House Acres Caledon For Sale

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House for sale: 7 MCCONACHIE CRESCENT, Caledon

46 photos

$1,665,000

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

8 beds
4 baths
7 days

Kennedy/Charleston Spacious bungalow with rustic charm sitting on 1.6 acres lot with ample outdoor and indoor space built in peaceful surroundings. From the patio you look out in misty mornings to peaceful, wooded treed backyard and a forested area on the east side. There are 8 bedrooms in

Listed by: Raminder Sethi ,Cityscape Real Estate Ltd. (905) 241-2222
House for sale: 9 ELITE ROAD, Caledon

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$1,650,000

9 Elite Road, Caledon (Rural Caledon), Ontario L7K 0L2

5 beds
4 baths
47 days

Horseshoe Hill/Beech Grove Fully upgraded home on a stunning 3.6-acre lot offering beautifully finished living space throughout. Eat-in kitchen with centre island, stainless steel appliances, wall-to-wall pantry cabinetry, and walk-out to deck with spectacular views. Renovated bathrooms on

Listed by: Ann Vuong ,Royal Lepage Signature Realty (905) 568-2121
House for sale: 16030 HUMBER STATION ROAD, Caledon

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$1,499,999

16030 Humber Station Road, Caledon (Rural Caledon), Ontario L7E 0Y9

4 beds
4 baths
32 days

Cross Streets: Highway 50 / Old Church. ** Directions: West on Old Church Rd North on Humber Station Rd. Stunning 10-Acre Oasis in Caledon East. Natural Light Filled Home With In-Law Suite & WorkshopWelcome to your private sanctuary nestled in sought after Caledon East. This expansive split-level

Listed by: Brian Gavrilovic (416) 402-3809
House for sale: 27 BRIARWOOD DRIVE, Caledon

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$1,499,999

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

5 beds
4 baths
106 days

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

House for sale: 16067 HEART LAKE ROAD, Caledon

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$4,900,000

16067 Heart Lake Road, Caledon (Rural Caledon), Ontario L7C 2L3

4 beds
3 baths
2 days

Grange Sideroad & Heart Lake 91.139 Acres as per Geowarehouse, Appx 5000 Square Feet House, Large Principal Rooms, Short Distance to Pearson International Airport, Orangeville and Brampton, 2nd house is Barn, 2nd Floor in excellent condition to use for Office or Guest House or to Rent. Main

Jasvir Singh Dhillon,Commitment Realty Ltd.
Listed by: Jasvir Singh Dhillon ,Commitment Realty Ltd. (416) 674-2424
House for sale: 6 GOLFWAY COURT, Caledon

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$2,199,888

6 Golfway Court, Caledon (Rural Caledon), Ontario L7E 0B3

5 beds
4 baths
2 days

Hwy 50 & Mccauley Nestled on a Quiet Cul-De-Sac, 6 Golfway Crt is Located In Prestigious Caledon Woods Estates and Situated On One Of TheBest Lots Backing Onto Caledon Woods Golf Course, This Custom-Built, 4+1 Bedroom, 3,773 sqft + Finished W/O BasementTwo Storey Residence Is Perfect For Entertaining.

House for sale: 5671 HIGHWAY 9, Caledon

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$2,500,000

5671 Highway 9, Caledon (Rural Caledon), Ontario L7K 0H2

4 beds
2 baths
89 days

Cross Streets: HWY 9 & Airport Road. ** Directions: Airport Rd, West on HWY 9. Offered for the first time since 1988, this exceptional chalet-style home is a rare opportunity to own a truly unique property on nearly 3 acres of forested land. Tucked away yet ideally located on Hwy 9 just west

Listed by: Karey Salem ,Royal Lepage Rcr Realty (705) 435-3000
House for sale: 2534 HIGHPOINT SIDE ROAD, Caledon

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$1,399,000

2534 Highpoint Side Road, Caledon (Rural Caledon), Ontario L7K 0J1

3 beds
3 baths
89 days

Cross Streets: Willoughby/Highpoint Sdrd. ** Directions: Willoughby / Highpoint. Tucked away on nearly 4 acres in the picturesque hamlet of Melville-Caledon, this charming 3-bedroom brick bungalow captures the essence of country living with its serene setting and family-friendly design. The

