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 landscapes and vibrant community spirit, Caledon is a haven for those seeking a tranquil lifestyle without sacrificing modern conveniences. With its rolling hills, lush forests, and charming rural vistas, this town offers an idyllic backdrop for families, retirees, and everyone in between.

Caledon boasts a rich history, reflected in its diverse architecture and welcoming neighborhoods. Among its housing stock, you'll find a delightful selection of homes aged between 31 to 50 years. These properties often feature unique designs and character that newer constructions may lack, providing a warm, established feel. Many of these homes come with spacious lots, mature trees, and beautifully landscaped gardens, perfect for outdoor enthusiasts and those who love to entertain.

Residents enjoy a plethora of amenities, from local shops and restaurants to parks and recreational facilities. The town is renowned for its outdoor activities, including hiking, biking, and horseback riding in the nearby conservation areas. Families will appreciate the top-rated schools and community programs that foster a strong sense of belonging.

With its convenient access to major highways, Caledon is just a short drive from the bustling cities of Toronto and Brampton, making it an ideal location for commuters. Whether you’re drawn to the area's natural beauty or the charm of its historic homes, Caledon offers a unique blend of serenity and accessibility—truly a wonderful place to call home. Explore the possibilities today and discover your dream home in Caledon!

Newest Caledon Homes with 31-50 Approx Age

$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
$1,079,000
4 Beds ⋅ 4 Baths ⋅ W13597720 MLS
Beautifully updated and move-in ready family home in Caledon's quiet, safe and highly desirable community of Valleywood. Offering approximately 2,200 sq ft above grade plus a finished basement, this bright and meticulously maintained home is perfect for first-time buyers or growing families. Freshly painted throughout, the functional layout features a combined living and dining room, an upgraded kitchen with stainless steel appliances, and a sunny breakfast area with walk-out to the patio and private backyard. Enjoy exceptional privacy with no neighbours behind, backing onto a large park with mature trees creating a peaceful natural setting. The shed has power and makes a great workshop. A standout feature of the home is the spacious separate family room located between the main and second floor, complete with soaring cathedral ceilings and a cozy gas fireplace, the perfect place for relaxing or family movie nights.Upstairs offers three generously-sized bedrooms including a spacious primary retreat with a large walk-in closet and renovated 4-piece ensuite. A second bedroom also features a walk-in closet, while the third bedroom enjoys access to a 4-piece semi-ensuite.The finished basement adds incredible living space with brand new laminate flooring, a large rec room with built-in bookcases, wet bar, second laundry room, plenty of room for entertaining, games or a home gym, plus an additional bedroom and a 3-piece bathroom. Ideally located within walking distance to parks, trails and the library, and just minutes to shopping, everyday conveniences and Highway 410 for easy commuting. Situated in the sought-after Mayfield Secondary School district, this is the perfect place to start or grow your family!

150 Royal Valley Drive, Caledon
$1,465,000
3 Beds ⋅ 4 Baths ⋅ W13584948 MLS
Set on an impressive 83.78 x 177.49 ft estate lot in one of Caledon East's most coveted enclaves, this beautifully renovated executive residence offers timeless elegance, exceptional craftsmanship and resort inspired living. With a 3-car garage, refined curb appeal and a thoughtfully designed floor plan, this home seamlessly blends luxury with everyday functionality. Designed for both sophisticated entertaining and comfortable family living, the main level features elegant principal rooms, a private home office and a spectacular custom kitchen that serves as the heart of the home. Appointed with heated floors, a generous centre island, built-in convection ovens with warming drawer and premium finishes, the space is both beautiful and highly functional. The luxurious primary retreat is complemented by a newly renovated spa-inspired experience featuring heated floors, a freestanding soaker tub, double vanity and an oversized glass shower, creating a serene sanctuary. A well-appointed second-floor laundry room with a built-in drying rack and ironing station adds everyday convenience. The private backyard is a true outdoor oasis, designed for effortless entertaining. Surrounded by mature landscaping, enjoy an inground heated pool with a new liner (2023), expansive Trex deck, pergola, charming cabana and a built-in Napoleon BBQ, creating the perfect setting for memorable gatherings and quiet summer evenings. Meticulously maintained and extensively updated, this exceptional home also features an Amber wood front entry door, updated garage doors, roof, fascia, soffits and eavestroughs (2022), furnace and air conditioning (2017), windows (2012), heated floors in the kitchen, main bath and ensuite, and a security monitoring system. A rare offering where thoughtful design, modern comfort and exceptional outdoor living come together in one of Caledon East's most desirable communities.

