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

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. (id:5764)

18200 Mountainview Road, Caledon

Listing courtesy of CENTURY 21 SKYLARK REAL ESTATE LTD..

$1,699,000

6 Beds ⋅ 3 Baths ⋅ W13462988 MLS® #

Welcome to the country escape everyone talks about but rarely finds. Tucked away on a private, quiet court in rural Caledon, this beautifully renovated home sits on 2.72 acres of pure tranquility, offering the perfect blend of modern comfort and peaceful country living, just a short drive from Caledon East, Caledon Village, and Orangeville. Step outside and experience your own backyard haven: a heated inground saltwater pool, a cozy fire pit for unforgettable evenings under the stars, ample space for kids to run and play freely, concrete pad for basketball court or ice rink in the Winter, garden beds and a walking trail, all framed by mature trees for the ultimate privacy. With a driveway that accommodates 10 vehicles, this property is designed for both relaxation and gathering. Inside, over $300K in upgrades have transformed this home into a turnkey retreat. Stunning wide-plank luxury vinyl flooring, fresh paint and pot lights throughout. The thoughtful main floor layout includes a formal living room with bay window, and a beautiful kitchen open to the dining area with extended cabinetry, additional sink and walkout to the patio. A spacious mudroom/laundry room offers direct garage access and sliding doors to a fenced dog pen. The two-car garage includes a convenient mezzanine for extra storage. With two bedrooms and a full 3-piece bath on the main level, plus a second-floor primary retreat, additional bedroom, charming playroom with reading nook, and a spa-inspired 5-piece bath, there's space for the whole family. The newly renovated basement adds even more versatility with two bedrooms, a full 3-piece bath, and a large, bright recreation space complete with an electric fireplace, perfect for movie nights, games, or a home gym. Professionally landscaped and meticulously maintained, this is your opportunity to leave behind the city grind and subdivision life and finally own the space, privacy, and lifestyle you've been dreaming of. (id:5764)

12 Glenn Court, Caledon

Listing courtesy of RE/MAX REALTY SERVICES INC..

$1,699,000

6 Beds ⋅ 3 Baths ⋅ W13462988 MLS® #

Welcome to the country escape everyone talks about but rarely finds. Tucked away on a private, quiet court in rural Caledon, this beautifully renovated home sits on 2.72 acres of pure tranquility, offering the perfect blend of modern comfort and peaceful country living, just a short drive from Caledon East, Caledon Village, and Orangeville. Step outside and experience your own backyard haven: a heated inground saltwater pool, a cozy fire pit for unforgettable evenings under the stars, ample space for kids to run and play freely, concrete pad for basketball court or ice rink in the Winter, garden beds and a walking trail, all framed by mature trees for the ultimate privacy. With a driveway that accommodates 10 vehicles, this property is designed for both relaxation and gathering. Inside, over $300K in upgrades have transformed this home into a turnkey retreat. Stunning wide-plank luxury vinyl flooring, fresh paint and pot lights throughout. The thoughtful main floor layout includes a formal living room with bay window, and a beautiful kitchen open to the dining area with extended cabinetry, additional sink and walkout to the patio. A spacious mudroom/laundry room offers direct garage access and sliding doors to a fenced dog pen. The two-car garage includes a convenient mezzanine for extra storage. With two bedrooms and a full 3-piece bath on the main level, plus a second-floor primary retreat, additional bedroom, charming playroom with reading nook, and a spa-inspired 5-piece bath, there's space for the whole family. The newly renovated basement adds even more versatility with two bedrooms, a full 3-piece bath, and a large, bright recreation space complete with an electric fireplace, perfect for movie nights, games, or a home gym. Professionally landscaped and meticulously maintained, this is your opportunity to leave behind the city grind and subdivision life and finally own the space, privacy, and lifestyle you've been dreaming of.

12 Glenn Court, Caledon

Listing courtesy of RE/MAX REALTY SERVICES INC..

$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

Listing courtesy of CENTURY 21 SKYLARK REAL ESTATE LTD..

$1,999,999

4 Beds ⋅ 3 Baths ⋅ W13457850 MLS® #

Tucked away in one of Caledon's most picturesque countryside settings, this enchanting estate blends timeless 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. Spanning approx. 4,500sqft on 7 acres, the 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., this property combines rural tranquility with exceptional amenities. Excellent schools in Belfountain and Alton further enhance it sappeal. A rare opportunity to own a truly distinctive estate where history, nature, and modern comfort come together in perfect harmony. (id:5764)

19555 Shaws Creek Road, Caledon

Listing courtesy of .

$1,999,999

4 Beds ⋅ 3 Baths ⋅ W13457850 MLS® #

Tucked away in one of Caledon's most picturesque countryside settings, this enchanting estate blends timeless 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. Spanning approx. 4,500sqft on 7 acres, the 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., this property combines rural tranquility with exceptional amenities. Excellent schools in Belfountain and Alton further enhance it sappeal. 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

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES PHINNEY REAL ESTATE.

$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

Listing courtesy of RE/MAX REAL ESTATE CENTRE INC..

$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

Listing courtesy of RE/MAX REAL ESTATE CENTRE INC..

