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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27 Terrastone Court in Caledon: Bolton West House for sale : MLS®# W14150786
27 Terrastone Court Caledon L7E 2G7 
$970,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14150786
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to this well-maintained raised bungalow, ideally situated on a quiet court in Bolton's desirable South Hill neighbourhood. Featuring excellent curb appeal and a thoughtfully designed layout, this home offers hardwood flooring throughout, vinyl windows, and an open-concept kitchen with a centre island-perfect for everyday living and entertaining.The spacious great room showcases a vaulted ceiling, while the formal dining room impresses with its 12.5-ft ceiling. Three generously sized bedrooms include a private primary retreat on its own level, complete with a walk-in closet and 4-piece ensuite.The finished lower level offers above-grade windows, high ceilings, a gas fireplace, kitchen, 3-piece bath, and a separate entrance from the garage-providing exceptional flexibility for extended family or additional living More detailsListed by RETREND REALTY LTD- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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1 Edgewild Drive N in Caledon: Palgrave House for sale : MLS®# W14151192
1 Edgewild Drive N Caledon L7E 4H7
$3,490,999Residential Freehold- Status:
- Active
- MLS® Num:
- W14151192
- Bedrooms:
- 6
- Bathrooms:
- 5
AN EXTRAORDINARY LUXURY ESTATE WHERE ELEGANCE, INNOVATION & GRANDEUR UNITE!Set on a premium lot just shy of 2 acres, this remarkable estate showcases exceptional craftsmanship, striking architectural details and sophisticated smart-home technology, offering an exceptional blend of luxury, comfort and privacy.A breathtaking 18-foot cathedral ceiling creates a spectacular sense of arrival, complemented by expansive principal rooms and thoughtfully designed living spaces ideal for both grand entertaining and everyday family living. Featuring 5 spacious bedrooms, with the flexibility for up to 3 additional bedroom spaces, this home offers outstanding versatility for growing and multi-generational families. A versatile upper-level study provides the potential for an additional bedroom.The gourmet chef's kitchen is a true showpiece, featuring premium custom cabinetry, a 48-inch Wolf dual-fuel range, professional-grade gas cooktop, built-in Sub-Zero refrigerator, convenient pot filler and refined finishes throughout.Experience next-level living with integrated smart-home automation, offering control of lighting, televisions and climate, a whole-home built-in speaker system, motion sensors and motorized window coverings in the primary bedroom and family room. Additional premium features include heated basement floors, boiler heating system, water softener, central vacuum and a 22 kW automatic whole-home backup generator.The spectacular finished lower level features impressive 10-foot ceilings, oversized windows and two separate basement entrances. The home features 3 bedrooms on the upper level and 3 bedrooms on lower floor including 2 bedrooms + gym room. The lower level also offers the family room that can also be converted into an additional bedroom, if desired.A truly exceptional home offering space, versatility and comfort. Come see this remarkable property and discover everything it has to offer! More detailsListed by ZOLO REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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11 Falling Leaf Drive in Caledon: Rural Caledon House for sale : MLS®# W14151352
11 Falling Leaf Drive Caledon L7C 2Z3
$899,999Residential Freehold- Status:
- Active
- MLS® Num:
- W14151352
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome To 11 Falling Leaf Drive A Beautifully Maintained Family Home Nestled In One Of Caledon's Friendly Communities, Southfields. A Quiet Street Featuring A Small Park For Family Enjoyment. This 4-Bedroom 2 Storey Semi Is Bright And Spacious With Many Upgrades. Walk Up A Lit Walkway To The Newly Installed Modern Front Door. Entrance And Hall Leads To A Cozy Living Room With Accent Stone Walls, And A Tv Wall Mount. Large Family Kitchen And Dinette Offers Plenty Of Natural Light, Beautiful Island, Custom Made Coffee/Bar, Plenty Of Counter Space, Cabinets Offer Lots Of Room With Valance And Under Lighting. Stainless Steel Gas Stove, Icemaking Fridge And Dishwasher. Stainless Steel Chimney Style Range Hood And Tiled Backsplash. Pot Lights And Additional Modern Accent Lights. Laundry In Basement. Walkout To Stone Patio Surrounded By Artificial Pet Safe Grass. Appealing Landscape And Lighting In Backyard. Main Floor Has Neutral Laminate Flooring. Also, A Convenient Walkout To Garage. Beautiful Oak Staircase. Bedrooms Are Large With Wall Closets And Master Bedroom Has Walk In Closet, 2 Windows And 4-Piece Master Ensuite Including A Soaker Tub. This Home Is Family Perfect And Close To All Amenities! More detailsListed by ROYAL LEPAGE REALTY CENTRE- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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39 Ernest Biason Boulevard in Caledon: Bolton East House for sale : MLS®# W14152298
