Lake Caledon Waterfront Homes

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House for sale: 16927 WINSTON CHURCHILL BOULEVARD, Caledon

50 photos

$4,500,000

16927 Winston Churchill Boulevard, Caledon (Rural Caledon), Ontario L7K 1H9

5 beds
3 baths
30 days

Grange/Winston Churchill A Victorian reimagined, complete with a secret English garden. Just outside Belfountain, on nearly 15 acres of Caledon countryside, it is steeped in character and completely its own. The main house holds four bedrooms and three bathrooms, anchored by a bright central

Jade Skuce,Royal Lepage Rcr Realty
Listed by: Jade Skuce ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 15481 MOUNT WOLFE ROAD, Caledon

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$1,797,000

15481 Mount Wolfe Road, Caledon (Palgrave), Ontario L7E 3P3

6 beds
6 baths
47 days

Cross Streets: Bruno Ridge/Mt Wolfe. ** Directions: Mount Wolfe & Castlederg. Muskoka feel with great location and all the amenities.NATURAL GAS, TOWN WATER, FIBRE OPTIC! Are you tired of your basic subdivision house, need more space with views, need some breathing room after work without the

House for sale: 15163 CENTREVILLE CREEK ROAD, Caledon

48 photos

$1,999,999

15163 Centreville Creek Road, Caledon (Rural Caledon), Ontario L7C 3C3

4 beds
5 baths
27 days

Cross Streets: Centreville Creek & Castlederg Sdrd. ** Directions: King St to Centreville Creek Rd, go North, just North of Castlederg. Welcome to your private Caledon estate, peacefully set on 34 picturesque acres offering the perfect blend of luxury, country living, functionality, and natural

18023 HORSESHOE HILL ROAD, Caledon
Vacant land

15 photos

$1,399,000

18023 Horseshoe Hill Road, Caledon (Rural Caledon), Ontario L7K 2B8

8 days

Cross Streets: Horseshoe Hill Road and Charleston Sideroad. ** Directions: On Horseshoe Hill Road between Escarpment Sideroad and Charleston Sideroad. Build Your Dream in the Caledon Hills. Discover the perfect blend of privacy, nature, and convenience on this picturesque 5-acre property nestled

Listed by: Carmela Gagliese-scoles ,The Richie Group Inc. (416) 709-6192
0 SHAWS CREEK ROAD, Caledon
Vacant land

43 photos

$3,125,000

0 Shaws Creek Road, Caledon (Rural Caledon), Ontario L7C 1V9

100 days

Cross Streets: Shaws Creek / Olde Base Line. ** Directions: North on Hwy. 10 / West on Olde Base Rd. / North on Shaws Creek Rd. / Lot is directly across from 15719 Shaws Creek Rd. 50 acres of spectacular vacant land situated in the rolling hills of Caledon. Prime location - close to the GTA

House for sale: 15466 THE GORE ROAD, Caledon

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$16,800,000

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

7 beds
9 baths
21 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: 13820 HERITAGE ROAD, Caledon

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$1,800,000

13820 Heritage Road, Caledon (Rural Caledon), Ontario L7C 1T5

6 beds
5 baths
47 days

King & Heritage Over 44 acres of rolling Caledon countryside in Terra Cotta with a winding trail down to the beautiful Credit River, right in your backyard. The home has over 3000 square feet above grade and the land alone makes this the perfect generational hold - with the possibility to build

Hilary Matthews,Harvey Kalles Real Estate Ltd.
Listed by: Hilary Matthews ,Harvey Kalles Real Estate Ltd. (647) 354-9506
House for sale: 18599 HORSESHOE HILL ROAD, Caledon

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$1,338,000

18599 Horseshoe Hill Road, Caledon (Rural Caledon), Ontario L7K 2B9

5 beds
3 baths
35 days

Cross Streets: Charleston, North On Horseshoe Hill. ** Directions: From Charleston Sdrd head North on Horseshoe Hill. Property on E side. Located on a paved country road, this 3+2 bedroom, 3-bathroom raised bungalow set on a private, treed 2.89-acre lot features a pond, stream, bush, trails,

Kaitlan Klein,Century 21 Millennium Inc.
Listed by: Kaitlan Klein ,Century 21 Millennium Inc. (905) 586-5258
House for sale: 14728 HERITAGE ROAD, Caledon

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$2,199,900

14728 Heritage Road, Caledon (Rural Caledon), Ontario L7C 1T7

4 beds
3 baths
13 days

Cross Streets: King Rd/Heritage Rd. ** Directions: King St/Peel Regional Rd turn right onto Heritage Rd. Luxury Meets Nature A Private 29.5-Acre Retreat in Terra Cotta. Experience the perfect fusion of countryside tranquility and modern luxury in this stunning 4-bed, 3-bath estate perched atop

