Caledon Real Estate | Caledon Properties between $1,500,000 and $2,000,000 for Sale

Nestled on an approximately half-acre lot in the heart of Bolton, this turnkey bungalow offers exceptional privacy with a setting that's completely hidden from the road. Surrounded by mature trees and breathtaking views, you'll feel miles away while enjoying the convenience of being right in town.Thoughtfully updated throughout, the home features newer aluminum tilt-and-turn windows and sliding patio door, most with built-in screens, flooding the home with natural light. Two of the three bedrooms showcase dramatic floor-to-ceiling windows that perfectly frame the picturesque surroundings. Additional upgrades include updated electrical, beautifully renovated bathrooms, and a brand-new roof, providing complete peace of mind.The fully finished basement expands the living space with a luxurious spa-inspired bathroom featuring heated floors. An oversized laundry room with two washing machines adds everyday convenience, while abundant storage throughout the home ensures everything has its place.Outside, the professionally landscaped grounds are designed for both relaxation andentertaining. Enjoy a stunning cedar deck with frameless glass railings, pre-wired and readyfor a hot tub, along with landscape lighting, built-in outdoor speakers, and a beautiful stone patio finished with elegant frameless glass railings. A heated front walkway provides added comfort and convenience during the winter months.Car enthusiasts, hobbyists, and growing families will appreciate the ample parking, generousstorage, and a spacious detached workshop/garage that's perfect for projects, recreational equipment, or additional vehicle storage.This rare, move-in-ready property combines luxury upgrades, incredible privacy, outstanding outdoor living, and the convenience of an in-town location-offering a lifestyle that's truly hard to find.

525 King Street E, Caledon

$1,799,000

2 Baths ⋅ W13524910 MLS

Charming Century Home For Sale For Commercial Use. Busy Downtown Street with Retail, Food, and Services. Downtown Caledon East Village Community Commercial Zoning Allows For A Variety Of Permitted Uses. Large Lot, Add on or Build New. 1800 Square Feet Of Space Over 2 Floors. Ample Parking Space. Large Rear Yard.

15964 Airport Road N, Caledon

$1,895,000

W13521926 MLS

Don't Miss This Opportunity To Build Your Dream Home On This Spacious 16 acre Lot with Convenient Highway Access, Close to Hockley Valley, Golf and Ski, 5 Minute Drive To Headwaters Hospital. This Exceptional Property Offers over 16 Acres of Beautiful Treed Land and a Natural Stream. Property Being Sold, "As Is".

20489 Hurontario Street, Caledon

$1,750,000

6 Beds ⋅ 3 Baths ⋅ W13511478 MLS

Welcome to 7930 Mayfield Rd. This exceptional development opportunity is now available in this rapidly growing corridor in Caledon. This prime half-acre property is strategically positioned within the highly anticipated Mayfield Road expansion area, placing it directly in the center of the Greater Toronto Area's (GTA) upcoming transportation and commercial hub. The property is situated within the future Highway 413 and Humber Station Employment Area boundaries. This generous half-acre parcel with a large, private driveway for 10 vehicles has direct exposure to Mayfield Rd. The property Includes a two storey detached home with a two-car garage. The property is uniquely positioned to benefit from major upcoming regional infrastructure development. It offers unmatched connectivity for future commercial, employment, or residential applications.

