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.

Save search On map Reset Filters
Forgot password Extend Verify Contact
1-12/517
  • 133 Benadir Avenue in Caledon: Rural Caledon House for sale : MLS®# W13023266

    133 Benadir Avenue Rural Caledon Caledon L7C 4E7
    OPEN HOUSE: Apr 25, 2026
    01:00 PM - 04:00 PM EDT
    Open House on Saturday, April 25, 2026 1:00PM - 4:00PM
    Main Photo: 133 Benadir Avenue in Caledon: Rural Caledon House for sale : MLS®# W13023266
    $979,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13023266
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome home. Nestled in the prestigious Southfields Village community of Caledon, this exceptional freehold (NO fee!) end-unit townhome-featuring the sought after Sundial 9 model with approximately 2,036 square feet delivers a rare combination of space, natural light, privacy, and long-term value. Step inside to experience a bright, open-concept layout enhanced by 9 foot ceilings on the main floor and upgraded smooth ceilings throughout, creating a refined and airy atmosphere. The main level is further elevated with upgraded hardwood flooring and hardwood stairs, complemented by a stylish upgraded powder room for added convenience. The spacious ground-floor living room is anchored by a beautiful, cozy gas fireplace, perfect for everyday living and effortless entertaining. At the heart of the home, the upgraded kitchen showcases a large quartz island, ideal for meal preparation, casual dining, and gathering with family and guests. The premium end-unit positioning allows for abundant natural light to flow throughout the home, enhancing its warm and inviting feel. Upstairs, the sun-filled oversized primary retreat offers a generous walk-in closet and a spa-like 4-piece ensuite. Two additional bedrooms, a bathroom and a second level laundry room adds practicality and ease to daily living. Outside, the oversized lot provides exceptional outdoor space rarely found in townhomes-perfect for hosting large gatherings, summer entertaining, or simply enjoying added privacy. The basement with its upgraded oversized windows presents outstanding future potential to create additional bedroom(s), expanded living space, or a potential income-generating suite (buyer/buyer agent to verify).Ideally located just minutes from major highways, schools, parks, and everyday amenities, this home offers both convenience and lifestyle in Caledon's most sought-after communities. More details
    Listed by RIGHT AT HOME REALTY
  • 14902 Mount Pleasant Road in Caledon: Rural Caledon House for sale : MLS®# W13024184

    14902 Mount Pleasant Road Rural Caledon Caledon L7E 3M3
    Main Photo: 14902 Mount Pleasant Road in Caledon: Rural Caledon House for sale : MLS®# W13024184
    $2,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13024184
    Bedrooms:
    5
    Bathrooms:
    5
    Set on approximately 15.8 acres this exceptional opportunity to acquire a distinctive, income-producing multi-residential estate in the heart of scenic Caledon. Seamlessly combining rural charm with strong investment potential, this remarkable property features 3 self-contained residential units, a detached barn, and picturesque countryside views-all located within an hour of Toronto. Ideally suited for multi-generational living, savvy investors, or those seeking a private lifestyle retreat or hobby farm, the property offers outstanding versatility and long-term value. The 4-stall barn presents endless possibilities for equestrian use, workshop space, storage, or an agri-focused lifestyle. Each residence is thoughtfully designed with its own private entrance, generous parking, and modern updates throughout, providing both comfort and independence for occupants. Enjoy the convenience of nearby amenities including hiking trails, equestrian facilities, golf courses, and local markets, along with easy access to Highways 400, 427, and 407. The grounds showcase a gated entry, a tree-lined driveway, mature landscaping, perennial gardens, and multiple outdoor living spaces including a pergola, gazebo, and expansive decks-perfect for relaxing or entertaining. Additional features include two wells, two septic systems, a 10kW auto-start backup generator, and fiber-optic internet service via Vianet to both dwellings. Recent upgrades include new roofs and windows on both homes, updated furnace and air conditioning systems, attic insulation in the main residence, and a mini-split heat pump in the guest house. A rare offering in one of Caledon's most desirable rural enclaves-move in, invest, or create your ideal country lifestyle. More details
    Listed by RE/MAX SPECIALISTS TAVSELLS INC.
  • 65 Paisley Green Avenue in Caledon: Caledon East House for sale : MLS®# W13024652

