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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

5 Beds ⋅ 6 Baths ⋅ W13468142 MLS

Welcome to 91 Raspberry Ridge Ave., a luxury home by Country Wide Homes offering approx. 3,802 sq. ft. above grade on a premium 50' ravine lot. This elegant 4 + 1 bedroom, 6 bathroom residence features a stone and stucco exterior, double door entry, hardwood flooring throughout main and second floors, 10' ceilings on the main level, and 9' ceilings above and in the basement. It includes a main floor bedroom/den with ensuite, spacious open-concept living with a fireplace, and a chef's kitchen with quartz countertops, high-end appliances, large island, and breakfast area with walkout to a deck overlooking stunning sunset and ravine views. All bedrooms have walk-in closets, including a luxurious primary suite with a 6-piece ensuite. A walkout basement and prime location near trails, schools, and recreation complete this exceptional home.

91 Raspberry Ridge Avenue, Caledon

4 Beds ⋅ 5 Baths ⋅ W13466736 MLS

Welcome To 258 Amos Drive-Luxury Estate On a Conservation-Backed Lot. Welcome To This Stunning 4-Bedroom , 5-Bathroom estate nestled on a Premium 183 X 758 Ft Lot with breathtaking , unobstructed views . Perfect for relaxation or entertaining, The backyard is private oasis featuring : Salt Water Pool 18 Feet X 36 Feet ,All-Season Cedar Sauna, All-Season Pool House With Washroom & Steam Shower, professionally landscaped grounds with sprinkler system front and back. Natural stone entrance porch and interlocking pathway .Inside, enjoy over 4800 sq.ft. of refined luxury with 8" Vintage Hardwood Floors Throughout, Pot Lights, and thoughtful, smart design. The gourmet kitchen is a chef's dream, featuring custom cabinetry with soft-close doors, walk-in pantry, Oversized Centre Island , Built-In Thermador appliances And A Breakfast Area With Walkout To A 21' X 24' Deck Overlooking The Backyard .The Family Room Features A Custom Wall TV Unit, Perfect For Cosy Movie Nights Or Entertaining Guests. The Primary Bedroom Serves As A Private Retreat With Sitting Area ,Two Walk-in Closets And A 5-piece Ensuite. All Closets in the Home Feature Professionally Installed Organizers. Additional Bedrooms Offer Ensuite Access And Walk-in Closets.The Home Also Offers 4 Car Garages With 2 Electrical Outlets For EV'S And A Heater In The Main Garage Area, Combining Convenience And Functionality. Whether Enjoying A Sunrise Coffee, Hosting Friends, Or Simply Relaxing In Style, This Property Offers Unparalleled Comfort , Luxury And Lifestyle - Truly-One-Of-A-Kind!

258 Amos Drive, Caledon

5 Beds ⋅ 3 Baths ⋅ W13465540 MLS

The grange sideroad, one of the most (if not the most) prestigious streets in caledon. As you enter the electronic gate, and follow through the treed paved road, you will find a idilic property offering 32 (plus) acres of beautiful grounds and buildings. The "gate"house at the entrance is a 3 bdrms perfectly maintained bungalow ( currently rented to a family member) with its own propane heating and AC system. The main house is a 4 bdrms,over 2600 sq ft raise bungalow with a walk out finished bsmt, a perfect blend of traditional and modern with upgraded bathrooms.new kitchen centre island and ceramic floors (2026). You will enjoy the multiple decks and look-out patios with views for miles! The barn, in perfect condition, will allow for a full equine operation with 12 stalls and a 20 ft loft for storage or other uses as desired. If you like entertaining, you can invite 100 ( plus) friends and family members to your own private venue, complete with bathrooms and a commercial type kitchen. Then you can dance the night away in the 8000 sq ft concrete outdoor pad with a build in wet bar.Unbeleivable!! Last,but not least, you have an spectacular salt water pool with epoxy trim and lots of armour stone, complete with a pool house with a kitchen, full bathroom and gorgeous sitting area. Note: you will love the total privacy of this property.

4376 the grange Side Road, Caledon

Great Investment Opportunity on Heart Lake Road, Caledon. Exceptional opportunity to acquire approximately 51+ acres of flat land in a highly desirable and strategically located area in Caledon. Situated just north of the planned Highway 413 corridor, this property offers significant potential with possible future development opportunities. An ideal buy-and-hold investment for developers, and investor seeking to benefit from the area's continued growth and infrastructure expansion. The property features Municipal water available at the property line, adding further value and future development appeal. Don't miss this rare chance to secure a substantial landholding in a rapidly evolving area with strong future upside potential. Buyer to conduct their due diligence regarding zoning, land use, and future development potential.