7 McKee Drive, Caledon
$899,999
4 Beds ⋅ 4 Baths ⋅ W13581392 MLS
Welcome to 4 Compton Crescent, Bolton!Spacious 4-bedroom home offering comfortable living in a highly desirable family-friendly neighbourhood. This well-maintained property features a practical layout with generous principal rooms, ideal for both everyday living and entertaining.The main floor boasts bright and inviting living and dining areas, complemented by a functional kitchen with ample cabinetry and workspace. The upper level offers four well-sized bedrooms, providing flexibility for growing families, guests, or a dedicated home office.Enjoy a balanced indoor-outdoor lifestyle with a private backyard perfect for relaxing or hosting gatherings.Conveniently located close to top-rated schools, parks, shopping, and essential amenities, with easy access to major routes for commuting.A fantastic opportunity to own a versatile family home in the heart of Bolton.

4 Compton Court, Caledon
$1,299,000
4 Beds ⋅ 3 Baths ⋅ W13543156 MLS
Spacious 3 + 1 Bedroom Home with Detached Shop on Scenic 1.2 Acres. Welcome to one of Caledon's most sought-after locations. Nestled on a beautifully landscaped 1.2-acre property, this lovingly maintained side-split family home offers the perfect blend of comfort, space, and functionality. Featuring 3+1 spacious bedrooms, 2.5 bathrooms, and an oversized garage, this home is designed for both everyday living and entertaining. The bright, expansive kitchen offers convenient garage access and opens through glass sliding doors to a large deck overlooking a well-manicured backyard-an ideal setting for family BBQs, outdoor gatherings, or simply relaxing in your own private oasis. Enjoy evenings around the ready-to-use fire pit, creating lasting memories with family and friends. Adding exceptional value is the impressive 20' x 30' detached shop with hydro, offering endless possibilities such as a workshop, storage space, hobby area, or home-based business. The upper-level features three generously sized bedrooms, including a spacious primary retreat, along with two well-appointed bathrooms. The finished lower level boasts a large family room with glass sliding doors providing a walkout to the backyard, a fourth bedroom, laundry room, and a bar area that's perfect for entertaining guests. The finished basement offers abundant storage, a cold cellar, and a versatile room currently used as a home office. Pride of ownership is evident throughout this exceptional property. Opportunities like this are rare-don't miss your chance to make this remarkable home your own. Book your private showing today.

4310 BOSTON MILLS Road, Caledon
$1,349,900
4 Beds ⋅ 5 Baths ⋅ W13533608 MLS
Enjoy pool days in every season - all from the comfort of home! Set on a beautiful 1-acre lot along a paved country road and surrounded by towering mature trees, this spacious 2-storey home offers comfort, character, and a truly unique resort-style lifestyle.With over 3000 sq. ft. of living space, 4 bedrooms, and 5 bathrooms, this entertainer's dream is designed for everyday comfort and memorable gatherings. The enclosed pool area is a true showstopper, featuring an indoor inground pool, a cozy sitting area with a wood-burning fireplace, three clear roll-up doors, and patio doors leading to a covered outdoor dining space.The bright, open kitchen features ceiling-height cabinetry, a centre island with breakfast bar, modern pot lighting, and a walk-out from the breakfast area directly to the pool. The main level also offers multiple living spaces, including a formal dining room with fireplace, a living room with a second fireplace, and a spacious family room. Premium Jatoba hardwood flooring adds warmth and quality throughout the living, dining, and sitting areas.Upstairs, you'll find four bedrooms and two bathrooms. Major updates include a top-of-the-line geothermal system installed in 2016, central air conditioning with lifetime warranty, triple-pane thermal windows replaced approximately 9 years ago with lifetime warranty, and a 30-year three-tab shingle roof completed in September 2024. The hot water tank is owned, and the propane tank has been recently serviced. Outside, enjoy a detached 2-car garage, with loft and 3pc bathroom. This property boasts peaceful mature-treed surroundings, and plenty of outdoor space with lighting- all just a short drive to town amenities. A rare opportunity to enjoy privacy, space, and year-round poolside living.

19211 Mountainview Road, Caledon
$1,199,000
5 Beds ⋅ 4 Baths ⋅ W13533350 MLS
Show with Confidence! Beautiful Fantastic 4 Bedroom With 4 Bath Home In The Sought-After Neighborhood In Valleywood. Large Basement Completely Renovated In 2021 Finished With An Awesome Bar, Exercise Rm And New Bath. Large Eat In Kitchen With Walk Out To A Huge Deck And Summer Retreat In The Gazebo. Massive Primary Bedroom With Spa-Like Ensuite And Walk In Closet. Basement 1268 Sqft. Great Family Friendly Neighborhood.

