2049 Highpoint Side Road

Here is your opportunity to acquire 2 houses on 52 acres in Caledon. AAA location near Bolton and Nobleton. Long views over the majestic Caledon Hills. The main residence has 3 finished levels including a bright lower level walk-out to the pool and patio. The long extended paved driveway leads to the 2nd residence. A barn with office and loads of storage space and even a meeting room and basketball court is just past the 2nd residence. Down by the pond is a sand volleyball court and beach with tiki hut. Miles of walking, ATV trails. Spring-fed pond with dock and beach. Potential for main floor bedroom alongside existing full bathroom. Large main floor office plus a wonderful open floor plan which joins the kitchen, breakfast room, family room and large dining room. The finished lower level could be further developed into a separate suite with existing bedroom, existing bathroom and large existing finished living area and bar. New propane furnace (2026). Value priced for today's market!

Set on 43+ acres with mature trees, open lawns, perennial and vegetable gardens, flagstone patios, and a large stream-fed pond, this exceptional country estate offers timeless character in a highly desirable setting. The circa-1900 stone residence, with a Napier Simpson addition, offers approximately 4,000 sqft of living space with 4 bedrooms, 2 bathrooms, generous principal rooms, tasteful finishes, and preserved historic details throughout. Additional features include an inground pool, a 2.5 car 2 storey coach house with a 1 bedroom studio suite, bank barn and detached garage/storage building. A rare offering with privacy, history, and true estate property appeal. This wonderful property is just minutes from all things' country and conveniently under an hour to the airport and city.

Pond Farm, Caledon. Conveniently located on the west side of Mississauga Road, just south of Caledon's, The Grange Sideroad is this 57-acre original cattle farm with a contemporary residence of 5 bedrooms, 4 bathrooms, large sun-filled west facing upper and lower living rooms along with two wood burning fireplaces, an attached two-bay garage plus an extra separate stand-alone large insulated tractor barn. Miles of hiking trails through open fields, old growth hardwood and evergreen forests offering bucolic countryside views. Located in the headwaters area, the residence overlooks just under an acre of the spring and stream fed pond, eventually feeding into the Credit River. Beyond the pond a well maintained bridge leads to further trails and the old barn. First time on the market in nearly 50 years. An opportunity to make it your own country weekend escape or primary residence. Less than one south to the city, five minutes to Belfountain, ten minutes to Caledon Village.

Welcome To 258 Amos Drive-Luxury Estate On a Conservation-Backed Lot. Welcome To This Stunning 4-Bedroom , 5-Bathroom estate nestled on a Premium 183 X 758 Ft Lot with breathtaking , unobstructed views . Perfect for relaxation or entertaining, The backyard is private oasis featuring : Salt Water Pool 18 Feet X 36 Feet ,All-Season Cedar Sauna, All-Season Pool House With Washroom & Steam Shower, professionally landscaped grounds with sprinkler system front and back. Natural stone entrance porch and interlocking pathway .Inside, enjoy over 4800 sq.ft. of refined luxury with 8" Vintage Hardwood Floors Throughout, Pot Lights, and thoughtful, smart design. The gourmet kitchen is a chef's dream, featuring custom cabinetry with soft-close doors, walk-in pantry, Oversized Centre Island , Built-In Thermador appliances And A Breakfast Area With Walkout To A 21' X 24' Deck Overlooking The Backyard .The Family Room Features A Custom Wall TV Unit, Perfect For Cosy Movie Nights Or Entertaining Guests. The Primary Bedroom Serves As A Private Retreat With Sitting Area ,Two Walk-in Closets And A 5-piece Ensuite. All Closets in the Home Feature Professionally Installed Organizers. Additional Bedrooms Offer Ensuite Access And Walk-in Closets.The Home Also Offers 4 Car Garages With 2 Electrical Outlets For EV'S And A Heater In The Main Garage Area, Combining Convenience And Functionality. Whether Enjoying A Sunrise Coffee, Hosting Friends, Or Simply Relaxing In Style, This Property Offers Unparalleled Comfort , Luxury And Lifestyle - Truly-One-Of-A-Kind!

