Caledon Real Estate

Caledon Real Estate

Welcome to Caledon, Ontario – a hidden gem nestled in the heart of Canada! Known for its stunning natural landscapes and vibrant community spirit, Caledon offers a perfect blend of rural charm and urban convenience. Situated in the picturesque Peel Region, this delightful town is just a short drive from Toronto, making it an ideal location for those seeking a peaceful retreat without sacrificing access to city amenities.

Caledon is renowned for its breathtaking scenery, featuring rolling hills, lush forests, and an abundance of outdoor recreational opportunities. The town is home to numerous parks, trails, and conservation areas, including the stunning Caledon Hills and the scenic Credit River, which provide endless opportunities for hiking, cycling, and fishing. Whether you’re an outdoor enthusiast or simply enjoy the beauty of nature, Caledon is a paradise waiting to be explored.

In addition to its natural allure, Caledon boasts a rich history and a warm, welcoming community. The town is dotted with charming heritage sites, local shops, and delightful eateries that reflect its unique character. Year-round, residents and visitors can partake in various community events, farmers' markets, and festivals that celebrate the local culture and foster connections among neighbors.

With its excellent schools, family-friendly neighborhoods, and a strong sense of community, Caledon is an ideal place to call home. Whether you’re looking to settle down or invest in a property, Caledon offers a diverse range of real estate options to suit every lifestyle. Discover the enchanting allure of Caledon today – where nature and community come together to create a truly exceptional living experience!

Newest Listings in Caledon

53 Fallview Circle, Caledon
$1,149,000
4 Beds ⋅ 3 Baths ⋅ W14141806 MLS
Over $140,000 in upgrades! Welcome to 53 Fallview Circle, an exceptional 4-bedroom, 3-bathroom home offering approximately 2,467 sq. ft. of beautifully designed living space. Featuring impressive 10-ft main-floor ceilings, extended windows and patio doors, hardwood flooring throughout except bedrooms, elegant crystal chandeliers and upgraded lighting throughout. The spacious kitchen showcases extended-height cabinetry, a seamless one-piece granite countertop and premium appliances, including a Samsung Chef Collection refrigerator, Samsung dual-oven stove, Miele dishwasher and Sakura range hood. The inviting family room features a fireplace and an open-to-above design, while the combined living and dining area boasts an elegant coffered ceiling. Upstairs offers four spacious bedrooms, including a primary suite with walk-in closet and 5-piece ensuite. All bathrooms feature marble countertops. Major improvements include roof, furnace, A/C and window replacements (2016-2017). Additional upgrades include Kinetico water filtration and softener systems, AprilAire air purifier, and insulated garage with whisper-quiet doors. Enjoy beautifully landscaped front and rear gardens, elegant stonework, a patio, concealed downspouts and an expansive backyard ideal for entertaining. A full unfinished basement offers excellent future potential. A beautifully maintained, extensively upgraded home offering comfort, style and exceptional value!

53 Fallview Circle, Caledon
19150 Hurontario Street, Caledon
$1,399,999
6 Beds ⋅ 2 Baths ⋅ W14141106 MLS
This custom-built country home sits on a private 1.5-acre lot with a long, tree-lined driveway and mature trees, offering a prime investment or redevelopment footprint with easy highway access between Brampton and Orangeville. This structurally mature property features a 4-bedroom layout a spacious basement recreation room, a separate 2-car garage, and a detached 30 x 40 ft barn with its own concrete floor and independent electrical panel. The interior retains historic character features including exposed beamed ceilings, peg hardwood floors, and two wood-burning fireplaces. With some strategic renovations, the current footprint provides an excellent opportunity to live in or generate immediate rental income For builders, developers, or flip investors, this substantial parcel presents an exceptional blank canvas for a luxury top-to-bottom renovation, addition, or complete custom rebuild, significantly de-risked by the fact that municipal water and gas lines are already available at the road.

19150 Hurontario Street, Caledon
25 Field Crest Road, Caledon
$1,299,000
4 Beds ⋅ 3 Baths ⋅ W14141014 MLS
Room to breathe, space to gather and a backyard that feels like a weekend away. Welcome to 25 Field Crest Rd in Inglewood, Caledon, where mature trees, expansive lawns and an in-ground pool create a peaceful setting for everyday family life. This detached bungalow offers approximately 1,815 sq. ft. on the main floor, plus a finished walkout basement with a versatile layout that gives everyone room to spread out.A welcoming front porch and double-door entry lead to a spacious foyer with a curved staircase. The bright, open living and dining areas feature hardwood flooring, a large bay window and a striking stone fireplace that brings warmth and character to the main floor. The kitchen keeps you connected to family and guests, with generous cabinetry, stainless steel appliances, a centre island with a cooktop and seating, and double doors opening to the elevated backyard deck. Enjoy morning coffee overlooking the grounds or bring dinner outside on warm evenings. The exceptionally spacious primary bedroom offers room for a sitting area, multiple closets and a private ensuite. A second main-floor bedroom provides flexibility for a guest room or home office, with another full bathroom nearby. Downstairs, the finished walkout level adds substantial living space with two generously sized bedrooms, a full bathroom, and an expansive family room. Sliding doors open directly to the backyard, while an additional staircase connects this level to the attached double garage. A thoughtful setup for extended family, overnight guests or creating separate spaces for work, hobbies and relaxation. Outside, there is room for summer pool days, gardening, outdoor dining and evenings around the firepit. Mature greenery frames the property, giving it an established country feel. A broad driveway provides additional parking. From quiet mornings on the deck to weekends spent together in the backyard, this is a home with space to enjoy every season. *Some photos have been virtually staged.

