Caledon Real Estate: 524 Houses and Condos for Sale

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House for sale: 30 BORLAND CRESCENT, Caledon

40 photos

$1,199,000

30 Borland Crescent, Caledon (Caledon East), Ontario L7C 3M4

5 beds
3 baths
Today

Welcome to 30 Borland Crescent, a beautifully maintained, turn-key bungalow nestled on a quiet, mature street in the heart of Caledon East. Upon arrival, you are greeted by excellent curb appeal with interlock driveway and stone planters. Inside offers the ease of main-floor living without

Cheryl Robb,Royal Lepage Rcr Realty
Listed by: Cheryl Robb ,Royal Lepage Rcr Realty (416) 805-1316
House for sale: 36 COACHWOOD MANOR COURT, Caledon

42 photos

$1,180,000

36 Coachwood Manor Court, Caledon (Bolton East), Ontario L7E 1X8

4 beds
4 baths
Today

A rare opportunity to own a fully renovated home that is situated on a quiet and dead-end, family-friendly court. Children can safely play, and neighbours enjoy a true sense of community. Families will love the exceptional location, with several elementary schools within walking distance and

Anna Fitzcharles,One Percent Realty Ltd.
Listed by: Anna Fitzcharles ,One Percent Realty Ltd. (416) 858-5657
House for sale: 81 DE ROSE AVENUE, Caledon

50 photos

$1,149,000

81 De Rose Avenue, Caledon (Bolton West), Ontario L7E 1A6

3 beds
4 baths
1 day

... inviting atmosphere. Outside, enjoy valuable outdoor space for relaxing, entertaining and making the most of the seasons. Set on De Rose Avenue, the property is situated in an established neighbourhood with a welcoming community atmosphere. Enjoy the many amenities Bolton has to offer, including...

Maria Casale,Re/max Premier Inc.
Listed by: Maria Casale ,Re/max Premier Inc. (416) 743-5000
Row / Townhouse for sale: 27 FALLIS CRESCENT, Caledon

41 photos

$799,900

27 Fallis Crescent, Caledon (Caledon East), Ontario L7C 3R5

4 beds
3 baths
1 day

Set on a premium lot in the highly sought after, family friendly community of Caledon East, this meticulously maintained 4 bedroom executive townhome offers approximately 1,833 sq. ft. of thoughtfully designed living space with a layout that blends functionality, comfort and effortless flow.

Nima Saeedifaez,Right At Home Realty
Listed by: Nima Saeedifaez ,Right At Home Realty (905) 695-7888
House for sale: 1532 QUEEN STREET, Caledon

7 photos

$699,000

1532 Queen Street, Caledon (Alton), Ontario L7K 0C2

0 beds
0 baths
1 day

Commercially zoned Institutional and prominently positioned on a main street in the heart of Alton, this unique property offers excellent visibility, strong exposure and a highly attractive Credit River setting. The property is being offered primarily for its land and redevelopment value, as

Listed by: Sean Dylan Anderson ,The Richie Group Inc. (519) 942-0234
House for sale: 525 KING STREET E, Caledon

47 photos

$1,489,000

525 King Street E, Caledon (Bolton North), Ontario L7E 0V2

4 beds
3 baths
1 day

Nestled on an approximately half-acre lot in the heart of Bolton, this turnkey bungalow offers exceptional privacy with a setting that's completely hidden from the road. Surrounded by mature trees and breathtaking views, you'll feel miles away while enjoying the convenience of being right in

Listed by: Paolo Joseph Deluca ,Re/max Experts (905) 499-8800
Row / Townhouse for sale: 36 CEDARCREST STREET, Caledon

50 photos

$879,999

36 Cedarcrest Street, Caledon (Rural Caledon), Ontario L7C 3P9

3 beds
4 baths
1 day

Welcome to this beautiful end-unit townhome in the sought-after Southfields Village community of Caledon! Filled with natural light, this beautifully maintained 3-bedroom + Den and 4 Washroom home offers a spacious and functional layout with 9-foot ceilings on Main floor, upgraded flooring.The

Munish Lumb,Homelife/miracle Realty Ltd
Listed by: Munish Lumb ,Homelife/miracle Realty Ltd (905) 454-4000
House for sale: 7 ORSI ROAD, Caledon

45 photos

$1,199,000

7 Orsi Road, Caledon (Caledon East), Ontario L7C 1K9

4 beds
3 baths
1 day

Wonderful 4-bedroom family home in one of Caledon East's most desirable neighbourhoods! Ideally located within walking distance of schools, parks, the recreation centre, shops and the highly sought-after Caledon Trailway. This home offers the perfect combination of convenience, community and

Listed by: Sigrid Doherty ,Re/max Realty Specialists Inc. (905) 584-2727
House for sale: 2874 CHARLESTON SIDE ROAD, Caledon

50 photos

$3,990,000

2874 Charleston Side Road, Caledon (Caledon Village), Ontario L7K 0T9

7 beds
7 baths
1 day

... amenities, including Tim Hortons, McD's, pharmacy, post office and GO Bus service. A truly remarkable estate offering exceptional space, craftsmanship, luxury and convenience in one extraordinary package. (id:27476) Cross Streets: Hurontario st / Charleston side rd. ** Directions: GOOGLE MAPS.