Robert A. Rennie,Re/max Hallmark Realty Ltd.
Listed by: Robert A. Rennie ,Re/max Hallmark Realty Ltd. (416) 486-5588
House for sale: 18101 SHAWS CREEK ROAD, Caledon

50 photos

$4,999,000

18101 Shaws Creek Road, Caledon (Rural Caledon), Ontario L7K 0E8

6 beds
5 baths
29 days

Charleston Sideroad / Shaws Creek Belain Farm is a remarkable 96-acre country estate where equestrian living, natural beauty, and timeless heritage converge. Framed by a picturesque maple-lined driveway, private forests, scenic trails, open meadows, and sweeping pastoral views, this exceptional

House for sale: 33 OLD PAVILLION ROAD, Caledon

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$539,900

33 Old Pavillion Road, Caledon (Rural Caledon), Ontario L7C 3J8

3 beds
1 baths
16 days

King/Chinguacousy Tucked into a riverside cooperative along the Credit River, this detached bungalow is the kind of place that makes you slow down. Open-concept living, hardwood throughout, and skylights that pull in sunlight by day and let you watch the stars roll past at night. A powered

Listed by: Scott Ian Parkhill ,Royal Lepage Signature Realty (647) 261-4127
House for sale: 19976 KENNEDY ROAD, Caledon

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$1,499,000

19976 Kennedy Road, Caledon (Rural Caledon), Ontario L7K 1Y3

4 beds
3 baths
27 days

Cross Streets: Kennedy & Beach Grove Sdrd. ** Directions: Kennedy Road North of Charleston, North of Beech Grove Sdrd. Built by Charleston Homes, this quality-constructed, 3+1 bedroom custom bungalow, is set on a mature, private, park-like 2.05 acre lot, with an ornamental pond with a waterfall

Kaitlan Klein,Century 21 Millennium Inc.
Listed by: Kaitlan Klein ,Century 21 Millennium Inc. (905) 586-5258
House for sale: 19555 SHAWS CREEK ROAD, Caledon

50 photos

$1,999,999

19555 Shaws Creek Road, Caledon (Rural Caledon), Ontario L7K 1L5

4 beds
3 baths
14 days

Beech Grove Sdrd and Shaws Creek Tucked away in one of Caledon's most picturesque countryside settings, this enchanting estate blends timeless character, architectural significance, and natural beauty into an offering unlike anything else on the market. From the moment you arrive, the home's

House for sale: 16735 MISSISSAUGA ROAD, Caledon

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$1,999,000

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

3 beds
2 baths
53 days

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: 3722 THE GRANGE SIDE ROAD, Caledon

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$5,299,999

3722 The Grange Side Road, Caledon (Rural Caledon), Ontario L7C 0C3

6 beds
6 baths
91 days

Grange Sideroad & Kennedy Road Welcome to 3722 The Grange Side Road, an exceptional 84-acre country estate offering a rare blend of privacy, natural beauty, and outstanding versatility. A long, tree-lined drivewaywinds through picturesque farmland, leading to an impressive natural stone bungalow

Listed by: Arsh Chawla ,Re/max Gold Realty Inc. (905) 456-1010
House for sale: 9 FLAHERTY LANE, Caledon

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$6,399,000

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

6 beds
10 baths
60 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: 9240 CASTLEDERG SIDE ROAD, Caledon

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$1,949,000

9240 Castlederg Side Road, Caledon (Rural Caledon), Ontario L7E 0S2

5 beds
5 baths
21 days

Hwy 50/Castlederg Sdrd Multi-Generational Home on a Serene Setting. Welcome to 9240 Castlederg Side Road - a stunning, fully renovated bungalow set on 2 private acres in the heart of rural Caledon. Offering over 2,700 sq ft of total living space, this 4-bedroom (2 on the main level, 2 on the

Listed by: Vito Anthony Casella ,Re/max Noblecorp Real Estate (905) 856-6611
Row / Townhouse for sale: 19 TIVERON AVENUE, Caledon

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$679,900

19 Tiveron Avenue, Caledon (Rural Caledon), Ontario L7C 4L4

3 beds
3 baths
34 days

Cross Streets: Kennedy & Dougall. ** Directions: . Walking Distance To Pond! Executive Brick & Stone Elevation 3-Bedroom, 3-Washroom Townhouse In Prestigious Southfields Village, Caledon. Features 2 Full Washrooms On The Upper Level, A Spacious Family-Size Kitchen, And Walk-Out To Deck From