    65 Paisley Green Avenue Caledon East Caledon L7C 3S1
    Main Photo: 65 Paisley Green Avenue in Caledon: Caledon East House for sale : MLS®# W13024652
    $1,398,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13024652
    Bedrooms:
    5
    Bathrooms:
    4
    One of the happiest places to live! This is where lifestyle and location come together perfectly. Welcome to this stunning 5-bedroom home in the heart of Caledon East where comfort meets community. From the moment you arrive, you'll notice the extended front doors and elegant entryway with soaring ceilings that set the tone for the rest of the home. Featuring hardwood flooring throughout the main and upper levels, along with upgraded wainscoting and crown moulding, every detail has been thoughtfully designed.The spacious, open-concept eat-in kitchen is perfect for everyday living and entertaining, complete with a large centre island, granite countertops, and a walkout to the deck. Enjoy summer nights in your fully fenced, landscaped backyard with inground path lighting, a gas BBQ hookup, and a garden shed. The fully finished lower level offers incredible flexibility with a large rec room featuring pot lights, a 5th bedroom, and a rough-in for a kitchen ideal for extended family or future in-law potential.If you're looking to escape the hustle of the city without sacrificing convenience, this is it. Located steps from schools, the Trans Canada Trail, and the brand new community centre with an indoor walking track, pool, and fitness facilities this hidden gem truly has it all. More details
    Listed by REAL BROKER ONTARIO LTD.
  • 16 MOORHART Crescent in Caledon: Rural Caledon House for sale : MLS®# W13024696

    16 MOORHART Crescent Rural Caledon Caledon L7C 4J5
    Main Photo: 16 MOORHART Crescent in Caledon: Rural Caledon House for sale : MLS®# W13024696
    $1,349,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13024696
    Bedrooms:
    7
    Bathrooms:
    6
    Welcome to 16 Moonhart Crescent, a stunning 2-storey detached home located in the prestigious and family-friendly community of Rural Caledon. Built in 2023, this beautifully designed property offers approximately 3,033 sq ft of elegant living space plus a finished basement, showcasing modern finishes and thoughtful upgrades throughout. The main floor features a bright open-concept layout with 9-ft ceilings, hardwood flooring, and large windows that fill the home with natural light. The gourmet kitchen boasts quartz countertops, stainless steel appliances, a centre island, and a breakfast area with a walk-out to the backyard. A spacious family room with a cozy gas fireplace creates the perfect spot to relax, while the formal living and dining rooms are ideal for entertaining. The upper level offers four generous bedrooms including a luxurious primary suite with a walk-in closet and a spa-like 5-piece ensuite. Convenient upper-level laundry and ample storage enhance everyday comfort. The finished basement provides additional living space with a separate entrance potential, perfect for recreation or in-law setup. Enjoy the double-car garage with inside entry, a private driveway, and a landscaped lot offering great curb appeal. Situated near parks, schools, trails, and all amenities, this home blends modern luxury with suburban tranquility-an exceptional opportunity to live in one of Caledon's most desirable neighborhoods. Flexible possession available. More details
    Listed by Gold Estate Realty Inc.
  • 18577 St Andrew's Road in Caledon: Caledon East House for sale : MLS®# W13024776

