Caledon Homes with 31-50 Approx Age

Caledon Homes with 31-50 Approx Age

Welcome to Caledon, Ontario—a picturesque gem nestled in the heart of Canada. Known for its stunning natural landscapes and charming small-town vibe, Caledon offers a perfect blend of rural tranquility and urban convenience. With its rolling hills, lush forests, and scenic conservation areas, it’s an ideal spot for nature lovers and outdoor enthusiasts alike.

Caledon is home to a vibrant community that values both its heritage and its future. The area is rich in history, with quaint villages and historic sites that tell the story of its development over the years. Residents enjoy a high quality of life, with access to excellent schools, local shops, and a variety of recreational activities, making it a great place for families and individuals seeking a balanced lifestyle.

For those interested in purchasing a home in Caledon, you'll find a diverse selection of properties, particularly those built between 31 to 50 years ago. These homes often exude character and charm, showcasing unique architectural styles that reflect the era in which they were built. Many feature spacious layouts, mature landscaping, and established neighborhoods that foster a sense of community.

Whether you’re looking for a cozy bungalow, a family-sized two-story, or a serene retreat surrounded by nature, Caledon’s real estate market has something for everyone. Embrace the opportunity to own a piece of this enchanting area, where you can enjoy the best of both worlds—peaceful living combined with modern amenities. Discover your dream home in Caledon today!

Newest Caledon Homes with 31-50 Approx Age

$2,499,922
5 Beds ⋅ 3 Baths ⋅ W13668634 MLS
fully upgraded (renovated), no one lived after Renovate, on Airport Rd on big lot, good size 4 bedrooms, Sep living and family rooms. Finished Basement with Sep Entrance, new shed on backyard with lot (Good for private parties), 30*40 feet workshop on the property w/Hydro facility double door Entry. 200 Amps, can be used for repair shop for cars or welding workshop. Property is the boundary line of New Hwy 413. Can be convert in commercial zoning for future.( Need to apply for Zoning to City).

13186 Airport Road E, Caledon
$1,499,900
5 Beds ⋅ 3 Baths ⋅ W13665632 MLS
Welcome To 13 Snowberry Court Caledon. A Meticulously Updated Cape Cod Style Home In Sought After Caledon Village. Set On A 100 x 300 Ft Lot With A Private, Tree Lined Backyard, Rare Space For Families That Want Room To Breathe And Relax. A Stone Walkway And Covered Porch Welcome You In. The Renovated Kitchen Features Shaker Style Cabinetry, Quartz Counters, Stainless Steel Appliances, And Dual Skylights Flooding The Space With Natural Light. Open Concept Living/Dining With Walk Out To An Outdoor Dining Area-Ideal For Entertaining. Functional Mud Room With Built In Cabinetry Off The Utility Entrance. New Staircase (2022) Leads To Five WellProportioned Bedrooms. The Primary Bedroom Includes A Walk In Closet/Room And A Fully Renovated 5 Piece Ensuite (2019). Partially Finished Basement (Renovated 2023) Comes With A Dedicated Exercise Area And Media Space. Additional Updates: Metal Roof (2016), Windows (2013), Furnace/Heat Pump (2023/2024), Main Bathroom (2021), Eavestroughs/ Downspouts (2025) Sump Pump (2023), Water Softener (2026) And The List Goes On. Move In Ready With The Big Ticket Items Already Done. Book Your Showing Today, You Will Not Be Disappointed!!!