7930 Mayfield Road, Caledon

$1,730,000

5 Beds ⋅ 3 Baths ⋅ W13507596 MLS

POWER OF SALE. CONTRACTOR & INVESTOR DREAM! A spectacular value-add opportunity awaits in this custom-designed, all-brick bungalow nestled on a magnificent 1.21-acre, tree-lined gated lot in prestigious Caledon. Surrounded by multi-million dollar luxury estates, this property combines incredible architectural bones, a grand footprint, and massive sweat-equity potential. Main Level Layout: Step through a double-door entry into an expansive L-shaped foyer, highlighted by a dramatic, sun-drenched skylight and a soaring curved oak staircase. The primary living space features premium crown molding and a massive bay window, leading into a separate den anchored by a brick fireplace. The oversized eat-in kitchen includes an center island layout, stainless steel appliances, and sleek oversized floor tiles. Offers 3 main-floor bedrooms, including a primary retreat with a walk-in closet and a 3-piece ensuite. Income/Multi-Family Ready Lower Level: The elevated, above-ground walk-out basement is a separate living oasis. It features a stunning stone-surround wood stove, custom built-ins, and a bar area convertible into a full second kitchen. Complete with 2 additional bright bedrooms, a flexible home office/den, a full bathroom, a bright double-door mudroom entry, and dedicated laundry. Ideal for rental income or multi-generational families. The Grounds: The sprawling 1.21-acre property is a private country escape, surrounded by mature trees. It includes a massive detached 3-car garage/workshop, a large paved yard with parking for 13+ vehicles, a stone patio, and a fenced chicken coop area. Property sold strictly "As-Is, Where-Is" under Power of Sale. RREA related to Seller.

15246 The Gore Road, 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

$1,799,000

5 Beds ⋅ 6 Baths ⋅ W13468142 MLS

Welcome to 91 Raspberry Ridge Ave., a luxury home by Country Wide Homes offering approx. 3,802 sq. ft. above grade on a premium 50' ravine lot. This elegant 4 + 1 bedroom, 6 bathroom residence features a stone and stucco exterior, double door entry, hardwood flooring throughout main and second floors, 10' ceilings on the main level, and 9' ceilings above and in the basement. It includes a main floor bedroom/den with ensuite, spacious open-concept living with a fireplace, and a chef's kitchen with quartz countertops, high-end appliances, large island, and breakfast area with walkout to a deck overlooking stunning sunset and ravine views. All bedrooms have walk-in closets, including a luxurious primary suite with a 6-piece ensuite. A walkout basement and prime location near trails, schools, and recreation complete this exceptional home.

91 Raspberry Ridge Avenue, 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

$1,978,500

6 Beds ⋅ 3 Baths ⋅ W13452590 MLS

Potential For 3 Separate Building Lots. One Of Cheltenham's Most Private Estates, 2 Acres, With An Amazing 200 Feet Frontage, Has The Enjoyment Of Over 10 Acres, Backing Onto Protected Nec. Land, And Siding Onto A Stunning Ravine With Gorgeous Babbling Brook, Complete "MAGIC". Original House, Completely Renovated, Family Room Has Multi Walkouts. Mud Room Has Heated Floors, 3pc Bath, Main Floor Laundry Room. Walk-Out To Covered Deck, Hottub (As Is). 3rd & 4th Level Has 3 Bedroom In Law Suite, (Ground Floor) Heated Floors, Laundry, Walkout To Covered Private Deck.

104 Kennedy Road, Caledon

$1,999,999

8 Beds ⋅ 9 Baths ⋅ W13448742 MLS

Show Stopper !! Perfect Multi-Generational Home P.L.U.S. Income Property $2,500 / month. P.L.U.S. In-Law Suite. This NEW home has it all. Bedrooms - 6 + 2 in bsmt. Washrooms - 7 + 2 in bsmt. ALL 6 bedrooms have an ensuite bath. 2 Bedroom Legal Basement Apartment Sep Entrance and Laundry. No Side Walk, 6 Car Parking. Wooded Lot. 7 Walk-In Closets, Custom Walk-In Pantry, Large Linen Closet and many other storage closets. High ceilings - Main Floor - 10' & 12' Ceilings, 2nd Floor and Basement - 9' Ceilings. Hardscape Around Entire Property Exposed Aggregate. Custom Roller Shades and Window Coverings Throughout. ALL Work in this Home has been Professionally Done, Including the Festive Outdoor Lights, NO Expenses Spared. Way Too Many Upgrades to Mention, and a Steal at Under $2 Million. **EXTRAS** 3 Fridge, 2 Stoves, 1 Dishwasher, 2 Clothes Washers, 2 Dryers, Water Softener, Pot Filler, All Window Coverings, Custom Roller Shades, Stair Runner, Closet Organizers, Pull Out Pantry Shelves, Biometric Lock, 6 Ceiling Fans, Upgraded ELF

