Caledon Homes With Pools

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House for sale: 20511 MAIN STREET, Caledon

50 photos

$1,990,000

20511 Main Street, Caledon (Rural Caledon), Ontario L7K 1R5

6 beds
5 baths
144 days

Beautifully crafted custom-built bungalow nestled on a spectacular 1.4-acre estate lot, thoughtfully designed with an open-concept layout and a setting that feels as though it was sculpted into the surrounding rolling hills. This exceptional property showcases meticulous landscaping, breathtaking

Listed by: Kiruja Sivarajah ,Harvey Kalles Real Estate Ltd. (416) 441-2888
House for sale: 15668 SHAWS CREEK ROAD, Caledon

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$3,200,000

15668 Shaws Creek Road, Caledon (Rural Caledon), Ontario L7C 1V6

4 beds
3 baths
65 days

Set on 43+ acres with mature trees, open lawns, perennial and vegetable gardens, flagstone patios, and a large stream-fed pond, this exceptional country estate offers timeless character in a highly desirable setting. The circa-1900 stone residence, with a Napier Simpson addition, offers approximately

House for sale: 2814 FORKS OF THE CREDIT ROAD, Caledon

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$2,468,000

2814 Forks Of The Credit Road, Caledon (Rural Caledon), Ontario L7K 2H5

5 beds
6 baths
63 days

Welcome to a one-of-a-kind longevity estate where nature, privacy & wellness-focused design converge on 2.71 picturesque acres. Ideally located near the Pulpit Club, Caledon Mountain Trout Club, Caledon Ski Club, Brampton Flying Club & Bruce Trail, this extraordinary property offers a private

Sam Allan Mcdadi,Sam Mcdadi Real Estate Inc.
Listed by: Sam Allan Mcdadi ,Sam Mcdadi Real Estate Inc. (905) 502-1500
House for sale: 19 MCCONACHIE CRESCENT, Caledon

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$1,399,000

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

4 beds
3 baths
52 days

Beautifully maintained raised bungalow set on a private 1.5-acre country lot, offering the perfect blend of tranquility and convenience. This spacious home features 3+1 bedrooms, 3 full bathrooms, and a functional layout ideal for families, multi-generational living, or those seeking extra

Shawn Chhabra,Real Estate Advisors Inc.
Listed by: Shawn Chhabra ,Real Estate Advisors Inc. (416) 691-3000
House for sale: 7735 OLD CHURCH ROAD, Caledon

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$4,350,000

7735 Old Church Road, Caledon (Rural Caledon), Ontario L7E 0P5

4 beds
5 baths
32 days

Exceptional distinguished Caledon estate, custom-built luxury bungalow over 7700+ sq.ft. of living space set on 10 meticulously maintained acres, offering an extraordinary blend of elegance, privacy & resort-inspired living. Beyond the gated entrance, mature trees, breathtaking gardens & beautifully

Bill Parnaby,Royal Lepage Rcr Realty
Listed by: Bill Parnaby ,Royal Lepage Rcr Realty (289) 514-2489
House for sale: 9 FLAHERTY LANE, Caledon

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$6,299,000

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

6 beds
10 baths
15 days

Welcome to 9 Flaherty Lane, a breathtaking custom estate nestled on over 10.6 acres in one of Caledon's prestigious enclaves and backing onto 50 acres of conservation land. Spanning over 13,500 square feet above grade and over 20,000 square feet total, this residence offers homeowners unmatched

Sam Allan Mcdadi,Sam Mcdadi Real Estate Inc.
Listed by: Sam Allan Mcdadi ,Sam Mcdadi Real Estate Inc. (905) 502-1500
House for sale: 18 FILTON ROAD, Caledon

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$1,799,900

18 Filton Road, Caledon (Caledon East), Ontario L7C 1R5

4 beds
4 baths
61 days

Welcome to 18 Filton Road, a custom-built executive home in the heart of Caledon East. This 4-bedroom residence showcases 7.5-inch engineered white oak hardwood floors, upgraded trim, and designer colours throughout. A dramatic 17'10" open-to-above ceiling soars over the foyer and living room,

