Caledon Real Estate | Caledon Single Family Homes for Sale

Beautifully updated and move-in ready family home in Caledon's quiet, safe and highly desirable community of Valleywood. Offering approximately 2,200 sq ft above grade plus a finished basement, this bright and meticulously maintained home is perfect for first-time buyers or growing families. Freshly painted throughout, the functional layout features a combined living and dining room, an upgraded kitchen with stainless steel appliances, and a sunny breakfast area with walk-out to the patio and private backyard. Enjoy exceptional privacy with no neighbours behind, backing onto a large park with mature trees creating a peaceful natural setting. The shed has power and makes a great workshop.A standout feature of the home is the spacious separate family room located between the main and second floor, complete with soaring cathedral ceilings and a cozy gas fireplace, the perfect place for relaxing or family movie nights.Upstairs offers three generously-sized bedrooms including a spacious primary retreat with a large walk-in closet and renovated 4-piece ensuite. A second bedroom also features a walk-in closet, while the third bedroom enjoys access to a 4-piece semi-ensuite.The finished basement with separate entrance through garage side door, adds incredible living space with brand new laminate flooring, a large rec room with built-in bookcases, wet bar,second laundry room, plenty of room for entertaining, games or a home gym, plus an additional bedroom and a 3-piece bathroom.Ideally located within walking distance to parks, trails and the library, and just minutes to shopping, everyday conveniences and Highway 410 for easy commuting. Situated in the sought-after Mayfield Secondary School district, this is the perfect place to start or grow your family!

150 Royal Valley Drive, Caledon

$924,990

4 Beds ⋅ 3 Baths ⋅ W13772302 MLS

Welcome To 4 Archbury Circle, A Beautifully Upgraded, Move-In-Ready Home In Desirable South Bolton Offering Exceptional Indoor & Outdoor Living. The Inviting Main Floor Features Hardwood Flooring, Crown Moulding, Pot Lights, A Large Bay Window, Custom Staircase Wall Moulding & A Striking Fireplace Feature Wall. The Bright Kitchen Features Quartz Countertops, A Large Centre Island, Shaker-Style Cabinetry, Arabesque Backsplash, Stainless Steel Appliances, Under-Cabinet Lighting & A Walkout From The Dining Area To The Backyard. Upstairs, New Hardwood Flooring (2025) Leads To A Spacious Primary Retreat With Juliet Balcony, Walk-In Closet PLUS Wall-To-Wall Custom Built-In Wardrobe Cabinetry. The Stunning Primary Ensuite Was Completely Renovated In 2025 With Premium Riobel Matte-Black Faucet with Brushed-Gold Handles, Custom 60" Double Vanity With Onyx Wood Finish, Stone Countertop, Dual LED Backlit Mirrors, Oversized Frameless Glass Shower With Riobel Rainfall System, Recessed Niche, Linear Drain, OVE Fully Electric Smart Toilet, Designer Tile & Floor-To-Ceiling Wood-Slat Feature Wall. The Freshly Painted Finished Basement Offers A Spacious Rec Room, Additional Bedroom, Walk-In Closet, Pot Lights, Laundry Room & Ample Storage. Enjoy A Private, Fully Fenced Backyard With Poured Concrete, Landscaped Gardens & Large Raised Wood Deck With Separate Dining & Lounge Areas. Furnace & A/C Approx. 4 Years Old. Excellent Opportunity For First-Time Buyers, Families Or Downsizers, Close To Schools, Parks, Shopping, Amenities & Major Highways!

4 Archbury Circle, Caledon

$1,089,000

4 Beds ⋅ 4 Baths ⋅ W13771608 MLS

Beautiful, recently restyled, one of the BIGGEST houses on the street - 2304 sq.ft.- perfectly nestled in a very desirable location offers 4 spacious good-sized bedrooms and the rare convenience of 3 FULL bathrooms on the upper level plus a powder room on a main. A very practical layout features a modern kitchen, living and dining rooms, a cozy family room with a fireplace, and a walkout to a deck overlooking a scenic RAVINE and POND. Enjoy exceptional privacy with no rear neighbours and beautiful views of birds, geese, ducks, and nature year-round. The finished walkout basement provides valuable additional to living space, perfect for a recreation room, home office, or a growing family. Complete with a two-car garage, and a recently renovated driveway for two cars. Conveniently located near schools, parks, shopping. A wonderful opportunity to enjoy space, privacy, and nature in a sought-after community.

43 Crestridge Drive, Caledon

$2,899,000

6 Beds ⋅ 6 Baths ⋅ W13771530 MLS

Timeless elegance meets impeccable craftsmanship in this stunning Cheltenham estate. A rare find, this beautifully built 5+1 bed, 6 bath home in the sought-after Cheltenham community offers thoughtful design & exquisite details throughout. Chefs kitchen blending beauty & practicality, featuring a 48" Wolf gas range, Sub Zero fridge/freezer, Bosch dishwasher, built-in microwave, & custom quarter-sawn oak cabinetry. 5" solid white oak floors create an inviting atmosphere. The natural beauty of tumbled limestone, natural stone & marble in the kitchens, baths, & basement enhances the spaces timeless elegance, combining sophistication w/ comfort. The primary suite is a true sanctuary w/ heated floors, a spa-like steam shower, a romantic soaker tub, a spacious walk-in closet & focal fireplace. Every detail has been thoughtfully considered, from coffered ceilings in the dining room to vaulted ceilings in the family room & sunroom, adding architectural charm & grandeur. The main floor also includes a dedicated office, perfect for WFH or quiet study. Upstairs, 3 beds each w/ walk-in closets. Two share a Jack-&-Jill bath, while the 3rd has its own private ensuite creating private retreats for family & guests. Every detail, from custom millwork & extensive closet systems to solid wood doors, reflects timeless quality. Step outside to a beautifully landscaped yard, complete w/ irrigation system & a grand outdoor stone fireplace. The property boasts nearly an acre of lush grounds, with a 3-car garage plus an additional backyard workshop garage w/ a loft ideal for toys, landscape equipment & hobbies. For added versatility, theres a bright, welcoming 1-bed, 1-bath loft apartment w/ its own entrance, walk-in closet & separate laundry perfect for in-laws or rental income. The finished basement offers even more comfort w/ guest bed & bath, media & game zones, a bar, crafts room, gym, & a ton of storage, creating a warm, inviting and functional space for gatherings & daily life.

84 Kennedy Road, Caledon

$2,800,000

5 Beds ⋅ 5 Baths ⋅ W13771366 MLS

Set on approximately 15.8 acres this exceptional opportunity to acquire a distinctive, income-producing multi-residential estate in the heart of scenic Caledon. Seamlessly combining rural charm with strong investment potential, this remarkable property features 3 self-contained residential units, a detached barn, and picturesque countryside views-all located within an hour of Toronto. Ideally suited for multi-generational living, savvy investors, or those seeking a private lifestyle retreat or hobby farm, the property offers outstanding versatility and long-term value. The 4-stall barn presents endless possibilities for equestrian use, workshop space, storage, or an agri-focused lifestyle. Each residence is thoughtfully designed with its own private entrance, generous parking, and modern updates throughout, providing both comfort and independence for occupants. Enjoy the convenience of nearby amenities including hiking trails, equestrian facilities, golf courses, and local markets, along with easy access to Highways 400, 427, and 407. The grounds showcase a gated entry, a tree-lined driveway, mature landscaping, perennial gardens, and multiple outdoor living spaces including a pergola, gazebo, and expansive decks-perfect for relaxing or entertaining. Additional features include two wells, two septic systems, a 10kW auto-start backup generator, and fiber-optic internet service via Vianet to both dwellings. Recent upgrades include new roofs and windows on both homes, updated furnace and air conditioning systems, attic insulation in the main residence, and a mini-split heat pump in the guest house. A rare offering in one of Caledon's most desirable rural enclaves-move in, invest, or create your ideal country lifestyle.

