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-
128 Haines Drive in Caledon: Bolton East House for sale : MLS®# W13643024
128 Haines Drive Caledon L7E 2C4 
$2,274,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13643024
- Bedrooms:
- 6
- Bathrooms:
- 5
A Rare Opportunity To Own One Of Bolton's Finest Custom-Built Residences. Nestled on a quiet private cul-de-sac and situated on an exceptional extra-deep pie-shaped lot, this extraordinary residence was thoughtfully designed and custom built by its builder-owner with an uncompromising commitment to quality, craftsmanship, and timeless design.Offering nearly 4,000 sq. ft. of impeccably finished living space, every detail has been carefully curated-from soaring 10-foot ceilings on the main level and 9-foot ceilings on the second floor to 8-foot solid-core interior doors, oversized custom picture windows, and extensive pot lighting throughout.The heart of the home is a spectacular European-inspired designer kitchen, showcasing custom cabinetry, premium built-in Professional Series appliances, oversized island, stone countertops, and seamless open-concept living spaces designed for both everyday living and effortless entertaining.A striking floating open-riser staircase, architectural feature walls, and a dramatic 60-inch double-sided linear gas fireplace create a sophisticated yet inviting atmosphere throughout the main floor.Step outside to a covered terrace complete with recessed pot-lighting, offering the perfect setting to relax while overlooking the expansive, private backyard.The professionally finished lower level is equally impressive, featuring oversized above-grade windows that flood the space with natural light, a beautifully appointed in-law suite, generous recreation space, and exceptional versatility for extended family or entertaining.Every element of this home reflects the pride of ownership and meticulous attention to detail that only a builder constructing his own family home can achieve. Homes of this calibre are rarely offered. A true showcase of luxury, craftsmanship, and thoughtful design in one of Bolton's most sought-after neighbourhoods.A home built without compromise. A home that must be experienced. More detailsListed by TEAM 2000 REALTY INC.- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
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15 Esposito Drive in Caledon: Bolton East House for sale : MLS®# W13644418
15 Esposito Drive Caledon L7E 1T3
$969,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13644418
- Bedrooms:
- 4
- Bathrooms:
- 3
One of Bolton's best values! If you've been waiting for the right opportunity to own in South Hill, this is it! Solidly built, this raised bungalow offers outstanding space, a functional layout, and tremendous potential to update at your own pace. Offering 3+1 bedrooms, 3 bathrooms, and approximately 1,285 sq. ft. of above-grade living space, this home features a spacious living and dining area, an eat-in kitchen with walk-out to the backyard, and a main-floor primary suite with a 4-piece ensuite. The partially finished basement adds a large recreation room, fourth bedroom, workshop, and abundant storage, providing excellent flexibility for growing families or multigenerational living. Situated on a generous lot with a double-car garage and private yard, it's the perfect canvas to create your dream home while building instant equity. This bungalow is ideally located close to parks, schools, shopping, recreation, and everyday amenities, with convenient access to Vaughan, Brampton, and major commuter routes. Whether you're a first-time buyer, downsizer, or investor, this is an exceptional opportunity. Don't miss your chance to own a well-built home in one of Bolton's most desirable family-friendly neighbourhoods. More detailsListed by LPT Realty- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
26 Del Grappa Street in Caledon: Rural Caledon House for sale : MLS®# W13644680
26 Del Grappa Street Caledon L7C 4L1
$989,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13644680
- Bedrooms:
- 3
- Bathrooms:
- 4
Welcome to this beautifully maintained, move-in ready detached home in the highly desirable Rural Caledon community! Offering 2,167 sq. ft. of thoughtfully designed living space, this stunning residence features 3 spacious bedrooms and 4 bathrooms, perfect for growing families and professionals alike. The bright and functional layout boasts generously sized principal rooms, an inviting living area, and a modern kitchen ideal for everyday living and entertaining. Pride of ownership is evident throughout with meticulous upkeep and tasteful finishes. The spacious primary retreat offers a private en-suite and ample closet space, while the additional bedrooms provide comfort for the entire family. Situated in a sought-after neighborhood close to parks, schools, trails, and everyday amenities, this exceptional home delivers the perfect blend of comfort, style, and convenience. Simply move in and enjoy! More detailsListed by RE/MAX GOLD REALTY INC.- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
1 28 Reddington Drive in Caledon: Rural Caledon Condo Townhouse for sale : MLS®# W13645326
1 28 Reddington Drive Caledon L7E 0E4
$824,800Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13645326
