Caledon Homes With Pools

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House for sale: 14 BIRCHVIEW DRIVE, Caledon

50 photos

$1,525,000

14 Birchview Drive, Caledon (Rural Caledon), Ontario L7K 0L5

4 beds
3 baths
41 days

Highway 9 - St. Andrews Estate subdivision living on a mature 2.5-acre lot surrounded by towering evergreens, 4 Bedrooms, 3 Washrooms 3 Car Garage, featuring an L-shaped in-ground pool with brand new liner, Brand New Insulated Garage Doors, natural gas, fibre internet, and a seasonal stream

House for sale: 877 THE GRANGE SIDE ROAD, Caledon

48 photos

$1,999,999

877 The Grange Side Road, Caledon (Rural Caledon), Ontario L7C 0E4

6 beds
5 baths
Today

West Of Mississauga Road Rare opportunity to own a custom all brick estate in one of Caledon's most prestigious locations. Surrounded by scenic hiking trails, skiing, golfing, horseback riding, and the Credit River just steps away. Set on a private 1 acre treed lot backing onto conservation

Listed by: Varinder Kaur Singh ,Century 21 Red Star Realty Inc. (416) 740-5100
House for sale: 112 NEWHOUSE BOULEVARD, Caledon

50 photos

$1,799,700

112 Newhouse Boulevard, Caledon (Rural Caledon), Ontario L7C 4E1

6 beds
5 baths
35 days

KENNEDY RD/NEWHOUSE BLVD NESTLED ON A PREMIUM RAVINE LOT, LOCATED IN THE HIGHLY SOUGHT-AFTER VILLAGE OF SOUTHFIELDS IN CALEDON! THIS MAGNIFICENT 4400+ SQ.FT. (ABOVE GRADE) 6 BEDROOM HOME IS DESIGNED FOR BOTH LUXURY AND COMFORT, BACKING DIRECTLY ONTO A SERENE RAVINE FOR ULTIMATE PRIVACY. THE

Emanuel Rodrigues,Re/max Realty Services Inc.
Listed by: Emanuel Rodrigues ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 14294 WINSTON CHURCHILL BOULEVARD, Caledon

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$2,389,000

14294 Winston Churchill Boulevard, Caledon (Rural Caledon), Ontario L7C 3E8

4 beds
3 baths
10 days

Winston Churchill Boulevard / King Street In the storybook hamlet of Terra Cotta, Caledon, just steps from the Cataract Trailway and Terra Cotta Conservation Area, this exceptional property offers elegance and a deep connection to nature. Nearly 2.5 acres back onto protected conservation land

Lisa Hartsink,Coldwell Banker Elevate Realty
Listed by: Lisa Hartsink ,Coldwell Banker Elevate Realty (905) 873-9944
House for sale: 30 CEDAR DRIVE, Caledon

41 photos

$3,499,777

30 Cedar Drive, Caledon (Rural Caledon), Ontario L7K 1H6

4 beds
5 baths
20 days

Cross Streets: Forks of the Credit & Hwy 10. ** Directions: Hwy 10 & Forks of the Credit Rd. Welcome to Cedar Drive one of Caledon's most sought after estate style residential developments. Frank Lloyd Wright inspired, this Executive Style Bungaloft Is Perfect For The Outdoor Enthusiast who

House for sale: 9 FLAHERTY LANE, Caledon

49 photos

$6,399,000

9 Flaherty Lane, Caledon (Rural Caledon), Ontario L7K 2P2

6 beds
10 baths
82 days

Cross Streets: Dufferin Rd 109 & Porterfield Rd. ** Directions: Drive north on Porterfield Rd and take a left on Flaherty Lane to arrive at the property. Welcome to 9 Flaherty Lane, a breathtaking custom estate nestled on over 10.6 acres in one of Caledon's prestigious enclaves and backing

Sam Allan Mcdadi,Sam Mcdadi Real Estate Inc.
Listed by: Sam Allan Mcdadi ,Sam Mcdadi Real Estate Inc. (905) 502-1500
House for sale: 39 PINEBROOK CIRCLE, Caledon

50 photos

$1,499,900

39 Pinebrook Circle, Caledon (Rural Caledon), Ontario L7C 1C4

6 beds
5 baths
40 days

410 & Hurontario St. Discover an exceptional executive residence in one of Valleywood's most coveted neighbourhoods. This meticulously maintained 4+2 bedroom, 5-bath home offers over 3,000 sq. ft. above grade and a finished, walk-out basement apartment, ideal for extended family, rental income,

House for sale: 27 BRIARWOOD DRIVE, Caledon

34 photos

$1,499,999

27 Briarwood Drive, Caledon (Rural Caledon), Ontario L7K 0N1

5 beds
4 baths
106 days

Cross Streets: St Andrews/ Hwy 9 /Beechgroove. ** Directions: St Andrews/ Hwy 9. Rare opportunity to own a gorgeous Detached Two-Story Home Situated On 2.52 Acres Of stunningly landscaped Land with an impressive 256 ft of frontage; This property offers 4 +1 generously sized bedrooms. Each bedroom

