader context on sizing and price bands, you can scan comparables ranging from 4-bedroom houses in Toronto up to estate-scale options like 10-bedroom houses in Toronto.

Investor lens: rental, short-term rental, and licensing

For investors, a 5-bedroom with a pool is a niche product. Families seeking longer leases may value the yard, but some tenants will avoid pool maintenance unless the landlord includes service. If marketing by room, be aware Toronto's multi-tenant (rooming house) licensing framework now applies city-wide; licensing, fire code compliance, and property standards are mandatory. Regulations evolve—confirm current requirements before relying on by-the-room income.

Short-term rentals in Toronto are restricted: they're generally permitted only in your primary residence, registration is required, and caps apply to entire-home stays. That limits pure STR strategies for a detached 5-bedroom. If you plan to rent seasonally while living elsewhere, consult the City and your insurer—non-compliance can jeopardize coverage and income projections.

From a financing standpoint, lenders may ascribe limited incremental value to a pool during appraisal. If you're buying a 5 bedroom house with a pool needing upgrades, some buyers consider purchase-plus-improvements programs; not all pool work qualifies, so verify with your lender in advance. Cash-flow models should include pool service, higher utilities, and potentially higher insurance. In family-heavy nodes (good schools, transit, parks), a 5 bedroom house with a pool can command premium rents relative to non-pool comparables, but vacancy risk may be seasonally sensitive.

Due diligence checklist specific to pools and larger homes

On any 5 bedroom house for sale with an in-ground pool, request:

  • Proof of pool enclosure permit and compliance; verify fencing and gate hardware meet current by-laws.
  • Service history for heater, pump, filter, and any salt system; age of liner or plaster.
  • Electrical bonding and gas permits; GFCI protection for outlets near water.
  • Evidence of proper winterization and opening reports; ask about prior leaks or structural repairs.
  • Survey and location of easements; avoid placing pools over utilities.
  • For basement bedrooms, confirmation of egress windows and permits; check that any walkouts near the pool drain properly.

If you're early in the search and weighing trade-offs, KeyHomes.ca provides market insights and segment views that compare homes by size and feature set. For example, studying 5-bedroom houses for sale in Toronto alongside family-sized alternatives such as 4-bedroom houses in Toronto and a range of 3-bedroom houses in Toronto can clarify value per square foot, lot width norms, and which neighbourhoods most frequently offer compliant pools.

Search and compare like a pro

When you type “5 bed house for sale near me,” refine results by lot size, driveway count, and rear exposure. For pool-focused families, south or west exposure increases natural warmth. Compare elevation (walkout basements can improve sightlines and yard access). If High Park's character homes appeal but you need five rooms, explore the footprint and yard patterns via 5-bedroom houses in High Park; if your needs later change, similar tools help you pivot to adjacent segments, from 6-bedroom houses in Toronto to larger family compounds.

Regional and cottage-country considerations for pool-seeking buyers

Some Toronto buyers also consider weekend properties. While pools in the city run on municipal water and sewer, rural or cottage properties may rely on wells and septic systems—important if you're comparing a city pool to an inland lakefront without a pool. Inspect septic capacity if hosting large groups in a five-bedroom. Shoreline bylaws, conservation authority rules, and winter accessibility can reshape value. If you decide a pool is non-essential up north, you can reallocate budget to shoreline improvements or four-season insulation while keeping a Toronto base with a pool for daily life.

Final thought on matching needs to inventory

Because the segment is specialized, inventory can be tight. Keep an eye on adjacent categories to avoid missing strong values—such as a well-located four-bedroom with room to add a legal fifth, or a home without a pool but with the setbacks and services to install one later. To benchmark outdoor lifestyles and layouts, contrast pool-equipped options with non-pool family stock across the city, from 4-bedroom houses in Toronto to upper-tier configurations including 7-bedroom houses in Toronto and estate-sized 10-bedroom houses in Toronto.