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to the prestigious Legacy Pines community in Palgrave, one of Caledon's most coveted neighbourhoods. Surrounded by conservation lands, rolling hills, and majestic pine forests, this exclusive enclave offers an exceptional lifestyle immersed in nature while backing directly onto the beauty of Legacy Pines Golf Course. This impeccably maintained 2-bedroom bungalow reflects true pride of ownership, featuring bright, inviting living spaces and tasteful modern finishes throughout. Beautifully landscaped gardens and raised flower beds create outstanding curb appeal, leading to a welcoming foyer with a skylight, double closet, and elegant French doors opening into the main living area. The open-concept layout is bathed in natural light from oversized windows and offers spacious living and dining areas accented by a charming bay window. The well-designed kitchen provides plenty of room for everyday living and entertaining, with a walk-out to the private rear deck overlooking a peaceful green space retreat, ideal for relaxing, outdoor dining, or hosting family and friends. The main level features a spacious primary bedroom with dual closets and a 4-piece ensuite complete with a jetted tub, a second bedroom, a 3-piece bath with a standalone shower, and a convenient laundry closet. Inside access to the garage is also located on the main floor, offering approximately 1,486 sq. ft. of living space. The fully finished lower level adds an additional 1,504 sq. ft. of versatile living space, including a large recreation room, office, utility room, finished panelled workshop, and abundant storage. Just minutes from Bolton, this exceptional home blends peaceful golf course living with convenient access to everyday amenities. Outdoor enthusiasts will enjoy nearby Palgrave Forest & Wildlife Area and the Caledon Trailway, offering kilometres of scenic hiking, cycling, and horseback riding trails. More detailsListed by ROYAL LEPAGE RCR REALTY- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
446 The Grange Side Road in Caledon: Rural Caledon House for sale : MLS®# W13646518
446 The Grange Side Road Caledon L7K 1G4
$4,750,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13646518
- Bedrooms:
- 4
- Bathrooms:
- 5
Located in one of the most desirable pockets of Caledon, 446 The Grange Side Road is situated on over 11 acres of wooded grounds and manicured open vistas. This exquisite, private country estate is the perfect blend of country character and contemporary design. Located in close proximity to many clubs and amenities that will appeal to skiers, golfers, cyclists, hikers and equestrians. The house has been thoughtfully designed and features 4 bedrooms and 4.5 bathrooms. An architecturally stunning staircase of steel and glass spans all three floors and allows the natural light to cascade through and into the home while complementing the Norwegian white oak wide plank floors and exposed square log timbers. The interior features over 3,400 square feet of above ground living space with heated floors in the living room, lower level bedroom entrance foyer, and all ensuite baths. There is a state of the art water purification system, 2 gas fireplaces in the living and dining rooms, a Koehler generator, central air conditioning system with two furnaces and humidification systems, extensive Lutron lighting and window blind system, and an electric mosquito shade system enclosing the covered outdoor entertainment area. The outdoor entertaining areas are tranquil and serene, with a covered deck area and three walkouts from main floor principal rooms overlooking the in-ground 16' x 50' heated gunite pool. Views from the pool overlook a spring-fed pond with a waterfall feature, a private meadow attracting flora and fauna, and a private walking trail. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
34 Kirkwood Crescent in Caledon: Rural Caledon House for sale : MLS®# W13647328
34 Kirkwood Crescent Caledon L7C 1B8
$988,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13647328
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to this bright, spacious, and exceptionally functional 3-bedroom bungalow inthe highly sought-after community of Valleywood, Caledon. From the moment you stepinside, you will love the abundance of natural light and the seamless flow of the home.The main level features beautiful hardwood floors stretching across the spacious livingroom, large formal dining room, and all three bedrooms. At the heart of the home is afantastic, family-sized kitchen boasting abundant counter and cabinet space, which walksout directly to a private deck and yard-making it absolutely perfect for entertaining andsummer BBQs. The primary bedroom serves as a peaceful retreat, complete with its ownprivate 4-piece ensuite. For added convenience, the 2-car garage offers direct, seamlessaccess right into the home.Downstairs, the fully finished basement completely doubles your living space and feelsincredibly bright thanks to large windows that let in tons of natural light. This massive,open-concept area is fantastic for many different options, whether you need an in-lawsuite, multi-generational living, or the ultimate recreation hub. It comes fully equippedwith a second kitchen featuring a gas stove, a cozy gas fireplace in the large great room,an additional washroom, and a dedicated office space that could easily serve as a 4thbedroom.Perfectly situated for effortless commuting, this property offers unbeatable access toHighway 10 and Highway 410, alongside easy public transit connections. It is alsoideally positioned between major healthcare facilities, offering quick and convenientproximity to both Brampton Civic Hospital and Headwaters Health Care Centre inOrangeville. This versatile Valleywood gem truly has it all! More detailsListed by ROYAL LEPAGE MAXIMUM REALTY- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