House for sale: 88 WALKER ROAD W, Caledon

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$1,198,000

88 Walker Road W, Caledon (Caledon East), Ontario L7C 0G8

5 beds
3 baths
5 days

Cross Streets: Walker Rd & Airport Rd. ** Directions: From airport road head west on Walker Rd W. House is just past bridge on south side. Escape to a private 1 acre paradise in the heart of Caledon East. It isn't just a home; it's a lifestyle, offering a magical rural retreat with the convenience

Eran Williamson,Royal Lepage Rcr Realty
Listed by: Eran Williamson ,Royal Lepage Rcr Realty (416) 824-7685
House for sale: 15466 THE GORE ROAD, Caledon

40 photos

$17,800,000

15466 The Gore Road, Caledon (Rural Caledon), Ontario L7C 3E5

7 beds
9 baths
56 days

Cross Streets: Airport Rd/Old Church Rd. ** Directions: South of Old Church Rd. 15466 & 15430 Gore Road Stonebridge Estate. An Extraordinary, Fully Renovated Estate By Award-Winning Chatsworth Fine Homes With Interiors By Jane Lockhart Designs. Set In East Caledon, This Private 52.5-Acre Retreat

House for sale: 12 KEVINWOOD DRIVE, Caledon

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$1,389,900

12 Kevinwood Drive, Caledon (Caledon Village), Ontario L7K 0Z1

5 beds
3 baths
28 days

Cross Streets: Hurontario St/Charleston Sdrd. ** Directions: google map. Welcome home to this Cozy 3 bedroom family gem . The upper level offers 3 spacious bedrooms, a 4-pc bath with heated floor. Primary BR with double closets. The main floor flows beautifully with ceramic tile from the entrance

Listed by: Robert David Ranieri ,Royal Lepage Certified Realty (905) 601-0587
House for sale: 18805 WILLOGHBY ROAD, Caledon

41 photos

$1,840,000

18805 Willoghby Road, Caledon (Rural Caledon), Ontario L7K 1V7

5 beds
4 baths
189 days

Willoughby Rd/ Charelston Sdr ABSOLUTELY Gorgeous ! ! ! ! Excellent Location! Beautiful 4 +1 Bedroom , 4 Bathroom Home With A 3 Car Garage And Workshop Sits On A Gorgeously Landscaped 1 - Acre Lot. Once You Enter Everything Is Just Gorgeous! Living & Family Rooms are Enough To Gather Visitors

Listed by: Aman Angroya ,Homelife Silvercity Realty Inc. (905) 913-8500
House for sale: 17397 HUMBER STATION ROAD, Caledon

49 photos

$2,389,900

17397 Humber Station Road, Caledon (Rural Caledon), Ontario L7E 3A6

4 beds
4 baths
159 days

HUMBER STATION/PATTERSON SDRD Welcome to 17397 Humber Station Road, A Private Retreat Surrounded by Nature Experience the rare opportunity to own a fully updated bungalow set on a breathtaking 24 acre estate, where privacy, serenity, and natural beauty come together in perfect harmony. Thoughtfully

House for sale: 2097 GRANGE SIDE ROAD, Caledon

39 photos

$9,985,000

2097 Grange Side Road, Caledon (Rural Caledon), Ontario L7C 0E7

9 beds
9 baths
140 days

between creditview & mclaren One of Caledon's Most Spectacular Estates with Breathtaking Views of the Caledon Landscape and Toronto Skyline set against panoramic views of the Caledon countryside and Toronto skyline, this estate is the epitome of luxury living and grand entertaining. Featuring

Listed by: Paul Richardson ,Royal Lepage Meadowtowne Realty (905) 877-8262
House for sale: 11 HILLTOP DRIVE, Caledon

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$989,000

11 Hilltop Drive, Caledon (Caledon East), Ontario L7C 1K7

3 beds
2 baths
47 days

Airport Rd/Hilltop Dr Dreaming of Summer? Have a look at this beauty with backyard oasis complete with inground pool and hot tub! Nestled within one of Caledon East's most sought after family friendly area where tree-lined streets, generous lots, and a calm, welcoming atmosphere define everyday

Cheryl Robb,Royal Lepage Rcr Realty
Listed by: Cheryl Robb ,Royal Lepage Rcr Realty (416) 805-1316
House for sale: 18754 HEART LAKE ROAD, Caledon

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$12,950,000

18754 Heart Lake Road, Caledon (Rural Caledon), Ontario L7K 1Z7

5 beds
6 baths
159 days

Cross Streets: Charleston Sideroad/Heart Lake Rd. ** Directions: Heart Lake S Of Beech Grove. A jaw-dropping architectural statement in the heart of Caledon! This one-of-a-kind residence blends world-class design, natural beauty & uncompromising craftsmanship across 10,300 square feet of living

