Caledon Homes With Pools

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House for sale: 81 PINEBROOK CIRCLE, Caledon

48 photos

$1,379,900

81 Pinebrook Circle, Caledon (Rural Caledon), Ontario L7C 1C3

5 beds
4 baths
88 days

Hwy 10 & Valleywood Blvd Welcome to this stunning two-story 4 bedroom home in the highly desirable Valleywood community. A perfect blend of modern upgrades, elegant finishes and ultimate indoor-outdoor living. Bright and open layout with 9 foot ceilings, crown moulding and luxury vinyl flooring

Listed by: Lori Farquhar ,Royal Lepage Credit Valley Real Estate (905) 793-5000
House for sale: 14294 WINSTON CHURCHILL BOULEVARD, Caledon

49 photos

$2,389,000

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

4 beds
3 baths
30 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: 14453 CENTREVILLE CREEK ROAD, Caledon

50 photos

$3,537,000

14453 Centreville Creek Road, Caledon (Rural Caledon), Ontario L7C 3C1

5 beds
4 baths
104 days

Cross Streets: King/Centreville Creek. ** Directions: King Rd - North of Centreville Creek Rd. An incredible offering mins to Caledon East, Bolton or Brampton! On a paved country road on a 2-acre rural setting, surrounded by mature trees, this entertainer's paradise has the ultimate work-from-home

Kaitlan Klein,Century 21 Millennium Inc.
Listed by: Kaitlan Klein ,Century 21 Millennium Inc. (905) 586-5258
House for sale: 14399 KENNEDY ROAD, Caledon

40 photos

$1,675,000

14399 Kennedy Road, Caledon (Rural Caledon), Ontario L7C 2H4

8 beds
4 baths
24 days

Cross Streets: Kennedy Rd N & King St. ** Directions: Google maps. POWER OF SALE.!! Near all custom made houses. This massive bungalow, nestled on a generous 1.03-acre lot, offers 3 spacious bedrooms on main with the 5 more bedroom in the fully finished lower level. Recently renovated inside

Listed by: Inderjeet Singh ,Re/max Gold Realty Inc. (647) 515-2066
House for sale: 27 BRIARWOOD DRIVE, Caledon

30 photos

$1,600,000

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

5 beds
4 baths
15 days

Cross Streets: St Andrews/ Hwy 9 /Beechgroove. ** Directions: St Andrews/ Hwy 9. Gorgeous Detached Two-Story Home Situated On 2.52 Acres Of stunningly landscaped Land; This property offers 4 +1 generously sized bedrooms. Each bedroom is bright and features closet organizers. This home is perfectly

House for sale: 28 LARRY STREET, Caledon

24 photos

$1,295,000

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

4 beds
3 baths
15 days

Airport Road / Larry Street Welcome to a home where comfort, style, and family living meet in the heart of Caledon East. This beautiful property is surrounded by scenic walking trails, sought after schools, friendly shops, and a brand-new recreation centre everything your family needs just

Listed by: Matthew Petrovich ,Keller Williams Experience Realty (705) 720-2200
House for sale: 29 CEDAR DRIVE, Caledon

50 photos

$2,590,000

29 Cedar Drive, Caledon (Rural Caledon), Ontario L7K 1H5

3 beds
4 baths
57 days

Hwy 10 & Forks Of The Credit Rd This unique, custom-built home sits on 2.63 acres of offering a perfect mix of tranquility, natural beauty and well landscaped. The property features rolling and level terrain, a peaceful woodlot with wildlife, mature trees, perennial gardens, stone patios, walkways,

Listed by: Sukhjinder Mavi ,Royal Star Realty Inc. (905) 793-1111
House for sale: 15466 THE GORE ROAD, Caledon

40 photos

$18,800,000

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

7 beds
9 baths
39 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: 2097 GRANGE SIDE ROAD, Caledon

39 photos

$9,985,000

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

9 beds
9 baths
49 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: 40 HILLTOP DRIVE, Caledon

50 photos

$1,499,900

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

4 beds
3 baths
2 days

Airport Rd & Hilltop Dr Welcome to 40 Hilltop Drive in the heart of Caledon East a stunning 4-bedroom, 3-bathroom home on nearly half an acre, backing onto serene green space and trails. The main floor has been beautifully renovated with new hardwood, updated stairs, crown moulding, pot lights,

House for sale: 9 FLAHERTY LANE, Caledon

49 photos

$6,500,000

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

6 beds
10 baths
57 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: 16672 CENTREVILLE CREEK ROAD, Caledon

