Caledon Real Estate Search

Caledon Properties between $2,000,000 and $3,000,000 for Sale

Our website features the best real estate search for between $2,000,000 and $3,000,000 properties available in Caledon and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Caledon Properties between $2,000,000 and $3,000,000 for Sale

$2,498,000
5 Beds 3 Baths W13764100 MLS
Private 24.9 acres across from the Paintbrush Golf Course, positioned high on Caledon's Escarpment, this custom, architect-designed 4+1 bed, 2.5 bath has beautiful curb appeal on a park-like, idyllic setting and features country views from every window, sun all day in the south-facing backyard & in-ground pool, rolling hiking trails w/ nature in abundance (turkey, deer, songbirds), and Toronto city skyline views beyond the mature trees. The main level features oak-pegged flooring & crown moulding. Living w/ French doors & wood-burning fireplace framed w/ a pine hearth & surround. Bright & spacious two-toned Kitchen is warm & inviting, w/ granite c-tops, travertine b/splash, center island w/ b-bar is open to the Family w/ a propane gas fireplace, south-facing views, and a sliding-door walk-out to the pro-landscaped pool & patio area. The Primary features an elegant 5-piece ensuite w/ pocket door, skylights, in-floor heating, a glass shower, bidet, soaker tub & long country views. If you look closely, you may even spot the CN Tower through the trees in the distance! Bedrooms 2, 3 and 4 have closets, enjoy beautiful views & share a 4-piece bathroom w/ skylights. Bedroom 5 is in the partially fin bsmt. A Breezeway/Mud rm offers additional access to the home & backyard. It leads to an unfin/uninsulated rm w/ garage access, with potential for workshop, gym, storage or bonus rm! Daikin Heat pump (2020). Enjoy local quaint restaurants, arts centers, craft breweries, farmer's markets, coffee shops, nearby conservation areas, the Caledon Trailway, the Bruce Trail (across the street!), and the Caledon Ski Club. For golf enthusiasts, this property is steps to the Paintbrush, 10 mins to the Pulpit Club, and is 20 minutes to the TPC Toronto at Osprey Valley. There is paved road access to major arteries for ease in commuting to the city or to the north. Enjoy being a 5-min drive to Caledon East, 20 mins to Orangeville & a 1-hour drive to TO. A wonderful central location!

4845 Escarpment Side Road, Caledon

$2,299,999
4 Beds 5 Baths W13762806 MLS
A masterfully designed turnkey estate in prestigious Palgrave, this exceptional residence embodies timeless elegance and uncompromising luxury while offering the perfect balance of peaceful estate living just a short drive from the city. Showcasing thousands invested in premium interior finishes and professional landscaping, this is a true turnkey property where every detail has been thoughtfully curated. From the chef-inspired kitchen appointed with Wolf and Sub-Zero appliances to the soaring 10-foot ceilings, extra-height basement, exquisite coffered ceilings, and custom wainscoting throughout, every space exudes quality and sophistication. Designed to accommodate refined entertaining and multi generational living, the home features two designer kitchens and two full laundry rooms. Outside, a private resort inspired oasis awaits with a saltwater pool, a spectacular glass-enclosed pavilion with folding doors and windows, an outdoor bar and bathroom, elegant interlock walkways, a flagstone front porch, professionally landscaped grounds with a full irrigation system, and an impressive circular driveway that creates a grand arrival. Complete with a whole-home backup generator and water softener, this exceptional estate is truly move in ready simply collect the keys and begin enjoying the luxury lifestyle you've been waiting for. As an added bonus, enjoy peace of mind with a complimentary 1-Year Home Warranty covering all household appliances.**Terms and conditions apply.