13 Snowberry Court, Caledon
$1,149,000
5 Beds ⋅ 2 Baths ⋅ W13661626 MLS
Nestled in the highly desirable, family friendly Mono-Mills community of Caledon, this beautifully updated detached raised bungalow is the family home you've been waiting for! Set on an expansive, exceptionally private yard surrounded by mature trees, lush landscaping & a garden shed, this property offers the perfect blend of comfort, space, privacy & modern updates. Step inside & you'll immediately appreciate the warm, inviting atmosphere & thoughtful renovations throughout. This home features 5 bedrooms & 2 beautifully updated bathrooms, making this the perfect property for growing families. The bright, open living room showcases a stunning bay window that fills the space with natural light, while gleaming hardwood floors & pot lights create a polished yet welcoming feel. The recently renovated kitchen is truly the heart of the home, featuring gorgeous granite countertops, a large island/breakfast bar, beautiful cabinetry & stainless- steel appliances. It's the perfect space for preparing family meals, entertaining guests or gathering together at the end of the day. The spacious dining room opens directly to the backyard , making indoor-outdoor entertaining effortless. The main floor offers 3 generously sized bedrooms, while the lower level provides 2 additional bedrooms, a beautifully renovated bathroom & an expansive recreation area that gives your family all the room it needs to relax, play & entertain. The lower level has been extensively renovated, including a brand new heat pump & furnace installed in 2025. Step outside & discover your own private backyard retreat. The large yard provides plenty of room for children to play, family gatherings, gardening and summer entertaining. Nearby parks, playgrounds and a basketball court are just steps away, offering an incredible setting for an active family. This is more than just a house-it's the complete family package with room to grow and all come together in one exceptional perfect property.

6 Palace Street, Caledon
$1,590,000
2 Beds ⋅ 2 Baths ⋅ W13658068 MLS
A rare Power of Sale opportunity set on nearly 7 breathtaking, private acres backing right onto protected Crown land, complete with its own picturesque pond. This classic brick bungalow delivers incredible space, total seclusion, and impressive future upside for buyers, investors, or renovators looking to capture a prime Caledon address. The main floor is bright, warm, and open, centered around a stylish kitchen equipped with a massive quartz island, sleek stainless steel appliances, and elegant pendant lighting. The main living and dining area enjoys sweeping, serene views of the surrounding woodland through large picture windows, anchored by a charming wood stove for cozy winter evenings. The master bedroom features a private ensuite bath and a direct walkout to a sun-filled sunroom overlooking the natural scenery. A flexible second bedroom works perfectly as a quiet home office or guest room, while the bright lower level already has the ground work in place for two additional bedrooms with generous above-grade windows. Outside, the property includes an attached two-car garage alongside an expansive driveway with parking for up to 12 vehicles. Equipped with well water, septic, and a water softener system. Enjoy the peaceful calm of scenic country living with local trails at your doorstep, while staying just minutes from convenient town amenities. Property is sold "As Is, Where Is" under Power of Sale.

18802 Heart Lake Road, Caledon
$999,000
5 Beds ⋅ 4 Baths ⋅ W13656606 MLS
Welcome to 1 Goodfellow Crescent, a spacious family home situated on a premium corner lot in one of Bolton North's most established and sought-after neighbourhoods. Offering approximately 2,769 sq. ft. above grade plus a finished basement with apartment/in-law suite, this 4+1 bedroom, 4 bathroom residence provides the ideal blend of space, functionality, and flexibility for today's growing or multigenerational family.Designed with family living in mind, the main level features generous principal rooms including formal living and dining areas, a welcoming family room with fireplace, a dedicated home office, and a spacious eat-in kitchen with breakfast area. Large windows throughout fill the home with natural light, creating a warm and inviting atmosphere. 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 basement with apartment/in-law suite offers additional living space and flexibility for extended family, guests, or multigenerational living arrangements. Situated on a beautifully maintained corner lot with a double car garage and parking for five vehicles, this exceptional home is conveniently located close to schools, parks, recreation facilities, shopping, and all of Bolton's everyday amenities. A rare opportunity to own a spacious family home with multigenerational living potential in a highly desirable community.