14902 Mount Pleasant Road, Caledon

$869,000

4 Beds ⋅ 4 Baths ⋅ W13770806 MLS

Welcome to this charming semi-detached home in a desirable Bolton neighbourhood, offering the perfect blend of functionality, comfort, and opportunity. Thoughtfully laid out, the home features a bright and inviting main floor with a functional kitchen, comfortable living spaces, and plenty of natural light throughout. Upstairs, you'll find three well-sized bedrooms offering flexibility for a growing family, guests, or a home office. The finished basement provides valuable additional living space, perfect for a recreation room, home gym, office, or entertainment area. Step outside to enjoy the backyard, an ideal setting for summer entertaining, family gatherings, or simply relaxing outdoors. With a practical layout, generous natural light, and plenty of potential to personalize and make it your own, this home is an excellent opportunity to get into one of Bolton's desirable communities. Note: some photos have been virtually staged

88 Humbershed Crescent, Caledon

$1,399,000

8 Beds ⋅ 6 Baths ⋅ W13769634 MLS

Immaculate 3700 sq ft detached home featuring 5+3 bedrooms and 6 bathrooms, complete with a legal second dwelling unit. This stone-and-brick beauty sits on a deep lot backing onto a ravine, offering privacy and scenic views. The main level showcases upgraded porcelain tile, 9 ft ceilings, a living/dining area, and a spacious family room with a gas fireplace. The chef's kitchen includes a breakfast bar, seamless quartz countertops and backsplash, an eat-in area with walkout to the deck, and wide-plank oak-stained hardwood carried throughout with matching staircase and iron pickets. The primary bedroom offers his-and-her walk-in closets and a spa-like ensuite with double sinks, soaker tub, and separate shower; the second bedroom also features a walk-in closet. Pot lights throughout the living/dining, great room, kitchen, and exterior. A ground-floor in-law suite includes an open-concept kitchen with quartz counters, 1 bedroom, 1 bathroom, laundry, and walkout to the backyard. The legal basement apartment offers 3 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, 6 above-grade windows, and separate laundry. Additional features include electric car charger wiring and a BBQ gas line installed by the builder.

574 Queen Mary Drive, Caledon

$954,000

4 Beds ⋅ 3 Baths ⋅ W13768978 MLS

Welcome to this bright, spacious, and exceptionally functional 3-bedroom bungalow inthe highly sought-after community of Valleywood, Caledon. From the moment you stepinside, you will love the abundance of natural light and the seamless flow of the home.The main level features beautiful hardwood floors stretching across the spacious livingroom, large formal dining room, and all three bedrooms. At the heart of the home is afantastic, family-sized kitchen boasting abundant counter and cabinet space, which walksout directly to a private deck and yard-making it absolutely perfect for entertaining andsummer BBQs. The primary bedroom serves as a peaceful retreat, complete with its ownprivate 4-piece ensuite. For added convenience, the 2-car garage offers direct, seamlessaccess right into the home.Downstairs, the fully finished basement completely doubles your living space and feelsincredibly bright thanks to large windows that let in tons of natural light. This massive,open-concept area is fantastic for many different options, whether you need an in-lawsuite, multi-generational living, or the ultimate recreation hub. It comes fully equippedwith a second kitchen featuring a gas stove, a cozy gas fireplace in the large great room,an additional washroom, and a dedicated office space that could easily serve as a 4thbedroom.Perfectly situated for effortless commuting, this property offers unbeatable access toHighway 10 and Highway 410, alongside easy public transit connections. It is alsoideally positioned between major healthcare facilities, offering quick and convenientproximity to both Brampton Civic Hospital and Headwaters Health Care Centre inOrangeville. This versatile Valleywood gem truly has it all!

34 Kirkwood Crescent, Caledon

$2,795,000

4 Beds ⋅ 3 Baths ⋅ W13768664 MLS

Welcome to 15 Caledon Mountain Drive, a one-of-a-kind, turn-key, country retreat set on 3.3 private acres in the charming village of Belfountain. Tucked away in the sought after Caledon Mountain Estates. This beautifully reimagined home offers over 4000 Sq Ft of finished living space which was completely gutted and extensively renovated by Caledon Build In 2020. Blending modern design with the tranquillity of its natural surroundings. The thoughtfully designed interior features Canadian-made engineered hardwood flooring, a custom kitchen with Fox Custom Woodworks and new high-end integrated appliances, and bright, spacious principal rooms designed for everyday living and entertaining. Major 2020 improvements include a new metal roof, Marvin windows (lifetime warranty), exterior brick and Maibec siding, all new insulation, kitchen, flooring, bathrooms, extensive landscaping and more. Outdoors, enjoy your own private backyard oasis surrounded by mature trees and expansive green space, complete with an in-ground pool by Solda Pools (2019). Tucked away at the back of the property, with it's own private driveway, is a separate freestanding studio featuring an expansive main level, loft-style upper space, balcony, and 2-piece washroom - ideal for a creative studio, home office, gym, or additional recreational space. A 2 car garage and a newly paved oversized driveway provide ample parking. Nestled in the heart of Belfountain, only minutes to local cafes and butcher shops, the town of Erin, Caledon Ski Club, Pulpit Club Golf courses, TPC at Osprey Valley and so much more! This exceptional property offers tranquility, privacy and country living while remaining close to the village, conservation areas, trails, parks, local shops and dining, dnd convenient commuter routes connecting to Caledon and the GTA. Under 40 minutes to Pearson Airport.

15 Caledon Mountain Drive, Caledon

$2,499,000

4 Beds ⋅ 4 Baths ⋅ W13768554 MLS

Escape to a home that truly understands the meaning of "space." Situated on an expansive lot, this custom-built masterpiece offers over 3,500 square feet of thoughtfully designed living area. This isn't just a house; it's a lifestyle upgrade for families who want room to breathe without sacrificing modern convenience. The heart of the home features a stunning open-concept floor plan that manages to feel incredibly cozy despite its grand scale. Flooded with natural light through large, picturesque windows, the main level is designed for effortless connection. This home includes a rare, dedicated Arts and Crafts room-perfect for a home studio, classroom, or hobby space plus a 3-car garage with enough parking for the whole extended family. Whether you're hosting a holiday dinner or enjoying a quiet evening by the fire, the "dreamy country" aesthetic provides a warm, timeless backdrop.

13905 Kennedy Road, Caledon

$979,990

4 Beds ⋅ 3 Baths ⋅ W13768340 MLS

LISTED MLS Pricing is PURCHASE PRICE NET OF HST REBATE ** If Qualified and applicable. Inventory Home Quick Move In Ready 30-60 Days. 4 Bedroom, 2.5 Bathroom, Hardwood Throughout, Smooth Ceilings, Potlights, Stone Counters, ** No Sidewalk and backing onto field of future school.