13 Doctor Reynar Road, Caledon

$2,144,000
5 Beds 4 Baths W13747140 MLS
Timeless Character, Exceptional Space & 2 Acres of Privacy. Discover the possibilities in this stately, all-brick residence, thoughtfully designed and built by its original owners. Offering over 5,000 sq. ft. of living space, this substantial home features a spacious, exceptionally well-planned layout with a natural flow that provides an ideal foundation for a seamless modern update. The main level features a welcoming family room with a striking marble fireplace and walkout to the deck, overlooking the expansive backyard. Upstairs, four generously sized bedrooms include a primary retreat with its own marble fireplace and a large ensuite, currently roughed-in and ready for completion to suit your vision. The lower level adds even more versatility, with a walkout to the breathtaking, park-like two-acre property, offering an incredible sense of privacy, serenity, and connection to nature. A fifth bedroom and bathroom on this level provide excellent space for guests, extended family, additional living accommodations. A lovely, updated lower-level kitchen provides the perfect foundation for a potential in-law suite or additional living space. While this home requires renovation and modernization, the underlying quality, generous proportions, thoughtful floor plan, and extraordinary setting present a rare opportunity to create something truly special. And then there's the location. Just minutes from Caledon East, you'll enjoy easy access to local amenities, schools, parks, the recreation centre, arena, swimming pool, shops, and more - all while coming home to your own private two-acre retreat. A remarkable opportunity to transform a solid, spacious family home into your dream estate in one of Caledon East's most desirable settings.

11 Prince Andrew Drive, Caledon

$2,049,000
6 Beds 5 Baths W13753596 MLS
Welcome to this private country retreat offering peaceful 2.6 acres of rural living, flexible space, income potential, and convenient access to nearby towns. Set on a quiet road with beautiful valley views and sought-after southwest exposure, this home is filled with natural light throughout the day. Ideally located just minutes to Tottenham, Schomberg, Bolton, Nobleton, Highway 9, the Caledon Rail Trail, scenic walking trails, Vince's Market, and the LCBO. The home features a dedicated main-floor office overlooking the front yard and a spacious lower-level gym with a full bathroom, large window, and walkout to the backyard. The lower level offers excellent flexibility for a guest suite, additional bedroom, recreation room, studio, or workspace. Outdoor living includes a large custom deck (2022), swim spa (2022), brand-new rollaway swim spa cover (2026), infrared sauna, sprinkler system, and shed on a concrete foundation (2022), all designed for relaxing and entertaining with sunset views. A fully self-contained heated floor nanny/in-law suite provides exceptional versatility and is currently generating approximately $2,400/month in rental income. The suite includes its own laundry, updated appliances, and an accessible walk-in shower, ideal for multi-generational living or mortgage support. Additional features include an oversized 4-car tandem garage with an extended bay and direct deck access, plus a large, professionally paved driveway with ample parking. Extensive updates include 19 replacement windows (2019 & 2025), upgraded well water system with new pressure tank and whole-home filtration, reverse osmosis systems in both units, new washers and dryers in both homes, updated appliances, additional spray-foam insulation, roof (2015), driveway (2018), and more. A well-maintained property offering space, flexibility, income potential, and a peaceful country lifestyle just minutes from everyday conveniences.

4 Tranquility Court, Caledon

$2,174,900
4 Beds 3 Baths W13749034 MLS
Luxury Meets Nature A Private 29.5-Acre Retreat in Terra Cotta. Experience the perfect fusion of countryside tranquility and modern luxury in this stunning 4-bed, 3-bath estate perched atop one of Terra Cottas most desirable elevations. Situated on 29.5 acres of pristine land in the Niagara Escarpment this one-of-a-kind property offers direct access to the Bruce Trail, Credit Valley River, endless opportunities for hiking, fishing, cross-country skiing, and pond skating. Home Features: Chefs Kitchen Dream: Outfitted with a built-in Dacor double oven, Thermador induction cooktop, B/I dishwasher, wine fridge (75 bottles), fridge, upright freezer, and an instant hot water under-sink dispenser system all grounded by heated bamboo and porcelain flooring. Interior Comforts: 1 wood-burning F/P, formal dining room, sun-filled sunroom with W/O to a sunken hot tub, and a spacious games room . 2 Murphy beds. Premium Utility Systems: Reverse osmosis water filtration, water softener, two sump pumps, owned HWT, C/Vac, C/air, Generac backup generator (wired directly to the home), and a 2000-gallon cistern ensuring year-round reliability. More Highlights: 3 outdoor sheds, new aluminum roof, new energy-eff windows, and modern ELF throughout. Outdoor Experience: Enjoy ultimate privacy with a b/yard waterfall and pond, framed by mature maple trees and rolling woodland. Step onto one of the many walk-outs and immerse yourself in a peaceful setting perfect for morning coffees, family gatherings, or quiet evenings under the stars. Located in the heart of Terra Cotta. This estate offers rare access to natural beauty while remaining within a short drive of city conveniences. This is more than a lifestyle investment. Sch your private showing today and experience the serenity, space and elegance only Terra Cotta can offer. Equipped with Starlink satellite internet