Listed by: Inderjeet Singh ,Re/max Gold Realty Inc. (647) 515-2066
House for sale: 92 HEADWATER ROAD, Caledon

44 photos

$1,249,000

92 Headwater Road, Caledon (Bolton West), Ontario L7E 2Z3

4 beds
4 baths
1 day

Welcome to this stunning, fully renovated two-storey family home in the heart of Bolton, where modern luxury meets exceptional functionality. Completely transformed from top to bottom, this impressive four-bedroom residence showcases quality craftsmanship and premium finishes throughout. Step

Listed by: Anna Maria Bellissimo ,Re/max Premier Inc. (416) 987-8000
House for sale: LOT 130 SPEERS AVENUE, Caledon

4 photos

$919,990

Lot 130 Speers Avenue, Caledon (Rural Caledon), Ontario L7C 1Z9

3 beds
3 baths
1 day

... enhanced storage, soft-close doors and drawers, a built-in recycling bin, and aspacious pot drawer for easy access to cookware.Pre-construction sales Tentative Closing is scheduled for Spring 2027. As part of an exclusivelimited-time offer, the home includes a bonus package featuring premium...

House for sale: 23 BERRYDOWN DRIVE, Caledon

49 photos

$1,349,000

23 Berrydown Drive, Caledon (Bolton East), Ontario L7E 1P9

5 beds
4 baths
2 days

Welcome to 23 Berrydown Drive - a beautifully renovated, turnkey home that's been meticulously maintained and thoughtfully updated from top to bottom. Offering exceptional curb appeal and modern finishes throughout, this move-in ready property is perfect for buyers looking for style, comfort,

House for sale: 13 TARQUINI CRESCENT, Caledon

48 photos

$1,049,999

13 Tarquini Crescent, Caledon (Bolton West), Ontario L7E 2V8

4 beds
3 baths
2 days

Welcome To This Beautifully Updated Detached 4-BedroomS, 3-Washrooms Home Nestled In A Quiet, Family-Friendly Neighborhood Steps From Scenic Wooded Trails And Parks*Designed with comfort and functionality in mind, it offers four large bedrooms, a family-friendly layout, and generous indoor

House for sale: 38 GENTLE FOX DRIVE, Caledon

39 photos

$2,188,000

38 Gentle Fox Drive, Caledon (Rural Caledon), Ontario L7C 3S5

5 beds
5 baths
2 days

Welcome to 38 Gentle Fox Drive, a luxurious Caledon residence offering over 4,000 sq. ft. of space designed for both everyday comfort and memorable entertaining. With five bedrooms and 4+1 bathrooms, this home offers room for family and guests to gather while enjoying their own space. Pot lights

Listed by: Nick Oppedisano ,Re/max Premier The Op Team (416) 270-1431
House for sale: 4 TRANQUILITY COURT, Caledon

41 photos

$1,949,000

4 Tranquility Court, Caledon (Palgrave), Ontario L7E 3R7

6 beds
5 baths
2 days

Welcome to this private country retreat offering peaceful 2.6 acres of rural living, flexible space, income potential, and convenient access to nearby towns. Set on a quiet road with beautiful valley views and sought-after southwest exposure, this home is filled with natural light throughout

Kim Winstone,Re/max Realty Specialists Inc.
Listed by: Kim Winstone ,Re/max Realty Specialists Inc. (647) 280-3468
House for sale: 7191 CASTLEDERG SIDE ROAD, Caledon

21 photos

$3,488,000

7191 Castlederg Side Road, Caledon (Rural Caledon), Ontario L7C 0P7

4 beds
3 baths
2 days

Welcome to an exceptional 10 acre property offering the perfect blend of residential comfort and versatile workspace. This spacious 4 bedroom bungalow offers approximately 2,800 sq. ft. of living space and is ideally suited for families, multi generational living, or a live/work lifestyle.

Jerry Carinci,Psr
Listed by: Jerry Carinci ,Psr (416) 688-5260
House for sale: 9 ELITE Road, Caledon

50 photos

$1,499,000

9 Elite Road, Caledon, Ontario L7K 0L2

5 beds
4 baths
2 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: 70 STRATFORD DRIVE, Caledon

50 photos

$1,644,161

70 Stratford Drive, Caledon (Rural Caledon), Ontario L7C 4C4

4 beds
4 baths
3 days

Welcome to this beautifully upgraded Rosehaven Homes residence, ideally situated in one of Caledon's highly desirable communities. Offering approximately 3,042 sq.ft. of thoughtfully designed living space, this spacious double-car garage home combines elevated finishes with a functional layout

Listed by: Nicole Finelli ,Spectrum Realty Services Inc. (416) 736-6500
House for sale: 3 LOSINO STREET, Caledon

44 photos

$999,900

3 Losino Street, Caledon (Rural Caledon), Ontario L7C 3N2

3 beds
4 baths
3 days

Welcome to Your Ideal Home in Sought-After Southfield Village! Perfectly nestled in the highly desirable Southfield Village community, this stunning property offers the perfect blend of modern comfort, style, and unbeatable convenience. just minutes from Highway 410 for easy commuting. Interior