13535 Heart Lake Road, Caledon

6 Beds ⋅ 4 Baths ⋅ W13462882 MLS

Set On A Serene 1.025-Acre Estate With Sweeping Scenic Views, This Custom-Built 2007 Bungalow Showcases Exceptional Craftsmanship And Timeless Luxury. The Main Floor Impresses With 9-Ft Ceilings, Rich Hardwood Flooring, Elegant Pot Lighting, And Refined Finishes That Elevate Every Space. The Gourmet Chef's Kitchen Features Premium Appliances, Custom Cabinetry And A Spacious Eat-In Area Designed For Both Casual Dining And Elevated Entertaining. The Master Suite Offers A Private Sanctuary Complete With A Spa-Inspired Ensuite, Featuring A Jacuzzi Tub, Steam Shower, And Heated Floors. The Lower Level Continues The High-End Feel With 9-Ft Ceilings, A Full Bathroom With Heated Floors, Two Generously Sized Bedrooms, And More Than Half Of The Basement Left Open As A Customizable Canvas For A Theatre, Gym, Or Entertainment Lounge. The Backyard Boasts An Expansive Deck With Glass Railings, Perfect For Summer Enjoyment, Scenic Views, And Unforgettable Sunsets. Nearly $120K In Upgrades Ensure Modern Comfort and Sophistication Throughout. Car Enthusiasts And Hobbyists Will Appreciate The Expansive Heated 4-Car Garage, Boasting Impressive 14-Ft Ceilings And The Flexibility To Double As A Workshop. Offering Elegance, Privacy, And Endless Potential, This Remarkable Residence Is The Perfect Blend Of Luxury Living And Functional Design-An Extraordinary Opportunity For The Discerning Buyer.

18200 Mountainview Road, Caledon

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

4 Beds ⋅ 4 Baths ⋅ W13461856 MLS

This spectacular 4-bedroom, 4-washroom detached estate is situated on one of Inglewood's finest 8-acre lots, just 50 minutes from Toronto. This modern home features soaring vaulted ceilings and breathtaking views from every room. The beautifully appointed eat-in kitchen, two bars, three fireplaces, theater room with a full bar, geothermal heating and cooling system, and spacious 5-car garage offer exceptional comfort and entertainment. The exclusive primary suite boasts its own fireplace and walk-out to the gardens, while the stunning sunroom is sure to take your breath away. A hot tub (being sold as is) completes this remarkable property. Lovingly designed, this estate has seen very little use over the past few years and is now ready for a new owner to bring it back to life with the care and attention it deserves.

16167 Mclaughlin Road, Caledon

6 Beds ⋅ 4 Baths ⋅ W13457246 MLS

Stunning 4+2-bedroom corner-lot home in a prime North Hill location, filled with natural light and beautifully renovated from top to bottom. This spacious 2,744 sq. ft. model offers an impressive layout featuring a Scarlett O'Hara-style staircase, generous principal rooms, and a move-in-ready finish throughout. Over $250,000 has been spent on quality upgrades and improvements, including a 2025 metal roof with a 50-year warranty, 2026 eavestroughs, 2023 owned tankless water heater and iFlow heating system, 2026 fully renovated basement, and extensive 2025 landscaping across the front, side, and backyard, including the driveway. The professionally finished basement offers a separate entrance, two additional bedrooms, a large kitchen, and excellent flexibility for extended family or additional living space. Outside, enjoy a professionally landscaped property with interlocking stone walkways, a large Stone deck, a fully fenced backyard, and a tool shed. A rare opportunity to own a bright, fully renovated corner-lot home in one of North Hill's most desirable areas. Shows beautifully - move in and enjoy with confidence.

1 St Michaels Crescent, Caledon

4 Beds ⋅ 2 Baths ⋅ W13455828 MLS

Attention Contractors, Entrepreneurs & Small Business Owners! Rare opportunity to own approximately 14 acres on highly desirable Airport Road in Caledon with municipal water, sewer and natural gas available at the property. This versatile property offers endless possibilities for contractors, tradespeople, investors, equipment operators, or those seeking a live/work opportunity. Featuring a beautiful sprawling ranch-style bungalow with a finished basement, separate entrance, and attached 2-car garage. The property is further enhanced by a large workshop and additional storage buildings at the rear, ideal for equipment, vehicles, materials, or business operations. Enjoy excellent frontage and accessibility on Airport Road while remaining just minutes to Caledon East, Orangeville, and major transportation routes. A unique opportunity combining residential comfort, business functionality, and future potential all on one exceptional property. Includes fridge, stove, dryer, dishwasher, and all existing window coverings. View this remarkable property and discover the full range of possibilities it has to offer.

