Caledon real estate for people who want space, quiet, and connection to the GTA

Caledon sits on the northwestern edge of the GTA and offers a mix of villages, small towns, and true country properties. People come here for more land, privacy, and a slower pace while still staying within reach of Brampton, Mississauga, and Toronto. 

I help clients decide whether Caledon fits their lifestyle, and which part of Caledon makes the most sense based on commute, budget, and the type of property they want.

Who this page is for

  • Buyers leaving denser parts of the GTA for more space and quiet
  • Families looking for detached homes with larger lots or acreage
  • Downsizers leaving large city homes for a different pace of life in villages or small towns
  • Investors focused on unique properties or future potential in select pockets

What it is like to live in Caledon

Life in Caledon often includes:

  • Detached homes on larger lots as the norm, especially in rural areas 
  • Access to trails, conservation areas, and open countryside
  • Smaller town centres in places like Bolton
  • A stronger reliance on driving for most daily errands, with some commuter options into nearby cities

Neighbourhood overview

  • Bolton
    The largest urban centre in Caledon, with more typical suburban layouts and services. 
  • Rural Caledon
    Estate properties, farms, and custom homes with significant land.
  • Villages and hamlets
    Smaller communities that offer a strong sense of place and local character.

How I help buyers in Caledon

  • Clarify the trade offs between village, small town, and rural living
  • Walk you through additional considerations like wells, septic systems, and country property maintenance when applicable
  • Help you understand realistic pricing for different types of properties, from subdivision homes to estate lots
  • Map out commute times and access to services so there are no surprises

How I help sellers in Caledon

  • Position your home accurately for its specific type of buyer, whether that is a move up family, a downsizer, or someone relocating from the city
  • Highlight land size, privacy, and lifestyle features alongside practical details
  • Reach buyers from surrounding cities who are actively searching for a change in pace
  • Negotiate with a focus on net proceeds and timelines that give you room to plan your next move

Frequently asked questions about Caledon real estate

Is Caledon a good fit if I still work in Toronto

Some clients are comfortable with the longer commute in exchange for the lifestyle. Others decide that a location like Brampton or Halton Hills is a better balance. We will talk through what your daily life would actually look like.

Is buying a rural property more complicated

There are extra steps, but they are manageable with the right guidance. Things like water testing, septic inspections, and zoning checks simply become part of the process.

Call to action

If you are drawn to more space and quiet but want to understand what a move to Caledon really looks like, reach out. I will walk you through the pros, cons, and numbers so you can decide with confidence.

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  • 8907 Highway 9 in Caledon: Rural Caledon House for sale : MLS®# W12733356

    8907 Highway 9 Rural Caledon Caledon L7E 0E9
    Main Photo: 8907 Highway 9 in Caledon: Rural Caledon House for sale : MLS®# W12733356
    $1
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12733356
    A strategic piece of just under 2 acres located just west of Highway 50 on the south side of Highway 9. 90% of the land is cleared of trees and brush. In an elevated position with good visibility from Highway 9. More details
    Listed by MOFFAT DUNLAP REAL ESTATE LIMITED
    To access this listing,
    please create a free account

  • 37 George Crescent in Caledon: Rural Caledon House for sale : MLS®# W12732622

    37 George Crescent Rural Caledon Caledon L7C 1G3
    Main Photo: 37 George Crescent in Caledon: Rural Caledon House for sale : MLS®# W12732622
    $1,399,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12732622
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to 37 George Crescent, Caledon East, an exceptional property offering the perfect balance of private country living on over 2 acres, yet just steps from town amenities.This charming home features a thoughtfully designed layout with a warm and inviting open-concept main floor. The spacious great room overlooks the dining area and flows seamlessly into the sunroom, creating an ideal space for both everyday living and entertaining. A vaulted ceiling enhances the great room, providing a stunning backdrop for cozy evenings by the wood-burning fireplace insert.The kitchen is both functional and welcoming, featuring a convenient breakfast bar that opens to the dining area, perfect for casual meals and gatherings. After dinner, unwind in the sunroom, which walks out to an enchanting patio, an ideal spot to enjoy peaceful moments while watching birds and wildlife come and go.The upper level offers four bedrooms, one being a spacious primary retreat complete with a 5-piece ensuite, walk-in closet, two additional closets, and conveniently located laundry facilities. The primary bedroom also showcases a beautiful bay window overlooking the serene and private backyard. With over 2 acres of land, the property provides endless opportunities for exploration and enjoyment for both children and adults alike. Nature truly surrounds you, offering tranquillity and space to roam. This home and property have been lovingly and meticulously maintained for over 30 years, reflecting pride of ownership throughout. Located close to schools, parks, recreation centre, trails & shopping, it's all here. Don't miss your opportunity to make this your next home. More details
    Listed by RE/MAX REALTY SPECIALISTS INC.
  • 17088 Horseshoe Hill Road in Caledon: Rural Caledon House for sale : MLS®# W12732834

