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$9,600,000
8 Beds ⋅ 7 Baths ⋅ W13503520 MLS
Welcome To 7690 Mayfield Rd. This One Of A Kind Custom Built Estate Home Sits On 4.9 Acres. The property is designated employment in the Caledon official plan. It Offers 8000+ Sqft Of Living Space (including basement area), 5 Spacious Bedrooms, 7 Baths, 3 Kitchens, Legal In-Law Suite On Main Level With Separate Entrance, Two 3 Way F/P, Sauna, Extra Large Laundry Room With Built-In Ironing Board, Oversized 4 Car Garage, Finished Walk-Out Basement.Listing agents are owners of the property (please bring disclosure) . Show With Confidence!

7690 Mayfield Road, Caledon
$849,900
4 Beds ⋅ 1 Baths ⋅ W13499810 MLS
Awesome Bungalow Sitting on Premium Corner Lot in Desirable Valleywood Community In Caledon. Beautifully Maintained Offering Approx. 1400sq Ft On Main Floor . Thoughtfully Designed Layout Featuring Separate Living Room with Bay Window, Formal Dining Room and Spacious Sun Filled Family Room w/ Cathedral Ceiling, Fireplace, Hardwood Floors, Overlooking Backyard. Bright Kitchen With S/S Appliances (All Replaced In 2023), Breakfast Area and Walkout to Huge Fenced Yard With Double Gate . Convenient Main Floor Laundry. Huge Partially Finished Basement With Two Bedroom's Offers Great Opportunity to Build Separate Apartment . Furnace & A/C Replaced 2017, Close to 410 and Hwy 10 And All Amenities.

51 Royal Valley Drive, Caledon
$1,049,999
4 Beds ⋅ 4 Baths ⋅ W13495658 MLS
Welcome To less than 5yr Old house, Ready to move 2400 Sqft approx. Popular Capilano C Model Detach From Caledon Club By Zancor Homes. At Mayfield & McLaughlin, Minutes To Hurontario, Hwy 410, Brampton & Bramalea City Centre. 4 Bedrooms, 3.5 Bath. Custom Designed Cabinets & Upgrades Stone Counters. Free Standing Glass Shower In Primary Ensuite & Main Bath With Marble Surround.

23 Pattulo Drive, Caledon
$1,599,000
4 Beds ⋅ 5 Baths ⋅ W13494746 MLS
Meticulously maintained, same owner for 30 years and pride of ownership is absolutely apparent in this stunning 4 bedroom, 5 bathrm Valleywood home. Situated on a rare 70 ft wide ravine lot on one of the best cul de sacs in the neighbourhood, this beauty does not disappoint. The luxurious fiber glass front double door entry system featuring scroll iron encased glass inserts, lead your way into the two storey foyer facing the newly finished oak staircase with iron spindles showing you that you have arrived! The upper floor boasts a spacious Primary with newly renovated 5 pc ens., with heated floors, soaker tub and glass shower. Bedrms 3 and 4 with a jack and jill 4pc bath and the 2nd bedrm with a fully reno'd 3pc cheater ens., completes this level. The main floor with 9ft ceilings,offers a lovely office with a bow window overlooking the landscaped front yard and opens up onto the liv/din room combo with coffered ceiling, that makes hosting all of your family and friends an absolute pleasure. A french door leads you into your very functional kitchen with granite counters and centre island with quartz counters overlooking your sunken family room with gas fireplace and california shutters. The bright breakfast area walks out onto the two-tiered deck where you can relax and enjoy a bbq (with gas hook-up) or venture into the gazebo and watch your favourite show while enjoying the outdoors, the beautiful gardens, which are easily maintained with a seven zone irrigation system, and the ravine with lush foliage giving you the privacy you crave after a long day. The main floor laundryrm, has plenty of storage, access to the garage and a separate entrance from the side yard leading to the separate staircase to the basement. The lower level has a large RecRoom, 2pc powder room and a cold room. This space can easily be converted to an in-law suite or room for extended family, if you so wish. ***This home is in the Mayfield Secondary School District***