Lori Wedgewood,Royal Lepage Rcr Realty
Listed by: Lori Wedgewood ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 16089 SHAWS CREEK ROAD, Caledon

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$3,750,000

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

3 beds
3 baths
6 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
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
20 days

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

House for sale: 17130 THE GORE ROAD, Caledon

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$1,899,999

17130 The Gore Road, Caledon (Rural Caledon), Ontario L7K 2M4

3 beds
3 baths
6 days

Cross Streets: The Gore Road - North of Patterson SDR. ** Directions: The Gore Road between Finnerty and Patterson SDR. POWER OF SALE! 47.82 acres with a 1 1/4 story home, paddocks, barn, pond, and detached two car garage perfectly located on The Gore Road in Caledon. This property offers

Jennifer Jewell,Royal Lepage Rcr Realty
Listed by: Jennifer Jewell ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 12 FLAHERTY LANE, Caledon

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$2,999,000

12 Flaherty Lane, Caledon (Rural Caledon), Ontario L7K 2P3

5 beds
5 baths
6 days

PORTERFIELD & HIGHPOINT Location, Elegance and Affordability ! This 5000sqf plus home on 10 acres has been recently renovated and is beyond your wildest dreams both inside and out. Featuring 5 bedrooms and five bathrooms on 3 renovated levels including the spacious finished loft. The home has

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
82 days

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

Sam Allan Mcdadi,Sam Mcdadi Real Estate Inc.
Listed by: Sam Allan Mcdadi ,Sam Mcdadi Real Estate Inc. (905) 502-1500
House for sale: 14432 INNIS LAKE ROAD, Caledon

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$1,847,000

14432 Innis Lake Road, Caledon (Rural Caledon), Ontario L7C 2Y7

4 beds
3 baths
34 days

Cross Streets: King St & Innis Lake. ** Directions: Innis Lake & King. Welcome to true Caledon estate living. Set on a stunning 1-acre lot with parking for 11 vehicles, this fully updated all-brick 5-level backsplit offers approximately 4,500 sq ft of luxurious living space, multiple entrances,

Angelica Banas,Sutton Group Quantum Realty Inc.
Listed by: Angelica Banas ,Sutton Group Quantum Realty Inc. (905) 822-5000
House for sale: 21 BARTLEY DRIVE, Caledon

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$2,499,000

21 Bartley Drive, Caledon (Rural Caledon), Ontario L7E 0N1

6 beds
5 baths
34 days

Cross Streets: Old Church Road and Humber Station Road. ** Directions: Old Church and Humberstation Rd. Sought after private 4 acre lot in a prestigious estate subdivision!This comprehensively renovated home offers a sophisticated living environment designed for those who value privacy, quality,

Listed by: Sean Dylan Anderson ,The Richie Group Inc. (519) 942-0234
House for sale: 2097 GRANGE SIDE ROAD, Caledon

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$9,985,000

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

9 beds
9 baths
140 days

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

Listed by: Paul Richardson ,Royal Lepage Meadowtowne Realty (905) 877-8262
House for sale: 8 GLENN COURT, Caledon

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$1,599,000

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

6 beds
5 baths
19 days

Airport- Coolihans- Glenn Welcome to 8 Glenn Court located in Caledon situated in an almost 3 Acres Fully upgraded home with 4+2 bedrooms and 5 full washrooms, plus a finished walkout basement with two bedrooms and a separate entrance. A large lot at the front which can park up to 7-8 cars

House for sale: 15667 DUFFYS LANE, Caledon

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$1,575,000

15667 Duffys Lane, Caledon (Rural Caledon), Ontario L7E 3C8

5 beds
3 baths
310 days

Duffy's Lane/Castlederg Sd Rd Discover an expansive escape on over 3 picturesque acres in the stunning Caledon countryside. This fabulous bungalow provides unparalleled privacy within a fantastic neighbourhood that's also just minutes from excellent amenities including groceries, vibrant farmers