$1,850,000

4 Beds ⋅ 4 Baths ⋅ W13447330 MLS® #

Welcome to 3 Carroll Court, a rare legacy estate offering the perfect blend of country privacy and small-town charm in the heart of Palgrave. Nestled on a breathtaking .59 acre lot, this property is bounded by the scenic Humber River valley on one side and the Caledon Recreational Trailway on the other, offering year-round outdoor adventures right at your doorstep. The beautifully maintained residence caters to the most discerning buyers, featuring an updated kitchen, a bright breakfast bay, and modernized upper bathrooms. The main level impresses with a formal reception room, an elegant dining space, and a striking family room with soaring cathedral ceilings and a massive floor-to-ceiling stone fireplace. Upstairs, four spacious bedrooms await, including a private primary retreat with a luxurious, European-inspired ensuite overlooking the forest. A unique walkthrough leads to a peaceful reading loft that gazes over the family room below. The walk-out basement expands your living space with a professional home office, a versatile recreation and media room with a natural gas fireplace, an impressive floor-to-ceiling pine library, and direct access to the spectacular grounds. Outside, a backyard oasis awaits, featuring pristine lawns, lush gardens, a refreshing pool, and a fully fenced perimeter perfect for pets and children. Car enthusiasts and hobbyists will marvel at the massive, custom 3-car garage and workshop, designed to comfortably accommodate up to five vehicles alongside a built-in workbench. Situated on a quiet, safe court of just six unique homes, you are within walking distance of top-tier schools, local parks, and charming village amenities. This is more than a home; it is a peaceful, nature-filled sanctuary to raise your family and create a lifetime of memories.

3 Carroll Court, Caledon

Listing courtesy of ROYAL LEPAGE RCR REALTY.

$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

Listing courtesy of RE/MAX REALTY SPECIALISTS INC..

$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

Listing courtesy of ROYAL LEPAGE CERTIFIED REALTY.

$1,549,900

5 Beds ⋅ 3 Baths ⋅ W13436220 MLS® #

Welcome To 13 Snowberry Court Caledon. A Meticulously Updated Cape Cod Style Home In Sought After Caledon Village. Set On A 100 x 300 Ft Lot With A Private, Tree Lined Backyard, Rare Space For Families That Want Room To Breathe And Relax. A Stone Walkway And Covered Porch Welcome You In. The Renovated Kitchen Features Shaker Style Cabinetry, Quartz Counters, Stainless Steel Appliances, And Dual Skylights Flooding The Space With Natural Light. Open Concept Living/Dining With Walk Out To An Outdoor Dining Area-Ideal For Entertaining. Functional Mud Room With Built In Cabinetry Off The Utility Entrance. New Staircase (2022) Leads To Five Well Proportioned Bedrooms. The Primary Bedroom Includes A Walk In Closet/Room And A Fully Renovated 5 Piece Ensuite (2019). Partially Finished Basement (Renovated 2023) Comes With A Dedicated Exercise Area And Media Space. Additional Updates: Metal Roof (2016), Windows (2013), Furnace/Heat Pump (2023/2024), Main Bathroom (2021),Eavestroughs/ Downspouts (2025) Sump Pump (2023), Water Softener (2026) And The List Goes On. Move In Ready With The Big Ticket Items Already Done. Book Your Showing Today, You Will Not Be Disappointed!!!

13 Snowberry Court, Caledon

Listing courtesy of RE/MAX REALTY SPECIALISTS INC..

$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 (id:5764)

20511 Main Street, Caledon

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..

$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. (id:5764)

15252 Chinguacousy Road, Caledon

Listing courtesy of RE/MAX GOLD REALTY INC..

$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

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..

$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

Listing courtesy of RE/MAX GOLD REALTY INC..

$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 (id:5764)

5 O'reilly's Lane, Caledon

Listing courtesy of ENTERHOME REALTY.

$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

Listing courtesy of ENTERHOME REALTY.

$1,699,000

5 Beds ⋅ 4 Baths ⋅ W13422074 MLS® #

Situated In Boltons Most Sought After North Hill. Gorgeous 4+1 Bedroom, 4 Bathroom Home Nestled on a Cul de Sac With Walk-Out To An Entertainers Dream Backyard featuring a Large Deck, Heated Outdoor Pool, Landscaping, Bar Shed and Low Maintenance Astro-Turf. Newly Renovated Main Floor with Designer Kitchen featuring High-end appliances, pot filler, and Large Waterfall Island. Pot lights throughout main floor. Stunning Layout and Design! Open Concept Great Room with Built-In Custom Bookshelves, Gas Fireplace, Crown Mouldings and Hardwood Flooring. Main Floor Laundry Room with Access to Garage. Basement In-Law Suite potential, 1 bedroom, 1 bath, Laundry Hook-up, Walk-Out access to Pool and Backyard. Nature at your doorstep. Close to the Humber River, scenic walking trails, and Caledon's rolling green spaces. Enjoy a lifestyle defined by outdoor elegance-morning walks, cycling, and year-round recreation set against a backdrop of natural beauty. Bolton's charming downtown offers an inviting mix of boutique shops, cafés, and upscale dining options along Queen Street. Nearby retail centres provide effortless access to premium groceries, services, and daily essentials. Access to respected public and Catholic schools nearby. Everything you need just minutes away! Connected Yet Serene. This location offers convenient access to major routes while preserving the tranquility of Caledon living. Enjoy the best of both worlds-refined suburban luxury with seamless connectivity to the GTA.