35 Arthur Griffin Crescent, 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

$1,549,000

8 Beds ⋅ 6 Baths ⋅ W13440696 MLS

Welcome!! to this Beautifully maintained Home,Nestled on a Sprawling 72x197 Feet * Premium Corner Lot* where your creative vision can flourish for present Living & future development opportunity. Nestled in the heart of charming Caledon East - Vibrant Community that perfectly blends Rural charm with Tranquility & modern Convenience. This Spacious recently painted Home offers 5+3 Bedrooms, 6 Washrooms, with Walk-out Basement. The inviting Main Floor showcases a Office Room with 3 Pc- Ensuite, Separate Warm Family Room , Formal Dinning Room and Bright Living Room with all over New Portlights, W/O to Balcony picturesqueing inviting Big Backyard, ideal for comfortable Family living and Effortless entertaining. This home is steps from Caledon Community Center, Local Good rating Schools, School bus route, Many Parks, Restaurants, and the Scenic Caledon Trails. With its combination of modern Amenities, Spacious design, and Excellent Location, this Home provides the perfect balance of Comfort, and Convenience for todays Lifestyle!!

28 Walker Road E, 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

$1,650,000

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

$1,685,000

4 Beds ⋅ 3 Baths ⋅ W13224500 MLS

Welcome to this beautifully renovated bungalow in the heart of Caledon Village, offering the perfect blend of modern comfort and country charm. Situated on over half acre of meticulously landscaped property, this exceptional home features 3+1 spacious bedrooms and 3 bathrooms designed for both everyday living and tranquility. Step inside to discover a bright open-concept layout with stylish finishes and seamless flow throughout the main living areas. The renovated kitchen overlooks the dining and living spaces creating an inviting atmosphere for family gatherings and hosting guests. The fully finished basement provides additional living space with ample space for a gym, games room, and full entertainment. The space can easily be transformed into an excellent in-law suite offering flexibility for extended family, guests, or future income opportunities. Outside, enjoy your own private backyard retreat complete with mature landscaping, an in-ground pool, and plenty of green space to relax and unwind. Car enthusiats, hobbyists, and growing families will appreciate the impressive 3-car garage with ample outdoor parking. Located in the deisrable community of Caledon Village, this move-in ready home offers the tranquility of country living while remaining conveniently close to schools, parks, and major commuter routes. A rare opportunity to own a turn-key bungalow on a premium lot - don't miss it!

5 Massari Street, Caledon

$1,567,000

5 Beds ⋅ 4 Baths ⋅ W13214024 MLS

Welcome to a home that truly elevates everyday living. Set on a beautifully private almost half-acre lot in one of Caledon East's most desirable enclaves, this fully renovated residence with over $120,000.00 spent and over 3500 SF of total living space offers a rare combination of luxury, space, and complete move-in readiness. Designed with both families and entertainers in mind, the home delivers a seamless blend of refined finishes and warm, inviting spaces. At its centre is a stunning 450 sq ft chef's kitchen-an extraordinary space that anchors the home and naturally brings people together. Thoughtfully designed and filled with light, it's equally suited for large gatherings or quiet mornings, making it one of the home's most memorable features. The main living areas are spacious and elegant, offering flexibility for both everyday life and hosting. Upstairs, generously sized bedrooms provide comfort and privacy, primary bedroom complete with 4pc ensuite including stand alone tub and shower, while the fully finished basement expands the living space-ideal for a home office, gym, media room, or guest retreat. Step outside and experience your own private oasis escape. The expansive backyard is beautifully landscaped and centred around an in-ground salt water pool and hot tub, creating a resort-like setting for summer and seasonal living. With an in-ground sprinkler system and ample space to relax or entertain, this outdoor environment is as functional as it is inviting. Complete with a double car garage and abundant parking for at least 8 cars, this home offers the tranquility of country-style living while remaining conveniently close to schools, amenities, and commuter routes. For buyers seeking a turnkey property with space to grow, entertain, and unwind-this is a rare and compelling opportunity. Homes offering this level of finish, on lots of this size, seldom come to market. Experience it before it's gone!

