Caledon Real Estate | Caledon Bungalow Properties 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

$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

$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

$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

$2,174,900

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

$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

$1,799,000

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

$1,689,000

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

$1,399,999

3 Beds ⋅ 3 Baths ⋅ W13729158 MLS

Amazing Opportunity in Prime Caledon! Escape to nearly 6 acres at the highly sought-after corner of Airport Road and Beech Grove Sideroad. Nestled in one of Caledon's most desirable locations, this exceptional property offers complete privacy while remaining just minutes from shopping, amenities, and scenic trails. The main floor showcases a bright, sun-filled open-concept design, recently renovated with a modern kitchen, new flooring, and stylish pot lights throughout. Enjoy seamless indoor-outdoor living with a walkout from the dining area to a spacious deck, or relax on the private balcony off the primary bedroom while taking in the beautiful surroundings. The expansive primary suite features two walk-in closets, a walkout to the deck, and a luxurious 4-piece ensuite. The fully finished walkout basement is a true showstopper, offering incredible living space and endless possibilities. A rare and valuable bonus: the property currently generates substantial monthly income through Air BNB and event organization making it an outstanding investment opportunity. Whether you're looking for a private family retreat, an income-producing property, or both, this remarkable estate is a must-see. Don't Miss This Incredible Opportunity! Irregular lot. 66.80 ft x 166.26 ft x 477.06 ft x 196.79 ft x 567.62 ft x 636.31 ft x 79.67 ft

5812 Beech Grove Side Road, Caledon

$1,599,000

5 Beds ⋅ 4 Baths ⋅ W13726484 MLS

Discover the ideal harmony of tranquil country living and urban convenience at this meticulously maintained property in prestigious Caledon. This exceptional 3+2 bedroom, 4-bathroom home sits on a private 1-acre lot, offering luxury amenities and stunning natural surroundings just minutes from Brampton, Bolton, and Vaughan. This home offers an open-concept main floor with beautiful new hardwood flooring throughout. The gourmet kitchen boasts built-in new appliances, quartz countertops, and a large pantry. The family and dining rooms open onto an extra-large deck that overlooks peaceful natural surroundings, creating the perfect space for relaxing and entertaining. Step outside to enjoy a fully landscaped property set on 1 acre of serene land, complete with an extra-large fire pit, and In-ground Swimming pool in the backyard ideal for family fun and outdoor gatherings. The walk-out lower level features a private two-bedroom, a rec. room and game area offering excellent flexibility for kids or extended family. This house is within top rated Macville Public School boundary. This is upgraded house- includes New Full house waterproofing (2026), New Clothes Dryer and Washer (2026), Sediment Filter (2026) , New Reverse osmosis (RO) system (2026), new well pressure tank with brass T (2026), New Hardwood flooring(2025), New Kitchen with quartz (2025), New kitchen appliances (2025), Fully renovated 3 washroom (2025), New LED light sand other light fixtures (2025), New closet doors & room doors (2025), freshly painted (2025), roof vent cover replacement(2025), New Gutter with leaf guard and downspouts (2025), Comprehensive duct cleaning (2025). Some photos virtually staged

14812 Centreville Creek Road, Caledon

$1,200,000

4 Beds ⋅ 3 Baths ⋅ W13726182 MLS

Welcome to your private country retreat! Nestled on under acres of beautifully secluded land, this stunning approx. 2228 raised bungalow offers endless possibilities for large families or multi-generational living. Featuring 4 spacious bedrooms, 3 bathrooms, a separate entrance perfect for an in-law suite, a renovated chef-inspired kitchen, a bright solarium, elegant formal living and dining areas, and a cozy family room with a dramatic floor-to-ceiling stone fireplace. The luxurious primary suite includes two private ensuites and double closets. Priced to reflect its incredible value, it presents outstanding potential for homeowners and investors alike. This property selling as it is

14751 Mclaughlin Road, Caledon

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