Jade Skuce,Royal Lepage Rcr Realty
Listed by: Jade Skuce ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 13478 HURONTARIO STREET, Caledon

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$4,599,900

13478 Hurontario Street, Caledon (Rural Caledon), Ontario L7C 2B9

4 beds
3 baths
161 days

Hurontario St/ Old School Rd Prime Location! 3.44 Acres Of Future Development Land Designated As "New Employment Area" In High Demand Area. All Flat Usable Land Conveniently Located With 2 Driveways Onto Hwy 10/Hurontario Between Old School Rd & King. Located In Very Close Proximity To Planned

House for sale: 20054 HORSESHOE HILL ROAD, Caledon

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$2,499,990

20054 Horseshoe Hill Road, Caledon (Rural Caledon), Ontario L7K 2B6

5 beds
4 baths
181 days

Horseshoe HIll Rd & Hwy 9 Discover the perfect blend of charm, space, and modern living at this beautiful country property in the heart of Caledon. Situated on 4 Acres this home offers a cottage-like feel just minutes from city conveniences.Step inside to a warm and inviting layout featuring

Gurj Dheri,Re/max Gold Realty Inc.
Listed by: Gurj Dheri ,Re/max Gold Realty Inc. (905) 673-8500
House for sale: 15995 HUMBER STATION ROAD, Caledon

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$1,949,000

15995 Humber Station Road, Caledon (Rural Caledon), Ontario L7E 3A3

5 beds
3 baths
4 days

Cross Streets: Old Church Rd. & Humber Station rd. ** Directions: Corner of Old Church Rd. & Humber Station Rd. Escape to your own private Caledon retreat - a fully & thoughtfully renovated custom home perched on a stunning 3.45-acre hilltop with sweeping countryside views, just 8 minutes from

Greg Ringer,Royal Lepage Rcr Realty
Listed by: Greg Ringer ,Royal Lepage Rcr Realty (905) 857-0651
House for sale: 5812 BEECH GROVE SIDE ROAD, Caledon

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$1,498,000

5812 Beech Grove Side Road, Caledon (Rural Caledon), Ontario L7K 0M7

3 beds
3 baths
65 days

Airport Rd/Beech Grove Sd Rd Amazing opportunity!! Escape to almost 6 picturesque Acres, right on Airport Rd and Beech Grove Sdrd, in one Caledon's Prime Area. This fabulous property offers Complete Privacy; just minutes away from excellent amenities, local shopping & endless Trails. The Main

Harman Sidhu,Royal Lepage Ignite Realty
Listed by: Harman Sidhu ,Royal Lepage Ignite Realty (647) 519-2429
House for sale: 922 THE GRANGE SIDE ROAD, Caledon

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$1,249,000

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

4 beds
2 baths
70 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: 14294 WINSTON CHURCHILL BOULEVARD, Caledon

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$2,389,000

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

4 beds
3 baths
10 days

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

Lisa Hartsink,Coldwell Banker Elevate Realty
Listed by: Lisa Hartsink ,Coldwell Banker Elevate Realty (905) 873-9944
House for sale: 14728 HERITAGE ROAD, Caledon

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$2,499,900

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

4 beds
3 baths
298 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

Robert A. Rennie,Re/max Hallmark Realty Ltd.
Listed by: Robert A. Rennie ,Re/max Hallmark Realty Ltd. (416) 486-5588
House for sale: 5 CEDAR DRIVE, Caledon

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$1,950,000

5 Cedar Drive, Caledon (Rural Caledon), Ontario L7K 1H4

4 beds
3 baths
160 days

Cross Streets: Forks Of The Credit / Cedar. ** Directions: Hwy 10 to Forks of the Credit Rd. Welcome to Cedar Drive!!!! One of Caledon's most prestigious Estate Style developments. This 3.03 acre stunning property offers you close proximity to Toronto and only 30 minutes to Pearson. Surrounded

