Caledon Real Estate | Caledon Single Family Homes for Sale

Welcome To Your Forever Home! 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 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. A c.1860 Late Neoclassical home recognized on Caledon's Heritage Register, preserving a piece of Alton's history while remaining non-designated, with NO HERITAGE PERMIT CURRENTLY REQUIRED for renovations or alterations. 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

$899,999

3 Beds ⋅ 3 Baths ⋅ W13745664 MLS

Welcome to 13 Paulette Way, a spacious raised bungalow set on a generous pie-shaped lot in an established Bolton East neighbourhood. This versatile home offers an excellent layout for families, downsizers or multigenerational living. The main level features a bright living room, eat-in kitchen with adjoining dining area and walkout to the patio, a spacious primary bedroom with 4-piece ensuite, an additional bedroom and a second full bathroom. An upper level offers a spacious third bedroom, providing added privacy and flexibility. The finished basement provides plenty of additional living space with a large recreation area, additional room, 3-piece bathroom, laundry and storage. Direct access to the attached double garage adds everyday convenience. Outside, the deep pie-shaped lot provides a spacious backyard with plenty of room for entertaining, gardening and outdoor enjoyment. Roof replaced in 2022 and garage door in 2025. Conveniently located close to schools, parks, shopping and everyday amenities.

13 Paulette Way, 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

$1,999,900

8 Beds ⋅ 6 Baths ⋅ W13742038 MLS

Welcome To 50 Stratford Drive, Caledon. A Luxury Residence Where Timeless Elegance Meets Modern Sophistication. Offering Approx. 3,713 Sq. Ft. Of Exceptional Living Space Plus A Fully Finished 3-Bedroom Basement, This One-Of-A-Kind Home Features Premium Upgrades Throughout. The Striking Stone & Brick Exterior, High-End Exterior Finishes, Elegant Double-Door Entry, And Distinctive Architectural Appeal Create Unmatched Curb Appeal In The Community. Inside, Soaring11-Ft Ceilings On The Main Floor And 10-Ft Ceilings On The Second Level & Basement Enhance The Grand Scale Of The Home. Rich Hardwood Flooring, Designer Light Fixtures, Smooth Ceilings, Crown Moulding, 7-Inch Baseboards, Coffered Ceilings, And Expansive Windows Showcase Exceptional Attention To Detail. The Gourmet Kitchen Is A True Showpiece, Featuring Upgraded Marble Countertops, Oversized Centre Island, Marble Backsplash, Extensive Cabinetry, And A Spacious Breakfast Area With Walk-Out To The Deck. The Open-Concept Layout Includes A Beautiful Family Room With Fireplace, Perfect For Entertaining And Everyday Living. The Luxurious Primary Retreat Features A Coffered Ceiling, His-And-Her Walk-In Closets, And A Spa-Inspired 5-PieceEnsuite. Additional Bedrooms Offer Generous Space, Walk-In Closets, And Semi-Ensuite Access. The Fully Finished Basement Offers 3 Bedrooms, A Full Kitchen, 2 Full Bathrooms, 10-Ft Ceilings, And A Separate Walk-Up Entrance, Providing Exceptional Flexibility For Extended Family Or Guests. Enjoy Your Private Backyard Oasis, Perfect For Relaxing And Entertaining. Additional Highlights Include Main-Floor Laundry, Garage Access, Separate Side Entrance, 200-AmpElectrical Service, Premium Lighting, And High-End Finishes Throughout. A Rare Opportunity To Own A Truly Exceptional Caledon Residence Combining Luxury, Space, Functionality, And Unmatched Curb Appeal.

50 Stratford Drive, Caledon

$799,000

3 Beds ⋅ 4 Baths ⋅ W13741422 MLS

Rare 3 Bedroom, 4 Bath Semi-Detached Home On A Quiet Cul De Sac; With A Separate Walk-Up Entrance. Fabulous Open Concept Design With Eat-In Kitchen With A Walk-Out To Deck. Rare Garage Access From Hallway. Freshly Painted. Master Bedroom Features An Ensuite With Walk-In Shower. Lower Level Is Finished With Walk-Up To Backyard. Don't Miss This Wonderful Home - LOCATION! LOCATION! LOCATION!