15245 Airport Road, Caledon

4 Beds ⋅ 2 Baths ⋅ W13455320 MLS

A Storybook Country Escape in the Heart of Caledon! Tucked among mature trees and rolling hills, this one-of-a-kind country retreat offers the perfect blend of character, privacy, and outdoor living. Set on just over an acre, the property feels worlds away from the hustle of everyday life, yet remains conveniently close to charming villages, trails, ski hills, and local amenities. Inside, warmth and authenticity greet you at every turn. Soaring beamed ceilings, wide plank floors, and a stunning stone fireplace create an atmosphere that is both inviting and unforgettable. The spacious living and dining areas are designed for gathering with family and friends, while large windows frame beautiful views of the surrounding landscape. Upstairs, the primary suite is a peaceful sanctuary with its own sitting area and direct access to the backyard oasis. A third-level loft and additional bedroom provide flexible space for guests, a home office, creative studio, or quiet retreat. Outside is where this property truly shines. Wander along flagstone pathways through established perennial gardens, spend summer afternoons lounging by the pool, and gather around the firepit under a canopy of stars. The detached workshop offers endless possibilities for hobbyists, artists, gardeners, or extra storage. Whether you're searching for a full-time residence or a weekend escape, this remarkable property offers something increasingly difficult to find - a home with soul, surrounded by nature, where every season brings a new reason to fall in love.

20909 Shaws Creek Road, Caledon

5 Beds ⋅ 5 Baths ⋅ W13455188 MLS

Welcome to 39 Paisley Green Avenue, a beautifully maintained home offering approximately 3,330 sq. ft. above grade plus a finished walkout basement apartment, making it an ideal opportunity for multigenerational families or those seeking additional living space for extended family. Situated on a premium corner lot in sought-after Caledon East, this impressive home combines space, comfort, and versatility in a highly desirable neighbourhood. The main level features spacious principal rooms, including formal living and dining areas, a bright family room, and a well-appointed kitchen with a centre island and breakfast area. Hardwood flooring, large windows, and an inviting layout create a warm and welcoming atmosphere throughout. 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 walkout basement apartment provides excellent separation and flexibility for parents, adult children, in-laws, or guests. Complete with a double car garage, fully fenced backyard, and ample living space across all levels, this move-in-ready home offers a rare combination of size, functionality, and multigenerational living potential in one of Caledon East's most desirable family communities.

39 Paisley Green Avenue, Caledon

6 Beds ⋅ 3 Baths ⋅ W13452590 MLS

Potential For 3 Separate Building Lots. One Of Cheltenham's Most Private Estates, 2 Acres, With An Amazing 200 Feet Frontage, Has The Enjoyment Of Over 10 Acres, Backing Onto Protected Nec. Land, And Siding Onto A Stunning Ravine With Gorgeous Babbling Brook, Complete "MAGIC". Original House, Completely Renovated, Family Room Has Multi Walkouts. Mud Room Has Heated Floors, 3pc Bath, Main Floor Laundry Room. Walk-Out To Covered Deck, Hottub (As Is). 3rd & 4th Level Has 3 Bedroom In Law Suite, (Ground Floor) Heated Floors, Laundry, Walkout To Covered Private Deck.

104 Kennedy Road, Caledon

3 Beds ⋅ 3 Baths ⋅ W13452316 MLS

Available for immediate occupancy means you could be in this turn-key home for this summer! Upgraded throughout, buyers will appreciate the functionality of this lovely property. You will immediately notice the upgrades from the moment you open the front door- sleek upgraded doorknobs, light hardwood (on the diagonal), matching wood stairs and wrought iron modern spindles are all immediately visible! As you continue in to the main floor all you can say is "wow". The diningroom is open to the living room and the updated kitchen - complete with modern white cabinets, eating area and contrast centre island. The white stone counters and upgraded lighting add to the luminous effect of the open main floor living space. The wood staircase witu upgraded spindles leads to the second floor Family Room- a large, bright, versatile space that could be easily converted into a 4th bedroom. The Primary Bedroom has a walk-in closet, and a 4 piece renovated bathroom complete with double sinks and a hge walk-in shower. There are still 2 other bedrooms on this level and another full bathroom that is also renovated. With large windows and light hardwood throughout the entire second floor, this home is naturally bright. Downstairs you will find a fully finished basement with a laundry room and a recreation room complete with wet bar. But what about the backyard? The backyard is fully fenced and can be accessed by a gate on either side of the property or from the patio door of the eat-in kitchen. You will be spending all your summer evenings enjoying the spectacular covered, concrete patio , perfect for BBQ and entertaining. See this one before it's gone! Book your private showing today to see this beautiful home.Taxes per Geowarehouse. Sold under power of sale. Sold As-Is, Where Is. Seller does not warranty any aspects of property, including but not limited to: sizes, taxes or condition.

75 Tarquini Crescent, Caledon

2 Beds ⋅ 1 Baths ⋅ W13450888 MLS

!!Prime Location Hwy 50 in Bolton!! Fully Renovated. Roof done 2020,New Kitchen With Stainless Steel Appliances ,New Windows , Pot Lights In The Whole House ,Walking Distance To The Heart Of Downtown Bolton, Shopping, Restaurants, Schools, Parks And More.Beautiful Extra Deep Lot 65' * 180'.

179 Queen Street S, Caledon

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

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