House for sale: 4069 CHARLESTON SIDE ROAD, Caledon

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$999,500

4069 Charleston Side Road, Caledon (Rural Caledon), Ontario L7K 0S6

4 beds
4 baths
9 days

Heart Lake & Charleston Sdrd Exceptional opportunity to own a remarkable 6.69-acre property at an outstanding value, ideally situated in Caledon just east of Hurontario Street. This scenic parcel features rolling terrain, mature trees, expansive open space, a private pond, and a long driveway

Vikram Karwal,Trimaxx Realty Ltd.
Listed by: Vikram Karwal ,Trimaxx Realty Ltd. (905) 507-7775
House for sale: 88 WALKER ROAD W, Caledon

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$1,198,000

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

5 beds
3 baths
5 days

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

Eran Williamson,Royal Lepage Rcr Realty
Listed by: Eran Williamson ,Royal Lepage Rcr Realty (416) 824-7685
House for sale: 19982 KENNEDY ROAD, Caledon

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$1,398,500

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

3 beds
3 baths
27 days

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

Nancy Ackerman,Icloud Realty Ltd.
Listed by: Nancy Ackerman ,Icloud Realty Ltd. (519) 278-6813
House for sale: 12031 THE GORE ROAD, Caledon

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$3,990,000

12031 The Gore Road, Caledon (Rural Caledon), Ontario L7E 0W5

6 beds
7 baths
16 days

Cross Streets: Gore rd and Mayfield rd. ** Directions: On the corner of intersection. Absolute Show Stopper!! Located on 3/4 Of an Acre on The Caledon/Brampton Border. New Custom House With 6 Bedrooms + Den, 7 Washrooms, 4 Car Garage With Ample Driveway Room For Parking. This Newly Made Home

House for sale: 13382 TORBRAM ROAD, Caledon

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$1,795,000

13382 Torbram Road, Caledon (Rural Caledon), Ontario L7C 2S8

6 beds
4 baths
58 days

Torbram & Old School Rd A rare Caledon 1 Acre property offering a massive 30x40 heated & insulated detached shop/garage, a sprawling bungalow with a fully finished walk-up basement, and close to 4,000sq.ft. of total living space - this property is built for buyers who need space, storage, and

Kseniya Pichardo Martinez,Real Broker Ontario Ltd.
Listed by: Kseniya Pichardo Martinez ,Real Broker Ontario Ltd. (226) 336-3810
House for sale: 15633 KENNEDY ROAD, Caledon

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$2,699,900

15633 Kennedy Road, Caledon (Rural Caledon), Ontario L7C 2H7

4 beds
4 baths
68 days

Kennedy Rd & Old Base Line Rd Idyllic Rural Caledon Location, A Winding Driveway Takes You To A Breathtaking 25-Acre Estate WithRolling Hills, ~8 acres Farmland, Offering Unparalleled Privacy Complete With A Large Tranquil Pond. TheMid-Century, Architecturally Inspirational Home Boasts Over

House for sale: 18754 HEART LAKE ROAD, Caledon

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$12,950,000

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

5 beds
6 baths
159 days

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

House for sale: 8 CASTLEWOOD COURT, Caledon

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$1,548,000

8 Castlewood Court, Caledon (Rural Caledon), Ontario L7K 0C1

4 beds
4 baths
23 days

Cross Streets: Charleston & Heart Lake Rd. ** Directions: Charleston to Heart Lake Rd, North of Beech Grove, Left on Castlewood Crt. Located on a prestigious country cul-de-sac, minutes to Orangeville amenities, this quality, custom-built 3+1 bedroom, 3.5 bathroom, brick bungalow has a partly

Kaitlan Klein,Century 21 Millennium Inc.
Listed by: Kaitlan Klein ,Century 21 Millennium Inc. (905) 586-5258
House for sale: 12 GLENN COURT, Caledon

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$1,799,000

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

7 beds
3 baths
161 days

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

Walter Wallace,Re/max Hallmark Realty Ltd.
Listed by: Walter Wallace ,Re/max Hallmark Realty Ltd. (416) 566-9276
House for sale: 19976 KENNEDY ROAD, Caledon