3 Cliffcrest Court, Caledon
$2,999,000
5 Beds ⋅ 6 Baths ⋅ W13490940 MLS
Discover a truly unique and breathtaking country estate where nature, privacy, and exceptional design come together in perfect harmony. Set on a picturesque 2.71 acres and ideally positioned between the Pulpit Club, Caledon Mountain Trout Club, Caledon Ski Club, Brampton Flying Club, and along the Bruce Trail, this magnificent property offers an unmatched lifestyle within close proximity to the city. A resort-like sanctuary awaits, designed for both grand entertaining and quiet, restorative living. An inground saltwater pool, outdoor shower, and cold plunge offer spa-like relaxation, while the wood-fired pizza oven, outdoor bar, and firepit create exceptional gathering spaces. Extensive, thoughtfully constructed walking trails wind throughout the grounds, complemented by aromatic and carefully curated gardens. A charming children's playhouse/bunkie, pool cabana, and 3 decks further enhance this one-of-a-kind outdoor setting. Inside, expansive windows fill the home with natural light and bring the outdoors in. The modern kitchen features marble countertops, stainless steel appliances, and a striking backsplash, flowing into the dining area. The living room is anchored by a stunning brick accent wall and wood-burning fireplace, while a home office with built-in desk and outdoor access provides a serene workspace. The main floor primary suite is a tranquil escape with a luxurious 4-pc ensuite and walk-in shower. Upstairs, 3 spacious bedrooms and 2 well-appointed baths provide comfort for family and guests. The 3rd floor loft serves as a wellness sanctuary with an infrared sauna and custom built-in sauna. Additional highlights include heated marble bathroom floors, new hardwood flooring, and a custom floor-to-ceiling glass wine cellar. Designed for peace of mind, the home features a backup generator, air quality systems, water treatment, and major electrical upgrades. Elegant, modern and immersed in nature - 2814 Forks of the Credit Road leaves nothing to be desired.

2814 Forks Of The Credit Road, Caledon
$2,750,000
4 Beds ⋅ 4 Baths ⋅ W13488736 MLS
Escape to a home that truly understands the meaning of "space." Situated on an expansive lot, this custom-built masterpiece offers over 3,500 square feet of thoughtfully designed living area. This isn't just a house; it's a lifestyle upgrade for families who want room to breathe without sacrificing modern convenience. The heart of the home features a stunning open-concept floor plan that manages to feel incredibly cozy despite its grand scale. Flooded with natural light through large, picturesque windows, the main level is designed for effortless connection. This home includes a rare, dedicated Arts and Crafts room-perfect for a home studio, classroom, or hobby space plus a 3-car garage with enough parking for the whole extended family. Whether you're hosting a holiday dinner or enjoying a quiet evening by the fire, the "dreamy country" aesthetic provides a warm, timeless backdrop.

13905 Kennedy Road, Caledon
$1,399,000
3 Beds ⋅ 3 Baths ⋅ W13485630 MLS
Amazing Opportunity in Prime Caledon! Escape to nearly 6 acres at the highly sought-after corner of Airport Road and Beech Grove Sideroad. Nestled in one of Caledon's most desirable locations, this exceptional property offers complete privacy while remaining just minutes from shopping, amenities, and scenic trails. The main floor showcases a bright, sun-filled open-concept design, recently renovated with a modern kitchen, new flooring, and stylish pot lights throughout. Enjoy seamless indoor-outdoor living with a walkout from the dining area to a spacious deck, or relax on the private balcony off the primary bedroom while taking in the beautiful surroundings. The expansive primary suite features two walk-in closets, a walkout to the deck, and a luxurious 4-piece ensuite. The fully finished walkout basement is a true showstopper, offering incredible living space and endless possibilities. A rare and valuable bonus: the property currently generates substantial monthly income, making it an outstanding investment opportunity. Whether you're looking for a private family retreat, an income-producing property, or both, this remarkable estate is a must-see. Don't Miss This Incredible Opportunity!

5812 Beech Grove Side Road, Caledon
$2,299,000
3 Beds ⋅ 2 Baths ⋅ W13484298 MLS
Welcome to 12777 Mississauga Rd in Caledon. This raised bungalow sits on 1.03 acres with 3 bedrooms and 2 full bathrooms. Extra long driveway that shields the house from the street allows for ample parking space and privacy. The beautiful treed lot with farmer's fields behind the property creates an environment punctuated by nature and tranquility. Large separate workshop in the back yard is perfect for all types of projects. Very close to Brampton and Georgetown. Easy access to Hwy 410, 401, 407 and Go Station. This home is nestled in the countryside, yet conveniently located minutes from bustling urban centres, offering the best of both worlds. Backyard BBQs on the deck and family reunions complete with a game of volleyball or three legged races, ending the evening with roasting marshmallows over a fire pit. If this sounds like an ideal summer weekend to you, then this house is for you!

