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$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
$1,599,900
7 Beds ⋅ 6 Baths ⋅ W13729630 MLS
!! Immaculate !! This exceptional home offers approximately 3,504 sq. ft. of above-grade living space (as per MPAC), situated on a premium 45-ft wide corner lot with an elegant stone and brick elevation !! Designed for both comfort and functionality, the home features two spacious primary bedrooms on the second floor, along with a total of three full bathrooms !! A generously sized second-floor family room adds versatility and can be easily converted into a fifth bedroom !! The main level showcases a well-appointed layout with separate living, dining, and family rooms-ideal for everyday living and entertaining!! A dedicated office overlooking the front yard provides a bright and private workspace !! The fully upgraded kitchen is equipped with built-in appliances, granite countertops, extended cabinetry, and a built-in pantry, along with a spacious breakfast area offering a walk-out to the patio !! Adding further value, the property includes a legal two-bedroom basement apartment with a separate entrance, previously rented for $2,000 per month, while still retaining a portion of the basement for personal family recreation !! Additional highlights include second-floor laundry, direct garage access, and an abundance of natural light throughout !! Meticulously maintained and truly move-in ready, this home offers an exceptional blend of luxury, practicality, and income potential !!

57 Dotchson Avenue, Caledon