House for sale: 13 OLD PAVILION ROAD, Caledon

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$480,000

13 Old Pavilion Road, Caledon (Rural Caledon), Ontario L7C 3J8

2 beds
1 baths
7 days

Cross Streets: Boston Mills & Chinguacousy. ** Directions: Hwy 10 - East on Boston Mills - South on Chinguacousy to Old Pavilion Rd. Nestled in the heart of Ferndale Park-a unique 34-acre cooperative with shared ownership, access to shared parks, trails and riverfront along the Credit River,

Jennifer Jewell,Royal Lepage Rcr Realty
Listed by: Jennifer Jewell ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 446 THE GRANGE SIDE ROAD, Caledon

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$5,850,000

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

4 beds
5 baths
15 days

Shaws Creek Rd / The Grange Side Rd Located in the heart 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 flavour and contemporary design. Located in close proximity

House for sale: 143 GREEN LAKE ROAD W, Caledon

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$1,849,000

143 Green Lake Road W, Caledon (Rural Caledon), Ontario L7K 0S4

4 beds
4 baths
37 days

Cross Streets: Charleston & Willoughby. ** Directions: Hurontario, west on Charleston south on Green Lake Rd W. Experience over 300 feet of pristine waterfront just 45 minutes from Downtown Toronto-where refined living meets the tranquility of a year-round executive retreat. Ideally located

Listed by: Sean Dylan Anderson ,The Richie Group Inc. (519) 942-0234
House for sale: 24 CEDAR DRIVE, Caledon

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$1,799,000

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

5 beds
3 baths
15 days

Hwy 10 / Forks of The Credit MUST SEE!!!! Escape the hustle, a hidden sanctuary awaits. Private hidden away retreat in one of the BEST areas of Caledon offering natural beauty with all the charm of country living. Beautiful 2.98 acres located just off the scenic Forks of The Credit Road. For

Bruce Edward Bell,Re/max Realty Services Inc.
Listed by: Bruce Edward Bell ,Re/max Realty Services Inc. (905) 456-1000
Row / Townhouse for sale: 12 FRANK LANE, Caledon

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$699,800

12 Frank Lane, Caledon (Rural Caledon), Ontario L7C 4C9

3 beds
2 baths
22 days

Kennedy/Dougall Ave Gorgeous end-unit townhouse in the highly desired Southfields Village, Caledon. This home is ideally located near schools, parks, community centre, plaza, trails, and Etobicoke Creek. This beautiful sun-filled, open-concept home features a spacious family-size kitchen with

Marina Soon,Royal Lepage Credit Valley Real Estate
Listed by: Marina Soon ,Royal Lepage Credit Valley Real Estate (416) 804-8813
House for sale: 15252 CHINGUACOUSY ROAD, Caledon

37 photos

$1,599,900

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

4 beds
4 baths
20 days

Cross Streets: North Of Boston Mills. ** Directions: E. Welcome To 15252 Chinguacousy Rd, Caledon-An Exceptional Estate Home Extensively Rebuilt In 2008, Including The Finished Basement, Heated Saltwater Pool, And Stunning Professional Landscaping. Situated On A Private, Beautifully Treed 1.01-Acre

House for sale: 4075 THE GRANGE SIDE ROAD, Caledon

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$3,500,000

4075 The Grange Side Road, Caledon (Rural Caledon), Ontario L7C 0G2

4 beds
3 baths
13 days

Grange & Heartlake Rd Set in one of Caledon's most sought-after locations, this extraordinary country property offers nearly eight acres of privacy, history, and natural beauty. Meticulously restored and thoughtfully expanded, the home preserves its character while introducing a level of comfort

Jade Skuce,Royal Lepage Rcr Realty
Listed by: Jade Skuce ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 685 KING STREET, Caledon

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$1,349,900

685 King Street, Caledon (Rural Caledon), Ontario L7C 0S4

3 beds
2 baths
5 days

Cross Streets: King Street & Mississauga Road. ** Directions: . //Detached Bungalow Situated On 2.73 Acres Lot// Nestled In The Charming Hamlet Of Terra Cotta, This 3 Bedrooms & 2 Full Washrooms Beautifully Updated Bungalow Sits On A Picturesque 2.73-Acres Property Just Steps From The Credit

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

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$2,999,000

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

5 beds
6 baths
6 days

Cross Streets: Hurontario St & Forks of the Credit Rd. ** Directions: If heading northbound on Hurontario St, turn left onto Forks of the Credit Rd. If heading southbound on Hurontario St, turn right onto Forks of the Credit Rd. The property will be on your right side. Discover a truly unique