1 Goodfellow Crescent, Caledon
$799,000
3 Beds ⋅ 2 Baths ⋅ W13647280 MLS
Welcome to this well-kept raised bungalow on a quiet cul-de-sac in desirable Valleywood, Caledon. Offering comfortable main-level living with a fully finished lower level, this home delivers practical space and flexibility in a family-friendly neighbourhood known for peaceful streets, parks, and convenient access to amenities. The open-concept upper level features a functional layout with gas cooking, living and dining areas, one bedroom, and a 3-piece bath. The finished lower level adds two more bedrooms (one with a built-in desk and Murphy bed-ideal as a flexible office, guest room, or kids' space), a4-piece bathroom, laundry, and extra living area. Total finished space is approximately1,350-1,400 sq ft. Outside you'll find a fully fenced, landscaped yard with a small deck-perfect for kids, pets,or quiet outdoor time. A double-car garage provides secure parking and storage. Located in Valleywood, you're close to neighbourhood parks and trails, the Margaret Dunn Valleywood Library, and Brampton Christian School. Easy Highway 410 access makes commuting simple, while Bolton's shops and services are just minutes away. A practical, move-in-ready home that offers solid value on a quiet street-ideal for a small family, downsizers seeking one-level living with extra space below, or anyone looking for a peaceful Caledon location with room to grow.

7 Bradwick Court, Caledon
$1,325,000
3 Beds ⋅ 2 Baths ⋅ W13629504 MLS
Escape to your private 2.2-acre country paradise in rural Caledon! This rare, flat lot blends open space with a stunning mature maple forest. The solid raised bungalow features 3 bright bedrooms and a partly finished basement with endless potential. Enjoy morning coffee on the charming front porch, or host epic summer gatherings on the oversized rear deck overlooking nature. Ideal for hobbyists, mechanics, or business owners, the property boasts a massive detached shop. Deep in your own woods, a rustic sugar shack awaits for making your own maple syrup. This is the ultimate rural retreat with city convenience just minutes away!

5775 Boston Mills Road, Caledon
$1,845,000
5 Beds ⋅ 3 Baths ⋅ W13625882 MLS
Welcome to this beautifully maintained 4+1-bedroom home nestled on a picturesque 1-acre mature lot in the heart of Caledon. Offering the perfect blend of comfort, functionality, and privacy, this property is ideal for families, multi-generational living, or those seeking extra space.The bright and inviting interior features four spacious bedrooms and two well-appointed 3-piece bathrooms. The lower level offers exceptional flexibility with a separate entrance, an additional bedroom with an 11'8 x 7'11 walk-in closet, a full 4-piece bathroom, large Rec Room and other storage areas-perfect for extended family, guests, or potential in-law accommodations.Step outside to enjoy the tranquility of the expansive, tree-lined property, providing plenty of room for outdoor entertaining, gardening, or simply relaxing in a peaceful country setting. Ample parking accommodates multiple vehicles with ease, making it convenient for family and visitors alike.Located in a sought-after South Caledon setting, this exceptional property offers the charm of country living while remaining within easy reach of amenities, schools, parks, and commuter routes. A rare opportunity to own a spacious home on a beautiful one-acre lot with endless possibilities.For investors, this property offers future development potential being designated Employment within Caledon's Official Plan. Newly installed Municipal Water connection available at the lot line for a Buyer to connect at the Buyer's expense should they choose to convert to Municipal water. Buyer to verify all information for their own needs and purposes.

13143 Heart Lake Road, Caledon
$799,000
3 Beds ⋅ 1 Baths ⋅ W13622252 MLS
Welcome to 74 Downey Drive, an excellent opportunity to own a detached home in a convenient and family-friendly Bolton neighbourhood. This three-bedroom home offers a functional layout with plenty of potential to update, personalize and make your own. The kitchen features stainless steel appliances, granite countertops and ample cabinet space, while the bright living area overlooks a private backyard surrounded by mature trees, creating a peaceful setting for everyday living. The finished walkout basement provides valuable additional living space and direct access to the backyard, making it ideal for a family room, home office, play area, fitness space or entertainment room. With no homes directly behind, the backyard offers added privacy and plenty of room to relax, entertain guests, garden or enjoy time outdoors with family and friends. Ideally located within walking distance of schools, parks, shops, restaurants and everyday amenities, this home combines the convenience of an established neighbourhood with the opportunity to create a space that reflects your own personal style. Whether you are a first-time buyer, a growing family or simply looking for a detached home in Bolton, 74 Downey Drive offers comfort, flexibility and plenty of future potential. Note: Some photos virtually staged.

