Caledon Real Estate: 313 Houses and Condos for Sale

(313 relevant results)
Sort by

View map

House for sale: 2766 HIGHPOINT SIDE ROAD, Caledon

41 photos

$989,000

2766 Highpoint Side Road, Caledon (Rural Caledon), Ontario L7K 0J1

4 beds
3 baths
1 day

Highway 10 / Highway 9 Welcome To Your Peaceful Garden Filled Escape In The Country, Only A Few Minutes From The Charming Town Of Orangeville. Imagine Having The Tranquility Of This Quaint Country Setting...But Only Minutes Away From So Many Large Box Stores, Pubs, Restaurants, And Boutique

Listed by: Garry Reay-laidler ,Sutton Group-heritage Realty Inc. (905) 449-9250
Row / Townhouse for sale: 93 BENADIR AVENUE, Caledon

50 photos

$979,900

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

4 beds
4 baths
2 days

Cross Streets: Kennedy & Dougall. ** Directions: . //Premium Corner Lot - 2029 Sq Feet// Very Rare To Find *Treasurehill Built* Executive 2-Storey Corner *Freehold* Town-House In Prestigious Southfields Village Caledon! *3 Cars Parking* //Legal Finished Basement With Separate Entrance & Permit

House for sale: 15481 MOUNT WOLFE ROAD, Caledon

47 photos

$1,935,000

15481 Mount Wolfe Road, Caledon (Palgrave), Ontario L7E 3P3

6 beds
6 baths
2 days

... ceilings, 4 walkouts to patio and rear driveway, additional parking, guest wing area with large bedroom, sitting area and bath. You can drive to back of property where there is an outbuilding and fire pit area. **Many UPGRADES in past few years including furnaces, central air, roof, eaves, fascia,...

Listed by: Debbie A. Sweetman ,Re/max Experts (416) 659-8826
House for sale: 12753 CENTREVILLE CREEK ROAD E, Caledon

4 photos

$1,879,000

12753 Centreville Creek Road E, Caledon (Rural Caledon), Ontario L7C 3B7

5 beds
5 baths
2 days

Mayfield RD Welcome To This Exquisite Home Situated on A Private One-Acre Lot Surrounded by Multi-Million Dollar Estates. Fully Redesigned and Renovated from Top to Bottom, This Turnkey Property Offers 4 Spacious Bedrooms And 5 Elegant Washrooms. Extensive 2022 Upgrades Include New Windows,

House for sale: 64 GARDENIA WAY, Caledon

40 photos

$1,095,000

64 Gardenia Way, Caledon (Rural Caledon), Ontario L7C 1A8

4 beds
2 baths
2 days

HWY 10/Valleywood Blvd Welcome to this beautifully maintained raised bungalow in Caledon's highly desirable Valleywood community, offering the perfect blend of comfort, functionality and lifestyle appeal for downsizers seeking main-floor living or first-time buyers ready to grow into a detached

Alex Cygal,Re/max Realty Services Inc.
Listed by: Alex Cygal ,Re/max Realty Services Inc. (416) 471-7475
Row / Townhouse for sale: 12 HEATHROW LANE, Caledon

39 photos

$945,000

12 Heathrow Lane, Caledon (Bolton East), Ontario L7E 4M4

4 beds
3 baths
2 days

Cross Streets: Hwy. 50 & Queensgate Blvd. ** Directions: Hwy. 50 & Queensgate Blvd.DirectionsHead North on Hwy. 50 Right on Landsbridge St. Right on Boltoncrest Gate Slight Left to Heathrow Lane. Welcome to 12 Heathrow Lane, a beautifully maintained and spacious end-unit townhouse nestled

Listed by: Luay Saig ,Re/max Premier Inc. (416) 987-8000
House for sale: 11 HILLTOP DRIVE, Caledon

46 photos

$989,000

11 Hilltop Drive, Caledon (Caledon East), Ontario L7C 1K7

3 beds
2 baths
2 days

Airport Rd/Hilltop Dr Dreaming of Summer? Have a look at this beauty with backyard oasis complete with inground pool and hot tub! Nestled within one of Caledon East's most sought after family friendly area where tree-lined streets, generous lots, and a calm, welcoming atmosphere define everyday