Listed by: Ross Vignale ,Re/max Realty Services Inc. (905) 702-4326
House for sale: 446 THE GRANGE SIDE ROAD, Caledon

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$4,750,000

446 The Grange Side Road, Caledon (Rural Caledon), Ontario L7K 1G4

4 beds
5 baths
100 days

Located in one of the most desirable pockets of Caledon, 446 The Grange Side Road is situated on over 11 acres of wooded grounds and manicured open vistas. This exquisite, private country estate is the perfect blend of country character and contemporary design. Located in close proximity to

House for sale: 1666 SPRUCE DRIVE, Caledon

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$1,238,000

1666 Spruce Drive, Caledon (Caledon Village), Ontario L7K 1B2

5 beds
3 baths
52 days

An entertainer's paradise in the Village of Caledon, this 5-bed, 2.5-bath offers a vast yard to play in and has a private circular drive with ample parking. Private, mature corner lot w/ towering trees, gorgeous perennial gardens, raised vegetable garden beds, multiple decks, patios and sitting

Kaitlan Klein,Century 21 Millennium Inc.
Listed by: Kaitlan Klein ,Century 21 Millennium Inc. (905) 586-5258
House for sale: 15 CALEDON MOUNTAIN DRIVE, Caledon

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$2,795,000

15 Caledon Mountain Drive, Caledon (Rural Caledon), Ontario L7K 0G1

4 beds
3 baths
65 days

No need for AI embellishment here! This one-of-a-kind, 3.3 acre country retreat located just outside the quaint hamlet of Belfountain is pretty perfect all on its own. Professionally designed and renovated from top to bottom in 2020, this beautifully reimagined home offers a mix of modern design

House for sale: 16718 CALEDON KING TOWNLINE N, Caledon

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$2,999,995

16718 Caledon King Townline N, Caledon (Palgrave), Ontario L7E 3R5

5 beds
2 baths
40 days

A Rare Gated Country Estate Set On Just Under 25 Acres, Where Privacy, Natural Beauty And Exceptional Versatility Come Together. From The Moment You Enter The Gates, A Long Private Drive Leads You Through Mature Trees And Park-Like Surroundings Toward A Residence Completely Hidden From The

Denise Gottardo,Re/max Experts
Listed by: Denise Gottardo ,Re/max Experts (905) 499-8800
House for sale: 13214 HERITAGE ROAD, Caledon

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$1,499,000

13214 Heritage Road, Caledon (Rural Caledon), Ontario L7C 1T4

5 beds
10 baths
8 days

ESTATE HOME WITH FENCED SWIMMING POOL PLENTY PARKING !!Welcome To 1.14 Acres Of Beautiful Privacy With A Spectacular Views Of The Escarpment In Caledon! 5 Mins Literally Away From Brampton!! This Delightful Home Is Ready For You To Move In! Watch The Beautiful Sunset While Sitting On The Patio,

Rick Ohri,Re/max Realty Specialists Inc.
Listed by: Rick Ohri ,Re/max Realty Specialists Inc. (647) 261-7142
House for sale: 19211 MOUNTAINVIEW ROAD, Caledon

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$1,349,900

19211 Mountainview Road, Caledon (Rural Caledon), Ontario L7K 2G6

4 beds
5 baths
130 days

Enjoy pool days in every season - all from the comfort of home! Set on a beautiful 1-acre lot along a paved country road and surrounded by towering mature trees, this spacious 2-storey home offers comfort, character, and a truly unique resort-style lifestyle.With over 3000 sq. ft. of living

Bradley Mayer-harman,Century 21 Millennium Inc.
Listed by: Bradley Mayer-harman ,Century 21 Millennium Inc. (647) 494-5387
House for sale: 13289 INNIS LAKE ROAD, Caledon

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$8,000,000

13289 Innis Lake Road, Caledon (Rural Caledon), Ontario L7C 2Z6

5 beds
5 baths
149 days

Exceptional 10-acre country estate offering privacy, versatility, and outstanding lifestyle amenities. This spacious 2-storey brick home features a renovated kitchen (2022) with large island, farmhouse sink, pot fillers, stainless steel appliances, and abundant cabinetry. Enjoy oversized principal