Stunning Restored Victorian Farmhouse on 57 Private Acres with Barn & Trails Originally built in 1860 by the McEachern family, this Grand Victorian farmhouse has been beautifully restored, blending timeless craftsmanship with modern comfort. Privately set on 57acres, this rare country retreat features high ceilings, original stonework, hardwood and tile flooring, and countless preserved architectural details including limestone windowsills, gingerbread trim, and a dramatic spiral wood staircase. The spacious 3-bedroom home features an updated open-concept kitchen that flows seamlessly into a large dining area ideal for family gatherings and entertaining. The sun-filled living room is accented with original plaster crown molding and oversized windows that frame views of the garden. The luxurious primary suite offers a spa-like ensuite bath and a huge walk-in closet. Nearly every window offers a postcard-worthy view whether overlooking the historic stone ice house(which could serve as a studio or workshop), the Mennonite-restored bank barn, the fenced paddocks, vegetable gardens, or open meadows. Equestrian-ready, the bank barn features 5 stalls, a wash stall, tack room, and spacious hayloft. There's also a large heated workshop for hobbies or home business use. The land is enrolled in a managed forest program for significant tax savings, and private trails invite riding, hiking, mountain biking, and exploring. Located on a quiet country road just minutes from Caledon amenities, near the GO Train, and within easy commuting distance to the city. Live the country dream with all the comforts of modern living and the beauty of historic charm.

Welcome to this one-of-a-kind raised bungalow estate, situated on a breathtaking 4.5-acre manicured lot & offering approx.7,000 sqft of luxurious living space. Designed for both grand entertaining & comfortable family living, this exceptional home showcases high-end finishes, incredible amenities, & resort-style outdoor features. MAIN LEVEL offers approx.3,480 sqft with 10 ft ceilings & hardwood floors. A grand foyer welcomes you into the spacious Great Room featuring a gas fireplace & skylight. Formal Dining Room impresses with chandelier lighting, pot lights, mood lighting, and a coffered ceiling. Separate Living Room also features elegant coffered ceilings. The gourmet chefs kitchen is truly spectacular, with ceramic flooring, granite countertops & oversized islands, Sub-Zero built-in fridge/freezer, commercial-grade double oven stove, Bosch dishwasher, 3 sinks, wet bar, & walkout to a massive maintenance-free deck installed in 2024. This level also features 4 spacious bedrooms, including a luxurious Primary Retreat with walkout to a private deck, his & her closets, crown moulding & 5-piece ensuite. FULLY FINISHED LOWER LEVEL is an entertainers paradise featuring a huge Recreation Room with fireplace, wet bar, & 2 walkouts to the patio.Games Room with pool table, foosball & air hockey. Media Room with projector, fully equipped Gym with Sauna, second Kitchen with pantry & garage access. Spacious bedroom with 2-piece ensuite, built-in shelving & W/O to patio. Cantina with B/I shelving. Geothermal heating & cooling with dual-zone controls.OUTSIDE: Enjoy your own private resort featuring a Saltwater Pool with new liner, underground plumbing & concrete surround(2023).Tennis court with artificial turf & auto ball machine. Irrigation system & beautifully landscaped grounds. 5-car garages. New epoxy floor in the attached garage. Circular driveway accommodating up to 20 vehicles. Immaculately maintained estate offers luxury, privacy & unparalleled entertainment amenities.

