House Acres Caledon For Sale

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House for sale: 20855 SHAWS CREEK ROAD, Caledon

38 photos

$2,395,000

20855 Shaws Creek Road, Caledon (Rural Caledon), Ontario L7K 1L7

4 beds
3 baths
75 days

50 acres - Exceptional country farm and retreat in the Heart of Caledon. Set along picturesque Shaws Creek Road, this beautifully renovated country property blends timeless red brick farmhouse charm, including the wrap-around porch, with a thoughtfully designed equestrian facility, creating

House for sale: 16735 MISSISSAUGA ROAD, Caledon

44 photos

$1,599,000

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

3 beds
2 baths
144 days

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 services just a 15 minute walk from this 10 acre gem. The house is move in ready & overlooks

House for sale: 20054 HORSESHOE HILL ROAD, Caledon

49 photos

$1,799,900

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

5 beds
4 baths
116 days

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 a sun-filled kitchen with

Gurj Dheri,Re/max Gold Realty Inc.
Listed by: Gurj Dheri ,Re/max Gold Realty Inc. (905) 673-8500
House for sale: 19555 SHAWS CREEK ROAD, Caledon

49 photos

$1,849,000

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

4 beds
3 baths
21 days

Tucked away in one of Caledon's most picturesque countryside settings, this enchanting custom built home spans approx4500sqft situated on 7 acres. A fully insulated 1200sqft garage/workshop with loft space provides exceptional flexibility for car enthusiasts, hobbyists, or additional storage.

House for sale: 2236 BOSTON MILLS ROAD, Caledon

36 photos

$2,800,000

2236 Boston Mills Road, Caledon (Rural Caledon), Ontario L7C 0M1

4 beds
4 baths
26 days

Set on ~12.7 acres with a highly desired location, this beautifully maintained country property offers a rare blend of privacy, vista views, natural beauty, and equestrian function. With over 4,000 sqft of living space this board-and-batten, multi-level residence offers 4 bedrooms, 3.5 bathrooms,

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
120 days

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 property offers an unparalleled

House for sale: 16927 WINSTON CHURCHILL BOULEVARD, Caledon

50 photos

$4,200,000

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

5 beds
3 baths
121 days

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 kitchen with the family

Jade Skuce,Royal Lepage Rcr Realty
Listed by: Jade Skuce ,Royal Lepage Rcr Realty (519) 941-5151
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
77 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: 16703 MISSISSAUGA ROAD E, Caledon

39 photos

$1,449,000

16703 Mississauga Road E, Caledon (Rural Caledon), Ontario L7K 1M8

3 beds
2 baths
47 days

Welcome to this charming bungalow nestled on a private 10-acre property in the sought-after Belfountain area of Caledon. Surrounded by mature forest with direct access to the Bruce Trail and nearby Forks of the Credit, this peaceful retreat offers the perfect blend of nature and comfort. Enjoy

Listed by: Dillon Holden ,Royal Lepage Meadowtowne Realty (416) 689-8734
House for sale: 3285 BEECH GROVE SIDE ROAD, Caledon

50 photos

$3,450,000

3285 Beech Grove Side Road, Caledon (Rural Caledon), Ontario L7K 0N6

6 beds
5 baths
20 days

The Beech House stands well back on 2.55 wooded acres, screened from the road. A modern house of more than 4,000 square feet, rebuilt from the studs out to the tree line - over a million dollars of renovation since 2020. A planted courtyard leads to an entry walled in glass. Inside, an open

Ross Hughes,Royal Lepage Rcr Realty
Listed by: Ross Hughes ,Royal Lepage Rcr Realty (226) 917-2786
House for sale: 13478 HURONTARIO STREET, Caledon

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$4,399,000

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

4 beds
3 baths
182 days

Prime Location! 3.44 Acres Of Future Development Land Designated As "New Employment Area" In HighDemand Area. All Flat Usable Land Conveniently Located With 2 Driveways Onto Hwy 10/HurontarioBetween Old School Rd & King. Located In Very Close Proximity To Planned 413Highway, Easy Access ToHwy

Jeff Ham,Revel Realty Inc.
Listed by: Jeff Ham ,Revel Realty Inc. (855) 738-3547
House for sale: 20364 ST. ANDREWS ROAD, Caledon