5 Valleygreen Crescent S, Caledon

$1,899,999

5 Beds ⋅ 3 Baths ⋅ W13191010 MLS

Welcome to 7 Rolling Meadow - an exceptional private custom estate nestled on 3.6 acres, featuring an expansive 316 ft frontage approximately 4,600 sq ft of living space, set within one of East Caledon's most desirable communities on a quiet dead-end street. Surrounded by mature trees & scenic natural beauty, this impressive property offers the perfect blend of luxury living, privacy, and everyday comfort. Set well back from the road, a large circular driveway and 3-car garage provide direct access to the mudroom & laundry. This beautifully maintained residence offers oversized principal rooms, timeless finishes, custom carpentry, a seamless indoor-outdoor living designed for both entertaining and family life.The heart of the home features a stunning designer kitchen complete with granite countertops, custom cabinetry, a centre island, breakfast bar, & high-end stainless steel appliances. The sun-filled breakfast area walks out to a sprawling deck overlooking the breathtaking property and its endless natural scenery - creating the perfect setting for morning coffee or evening gatherings. The bright open-concept great room boasts soaring ceilings, rich hickory hardwood flooring, elegant pot lights, electric fireplace, & large windows that bring the outdoors in. The spacious primary retreat offers a private escape: a walk-in closet, a 5-piece spa-like ensuite, and direct walkout access to the deck.This property is loaded with thoughtful upgrades including abundant storage, California shutters throughout, & Santos Mahogany hardwood flooring in the bedrooms. The finished lower level is ideal for multi-generational living or entertaining, featuring additional bedrooms, a private office, an exercise room, and a spacious recreation area boasting an electric fireplace custom finishes throughout. Substantial outbuildings - a 24 x 20 steel-built structure an 18 x 11 cedar-built - both serviced by electrical, complete this remarkable offering.

7 Rolling Meadow Drive, Caledon

$1,700,000

4 Beds ⋅ 3 Baths ⋅ W13176406 MLS

Discover an extraordinary and spectacular 20 acres of land sitting on approximately 400ft frontage on the prestigious Gore Road of East Caledon. Property contains beautiful surroundings: nature, mature trees, and a huge natural pond - very scenic and a much desired lot. Property features 4 + 1 bedrooms, finished basement with a walk-out to the back yard - perfect for entertaining all year round and offering endless opportunities for outdoor activities and relaxation. This property has endless possibilities for future development - even the possibility for two houses! Don't miss out on this rare offering in a sought after area of East Caledon.

15195 The Gore Road, Caledon

$1,589,900

4 Beds ⋅ 3 Baths ⋅ W13166442 MLS

6 Acre estate property in Cedar Mills Estates, Caledon Hills. Blessed with 3 acre spring fed pond. Cottage country style living! Rare opportunity! Spaciously laid out 4 bedroom raised bungalow with multiple walk outs overlooking natural landscape and pond. Family room and sunroom. Update this home at your leisure while enjoying nature's amenities. One-of-a-kind property, don't miss your chance!

16140 Mount Hope Road, Caledon

$1,797,000

6 Beds ⋅ 6 Baths ⋅ W13137658 MLS

Caledon/King border. NATURAL GAS, TOWN WATER, FIBRE OPTIC! Multigenerational or home business with PRIVATE spaces and ++ views. Maybe you want the possibility to earn additional income !! 3 kitchens, 6 bath, private entrances to outside and/or in home. Windows surround the main floor of this beautiful home with lots of privacy, great for entertaining, multi-gen living, separate home business space, gym space, yoga studio or growing family. This home has a flagstone walkway leading to a covered porch, natural log walls in main living area creating that warm cozy feeling upon entering, tons of windows, skylight, dining/family area overlooking a games billiard room, entire back of home has multiple walkouts to a large patio area. The additional units within the almost 6000 sq ft of living space are versatile and theres plenty of parking. Lower kitchen so handy for outdoor entertaining and party room snacks. Easy access to airport, highways, Equestrian centre and views of the city and neighbouring ponds while enjoying privacy. Close to Local Farm markets, walking trails, towns while still enjoying the luxury of Natural gas heating, town water and fibre optic internet. The property has many beautiful trees, perennials, birds and areas for backyard bon fires, vegetable gardens, chickens, pets and children. The original Caledon log home was built around 1998 and then a large addition was completed in 2005. Many of the high ticket items have been replaced in the past few years such as roof(2019),furnaces & air conditioners(2022-23), upper apt kitchen(2020), bathrms, upper windows & lower sliding doors (2022-23), flagstone walkway (2024), eaves&fascia 2024, garage seals 2024, Septic pumped June 2026, hook up to town water 2023 ($50k++), fibre optic internet etc. If you are looking for a beautiful home this could be the property for you. Look at floor plans (regarding two sep apt units which could be used for home office bus, potential income, family or adult kids spaces