14728 Heritage Road, Caledon

$2,250,000
4 Beds 4 Baths W13722256 MLS
Luxurious Caledon escape awaits in this executive home. Refined country living meets exceptional convenience. Set on2beautifully groomed acres with private pond, this expansive, lovingly maintained bungalow offers an extraordinary lifestyle so close to the city. From the moment you arrive, the setting is impressive, yet it is what's inside that truly sets this home apart. With over 7,500sf of bright, stunning space, this remarkable residence features 4 king-sized bdrms, 3.5 marble & stone baths, indoor heated pool, sun-filled gym/yoga room, &floor-to-ceiling windows showcasing sweeping views of the lush grounds & 2 stone patios.Designed for both effortless living & unforgettable entertaining.The main floor offers one-level living, private office, double-sided fireplaces,2 formal living spaces one includes an impressive20' cathedral ceiling ideal for billiards, entertaining, or enjoying the grandeur of the space.The expansive kitchen is equally impressive, with granite countertops,raised bar,48"stainless fridge/freezer,double wall ovens,&walk-in pantry,all open to a generous breakfast area&peaceful solarium overlooking the tranquil landscape. Truly fit for a King!Adding to the property's extraordinary story, the Duke of Kent, Queen Elizabeth II's cousin, once called this estate home during a stay in the 1990s,reportedly enjoying breakfast&afternoon tea daily in the home's gorgeous solariums.Approached by an oversized stone driveway with ample parking,the property offers 3-car garage&convenient mudroom separate from the main-floor laundry.Imagine the freedom of having your own private retreat to swim/exercise/entertain/unwind year-round, even skate/hockey in winter without memberships,commuting,or giving up GTA amenities. Inglewood offers the best of both worlds:Peaceful rural setting,yet connected to Orangeville, Brampton & Hwy 410. A truly remarkable property!An unforgettable setting!A home with a story to tell!Come experience it. You have to see it to believe it!

4 Ingleview Drive, Caledon

$2,299,000
6 Beds 6 Baths W13715192 MLS
This Custom-Built Caledon Estate Sitting On 3.74 Acres Of Manicured Grounds, Offering Unmatched Privacy, Breathtaking Presence, And A Lifestyle Reserved For The Exceptional. Completely Transformed With A Newly Redone Exterior Façade, Fresh Concrete Work, And Extensive Renovations Throughout, This Residence Delivers Modern Luxury Minutes From The City. Inside, A Grand Foyer Opens To A Soaring Family Room Open To Above, Elegant Living And Dining Rooms, A Private Main-Floor Office, And An Eat-In Kitchen Designed For Both Everyday Living And Upscale Entertaining With Outdoor Patio Access. A Spacious Mudroom And 3-Car Garage Complete The Main Level. Upstairs, The Primary Suite Is A True Retreat With A 5-Piece Spa Ensuite Featuring Double Sinks, Glass Shower, Freestanding Tub, Separate Water Closet, And Two Walk-In Closets. A Second Primary Enjoys Its Own 5-Piece Ensuite, While Bedrooms Three And Four Share A Stylish Jack And Jill Bath. A Fifth Bedroom Includes A Full Private Bath, And The Convenience Of An Upper-Level Laundry Room Elevates Daily Living. Hardwood Flooring Throughout Adds Warmth And Sophistication. The Lower Level Is An Entertainer's Dream With A Large Recreation And Bar Lounge, A Full Bedroom With Closet, A Luxurious Bath With Sauna, Ample Storage, And A Dedicated Indoor Basketball Court - A Rare And Extraordinary Feature. Step Outside To Your Personal Resort With An Inground Pool, Expansive Grounds, And Endless Space To Relax, Host, And Enjoy. A One-Of-A-Kind Offering Combining Land, Luxury, And Lifestyle. This Caledon Estate Defines Elevated Living. List Of Upgrades Attached.