House for sale: 19 MCCONACHIE CRESCENT, Caledon

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$1,799,000

19 Mcconachie Crescent, Caledon (Rural Caledon), Ontario L7K 0B9

4 beds
3 baths
37 days

Kennedy rd /Mcconachie Cres "Escape to your dream home in the countryside! This beautifully maintained raised bungalow sits on a sprawling 1.5-acre lot, offering peace and tranquility just a short drive from city conveniences. It provides the perfect blend of comfort, luxury, and functionality.-

Waqas Ahmad Syed,Homelife Paradise Realty Inc.
Listed by: Waqas Ahmad Syed ,Homelife Paradise Realty Inc. (905) 502-5800
House for sale: 16735 MISSISSAUGA ROAD, Caledon

44 photos

$2,199,000

16735 Mississauga Road, Caledon (Rural Caledon), Ontario L7K 1M8

3 beds
2 baths
Today

Cross Streets: Mississauga Rd/The Grange Side Rd. ** Directions: The Grange & Mississauga Rd. Welcome to the historic hamlet of Belfountain. A unique Hamlet just north of the Village of Terra Cotta and offers residents and visitors the memorable experience of experiencing quaint shops & food

House for sale: 43 OLIVERS LANE, Caledon

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$1,549,000

43 Olivers Lane, Caledon (Caledon East), Ontario L7C 1G5

4 beds
3 baths
2 days

Cross Streets: Olivers Lane & Walkers Rd. ** Directions: use gps. Step Into Style And Comfort With This Beautifully Renovated Detached Bungalow In Highly Sought-After Caledon East.. This Impressive Home Showcases Quality Upgrades Throughout, Featuring A Modern Kitchen With Quartz Countertops,

House for sale: 40 HILLTOP DRIVE, Caledon

50 photos

$1,399,900

40 Hilltop Drive, Caledon (Caledon East), Ontario L7C 1H6

4 beds
3 baths
48 days

Airport Rd & Hilltop Dr Welcome to 40 Hilltop Drive in the heart of Caledon East!A beautifully updated 4-bedroom, 3-bathroom home set on nearly half an acre backing onto serene green space and trails.The renovated main floor showcases rich hardwood flooring, updated stairs, crown moulding,

House for sale: 47 LARRY STREET, Caledon

45 photos

$1,199,700

47 Larry Street, Caledon (Caledon East), Ontario L7C 1K8

3 beds
2 baths
11 days

Airport / Larry This spectacular property is located in one of the most sought-after neighborhood in Caledon East. Prepare to be amazed by the spaciousness and layout of this beautiful family home. It is totally updated throughout with very attractive finishes. Main level features an updated

Jerry Vancooten,Royal Lepage Credit Valley Real Estate
Listed by: Jerry Vancooten ,Royal Lepage Credit Valley Real Estate (416) 456-0462
House for sale: 12 GLENN COURT, Caledon

50 photos

$1,799,000

12 Glenn Court, Caledon (Rural Caledon), Ontario L7K 0P2

7 beds
3 baths
161 days

Cross Streets: Airport Rd / Coolihans Side Rd. ** Directions: North on Airport Rd, Turn right on Coolihans Side Rd, Left on Glenn Court. This beautifully updated home boasts over 100 updates in the past five years, making it truly one of a kind. Major improvements include relocating the laundry

Walter Wallace,Re/max Hallmark Realty Ltd.
Listed by: Walter Wallace ,Re/max Hallmark Realty Ltd. (416) 566-9276
House for sale: 67 BOYCES CREEK COURT, Caledon

50 photos

$1,079,900

67 Boyces Creek Court, Caledon (Caledon East), Ontario L7C 3S4

4 beds
3 baths
1 day

Cross Streets: Innis Lake Rd - Old Church Rd. ** Directions: Old Church Rd - Atchison Dr - Boyces Creek Crt. Location, Location, Location! Welcome to this exceptional home in the heart of Caledon East, perfectly situated within walking distance to the Caledon East Community Centre. Offering

House for sale: 2 TERRY STREET, Caledon

3 photos

$899,000

2 Terry Street, Caledon (Rural Caledon), Ontario L7K 0B1

3 beds
2 baths
1 day

Highway 10 & Terry St. Charming bungalow with a fully equipped workshop and exceptional exposure, ideal for commuters and home-based businesses. Conveniently located with quick access to a main road, close to GO Transit, and near Hwy 10 for maximum visibility. Situated on approximately half

Hardip Ghag,Re/max Real Estate Centre Inc.
Listed by: Hardip Ghag ,Re/max Real Estate Centre Inc. (416) 274-4115
House for sale: 65 PAISLEY GREEN AVENUE, Caledon

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$1,469,900

65 Paisley Green Avenue, Caledon (Caledon East), Ontario L7C 3S1

5 beds
4 baths
6 days

Cross Streets: Old Church & Innis Lake Rd. ** Directions: Old Church Road/ Innis Lake Rd. Voted one of the happiest places to live, this is where lifestyle and location come together perfectly. Welcome to this stunning 5-bedroom home in the heart of Caledon East where comfort meets community.

