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Houses for Sale in Rural Caledon Caledon Under $5 Million - P2

Showing results 31 - 60 of 233

Last Updated: September 26, 2026

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18 Cedarcrest Street, Peel, ON , MLS #W13780406 , Image - 1

18 Cedarcrest Street Rural Caledon, Caledon, Peel, ON MLS® W13780406

Residential Freehold (Att/Row/Townhouse)

$815000.0

3 Beds
3 Baths
1500-2000 sq-ft

18 Cedarcrest St is a standout. Bright, beautiful and incredibly fresh, this fully updated 3 bedroom, 3 bathroom townhouse has been meticulously maint

Open House : Sat Sep 26, 01:00 PM to 03:00 PM

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62 Fallview Circle, Peel, ON , MLS #W13548028 , Image - 1

62 Fallview Circle Rural Caledon, Caledon, Peel, ON MLS® W13548028

Residential Freehold (Detached)

$1255800.0

Price drop by 8.0%

4 Beds
5 Baths
3000-3500 sq-ft

WELCOME TO THIS 3444SQFT EXECUTIVE HOME IN CALEDON'S HIGHLY DESIRABLE SOUTHFIELDS COMMUNITY. THIS SPACIOUS 4 BEDROOM RESIDENCE OFFERS AN EXCEPTIONAL L

50 Photos

114 Kennedy Road, Peel, ON , MLS #W13740006 , Image - 1

114 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W13740006

Residential Freehold (Detached)

$1049000.0

Price drop by 5.8%

3 Beds
2 Baths
1100-1500 sq-ft

PUBLIC OPEN HOUSE Sunday September 27, 1-3 PM. Welcome to this beautifully maintained bungalow offering the perfect blend of comfort, convenience, and

Open House : Sun Sep 27, 12:00 PM to 02:00 PM

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34 Lipscott Drive, Peel, ON , MLS #W13822748 , Image - 1

34 Lipscott Drive Rural Caledon, Caledon, Peel, ON MLS® W13822748

Residential Freehold (Semi-Detached )

$969900.0

3 Beds
3 Baths
1500-2000 sq-ft

//East Facing// **Rare To Find Newer Semi-Detached With High Ceilings , Extremely Well Maintained Modern Brick Elevation 3 Bedrooms & 3 Washrooms Hous

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45 Maple Trail Road, Peel, ON , MLS #W13778720 , Image - 1

45 Maple Trail Road Rural Caledon, Caledon, Peel, ON MLS® W13778720

Residential Freehold (Att/Row/Townhouse)

$878800.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 45 Maple Trail Road, a beautiful freehold end-unit townhome in Caledon, proudly built by Rosehaven Homes. Offering an impressive 1,919 squa

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28 Reddington Drive, Peel, ON , MLS #W13823282 , Image - 1

Unit-1, 28 Reddington Drive Rural Caledon, Caledon, Peel, ON MLS® W13823282

Residential Condo & Other (Condo Townhouse)

$799000.0

2 Beds
2 Baths
1400-1599 sq-ft

Welcome to Legacy Pines in Palgrave, one of Caledon's most sought-after communities, surrounded by conservation lands, rolling hills, majestic pine fo

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27 Cedar Drive, Peel, ON , MLS #W13822806 , Image - 1

27 Cedar Drive Rural Caledon, Caledon, Peel, ON MLS® W13822806

Residential Freehold (Detached)

$2225000.0

5 Beds
3 Baths
3000-3500 sq-ft

Magnificent Georgian Estate in Prestigious Caledon! Welcome to an extraordinary 5-bedroom, 3-bathroom Georgian fieldstone estate on 2.6 private acres,

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

46 Photos

19982 Kennedy Road, Peel, ON , MLS #W13822200 , Image - 1

19982 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W13822200

Residential Freehold (Detached)

$1299000.0

3 Beds
3 Baths
2000-2500 sq-ft

Imagine coming home to space, and privacy of 1.03 acres - welcome to 19982 Kennedy Rd - surrounded by mature trees, this beautifully maintained 3-bedr

43 Photos

18785 The Gore Road, Peel, ON , MLS #W13565596 , Image - 1

18785 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13565596

Residential Freehold (Detached)

$4750000.0

5 +1 Beds
7 Baths
5000 + sq-ft

Now Offered at $4,750,000. A rare opportunity in Caledon's prestigious luxury estate market, this exceptional custom residence has been strategically

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20855 Shaws Creek Road, Peel, ON , MLS #W13577360 , Image - 1

20855 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13577360

Residential Freehold (Detached)