6 Country Lane Drive, Caledon

$2,232,500
5 Beds 5 Baths W13668988 MLS
Welcome to this Exceptional Custom-Built Estate Located in one of Caledon's Most Prestigious Luxury Communities. Situated on a Massive Premium Approx. 174 x 197 Ft Lot, this Stunning Residence Offers over 4,300 Sq Ft of Refined Living Space with a Rare And Functional 5 Bedroom, 5 Bathroom Layout ideal for Multi-Generational Living and Upscale Entertaining. Featuring Impressive Open-To-Above Ceilings, Soaring 10 Ft Ceilings On Main Floor, Hardwood Flooring, Oversized Porcelain Tiles, Coffered Ceilings & Designer Finishes throughout. Private Main Floor Office with French Doors creates the Perfect Work-From-Home Space while the Separate Formal Living Room with Wet Bar adds Elegance and Flexibility for Entertaining. Chef-Inspired Kitchen features Extended Cabinetry, Quartz Countertops, Walk-In Pantry, Oversized Island & Spacious Breakfast Area overlooking the Backyard. Dramatic Great Room with approx. 20 Ft Ceilings that creates a Grand yet Inviting Atmosphere for Family Gatherings. Rare Main Floor Primary Suite features Luxurious 5 Pc Ensuite, Large Walk-In Closet & Walk-Out to Backyard Patio. Additional Main Floor Bedroom with Ensuite is Perfect for Guests or Extended Family. Upper Level offers 3 Generously Sized Bedrooms, Multiple Ensuite/Semi-Ensuite Bathrooms & convenient Second Floor Laundry. Expansive Walkout Basement with 9 Ft Ceilings offers Endless Potential for a Recreation Area, Gym, Theatre or In-Law Suite. Enjoy Private Outdoor Living complete with Patio & Mature Surroundings, 4 Car Garage & Parking for up to 14 Vehicles. Located In Highly Sought-After Alton Community ,close To Golf Courses, Trails, Schools & Major Routes. A Rare Opportunity To Own A Truly Impressive Luxury Estate.

55 William Crisp Drive E, Caledon

$2,225,000
4 Beds 4 Baths W13659944 MLS
Featuring one of Osprey Mills' most desirable bungalow design, this exceptional ranch-style residence is perched on a spectacular 3/4 acre estate lot in one of Caledon's most prestigious communities. Surrounded by rolling hills, picturesque countryside and an exclusive enclave of luxury estate homes, this remarkable property offers over 3,100sq.ft . of impeccably designed main floor living space. Ideally located just 1 km from the charming Hamlet of Alton and the renowned TPC Toronto at Osprey Valley Golf Club, it offers the perfect balance of refined country living and modern convenience.A welcoming covered front porch, impressive driveway and a side loaded oversized three-car garage create outstanding curb appeal. Inside, elegant soaring coffered ceilings, designer lighting, expansive windows, engineered hardwood flooring and quartz countertops throughout showcase the home's exceptional craftmanship and timeless design. The gourmet chef's kitchen seamlessly opens to the spectacular great room, creating an elegant yet inviting space for entertaining and everyday living.Designed with privacy in mind, the highly sought-after split-bedroom layout places the luxurious primary suite in its own private wing, thoughtfully separated from the three additional bedrooms by the home's central living spaces. The primary regret also enjoys direct access to its own covered rear porch, creating the perfect place to begin or end your day in complete privacy.A second covered rear porch extends the outdoor living space, while the expansive estate lot offers the perfect canvas to create your dream backyard oasis. An unground sprinkler system provides the ideal foundation for future landscaping.

82 William Crisp Drive, Caledon

$2,450,000
5 Beds 3 Baths W13597554 MLS
Custom bungalow offering over 5,000 sq ft of finished living space in Bolton. Situated on just over 1/2 an acre. Surrounded by open fields along the rear and north side, this property delivers a rare combination of privacy, and space. The home features a large covered front porch and massive interlocked driveway providing ample private parking, complemented by a double car garage with interior access. Spacious main level highlighted by large windows that flood the home with natural light. The functional layout includes 3 generously sized bedrooms, 2 bathrooms (including a 5-piece ensuite), a private office, and a large living room with a fireplace and walk-out to the backyard patio. The main kitchen features an island, breakfast bar, and separate dining area. An additional front family room and formal dining/entertainment space provide flexibility forgatherings and everyday comfort.The fully finished basement offers a separate entrance, ideal for an in-law suite or potential rental income. Basement includes a 2nd full kitchen & dining area, 2 additional bedrooms, aspacious living room with a cozy wood-burning fireplace, and a large entertainment area complete with a wet bar, coffee/drink station, and pool table setup. A dedicated laundry area,storage, and workshop space complete the lower level.The backyard features a large patio area perfect for entertaining, along with expansive greenspace ideal for families, outdoor activities, or simply enjoying the peaceful surroundings. A rare opportunity to own a sprawling bungalow on a premium lot with multi-generational living potential in a highly sought-after location.

