Rural Caledon Homes with 51-99 Approx Age

Rural Caledon Homes with 51-99 Approx Age

Welcome to Rural Caledon, a picturesque haven nestled in the heart of Ontario, Canada. Known for its breathtaking landscapes and serene atmosphere, this charming community offers a perfect blend of rural tranquility and modern conveniences. With rolling hills, lush forests, and scenic trails, Rural Caledon is an outdoor enthusiast’s paradise, providing endless opportunities for hiking, cycling, and horseback riding.

The neighborhood is characterized by its stunning properties, with homes that boast an approximate age of 51-99 years. These residences exude a timeless charm, showcasing traditional architectural styles that reflect the rich history of the area. Many of these homes have been lovingly maintained or thoughtfully updated, offering a unique blend of classic character and contemporary comforts. Imagine cozy evenings by the fireplace in a historic home, surrounded by the beauty of nature that Caledon has to offer.

Rural Caledon is not just about beautiful homes; it’s also about community. Residents enjoy a friendly, tight-knit atmosphere where neighbors become friends. Local markets and farm stands provide fresh produce, and community events foster a sense of belonging. Families are drawn to the area for its excellent schools and safe environment, making it an ideal place to raise children.

Whether you’re looking for a peaceful retreat or a vibrant community, Rural Caledon has it all. Discover your dream home in this enchanting neighborhood, where history meets nature, and every day feels like a breath of fresh air. Come explore the beauty of Rural Caledon, where your ideal lifestyle awaits!

Newest Rural Caledon Homes with 51-99 Approx Age

$1,499,000
4 Beds ⋅ 3 Baths ⋅ W13606962 MLS
Set on a half-acre lot (100 x 219 ft) along Mississauga Rd between Mayfield and Old School, this two-storey detached home offers 4,250+ sq ft of total living space, 3,000 of it above grade. The main and upper levels were rebuilt in 2011 (plumbing, electrical and HVAC included) and upgraded steadily since. The heart of the home is a large executive kitchen: premium granite counters, wall-to-wallDon't miss this one.custom cabinetry, ceramic tile backsplash, and a breakfast bar. Stainless appliances include a double fridge (2025), two built-in ovens, built-in microwave, 36" gas cooktop and range hood carpet-free interior pairs hardwood in the living areas and bedrooms with ceramic tile in the foyer, kitchen, baths and basement. Pot lights, a natural oak staircase, upgraded baths with premium vanities, and a large multi-functional basement complete the layout. Outside, a driveway that holds 10+ vehicles, an in-ground saltwater pool, a stamped concrete patio, and a detached garage/workshop with hydro and insulation. Mechanicals are a genuine strength: the home is fully spray-foam insulated and runs on a geothermal furnace and A/C that keeps costs low for its size, plus an owned hot water tank, 200-amp service, drilled well with UV and sediment purification, water softener, and updated pump, pressure tank and sump systems. Space, land and unbeatable quality of life on Caledon's southern edge, minutes from Brampton. Don't miss this one.

12806 Mississauga Road, Caledon
$1,575,000
5 Beds ⋅ 5 Baths ⋅ W13559252 MLS
Welcome To This Exquisite Home Situated On A Private One-Acre Lot Surrounded By Multi-MillionDollar Estates. Fully Redesigned And Renovated From Top To Bottom, This Turnkey PropertyOffersd spacious Bedrooms And 5 Elegant Washrooms. Extensive 2022 Upgrades Include New Windows,Roof, A/C, And Septic System - Providing True Peace Of Mind. The Gourmet Kitchen FeaturesTop-Of-The-Line Appliances, Granite Countertops, And Ample Storage, Perfect For Family LivingAnd Entertaining. Large Windows Throughout Fill The Home With Abundant Natural Light. Enjoy APrivate Outdoor Oasis Ideal For Relaxation Or Hosting Guests. Premium Lot With Future PotentialTo Rebuild A Custom Estate. Conveniently Located Just Minutes To Grocery Stores, Schools,Plazas, And Major Highways. A Rare Offering That Combines Lifestyle, Location, And ExceptionalInvestment Potential -Delivering Outstanding Value For Families And Savvy Investors Alike.

