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Explore Caledon Homes for Sale

Caledon is the perfect blend of countryside charm and modern living. Known for its breathtaking natural beauty, this town is home to the famous Bruce Trail and the scenic Cheltenham Badlands, attracting nature lovers and adventure enthusiasts. Neighborhoods like Bolton, Southfields Village, and Palgrave offer a mix of contemporary Single-family homes and charming Bungalows surrounded by lush greenery. Explore modern Condos, stylish Townhomes, or undeveloped Land for future development. For business ventures, consider Commercial properties or indulge in luxury with Homes with a pool. Stay updated with Just-listed properties for the latest listings.

Caledon also boasts a thriving local food scene, with farmers' markets and restaurants serving farm-to-table cuisine. For families, the town provides excellent schools, recreational programs, and community centers. Caledon’s tranquil atmosphere, combined with its accessibility to Toronto via major highways, makes it a sought-after destination for those looking to escape city life without compromising on modern conveniences.

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Newest Caledon Homes for Sale

4 Beds ⋅ 4 Baths ⋅ W13584502 MLS

Attention Builders, Investors!! 3.5 Acres Corner Of Heart Lake And Charleston For Sale In Prime Location Of Caledon. Build Your Dream Custom House. Two Driveways From Charleston Rd. Price To Sell . House Is Only Viewed After A Conditional Offer. Separate Driveway To Barn. Also Driveway Permit Approved From City For Heart Lake Rd Entrance Too , Close To Highways & Amenities.

4037 Charleston Side Road, Caledon

5 Beds ⋅ 2 Baths ⋅ W13582522 MLS

Nestled in the sought-after Mono Mills community, this spacious 5-level backsplit offers an incredible combination of space, flexibility, and opportunity with 2,852 sq. ft. of finished living space. Featuring 4+1 bedrooms, 2 bathrooms, and two fully equipped kitchens, this home is perfectly suited for multi-generational living, extended families, or buyers looking to offset their mortgage with potential income from the fully finished lower level with its private separate entrance. Designed with functionality in mind, the unique split-level layout provides multiple living spaces for every stage of life. The bright main level offers generous principal rooms, while the lower levels expand into a spacious recreation room, family room, second kitchen, and additional bedroom-creating the ideal setup for in-laws, adult children, or guests. Car enthusiasts, hobbyists, and fitness enthusiasts will appreciate the double car garage plus the bonus finished space, ideal as a private home gym, studio, office, or the opportunity to extend the existing garage into the workshop you've always dreamed of. Step outside to your private backyard, where a covered porch creates the perfect place to enjoy your morning coffee or unwind at the end of the day. With the option to easily screen in the porch, you can create a three-season outdoor living space and enjoy the peaceful setting in comfort while overlooking the backyard. Perfectly positioned in one of Caledon's most desirable communities, this home is a commuter's dream, offering quick access to major routes while maintaining the charm and tranquility of Mono Mills. Whether you're searching for a home that grows with your family, accommodates multiple generations under one roof, or provides exceptional flexibility and income potential, 9 Palace Street delivers a lifestyle that's hard to find.

9 Palace Street, Caledon

7 Beds ⋅ 4 Baths ⋅ W13581702 MLS

Rare 10 acre estate minutes to Orangeville! Custom Built Home offering 4,100 sq ft above grade andover 6,400 sq ft total living space with 6+ bedrooms, 4 bathrooms, including 2 bedrooms on the main level with their own separate entrance, a full bathroom, and a kitchen offering rental potential,and multi-generational potential. Features include a finished basement with separate entrance, 30x40ft steel workshop with office, C-can with electricity, wood shed, private trails, creek, screened sunroom, theatre room, and oversized garages. Basement layout offers potential to be converted into up to 4 additional bedrooms for rental income, making this a unique opportunity to live, work and unwind in a private country setting.