3 Natureview Court, Caledon

Listing courtesy of Royal LePage Security Real Estate.

$2,000,000

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

Listing courtesy of RE/MAX SPECIALISTS TAVSELLS INC..

$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: (id:5764)

57 Dotchson Avenue, Caledon

Listing courtesy of ROYAL LEPAGE FLOWER CITY REALTY.

$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

Listing courtesy of ROYAL LEPAGE FLOWER CITY REALTY.

$1,798,000

1 Baths ⋅ W13248452 MLS® #

Once-in-a-lifetime opportunity in the heart of Caledon East! Prime high-visibility corner location with direct access from Airport Rd, surrounded by shopping centres, schools, medical offices, banks, conservation areas, and the Caledon East Community Complex, delivering constant traffic and maximum exposure. Well-established pizzeria with over 14 years of proven success and a strong, loyal customer base. Located in one of Caledon East's most desirable and growing communities, this thriving business benefits from continued residential development and increasing demand throughout the area. Flexible purchase options available - buy the property, or both the property and business (see Schedule A). Turnkey operation with immediate income potential, plus a highly desirable live/work setup with 1100 sq ft retail / commercial space and 700 sq ft residential space upstairs. Ideal for owner-operators, investors, or entrepreneurs looking to expand an existing operation. This exceptional opportunity offers strong income potential today while also providing future possibilities for renovation, expansion, enhancement, or redevelopment. With its established reputation, prime location, and ongoing community growth, this is a rare investment opportunity in one of Caledon East's most sought-after commercial hubs. Current owners are retiring after many successful years in business, presenting a rare chance to take over an already successful Pizzeria.

15954 Airport Road N, Caledon

Listing courtesy of RE/MAX CHAMPIONS REALTY INC..

$1,999,000

W13247474 MLS® #

An exceptional opportunity to acquire approximately 5.63 acres of prime vacant land situated within the highly desirable Reddington Estates community, nestled in the prestigious Legacy Pines Golf Club enclave. This prominent corner parcel offers a unique combination of location, visibility, and future potential. Surrounded by rolling landscapes, mature trees, and executive-style residences, the property provides an ideal setting that blends luxury living with the tranquility of nature. Strategically positioned within an established adult lifestyle and retirement community, the site is complemented by attractive clusters of distinctive semi-detached and detached homes that contribute to the area's character, charm, and sense of community. Residents of Legacy Pines enjoy an exceptional quality of life centered around a renowned golf course while remaining conveniently close to shopping, restaurants, healthcare facilities, major transportation routes, and everyday amenities. The generous size and configuration of this parcel present exciting possibilities for future development, including the potential for custom estate residence, condominium development, boutique residential community, Lowrise retirement building, clusters of executive homes, recreational amenities, landscaped gardens, and other creative uses, subject to all necessary municipal approvals and planning requirements. This is a rare opportunity for developers, builders, investors, and visionary purchasers to secure a significant landholding within one of the area's most sought-after and established communities. Please refer to the accompanying Concept Illustration Image for a visual representation of potential development opportunities. Don't miss this unique chance to create something truly special within the exclusive and highly regarded Legacy Pines Golf Club community. Do not enter property without a appointment.

Zimmerman Drive, Caledon

Listing courtesy of RE/MAX SPECIALISTS TAVSELLS INC..

$1,599,900

5 Beds ⋅ 4 Baths ⋅ W13232682 MLS® #

//2.011 Acres Lot - Prime Location By King Street - 5 Mins Drive From Mayfield// Rare To Find Immaculate 4+1 Bedrooms & 4 Washrooms Farm- House Set Against A Lush Ravine Offers A Unique Architectural Opportunity To Blend Rustic Warmth With Dramatic Natural Views! Family Size Kitchen With A Walk Out To Oversize All Season Sunroom** House Features Main Floor Bedroom & Full Washroom With Glass Shower! 4 Bedrooms Upstairs With 2 Full Washrooms! Total 4 Washrooms In This Family Home! Formal Living, Dining & Family Rooms With Hardwood Flooring! Fireplace In Family Room & Walkout To Backyard* Property Has Circular Driveway Feature & Total 12 Cars Parking* Finished Basement With Family Room & Bedroom! Lower Level Comes With Recreation Area! Location Is So Amazing & Close To All Schools, Parks, Trails & Shopping! (id:5764)

14411 Innis Lake Road, Caledon

Listing courtesy of RE/MAX REALTY SERVICES INC..