Cheryl Robb,Royal Lepage Rcr Realty
Listed by: Cheryl Robb ,Royal Lepage Rcr Realty (416) 805-1316
House for sale: 182 WATERBURY STREET, Caledon

48 photos

$1,296,000

182 Waterbury Street, Caledon (Bolton East), Ontario L7E 2H9

4 beds
4 baths
2 days

Dovaston Gate/ Albion Vaughan Welcome to your Bolton Dream Home! This home boasts over 2500 SF above-grade and offers four generously-sized bedrooms and four bathrooms, perfect for a full-size family and those who love to entertain. The main floor features an open concept design that invites

Listed by: Ally Kwan-navarro ,Re/max Experts (905) 499-8800
House for sale: 9 ELITE ROAD, Caledon

50 photos

$1,650,000

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

5 beds
4 baths
2 days

Horseshoe Hill/Beech Grove 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

Listed by: Ann Vuong ,Royal Lepage Signature Realty (905) 568-2121
House for sale: 9 ELITE Road, Caledon

50 photos

$1,650,000

9 Elite Road, Caledon, Ontario L7K 0L2

5 beds
4 baths
3 days

Horseshoe Hill/Beech Grove Fully Upgraded Home On 3.6 Acre Gorgeous Lot With Beautifully Finished Living Space Throughout. Eat-In Kitchen W' centre Island, S/S Appls, Wall To Wall Pantry Cupboards And W/O To Deck Provides Spectacular View! Renovated Bathrooms All Floors. Beautiful Family Room.

Listed by: Ann Vuong ,Royal Lepage Signature Realty (647) 784-2888
House for sale: 40 HILLTOP DRIVE, Caledon

50 photos

$1,399,900

40 Hilltop Drive, Caledon (Caledon East), Ontario L7C 1H6

4 beds
3 baths
3 days

Airport Rd & Hilltop Dr Welcome to 40 Hilltop Drive in the heart of Caledon East!A beautifully updated 4-bedroom, 3-bathroom home set on nearly half an acre backing onto serene green space and trails.The renovated main floor showcases rich hardwood flooring, updated stairs, crown moulding,

House for sale: 7 SOUTHBURY MANOR DRIVE, Caledon

50 photos

$1,279,000

7 Southbury Manor Drive, Caledon (Bolton East), Ontario L7E 1X7

6 beds
4 baths
3 days

Cross Streets: Queensgate Blvd/Landsbridge St. ** Directions: Turn right from Landsbridge St to Southbury Manor. Beautifully upgraded home in Bolton's highly sought-after South Hill community, featuring 4+2 bedrooms and 4 bathrooms.This stunning property showcases numerous upgrades inside and

Shekhar Phogat,Homelife Maple Leaf Realty Ltd.
Listed by: Shekhar Phogat ,Homelife Maple Leaf Realty Ltd. (905) 456-9090
House for sale: 15142 MOUNT PLEASANT ROAD, Caledon

43 photos

$2,350,000

15142 Mount Pleasant Road, Caledon (Rural Caledon), Ontario L7E 3M4

7 beds
5 baths
3 days

Mt Pleasant Rd & Castlederg Sdrd Rare Multi-Generational Estate On Nearly 7 Acres! Welcome To A Unique, Expansive Nearly 7-Acre Property Zoned Farm Agricultural (A1) Offering Unparalleled Potential For A Hobby Farm, Or Simply Enjoying Vast, Private Green Space. Boasting True Pride In Ownership

LOT 22 HURONTARIO STREET, Caledon

5 photos

$799,000

Lot 22 Hurontario Street, Caledon (Rural Caledon), Ontario L7K 1W7

0 beds
0 baths
4 days

Hurontario St/Charleston Sideroad Rare build-ready opportunity in the Town of Caledon.Set on a picturesque 12+ acre parcel, Lot 22 Hurontario is offered as vacant land with the foundation and basement already completed and approved architectural plans for an impressive 3,234 sq. ft. custom...