House for sale: 57 KIRKWOOD CRESCENT, Caledon

45 photos

$1,399,900

57 Kirkwood Crescent, Caledon (Rural Caledon), Ontario L7C 1B8

6 beds
4 baths
7 days

Cross Streets: VALLEYWOOD BLVD AND HURONTARIO. ** Directions: Head north on Valleywood Blvd, turn right on Royal Valley Dr, then turn right on Kirkwood Cres. Welcome to this rare and beautifully maintained spacious bungalow in the sought-after community of Valleywood, surrounded by scenic trails,

Listed by: Alex Divac ,Right At Home Realty, Brokerage (905) 637-1700
House for sale: 188 BONNIEGLEN FARM BOULEVARD, Caledon

49 photos

$1,229,900

188 Bonnieglen Farm Boulevard, Caledon (Rural Caledon), Ontario L7C 4C1

5 beds
5 baths
26 days

Cross Streets: Kennedy Rd/Mayfield Rd. ** Directions: From 410 go west on Mayfield Rd, turn right (north) on Kennedy Rd, then right on Dougall Ave, and left on Bonnieglen Farm Blvd. Continue to 188 Bonnieglen Farm Blvd. Welcome to this bright and beautifully upgraded family home in the highly

Natasha Sethi,Century 21 People's Choice Realty Inc.
Listed by: Natasha Sethi ,Century 21 People's Choice Realty Inc. (416) 742-8000
House for sale: 19982 KENNEDY ROAD, Caledon

50 photos

$1,398,500

19982 Kennedy Road, Caledon (Rural Caledon), Ontario L7K 1Y3

3 beds
3 baths
27 days

Cross Streets: Beech Grove/ Kennedy. ** Directions: from Hwy 24 turn north on Kennedy Rd, from Hwy 9 turn south on Kennedy RD. Nestled on a serene, tree-lined 1.03 acre in Caledon, this stunning 3-bedroom, 3-bathroom, residence offers of beautiful living space 2,104 sq. ft above grade + 900

Nancy Ackerman,Icloud Realty Ltd.
Listed by: Nancy Ackerman ,Icloud Realty Ltd. (519) 278-6813
House for sale: 4 BRETHBY STREET, Caledon

46 photos

$1,299,900

4 Brethby Street, Caledon (Rural Caledon), Ontario L7C 3W2

5 beds
5 baths
60 days

Kennedy & Learmont Amazing and rare large pool-sized lot is a prime bonus of this beautiful detached home! Some features include 2 primary bedrooms with full ensuite baths, full finished basement with 5th bedroom and 5th bathroom. Beautiful subdivision of homes on the border of Brampton & Caledon.

Listed by: Tina E. O'brien ,Sutton Group Quantum Realty Inc. (905) 822-5000
House for sale: 32 CALEDON STREET, Caledon

33 photos

$999,999

32 Caledon Street, Caledon (Alton), Ontario L7K 0E2

5 beds
3 baths
14 days

MAIN ST/QUEEN ST W Beautiful 3+2 Bedroom Bungalow with a WALK OUT BASEMENT!! Welcome to this stunning fully renovated bungalow nestled in the heart of Alton. This home features 3 spacious bedrooms on the main floor plus 2 full washrooms and a beautifully finished basement with 2 additional

Listed by: Manveer Singh Dhindsa ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 110 PALMER CIRCLE, Caledon

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$1,677,500

110 Palmer Circle, Caledon (Palgrave), Ontario L7E 0A5

4 beds
4 baths
7 days

Cross Streets: North of Old Church B/W Hwy 50 & Mt Hope. ** Directions: palmer circle x walton dr. Set on a stunning estate-sized lot, this 4-bedroom, 4-bath residence offers over 3,500 sq ft of beautifully finished living space designed for both everyday comfort and elevated entertaining.