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$1,599,000

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

4 beds
3 baths
33 days

Cross Streets: Beechgrove. ** Directions: Charleston Sdrd, North on Kennedy, North of Beechgrove Sdrd. Built in 2003, by Charleston Homes, is this quality-constructed, 3+1 bedroom bungalow, set on a mature, private, park-like 2.05 acre lot, with an ornamental pond with a waterfall feature,

Kaitlan Klein,Century 21 Millennium Inc.
Listed by: Kaitlan Klein ,Century 21 Millennium Inc. (905) 586-5258
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
36 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
House for sale: 16668 HUMBER STATION ROAD, Caledon

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$1,699,999

16668 Humber Station Road, Caledon (Rural Caledon), Ontario L7E 0Z1

4 beds
2 baths
37 days

Old Church & Humber Station Exceptionally Rare and Hard to find Property Offering Approximatively 10 Acres and Over 10 Parking Spaces. Nestled in Caledon, Albion Hills Conservation And Trans Canada Trail Are Only Steps Away. Schools, Shopping And Dining Are All Close By. Great Access To Major

House for sale: 20 GLASSFORD COURT, Caledon

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$4,499,900

20 Glassford Court, Caledon (Caledon Village), Ontario L7K 0K7

7 beds
6 baths
215 days

Cross Streets: At the very end of cul-de-sac. ** Directions: Horseshoe Hill Rd & Beach Grove Side Rd. Just 25 minutes from the Greater Toronto Area, this breathtaking custom-built luxury estate sits on a private 3.6-acre lot (165 Ft * 288 ft) and offers over 18,000 Sqft of total living space.

Japinder Singh Brar,Index Realty Brokerage Inc.
Listed by: Japinder Singh Brar ,Index Realty Brokerage Inc. (416) 729-3616
House for sale: 12182 TORBRAM ROAD, Caledon

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$1,349,000

12182 Torbram Road, Caledon (Rural Caledon), Ontario L7C 2S6

5 beds
3 baths
40 days

Mayfield Rd & Torbram Rd A Dream Location On almost 1 Acres In The City. First choice of people wants to live close to the city with big Lot homes . 15-20 cars parking,municipal water . Stunning Lot Overlooking A Ravine. Secluded Backyard Retreat. Only Minutes Away From Brampton Mayfield

Harpreet Singh,Re/max Gold Realty Inc.
Listed by: Harpreet Singh ,Re/max Gold Realty Inc. (647) 518-3274
House for sale: 14 BIRCHVIEW DRIVE, Caledon

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$1,525,000

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

4 beds
3 baths
41 days

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

House for sale: 19231 SHAWS CREEK ROAD, Caledon

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$1,875,000

19231 Shaws Creek Road, Caledon (Rural Caledon), Ontario L7K 1L4

3 beds
3 baths
43 days

Cross Streets: BEECH GROVE SIDE RD AND SHAWS CREEK RD. ** Directions: Take Peel Regional Rd 24 exit of HWAY 410N; in 7kmturn right onto Shaws Creek Rd; property will be onyour right in 2.5km. Understated luxury, embraced by nature. Welcome to 19231 Shaws Creek Road, a refined residence where

House for sale: 4037 CHARLESTON SIDE ROAD, Caledon

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$1,350,000

4037 Charleston Side Road, Caledon (Rural Caledon), Ontario L7K 0P1

4 beds
4 baths
89 days

Hwy 10/ Charleston Attention Builders, Investors!! 3.5 Acres Corner Of Heart Lake And Charleston For Sale In Prime Location Of Caledon. Build Your Dream Custom House. Two Driveways From Charleston Rd. Price To Sell . House Is Only Viewed After A Conditional Offer. Separate Driveway To Barn.

Listed by: Jagwant Singh (416) 677-1029
House for sale: 6263 FINNERTY ROAD, Caledon

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$938,000

6263 Finnerty Road, Caledon (Rural Caledon), Ontario L7K 1C9

4 beds
3 baths
43 days

Airport rd / Charleston rd Welcome to 6263 Finnerty Side Road. Tucked away in a serene wooded setting, this 1.82 acre property offers a rustic retreat with privacy, space, and natural beauty. Visited frequently by the neighbourhood deer, you will become one with nature and all it has to offer.