12777 Mississauga Road, Caledon
$5,199,000
5 Beds ⋅ 8 Baths ⋅ W13480840 MLS
This executive-quality estate offers five-star quality and a year-round Muskoka environment without the travel, situated in the finest areas of Caledon for discreet living. A property of this calibre offers a true legacy estate, and Astrion's craftsmanship and construction details are 200% above industry standards. Set on 20 private acres featuring a $500,000 permanent loading walkway connecting you to nature and beyond, a canoe ride to an island, and over $700,000 in landscaping, lighting and irrigation. The residence features a dramatic two-storey great room with a floor-to-ceiling natural stone wood-burning fireplace, expansive windows, wide-plank white oak flooring, custom millwork, and integrated lighting throughout. The chef-inspired kitchen is designed for entertaining, featuring quartz surfaces, an oversized centre island, walk-in pantry, and custom wine display. The primary suite offers a luxurious retreat with custom built-in closets and a spa-inspired ensuite, while all bedrooms feature private ensuite bathrooms. The finished lower level includes a second kitchen, home gym, sauna, cold-plunge tub, radiant heated floors, and direct garage access. Designed for year-round comfort and efficiency, the home is equipped with smart-home technology, spray-foam insulation, whole-home water filtration, 400-amp service, a standby generator, radiant heating, dedicated HVAC systems, and snow-melt systems. Outdoor amenities include professionally landscaped grounds, extensive stonework, a four-season covered porch with an outdoor kitchen, a custom fire pit area, illuminated pathways, a private dock, an attached three-car garage, and a separate heated and air-conditioned three-car garage/workshop. A rare opportunity to own one of Caledon's most exceptional estate properties, thoughtfully designed and built without compromise.

16735 Shaws Creek Road, Caledon
$1,199,999
4 Beds ⋅ 4 Baths ⋅ W13476706 MLS
Beautifully updated detached family home in the quiet, sought-after community of Valleywood within a single-entry enclave, close to parks, top-rated schools, walking trails, and everyday amenities. Located in a family-friendly neighbourhood with municipal cameras and nearby emergency services and offering approx. 2,800 sq ft of total finished living space. This fully upgraded home features new engineered hardwood flooring on the main and upper levels, fresh paint throughout, and modern lighting. The renovated kitchen is a standout with custom soft-close cabinetry, quartz countertops and backsplash, a spacious island, and new LG stainless steel appliances including a gas stove and built-in electric oven. The main floor offers seamless flow for family living and entertaining, while upstairs features 3 bright bedrooms, including a primary suite with 5-piece ensuite, and an updated main bathroom. The fully finished basement adds flexibility with an additional bedroom, den, fireplace, and kitchen rough-in - ideal for in-law suite potential or future rental income. Enjoy a private backyard with gazebo, swing set, and a new hot tub (installed October 2025, negotiable with purchase). Additional features include a metal roof, new patio door, parking for up to 6 vehicles, EV charger rough-in in the garage (currently connected to hot tub), central vacuum (as-is), and HVAC serviced Fall 2025. A turnkey, fully upgraded home in one of Calendon's most desirable communities - don't miss this opportunity!

174 Royal Valley Drive, Caledon
$1,199,999
4 Beds ⋅ 3 Baths ⋅ W13471548 MLS
Gorgeous Family Home In An Amazing Location! This beautifully maintained four-bedroom home is just a 2-minute walk to Lina Marino Park-featuring basketball courts, soccer fields, and an exceptional playground. The Main Floor Has A Specious Eat In Kitchen With Pull-Up Seating To Granite Kitchen Island And Walk-Out To Back Deck-perfect for family meals and entertaining. The inviting living room includes a cozy gas fireplace, while the formal dining room provides the ideal space for hosting guests. At the front of the home, a large sunlit room offers versatility as a bright home office, a formal living area, or a welcoming receiving room-the choice is yours! Upstairs, you'll find four spacious bedrooms, including a luxurious primary suite with a gas fireplace, walk-in closet, and a four-piece ensuite. A generous flex space on this level can be used as a second office, playroom, homework area, or family lounge. The unfinished basement features high ceilings, a rough-in for a bathroom, and endless potential to customize to your needs. Don't miss the opportunity to own this incredible home in a sought-after community!Roof, Soffits & Eaves (2022), Upstairs Bath (2022), Furnace & Ac (2021), Windows (2019), Double-Car Heated Garage, Freshly painted.

193 Royal Valley Drive, Caledon
$1,299,000
6 Beds ⋅ 5 Baths ⋅ W13470938 MLS
Welcome to this exceptional luxury residence offering over 3,700 sq. ft. of exquisitely designed living space with premium upgrades throughout. Thoughtfully crafted for modern family living, this stunning home features 6 spacious bedrooms and 5 elegantly finished bathrooms. The grand double-door entrance opens to an impressive foyer, setting the tone for the sophisticated interior. The main level boasts a private office, a welcoming family room with a fireplace, and a gourmet chef-inspired kitchen complete with a large center island, high-end finishes, and a bright breakfast area ideal for everyday living and entertaining. An elegant oak staircase with iron pickets leads to a versatile upper-level loft, providing additional living space for the whole family. The luxurious primary suite serves as a private retreat, featuring a spa-like 6-piece ensuite and generous closet space. Combining timeless elegance, exceptional craftsmanship, and functional design, this remarkable home offers an unparalleled living experience in a highly sought-after community.

