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Caledon Detached Houses for Sale

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Last Updated: November 11, 2026

50 Photos

2874 Charleston Side Rd Side Road, Peel, ON , MLS #W14172084 , Image - 1

2874 Charleston Side Rd Side Road Caledon Village, Caledon, Peel, ON MLS® W14172084

Residential Freehold (Detached)

$3590000.0

6 +1 Beds
7 Baths
5000 + sq-ft

EXCEPTIONAL CUSTOM-BUILT LUXURY ESTATE - in the Heart of Caledon Village! This magnificent residence, only 2 years old, is set on a premium over half-

38 Photos

32 Autumn Drive, Peel, ON , MLS #W14126572 , Image - 1

32 Autumn Drive Caledon Village, Caledon, Peel, ON MLS® W14126572

Residential Freehold (Detached)

$999900.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to the Beautiful, Quaint and Quiet Caledon Village. This 1761 SqFt Bungalow sits on a nearly 1 acre (.918) southern exposure lot on a quiet c

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17 Norton Boulevard, Peel, ON , MLS #W14152430 , Image - 1

17 Norton Boulevard Bolton East, Caledon, Peel, ON MLS® W14152430

Residential Freehold (Detached)

$1099000.0

2 Beds
1 Baths
1100-1500 sq-ft

Prestigious South Hill Building Opportunity. Welcome to 17 Norton Drive, gracefully positioned in an exclusive and secluded pocket of highly coveted S

49 Photos

8288 Patterson Side Road, Peel, ON , MLS #W14086540 , Image - 1

8288 Patterson Side Road Rural Caledon, Caledon, Peel, ON MLS® W14086540

Residential Freehold (Detached)

$3495000.0

6 +1 Beds
6 Baths
3500-5000 sq-ft

Once in a lifetime opportunities like this are rare.Set on 15.34 breathtaking acres in Palgrave, one of Caledon's most sought after locations. This e

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8 Kevinwood Drive, Peel, ON , MLS #W13851786 , Image - 1

8 Kevinwood Drive Caledon Village, Caledon, Peel, ON MLS® W13851786

Residential Freehold (Detached)

$1264999.0

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

Some homes make you fall in love with the life you could live there. Slow mornings overlooking open countryside. Summer dinners that linger long after

Open House : Sun Nov 15, 01:00 PM to 03:00 PM

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15626 Mclaughlin Road, Peel, ON , MLS #W13713462 , Image - 1

15626 Mclaughlin Road Inglewood, Caledon, Peel, ON MLS® W13713462

Residential Freehold (Detached)

$999999.0

Price drop by 14.9%

4 Beds
3 Baths
1500-2000 sq-ft

Inglewood gem that truly needs to be experienced in person to appreciate. A rare opportunity to own a character-filled village family home. Unexpected

Open House : Sun Nov 15, 01:00 PM to 03:00 PM

29 Photos

253 Landsbridge Street, Peel, ON , MLS #W14170160 , Image - 1

253 Landsbridge Street Bolton East, Caledon, Peel, ON MLS® W14170160

Residential Freehold (Detached)

$1214900.0

4 Beds
3 Baths
2000-2500 sq-ft

An exceptional opportunity in one of Bolton's most desirable communities! This stunning, turn-key luxury home has been exquisitelyrenovated with impec

Open House : Thu Nov 12, 10:00 AM to 12:00 PM

45 Photos

7 Orsi Road, Peel, ON , MLS #W13843916 , Image - 1

7 Orsi Road Caledon East, Caledon, Peel, ON MLS® W13843916

Residential Freehold (Detached)

$1199000.0

4 Beds
3 Baths
1500-2000 sq-ft

Wonderful 4-bedroom family home in one of Caledon East's most desirable neighbourhoods! Ideally located within walking distance of schools, parks, the

48 Photos

32 Brawton Drive N, Peel, ON , MLS #W14168638 , Image - 1

32 Brawton Drive N Palgrave, Caledon, Peel, ON MLS® W14168638

Residential Freehold (Detached)

$1388000.0

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

Welcome to 32 Brawton Drive in Caledon (Palgrave)-a beautifully newly renovated two-storey home offering modern comfort, fresh updates, and excellent

Open House : Sun Nov 15, 02:00 PM to 04:00 PM

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7 Maple Meadow Court, Peel, ON , MLS #W13744042 , Image - 1