    17088 Horseshoe Hill Road Rural Caledon Caledon L7C 2N6
    Main Photo: 17088 Horseshoe Hill Road in Caledon: Rural Caledon House for sale : MLS®# W12732834
    $2,499,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12732834
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome to 17088 Horseshoe Hill Rd! This stunning functional turn-key bungaloft in the heart of Caledon, with over 500K in upgrades, offers breathtaking escarpment views! This exceptional property sits on 2.6 picturesque acres and features a sparkling inground pool, modern finishes throughout, 6 car heated detached garage, and a separate basement apartment perfect for extended family or rental income. A rare blend of luxury, comfort, and scenic beauty in an extremely desirable location. Come take a look at this incredible home!! Well and Cistern. More details
    Listed by RE/MAX NOBLECORP REAL ESTATE
  • 3722 The Grange Side Road in Caledon: Rural Caledon House for sale : MLS®# W12732918

    3722 The Grange Side Road Rural Caledon Caledon L7C 0C3
    Main Photo: 3722 The Grange Side Road in Caledon: Rural Caledon House for sale : MLS®# W12732918
    $5,799,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12732918
    Bedrooms:
    6
    Bathrooms:
    6
    Welcome to 3722 The Grange Side Road, an exceptional 84-acre country estate offering a rare blend of privacy, natural beauty, and outstanding versatility. A long, tree-lined driveway winds through picturesque farmland, leading to an impressive natural stone bungalow perfectly positioned to capture sweeping rural views. The property comprises approximately 84 acres, including about 55 workable acres of gently rolling land, complemented by a tranquil pond near the entrance. This setting is ideal for agriculture, a home-based business, or multigenerational living. The main residence showcases quality craftsmanship with spacious, well-appointed interiors and a flexible layout offering three potential living areas, making it well suited for extended family arrangements or adaptable use. A standout feature is the detached stone-fronted, steel-clad workshop/garage, complete with three oversized 12-foot bay doors, a full four-piece bathroom, and an expansive 2,200 sq ft upper-level loft featuring three additional bedrooms and two bathrooms. An additional steel garage with four oversized doors and a secondary workshop/shed further enhance the property's functionality. Whether you are an entrepreneur seeking space for a business, a hobbyist requiring ample storage, or a family looking for room to grow, this estate offers unmatched flexibility. The land presents endless opportunities for farming, recreation, or future expansion. Set in a peaceful rural location while remaining within a convenient drive to nearby towns and amenities, this is a truly signature property that seamlessly combines natural beauty with practical, adaptable living. More details
    Listed by RE/MAX GOLD REALTY INC.
  • 1 8 Reddington Drive in Caledon: Rural Caledon Semi Detached Condo for sale : MLS®# W12733296

    1 8 Reddington Drive Rural Caledon Caledon L7E 4C3
    Main Photo: 1 8 Reddington Drive in Caledon: Rural Caledon Semi Detached Condo for sale : MLS®# W12733296
    $1,199,999
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W12733296
    Bedrooms:
    4
    Bathrooms:
    2
    Living the Dream! Elegant lifestyle in scenic Legacy Pines Adult Community. Picturesque golf course setting. Stunning premium bungalow overlooking beautiful natural pond and forested views. Spotless well appointed home with upgrades galore. Gorgeous palladian window, vaulted great room with stone wall & fireplace, family sized formal dining room, open concept chef's kitchen with custom pull out drawers in cabinetry, gleaming quartz counters, newer tile backsplash, fabulous centre island with wine rack, touchless faucet, pot-lites & undermount lighting. Amazing south facing custom built screened in Lanai with composite decking, natural gas firetable & bbq, and walkout to your own private patio. Retreat to the executive primary suite featuring custom walk in closet with organizers and spacious full ensuite. Main floor also includes a pretty guest bedroom, full bath and laundry room. Direct access to spacious garage with Epoxy coated floor. Charming wainscotting leads you to the huge rec.room with above grade windows and another stone surround fireplace. Two more bedrooms or home office make this level complete. Well run self-managed condo lifestyle with just 6 homes in this condo pod. Make this your next home in this charming village setting with nearby Albion Hills Conservation park, Palgrave walking trails and Caledon Equestrian Park. More details
    Listed by ALBION REALTY INC.
  • 11 Richelieu Court in Caledon: Bolton East House for sale : MLS®# W12728426