193 Bonnieglen Farm Boulevard, Caledon
$1,899,900
6 Beds ⋅ 4 Baths ⋅ W13462882 MLS
Set On A Serene 1.025-Acre Estate With Sweeping Scenic Views, This Custom-Built 2007 Bungalow Showcases Exceptional Craftsmanship And Timeless Luxury. The Main Floor Impresses With 9-Ft Ceilings, Rich Hardwood Flooring, Elegant Pot Lighting, And Refined Finishes That Elevate Every Space. The Gourmet Chef's Kitchen Features Premium Appliances, Custom Cabinetry And A Spacious Eat-In Area Designed For Both Casual Dining And Elevated Entertaining. The Master Suite Offers A Private Sanctuary Complete With A Spa-Inspired Ensuite, Featuring A Jacuzzi Tub, Steam Shower, And Heated Floors. The Lower Level Continues The High-End Feel With 9-Ft Ceilings, A Full Bathroom With Heated Floors, Two Generously Sized Bedrooms, And More Than Half Of The Basement Left Open As A Customizable Canvas For A Theatre, Gym, Or Entertainment Lounge. The Backyard Boasts An Expansive Deck With Glass Railings, Perfect For Summer Enjoyment, Scenic Views, And Unforgettable Sunsets. Nearly $120K In Upgrades Ensure Modern Comfort and Sophistication Throughout. Car Enthusiasts And Hobbyists Will Appreciate The Expansive Heated 4-Car Garage, Boasting Impressive 14-Ft Ceilings And The Flexibility To Double As A Workshop. Offering Elegance, Privacy, And Endless Potential, This Remarkable Residence Is The Perfect Blend Of Luxury Living And Functional Design-An Extraordinary Opportunity For The Discerning Buyer.

18200 Mountainview Road, Caledon
$8,000,000
5 Beds ⋅ 5 Baths ⋅ W13462682 MLS
Exceptional 10-acre country estate offering privacy, versatility, and outstanding lifestyle amenities. This spacious 2-storey brick home features a renovated kitchen (2022) with large island, farmhouse sink, pot fillers, stainless steel appliances, and abundant cabinetry. Enjoy oversized principal rooms, a cozy family room with fireplace and walkout to a deck and interlocking patio, plus 4 bedrooms including a primary suite with spa-inspired ensuite. The finished basement with separate entrance includes a second kitchen, rec room, 5-pc bath, laundry, and ample storage. A bright self-contained studio apartment with separate entrance, kitchen, bedroom, bath, and laundry provides ideal space for extended family or rental income. Outside, discover an above ground heated saltwater pool, pond, greenhouse with hydro, detached workshop with hydro, water, 2 bays and room for 5 vehicles, 2 woodsheds, and a heated 4-car attached garage. Updates include septic and furnace (2022), exterior doors (2022), and roof, soffits & eaves (2016).Located outside of the Greenbelt, close to the proposed HWY 413, this exceptional property offers the perfect blend of immediate multi generational enjoyment and long-term potential, positioned within an evolving and transitioning area poised for future growth. PROPERTY (INTERIOR -OR- EXTERIOR) TO BE VIEWED BY APPOINTMENT ONLY - PLEASE DO NOT APPROACH THE LOT UNLESS A REALTOR IS ACCOMPANYING YOU FOR YOUR SCHEDULED APPOINTMENT - THANKS FOR BEING RESPECTFUL TO THE SELLER(S).

13289 Innis Lake Road, Caledon
$1,999,999
4 Beds ⋅ 3 Baths ⋅ W13457850 MLS
Tucked away in one of Caledon's most picturesque countryside settings, this enchanting custom built home spans approx4500sqft situated on 7 acres. It blends character, architectural significance, and natural beauty into an offering unlike anything else on the market. From the moment you arrive, the home's storybook presence captivates, with a stunning wraparound porch, soaring cedar-clad ceilings, expansive skylights, wood- burning fireplace and an open-concept design. Rich in history, the home showcases beautifully restored beams and posts reclaimed from an 1854 barn in King Township, creating the charm and grandeur of a classic barn interior while offering all the comforts of modern living.Thoughtfully designed layout is ideal for both entertaining and family living. The serene primary retreat offers a magical experience, allowing you to gaze at the stars from the comfort of your bed. Additional bedrooms feature vaulted ceilings, while the versatile third-floor loft is perfect as a guest suite, home office, studio, or children's retreat. A fully insulated 1200sqft garage/workshop with loft space provides exceptional flexibility for hobbyists, entrepreneurs, or additional storage. Outside, the remarkable grounds offer the perfect balance of open green space and private woodland trails, creating a peaceful setting for recreation and exploration year-round. Ideally situated near TPC Toronto at Osprey Valley, the Caledon Ski Club, premier equestrian facilities, extensive cycling and hiking trails, and local favourites such as GoodLot Farmstead Brewing Co. With Orangeville, Erin and Caledon Village a short drive away this property combines rural tranquility with exceptional amenities. The new 413 highway will significantly increase the accessibility to the City and beyond. Excellent schools in Belfountain and Alton further enhance its appeal. A rare opportunity to own a truly distinctive estate where history, nature, and modern comfort come together in perfect harmony.