$2395000.0

Price drop by 14.3%

3 +1 Beds
3 Baths
2500-3000 sq-ft

50 acres - Exceptional country farm and retreat in the Heart of Caledon. Set along picturesque Shaws Creek Road, this beautifully renovated country pr

41 Photos

1380 Queen Street W, Peel, ON , MLS #W13821972 , Image - 1

1380 Queen Street W Rural Caledon, Caledon, Peel, ON MLS® W13821972

Residential Freehold (Detached)

$1098000.0

3 Beds
2 Baths
2000-2500 sq-ft

Elegantly perched on the hill, overlooking the lower Mill Pond, is this charming 3-bed, 1.5 bath, stone residence, known as the Algie Family House, wi

31 Photos

922 The Grange Side Road, Peel, ON , MLS #W13611036 , Image - 1

922 The Grange Side Road Rural Caledon, Caledon, Peel, ON MLS® W13611036

Residential Freehold (Detached)

$1099000.0

Price drop by 4.4%

3 +1 Beds
2 Baths
1100-1500 sq-ft

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 slo

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

50 Photos

1749 Station Road, Peel, ON , MLS #W13114550 , Image - 1

1749 Station Road Rural Caledon, Caledon, Peel, ON MLS® W13114550

Residential Freehold (Detached)

$2499000.0

Price drop by 10.4%

4 +2 Beds
5 Baths
3000-3500 sq-ft

Beautiful Bungalow with amazing views! A rare find, this custom built home in the sought-after Cheltenham community offers 3200sq ft upstairs and ano

1 Photos

19 Gatherwood Terrace, Peel, ON

19 Gatherwood Terrace Rural Caledon, Caledon, Peel, ON MLS® W13729596

Residential Freehold (Detached)

$999999.0

Price drop by 20.0%

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to 19 Gatherwood Terrace, a beautifully appointed 4-bedroom detached home located in the desirable Rural Caledon community. This spacious 2-st

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

50 Photos

21 Birchview Drive, Peel, ON , MLS #W13795234 , Image - 1

21 Birchview Drive Rural Caledon, Caledon, Peel, ON MLS® W13795234

Residential Freehold (Detached)

$1329000.0

3 +1 Beds
4 Baths
1500-2000 sq-ft

OPEN HOUSE SAT. SEPT. 26th & SUN. SEPT. 27th 2-4 PM! Set on 2.52 private acres in sought-after Tamarack Estates, this bungalow offers the space, seren

Open House : Sat Sep 26, 01:00 PM to 03:00 PM

38 Photos

43 Valleyscape Trail, Peel, ON , MLS #W13790540 , Image - 1

43 Valleyscape Trail Rural Caledon, Caledon, Peel, ON MLS® W13790540

Residential Freehold (Detached)

$1495000.0

4 +2 Beds
5 Baths
2500-3000 sq-ft

Immaculate Home 4+2 Bed, 5 Bath, Spotless Beautiful Home in Prestigious Southfields in Caledon, Bright Huge Legal Basement Apartment With Two Bed and

32 Photos

15195 The Gore Road, Peel, ON , MLS #W13176406 , Image - 1

15195 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13176406

Residential Freehold (Detached)

$1700000.0

4 Beds
3 Baths
1100-1500 sq-ft

Discover an extraordinary and spectacular 20 acres of land sitting on approximately 400ft frontage on the prestigious Gore Road of East Caledon. Prope

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7 Proctor Avenue, Peel, ON , MLS #W13814062 , Image - 1

7 Proctor Avenue Rural Caledon, Caledon, Peel, ON MLS® W13814062

Residential Freehold (Detached)

$2595000.0

4 +1 Beds
5 Baths
3500-5000 sq-ft

Set amidst the natural beauty & privacy of prestigious Millcreek Estates, this exceptional 2-storey estate offers an extraordinary 2.74-Acre setting i

20 Photos

9 Brookstone Court, Peel, ON , MLS #W13809368 , Image - 1

9 Brookstone Court Rural Caledon, Caledon, Peel, ON MLS® W13809368

Residential Freehold (Semi-Detached )

$829900.0

3 Beds
3 Baths
1100-1500 sq-ft

Tucked Away On A Quiet Court In The Sought-After Valleywood Community, This Spacious 3-Bedroom, 3-Bathroom Semi-Detached Home Combines A Functional La

1 Photos

70 Royal Fern Crescent, Peel, ON

70 Royal Fern Crescent Rural Caledon, Caledon, Peel, ON MLS® W13789466

Residential Freehold (Detached)