12 Damara Road Unit Lot 80, Caledon

$1,599,000

7 Beds ⋅ 6 Baths ⋅ W13768250 MLS

Showstopper! Welcome To This Fully Upgraded Corner Home In A Prime Caledon Location, Offering3,224 Sq. Ft. Of Above-Grade Living Space Plus Two Finished Basement Apartments. With Over$350K Invested In Upgrades, This Home Features A Striking Stone And Brick Exterior, Approximately $90K In Professional Landscaping, And Full Interlocking Across The Front, Around The House, And Throughout The Entire Backyard. The Large Rear Deck And Front Porch Feature Glass Railings, While Exterior Pot Lights Add Beautiful Curb Appeal. The Bright, Spacious Interior Offers 9-Ft Ceilings On The Main Floor, Smooth Ceilings, Pot Lights & California Shutters Throughout, Large Windows, And An Abundance Of Natural Light. No Carpet Anywhere, With Hardwood Flooring And Wood Staircases Throughout, Including Both Staircases. The Upgraded Two-Tone Kitchen Features Upgraded Countertops, Upgraded Backsplash, And An Upgraded Custom Range Hood. Additional Main-Floor Highlights Include A Formal Dining Room And Gas Fireplace. The Primary Bedroom Offers Two Walk-In Closets And A 5-Piece Ensuite, While Every Additional Bedroom Upstairs Features Ensuite Access. Approximately $100K Was Invested In The Finished Basement, Complete With A $15K Separate Side Entrance From The Builder. The Basement Includes One 1-Bedroom Apartment And One 2-Bedroom Apartment, Each With A Separate Kitchen, Full Bathroom, And Laundry. A Double-Car Garage And 6 Car Driveway Provide Parking For 8 Vehicles. A Beautifully Finished, Move-In-Ready Home Offering Luxury, Space, And Versatility Inside And Out. **Legal Basement Apartment**

1 Breckonwood Street, Caledon

$3,450,000

6 Beds ⋅ 5 Baths ⋅ W13767138 MLS

The Beech House stands well back on 2.55 wooded acres, screened from the road. A modern house of more than 4,000 square feet, rebuilt from the studs out to the tree line - over a million dollars of renovation since 2020. A planted courtyard leads to an entry walled in glass. Inside, an open staircase climbs beneath an atrium that pours daylight into the centre of the house. The kitchen anchors the main floor with a long centre island, wall ovens and a sunlit breakfast area. The living room lies beyond, opening to a screened-in covered porch with a pizza oven. A few steps down, the sunken family room. Set on its own, a formal dining room with bar. Three bedrooms occupy the main level, one with a private ensuite - a full life on one floor, should it suit. Above, the primary suite: banks of closets, a spa ensuite with double vanities, freestanding soaking tub and separate shower, and a private balcony in the treetops. A fifth bedroom completes the level. Engineered hardwood and tile throughout; two baths heated underfoot. The grounds are the revelation. A stone terrace runs along the back of the house, with a pergola for long dinners at one end and a hot tub, cold plunge and barrel sauna tucked into the trees. Stepping stones cross the lawn to a circular fire pit terrace. Past the gardens, at the far edge of the lawn, a pond with a fountain sits against the woods. Above the detached garage, a self-contained guest suite with its own entrance: bedroom, bath, living room, dining area and kitchen which is turn-key and furnished. For those tempted to take the look along with the house, select furnishings can be available for purchase. The essentials are handled - furnace 2025, house A/C 2021, guest suite A/C 2026, Culligan UV, softener and reverse osmosis, insulated crawl space, EV charger compatible outlet, Lorex cameras, driveway 2024, culvert 2026. Minutes from Orangeville and the Caledon trails, and quiet the moment you turn in off the road.

3285 Beech Grove Side Road, Caledon

$829,000

3 Beds ⋅ 2 Baths ⋅ W13766884 MLS

Welcome to 8 Schaefer Place, a well-maintained detached home located on a quiet family-friendly court in desirable Bolton. This bright and inviting home offers 2+1 bedrooms and 2 full bathrooms. The main floor features a spacious living room with hardwood flooring and a bright eat-in kitchen. The large primary bedroom includes a walk-in closet, new broadloom and overlooks the backyard. This home comes complete with a fully finished basement with high ceilings and above grade windows. This additional living space includes a large family room featuring a gas fireplace, a second bedroom with double closet, a full 4 piece washroom, 2nd office or craft room and a large utility room with ample storage. Step outside to a fully fenced backyard with an interlock patio, mature landscaping, and a garden shed. An oversized garage offers plenty of room for parking and storage. Conveniently located close to schools, parks and modern recreation centre. Move-in ready and full of potential.

8 Schaefer Place, Caledon

$3,200,000

4 Beds ⋅ 3 Baths ⋅ W13766840 MLS

Set on 43+ acres with mature trees, open lawns, perennial and vegetable gardens, flagstone patios, and a large stream-fed pond, this exceptional country estate offers timeless character in a highly desirable setting. The circa-1900 stone residence, with a Napier Simpson addition, offers approximately 4,000 sqft of living space with 4 bedrooms, 2 bathrooms, generous principal rooms, tasteful finishes, and preserved historic details throughout. Additional features include an inground pool, a 2.5 car 2 storey coach house with a 1 bedroom studio suite, bank barn and detached garage/storage building. A rare offering with privacy, history, and true estate property appeal. This wonderful property is just minutes from all things' country and conveniently under an hour to the airport and city.

15668 Shaws Creek Road, Caledon

$1,499,000

4 Beds ⋅ 3 Baths ⋅ W13766052 MLS

Welcome To Your Forever Home with 3650 Sq.ft total living space. Discover The Perfect Blend Of Country Charm, Modern Luxury And Tranquility In This Beautifully Renovated 3+1 Bedroom Ranch-Style Bungalow, Set On Approximately 1.85 Acres With A Private Pond And Directly Backing Onto The Caledon Trailway. Surrounded By Nature And Offering Exceptional Privacy, This Rare Property Is Truly One Of A Kind.Step Inside To A Bright, Spacious And Thoughtfully Updated Interior Featuring Stylish Finishes, Pot Lights And Large Windows Throughout, Allowing An Abundance Of Natural Light To Fill The Entire Home. The Gorgeous Kitchen Is Designed For Both Everyday Living And Entertaining, Featuring Quartz Countertops, A Centre Island, Stainless Steel Appliances, Pot Lights And A Convenient Combined Breakfast Area. The Separate Living Room Is Bright And Inviting, While Spacious Bedrooms With Custom Closets Offer Comfortable And Functional Retreats For The Entire Family.The Finished Basement Provides Valuable Additional Living Space And Features Laminate Flooring, Skylight And Pot Lights, Making It Perfect For A Family Room, Recreation Area, Home Office, Gym Or Entertainment Space.Extensively Updated With Numerous Recent Improvements, Including Iron Filter And Heat Exchanger (2026), Well Water Pump (2025), Sump Pump (2024), Water Softener (2020), Septic Bed (2021), Paved Driveway (2021), Interlocking At The Front Of The Home, Patio (2021), Gutters, Soffits & Fascia (2021), All Doors & Windows (2021) And Garage Doors (2021).Enjoy Outdoor Living At Its Finest With Expansive Grounds, A Private Pond, A Beautiful Backyard Gazebo And Direct Access To The Caledon Trailway. A Truly Exceptional Property Offering Space, Privacy, Modern Updates And An Unparalleled Natural Setting. Move In, Unwind And Enjoy The Peaceful Country Lifestyle You've Been Waiting For!