Listed by: Paul Pabla ,Homelife/miracle Realty Ltd (416) 564-3222
House for sale: 15790 MISSISSAUGA ROAD, Caledon

47 photos

$1,350,000

15790 Mississauga Road, Caledon (Rural Caledon), Ontario L7C 1W8

4 beds
3 baths
4 days

Mississauga Rd / old Base Line Rd Charming and private 4-bedroom, 2-storey detached home in Lower Caledon (Rural Caledon), nestled in a peaceful, low-density neighborhood surrounded by mature trees. Sitting on a generous 1.38-acre fenced lot with a wooded backdrop, legal (duplex) residence

House for sale: 80 DOWNEY DRIVE, Caledon

42 photos

$839,000

80 Downey Drive, Caledon (Bolton East), Ontario L7E 2B7

3 beds
2 baths
4 days

Cross Streets: Hwy 50 & Downey Dr. ** Directions: Downey Dr. East from Hwy 50. Welcome to a home where nature, tranquility, and everyday convenience come together effortlessly. Perfectly positioned on a breathtaking pie-shaped ravine lot, this beautifully maintained 3-bedroom, 2-bath residence

Victor Caputo,Re/max Experts
Listed by: Victor Caputo ,Re/max Experts (416) 884-4163
House for sale: 36 HESKETH COURT W, Caledon

37 photos

$869,900

36 Hesketh Court W, Caledon (Rural Caledon), Ontario L7C 1C6

4 beds
4 baths
4 days

Cross Streets: Hwy 410 & Mayfield. ** Directions: Valleywood Blvd to Hesketh Crt. Welcome to Semi-Detached Home, with Rental Potential, fully finished WALK-OUT BASEMENT, Separate Entrance, with Murphy bed, Media Wall Unit, Separate Kitchen and 3 piece Bath. This Home features, spacious 9-foot

Listed by: Sidharth Joshi ,Century 21 Millennium Inc. (647) 867-5321
Row / Townhouse for sale: 35 LOSINO Street, Caledon

32 photos

$769,900

35 Losino Street, Caledon, Ontario L7C 3N2

3 beds
3 baths
4 days

Dixie Rd/Old School Rd/Kennedy Rd N/Losino St Welcome to your new home in the highly sought-after Southfield Villages community of Caledon. This meticulously maintained townhome is not just a home; it's a lifestyle waiting to be embraced.Step inside and be greeted by an inviting open-concept

Alicia Snell,Re/max Icon Realty
Listed by: Alicia Snell ,Re/max Icon Realty (226) 777-5833
Row / Townhouse for sale: 26 FLEMINGTON DRIVE, Caledon

49 photos

$789,000

26 Flemington Drive, Caledon (Rural Caledon), Ontario L7C 1B5

3 beds
3 baths
4 days

Hwy 410/Valleywood Blvd Nestled in Caledon's highly desirable Valleywood community, this stunning freehold townhome (linked only at the garage) feels just like a semi-detached! Perfect for first-time buyers or downsizers, it combines modern style with a smart, functional layout. The open-concept

Abhiraj Kumar,Re/max Gold Realty Inc.
Listed by: Abhiraj Kumar ,Re/max Gold Realty Inc. (905) 456-1010
House for sale: 15 COOLSPRING CRESCENT, Caledon

38 photos

$899,000

15 Coolspring Crescent, Caledon (Bolton East), Ontario L7E 1W6

3 beds
4 baths
4 days

Sant Farm / Allan Dr For more info on this property, please click the Brochure button. Welcome to 15 Coolspring Crescent, a beautifully upgraded semi-detached home nestled on a quiet, family-friendly crescent in highly desirable Bolton East. Backing directly onto a park, this property offers

Listed by: Sophie Alegra Giterman ,Easy List Realty Ltd. (888) 323-1998
House for sale: 12 LOWES HILL CIRCLE, Caledon

50 photos

$795,000

12 Lowes Hill Circle, Caledon (Rural Caledon), Ontario L7C 4H4

3 beds
3 baths
4 days

KENNEDY / DOUGALL Modern Greenpark-built (2020) back-to-back semi-detached home offering over 2,000 sq ft of thoughtfully designed living space. No carpet throughout, featuring a ground-floor den, 9 ft ceilings on the second floor, and three spacious bedrooms. The home boasts large kitchen

Listed by: Olufunmilola Ajewole Awosiyan ,Kapsons Realty Point (905) 216-6664
House for sale: 18 FLINTWOOD AVENUE, Caledon