48 photos

$3,390,000

16672 Centreville Creek Road, Caledon (Rural Caledon), Ontario L7C 3B5

5 beds
3 baths
23 days

OLD CHURCH RD/CENTREVILLE CREEK ROAD A Rare Caledon Estate. Welcome to this beautiful executive bungalow, privately nestled atop 25+ rolling acres in coveted Caledon. The main residence features a bright, open-concept layout with expansive living spaces, a family-style kitchen, and stunning

Listed by: Jolanta Pawlowska ,Homelife/response Realty Inc. (905) 949-0070
House for sale: 18754 HEART LAKE ROAD, Caledon

34 photos

$12,950,000

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

5 beds
6 baths
68 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: 47 LARRY STREET, Caledon

45 photos

$1,248,000

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

3 beds
2 baths
23 days

Airport / Larry This spectacular side-split is located in one of the most sought-after neighbourhood 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: 18805 WILLOGHBY ROAD, Caledon

41 photos

$1,840,000

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

5 beds
4 baths
98 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
68 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: 7 BRANDIFF COURT, Caledon

44 photos

$1,949,900

7 Brandiff Court, Caledon (Caledon East), Ontario L7C 1P6

5 beds
4 baths
84 days

Cross Streets: Airport/Cranston/Jean/Brandiff. ** Directions: Airport Rd & Old Baseline Rd. A great opportunity to own a beautiful estate home **very rarely offered in this prestigious and extremely scenic Caledon East neighbourhood** Having over 3700 sq ft of custom finished, well maintained,

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
70 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: 32 COTTONFIELD CIRCLE, Caledon

49 photos

$1,649,900

32 Cottonfield Circle, Caledon (Rural Caledon), Ontario L7C 3M9

5 beds
5 baths
35 days

Kennedy Rd And Mayfield Welcome to this meticulously maintained detached home with a double-car garage, nestled on a quiet and highly sought-after circle. This residence showcases a blend of luxury and functionality, beginning with an impressive custom double-door entry that leads into a bright

Ron Chatha,Upstate Realty Inc.
Listed by: Ron Chatha ,Upstate Realty Inc. (416) 723-9500
House for sale: 23 LARSON PEAK ROAD, Caledon

50 photos

$1,599,900

23 Larson Peak Road, Caledon (Rural Caledon), Ontario L7C 3P7

6 beds
5 baths
78 days

Larson Peak Rd and Kennedy Road Welcome to 23 Larson Rd a true showstopper combining luxury, comfort, and nature. This stunning 3,070 sq. ft. home (per MPAC) sits on a premium ravine lot backing onto a tranquil pond, offering breathtaking views and privacy.Featuring a professionally finished

House for sale: 31 GARDENIA WAY, Caledon

50 photos

$1,099,000

31 Gardenia Way, Caledon (Rural Caledon), Ontario L7C 1B1

4 beds
4 baths
41 days

ROYAL VALLEY DR/GARDENIA WAY First time on the market! Lovingly maintained by its original owner, this spacious Valleywood two-storey, all-brick gem is ready for the next family to grow, gather, and make it their own. Offering more than 2,600 sq. ft. above grade, this home delivers exceptional

Alex Cygal,Re/max Realty Services Inc.
Listed by: Alex Cygal ,Re/max Realty Services Inc. (416) 471-7475
House for sale: 18555 HURONTARIO STREET E, Caledon

40 photos

$1,599,000

18555 Hurontario Street E, Caledon (Caledon Village), Ontario L7K 0X8

5 beds
3 baths
77 days

Hurontario St--Charleston Sdrd This beautifully renovated detached home in Caledon Village offers the perfect blend of comfort, space, and privacy on a large 0.81-acre lot along Hurontario Street. Featuring 4 spacious bedrooms and 3 bathrooms, the home has been upgraded with new pot lights,

Kamal Sandhu,Re/max Gold Realty Inc.
Listed by: Kamal Sandhu ,Re/max Gold Realty Inc. (647) 891-0143
House for sale: 62 PAISLEY GREEN AVENUE, Caledon

42 photos

$1,349,000

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

4 beds
5 baths
48 days

Old Church/Atchison Dr Welcome to this beautiful family home in the highly sought-after Pathways community of Caledon East! This spacious 4-bedroom property blends elegance, comfort, and everyday functionality-perfect for growing families or anyone seeking a vibrant, welcoming neighbourhood.The

Cheryl Robb,Royal Lepage Rcr Realty
Listed by: Cheryl Robb ,Royal Lepage Rcr Realty (416) 805-1316
House for sale: 8 ELITE ROAD, Caledon