73 Hutton Crescent, Caledon
$1,179,000
5 Beds ⋅ 2 Baths ⋅ W13523368 MLS
Nestled within a highly desirable, well- established, family friendly Mono-Mills neighbourhood in Caledon, sits this beautifully updated detached raised bungalow. Set on an expansive, very private yard this immaculate home is adorned with soaring trees, lush landscaped gardens and a garden shed. Your "to do list" is short and sweet with this move-in ready, 5 bedroom, 2 bathroom oasis! The bright, open concept main floor is filled with an abundance of nature lighting that shines through the beautiful bay window in the living room. Gleaming hardwood floors, pot lights, a stunning kitchen recently renovated with granite countertops, island/breakfast bar, gorgeous cabinetry & stainless steel appliances seamlessly flow into the Dining Room and Living areas-ideal for entertaining and everyday living. Your entertaining area expands through the patio sliding doors and onto the large wood deck over-looking the gardens. The main floor offers 3 generously sized bedrooms and a brand new (2025) 5 piece, luxurious bathroom complete with double sinks and a vanity area. The lower level was just entirely renovated (2025) and expands your living space including : spray foam all exterior walls, sound proof insulation in bedroom walls, update electrical wiring and panel to 200 AMP, pot lights, flooring, fresh paint as well as a gorgeous 3 piece bathroom complete with a walk-in glass shower! You'll also a find a spacious rec room in the lower level that can accommodate large family gatherings. Did I mention that there is a Brand New Furnace and Heat Pump just put in, in 2025. Enjoy peaceful country living surrounded by nature & stroll to the playground/basketball court which is literally a hop-skip-jump away. All of the amenities you need are just a short drive to get to as Airport Road & Highway 9 are easily accessible. Like I stated above, this home is truly move-in ready and is the "Perfect Property" for you to put down roots and start calling 6 Palace Street, HOME.

6 Palace Street, Caledon
$2,199,000
5 Beds ⋅ 4 Baths ⋅ W13517474 MLS
Welcome to 82 Marilyn St. Situated on a highly sought after lot backing on to Caledon East Green spacewith a meandering creek. This 2 storey, four bedroom home with in-law suite has been meticulouslyupdated. Upon entering the home, you will see the owner has added an entirely new stair case with accentlighting. 6" White Oak Hardwood has been Used. 6" Engineered white oak hardwood planks throughout themain and Second Floor. The main floor has been updated to an open concept kitchen and Family RoomDesign with Island seating. This new Chef's kitchen provides a Miele centric cooking experience. The 36"Gas cooktop and hood along with a Miele double wall oven. The Bosche SS Refrigerator, integratedDishwasher, built in Microwave and KitchenAid Wine Cooler round out this beautiful kitchen. The familyroom has a beautiful Open Gas Oak Log Set complete with walnut Mantle. The main floor has a convenientOversized Laundry area just off the garage. On the second floor, the Primary bedroom and 5 pc ensuitewhich also contains a very large highly functional Walk-in Closet. In the basement, 5" Engineered WhiteOak Hardwood forms the base for the new owners special In-Law Suite with added 3pc bathroom. There isalso a large recreation room with Fireplace. The New Windows, Doors, Riobel Faucets, Roof and HVAC willprovide the new owners with years of comfort.

82 Marilyn Street, Caledon
$750,000
3 Beds ⋅ 3 Baths ⋅ W13516584 MLS
Welcome to this beautifully updated freehold townhome in the heart of Bolton, offering the perfect blend of comfort, convenience, and family-friendly living. Featuring 3 spacious bedrooms and a finished basement, this home provides functional space for growing families and those seeking additional flexibility. The main level showcases new vinyl flooring (May 2024) and has been freshly painted throughout, creating a bright and modern feel. The kitchen is equipped with stove, fridge, and dishwasher, and features a breakfast area ideal for everyday dining. Walk out to a private, fully fenced backyard-perfect for relaxing, entertaining, or enjoying time with family. The finished basement offers a large open-concept space along with a recently renovated 3-piece bathroom, making it ideal for a recreation area, home office, or guest space. Located in a highly desirable pocket of Bolton, this home offers easy access to Hwy 50, Albion Vaughan Rd, and is within close proximity to major routes connecting to the GTA. Families will appreciate being within the boundaries of excellent schools including Ellwood Memorial PS, Allan Drive Middle School, and Humberview Secondary School. Enjoy nearby parks, walking trails, and recreational amenities, along with convenient access to local plazas, grocery stores, restaurants, and everyday essentials. Just minutes to downtown Bolton, you'll love the small-town charm with all the conveniences close by. A fantastic opportunity to own a move-in ready home in a growing and family-oriented community.

69 Wood Circle, Caledon
$1,329,900
4 Beds ⋅ 3 Baths ⋅ W13492254 MLS
Some homes check the boxes. This one changes the way you want to live.Set in the charming community of Caledon Village, this beautifully renovated home offers the perfect blend of privacy, space, and connection. Wake up to open countryside views, unwind beneath endless sunsets, and enjoy a slower pace of life 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 deck-a true three-season 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 a fully insulated custom-built 16' x 16' shed with hydro, creating the ultimate bonus space. Whether you're dreaming of a private home office, fitness studio, creative workspace, guest bunkie, games room, or the ultimate retreat, this flexible space is ready to evolve with your lifestyle.Perfect for growing families, professionals seeking a work-from-home sanctuary, 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 to schools, parks, local amenities, and major commuter routes, you'll enjoy the tranquility of country living with everyday conveniences close at hand.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
$1,299,000
4 Beds ⋅ 4 Baths ⋅ W13489488 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
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