Sam Allan Mcdadi,Sam Mcdadi Real Estate Inc.
Listed by: Sam Allan Mcdadi ,Sam Mcdadi Real Estate Inc. (905) 502-1500
House for sale: 3722 THE GRANGE SIDE ROAD, Caledon

47 photos

$4,999,999

3722 The Grange Side Road, Caledon (Rural Caledon), Ontario L7C 0C3

6 beds
6 baths
1 day

Grange Sideroad & Kennedy Road Welcome to 3722 The Grange Side Road, an exceptional 84-acre country estate offering a rare blend of privacy, natural beauty, and outstanding versatility. A long, tree-lined driveway winds through picturesque farmland, leading to an impressive natural stone bungalow

Listed by: Arsh Chawla ,Re/max Gold Realty Inc. (905) 456-1010
House for sale: 82 MARILYN STREET, Caledon

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$2,199,000

82 Marilyn Street, Caledon (Caledon East), Ontario L7C 1H7

4 beds
4 baths
96 days

Cross Streets: Old Church. ** Directions: Old Church & Marilyn St. Welcome to 82 Marilyn St. Situated on a highly sought after lot backing on to Caledon East Green space with a meandering creek. This 2 storey, four bedroom home with in-law suite has been meticulously updated. Upon entering

Listed by: David L. Doyle ,Sutton Group Quantum Realty Inc. (905) 822-5000
House for sale: 922 THE GRANGE SIDE ROAD, Caledon

50 photos

$1,199,000

922 The Grange Side Road, Caledon (Rural Caledon), Ontario L7K 1G5

4 beds
2 baths
55 days

Shaws Creek and The Grange Side Road On a quiet stretch of The Grange Side Road, this renovated Caledon retreat sits on 1.12 acres, offering privacy, light-filled living, and space to slow down. Located in one of Caledon's most sought-after rural neighbourhoods, this thoughtfully updated 3-bedroom,

Jade Skuce,Royal Lepage Rcr Realty
Listed by: Jade Skuce ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 13080 CENTREVILLE CREEK ROAD, Caledon

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$2,299,000

13080 Centreville Creek Road, Caledon (Rural Caledon), Ontario L7C 3A7

6 beds
4 baths
151 days

HEALEY RD/CENTREVILLE CREEK RD Welcome to this beautiful home in Caledon, offering approximately 2,700 sqft of thoughtfullydesigned living space. Nestled on a fully fenced lot near the city, this residence features astriking blend of brick and stone construction. Inside, you'll find a spacious

Listed by: Sher Toor ,Nu-vista Pinnacle Realty Brokerage Inc (519) 438-5478
15864 MOUNTAINVIEW ROAD, Caledon

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$11,999,000

15864 Mountainview Road, Caledon (Caledon East), Ontario L7C 2V6

4 beds
3 baths
17 days

Mountainview/Walker Rd Exceptional frontage on Mountainview Road and 15811 St. Andrews Road, this expansive190.47-acre parcel presents a rare opportunity to acquire prime countryside land. The propertyfeatures picturesque farmland enhanced by ponds, mature trees, and natural surroundings,offering

Listed by: Pawan Kumar ,Century 21 Property Zone Realty Inc. (647) 910-9999
House for sale: 6688 MAYFIELD ROAD, Caledon

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$9,500,000

6688 Mayfield Road, Caledon (Rural Caledon), Ontario L7C 0Z8

5 beds
3 baths
58 days

Cross Streets: INNIS LAKE(GOREWAY)/MAYFIELD. ** Directions: Take east on INNIS LAKE(GOREWAY)ON/MAYFIELD RD ,CROSS GURUGHAR, PROPERTY WILL BE ON LEFT. Exceptional investment opportunity on 4.65 acres in a high-growth Caledon corridor. This raised bungalow offers open-concept living, a walk-out

Bobby Kakkar,Homelife Silvercity Realty Inc.
Listed by: Bobby Kakkar ,Homelife Silvercity Realty Inc. (416) 931-4000
0 SHAWS CREEK ROAD, Caledon
Vacant land

9 photos

$3,200,000

0 Shaws Creek Road, Caledon (Rural Caledon), Ontario L7K 1K3

15 days

Cross Streets: Charleston Side Rd & Shaws Creek Rd. ** Directions: Charleston Side Rd 1800 ft Fronting on Charleston Side Rd. Land Banking Opportunity VTB AVAILABLE! FLEXIBALE AND MOTIVATED!- 18.45 Acres of Prime Land in the Hills of Caledon Invest in this exceptional 18.45-acre parcel with