37 photos

$1,499,000

8 Elite Road, Caledon (Rural Caledon), Ontario L7K 0K9

5 beds
3 baths
77 days

Charleston & Horseshoe Hill Rd Set on 4.08 acres in a sought-after estate community, this family home blends elegance, comfort, and modern upgrades. With 4 bedrooms, main floor laundry, and a cozy family room anchored by a gas fireplace, the layout is designed for everyday living. The custom

Listed by: Nick Oppedisano ,Re/max Premier The Op Team (416) 270-1431
House for sale: 32 CALEDON STREET, Caledon

33 photos

$1,099,999

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

5 beds
3 baths
41 days

Cross Streets: MAIN ST?QUEEN ST W. ** Directions: 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

Listed by: Manveer Singh Dhindsa ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 26 WRIGHT CRESCENT, Caledon

43 photos

$1,149,000

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

3 beds
2 baths
42 days

Cross Streets: Bolton Heights and Kingsview. ** Directions: Hwy 50, Bolton Heights, to Kingsview. 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 inground

Laura Elizabeth Smith,Lpt Realty
Listed by: Laura Elizabeth Smith ,Lpt Realty (416) 660-1115
House for sale: 50 LYONSVIEW LANE, Caledon

44 photos

$2,549,900

50 Lyonsview Lane, Caledon (Cheltenham), Ontario L7C 1P1

5 beds
4 baths
98 days

Creditview North of King Welcome To The Village Of Cheltenham! This Stunning Executive Estate Sits At The End Of The Coveted Lyonsview Lane Cul-De-Sac. Luxuriously Renovated, This Bungaloft Is Set On A Private Pie-Shaped Lot Backing Onto Conservation Land. Enjoy Easy Commutes With The Charm

House for sale: 33 MATSON DRIVE, Caledon

48 photos

$1,848,000

33 Matson Drive, Caledon (Palgrave), Ontario L7E 0A9

5 beds
4 baths
83 days

Cross Streets: Old Church Rd & Mount Hope Rd. ** Directions: Off Old Church Rd (Btwn Mount Hope & Mount Pleasant), East of Hwy 50. Perched high on a hill in one of Palgrave's most sought-after estate communities, this over 4000 sq ft home sits on nearly 3.5 private acres surrounded by mature

Karen Spencer,Re/max Hallmark York Group Realty Ltd.
Listed by: Karen Spencer ,Re/max Hallmark York Group Realty Ltd. (416) 230-4942
House for sale: 100 HUMBER LEA ROAD, Caledon

19 photos

$1,069,900

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

4 beds
2 baths
70 days

King & Humber Lea Rd 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 with quartz counters & stainless steel appliances, and

Listed by: Joe Bilotta ,Right At Home Realty (905) 665-2500
House for sale: 67 SHERIN COURT, Caledon

50 photos

$1,250,000

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

4 beds
3 baths
19 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: Sandeep Singh ,Re/max Millennium Real Estate (647) 300-3600
House for sale: 11 FOUNTAINBRIDGE DRIVE, Caledon

47 photos

$1,299,000

11 Fountainbridge Drive, Caledon (Bolton East), Ontario L7E 1P6

4 beds
4 baths
24 days

Cross Streets: Queensgate/Landsbridge. ** Directions: Right on Fountainbridge Dr from Landsbridge St. Beautifully Upgraded Home in Prime Bolton Location! This stunning 4-bedroom, 4-bathroom home offers over 3,000 sq ft of finished living space, including a spacious family room, 2 full kitchens,

Anthony Di Chiazza,Real Broker Ontario Ltd.
Listed by: Anthony Di Chiazza ,Real Broker Ontario Ltd. (888) 311-1172
House for sale: 62 GIBSON LAKE DRIVE, Caledon

50 photos

$1

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

4 beds
5 baths
39 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: 36 COUNTRY STROLL CRESCENT, Caledon

49 photos

$1,298,880

36 Country Stroll Crescent, Caledon (Bolton West), Ontario L7E 2H4

5 beds
4 baths
46 days

Coleraine Dr & Old Ellwood Dr Your pool dream home has arrived! Located in one of Boltons most sought-after, family-friendly neighbourhoods, this stunning property sits on an expansive, private lot with a fully fenced backyard stretching 149 feet deep. The beautifully landscaped yard features