32 photos

$1,699,000

20364 St. Andrews Road, Caledon (Rural Caledon), Ontario L7K 2C9

4 beds
3 baths
129 days

2-Storey House On 8-10 Acre Farm, Less Than 1 Hour Escape From Toronto. Estate Homes In The Vicinity. An Oasis Of Tranquility And Peace. Use It As A Farm, Your Home Or Even As A Contractor's Yard. The Existing House Has 3 Bedrooms, And 3 Bathrooms. It Features A Large Inter looking Patio, Some

Yasmin Adam-mako,Remax Your Community Realty
Listed by: Yasmin Adam-mako ,Remax Your Community Realty (647) 631-3613
House for sale: 7190 KING STREET, Caledon

43 photos

$2,900,000

7190 King Street, Caledon (Rural Caledon), Ontario L7C 0S3

6 beds
4 baths
63 days

**Excellent opportunity** to acquire 10.45 acres in a prime location of Caledon offering endless possibilities, located close to King St and The Gore Rd. This spacious raised bungalow features 2146 sq. ft. of well-designed living space with 4 generous bedrooms and 3 bathrooms.The bright main

Listed by: Navneet Kaur ,Re/max President Realty (905) 488-2100
House for sale: 3045 HIGHPOINT SIDE ROAD, Caledon

50 photos

$3,950,000

3045 Highpoint Side Road, Caledon (Rural Caledon), Ontario L7K 0K5

6 beds
5 baths
21 days

Among the finest homes in Caledon. Set high on a hill across nearly 14 acres, surrounded by mature forest, where wild English gardens meet the clean, sharp lines of a gorgeous modern farmhouse. Private, and entirely its own. Completed in 2022 and built to hold the light and the landscape in

Jade Skuce,Royal Lepage Rcr Realty
Listed by: Jade Skuce ,Royal Lepage Rcr Realty (519) 941-5151
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
18 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: 7454 OLD CHURCH ROAD, Caledon

37 photos

$1,479,000

7454 Old Church Road, Caledon (Rural Caledon), Ontario L7C 0H5

6 beds
5 baths
182 days

Access this property through a new paved (2026) circular driveway with plenty of parking for multiple vehicles. This beautiful 3.7-acre property offers space, flexibility, and great potential for extended families or additional income. The main home is a spacious ranch-style bungalow, and there's

Ricardo Aldrey,Right At Home Realty
Listed by: Ricardo Aldrey ,Right At Home Realty (905) 953-0550
House for sale: 3574 ESCARPMENT SIDE ROAD, Caledon

47 photos

$1,299,900

3574 Escarpment Side Road, Caledon (Rural Caledon), Ontario L7K 1E7

5 beds
4 baths
98 days

Welcome to a rare 10-acre luxury estate opportunity on the Niagara Escarpment, where a 3+2 bedroom raised bungalow sits on a beautifully manicured, south-facing lot that has been in the same family for over 50+ years. Perfectly positioned at the top of the escarpment between Kennedy Road and

House for sale: 19 TANGLEWOOD DRIVE, Caledon

36 photos

$2,495,000

19 Tanglewood Drive, Caledon (Rural Caledon), Ontario L7K 0K3

7 beds
5 baths
98 days

Stunning Builders Custom Designed Unique Grand Estate on a Scenic lot Boasting over 8000 sq ft of finished spaced ! 5189 sq ft (3789sqft main floor,1400sqft upper loft) + 3000Sqft of finished livable space. Built with steel beams and Concrete Floors Beneath Cherry Hardwood & Stone Tiles gives

Listed by: Paul Singh Tarriwal ,Homelife/miracle Realty Ltd (905) 624-5678
House for sale: 5232 MAYFIELD ROAD, Caledon

11 photos

$12,999,999

5232 Mayfield Road, Caledon (Rural Caledon), Ontario L7C 0Z5

4 beds
2 baths
86 days

Calling All Developers! An exceptional opportunity to acquire approximately 9.92 acres of prime land with 229.56 feet of frontage, identified within the Town of Caledon's Secondary Plan. Located in an area experiencing significant growth and development, this property presents outstanding long-term

Listed by: Lisa Anne Rosa ,Coldwell Banker The Real Estate Centre (905) 737-5700
House for sale: 20040 KENNEDY ROAD, Caledon

41 photos

$1,799,999

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

7 beds
4 baths
72 days

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 offering rental potential,and

Listed by: Manveer Singh Dhindsa ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 446 THE GRANGE SIDE ROAD, Caledon

