Rural Caledon homes for sale & real estate

348 homes

Sort:

Recommended

ABOUT THIS HOME
Rural Caledon Homes for Sale
Better Than New - Southfields Village Executive Townhome! Just 1 year young, this beautifully upgraded 3-storey executive townhouse offers approx. 1,941 sq ft of living space plus a rare private 536 sq ft terrace ideal for entertaining or unwinding under the stars. Situated in one of Caledon's most sought-after communities, directly across from Southfields Community Centre & skate park, and steps to everyday amenities. A ceramic-tiled foyer opens to a bright, open-concept great room & dining area, walking out to a main-level balcony perfect for morning coffee or evening breezes. The chef-inspired kitchen features stainless steel appliances, a large Centre island with breakfast b

$670,000

3 beds3 baths— sq ft

415 Dougall Ave, Caledon, ON L7C 2E9

Main-level balcony • Private terrace • Second-level laundry

ABOUT THIS HOME
Rural Caledon Homes for Sale
* * Stunning 4-bedroom home in the sought-after Southfields community * * featuring a carpet-free interior with hardwood flooring, an elegant oak staircase, 9-ft smooth ceilings, pot lights, and California shutters throughout. Modern kitchen with quartz countertops, centre island, and stainless steel appliances. Spacious primary bedroom with His & Her closets and a 3-piece en-suite. Convenient second-floor laundry. The professionally finished basement provides valuable additional living space, with City-approved permit available for a 2-bedroom legal basement unit. Beautifully landscaped backyard featuring stamped concrete, oversized patio, gazebo and storage shed. Double garage wi

$1,059,000

4 beds3 baths— sq ft

65 Stowmarket St N, Caledon, ON L7C 4B1

Hardwood flooring • California shutters • Pot lights

ABOUT THIS HOME
Rural Caledon Homes for Sale
Nestled on a private and beautifully 10.01 acre parcel in Caledon, this exceptional ranch-style stucco and brick bungalow offers the perfect blend of peaceful country living and functional versatility. Boasting nearly 400 feet of frontage along Highway 9, the property provides outstanding exposure while maintaining a serene, resort-like setting winding driveway highlighted by a stunning, professionally landscaped backyard oasis. The home has been thoughtfully updated throughout, featuring refreshed main floor flooring that enhances the warmth and flow of the living spaces. Large windows are strategically placed across the home, allowing natural light to pour in and creating bright, inviting

$1,995,000

6 beds3 baths— sq ft

6785 Highway 9 Rd, Caledon, ON L7K 0H3

Large windows • 10 acre parcel • 400 feet of frontage

ABOUT THIS HOME
Rural Caledon Homes for Sale
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, surrounded by grand country estates and directly across from Paintbrush Golf Club, while just minutes to Devil's Pulpit Golf Association. The main residence is highlighted by a breathtaking 14-foot floor-to-ceiling great room and an elegant open-concept marble and onyx kitchen. A dramatic two-sided floor-to-ceiling fireplace beautifully separates the principal living and dining rooms, while expansive wra

$10,900,000

7 beds5 baths— sq ft

4780 Escarpment Side Road, Caledon East, ON L7C 2S1

Private acres • Scenic trails • Mature forest

VIDEO TOUR

ABOUT THIS HOME
Rural Caledon Homes for Sale
A rare opportunity in the Caledon countryside! Welcome to 15135 Rockside road, a truly unique property featuring two detached residences on one lot, offering exceptional space, privacy and flexibility for today's modern family. The main residence is a distinctive loft-style detached home featuring 4 bedrooms and plenty of room for family living, while the separate 1-bedroom, 1-storey detached residence creates an incredible opportunity for extended family, adult children, guests, a private home office or other permitted uses. An ideal setup for multigenerational families looking to live close together while still enjoying their own separate space and privacy. Surrounded by the natural beaut

$1,899,900

4 beds2 baths— sq ft

15135 Rockside Rd, Terra Cotta, ON L7C 1V4

Garage • Listed 30 days

ABOUT THIS HOME
Rural Caledon Homes for Sale
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 Features Forested Grounds, Three Ponds, A Cascading Stream, A Protected Spring-Fed Lake, And A 2-Km Nature Trail. The Main Residence Offers A Grand Great Room, Formal Dining Area, Two-Way Fireplace, Custom Champagne Bar, And Walk-Out To A Stunning Terrace. The Gourmet Kitchen Includes An Attached Morning Kitchen And Premium Appliances. The Luxurious Primary Suite Features Dual Ensuites, Steam Showers, And A Bespoke Dressing Room. Upstairs, Find Three Ensuite Bedrooms, A P