12792 Humber Station Road, Caledon

$2,795,000
4 Beds 3 Baths W13577360 MLS
50 acres - Exceptional country farm and retreat in the Heart of Caledon. Set along picturesque Shaws Creek Road, this beautifully renovated country property blends timeless red brick farmhouse charm, including the wrap-around porch, with a thoughtfully designed equestrian facility, creating the ultimate live-work lifestyle. The inviting 1.5-storey home has been extensively updated while preserving its character, featuring hardwood flooring, bright, welcoming living spaces, and three spacious bedrooms designed for comfortable family living. Adding incredible versatility is the oversized three-car detached garage with a self-contained one-bedroom suite above, complete with a full kitchen and living room-ideal for extended family, guests or staff accommodations. Designed with horse enthusiasts and professionals in mind, the impressive equestrian facilities include a well-equipped main barn with 14 stalls, office, tack room, and feed room, complemented by a second barn offering an additional three stalls and dedicated tack area. The property features nine fenced paddocks and three professionally designed round pens, each serviced with frost-free water, while the centre round pen is equipped with automatic watering for added convenience and efficiency. This 50-acre parcel offers an outstanding combination of pasture, riding space, trails to enjoy, and open land, providing endless opportunities for boarding, training, breeding, or simply enjoying the peaceful country lifestyle. Located in one of Caledon's most sought-after rural settings, just a short drive to Orangeville, Erin, Georgetown, Brampton, and the GTA, this is a rare opportunity to own a turnkey equestrian property where exceptional facilities meet comfortable country living. A truly special offering for riders, trainers, hobby farmers, or anyone seeking the space, privacy, and beauty that only Caledon can provide.

20855 Shaws Creek Road, Caledon

$2,375,000
5 Beds 7 Baths W13570924 MLS
Welcome to 7 Dolan Drive, an exceptional executive estate in the heart of picturesque Palgrave. Offering nearly 5,000 sq. ft. of luxurious living space, this impressive residence features 5 bedrooms, 7 bathrooms, and sits on a premium 78 x 196 ft. lot surrounded by the natural beauty and tranquility of one of Caledon's most sought-after communities.The elegant interior showcases 10-ft. ceilings on the main floor, custom millwork, and white oak hand-scraped hardwood flooring throughout. Designed for both family living and entertaining, the main level features a formal dining room, private office, two powder rooms, and a stunning chef-inspired kitchen with premium finishes, oversized island, and butler's pantry overlooking the spacious family room.Step outside to a covered loggia complete with a fireplace, built-in BBQ, and hot tub, creating the perfect year-round outdoor entertaining space.The upper level offers five generously sized bedrooms, each with its own private ensuite. The luxurious primary suite features a gas fireplace, custom built-ins, and a spa-inspired 5-piece ensuite with heated floors.The expansive lower level boasts 9-ft. ceilings and rough-ins for heated flooring, kitchen, bathroom, and laundry, providing endless possibilities for future customization, extended family living, or recreation.Ideally located just minutes from scenic trails, equestrian facilities, golf courses, top-rated schools, and major highways, this remarkable property offers the perfect blend of elegant country living and modern convenience. A rare opportunity to own a distinguished estate in one of Palgrave's most prestigious neighbourhoods. 2 Hrs notice required for showings

7 Dolan Drive, Caledon

$2,199,000
3 Beds 4 Baths W13549302 MLS
Exceptional custom bungalow nestled on nearly 2 acres in one of Caledon's most prestigious executive enclaves. Set back from the road with a long private driveway, this remarkable property offers the perfect blend of luxury, privacy & convenience, just moments from HWY 50. Step outside & discover your own private resort. The beautifully landscaped grounds are designed for exceptional outdoor living, featuring a stunning saltwater inground pool, expansive patio, and an impressive covered outdoor kitchen that creates the ultimate space for entertaining all summer long. Mature trees & lush landscaping provide outstanding privacy, making this property feel like your own retreat. From the moment you enter, you'll be impressed by the cathedral ceilings that create a bright, open atmosphere throughout the grand foyer & elegant living room. The spacious eat-in kitchen, thoughtfully designed with an abundance of cabinetry & generous prep space for everyday living & effortless entertaining. The adjoining solarium is filled with natural light & offers the perfect setting to enjoy meals, unwind with a book, have your morning coffee or take in the peaceful views of the landscaped backyard. The thoughtfully designed main floor features a primary retreat with a walk-in closet & ensuite, along with spacious secondary bedrooms, a main floor laundry rm, and a functional mudroom with access to the backyard. The partially finished basement offers endless possibilities for additional living space, a rec room, home gym, or in-law potential, allowing you to customize it to suit your family's needs. Completing this incredible offering is an oversized three-car garage & ample parking. Rarely does a property combine executive living, resort-style amenities, and such a coveted Caledon location. Experience the tranquility of country living without sacrificing convenience, all tucked away in an exclusive neighbourhood just mins to major commuting routes, amenities, golf & conservation lands.