39 photos

$1,249,999

18 Flintwood Avenue, Caledon (Bolton West), Ontario L7E 2W3

4 beds
3 baths
5 days

Harvestmoon/King Welcome to refined modern living in the heart of sought-after Bolton West. This exceptional detached residence showcases striking curb appeal, a double-car garage, and a beautifully landscaped lot that sets the tone for the elegance found within. Step inside to a fully customized

House for sale: 32 ASPENWOOD TRAIL, Caledon

50 photos

$1,250,000

32 Aspenwood Trail, Caledon (Rural Caledon), Ontario L7C 1B7

5 beds
3 baths
5 days

Hwy 10 / Valleywood Stunning Valleywood all-brick raised bungalow with an exceptional layout. This beautifully renovated home showcases a spacious, family-sized eat-in kitchen with sleek quartz countertops and a walk-out to a sun-filled deck-perfect for entertaining or relaxed everyday living.

Ajit Saul,Re/max Gold Realty Inc.
Listed by: Ajit Saul ,Re/max Gold Realty Inc. (905) 673-8500
House for sale: 205 MARTHA CRESCENT, Caledon

44 photos

$859,000

205 Martha Crescent, Caledon (Bolton West), Ontario L7E 4X2

4 beds
2 baths
5 days

Cross Streets: Hwy 50 & Wilton Dr. ** Directions: North Hwy 50 to Wilton Dr to Stephen Dr to Henderson St to Martha St to Martha Cres. Welcome to 205 Martha Crescent in the highly desirable Bolton West community! Situated on an oversized, pie-shaped lot with a 50 ft frontage and a backyard

Bill Parnaby,Royal Lepage Rcr Realty
Listed by: Bill Parnaby ,Royal Lepage Rcr Realty (289) 514-2489
House for sale: 20040 KENNEDY ROAD, Caledon

48 photos

$2,390,000

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

7 beds
4 baths
5 days

Charleston Sdrd/Kennedy Rd Rare 10 acre estate minutes to Orangeville! Custom Built Home offering 4,100 sq ft above grade and over 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...

Listed by: Manveer Singh Dhindsa ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 26 WRIGHT CRESCENT, Caledon

34 photos

$1,119,000

26 Wright Crescent, Caledon (Bolton North), Ontario L7E 3X9

3 beds
2 baths
5 days

Cross Streets: Kingsview/ Wright Cres. ** Directions: Hwy 50/ Bolton Heights/ Kingsview to Wright Cres. Immaculate, fully renovated home on one of the best streets in the North Hill. This huge cornet lot on a quiet crescent boasts a very spacious, fully fenced, entertainers dream backyard with

Laura Elizabeth Smith,Lpt Realty
Listed by: Laura Elizabeth Smith ,Lpt Realty (416) 660-1115
House for sale: 51 HARVEST MOON DRIVE, Caledon

50 photos

$1,099,900

51 Harvest Moon Drive, Caledon (Bolton West), Ontario L7E 2L2

3 beds
4 baths
5 days

EMIL KOLB PKWY AND KING ST Welcome to this beautifully maintained 2 storey detached home located in a desirable, family friendly neighbourhood of Bolton. This inviting property offers a spacious and functional layout, perfect for comfortable family living. The main floor features a bright living

Boris Dimovski,Bask Realty Inc.
Listed by: Boris Dimovski ,Bask Realty Inc. (647) 930-1521
House for sale: 57 ROYALTON DRIVE, Caledon

20 photos

$1,150,900

57 Royalton Drive, Caledon (Bolton East), Ontario L7E 2G1

4 beds
3 baths
6 days

QUEENSGATE AND LANDSBRIDGE Meticulously maintained & beautifully renovated, this 3+1 bedroom, 3-bathroom raised bungalow in Bolton East is owned by the original family & features over $150K in premium upgrades. The main level offers a bright living room with vaulted ceilings & a renovated gourmet

Sara Lauro,Royal Lepage Maximum Realty
Listed by: Sara Lauro ,Royal Lepage Maximum Realty (905) 265-3022
Row / Townhouse for sale: 19 LAMBERT LANE, Caledon

