Houses For Sale in Caledon – Tranquil Living Near the City
Looking for a home that blends peaceful countryside with urban convenience? Explore our listings of houses for sale in Caledon and discover a community surrounded by scenic landscapes, charming neighborhoods, and exceptional quality of life. Whether you’re a family, retiree, or investor, Caledon offers spacious homes in a naturally beautiful setting.
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13 Pearen Heights in Caledon: Rural Caledon House for sale : MLS®# W12999014
13 Pearen Heights Caledon L7C 4N4 
$1,699,999Residential Freehold- Status:
- Active
- MLS® Num:
- W12999014
- Bedrooms:
- 5
- Bathrooms:
- 5
Indulge in elevated living with this breathtaking, ultra-modern 3,479 sq. ft. masterpiece, masterfully crafted by a premier builder and set on a coveted premium lot. Offering 5 generously sized bedrooms and 6 spa-inspired bathrooms, this residence showcases over $300,000 in exquisite designer upgrades-delivering a true statement of luxury at every turn. From the moment you enter, you are greeted by dramatic 11-foot ceilings on every level-including the walkout basement with a separate side entrance-creating a bright, expansive, and light-filled atmosphere that exudes sophistication. Ambient pot lighting, thoughtfully placed throughout the interior and exterior, enhances the home's sleek architectural design and sets the perfect ambiance day and night. At the heart of the home lies a stunning chef's kitchen, outfitted with top-of-the-line black stainless steel built-in appliances, bespoke cabinetry, and refined finishes-an entertainer's dream and a true culinary showpiece. Every space has been meticulously curated to seamlessly blend modern elegance with everyday functionality. This is more than a home-it's a lifestyle. A rare opportunity to own a turnkey luxury residence where impeccable design meets effortless comfort. More detailsListed by ROYAL LEPAGE FLOWER CITY REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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4 Valley Hill Road in Caledon: Palgrave House for sale : MLS®# W12998200
4 Valley Hill Road Caledon L7E 0B8
$2,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12998200
- Bedrooms:
- 6
- Bathrooms:
- 6
Luxury living in this 4600+ Sq.Ft. custom home on quiet cul-de-sac in Stonehart Estates. Just over 2 acres, mins from town & easy access to major highways for easy commute. 4 oversized garages with long paved driveways, 1 with large parking pad to accommodate guest parking. 6 bedrooms total, 4 Large Bedrooms each with ensuites and 3 have a private balcony. Luxurious primary Suite features walkout private balcony, gas fireplace, huge Walk-in dressing room and 6pc ensuite. Third level boasts boasts separate sitting area, bedroom with balcony, walk-in closet and 4pc ensuite. Perfect for extended family or guest suite. Main floor is open concept high coffered custom molded ceilings and 2 story floor to ceiling windows. New gourmet eat in kitchen offers Thermador high-end appliances, Large island adding wonderful prep area, coffee bar and Multiple walkouts to great deck for outdoor entertaining overlooking a private backyard with mature trees. Formal dining/living room combination with custom moldings and large windows. Impressive foyer entrance features new double doors with walk-in closet and 2pc powder room. Main floor office for work from home comfort. Additional level has extra media family room and office great for movie nights and also an additional guest bedroom. Lower-level walkout offers the perfect entertaining area with its large above grade windows, sunken games room, fabulous large bar area to a covered patio and access to the yard, extra bedroom, gym room, cold cellar, 3pc bath and lots of extra storage. Approximately 90% of windows & doors replaced '23/24, kitchen '21, ceilings '21, deck '23. Hardwood floors thru-out. Excellent Value! Fabulous home for entertaining or also multi-generational family! More detailsListed by COLDWELL BANKER SELECT REAL ESTATE- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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46 Losino Street in Caledon: Rural Caledon House for sale : MLS®# W12994766
46 Losino Street Caledon L7C 3N4
$799,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12994766
- Bedrooms:
- 3
- Bathrooms:
- 4