19555 Shaws Creek Road, Caledon
$1,159,000
5 Beds ⋅ 4 Baths ⋅ W13457586 MLS
Spacious 5 bedrooms Valley View Model Detached home fronting onto a Ravine, This Stunning carpet free home offering serene views and premium features. The Bright and open kitchen equipped with stainless steel appliances, Quartz countertop and walk out to back yard. Enjoy Privacy and tranquility with no neighbors on the front, as the property fronts directly to a beautiful ravine. Separate living and family room with large windows, Elegant Hardwood flooring throughout except Kitchen and breakfast area. 5 specious bedrooms , Primary bedroom with walk in closet and Ensuite. Large windows fill room with natural light and offer a calm and peace full ravine views from two bedrooms. Laundry at 2nd floor, Hot water heater is rental. No sidewalk on front allowing 4 car parking on the driveway. Builder's Side entrance to basement for added flexibility for future rental opportunities. Close to amenities, Park and School. This house offers a rare combination of Luxury, space and convenience, and unbeatable views. Picture from Previous Listing - Don't Miss Out - Book Your Showing Today !!!

98 Eberly Woods Drive, Caledon
$3,099,000
4 Beds ⋅ 2 Baths ⋅ W13455828 MLS
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.

15245 Airport Road, Caledon
$449,900
1 Beds ⋅ 2 Baths ⋅ W13455748 MLS
ESCAPE THE HUSTLE WITHOUT THE COMMUTE! Now offered at an incredible new price point. Discover this unique, character filled co-op nestled in the historic Ferndale/Boston Mills area. Enjoy a peaceful, cottage like setting just minutes from Cheltenham General Store. Experience the best of both worlds with scenic trails, golf the Cheltenham Badlands, Spirit Tree Estate Cidery and charming local hamlets just minutes away while remaining only 15-20 minutes from Georgetown and Brampton with convenient access to major commuter routes.This one of a kind split level bungalow blends country charm with modern style and features an updated kitchen with bamboo countertops, a spacious butler's pantry/laundry room, marble and hardwood flooring and a stunning live edge wood feature connecting the kitchen and living room. A row of clerestory windows fills the home with natural light while maintaining privacy, accessed by a charming rolling library ladder that adds character and functionality. Outside you'll find a greenhouse with endless possibilities as a studio, hobby space, or retreat, a screened in room for relaxing, a large storage shed, parking for three vehicles. Plenty of space to create your dream outdoor entertaining area. Rich in local history and full of thoughtful updates, this is a rare opportunity to own a one of a kind home that perfectly blends charm, character, and convenience. Schedule your private tour today!

19 Old Pavillion Road, Caledon
$1,310,000
3 Beds ⋅ 3 Baths ⋅ W13452918 MLS
Nestled on a picturesque 1.25-acre property surrounded by mature trees, rolling hills, and conservation land, this one-of-a-kind custom-built home offers the perfect blend of privacy, tranquility, and potential. 10 minutes North of Brampton! This charming residence features over 2,400 sqft of living space with soaring cathedral ceilings, two wood-burning fireplaces, and multiple walkouts designed to embrace the natural beauty that surrounds you/ Enjoy peaceful mornings in the sunroom, scenic backyard views from the family room, and the calming sounds of nature from every corner of the property. The expansive unfinished basement with high ceilings presents endless possibilities for future customization. Located just minutes from the amenities of Downtown Caledon East, this rare offering combines country serenity with everyday convenience. Whether you're looking to restore, renovate, or simply enjoy the timeless character of this home, 17940 Airport Road is an exceptional opportunity to create your dream retreat in the heart of Caledon.

17940 Airport Road, Caledon
$2,999,000
4 Beds ⋅ 2 Baths ⋅ W13450482 MLS
Attention Investors and Developers! Absolutely Fantastic Future Potential With This Prime Location.Fantastic Opportunity In Expanding Mayfield Rd Area! 1 Acre Lot In A High Demand Area Surrounded By Industrial Warehouses, Commercial Buildings, Part Of The Mayfield Rd Expansion Under Region Of Peel, Targeted For Future Hwy 413 and Humber Station Employment Area. Do Not Miss Out On This Incredible Potential Property Opportunity. For Investors, Future Development and Amazing Access Point For Efficient Transportation Around The GTA. For Further Information, See Region Of Peel Official Plan - City of Caledon.Buyers to perform all due diligence prior to submitting offers.This Bungalow Features 3+1 Bedrooms, 2 full baths, Great Sunroom With W/O to Backyard Patio And A Sizeable Finished Basement With Recreation Room Featuring a Wet Bar and Fireplace. Home Also Features Two (2) Car Garage with Ample Parking on Private Driveway.