$16,800,000

7 beds9 baths— sq ft

15466 The Gore Rd, Caledon East, ON L7C 3E5

Cascading stream • Forested grounds • Nature trail

Property at 28 Reddington Dr #1, Caledon, ON L7E 0E4, 2 beds, 2 baths

$824,800

2 beds2 baths— sq ft

28 Reddington Dr #1, Caledon, ON L7E 0E4

Property at 11 Falling Leaf Dr, Caledon, ON L7C 2Z3, 4 beds, 3 baths

$977,700

4 beds3 baths— sq ft

11 Falling Leaf Dr, Caledon, ON L7C 2Z3

Property at 14190 Mount Hope Rd, Bolton, ON L7E 3K3, 7 beds, 4.5 baths

$1,799,000

7 beds4.5 baths— sq ft

14190 Mount Hope Rd, Bolton, ON L7E 3K3

Listing provided by CREA

Property at 14190 Mount Hope Rd, Caledon, ON L7E 3K3, 7 beds, 5 baths

$1,799,000

7 beds5 baths— sq ft

14190 Mount Hope Rd, Caledon, ON L7E 3K3

Property at 13946 Mclaughlin Rd, Cheltenham, ON L7C 2A3, 6 beds, 2 baths

$1,129,000

6 beds2 baths— sq ft

13946 Mclaughlin Rd, Cheltenham, ON L7C 2A3

Property at 41 Elite Rd, Caledon Village, ON L7K 0L2, 4 beds, 4 baths

$1,499,900

4 beds4 baths— sq ft

41 Elite Rd, Caledon Village, ON L7K 0L2

Property at 51 Learmont Ave, Caledon, ON L7C 3N3, 5 beds, 5 baths

$1,550,000

5 beds5 baths— sq ft

51 Learmont Ave, Caledon, ON L7C 3N3

Property at 19982 Kennedy Rd, Caledon, ON L7K 1Y3, 3 beds, 3 baths

$1,309,000

3 beds3 baths— sq ft

19982 Kennedy Rd, Caledon, ON L7K 1Y3

Property at 922 The Grange Side Road, Terra Cotta, ON L7K 1G5, 4 beds, 2 baths

$1,099,000

4 beds2 baths— sq ft

922 The Grange Side Road, Terra Cotta, ON L7K 1G5

Property at 125 Raspberry Ridge Ave, Caledon, ON L7C 4M9, 4 beds, 5 baths

$1,375,000

4 beds5 baths— sq ft

125 Raspberry Ridge Ave, Caledon, ON L7C 4M9

Property at 11 Vibrant Way Unit 40F, Caledon, ON L7C 1Z9, 2 beds, 3 baths

$549,990

2 beds3 baths— sq ft

11 Vibrant Way Unit 40F, Caledon, ON L7C 1Z9

Property at 6739 Castlederg Side Road, Bolton, ON L7C 0P6, 4 beds, 2 baths

$1,499,900

4 beds2 baths— sq ft

6739 Castlederg Side Road, Bolton, ON L7C 0P6

Property at 19211 Mountainview Rd, Caledon East, ON L7K 2G6, 4 beds, 5 baths

$1,349,900

4 beds5 baths— sq ft

19211 Mountainview Rd, Caledon East, ON L7K 2G6

Property at 5 Stellar Ave, Caledon, ON L7C 3P7, 5 beds, 4 baths

$1,349,919

5 beds4 baths— sq ft

5 Stellar Ave, Caledon, ON L7C 3P7

Property at 82 William Crisp Dr, Caledon, ON L7K 1N3, 4 beds, 4 baths

$2,225,000

4 beds4 baths— sq ft

82 William Crisp Dr, Caledon, ON L7K 1N3

Property at 1532 Queen St, Alton, ON L7K 0C2

$699,000

— beds— baths— sq ft

1532 Queen St, Alton, ON L7K 0C2

Property at 29 Lippa Dr, Caledon, ON L7C 4M3, 3 beds, 4 baths

$1,069,900

3 beds4 baths— sq ft

29 Lippa Dr, Caledon, ON L7C 4M3

Property at 553 Tim Manley Ave Unit 7Z, Caledon, ON L7C 4L1, 2 beds, 3 baths

$539,990

2 beds3 baths— sq ft

553 Tim Manley Ave Unit 7Z, Caledon, ON L7C 4L1

Property at 12478 Kennedy Rd, Caledon, ON L7C 3P6, 4 beds, 2 baths

$724,900

4 beds2 baths— sq ft

12478 Kennedy Rd, Caledon, ON L7C 3P6

Property at 4314 Beech Grove Side Road, Caledon, ON L7K 0M4, 5 beds, 3 baths

$1,849,900

5 beds3 baths— sq ft

4314 Beech Grove Side Road, Caledon, ON L7K 0M4

Property at 13 Birchfield Cres, Caledon, ON L7C 3P6, 3 beds, 2 baths