$1,600,000

4 Beds ⋅ 4 Baths ⋅ W13233376 MLS® #

Set on a stunning estate-sized lot, this 4-bedroom, 4-bath residence offers over 3,500 sq ft of beautifully finished living space designed for both everyday comfort and elevated entertaining. Bright principal rooms, a chef-worthy kitchen with Jenn-Air professional gas range, wine fridge and premium appliances, and a warm wood-burning fireplace create an inviting interior. Step outside to a true backyard escape featuring a heated saltwater pool, charming pool house with bathroom, mature trees, and expansive entertaining areas. With a finished walk-up basement, detached two-car garage, Generac generator, and exceptional privacy-yet minutes to conservation lands, trails, schools and commuter routes-this is a rare opportunity to secure a refined estate in one of Caledon's most coveted communities. Perfect for families or multigenerational living.Book your private showing today. All offers welcome.Inclusions:Jenn-Air Professional Gas Range, S/S Fridge, B/I Dishwasher, Wine Fridge, Stackable Washer/Dryer, Central Vac+ attachments, All Pool Equipment Including H/E Titan Pool Heater(140,000 BTU), Generac Generator (as-is) w/Hook-up, Large Garden Shed, Jungle Gym. Some light fixtures, All windows cover. HWT owned. City Electric, Natural Gas and Water.Exclusions:Light Fixtures in Living Rm, Kitchen, Front Foyer, One Bedroom (Maple leaf Light fixture) and Chandelier on Back Patio, Pool vacuum

110 Palmer Circle, Caledon

Listing courtesy of Sotheby's International Realty Canada.

$1,999,900

4 Beds ⋅ 3 Baths ⋅ W13233266 MLS® #

Set on an impressive 2.5-acre corner lot, 4 Wolf Crescent offers an incredible opportunity in one of Caledon's most sought-after areas. With expansive, usable land and uninterrupted views in every direction, this is a place where nature takes centre stage - designed for active, everyday living. Featuring a saltwater inground pool and a tranquil pond, the outdoor space is built for all seasons - summer days by the pool, room for kids to run and play, and winter skating right in your own backyard. With space to host, gather, and move, this property delivers a lifestyle that's hard to find. Inside, the 4-bedroom home has been well loved and is ready for its next chapter. The sunroom, with exposed brick, features a large dining area ideal for family meals, celebrations, and everyday living, all overlooking the property. A separate living space with a stone fireplace offers a comfortable place to unwind. With room to grow and the opportunity to make it your own, the home offers strong potential to evolve with your needs. Thoughtful updates include a new A/C (2025), repaved driveway (2021), 40-year shingles (2016), and a new sump pump. A gas-powered generator provides added reliability, ensuring powerwhen it matters most. A rare opportunity to put down roots and create something truly special in an unforgettable setting.

4 Wolf Crescent, Caledon

Listing courtesy of Royal LePage Real Estate Associates.

$1,599,900

5 Beds ⋅ 4 Baths ⋅ W13232682 MLS® #

//2.011 Acres Lot - Prime Location By King Street - 5 Mins Drive From Mayfield// Rare To Find Immaculate 4+1 Bedrooms & 4 Washrooms Farm- House Set Against A Lush Ravine Offers A Unique Architectural Opportunity To Blend Rustic Warmth With Dramatic Natural Views! Family Size Kitchen With A Walk Out To Oversize All Season Sunroom** House Features Main Floor Bedroom & Full Washroom With Glass Shower! 4 Bedrooms Upstairs With 2 Full Washrooms! Total 4 Washrooms In This Family Home! Formal Living, Dining & Family Rooms With Hardwood Flooring! Fireplace In Family Room & Walkout To Backyard* Property Has Circular Driveway Feature & Total 12 Cars Parking* Finished Basement With Family Room & Bedroom! Lower Level Comes With Recreation Area! Location Is So Amazing & Close To All Schools, Parks, Trails & Shopping!

14411 Innis Lake Road, Caledon

Listing courtesy of RE/MAX REALTY SERVICES INC..

$1,990,000

8 Beds ⋅ 6 Baths ⋅ W13232656 MLS® #

Welcome to this beautifully lanscaped, bright, well maintained 5 Bedroom with 6 Bathroom Home. It boasts 3 kitchen and 2 separate in-law type living spaces - One studio and One with 2 separate rooms off the living area with separate entry to both spaces. This home has a 3 car garage with garage door remote entry and parking for 8 cars on the driveway!! The open concept layout has a chef's kitchen with custom cherrywood cabinets and quartz backsplash and countertops; it overlooks the family room with gorgeous coffered ceiling , fireplace and walkout to the backyard porch. The entire home has many windows that allow in natural lighting, potlights, crown moulding, and hardwood flooring with upgraded 7.5" baseboards. 3 fireplaces (1 gas & 2 Electric), All the bedrooms have built -in closet systems and cabinetry. Smoke Dectectors & carbon Monoxide Detectors on all floors, Garage entry into home, Central Vac, Water Softner, A/C, Security Camera's and monitoring system, Owned high volume tankless water heater and the features continue!! The 5th bedroom can be used as a media room/office on the main floor of the home with customer cabinertry with countertop and media wall. The home has 2 separate laundry rooms; one on the main level and one on the lower level accessible to both basement suites. 2 cold storage rooms.The quiet family neighbourhood is surrounded by walking trails and this home is close to shopping, schools and all amenities.

48 Edmund Street, Caledon

Listing courtesy of CENTURY 21 PARAMOUNT REALTY INC..