    11 Richelieu Court Bolton East Caledon L7E 2M3
    Main Photo: 11 Richelieu Court in Caledon: Bolton East House for sale : MLS®# W12728426
    $899,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12728426
    Bedrooms:
    3
    Bathrooms:
    4
    Welcome to Your Dream Home in Bolton East! This beautifully upgraded 3-bedroom, 4-bath home sits on a rarely oversized lot tucked beside a peaceful cul-de-sac, offering privacy, space, and curb appeal. Step inside to find stunning renovations throughout, showcasing modern finishes, premium flooring, and a bright open-concept layout perfect for both everyday living and entertaining. The chef's kitchen features elegant cabinetry, quartz countertops, and stainless-steel appliances. Upstairs, spacious bedrooms provide comfort and style, including a primary suite with ensuite bath and walk-in closet. The finished basement adds exceptional value with a large rec room, fullbathroom, and flexible space ideal for a home office, gym, or guest suite. Enjoy outdoor living in the extra-deep backyard, perfect for summer barbecues, family gatherings, or creating your own backyard oasis. Located in desirable Bolton East, close to schools, parks, shops, and major highways this is a home you don't want to miss! More details
    Listed by RE/MAX PREMIER INC.
  • 7640 King Street in Caledon: Rural Caledon House for sale : MLS®# W12728836

    7640 King Street Rural Caledon Caledon L7E 0T7
    Main Photo: 7640 King Street in Caledon: Rural Caledon House for sale : MLS®# W12728836
    $4,700,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12728836
    Bedrooms:
    3
    Bathrooms:
    1
    This property is included in the development are for Caledon. Prime WHITE BELT 4.93-Acre Property in Caledon. Exceptional Development Situated in a rapidly evolving and high-growth area, this property offers a strategic location within the Greater Toronto Area (GTA), surrounded by multiple ongoing and future developments. Conveniently located near Bolton, this land presents exciting possibilities for future development (buyer to verify). The property is primarly land value but includes a 3-bedroom home; however, the home is not available for viewing unless a written offer has been submitted and accepted. Please do not walk the property without a scheduled appointment. More details
    Listed by RE/MAX SPECIALISTS TAVSELLS INC.
  • 3 Jack Kenny Court in Caledon: Bolton West House for sale : MLS®# W12730324

