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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32 Ewart Street in Caledon: Bolton North House for sale : MLS®# W13748012
32 Ewart Street Caledon L7E 2V4 
$1,185,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13748012
- Bedrooms:
- 4
- Bathrooms:
- 4
Take a closer look... be careful it's loaded!! Welcome home, the stone walkway and steps introduce you to the front entrance where oversized porcelain tile pours through the foyer and into the gracious kitchen. Thick quartz countertops and glass subway tile backsplash make cleanup a breeze while the pot filler saves you steps. Count them, 35 cabinet doors and drawers make plenty of room for all your kitchen gadgets, redesigned to comfortably seat the entire family. The garden door brings the BBQ closer to the table. When formality is called for, enjoy the living/dining area which has been converted entirely into formal eating space. A relaxing family room enhanced with a fireplace and thoughtful lit wall knockout draws sunlight to cascade through, tasteful lighting showcases the appearance of warm wood floors, adorned with high baseboards and elegant crown molding make it complete. The laundry room configuration cannot be any better. A dressed up staircase leads you to wide plank wood floors upstairs, the primary bedroom enhanced with a walk-in closet, 4-piece ensuite and balcony, comfortably houses a king size bed. 3 additional bedrooms are evenly laid out making each one very functional. Added living space is gifted by the finished basement which has been put together with versatility in mind. If you're looking for a polished home with smart useable space, this is it! Come see, come sigh! More detailsListed by RE/MAX WEST ESTATE REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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37 Royal Fern Crescent in Caledon: Rural Caledon House for sale : MLS®# W13747858
37 Royal Fern Crescent Caledon L7C 4H1
$1,269,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13747858
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to this beautifully maintained detached house, thoughtfully designed to provide comfort & functionality. The home features four generously sized bedrooms, three-and-a-half bathrooms, and a premium lot with no sidewalk.The main level welcomes you through an elegant double-door entrance and offers impressive 9-foot ceilings, hardwood flooring, combined living and dining areas, a private den, and a spacious family room enhanced by a gas fireplace. The open-concept kitchen is appointed with a centre island and breakfast area, along with sliding doors providing direct access to the backyard. 2nd floor offers four spacious bedrooms, three full bathrooms, and the convenience of a second-floor laundry room. The primary suite includes two walk-in closets and a private ensuite bathroom. One of the secondary bedrooms is further distinguished by its own private balcony. Ideally located near schools, parks, shopping, and major highways.This move-in-ready home offers an excellent combination of space, style, and everyday convenience. Unfinished basement provides a clean, open space with excellent potential for a recreation room, home office, or additional living area, allowing the future owner to customize the space to suit their needs and preferences. No Walkway in front of house, provides additional space for car parking. 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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14728 Heritage Road in Caledon: Rural Caledon House for sale : MLS®# W13749034
14728 Heritage Road Caledon L7C 1T7
$2,174,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13749034
- Bedrooms:
- 4
- Bathrooms:
- 3
Luxury Meets Nature A Private 29.5-Acre Retreat in Terra Cotta. Experience the perfect fusion of countryside tranquility and modern luxury in this stunning 4-bed, 3-bath estate perched atop one of Terra Cottas most desirable elevations. Situated on 29.5 acres of pristine land in the Niagara Escarpment this one-of-a-kind property offers direct access to the Bruce Trail, Credit Valley River, endless opportunities for hiking, fishing, cross-country skiing, and pond skating. Home Features: Chefs Kitchen Dream: Outfitted with a built-in Dacor double oven, Thermador induction cooktop, B/I dishwasher, wine fridge (75 bottles), fridge, upright freezer, and an instant hot water under-sink dispenser system all grounded by heated bamboo and porcelain flooring. Interior Comforts: 1 wood-burning F/P, formal dining room, sun-filled sunroom with W/O to a sunken hot tub, and a spacious games room . 2 Murphy beds. Premium Utility Systems: Reverse osmosis water filtration, water softener, two sump pumps, owned HWT, C/Vac, C/air, Generac backup generator (wired directly to the home), and a 2000-gallon cistern ensuring year-round reliability. More Highlights: 3 outdoor sheds, new aluminum roof, new energy-eff windows, and modern ELF throughout. Outdoor Experience: Enjoy ultimate privacy with a b/yard waterfall and pond, framed by mature maple trees and rolling woodland. Step onto one of the many walk-outs and immerse yourself in a peaceful setting perfect for morning coffees, family gatherings, or quiet evenings under the stars. Located in the heart of Terra Cotta. This estate offers rare access to natural beauty while remaining within a short drive of city conveniences. This is more than a lifestyle investment. Sch your private showing today and experience the serenity, space and elegance only Terra Cotta can offer. Equipped with Starlink satellite internet More detailsListed by HOMELIFE SILVERCITY REALTY INC. and RE/MAX Hallmark Realty Limited- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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7 Maple Meadow Court in Caledon: Rural Caledon House for sale : MLS®# W13744042
