Caledon offers a unique blend of luxury estate living, scenic landscapes, family communities, and small-town charm within the GTA. Known for its larger properties, custom homes, growing developments, and access to nature, Caledon attracts buyers seeking more space, privacy, and a lifestyle-focused community. The Chantel Crisp Real Estate Team helps buyers and sellers navigate the Caledon real estate market with strategic guidance, local insight, and a highly tailored approach.
Homes For Sale In Caledon
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41 Camino Real Drive in Caledon: Rural Caledon House for sale : MLS®# W13410254
41 Camino Real Drive Caledon L7C 4L9 
$899,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13410254
- Bedrooms:
- 4
- Bathrooms:
- 4
//Rare To Find 4 Cars Parking// Double Car Garage 2340 Sq Feet Fully Freehold Town-House In Newer Caledon Sub-Division! Immaculate 3+1 Bedrooms & 4 Washrooms Luxury Corner Town House! Open Concept Layout & Filled With Natural Light! Amazing Features Including Main Floor, Bedroom, Full Washroom & Laundry! Separate Living, Dining & Family Rooms - Walkout To Huge Balcony! Modern Style Kitchen With Granite Counter & S/S Appliances!! Oak Staircase With Iron Pickets! **Stone & Brick Elevation** 3 Spacious Bedrooms In 3rd Floor Including - Master Bedroom Comes With Walk-In Closet & 4 Pcs Ensuite!! 4th Bedrooms Is Located In Ground Level With Full Washrooms!! Laundry Is Conveniently Located In Main Floor. ** No Sidewalk For Extra Parking ** 4 Cars Parking Including Double Garage! Must View House! Shows 10/10* More detailsListed by RE/MAX REALTY SERVICES INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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77 Deer Ridge Trail in Caledon: Rural Caledon House for sale : MLS®# W13410346
77 Deer Ridge Trail Caledon L7C 3Z5
$1,399,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13410346
- Bedrooms:
- 6
- Bathrooms:
- 5
// Greenpark Built Premium Stone Elevation With Finished Basement // Rare To Find 4+2 Bedrooms & 5 Washrooms// Luxury Stone Elevation Greenpark Built House in Southfields Village Of Caledon! Double Door Entry!! Separate Living, Dining & Family Rooms - Gas Fireplace In Family Room!! Hard Flooring in Main & 2nd Levels* Family Size Kitchen With Porcelain Floor, High-End Quartz Counter-Top, Backsplash & Built-In Appliances! Oak Stairs With Iron Pickets ! 3 Full Washrooms In 2nd Floor!! Master Bedroom Comes With Walk-In Closet & Fully Upgraded 5 Pcs Ensuite with Double Sink! **Carpet Free House** 4 Generous Size Bedrooms! Each Bedroom Is Connected To A Washroom! Freshly & Professionally Painted!! 2 Bedrooms Finished Basement With Full Washroom* Fully Done Driveway With Exposed Concrete! All Washrooms Counters Have Been Upgraded* Closet Organizers* Loaded With Exterior & Interior Pot Lights* Walking Distance To Etobicoke Creek, Parks, Schools, And Playground. Shows 10/10** More detailsListed by RE/MAX REALTY SERVICES INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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14 Snowberry Court in Caledon: Caledon Village House for sale : MLS®# W13410412
14 Snowberry Court Caledon L7K 0B5
$1,369,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13410412
- Bedrooms:
- 6
- Bathrooms:
- 6
Oversized 115.9 x 273.26 Feet Lot* // All City Services Including Gas Line, Water Line & Sewer // Live In Nature's Beauty On A Quiet Court In Caledon! Beautifully Renovated 5-Bedroom Home With A 2-Bedroom Finished Basement, Located Just Minutes From Hwy 410 (Main Intersection: Hwy 10 & Charleston Rd). This Home Sits On A Huge Ravine Lot, Offering Privacy And Stunning Natural Views. Features Include A Custom Kitchen With Quartz Countertops, Hardwood Floors On The Main And Second Levels, And A Hardwood Staircase With Iron Pickets. Freshly Painted Throughout With Brick And Stone Elevation And Parking For Up To 8 Cars. A Perfect Blend Of Luxury, Space, And Tranquility In One Of Caledon's Most Desirable Locations! More detailsListed by RE/MAX REALTY SERVICES INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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17 Travelled Road in Caledon: Caledon Village House for sale : MLS®# W13410836
17 Travelled Road Caledon L7K 1B7
$1,399,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13410836
- Bedrooms:
- 5
- Bathrooms:
- 2