22 photos

$799,900

19 Lambert Lane, Caledon (Bolton East), Ontario L7E 4M5

4 beds
4 baths
6 days

Queen St/Queensgate Blvd 2027 Sq Ft As Per Mpac!! Welcome To 19 Lambert Lane, 2 Years Old Fully Upgraded 3-Storey Townhouse In A Highly Desirable Neighborhood. This Bright & Spacious Home Features An Open Concept Layout On The Second Floor With Spacious Family Room, Living & Dining Room. Enjoy

15 - 18 KING STREET E, Caledon

41 photos

$269,900

15 - 18 King Street E, Caledon (Bolton North), Ontario L7E 1E8

0 beds
0 baths
6 days

King St/ Queen St Must Sell! Dont miss this fantastic opportunity to own a well-established restaurant located in the heart of town, surrounded by offices, businesses, Service Ontario, and heavy foot traffic. This prime location offers excellent visibility with direct access to a large parking

0 TROILESS STREET, Caledon

2 photos

$1,100,000

0 Troiless Street, Caledon (Caledon Village), Ontario L7K 0Y5

0 beds
0 baths
6 days

Troiless street & Charleston sideroad Welcome to this exceptional 1.083-acre premium vacant lot, offering a rare opportunity to build your dream estate or luxury custom home. This beautiful, square-shaped parcel provides excellent frontage and design flexibility, allowing for a residence exceeding

Listed by: Jagroop Singh Pangli ,Re/max Gold Realty Inc. (905) 673-8500
Row / Townhouse for sale: 6 MCCREARY TRAIL, Caledon

1 photos

$779,000

6 Mccreary Trail, Caledon (Bolton East), Ontario L7E 2C9

4 beds
3 baths
6 days

Queensgate & Landsbridge Welcome to 6 McCreary Trail, a beautifully maintained home in Bolton's highly desirable South Hill community - a family-friendly neighborhood known for its schools, parks, walking trails, and convenient access to shopping, dining, and commuter routes. This is your opportunity

Row / Townhouse for sale: 5 MAPLE CIDER STREET, Caledon

44 photos

$829,900

5 Maple Cider Street, Caledon (Rural Caledon), Ontario L7C 3V2

3 beds
3 baths
6 days

Cross Streets: Kennedy & Dougall. ** Directions: . //Fully Freehold With Backyard// Immaculate 3 Bedrooms Luxury Freehold Town House In Executive Caledon Southfields Village Community!! Open Concept Main Floor With 9 Feet High Ceiling Layout & Filled With Natural Light! Modern Style Kitchen

House for sale: 15 SPINLAND STREET, Caledon

48 photos

$999,900

15 Spinland Street, Caledon (Rural Caledon), Ontario L7C 4K4

6 beds
4 baths
6 days

Mayfield Rd & Mclaughlin Rd Absolutely stunning three-year-old One of the Largest semi-detached homes with legally finished basement,offering approximately 3,200 sq. ft. of elegant living space, (2,149 Sq Ft. Above Ground and 1,039 Sq. ft. large Finished Basement) located in a highly sought-after

Harminder Singh Makkar,Re/max Gold Realty Inc.
Listed by: Harminder Singh Makkar ,Re/max Gold Realty Inc. (647) 985-4849
142 KING STREET E, Caledon

50 photos

$2,499,999

142 King Street E, Caledon (Bolton East), Ontario L7E 3G2

0 beds
1 baths
6 days

King St E & Humber Lea Rd Completely Renovated 2+2 Bedroom, 4 Bathroom Riverfront Bungalow with Dual Basement Apartments!Welcome to this fully renovated detached bungalow nestled on a massive riverfront lot, offering the ultimate combination of residential comfort, income potential, and business

Francesco De Dominicis,Re/max Experts
Listed by: Francesco De Dominicis ,Re/max Experts (905) 499-8800
Other for sale: 142 KING STREET E, Caledon

50 photos

$2,499,999

142 King Street E, Caledon (Bolton East), Ontario L7E 3G2

4 beds
4 baths
6 days

King St E & Humber Lea Rd Completely Renovated 2+2 Bedroom, 4 Bathroom Riverfront Bungalow with Dual Basement Apartments! Welcome to this fully renovated detached bungalow nestled on a massive riverfront lot, offering the ultimate combination of residential comfort, income potential, and business

Francesco De Dominicis,Re/max Experts
Listed by: Francesco De Dominicis ,Re/max Experts (905) 499-8800
House for sale: 28 AUTUMN OAK COURT, Caledon