$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

Listing courtesy of ROYAL LEPAGE RCR REALTY.

$1,899,900

5 Beds ⋅ 6 Baths ⋅ W13216204 MLS® #

Welcome to this beautiful House 71 Raspberry Ridge Ave, 4493sq.ft. above grade by country wide homes on premium Extra deep Ravine lot .this beautiful home offers very spacious 5 bed 6 bath main & 2nd floor. smooth ceiling & pot lights in the Family Room. 10ft ceiling on main floor & 9 ft ceiling on 2nd floor &in the basement. Den/bed on main level with 3pcs Ensuite. Large family room with fireplace & open concept. 8ft door on main floor. chefs delight upgraded kitchen with breakfast area &quartz counter tops. Huge center island & servery, Gas Stove + walk - in pantry & high end built in appliances. Huge master bedroom with 5 pcs Ensuite ,his her organized walk-in closets all spacious bedrooms with walk-in closets. Walkout basement 9ft ceiling & back to ravine . this beautiful home is surrounded by nature, hiking & biking trails & step away from huge recreation. Don't Miss it !

71 Raspberry Rdg Avenue, Caledon

Listing courtesy of HOMELIFE SILVERCITY REALTY INC..

$1,649,900

5 Beds ⋅ 3 Baths ⋅ W13214766 MLS® #

Nestled on approx 2.73 picturesque acres in a quiet cul-de-sac just outside Caledon East, this beautifully maintained 3+2-bedroom family home offers the perfect blend of privacy, space, and convenience. The property features spacious principal rooms and a thoughtfully designed expansion of the living room and primary suite, while adding a comfortable family room ideal for everyday living and a sunroom for natural light. The fully finished walk-out lower level offers excellent versatility with a large recreation room, an additional 2-bedroom, and direct access to the expansive backyard surrounded by mature greenery and a small trail. The primary retreat features a 4-piece ensuite, oversized walk-in closet, and a generous sitting area. A fireplace in the dining room creates a warm atmosphere, while the walk-out to the deck provides the perfect setting for outdoor dining and entertaining. Additional features include a double-car garage with direct access to the laundry/mud room, ample parking, and a peaceful country setting only minutes from everyday amenities. Conveniently located close to excellent schools, shopping, parks, trails, golf courses, and commuter routes, including Airport Rd, Hwy 10, and Hwy 410 access. Enjoy the tranquillity of country living while remaining just a short drive to Caledon East, Brampton, and Orangeville.

9 Mccartney Drive, Caledon

Listing courtesy of RE/MAX REALTY SPECIALISTS INC..

$1,675,000

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

Listing courtesy of ROYAL LEPAGE CREDIT VALLEY REAL ESTATE.

$1,525,000

6 Beds ⋅ 5 Baths ⋅ W13210390 MLS® #

An archetype of modern scale and sophisticated design by Brookfield Residential, this exceptional 4,550 square foot above-grade residence stands as a benchmark of premium living in Caledon East. The architectural brick and stone facade opens to an expansive 10-foot ceiling main level, anchored by a dramatic open-to-above great room with a focal gas fireplace and flooded with natural light. A bespoke chef's kitchen features an oversized centre island clad in premium Calacatta Eros quartz, matching solid quartz backsplashes, a professional-grade Kinetico water filtration system, and integrated JennAir appliances.Practical luxury defines the upper level, offering smooth 9-foot ceilings, a dedicated laundry room, and five spacious bedrooms-including a primary retreat with structural cathedral ceilings and a spa-like 5-piece ensuite. Highlighting unparalleled versatility, a dedicated grade-level side door entry provides independent access to an upgraded deep-pour lower level. This fully functional lower level features a finished bedroom, an open-concept living area, and a private washroom, delivering seamless multi-generational potential or a private guest suite. Complete with a private double driveway fitting four vehicles and an attached two-car garage for Seven total parking spaces, this home is steps from top-tier local schools, parks, and the scenic Caledon Trailway.

14 Richard Oxtoby Road, Caledon

Listing courtesy of ROYAL LEPAGE FLOWER CITY REALTY.

$1,699,900

4 Beds ⋅ 4 Baths ⋅ W13208232 MLS® #

Stunning 3+1 Bed 4 Bath Home On 1.13 Acres In The Village Caledon East. 4443Sgft Of Living Space, 100Ft Wide Lot W/ Mature Trees & Privacy. A 22X32Ft Addition W/ Wrap Around Windows(2016), 16X24Ft Pool W/ Composite Deck "Entertainers Delight W/ Outdoor Tv" (2017), Roof (2019),Furnace (2019), Basement Reno (2019), Bathrooms(2016), Fully Painted (2019), Custom Maple Kitchen(2016), Exotic Brazilian Counter Top (2016), Main Floor Laundry W/ Custom Cabinets(2016), Reverse Osmosis (2026)Water softener(2026,Soffit & Eavestrough (2025, Front Windows (2025), Pool Heater and Filter(2025), One Bedroom In-law Suite w/ Separate Entrance, Kitchen and Large Living Area.