Discover the epitome of urban living in this stylish, semi-like corner-lot freehold townhouse, showcasing modern upgrades throughout. Featuring hardwood floors, flat ceilings with pot lights, and thoughtfully curated designer finishes, this home offers a seamless blend of sophistication and everyday convenience. The spacious living areas flow into a gourmet kitchen equipped with stainless steel appliances, including an induction stove. Luxurious bedrooms and beautifully renovated washrooms elevate the living experience, highlighted by a freestanding tub and frameless glass shower. Enjoy outdoor entertaining on the newly finished patio with metal railings, French patio door with tilt opening, gas line, and a cosmetic deck complete with pergola. Additional features include a cozy recreation room with gas fireplace, freshly painted interiors, and a new front door with multi-point lock. Ideally located in the desirable Caledon community, with easy access to amenities, transportation, and everyday conveniences-this is refined urban living at its finest. More detailsListed by CMI REAL ESTATE INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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33 Gibson Lake Drive in Caledon: Palgrave House for sale : MLS®# W12995970
33 Gibson Lake Drive Caledon L7E 4B3
$2,149,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12995970
- Bedrooms:
- 3
- Bathrooms:
- 4
Nestled in the rolling hills of Caledon, this stunning Palgrave residence offers the perfect balance of rural tranquility and upscale living. Renowned for its scenic beauty, spacious properties, and welcoming community, Palgrave remains one of the most desirable areas near the Oak Ridges Moraine-ideal for families, retirees, and nature lovers alike. Situated on just over 2 acres of private land, this move in ready dream home has been extensively renovated in 2025, showcasing: A brand-new custom kitchen with quartz countertops and top-of-the-line appliances. Upgraded flooring throughout. A newly designed powder room, office, and laundry room. A luxurious primary suite featuring a spacious walk-in closet with custom organizers throughout for easy access and a spa-inspired ensuite with heated floors and a large walk-in shower. An additional fully renovated upper bathroom, also with heated floors for year-round comfort. Step outside to your own private oasis, complete with a large inground pool. Set against serene views of nature. An oversized double garage plus parking for up to 8 vehicles ensures plenty of space for family and guests.This home is the perfect blend of comfort, elegance, and lifestyle ready for you to move in and enjoy. More detailsListed by PROSPECT REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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27 McCauley Drive in Caledon: Rural Caledon House for sale : MLS®# W12996684
27 McCauley Drive Caledon L7E 0B6
$2,199,999Residential Freehold- Status:
- Active
- MLS® Num:
- W12996684
- Bedrooms:
- 5
- Bathrooms:
- 5
Beautiful House In Caledon Woods Estates. Premier Destination For Luxury Resort Lifestyle. Golf At Your Doorstep, Mins To Shopping & Much More. This Executive Four Bedroom Two Storey Home Sits On A Stunning 2.5 + Acre Setting With Caledon Woods Golf Course In Your Back Yard! Beautiful, Custom Main Floor Eat-In Kitchen With Porcelain Tiling & Counters, Jennair Built-In Applicances Chef's Kitchen & Pantry. More detailsListed by ROYAL LEPAGE FLOWER CITY REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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2424 Olde Base Line Road in Caledon: Cheltenham House for sale : MLS®# W12997786
2424 Olde Base Line Road Caledon L7C 0J3
$899,900Residential Freehold- Status:
- Active
- MLS® Num:
- W12997786
- Bedrooms:
- 1
- Bathrooms:
- 1
Welcome to your own 'Paradise in Caledon' a charming home set on over 1 acre with the CreditRiver running through this serene property. Featuring a modern interior with carpet-free hardwood floors, stainless steel appliances, a spacious bedroom and bathroom, plus a workshop shed on the property. Truly one of a kind with endless potential. Ideally located just down the road from the Caledon Trailway and minutes to major highways. More detailsListed by RE/MAX MILLENNIUM REAL ESTATE- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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57 Royalton Drive in Caledon: Bolton East House for sale : MLS®# W12997898
57 Royalton Drive Caledon L7E 2G1
$1,150,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12997898
- Bedrooms:
- 4
- Bathrooms:
- 3