43 photos

$1,469,999

28 Autumn Oak Court, Caledon (Bolton East), Ontario L7E 1X6

4 beds
3 baths
8 days

Cross Streets: Queensgate Boulevard (north) and Earnest Biason Boulevard (west). ** Directions: Queensgate Boulevard. 28 Autumn Oak Crt - Brand-new Treasure Hill Songbird detached home, never lived in, in the highly desirable Meadowlark Enclave community of Bolton East. This bright, open-concept

Listed by: Fahad Javed ,Century 21 Property Zone Realty Inc. (647) 898-1739
House for sale: 508 KING STREET E, Caledon

50 photos

$2,250,000

508 King Street E, Caledon (Bolton North), Ontario L7E 0B9

6 beds
4 baths
8 days

King Street East of Sneath An Architectural Masterpiece Nestled On An Expansive 0.84- Acre Lot In The Prestigious Valley of Bolton. This Opulent Estate Embodies Unparalleled Elegance and Exquisite Craftsmanship. Designed For the Discerning Buyer, The Home Boasts 9-Foot Ceilings On the Main

House for sale: 2 VINCENA ROAD, Caledon

46 photos

$1,449,000

2 Vincena Road, Caledon (Rural Caledon), Ontario L7C 4M5

4 beds
4 baths
8 days

Cross Streets: Mayfield & Mclaughlin. ** Directions: North on McLaughlin from Mayfield, then left on Tim Manley Ave and Right on Galvin Ave. Welcome to this stunning 2023-built, over 3,000 sft detached corner-lot home offering a bright, luxurious, and highly functional layout with modern upgrades

Gary Dhaliwal,Re/max President Realty
Listed by: Gary Dhaliwal ,Re/max President Realty (647) 333-2090
House for sale: 17088 HORSESHOE HILL ROAD, Caledon

50 photos

$2,499,900

17088 Horseshoe Hill Road, Caledon (Rural Caledon), Ontario L7C 2N6

5 beds
5 baths
8 days

Horseshoe Hill Rd/ The Grange Sdrd Welcome to 17088 Horseshoe Hill Rd! This stunning functional turn-key bungaloft in the heart of Caledon, with over 500K in upgrades, offers breathtaking escarpment views! This exceptional property sits on 2.6 picturesque acres and features a sparkling inground

House for sale: 20 HESKETH COURT, Caledon

25 photos

$699,000

20 Hesketh Court, Caledon (Rural Caledon), Ontario L7C 1C6

3 beds
3 baths
8 days

Cross Streets: Brookstone/Snelcrest. ** Directions: Hwy 410 & Valleywood. Absolutely Stunning 2 Storey Semi In Sought After Valleywood Neighbourhood. Three Beds With Two Full Baths Upstairs. Primary Bed Has Ensuite And Walk-In Closet. No Carpet In The House. Finished Basement Has Additional

Listed by: Imran Karim ,Queensway Real Estate Brokerage Inc. (416) 259-4000
2140 CHARLESTON SIDE ROAD, Caledon

38 photos

$3,900,000

2140 Charleston Side Road, Caledon (Rural Caledon), Ontario L7K 0R5

0 beds
0 baths
8 days

Charleston & Willoughby Rd. Opportunities Are Endless For This Beautiful Picturesque 51.81 Acres Situated Just West Of Caledon Village. Scenic Views, Rolling Terrain & Flat Land, Both Treed & Open Space, Walking Trails, Large Natural Spring Fed Pond, Spectacular Sunsets & Many More Features

Listed by: Nil Chinoy ,Re/max Real Estate Centre Inc. (519) 942-8700
House for sale: 18599 HORSESHOE HILL ROAD, Caledon

50 photos

$1,590,000

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

5 beds
3 baths
9 days

Cross Streets: Charleston, North On Horseshoe. ** Directions: Charleston Sdrd, North On Horseshoe Hill Rd. 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,

Kaitlan Klein,Century 21 Millennium Inc.
Listed by: Kaitlan Klein ,Century 21 Millennium Inc. (905) 586-5258
House for sale: 53 LIPSCOTT DRIVE, Caledon