7 Maple Meadow Court Rural Caledon, Caledon, Peel, ON MLS® W13744042

Residential Freehold (Detached)

$5250000.0

4 +1 Beds
7 Baths
5000 + sq-ft

A rare offering in Caledon Mountain Estates on 2.83 acres, this newly built contemporary estate pairs exceptional scale and sophisticated design with

Open House : Sat Nov 14, 12:00 PM to 02:00 PM

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Lot 290, 1 McLean Street Rural Caledon, Caledon, Peel, ON MLS® W14160572

Residential Freehold (Detached)

$1131272.0

4 Beds
4 Baths
2000-2500 sq-ft

Introducing Ellis Lane By Poetry Living The Sequoia Elevation B Model. This stunning corner lot home offers 2,217 square feet of beautifully designed

1 Photos

Lot 274, 28 Neil Promenade N/A, Peel, ON

Lot 274, 28 Neil Promenade N/A Rural Caledon, Caledon, Peel, ON MLS® W14160558

Residential Freehold (Detached)

$1167258.0

4 Beds
4 Baths
2500-3000 sq-ft

Introducing Ellis Lane, By Poetry Living The Willow Elevation B Model. This stunning home offers 2,728 square feet of beautifully designed living spac

49 Photos

6 Mccandless Court, Peel, ON , MLS #W14167976 , Image - 1

6 Mccandless Court Caledon East, Caledon, Peel, ON MLS® W14167976

Residential Freehold (Detached)

$1399000.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to one of Caledon East's most impressive family homes, offering nearly 4,000 sq. ft. of finished living space, including the professionally fi

46 Photos

20040 Kennedy Road, Peel, ON , MLS #W13581702 , Image - 1

20040 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W13581702

Residential Freehold (Detached)

$1799999.0

7 Beds
4 Baths
3500-5000 sq-ft

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

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38 Gentle Fox Drive Rural Caledon, Caledon, Peel, ON MLS® W14163264

Residential Freehold (Detached)

$1899000.0

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to 38 Gentle Fox Drive, a luxurious Caledon residence offering over 4,000 sq. ft. of beautifully appointed space, five bedrooms, and 4+1 bathr

Open House : Sat Nov 14, 01:00 PM to 04:00 PM

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

43 Photos

25 Autumn Oak Court, Peel, ON , MLS #W14149086 , Image - 1

25 Autumn Oak Court Bolton East, Caledon, Peel, ON MLS® W14149086

Residential Freehold (Detached)

$1078000.0

4 Beds
4 Baths
1500-2000 sq-ft

Welcome To 25 Autumn Oak Court, Ideally Situated On A Quiet Court In Bolton's Highly Sought-After South Hill Community! Impeccably Maintained And Show

Open House : Sat Nov 14, 02:00 PM to 04:00 PM

33 Photos

1537 Queen Street E, Peel, ON , MLS #W13867324 , Image - 1

1537 Queen Street E Alton, Caledon, Peel, ON MLS® W13867324

Residential Freehold (Detached)

$869900.0

3 Beds
2 Baths
1100-1500 sq-ft

Detached House with over 10,000 square feet of land in the village of Alton. A character mid-1860s home with 3 bedrooms plus a den, and 2 baths. a mai

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17353 Winston Churchill Boulevard, Peel, ON , MLS #W14167074 , Image - 1

17353 Winston Churchill Boulevard Rural Caledon, Caledon, Peel, ON MLS® W14167074

Residential Freehold (Detached)

$2700000.0

4 Beds
5 Baths
3500-5000 sq-ft

A custom country retreat in the heart of Terra Cotta. Welcome to 17353 Winston Churchik Boulevard, Caledon, where over 4,000 sq. ft. of living space s

38 Photos

60 Stowmarket Street, Peel, ON , MLS #W14100030 , Image - 1

60 Stowmarket Street Rural Caledon, Caledon, Peel, ON MLS® W14100030

Residential Freehold (Detached)

$1299900.0

5 Beds
6 Baths
3000-3500 sq-ft

Rare Opportunity in the Prestigious Southfields Community of Caledon! Built in 2022, this impressive detached home offers 5 spacious bedrooms, each wi

31 Photos

14190 Mount Hope Road, Peel, ON , MLS #W13620646 , Image - 1

14190 Mount Hope Road Bolton North, Caledon, Peel, ON MLS® W13620646

Residential Freehold (Detached)