$687,925

3 beds2 baths— sq ft

13 Birchfield Cres, Caledon, ON L7C 3P6

Property at 18954 The Gore Rd, Caledon East, ON L7K 2M7

$1,599,900

— beds— baths— sq ft

18954 The Gore Rd, Caledon East, ON L7K 2M7

Property at 19 Jean St, Caledon East, ON L7C 1P7, 4 beds, 3 baths

$1,639,000

4 beds3 baths— sq ft

19 Jean St, Caledon East, ON L7C 1P7

Property at 16045 Hurontario St, Caledon Village, ON L7C 2E5, 7 beds, 3 baths

$1,345,000

7 beds3 baths— sq ft

16045 Hurontario St, Caledon Village, ON L7C 2E5

Property at 14 Atchison Dr, Caledon East, ON L7C 3X5, 4 beds, 4 baths

$1,278,888

4 beds4 baths— sq ft

14 Atchison Dr, Caledon East, ON L7C 3X5

Property at 330 MACDONALD St, Inglewood, ON L7C 1G7, 4 beds, 6 baths

$3,380,000

4 beds6 baths8,367 sq ft

330 MACDONALD St, Inglewood, ON L7C 1G7

Listing provided by CREA

Property at 7 Proctor Ave, Caledon, ON L7E 4E7, 5 beds, 5 baths

$2,699,000

5 beds5 baths— sq ft

7 Proctor Ave, Caledon, ON L7E 4E7

Property at 471 Tim Manley Ave Unit 31F, Caledon, ON L7C 1Z9, 2 beds, 3 baths

$549,990

2 beds3 baths— sq ft

471 Tim Manley Ave Unit 31F, Caledon, ON L7C 1Z9

Property at 417 Dougall Ave #14, Caledon, ON L7C 4L5, 3 beds, 3 baths

$699,999

3 beds3 baths— sq ft

417 Dougall Ave #14, Caledon, ON L7C 4L5

Property at 16735 Mississauga Rd, Terra Cotta, ON L7K 1M8, 3 beds, 2 baths

$1,599,000

3 beds2 baths— sq ft

16735 Mississauga Rd, Terra Cotta, ON L7K 1M8

Property at 13186 Airport Rd E, Caledon East, ON L7C 2W3, 5 beds, 3 baths

$2,499,922

5 beds3 baths— sq ft

13186 Airport Rd E, Caledon East, ON L7C 2W3

Property at 19976 Kennedy Rd, Caledon, ON L7K 1Y3, 4 beds, 3 baths

$1,499,000

4 beds3 baths— sq ft

19976 Kennedy Rd, Caledon, ON L7K 1Y3

Property at 13143 Heart Lake Rd, Inglewood, ON L7C 2K6, 5 beds, 3 baths

$1,845,000

5 beds3 baths— sq ft

13143 Heart Lake Rd, Inglewood, ON L7C 2K6

Property at 62 Minnock St, Caledon, ON L7C 4K9, 7 beds, 6 baths

$1,099,999

7 beds6 baths— sq ft

62 Minnock St, Caledon, ON L7C 4K9

Property at 18250 Duffy's Lane, Palgrave, ON L7E 3C4, 4 beds, 4 baths

$5,499,000

4 beds4 baths— sq ft

18250 Duffy's Lane, Palgrave, ON L7E 3C4

Viewing page 3 of 9

This REALTOR.ca listing content is owned and licensed by REALTOR® members of The Canadian Real Estate Association.

Average home prices near Rural Caledon, ON

Neighborhoods

Rural Caledon, ON real estate trends

$1.19M

Sale price

+10.0%
since last year

$909

Sale $/sq ft

Under list price

3.5%

Days on market

Down payment

—

Total homes sold

More to explore in Rural Caledon, ON

How to buy a house in Rural Caledon, ON

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Source: Statistics Canada, Census Divisions and Census Subdivisions, December 2018. Reproduced and distributed on an "as is" basis with the permission of Statistics Canada.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the CIPO.

Redfin Unlimited Liability Company (trade name, Redfin) is a licensed and registered real estate brokerage in British Columbia and Ontario only.

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.