74 Downey Drive, Caledon
$1,299,999
4 Beds ⋅ 3 Baths ⋅ W13619766 MLS
Every so often, a home comes along that offers more than beautiful finishes- it offers a new way of living. A home where plans revolve around staying in, time slows down, and every day feels a little more peaceful.Wake up to open countryside views, unwind beneath breathtaking sunsets, and enjoy the slower pace of country living without sacrificing convenience. Designed with families, entertainers, and multi-generational living in mind, the open-concept layout flows effortlessly, creating warm, inviting spaces to gather, celebrate, and make memories. Thoughtful renovations throughout mean every detail has been taken care of, allowing you to simply move in and enjoy from day one. Step outside and discover an outdoor space designed to be enjoyed year-round. Host summer dinners beneath the covered dining area, grill at the custom built-in BBQ, or relax in the 19' x 15' enclosed three-season deck-a true extension of the home where morning coffee, evening wine, and peaceful countryside views become part of your everyday routine. Mature apple and pear trees complete the backyard, adding seasonal beauty and fresh fruit to enjoy each year. Adding even more versatility is the fully insulated, custom-built 16' x 16' shed with hydro, creating the ultimate bonus space. Whether you envision a private home office, fitness studio, creative workspace, guest bunkie, games room, or workshop, this flexible space is ready to evolve with your lifestyle. Perfect for growing families, professionals working from home, multi-generational living, or buyers searching for their forever home, this property offers the rare combination of comfort, flexibility, and room to grow. Located just minutes from schools, parks, local amenities, and major commuter routes, you'll enjoy the tranquility of country living while remaining connected to everything you need. The views. The privacy. The possibilities. More than a home-it's a lifestyle designed for where you are today and everything that comes next..

8 Kevinwood Drive, Caledon
$910,000
4 Beds ⋅ 2 Baths ⋅ W13612494 MLS
Welcome to this charming brick bungalow nestled in the heart of sought-after Bolton West, where comfort, character, and community come together. From the inviting front verandah to the private backyard, this home offers a warm and welcoming atmosphere that's perfect for families, downsizers, or anyone looking to enjoy peaceful living inan established neighbourhood. Inside, you'll find a functional layout filled with natural light and timeless charm. The finished lower level expands your living space with a cozy recreation room featuring a wood-burning fireplace, two additional bedrooms, and a 3-piece bathroom-ideal for extended family, overnight guests, or a home office.

307 Pearl Street, Caledon
$5,499,000
4 Beds ⋅ 4 Baths ⋅ W13601824 MLS
Extraordinary Caledon estate where privacy, a tranquil setting, natural beauty, and endless opportunity come together on approximately 86 spectacular acres. Tucked away among the rolling hills, this remarkable property offers an exceptional blend of open pasture, productive hay fields, mature hardwood forest, scenic trails, and breathtaking countryside views in every direction. The beautiful home is designed to embrace its surroundings, featuring soaring ceilings, expansive windows that flood the interior with natural light and an open-concept layout. The fully finished walkout lower level seamlessly extends your living space outdoors, leading to a resort-inspired backyard complete with a saltwater inground pool, spacious patios, and multiple areas to relax while taking in the peaceful landscape. For those seeking space to work, create, or operate a business from home, the impressive approximately 3,000 sq. ft. heated workshop offers exceptional flexibility with dedicated office space, generous storage, and room for countless uses. The property also features a traditional barn and fenced pasture with convenient livestock watering access, making it well suited for hobby farming, equestrian pursuits, or a variety of agricultural ventures. Whether you're dreaming of a family estate, multi-generational living, a home-based business, hobby farm, or simply investing in one of Caledon's most desirable rural settings, this property offers outstanding potential both today and for the future. Minutes from the amenities of Caledon and within easy commuting distance to Pearson International Airport and the GTA. Enjoy nearby golf courses, equestrian facilities, skiing, cycling, hiking trails, charming restaurants, boutique shopping, and excellent schools-all while coming home to a setting that feels worlds away. A truly rare offering where lifestyle, land, and limitless possibilities meet.

18250 Duffy's Lane, Caledon
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