8 Richelieu Court, Caledon

$1,799,000

4 Beds ⋅ 3 Baths ⋅ W13740894 MLS

Discover a lifestyle that feels worlds away, yet keeps everything close at hand in beautiful Terra Cotta. Set on a private 1-acre lot just minutes from Georgetown and the GO Station, and a short commute to Brampton and the GTA. This inviting 3+1 bedroom bungalow offers the perfect blend of country charm, convenience and versatility. A long driveway leads to the attached 2-car garage and continues to an impressive detached 3-car shop with heat and hydro-a dream setup for car enthusiasts, hobbyists, collectors or anyone needing serious workspace. Inside, a transformative addition created the heart of the home: a spectacular cathedral-ceiling great room filled with natural light, cuddle your loved ones by the warm gas fireplace, and oversized windows bring the beauty of the outdoors into everyday living. The remodeled kitchen features ceramic flooring, granite counters and a gas stove while the beautifully updated full bathrooms add a touch of everyday luxury with heated floors. Convenient main-floor laundry provides exceptional closet and storage space. The finished basement adds even more room to enjoy, with a spacious rec room and games room designed to keep kids young and old entertained. Step outside and the lifestyle really begins. The Caledon Trail is just a minute away, with golf, skiing, conservation lands, tubing down the Credit river and the charming shops of Terra Cotta all close by. High-speed internet and natural gas are a major advantage removing the uncertainty of rural utility costs .Imagine mornings of sun bouncing through soft dew, birds hopping through the apple trees, afternoons surrounded by flowers as you tend the garden, evenings of resting to the sounds of nature...This is more than a home-it's a pace of life that rewards the soul.

14198 Heritage Road, Caledon

$1,949,000

3 Beds ⋅ 3 Baths ⋅ W13740848 MLS

Tucked into the rolling hills of Caledon and surrounded by mature trees, 22 Southridge Trail feels less like a home and more like an escape from the pace of everyday life. Set on over 10 acres in the sought-after Forks of the Credit area, this custom bungalow offers privacy, nature, and timeless design in one unforgettable setting. Inside, dramatic vaulted wood ceilings and oversized windows frame peaceful forest views while bringing warmth and character to the entire home. The great room is the showpiece, anchored by a stunning floor-to-ceiling stone fireplace and filled with natural light that shifts beautifully throughout the day. Every room feels connected to the landscape outside. The kitchen and living spaces flow effortlessly toward an expansive deck overlooking the trees, creating the perfect place for morning coffee, evening wine, or quiet weekends surrounded by nature. Here, the soundtrack is wind through the leaves and the occasional crackle from the fireplace. With over 3,100 sq ft above grade, the home offers 3 bedrooms, 3 bathrooms, and a spacious main-floor primary suite designed for comfort and easy everyday living. The unfinished lower level provides endless potential for future living space, a workshop, studio, or customized retreat tailored to your lifestyle. A new Generac generator adds valuable peace of mind, ensuring comfort and reliability year-round. Outside, the beautifully landscaped grounds blend seamlessly into the surrounding countryside, offering a true estate feel just minutes from Belfountain, the Caledon Ski Club, the Caledon Mountain Trout Club, golfing, hiking trails, and the Forks of the Credit. This is the kind of home people leave the city for. Quiet luxury, breathtaking surroundings, and room to finally breathe.

22 Southridge Trail, Caledon

$898,000

5 Beds ⋅ 3 Baths ⋅ W13740624 MLS

Attention investors! Rare investment opportunity in prime Bolton! Well-maintained bungalow on prime lot 35x150 ft renovated over the years, featuring two self-contained units with tenants willing to stay. Strong rental income of $4,700 monthly rent ($2,400 main floor and $2,300 basement).The bright main floor offers 3 bedrooms and 2 bathrooms with an open-concept living and dining area, a spacious eat-in kitchen with custom cabinetry, built-in appliances, backsplash, pantry, and ample storage. The primary bedroom features a 4-piece ensuite, good size two additional bedrooms share a 3-piece bathroom.Beautifully finished walk-out basement with lower-level apartment features additional separate entrance, 2 bedrooms, an excellent layout, engineered wood floors, pot lights, updated windows and doors, a stylish kitchen with custom cabinetry, granite countertops, stainless steel appliances, and a breakfast area with walk-out to a private interlocked patio. Separate washer and dryer.Ideally located within walking distance to downtown Bolton, parks, the Humber River trails, restaurants, shopping, schools, and everyday amenities.