39 Ernest Biason Boulevard Caledon L7E 2B6 OPEN HOUSE: Nov 07, 202602:00 PM - 04:00 PM ESTOpen House on Saturday, November 7, 2026 2:00PM - 4:00PMOPEN HOUSE: Nov 08, 202602:00 PM - 04:00 PM ESTOpen House on Sunday, November 8, 2026 2:00PM - 4:00PM
$1,068,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14152298
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 39 Ernest Biason Boulevard - An exceptional residence in Bolton's desirable South Hill community - where timeless elegance meets sophisticated modern living. Beautifully renovated and updated - this stunning detached home offers a thoughtfully designed layout with 3 bedrooms, 3 bathrooms, a double car garage, fully finished basement - and situated on a 36 x 107ft lot! The inviting foyer showcases elegant porcelain tiles, a beautifully refinished hardwood staircase and stylish designer lighting. The main floor features rich hardwood flooring, upgraded pot lights and contemporary finishes throughout. The bright and spacious living room offers elegant floating display shelves and large windows, while the generously sized dining room provides the perfect setting for entertaining. The beautifully renovated kitchen features crisp white cabinetry, sleek quartz counter-tops, a stunning stone back-splash, and stainless steel appliances. The adjoining eating area features an elegant statement chandelier and walkout to the backyard deck - seamlessly connecting indoor and outdoor living. Upstairs, three nicely sized bedrooms offer comfort and privacy, complemented by hardwood flooring and modern lighting throughout. The primary bedroom features a walk-in closet and private 4-piece ensuite. The finished lower level gives you additional living space with a versatile recreation room/separate office area, laundry area, and plenty of storage space Enjoy the fully fenced backyard, perfect for outdoor dining and summer entertaining. Conveniently located close to schools, parks, recreation facilities and everyday amenities. A beautifully updated home offering the perfect combination of modern elegance, comfort and functionality! 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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17 Norton Boulevard in Caledon: Bolton East House for sale : MLS®# W14152430
17 Norton Boulevard Caledon L7E 2C6
$1,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14152430
- Bedrooms:
- 2
- Bathrooms:
- 1
Prestigious South Hill Building Opportunity. Welcome to 17 Norton Drive, gracefully positioned in an exclusive and secluded pocket of highly coveted South Hill, Bolton. Surrounded by established estate homes and mature streetscapes, this exceptional property presents a rare opportunity for the discerning builder, investor, or end user. Set on a premium 53' x 109' lot, this offering comes approved for severance into two distinguished parcels (subject to minor conditions to be satisfied by the seller for building permit issuance). Thoughtfully prepared, the property includes two professional architectural renderings, each envisioning an elegant ~3,400 sq ft luxury residence, providing a seamless pathway from acquisition to construction. Adding further value, the seller is willing to assist the buyer in building a custom brand-new home at very competitive pricing, creating a truly turnkey opportunity for those looking to build with confidence and efficiency. Whether your vision is to craft two bespoke luxury homes or to secure the full oversized property to build one extraordinary custom estate, the versatility and upside here are truly compelling. Exceptional value in a prestigious neighbourhood - priced to sell. A rare and refined opportunity to build new in one of Bolton's most desirable enclaves. Interested in only one of the lots? We can discuss this opportunity as well. More detailsListed by PSR- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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134 Haines Drive W in Caledon: Bolton East House for sale : MLS®# W14152738
134 Haines Drive W Caledon L7E 2C4
$1,649,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14152738
- Bedrooms:
- 4
- Bathrooms:
- 4
Discover a hidden gem tucked away on a cul-de-sac in one of Bolton's most charming locations. Offering over 2,500 sq. ft. of above-ground living space, this beautifully appointed four-bedroom home with a den/office combines elegant finishes, spacious interiors and thoughtfully landscaped outdoor spaces. A marble-floored foyer creates a welcoming first impression, complemented by hardwood floors, impressive 10-inch baseboards and pot lights throughout. The sunken living room, featuring a gas fireplace, offers an inviting setting for relaxing and entertaining. A dedicated den/office provides a comfortable space for working from home or enjoying a quiet retreat. The spacious eat-in kitchen features granite countertops, built-in appliances and a walkout to a generous two-tiered deck overlooking the private backyard. A beautifully landscaped patio provides additional space for outdoor dining and gatherings, while landscape lighting enhances the evening atmosphere. A sprinkler system helps maintain the grounds, and a 12-by-12-foot shed offers ample storage for garden tools, outdoor equipment and seasonal essentials. The generous primary bedroom features a four-piece ensuite and a walk-in closet with custom built-ins. Each additional bedroom also includes custom built-in closets, providing thoughtful storage throughout. The finished basement extends the living space with a separate side entrance, a theatre room and an additional kitchen, offering flexibility for entertaining and extended family living. A wonderful opportunity to enjoy space, privacy and comfortable living in a charming cul-de-sac setting. More detailsListed by RE/MAX PROFESSIONALS INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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8 Richelieu Court in Caledon: Bolton East House for sale : MLS®# W14153308