    18577 St Andrew's Road Caledon East Caledon L7K 2E3
    Main Photo: 18577 St Andrew's Road in Caledon: Caledon East House for sale : MLS®# W13024776
    $1,099,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13024776
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome To This 2-Storey Family Home On 1 Acre With Open Views. This 4-Bedroom Property Offers 2,200 Sq Ft Above Grade With A Functional Separate Living, Family & Dining Room Layout. The Bright Kitchen Flows Into The Family Room With A Gas Fireplace. Hardwood Flooring Runs Through The Main Living Areas & The Enclosed Front Porch Adds Additional Usable Space. The Finished Basement Extends The Home With A Second Gas Fireplace And Bar Area. Outdoors, Enjoy A Saline Inground Pool, Landscaping, Oversized Deck On The Flat Rectangular Lot. Major Updates Include Roof (2019), A/C (2022), Water Softener (2022),A Newly Paved Driveway (2022) With Parking For Many Vehicles, New Staircase Carpet (2026), Updated Kitchen (2026), Removed Bedroom Carpet (2026). More details
    Listed by RE/MAX SPECIALISTS TEAM SUKHVINDER
  • 69 Wood Circle in Caledon: Bolton East House for sale : MLS®# W13025776

    69 Wood Circle Bolton East Caledon L7E 1R4
    OPEN HOUSE: Apr 25, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, April 25, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Apr 26, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, April 26, 2026 2:00PM - 4:00PM
    Main Photo: 69 Wood Circle in Caledon: Bolton East House for sale : MLS®# W13025776
    $789,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13025776
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to this beautifully updated freehold townhome in the heart of Bolton, offering the perfect blend of comfort, convenience, and family-friendly living. Featuring 3 spacious bedrooms and a finished basement, this home provides functional space for growing families and those seeking additional flexibility. The main level showcases new vinyl flooring (2023) and has been freshly painted throughout, creating a bright and modern feel. The kitchen is equipped with stove, fridge, and dishwasher, and features a breakfast area ideal for everyday dining. Walk out to a private, fully fenced backyard-perfect for relaxing, entertaining, or enjoying time with family. The finished basement offers a large open-concept space along with a recently renovated 3-piece bathroom, making it ideal for a recreation area, home office, or guest space. Located in a highly desirable pocket of Bolton, this home offers easy access to Hwy 50, Albion Vaughan Rd, and is within close proximity to major routes connecting to the GTA. Families will appreciate being within the boundaries of excellent schools including Ellwood Memorial PS, Allan Drive Middle School, and Humberview Secondary School. Enjoy nearby parks, walking trails, and recreational amenities, along with convenient access to local plazas, grocery stores, restaurants, and everyday essentials. Just minutes to downtown Bolton, you'll love the small-town charm with all the conveniences close by. A fantastic opportunity to own a move-in ready home in a growing and family-oriented community. More details
    Listed by RE/MAX REALTY SPECIALISTS INC.
  • 15795 Winston Churchill Boulevard in Caledon: Rural Caledon House for sale : MLS®# W13026950

    15795 Winston Churchill Boulevard Rural Caledon Caledon L7C 1S9
    OPEN HOUSE: Apr 25, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, April 25, 2026 2:00PM - 4:00PM
    Main Photo: 15795 Winston Churchill Boulevard in Caledon: Rural Caledon House for sale : MLS®# W13026950
    $1,375,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13026950
    Bedrooms:
    4
    Bathrooms:
    10
    Raised Bungalow with 2 separate walk out entrances to the basement, with 4 pcs bathroom, 1 bedroom, with potential for 2, living and dining with a kitchen potential. More details
    Listed by ROYAL LEPAGE CREDIT VALLEY REAL ESTATE
  • 34 Newhouse Boulevard in Caledon: Rural Caledon House for sale : MLS®# W13027336