16072 The Gore Road, Caledon

$1,208,000

4 Beds ⋅ 3 Baths ⋅ W13765494 MLS

One of Bolton's best kept secrets. Drive into a quiet cul-de-sac of well kept homes and spacious lots with mature trees. A quaint enclave walking distance to park and schools. Sunlight beams through the picture windows that overlook the beautiful gardens. Enjoy two separate outdoor spaces-patio off the living room or the deck + greenspace off the dining. Come home into the foyer that overlooks open to above dining room with wainscotting and farm beams ceiling. Modern kitchen with island, caesarstone counters that overlook sitting room with quartz counter and bar fridge for your morning coffee. All bedrooms are spacious with B/I shelves. Second floor washroom with custom tilework. This home is an absolute gem of a find.

336 Dingle Court, Caledon

$899,900

3 Beds ⋅ 2 Baths ⋅ W13765474 MLS

Welcome to 1537 Queen St E, a charming mid-1860s home in the heart of Alton on a 10,495 square-foot (0.241 acre) lot. This 3-bedroom + den, 2-bath home offers an open-concept main floor with an updated kitchen, living and dining areas, main-floor primary bedroom and laundry. Hardwood flooring, a rear deck and fully fenced, treed lot add to the home's character and function. The detached 2-car garage is heated, powered and equipped with an EV charger, creating flexible space for a home gym, office, workshop, studio or hobby space in addition to vehicle parking. For golf lovers, this home is just minutes from Tournament Players Club, TPC Toronto at Osprey Valley, Canada's only TPC Network property, host of the RBC Canadian Open in 2025 and 2026, returning in 2027. Outdoor recreation is close to home. Shaw's Creek winds through Alton within walking distance, while nearby Upper Credit Conservation Area offers trails, forests, wetlands and meadows. Caledon Ski Club is ~10-minute drive, offering skiing, snowboarding and other four-season recreation. Close to Alton Public School, Alton Mill Arts Centre, Millcroft Inn & Spa, local shops and cafés, with Orangeville just minutes away. A character-filled home with a large private lot, flexible bonus space and access to some of Caledon's best golf, trails, skiing and village amenities.

1537 Queen Street E, Caledon

$2,498,000

5 Beds ⋅ 3 Baths ⋅ W13764100 MLS

Private 24.9 acres across from the Paintbrush Golf Course, positioned high on Caledon's Escarpment, this custom, architect-designed 4+1 bed, 2.5 bath has beautiful curb appeal on a park-like, idyllic setting and features country views from every window, sun all day in the south-facing backyard & in-ground pool, rolling hiking trails w/ nature in abundance (turkey, deer, songbirds), and Toronto city skyline views beyond the mature trees. The main level features oak-pegged flooring & crown moulding. Living w/ French doors & wood-burning fireplace framed w/ a pine hearth & surround. Bright & spacious two-toned Kitchen is warm & inviting, w/ granite c-tops, travertine b/splash, center island w/ b-bar is open to the Family w/ a propane gas fireplace, south-facing views, and a sliding-door walk-out to the pro-landscaped pool & patio area. The Primary features an elegant 5-piece ensuite w/ pocket door, skylights, in-floor heating, a glass shower, bidet, soaker tub & long country views. If you look closely, you may even spot the CN Tower through the trees in the distance! Bedrooms 2, 3 and 4 have closets, enjoy beautiful views & share a 4-piece bathroom w/ skylights. Bedroom 5 is in the partially fin bsmt. A Breezeway/Mud rm offers additional access to the home & backyard. It leads to an unfin/uninsulated rm w/ garage access, with potential for workshop, gym, storage or bonus rm! Daikin Heat pump (2020). Enjoy local quaint restaurants, arts centers, craft breweries, farmer's markets, coffee shops, nearby conservation areas, the Caledon Trailway, the Bruce Trail (across the street!), and the Caledon Ski Club. For golf enthusiasts, this property is steps to the Paintbrush, 10 mins to the Pulpit Club, and is 20 minutes to the TPC Toronto at Osprey Valley. There is paved road access to major arteries for ease in commuting to the city or to the north. Enjoy being a 5-min drive to Caledon East, 20 mins to Orangeville & a 1-hour drive to TO. A wonderful central location!

4845 Escarpment Side Road, Caledon

$1,329,900

4 Beds ⋅ 3 Baths ⋅ W13763252 MLS

Welcome to this masterfully designed property in the heart of Palgrave, where timeless character meets uncompromising modern luxury. Enjoy absolute maintenance free comfort from the fresh stucco exterior & steel roof to the heated, patterned-concrete driveway, walkways & patios & a lush front lawn, putting green, & low-maintenance artificial turf, plus electronic entry gate with parking for 10-12 vehicles. Step through the substantial solid entry door into this beautiful 3+1 bedroom home, a warm, open-concept main floor washed in hardwood flooring. A custom chef's kitchen anchors the space with granite counters, stainless appliances, a gas range & a separate island. The dining area flows to the backyard oasis, while the main-floor family room and custom 3-piece bath open through custom sliding glass fully opening doors lead onto your private outdoor retreat. Upstairs, a charming primary suite with spa-inspired ensuite, two additional bedrooms, and a second 3-piece bath, plus laundry. Each bedroom with independent comfort thanks to a dedicated heat pump. A fully finished basement with private entry walk-up boasts a great room, bedroom and functional mechanical room all offering valuable additional living space. Outside is where this property truly shines: a fully fenced large private yard centred on a saltwater, cement in-ground pool with waterfall feature, artistic concrete, and turf surrounds, a gazebo bar with swings, and awnings for shaded lounging. A heated, insulated double garage/shop with loft storage, reached by an industrial folding staircase, houses the pool's mechanical systems and heating for the patterned concrete, all offers a rare workshop or storage solution. Complete with a whole home Generac Generator and Ubiquity security cameras, a Tesla EV charger & so much more. Just steps to Palgrave's charming main street, the Caledon Trailway, Palgrave pond & the tennis club.This is an extraordinary opportunity with bespoke customization at every turn!

19 Birch Avenue, Caledon

$2,299,999

4 Beds ⋅ 5 Baths ⋅ W13762806 MLS

A masterfully designed turnkey estate in prestigious Palgrave, this exceptional residence embodies timeless elegance and uncompromising luxury while offering the perfect balance of peaceful estate living just a short drive from the city. Showcasing thousands invested in premium interior finishes and professional landscaping, this is a true turnkey property where every detail has been thoughtfully curated. From the chef-inspired kitchen appointed with Wolf and Sub-Zero appliances to the soaring 10-foot ceilings, extra-height basement, exquisite coffered ceilings, and custom wainscoting throughout, every space exudes quality and sophistication. Designed to accommodate refined entertaining and multi generational living, the home features two designer kitchens and two full laundry rooms. Outside, a private resort inspired oasis awaits with a saltwater pool, a spectacular glass-enclosed pavilion with folding doors and windows, an outdoor bar and bathroom, elegant interlock walkways, a flagstone front porch, professionally landscaped grounds with a full irrigation system, and an impressive circular driveway that creates a grand arrival. Complete with a whole-home backup generator and water softener, this exceptional estate is truly move in ready simply collect the keys and begin enjoying the luxury lifestyle you've been waiting for. As an added bonus, enjoy peace of mind with a complimentary 1-Year Home Warranty covering all household appliances.**Terms and conditions apply.

