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
Lifestyle
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
For 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
For 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
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.
Thinking about a move in or out of Caledon?
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.
Get in touch-
18095 Horseshoe Hill Road in Caledon: Rural Caledon Commercial for sale : MLS®# W13455318
18095 Horseshoe Hill Road Caledon L7K 2B8 
$12,000,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- W13455318
- Major Bus.:
- Horse
- Total Area:
- 46.6 acre(s)
Experience the ultimate equestrian facility at this exceptional 46.5-acre horse farm, designed for both serious horse professionals and passionate equine enthusiasts. Every detail of this property has been thoughtfully planned to combine function, comfort and natural beauty, creating a world-class setting for breeding, training, rehab and boarding. Nestled amid rolling pastures and scenic countryside, this property features a state-of-the-art equestrian complex complete with a 41-stall main barn, dedicated foaling barn, indoor arena, outdoor ring and a private training track. Main barn - professionally designed ventilation system, so no dust or smell, wide aisles with heated floor and rubber mats, wash racks, tack rooms, feed storage, office space and staff apartment. Storage for 300 round bales and easy access for a tractor to take to the paddocks or into the barn. 16 foot high door in storage area makes for easy delivery of hay/feed. Broodmare barn - designed for safety and supervision, 9 large bright stalls, 2 can be converted to 12x24 for foaling season. Storage, office, washroom, cameras. Training track - 5/8 mile with chute and starting gate ideal for training, conditioning and exercise with excellent footing and drainage. Indoor arena - 100x200 attached the the main barn, large viewing area, kitchen, bathrooms, large office with view of arena. 30 paddocks - thoughtfully laid out for easy rotation, turnout and access to water. 9 rehab paddocks laid out close to main barn for easy observation. 60-foot lunging ring. 110x220 outdoor sand ring fully fenced. Equipment building with 3, 16ft. overhead doors, parking for trailers and staff. Original farmhouse was extensively renovated and converted into 2 separate units for staff housing. Brand new 2 bedroom tiny house. Utilities and infrastructure ready to support full-scale operations. More detailsListed by MOFFAT DUNLAP REAL ESTATE LIMITED- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
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please create a free account -
503 60 Ann Street in Caledon: Bolton West Condo Apartment for sale : MLS®# W13457330
503 60 Ann Street Caledon L7E 4G5
$849,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13457330
- Bedrooms:
- 2
- Bathrooms:
- 2
Luxury Condo in highly sought after "Rivers Edge" in downtown Bolton, walking distance to all amenities and hiking trails. Outstanding "Valley View" model with picturesque views overlooking the Humber River. This 2-bedroom, 2 bath split unit offers luxury finishes and an open concept, crown moulding, granite counters and breakfast bar, Livingroom with an electric fireplace and private balcony including a BBQ gas hookup. Primary room boasts a large walk-in closet, double closet, 4pc ensuite with double sinks & walk-in glass shower. Ensuite laundry with new appliances, central vac, plenty of storage and gorgeous 10 ft ceilings on this penthouse level. A superb lifestyle with great amenities such as guest suite, party room, gym, library, indoor pool and sundeck patio. This unit offers tandem parking (2 spots) underground, and the building has designated car wash area. Don't miss this one! More detailsListed by COLDWELL BANKER SELECT REAL ESTATE- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
To access this listing,
please create a free account -
4075 The Grange Side Road in Caledon: Rural Caledon House for sale : MLS®# W13453964
4075 The Grange Side Road Caledon L7C 0G2
$3,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13453964
- Bedrooms:
- 4
- Bathrooms:
- 3
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. More detailsListed by ROYAL LEPAGE RCR REALTY- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
9 Maple Trail Road in Caledon: Rural Caledon House for sale : MLS®# W13454718
9 Maple Trail Road Caledon L7C 3Z3
$859,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13454718
- Bedrooms:
- 3
- Bathrooms:
- 3