9 Moraine Place, Caledon

$2,699,000
5 Beds 5 Baths W13527704 MLS
Welcome to this exceptional 2-storey estate residence offering approximately 4,000 sq. ft. of beautifully appointed living space across the main and second levels, perfectly positioned on a breathtaking 2.74-acre lot in prestigious Millcreek Estates, an exclusive Caledon enclave renowned for its privacy and natural beauty. This magnificent 4+1 bedroom home showcases timeless elegance and exceptional craftsmanship, featuring rich hardwood flooring, crown moulding, oversized baseboards, designer lighting, pot lights, and soaring 10-ft ceilings throughout. A grand foyer introduces elegant principal rooms, including a formal dining room ideal for entertaining. The spectacular living room boasts floor-to-ceiling windows, a fireplace, and a walk-out to the expansive upper deck overlooking tranquil, tree-lined greenspace. The chef-inspired kitchen features premium built-in appliances, a gas cooktop, oversized centre island with breakfast bar, and a bright breakfast area with walk-out access. The adjoining family room with fireplace offers a warm, inviting space with serene backyard views. The main-floor primary suite is a luxurious retreat with walk-out access, a spa-inspired 5-piece ensuite, and his-and-hers walk-in closets. A mudroom with custom built-ins and separate entrance, direct garage access, a spacious laundry room and 2-piece guest washroom complete the main level. Upstairs, three generously sized bedrooms each feature private ensuites; two include walk-in closets, while the third offers a double closet. The finished walkout lower level provides an additional 2,868.49 sq. ft. with a recreation room, games area, family room with fireplace, cold room(s), abundant storage, and exceptional multi-generational living potential. A 4-car garage, professionally landscaped grounds, and an extraordinary setting complete this remarkable estate, offering an exceptional lifestyle of luxury, privacy, and natural beauty.

7 Proctor Avenue, Caledon

$2,500,000
4 Beds 6 Baths W13505786 MLS
Experience the perfect balance of luxury, nature, and convenience. This property will appeal to the discerning buyer seeking something truly special. Inside 6,500 square feet of thoughtfully blends open-concept living with cozy private retreats. Nestled on a unique, secluded 1.88-acre lot, this is not just another estate - it's an exclusive haven waiting to be yours. Bask in natural light in the stunning 2-story great room flowing seamlessly into the well appointed kitchen that offers space for multiple cooks and seamless entertaining. The 2nd story primary suite is a private retreat, complete with a luxurious five-piece ensuite and a massive walk-in closet. Two additional bedrooms on this floor each feature their own ensuite baths and walk-in closets, ensuring comfort and privacy for family or guests. A fourth bedroom, conveniently located on the main floor, offers its own adjacent 3-piece bath. Need more flexibility? Two main-floor offices provide ideal work-from-home setups or creative spaces. The fully finished walk-up basement is a world of possibilities. With a second kitchen, exercise room, media room, 2-piece bath, and ample storage, it's ready to be transformed into the ultimate entertainment space or in-law suite. Outside is your private paradise, where the lush yard and pool are surrounded by mature trees, offering complete tranquility. A sweeping drive and 3-car garage in the front. An outdoor living space tailored for unforgettable gatherings, featuring an inground pool, a cabana with a 2-piece bath, expansive patios, and deck areas for dining, lounging, and family fun in the back. Beyond the property, the Caledon Trailway, Credit River and the quaint village of Cheltenham are nearby, or explore local gems like Terra Cotta and Belfountain. With Pearson Airport only 30 minutes and downtown Toronto an hour's drive, this property offers countryside living without compromise.