13 Doctor Reynar Road, Caledon

$1,799,000

4 Beds ⋅ 4 Baths ⋅ W13761862 MLS

Live the waterfront lifestyle year-round-just 30 minutes from the GTA! Set on 2.36 private acres with over 300 ft of shoreline on exclusive Green Lake, this exceptional full-time residence delivers the feel of Muskoka without the long drive. Green Lake is a private, spring-fed lake with crystal-clear water, depths of approx. 60 ft and trout and bass-perfect for swimming, boating, fishing and four-season enjoyment. The impressive post-and-beam log home blends timeless character with everyday comfort, creating a warm and inviting retreat designed for full-time living. A heated and insulated detached garage/workshop, charming guest log bunkie with full foundation and 3-pc bath, plus a backup generator add flexibility and peace of mind. Outside, professionally landscaped grounds and flagstone walkways lead to a spectacular lakeside setting complete with private sandy beach, gazebo, dock and outdoor kitchen-ideal for summer entertaining, quiet mornings by the water and unforgettable evenings under the stars. Just minutes from TPC Toronto at Osprey Valley, The Pulpit Club, Caledon Ski Club and miles of scenic trails, this property offers the rare combination of privacy, recreation and convenient access to the city. More than a weekend escape, 143 Green Lake Rd is a true year-round home where every season brings something to enjoy and generations can gather for years to come.

143 Green Lake Road W, Caledon

$3,950,000

6 Beds ⋅ 5 Baths ⋅ W13761544 MLS

Among the finest homes in Caledon. Set high on a hill across nearly 14 acres, surrounded by mature forest, where wild English gardens meet the clean, sharp lines of a gorgeous modern farmhouse. Private, and entirely its own. Completed in 2022 and built to hold the light and the landscape in equal measure. At the centre of the home, an open-concept kitchen, living and dining space anchored by a statement fireplace and wrapped in floor-to-ceiling corner windows that pull the forest inside from sunrise to last light. The kitchen balances marble, warm wood tones and custom detailing with luxe Fisher & Paykel appliances. A beautiful pantry and custom wine room sit just beyond. Views from nearly every room. The ideal family home. A handsome home office with custom built-in bookcase and rolling ladder, perfect for working from home. Off the kitchen, a mudroom and laundry connect to the two-car garage, with a dedicated dog wash. Upstairs, the primary reads as its own wing. Walk-out balcony, generous walk-in closet, five-piece spa-like ensuite. Designed with the ever-growing family in mind, the floor plan offers 4+2 bedrooms and 5 bathrooms, every bedroom with its own ensuite, and a main floor play room with the flexibility to become a co-primary suite. Below, a full basement with oversized window wells that bring daylight right through the lower level. Newly landscaped with professionally designed gardens and plantings, irrigated throughout. A fully fenced backyard made for dogs, kids and long summer nights. A handcrafted Sip Sauna, built to traditional Finnish standards, sits alongside a wood-burning hot tub overlooking the lush lawn. The ideal weekend escape, without leaving home. A modern farmhouse with the soul of a country house, and the craftsmanship to match.

3045 Highpoint Side Road, Caledon

$898,000

5 Beds ⋅ 4 Baths ⋅ W13761288 MLS

Welcome home to 13 Silvervalley Drive, tucked into a family-friendly street in beautiful Bolton North! This rare 4-bedroom semi-detached beauty sits proudly on a corner lot, filling the home with extra windows and natural light, and offering a fenced yard that's just as inviting outside as it is in. With approximately 1,800+ sq ft on the upper levels plus a fully finished basement suite, there's room here for everyone to spread out and settle in. Step inside to an open-concept main floor made for everyday living and easy entertaining. The family room, warmed by a cozy gas fireplace, flows into the dining room, while the spacious, modern kitchen impresses with stainless steel appliances, a breakfast area, and a walk-out to the patio and yard, perfect for morning coffee or summer barbecues. A main-floor office/den rounds things out, ideal for working from home or as a quiet reading nook. Upstairs, you'll find 4 bedrooms, including a generous primary retreat complete with a walk-in closet and a 4-piece ensuite bath. Stacking laundry on this level means no more hauling baskets up and down stairs. Downstairs offers real flexibility: a fully finished basement suite with its own separate entrance through the garage, featuring a comfortable living area, full kitchen, bedroom, 3-piece bath, and laundry - perfect for extended family, guests, or income potential. Rounding out this functional and clean home is a single-car garage and a wonderful North Hill Bolton location on a welcoming, family-friendly street. A genuinely well-laid-out home that's move-in ready and waiting for you to call it yours!

13 Silvervalley Drive, Caledon

$2,144,000

5 Beds ⋅ 4 Baths ⋅ W13747140 MLS

Timeless Character, Exceptional Space & 2 Acres of Privacy. Discover the possibilities in this stately, all-brick residence, thoughtfully designed and built by its original owners. Offering over 5,000 sq. ft. of living space, this substantial home features a spacious, exceptionally well-planned layout with a natural flow that provides an ideal foundation for a seamless modern update. The main level features a welcoming family room with a striking marble fireplace and walkout to the deck, overlooking the expansive backyard. Upstairs, four generously sized bedrooms include a primary retreat with its own marble fireplace and a large ensuite, currently roughed-in and ready for completion to suit your vision. The lower level adds even more versatility, with a walkout to the breathtaking, park-like two-acre property, offering an incredible sense of privacy, serenity, and connection to nature. A fifth bedroom and bathroom on this level provide excellent space for guests, extended family, additional living accommodations. A lovely, updated lower-level kitchen provides the perfect foundation for a potential in-law suite or additional living space. While this home requires renovation and modernization, the underlying quality, generous proportions, thoughtful floor plan, and extraordinary setting present a rare opportunity to create something truly special. And then there's the location. Just minutes from Caledon East, you'll enjoy easy access to local amenities, schools, parks, the recreation centre, arena, swimming pool, shops, and more - all while coming home to your own private two-acre retreat. A remarkable opportunity to transform a solid, spacious family home into your dream estate in one of Caledon East's most desirable settings.

11 Prince Andrew Drive, Caledon

$1,769,000

5 Beds ⋅ 4 Baths ⋅ W13760726 MLS

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 all floors and a beautiful family room. Enjoy a huge private backyard featuring a sauna, hot tub, gazebo, entertainer's deck, mature trees, and a pond-perfect for relaxing or hosting.Ideally located minutes to Caledon Village and Orangeville, with easy access to Hwy 10 and Hwy 9 for convenient commuting (approx. 45 minutes to Toronto), plus nearby GO bus connections toward Brampton GO/Union. Close to local shops, dining, essential services, and surrounded by Caledon's scenic trails and outdoor recreation. 200-amp service. A rare opportunity to enjoy privacy, space, and convenience in one exceptional property !!