Welcome to Caledon Village, where small-town charm meets exceptional versatility. This beautifully upgraded bungalow offers the perfect blend of family living, outdoor enjoyment, and dedicated workspace on a picturesque property designed to grow with your lifestyle. Inside, warm hardwood floors flow throughout the main level, leading to a stunning renovated kitchen featuring granite countertops, a centre island, wine fridge, and an open-concept layout ideal for family gatherings & entertaining. The bright living and dining areas create a welcoming atmosphere, while three spacious bedrooms and updated bathrooms complete the main floor. A separate entrance leads to the finished lower level offering two bedrooms, a large recreation room, and a custom craft room that also serves perfectly as a home office, studio, or flexible family space. Outside, the property truly shines. Mature apple, cherry and pear trees, an elderberry bush, vegetable gardens, perennial beds, greenhouse, sheds, chicken coop, deck, and firepit create an incredible outdoor setting for families who appreciate nature and self-sufficiency. Kids will love the custom elevated treehouse complete with slide & zip line. A huge highlight is the fully heated and insulated workshop, accessed by its own separate driveway. Complete with a garage bay and dedicated shop area, this exceptional space is ideal for home-based businesses, hobbyists or anyone requiring substantial workspace and storage. Its separate access allows business or hobby activities to operate independently without interfering with family life or enjoyment of the home. Located in the heart of Caledon Village, you'll enjoy a unique rural community with restaurants, pharmacy, variety store, tennis courts, baseball diamonds, Quarry Beach, and Tim Hortons all nearby. Conveniently situated for commuting to the GTA & only minutes from Orangeville's extensive amenities, this is a rare opportunity to live, work, and thrive in one exceptional property! More detailsListed by The Richie Group Inc.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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12 Frank Lane in Caledon: Rural Caledon House for sale : MLS®# W13410896
12 Frank Lane Caledon L7C 4C9
$699,800Residential Freehold- Status:
- Active
- MLS® Num:
- W13410896
- Bedrooms:
- 3
- Bathrooms:
- 2
Gorgeous end-unit townhouse in the highly desired Southfields Village, Caledon. This home is ideally located near schools, parks, community centre, plaza, trails, and Etobicoke Creek. This beautiful sun-filled, open-concept home features a spacious family-size kitchen with a centre island, gas stove, heavy-duty kitchen hood fan and B/I dishwasher. Tastefully decorated Living room that overlooks the Kitchen and dining area, perfect for entertaining. Living room walks out to balcony. Wood floors throughout with gorgeous oak stairs and railings. A good size Master bedroom with a large closet. There are two other generously sized bedrooms. Main-floor den, great for office space or family room. Garage access to home and private driveway. Walking distance to the pond and a short drive to Hwy 410. Visitor parking. Flexible closing date. Lockbox for your convenience. It is a must-see home. More detailsListed by ROYAL LEPAGE CREDIT VALLEY REAL ESTATE- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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1552 Queen Street in Caledon: Alton House for sale : MLS®# W13410960
1552 Queen Street Caledon L7K 0C2
$779,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13410960
- Bedrooms:
- 3
- Bathrooms:
- 2
Nestled in the heart of the historic village of Alton, this home offers the perfect blend of small-town charm, from artistic culture to natural beauty. This 3 Bedroom 2 bath detach home has so much to offer. Built by the well known builder Candue homes. Great main floor open concept design making great usable space. Kitchen and dining are combined walk out to newly finished deck. Enjoy your morning coffee or your after work cocktail watching the Shaws Creek meander through your back yard, Feeling like your at your cottage walk down and enjoy the fire pit creek side having lasting conversations and building memories with friends and family. Second level gives you 3 bedrooms with a 4 piece bath and lots of windows providing brightness and light throughout. Basement is partially finished with a room for extra guests or possible bedroom in the future, also has an area roughed in for a 3rd bathroom if desired. Great location being just steps from great trails, parks, world class golf, and the great well known Ray's 3rd generation restaurant. More detailsListed by ROYAL LEPAGE RCR REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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50 Esposito Drive in Caledon: Bolton East House for sale : MLS®# W13411338