** Luxury Rosehaven Built ** //1815 Sq Ft// Fully Freehold 2 Storey Stone Elevation End-Unit Town House With No Side Walk For Extra Parking In Prestigious Southfields Village Caledon! ** No Side Walk ** Can Fit 2 Cars In Driveway! Open Concept Layout In Main Floor Including Gas Operated Fireplace, 9 Feet High Ceilings & Hardwood Flooring!! Open Concept Sun-Filled Move-In Ready House! Solid Oak Staircase!! **No Carpet In The House** Chef Inspired Kitchen With Brand New Quartz-Countertop & Matching Back-Splash, Massive Center Island, Drawer Units, Microwave Shelf & Crown Molding!! 3 Generous Size Bedrooms Including - Master Bedroom Comes With 5 Pcs Ensuite & Walk-In Closet* Laundry Is Conveniently Located In 2nd Floor* Brand New Laminate Floor In 2nd Floor! Freshly & Professionally Painted Whole House! Walking Distance To Park & Schools! Few Steps To Etobicoke Creek! Shows 10/10 More detailsListed by RE/MAX REALTY SERVICES INC.- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
39 Paisley Green Avenue in Caledon: Caledon East House for sale : MLS®# W13455188
39 Paisley Green Avenue Caledon L7C 3R9
$1,549,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13455188
- Bedrooms:
- 5
- Bathrooms:
- 5
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. More detailsListed by RE/MAX EXPERTS- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
1 Goodfellow Crescent in Caledon: Bolton North House for sale : MLS®# W13455244
1 Goodfellow Crescent Caledon L7E 5Z4
$1,149,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13455244
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to 1 Goodfellow Crescent, a spacious family home situated on a premium corner lot in one of Bolton North's most established and sought-after neighbourhoods. Offering approximately 2,769 sq. ft. above grade plus a finished basement with apartment/in-law suite, this 4+1 bedroom, 4 bathroom residence provides the ideal blend of space, functionality, and flexibility for today's growing or multigenerational family.Designed with family living in mind, the main level features generous principal rooms including formal living and dining areas, a welcoming family room with fireplace, a dedicated home office, and a spacious eat-in kitchen with breakfast area. Large windows throughout fill the home with natural light, creating a warm and inviting atmosphere. 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 basement with apartment/in-law suite offers additional living space and flexibility for extended family, guests, or multigenerational living arrangements. Situated on a beautifully maintained corner lot with a double car garage and parking for five vehicles, this exceptional home is conveniently located close to schools, parks, recreation facilities, shopping, and all of Bolton's everyday amenities. A rare opportunity to own a spacious family home with multigenerational living potential in a highly desirable community. More detailsListed by RE/MAX EXPERTS- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
20909 Shaws Creek Road in Caledon: Alton House for sale : MLS®# W13455320
20909 Shaws Creek Road Caledon L7K 1L7
$1,125,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13455320
- Bedrooms:
- 4
- Bathrooms:
- 2
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. More detailsListed by CENTURY 21 MILLENNIUM INC.- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
26 Arcadia Road in Caledon: Rural Caledon House for sale : MLS®# W13455412
26 Arcadia Road Caledon L7C 3V7
$1,449,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13455412
- Bedrooms:
- 4
- Bathrooms:
- 5
KEY HIGHLIGHTS Resort-Style Backyard Oasis Heated inground pool Gas BBQ and entertaining area Professional landscaping and lighting Private fenced yard with storage shed for relaxing and entertaining Kitchen Built for Cooking & Gathering Spacious kitchen with abundant cabinetry and counter space Large island ideal for meal prep and gathering Open-concept layout perfect for family dinners and celebrations Versatile Third-Floor Loft Private retreat with its own bathroom Ideal for in-laws, guests, a nanny suite, or multi-generational living Premium Southfields Village Location Largest lot on the street Steps to schools, parks, trails, and amenities Easy access to major commuter routes Exceptional Family Living Over 3,300 sq. ft. of finished living space 4 spacious bedrooms 5.5 bathrooms Main-floor office Furniture package available for a turnkey move-in option. Welcome to 26 Arcadia Road, an exceptional family home on the largest lot on the street in one of Southfields Village's most desirable neighbourhoods. Offering over 3,300 sq. ft. of living space, this residence features 4 spacious bedrooms, 5.5 bathrooms, a dedicated main-floor office, and a versatile third-floor loft perfect for extended family, guests, a nanny suite, or private retreat. The heart of the home is a spacious kitchen designed for those who love to cook and entertain, featuring generous counter space, abundant cabinetry, and a large island that naturally becomes the gathering place for everyday meals and celebrations. Step outside to your private backyard oasis, complete with a heated inground pool, gas BBQ hookup, professional landscaping, and lighting-creating the perfect setting for summer entertaining. Just steps from schools, parks, trails, and amenities, 26 Arcadia offers the perfect blend of luxury, functionality, and family living. Furniture package available for buyers seeking a turnkey move-in experience. More detailsListed by ROYAL LEPAGE CERTIFIED REALTY- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