Meticulously maintained & beautifully renovated, this 3+1 bedroom, 3-bathroom raised bungalow in Bolton East is owned by the original family & features over $150K in premium upgrades. The main level offers a bright living room with vaulted ceilings, renovated gourmet kitchen, quartz countertops, custom backsplash, breakfast bar, & stainless steel appliances. Quality vinyl flooring, pot lights, & modern fixtures are found throughout. The lower level includes a finished recreation/family room, 3-piece bathroom, & a 4th bedroom ideal for an in-law suite/home office. The ensuite includes heated flooring. The unfinished laundry & utility rooms provide additional storage. A double-car garage with a separate entrance, The professionally landscaped exterior features an in-ground sprinkler system. The backyard is perfect for entertaining. Outdoor living space features a newly built upper deck & a lower patio with louvre privacy screening. This move-in-ready home is equipped with a Heat Recovery Ventilator (HRV) & a completed Energy Audit. Ideally situated within walking distance to schools, parks, & grocery stores, & just minutes from local restaurants & scenic walking/bike trails along the Humber River. OFFERS ANYTIME. VIEWING ANYTIME WITH 2 HOURS NOTICE More detailsListed by ROYAL LEPAGE MAXIMUM REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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41 Daisy Meadow Crescent in Caledon: Caledon East House for sale : MLS®# W12989080
41 Daisy Meadow Crescent Caledon L7C 4G3
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12989080
- Bedrooms:
- 4
- Bathrooms:
- 5
Welcome to 41 Daisy Meadow, a truly exceptional executive residence that defines luxury living with a perfect balance of timeless elegance and modern sophistication. Boasting approximately 3,238 sq. ft. of above-grade living space, this stunning home features soaring 10-foot smooth ceilings on the main floor and 9-foot smooth ceilings on the second and lower levels, creating an airy, grand atmosphere throughout. Designed for both comfort and prestige, the home offers FOUR SPACIOUS BEDROOMS, EACH WITH ITS OWN PRIVATE ENSUITE-ideal for multi-generational living or hosting guests in style-along with a dedicated home office for productive work-from-home convenience. The chef-inspired kitchen is enhanced with sleek quartz countertops, and a servery converted by the builder into a spice kitchen-perfect for efficient meal prep while keeping the main kitchen pristine. Other premium finishes such as hardwood flooring and elegant oak staircases with iron pickets elevate the interior. A two-car garage with an garage door opener and a total of six parking spaces provide ample convenience. Situated on a no sidewalk lot, this property offers added parking space and enhanced curb appeal. The untouched lower level presents incredible potential for future customization and added living space, complete with a separate entrance from the builder-making this home not only luxurious but also a smart investment. More detailsListed by RE/MAX GOLD REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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690 Olde Base Line Road in Caledon: Rural Caledon House for sale : MLS®# W12989858
690 Olde Base Line Road Caledon L7C 0H9
$2,600,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12989858
- Bedrooms:
- 6
- Bathrooms:
- 4
Welcome to this picturesque 22+ Acre estate, ideally set in one of Caledon's most sought-after countryside locations. Surrounded by natural beauty and peaceful landscapes, this property offers the perfect blend of tranquil rural living with convenient access to nearby amenities. The spacious 6-bedroom, 4-bathroom bungalow offers over 4,390 sq. ft. of well-designed finished living space, plus an additional 2,200 sq. ft. of unfinished basement area. Thoughtfully laid out with two separate wings, the home includes a main 3-bedroom living area and a connected 2-bedroom cottage-style suite, each with its own private entrance-ideal for extended family or multi-generational living. Multiple walkouts throughout the home provide scenic views and an abundance of natural light. Outdoor living is highlighted by a 1,200 sq. ft. wraparound deck, perfect for entertaining, along with a bright 3-season sunroom. A 360 sq. ft. loft above the 3 garages (30' x 12') offers excellent additional space for storage, hobbies, or workshop use. The property also features a charming farm-like setting with several outbuildings, including a chicken coop, maple syrup setup, woodshed, and tool shed-perfect for those seeking a country lifestyle. Ideally located near the Caledon Badlands