9 Elite Road, Caledon

$1,849,000

4 Beds ⋅ 3 Baths ⋅ W13760370 MLS

Tucked away in one of Caledon's most picturesque countryside settings, this enchanting custom built home spans approx4500sqft situated on 7 acres. A fully insulated 1200sqft garage/workshop with loft space provides exceptional flexibility for car enthusiasts, hobbyists, or additional storage. With Orangeville, Erin and Caledon Village a short drive away this property combines rural tranquility with exceptional amenities. The home blends character, architectural significance, and natural beauty into an offering unlike anything else on the market. From the moment you arrive, the home's storybook presence captivates, with a stunning wraparound porch, soaring cedar-clad ceilings, expansive skylights, wood- burning fireplace and an open-concept design. Rich in history, the home showcases beautifully restored beams and posts reclaimed from an 1854 barn in King Township, creating the charm and grandeur of a classic barn interior while offering all the comforts of modern living.Thoughtfully designed layout is ideal for both entertaining and family living. The serene primary retreat offers a magical experience, allowing you to gaze at the stars from the comfort of your bed. Additional bedrooms feature vaulted ceilings, while the versatile third-floor loft is perfect as a guest suite, home office, studio, or children's retreat. Outside, the remarkable grounds offer the perfect balance of open green space and private woodland trails. Ideally situated near TPC Toronto at Osprey Valley, the Caledon Ski Club, premier equestrian facilities, extensive cycling and hiking trails, and local favourites such as GoodLot Farmstead Brewing Co. The new 413 highway will significantly increase the accessibility to the City and beyond. Excellent schools in Belfountain and Alton further enhance its appeal. A rare opportunity to own a truly distinctive estate where history, nature, and modern comfort come together in perfect harmony.

19555 Shaws Creek Road, Caledon

$1,299,900

6 Beds ⋅ 4 Baths ⋅ W13759952 MLS

2697 Sq Ft As Per Mpac!! Come & Check Out This Fully Detached Luxurious Home Built On 36 Ft Wide Lot, Showcasing A Premium Stone & Stucco Elevation. Comes With Finished Legal Basement Registered As Second Dwelling With Separate Entrance. Bright Open Concept Layout On The Main Floor Featuring Separate Living & Dining Rooms. Upgraded Modular Kitchen Is Equipped With Quartz Countertop, S/S Appliances & Breakfast Area W/O To Yard. Second Floor Offers 4 Spacious Bedrooms, Including A Primary Bedroom With Ensuite Bath & Walk-In Closet. Finished Legal Basement Features 2 Bedrooms, Kitchen, Full Washroom & Separate Laundry. Ideally Located In A Family-Friendly Neighborhood, Close To Schools, Parks, Public Transit, Shopping & All Essential Amenities.

15 Speckled Alder Street, Caledon

$799,999

3 Beds ⋅ 4 Baths ⋅ W13758970 MLS

Welcome to 65 Ironhorse, an exceptional family home nestled on a quiet, tree-lined crescent in one of Bolton's most sought-after neighbourhoods. Offering outstanding curb appeal and a fully finished interior, this meticulously maintained residence showcases true pride of ownership with quality craftsmanship and thoughtful upgrades throughout. The bright, functional floor plan is ideal for growing families and professionals looking for a great investment, this home leaves nothing untouched from basement to attic every inch of this property has been updated and serviced ideal for buyers looking for peace of mind and luxury on a day to day level, and a walkout to an oversized west-facing patio-perfect for entertaining or relaxing in the sunshine. The spacious primary suite offers a walk-in closet and a private four-piece ensuite, while three additional bathrooms provide comfort and convenience for family and guests. Recent improvements include a brand new kitchen, new flooring throughout, an updated staircase with elegant wrought iron pickets, finished basement, and new front steps with railings. Outside, enjoy a fully fenced backyard, interlocking walkway, and easy access to scenic forest walking trails and Adam Wallace Memorial Park. Families will appreciate being just a short walk from St. Nicholas Catholic Elementary School and only minutes from the shops, restaurants, and amenities of downtown Bolton. This move-in-ready home truly has it all-don't miss your opportunity to make it yours. Act now before it's gone!

65 Ironhorse Crescent, Caledon

$1,199,000

4 Beds ⋅ 2 Baths ⋅ W13758914 MLS

Welcome to Hilltop Drive. One of Caledon East's most desirable communities. This beautifully updated 4-level side-split offers the ideal blend of modern style, space, and functionality. Featuring four bedrooms and four distinct living levels, this home has been thoughtfully designed to accommodate every stage of family life. At the heart of the home is the stunning renovated kitchen, showcasing an impressive 5' x 9' island, modern cabinetry, stainless appliances, a temperature-controlled wine fridge, abundant storage, and stylish finishes throughout. The adjoining family room is bright and inviting, complete with a walk-out to the patio that seamlessly blends indoor and outdoor living. The upper-level features three spacious bedrooms and a beautifully renovated 4-piece bathroom. On the lower level, you'll find an additional family room with a second walk-out to the yard, a renovated 3-piece bathroom, a fourth bedroom, and a generous laundry room, offering the perfect setup for growing families, multi-generational living, or welcoming overnight guests. The finished fourth lower level provides even more versatile space, with another cozy family room, a beautiful wet bar and seating area, and an abundance of storage space. Summers just got better as you enjoy your own private backyard oasis, surrounded by mature trees, extensive stonework, large garden shed, exceptional privacy, and a beautiful saltwater pool - the perfect setting for entertaining family and friends. Don't miss this incredible opportunity to call this exceptional Caledon East property your forever home!

25 Hilltop Drive, Caledon

$899,000

3 Beds ⋅ 4 Baths ⋅ W13758850 MLS

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.

3 Manorwood Court, Caledon

$899,900

3 Beds ⋅ 3 Baths ⋅ W13758842 MLS

Welcome to 27 Kearny Avenue, a beautiful 3-bedroom, 3-bathroom semi-detached home in the master-planned, family-focused community of SouthFields Village. Offering 2,034 sq. ft. of thoughtfully designed living space, this home combines generous proportions, exceptional functionality and an inviting sense of flow. Step inside through the welcoming foyer and discover an exceptionally well-laid-out main floor, featuring distinct formal living and dining spaces, plus a generously sized family room adjacent to the beautifully upgraded kitchen and breakfast area. Designed for both everyday living and effortless entertaining, the open and versatile layout makes excellent use of every square foot. Upstairs, you'll find three spacious bedrooms, including a truly impressive primary retreat featuring a large walk-in closet and private ensuite. Two additional well-proportioned bedrooms offer plenty of flexibility for family, guests or a home office. A convenient walk-in laundry room on the upper level adds an everyday luxury that makes household routines just a little easier. Outside, the beautifully landscaped backyard offers an expansive deck - the perfect setting for summer dining, morning coffee or relaxing evenings with family and friends. Beyond the property itself, the location is equally compelling. Ideally located just steps from the SouthFields Community Centre, parks, playgrounds and neighbourhood trails, this home puts an incredible range of family-friendly amenities right at your doorstep. Enjoy the best of both worlds with easy access to Highway 410, Mayfield Road and Kennedy Road, making commutes to Brampton, Mississauga and the broader GTA a breeze, while still enjoying the more relaxed, green surroundings of Caledon. Thoughtfully designed, beautifully maintained and perfectly positioned - 27 Kearny Avenue offers the space, comfort and lifestyle you've been looking for.