Listed by: Phil Battista ,Re/max Realty Services Inc. (905) 456-1000
0 SHAWS CREEK ROAD, Caledon
Vacant land

9 photos

$3,200,000

0 Shaws Creek Road, Caledon (Rural Caledon), Ontario L7K 1K3

15 days

Cross Streets: Charleston Side Rd and Shaws Creek. ** Directions: 1800 ft Fronting on Charleston Side Rd. Land Banking Opportunity - VTB AVAILABLE! FLEXIBALE AND MOTIVATED! 18.45 Acres of Prime Land in the Hills of Caledon Invest in this exceptional 18.45-acre parcel with approximately 1,800

Listed by: Phil Battista ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 30 CEDAR DRIVE, Caledon

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$3,499,777

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

4 beds
5 baths
111 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: 2 ANN MCKEE STREET, Caledon

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$1,950,000

2 Ann Mckee Street, Caledon (Caledon East), Ontario L7A 4M8

5 beds
4 baths
99 days

Airport Rd and Walker Rd Located in the heart of Caledon, this beautiful corner ravine home offers about 4,015 sq. ft. of living space with 5 spacious bedrooms and 3.5 bathrooms. It backs onto a peaceful pond and features a bright, open-concept layout.The home includes over $150K in upgrades,

Listed by: Gurleen Kaur Chawla ,Coldwell Banker Sun Realty (416) 400-0487
House for sale: 16089 SHAWS CREEK ROAD, Caledon

43 photos

$3,495,000

16089 Shaws Creek Road, Caledon (Rural Caledon), Ontario L7C 1V9

3 beds
3 baths
25 days

Shaws Creek Between Olde Baseline & Grange Stunning Restored Victorian Farmhouse on 57 Private Acres with Barn & Trails Originally built in 1860 by the McEachern family, this Grand Victorian farmhouse has been beautifully restored, blending timeless craftsmanship with modern comfort. Privately

Listed by: Paul Richardson ,Royal Lepage Meadowtowne Realty (905) 877-8262
Row / Townhouse for sale: 22 MCDEVITT LANE, Caledon

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$799,900

22 Mcdevitt Lane, Caledon (Caledon East), Ontario L7C 3S2

3 beds
3 baths
76 days

Cross Streets: Airport/Old Church. ** Directions: Airport Rd/Old Church/Atchison/Boyces Creek/McDevitt Lane. A Great Opportunity to Own an Executive Freehold ENDUNIT Townhouse with a Double Car Garage Situated in Caledon East's Family Friendly Pathway Community - Move In Ready! This Bright

Kathy E Skale,Re/max Realty Services Inc.
Listed by: Kathy E Skale ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 4175 BEECH GROVE, Caledon

50 photos

$4,599,999

4175 Beech Grove, Caledon (Rural Caledon), Ontario L7K 0N8

6 beds
7 baths
65 days

Beech Grove Side Road / Horseshoe Hill Road Welcome to an extraordinary private estate set on over 38 acres in the rolling countryside of Caledon. This rare offering combines luxury living, natural beauty, and future potential with approximately 1,800 ft of frontage and possible estate residential

House for sale: 41 DAISY MEADOW CRESCENT, Caledon

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$1,399,000

41 Daisy Meadow Crescent, Caledon (Caledon East), Ontario L7C 4G3

4 beds
5 baths
8 days

Cross Streets: Old Church Rd & Innis Lake Rd. ** Directions: Old church Rd & Airport Rd. Welcome to 41 Daisy Meadow, a truly exceptional executive residence that defines luxury living with a perfect balance of timeless elegance and modern sophistication. Boasting approximately 3,238 sq. ft.

House for sale: 20280 SHAWS CREEK ROAD, Caledon

50 photos

$1,174,900

20280 Shaws Creek Road, Caledon (Rural Caledon), Ontario L7K 1K6

3 beds
2 baths
57 days

Shaws Creek & Highpoint Sideroad Welcome to your very own country retreat, where space, comfort, and a slower pace of life come together. Set on a private one-acre lot and surrounded by mature trees, this bright and inviting 3-bedroom bungalow is the kind of place families grow into and never

Paula Sawatsky,Century 21 Millennium Inc.
Listed by: Paula Sawatsky ,Century 21 Millennium Inc. (519) 940-2100
House for sale: 14812 CENTREVILLE CREEK ROAD, Caledon