50 Esposito Drive Caledon L7E 1T5
$1,289,800Residential Freehold- Status:
- Active
- MLS® Num:
- W13411338
- Bedrooms:
- 4
- Bathrooms:
- 4
Rarely offered on one of Bolton's most sought-after streets, this exceptional 2-storey detached home sits in a quiet, family-friendly South Hill pocket. Showcasing impressive curb appeal, this 4-bedroom, 4-bathroom home offers a Rarely offered on one of Bolton's most sought-after streets, this exceptional 2-storey detached home sits in a quiet, family-friendly South Hill pocket. Showcasing impressive curb appeal, this 4-bedroom, 4-bathroom home offers a perfect blend of comfort, space, and style. The bright open-concept main floor features a dramatic 2-storey family room overlooking a beautifully renovated kitchen (2022) with centre island, ideal for everyday living and entertaining. French doors lead seamlessly to an incredible backyard oasis, complete with an inground pool (new liner 2021), new fencing (2023), and landscaped grounds, perfect for relaxing or hosting. Upstairs offers a spacious primary suite with his and hers closets and a 5-piece ensuite, plus three additional well-sized bedrooms. A finished basement with 3-piece bath provides added living space and storage. Conveniently located near schools, parks, shopping, and major highways. More detailsListed by CENTURY 21 PARKLAND LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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3 Manorwood Court in Caledon: Bolton North House for sale : MLS®# W13248294
3 Manorwood Court Caledon L7E 2T4
$939,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13248294
- Bedrooms:
- 3
- Bathrooms:
- 4
Tastefully updated and spacious 3-bedroom, 4-bathroom semi-detached home nestled in the sought-after North Hill community of Bolton! Offering over 2,000 sq. ft. of total living space, including nearly 1,700 sq. ft. above grade plus a beautifully finished basement, this home is sure to impress. Featuring Updated bathrooms, gleaming porcelain tile flooring, a bright and functional newly updated eat-in kitchen with new appliances, ample storage and walk-out to a private backyard, and a cozy living room with hardwood floors and a stunning stone feature wall.The primary bedroom is a true retreat, complete with a 4-piece ensuite, walk-in closet, and bonus sitting area-perfect for a home office, nursery, or dressing space. The second bedroom offers a walk-out to a private balcony with modern glass railings, while the third bedroom is generously sized.The fully finished, newly renovated basement, boasts an open-concept layout with a powder room, pot lights, and durable laminate flooring-ideal for additional living or entertaining space.Additional highlights include a single-car garage, extra-large driveway with parking for up to 4 vehicles, and a newer stone front porch. Conveniently located just minutes to schools, parks, trails, recreation centre, and charming downtown Bolton. More detailsListed by CENTURY 21 PEOPLE`S CHOICE REALTY INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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8 Tarbox Avenue in Caledon: Caledon East House for sale : MLS®# W13248588
8 Tarbox Avenue Caledon L7C 0A8
$2,250,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13248588
- Bedrooms:
- 5
- Bathrooms:
- 6
Upscale luxury living! Executive custom estate home in Caledon East. This fully finished 5 bedrooms, 6 bathrooms has everything and more! over 4200 sq ft above ground not including the finished basement which has room form more bedroom expansion if desired. Main floor features extra high ceilings, formal dining room, feature living room, oversized family room, Separate servery / pantry area and much much more. All bedrooms upstairs feature their own private ensuite and walk in closets. Primary Suite is fit for Royalty. This suite has a massive 5 piece washroom complete with deep soaker tub. The walk in closet is larger then most main bedrooms Separate laundry room upstairs as well. Never lived in this custom home must be seen to be appreciated. Some photos are virtually staged. More detailsListed by RE/MAX WEST REALTY INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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1684 Vaughan Drive in Caledon: Caledon Village House for sale : MLS®# W13248664