38 Marilyn Street, Caledon

Listing courtesy of RE/MAX REALTY SERVICES INC..

$1,799,000

5 Beds ⋅ 3 Baths ⋅ W13192132 MLS® #

MUST SEE!!!! Escape the hustle, a hidden sanctuary awaits. Private hidden away retreat in one of the BEST areas of Caledon offering natural beauty with all the charm of country living. Beautiful 2.98 acres located just off the scenic Forks of The Credit Road. For the outdoor enthusiast it is located near top golf courses, ski clubs, hiking and cycling trails (including the Bruce Trail), great fishing and conversation areas. Conveniently located between Brampton and Orangeville. A property designed for privacy and entertaining alike. Custom 3 bedroom raised bungalow with 3-car garage. Over 2100 sq. ft. on the main floor and over 4000 sq. ft. of finished living space!! Kitchen has granite counters, stainless steel appliances and walkout to a raised multilevel deck. Amazing 14 ft. vaulted ceilings, walnut hardwood floors and stone wall feature in the open concept living and dining rooms. Perfect for entertaining!! Primary Bedroom has a 5 pc ensuite, 2 walk-in closets and heated floors. It also has a private balcony overlooking the hourglass pond. 2 more spacious bedrooms and a 4 pc bath on the main floor. The lower level features High ceilings, 2nd kitchen, 3 pc bathroom, above grade windows and multiple entrances making it perfect for multi-generational living. The office and sitting room both have fireplaces and sliding doors to the patio which can easily be converted to additional bedrooms. This home also has a steel roof with heat trace overhang, a new septic (2025 - $50,000 approx.) and Generac generator system. Additional features are natural gas heating, water treatment system, EV charger. Available Bell Fibe for high-speed internet access. Gorgeous outside space to entertain or just take in the surroundings. Move in and enjoy the privacy, peace and tranquility of this amazing property! Sitting on one of the most beautiful 3 acres of an exclusive sought after area of Caledon. Great value!!!

24 Cedar Drive, Caledon

Listing courtesy of RE/MAX REALTY SERVICES INC..

$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. Click the 3D Virtual Tour!

7 Rolling Meadow Drive, Caledon

Listing courtesy of SUTTON GROUP OLD MILL REALTY INC..

$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

Listing courtesy of RE/MAX REALTY SPECIALISTS INC..

$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

Listing courtesy of RIGHT AT HOME REALTY.

$1,543,000

5 Beds ⋅ 6 Baths ⋅ W13165774 MLS® #

Welcome to 73 James Walker Avenue - Luxury Redefined Experience refined living in this spectacular 3,630 sq. ft. detached home, ideally situated on an oversized irregular ravine lot in a prestigious community. This stunning residence offers 5 spacious bedrooms and 6 bathrooms, with each bedroom featuring its own private ensuite and walk-in closet-perfect for ultimate comfort and privacy.Designed with elegance and functionality in mind, this home boasts 10-foot ceilings on the main floor, and 9-foot ceiling as on the upper level and basement, creating a Bright, open-concept atmosphere throughout. The gourmet kitchen is a chef's dream, complete with ample cabinetry, a large working space, a dedicated servery, and two pantries-ideal for entertaining and everyday living.The breakfast area walks out to serene ravine views, offering a peaceful backdrop, while the great room with a fireplace provides a warm and inviting space. A beautiful library with cathedral windows and French doors adds charm and sophistication.A separate side entrance enhances the home's versatility and potential.This impeccable home combines luxury, space, and a premium lot-truly a must-see.

73 James Walker Avenue, Caledon

Listing courtesy of REMAX YOUR COMMUNITY REALTY.

$1,797,000

6 Beds ⋅ 6 Baths ⋅ W13137658 MLS® #

Great location Caledon/King border and all the amenities.NATURAL GAS, TOWN WATER, FIBRE OPTIC! Are you tired of your basic subdivision house, need more space with views, need some breathing room after work without the long drive? Here it is! Beautiful home with awesome property for entertaining, multigenerational living, separate home business space or potential income. 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. There are two additional separate units within the almost 6000 sq ft of living space, 3 kitchens 6 bathrooms. Lower kitchen so handy for outdoor entertaining and party room snacks. Located on the border of King/Caledon with easy access to airport, highways 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), bathrooms, upper windows and 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. Ask agent to sen 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

Listing courtesy of RE/MAX EXPERTS.

$1,550,000

5 Beds ⋅ 3 Baths ⋅ W13133928 MLS® #

It Doesn't Get Better Than This Location - A Private Country Oasis Just Minutes From the City. Just a short drive from Highway 410 lies this beautiful bungalow nestled among mature trees with breathtaking views of the Caledon countryside. Welcome to 1741 Old School Road, where peaceful country living meets everyday convenience only minutes from Brampton and Georgetown.This spacious bungalow offers 3+2 bedrooms and 3 bathrooms, making it ideal for families, multi-generational living, or those looking for extra space. The main floor features three bedrooms, including a generous primary suite complete with a private ensuite bathroom. The bright and functional layout also includes a large family room and stunning views from nearly every window.The fully finished basement offers two additional bedrooms, another full bathroom, and direct access to the garage through a separate entrance-providing excellent flexibility for extended family or potential in-law living.Step outside and enjoy your own private retreat. Relax in the gazebo while listening to the tranquil pond and taking in panoramic countryside views. The expansive fully fenced backyard creates the perfect setting for entertaining, family gatherings, or simply unwinding in nature. It's hard to believe you're only 10 minutes from downtown Brampton.The property also features a two-car garage, mature landscaping, and exceptional privacy, all while being conveniently located near Alloa Public School, Georgetown Hospital, shopping, and Terra Cotta Conservation Area. Enjoy nearby trails, outdoor recreation, and everything Caledon's sought-after lifestyle has to offer. A rare opportunity to enjoy the beauty of country living without sacrificing convenience. (id:5764)