94 Sackville Street, Caledon

$1,114,000

3 Beds ⋅ 2 Baths ⋅ W13740006 MLS

PUBLIC OPEN HOUSE SATURDAY SEPTEMBER 5th 1-4PM. Welcome to this beautifully maintained bungalow offering the perfect blend of comfort, convenience, and exceptional outdoor living. Designed for effortless single-level living, this home features 3 bedrooms, 2 bathrooms, and multiple walkouts that create a seamless connection between the interior and the stunning surrounding landscape. Expansive windows fill the home with natural light while showcasing picturesque views of the beautifully landscaped grounds. The delightful kitchen is sure to impress with high-end appliances, granite countertops, and quality finishes. The inviting great room features hardwood flooring, a cozy gas fireplace, and walkouts at both ends, making it ideal for entertaining or simply enjoying the tranquil setting. The spacious primary suite includes a walkout to the deck, custom closet organizers, and built-in shelving. A finished laundry room adds everyday convenience. Step outside to your own private retreat, complete with extensive multi-level decking, lush perennial gardens, a peaceful stream, and mature trees. Unwind in the hot tub, indulge your green thumb, or enjoy hobbies in the detached heated garage with loft. A combination garden shed with dedicated kayak and bike storage provides additional functionality .Notable updates include a commercial-grade steel roof, a new furnace (2025), Garage roof 2026 and an automatic standby generator for added peace of mind. Offering refined interior finishes and spectacular outdoor spaces, this exceptional property is ideal for those looking to downsize without sacrificing quality, privacy, or lifestyle.

114 Kennedy Road, Caledon

$1,125,000

5 Beds ⋅ 4 Baths ⋅ W13736464 MLS

Set on an impressive 142-ft-deep lot backing directly onto a park, this spacious Valleywood home offers a rare combination of privacy, mature trees, and an expansive backyard that feels a world away from the typical subdivision setting. Inside, the thoughtful layout offers both connection and separation, with distinct living and dining rooms, a separate family room, and a renovated eat-in kitchen featuring quartz counters, generous cabinetry and ample storage. The bright breakfast area opens directly to the backyard, while the mudroom with laundry provides the everyday convenience of direct interior access to the double garage. A main-floor powder room adds further convenience. Upstairs, four generous bedrooms include an oversized primary retreat with walk-in closet and 5-piece ensuite. The additional 4-piece bathroom features an updated vanity, serving the remaining bedrooms with style and function. The finished lower level adds substantial living space, featuring a large recreation room, exercise room and a private bedroom with semi-ensuite access to the 4-piece bathroom. A den/office is conveniently located on the opposite side of the bathroom, creating a versatile setup for guests, extended family or a dedicated work-from-home space. Whether needed for work, hobbies, guests or family downtime, there is room here to accommodate it all. Conveniently located close to schools, parks, shopping, transit and major highways. *Some photos virtually staged.

24 Royal Valley Drive, Caledon

$1,999,000

3 Beds ⋅ 5 Baths ⋅ W13736076 MLS

Welcome to 35 Brawton Drive, an impressive family residence situated in the highly desirable community of Palgrave, Caledon. Offering outstanding curb appeal, this substantial brick home is complemented by a beautifully maintained property, mature surroundings, a large paved driveway, attached double-car garage and an inviting covered front porch. 3 Bedrooms. 5 Washrooms, Large double garage, Step outside and discover your own private backyard oasis, highlighted by a large inground swimming pool with slide, expansive poolside patio, attractive interlocking stonework and beautifully manicured lawns. The thoughtfully designed outdoor space provides an exceptional setting for entertaining family and friends, summer barbecues or simply relaxing poolside in the privacy of your own backyard. The home's impressive exterior, generous proportions and established landscaping create a wonderful combination of traditional character and comfortable family living. Multiple walkouts provide a natural connection between the home and the outdoor entertaining areas, while the spacious yard offers plenty of room beyond the pool for children, pets and recreation. Located in Palgrave, one of Caledon's most sought-after communities, This property offers the peaceful atmosphere and natural beauty the area is known for while remaining conveniently connected to surrounding amenities. A wonderful opportunity to own a spacious palgrave home with excellent curb appeal, a double garage and a spectacular resort-inspired backyard - perfect for families who love to entertain and enjoy outdoor living.

