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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House in Caledon
Residential Freehold- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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20 Goodfellow Crescent in Caledon: Bolton North House for sale : MLS®# W14034802
20 Goodfellow Crescent Caledon L7E 5X8
$1,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14034802
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to 20 Goodfellow Crescent, a substantially expanded 4-bedroom home offering exceptional space, flexibility and thoughtful upgrades directly across from a park. The renovated kitchen features quartz counters, centre island, stainless steel appliances, integrated Miele dishwasher, soft-close cabinetry, tiled backsplash, pot lights, crown moulding and porcelain flooring. Just off the kitchen, a separate permitted rear addition created an impressive approx. 350 sq. ft. family room with hardwood floors, gas fireplace and garden doors to the backyard. A second permitted multi-level extension added valuable living space across 3 levels, creating a main-floor laundry and foyer with interior garage access, side-yard entry and a second staircase to the basement. Upstairs, it created the spacious primary suite with walk-in closet, 4-piece ensuite and walkout to an approx. 8' x 8' deck overlooking the yard. Three additional bedrooms include a generous secondary bedroom with semi-ensuite access to the main 4-piece bath. The fully finished basement offers a kitchen, bedroom, open living/recreation area, 3-piece bath, second laundry and storage, plus a permitted cantina/cold cellar extension with utility tub and hot/cold running water. The garage was extended approx. 8 ft. with permit, creating an oversized approx. 2.5-car garage with high ceilings and excellent workshop/storage potential. Outside, enjoy a large covered front porch completed with permit, ample driveway parking with no sidewalk, backyard gates on both sides, gazebo, pergola, patterned concrete and a permitted 10' x 12' brick/stone shed. Updates include roof (2021), landscaping/armour stone and gazebo (2023), backyard patterned concrete (2024), main-floor flooring, pot lights and front entry improvements (2025), furnace (2025) and freshly painted basement (2026). See feature sheet for additional updates. Exceptional space inside and out, with room to live, gather and grow. More detailsListed by SUTTON GROUP-ADMIRAL REALTY INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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5 Snowberry Court in Caledon: Caledon Village House for sale : MLS®# W14034844
5 Snowberry Court Caledon L7K 0B5
$998,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14034844
- Bedrooms:
- 4
- Bathrooms:
- 3
This home has the lot and location! Lovingly maintained 4-bedroom, 2.5-bathroom home for sale in Caledon Village within walking distance to Caledon Central Public School (K-8) nestled on a quiet court, with gorgeous perennial gardens in the front and backyard and a majestic weeping willow as a backdrop! Covered front porch with composite decking, upgraded windows, roof shingles w/ eaves, leaf guard, downspouts & chimney (24/25), garage doors (26), furnace, and A/C (2022). This property offers endless possibilities! Enjoy being a short 10-min drive to all amenities in nearby Orangeville & Caledon East. Nearby public transit (Go Bus at Hwy 10/Charleston). This beautiful family home is centrally located and close to skiing, golfing, art centers, breweries, Hockley Valley Resort, and Highways 10 and 9, & Airport Road for easy commuting. 1 hour to Toronto. More detailsListed by CENTURY 21 MILLENNIUM INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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13 Dovaston Gate in Caledon: Bolton East House for sale : MLS®# W14046108
13 Dovaston Gate Caledon L7E 2K3
$1,150,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14046108
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 13 Dovaston Gate., a beautifully maintained detached home offering approximately 4109 sq. ft. of total finished living space in one of Bolton East's most sought after family neighborhoods. This home is carpet free and offers 4 good size bedrooms and ample closet space. Basement is finished with a 3 piece bath and all electrical and plumbing roughed in for your finishing touches. More detailsListed by HOMELIFE/MIRACLE REALTY LTD- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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8 Gardenia Way in Caledon: Rural Caledon House for sale : MLS®# W14080042
8 Gardenia Way Caledon L7C 1B2
$999,900Residential Freehold- Status:
- Active
- MLS® Num:
- W14080042
- Bedrooms:
- 4
- Bathrooms:
- 3
//2332 Sq Ft - 4 Bedrooms Detached House + Finished Basement// Welcome To This Beautifully Maintained Double Car Garage Detached House In Caledon's Highly Desirable Valleywood Community, Offering The Perfect Blend Of Comfort, Functionality & Lifestyle! Situated On A Quiet, Family-Friendly Street, This Home Is Just Steps From A Large Park, Playground And Library, While Also Offering Convenient Access To Highway 410 For Commuters. Grand Open To Above Foyer! Rare To Find - Separate Living, Dining & Family Rooms With Gas Operated Fireplace & Hardwood Flooring In Main & 2nd Floors - Living Room Overlooking Front Yard With Bay Window! Whole House Is Freshly Painted* Family Size Kitchen With Stainless Steel Appliances Overlooking Backyard* 4 Spacious Bedrooms Including Master Bedroom With 5 Pcs Ensuite & Walk-In Closet* Whether You're Looking To Simplify Without Sacrificing Space Or Searching For A Detached Home With Room To Grow, This Exceptional Valleywood Property Offers Flexibility, Comfort And Lasting Value. This 2-Story Home Features A 2-Car Garage, Driveway Parking For 2 More Vehicles, And A Private Backyard Backing Onto Serene Green Space. Conveniently Located On School Bus Route, Close To Schools, Parks, Community Centers, Freeway, And Shopping. This Home Offers The Perfect Blend Of Nature And Amenities! Must View House! 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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331 King Street E in Caledon: Bolton North House for sale : MLS®# W14080542