and Forks of the Credit Provincial Park, the area offers exceptional year-round recreation. Golf enthusiasts will appreciate proximity to TPC Toronto at Osprey Valley, host of the RBC Canadian Open, while winter activities await at the Caledon Ski Club. Conveniently located minutes from Highway 410 and Brampton, this property presents a rare opportunity to enjoy space, privacy, and accessibility in a premier rural setting. Please see attached feature sheet. More detailsListed by RE/MAX SPECIALISTS TAVSELLS INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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75 Royal Valley Drive S in Caledon: Rural Caledon House for sale : MLS®# W12991334
75 Royal Valley Drive S Caledon L7C 1A2 OPEN HOUSE: Apr 18, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, April 18, 2026 2:00PM - 4:00PMOPEN HOUSE: Apr 19, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, April 19, 2026 2:00PM - 4:00PM
$1,279,700Residential Freehold- Status:
- Active
- MLS® Num:
- W12991334
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to one of Caledon's most sought-after neighborhoods, Valleywood, conveniently located just off Highway 410. This desirable community is close to the local library and a large community park complete with soccer fields and playgrounds. This beautifully maintained 4-bedroom home, lovingly cared for by its original owners, blends elegance with comfort and showcases meticulous attention to detail throughout. Bring your fussiest buyers, they will fall in love at first sight. The home features an open-concept living and dining area, perfect for both everyday living and entertaining. The renovated kitchen is a true showpiece, boasting custom modern cabinetry, full wall pantry, quartz countertops, glass kitchen cabinets with packing lights, quartz backsplash, and a breakfast bar. Large windows fill the space with natural light, while pot lights and a cozy 2 sided gas fireplace in family room and kitchen, add warmth and ambiance. Side entrance to laundry room, A convenient main-floor laundry room with direct access to the two-car garage enhances the home's functional layout. Additional highlights include California shutters throughout, beautifully renovated primary ensuite with stand alone tub and separate shower, renovated main suite, walk in closet and extra closet in primary bedroom, walk in closet in 2nd bedroom, and exterior spotlights that add elegance to the home's curb appeal. Step outside to enjoy a serene and private backyard, surrounded by perennial gardens, the perfect space to relax or entertain. This exceptional home truly offers comfort, style, and pride of ownership throughout. More detailsListed by ROYAL LEPAGE CREDIT VALLEY REAL ESTATE- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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9240 Castlederg Side Road in Caledon: Rural Caledon House for sale : MLS®# W12991524
9240 Castlederg Side Road Caledon L7E 0S2
$1,949,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12991524
- Bedrooms:
- 5
- Bathrooms:
- 5
Welcome to 9240 Castlederg Side Road - a stunning, fully renovated bungalow set on 2 private acres in the heart of rural Caledon. Offering over 2,700 sq ft of total living space, this 4-bedroom (2 on the main level, 2 on the lower level), 4-bathroom home seamlessly blends modern luxury with peaceful country living.The bright, open-concept layout is enhanced by hardwood and porcelain flooring, pot lights throughout (interior and exterior), electric fireplaces, designer lighting, and custom window coverings. At the heart of the home is a chef-inspired kitchen featuring a massive island, built-in stainless steel appliances, a 6-burner gas stove, and an additional induction cooktop - designed for both everyday living and entertaining.The fully finished lower level offers a spacious recreation area along with a dedicated laundry space and ample storage. Step outside to enjoy beautifully landscaped grounds, a tranquil pond, and a fully paved driveway leading to a heated auxiliary workshop - ideal for trades, hobbies, or additional storage. Can fit up to 4 vehicle's. A standout feature is the coach house loft - a fully self-contained. Complete with its own private entrance and laundry, it presents an exceptional opportunity for additional income or multi-generational living.This one-of-a-kind property delivers the privacy and serenity of rural living while remaining just minutes from city amenities. Whether you're searching for a forever home, a weekend retreat, or a smart investment, 9240 Castlederg Side Road is a rare offering that truly checks all the boxes. More detailsListed by RE/MAX NOBLECORP REAL ESTATE- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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25 Twistleton Street in Caledon: Rural Caledon House for sale : MLS®# W12991940