25 Field Crest Road, Caledon
23 Boyces Creek Court, Caledon
$1,299,900
5 Beds ⋅ 4 Baths ⋅ W14139560 MLS
Welcome to this spacious Ironstone model, ideally located in the desirable Pathways community. This beautifully appointed home features dark hardwood flooring throughout and an inviting, functional layout.The chef-inspired kitchen offers Corian countertops, an oversized island, and professional-grade appliances. The main floor is complete with a porcelain-tiled foyer. The second floor offers four spacious bedrooms, including a primary suite with a 5-piece ensuite and walk-in closet. Complete with a fully finished basement featuring an additional bedroom, recreation space, and full bath. This home shows beautifully and is completely move-in ready!

23 Boyces Creek Court, Caledon
26 Larry Street, Caledon
$1,225,000
4 Beds ⋅ 2 Baths ⋅ W14139548 MLS
Gorgeous, Fully Renovated Home in the Heart of Caledon East! Situated on a quiet, tree-lined street on a large private lot, this beautifully upgraded home features approximately $150K in renovations and improvements. Modern open-concept kitchen with large island, granite countertops, built-in pantries and quality finishes. Hardwood and ceramic flooring, smooth ceilings, pot lights, fresh paint, new appliances, new doors, gas fireplace and two renovated bathrooms. Additional upgrades include new windows, fencing, steel roof, insulated siding, upgraded attic insulation, updated mechanicals and gas tankless water heater. Finished lower level with spacious recreation room, laundry and ample storage. Enjoy a private, low-maintenance backyard with interlock patio, pergola and privacy hedge. Walking distance to Caledon East shops, restaurants and schools. Minutes to Caledon Trailway, Albion Hills Conservation, golf courses, farms and orchards. Easy access to Bolton and Brampton. Exceptional small-town living surrounded by nature! The 3rd bedroom has been converted into a spacious walk-in closet for the primary bedroom, offering luxurious storage space, with the flexibility to easily convert it back into a separate bedroom.

26 Larry Street, Caledon
20 Calabria Drive, Caledon
$1,085,000
6 Beds ⋅ 5 Baths ⋅ W14139540 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
29 Cross Country Boulevard, Caledon
$1,099,000
4 Beds ⋅ 3 Baths ⋅ W14139426 MLS
Welcome to 29 Cross Country Boulevard in Bolton! Lovingly cared for by its original owner for 23 years, this beautifully maintained home offers 4 bedrooms and 3 bathrooms and is nestled in a desirable neighbourhood. Featuring 9-foot ceilings, freshly painted interiors and spacious principal rooms, this home offers a warm and inviting atmosphere throughout. The generous dining room is ideal for hosting large family gatherings and entertaining guests. Recent upgrades include luxury vinyl plank flooring on main floor (2026) and new sinks in all three bathrooms (2026). The second-floor laundry adds everyday practicality, while the low-maintenance backyard provides the perfect space to relax and unwind without the upkeep. The unfinished basement offers a blank canvas, waiting for the next owner's creativity and personal touch. Ideally situated close to schools, shopping, parks and the Caledon Centre, this home offers a wonderful blend of comfort, space and location. A great place to call home!

29 Cross Country Boulevard, Caledon
44 Castelli Court, Caledon
$899,000
3 Beds ⋅ 3 Baths ⋅ W14138796 MLS
Welcome to 44 Castelli Court, an immaculate 3-bedroom home nestled in the highly desirable North Hill neighbourhood of Bolton! Offering just over 1,700 sq. ft. of beautifully maintained living space, this home is the perfect blend of comfort, style and functionality. From the moment you step inside, you'll appreciate the pride of ownership and exceptional care throughout. Featuring a spacious and inviting layout, generously sized principal rooms and three well-appointed bedrooms, there's plenty of room for the whole family to enjoy. Parking is a rare bonus, with a private driveway accommodating up to four vehicles plus a double-car garage, providing parking for six cars in total! Lardge deck which is perfect for bbq's and entertaining. Located on a quiet, family-friendly court in one of Bolton's most sought-after neighbourhoods, you'll love the convenience of nearby schools, parks, shopping and everyday amenities. A wonderful opportunity to own a home where everything has been thoughtfully cared for and all that's left to do is move in and enjoy!