12753 Centreville Creek Road E, Caledon
$8,000,000
5 Beds ⋅ 5 Baths ⋅ W13462682 MLS
Exceptional 10-acre country estate offering privacy, versatility, and outstanding lifestyle amenities. This spacious 2-storey brick home features a renovated kitchen (2022) with large island, farmhouse sink, pot fillers, stainless steel appliances, and abundant cabinetry. Enjoy oversized principal rooms, a cozy family room with fireplace and walkout to a deck and interlocking patio, plus 4 bedrooms including a primary suite with spa-inspired ensuite. The finished basement with separate entrance includes a second kitchen, rec room, 5-pc bath, laundry, and ample storage. A bright self-contained studio apartment with separate entrance, kitchen, bedroom, bath, and laundry provides ideal space for extended family or rental income. Outside, discover an above ground heated saltwater pool, pond, greenhouse with hydro, detached workshop with hydro, water, 2 bays and room for 5 vehicles, 2 woodsheds, and a heated 4-car attached garage. Updates include septic and furnace (2022), exterior doors (2022), and roof, soffits & eaves (2016).Located outside of the Greenbelt, close to the proposed HWY 413, this exceptional property offers the perfect blend of immediate multi generational enjoyment and long-term potential, positioned within an evolving and transitioning area poised for future growth. PROPERTY (INTERIOR -OR- EXTERIOR) TO BE VIEWED BY APPOINTMENT ONLY - PLEASE DO NOT APPROACH THE LOT UNLESS A REALTOR IS ACCOMPANYING YOU FOR YOUR SCHEDULED APPOINTMENT - THANKS FOR BEING RESPECTFUL TO THE SELLER(S).

13289 Innis Lake Road, Caledon
$3,500,000
4 Beds ⋅ 3 Baths ⋅ W13453964 MLS
Set in one of Caledon's most sought-after locations, this extraordinary country property offers nearly eight acres of privacy, history, and natural beauty. Meticulously restored and thoughtfully expanded, the home preserves its character while introducing a level of comfort and craftsmanship rarely found today. Original exposed log walls, wide plank hardwood floors, and curated finishes honour the home's heritage, while the newer addition blends seamlessly with the original structure. At the heart of the home, an immaculately designed kitchen anchored by rich soapstone countertops is crafted for both everyday living and entertaining. Open to the dining area and elegant living room beyond, the space feels warm, welcoming, and effortlessly connected. Framed by exposed logs and sweeping views across the rolling hills, the living room is both sophisticated and inviting. Tucked within the newer addition, the office offers a beautiful place to work, complete with custom built-ins and direct access to the patio and gardens. Upstairs, the primary suite feels like a private retreat, complete with a dressing room and beautifully appointed ensuite. Two additional bedrooms complete a functional and inviting second level, each bright and overlooking the grounds. The finished lower level adds exceptional flexibility with a fourth bedroom, gym area, humidity-controlled wine cellar, steam shower, and heated walk-up access to the outdoors. Outside, mature trees, the remnants of a historic stone barn foundation, and a winding river create a setting that feels peaceful and timeless. An elegant outdoor entertaining cabana, complete with a built-in barbecue and television, invites afternoons that turn effortlessly into evenings surrounded by complete privacy. Minutes from The Paintbrush and Pulpit Golf Club, Osprey Valley, Caledon Ski Club, scenic trails, charming cafés, and local restaurants, this is a rare opportunity to own a home with soul in one of Caledon's most coveted settings.

