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For sale
$1,399,900
39 PAISLEY GREEN AVENUE, Caledon, Ontario

39 Paisley Green Avenue

Caledon, Ontario

Welcome to 39 Paisley Green Avenue, a beautifully maintained home offering approximately 3,330 sq. ft. above grade plus a finished walkout basement apartment, making it an ideal opportunity for multigenerational families or those seeking additional living space for extended family. Situated on a premium corner lot in sought-after Caledon East, this impressive home combines space, comfort, and versatility in a highly desirable neighbourhood. The main level features spacious principal rooms, including formal living and dining areas, a bright family room, and a well-appointed kitchen with a centre island and breakfast area. Hardwood flooring, large windows, and an inviting layout create a warm and welcoming atmosphere throughout. The upper level offers four generously sized bedrooms, including a spacious primary retreat complete with a walk-in closet and private ensuite bath. The finished walkout basement apartment provides excellent separation and flexibility for parents, adult children, in-laws, or guests. Complete with a double car garage, fully fenced backyard, and ample living space across all levels, this move-in-ready home offers a rare combination of size, functionality, and multigenerational living potential in one of Caledon East's most desirable family communities. (id:63616)

5 Bedroom 5 Bathroom 3,000 - 3,500 ft2
For sale
$1,325,000
222 ALBERT STREET, Caledon, Ontario

222 Albert Street

Caledon, Ontario

Welcome To 222 Albert Street, A Beautifully Renovated Side-Split In The Heart Of Bolton Showcasing Designer Finishes And True Pride Of Ownership Throughout. Completely Renovated In 2024, This 3-Bedroom, 3.5-Bathroom Home Providing An Exceptional Amount Of Living Space Across Its Thoughtfully Designed Levels. The Main Floor Features Generous Living And Dining Areas, A Spacious Kitchen With Breakfast Area, Convenient Main-Floor Laundry And A 2-Piece Bath. Upstairs, The Primary Bedroom Offers A Private 4-Piece Ensuite, Complemented By Two Additional Bedrooms And A 4-Piece Main Bath. The Finished Basement Extends The Living Space With A Large Recreation Room, Fireplace, 3-Piece Bath And Cold Room. Ideally Situated In Bolton, Enjoy Easy Access To Local Shopping, Dining, Schools, Recreation, Parks And The Humber Valley Heritage Trail, With Highway 50 And Major Commuter Routes Nearby For Convenient Travel Throughout Caledon And The GTA. (id:63616)

3 Bedroom 4 Bathroom 1,500 - 2,000 ft2
For sale
$2,499,000
1749 STATION ROAD, Caledon, Ontario

1749 Station Road

Caledon, Ontario

Beautiful Bungalow with amazing views! A rare find, this custom built home in the sought-after Cheltenham community offers 3200sq ft upstairs and another 2690 sq ft downstairs, has soaring ceilings and windows in the sunken living room and master suite, hardwood floors, very large spacious rooms, a huge exercise room and tons of storage. There are 4 bedrooms upstairs with 2 full baths and 1 powder room. The custom kitchen has granite counters with tons of cabinets for storage, 2 sinks and spectacular views of both the front and back.The finished lower level offers separate access to an apartment with 2 large bedrooms, 1.5 baths, including it's own laundry and walk out to private patio, perfect for in-laws or rental income. The exercise room has separate access from the Main and Lower level. A standout feature is the expansive upper-level deck spanning nearly the entire width of the home, offering stunning views of the backyard. Accessible from the kitchen or the master suite, it's the perfect spot to enjoy your morning coffee or unwind while taking in the peaceful, natural surroundings. The property boasts 1.1 acres of lush grounds, with a 3-car garage plus an additional backyard workshop ideal for toys, landscape equipment & hobbies as well as a separate garden shed. Lush perennial flower gardens surround the house and an established vegetable garden is ready for your green thumb. A fully fenced pool completes this property on a quiet road with limited traffic. Just minutes from Brampton, the Pulpit Golf Club, Caledon Ski Club, and walking distance to the General Store, Credit River and Caledon Trail way. Surrounded by farm fields with a gorgeous view of the Escarpment, this property is perfect for those seeking tranquillity with the convenience of city life just a short drive away. Pearson Airport is a quick 30-minute drive. Some furnishings available for sale. (id:63616)