House for sale: 40 VICTORIA CRESCENT, Caledon

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$1,299,000

40 Victoria Crescent, Caledon (Mono Mills), Ontario L7K 0A1

3 beds
2 baths
37 days

Airport Rd/Hwy 9 One of the nicest homes currently available for sale. This beautifully finished 4-level side split offers comfortable and spacious living from top to bottom. Featuring 3 bedrooms, hardwood flooring, a gorgeous chef's kitchen, an attached double garage plus an additional double

Listed by: Karamjit Kaur Dhaliwal ,King Realty Inc. (905) 793-5464
House for sale: 15 JACK KENNY COURT, Caledon

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$1,179,900

15 Jack Kenny Court, Caledon (Bolton West), Ontario L7E 2M5

4 beds
4 baths
42 days

Cross Streets: Coleraine Dr & Harvest Moon Dr. ** Directions: Coleraine Dr & Harvest Mood Dr. Welcome to this beautifully maintained 3-bedroom home tucked away on a quiet, family-friendly court in one of Bolton's most sought-after neighbourhoods. Backing directly onto a scenic pond, this property

Angela Sardella,Royal Lepage Rcr Realty
Listed by: Angela Sardella ,Royal Lepage Rcr Realty (416) 709-0993
House for sale: 5 COATES HILL COURT, Caledon

46 photos

$2,487,000

5 Coates Hill Court, Caledon (Palgrave), Ontario L7E 0N5

4 beds
5 baths
42 days

Old Church Rd and Mt Pleasant A rare opportunity to own a private estate with beautiful views of the Toronto skyline. Set on a fully landscaped and fenced lot, this property offers exceptional privacy, space, and comfort just minutes from the city. The outdoor setting is designed for memorable

Karyna Gongalskyy,Royal Lepage Realty Plus
Listed by: Karyna Gongalskyy ,Royal Lepage Realty Plus (647) 530-8885
House for sale: 269 GLENWOOD CRESCENT W, Caledon

37 photos

$1,269,900

269 Glenwood Crescent W, Caledon (Bolton East), Ontario L7E 1Z5

4 beds
3 baths
6 days

HIGHWAY 50 & ELLWOOD DRIVE E. Welcome to 269 Glenwood Crescent, rarely offered Detached Back-split home. Step into a home that truly checks every box-style, space, and standout features designed for real living. This beautifully updated 4-bedroom, 3-bathroom detached backsplit offers the perfect

House for sale: 26 WRIGHT CRESCENT, Caledon

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$1,119,000

26 Wright Crescent, Caledon (Bolton North), Ontario L7E 3X9

3 beds
2 baths
51 days

Cross Streets: Kingsview/ Wright Cres. ** Directions: Hwy 50/ Bolton Heights/ Kingsview to Wright Cres. Immaculate, fully renovated home on one of the best streets in the North Hill. This huge cornet lot on a quiet crescent boasts a very spacious, fully fenced, entertainers dream backyard with

Laura Elizabeth Smith,Lpt Realty
Listed by: Laura Elizabeth Smith ,Lpt Realty (416) 660-1115
House for sale: 99 GRAY PARK DRIVE, Caledon

39 photos

$1,499,900

99 Gray Park Drive, Caledon (Bolton West), Ontario L7E 2N5

5 beds
4 baths
7 days

Hwy 50 & Cross Country Welcome to Bolton's Desirable Humber Meadows Community! Well maintained, one owner home is nestled in a cul-de-sac location, with private backyard backing onto lush, dense forest. This home offers an open layout main level, with 9' ceilings and tons of natural light.

Lucy Sallal,Re/max West Realty Inc.
Listed by: Lucy Sallal ,Re/max West Realty Inc. (905) 857-7653
House for sale: 6 OVERLOOK RIDGE, Caledon

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$2,095,000

6 Overlook Ridge, Caledon (Palgrave), Ontario L7E 0C1

5 beds
3 baths
8 days

Mt Pleasant & Old Church Elevate Your Lifestyle with this Stunning Custom Built Bungalow with Finished Walk-Out Basement in Rolling Meadows Estates, Situated on a Picturesque Estate Lot. Magnificent Backyard Oasis, Heated Pool, Cabana, and Hot Tub, Landscaped with Flag Stone, Interlock and

Listed by: Silvestro Papa ,Re/max Experts (905) 499-8800
House for sale: 62 GIBSON LAKE DRIVE, Caledon

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$1

62 Gibson Lake Drive, Caledon (Palgrave), Ontario L7E 4B2

4 beds
5 baths
130 days

Cross Streets: Hwy 50 / Gibson Lake Dr. ** Directions: Please Check Google Map for direction. Thank you. LUXURIOUS ESTATE on 3.937 ACRES Lot in prestigious PALGRAVE community. Property features very Spacious 4 Car Garage (2 Attached + 2 Detached- Perfect for Boat storage or Pickup truck), Huge

Jagat Patel,Homelife/miracle Realty Ltd
Listed by: Jagat Patel ,Homelife/miracle Realty Ltd (647) 669-0331
House for sale: 84 FOUNTAINBRIDGE DRIVE, Caledon

39 photos

$799,000

84 Fountainbridge Drive, Caledon (Bolton East), Ontario L7E 1V6

3 beds
3 baths
9 days

Queensgate & Albion Vaughan Welcome to this well-maintained and thoughtfully updated 3 bedroom, 3 bathroom semi-detached home located in one of Bolton's most sought-after family neighbourhoods. This inviting property offers a perfect blend of modern upgrades, functional living space, and a