Listed by: Josh Horowitz ,Forest Hill Real Estate Inc. (905) 695-6195
House for sale: 2766 HIGHPOINT SIDE ROAD, Caledon

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$989,000

2766 Highpoint Side Road, Caledon (Rural Caledon), Ontario L7K 0J1

4 beds
3 baths
46 days

Highway 10 / Highway 9 Welcome To Your Peaceful Garden Filled Escape In The Country, Only A Few Minutes From The Charming Town Of Orangeville. Imagine Having The Tranquility Of This Quaint Country Setting...But Only Minutes Away From So Many Large Box Stores, Pubs, Restaurants, And Boutique

Listed by: Garry Reay-laidler ,Sutton Group-heritage Realty Inc. (905) 449-9250
House for sale: 12753 CENTREVILLE CREEK ROAD E, Caledon

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$1,799,000

12753 Centreville Creek Road E, Caledon (Rural Caledon), Ontario L7C 3B7

5 beds
5 baths
47 days

Mayfield RD Welcome To This Exquisite Home Situated on A Private One-Acre Lot Surrounded by Multi-Million Dollar Estates. Fully Redesigned and Renovated from Top to Bottom, This Turnkey Property Offers 4 Spacious Bedrooms And 5 Elegant Washrooms. Extensive 2022 Upgrades Include New Windows,

House for sale: 18599 HORSESHOE HILL ROAD, Caledon

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$1,489,000

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

5 beds
3 baths
5 days

Cross Streets: Charleston, North On Horseshoe. ** Directions: Charleston Sdrd, North On Horseshoe Hill Rd. 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, fenced backyard, circular driveway,

Kaitlan Klein,Century 21 Millennium Inc.
Listed by: Kaitlan Klein ,Century 21 Millennium Inc. (905) 586-5258
House for sale: 20040 KENNEDY ROAD, Caledon

50 photos

$1,999,999

20040 Kennedy Road, Caledon (Rural Caledon), Ontario L7K 1Y3

7 beds
4 baths
3 days

Charleston Sdrd/Kennedy Rd Rare 10 acre estate minutes to Orangeville! Custom Built Home offering 4,100 sq ft above grade andover 6,400 sq ft total living space with 6+ bedrooms, 4 bathrooms, including 2 bedrooms on the main level with their own separate entrance, a full bathroom, and a kitchen

Listed by: Manveer Singh Dhindsa ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 17711 HUMBER STATION ROAD, Caledon

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$3,499,900

17711 Humber Station Road, Caledon (Rural Caledon), Ontario L7E 3A7

6 beds
4 baths
6 days

Humber Station Rd and Patterson Side Rd THIS SPECTACULAR NEWLY CUSTOM BUILT FAMILY ESTATE HOME OFFERS 4800 SQ FT OF LUXURIOUS ABOVE GRADE LIVING SPACE. DESIGNED FOR BOTH GRAND-SCALE ENTERTAINING & INTIMATE FAMILY LIFE, THE HOMES IMPRESSIVE CURB APPEAL IS MATCHED ONLY BY IT'S BREATHTAKING PICTURESQUE

Emanuel Rodrigues,Re/max Realty Services Inc.
Listed by: Emanuel Rodrigues ,Re/max Realty Services Inc. (905) 456-1000
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
60 days

Horseshoe Hill Rd & Hwy 9 Stunning Tamarack Estate Property in the heart of Caledon. This fabulous family home is situated on 4.08 acres and features 4 bedrooms, main floor laundry, and a family room with agas fireplace. Experience the perfect blend of luxury and tranquility in this exclusive

Listed by: Nick Oppedisano ,Re/max Premier The Op Team (416) 270-1431

For buyers searching “house acres Caledon,” the draw is clear: privacy, workable land, and GTA access without sacrificing rural character. Caledon's mix of Greenbelt, agricultural, and estate-residential pockets can deliver excellent lifestyle value and long-term hold potential—provided you understand zoning overlays, servicing realities, and how the seasonal market behaves. Below is grounded guidance that I give clients before they step onto a property lane, whether they're considering a hobby farm, a future build, or a cottage-like retreat.