57 Kennedy Road, Caledon

$2,829,000
8 Beds 7 Baths W13496264 MLS
Your search ends in this very cul de sac! Welcome to 4 Woodlot Court...Multigenerational living at it's finest! This majestic property is nothing short of breathtaking! Situated on a 2 acre lot nestled among gorgeous custom built estate homes! Take in the extensively landscaped yard as you make your way up the long drive to approach a beautifully appointed custom built home featuring over 5,000sf of living space + a finished walk out basement! This property has been lovingly cared for and meticulously maintained inside and out! Pride of ownership is evident the moment you enter this 6 + 2 Bed, 8 bath home boasting soaring 13' vaulted ceilings at the main living space, tastefully upgraded finishes throughout, 3 beds including the Primary bedroom on the main floor + 3 additional beds on the upper level, large windows throughout which offer a sun drenched interior, beautifully finished chic and modern walk out basement featuring 9' ceilings a bar, recreation room, games area, home gym, utility room and plenty of additional storage. Enjoy the versatility of this home whether you occupy it as a bungalow or a 2 storey the possibilities are endless!! Featuring a SELF CONTAINED in law suite that offers a 2 bed, 2 bath floor plan featuring approx. 1,200sf with garage and rear yard access which is PERFECT for aging parents, teenage children or to generate additional rental income!. Host your favourite guests while you soak up the rays of summer in the pool surrounded by gorgeous mature trees in the private oasis of a backyard where you will find a pool house with a kitchenette, washroom, changeroom, outdoor BBQ set up and all that you require to throw the most perfect party! Comfortably store all of your toys, cars, boats or belongings in the massive heated garage which contains 4 doors with the ability to park 5 vehicles! A true rare gem that has so much to offer situated in a highly coveted pocket of beautiful Palgrave..this one must be seen!

4 Woodlot Court, Caledon

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

2814 Forks Of The Credit Road, Caledon

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

19 Tanglewood Drive, Caledon

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

19769 Willoughby Road, Caledon

$2,488,000
4 Beds 5 Baths W13445982 MLS
This newly custom-built home at 86 Willow Street in Bolton showcases exceptional quality and stunning design that set a new standard for luxury living in Bolton East. Every element reflects meticulous craftsmanship, thoughtful planning, and premium finishes. Soaring ceilings, expansive windows, and a seamless open-concept layout create a bright, grand, and inviting atmosphere throughout. The gourmet kitchen is a true masterpiece, featuring exquisite book-matched countertops and backsplash with dramatic veining. This stunning stonework is perfectly echoed in the matching fireplace mantle, creating a cohesive and luxurious focal point. Custom-built-in millwork and high-end lighting add refined elegance and warmth to every room. A rare Cambridge elevator offers effortless access between all levels. The dining room features a sophisticated custom temperature-controlled wine cellar, perfect for the discerning collector. The primary retreat is an unparalleled private sanctuary, highlighted by a double-sided fireplace with a dramatic custom feature wall, a convenient wet bar with beverage fridges, a massive walk-in closet with organizers, and a stunning 6-piece ensuite with heated flooring and roughed in steam shower, that offers true spa-like indulgence. The lower level remains unfinished, providing a blank canvas for your personal vision and future customization. This is custom construction at its finest - where exceptional quality meets stunning design in perfect harmony. Located in a sought-after Bolton neighbourhood, 86 Willow Street is a rare opportunity to own a truly exceptional home.