7 Maple Meadow Court Caledon L7K 0G2
$5,250,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13744042
- Bedrooms:
- 5
- Bathrooms:
- 7
A rare offering in Caledon Mountain Estates on 2.8 acres, this newly built contemporary estate pairs exceptional scale and sophisticated design with a level of privacy that is increasingly difficult to find-all within convenient reach of the GTA. Set against a peaceful natural landscape, the approximately 9,137 sq. ft. residence is designed to feel both dramatic and deeply livable, with expansive windows, refined finishes and seamless connections to the outdoors.Created equally for everyday family living and effortless entertaining, the home's impressive great room is anchored by a striking 23-ft. microcement fireplace and surrounded by expansive windows overlooking the natural landscape. At the heart of the home are two beautifully appointed kitchens, including a discreet spice kitchen finished to the same exacting standard and featuring its own separate entrance.The private primary wing feels like a retreat unto itself, complete with a walk-in closet with laundry, wet bar and luxurious 5-piece ensuite. A laundry room on each level adds exceptional convenience to the thoughtfully designed floor plan.Wellness and entertainment are equally well considered, with a dedicated gym, indoor sauna and separate lounge/party room complete with fireplace. The gym and sauna lead directly to the outdoors where there is a covered outdoor kitchen and entertaining area, putting green and pool.Outside, the property transforms into a private, resort-inspired escape. Surrounded by a mature natural landscape, the backyard features an oversized swimming pool with a padded tanning ledge, automatic cover, deck jets and Omni smart system. Further enhancing the ownership experience, the home includes two years of builder-backed ownership support, offering added confidence and continuity well beyond closing. An exceptional Caledon estate for those who value substantial living space, striking contemporary architecture and an extraordinary connection to nature. More detailsListed by HOUSESIGMA INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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44 Daisy Meadow Crescent in Caledon: Caledon East House for sale : MLS®# W13744232
44 Daisy Meadow Crescent Caledon L7C 4G3
$1,899,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13744232
- Bedrooms:
- 8
- Bathrooms:
- 8
Welcome to this exceptional approximately 4400 square foot luxury residence, plus a legal two bedroom basement apartment, ideally situated in the peaceful and highly desirable community of Caledon East. Only approximately5 years old, this impressive home offers an outstanding blend of luxury, space and functionality with 6 bedrooms above grade, 3 additional bedrooms in the finished basement, and 8 bathrooms in total. Step inside to soaring 10 foot ceilings on the main floor, & 9 feet on second floor**hardwood flooring, 8 foot custom interior doors, pot lights throughout, elegant separate living and dining areas, a spacious family room, and a beautifully upgraded kitchen complete with high-end appliances. A versatile main floor bedroom with its own ensuite works perfectly as a private office, guest suite, or in-law space. Upstairs,5 generously sized bedrooms, each with its own ensuite, provide exceptional comfort and privacy while hardwood continues throughout the second level. The finished basement is a standout, offering a legal two bedroom apartment with its own kitchen and bath, plus an additional separate one bedroom living area with its own kitchen and full bath, with shared laundry, ideal for multigenerational living. All this in a quiet, family-friendly neighborhood surrounded by parks, trails, and natural beauty. A truly impressive home that must be seen. More detailsListed by COLDWELL BANKER THE REALTY GROUP- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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7 Salt Creek Terrace in Caledon: Rural Caledon House for sale : MLS®# W13744300
7 Salt Creek Terrace Caledon L7C 4J2
$1,050,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13744300
- Bedrooms:
- 6
- Bathrooms:
- 4