House for sale: 7 MAPLE MEADOW COURT, Caledon

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$5,250,000

7 Maple Meadow Court, Caledon (Rural Caledon), Ontario L7K 0G2

5 beds
7 baths
71 days

A rare offering in Caledon Mountain Estates on 2.83 acres, this newly built contemporary estate pairs exceptional scale and sophisticated design with a level of privacy that is increasingly difficult to find-all within convenient reach of the GTA. Set against a peaceful natural landscape, the

Shawna Mcfadyen,Housesigma Inc.
Listed by: Shawna Mcfadyen ,Housesigma Inc. (647) 360-2330
House for sale: 44 GEORGE CRESCENT, Caledon

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$1,649,900

44 George Crescent, Caledon (Caledon East), Ontario L7C 1G2

5 beds
4 baths
57 days

Welcome to 44 George Crescent - an exceptional country estate in the prestigious executive community of Caledon East. Set on a spectacular 2-acre property surrounded by mature trees and established landscaping, this beautifully maintained all-brick, two-storey home offers over 5,000 sq. ft.

Sigrid Doherty,Re/max Realty Specialists Inc.
Listed by: Sigrid Doherty ,Re/max Realty Specialists Inc. (905) 584-2727
House for sale: 100 WALKER ROAD W, Caledon

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$1,034,000

100 Walker Road W, Caledon (Caledon East), Ontario L7C 3M4

4 beds
4 baths
26 days

Welcome to this stunning semi-detached home in the highly desirable community of West Caledon, set on a 49.21 x 107.64 ft lot that is roughly twice the size of a typical semi. It offers the space and privacy usually reserved for a detached home, with a single-car garage and driveway parking

Listed by: Nikolche Ilkanovski ,Royal Lepage Real Estate Services Ltd. (647) 289-6356
House for sale: 53 MARILYN STREET, Caledon

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$1,079,000

53 Marilyn Street, Caledon (Caledon East), Ontario L7C 1H5

4 beds
3 baths
19 days

Welcome to 53 Marilyn Street, a beautifully maintained detached home on a premium corner lot in one of Caledon East's most sought-after neighbourhoods. Framed by mature trees and surrounded by fine homes, this property offers privacy, space and genuine small-town charm.The backyard is a true

Nik Handa,Real Broker Ontario Ltd.
Listed by: Nik Handa ,Real Broker Ontario Ltd. (647) 404-4083
House for sale: 2097 GRANGE SIDE ROAD, Caledon

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$7,600,000

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

9 beds
9 baths
121 days

One of Caledon's Most Spectacular Estates with Breathtaking Views of the Caledon Landscape and Toronto Skyline, this estate is the epitome of luxury living and grand entertaining. Featuring 9 bedrooms and 9 bathrooms, this magnificent home has been meticulously designed to offer the perfect

Listed by: Paul Richardson ,Royal Lepage Meadowtowne Realty (905) 877-8262
House for sale: 25 HILLTOP DRIVE, Caledon

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$1,179,000

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

4 beds
2 baths
66 days

Welcome to Hilltop Drive. One of Caledon East's most desirable communities. This beautifully updated 4-level side-split offers the ideal blend of modern style, space, and functionality. Featuring four bedrooms and four distinct living levels, this home has been thoughtfully designed to accommodate

Anna Fitzcharles,One Percent Realty Ltd.
Listed by: Anna Fitzcharles ,One Percent Realty Ltd. (416) 858-5657
House for sale: 16112 THE GORE ROAD, Caledon

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$1,788,000

16112 The Gore Road, Caledon (Rural Caledon), Ontario L7C 3E6

3 beds
3 baths
47 days

Welcome to this exquisite custom-built Raised Bungalow offering approximately 2,545 sq. ft. on the main level, plus an additional 2,465 sq. ft. of finished walkout lower level living space in the heart of rural Caledon. Surrounded by mature trees, backing the Caledon Trailway Path, scenic landscapes,

Bill Parnaby,Royal Lepage Rcr Realty
Listed by: Bill Parnaby ,Royal Lepage Rcr Realty (289) 514-2489
House for sale: 25 MCCANDLESS COURT, Caledon