8 Richelieu Court Caledon L7E 2M3
$834,900Residential Freehold- Status:
- Active
- MLS® Num:
- W14153308
- Bedrooms:
- 3
- Bathrooms:
- 4
Welcome To 8 Richelieu Court, A Rare 3 Bedroom, 4 Bath Semi-Detached Home Located On A Quiet Cul De Sac. Features New Flooring On The Main Floor, Freshly Painted - Open Concept Design With An Eat-In Kitchen & Walk-Out To the Deck . Good Sized Bedrooms; Master Bedroom Has An Ensuite With Walk-In Shower. Bonus: This Home Has Garage Access Into Home, Freshly Painted. Don't Miss The Finished Basement Which Has A Separate Walk-Up Entrance To The Backyard (Definately A Rare Feature). More detailsListed by RIGHT AT HOME REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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175 Allan Drive in Caledon: Bolton East House for sale : MLS®# W14153766
175 Allan Drive Caledon L7E 1Y9
$949,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14153766
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome To 175 Allan Dr, A Beautifully Renovated 3-Level Backsplit In One OfBolton's Most Desirable, Family-Friendly Neighborhoods. Turn-Key And Sun-DrenchedThroughout, This Exceptional Home Features 1700+ Sqft Of Living Space, Bright Open-Concept Living, A Chef's Style Kitchen With Premium Finishes, 3 Generous Bedrooms,And 2 Stunning, Fully Renovated Spa-Like Washrooms Designed For Pure Relaxation.The Finished Lower Level Offers Outstanding Versatile Space Ideal For A Cozy FamilyRoom, Home Gym, Work-From-Home Office, Or Media Den. Step Outside Into YourPrivate Oasis: An Expansive, Pool-Sized Lot Offering Endless Potential For A BackyardPool, Custom Patio, Garden, And Outdoor Entertaining. Highlighted By Modern ExteriorCurb Appeal, Expansive Windows, Smooth Ceilings, Upgraded Lighting, And AmpleDriveway Parking With Plenty Of Room For Multiple Vehicles.Located Minutes Away From Top-Rated Schools, Picturesque Parks, Local RecreationCenters, Shopping Plazas, Charming Downtown Bolton, And Major GTA CommuterRoutes. This Turn-Key Gem Delivers The Ultimate Combination Of Luxury, Space, AndUnbeatable Location! More detailsListed by ROYAL LEPAGE MAXIMUM REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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19 Petch Avenue in Caledon: Rural Caledon House for sale : MLS®# W14154004
19 Petch Avenue Caledon L7C 4J6
$1,175,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14154004
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome to 19 Petch Avenue, a spacious three-storey freehold townhome offering approximately 2,600 sq ft of above-grade living space in Rural Caledon. With three upper-level bedrooms, and a versatile ground-level bachelor-style suite with 2 bedrooms, this home offers flexibility for growing families and multigenerational living. The main living level features a generous great room, a dedicated dining area, and a kitchen, creating comfortable spaces for everyday living and entertaining. Upstairs, the primary bedroom features a private ensuite, complemented by two additional bedrooms and convenient upper-level laundry. A standout feature is the ground-level bachelor-style space, complete with its own kitchen and bathroom. This versatile area also offers options for extended family or use as a nursery as your needs evolve. The finished basement provides additional living space, while an attached single-car garage and private driveway offer two parking spaces in total. Additional features include a brick exterior, central air conditioning, forced-air gas heating, and an automatic garage door remote. Located near Mayfield Road and Petch Avenue, this home combines generous living space with the benefit of current rental income. An excellent opportunity to make this versatile Caledon property your own! More detailsListed by HOMELIFE/MIRACLE REALTY LTD- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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15 Emma Street in Caledon: Caledon East House for sale : MLS®# W14154610
15 Emma Street Caledon L7C 1K5 OPEN HOUSE: Nov 08, 202601:00 PM - 04:00 PM ESTOpen House on Sunday, November 8, 2026 1:00PM - 4:00PM
$819,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14154610