$1714900.0

Price drop by 23.7%

4 +3 Beds
5 Baths
2000-2500 sq-ft

ATTENTION DEVELOPERS AND INVESTORS!! This dream country home on 1 acre is sure to impress you. LOCATED ON PRIME DEVELOPMENT LAND WITH RM zoning which

50 Photos

15727 Mclaughlin Road, Peel, ON , MLS #W13824584 , Image - 1

15727 Mclaughlin Road Inglewood, Caledon, Peel, ON MLS® W13824584

Residential Freehold (Detached)

$1299999.0

Price drop by 12.2%

4 +1 Beds
4 Baths
2000-2500 sq-ft

Welcome to 15727 McLaughlin Road in the heart of Inglewood, where bungalow-style living, generous space and an exceptional backyard come together in o

Open House : Sun Nov 15, 01:00 PM to 03:00 PM

44 Photos

8 Jack Kenny Court, Peel, ON , MLS #W13857498 , Image - 1

8 Jack Kenny Court Bolton West, Caledon, Peel, ON MLS® W13857498

Residential Freehold (Detached)

$1194990.0

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to the Home You've Been Waiting For! This brand-new home built by Grand Brook Homes is waiting for you to customize and pick your own finishes

Open House : Sun Nov 15, 02:00 PM to 04:00 PM

46 Photos

20094 Main Street, Peel, ON , MLS #W14165222 , Image - 1

20094 Main Street Alton, Caledon, Peel, ON MLS® W14165222

Residential Freehold (Detached)

$850000.0

3 Beds
2 Baths
1500-2000 sq-ft

Nestled on one of Alton's most picturesque and sought-after streets, this charming home offers the perfect blend of village charm, natural beauty, and

50 Photos

21 Birchview Drive, Peel, ON , MLS #W14013908 , Image - 1

21 Birchview Drive Rural Caledon, Caledon, Peel, ON MLS® W14013908

Residential Freehold (Detached)

$1289000.0

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

OPEN HOUSE SAT. NOV. 14TH 2-4 PM! Space to live, room to create & freedom to enjoy it all! Set on 2.52 private acres in sought-after Tamarack Estates,

Open House : Sat Nov 14, 02:00 PM to 04:00 PM

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175 Allan Drive, Peel, ON , MLS #W14153766 , Image - 1

175 Allan Drive Bolton East, Caledon, Peel, ON MLS® W14153766

Residential Freehold (Detached)

$949000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome To 175 Allan Dr, A Beautifully Renovated 3-Level Backsplit In One OfBolton's Most Desirable, Family-Friendly Neighborhoods. Turn-Key And Sun-D

32 Photos

7190 King Street, Peel, ON , MLS #W14114094 , Image - 1

7190 King Street Rural Caledon, Caledon, Peel, ON MLS® W14114094

Residential Freehold (Detached)

$2600000.0

4 +2 Beds
4 Baths
2000-2500 sq-ft

**Excellent opportunity** to acquire 10.45 acres in a prime location of Caledon offering endless possibilities, located close to King St and The Gore

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26 Larry Street, Peel, ON , MLS #W14139548 , Image - 1

26 Larry Street Caledon East, Caledon, Peel, ON MLS® W14139548

Residential Freehold (Detached)

$1225000.0

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

Gorgeous, Fully Renovated Home in the Heart of Caledon East! Situated on a quiet, tree-lined street on a large private lot, this beautifully upgraded

Open House : Sat Nov 14, 01:00 PM to 04:00 PM

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1 Plummer Road, Peel, ON , MLS #W14115576 , Image - 1

1 Plummer Road Bolton West, Caledon, Peel, ON MLS® W14115576

Residential Freehold (Detached)

$1089000.0

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

Welcome to 1 Plummer Road, a spacious family home on a premium corner lot in one of Bolton's most sought-after neighbourhoods. Offering more than 2,60

31 Photos

52 Speers Avenue, Peel, ON , MLS #W13782702 , Image - 1

Unit-Lot 99, 52 Speers Avenue Rural Caledon, Caledon, Peel, ON MLS® W13782702

Residential Freehold (Detached)

$1199990.0

4 Beds
4 Baths
2000-2500 sq-ft

Purchase Price is Net Price of HST Rebate ** If applicable and qualified. Zancor Built Magna Model Elevation C Modern Design, a remarkable residence o

Open House : Sat Nov 14, 11:00 AM to 05:00 PM

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