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$1,299,999

25 Mccandless Court, Caledon (Caledon East), Ontario L7C 3R6

4 beds
4 baths
23 days

Welcome To 25 McCandless Court, A Stunning 3000+ sq ft plus finished basement 4-Bedroom, 4-Bathroom Home In One Of Caledon East's Most Sought-After Neighbourhoods. Thoughtfully Designed For Both Functionality And Elegance, This Spacious Property Offers 9-Foot Ceilings, Hardwood Floors, And

Stuart Sinclair,Re/max Experts
Listed by: Stuart Sinclair ,Re/max Experts (905) 499-8800
House for sale: 18250 DUFFY'S LANE, Caledon

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$5,499,000

18250 Duffy's Lane, Caledon (Palgrave), Ontario L7E 3C4

4 beds
4 baths
113 days

Extraordinary Palgrave estate where privacy, a tranquil setting, natural beauty, and endless opportunity come together on approximately 86 spectacular acres. Tucked away among the rolling hills, this remarkable property offers an exceptional blend of open pasture, productive hay fields, mature

House for sale: 4780 ESCARPMENT SIDE ROAD, Caledon

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$10,900,000

4780 Escarpment Side Road, Caledon (Rural Caledon), Ontario L7C 2S1

7 beds
5 baths
116 days

WOODLANDS is an extraordinary 7-bedroom, 5-bathroom estate offering two distinct residences set on approximately 63 private acres of mature forest, scenic trails, and meticulously landscaped gardens. Perfectly positioned at the prestigious corner of Escarpment Sideroad and St. Andrews Road,

House for sale: 19 BIRCH AVENUE, Caledon

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$1,299,900

19 Birch Avenue, Caledon (Palgrave), Ontario L7E 0K1

4 beds
3 baths
66 days

Welcome to this masterfully designed property in the heart of Palgrave, where timeless character meets uncompromising modern luxury. Enjoy absolute maintenance free comfort from the fresh stucco exterior & steel roof to the heated, patterned-concrete driveway, walkways & patios & a lush front

Greg Ringer,Royal Lepage Rcr Realty
Listed by: Greg Ringer ,Royal Lepage Rcr Realty (905) 857-0651
House for sale: 9 MORAINE PLACE, Caledon

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$1,999,000

9 Moraine Place, Caledon (Palgrave), Ontario L7E 0E5

3 beds
4 baths
51 days

Refined country living in one of Palgrave's most sought-after executive enclaves. Privately positioned on nearly 2 acres, this impressive custom bungalow delivers space, privacy, and resort-inspired outdoor living. Beautifully landscaped grounds surround a stunning saltwater in-ground pool,

House for sale: 40 WALTON DRIVE, Caledon

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$2,899,900

40 Walton Drive, Caledon (Palgrave), Ontario L7E 0A1

4 beds
7 baths
22 days

Beyond the brick pillar entrance and picturesque birch-lined driveway awaits a captivating custom-built estate, where the glamour, individuality and architectural imagination of a remarkable era live on. Set on almost 3 acres in Caledon, this extraordinary residence celebrates authentic retro

Melanie Daigle,Tailor Made Real Estate Inc.
Listed by: Melanie Daigle ,Tailor Made Real Estate Inc. (416) 876-7355
House for sale: 32 CALEDON STREET, Caledon

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$929,999

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

5 beds
3 baths
40 days

Beautiful 3+2 Bedroom Bungalow with a WALKOUT 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 bedrooms and a 4 pc

Listed by: Manveer Singh Dhindsa ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 23 DEER VALLEY DRIVE, Caledon

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$1,199,000

23 Deer Valley Drive, Caledon (Bolton West), Ontario L7E 2E3

4 beds
4 baths
18 days

Welcome to 23 Deer Valley Drive, a beautifully maintained all brick family home set on a premium 142 foot deep lot in one of Bolton's most established family neighbourhoods. Lovingly cared for by its original owners, this home has been the backdrop for years of family memories and is ready

Janine Speirs,Re/max Real Estate Centre Inc.
Listed by: Janine Speirs ,Re/max Real Estate Centre Inc. (647) 964-3307
House for sale: 62 GIBSON LAKE DRIVE, Caledon