44 Castelli Court, Caledon
5 Cedar Drive, Caledon
$1,649,000
4 Beds ⋅ 3 Baths ⋅ W14137602 MLS
Welcome to Cedar Drive!!!! One of Caledon's most prestigious Estate Style developments. This 3.03 acre stunning property offers you close proximity to Toronto and only 30 minutes to Pearson. Surrounded by many walking/cycling trail systems & some of Canada's best golf courses including many unique dining experiences such as Rays Bakery, Caledon Hills and Good Lot Craft Breweries. Set well back from the road, you will enjoy the complete privacy you desire from towering 30 ft trees while affording lots of sunlight. Perfect for creating your own oasis. Cozy up to the wood burning fireplace in the living/dining rooms and enjoy the views from the large picture windows. This amazing home with 3+1 BR's and 3 Baths, will not disappoint from the hard wood flooring, to the walk out lower level to the quartz counter tops, stainless steel appliances, wrap around porch and a large front perennial garden. Just minutes on Hwy 10 to Brampton or Orangeville. Just a chip & a put to the Devils Pulpit and Osprey Valley Golf, a cast away from the Caledon Trout Club, a hop skip and a jump to the Caledon Trail Way & Bruce Trail and a snow shoe to the Caledon Ski Club. You will feel you are in Europe every time you drive along the Forks of the Credit Rd. This is a must see. Bathrooms have been freshly updated.

5 Cedar Drive, Caledon
18 Alderbrook Place, Caledon
$849,000
3 Beds ⋅ 3 Baths ⋅ W14135666 MLS
Fully renovated end-unit townhome offering the space, privacy and presence of a semi-detached, situated on an exceptional pie-shaped lot widening to an impressive 57 ft across the rear, with no rear neighbours. The expansive backyard creates a rare private setting with plenty of room to entertain, relax or create your own outdoor retreat. Inside, the home has been completely transformed with contemporary finishes throughout, including herringbone-pattern vinyl flooring on the main level, premium porcelain tile and marble accents in the kitchen and bathrooms, upgraded stairs with sleek glass railings, fresh neutral tones and brand-new appliances. This move-in-ready home has been thoughtfully renovated from top to bottom, while major mechanical updates include a furnace (2024), A/C (approx. 7 yrs), roof and windows (approx. 10 yrs), and hot water tank (approx. 5 yrs). The unfinished basement offers excellent future potential with existing rough-ins for a kitchen, bathroom and central vac, ideal for additional living or entertaining space. Tucked away on a quiet, family-friendly Bolton street close to schools, parks, shopping and everyday conveniences, with the Caledon Community Complex nearby offering a pool, gym and recreation programs for all ages. A fully renovated home on an exceptional pie-shaped lot, offering privacy, style and room to grow.

18 Alderbrook Place, Caledon
37 Royal Fern Crescent, Caledon
$1,269,000
4 Beds ⋅ 4 Baths ⋅ W14134748 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
9 Flaherty Lane, Caledon
$6,299,000
6 Beds ⋅ 10 Baths ⋅ W14134444 MLS
Welcome to 9 Flaherty Lane, a breathtaking custom estate nestled on over 10.6 acres in one of Caledon's prestigious enclaves and backing onto 50 acres of conservation land. Spanning over 13,500 square feet above grade and over 20,000 square feet total, this residence offers homeowners unmatched luxury, privacy, and scale. Inside, 5 prodigious bedrooms reside, each with its own ensuites, including a mesmerizing Owners' suite with his and her ensuites and a private guest bedroom in the lower level. Soaring ceiling heights are found across all 3 levels and range from 10 ft to 21ft, with 3 open to the above living areas. Both warm and inviting, this home attracts an abundance of natural light via the bespoke solarium and sunroom. As you make your way through this lovely home, signature features are found, including a 2-level mahogany library with an enchanting spiral staircase, a home theatre, a retro 50's inspired diner, a 5-car garage, multiple fireplaces, 9 geothermal heating and cooling systems, and a gourmet kitchen with a 60" Wolf gas cooktop and oven. Winning "North America's Best Pool" award in 1997, the indoor pool is truly a space where loved ones can gather and enjoy all year round. The serene outdoors offers just as much as the inside, with a spring fed 1 acre pond, a gazebo, a large designer patio with custom railing overlooking the water, and ample green space to host large social gatherings. This home is an absolute must see and offers a rare high-capacity well pumping 120 liters of water per minute, as well as an oversized septic tank and a new roof completed in 2024. With 16 interior and exterior cameras operated through Telus, security here is top-tier! Built to the highest standards using custom-made materials, this estate offers a rare blend of elegance and resort-style living. Whether hosting on a grand scale or seeking a private retreat, 9 Flaherty Lane delivers an extraordinary lifestyle!

9 Flaherty Lane, Caledon
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