House for sale: 16112 THE GORE ROAD, Caledon

48 photos

$1,788,000

16112 The Gore Road, Caledon (Rural Caledon), Ontario L7C 3E6

3 beds
3 baths
3 days

Welcome to this exquisite custom-built Raised Bungalow offering approximately 2,545 sq. ft. on the main level, plus an additional 2,465 sq. ft. of finished walkout lower level living space in the heart of rural Caledon. Surrounded by mature trees, backing the Caledon Trailway Path, scenic landscapes,

Bill Parnaby,Royal Lepage Rcr Realty
Listed by: Bill Parnaby ,Royal Lepage Rcr Realty (289) 514-2489
House for sale: 65 ROYALTON DRIVE, Caledon

43 photos

$1,089,000

65 Royalton Drive, Caledon (Bolton East), Ontario L7E 2G5

4 beds
3 baths
3 days

Beautifully maintained bungalow in Bolton's desirable South Hill, showcasing pride of ownership from the moment you arrive. Inviting landscaping and beautiful gardens frame the home, with a patterned concrete walkway welcoming you inside. Meticulously kept, exceptionally clean and thoughtfully

Bill Parnaby,Royal Lepage Rcr Realty
Listed by: Bill Parnaby ,Royal Lepage Rcr Realty (289) 514-2489
0 BEECH GROVE SIDE ROAD, Caledon
Vacant land

11 photos

$2,799,000

0 Beech Grove Side Road, Caledon (Rural Caledon), Ontario L7K 1Z9

4 days

**Not For Everyone-And That Is Precisely The Point.** For Those With The Vision And Means To Create Something Truly Exceptional, This Remarkable 103-Acres Offering Presents A Rare Opportunity To Build A Private Estate Or Landmark Country Residence Within Easy Reach Of The GTA. Comprising Two

Baljit Sahi,Re/max Gold Realty Inc.
Listed by: Baljit Sahi ,Re/max Gold Realty Inc. (647) 328-6007
House for sale: 9 SHEARDOWN TRAIL, Caledon

27 photos

$1,080,000

9 Sheardown Trail, Caledon (Bolton East), Ontario L7E 1Y5

4 beds
4 baths
5 days

Welcome to 9 Sheardown Trail, an elegant and beautifully updated detached residence nestled in one of Bolton's most desirable family-friendly communities. Offering 3+1 bedrooms and 4 bathrooms, this thoughtfully designed home combines refined finishes, generous living space, and exceptional

Listed by: Jonathan Mathew ,Re/max Realty Specialists Inc. (647) 360-6904
LOT 29 CON. 8 HIGHWAY 9, Caledon
Vacant land

12 photos

$1,689,000

Lot 29 Con. 8 Highway 9, Caledon (Palgrave), Ontario L7E 0G3

5 days

... opportunity to build your dream home on a stunning ~14.4-acre lot in the prestigious Palgrave community, surrounded by luxurious multi-million-dollar estate residences. This gently rolling parcel, inspired by golf course greens, offers hydro on-site and exceptional privacy, with a natural thicket...

Listed by: Tanmay Rao ,Exp Realty (866) 530-7737
House for sale: 25 LEARMONT Avenue, Caledon

29 photos

$1,099,000

25 Learmont Avenue, Caledon, Ontario L7C 3N3

5 beds
4 baths
5 days

Welcome to this beautifully maintained family home offering a functional layout, quality finishes, and plenty of space to grow. The inviting front entry features a spacious walk-in closet, setting the tone for the thoughtfully designed interior. Modern white lighting throughout creates a bright

House for sale: 2 IRONHORSE CRESCENT, Caledon

50 photos

$1,199,900

2 Ironhorse Crescent, Caledon (Bolton West), Ontario L7E 2K8

5 beds
4 baths
5 days

Meticulously Maintained Detached Home Situated On An Oversized 59 X 110 Ft Corner Lot In The Highly Desirable Bolton West Community! Boasting 2,574 Sq Ft Above-Grade (As Per MPAC), Plus A Fully Finished 1,161 Sq Ft Basement (As Per iGuide Floor Plan)! Over 3,700 Sq Ft Of Total Living Space!

Andrew Presta,Re/max Experts
Listed by: Andrew Presta ,Re/max Experts (416) 817-5158
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
5 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: 310 NEWLOVE DRIVE, Caledon

30 photos

$935,000

310 Newlove Drive, Caledon (Bolton East), Ontario L7E 1Z6

3 beds
4 baths
6 days

Welcome to Newlove! This is the perfect family home, set on an oversized pie-shaped lot along a quiet, friendly, sidewalk-free street, close to all amenities. With its ideal proportions, this home is well suited to variety of lifestyles! The main floor features an airy family room with a cozy

House for sale: 17 HEATHER STREET, Caledon

44 photos

$599,999

17 Heather Street, Caledon (Rural Caledon), Ontario L7K 0B1

3 beds
2 baths
6 days

Here's Your opportunity to own a 3-bedroom bungalow on an impressive 100' x 150' corner lot in a quiet country subdivision in Caledon! Situated in a peaceful rural setting with municipal water and natural gas, this property offers the space, location and flexibility buyers have been looking