$1299900.0

5 Beds
4 Baths
3000-3500 sq-ft

//3061 Sq Feet - 2022 Built// ** Rare To Find 5 Bedrooms Detached House In Prestigious Southfields Caledon Community! First Time Offered For Sale-- 3

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

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20 Cedarcrest Street, Peel, ON , MLS #W13724746 , Image - 1

20 Cedarcrest Street Rural Caledon, Caledon, Peel, ON MLS® W13724746

Residential Freehold (Att/Row/Townhouse)

$809900.0

3 +0 Beds
4 Baths
1500-2000 sq-ft

Welcome To This Beautifully Upgraded 3-Bedroom Luxury Townhouse Featuring A Bright And Spacious Open-Concept Main-Floor Layout, Ideal For Modern Famil

Open House : Sat Sep 26, 01:00 PM to 03:00 PM

44 Photos

16735 Mississauga Road, Peel, ON , MLS #W12945004 , Image - 1

16735 Mississauga Road Rural Caledon, Caledon, Peel, ON MLS® W12945004

Residential Freehold (Detached)

$1599000.0

Price drop by 27.3%

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to the historic hamlet of Belfountain. A unique Hamlet just north of the Village of Terra Cotta and offers residents and visitors the memora

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

49 Photos

4845 Escarpment Side Road, Peel, ON , MLS #W13764100 , Image - 1

4845 Escarpment Side Road Rural Caledon, Caledon, Peel, ON MLS® W13764100

Residential Freehold (Rural Residential)

$2498000.0

4 +1 Beds
3 Baths
2500-3000 sq-ft

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

28 Photos

21170 Shaws Creek Road, Peel, ON , MLS #W13687636 , Image - 1

21170 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13687636

Residential Freehold (Rural Residential)

$2389000.0

Price drop by 7.7%

3 Beds
2 Baths
1500-2000 sq-ft

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

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32 Damara Road, Peel, ON , MLS #W13812078 , Image - 1

Unit-Lot 70, 32 Damara Road Rural Caledon, Caledon, Peel, ON MLS® W13812078

Residential Freehold (Detached)

$999990.0

3 Beds
3 Baths
2000-2500 sq-ft

*** Purchase Price is Net Price of H.S.T Rebate *** Brand New Caledon Club Inventory Home: Introducing the 30FT Detached Glencairn Elevation B by Fern

50 Photos

193 Royal Valley Drive, Peel, ON , MLS #W13811730 , Image - 1

193 Royal Valley Drive Rural Caledon, Caledon, Peel, ON MLS® W13811730

Residential Freehold (Detached)

$899000.0

4 Beds
3 Baths
2500-3000 sq-ft

Gorgeous Family Home In An Amazing Location! This beautifully maintained four-bedroom home is just a 2-minute walk to Lina Marino Park-featuring baske

38 Photos

15135 Rockside Road, Peel, ON , MLS #W13659008 , Image - 1

15135 Rockside Road Rural Caledon, Caledon, Peel, ON MLS® W13659008

Residential Freehold (Other)

$1899900.0

Price drop by 5.0%

4 Beds
2 Baths
3500-5000 sq-ft

A rare opportunity in the Caledon countryside! Welcome to 15135 Rockside road, a truly unique property featuring two detached residences on one lot, o

33 Photos

301 King Street, Peel, ON , MLS #W13583472 , Image - 1

301 King Street Rural Caledon, Caledon, Peel, ON MLS® W13583472

Residential Freehold (Vacant Land)

$1999900.0

Price drop by 16.7%

Discover this breathtaking 5.13-acre flat lot, a rare opportunity to build your dream home in the heart of historic Terra Cotta. With approximately 69

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0 The Gore Road, Peel, ON , MLS #W13213944 , Image - 1

0 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13213944

Residential Freehold (Vacant Land)

$849900.0

< 700 sq-ft

2.23 Acres Corner Lot at Hwy 9 & The Gore Road with Potential to Apply for Commercial Zoning! Situated between Palgrave & Mono Mills this Residential

50 Photos

1 Breckonwood Street, Peel, ON , MLS #W13768250 , Image - 1

1 Breckonwood Street Rural Caledon, Caledon, Peel, ON MLS® W13768250

Residential Freehold (Detached)

$1599000.0

4 +3 Beds
6 Baths
3000-3500 sq-ft

Showstopper! Welcome To This Fully Upgraded Corner Home In A Prime Caledon Location, Offering3,224 Sq. Ft. Of Above-Grade Living Space Plus Two Finish

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