Welcome to 16609 Mount Wolfe Rd a Custom-built Luxury Estate Set on 2.92 Private Acres in Caledon, Offering Over 4700 Sq Ft Above Grade (as Per Mpac). From the Moment You Arrive Through the Automated Wrought Iron Gates, You're Greeted by a Serene Water Feature, Setting the Tone for What Lies Ahead. This 2011 Stone Bungalow Features Timeless Craftsmanship, Top-tier Materials, and Space to Live, Work, and Entertain inComfort. The Main Level Boasts 10-ft Ceilings, Radiant Heated Hickory and Marble Floors, and 8-ft Custom-stained Doors Throughout. The Gourmet Kitchen Includes Cherry Cabinetry, Granite Counters, Dual Islands, Sub-zero and Wolf Appliances. Enjoy a Grand Family Room and Formal Dining Area, With Limestone Fireplaces Both Designed for Gatherings and Day-to-day Elegance. The Executive Office/Cigar Room is Fully Appointed With a Fireplace and Professional-grade Ventilation Built For Productivity, Designed for Prestige. Ideal for Work Hard Play Hard. A True Highlight is the Oversized Main-floor Gym, Complete With Its Own Hot Tub, Perfect for Wellness and Recovery. The Luxurious Primary Suite Offers a Limestone Fireplace, Walk-in Closet, Steam Shower, Jacuzzi Tub, and Radiant Flooring. The Fully Finished Walkout Basement Includes a Soundproof Theatre With Reclining Chairs, a 900-bottle Climate-controlled Wine Cellar, and a Separate 2-bedroom Apartment With Private Kitchen, Laundry, and Its Own Entrances. But What Truly Sets This Estate Apart Are the Two Fully Equipped Workshops, Ideal for Contractors, Car Collectors, or Business Owners. Each Shop Offers 2,400sqft, 400 Amps, Separate Metering, and Heating All Accessed via Their Own Private, Fully Paved Driveway and Parking Area, Completely Separate From the Main Home Entrance. Outdoors, Enjoy a Heated Pool, Pool House With Washroom, Hot Tub, Outdoor Kitchen, Bar Area, and Professional Landscaping With Water Features. This Estate is Built for High-performance Living. SEE ATTACHMENTS

An extraordinary custom built residence situated on one of Caledon's most prestigious and sought-after streets. This home showcases superior craftsmanship, timeless finishes, and extensive high-end upgrades throughout. The grand family room features an impressive 18-foot cathedral ceiling, creating a stunning focal point filled with natural light. Elegant waffle and coffered ceilings enhance the main living areas, including the family room, dining room, office, kitchen, and bedrooms. Solid wood poplar interior doors and trim extend throughout the entire home, including the finished basement. The primary ensuite features Hansgrohe shower fixtures. Every bedroom includes a walk-in closet with professionally designed built-in organizers & ensuite. Professional window treatments, including motorized blinds in the family room and kitchen, as well as motorized drapery in the primary bedroom. The laundry room and mudroom include extensive custom cabinetry. The fully finished Walk-out basement offers versatility with two separate French-door-style exterior entrances and dedicated spaces including a private office, gym, recreation room, craft room, and workshop. Comfort is enhanced by an in-floor radiant heating system, supported by a boiler heating system with instant hot water capability.

Gorgeous Property! Welcome to 8 Coates Hill Crt in Palgrave Estates. This house has 5 bedrooms, 5 bath over 5700 sq.ft of living space. The home boasts meticulously maintained grounds featuring low-maintenance perennial gardens and expansive hardscaping. The award-winning backyard recognized by Landscape with a saltwater pool, 7-person hot tub, two outdoor kitchenettes, a cabana, an outdoor shower-perfect for outdoor dining and relaxation. Inside, the main floor features engineered hardwood flooring with a primary suite that includes a fireplace, a 6-piece ensuite, and a custom closet. The living room, with its cozy fireplace, and the dining room overlook stunning forested views. The chef's kitchen, equipped with high-end appliances, potlights, and smooth ceilings, walks out to a large upper deck ideal for alfresco dining. The finished walkout basement includes a personal gym wired for a sauna, large rec room with gas fireplace, windowed bedroom with cedar closet, and bathroom with shower. This estate is conveniently located close to markets, grocery stores, restaurants, and major highways (9, 50, 400 & 427). It is also near the Caledon Trail System, golf courses, and equestrian facilities.