Listed by: Jorge Urbano ,Re/max West Realty Inc. (416) 769-1616
16631 MOUNT HOPE ROAD, Caledon
Vacant land

14 photos

$2,450,000

16631 Mount Hope Road, Caledon (Palgrave), Ontario L7E 4A7

6 days

[16631 Mount Hope Road, Caledon] 45+ Acres Approx. | 4-Acre Private Pond | Mature Forest | Private Trails. [PROPERTY] A truly rare opportunity to own 45+ spectacular acres featuring an approximately 4-acre private pond surrounded by mature hardwood and evergreen forest. Enjoy four-season recreation

House for sale: 15191 AIRPORT ROAD, Caledon

33 photos

$2,599,000

15191 Airport Road, Caledon (Rural Caledon), Ontario L7C 2X9

5 beds
4 baths
6 days

Welcome to this incredible meticulously kept and built residence (2005) situated on a sprawling, private 1-acre lot! Offering unmatched versatility, the main level features 3 spacious bedrooms and bright living areas, while the lower level boasts a fully self-contained 2-bedroom basement apartment

Listed by: Tami Keating ,Real Broker Ontario Ltd. (888) 311-1172
House for sale: 22 NAILSWORTH CRESCENT, Caledon

45 photos

$899,000

22 Nailsworth Crescent, Caledon (Caledon East), Ontario L7C 1R3

3 beds
4 baths
6 days

Welcome to this beautifully maintained bungaloft in the highly sought-after Old Paisley Estates community of Caledon East. Offering nearly 2,400 sq ft of thoughtfully designed living space, this inviting home combines comfortable living with the peaceful surroundings of a mature, established

Cheryl Robb,Royal Lepage Rcr Realty
Listed by: Cheryl Robb ,Royal Lepage Rcr Realty (416) 805-1316
67 AMALFI COURT, Caledon
Vacant land

1 photos

$1,000,000

67 Amalfi Court, Caledon (Palgrave), Ontario L7E 3P6

6 days

Build your dream home in the prestigious Palgrave community of Caledon. This exceptional vacant residential lot offers approximately 1.135 acres on a quiet court, surrounded by executive estate homes and natural beauty. A subdivision agreement is in place, and a survey is available, providing

Kim Winstone,Re/max Realty Specialists Inc.
Listed by: Kim Winstone ,Re/max Realty Specialists Inc. (647) 280-3468
Row / Townhouse for sale: 103 BENADIR AVENUE, Caledon

50 photos

$969,800

103 Benadir Avenue, Caledon (Rural Caledon), Ontario L7C 4E7

3 beds
3 baths
6 days

Welcome to this bright and spacious end unit townhouse. Bright kitchen with center island and breakfast bar, stainless steel appliances, quartz counter top and functional layout with open concept living and dining area. This house features many extras throughout the house including high ceilings.

Listed by: Ana Rodrigues ,Royal Lepage Supreme Realty (416) 535-8000
House for sale: 76 BIRCHVIEW CRESCENT, Caledon

50 photos

$969,900

76 Birchview Crescent, Caledon (Bolton North), Ontario L7E 3X1

4 beds
2 baths
6 days

Open house this Saturday October 3rd from 2 pm to 4 pm. Location, Location! This detached home is nestled on a quiet crescent in the ever popular "North Hill" of Bolton, this home sits on a premium 177 ft deep lot with a fully fenced, private backyard complete with a garden, 2 sheds, and a

House for sale: 42 VALLEYBROOK CRESCENT, Caledon

1 photos

$1,272,000

42 Valleybrook Crescent, Caledon (Rural Caledon), Ontario L7C 4C5

5 beds
5 baths
6 days

Welcome to 42 Valleybrook Crescent, a stunning detached home located in the highly sought-after Southfields Village community of Caledon !! This spacious residence offers over 4,000 sq. ft. of finished living space and features a functional layout designed for both everyday living and entertaining!!

Listed by: Parm Grewal ,Royal Lepage Flower City Realty (905) 230-3100
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
6 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
Multi-Tenant Industrial for sale: 14 - 12545 COLERAINE DRIVE, Caledon

17 photos

$1,289,786

14 - 12545 Coleraine Drive, Caledon (Bolton West), Ontario L7E 0P6

0 beds
0 baths
7 days

A rare opportunity to own a fully upgraded 2,328 sq. ft. industrial unit designed for today's owner-user or investor. Featuring a fenced and gated rear yard ideal for secure outdoor storage, an oversized drive-in door, and durable high-quality precast construction. The unit offers an upgraded

Imran Ahmad,Re/max Real Estate Centre Inc.
Listed by: Imran Ahmad ,Re/max Real Estate Centre Inc. (416) 858-2492
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
7 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: 9 MORAINE PLACE, Caledon