48 photos

$1,489,000

53 Lipscott Drive, Caledon (Rural Caledon), Ontario L7C 4K1

5 beds
5 baths
9 days

Mayfield Rd & McLaughlin Rd *Unparalleled Elegance & Grandeur Exquisite Of Luxurious Detached Home In One Of The Demanding Neighborhood In Caledon * Immaculate 5 Bedroom, *5 Washroom With Unfinished Lookout Basement With Separate Entrance By The Builder Appx 3,500 Sqft Area,* Double door Entry

Sonia Singh,Newgen Realty Experts
Listed by: Sonia Singh ,Newgen Realty Experts (905) 236-2000
House for sale: 43 OLIVERS LANE, Caledon

50 photos

$1,599,999

43 Olivers Lane, Caledon (Caledon East), Ontario L7C 1G5

4 beds
3 baths
9 days

Cross Streets: Olivers Lane & Walkers Rd. ** Directions: use gps. Step Into Style And Comfort With This Beautifully Renovated Detached Bungalow In Highly Sought-After Caledon East.. This Impressive Home Showcases Quality Upgrades Throughout, Featuring A Modern Kitchen With Quartz Countertops,

Row / Townhouse for sale: 83 MAPLE CIDER STREET, Caledon

50 photos

$799,000

83 Maple Cider Street, Caledon (Rural Caledon), Ontario L7C 4B8

3 beds
3 baths
9 days

Kennedy Rd / Bonnieglen Farm Blvd Absolutely Freehold Property - No POTL. This beautifully maintained carpet free with separate living, family with total three parking's, pot lights throughout out , three bedrooms &three washrooms with Huge Master with two walk-in closets and Laundry at upper

House for sale: 50 KEVINWOOD DRIVE, Caledon

50 photos

$1,579,900

50 Kevinwood Drive, Caledon (Caledon Village), Ontario L7K 0Z1

6 beds
4 baths
9 days

Cross Streets: Hurontario St/ Charleston Sdrd. ** Directions: West of Hurontario St/ North of Charleston. Welcome to 50 Kevinwood Drive in Caledon Village, a rare chance to own a beautifully upgraded family home on nearly half an acre with no homes behind and stunning sunset views. With approximately

Stephen Dignum,Exit Realty Hare (peel)
Listed by: Stephen Dignum ,Exit Realty Hare (peel) (416) 559-2995
House for sale: 17 ARLOW ROAD, Caledon

47 photos

$1,195,000

17 Arlow Road, Caledon (Mono Mills), Ontario L7K 0A5

4 beds
2 baths
9 days

Cross Streets: Hwy 9 / Airport Rd. ** Directions: Hwy 9 turn right onto Simcoe left onto Holmes & left onto Arlow Road. Welcome to this beautifully updated detached raised bungalow nestled in the highly desirable Mono Mills subdivision of Caledon. Set on a private half acre lot with a very

Alita M. Bailey,Royal Lepage Rcr Realty
Listed by: Alita M. Bailey ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 10 TWEEDHILL AVENUE, Caledon

40 photos

$1,299,900

10 Tweedhill Avenue, Caledon (Rural Caledon), Ontario L7C 4K5

5 beds
4 baths
9 days

Mayfield/Mclaughlin Welcome to 10 Tweedhill Ave 5 Bedrooms detached home comes with 4 washrooms built by Yorkwood Homes Spruce Model Elevation C 2885 Sq/F as per builder floor plan.** This Home Features Over 100K In Upgrades From Builder**. 10Ft Ceiling On Main Floor, 9Ft On The 2nd, 8Ft Doors,

Bobby Dhaliwal,Century 21 People's Choice Realty Inc.
Listed by: Bobby Dhaliwal ,Century 21 People's Choice Realty Inc. (647) 999-5570
Row / Townhouse for sale: 46 WATERBURY STREET, Caledon

20 photos

$880,000

46 Waterbury Street, Caledon (Bolton East), Ontario L7E 1X4

3 beds
3 baths
10 days

Cross Streets: Queensgate Boulevard & Albion-Vaughan Road. ** Directions: QUEENSGATE BOULEVARD / ALBION-VAUGHAN ROAD. Welcome to this well-kept and nearly renovated two-storey freehold townhouse located in the sought-after Bolton East community. Featuring a bright open-concept layout, this

Listed by: Jas Gill ,Exp Realty (866) 530-7737

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
$0

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.