27 Kearny Avenue, Caledon

$1,398,000

5 Beds ⋅ 4 Baths ⋅ W13757264 MLS

Your DREAM home awaits you! Welcome to 59 Paisley Green Avenue, a true masterpiece, nestled on a sought-after, picturesque, street, in the heart of prestigious Caledon East, walking distance to Greer Park, schools, community recreational & sports facilities, trails & downtown core! This breathtaking home,which features 4 large bedrooms has approx.3400 sqft of exquisitely finished living space,and has been recently renovated with over 200K worth of high-end, designer upgrades and finishes, and features the absolute best of style and function! The double door entry leads to a fabulous,sought after bright-open-concept layout! You'll be impressed, with the custom features and attention to detail including:8"x42" porcelain from Spain & 24"x48" porcelain, custom wainscotting, 9Ft ceilings, pot-lights, Hunter Douglas blinds & closet organizers, elegant light fixtures, hardware & large windows! Fall in love with your custom & dreamy Chef's Kitchen, which could easily be featured on any home-design show or magazine! The showstopping kitchen has been meticulously crafted, & features high-end built-in appliances & cabinetry, MSI Quartz counters & back-splash, a stunning 88"x 52" island w/Quartz, modern hardware & fixtures, pot-filler & pot drawers, custom range hood, hidden appliance garage, & coffee bar! Walk-out to a large deck that overlooks the beautifully landscaped backyard, ideal for entertaining! The main floor features a custom laundry room/pantry with entrance to double garage & versatile walk-in coat room w/ B/I organizers! The 2nd level features high-end engineered hardwood floors,4 large bedrooms, w/huge primary bedroom w/2 closets & large luxurious 5Pc ensuite w/quartz counters! The grand upper bathroom with quartz and ample storage. The lower level is spectacular!It boasts 2nd open concept family room w/fireplace, custom kitchen w/quartz counters,a gym/room,full 3Pc bathroom, storage room & cold cellar!A MUST SEE! Turn-key-move-in ready! Book your showing today!

59 Paisley Green Avenue, Caledon

$5,995,000

5 Beds ⋅ 5 Baths ⋅ W13756116 MLS

Discover That Form A Private Paradise, This Stunning Property Boasts Over 10,000 Square Feet Of Gorgeous Living Space On Almost 25 Acres Of Prime Land. Lovingly Cared For And Kept in Perfect Shape, This One-Of-A-Kind Home Mixes Classic Charm With Timeless Beauty. Step Inside To Enjoy Top-Notch Woodwork, Warm Solid Walnut And Cherry, And High Ceilings That Make Every Moment Feel Magical. Huge Floor-To-Ceiling Windows Fill The Rooms With Sunshine, Smoothly Leading Out To A Massive Terrace From The Main Bedroom, Living Area, Dining Space, And Prep Kitchen. Treat Yourself To The Pro Chef's Kitchen, Complete With A Classic Pizza Oven Ready To Impress Your Friends And Fire Up Amazing Meals. A Whole Floor Built For Fun And Games, Flowing Right Into A Backyard Oasis Like Your Own Private Resort, Full Of Endless Chill Vibes And Joy. The Smart Design Keeps Everything Flowing Easily, Plus There's A Separate Workshop And Lush Garden. Drive Through The Grand Gates, And Those Tall Trees Welcome You With A Peaceful Hug That You'll Never Forget. This Isn't Just A House It's A Smart Investment And The Ultimate Blend Of Cozy Indoor Luxury And Dreamy Outdoor Living. Grab This Once-in-A-Lifetime Chance To Dive Into Pure Bliss Book Your Private Showing Today And Walk Into A World Of Total Wow!

18387 The Gore Road, Caledon

$1,399,900

4 Beds ⋅ 4 Baths ⋅ W13755670 MLS

Rarely does a property of this calibre become available, where traditional elegance and contemporary design come together so beautifully. Filled with natural light and timeless charm, this impeccably maintained detached brick home is nestled on a quiet cul-de-sac in the highly sought-after Bolton community.Strawberry Hill Court is regarded as one of Bolton's most desirable streets, surrounded by nature, ravines, scenic trails, and an abundance of tranquility. Offering approximately 4,200 sq. ft. of living space, this exceptional family home features four generously sized bedrooms and an inviting, thoughtfully designed layout.The main floor showcases 9-ft ceilings and a bright, open-concept design ideal for both everyday family living and entertaining. Enjoy breathtaking views of the picturesque backyard from the sun deck, complete with mature trees and spectacular sunsets.Step outside to your own private backyard oasis, featuring an inground saltwater pool, outdoor bar, gas fire pit, and beautifully finished patterned concrete. Professional landscaping throughout the exterior enhances the home's exceptional curb appeal and creates a resort-like setting.Conveniently located close to schools, parks, shopping, dining, and entertainment, with the 427 extension approximately 15 minutes away. A rare opportunity to own a beautifully appointed home in one of Bolton's most desirable locations.A truly exceptional family home designed to be enjoyed for years to come. Don't miss this opportunity!

43 Strawberry Hill Court, Caledon

$1,399,000

6 Beds ⋅ 4 Baths ⋅ W13755100 MLS

Welcome to this beautifully upgraded family home, perfectly positioned on a premium corner lot in one of Bolton's most desirable neighbourhoods. Offering an impressive combination of space, style and functionality, this move-in-ready residence features 4 spacious bedrooms above grade plus 2 additional bedrooms in the newly finished basement, providing exceptional flexibility for growing or multi-generational families. The home showcases 4 beautifully renovated bathrooms with elegant marble finishes, hardwood flooring throughout the principal living areas and most bedrooms, and a bright, thoughtfully designed layout filled with natural light. The formal living room is highlighted by a sophisticated coffered ceiling and large picture window, while the separate dining room creates an inviting setting for entertaining. At the heart of the home is the stunning custom-built kitchen, featuring sleek modern cabinetry, porcelain surfaces, an oversized centre island and premium appliances, including an impressive professional-style 8-burner double-oven range. The adjoining family room offers a warm and comfortable gathering space with hardwood flooring, a gas fireplace and large windows. Downstairs, the newly finished basement significantly expands the living space with 2 bedrooms, a modern 3-piece Italian marble bathroom with an oversized shower and versatile space ideal for extended family, guests, recreation or a home office. Additional conveniences include main-floor laundry, direct access to the double-car garage and central vacuum. Outside, enjoy the added privacy and presence of the corner lot along with a spacious backyard and deck, perfect for relaxing or entertaining. Ideally situated close to schools, parks, recreation, shopping, restaurants and everyday amenities, with convenient access to major commuter routes. A beautifully updated Bolton home offering exceptional space, quality and versatility for today's family.

63 Humbershed Crescent, Caledon

$779,900

2 Beds ⋅ 2 Baths ⋅ W13754344 MLS

Nestled in the heart of historic Alton, this charming home blends timeless character w/thoughtful modern updates, steps from the Alton Mill, Millcroft Inn & Spa, Osprey Valley, trails & dining. Set on a private & landscaped lot w/parking spaces for 4, the property features a spacious deck for BBQs & outdoor entertaining, patio w/hot tub, large shed, perfect for outdoor living, relaxing & gardening. Inside, the main level showcases original trim work, rustic hardwood floors, modern upgrades blending the home's historic charm w/elegant & custom updates. Two bright sunrooms offer relaxing spaces filled w/natural light. At the heart of the home lies a beautifully updated kitchen featuring ample cabinetry, quality finishes, & a built-in desk area for added functionality, ideal for both everyday living & entertaining. The walkout provides seamless access to the deck, making dining & hosting effortless. The dining room w/pot lights flows into a dedicated office w/built-in shelving, creating a functional & inviting layout. Cozy living rm w/custom built-in cabinetry adds warmth, style, a perfect retreat at the end of the day. The main level primary bdrm boasts pot lights, custom built-ins for closet space, & a stunning modern 3-pc ensuite w/lg walk-in shower, heated floors, skylight & granite vanity. Main level laundry & 4-pc bath serve the upper level, where a lg private bdrm includes custom closet cabinetry. Whether used as a guest room, primary suite alternative, or a creative studio. This upper-level space is both versatile & inviting. Throughout the home, numerous structural & "big ticket" updates provide peace of mind, ensuring that the property is as sound as it is beautiful. These improvements, combined with the home's preserved architectural charm, create a unique blend of old-world character & modern reliability. Welcome to a rare opportunity to enjoy cozy, historic village living in one of Caledon's most sought-after communities. Historical significance in photos.