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$1,499,999

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

4 beds
5 baths
144 days

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 Open concept Separate Living, Dinning & Family Room. Chefs Dream incredible Custom Gourmet Kitchen w/large

Jagat Patel,Homelife/miracle Realty Ltd
Listed by: Jagat Patel ,Homelife/miracle Realty Ltd (647) 669-0331
House for sale: 18 MCCABE CRESCENT, Caledon

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$1,399,000

18 Mccabe Crescent, Caledon (Bolton North), Ontario L7E 5W9

4 beds
3 baths
79 days

Stunning Family Home in Desirable Bolton North - Welcome to this exceptional detached home in the highly sought-after community of Bolton North. Lovingly cared for by its original owner, this residence showcases true pride of ownership and has been meticulously maintained inside and out. Nestled

Rosemarie James,Royal Lepage Rcr Realty
Listed by: Rosemarie James ,Royal Lepage Rcr Realty (705) 435-3000
House for sale: 4 INGLEVIEW DRIVE, Caledon

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$2,250,000

4 Ingleview Drive, Caledon (Inglewood), Ontario L7C 1P3

4 beds
4 baths
78 days

Luxurious Caledon escape awaits in this executive home. Refined country living meets exceptional convenience. Set on2beautifully groomed acres with private pond, this expansive, lovingly maintained bungalow offers an extraordinary lifestyle so close to the city. From the moment you arrive,

Nancy Prete,Exp Realty
Listed by: Nancy Prete ,Exp Realty (647) 909-8076
House for sale: 8 WATERBURY STREET, Caledon

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$949,000

8 Waterbury Street, Caledon (Bolton East), Ontario L7E 1X2

4 beds
2 baths
36 days

5 Reasons Why You Will Love This Detached 2-Storey Home: 1) The upper floor features a 4-piece bathroom, hardwood flooring and three bedrooms, each offering a window for natural light and a closet. 2) The main floor offers a spacious living room and modern kitchen with smooth ceilings and pot

Gary Cirillo,Realty Executives Priority One Limited
Listed by: Gary Cirillo ,Realty Executives Priority One Limited (905) 738-5478
House for sale: 5 COATES HILL COURT, Caledon

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$2,399,000

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

4 beds
5 baths
8 days

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

Karyna Gongalskyy,Royal Lepage Realty Plus
Listed by: Karyna Gongalskyy ,Royal Lepage Realty Plus (647) 530-8885
House for sale: 258 AMOS DRIVE, Caledon

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$3,588,000

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

4 beds
5 baths
148 days

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 oasis featuring : Salt

Listed by: Natalia Belykh ,Tfn Realty Inc. (416) 789-0288
House for sale: 57 KENNEDY Road, Caledon

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$2,500,000

57 Kennedy Road, Caledon, Ontario L7C 2M7

4 beds
7 baths
138 days

Experience the perfect balance of luxury, nature, and convenience. This property will appeal to the discerning buyer seeking something truly special. Inside 6,500 square feet of thoughtfully blends open-concept living with cozy private retreats. Nestled on a unique, secluded 1.88-acre lot,

Karen Hewson,Keller Williams Edge Realty
Listed by: Karen Hewson ,Keller Williams Edge Realty (905) 464-2744
House for sale: 57 KENNEDY ROAD, Caledon

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$2,500,000

57 Kennedy Road, Caledon (Cheltenham), Ontario L7C 2M7

4 beds
6 baths
137 days

Experience the perfect balance of luxury, nature, and convenience. This property will appeal to the discerning buyer seeking something truly special. Inside 6,500 square feet of thoughtfully blends open-concept living with cozy private retreats. Nestled on a unique, secluded 1.88-acre lot,

Karen Hewson,Keller Williams Edge Realty
Listed by: Karen Hewson ,Keller Williams Edge Realty (905) 335-8808
House for sale: 4 WOLF CRESCENT, Caledon

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$1,939,900

4 Wolf Crescent, Caledon (Palgrave), Ontario L7E 0A7

4 beds
3 baths
88 days

Set on an impressive 2.5-acre corner lot, 4 Wolf Crescent offers an incredible opportunity in one of Caledon's most sought-after areas. With expansive, usable land and uninterrupted views in every direction, this is a place where nature takes centre stage - designed for active, everyday living.