8026 Mayfield Road, Caledon
$2,495,000
7 Beds ⋅ 5 Baths ⋅ W13448626 MLS
Stunning Builders Custom Designed Unique Grand Estate on a Scenic lot Boasting over 8000 sq ft of finished spaced ! 5189 sq ft (3789sqft main floor,1400sqft upper loft) + 3000Sqft of finished livable space. Built with steel beams and Concrete Floors Beneath Cherry Hardwood & Stone Tiles gives you noise free comfort and strength. Gorgeous views from every corner! Plenty of space and privacy ! Built for Entertaining and for family ! open concept family and kitchen, (this kitchen has a Massive walk in pantry With rough in for a 2nd kitchen and has a walkout to the deck) separate living & dining, powder room, 2 beds and another 3 pce bath plus the master all on the main floor. The Mater Suite is STUNNING it has an Ensuite bath fit for a royalty with gorgeous views, plus a sitting area and walkout to the massive deck! Walk in closet has a MAKE UP CENTRE & LAUNDRY. A 2nd story Loft that's over 1400 sq ft and has 2nd great room/family room with impressive views & 2 beds and a bath ! Fin W/O Bsmt with multiple walkouts and a 2nd laundry thats almost 3000m sq ft, Then, there's a Tennis Court, a circular drive, views of the pond next door, Wooded 5.08 Acres, 2 furnaces 3 car garage, way too much to list ! This home is an amazing combination of custom design & Luxury. sellers are downsizing and are willing to assist in updated the home to your taste prior to closing !! this home has the potential for multi generational living, or for a 2nd basement apartment

19 Tanglewood Drive, Caledon
$2,299,000
4 Beds ⋅ 4 Baths ⋅ W13448324 MLS
Stop searching for your dream home-this is the one! Situated on a premium 1+ acre lot, this stunning custom-built bungalow showcases exceptional craftsmanship and luxury upgrades throughout. A grand foyer with over 12-foot ceilings and double-door entry welcomes you into elegant living and dining spaces featuring coffered ceilings and recessed lighting. The impressive family room boasts soaring 14-foot ceilings with cove lighting, while the chef-inspired kitchen is equipped with premium appliances, a gas range, oversized panel-ready fridge and dishwasher, servery, full pantry, oversized island, and abundant cabinetry. Large windows with custom blinds flood the home with natural light. The luxurious primary suite offers a custom walk-in closet and spa-like ensuite with a designer tub, towel warmer, and glass shower, while a second primary bedroom includes its own private ensuite. The thoughtfully designed mudroom features custom cabinetry, shoe storage, and a built-in bench. The walk-out basement provides an incredible opportunity to add approximately 3000 sq. ft. of additional living space and is already partially completed with drywall, electrical, plumbing, and heated floor rough-ins. Planned for 9-foot ceilings, a full kitchen, living area, two bedrooms, theatre room, gym, sauna, and two bathrooms, this remarkable home is built far above standard code requirements and offers the perfect blend of luxury, comfort, and future potential.

19769 Willoughby Road, Caledon
$1,900,000
4 Beds ⋅ 4 Baths ⋅ W13445462 MLS
Escape The Ordinary. Discover Your Private Estate In Prestigious South Caledon Where Sophisticated Country Living Meets Modern Luxury. Nestled On A Breathtaking One-Acre Lot (150X300 Ft), This Newly Extended 4-Bedroom, Over 3,600 Sq Ft Masterpiece Backs Onto A Ravine With Terra Cotta Conservation At Your Doorstep, Privacy And Nature Embrace You At Every Turn. Extensively Renovated Top To Bottom In 2024-All With Permits-This Home Features New Plumbing, Electrical With 200 Amp Service, Septic, Furnace, A/C, Generator, Roof, Doors & Windows Throughout. Designed For Both Grand Entertaining And Intimate Family Living, The Open-Concept Kitchen, Dining & Family Rooms Flow Seamlessly Together. The Brand-New Chef's Kitchen Showcases A Large Island, Stone Counters, Matching Backsplash, And Top-Of-The-Line Stainless Steel Appliances. Large Windows Fill The Home With Natural Light. The Upper-Level Retreat Showcases Two Luxurious Primary Suites. The First Offers A Fireplace, Juliet Balcony Overlooking The Greenspace, Dual Walk-In Closets, And A Spa-Inspired Ensuite Complete With Heated Floors, A Soaker Tub, And An Oversized Glass Shower. The Second Includes Its Own Fireplace, Walk-In Closet, And Heated Ensuite Floors. Ceiling Fans Throughout The Bedrooms And Motorized Blinds Provide Year-Round Comfort, While Convenient Second-Floor Laundry Adds Everyday Ease. Attached Double Garage Plus An Incredible Detached 6-Car Garage/Workshop Offer Endless Possibilities For Car Collectors, Hobbyists, Home Gyms, Or Dream Workspaces. Enjoy A Large Gazebo, Fire Pit Area, And An Unmatched Outdoor Lifestyle. A Rare Opportunity For Families Or Anyone Seeking Space, Privacy, And Refined Country Living Near Town Amenities.