Welcome to 7 Salt Creek Terrace-an exceptional East-facing detached home that perfectly blends sophisticated design, modern comfort, and outstanding income potential. Offering 3+1 spacious bedrooms, 4 beautifully appointed bathrooms, and a fully finished 1-bedroom plus den basement apartment with a separate entrance, this remarkable property is ideal for growing families, multi-generational living, or savvy investors. From the moment you enter through the grand double-door entrance, you'll be impressed by the elegant finishes throughout. Featuring 9-foot ceilings on both the main and second levels, smooth ceilings, upgraded 8-foot interior doors, designer pot lights, and a stunning hardwood staircase, every detail has been thoughtfully selected to create a bright, refined living space. The heart of the home is the spectacular chef-inspired kitchen, showcasing rich cabinetry, granite countertops, a spacious centre island, stainless steel appliances, and an open-concept layout that flows seamlessly into the living and dining areas-perfect for everyday living and effortless entertaining. Retreat to the luxurious primary suite featuring a generous walk-in closet and a spa-inspired 4-piece ensuite complete with a separate glass shower. Convenient upper-level laundry, spacious secondary bedrooms, and beautifully designed bathrooms provide comfort and functionality for the entire family.The professionally finished basement apartment with its own private entrance offers incredible flexibility-ideal for rental income, in-laws, or extended family. Complete with ample parking, excellent curb appeal, and a desirable location close to top-rated schools, parks, shopping, restaurants, transit, and major commuter routes, this exceptional home truly has it all.A rare opportunity to own a turnkey home that combines timeless elegance, premium upgrades, and exceptional value in one of Caledon's most sought-after communities. More detailsListed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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20 Calabria Drive in Caledon: Rural Caledon House for sale : MLS®# W13744780
20 Calabria Drive Caledon L7C 4L3
$1,178,800Residential Freehold- Status:
- Active
- MLS® Num:
- W13744780
- Bedrooms:
- 6
- Bathrooms:
- 5
A TRUE SHOWSTOPPER A SEPARATE LEGAL 2-BEDROOM BASEMENT APARTMENT WITH ITS SEPARATE LAUNDRY! Welcome to this beautifully upgraded home where modern design meets everyday functionality. Featuring 9-ft ceilings on both the main and upper levels, thoughtfully selected finishes, this home offers versatile living space throughout. The upgraded kitchen is designed to impress, featuring an extended island, crown-moulded cabinetry, upgraded pantry storage, quartz backsplash, gas stove, stainless-steel hood, Samsung Smart refrigerator and Maytag dishwasher. Upgraded tile in the foyer and kitchen adds a polished finishing touch. Throughout the home, enjoy upgraded hardwood flooring in all bedrooms, upgraded baseboards, contemporary chandeliers, zebra blinds, decorative wall paneling in the powder room, upgraded mirrors and smart deadbolt entry. Comfort and convenience continue with central A/C, smart thermostat, whole-home humidifier, Culligan water softener, EV charger and hardwired security cameras at the front entry, driveway and backyard. The legal 2-bedroom basement apartment adds valuable flexibility and features its own kitchen, laundry, full bathroom with tiled standing shower and floating vanity, spacious living/dining area, large windows, dedicated pantry and generous closet space. One bedroom includes a Murphy bed for added functionality. Outside, the property offers 4 total parking spaces including the garage, an interlock-paved driveway, fully fenced backyard, garden bed, Keter storage shed and gas BBQ line. The absence of a sidewalk provides additional driveway space, while the gravel side entry offers convenient access and easy maintenance. With stylish upgrades, functional spaces and a legal separate basement apartment, this home offers a well-rounded layout suited to a variety of living needs. Easy access to highways, Schools, Parks, Future Costco, Walking distance to Major Plazas, Dentist , Walk in Clinic and other Amenities. A MUST-SEE HOME!! More detailsListed by RE/MAX MILLENNIUM REAL ESTATE- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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85 James Walker Avenue in Caledon: Caledon East House for sale : MLS®# W13745660
85 James Walker Avenue Caledon L7C 4N1
$1,399,999Residential Freehold- Status:
- Active
- MLS® Num:
- W13745660
- Bedrooms:
- 5
- Bathrooms:
- 3
Don't miss out this prime location!! Located in the heart of Caledon, this beautiful home offers about 3650 sq. ft. of living space with 5 spacious bedrooms. Come & Check Out This 1 Year Old Fully Detached Luxurious & Newly Painted Home Boasts A Stunning Stone & Stucco Exterior And Situated On A 43Ft Wide Lot. Main Floor Features Separate Family Room, Combined Living & Dining Room. Huge Den On The Main Floor. Fully Upgraded Chef's Kitchen Is Equipped With S/S Appliances & Central Island. Crown Moulding & Harwood Floor Throughout The House. Second Floor Offers 5 Good Size Bedrooms. Master Bedroom With 5 Pc Ensuite Bath & Walk-in Closet. Separate Entrance To Basement. More detailsListed by HOMELIFE SILVERCITY REALTY INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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13 Paulette Way in Caledon: Bolton East House for sale : MLS®# W13745664