15481 Mount Wolfe Road, Caledon

$1,549,000

4 Beds ⋅ 7 Baths ⋅ W13104412 MLS

Discover the perfect blend of luxury and tranquility in this stunning detached home backing onto a serene ravine. Situated on a premium corner lot with no side neighbors and no sidewalk, this home offers unparalleled privacy and curb appeal. Step inside to soaring 10-foot ceilings on the main floor, 9-foot ceilings on both the second floor and the basement, creating an open and airy ambiance throughout. The custom-designed kitchen is a chef's dream, featuring exquisite granite countertops, sleek pot lights, and a seamless flow into the sunlit breakfast area. It features 4 bedroom, 4 washroom, a spacious den on the main floor provides the perfect space for a home office or library. Surrounded by breathtaking nature trails, this home offers the perfect escape while being just moments away from modern conveniences.

60 Deer Ridge Trail, Caledon

$1,799,900

5 Beds ⋅ 4 Baths ⋅ W13078722 MLS

Discover the perfect blend of charm, space, and modern living at this beautiful country property in the heart of Caledon. Situated on 4 Acres this home offers a cottage-like feel just minutes from city conveniences.Step inside to a warm and inviting layout featuring a sun-filled kitchen with breakfast area, a spacious family room, and a serene sunroom overlooking the property. The upper level offers three bedrooms, two with private walk-out decks, plus a den and spa-inspired washrooms including his & hers walk-in closets.The finished lower level includes three additional bedrooms and a full washroom, ideal for extended family or guests. A brand-new 900 sq. ft. addition with a roughed-in basement apartment gives you the opportunity to create your own personal touch.Outdoors, enjoy a barn, garden shed, and endless room for hobbies, recreation, and entertaining. With three natural gas fireplaces and a cozy wood-burning option, this property truly balances comfort and country. Detached 4.10 x 3.14m, oversized garage (790 sf). Automatic Back Up Generator for whole home. If you're looking for a family retreat or a unique investment opportunity, 20054 Horseshoe Hill Road offers the lifestyle you've been waiting for.

20054 Horseshoe Hill Road, Caledon

$1,699,000

4 Beds ⋅ 3 Baths ⋅ W13065304 MLS

2-Storey House On 8-10 Acre Farm, Less Than 1 Hour Escape From Toronto. Estate Homes In The Vicinity. An Oasis Of Tranquility And Peace. Use It As A Farm, Your Home Or Even As A Contractor's Yard. The Existing House Has 3 Bedrooms, And 3 Bathrooms. It Features A Large Inter looking Patio, Some New Windows, A New Bathroom, New Shed (All In 2018). The Property Features A Large Barn (In As Is Condition) With Water Service And Electricity.

20364 St. Andrews Road, Caledon

$1,699,000

3 Baths ⋅ W13065306 MLS

8-10 Acre Farm With 2-Storey House, Less Than 1 Hour Escape From Toronto. Estate Homes In The Vicinity. An Oasis Of Tranquility And Peace. Use It As A Farm, Your Home Or Even As A Contractor's Yard. The Existing House Has 3 Bedrooms, And 3 Bathrooms. It Features A Large Inter looking Patio, Some New Windows, A New Bathroom, New Shed (All In 2018). The Property Features A Large Barn (In As Is Condition) With Water Service And Electricity.