14451 Winston Churchill Boulevard, Caledon
$1,990,000
6 Beds ⋅ 5 Baths ⋅ W13435052 MLS
Beautifully crafted custom-built bungalow nestled on a spectacular 1.4-acre estate lot, thoughtfully designed with an open-concept layout and a setting that feels as though it was sculpted into the surrounding rolling hills. This exceptional property showcases meticulous landscaping, breathtaking views from every window, and an outdoor retreat featuring an in-ground pool, cabana, pond, fire pit, custom-built playhouse, expansive decks, and elegant flagstone pathways. A fully paved 15-car driveway leads to a heated and insulated detached workshop/garage, offering the perfect space for motor enthusiasts, hobbyists, crafting, or additional storage. Ideally located just 8 minutes to Hwy 400, 5 minutes to Orangeville, and approximately 25 minutes to Brampton, this stunning home offers approximately 3,500 sq. ft. of beautifully finished living space. The open-concept interior features a gourmet kitchen with granite countertops, hardwood flooring, and luxurious finishes throughout. The living room boasts a stunning marble ceiling detail and a two-sided stone fireplace shared with the formal dining room. A spacious great room with custom built-ins creates the perfect gathering space. The impressive primary retreat features a fireplace, spa-inspired ensuite, walk-in closet, baby room/office and walk-outs leading to the deck and pool area. The family room with fireplace overlooks the backyard paradise, creating a seamless connection between indoor and outdoor living. The newly finished basement offers a second kitchen, recreation/living space, full bathroom, and powder room - ideal for entertaining or extended family. Additional features include: New septic system (2023).New furnace & air conditioning (2024).New exterior stucco finish. Four wood-burning fireplaces with built-in air circulation. No carpet throughout. New porcelain tile in foyer A truly remarkable home and property located just north of historic Alton, offering privacy, luxury, and an unmatched lifestyle

20511 Main Street, Caledon
$1,599,900
4 Beds ⋅ 4 Baths ⋅ W13434948 MLS
Welcome To 15252 Chinguacousy Rd, Caledon-An Exceptional Estate Home Extensively Rebuilt In 2008, Including The Finished Basement, Heated Saltwater Pool, And Stunning Professional Landscaping. Situated On A Private, Beautifully Treed 1.01-Acre Lot Just Minutes From Caledon Country Club, This Impressive Home Offers Nearly 3,700 Sq. Ft. Of Finished Living Space.Features Include Maple Hardwood & Heated Tile Flooring Throughout Both Levels, 2 Gas Fireplaces, Premium Finishes, And An Upgraded Family-Sized Kitchen With Quartz Counters & Centre Island. Spacious Living, Dining & Family Rooms. Large Primary Bedroom With Walk-In Closet & 4-Piece Ensuite, Plus 2 Additional Generous Bedrooms And 2.5 Bathrooms On The Main Level.The Finished Basement Offers A Large Recreation Room With Pool Table, Additional Bedroom, Bathroom, And Separate Access From The Rear Of The Heated & Insulated 3-Car Garage. Direct Interior Access Through The Mudroom, Laundry & Powder Room.Step Outside To Your Private Resort-Style Backyard Featuring A Heated Saltwater Pool, Hot Tub, Fire Pit, Treehouse, And Spectacular Landscaping. Parking For Up To 14 Vehicles. Offering The Perfect Blend Of Luxury, Privacy, Comfort & Countryside Charm-All Within Easy Reach Of City Conveniences.

15252 Chinguacousy Road, Caledon
$1,299,900
5 Beds ⋅ 4 Baths ⋅ W13432546 MLS
Welcome to a rare 10-acre luxury estate opportunity on the Niagara Escarpment, where a 3+2 bedroom raised bungalow sits on a beautifully manicured, south-facing lot that has been in the same family for over 50+ years. Perfectly positioned at the top of the escarpment between Kennedy Road and Heart Lake Road-steps to Devil's Pulpit Golf Course, close to the Caledon Flying Club, renowned cycling routes, the Bruce Trail, and a short drive to grocery stores, amenities, and Headwaters Hospital-this highly desirable property is surrounded by some of Caledon's most prestigious multimillion-dollar estate homes, making it an exceptional chance to build a custom luxury residence that fully leverages the rare topography, escarpment setting, and sweeping views. The existing home requires extensive rehabilitation, offering flexibility for those looking to renovate or rebuild in one of Ontario's most sought-after rural communities, with the breathtaking Niagara Escarpment as your backdrop.