50 photos

$1,999,000

9 Moraine Place, Caledon (Palgrave), Ontario L7E 0E5

3 beds
4 baths
7 days

Refined country living in one of Palgrave's most sought-after executive enclaves. Privately positioned on nearly 2 acres, this impressive custom bungalow delivers space, privacy, and resort-inspired outdoor living. Beautifully landscaped grounds surround a stunning saltwater in-ground pool,

House for sale: 15727 MCLAUGHLIN ROAD, Caledon

50 photos

$1,480,000

15727 Mclaughlin Road, Caledon (Inglewood), Ontario L7C 3K3

5 beds
4 baths
7 days

Welcome to 15727 McLaughlin Road in the heart of Inglewood, where bungalow-style living, generous space and an exceptional backyard come together in one beautiful home. This bungalow-loft offers a sought-after main-floor primary suite with a newly renovated ensuite featuring a soaker tub and

Julianne Budd,Re/max Realty Services Inc.
Listed by: Julianne Budd ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 64 MCPHERSON ROAD, Caledon

37 photos

$969,000

64 Mcpherson Road, Caledon (Rural Caledon), Ontario L7C 4A8

4 beds
4 baths
7 days

FIRST TIME HOME BUYER DREAM!!! Ready to Move-In!! Located in Heart of Caledon surrounded with Shopping, Parks, Creek, Community Centre, Daycare and School!!! A Stunning, Freshly Painted Beautiful Family Home!!! Double Door Entry, Spacious foyer Leading to the Living Room steps up & Fully Finished

Listed by: Arvinder Dhaliwal ,Gate Real Estate Inc. (416) 288-0800
House for sale: 76 CEDARHOLME AVENUE, Caledon

50 photos

$1,324,999

76 Cedarholme Avenue, Caledon (Rural Caledon), Ontario L7C 3S9

7 beds
5 baths
7 days

Exceptional Caledon Fernbrook Home With Luxurious Upgrades Throughout. Featuring 10-Ft Ceilings On The Main Level, An Exposed Concrete Driveway & Patio, And Extensive Pot Lights Inside & Outside. Elegant Wainscoting And Crown Moulding Enhance The Main Floor And Common Areas On The Second Level.

Gurcharan Singh Badial,Coldwell Banker Sun Realty
Listed by: Gurcharan Singh Badial ,Coldwell Banker Sun Realty (416) 567-5582
House for sale: 20429 WILLOUGHBY ROAD, Caledon

47 photos

$1,200,000

20429 Willoughby Road, Caledon (Rural Caledon), Ontario L7K 1W2

3 beds
2 baths
7 days

Behind a dreamy white picket fence and a canopy of towering trees, lies this piece of local history in the hamlet of Melville. Steps from your next tee time at Orangeville Golf Club, this over 2 acre property includes owned frontage on both sides of the serene Credit River. A freshly paved

Jessica Menard,Century 21 Millennium Inc.
Listed by: Jessica Menard ,Century 21 Millennium Inc. (519) 217-5137
House for sale: 34 LIPSCOTT DRIVE, Caledon

39 photos

$969,900

34 Lipscott Drive, Caledon (Rural Caledon), Ontario L7C 4J7

3 beds
3 baths
7 days

//East Facing// **Rare To Find Newer Semi-Detached With High Ceilings , Extremely Well Maintained Modern Brick Elevation 3 Bedrooms & 3 Washrooms House In New Developing Caledon Sub-Division!! Open Concept Main Floor With 9 Feet High Ceiling Layout & Filled With Natural Light! Modern Style

Row / Townhouse for sale: 1 - 28 REDDINGTON DRIVE, Caledon

43 photos

$799,000

1 - 28 Reddington Drive, Caledon (Rural Caledon), Ontario L7E 0E4

2 beds
2 baths
7 days

Welcome to Legacy Pines in Palgrave, one of Caledon's most sought-after communities, surrounded by conservation lands, rolling hills, majestic pine forests, and the natural beauty of Legacy Pines Golf Course. This impeccably maintained 2-bedroom bungalow showcases true pride of ownership, with

Bill Parnaby,Royal Lepage Rcr Realty
Listed by: Bill Parnaby ,Royal Lepage Rcr Realty (289) 514-2489
House for sale: 19982 KENNEDY ROAD, Caledon

50 photos

$1,299,000

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

3 beds
3 baths
7 days

Imagine coming home to space, and privacy of 1.03 acres - welcome to 19982 Kennedy Rd - surrounded by mature trees, this beautifully maintained 3-bedroom residence offers, 3 bathrooms, a 2-car garage, ample parking, a finished basement, creating approx 3000 sq ft of living space. Step inside

Nancy Ackerman,Icloud Realty Ltd.
Listed by: Nancy Ackerman ,Icloud Realty Ltd. (519) 278-6813
House for sale: 33 HESP DRIVE, Caledon

39 photos

$824,900

33 Hesp Drive, Caledon (Bolton West), Ontario L7E 2R5

3 beds
2 baths
7 days

Welcome To 33 Hesp!! This Lovely 1175 Sqft Detach 4 Level Backsplit Offers 3+1 Bdrm, 1.5 Baths And Located In A Sought After Charming Bolton Neighbourhood. Freshly Painted. All New Berber Broadloom. This Lovely Home Offers A Family Size Eat-In Kitchen O'rlooking The Family Rm. Spacious Combined