50 photos

$4,750,000

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

4 beds
5 baths
55 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: 8339 FINNERTY SIDE ROAD, Caledon

34 photos

$2,099,999

8339 Finnerty Side Road, Caledon (Rural Caledon), Ontario L0N 1E0

5 beds
5 baths
22 days

Set amidst 25 acres of serene, wooded landscape backing onto conservation land, this exceptional raised bungalow offers over 5,800 sq. ft. of refined living space in an extraordinarily private setting. Surrounded by towering trees and breathtaking natural views, the home seamlessly blends elegance,

House for sale: 6923 HIGHWAY 9 HIGHWAY, Caledon

3 photos

$899,900

6923 Highway 9 Highway, Caledon (Rural Caledon), Ontario L7K 0H3

3 beds
2 baths
16 days

*ATTENTION RENOVATORS, INVESTORS, CONTRACTORS & FIRST TIME BUYERS. WELCOME TO 6923 HIGHWAY #9 CALEDON. A charming Detachted Bunglow featuring 2+1 bedrooms , eat in kitchen , Living room , Dining room, Finished finished basement , and 2 car garage. A large barn at rear of the property, ideal

Listed by: Mike Defilippis ,Royal Lepage Maximum Realty (416) 324-2626
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
5 days

Stunning Restored Victorian Farmhouse on 57 Private Acres with Barn & TrailsOriginally built in 1860 by the McEachern family, this Grand Victorian farmhouse has beenbeautifully restored, blending timeless craftsmanship with modern comfort. Privately set on 57acres, this rare country retreat

Listed by: Paul Richardson ,Royal Lepage Meadowtowne Realty (905) 877-8262
House for sale: 9 ELITE ROAD, Caledon

50 photos

$1,769,000

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

5 beds
4 baths
21 days

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 all floors and a beautiful

Listed by: Ann Vuong ,Royal Lepage Signature Realty (905) 568-2121
House for sale: 11 PRINCE ANDREW DRIVE, Caledon

46 photos

$2,144,000

11 Prince Andrew Drive, Caledon (Rural Caledon), Ontario L7C 1G2

5 beds
4 baths
21 days

Timeless Character, Exceptional Space & 2 Acres of Privacy. Discover the possibilities in this stately, all-brick residence, thoughtfully designed and built by its original owners. Offering over 5,000 sq. ft. of living space, this substantial home features a spacious, exceptionally well-planned

Listed by: Sigrid Doherty ,Re/max Realty Specialists Inc. (905) 584-2727
House for sale: 4845 ESCARPMENT SIDE ROAD, Caledon

49 photos

$2,498,000

4845 Escarpment Side Road, Caledon (Rural Caledon), Ontario L7C 0A7

5 beds
3 baths
20 days

Private 24.9 acres across from the Paintbrush Golf Course, positioned high on Caledon's Escarpment, this custom, architect-designed 4+1 bed, 2.5 bath has beautiful curb appeal on a park-like, idyllic setting and features country views from every window, sun all day in the south-facing backyard

Kaitlan Klein,Century 21 Millennium Inc.
Listed by: Kaitlan Klein ,Century 21 Millennium Inc. (905) 586-5258
House for sale: 21170 SHAWS CREEK ROAD, Caledon

28 photos

$2,389,000

21170 Shaws Creek Road, Caledon (Rural Caledon), Ontario L7K 1K8

3 beds
2 baths
43 days

Acres of Fertile Land & Country Living in Caledon. Escape to your own slice of rural paradise, just south of Orangeville. This 92-acre property offers the perfect blend of income potential, natural beauty, and comfortable country living. The 3-bedroom brick bungalow features a walkout basement

Hunter Kirkpatrick,Realty Executives Plus Ltd
Listed by: Hunter Kirkpatrick ,Realty Executives Plus Ltd (905) 860-0800
House for sale: 9 ELITE Road, Caledon

50 photos

$1,769,000

9 Elite Road, Caledon, Ontario L7K 0L2

5 beds
4 baths
21 days

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 all floors and a beautiful

Listed by: Ann Vuong ,Royal Lepage Signature Realty (647) 784-2888
House for sale: 9 ELITE Road, Caledon

50 photos

$1,499,000

9 Elite Road, Caledon, Ontario L7K 0L2

5 beds
4 baths
1 day

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 all floors and a beautiful

Listed by: Ann Vuong ,Royal Lepage Signature Realty (647) 784-2888
House for sale: 4175 BEECH GROVE, Caledon

50 photos

$3,999,999

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

6 beds
7 baths
62 days

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 development potential (buyer to verify).