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$1,649,000

14812 Centreville Creek Road, Caledon (Rural Caledon), Ontario L7C 3B1

5 beds
4 baths
57 days

King St & Centreville Creek Rd Discover the ideal harmony of tranquil country living and urban convenience in this meticulously maintained property in prestigious Caledon. This exceptional 3+2 bedroom, 4-bathroom home sits on a private 1-acre lot, offering luxury amenities and stunning natural

Mandeep Singh Dhesi,Re/max Excellence Real Estate
Listed by: Mandeep Singh Dhesi ,Re/max Excellence Real Estate (905) 507-4436
House for sale: 1749 STATION ROAD, Caledon

50 photos

$2,599,000

1749 Station Road, Caledon (Rural Caledon), Ontario L7C 3L2

6 beds
5 baths
7 days

Cross Streets: King & Chinguacousy. ** Directions: North of King St between Chinguacousy & Creditview. Beautiful Bungalow with amazing views! A rare find, this custom built home in the sought-after Cheltenham community offers 3200sq ft upstairs and another 2690 sq ft downstairs, has soaring

Listed by: Kathy Tuitt ,Tailor Made Real Estate Inc. (416) 876-7355
House for sale: 17270 HIGHWAY 50 ROAD, Caledon

49 photos

$1,589,000

17270 Highway 50 Road, Caledon (Palgrave), Ontario L7E 0L1

4 beds
4 baths
48 days

Cross Streets: Regional Rd 50, just North of Patterson Side Road, & South of Finnerty SdRd & Hwy 9. ** Directions: Regional Rd 50 & Patterson Side Road. Nestled on a breathtaking 0.98AC lot in the prestigious community of Palgrave, this one-of-a-kind custom-built log home offers the perfect

Bill Parnaby,Royal Lepage Rcr Realty
Listed by: Bill Parnaby ,Royal Lepage Rcr Realty (289) 514-2489
4476 BEECH GROVE SIDE ROAD, Caledon

21 photos

$4,549,999

4476 Beech Grove Side Road, Caledon (Rural Caledon), Ontario L7K 0M4

6 beds
3 baths
46 days

Hyw-10/Charleston/Horseshoe Hill Exceptional Farm Opportunity in Caledon - Prime Corner Property. Discover one of the finest farm properties in Caledon, ideally situated on a premium corner parcel in the sought-after Speersville. Offering approximately 97.96 acres (as per MPAC) with an impressive

House for sale: 1741 OLD SCHOOL ROAD, Caledon

50 photos

$1,599,000

1741 Old School Road, Caledon (Rural Caledon), Ontario L7C 0X5

5 beds
3 baths
47 days

Mississauga Rd and Old School Rd It Doesn't Get Better Than This Location - A Private Country Oasis Just Minutes From the City. Just a short drive from Highway 410 lies this beautiful bungalow nestled among mature trees with breathtaking views of the Caledon countryside. Welcome to 1741 Old

House for sale: 19982 KENNEDY ROAD, Caledon

50 photos

$1,309,000

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

3 beds
3 baths
7 days

Cross Streets: Beech Grove/Kennedy. ** Directions: 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 + 850 sq ft

Nancy Ackerman,Icloud Realty Ltd.
Listed by: Nancy Ackerman ,Icloud Realty Ltd. (519) 278-6813
House for sale: 12592 HERITAGE ROAD, Caledon

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$999,000

12592 Heritage Road, Caledon (Rural Caledon), Ontario L7C 1T3

3 beds
1 baths
42 days

Cross Streets: Mayfield and Heritage. ** Directions: Mayfield rd to Heritage rd. Discover your ideal retreat in this remarkable property set on over an acre of beautifully landscaped grounds, featuring a tranquil pond perfect for irrigating your lawn and garden. This charming 3-bedroom, 1-bath

Listed by: Christina Bras (905) 815-8788
House for sale: 38 PINEDALE AVENUE, Caledon

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$1,265,000

38 Pinedale Avenue, Caledon (Rural Caledon), Ontario L7C 3Z6

5 beds
4 baths
9 days

Cross Streets: Pinedale Ave & Dougall Ave. ** Directions: Take ON-410 N to Mayfield Rd, left on Mayfield, right on Kennedy Rd N, then follow local roads to Pinedale Ave in Caledon. Welcome To 38 Pinedale Avenue, A Stunning Detached Home Offering 2984 Sq Ft Of Elegant & Functional Living Space.

Listed by: Kavas Satchithanandan ,Re/max Realtron Blue Force Realty (416) 288-8882

When buyers and investors talk about “lake Caledon,” they're usually referring to the lifestyle of owning or renting waterfront in and around the Town of Caledon—rather than a single, signature lake. Caledon sits at the headwaters of the Credit and Humber Rivers, with small kettle lakes and ponds, and quick access to larger options to the north and west. If you're scanning for a Caledon lake cottage for sale or a Caledon lake property for sale, it pays to understand local zoning overlays, conservation controls, and how seasonal market rhythms differ from more established cottage regions.

