15139 Rockside Road

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.

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

Escape to a home that truly understands the meaning of "space." Situated on an expansive lot, this custom-built masterpiece offers over 3,500 square feet of thoughtfully designed living area. This isn't just a house; it's a lifestyle upgrade for families who want room to breathe without sacrificing modern convenience. The heart of the home features a stunning open-concept floor plan that manages to feel incredibly cozy despite its grand scale. Flooded with natural light through large, picturesque windows, the main level is designed for effortless connection. This home includes a rare, dedicated Arts and Crafts room-perfect for a home studio, classroom, or hobby space plus a 3-car garage with enough parking for the whole extended family. Whether you're hosting a holiday dinner or enjoying a quiet evening by the fire, the "dreamy country" aesthetic provides a warm, timeless backdrop.

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.

Price Drop $200,000. Stone House Farm; Modernized century stone-built farmhouse on 30 acres of paddocks, farmland and hardwood forest. A nearly 3,000 sq. ft. sophisticated residence with spacious living rooms, wood-burning fireplaces and open concept kitchen, all surrounded by new picture framed thermal windows with views over the countryside. The primary bedroom wing has a walk-through closet and a 4-piece ensuite. Large organic vegetable garden compliments the 1,800 sq. ft. barn and a further 1,000 sq. ft. insulated workshop/barn - both with lifetime metal roofing. Ample room to grow. Minutes away from Caledon Village and East Caledon. 10 minutes south of Orangeville. Super convenient. The airport is 40 minutes.

Welcome to 18655 Heart Lake Road, an exceptional 2-storey residence offering a breathtaking country escape! Set on a spectacular, private 15-acre lot with its own pond, rolling hills, and mature greenery, this property is a true sanctuary. This beautifully designed 3+1 bedroom, 4-bathroom home features bright, expansive living spaces framed by large windows with stunning scenic views. Enjoy a Chef's kitchen boasting a centre island, stainless steel appliances, built-in wall oven, and a cozy propane fireplace. A spectacular home addition features a private swim spa, ceramic tile, and a rustic woodstove. The elegant living room boasts coffered ceilings and a second propane fireplace, complemented by a formal dining room, a bonus family room, and a separate main-floor laundry entrance with double garage access. The double garage benefits from a second-story loft living space! Upstairs, find a spacious primary suite with a 5pc ensuite, plus two bright bedrooms sharing a second 5pc bath. The large basement recreation room features a ground-level walk-out, a below-grade bedroom with a 3pc ensuite, and an office. Complete with a second office space peering out to the pond, a full backup generator, and close proximity to conservation areas, golf, and highway access. Your dream lifestyle awaits-book your viewing today!

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.

This elegant bungalow has everything today's buyer could wish for-beautifully finished and move-in ready. Behind striking double iron gates, the full stone exterior and exquisite landscaping create an impressive first impression. Inside, coffered ceilings, rich crown moldings, and custom details flow throughout a layout designed for both family living and refined entertaining.The inviting family room with fireplace opens to a dream kitchen featuring a large central island, premium cabinetry, and built-in appliances-perfect for hosting or everyday comfort. A formal dining room offers the ideal space for celebrations and elegant dinners.The spacious primary bedroom is a private retreat with a grand 7-piece ensuite showcasing double vanities, a soaker tub, and glass shower, plus separate his-and-hers walk-in closets. Main-floor laundry adds everyday convenience.The completely finished basement provides exceptional living space, ready to entertain large gatherings with an impressive wet bar and open recreation area. Enjoy movie nights in the home theatre or stay active in the dedicated gym space-all within your own home.Set on a beautifully landscaped property, this home blends classic design with modern luxury at every turn. With no detail overlooked and nothing left to add, this residence defines effortless elegance and offers a truly turn-key lifestyle.

Tucked into the rolling hills of Caledon and surrounded by mature trees, 22 Southridge Trail feels less like a home and more like an escape from the pace of everyday life. Set on over 10 acres in the sought-after Forks of the Credit area, this custom bungalow offers privacy, nature, and timeless design in one unforgettable setting. Inside, dramatic vaulted wood ceilings and oversized windows frame peaceful forest views while bringing warmth and character to the entire home. The great room is the showpiece, anchored by a stunning floor-to-ceiling stone fireplace and filled with natural light that shifts beautifully throughout the day. Every room feels connected to the landscape outside. The kitchen and living spaces flow effortlessly toward an expansive deck overlooking the trees, creating the perfect place for morning coffee, evening wine, or quiet weekends surrounded by nature. Here, the soundtrack is wind through the leaves and the occasional crackle from the fireplace. With over 3,100 sq ft above grade, the home offers 3 bedrooms, 3 bathrooms, and a spacious main-floor primary suite designed for comfort and easy everyday living. The unfinished lower level provides endless potential for future living space, a workshop, studio, or customized retreat tailored to your lifestyle. A new Generac generator adds valuable peace of mind, ensuring comfort and reliability year-round. Outside, the beautifully landscaped grounds blend seamlessly into the surrounding countryside, offering a true estate feel just minutes from Belfountain, the Caledon Ski Club, the Caledon Mountain Trout Club, golfing, hiking trails, and the Forks of the Credit. This is the kind of home people leave the city for. Quiet luxury, breathtaking surroundings, and room to finally breathe.