House for sale: 50 NORTH RIVERDALE DRIVE, Caledon

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$1,539,000

50 North Riverdale Drive, Caledon (Inglewood), Ontario L7C 3K3

3 beds
4 baths
57 days

Welcome to your private retreat in the charming and peaceful hamlet of Inglewood. Nestled on a spectacular 80' wide lot backing onto ravine and Caledon Trailway, this beautiful home offers more than 4,000 sq. ft. of finished living space, stunning natural views and exceptional privacy. Located

Alex Cygal,Re/max Realty Services Inc.
Listed by: Alex Cygal ,Re/max Realty Services Inc. (416) 471-7475
House for sale: 81 MATSON DRIVE, Caledon

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$1,999,000

81 Matson Drive, Caledon (Palgrave), Ontario L7E 0A3

3 beds
4 baths
37 days

Tucked away in the prestigious Palgrave community of Caledon, this exceptional private residence offers the perfect blend of timeless elegance, modern sophistication, and tranquil country living. Set on over two acres of beautifully landscaped grounds, this remarkable family home is ready to

Nitsa Katis,Re/max Experts
Listed by: Nitsa Katis ,Re/max Experts (905) 499-8800
House for sale: 15252 CHINGUACOUSY ROAD, Caledon

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$1,599,900

15252 Chinguacousy Road, Caledon (Rural Caledon), Ontario L7C 1Z7

4 beds
4 baths
30 days

Wow! Resort-Style Living On 1 Acre Treed Lot, Unbelievably Close To The City. Heated Saltwater Pool, Hot Tub, Treehouse, Firepit, Sports Pad, W/Golf Course Across The Street - Summer & Winter Fun! Quintessential Country-Living Home Has Wrap-Around Porch & Oozes Upscale Charm Inside & Out. Custom

House for sale: 44 PINERIDGE DRIVE, Caledon

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$1,249,000

44 Pineridge Drive, Caledon (Palgrave), Ontario L7E 0M4

3 beds
2 baths
145 days

This is the opportunity you've been waiting for! Located in a family-friendly neighbourhood surrounded by multi-million-dollar homes, this property offers exceptional potential and outstanding value. Welcome to 44 Pineridge Drive, a charming bungalow nestled in the sought-after Gibson Lake

Listed by: Fadi Michel Melhem ,Remax Your Community Realty (905) 731-2000
House for sale: 3 NATUREVIEW COURT, Caledon

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$1,649,000

3 Natureview Court, Caledon (Bolton West), Ontario L7E 2N2

5 beds
4 baths
32 days

Situated In Boltons Most Sought After North Hill. Gorgeous 4+1 Bedroom, 4 Bathroom Home Nestled on a Cul de Sac With Walk-Out To An Entertainers Dream Backyard featuring a Large Deck, Heated Outdoor Pool, Landscaping, Bar Shed and Low Maintenance Astro-Turf. Newly Renovated Main Floor with

Angela Ramos,Royal Lepage Security Real Estate
Listed by: Angela Ramos ,Royal Lepage Security Real Estate (416) 654-1010
House for sale: 25 FIELD CREST ROAD, Caledon

49 photos

$1,299,000

25 Field Crest Road, Caledon (Inglewood), Ontario L7C 1H4

4 beds
3 baths
12 days

Room to breathe, space to gather and a backyard that feels like a weekend away. Welcome to 25 Field Crest Rd in Inglewood, Caledon, where mature trees, expansive lawns and an in-ground pool create a peaceful setting for everyday family life. This detached bungalow offers approximately 1,815

Listed by: Khrystyna Vereshchak ,Right At Home Realty (905) 565-9200
House for sale: 40 VICTORIA CRESCENT, Caledon

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$1,349,999

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

3 beds
2 baths
102 days

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 garage behind

Listed by: Karamjit Kaur Dhaliwal ,King Realty Inc. (905) 793-5464

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.