1429 Queen Street, Caledon

$2,099,999

5 Beds ⋅ 5 Baths ⋅ W13754322 MLS

Set amidst 25 acres of serene, wooded landscape backing onto conservation land, this exceptional raised bungalow offers over 5,800 sq. ft. of refined living space in an extraordinarily private setting. Surrounded by towering trees and breathtaking natural views, the home seamlessly blends elegance, comfort, and resort style living. Designed for both everyday living and grand entertaining, the main level features a spacious living room with a wood-burning marble fireplace, soaring cathedral ceilings, and an effortless flow into the formal dining room and expansive kitchen complete with centre island, granite flooring, and walkout to an oversized patio and enclosed gazebo pavilion. Thermal windows throughout the home showcase spectacular views of the surrounding property. Hardwood flooring, a grand marble foyer, and generously sized bedrooms further elevate the home's timeless appeal. The fully finished lower level is an entertainer's dream, featuring a stunning flagstone wet bar open to an expansive family room with marble fireplace, dedicated spa room with sauna, hot tub, change rooms with shower. An ideal in-law or multi-generational living setup.

8339 Finnerty Side Road, Caledon

$2,049,000

6 Beds ⋅ 5 Baths ⋅ W13753596 MLS

Welcome to this private country retreat offering peaceful 2.6 acres of rural living, flexible space, income potential, and convenient access to nearby towns. Set on a quiet road with beautiful valley views and sought-after southwest exposure, this home is filled with natural light throughout the day. Ideally located just minutes to Tottenham, Schomberg, Bolton, Nobleton, Highway 9, the Caledon Rail Trail, scenic walking trails, Vince's Market, and the LCBO. The home features a dedicated main-floor office overlooking the front yard and a spacious lower-level gym with a full bathroom, large window, and walkout to the backyard. The lower level offers excellent flexibility for a guest suite, additional bedroom, recreation room, studio, or workspace. Outdoor living includes a large custom deck (2022), swim spa (2022), brand-new rollaway swim spa cover (2026), infrared sauna, sprinkler system, and shed on a concrete foundation (2022), all designed for relaxing and entertaining with sunset views. A fully self-contained heated floor nanny/in-law suite provides exceptional versatility and is currently generating approximately $2,400/month in rental income. The suite includes its own laundry, updated appliances, and an accessible walk-in shower, ideal for multi-generational living or mortgage support. Additional features include an oversized 4-car tandem garage with an extended bay and direct deck access, plus a large, professionally paved driveway with ample parking. Extensive updates include 19 replacement windows (2019 & 2025), upgraded well water system with new pressure tank and whole-home filtration, reverse osmosis systems in both units, new washers and dryers in both homes, updated appliances, additional spray-foam insulation, roof (2015), driveway (2018), and more. A well-maintained property offering space, flexibility, income potential, and a peaceful country lifestyle just minutes from everyday conveniences.

4 Tranquility Court, Caledon

$1,479,000

7 Beds ⋅ 6 Baths ⋅ W13752624 MLS

Absolute gorgeous 5 Bedroom with finished legal basement with separate entrance .Near Mayfield/McLaughlin Rd. 2 Garage Detached House. Double Door Entry. Practical And Spacious Layout And 4 Washrooms. Stainless Steel Appliances in the kitchen with lot of storage.. 9 Ft Ceiling At Main Floor, Hardwood Floor throughout the house. , Eat In Kitchen, Big Pantry, Access From Inside To Garage, Garage Door Opener. Separate living and family room.

58 Petch Avenue, Caledon

$2,174,900

4 Beds ⋅ 3 Baths ⋅ W13749034 MLS

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

14728 Heritage Road, Caledon

$1,269,000

4 Beds ⋅ 4 Baths ⋅ W13747858 MLS

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.

37 Royal Fern Crescent, Caledon

$1,285,000

5 Beds ⋅ 4 Baths ⋅ W13747338 MLS

Welcome to this stunning, beautifully renovated 4/5-bedroom home in the highly desirable Valleywood neighbourhood! Immaculately maintained and thoughtfully updated, this exceptional home offers an abundance of space, modern finishes, and incredible flexibility for a growing or extended family. Featuring two generously sized primary bedrooms, each with a beautifully updated, luxurious ensuite bathroom. The main primary retreat offers three closets, providing an abundance of storage. Enjoy modern lighting throughout, including stylish pot lights on the main level. The spacious, well-appointed kitchen features a walk-in pantry, ample storage, and pot lighting, making it the perfect space for everyday living and entertaining. The main floor also offers a versatile office or additional bedroom, convenient laundry room, and central vacuum system. The finished basement with a 4-piece bathroom provides endless possibilities for recreation, a home gym, office, guest accommodations, or additional family living space. Perfectly designed for modern family living, this impressive home combines space, comfort, functionality, and style in one of Valleywood's desirable communities. A must-see!

8 Livingston Drive, Caledon

$2,800,000

4 Beds ⋅ 4 Baths ⋅ W13746004 MLS

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.

2236 Boston Mills Road, Caledon

$1,399,999

6 Beds ⋅ 3 Baths ⋅ W13745660 MLS

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, 100k worth renovation. 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.

85 James Walker Avenue, Caledon

$1,178,800

6 Beds ⋅ 5 Baths ⋅ W13744780 MLS

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!!

20 Calabria Drive, Caledon

$1,050,000

6 Beds ⋅ 4 Baths ⋅ W13744300 MLS

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.

7 Salt Creek Terrace, Caledon

$1,899,000

8 Beds ⋅ 8 Baths ⋅ W13744232 MLS

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.

44 Daisy Meadow Crescent, Caledon

$5,250,000

5 Beds ⋅ 7 Baths ⋅ W13744042 MLS

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.

7 Maple Meadow Court, Caledon

$1,549,000

5 Beds ⋅ 4 Baths ⋅ W13743504 MLS

Luxury Redefined In Prestigious Rural Caledon! Stunning Juniper Model Ele-C Situated On A Premium Ravine Lot, Featuring Soaring 10-Ft Main Floor & 9-Ft Second Floor/Basement Ceilings. Exceptional 5-Bedroom, 3.5-Bath Layout Showcases High-End Finishes, Elegant Hardwood Flooring, Oversized Doors & Windows, And An Exquisite Custom Kitchen With Top-Tier Built-In Appliances & Servery. Breathtaking Ravine Views, Impressive Craftsmanship & Sophisticated Design Throughout. A Truly Exceptional Home Offering Luxury, Privacy & Unparalleled Elegance.

4 Madawaska Road, Caledon

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