Doug Harron,Re/max Realty Services Inc.
Listed by: Doug Harron ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 14411 INNIS LAKE ROAD, Caledon

50 photos

$1,499,000

14411 Innis Lake Road, Caledon (Rural Caledon), Ontario L0N 1E0

6 beds
4 baths
7 days

** 2 Acres Prime Lot....Welcome To 14411 Innis Lake Rd - An Exceptional 4 Level Side Split With 5 Bedrooms & 4 Bath Offering Over 3,000+ Sq Ft Of Beautifully Finished Living Space ( Above Grade 2417 + 247 Addition + 650 Basement ) as per MPAC. Lovingly Maintained By The Owners. This Home Is

Sanjeev Arora,Save Max Real Estate Inc.
Listed by: Sanjeev Arora ,Save Max Real Estate Inc. (905) 459-7900
House for sale: 19 MCCONACHIE CRESCENT, Caledon

50 photos

$1,500,000

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

4 beds
3 baths
8 days

Beautifully maintained raised bungalow set on a private 1.5-acre country lot, offering the perfect blend of tranquility and convenience. This spacious home features 3+1 bedrooms, 3 full bathrooms, and a functional layout ideal for families, multi-generational living, or those seeking extra

Listed by: Shawn Chhabra ,Real Estate Advisors Inc. (416) 691-3000

Home Prices in Caledon — Caledon Real Estate

In 2025, Caledon real estate reflects a market where buyers and sellers weigh lifestyle, property type, and setting just as much as budget. Detached homes remain the local benchmark for space and privacy, while townhomes offer a way to stay close to established amenities without sacrificing comfort. With rural pockets, family-oriented subdivisions, and village main streets all represented, shoppers looking at Caledon Homes For Sale can align preferences for lot size, commute, and neighbourhood character with current home prices to narrow the field efficiently.

Without leaning on month-to-month swings, market participants keep an eye on inventory balance, the mix of property types available, and how quickly well-presented listings attract attention. Condition, renovation quality, outdoor usability, and proximity to daily needs often influence interest levels. Sellers focus on presentation and pricing strategy relative to nearby comparables, while buyers monitoring Caledon Real Estate Listings watch fresh supply, recent activity, and signals such as open-house turnout and price adjustments to gauge momentum.

Median Asking Price by Property Type

House
$1,920,198
Townhouse
$881,062
Condo
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Explore Homes for Sale & MLS® Listings in Caledon

There are 513 active listings, including 353 houses, 59 townhouses, and 0 condos. Listings span 11 neighbourhoods, giving shoppers a broad view of settings from rural to village cores. If you’re comparing options among Caledon Houses For Sale, scan how each home’s layout, finish level, and outdoor space stack up against nearby competitors appearing in MLS listings to understand relative value.

Use filters to refine by price range, bedrooms and bathrooms, lot size, parking, and outdoor features that matter most. Review photos and floor plans to assess flow, natural light, and storage, and read property descriptions for upgrades and mechanicals. Comparing similar recent activity helps create a shortlist that aligns with your priorities, whether you prefer quiet streets near trails or quick access to commuter routes and local shops.

Neighbourhoods & amenities

Caledon offers a mix of established subdivisions, heritage main streets, country estates, and hamlets surrounded by greenspace. Proximity to schools, parks, and community centres shapes day-to-day convenience, while access to commuter corridors supports flexible work and travel. Trails, conservation areas, and rolling countryside appeal to those prioritizing outdoor recreation, and village amenities provide cafes, markets, and services within a compact footprint. These location traits influence buyer preferences and perceived value, with many shoppers balancing privacy and lot size against walkability and commute considerations when exploring Caledon Neighborhoods.

Rentals are available too, with 123 places for lease, including 58 houses and 2 apartments. This mix can help newcomers explore areas and property styles before committing to a purchase.

Listing data is refreshed regularly.

Caledon City Guide

Nestled along the Niagara Escarpment at the northern edge of the Greater Toronto Area, Caledon blends rolling farmland, forested valleys, and charming hamlets with the conveniences of a modern town. Those drawn to trails, conservation lands, and small-town main streets will find that living in Caledon offers a relaxed pace without giving up access to urban services. Use this guide to understand the community's roots, the local economy, its distinct areas, how to get around, and what to expect from the seasons.

History & Background

Caledon's story begins long before survey lines and village squares, with the traditional territories of Indigenous peoples, including the Anishinaabe and the Haudenosaunee, who travelled the river corridors and stewarded the land. European settlement gathered momentum in the nineteenth century as sawmills and gristmills were built along the Credit and Humber Rivers, drawing farmers, tradespeople, and merchants to nascent hamlets. Rail service and stage roads followed, turning river-valley villages into local service centres and fostering industries such as quarrying, brickmaking, and small-scale manufacturing. Many of these early touchpoints remain visible in heritage farmsteads, stone bridges, and conservation sites that speak to the town's agrarian and milling past. Around the region you'll also find towns like Orangeville that share historical ties and amenities. In the modern era, stewardship has become central: the Niagara Escarpment's protected status, the Greenbelt, and extensive conservation areas have helped channel growth into defined settlements like Bolton, Caledon East, and Mayfield West while maintaining the rural landscape that gives the town its character.