4075 The Grange Side Road, Caledon
$2,999,000
4 Beds ⋅ 2 Baths ⋅ W13450482 MLS
Attention Investors and Developers! Absolutely Fantastic Future Potential With This Prime Location.Fantastic Opportunity In Expanding Mayfield Rd Area! 1 Acre Lot In A High Demand Area Surrounded By Industrial Warehouses, Commercial Buildings, Part Of The Mayfield Rd Expansion Under Region Of Peel, Targeted For Future Hwy 413 and Humber Station Employment Area. Do Not Miss Out On This Incredible Potential Property Opportunity. For Investors, Future Development and Amazing Access Point For Efficient Transportation Around The GTA. For Further Information, See Region Of Peel Official Plan - City of Caledon.Buyers to perform all due diligence prior to submitting offers.This Bungalow Features 3+1 Bedrooms, 2 full baths, Great Sunroom With W/O to Backyard Patio And A Sizeable Finished Basement With Recreation Room Featuring a Wet Bar and Fireplace. Home Also Features Two (2) Car Garage with Ample Parking on Private Driveway.

8026 Mayfield Road, Caledon
$2,000,000
5 Beds ⋅ 4 Baths ⋅ W13419746 MLS
Set on just over 1 acre in highly desirable South Caledon, this beautifully renovated bungalow is surrounded by picturesque farms, estate homes, and tranquil countryside views. Offering a perfect blend of charm, modern décor, and quality upgrades throughout, this spacious residence features 5 bedrooms, including 3 on the main floor, and an impressive open-concept layout ideal for everyday living and entertaining. The heart of the home is the entertainer's dream chef's kitchen, showcasing marble countertops, high-end appliances, ample cabinetry and storage, and a seamless connection to the main living areas. Elegant, heated flooring, Custom woodwork & Wainscotting details, distinctive porcelain tile, skylights, and a stunning double-sided stone fireplace add warmth, character, and sophistication throughout the home. The luxurious primary bedroom retreat features a beautifully appointed ensuite complete with laundry area, wet bar, steam shower, separate toilet cubicle, and upscale finishes. Additional main-floor highlights include an inviting den, a bright sun-filled living room with heated floors, and a modern geothermal heating system for year-round comfort and efficiency. The finished lower level offers excellent flexibility with 2 additional bedrooms, a full bathroom, recreation room, kitchen, and separate laundry area. With a walk-up to the garage, this space is ideally suited for extended family, in-law living, or multi-generational use. Outdoors, enjoy a large multi-level deck overlooking the scenic surroundings, a fenced and gated private inground swimming pool with upgraded liner, and a relaxing hot tub. The property also features ample driveway parking and a beautiful, covered porch, creating wonderful curb appeal and a welcoming entrance. Recent upgrades include a new well pump and new pressure tank, both completed in 2025.A rare opportunity to enjoy country living, modern comfort, and exceptional privacy in one of South Caledon's most desirable settings.

3585 Boston Mills Road, Caledon
$2,199,900
4 Beds ⋅ 3 Baths ⋅ W13215176 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
$1,999,900
5 Beds ⋅ 4 Baths ⋅ W13078722 MLS
Discover the perfect blend of charm, space, and modern living at this beautiful country property in the heart of Caledon. Situated on 4 Acres this home offers a cottage-like feel just minutes from city conveniences.Step inside to a warm and inviting layout featuring a sun-filled kitchen with breakfast area, a spacious family room, and a serene sunroom overlooking the property. The upper level offers three bedrooms, two with private walk-out decks, plus a den and spa-inspired washrooms including his & hers walk-in closets.The finished lower level includes three additional bedrooms and a full washroom, ideal for extended family or guests. A brand-new 900 sq. ft. addition with a roughed-in basement apartment gives you the opportunity to create your own personal touch.Outdoors, enjoy a barn, garden shed, and endless room for hobbies, recreation, and entertaining. With three natural gas fireplaces and a cozy wood-burning option, this property truly balances comfort and country. Detached 4.10 x 3.14m, oversized garage (790 sf). Automatic Back Up Generator for whole home. If you're looking for a family retreat or a unique investment opportunity, 20054 Horseshoe Hill Road offers the lifestyle you've been waiting for.