331 King Street E Caledon L7E 3J8
$1,679,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14080542
- Bedrooms:
- 6
- Bathrooms:
- 3
Welcome to 331 King Street East, a rare opportunity to own nearly an acre in the heart of Bolton! Situated on an impressive 110.31 x 355.49 ft lot, this 0.947-acre property offers exceptional potential for homeowners, builders and investors. The spacious raised bungalow features 3 bedrooms on the main level, an additional 3 bedrooms in the finished lower level, a second kitchen and a detached workshop. An ideal opportunity to build your custom dream home on an estate-sized lot, explore future development possibilities, or land bank the property while generating rental income from the existing residence. Surrounded by mature trees and greenery, the property offers privacy and space just minutes from downtown Bolton, shopping, schools and major routes. Whether you're looking to build, invest or enjoy the existing home, this property presents a unique opportunity in a sought-after location. Future development potential is subject to municipal approvals and buyer's due diligence. More detailsListed by RE/MAX EXPERTS- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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21 Cedargrove Road in Caledon: Bolton West House for sale : MLS®# W14081614
21 Cedargrove Road Caledon L7E 2L7
$854,800Residential Freehold- Status:
- Active
- MLS® Num:
- W14081614
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to this charming 3-bedroom detached home nestled in the desirable Bolton West community! Offering inviting curb appeal, a covered front porch, and a carpet-free interior, this home is ideally situated in a family-friendly neighbourhood close to schools and parks. The sun-filled foyer features a large window and opens to a spacious combined living and dining room, perfect for everyday living and entertaining. The family-style eat-in kitchen boasts large windows in the breakfast area, overlooking the quaint backyard with plenty of potential to create your own outdoor retreat. A convenient main-floor mudroom and laundry room, complete with laundry sink, window, and direct access to the attached single-car garage, adds everyday functionality. Upstairs, the spacious primary bedroom features a walk-in closet and 4-piece ensuite, complemented by two additional bedrooms and a 3-piece main bathroom. The partially finished lower level offers excellent versatility, with an open-concept recreation room awaiting your finishing touches, office with potential for a 4th bedroom, a separate workshop, cantina, and ample storage space. A wonderful opportunity to call sought-after Bolton West home! Ideally located close to schools, parks, historic downtown Bolton, shopping, and everyday amenities. A charming home in a wonderful community, ready for you to make it your own! More detailsListed by ROYAL LEPAGE RCR REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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8 Victoria Street E in Caledon: Rural Caledon House for sale : MLS®# W14082134
8 Victoria Street E Caledon L7C 0C5
$3,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14082134
- Bedrooms:
- 6
- Bathrooms:
- 3
Rare 2.85-Acre Property Near Kennedy Road N & King Street | Existing Home | Custom Estate Opportunity. An exceptional opportunity to own 2.85 acres in a desirable rural setting near Kennedy Road North and King Street! Featuring an existing house and an expansive parcel of land, this property offers a unique opportunity for those looking to enjoy country living, build a magnificent custom estate, or secure a property with long-term investment potential. Imagine designing your dream residence with generous outdoor space, privacy, and room to create a truly remarkable lifestyle. The property offers an opportunity for buyers to explore permitted uses and future possibilities, subject to applicable zoning regulations, municipal approvals, and planning requirements. Whether you are envisioning a spectacular custom-built home or looking to invest in land for the future, this is an opportunity to explore the possibilities of owning a substantial acreage property in a sought-after location. Bring your vision and discover the potential! More detailsListed by RE/MAX REALTY ENTERPRISES INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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53 Holly Lane in Caledon: Alton House for sale : MLS®# W14084040
53 Holly Lane Caledon L7K 2R6
$1,969,900Residential Freehold- Status:
- Active
- MLS® Num:
- W14084040
- Bedrooms:
- 4
- Bathrooms:
- 4