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 15 Emma Street in Caledon East. This beautiful century home, built in 1879 in the Victorian Gothic style of the late 19th century, exudes a timeless charm and sense of warmth and welcome, steeped in history. Situated in the oldest section of Caledon East, it still offers the restful quietness of its early inhabitants, along with the amenities of a modern village, access to the Caledon Trailway at its doorstep and Main Street shopping a block away. The location is perfect for retired people, busy career couples or young families, who want to come home to a peaceful environment. As you walk toward the entrance, one of the main features of the house is the two-story bay window and perhaps the cedar tree, which is as old as the house. You enter through a glassed-in sun porch to the spacious L/R and D/R, with high ceilings and crown molding. Flowing from the D/R is a bonus room featuring a bay window and direct access to the porch, which could easily be an office, den or Primary Bedroom. All of these rooms have oak flooring. A door from the L/R leads to the large, country-style kitchen with maple cupboards, original maple floor, pine wainscoting, serving hatch to the dining room and original trap door to the basement. Open to the kitchen is the F/R - skylit and airy with double French doors to a private, wraparound deck with a covered sitting area. The main level has a laundry room with heated floors and a powder room off the kitchen with a door which leads to the composite deck and meticulous gardens. A maple banister welcomes you to the upper level and three bedrooms (one has a shower and vanity ensuite), plus the main bathroom featuring a whirlpool bathtub and a separate shower. Privacy fences and landscaped gardens surround a brick path to the garage, which features a large work bench, built-in cupboards and a storage loft. A generator that powers up the house is sure to please when you need it the most. This is a true gem of a country home! More detailsListed by The Richie Group Inc.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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58 Wright Crescent in Caledon: Bolton North House for sale : MLS®# W14146562
58 Wright Crescent Caledon L7E 3X5
$999,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14146562
- Bedrooms:
- 4
- Bathrooms:
- 2
Space, privacy and timeless charm come together at 58 Wright Crescent, a beautifully situated detached backsplit in one of Bolton's established residential neighbourhoods. Set on an impressive 50ftx150ft. lot with no rear neighbours and surrounded by mature trees, this inviting 3+1 bedroom, 2-bathroom home offers over 2,500sf of finished living space, providing the comfort and flexibility today's families are searching for. Step inside to a welcoming foyer featuring soaring 12-foot ceilings and a skylight that fills the entrance with natural light. The spacious living and dining area boasts 9-foot ceilings, creating an airy, open atmosphere perfect for entertaining and family gatherings. The functional kitchen features a breakfast area, pantry and walkout to the porch, offering convenience for everyday living. Generously sized bedrooms feature large windows and ample closet space, complemented by an updated second-floor bathroom. A separate family room with a cozy fireplace and walkout to the patio provides an inviting retreat for relaxing or entertaining. Outside, the expansive backyard offers exceptional privacy, mature greenery and endless possibilities for outdoor enjoyment, whether hosting summer BBQs, gardening or creating lasting family memories. An attached single-car garage and generous driveway provide parking for four vehicles. Ideally situated in Bolton's welcoming community, close to parks, schools, shopping, restaurants and everyday amenities. Whether you're a growing family looking for room to spread out or a buyer seeking a spacious home on a remarkable lot, 58 Wright Crescent offers an exceptional opportunity to enjoy comfortable living in a peaceful, established setting. More detailsListed by PMA BRETHOUR REAL ESTATE CORPORATION INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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33 Fountainbridge Drive in Caledon: Bolton East House for sale : MLS®# W14146634
33 Fountainbridge Drive Caledon L7E 1N5
$849,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14146634
- Bedrooms:
- 4
- Bathrooms:
- 4
Priced to sell & great value in a mature pocket of Bolton! *Fully detached 2-Storey home built in an era where quality craftsmanship came first! This lovingly cared-for Bolton East home offers the solid structure, practical layout, and back-yard freedom that newer builds just can't replicate. Natural light pours across a sun-filled main level, where a bright family room and a spacious kitchen with a breakfast area both look out over your deep, fully fenced *118-foot deep backyard*. On the second level, three generous sized bedrooms offer tons of space, with the primary bedroom having its own ensuite bathroom. Complemented by a fully finished lower level featuring a 4th bedroom (or office), full bathroom, and rec space for more entertaining. Outside, host summer barbecues on the interlock patio beneath mature shade trees, and enjoy parking for six with *no sidewalk to clear. Well-kept, solid, and brimming with potential, this is your chance to move in and make it yours. *Year Built: 1985, Sq Ft Above Grade: 1512 sq ft, Roof: 2021 (approx 5 years), AC: 2012 (approx 14 years), Furnace: 2016 (approx 10 years), Windows: 2018 (approx 8 years). Pre-Home Inspection Available Upon Request. More detailsListed by REAL BROKER ONTARIO LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
Data was last updated November 5, 2026 at 07:15 PM (UTC)
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