House acres Caledon: what to know before you buy

Caledon sits at the intersection of provincial land protection (Niagara Escarpment, Greenbelt, Oak Ridges Moraine) and a strong commuter economy. That combination shapes what you can build, how you can use land, and ultimately your resale outlook. A typical search may include addresses like 14420 Innis Lake Road, or headline phrases such as “40 farm for sale in Caledon, Ontario”—good starting points, but each site's planning context will differ block to block.

Zoning and land-use overlays that drive value

Expect one or more of the following to influence your plans:

  • Base zoning such as A1/Agricultural, Rural Residential, or Environmental Policy Area. Agricultural zones often allow a dwelling plus farm-related uses but limit severances and non-farm businesses. Rural Residential can allow more typical estate-home permissions but with setback and lot coverage caps.
  • Niagara Escarpment Commission (NEC) Development Control Areas require permits for many alterations—even additions or accessory buildings. Factor timing and design constraints.
  • Conservation Authorities (CVC/TRCA) regulate development near wetlands, valleys, and watercourses. Site-specific mapping can impact building envelopes and future resale if expansion is constrained.
  • Greenbelt and Oak Ridges Moraine policies curb fragmentation of farmland and countryside. Great for long-term rural character; it can limit intensification.

Ontario permits Additional Residential Units (ARUs) broadly, but local bylaws can refine what's feasible. In Caledon, second suites, garden suites, or coach houses are often subject to lot size, services, and environmental constraints—never assume a detached ARU is automatic without planning confirmation. Buyers often review 10-acre listings in Caledon alongside new construction in Caledon to understand how modern builds fit within existing zoning frameworks.

Servicing, wells, and septic: due diligence that protects you

Most acreage homes in Caledon rely on private wells and septic systems. Key steps:

  • Water testing: Obtain recent potability results and flow rate details. Peel Region Public Health provides guidance; lenders may require specific test panels at closing.
  • Septic condition: Confirm age, capacity, and inspection records. Replacements must meet Ontario Building Code Part 8. Reserve area availability matters if you ever expand the home.
  • Heating and insurance: Oil tanks (especially underground) and wood-burning appliances trigger insurer scrutiny. Ask for WETT certificates for wood stoves and documentation for any oil tank upgrades or removals.
  • Entrance and drainage: A new or widened driveway may require a municipal or regional permit; tile drainage, culverts, and topography influence both usability and costs.

Example: A buyer planning a workshop and a small equestrian setup found that conservation setbacks shifted their intended barn site. Adjusting the building envelope preserved the plan, but added permitting steps and engineered drawings. Build contingencies into your timeline and budget.

Financing and appraisal on rural properties

Financing acreage can look different from a standard subdivision home:

  • Residential vs. farm classification: If a property's primary use is residential with modest outbuildings, many lenders treat it as conventional residential (subject to acreage and outbuilding limits). Properties with clear farm income or extensive ag infrastructure may be underwritten as agricultural, with different down payment and lender options.
  • Appraisal constraints: Some lenders cap value contribution beyond a certain acreage (for example, valuing the home site and a limited number of acres more heavily than the balance). Outbuildings add value inconsistently.
  • CMHC-insured loans: Typically aimed at 1–4 unit residential; large acreage or farm operations may not qualify. Expect conventional financing and a robust appraisal package.
  • Tax and HST: New construction, substantial renovations, or commercial farm transfers can have HST implications. Speak with a tax professional before you commit.

To build comparables and expectations, some buyers scan 10-acre homes across Ontario or smaller-lot options such as 2-acre houses across Ontario for lender-friendly alternatives while they complete due diligence.