Giovanni Caschera,Sutton Group Old Mill Realty Inc.
Listed by: Giovanni Caschera ,Sutton Group Old Mill Realty Inc. (416) 234-2424
House for sale: 258 AMOS DRIVE, Caledon

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$3,858,000

258 Amos Drive, Caledon (Palgrave), Ontario L7E 4L7

4 beds
5 baths
139 days

HWY 9 & Mount Pleasant Welcome To 258 Amos Drive-Luxury Estate On a Conservation-Backed Lot. Welcome To This Stunning 4-Bedroom , 5-Bathroom estate nestled on a Premium 183 X 758 Ft Lot with breathtaking , unobstructed views . Perfect for relaxation or entertaining, The backyard is private

Listed by: Natalia Belykh ,Tfn Realty Inc. (416) 789-0288
House for sale: 43 MCCANDLESS Court, Caledon East

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$1,430,000

43 Mccandless Court, Caledon East, Ontario L7C 3R6

4 beds
4 baths
72 days

Paisley Green & McCandless Crt Set on a quiet court in Caledon East, this refined family home is positioned on a premium corner lot surrounded by parks, trails, and the Caledon East Community Complex, offering a pool, gym, walking track, and ice rink. The corner setting allows for additional

House for sale: 100 HUMBER LEA ROAD, Caledon

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$1,019,000

100 Humber Lea Road, Caledon (Bolton North), Ontario L7E 3T7

4 beds
2 baths
35 days

Cross Streets: King & Humber Lea Rd. ** Directions: King and Humber Lea Road. Welcome to Prestigious North Hill, Bolton!Stunning, fully updated 3+1 bdrm bungalow on an impressive 80-ft lot with a resort-style saltwater pool. Bright open-concept layout features new flooring, a designer kitchen

Listed by: Joe Bilotta ,Right At Home Realty (905) 665-2500
House for sale: 126 MELLOW CRESCENT, Caledon

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$974,900

126 Mellow Crescent, Caledon (Bolton East), Ontario L7E 1Z2

4 beds
2 baths
41 days

QUEEN ST S AND ALLAN DR Stunning FULLY renovated turn-key 3 level, 3-bedroom side split home located in the highly sought after south hill East Bolton! Very quiet street! This home boasts modern elegance, style & comfort combined. Open concept kitchen, living & dining room, gas range with quartz

Fernando Aguilar,Best Sellers Real Estate Ltd.
Listed by: Fernando Aguilar ,Best Sellers Real Estate Ltd. (905) 273-4211
House for sale: 67 SHERIN COURT, Caledon

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$1,090,000

67 Sherin Court, Caledon (Bolton North), Ontario L7E 3T6

4 beds
3 baths
12 days

King / Humberlea Best-Kept Secret! A secluded paradise in Bolton's prestigious North Hill Court. This unique property features a beautifully renovated home highlighted by a warm wood-rustic vibe throughout. The open-concept main floor includes an entertainer's dream kitchen island, stylish

Listed by: Sunny Singh ,Re/max Millennium Real Estate (647) 300-3600
House for sale: 10 VALLEY HILL DRIVE, Caledon

45 photos

$2,499,999

10 Valley Hill Drive, Caledon (Palgrave), Ontario L7E 0B8

5 beds
4 baths
44 days

Cross Streets: Old Church Road / Mount Wolfe Road where Valley Hill Drive intersects the nearest collector road. ** Directions: Front faces northwest toward the cul-de-sac. This stately executive Bungaloft sits on a premium 2.77-acre rectangular lot at the end of a quiet cul-de-sac in the exclusive

Listed by: Utsav Gehlot ,Exp Realty (437) 929-9429
House for sale: 1762 QUEEN STREET, Caledon

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$1,349,000

1762 Queen Street, Caledon (Alton), Ontario L7K 2N6

4 beds
2 baths
187 days

Queen Street/Main Street Tucked away in the scenic hamlet of Alton, Ontario, just steps from the area's best hiking trails, world-class golf, local artisan shops & fine dining, this charming modern rustic log home is a rare opportunity to own a slice of serenity w/o compromising on convenience.