    34 Newhouse Boulevard Rural Caledon Caledon L7C 4A1
    Main Photo: 34 Newhouse Boulevard in Caledon: Rural Caledon House for sale : MLS®# W13027336
    $1,199,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13027336
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to this absolutely stunning and rarely offered 4-bedroom, 4-bathroom detached home in the prestigious Southfield Village community of Caledon, offering approximately 2,300 sq. ft. of beautifully upgraded living space. This move-in ready home features 9-foot ceilings on the main floor, elegant upgraded flooring, modern lighting, and a spacious family-sized kitchen with walkout to a professionally landscaped backyard complete with a large patio-perfect for entertaining and family gatherings.The thoughtfully designed upper level boasts a luxurious primary retreat with two walk-in closets and a generous ensuite bathroom, along with the convenience of a second-floor laundry room. The semi-finished basement provides excellent potential for additional living space, recreation, or future customization.Loaded with premium upgrades, this home includes smart Govee outdoor lighting for enhanced curb appeal, a Tesla EV charger port in the garage, upgraded modern blinds throughout, a brand-new dryer, and a fully integrated security system with 360-degree camera coverage for added peace of mind.Ideally located in one of Caledon's most desirable neighbourhoods, close to top-rated schools, parks, shopping, and major highways, this exceptional property offers the perfect blend of luxury, comfort, and convenience for today's discerning buyer. Turn-Key Living: Softened Water & RO Systemin included . More details
    Listed by YES REALTY INC.
  • 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408

    296 Whitehead Crescent Bolton North Caledon L7E 3Y1
    Main Photo: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    $837,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13027408
    Bedrooms:
    5
    Bathrooms:
    2
    Welcome to 296 Whitehead Crescent, nestled in Bolton's highly sought-after North Hill-one of the most desirable, family-friendly neighbourhoods in the area. This beautifully maintained raised bungalow offers exceptional versatility, making it an ideal fit for families, investors, or those seeking multi-generational living. A standout feature of this home is the fully self-contained two-bedroom lower-level apartment with its own private entrance, complete with a kitchen, ensuite laundry, and a 3-piece bath-perfect for generating rental income or providing comfortable, independent space for extended family. For those who prefer a traditional layout, the home can easily function as a spacious 3+2 bedroom residence. Part of the garage has been adapted to maximize functionality, offering a separate private space ideal for a home office, studio, or small business-creating a true work-from-home solution without compromising your living space. Outside, enjoy a massive fully fenced backyard-perfect for entertaining, kids, and pets-along with a large driveway accommodating up to six vehicles.Major updates have already been taken care of, including windows, roof, furnace, and air conditioning, providing peace of mind and true move-in readiness.All of this is ideally located within walking distance to schools, parks, trails, recreation centres, and the vibrant charm of downtown Bolton.This is more than just a home-it's an opportunity to live, invest, and grow in one of Bolton's most coveted communities. More details
    Listed by ROYAL LEPAGE RCR REALTY
  • 24 Manorwood Court in Caledon: Bolton North House for sale : MLS®# W13022026

    24 Manorwood Court Bolton North Caledon L7E 2S9
    Main Photo: 24 Manorwood Court in Caledon: Bolton North House for sale : MLS®# W13022026
    $839,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13022026
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome To 24 Manorwood Court, A Beautifully Maintained Home Nestled On Bolton's Desirable North Hill, Where Peaceful Surroundings And Nature Meet Everyday Convenience. This Charming 3 Bedroom, 3 Bathroom Home Offers A Functional Layout With A Finished Basement Providing Valuable Extra Living Space Perfect For A Family Room, Home Office, Or Entertainment Area. From The Kitchen, Walk Out To A Private Backyard Featuring A Concrete Patio, An Ideal Space For Outdoor Dining, Relaxing, Or Hosting Friends And Family. The Home Makes A Strong First Impression With Attractive Front Landscaping That Adds Fantastic Curb Appeal, Along With A Single Car Garage And A Rare Double Tandem Driveway With No Sidewalk, Allowing For Ample Parking. Located Just Minutes From Bolton's Community Centre, Fortinos, Parks, Trails, And All Of Bolton's Excellent Amenities, This Home Offers The Perfect Blend Of Comfort, Convenience, And Lifestyle. More details
    Listed by RE/MAX WEST EXPERTS ZALUNARDO & ASSOCIATES REALTY
    To access this listing,
    please create a free account