13 Paulette Way Caledon L7E 1X2
$899,999Residential Freehold- Status:
- Active
- MLS® Num:
- W13745664
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 13 Paulette Way, a spacious raised bungalow set on a generous pie-shaped lot in an established Bolton East neighbourhood. This versatile home offers an excellent layout for families, downsizers or multigenerational living. The main level features a bright living room, eat-in kitchen with adjoining dining area and walkout to the patio, a spacious primary bedroom with 4-piece ensuite, an additional bedroom and a second full bathroom. An upper level offers a spacious third bedroom, providing added privacy and flexibility. The finished basement provides plenty of additional living space with a large recreation area, additional room, 3-piece bathroom, laundry and storage. Direct access to the attached double garage adds everyday convenience. Outside, the deep pie-shaped lot provides a spacious backyard with plenty of room for entertaining, gardening and outdoor enjoyment. Roof replaced in 2022 and garage door in 2025. Conveniently located close to schools, parks, shopping and everyday amenities. More detailsListed by RE/MAX EXPERTS- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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2236 Boston Mills Road in Caledon: Rural Caledon House for sale : MLS®# W13746004
2236 Boston Mills Road Caledon L7C 0M1
$2,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13746004
- Bedrooms:
- 4
- Bathrooms:
- 4
Set on ~12.7 acres with a highly desired location, this beautifully maintained country property offers a rare blend of privacy, vista views, natural beauty, and equestrian function. With over 4,000 sqft of living space this board-and-batten, multi-level residence offers 4 bedrooms, 3.5 bathrooms, cathedral ceilings, skylights, large picture windows, and bright, welcoming principal spaces. Outdoors, the property is equally impressive with mature trees, perennial landscaping, stone walkways, multiple decks and a covered gazebo. Equestrian features include an efficient 4-stall barn, heated tack/feed area, wash stall, multiple paddocks with a water hydrant system, all thoughtfully arranged for both everyday function and comfortable country living. At under an hour to the airport and city this property checks all the boxes. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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12 Heathrow Lane in Caledon: Bolton East House for sale : MLS®# W13747164
12 Heathrow Lane Caledon L7E 4M4
$879,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13747164
- Bedrooms:
- 3
- Bathrooms:
- 3
Introducing 12 Heathrow Lane, a distinguished townhome offering more than 2,000 sq. ft. of well-appointed living space in the heart of Bolton. This thoughtfully designed residence features an open-concept floor plan with expansive living areas, elevated ceilings, abundant natural light, hardwood flooring, stainless steel appliances, quartz countertops in the kitchen and ensuites, and an electric fireplace. The contemporary kitchen is enhanced by premium appliances, refined cabinetry, and a generous island well suited for entertaining. The upper level offers spacious bedrooms, including an elegant primary suite complete with a walk-in closet and spa-inspired ensuite. The private backyard provides an inviting setting for relaxation or hosting, while the quiet, family-oriented neighbourhood offers convenient proximity to parks, schools, shopping, and everyday amenities. More detailsListed by INTERCITY REALTY INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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8 Livingston Drive in Caledon: Rural Caledon House for sale : MLS®# W13747338
8 Livingston Drive Caledon L7C 1A7
$1,285,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13747338
- Bedrooms:
- 5
- Bathrooms:
- 4
Location, Location! Welcome to this stunning 4-bedroom, 4-bathroom home in the highly sought-after Valleywood neighborhood. Boasting over 2,800 sq. ft., this immaculately maintained home offers an abundance of space and versatility. The huge primary bedroom features a walk-in closet and a luxurious ensuite bathroom. A potential second primary bedroom with its own ensuite perfect for multi-generational living! The spacious kitchen comes with a walk-in pantry, while the main floor office can easily serve as a fifth bedroom. highlights include main floor laundry, central vacuum, and a finished basement with a 4-piece bathroom offering endless possibilities. Enjoy the convenience of nearby parks, a library, and quick access to Highway 410 all just minutes away! This is the perfect home for a growing or extended family. Don't miss out! More detailsListed by ROYAL LEPAGE CREDIT VALLEY REAL ESTATE- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
Data was last updated September 6, 2026 at 12:15 AM (UTC)
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