35 Brawton Drive, Caledon

$1,299,000

5 Beds ⋅ 5 Baths ⋅ W13694024 MLS

Welcome to Valleywood, one of Caledon's most sought-after communities, ideally located just off Highway 410 and minutes from shopping, parks, and top-rated schools including the coveted Mayfield Secondary School. This elegant family home delivers more than 3,300 sq. ft. plus a beautifully finished basement - perfect for growing or multi-generational families. Step through the grand double-door entry into a bright and inviting main floor designed for both comfort and connection. The combined living and dining rooms offer a seamless space for entertaining, while the updated kitchen boasts a large centre island, custom cabinetry, stainless steel appliances, and Jenn Air induction cooktop, perfect for family gatherings and everyday meals. The spacious family room with its cozy gas fireplace provides the ideal setting for relaxing evenings together. A main-floor den adds valuable versatility and can be used as a home office, study, or even a guest bedroom. Upstairs, you'll find four generous bedrooms and three fully-renovated bathrooms; each bedroom with direct access to a bathroom. Two bedrooms feature their own private ensuites. Solid oak hardwood flooring runs throughout the main and upper levels, adding warmth and timeless elegance. The finished basement expands the living space even further, with a newer full kitchen, large recreation and living areas, a bedroom, and a three-piece bathroom. It offers endless possibilities for an in-law suite, nanny quarters, or potentially legalizing it for rental opportunities with its existing separate entrance via the laundry room. Outside, enjoy a quiet, landscaped backyard with inground sprinklers and a large patio perfect for Summer barbecues and family fun. A double car garage and room for three cars in the driveway complete this impressive property.

124 Royal Valley Drive, Caledon

$1,259,000

4 Beds ⋅ 4 Baths ⋅ W13732340 MLS

Welcome to 23 Deer Valley Drive, a beautifully maintained all brick family home set on a premium 142 foot deep lot in one of Bolton's most established family neighbourhoods. Lovingly cared for by its original owners, this home has been the backdrop for years of family memories and is ready to welcome its next chapter. Pride of ownership is evident throughout, thoughtfully updated over the years. The main floor offers a functional layout with a spacious formal living room, separate dining room, and a warm family room with a wood burning fireplace overlooking the backyard. The bright eat in kitchen features a breakfast area with a walkout to the patio. Direct access from the garage into the laundry and mudroom adds everyday convenience. Upstairs you will find four generous bedrooms, including a spacious primary retreat with a large walk in closet, private ensuite, and peaceful views overlooking the backyard and Foundry Park. Two full bathrooms on the upper level provide plenty of space for a growing family. The finished basement offers incredible flexibility with a large recreation room, bar area, additional sitting room with a bio flame fireplace, a bathroom, workshop, cold room, and plenty of storage. The backyard is designed for making memories, complete with a solar heated saltwater in-ground pool, stamped concrete patio, mature landscaping, and open views of the park behind. Whether you are hosting family and friends or enjoying a quiet evening at home, this is a space you will appreciate all summer long. This home has been meticulously maintained and thoughtfully improved over the years. Located close to excellent schools, parks, trails, recreation, shopping, restaurants, and all the amenities that make Bolton such a wonderful place to call home, this is a rare opportunity to own a home that has been truly loved and exceptionally cared for.

23 Deer Valley Drive, Caledon

$1,689,000

5 Beds ⋅ 4 Baths ⋅ W13731986 MLS

Welcome to this spectacular executive retreat in the prestigious Tamarac Estates of Caledon, where luxury, privacy and lifestyle come together on over 2 beautifully landscaped acres. Surrounded by a mature treed perimeter and designed for those who love to entertain on a grand scale, this stately bungalow offers the exact formula to create the perfect getaway: over 5,000 sq. ft. of finished living space, a 3-car garage, with ample parking and a backyard to die for! Inside, the free-flowing open-concept layout is bright, spacious and inviting. The eat-in kitchen features built-in appliances, a gas range and walkout to the raised multi-level deck-perfect for summer gatherings overlooking the hot tub and heated saltwater pool. The kitchen opens seamlessly to the dramatic vaulted living room, where the fireplace and large windows afford abundant natural light create an impressive & welcoming atmosphere. The luxurious primary suite is privately positioned in its own wing of the home and features a spa-inspired 5-piece ensuite, offering a true retreat away from the additional bedrooms and main-floor office. The fully finished walk-up lower level provides outstanding flexibility, with a separate entry from the garage, 2 bedrooms with potential for a third, a 4-piece bathroom and expansive bright living areas. Ideal for extended family, a secondary living arrangement, theatre room, games room or future kitchen-the possibilities are exceptional. With amenities like natural gas, high-speed internet and convenient access to Orangeville shopping and amenities, this remarkable property delivers the space, privacy and lifestyle of country living without sacrificing modern convenience. A true luxury retreat made for living, entertaining and enjoying a slower pace.