6 Bedroom 5 Bathroom 3,000 - 3,500 ft2
For sale
$2,395,000
20855 SHAWS CREEK ROAD, Caledon, Ontario

20855 Shaws Creek Road

Caledon, Ontario

50 acres - Exceptional country farm and retreat in the Heart of Caledon. Set along picturesque Shaws Creek Road, this beautifully renovated country property blends timeless red brick farmhouse charm, including the wrap-around porch, with a thoughtfully designed equestrian facility, creating the ultimate live-work lifestyle. The inviting 1.5-storey home has been extensively updated while preserving its character, featuring hardwood flooring, bright, welcoming living spaces, and three spacious bedrooms designed for comfortable family living. Adding incredible versatility is the oversized three-car detached garage with a self-contained one-bedroom suite above, complete with a full kitchen and living room-ideal for extended family, guests or staff accommodations. Designed with horse enthusiasts and professionals in mind, the impressive equestrian facilities include a well-equipped main barn with 14 stalls, office, tack room, and feed room, complemented by a second barn offering an additional three stalls and dedicated tack area. The property features nine fenced paddocks and three professionally designed round pens, each serviced with frost-free water, while the centre round pen is equipped with automatic watering for added convenience and efficiency. This 50-acre parcel offers an outstanding combination of pasture, riding space, trails to enjoy, and open land, providing endless opportunities for boarding, training, breeding, or simply enjoying the peaceful country lifestyle. Located in one of Caledon's most sought-after rural settings, just a short drive to Orangeville, Erin, Georgetown, Brampton, and the GTA, this is a rare opportunity to own a turnkey equestrian property where exceptional facilities meet comfortable country living. A truly special offering for riders, trainers, hobby farmers, or anyone seeking the space, privacy, and beauty that only Caledon can provide. (id:63616)

4 Bedroom 3 Bathroom 2,500 - 3,000 ft2
For rent
$1,200 Monthly
22 - 365 HEALEY ROAD, Caledon, Ontario

22 - 365 Healey Road

Caledon, Ontario

Excellent Opportunity To Lease An Efficient Main-Floor Office Space In Bolton's Established Commercial/Industrial Corridor. Offering Approximately 450 Sq. Ft., This Well-Laid-Out Unit Features A Welcoming Reception Area, Private Office, Convenient Kitchenette And Private 2-Piece Washroom. The Main-Floor Location Provides Easy Access For Staff And Visitors, While Two Parking Spaces Add To The Everyday Convenience. An Ideal Option For A Small Business, Independent Professional Or Entrepreneur Looking To Move Beyond A Home Office Into A Dedicated Workspace. Conveniently Located On Healey Road With Quick Access To Highway 50 And Bolton's Business Amenities. A Practical, Affordable Space With Everything You Need To Get To Work. Tenant To Confirm Intended Use Is Permitted. (id:63616)

450 ft2
For sale
$6,200,000
91 TROILESS STREET, Caledon, Ontario

91 Troiless Street

Caledon, Ontario

Welcome To This Gorgeous One-Of-A-Kind Luxury Custom Built Detached Estate Home Situated On 1 Private Acre In The Prestigious Hidden Hills Community Of Caledon Village. This Meticulously Crafted Modern Day Castle Features 6 + 2 Bedrooms, 9 Bathrooms, 3 Kitchens, And Over 8,000 Square Feet Of Living Space. This Home Consists Of Stunning Architecture Both Inside And Out. A Open To Above Grand Foyer And Great Room With A 5.1 Channel Built-In Surround Sound System And Soaring 20 Foot Ceilings. A Modern High End Chef's Kitchen With Attached Secondary Spice/Butler's Kitchen. A Multi-Sided Walk-Out Basement With An Attached Basement Apartment. A Massive Fully Waterproof Composite Backyard Deck Perfect For Entertaining. Exposed Aggregate Stone Double Driveway With 20+ Car Parking, And Attached Private 4 Car Garage Parking. Fully Automated Smart Home Automation System Equipped With Control 4 To Make Your Life More Effortless. This Masterpiece Includes 6 Large Bedrooms, All With Their Own Private Ensuites And Finished Walk-In Closets. Enjoy A Bright And Spacious Private Office/In-Law Suite On The Main Floor. And Designed With A 3 Story Elevator. A Beautiful Second Floor Containing A Primary Bedroom With A Reading Area And A Walk-Out To Your Balcony Overlooking A Private Lot Nestled By Mature Trees And Vast Greenery. And A Secondary Bedroom With Large Steam Shower And Walk-Out Balcony Perfect For Peace And Serenity. A Fully Finished Basement Comprising Of An Oversized Rec-Room Equipped With A Beautiful Theatre Room With Raised Flooring Perfect For Movie Nights. Close To All Major Schools, Shopping Centres, Parks, Golf Courses, Hiking Trails, Restaurants, Hospitals, And More. Just Seconds To Highway 10. Only 45 Minutes To Downtown Toronto. And Just 10 Minutes To The Future Highway 413. A Truly Luxurious Peel Regional Residence For Those Seeking An Extraordinary Place To Call Home. (id:63616)

