5088 Escarpment Side Road

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 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!

A Rare Caledon Estate. Welcome to this beautiful executive bungalow, privately nestled atop 25+ rolling acres in coveted Caledon. The main residence features a bright, open-concept layout with expansive living spaces, a family-style kitchen, and stunning countryside views. The spacious primary suite includes a luxe 4-piece ensuite, complemented by two additional bedrooms. A fully finished lower level adds a large family room with fireplace and wet bar, gym, office, and extra bedroom. The property offers a built-in 2-car garage, a separate detached 2-car garage, and plenty of additional parking. A second private drive leads to a renovated modern guest house with two self-contained apartments (2-bed & 3-bed) and a detached 3-car garage ideal for extended family, rental income, or multigenerational living. Equestrians will love the large horse arena, while outdoor amenities include a saltwater pool, tennis court, and lush landscaped grounds. Set on a gentle hilltop, enjoy panoramic views of the valley, paddocks, and beyond. A truly one-of-a-kind opportunity offering luxury, privacy, and endless potential. Please do not walk on the property without a confirmed appointment.