14 Briarwood Drive, Caledon

$1,139,000

4 Beds ⋅ 3 Baths ⋅ W13731794 MLS

Beautifully kept bungalow in Bolton's desirable South Hill, showcasing pride of ownership from the moment you arrive. Inviting landscaping and beautiful gardens frame the home, while a patterned concrete walkway beckons you inside. Meticulously maintained, exceptionally clean and thoughtfully laid out, this welcoming home offers a functional floor plan with generous living spaces and exceptional versatility. The spacious foyer with convenient access to the immaculate 2-car garage leads to the lovely formal living room with vaulted ceiling, perfect for entertaining or unwinding. The spacious family-style eat-in kitchen features plenty of cabinetry, a convenient breakfast bar, separate dining area, and walk-out to an expansive deck overlooking the private, fully fenced backyard-ideal for outdoor dining, BBQs and summer entertaining. New, never-used built-in dishwasher adds further convenience. The main level offers a primary bedroom with walk-in closet and 3-piece ensuite featuring a standalone shower, this level also features two additional sizeable bedrooms and a 4-piece main bath. The above-grade lower level provides an abundance of flexible living space, including a spacious family room with fireplace, 4th bedroom, 4-piece bath, large laundry room with front-load washer/dryer, utility room, cold room, and plenty of storage/crawl space. An additional room offers excellent potential for a home office, guest room, playroom or future living space, making this level ideal for adult children, multi-generational living, in-law or nanny accommodations. Located on a family-friendly street in a welcoming neighbourhood, within walking distance to shops, stores and everyday amenities. Close to schools, parks and Highway 50. A wonderful opportunity to own a beautifully maintained home offering comfort, space and flexibility in a great Bolton location.

65 Royalton Drive, Caledon

$899,000

3 Beds ⋅ 3 Baths ⋅ W13730958 MLS

Welcome to this beautifully maintained detached home situated on a premium corner lot in the heart of Bolton, offering the perfect blend of comfort, functionality, and lifestyle. This inviting 3-bedroom, 3-bathroom residence showcases numerous thoughtful upgrades, making it truly move-in ready for today's buyer.Step inside to discover a warm and welcoming interior featuring updated flooring throughout, complemented by newer windows that enhance natural light. Recent improvements including upgraded insulation, vinyl siding, soffits, fascia, and eavestroughs provide peace of mind and long-term durability. The spacious layout offers comfortable living for families, along with the added convenience of central vacuum.Outdoor living is where this property truly shines. Enjoy your private backyard retreat complete with a rear deck and relaxing hot tub-perfect for unwinding or entertaining. A lower patio area expands your outdoor space, while the expansive double driveway accommodates up to six vehicles with ease.Located in the vibrant community of Caledon, this home benefits from one of the most unique and desirable settings in the GTA. Known for its protected green spaces, rolling hills, and commitment to preserving natural heritage, Caledon offers a rare blend of rural charm and modern convenience. Residents enjoy access to breathtaking conservation areas like Albion Hills Conservation Area and the scenic Bruce Trail, perfect for hiking, cycling, and year-round outdoor recreation.Despite its tranquil, countryside feel, Caledon remains highly connected, offering easy access to major highways and nearby urban centres. The area is also known for its strong sense of community, local farmers' markets, artisan shops, and seasonal events that celebrate its rich heritage and small-town atmosphere.This is a rare opportunity to own a beautifully updated home in a location that offers not just a place to live, but a lifestyle defined by nature, space, and community.

195 Ridge Road, Caledon

$865,000

3 Beds ⋅ 3 Baths ⋅ W13730440 MLS

Immaculate South Hill Semi-Detached in East Bolton! This beautifully maintained home offers approximately 1,700 sq. ft. of quality livingspace and is ideally situated on a quiet crescent backing onto a park. Features include a welcoming double-door entry, gleaming parquet andceramic flooring, and a spacious oak kitchen. The cozy upper-level family room boasts a gas fireplace and elegant Palladian windowoverlooking the peaceful surroundings. Enjoy a paved driveway, private yard, and a fantastic location close to parks, schools, shopping, andall that Bolton has to offer. A wonderful opportunity for families seeking comfort, space, and a great community setting!

65 Coolspring Crescent, Caledon

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