What “Lake Caledon” Means in Practice

There's no large public lake within Caledon comparable to Muskoka or Kawartha waters. Buyers typically look to nearby destinations—Island Lake in Orangeville, Belwood Lake near Fergus, Lake Eugenia in Grey County, or smaller Haliburton-area waters such as lorwell lake—for cottage-style frontage while remaining within a manageable drive of the GTA. For a feel of deeper, clearer lakes with robust cottage stock, review current Drag Lake properties in Haliburton and how their characteristics (size, depth, boat traffic) influence pricing and rental demand.

If you're set on staying as close to Caledon as possible, expect a mix of estate-lot ponds, private lakes, and riverfront parcels subject to conservation authority oversight. The lifestyle appeal is strong—cycling, hiking the Bruce Trail, golf, and four-season access—yet the diligence steps differ from traditional “dock-and-boat” markets.

Zoning, Conservation, and Permissions

Caledon is uniquely shaped by provincial and regional frameworks. Before you plan an addition, a bunkie, or a new driveway, consider:

  • Niagara Escarpment Commission (NEC): Many Caledon properties lie in NEC areas. Development often requires a Development Permit on top of municipal approvals.
  • Oak Ridges Moraine/Greenbelt Plans: These introduce land-use limits, key hydrologic features, and buffers that can affect building envelopes.
  • Conservation Authorities: Credit Valley (CVC) and Toronto & Region (TRCA) regulate floodplains, wetlands, and shorelines. Docks, shoreline stabilization, and even tree removal may need permits.

Similar controls apply across Ontario, though each municipality varies. As a point of comparison, look at lakes with a strong regulatory footprint and stable shorelines like Palmerston Lake waterfront and building parcels, where set-backs and access type directly tie into value and approvals. Always verify local zoning with the Town of Caledon and the appropriate Conservation Authority before waiving conditions.

Water, Septic, and Shoreline Due Diligence

Many “lake-adjacent” and rural properties around Caledon rely on private wells and septic systems. Lenders and insurers will often expect:

  • Recent water potability tests (E. coli/coliform) and, where requested, flow-rate confirmation.
  • Septic age, capacity, and evidence of proper installation and pump-outs—ideally a third-party inspection.
  • Clarity on intake systems if drawing lake water (seasonal lines vs. heated lines for winter use).

For context on how infrastructure quality influences resale, browse markets like Lake Clear near Eganville, where strong water quality and established cottage services help sustain values even through interest-rate cycles.

Financing and Access: What Lenders Watch

Financing a waterfront cottage—whether near Caledon or farther afield—isn't quite the same as financing a primary residence:

  • Property Type (A vs. B): Many lenders classify four-season, year-round accessible cottages with full services as “Type A,” eligible for lower down payments (often starting around 10% for qualified borrowers). Seasonal or less accessible properties (“Type B”) can require 20% or more, and some lenders abstain entirely.
  • Road Access: Private roads often need a documented maintenance agreement. Winter maintenance affects both financing and insurance.
  • Outbuildings: Boathouses and sleeping cabins must align with zoning. Non-conforming structures can limit lending or insurance options.

Atypical assets—such as legacy camps or secluded tracts—can require specialized lenders. See how unique offerings like 200 acres with a private lake are positioned; the financing and insurance story differs from a standard residential purchase.

Key takeaway: Confirm road status, winter capability, and services early, before firming up on a cottage or estate-lot purchase.

Lifestyle Appeal: Matching Use to the Lake

Not all lakes support the same activities. Smaller kettle lakes and ponds around Caledon are ideal for paddling, skating, and quiet enjoyment. If you want bigger water for watersports or snowmobiling networks, you'll likely look slightly farther north or northeast.

As you compare lakes, examine size, depth, public access, and motor restrictions. For example, buyers who like clear water, moderate boat traffic, and classic cottage stock often look at Haliburton's Drag Lake. Anglers and paddle enthusiasts sometimes prefer intimate, lower-traffic lakes like Morin Lake. Prairie-region buyers value sandy shallows and broad beaches, as seen with Good Spirit Lake in Saskatchewan. On the West Coast, big-water adventure and multi-species fisheries shape demand at places like Babine Lake, BC, while family-friendly swimming and trail systems characterize destinations such as Greenwater Lake.