  • 18 Alderbrook Place in Caledon: Bolton North House for sale : MLS®# W13018524

    18 Alderbrook Place Bolton North Caledon L7E 1V3
    Main Photo: 18 Alderbrook Place in Caledon: Bolton North House for sale : MLS®# W13018524
    $979,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13018524
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to 18 Alderbrook Place - a beautifully renovated end-unit townhouse that feels like a semi-detached home, ideally located in desirable Bolton. Set on a premium lot with a massive backyard large enough for a pool and no neighbours behind, this property offers exceptional privacy and outdoor potential.The home has been fully upgraded from top to bottom with no detail overlooked. The main floor features stunning herringbone hardwood flooring, with hardwood continued throughout. The modern kitchen and bathrooms are finished with high-end porcelain tile, marble accents, upgraded stairs, and sleek glass railings, creating a clean and sophisticated look.Major updates provide peace of mind, including a new furnace (2024), air conditioning (approximately 7 years old), roof and windows (approximately 10 years old), and a hot water tank (approximately 5 years old). The basement offers excellent future potential with rough-ins already in place for a kitchen, bathroom, and central vacuum system.Freshly finished in neutral tones and complete with new appliances, this home is truly move-in ready. Located on a quiet, family-friendly street just minutes from schools, parks, shopping, and all amenities, this is a rare opportunity to own a turnkey property in one of Bolton's most sought-after neighbourhoods. More details
    Listed by METRICS REALTY INC.
  • 15995 Humber Station Road in Caledon: Rural Caledon House for sale : MLS®# W13019838

    15995 Humber Station Road Rural Caledon Caledon L7E 3A3
    OPEN HOUSE: Apr 25, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, April 25, 2026 2:00PM - 4:00PM
    Main Photo: 15995 Humber Station Road in Caledon: Rural Caledon House for sale : MLS®# W13019838
    $1,788,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13019838
    Bedrooms:
    5
    Bathrooms:
    3
    Motivated Seller - Thoughtfully cared for and move in ready with so much to offer, this property needs to be seen to be appreciated! Don't miss your opportunity to own this extraordinary private Caledon hilltop retreat. Set on 3.45 stunning acres with sweeping countryside views, this fully renovated custom home blends urban modern design with warm country character - just 8 minutes from downtown Bolton. Designed for the extended or multi-generational family, two private primary suites - one on the main floor, one upper - each feature their own 3-piece ensuite, with one offering a private sauna. Five bedrooms total with space and comfort for everyone, including the perfect In-Law Suite potential. The open-concept layout flows with natural light, rich hardwood floors & natural stone feature walls. A show-stopping kitchen with dual sinks, built-in fridge, wall oven & glass cooktop connects to a sitting area & dinette that opens to a spectacular 2,000 SF concrete patio with glass railings - your elevated outdoor sanctuary. For the automotive enthusiast or home-based contractor, the massive 4-car garage with 12-ft ceilings, extended storage, separate entrance & bonus workshop connecting directly to the home is simply unmatched. The basement with wood stove fireplace, rough-in bath & flexible rooms awaits your vision. Smart home motion-sensor lighting & in-floor heating throughout add effortless comfort. A winding drive through nature leads you to this one-of-a-kind property. Rent-to-Own option available. EXTRAS: Extensive full home renovation in 2013, Incl. the addition of the main floor primary bedroom, bath & sauna plus the oversized 4 car garage, separate storage and entrance and bonus workshop connecting to the home. Whole Nutron lighting control system throughout the home, and network wiring in all rooms. Inground sprinkler system in back yard. And so much more! More details
    Listed by ROYAL LEPAGE RCR REALTY
1-12/517
Data was last updated April 22, 2026 at 12:15 PM (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.