House for sale: 14 CALEDON CRESCENT, Brampton

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$819,000

14 Caledon Crescent, Brampton (Brampton East), Ontario L6W 1C5

4 beds
2 baths
Today

Kennedy Rd & Steeles Ave E Welcome To Your Next Chapter In Peel Village - A Beautifully Cared-For 4-Bedroom Detached Home Offering Space, Flexibility, And A Backyard Designed For Making Memories. From The Moment You Walk In, You're Greeted With A Bright, Functional Layout, Hardwood Flooring

Nick Cuong Chuong,Lpt Realty
Listed by: Nick Cuong Chuong ,Lpt Realty (647) 299-4062
House for sale: 14 CALEDON CRESCENT, Brampton

50 photos

$849,999

14 Caledon Crescent, Brampton (Brampton East), Ontario L6W 1C5

4 beds
2 baths
59 days

Kennedy Rd & Steeles Ave E Great Deal For Sale. Detached Home With Large Driveway Located In Peel Village. Offers Anytime. This Well Maintained Home Is Situated On A Quiet Crescent. Irregular Lot At 47.81 Feet By 100.08 Feet With Rear 59.67 Feet As Per Geowarehouse. 1,418 Square Feet Above

Nick Cuong Chuong,Lpt Realty
Listed by: Nick Cuong Chuong ,Lpt Realty (647) 299-4062
House for sale: 14 CALEDON Crescent, Brampton

48 photos

$819,000

14 Caledon Crescent, Brampton, Ontario L6W 1C5

4 beds
2 baths
Today

Kennedy Rd & Steeles Ave E ***Public Open House Saturday April 4th From 1:00 To 2:00 PM.*** Welcome To Your Next Chapter In Peel Village — A Beautifully Cared-For 4-Bedroom Detached Home Offering Space, Flexibility, And A Backyard Designed For Making Memories. From The Moment You Walk

Listed by: Nick Cuong Chuong ,Lpt Realty (647) 299-4062

Caledon house pool: practical guidance for GTA buyers and investors

For many Greater Toronto Area families, a Caledon house pool blends suburban convenience with rural elbow room. Before you picture summer cannonballs, it pays to understand how zoning, conservation overlays, maintenance costs, and market timing interact in this part of Peel Region. As a licensed Canadian real estate advisor, I see pool ownership deliver real lifestyle value—yet the best outcomes come from careful due diligence. Resources like KeyHomes.ca help you benchmark pool-friendly listings and market data across Ontario and beyond.

Lifestyle appeal and seasonal market timing

Caledon's outdoor pool season typically spans late May to early September, with shoulder-season swimming possible using heaters and solar covers. Families choose pools for at-home recreation, while move-up buyers and multi-generational households value the yard privacy common in Caledon East, Palgrave, and along the Old School Road corridor. It's no surprise that listing headlines sometimes read like “welcome to Paul's Old School Road”—the setting can be as compelling as the pool.

Market-wise, the most active window for homes with pools is spring through midsummer. Sellers often open and showcase the pool by Victoria Day. Winter purchases are feasible, but plan for limited pool inspections when covered or winterized. Protect yourself with a holdback (often $5,000–$15,000) pending a satisfactory spring opening and equipment test.

Caledon zoning, permits, and conservation overlays

In Ontario, municipalities regulate pool enclosures and related permits. The Town of Caledon typically requires a pool enclosure permit, compliant fencing (often at least 1.5–1.8 m), self-closing, self-latching gates, and prescribed setbacks from lot lines and utilities. If your property lies within the Niagara Escarpment Commission area, Oak Ridges Moraine, Greenbelt, or a conservation authority's regulated zone (e.g., Credit Valley or Toronto and Region Conservation), extra approvals or prohibitions can apply—especially near floodplains, woodlots, and watercourses.

Buyer takeaway: requirements vary by location and evolve. Verify current bylaws and conservation mapping at the Town of Caledon and relevant authorities before committing to build, relocate equipment, or add features like cabanas.

Septic, well, and rural services: what to verify

Many Caledon properties outside built-up areas rely on private wells and septic systems. Pools and patios cannot encroach on septic infrastructure; expect minimum clearances from tanks and leaching beds, typically in the 3–5 m range (confirm locally). Heavy equipment for pool construction can damage septic fields if access isn't planned. Test the well's flow rate and water quality (for residences, not pool water) and consider the impact of pool fills on water supply—trucking water is common.

Heating often means natural gas where available; otherwise, propane or electric heat pumps are typical. Propane costs can fluctuate; factor delivery schedules and tank placement into your plan.

Costs: installation, operation, and lifecycle maintenance

In-ground pools vary widely by size, material (vinyl, fiberglass, concrete), and landscaping complexity. Budget ranges can span from the mid–five figures into six figures for premium hardscaping and safety covers. Seasonal operating costs in Southern Ontario commonly include chemicals, cleaning, and energy; opening/closing services can add $400–$800 per cycle. Salt systems reduce weekly handling but don't eliminate maintenance. Expect liners and equipment (heaters, pumps) to require replacement on normal lifecycles; review installation dates and warranties.

Indoor pools are rare in Caledon but do appear on estate properties. They demand building-science attention—vapor barriers, dedicated HVAC and dehumidification, and corrosion-resistant materials. To see how other markets price and present them, compare Toronto homes with indoor pools or even indoor pool options in Edmonton. West-coast climates can differ; browsing BC indoor pool homes offers additional perspective.

