Rural Caledon Homes with 51-99 Approx Age

Rural Caledon Homes with 51-99 Approx Age

Welcome to Rural Caledon, Ontario, a picturesque haven that beautifully marries the charm of country living with modern conveniences. Nestled within the rolling hills and lush landscapes of Caledon, this enchanting neighborhood is perfect for those seeking tranquility without sacrificing accessibility. Just a short drive from the bustling urban centers of Toronto and Brampton, Rural Caledon offers a serene escape while keeping you connected to city life.

The homes in this area, particularly those built between 51 to 99 years ago, exude a timeless charm that reflects the rich history of the region. Many of these residences feature classic architectural styles, with sprawling lawns and mature trees that create an inviting atmosphere. Each home tells a story, making it easy to imagine the lives that have unfolded within their walls. Whether you’re drawn to quaint bungalows or larger family estates, you will find a diverse range of properties that cater to various lifestyles.

Rural Caledon is not just about beautiful homes; it’s about a vibrant community. Residents enjoy access to a wealth of outdoor activities, from hiking and biking trails to nearby conservation areas and parks. The area is also known for its friendly neighbors and strong sense of community, making it an ideal place to raise a family or enjoy a peaceful retirement.

With its stunning landscapes, rich history, and welcoming atmosphere, Rural Caledon is truly a hidden gem in Ontario. Discover your dream home in this idyllic neighborhood, where every day feels like a retreat from the ordinary.

Newest Rural Caledon Homes with 51-99 Approx Age

$1,345,000
7 Beds 3 Baths W13621738 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

$1,149,000
4 Beds 2 Baths W13611036 MLS
On a quiet stretch of The Grange Side Road, this renovated Caledon retreat sits on 1.12 acres, offering privacy, light-filled living, and space to slow down. Located in one of Caledon's most sought-after rural neighbourhoods, this thoughtfully updated 3-bedroom, 2-bath side-split blends modern comfort with the ease of country living. Inside, the home has been completely refreshed with new white oak flooring throughout, a brand new kitchen with new appliances, new washer and dryer, and fully renovated bathrooms, all anchored by a bright, functional layout filled with natural light. The living room is warm and inviting, while the dining room flows seamlessly outdoors to a new patio with pergola-perfect for summer dinners and relaxed evenings. The spacious bedrooms offer comfortable retreats, and the large rec room features a cozy wood burning fireplace, creating an ideal space to unwind. Outside, the extra-deep lot is framed by mature trees and offers endless room to roam, entertain, or garden, all while enjoying the peace and privacy that define this exceptional setting. The home also features updated windows, a recently updated roof, and a 2-car garage. Set among Caledon's most beautiful rural landscapes, close to great schools, skiing, hiking trails, golf, equestrian facilities, and a charming mix of cafes, restaurants, and local shops, this is a lifestyle address that feels both elevated and effortless. A truly special property in one of Caledon's most desirable neighbourhoods. A home that feels as good as it looks.

922 The Grange Side Road, Caledon

$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

$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

$1,750,000
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

Start Your Search