8 Bedroom 9 Bathroom 5,000 - 100,000 ft2
For sale
$2,250,000
4 INGLEVIEW DRIVE, Caledon, Ontario

4 Ingleview Drive

Caledon, Ontario

Luxurious Caledon escape awaits in this executive home. Refined country living meets exceptional convenience. Set on2beautifully groomed acres with private pond, this expansive, lovingly maintained bungalow offers an extraordinary lifestyle so close to the city. From the moment you arrive, the setting is impressive, yet it is what's inside that truly sets this home apart. With over 7,500sf of bright, stunning space, this remarkable residence features 4 king-sized bdrms, 3.5 marble & stone baths, indoor heated pool, sun-filled gym/yoga room, &floor-to-ceiling windows showcasing sweeping views of the lush grounds & 2 stone patios.Designed for both effortless living & unforgettable entertaining.The main floor offers one-level living, private office, double-sided fireplaces,2 formal living spaces one includes an impressive20' cathedral ceiling ideal for billiards, entertaining, or enjoying the grandeur of the space.The expansive kitchen is equally impressive, with granite countertops,raised bar,48"stainless fridge/freezer,double wall ovens,&walk-in pantry,all open to a generous breakfast area&peaceful solarium overlooking the tranquil landscape. Truly fit for a King!Adding to the property's extraordinary story, the Duke of Kent, Queen Elizabeth II's cousin, once called this estate home during a stay in the 1990s,reportedly enjoying breakfast&afternoon tea daily in the home's gorgeous solariums.Approached by an oversized stone driveway with ample parking,the property offers 3-car garage&convenient mudroom separate from the main-floor laundry.Imagine the freedom of having your own private retreat to swim/exercise/entertain/unwind year-round, even skate/hockey in winter without memberships,commuting,or giving up GTA amenities. Inglewood offers the best of both worlds:Peaceful rural setting,yet connected to Orangeville, Brampton & Hwy 410. A truly remarkable property!An unforgettable setting!A home with a story to tell!Come experience it. You have to see it to believe it! (id:63616)

4 Bedroom 4 Bathroom 5,000 - 100,000 ft2
For sale
$1,699,998
10 RIVERWOOD TERRACE, Caledon, Ontario

10 Riverwood Terrace

Caledon, Ontario

PLEASE TAKE NOTE!!! ONE OF A KIND CUSTOM INTERIOR BUNGALOW LOFT!!! THIS IS NOT A SUBDIVISION BASIC GRADE HOME!!! HIGHLY UPGRADED WITH APPROX $400,000 SPENT IN RENOS!!! EXTREMELY RARE WALK OUT BASEMENT W SEPARATE ENTRANCE ON PIE SHAPED LOT!!!2 CAR GARAGE W/EXTRA ROOMS IN BASEMENT BELOW THE PARKING PAD OF GARAGE!!! ENGINEERING AT ITS FINEST-CONVERT TO WINE RM, WORKSHOP OR SAUNA!!! EVERYTHING IS NEW!!!FINISHED FROM TOP TO BOTTOM!!!2 CUSTOM KITCHENS!!! CUSTOM BUILT IN WALL UNITS IN HALLWAY/FAM RM/BEDROOM!!!IDEAL FOR GENERATIONAL FAMILY OR DOWNSIZING FOR EMPTY NESTERS!!!WALK OUT TO DECK!!! STAINLESS STEEL UPGRADED APPLIANCES!!! TOTALLY ABOVE AVERAGE HOME !!! NO SHORT CUTS IN UPGRADES AND FINISHINGS!!!2ND ROUGHT LAUNDRY IN BSMT!!! SUNDRENCHED FLOOR PLAN!!!UPGRADES GALORE!!! CROWN MOULDING!! POTLIGHTS!! UPGRADED INTERIOR DOORS/HARDWARE/TRIM/BASEBOARDS!!! (id:63616)

5 Bedroom 4 Bathroom 2,000 - 2,500 ft2
For sale
$839,990
102 GRAPEVINE ROAD, Caledon, Ontario

102 Grapevine Road

Caledon, Ontario

This Well Maintained Home Is Located near a Quiet Cul De Sac In A Desirable Neighbourhood. Its extended driveway and all brick gives an Excellent Curb Appeal. The Eat In Kitchen Features Pot Lights, SS appliances, quartz counters, under cabinets lights, Back splash And quartz Island With Breakfast Bar. Patio Doors Lead To A large wooden Deck With Pergola, Gas Bbq Hook Up, oversized back yard And No Neighbours Behind. 2026 S/S Fridge+ SS Stove+ 2026 Rangehood, 2026 SS Dishwasher, Water Softener As Is, 2024 Washer & 2024 Dryer, 2022 Furnace, Garage Door opener + Remote, Electric Car EV Charger inside and outside garage, 200 Amps breaker panel, Ensuite bathroom with heated Floor, Gas Line BBQ Hookup, Garden Shed, Deck, Gazebo. The Finished Basement With Bedroom Gives Plenty Of Extra Space For Your Family To Enjoy. Ideal Location For Commuters, Pond nearby, Close To Schools, Shopping, Parks And Transit Professionally Finished Basement With Rec room and a Bedroom that can be used as an Office. (id:63616)