62 Royal Fern Crescent in Caledon: Rural Caledon House for sale : MLS®# W13647510
62 Royal Fern Crescent Caledon L7C 4H1
$1,539,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13647510
- Bedrooms:
- 6
- Bathrooms:
- 6
Experience Luxury Family Living In This Stunning Almost 3,500 Sq. Ft. Detached Home. Ideally Situated On A Premium Oversized Pie-Shaped Lot, Under 4 Years Old And Showcasing Over $250,000 In Builder Upgrades. This Exceptional 6-Bedroom, 6-Bathroom Residence Offers The Perfect Blend Of Style, Space, Privacy, And Functionality. Highlights Include 10-Foot Ceilings On The Main Floor, 9-Foot Ceilings Upstairs, Smooth Ceilings Throughout, Tall Doors And Windows, Upgraded Hardwood Flooring On Both Levels, And A Main-Floor Bedroom With A Private 4-Piece Ensuite. The Spectacular Extended Kitchen Features A 10-Foot Waterfall Island, A Gourmet Jennair Kitchen, And A 48-Inch Refrigerator, Making It Ideal For Entertaining And Everyday Family Living. The Primary Retreat Boasts An Architectural Tray Ceiling, His-And-Hers Closets, And A Spa-Inspired 6-Piece Ensuite, While The Additional Bedrooms Offer Private Ensuite Or Jack-And-Jill Bathroom Access. Complete With Upgraded Quartz Countertops, Modern Finishes, Premium Tile Work, And A Builder-Provided Side Entrance To The Basement, This Remarkable Home Is A Must-See. More detailsListed by HOUSESIGMA INC.- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
30 Borland Crescent in Caledon: Caledon East House for sale : MLS®# W13638756
30 Borland Crescent Caledon L7C 3M4
$1,239,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13638756
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome to 30 Borland Crescent, a beautifully maintained, turn-key bungalow nestled on a quiet, mature street in the heart of Caledon East. Upon arrival, you are greeted by excellent curb appeal with interlock driveway and stone planters. Inside offers the ease of main-floor living without compromising on space or style, this exceptional home is thoughtfully designed for comfortable everyday living and effortless entertaining.Off the foyer, beautiful French doors open into the front room currently used as a music room but is the 3rd bdrm offering a versatile space. The bright, open-concept floor plan is filled with natural light & features a spacious living room, dining area, and a beautifully updated kitchen w/new custom quartz countertops, & abundant cabinetry. The spacious primary suite provides a walk-in closet and private ensuite. A finished lower level significantly expands the living space & features an extra bedroom, a beautifully updated 3pc bathroom, a dedicated home office, craft room, and home gym-offering endless possibilities for work, hobbies, fitness, or accommodating overnight guests. In the backyard, the interlocking patio & mature landscaping creates space for relaxing or room for kiddos 6x8 shed for added storage. Convenient in-ground sprinkler system (+gardens!) and a 8000kw Generac generator for added peace of mind. Lovingly cared for and truly move-in ready, this home offers the perfect combination of comfort, functionality, and low-maintenance living.Ideally located in one of Caledon East's most sought-after neighbourhoods, you'll enjoy easy access to parks, schools, walking trails, and everyday amenities. Whether you're downsizing, a professional seeking the convenience of bungalow living, or simply looking for a beautifully maintained home in a vibrant community, this is an exceptional opportunity not to be missed. More detailsListed by ROYAL LEPAGE RCR REALTY- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
0 Heritage Road in Caledon: Rural Caledon House for sale : MLS®# W13639078
0 Heritage Road Caledon L7C 3E9
$1,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13639078
Exceptional opportunity to own a beautiful 1.03-acre vacant lot ( Lot is located north of 13597 Heritage Rd & Directly Opposite 13614 Heritage Rd. PIN #142580067 ) In South Caledon's most sought-after rural locations. This premium clear and level parcel offers a picturesque setting with expansive countryside views, providing the perfect canvas to design and build your custom dream home. Surrounded by prestigious estate properties and rolling landscapes, the lot combines the tranquility of country living with the convenience of being just minutes from schools, shopping, major highways, and urban amenities. Whether you are looking to build your forever home or invest in one of Caledon's most desirable communities, this property offers outstanding potential in a prime location. Enjoy the privacy, natural beauty, and peaceful surroundings while remaining within easy commuting distance of the GTA. Please do not walk the property without a confirmed appointment. More detailsListed by RE/MAX SPECIALISTS TAVSELLS INC.- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