Economy & Employment

Today's economy balances rural strengths with the opportunities of a metropolitan region. Agriculture remains foundational, ranging from field crops and market gardens to equine facilities and specialty producers that supply regional markets and farm-gate shops. Logistics and distribution have gained prominence along key corridors, where access to major highways supports warehousing, last-mile delivery, and light industrial operations. The construction and skilled trades are consistently active, supporting residential growth, farm infrastructure, and commercial projects across the town. Knowledge-based work has expanded as more residents telework or adopt hybrid schedules, leveraging proximity to employment centres across the GTA while enjoying Caledon's quieter setting. Public services-including education, healthcare, and municipal roles-add stability, as do small manufacturers and fabricators that serve regional supply chains. Tourism and outdoor recreation also play a meaningful role: conservation areas, cycling routes, and scenic drives attract visitors who support hospitality, cafes, markets, and event venues. Creative enterprises, from studios to boutique accommodations in historic buildings, add to the mix. Resource-related activity, including aggregates, intersects with environmental stewardship, prompting ongoing community conversations about land use and long-term sustainability.

Neighbourhoods & Lifestyle

Caledon is a constellation of villages and settlement areas, each with a distinct feel. Bolton, the largest urban centre, clusters around a historic main street along the Humber River, offering grocery stores, local eateries, community facilities, and a growing network of trails. Caledon East has a friendly village core, sports and recreation amenities, and quick access to the Caledon Trailway for walking and cycling. To the northeast, Palgrave borders forested hills and conservation lands, prized for equestrian properties and quiet cul-de-sacs. The western side of town reveals postcard scenes: Belfountain's stone walls and riverside paths near Forks of the Credit, Cheltenham's famed Badlands and brick heritage, and Inglewood's rail-trail charm. South of King Street and near the Caledon-Brampton boundary, Mayfield West and Southfields Village introduce newer subdivisions with parks, schools, and family-focused amenities, while country roads reveal century farmhouses and modern estates tucked behind hedgerows. Dining skews local and seasonal, with bakeries, country pubs, farm stands, and weekend patios filling out itineraries, and community life revolves around arenas, libraries, markets, fairs, and outdoor events that make the town feel connected. Neighbourhood-hopping is easy with nearby communities like Brampton and Erin. Outdoor-minded residents can spend entire days on the Bruce Trail and Caledon Trailway, paddle the Humber's headwaters, or wander forest loops in conservation areas, returning to quiet streets where stars still outshine city lights.

Getting Around

Caledon is primarily a driving community, with rural concessions and scenic valleys linking hamlets to larger corridors. Highway 10 connects south to the city and north to headwaters country, while Highway 9, Highway 50, and links to the 410 and 427 provide multiple routes for commuters. Within village cores, walking is practical and pleasant, and many errands can be handled close to home; between settlements, distances make cycling and driving more common. The Caledon Trailway forms a spine for recreational cycling and hiking, tying into the Great Trail and intersecting with the Bruce Trail in several places; experienced road cyclists also prize the rolling terrain, though caution is wise on narrow shoulders. Local community transit offers limited routes to key hubs and services, with transfers available in adjacent municipalities to broader regional networks. For broader commuting and day trips, consider close-by hubs such as Georgetown and Halton Hills. Carpool lots and park-and-ride options help facilitate mixed-mode trips, and airport access is straightforward via the 427 or 410. Winter driving calls for patience and preparation, particularly on hillier backroads where drifting snow and shaded corners can linger; in exchange, summer and fall reveal some of southern Ontario's most beautiful motoring and cycling routes.

Climate & Seasons

Set on higher ground than the lakeshore, Caledon experiences four distinct seasons and slightly cooler averages than downtown Toronto. Summers are warm and bright, with breezy evenings ideal for patio dining, sunset walks on the Trailway, and long gravel rides across the backroads. Thunderstorms can roll in on humid days, but clear, blue-sky stretches are common and make farmers' markets and roadside stands a weekly ritual. Autumn is a showstopper, as the escarpment blazes with colour and orchards host harvest events; hikers gravitate to Forks of the Credit and Albion Hills for crisp air, leaf-peeping vistas, and photogenic bridges and river bends. Winter brings a reliable mix of snowfall and freeze-thaw cycles: cross-country skiing, fat-biking, and snowshoeing are popular in conservation areas, while village cores keep sidewalks cleared for everyday errands. Spring arrives with maple runs, early wildflowers, and fast-running creeks; trails can be muddy as frost comes out of the ground, making sturdy footwear and patience a virtue. Across the year, microclimates create small local differences-fog in river valleys, cooler breezes atop ridges-adding texture to daily life and rewarding those who keep an eye on the forecast. Pack layers, plan for changing conditions, and you'll find the outdoors inviting in every month.