Experience Luxury Estate Living in the prestigious Osprey Mills community, nestled in the picturesque countryside of Alton! Offering an exceptional blend of sophisticated design, spacious interiors and peaceful country surroundings, this stunning executive home is situated on an impressive 160' x 225' estate lot, providing remarkable privacy and room to enjoy the outdoors. Boasting approximately 3,500 sq. ft. of beautifully appointed above-grade living space, this residence features 4 generous bedrooms and 4 bathrooms, including 3 ensuites, making it ideal for growing families and those who love to entertain. Soaring 10' ceilings on the main level and 9' ceilings upstairs create an airy, grand atmosphere, complemented by elegant engineered hardwood flooring, quartz countertops and oversized 24" x 24" tile. At the heart of the home, a stunning white kitchen with centre island flows seamlessly into the inviting family room, creating the perfect setting for everyday living and memorable gatherings. The expansive grounds offer endless possibilities for outdoor entertaining, gardens, recreation or simply enjoying the tranquility of estate living. Beyond your doorstep, discover the charm of Alton, renowned for its scenic countryside, historic village atmosphere, Alton Mill Arts Centre, nearby Millcroft Inn & Spa, golf courses and beautiful trails. Enjoy the serenity of country living with convenient access to Orangeville, Caledon and the GTA. A rare opportunity to embrace an elevated lifestyle in one of the area's distinctive estate communities. With additional homes available in Osprey Mills, there's even an opportunity to bring family or friends close by. Discover the space, elegance and lifestyle you've been dreaming of. Welcome home! More detailsListed by CENTURY 21 MILLENNIUM INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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House in Caledon
OPEN HOUSE: Oct 17, 202611:00 AM - 01:30 PM EDTOpen House on Saturday, October 17, 2026 11:00AM - 1:30PMOPEN HOUSE: Oct 18, 202611:00 AM - 01:30 PM EDTOpen House on Sunday, October 18, 2026 11:00AM - 1:30PM
Residential Freehold- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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190 Longwood Drive in Caledon: Bolton North House for sale : MLS®# W14030960
190 Longwood Drive Caledon L7E 4A2
$1,079,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14030960
- Bedrooms:
- 3
- Bathrooms:
- 4
Welcome to 190 Longwood Drive, a beautifully maintained detached home nestled in Bolton's desirable North Hill community. Situated on an impressive 50 x 140 ft lot with no rear neighbours, this spacious 2-storey residence offers the perfect combination of quality craftsmanship, functionality, and outdoor living. Featuring 3 generously sized bedrooms, 4 bathrooms, and parking for 5+ vehicles, this home is designed to accommodate every stage of family life. Step inside to discover timeless finishes, including solid oak hardwood flooring and staircase, a beautifully crafted solid maple kitchen with granite countertops, and an inviting eat-in kitchen and dining area ideal for everyday living and entertaining. A thoughtfully designed main floor offers interior garage access, a convenient side entrance, and a laundry/mudroom area with access to the backyard deck. Upstairs, three spacious bedrooms provide ample room to unwind, complemented by generous closet space throughout. The finished basement adds valuable living space with a versatile open-concept layout, additional bathroom, and dedicated storage. Step outside to your private backyard retreat, surrounded by mature trees with plenty of room to entertain, garden, or create your dream outdoor oasis. With its expansive lot, peaceful setting, and convenient access to Bolton's schools, parks, shopping, and everyday amenities, 190 Longwood Drive is an exceptional opportunity to enjoy the space and lifestyle you've been looking for! More detailsListed by Signature Elite Realty Ltd.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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15252 Chinguacousy Road in Caledon: Rural Caledon House for sale : MLS®# W14031462
15252 Chinguacousy Road Caledon L7C 1Z7
$1,599,900Residential Freehold- Status:
- Active
- MLS® Num:
- W14031462
- Bedrooms:
- 4
- Bathrooms:
- 4
Wow! Resort-Style Living On 1 Acre Treed Lot, Unbelievably Close To The City. Heated Saltwater Pool, Hot Tub, Treehouse, Firepit, Sports Pad, W/Golf Course Across The Street - Summer & Winter Fun! Quintessential Country-Living Home Has Wrap-Around Porch & Oozes Upscale Charm Inside & Out. Custom Built Home {{Built 2008}}. This Impressive Home Offers Approx 3,500 Sq. Ft. Of Finished Living Space Features Open Concept Living W/Maple Hardwood & Heated Tile Flooring Throughout Both Fully Finished Levels, 2 Gas Fireplaces, Lots Of Walk-Outs To Deck/Patio. Upgraded Family-Sized Kitchen With Quartz Counters, Heated Tile Flooring & Centre Island. Spacious Living, Dining & Family Rooms. Large Primary Bedroom With Walk-In Closet & 4-Piece Ensuite, Plus 2 Additional Generous Bedrooms And 2.5 Bathrooms On The Main Level.The Finished Basement with Heated Tile Flooring Offers A Large Recreation Room With Pool Table, Additional Bedroom, Bathroom, And Separate Access From The Rear Of The Heated & Insulated 3-Car Garage. Direct Interior Access Through The Mudroom, Laundry & Powder Room.Step Outside To Your Private Resort-Style Backyard Featuring A Heated Saltwater Pool, Hot Tub, Fire Pit, Treehouse, And Spectacular Landscaping. 3 Car Garage & Parking For Up To 14 Vehicles. Offering The Perfect Blend Of Luxury, Privacy, Comfort & Countryside Charm-All Within Easy Reach Of City Conveniences. More detailsListed by RE/MAX GOLD REALTY INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
Data was last updated October 16, 2026 at 06:15 AM (UTC)
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