Robert Piperni,Exp Realty
Listed by: Robert Piperni ,Exp Realty (647) 360-3335
House for sale: 18954 THE GORE ROAD, Caledon

8 photos

$1,599,900

18954 The Gore Road, Caledon (Rural Caledon), Ontario L7K 2M7

0 beds
0 baths
56 days

Rare opportunity to own 11.24 acres for sale in the heart of Caledon! Surrounded by mature trees and enhanced by a large private pond, this peaceful country retreat is ideal for nature lovers, outdoor enthusiasts, or anyone seeking a tranquil escape from city life. Enjoy breathtaking views,

Listed by: Jatinder Kaur Samra ,Homelife Silvercity Realty Inc. (647) 808-4645
House for sale: 14728 HERITAGE ROAD, Caledon

50 photos

$2,174,900

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

4 beds
3 baths
24 days

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 one of Terra Cottas most desirable elevations. Situated on 29.5 acres of pristine land in the Niagara

Listed by: Harjot Dhaliwal ,Homelife Silvercity Realty Inc. (905) 913-8500
House for sale: 18599 HORSESHOE HILL ROAD, Caledon

48 photos

$1,298,000

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

5 beds
3 baths
13 days

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, and a detached approx. 24 ft. x 30 ft. outbuilding with excellent workshop potential. An ideal property

Kaitlan Klein,Century 21 Millennium Inc.
Listed by: Kaitlan Klein ,Century 21 Millennium Inc. (905) 586-5258
House for sale: 20 GLASSFORD COURT, Caledon

50 photos

$3,850,000

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

7 beds
6 baths
163 days

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. Completed in 2021 with top-tier finishes throughout, this home features approx. 11,700 sqft above grade and an additional 7,000 sqft walk-out basement

Japinder Singh Brar,Re/max Millennium Real Estate
Listed by: Japinder Singh Brar ,Re/max Millennium Real Estate (416) 729-3616
House for sale: 15195 THE GORE ROAD, Caledon

35 photos

$1,700,000

15195 The Gore Road, Caledon (Rural Caledon), Ontario L7C 0X2

4 beds
3 baths
79 days

Discover an extraordinary and spectacular 20 acres of land sitting on approximately 400ft frontage on the prestigious Gore Road of East Caledon. Property contains beautiful surroundings: nature, mature trees, and a huge natural pond - very scenic and a much desired lot. Property features 4

Manoj Narang,Re/max Realty Specialists Inc.
Listed by: Manoj Narang ,Re/max Realty Specialists Inc. (905) 272-3434
House for sale: 13289 INNIS LAKE ROAD, Caledon

50 photos

$8,000,000

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

5 beds
5 baths
104 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: 1 FLAHERTY LANE, Caledon

49 photos

$3,299,999

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

7 beds
6 baths
77 days

Introducing a residence of unrivaled grandeur, where architectural brilliance meets timeless sophistication. Set behind a picturesque winding driveway on 10+ pristine acres of professionally landscaped grounds, this extraordinary custom estate offers over 7500 sqft of exquisitely curated living

House for sale: 4780 ESCARPMENT SIDE ROAD, Caledon

44 photos

$10,900,000

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

7 beds
5 baths
71 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: 20341 ST ANDREWS ROAD, Caledon

33 photos

$3,200,000

20341 St Andrews Road, Caledon (Rural Caledon), Ontario L7K 2E6

4 beds
3 baths
57 days

Welcome to 20341 St. Andrews Road, Caledon-a rare country estate where exceptional outdoor living meets endless possibilities. Set on an impressive 77 acre parcel of beautifully maintained land, this property offers the perfect blend of privacy, space, and functionality. Surrounded by mature

Frank Leo,Re/max West Realty Inc.
Listed by: Frank Leo ,Re/max West Realty Inc. (416) 917-5466
House for sale: 22 SOUTHRIDGE TRAIL, Caledon

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$1,949,000

22 Southridge Trail, Caledon (Rural Caledon), Ontario L7K 0B3

3 beds
3 baths
27 days

Tucked into the rolling hills of Caledon and surrounded by mature trees, 22 Southridge Trail feels less like a home and more like an escape from the pace of everyday life. Set on over 10 acres in the sought-after Forks of the Credit area, this custom bungalow offers privacy, nature, and timeless