Neighbourhoods

Looking for a place where village charm meets broad horizons? Caledon's neighbourhoods unfold like chapters-each with its own pace, streetscape, and sense of community. As you browse on KeyHomes.ca, you can quickly spot how these areas differ, then save the ones that feel right and set alerts so you don't miss a new match.

Start with the Bolton trio. Bolton East, Bolton North, and Bolton West offer an energetic blend of conveniences and community life. Expect a mix of detached homes, townhomes, and some condo-style options in select pockets, with quieter residential streets branching off from busier corridors. Green nooks and local services are woven through these areas, making day-to-day routines feel smooth and connected.

Head a little further and the tone shifts. Caledon East balances everyday needs with a relaxed, neighbourly feel; picture tree-lined streets, welcoming cul-de-sacs, and community amenities within a short drive. Caledon Village carries a classic small-centre identity-unhurried, practical, and grounded-where detached homes are the staple and townhouses appear in select spots near main routes.

For those drawn to intimate centres with a distinct sense of place, Alton, Cheltenham, and Inglewood stand out. These communities feel crafted for lingering-front porches, friendly waves, and a pace that encourages conversation. Housing here leans toward detached properties, sometimes with thoughtfully updated interiors alongside character exteriors, and a sprinkling of townhomes where density fits the streetscape. Natural edges frame these centres, adding a gentle, restorative backdrop.

As you explore the northern and eastern reaches, Palgrave and Mono Mills introduce quieter roads and a retreat-like atmosphere. Detached homes dominate, and many properties showcase outdoor spaces that invite gardening, play, or simply an evening unwind. While services are accessible, the draw is often the setting itself-peaceful surroundings and the feeling of coming home to calm.

Then there's Rural Caledon, where the landscape leads. Homes sit amid open vistas and natural scenery, and the rhythm is unhurried. If you want room to spread out, privacy, and a countryside ambiance, this broad area offers many ways to live closer to nature while remaining within reach of the town and village clusters nearby.

Comparing Areas

  • Lifestyle fit: Bolton's sections put you near daily conveniences and community hubs; village-centred areas bring a slower, close-knit feel; rural pockets emphasize space, sky, and quiet.
  • Home types: Detached homes are common across Caledon; townhouses appear around more connected corridors; condos tend to be in select, convenience-focused pockets.
  • Connections: Expect straightforward links between neighbourhood centres and broader routes, with Bolton acting as a practical anchor and village areas tying in through well-used local roads.
  • On KeyHomes.ca: Use map view to compare pockets at a glance, apply filters for home type and features, save searches by neighbourhood, and set alerts so new listings land in your inbox.

Looking more closely at character, Bolton's east, north, and west sides each tell a slightly different story. East feels practical and accessible, ideal if you prefer being close to services and activity. North hints at established neighbourhood patterns with a comfortable, residential tone. West balances local bustle with quieter pockets, offering choices from starter-friendly formats to larger detached homes-use KeyHomes.ca's filters to surface the mix that aligns with your needs.

In the heartland communities, Caledon East and Caledon Village deliver that familiar small-centre rhythm. Streets are purposeful rather than hurried, and parks or open spaces are regular companions. Detached homes take the lead, while townhomes are found where they naturally fold into the existing fabric. Buyers who want a calm base with room to breathe often start their saved searches here.

Alton, Cheltenham, and Inglewood lean into charm. Picture a day that starts with a quiet morning walk and ends with a sunset view out back. Homes vary in age and style, so it's worth exploring photos and floor plans to understand the blend; on KeyHomes.ca, switching to map view helps you see how listings relate to the community core and the surrounding greenery.

Mono Mills and Palgrave bring a restful cadence. You'll notice longer stretches of calm between clusters of homes and an emphasis on detached properties with outdoor living in mind. If your wish list includes a workspace at home, a garden to cultivate, or simply a sense of retreat after a busy day, these areas tend to line up with that lifestyle.

Caledon rewards intentional searching: decide whether you want the energy of Bolton's connected pockets, the neighbourly ease of village-centred living, or the privacy of rural addresses-and let KeyHomes.ca keep you organized with saved lists and timely alerts as you compare.

Caledon's neighbourhoods reveal themselves best through context-streets, greenery, and everyday patterns-so consider how each pocket's pace fits the way you like to live.

Nearby Cities

Buyers looking in Caledon can expand their search to nearby communities such as Ajax, Pickering, Whitby, Oshawa, and Whitchurch-Stouffville.

Explore listings and neighborhood information in these communities to compare housing styles, amenities, and commuting options while considering Caledon and the wider Ontario Real Estate Caledon market area.

Demographics

Caledon tends to attract a mix of households, including families looking for larger lots and good schools, retirees seeking a quieter pace, and professionals who appreciate a balance between rural character and access to nearby urban centres. The community profile is varied, with active village centres and more secluded countryside neighbourhoods coexisting across the municipality.

Housing is similarly diverse: you’ll find a prevalence of detached homes alongside pockets of low-rise condos and some rental options, as well as historic properties in older villages. The overall lifestyle leans toward suburban to rural, with open green spaces, trails and a small?town feel in many areas, while certain corridors offer more concentrated services and amenities for those shopping Caledon Condos For Sale or considering where to Buy a House in Caledon.