3574 Escarpment Side Road, Caledon
$1,650,000
6 Beds ⋅ 4 Baths ⋅ W13425962 MLS
Great Opportunity! Unique Property Two Houses On One Lot. Completely Renovated 2+1 Br Bungalow W/Fin One Br Basement Apartment. Bungalow Has Sep Living & Dining Rm, Master Offers W/I Closet . Kitchen W/Custom Built Cabinets/Pantry. 2 Story House Has Large Living And Family Rooms On Main Level,3Pc Bath & Kitchen,2nd Level Has 3 Bedrooms & 4Pc Bathroom. Insulated Bunkie with electricity. Updates in 2024:bungalow main floor flooring, main house upstairs bathroom. Roof replaced in 2022. water heater in 2025

5 O'reilly's Lane, Caledon
$2,089,999
5 Beds ⋅ 5 Baths ⋅ W13425920 MLS
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 Story 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 Appliances Chef's Kitchen & Pantry. Jennair; Fridge, 2 Stoves, 2 Hood Ranges, 2 Wine Fridges, 2 B/I Dishwashers, B/I Miele Coffee/Espresso Machine, All Elfs, All Window Coverings. Rental TanklessHwt.

27 McCauley Drive, Caledon
$1,750,000
5 Beds ⋅ 4 Baths ⋅ W13419746 MLS
Set on just over 1 acre in highly desirable South Caledon, this beautifully renovated bungalow is surrounded by picturesque farms, estate homes, and tranquil countryside views. Offering a perfect blend of charm, modern décor, and quality upgrades throughout, this spacious residence features 5 bedrooms, including 3 on the main floor, and an impressive open-concept layout ideal for everyday living and entertaining. The heart of the home is the entertainer's dream chef's kitchen, showcasing marble countertops, high-end appliances, ample cabinetry and storage, and a seamless connection to the main living areas. Elegant, heated flooring, Custom woodwork & Wainscotting details, distinctive porcelain tile, skylights, and a stunning double-sided stone fireplace add warmth, character, and sophistication throughout the home. The luxurious primary bedroom retreat features a beautifully appointed ensuite complete with laundry area, wet bar, steam shower, separate toilet cubicle, and upscale finishes. Additional main-floor highlights include an inviting den, a bright sun-filled living room with heated floors, and a modern geothermal heating system for year-round comfort and efficiency. The finished lower level offers excellent flexibility with 2 additional bedrooms, a full bathroom, recreation room, kitchen, and separate laundry area. With a walk-up to the garage, this space is ideally suited for extended family, in-law living, or multi-generational use. Outdoors, enjoy a large multi-level deck overlooking the scenic surroundings, a fenced and gated private inground swimming pool with upgraded liner, and a relaxing hot tub. The property also features ample driveway parking and a beautiful, covered porch, creating wonderful curb appeal and a welcoming entrance. Recent upgrades include a new well pump and new pressure tank, both completed in 2025.A rare opportunity to enjoy country living, modern comfort, and exceptional privacy in one of South Caledon's most desirable settings.

3585 Boston Mills Road, Caledon
$1,599,900
7 Beds ⋅ 6 Baths ⋅ W13273952 MLS
!! Immaculate !! This exceptional home offers approximately 3,504 sq. ft. of above-grade living space (as per MPAC), situated on a premium 45-ft wide corner lot with an elegant stone and brick elevation !! Designed for both comfort and functionality, the home features two spacious primary bedrooms on the second floor, along with a total of three full bathrooms !! A generously sized second-floor family room adds versatility and can be easily converted into a fifth bedroom !! The main level showcases a well-appointed layout with separate living, dining, and family rooms-ideal for everyday living and entertaining!! A dedicated office overlooking the front yard provides a bright and private workspace !! The fully upgraded kitchen is equipped with built-in appliances, granite countertops, extended cabinetry, and a built-in pantry, along with a spacious breakfast area offering a walk-out to the patio !! Adding further value, the property includes a legal two-bedroom basement apartment with a separate entrance, previously rented for $2,000 per month, while still retaining a portion of the basement for personal family recreation !! Additional highlights include second-floor laundry, direct garage access, and an abundance of natural light throughout !! Meticulously maintained and truly move-in ready, this home offers an exceptional blend of luxury, practicality, and income potential !!Extras:

57 Dotchson Avenue, Caledon