1741 Old School Road, Caledon

Listing courtesy of Keller Williams Home Group Realty.

$1,550,000

5 Beds ⋅ 3 Baths ⋅ W13133928 MLS® #

It Doesn't Get Better Than This Location - A Private Country Oasis Just Minutes From the City. Just a short drive from Highway 410 lies this beautiful bungalow nestled among mature trees with breathtaking views of the Caledon countryside. Welcome to 1741 Old School Road, where peaceful country living meets everyday convenience only minutes from Brampton and Georgetown.This spacious bungalow offers 3+2 bedrooms and 3 bathrooms, making it ideal for families, multi-generational living, or those looking for extra space. The main floor features three bedrooms, including a generous primary suite complete with a private ensuite bathroom. The bright and functional layout also includes a large family room and stunning views from nearly every window.The fully finished basement offers two additional bedrooms, another full bathroom, and direct access to the garage through a separate entrance-providing excellent flexibility for extended family or potential in-law living.Step outside and enjoy your own private retreat. Relax in the gazebo while listening to the tranquil pond and taking in panoramic countryside views. The expansive fully fenced backyard creates the perfect setting for entertaining, family gatherings, or simply unwinding in nature. It's hard to believe you're only 10 minutes from downtown Brampton.The property also features a two-car garage, mature landscaping, and exceptional privacy, all while being conveniently located near Alloa Public School, Georgetown Hospital, shopping, and Terra Cotta Conservation Area. Enjoy nearby trails, outdoor recreation, and everything Caledon's sought-after lifestyle has to offer. A rare opportunity to enjoy the beauty of country living without sacrificing convenience.

1741 Old School Road, Caledon

Listing courtesy of Keller Williams Home Group Realty.

$1,999,999

4 Beds ⋅ 5 Baths ⋅ W13123498 MLS® #

Welcome to your private Caledon estate, peacefully set on 34 picturesque acres offering the perfect blend of luxury, country living, functionality, and natural beauty. A long, winding driveway leads to this charming 2-storey brick home featuring 4 bedrooms and 5 bathrooms including a highly desirable main-level primary bedroom complete with a 4-piece ensuite, heated floors and 2 closets both with built-in organizers. The open concept kitchen is thoughtfully designed with quartz countertops, abundant workspace, and beautiful views overlooking the backyard. The kitchen and dining area flow seamlessly into a generous sunken living room highlighted by a cozy wood-burning fireplace ideal for relaxing evenings. Upstairs you will find two spacious bedrooms each with their own private 4-piece ensuite. A cedar closet with a laundry chute adds both charm and practicality. The unfinished walk-out basement already includes a 3-piece bathroom, propane fireplace, laundry area, with endless potential to customize your needs. Perfect for equestrian enthusiasts, hobby farmers, or those seeking versatile outdoor space. The property includes a large functional 7-stall barn (with room for additional stalls), a workshop, hayloft/storage area and chicken coop. Rolling clear acreage provides endless opportunities for paddocks, trails, and recreation. The backyard sports an above-ground pool, deck and gazebo, the perfect setting for summer gatherings. A 2-car attached garage and abundant parking complete this stunning property. Ideally located in the highly sought after Caledon countryside, on a paved road, a short drive to amenities and schools, Caledon East, Bolton and Brampton. This is a golden opportunity to acquire unspoiled acreage and create your own masterpiece. Come and see, it just may be the property you have been waiting for. (id:5764)

15163 Centreville Creek Road, Caledon

Listing courtesy of The Richie Group Inc..

$1,800,000

6 Beds ⋅ 5 Baths ⋅ W13119240 MLS® #

Over 44 acres of rolling Caledon countryside in Terra Cotta with a winding trail down to the beautiful Credit River, right in your backyard. The home has over 3000 square feet above grade and the land alone makes this the perfect generational hold - with the possibility to build your dream home when the time is right (due diligence required). The existing bungalow is set up as three self-contained units, currently full tenanted, helping to cover the costs of maintaining the property. The large 150 x 70 foot garage/warehouse on-site adds versatility for storage, agricultural uses or more. Walk out basement, two double-car garages. With Highway 413 on the horizon, long-term accessibility to the GTA will only strengthen future value, all while being a short distance to the Terra Cotta Conservation Area, local skiing, golf, trails and a plethora of country amenities. Minutes from Glen Williams/Georgetown which include groceries, restaurants and more. (id:5764)

13820 Heritage Road, Caledon

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..