20040 Kennedy Road, Caledon

4 Beds ⋅ 2 Baths ⋅ W13581202 MLS

Escape the hustle without sacrificing convenience in this 3 bed + office, 2 bath family home, ideally situated in one of Caledon's most desirable locations. Offering the perfect combination of privacy, space, and accessibility, this hidden gem is less than an hour from the city, making it an ideal choice for commuters seeking a peaceful place to call home Surrounded by mature trees and lush perennial gardens, the beautifully landscaped property offers exceptional curb appeal and a welcoming outdoor retreat. An extended paved driveway provides ample parking and leads to both the attached double-car garage, complete with a brand-new garage door, and a spacious insulated detached garage with natural gas-perfect for hobbyists, car enthusiasts, or additional storage. A garden shed completes this thoughtfully designed property. Inside, you'll find a bright, functional layout with generously sized rooms designed for comfortable everyday living. The home features three spacious bedrooms plus an additional office/bedroom on the lower level, along with two full bathrooms to accommodate a growing family. The inviting eat-in kitchen offers a nice workspace and opens seamlessly to the formal dining room, where a walkout leads to the deck and overlooks the private backyard. Whether you're hosting summer barbecues, gathering with family, or enjoying your morning coffee, the indoor-outdoor flow makes entertaining effortless. The expansive main-floor living room provides a warm and welcoming place to gather, while the oversized lower-level family and games room offers endless possibilities for recreation, a home theatre, or a children's play area. Upgraded windows upstairs and upgraded insulation provides improved energy efficiency. Low property taxes is an added bonus.This is a property where your family can grow, entertain, and create lasting memories for years to come.

31 Richmond Street, Caledon

3 Beds ⋅ 3 Baths ⋅ W13581042 MLS

Beautifully renovated, freshly painted Raised Bungalow in Bolton West! Located in a quiet, family-friendly area, this home features a large irregular 52' lot, double driveway, garage access & separate side entrance with potential in-law suite (2nd kitchen, 4pc bath, rec room w/ above-grade windows).Upgrades: new appliances (fridge, oven, dishwasher, washer & dryer) , new heat pump, Exterior Reno's: Stucco, stone, insulation, eaves/soffits, shingles, driveway & shed, backyard fence , landscaping & patio.Interior Reno's: Open concept, smooth ceilings, crown moulding, hardwood/ceramic floors, upgraded kitchen w/ island, modern ensuite & electrical panel, basement kitchen and laundry/furnace room. Move in & enjoy!

183 Ridge Road, Caledon

4 Beds ⋅ 2 Baths ⋅ W13578380 MLS

Welcome to this beautifully renovated century home, perfectly situated on a picturesque and private 1-acre property surrounded by mature trees and set well back from the road. Offering the perfect blend of historic charm and modern updates, this character-filled residence provides a peaceful country setting while remaining conveniently close to all amenities. Step inside to discover spacious principal rooms enhanced by impressive 9-foot ceilings and quality flooring throughout. The thoughtfully updated interior features premium flooring, high-end porcelain tile in the kitchen and bathrooms, and beautifully renovated bathrooms designed with both style and functionality in mind. The bright and inviting kitchen showcases custom solid wood cabinetry and a walkout to the deck, making it ideal for everyday living and entertaining alike. Outside, the detached 2-car garage/workshop with a large loft above offers exceptional versatility and endless possibilities for hobbyists, storage, a studio, or future customization. Significant updates provide peace of mind, including a fully replaced roof (2020), furnace (2020), and extensive interior renovations throughout. Ideally located just minutes from Brampton and less than 10 minutes to Highway 410, this exceptional property offers the perfect balance of rural tranquility and urban convenience. A rare opportunity to own a beautifully updated century home on a stunning private lot.