House for sale: 160 ALLAN DRIVE, Caledon

15 photos

$969,000

160 Allan Drive, Caledon (Bolton East), Ontario L7E 1Y8

3 beds
3 baths
48 days

Queen & Allan Turn Key Into A Fully Reno 3 Bed/4 Bath Home W/ Potential GRG Nanny/In-Law Suite. Home Features A Stunning Backyard Oasis w/ B/I Outdoor Kitchen, Pool, Koi Pond/WF, Sheds. Designer Kit W/ Ss App, Quartz CT, HC Cabs. Potlights/HW Fls Thruout + Fresh Paint/Window Cover. Extra High-End

House for sale: 16 INDIANA DRIVE, Caledon

48 photos

$1,999,999

16 Indiana Drive, Caledon (Palgrave), Ontario L7E 0C6

5 beds
4 baths
48 days

Mount Hope Rd - Indiana Dr Welcome to this exceptional 2-storey custom built estate home, perfectly nestled on a private and mature treed 4.83 acre lot. The kitchen is surrounded by windows, and fills the space with natural light. The family room, featuring a gas fireplace and a walkout to

Alex Dunn,Coldwell Banker Ronan Realty
Listed by: Alex Dunn ,Coldwell Banker Ronan Realty (905) 936-4216
House for sale: 417 KINGSVIEW DRIVE, Caledon

33 photos

$1,198,888

417 Kingsview Drive, Caledon (Bolton North), Ontario L7E 1J4

4 beds
4 baths
82 days

Hwy 50 / Bolton Heights This attractive and meticulously maintained 4-bedroom, 4-bathroom home offers approximately 2,500 sqft of comfortable living space designed with family in mind. Step inside to find a bright and inviting main floor featuring a large sun-filled family room, an oversized

House for sale: 258 AMOS DRIVE, Caledon

50 photos

$3,858,000

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

4 beds
5 baths
48 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: 33 GIBSON LAKE DRIVE, Caledon

45 photos

$2,225,000

33 Gibson Lake Drive, Caledon (Palgrave), Ontario L7E 4B3

3 beds
4 baths
89 days

Cross Streets: Gibson Lake Drive and Lakeview Place. ** Directions: Hwy 50 and Gibson Lake Drive. Nestled in the rolling hills of Caledon, this stunning Palgrave residence offers the perfect balance of rural tranquility and upscale living. Renowned for its scenic beauty, spacious properties,

House for sale: 1762 QUEEN STREET, Caledon

43 photos

$1,349,000

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

4 beds
2 baths
96 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: 7 CARMICHAEL COURT, Caledon

34 photos

$1,279,000

7 Carmichael Court, Caledon (Bolton West), Ontario L7E 2L8

3 beds
3 baths
37 days

King St W & Coleraine Dr Welcome to this beautifully upgraded 3-bedroom bungalow, perfectly situated on a premium pool-sized, pie-shaped lot in a quiet, highly sought-after court. Offering 9 ft ceilings and filled with natural light, this home features a spacious great room with beautiful stone

Christine Dipasquale,Re/max Real Estate Centre Inc.
Listed by: Christine Dipasquale ,Re/max Real Estate Centre Inc. (905) 270-2000
House for sale: 50 WILLOW STREET, Caledon

43 photos

$1,599,000

50 Willow Street, Caledon (Bolton East), Ontario L7E 1C4

4 beds
5 baths
24 days

Highway 50 & Willow st Stunning, Light-Filled Home in the heart of Bolton. Welcome to the perfect blend of modern living and small-town charm. This beautifully updated home offers spacious, open-concept living on an exceptional lot. Enjoy the convenience of being minutes away from everything

Listed by: Diljot Chahal ,Re/max Gold Realty Inc. (905) 673-8500
House for sale: 73 HEADWATER ROAD, Caledon

40 photos

$1,249,000

73 Headwater Road, Caledon (Bolton West), Ontario L7E 2W4

4 beds
3 baths
59 days

Headwater Road & King St Client RemarksWelcome to this open concept beautifully maintained 4 bedroom, 3 bathroom home in a family neighbourhood of the Bolton. From the moment you step inside, you'll be greeted by a large main floor with a Dream Updated Modern Kitchen serving as the heart of

Paul Rishi,Royal Lepage Certified Realty
Listed by: Paul Rishi ,Royal Lepage Certified Realty (905) 452-7272
House for sale: 14 CALEDON CRESCENT, Brampton

50 photos

$849,999

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

4 beds
2 baths
55 days

Kennedy Rd & Steeles Ave E Pre-Listing Inspection Available Upon Request. Offers Anytime. Detached Home With Large Driveway Located In Peel Village. 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.