20364 St. Andrews Road, Caledon

$1,515,000

3 Beds ⋅ 3 Baths ⋅ W13046886 MLS

Set on a picturesque and private 1.02-acre lot with no rear neighbours, this spacious property offers the perfect blend of tranquility, functionality, and convenience. Surrounded by open countryside and clear views, it provides an ideal setting for families, retirees, or anyone seeking a peaceful lifestyle. The well-designed home features spacious rooms thruout & 3 generously sized bedrooms, 2.5 bathrooms, a separate living room, formal dining room, and an inviting family room with a cozy fireplace. The thoughtful layout offers comfortable everyday living and excellent space for entertaining. Step outside to a large deck overlooking the private backyard, perfect for relaxing, hosting gatherings, or enjoying the serene surroundings. Accessibility has been carefully considered, with wheelchair-accessible interior doorways throughout the home. The unfinished basement offers outstanding potential, featuring impressive 9-foot ceilings and a cold cellar, creating endless possibilities for additional living space, a recreation area, workshop, or in-law suite. A furnace updated within the last five years provides added peace of mind and efficiency.Located in a desirable rural setting while remaining close to everyday amenities, this property also offers convenient access to world-class golf, including TPC Toronto at Osprey Valley, home of the RBC Canadian Open, as well as Paintbrush Golf Club and Devil's Pulpit Golf Association. A rare opportunity to enjoy spacious country living with exceptional privacy and future potential.

18161 St Andrews Road, Caledon

$1,999,999

4 Beds ⋅ 5 Baths ⋅ W12968958 MLS

LUXURIOUS ESTATE on 3.937 ACRES Lot in prestigious PALGRAVE community. Property features very Spacious 4 Car Garage (2 Attached & 2 Detached- Perfect for Boat storage or Pickup truck), Huge Open concept Separate Living, Dinning & Family Room. Chefs Dream incredible Custom Gourmet Kitchen w/large pantry, Skyview & high-end appliances, Huge Solarium/Meditation Hall, Home Office/Yoga Studio/Sun Room, B/I Closets- Dressing Room- Custom Closet Organizers & Antique Architectural Ensuite, Elaborate SPA with Dry-Wet Sauna & bath Combo, Multiuse Guest Bedroom/Game or Exercise Room/ Theatre room, Inground Swimming Pool, Outdoor Shower, Fire-Pits, Hot Tub, Outdoor BBQ line, Cabana (Outhouse), Kids Play zone, Fully fenced Private Tennis Court, very spacious Garages, Storage Shed, BOSS Speaker System, Benches. Enjoy Private Camp-Ground & Party Ready Backyard, Plenty of Parking & Storage space throughout, Close to Parks, Trails, Campground, Recreational activity & School. Tones of Possibility for future expansion of additional outdoor activity in your Front & Backyard (i.e. Swings, Paintball, Tree House, Treetop Tracking, Basketball, Trampoline, Private Camping or Trail walking activity). It's Acreage Property But NO Well Water or NO Propane Tank **(Municipal Water & Natural Gas)**. This estate seamlessly combines urban comforts with a rural ambiance, blends modern amenities with historic charm, offering a serene retreat amidst Southern Ontario's scenic landscapes. Ideal for those seeking a luxurious lifestyle with ample space for private relaxations, grand-scale entertainment and recreational activities. Masterfully finished, truly unique estate, a real combination of Urban and Rural, Modern and Historic vibe. All fixtures attached to this lot are part of this property and its included in Purchase Price. You tube Video Tour (Search Address on You tube). Check the attached Property Feature Sheet as this space is not enough to explain full description of this estate in few words.

62 Gibson Lake Drive, Caledon

$1,599,000

3 Beds ⋅ 2 Baths ⋅ W12945004 MLS

Welcome to the historic hamlet of Belfountain. A unique Hamlet just north of the Village of Terra Cotta and offers residents and visitors the memorable experience of experiencing quaint shops & food services just a 15 minute walk from this 10 acre gem. The house is move in ready & overlooks a stunning pond, inground cement pool with a walkout basement. The rolling nature of the land will not disappoint and is perfect for your hobby farm offering paddocks, barn and trails. The home has been extremely well maintained and the perennial gardens have been cared for by the original owner. The home sits well back from the road on elevated land offering an amazing westerly view of the Caledon Hills. A hop skip & a jump to the Bruce Trail, Caledon Trail and the Cataract/Elora Trail systems, A snow shoe from the Caledon Ski Club, just a cast away from the Caledon Trout Club and a chip & a put from the award winning golf such as Osprey Valley, Devils Pulpit and Caledon Golf & Country Club. This Charming Bungalow Features A 2 Car Attached Garage, 3 Bedrooms with the primary bedroom featuring a walk out to the large balcony overlooking the pond & pool. The basement boasts a walkout to the back paddocks & hobby farm. The property offers a barn with water, power and room for the storage of hay. There are 4 independent paddocks for the horses or other hobby farm pets. It's all available for the taking and can be yours.