Even within the Cariboo-Chilcotin, you'll see nuanced value drivers: McLeese Lake draws road-trippers on Highway 97, while quieter settings like Chimney Lake appeal to buyers seeking privacy and calmer waters. These comparisons help frame what a Caledon-area buyer might prioritize—quiet estate living with pond-frontage, or a short drive to a larger lake community for broader recreation.

“Lake Caledon” Bylaws, Rentals, and Resale Potential

Short-term rentals (STRs) are heavily local. GTA-adjacent municipalities—including Caledon—have implemented or are exploring licensing regimes, caps, and rules around principal residence vs. investment use. Expect evolving rules on occupancy, parking, and fire code compliance. Confirm the current bylaw and licensing status with the Town of Caledon before underwriting rental income.

For resale potential, evaluate:

  • Access and Services: Year-round road, reliable hydro, and modern septic typically increase buyer pools.
  • Lake Characteristics: Larger, deeper, and clearer lakes with good public access often rent and resell more easily, but quiet, no-wake waters attract premium end-users seeking privacy.
  • Regulatory Certainty: Properties in areas with well-understood zoning and conservation requirements reduce buyer hesitation.
  • Proximity: Commute times to the GTA matter; many purchasers weigh a 60–120 minute drive threshold.

Non-resident buyers should also weigh current policy. Ontario's Non‑Resident Speculation Tax remains provincewide. Federally, the temporary prohibition on non‑Canadians purchasing certain residential property is extended to 2027, with exemptions for recreational properties in non-urban areas; Caledon is within the Toronto CMA, so exemptions may not apply. Always verify status with your lawyer and the municipality.

If you're actively monitoring a Caledon lake property for sale or a Caledon lake cottage for sale, it's useful to benchmark against comparable Ontario and out-of-province lakes. Market data and vetted listings on KeyHomes.ca—such as the curated pages for Lake Clear and Palmerston Lake—provide context on price per frontage foot, frontage quality, and maintenance costs.

Seasonal Market Trends and Timing

In the Caledon-adjacent cottage belt, inventory typically rises from late March through early summer as sellers open up properties and photography improves. Families often transact before August to enjoy the season. In fall, serious but fewer buyers can create openings for well-prepared purchasers; inspections are easier with visible shorelines and lower foliage. Winter shopping rewards patient buyers—access and systems are stress‑tested, and motivated sellers sometimes price more sharply, though lake effect and private road conditions can complicate showings.

Because price discovery depends on comparable lakes, keep an eye on stabilized markets. Review how Saskatchewan's family-friendly destinations like Good Spirit Lake behave through late summer, or how BC's shoulder seasons affect places like Babine Lake. Even though these are outside Ontario, the trend lines—days on market, list-to-sale ratios—can inform negotiation strategy for Caledon-area properties competing for the same buyer demographic (GTA professionals seeking weekend escapes).

Regional Considerations That Affect Value

Beyond bylaw and access, factor in:

  • Insurance and Fire Services: Distance to hydrants or halls can influence premiums; confirm with your broker.
  • MPAC Assessment and Property Taxes: Waterfront or pond-front premiums are reflected in assessed value; appeal windows and comparables matter.
  • HST and New Construction: New builds or substantially renovated homes may have HST considerations—get advice early.
  • Shoreline Work: Dock replacement and erosion control generally require permits (Conservation Authority, DFO). Unpermitted work can impair resale and financing.

If your wish list leans toward bigger shorelines or different fishery profiles than you'll find near Caledon, compare with destinations such as Greenwater Lake for family amenities or highway-accessible lakes like McLeese Lake to gauge travel-time tradeoffs. Resources on KeyHomes.ca can help you benchmark carrying costs and nearby service availability.

Pragmatic Buyer Checklist

Use this quick filter before you invest time and money:

  • Confirm zoning overlays (NEC, Greenbelt, ORMCP) and any site-specific prohibitions on additions, second dwellings, or STRs.
  • Get letters or agreements for private road maintenance; test winter access if four-season use matters.
  • Order well potability and septic inspections; verify heating system capacity and insulation for year-round occupancy.
  • Check shoreline permissions for docks, lifts, and vegetation removal; ensure past work was permitted.
  • Ask your lender about cottage classification and minimum down payment; line up insurance quotes early.
  • Benchmark with comparable lakes (Ontario and beyond) to understand value drivers and liquidity; curated listings and market insights on KeyHomes.ca—spanning everything from intimate motor-restricted waters to quiet BC retreats—offer helpful context.

Thoughtful preparation—anchored in local rules and practical lake knowledge—will help you purchase with confidence, whether you land on a Caledon-area estate pond, a nearby family lake, or a farther-flung waterfront that better matches your recreation goals.