Nick Cuong Chuong,Lpt Realty
Listed by: Nick Cuong Chuong ,Lpt Realty (647) 299-4062
House for sale: 183 Caledon CR, Spruce Grove

27 photos

$479,952

183 Caledon Cr, Spruce Grove, Alberta T7X 0Y6

3 beds
3 baths
113 days

Welcome to the Sampson built by the award-winning builder Pacesetter homes and is located in the heart of Copperhaven and just steps to the neighborhood park and schools. As you enter the home you are greeted by luxury vinyl plank flooring throughout the great room, kitchen, and the breakfast

Wally Karout,Royal Lepage Arteam Realty
Listed by: Wally Karout ,Royal Lepage Arteam Realty (780) 718-4848
House for sale: 39 BROOKHAVEN CRESCENT, East Garafraxa

50 photos

$3,499,900

39 Brookhaven Crescent, East Garafraxa (Rural East Garafraxa), Ontario L9W 7M9

6 beds
7 baths
86 days

Cross Streets: B Line and Caledon/ East Garafraxa town-line. ** Directions: Off B Line. Welcome to 39 Brookhaven Crescent, where timeless craftsmanship meets modern luxury on a stunning 1.25-acre estate. From the moment you arrive, the stone and wood exterior and fully landscaped grounds set

Amolak Dhindsa,Century 21 Green Realty Inc.
Listed by: Amolak Dhindsa ,Century 21 Green Realty Inc. (416) 721-2576
House for sale: 5211 TENTH LINE, Erin

50 photos

$7,250,000

5211 Tenth Line, Erin (Rural Erin), Ontario N0B 1T0

5 beds
6 baths
94 days

Tenth Line / Side Rd 5 A soulful modern residence designed to sync with the rhythm of the sun, offering incredible vistas from all spaces & making an effortless connection between indoors & out. Nestled on approx. 98 acres in the bucolic countryside of Erin, bordering Caledon, a long heritage

Jade Skuce,Royal Lepage Rcr Realty
Listed by: Jade Skuce ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 119 SUNDRIDGE STREET, Brampton

26 photos

$898,888

119 Sundridge Street, Brampton (Snelgrove), Ontario L7A 1J8

3 beds
2 baths
34 days

Cross Streets: Hurontario / Mayfield. ** Directions: HWY 10 to Mayfield. Now is the time to get into your new home!!! This is a spectacular 1+2 bedroom on a HUGE oversized pie shape lot with an in-ground, saltwater swimming pool! This raised bungalow has it all, and with the opportunity to

Stephanie Kortekaas,Royal Lepage Rcr Realty
Listed by: Stephanie Kortekaas ,Royal Lepage Rcr Realty (416) 220-6397
House for sale: 11 REDFINCH WAY, Brampton

49 photos

$999,000

11 Redfinch Way, Brampton (Fletcher's Meadow), Ontario L7A 2B2

6 beds
4 baths
11 days

Cross Streets: Chinguacousy/Sandalwood. ** Directions: Southeast of Chinguacousy/Sandalwood. *SPACIOUS STUNNER in FLETCHER'S MEADOW* Welcome to this beautifully maintained eloquently styled 6 BED, 4 BATH family home offering 2,684 SQFT of bright, functional layout and gorgeous contemporary

Telma Melo,Royal Lepage Real Estate Associates
Listed by: Telma Melo ,Royal Lepage Real Estate Associates (905) 812-8123
House for sale: 2139 ADJALA-TECUMSETH TOWNLINE, New Tecumseth

20 photos

$825,000

2139 Adjala-tecumseth Townline, New Tecumseth (Rural New Tecumseth), Ontario L0G 1W0

5 beds
2 baths
53 days

Cross Streets: 5th Line/Adjala-Tecumseth Townline. ** Directions: 5th Line/Adjala -Tecumseth Townline. THE OUTDOOR FREEDOM YOU CRAVE WITH INDOOR SPACE THAT LETS YOU DREAM BIG! It's the kind of property that catches you off guard in the best way because it offers peaceful country living with

House for sale: 159 DELARMBRO DRIVE, Erin

46 photos

$1,899,000

159 Delarmbro Drive, Erin (Erin), Ontario N0B 1T0

4 beds
3 baths
58 days

Cross Streets: Wellington 52 & 8th Line. ** Directions: Google Maps. Welcome to 159 Delarmbro Drive - a beautifully upgraded executive estate home set in one of Erin's most coveted family friendly communities. Peaceful, private, and surrounded by mature trees, this residence blends timeless

Tina Sadler,Re/max Real Estate Centre Inc.
Listed by: Tina Sadler ,Re/max Real Estate Centre Inc. (647) 984-8079

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.