Insurance, liability, and safety

Insurers often require compliant fencing, self-latching gates, and may restrict diving boards or slides. Expect higher premiums and higher personal liability coverage (commonly $2 million or more). Non-compliant installations can void coverage. Ask for the seller's current insurance certificates and any claims history related to the pool area.

Financing and appraisal nuances

Lenders usually treat pools as part of the real property; appraisal adjustments depend on local comparables. In shoulder seasons when the pool is closed, appraisers may apply conservative adjustments. If safety deficiencies are noted (e.g., fence not to code), the lender may require repairs before closing or a solicitor-held holdback. For renovations, purchase-plus-improvements programs can sometimes fund a new pool, but disbursement timing and contractor milestones matter; confirm lender policies in writing.

Scenario: a buyer agrees to purchase a Palgrave property in February. The appraiser notes an older heater and an unverified fence. The buyer's lawyer negotiates a $10,000 holdback, released after a May inspection confirms a functioning system and a passed fence inspection. This protects both lender and buyer without delaying closing.

Resale potential and who values a pool

In Caledon, pools tend to boost appeal for family buyers seeking staycation-ready yards, especially when paired with usable lawn, west-facing exposure, and a practical change room. However, some buyers with toddlers avoid pools, and others balk at maintenance. Well-maintained, code-compliant installations with modern safety covers and efficient heaters generally achieve the best resale response. Staging the pool area with clear maintenance records, energy bills, and service contracts helps.

Investors eyeing multi-generational rentals or longer-term tenancies may find a pool enhances retention; short-term rental (STR) investors should proceed carefully. Local and regional bylaws around STRs continue to evolve across Ontario; some municipalities restrict or require licensing. Confirm current Town of Caledon rules and any condominium or community covenants before underwriting income assumptions.

Regional comparisons and price discovery

Benchmarking outside the GTA can clarify value. For instance, per-season operating costs and pricing for Belleville pool homes in Eastern Ontario or Brockville properties with pools often differ from Peel Region. Southwestern Ontario markets such as Brantford houses with pools or Welland pool listings can offer additional comparables. Even further afield, checking pool homes in Sault Ste. Marie or monitoring the Moose Jaw pool home market provides national context on pricing and seasonality.

Closer to home, if you're weighing Caledon against similar suburban settings, it's useful to scan Brampton inground pool listings. The comparison helps isolate how lot size, conservation constraints, and commute patterns influence pool-home premiums.

Neighbourhood notes and micro-locations

Bolton offers established subdivisions with manageable commutes, while Caledon East and Palgrave present larger lots and more frequent well/septic systems. Belfountain and the escarpment-side pockets are scenic but often more regulated due to terrain and conservation overlays. Along the Old School Road axis, larger parcels and estate-style construction are common—very different from compact suburban lots where side-yard equipment placement can be tight.

Noise and privacy matter: pool equipment pads and heaters should be sited to minimize noise carry to neighbours, and fencing/landscaping should respect sightlines. Where a property abuts a ravine or managed forest, consult conservation mapping before expanding decks or patios.

Working files, disclosures, and what to request from sellers

  • Pool enclosure permit, final inspection, and any conservation or NEC approvals (if applicable).
  • Drawings showing pool, equipment, and setbacks; confirm distance to septic tanks and beds.
  • Service logs: opening/closing reports, chemical regime, heater and pump installation dates.
  • Warranty documents and any transferable service contracts.
  • Insurance confirmations and any prior incident reports.

KeyHomes.ca is a reliable place to explore pool-equipped listings and research neighbourhood-level trends; the site also connects readers with licensed professionals for local verification. Whether you're Harsimran Sira, Karyna Gongalskyy, Berenia Torres, or simply comparing options across the GTA, neutral market context helps you separate a photogenic backyard from one that's sound, compliant, and financially sensible.

Common buyer questions, answered

Does a pool increase property taxes? MPAC assessments consider overall market value; a pool can contribute but not always dollar-for-dollar. Ask your appraiser and review recent sales of similar Caledon homes with pools.

What about winter risks? Proper closing (blowing out lines, lowering water, winterizing equipment) and a secure cover are key. Consider a contingency fund for spring start-up issues, particularly on older systems.

Can I add a pool post-purchase? Usually, yes—subject to zoning, conservation approvals, and setbacks. Confirm underground utilities, septic layout, and tree-protection requirements before signing with a contractor. Ask about workmanship warranties; unlike new-home Tarion coverage, third-party pool warranties vary.

Subtle differences that affect value

Sun exposure (south/west-facing yards extend swim time), wind patterns (windbreaks reduce heat loss), and equipment efficiency (variable-speed pumps, heat pumps) all influence enjoyment and cost. Safety features like four-sided isolation fencing and ASTM-rated safety covers resonate with family buyers and insurers alike. Finally, sightlines from the kitchen or family room to the pool improve day-to-day usability and can help at resale.