20054 Horseshoe Hill Road, Caledon
$1,499,999
4 Beds ⋅ 2 Baths ⋅ W13054152 MLS
Exceptionally Rare and Hard to find Property Offering Approximatively 10 Acres and Over 10 Parking Spaces. Nestled in Caledon, Albion Hills Conservation And Trans Canada Trail Are Only Steps Away. Schools, Shopping And Dining Are All Close By. Great Access To Major Highways. Don't Miss Out On This Opportunity.

16668 Humber station Road, Caledon
$2,299,000
6 Beds ⋅ 4 Baths ⋅ W12742658 MLS
Welcome to this beautiful home in Caledon, offering approximately 2,700 sqft of thoughtfullydesigned living space. Nestled on a fully fenced lot near the city, this residence features astriking blend of brick and stone construction. Inside, you'll find a spacious layout withfour bedrooms, with an additional two bedrooms in the finished basement. The basement includesa separate entrance, perfect for extended family or guests. The main floor is enhanced withnew kitchen upgrades, elegant porcelain tiles, and a vaulted ceiling in the living room, wherea cozy wood-burning fireplace awaits. The home also includes a unique loft space behind thegarage for extra storage. This stunning home also boasts an impressive 21 parking spaces!Whether you're hosting gatherings, have multiple vehicles, or need ample space for RVs andguests, this property has you covered. The expansive driveway and dedicated parking areaprovide unmatched convenience and flexibility for your lifestyle. Enjoy the peace of mind thatcomes with having plenty of room for everyone and everything. This home truly offers the bestin comfort and practicality don't miss out on this one-of-a-kind opportunity!

13080 Centreville Creek Road, Caledon
$1,395,000
7 Beds ⋅ 3 Baths ⋅ W12949788 MLS
Welcome to this beautifully renovated 4 + 3 bedroom residence on an impressive 0.40-acre lot, offering a rare blend of modern design, functional living space, and picturesque surroundings. Thoughtfully updated throughout, this turnkey property presents an excellent opportunity for families, investors, or multi-generational living. Step inside to a bright, inviting interior featuring hardwood flooring throughout, contemporary light fixtures, and an abundance of pot lights that create a warm, elegant atmosphere. The home showcases custom window coverings, a redesigned kitchen with stylish cabinetry, and tastefully updated bathrooms, all completed with quality finishes and attention to detail. Outside, new exterior lighting and a freshly paved asphalt driveway enhance both curb appeal and convenience. The spacious family room is a focal point, highlighted by a cozy fireplace and a walkout to a private deck where you can relax while enjoying tranquil views of the expansive yard. The open-concept main living area is ideal for entertaining and everyday living, anchored by an entertainer's kitchen with a large central island that seamlessly connects to the dining and living spaces. Practical features further enhance functionality, including two main-floor bedrooms, a mudroom, and a separate laundry room designed for busy households. The recently completed fully finished basement with 3 additional bedrooms, providing flexibility for extended family, guests, or potential rental income. Adding to the home's versatility is an exterior staircase to the second level, creating the possibility for an in-law suite, private workspace, or multi-use living arrangement. With generous indoor and outdoor space, modern upgrades, and income potential, this property is a rare opportunity to own a move-in-ready home with room to grow. 24hrs notice required for viewings as property is tenanted

16045 Hurontario Street, Caledon
$9,500,000
5 Beds ⋅ 3 Baths ⋅ W12817082 MLS
Exceptional investment opportunity on 4.65 acres in a high-growth Caledon corridor. This raised bungalow offers open-concept living, a walk-out basement with separate entrance, and a deep 205-ft frontage along Mayfield Rd. Ideal for future potential or long-term holding. Enjoy the privacy of country living while being minutes to Hwy 410, major amenities, schools, and transit. A rare offering with strong land value in one of Caledon's rapidly developing areas..

6688 Mayfield Road, Caledon
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