16735 Mississauga Road, Caledon

$1,847,000

4 Beds ⋅ 3 Baths ⋅ W12745078 MLS

Welcome to true Caledon estate living. Set on a stunning 1-acre lot with parking for 11 vehicles, this fully updated all-brick 5-level backsplit offers approximately 4,500 sq ft of luxurious living space, multiple entrances, and a private backyard oasis backing onto picturesque farmland.14432 Innis Lake Road is a bright and expansive home thoughtfully designed for large or multigenerational families. The main level features an elegant living and dining area ideal for entertaining, flowing seamlessly into a chef's kitchen complete with an oversized island and walkout to a spacious deck. The upper level boasts three generously sized bedrooms, including a primary retreat with private balcony, along with a spa-inspired 5-piece bath featuring a freestanding tub and curbless shower.The walkout level offers a cozy family room with a wood-burning fireplace, an additional bedroom, a modern 3-piece bath, backyard access, and a convenient private side entrance. The two-level basement is an entertainer's dream, showcasing a wet bar, billiards lounge, second fireplace, recreation space, 2-piece bath, second kitchen rough-in, and a separate entrance.Outside, enjoy exceptional amenities including a triple-car garage, expansive 11-car driveway, multiple decks, gazebo, koi pond, and a versatile workshop/coop. Recent upgrades to the roof, furnace, and AC provide peace of mind. Located in sought-after rural Caledon, this remarkable estate offers the perfect blend of luxury, functionality, and privacy. A truly must-see property.

14432 Innis Lake Road, Caledon

$1,799,000

4 Beds ⋅ 3 Baths ⋅ W12477606 MLS

Welcome to Cedar Drive!!!! One of Caledon's most prestigious Estate Style developments. This 3.03 acre stunning property offers you close proximity to Toronto and only 30 minutes to Pearson. Surrounded by many walking/cycling trail systems & some of Canada's best golf courses including many unique dining experiences such as Rays Bakery, Caledon Hills and Good Lot Craft Breweries. Set well back from the road, you will enjoy the complete privacy you desire from towering 30 ft trees while affording lots of sunlight. Perfect for creating your own oasis. Cozy up to the wood burning fireplace in the living/dining rooms and enjoy the views from the large picture windows. This amazing home with 3+1 BR's and 3 Baths, will not disappoint from the hard wood flooring, to the walk out lower level to the quartz counter tops, stainless steel appliances, wrap around porch and a large front perennial garden. Just minutes on Hwy 10 to Brampton or Orangeville. Just a chip & a put to the Devils Pulpit and Osprey Valley Golf, a cast away from the Caledon Trout Club, a hop skip and a jump to the Caledon Trail Way & Bruce Trail and a snow shoe to the Caledon Ski Club. You will feel you are in Europe every time you drive along the Forks of the Credit Rd. This is a must see. Bathrooms have been freshly updated.

5 Cedar Drive, Caledon

$1,840,000

5 Beds ⋅ 4 Baths ⋅ W12422743 MLS

ABSOLUTELY Gorgeous ! ! ! ! Excellent Location! Beautiful 4 +1 Bedroom , 4 Bathroom Home With A 3 Car Garage And Workshop Sits On A Gorgeously Landscaped 1 - Acre Lot. Once You Enter Everything Is Just Gorgeous! Living & Family Rooms are Enough To Gather Visitors & Family, Kitchen Is Magnificent W/ Center Isle & An Eat-In. An Entertainers Dream Backyard With An In-Ground Pool , Hot Tub , Cabana , Multiple Decks & Sitting Areas. Located Only Minutes To Caledon Village & Only 10 Minutes To Orangeville. Close To Tpc Osprey Valley Golf Course .

18805 Willoghby Road, Caledon

Caledon Properties between $1,500,000 and $2,000,000 for Sale

Newest Caledon Properties between $1,500,000 and $2,000,000 for Sale

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