5112 King Street, Caledon

5 Beds ⋅ 5 Baths ⋅ W13578292 MLS

Welcome to this brand new 3581 sqft, luxury home located in one of Bolton's most desirable, family-friendly neighbourhoods. Situated on a premium 48 ft x 164 ft pool-sized lot, this exceptional residence offers the perfect blend of space, style, and modern comfort. Boasting 5spacious bedrooms and 5 beautifully finished bathrooms, including an added second-level bathroom, this home is designed to accommodate growing families and multi-generational living. Enjoy 9-foot ceilings on the main floor, creating a bright and open atmosphere throughout. The interior showcases luxury vinyl flooring throughout with no carpet, combining durability with a sleek, contemporary aesthetic. The heart of the home is the stunning kitchen, featuring quartz countertops, a large centre island, and brand new stainless steel appliances, perfect for both everyday living and entertaining. A separate side entrance to the basement offers excellent future potential for an in-law suite or income opportunity. The home is backed by Tarion NewHome Warranty, providing long-term peace of mind and quality craftsmanship. Located in a low-crime, family-oriented neighbourhood, just steps from parks, and close to top-rated schools, shopping, restaurants, and all essential amenities, this home delivers an exceptional lifestyle in Bolton's premium location. A rare opportunity to own a brand new home on an oversized lot.

95 Pembrook Street, Caledon

5 Beds ⋅ 4 Baths ⋅ W13577488 MLS

This two-storey, 4-bedroom, 4-bathroom home with a finished walkout basement is a real crowd-pleaser. Family friendly area. Treed view. Boasting 2,356 sq. ft. plus the finished basement provides over 3000 sq. ft of living space. The main floor is bright and airy with hardwood flooring throughout. Smooth ceilings on the main floor .The family room has a modern two-sided fireplace shared with the spacious dining room, perfect for entertaining. Stylish kitchen with granite counters, stainless steel appliances, a breakfast bar, and a walkout to a deck with breathtaking views. Main floor laundry with access to garage. The primary bedroom fits a king-size bed, includes a lovely sitting area, an updated 5-piece ensuite with a soaker tub, heated floors, glass shower, double sinks, and a walk-in closet. The upper-level is hardwood. The main bath is also updated with double sinks and heated floors. The deck overlooks the Humber Valley Heritage Trail and forest. The finished basement includes media area, office area and a bedroom with an egress window, and a 3-piece bath. Located within St. Michaels Catholic Secondary and St. John Paul II school districts. Above ground heated saltwater pool. Roof 2015, furnace/ac 2013, windows 2019.

17 Shangrila Terrace, Caledon

4 Beds ⋅ 3 Baths ⋅ W13577360 MLS

50 acres - Exceptional country farm and retreat in the Heart of Caledon. Set along picturesque Shaws Creek Road, this beautifully renovated country property blends timeless red brick farmhouse charm, including the wrap-around porch, with a thoughtfully designed equestrian facility, creating the ultimate live-work lifestyle. The inviting 1.5-storey home has been extensively updated while preserving its character, featuring hardwood flooring, bright, welcoming living spaces, and three spacious bedrooms designed for comfortable family living. Adding incredible versatility is the oversized three-car detached garage with a self-contained one-bedroom suite above, complete with a full kitchen and living room-ideal for extended family, guests or staff accommodations. Designed with horse enthusiasts and professionals in mind, the impressive equestrian facilities include a well-equipped main barn with 14 stalls, office, tack room, and feed room, complemented by a second barn offering an additional three stalls and dedicated tack area. The property features nine fenced paddocks and three professionally designed round pens, each serviced with frost-free water, while the centre round pen is equipped with automatic watering for added convenience and efficiency. This 50-acre parcel offers an outstanding combination of pasture, riding space, trails to enjoy, and open land, providing endless opportunities for boarding, training, breeding, or simply enjoying the peaceful country lifestyle. Located in one of Caledon's most sought-after rural settings, just a short drive to Orangeville, Erin, Georgetown, Brampton, and the GTA, this is a rare opportunity to own a turnkey equestrian property where exceptional facilities meet comfortable country living. A truly special offering for riders, trainers, hobby farmers, or anyone seeking the space, privacy, and beauty that only Caledon can provide.

20855 Shaws Creek Road, Caledon

6 Beds ⋅ 2 Baths ⋅ W13575648 MLS

Stunning Bungalow On Half Acre In Prime Caledon Location! Private Lot On Paved Road, 10 Mins To Brampton, Georgetown And Cheltenham! All The Work's Been Done Here With Hardwood Floors, Renovated Kitchen & Bath, Bay Windows on main floor, Roof, Furnace & A/C, Baseboards & Trim!. Finished Basement W/Sep. Ent. And 2nd Kitchen, 2nd Laundry, Rec Room, Games Room, Beautiful 3 Pc Bath, Big Cantina! 16'X15' Workshop And A Garden Shed! Bonus Storage Room At Back Of Garage.