86 Willow Street, Caledon

$2,099,900
6 Beds 5 Baths W13429926 MLS
Exceptional newer custom-built residence offering 4,088 sq. ft. above grade, thoughtfully designed w/ premium finishes, timeless elegance & endless potential. From the moment you step inside the breathtaking 20-ft grand foyer, you'll appreciate the quality craftsmanship showcased t/o.Featuring 7.5-in engineered hardwood flooring t/o, smooth ceilings, 10-ft main floor ceilings, 9-ft upper ceilings & extensive custom millwork incl. 7.5-in baseboards & 4.5-in door & window casings, every detail has been carefully curated. Architectural coffered ceilings elevate the Liv Rm, office, hallways & primary bdrm, while elegant wainscotting detailing enhances the Fam Rm & formal Din Rm. The stunning custom kitchen is the heart of the home, complete w/ quartz countertops, premium cabinetry & an O/C layout ideal for entertaining.The spacious Liv Rm is anchored by a cozy gas fireplace, while the formal Din Rm/home office showcases refined custom detailing. Upstairs, you'll find 5 generously sized bdrms, an upper-level laundry rm & luxurious baths featuring quartz countertops, porcelain tile finishes, glass shower enclosures & heated floors in 2 baths.The impressive open-riser staircase w/ modern glass railings adds a sophisticated architectural touch. The unfinished 1685sqft lower level offers incredible future potential w/ a fully roughed-in kitchen & bath, heated floors & a functional 2-bdrm layout, making it ideal for multi-generational living, an in-law suite or future income potential.Outside, enjoy a beautifully finished interlock driveway & backyard patio, a 4-car tandem garage & parking for an add'l 5 vehicles. Enjoy easy access to Caledon East Village, local shops, restaurants, grocery stores, parks, community centres, golf courses, top-rated schools, scenic conservation areas, walking & cycling trails & major routes incl. Hwy 410, Hwy 10 & Hwy 50 for an easy commute t/o the GTA. A rare opportunity to own a newer custom home where luxury & future potential come together.

6425 Old Church Road, Caledon

$2,999,000
5 Beds 6 Baths W13242242 MLS
Custom-Built Estate Home offering 8,586 sq. ft. of luxury living space as per MPAC, set on 24+ acres of complete privacy in the prestigiousVillage of Terra Cotta. Built with no expense spared, this one-of-a-kind residence showcases imported stone, Brazilian hardwood floors, marblefinishes, heated flooring, German-engineered windows, custom millwork, and a lifetime metal roof (2024). The main level features 3 bedroomswith ensuite privileges including a primary retreat with walk-through closet, spa-inspired ensuite, and Juliette balcony. A gourmet kitchenoverlooks the family room and flows seamlessly into a sun-filled sunroom walkout, perfect for year-round enjoyment. The fully finished walkoutbasement boasts soaring 10 ft ceilings, heated floors throughout, a second kitchen, wine cellar, recreation room, 2 additional bedrooms, and a 3-car underground garage, in addition to a 4-car ground-level garage (7-car total). Designed for entertaining and multi-generational living, thisestate offers 3+2 bedrooms, 2 kitchens, and expansive space across 3 levels. Outdoors, enjoy professionally landscaped grounds withmanicured gardens, lush forests, extensive stonework, 2 private ponds connected by a bridge, hot tub, outdoor pizza oven, and multipleentertaining areas, creating the ultimate private retreat. A rare opportunity for the discerning buyer to own a magnificent estate property thatcombines luxury, serenity, and unmatched craftsmanship.

14180 Heritage Road, Caledon

$2,599,000
6 Beds 5 Baths W13114550 MLS
Beautiful Bungalow with amazing views! A rare find, this custom built home in the sought-after Cheltenham community offers 3200sq ft upstairs and another 2690 sq ft downstairs, has soaring ceilings and windows in the sunken living room and master suite, hardwood floors, very large spacious rooms, a huge exercise room and tons of storage. There are 4 bedrooms upstairs with 2 full baths and 1 powder room. The custom kitchen has granite counters with tons of cabinets for storage, 2 sinks and spectacular views of both the front and back.The finished lower level offers separate access to an apartment with 2 large bedrooms, 1.5 baths, including it's own laundry and walk out to private patio, perfect for in-laws or rental income. The exercise room has separate access from the Main and Lower level. A standout feature is the expansive upper-level deck spanning nearly the entire width of the home, offering stunning views of the backyard. Accessible from the kitchen or the master suite, it's the perfect spot to enjoy your morning coffee or unwind while taking in the peaceful, natural surroundings. The property boasts 1.1 acres of lush grounds, with a 3-car garage plus an additional backyard workshop ideal for toys, landscape equipment & hobbies as well as a separate garden shed. Lush perennial flower gardens surround the house and an established vegetable garden is ready for your green thumb. A fully fenced pool completes this property on a quiet road with limited traffic. Just minutes from Brampton, the Pulpit Golf Club, Caledon Ski Club, and walking distance to the General Store, Credit River and Caledon Trail way. Surrounded by farm fields with a gorgeous view of the Escarpment, this property is perfect for those seeking tranquillity with the convenience of city life just a short drive away. Pearson Airport is a quick 30-minute drive. Station Road is scheduled to be surfaced in the next 30 days. Some furnishings available for sale.

1749 Station Road, Caledon

Start Your Search