1684 Vaughan Drive Caledon L7K 1C5
$1,197,500Residential Freehold- Status:
- Active
- MLS® Num:
- W13248664
- Bedrooms:
- 6
- Bathrooms:
- 3
Tucked away on one of Caledon Village's most sought-after cul-de-sacs, this beautifully updated 4-level home sits on a rare, tree-lined 0.77 acre lot offering incredible privacy just 20 minutes to Brampton and 10 minutes to Orangeville.Thoughtfully designed for both everyday living and entertaining, the home features an elevated chef's kitchen with granite countertops, coffered ceilings, Bay window seat, high-end appliances, a large island, and walkout to a newly finished interlock patio overlooking the lush backyard. Rich hardwood floors, oversized windows, and a warm gas fireplace create a refined yet inviting atmosphere throughout. With 4+2 bedrooms and 3 full bathrooms( just renovated), the layout offers exceptional flexibility for growing families, multigenerational living, guests, or potential in-law accommodations.Outside, the property feels like a private retreat complete with mature trees, established perennial gardens, gazebo, built-in BBQ, and beautifully designed outdoor living spaces. Extensively upgraded with a new furnace (2024), premium lifetime aluminum roof, new flooring, ample wainscotting and moulding trim work, new upper deck off kitchen, and more - this is the perfect blend of peaceful country living and modern convenience, moments from golf, skiing, hiking trails, restaurants, and top-rated schools. More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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30 MADAWASKA Road in Caledon: Rural Caledon House for sale : MLS®# W13249012
30 MADAWASKA Road Caledon L7C 4J5
$1,350,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13249012
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 30 Madawaska Rd, Caledon! This exceptional 2023-built detached home offers approximately 3,025 sq. ft. of upgraded living space and a stunning unobstructed pond view from the front. Nestled in a highly desirable and quiet community, this home features a functional layout with a separate formal living room, spacious family room, and a dedicated main-floor office.The upgraded chef-inspired kitchen showcases an extended breakfast counter, gas stove, built-in stainless steel appliances, refrigerator, and a large dining area with oversized sliding doors leading to the fully fenced backyard. Elegant pot lights throughout the entire home provide a bright and modern ambiance.Upstairs, you'll find 4 generously sized bedrooms and 4 bathrooms, including a luxurious primary retreat featuring a spa-inspired ensuite with a double-sink vanity and upgraded glass standing shower. Additional bathrooms also feature modern standing showers and premium finishes.Thoughtfully upgraded throughout, this home offers the perfect blend of style, comfort, and functionality. Conveniently located near top-rated schools, parks, recreation facilities, major roadways, Highway 410, and the future Highway 413. Property will be professionally deep cleaned prior to closing. 4 Bedrooms | 4 Bathrooms | Main Floor Office | Double-Car Garage | Pond View | Pot Lights Throughout | Upgraded Standing Showers | Double Sink Ensuite | Approx. 3,025 Sq. Ft. More detailsListed by SERIK REALTY INC- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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10 Pinedale Avenue in Caledon: Rural Caledon House for sale : MLS®# W13249136
10 Pinedale Avenue Caledon L7C 3Z4
$1,279,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13249136
- Bedrooms:
- 4
- Bathrooms:
- 4
Rarely Available East-Facing Home on a No-Sidewalk Lot in the Prestigious Southfields Community of Caledon! Offering approximately 2,825 sq. ft. (as per MPAC), this spacious residence features 4 bedrooms and 4 bathrooms, along with separate living, dining, and family rooms. A dedicated main-floor office provides the perfect work-from-home space. The family-sized kitchen is equipped with granite countertops and a center island, ideal for everyday living and entertaining. Upstairs, you'll find 4 generously sized bedrooms, including 2 primary suites, and 3 full bathrooms. The main primary bedroom features a 4-piece ensuite and a walk-in closet. For added convenience, the laundry room is located on the second floor. More detailsListed by RE/MAX REALTY SERVICES INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
Data was last updated June 7, 2026 at 06:15 AM (UTC)
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