13946 Mclaughlin Road, Caledon

5 Beds ⋅ 4 Baths ⋅ W13575000 MLS

Welcome To 38 Pinedale Avenue, A Stunning Detached Home Offering 2984 Sq Ft Of Elegant & Functional Living Space. Designed With Exceptional Craftsmanship Throughout, This Beautiful Home Features 9-Ft Ceilings On The Main Floor, The Spacious Kitchen Showcases Granite Countertops, Stainless Steel Appliances, Centre Island & Ample Storage Space. Enjoy Separate Formal Living, Dining And Family Rooms Plus A Main Floor Den/Office Perfect For Working From Home. All Bedrooms Are Generously Sized, Including A Spacious Primary Retreat Featuring A 5-Piece Ensuite & Walk-In Closet. Additional Features Include A Cold Cellar, New Exposed Concrete Driveway Wrapping Around The Home And Backyard. No Sidewalk. The Unfinished Lookout Basement Offers Endless Potential For Future Customization. Conveniently Located Close To Schools, Grocery Stores, Scenic Trails, Etobicoke Creek, Community Centre/Library And Plazas.

38 Pinedale Avenue, Caledon

Retail Unit for Sale - 1,169 SF Rare opportunity to own a 1,169 SF retail/commercial unit in a high-demand plaza on busy Kennedy Rd. Prime location beside a pharmacy, with an established dentist and physiotherapy clinic already in the plaza, creating a strong healthcare destination. Ideal for a medical office, optometrist, specialist clinic, healthcare provider, or other professional use (multiple uses permitted). Excellent exposure at a high-traffic intersection with strong vehicle and pedestrian visibility. Surrounded by a growing, high-density residential community, providing a strong and expanding customer base. Excellent opportunity for owner-users or investors.

12538 Kennedy Road Unit 101, Caledon

4 Beds ⋅ 3 Baths ⋅ W13572186 MLS

Welcome to Lot 115 - The Barnard Model Elevation B, a stunning new home by Mosaik Homes in Caledon's newest emerging community. Offering 3,185 sq. ft. of thoughtfully designed living space, this beautifully crafted residence features spacious principal rooms, an open-concept layout, generous-sized bedrooms, and exceptional quality throughout-perfect for modern family living. Currently under construction with an anticipated 2027 closing, this is a unique opportunity for the purchaser to personalize their home by selecting their own interior finishes and décor, creating a space that truly reflects their personal style and vision. Set within a peaceful and growing community surrounded by natural beauty, open landscapes, and a welcoming neighbourhood atmosphere, this home offers the perfect combination of luxury, comfort, and the excitement of owning a brand-new Mosaik home from the very beginning.

20 James Walker Avenue, Caledon

exceptional opportunity in Alton Village, over 100 ft frontage x 165 ft deep with walkout. vacant building lot to build a custom house. severance certificate has been issued for this newly created residential building lot. Town has installed the driveway culvert access to the road. Buyer is responsible for bringing services into the lot from Main Street. Municipal water, gas, hydro, cable services all available. Best priced building lots in Caledon.

Part 3 Main Street Unit 19904, Caledon

3 Beds ⋅ 1 Baths ⋅ W13571222 MLS

$700,000. ALTON VILLAGE, DOUBLE + LOT, 3 BEDROOM DETACHED HOME, AFFORDABLE TAXES! Fabulous opportunity to own an Alton detached starter or retirement, offering 3 bedroom, 1 bath perched on a lovely, mature double lot measuring 13.1.8 Front Feet x 145 Deep, located on the hilltop at King and Agnes. 2 blocks from ball park, public library, and desired Alton Public School. This home has a generous country sized kitchen 19.7 'x 11.84' waiting for your growing family. bright living room with 2 picture windows, 3 bedrooms, 1 4 pc bath, and main floor laundry room. The roof is approximately 8 years old, water heater 1 year - owned

7 King Street W, Caledon

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