    3 Jack Kenny Court Bolton West Caledon L7E 2M5
    Main Photo: 3 Jack Kenny Court in Caledon: Bolton West House for sale : MLS®# W12730324
    $989,850
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12730324
    Bedrooms:
    4
    Bathrooms:
    3
    Proudly Situated In Bolton's Highly Desirable West End, This Impeccably Cared-For Detached Residence Delivers A Welcoming Blend Of Space, Comfort & Everyday Convenience On A 37 X 129 Ft Fully Fenced Lot. Offering Nearly 3,000 Sqft. Of Total Living Space, Both Finished & Unfinished, The Thoughtfully Designed Layout Is Ideally Suited For Growing Families Seeking Room To Live, Gather & Entertain. Instant Curb Appeal Is Achieved Through A Manicured Front Lawn, Refined Sconce Lighting, A Covered Front Porch & A Pvt Driveway W/ Ample Parking, Complemented By A Spacious 1.5-Car Garage. Set Within A Well-Established, Family-Friendly Neighbourhood, The Location Places Top-Rated Schools, 4 Picturesque Parks & A Range Of Recreational Amenities Within A Comfortable 20-Minute Walk. Shopping, Transit Access & William Osler Brampton Civic Hospital Are All Conveniently Close At Hand. A Bright & Inviting Foyer Welcomes You Inside, Featuring Durable Tile Flooring, Mirrored Closet Doors & Direct Interior Access To The Garage. The Main Lvl Unfolds Into A Warm Formal Living Room Highlighted By Broadloom Flooring, A Gas F/P & Expansive Windows That Bathe The Space In Natural Light. A Separate Family Room Provides An Additional Area To Relax, While The Formal Dining Room Is Perfectly Suited For Hosting Memorable Gatherings. At The Centre Of The Home, The Eat-In Kitchen Offers Full-Height Cabinetry, Tile Flooring, Laminate Countertops & A Full Suite Of Appls, Including A Frigidaire Refrigerator & Stove, B/I Microwave, & Moffat Dishwasher. A Sliding Door W/O Connects To The Backyard, Creating An Ideal Flow For Indoor-Outdoor Living. The Upper Lvl Features A Generously Sized Primary Retreat W/ A W/I Closet Complete W/ Custom B/I & A Well-Appointed 4-Pc Ensuite Showcasing A Deep Soaker Tub & Glass-Enclosed W/I Shower. 3 Additional Sun-Filled Bdrms W/ B/I Closet Organizers Share A Second 4-Pc Bath. Outdoors, The Fully Fenced Bkyd Offers A Lush Green Lawn, Garden Shed & An Expansive Patio. More details
    Listed by RE/MAX REALTY ENTERPRISES INC.
  • 70 Silvervalley Drive in Caledon: Bolton North House for sale : MLS®# W12729026

    70 Silvervalley Drive Bolton North Caledon L7E 2Z1
    Main Photo: 70 Silvervalley Drive in Caledon: Bolton North House for sale : MLS®# W12729026
    $1,499,990
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12729026
    Bedrooms:
    5
    Bathrooms:
    4
    Rare Opportunity To Own A Beautiful Spacious Home With A Great Layout In A Sought After Bolton Neighbourhood. Enjoy Privacy, Nature And Gorgeous Views All Year Round From Your Own Backyard. Plenty of Curb Appeal, Spacious Driveway, Upgraded Stucco Exterior '18, Shingles '18, & Solid Fibreglass Front Door '22. Enter Into A Grand Open Foyer to Second Floor & Winding Staircase. This Home Also Boasts A Spacious Updated Eat-In Kitchen W/Dekton Counters '22, S/S Appliances & A Large Pantry. Eat-In Kitchen W Walkout to Large Deck, New Railings '24, And Awning Overlooking Pool/Hot Tub & Nature. Spacious Open Concept Family Room With Gas Fireplace & Stunning Views of the Bolton Valley. Enjoy The Beautifully Finished, Functional Walkout Basement To Salt Water Pool (Pool Heater '24) & Relaxing Hot Tub. Spacious Modern Rec Room With Fireplace, 5th Bedroom or Playroom, 3 Pc Bath & Wet Bar. More details
    Listed by KINGSWAY REAL ESTATE
  • 12550 50 Highway in Caledon: Bolton West Commercial for sale : MLS®# W12728044

    12550 50 Highway Bolton West Caledon L7E 1M7
    Main Photo: 12550 50 Highway in Caledon: Bolton West Commercial for sale : MLS®# W12728044
    $199,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    W12728044
    Major Bus.:
    Restaurant
    Completely Turnkey Indian Restaurant Located At 12550 Highway 50, Caledon (Bolton). Featuring Approximately 1,950 Sq. Ft. Of Modern Space With A Brand-New Seating Area. Excellent Highway Exposure With Steady Traffic Attracting Both South Asian And Canadian Clientele. Fully Equipped With 16-Ft Commercial Hood, New Appliances, 100 Sq. Ft. Walk-In Cooler, And Additional Basement Storage. Fire-Suppression Certificate In Place And LLBO Previously Approved. An Ideal Opportunity For Owner-Operators Or Investors Looking To Step Into A Ready-To-Operate Food Business.. An Ideal Opportunity For Owner-Operators Or Investors Looking To Step Into A Ready-To-Operate Food Business. More details
    Listed by FAIR DEAL REALTY INC.
  • 15633 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12724982