69 Maple Cider Street in Caledon: Rural Caledon House for sale : MLS®# W13455670
69 Maple Cider Street Caledon L7C 4B8
$829,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13455670
- Bedrooms:
- 3
- Bathrooms:
- 3
//Fully Freehold With Backyard// Immaculate 3 Bedrooms Luxury Freehold Town House In Executive Caledon Southfields Village Community!! Open Concept Main Floor With 9 Feet High Ceiling Layout & Filled With Natural Light! Modern Style Kitchen With Tall Cabinets, Back Splash, Quartz Countertop & S/S Appliances!! Extra Deep Lot* Master Bedroom Comes With Walk-In Closet & 4 Pcs Ensuite!! 3 Good Size Bedrooms!! Laundry Is Conveniently Located In 2nd Floor. Extended Driveway! Walking Distance To School, Park and Few Steps To Etobicoke Creek!! ** No Side Walk For Extra Parking ** Freshly & Professionally Painted* 3 Cars Parking Including Garage! Must View House! Shows 10/10* More detailsListed by RE/MAX REALTY SERVICES INC.- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
19 Old Pavillion Road in Caledon: Rural Caledon House for sale : MLS®# W13455748
19 Old Pavillion Road Caledon L7C 3J8
$489,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13455748
- Bedrooms:
- 1
- Bathrooms:
- 2
Beauty and tranquility just outside the city, offering a cottage-like feel with all the modern conveniences nearby.This unique split-level bungalow blends country charm with modern style, creating a warm and inviting space that's full of character.The home has seen numerous quality upgrades, including an updated kitchen featuring beautiful bamboo countertops, a spacious butler's pantry/laundry room with abundant storage, stunning marble and hardwood flooring, and a custom live-edge wood feature connecting the kitchen and living room. A standout architectural feature is the row of clerestory windows that flood the home with natural light while maintaining privacy. Accessed by a charming rolling library ladder, they add both character and functionality to this truly unique space.You'll also find a convenient powder room and a full 4-piece bathroom featuring a stand-alone shower.Outside, the possibilities are endless. Enjoy a charming greenhouse that could easily be transformed into a hobby space, studio, art space, or ultimate man cave, along with a screened-in room perfect for relaxing and unwinding. A large shed provides ample storage for tools, equipment, and outdoor gear, while the driveway comfortably accommodates 3 vehicles.The generous outside area offers tremendous potential for incredible outdoor entertaining area or expanded patio space.Located just 15-20 minutes from Georgetown and Brampton, this property offers the perfect balance of peaceful country living and easy access to city amenities. Adding to its unique appeal, the property is situated in the historic Ferndale/Boston Mills area, once a beloved summertime retreat where families escaped the city to enjoy the countryside. Rich in local history and character, the area has many stories to tell and offers a glimpse into a bygone era while providing a wonderful place to call home today.A truly one-of-a-kind property that combines history, charm, thoughtful upgrades, and endless possibilities. More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
15245 Airport Road in Caledon: Rural Caledon House for sale : MLS®# W13455828
15245 Airport Road Caledon L7C 2X9
$3,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13455828
- Bedrooms:
- 4
- Bathrooms:
- 2
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. More detailsListed by RE/MAX SPECIALISTS TEAM SUKHVINDER- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
123 James Street in Caledon: Bolton East House for sale : MLS®# W13456554
123 James Street Caledon L7E 3H2
$745,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13456554
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 123 James Street, a rare opportunity to own in one of Bolton's most established and desirable neighbourhoods. Nestled on a quiet, mature street just moments from downtown, this charming detached bungalow offers the perfect blend of location, potential, and value. Featuring 3 bedrooms, 2 bathrooms, and a partially finished basement, the home provides a functional layout with plenty of space to personalize and make your own. Situated on a large private tree-lined lot with a spacious detached garage, the property is ideal for investors, renovators, or buyers looking to create their dream home. Enjoy the convenience of being close to shopping, dining, schools, parks, recreation facilities, and easy access to Hwy 427 for a smooth commute to the city. An exceptional opportunity to enter the Bolton market at an attractive price point in a location that truly has it all. More detailsListed by REAL BROKER ONTARIO LTD.- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
Data was last updated June 18, 2026 at 03:15 AM (UTC)
Brampton, Mississauga & Toronto Realtor
27 Cyclone Trail
Brampton, ON, L7A 5E7