Resale potential: what tends to hold value

In Caledon, resale is driven less by glam and more by fundamentals:

  • Location and access: Paved road frontage, reasonable commute to Bolton/Caledon East, and proximity to amenities. Corner lots can be a plus but watch traffic and sightlines.
  • Usable acreage: Buyers discount heavily treed or wet areas if they need pasture or workspace.
  • Outbuilding quality: A sound barn or shop with permits and electrical sign-offs adds value; deferred maintenance does the opposite.
  • MDS setbacks: The Minimum Distance Separation formula protects farms and neighbours. If a neighbouring farm expands, it could affect future building options on your land; conversely, your livestock use could affect a neighbour's addition plans.
  • Regulatory clarity: Properties with documented permits and surveys resell more smoothly. Keep a binder of approvals, water tests, and septic records.

Key takeaway: Buy the right dirt—usable, well-situated acreage with predictable permissions. Homes and barns can be improved; location and policy overlays cannot.

Lifestyle appeal and community context

Caledon offers trail networks, cycling routes, and equestrian culture alongside a strong small-business base. Community organizations such as Peace Ranch Caledon reflect the area's long-standing agricultural and wellness ties. Expect quieter nights, darker skies, and more self-sufficiency than urban living—rewarding for many, but it means planning for snow removal, backup power, and proactive maintenance.

Short-term rentals and home-based businesses

Before counting on STR income or a home enterprise, confirm local rules. Caledon has implemented licensing and use regulations around short-term rentals and may require a principal-residence model, safety inspections, and caps. Home occupations are commonly allowed with limits on floor area, signage, and customer traffic. Regulations evolve—verify with the Town of Caledon for your specific address.

Seasonal market trends and timing strategy

Spring typically sees the most inventory and buyer traffic; fall can be strong for serious rural shoppers. Summer showcases land beautifully but can mask drainage issues; winter proves access and road maintenance, yet acreage looks stark. For cottage-like retreats, buyers often accelerate offers before long weekends. If you're selling, high-quality aerials and summer photos help; if you're buying, visit in both wet and dry conditions where possible.

Regional comparisons and research pathways

Market context matters. Some buyers compare Caledon against other rural Ontario nodes like Guelph and Brantford to calibrate value and policy differences. Browsing acreage homes around Guelph or acreage listings near Brantford can surface useful benchmarks, while larger-lot ambitions may lead to 100-acre properties in Ontario to understand scale-driven pricing. Western or out-of-province purchasers sometimes weigh land-cost tradeoffs through resources like 40-acre homes in Alberta, 5-acre house options in Alberta, or even BC's interior via 5-acre properties in Kamloops—all useful for framing budgets, even if your heart is set on Caledon.

As a research hub, KeyHomes.ca is a reliable place to survey acreage inventory, review local data, and connect with licensed professionals. You'll also see how Caledon's offering stacks up to province-wide choices—helpful when refining a search radius or a move-versus-build decision.

Names, addresses, and verifying information

In public listing materials and media, you may encounter names such as ikram faried, jade skuce, or karyna gongalskyy attached to rural sales or commentary. Treat any marketing piece—no matter who authored it—as a starting point. Always confirm zoning, measurements, and permissions through the Town of Caledon and the relevant Conservation Authority. Addresses like 14420 Innis Lake Road are examples of the rural corridor properties buyers use for comparison; each site's specifics will vary. If you are scanning opportunities like “40 farm for sale in Caledon, Ontario,” be prepared to differentiate between hobby farms, estate lots, and true production farmland.

Practical offer tactics and closing notes

  • Conditions that matter: Water quality/quantity, septic inspection, financing and appraisal, and a planning review are standard for acreage. For NEC/CVC areas, add a consultation contingency if timelines allow.
  • Surveys and easements: Ask for an up-to-date survey; confirm any hydro/pipeline easements that may affect fencing, barns, or future ARUs.
  • Development charges and permits: New builds or major additions can trigger development charges; check current rates and service availability early.
  • Farm tax classification: If you intend to farm, explore eligibility for agricultural property tax classes and any minimum gross farm income thresholds. Documentation is key.

For a deeper look at inventory and planning context, many buyers cross-reference local acreage and new-build options on KeyHomes.ca and then test their assumptions against surrounding markets—e.g., comparing 10-acre homes across Ontario with more localized 10-acre listings in Caledon—to ensure their budget aligns with the right mix of land, location, and long-term potential.