18954 The Gore Road in Caledon: Rural Caledon House for sale : MLS®# W13642450
18954 The Gore Road Caledon L7K 2M7
$1,599,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13642450
Rare opportunity to own 11.24 acres for sale in the heart of Caledon! Surrounded by mature trees and enhanced by a large private pond, this peaceful country retreat is ideal for nature lovers, outdoor enthusiasts, or anyone seeking a tranquil escape from city life. Enjoy breathtaking views, abundant wildlife, and complete privacy in a truly picturesque setting.Along, oversized driveway leads to a raised bungalow with a substantial addition, offering a fantastic opportunity to renovate, customize, or create your dream country home. Recently installed 200-amp electrical service panel provides a solid foundation for future completion. Whether you're looking for a private family estate, weekend retreat, or long-term investment, this unique property offers endless possibilities. Conveniently located with easy access to Hwy 9 and nearby communities, the property also benefits from the proposed Gore Road widening, which may further enhance future accessibility and long-term value. This stunning Managed Forest property offers substantial property tax savings while providing the perfect balance of privacy, natural beauty, and future potential. A truly one-of-a-kind opportunity to own a premium Caledon acreage offering privacy, scenic beauty, tax advantages, and unlimited potential. More detailsListed by HOMELIFE SILVERCITY REALTY INC.- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
1 Plummer Road in Caledon: Bolton West House for sale : MLS®# W13642622
1 Plummer Road Caledon L7E 1V1
$1,125,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13642622
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome to 1 Plummer Road, a spacious family home on a premium corner lot in one of Bolton's most sought-after neighbourhoods. Offering more than 2,600 sq. ft. above grade, this 4-bedroom,3-bathroom home provides the space, privacy and lifestyle growing families have been searching for. With no immediate neighbours behind, enjoy a large, private backyard surrounded by mature trees and an evergreen hedge.The bright eat-in kitchen features a breakfast area with a walkout to a huge covered deck,perfect for outdoor dining, entertaining or relaxing in your own private retreat. Double front doors lead to an elegant combined living and dining room with hardwood floors, while the separate family room impresses with a soaring two-storey ceiling, oversized windows and a cozy gas fireplace. A main floor office with French doors offers an ideal work-from-home space and could easily serve as an additional bedroom. Convenient main floor laundry adds to the home's functionality.Upstairs, all four bedrooms are generously sized, including the spacious primary suite featuring a walk-in closet, 5-piece ensuite and a Juliette balcony with French doors over looking the family room below. The unspoiled basement offers endless potential to create the additional space your family needs.Enjoy peace of mind with numerous updates, including an owned furnace, A/C, heat pump and on-demand water heater (2024), water softener (2024), fridge (2026), dishwasher (2025), RO water filtration in kitchen, new eavestroughs and downspouts (2026), Wi-Fi-enabled in-ground sprinkler system, 200-amp electrical service, and a 240V EV charging outlet (2026), natural gas hook-up for BBQ. A double-car garage and private double driveway provide parking for four vehicles.Ideally located close to parks, excellent schools, shopping and everyday amenities, this is a rare opportunity to enjoy more space, more privacy and a wonderful neighbourhood to call home. More detailsListed by RE/MAX REALTY SERVICES INC.- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
-
65 Stowmarket Street N in Caledon: Rural Caledon House for sale : MLS®# W13638090
65 Stowmarket Street N Caledon L7C 4B1
$899,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13638090
- Bedrooms:
- 4
- Bathrooms:
- 3
**Stunning 4-bedroom home in the sought-after Southfields community** featuring a carpet-free interior with hardwood flooring, an elegant oak staircase, 9-ft smooth ceilings, pot lights, and California shutters throughout. Modern kitchen with quartz countertops, centre island, and stainless steel appliances. Spacious primary bedroom with His & Her closets and a 3-piece en-suite. Convenient second-floor laundry. Professionally finished basement, with **City permit available to convert it into a legal 2-bedroom basement apartment**. Beautifully landscaped backyard with stamped concrete, oversized patio, gazebo, and storage shed. Prime location just steps to the community centre, gym, schools, parks, shopping, and cafés, with quick access to Hwy 410. **A must-see family home offering outstanding future income potential!** More detailsListed by iCloud Realty Ltd.- MATS MOY
- Real Broker Ontario Ltd.
- 1 (365) 5443088
- mats@matsmoy.com
Data was last updated August 6, 2026 at 07:56 PM (UTC)
Brampton, Mississauga & Toronto Realtor
27 Cyclone Trail
Brampton, ON, L7A 5E7