$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. (id:5764)

60 Deer Ridge Trail, Caledon

Listing courtesy of HOMELIFE/MIRACLE REALTY LTD.

$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

Listing courtesy of HOMELIFE/MIRACLE REALTY LTD.

$1,549,900

4 Beds ⋅ 4 Baths ⋅ W13100954 MLS® #

Nestled on a stunning 3-acre property backing onto peaceful forest, this 2-storey, 4-bedroom home offers privacy, space, and comfort, all just minutes from schools, shopping, and highway access. Its a rare opportunity to enjoy the serenity of country living with modern convenience at your doorstep. At the heart of the home is a custom kitchen designed for gatherings and family life. With seating for up to 30 people, banquet-style benches with hidden storage, and a massive quartz island with undermount sink, its the perfect space for entertaining or enjoying casual meals together. A built-in double wall oven, microwave, gas cooktop, lazy Susan corner cabinet, deep drawers, and abundant storage keep everything organized and within reach. Built-in speakers provide soft, inviting ambiance, while pot lights and oversized windows fill the room with tons of light. Walk out to the massive interlock patio with hot tub for seamless indoor-outdoor living. The MF also features a bright LR with a gas fireplace, custom built-ins, and a walkout to the deck, plus a study/family room with custom cabinetry and shelving, ideal for work, reading, or cozy family moments. Upstairs, the primary suite is a true sanctuary, offering a spa-like 4pc ensuite, a fully customized built-in closet system, pot lighting, and built-in speakers. Three additional bedrooms provide space and comfort for family and guests. The walkout basement is an entertainers dream, featuring a full wet bar, bar seating, bar fridge, built-in cabinetry, speakers, a 3pc bathroom, and a cozy sitting area. Step outside and enjoy the sprawling backyard perfect for summer evenings, kids at play, or quiet moments surrounded by nature. With built-in speakers throughout the home, Thousands spent in thoughtful upgrades at every turn, and an estate-like setting that blends elegance, privacy, and comfort, this property is more than a house its a lifestyle designed for lasting memories, family gatherings, and entertaining friends.

41 Elite Road, Caledon

Listing courtesy of SKYROCKET REALTY INC..

$1,599,000

4 Beds ⋅ 4 Baths ⋅ W13092398 MLS® #

Welcome to 24 Hanton Cres - Newly Built 4 Bedroom, 4 Bathroom Home Situated On A Premium Pie-Shaped Lot With An Impressive 77.11 Ft Width At The Rear. Featuring Luxury Vinyl Flooring Throughout And 9 Ft Ceilings On Both The Main And Second Floors, This Home Offers A Bright, Open-Concept Layout Ideal For Modern Living. The Upgraded Kitchen Includes Quartz Countertops, A Centre Island, Stainless Steel Appliances, And A Newly Installed Backsplash, Overlooking A Spacious Family Room. Built-In Speakers Throughout The Entire Main Floor Enhance The Living Experience. The Main Floor Also Features A Separate Dining Room And Den, Upgraded Light Fixtures, And Newly Installed Blinds Throughout The Entire Home. Upstairs Offers A Rare And Highly Desirable Layout With Three Full Bathrooms On The Second Floor, Including A Large Primary Bedroom With A Huge Walk-In Closet And A 5-Piece Ensuite. Additional Features Include Central Vacuum, Alarm System And Security Cameras. The Home Also Offers A Separate Side Entrance To The Basement With Larger Upgraded Windows, Providing Excellent Future Potential. Located in the Highly Desirable community of Bolton, Close to Schools, Amenities, and Parks.

24 Hanton Crescent, Caledon

Listing courtesy of RE/MAX WEST REALTY INC..

$1,649,000

5 Beds ⋅ 4 Baths ⋅ W13085564 MLS® #

Discover the ideal harmony of tranquil country living and urban convenience in this meticulously maintained property in prestigious Caledon. This exceptional 3+2 bedroom, 4-bathroom home sits on a private 1-acre lot, offering luxury amenities and stunning natural surroundings just minutes from Brampton, Bolton, and Vaughan. The home features an open-concept main floor with beautiful new hardwood flooring throughout and a fully renovated gourmet kitchen with quartz countertops, built-in new appliances, and a large pantry. The bright family and dining rooms open onto an extra-large deck overlooking peaceful surroundings, creating the perfect space for relaxing and entertaining. Step outside to a fully landscaped 1-acre property complete with an extra-large fire pit and an in-ground swimming pool, ideal for family fun and outdoor gatherings. The walk-out lower level offers a private 2-bedroom suite along with a recreation room and game area, providing excellent flexibility for kids or extended family. Located within a top-rated school boundary, this move-in-ready home has been extensively upgraded in 2025, including new hardwood flooring, a brand-new kitchen with quartz, new kitchen appliances, three fully renovated washrooms, new LED lighting and fixtures, new closet and room doors, fresh paint throughout, roof vent cover replacement, new gutters with leaf guards and downspouts, and comprehensive duct cleaning. (id:5764)

14812 Centreville Creek Road, Caledon

Listing courtesy of RE/MAX EXCELLENCE REAL ESTATE.

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