    15633 Kennedy Road Rural Caledon Caledon L7C 2H7
    Main Photo: 15633 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12724982
    $2,699,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12724982
    Bedrooms:
    4
    Bathrooms:
    4
    Idyllic Rural Caledon Location, A Winding Driveway Takes You To A Breathtaking 25-Acre Estate WithRolling Hills, ~8 acres Farmland, Offering Unparalleled Privacy Complete With A Large Tranquil Pond. TheMid-Century, Architecturally Inspirational Home Boasts Over 4,000 Sq.Ft. Of Potential. Equipped With A Detached 1,800+ Sq.Ft. Garage/Heated Workshop. Enter The Home To 18-Ft Ceilings, A Skylit Open-Concept Foyer, And Original Charm Throughout. A Classic Formal Study (Once A Garage) Features RichWood Wainscoting & Built-In Bookcases Reminiscent Of The Victorian Era. The Grand Living RoomShowcases A Floor-To-Ceiling Brick Wood-Burning Fireplace, Soaring 20-Ft Vaulted Ceiling, PanoramicScenic Front Yard & Serene Water Views. A Formal Dining Room With Hardwood. Kitchen OverlookingBackyard Trees & Wildlife, With Unique Cabinetry, Walk-In Pantry, And Centre Island. At The South End, A Stunning Sunroom Surrounded By Oversized Windows & High Ceilings + Wood-Burning Stove (non-operational), Offers Year-Round Nature Views Of Your Private Paradise. The Main Level Also Includes A 2-Piece Bath And A Mudroom With Separate Entrance. Upstairs, The Primary Suite Boasts Built-In Closets AndA Spa-Sized 4-Piece Ensuite With A Jetted Tub, Alongside Two Additional Bedrooms And A 4-Piece MainBath. The Semi-Finished Lower Level Features A Spacious Rec Room, Extra Bedroom, Utility Room & A Walkout Mudroom with Roughed-In Bathroom Easily Convertible Into An In-Law Suite. A Rare OpportunityTo Own A Private Estate Just Minutes From Major Highways And Caledon Amenities,Terra Cotta, RenownedGolf Courses, Conservation Areas & 45-min commute to Pearson Airport. Your Dream Country Retreat Awaits. More details
    Listed by REVEL REALTY INC.
    To access this listing,
    please create a free account

  • 26 Deer Ridge Trail in Caledon: Rural Caledon House for sale : MLS®# W12723874

    26 Deer Ridge Trail Rural Caledon Caledon L7C 3Z6
    OPEN HOUSE: Jan 31, 2026
    01:00 PM - 04:00 PM EST
    Open House on Saturday, January 31, 2026 1:00PM - 4:00PM
    OPEN HOUSE: Feb 01, 2026
    01:00 PM - 04:00 PM EST
    Open House on Sunday, February 1, 2026 1:00PM - 4:00PM
    Main Photo: 26 Deer Ridge Trail in Caledon: Rural Caledon House for sale : MLS®# W12723874
    $989,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12723874
    Bedrooms:
    5
    Bathrooms:
    4
    !!! Legal Finished 2-Bedrooms Basement Semi-Detached With Separate Entrance & Permit By The Town Of Caledon !!! Approx. 1749 Sq Ft As Per Mpac. Executive 3-Bedrooms Semi-Detached Home With Elegant Brick Elevation In Prestigious Southfields Village Caledon!! **2 Set Of Laundry Pairs** Features Double-Door Main Entry & 9-Ft High Ceilings On The Main Floor. Upgraded Family-Size Kitchen With Quartz Countertops & Quartz Matching Backsplash & Brand New Stainless Steel Appliances, Plus A Walk-Out To The Backyard From The Breakfast Area! Spacious Primary Bedroom With 4-Piece Ensuite & Walk-In Closet. All Three Bedrooms Are Generously Sized. **Carpet Free House** No Sidewalk Driveway For Extra Parking. [3 Cars Parking] *Whole House Is Professionally Painted [2025] Newly Luxury Constructed Legal Finished Basement W/Separate Entrance, Kitchen, 2 Bedrooms & Spa Kind Full Washroom [2025] [Town Of Caledon Permit Attached] Brand New LED Pot Lights Throughout. Walking Distance To Schools And Parks, And Just Steps To Etobicoke Creek. Shows 10/10! Must view House* More details
    Listed by RE/MAX REALTY SERVICES INC.
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Data was last updated January 28, 2026 at 04:15 AM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.