House for sale: 7 MAPLE MEADOW COURT, Caledon

49 photos

$5,250,000

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

5 beds
7 baths
26 days

A rare offering in Caledon Mountain Estates on 2.8 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: 18387 THE GORE ROAD, Caledon

32 photos

$5,995,000

18387 The Gore Road, Caledon (Rural Caledon), Ontario L7E 0X8

5 beds
5 baths
22 days

Discover That Form A Private Paradise, This Stunning Property Boasts Over 10,000 Square Feet Of Gorgeous Living Space On Almost 25 Acres Of Prime Land. Lovingly Cared For And Kept in Perfect Shape, This One-Of-A-Kind Home Mixes Classic Charm With Timeless Beauty. Step Inside To Enjoy Top-Notch

House for sale: 21 BIRCHVIEW DRIVE, Caledon

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$1,329,000

21 Birchview Drive, Caledon (Rural Caledon), Ontario L7K 0L6

4 beds
4 baths
13 days

Set on 2.52 private acres in sought-after Tamarack Estates, this beautifully updated bungalow offers over 3200 sq ft of living space, serenity & the natural beauty of estate living just min from everyday conveniences. Mature trees frame the property, while expansive lawns & sunny open areas

Claudia Reale,Re/max Hallmark York Group Realty Ltd.
Listed by: Claudia Reale ,Re/max Hallmark York Group Realty Ltd. (416) 509-6506
House for sale: 44 GEORGE CRESCENT, Caledon

50 photos

$1,695,000

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

5 beds
4 baths
12 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.

Listed by: Sigrid Doherty ,Re/max Realty Specialists Inc. (905) 584-2727
House for sale: 16735 SHAWS CREEK ROAD, Caledon

50 photos

$4,699,000

16735 Shaws Creek Road, Caledon (Rural Caledon), Ontario L7K 1K9

5 beds
8 baths
12 days

This executive-quality estate offers five-star quality and a year-round Muskoka environment without the travel, situated in the finest areas of Caledon for discreet living. A property of this calibre offers a true legacy estate, and Astrion's craftsmanship and construction details are 200%

Mike Donia,Re/max Realty Specialists Inc.
Listed by: Mike Donia ,Re/max Realty Specialists Inc. (905) 858-3434
House for sale: 7 ROLLING MEADOW DRIVE, Caledon

50 photos

$1,850,000

7 Rolling Meadow Drive, Caledon (Caledon East), Ontario L7K 0N2

5 beds
3 baths
6 days

Welcome to 7 Rolling Meadow - an exceptional private custom estate nestled on 3.6 acres, featuring an expansive 316 ft frontage approximately 4,600 sq ft of living space, set within one of East Caledon's most desirable communities on a quiet dead-end street. Surrounded by mature trees & scenic

Listed by: Jameson Mackinnon ,Sutton Group Old Mill Realty Inc. (416) 234-2424
House for sale: 16 TANGLEWOOD DRIVE, Caledon

48 photos

$1,499,500

16 Tanglewood Drive, Caledon (Rural Caledon), Ontario L7K 0K6

6 beds
7 baths
4 days

Welcome to an exceptional over 5,000 sq. ft. estate home set on 2.5 private acres in sought-after Tamarack Estates, just minute from Orangeville. Offering an impressive combination of space, privacy and versatility, this extraordinary property is ideally suited to multigenerational living,

Sandra Darlene Pratt,Century 21 Millennium Inc.
Listed by: Sandra Darlene Pratt ,Century 21 Millennium Inc. (519) 217-2735
House for sale: 5 CEDAR DRIVE, Caledon

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$1,799,000

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

4 beds
3 baths
108 days

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 by many walking/cycling trail systems & some of Canada's best golf courses including many

House for sale: 15634 MOUNTAINVIEW Road, Caledon

49 photos

$3,499,999

15634 Mountainview Road, Caledon, Ontario L7C 2V2

5 beds
5 baths
122 days

Welcome to this one-of-a-kind raised bungalow estate, situated on a breathtaking 4.5-acre manicured lot & offering approx.7,000 sqft of luxurious living space. Designed for both grand entertaining & comfortable family living, this exceptional home showcases high-end finishes, incredible amenities,

Listed by: Maria Vargas ,Royal Lepage Signature Realty (416) 729-2100

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.