4 Bedroom 3 Bathroom 1,100 - 1,500 ft2
For sale
$699,900
316 - 50 ANN STREET, Caledon, Ontario

316 - 50 Ann Street

Caledon, Ontario

Priced to sell! Rarely offered, this exceptional 1,055 sq.ft. suite features one of the largest 2-bedroom + den(+ parking + locker) in the building and one of its most sought-after floor plans. Ideally located on the 3rd floor, it offers southeast views over the heart of downtown Bolton, just steps to shops, restaurants, cafés, parks, and scenic trails. Offering 2 bedrooms, a spacious den, 2 full bathrooms, and 2 private covered balconies, this beautifully upgraded residence is meticulously maintained, move-in ready, and shows like a model home. The bright open-concept design is enhanced by soaring 9-foot ceilings and dramatic floor-to-ceiling windows that flood the living and dining areas with natural light. At the heart of the home is a stunning designer kitchen featuring a 7+ ft. centre island with double waterfall-edge quartz countertops, upgraded backsplash, under-cabinet lighting, premium range hood, full-size stainless steel appliances, and quartz countertops throughout. Extended luxury laminate flooring and custom window coverings complete the sophisticated interior. Walk out from the kitchen to a covered balcony, perfect for morning coffee or evening entertaining. The primary suite accommodates a king-size bed and features a walk-in closet, a beautifully upgraded 3-piece ensuite with a frameless glass shower, premium tile, quartz vanity, and private balcony access. The generous second bedroom offers a double closet and elegant glass sliding doors, while the oversized den provides exceptional flexibility as a family room, home office, or guest space. Full-size washer and dryer included. Enjoy premium amenities including a rooftop terrace with panoramic views, party room with patio, fitness centre, guest suite, and pet spa. Includes 1 owned parking space & 1 owned locker. With luxury finishes, exceptional space, and an unbeatable location with easy access to Highways 427 & 400, this is a rare opportunity in one of Bolton's most desirable residences. Act fast! (id:63616)

3 Bedroom 2 Bathroom 1,000 - 1,199 ft2
For sale
$1,869,000
48 EDMUND STREET, Caledon, Ontario

48 Edmund Street

Caledon, Ontario

Welcome to this beautifully lanscaped, bright, well maintained 5 Bedroom with 6 Bathroom Home. It boasts 3 kitchen and 2 separate in-law type living spaces - One studio and One with 2 separate rooms off the living area with separate entry to both spaces. This home has a 3 car garage with garage door remote entry and parking for 8 cars on the driveway!! The open concept layout has a chef's kitchen with custom cherrywood cabinets and quartz backsplash and countertops; it overlooks the family room with gorgeous coffered ceiling , fireplace and walkout to the backyard porch. The entire home has many windows that allow in natural lighting, potlights, crown moulding, and hardwood flooring with upgraded 7.5" baseboards. 3 fireplaces (1 gas & 2 Electric), All the bedrooms have built -in closet systems and cabinetry. Smoke Dectectors & carbon Monoxide Detectors on all floors, Garage entry into home, Central Vac, Water Softner, A/C, Security Camera's and monitoring system, the features continue!! The 5th bedroom can be used as a media room/office on the main floor of the home with customer cabinertry with countertop and media wall. The home has 2 separate laundry rooms; one on the main level and one on the lower level accessible to both basement suites. 2 cold storage rooms.The quiet family neighbourhood is surrounded by walking trails and this home is close to shopping, schools and all amenities. (id:63616)

8 Bedroom 6 Bathroom 3,000 - 3,500 ft2
For sale
$2,389,000
21170 SHAWS CREEK ROAD, Caledon, Ontario

21170 Shaws Creek Road

Caledon, Ontario

Acres of Fertile Land & Country Living in Caledon. Escape to your own slice of rural paradise, just south of Orangeville. This 92-acre property offers the perfect blend of income potential, natural beauty, and comfortable country living. The 3-bedroom brick bungalow features a walkout basement complete with its own kitchen - ideal for extended family or in-law living. Start your mornings in the sun-drenched sunroom, with a walkout to the deck, perfect for taking in the peaceful surroundings. Approximately 60 acres of tenanted crop land offer immediate income potential, while the remaining acreage is a magical mixed forest, home to a meandering creek, a small pond, and abundant wildlife - a true haven for nature lovers. A generous stand of maple trees means you can even start your own family sugar bush. (id:63616)

3 Bedroom 2 Bathroom 1,500 - 2,000 ft2