25 Twistleton Street Caledon L7C 3V9
$1,424,800Residential Freehold- Status:
- Active
- MLS® Num:
- W12991940
- Bedrooms:
- 6
- Bathrooms:
- 5
"Let me take you down 'Cause I'm going to Strawberry Fields"!! Welcome to the Monarch Summer Calm!! Impeccable masterpiece in Southfield Village Caledon (Massive Premium Lot 56' frontage) 3,102 Sq.Ft. above grade detached with a FULLY LEGAL AND SEPARATE ENTRANCE 2 BED BASEMENT FULLY CONTAINED APARTMENT!!(2025) (1394.67 SFT BELOW GRADE!)With ample room for more upper level owner storage and rec room potentials! Could also make a 3rd bedroom basement option to create an 8 bedroom home!! Endless opportunities!!..All with 5 car parking on a premium unobstructed views of green space and park! Driveway and home surrounded with stamped concrete front stairs, curbs and walkways on both sides of the home! The freshly renovated main floor (2025) brings you full kitchen cabinets, quartz counter tops and stainless appliances with a fresh coat of paint! , A private den/office or 7th bedroom option for your larger family! Main floor hardwoods throughout. 2nd floor offers 4 oversized bedrooms 2 full ensuite baths and a 5th pc bath! 2 bedrooms offer a delightful walk out to balcony to enjoy those warm summer nights! The garage is fully EV-ready; wired for your no gas cars, and has upgraded 200-AMP service. The fully legal basement apartment has a completely separate ground to below grade poured step concrete entrance with no interference to the main and 2nd floor! A galley eat in kitchen topped with custom cabinets and granite counters offers amazing entertainment options and no worries! You have your own separate laundry! Quick access to Highway 410 for an easy commute, steps away from the best schools in the neighbourhood. For leisure and errands, you are close to a modern, highly functional Recreation Center and the Village Market. Caledon's most sought-after communities. Too much to list! See Virtual Tour for all the details, 3D walk throughs and floor plans!! More detailsListed by ZOLO REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated April 15, 2026 at 06:15 AM (UTC)
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Explore Beautiful Houses for Sale in Caledon
Caledon’s real estate market features a variety of home styles, from elegant estates to cozy family residences. Buyers will appreciate:
- Large lot sizes with privacy and room to grow
- Custom-built homes with upscale finishes and open layouts
- Proximity to nature trails, golf courses, and conservation areas
- Well-connected routes to Brampton, Mississauga, and Toronto via Highway 10 and 410
Why Choose a Home in Caledon?
Living in Caledon means you get the best of both worlds—quiet living with access to city essentials. From tight-knit communities to top-rated schools and local markets, it’s an ideal place to settle down.
What to Know Before Buying a House in Caledon
If you’re exploring houses for sale in Caledon, consider your lifestyle needs. Some areas offer newer developments with modern amenities, while others boast heritage charm and acreage. A trusted local agent can help guide your decision with up-to-date market trends and neighborhood insights.
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Each link provides updated listings and expert insights.
FAQs – Houses For Sale in Caledon
1. What is the average price for a house in Caledon?
Prices typically range from $900,000 to $2 million+, depending on location, lot size, and home features.
2. Are there new developments in Caledon?
Yes, several family-friendly communities are expanding with newly built homes and modern subdivisions.
3. Is Caledon a good place to invest in real estate?
Absolutely. Caledon’s strong demand and proximity to the GTA make it a valuable investment location with solid long-term growth.
4. What types of homes are available?
Buyers can choose from detached homes, bungalows, country estates, and custom-built properties.
Get The Royal Treatment
When it comes to buying a home, you deserve real estate guidance from a team that truly cares about your long-term investment and client experience. Find out what it’s like to get the Royal Treatment by booking a buying consultation today.