First time offered! Prestigious Palgrave Custom Bungalow on a Premium 1.5-Acre Ravine Lot! Nestled in one of Palgrave's most sought-after enclaves, this exceptional 3-bedroom plus den custom-built bungalow offers an unparalleled blend of sophistication and natural serenity. Situated on a premium, ultra-private 1.5-acre ravine-style lot, the home was thoughtfully designed so that every single room commands breathtaking, uninterrupted views of lush greenery/mature woodlands.Inside, the seamless open-concept layout features gleaming hardwood flooring stretching across the gourmet kitchen, elegant dining room, and inviting great room, all illuminated by sleek pot lights. The heart of the home is a magnificent double-sided fireplace, perfectly anchoring both the family and dining rooms to create a warm, upscale ambiance for hosting or relaxing.Engineered for optimal privacy, the sprawling primary retreat is completely separated from the other bedrooms. It serves as a true sanctuary, complete with a generous walk-in closet and a lavish, spa-like ensuite. The den makes an ideal home office with the perfect quiet space for remote work. This is a rare opportunity to own a private paradise in an elite community.

Welcome to your private sanctuary in one of Palgrave's most sought-after estate neighborhoods - where each home is set on a sprawling lot and surrounded by the beauty of nature. This impressive residence sits proudly on 2.3 acres, offering the perfect blend of prestige, privacy, and peaceful living. With its stunning stone and stucco elevation, the home commands attention from the moment you arrive. A timeless facade and manicured grounds create undeniable curb appeal, setting the tone for what awaits inside. Step through the grand entrance to discover a beautifully designed floorplan that balances sophistication and comfort. Every room has been thoughtfully crafted to capture natural light and take full advantage of the tranquil surroundings. Whether hosting elegant gatherings or enjoying quiet family moments, this home delivers the perfect backdrop for both. Enjoy the serene setting, mature trees, and the sense of space only a true estate property can offer - all while being just minutes from Caledon's best schools, trails, and amenities

Welcome to 12777 Mississauga Rd in Caledon. This raised bungalow sits on 1.03 acres with 3 bedrooms and 2 full bathrooms. Extra long driveway that shields the house from the street allows for ample parking space and privacy. The beautiful treed lot with farmer's fields behind the property creates an environment punctuated by nature and tranquility. Large separate workshop in the back yard is perfect for all types of projects. Very close to Brampton and Georgetown. Easy access to Hwy 410, 401, 407 and Go Station. This home is nestled in the countryside, yet conveniently located minutes from bustling urban centres, offering the best of both worlds. Backyard BBQs on the deck and family reunions complete with a game of volleyball or three legged races, ending the evening with roasting marshmallows over a fire pit. If this sounds like an ideal summer weekend to you, then this house is for you!

Nestled on a private and beautifully 10.01 acre parcel in Caledon, this exceptional ranch-style stucco and brick bungalow offers the perfect blend of peaceful country living and functional versatility. Boasting nearly 400 feet of frontage along Highway 9, the property provides outstanding exposure while maintaining a serene, resort-like setting winding driveway highlighted by a stunning, professionally landscaped backyard oasis.The home has been thoughtfully updated throughout, featuring refreshed main floor flooring that enhances the warmth and flow of the living spaces. Large windows are strategically placed across the home, allowing natural light to pour in and creating bright, inviting interiors while showcasing picturesque views of the surrounding property. The main level offers 3 spacious bedrooms and a beautifully updated, high-end open-concept gourmet kitchen, complete with premium appliances, modern finishes, and ample workspace-perfectly designed for both everyday living and entertaining. Adjacent to the main living area is a charming 3-season sunroom, offering a tranquil space to relax while enjoying eye-catching views of the landscaped grounds and mature trees throughout the seasons.The fully finished, sun-filled walkout basement provides exceptional additional living space, featuring 3 further bedrooms and a large, versatile layout ideal for extended family, guests, or multi-generational living arrangements. Adding tremendous value and functionality to the property are 2 impressive workshops-one measuring approximately 35 x 48 and the other 35 x 50-offering extensive space for hobbyists, contractors, tradespeople, or those seeking a home-based business opportunity. These outbuildings significantly enhance the property's usability and appeal.This is a rare opportunity to own a beautifully maintained and updated bungalow on a picturesque 10-acre property with substantial frontage, privacy, and unmatched versatility in a highly desirable Caledon location.

Experience country-style living with city convenience in this beautifully renovated bungalow situated on a rare 1-acre lot with clear views along prestigious Mississauga Road. This exceptional property features numerous upgrades throughout, including elegant pot lights, modern finishes, and a spacious upgraded gourmet kitchen with a large breakfast bar perfect for entertaining and family living. The home offers 4+2 generously sized bedrooms and 4 upgraded washrooms, providing ample space and comfort. A separate entrance to the finished basement adds excellent flexibility, featuring a large recreation room and two additional bedrooms-ideal for extended family or potential rental income. Step outside to a beautifully manicured backyard offering a peaceful setting and endless possibilities for outdoor enjoyment or future expansion. include double car garage and an oversized driveway with parking for 10+ vehicles. Conveniently located just minutes from Brampton, this property offers the perfect blend of privacy, space, and accessibility to nearby amenities, making it a rare opportunity to own a stunning upgraded bungalow in a highly sought-after location.

Welcome to this beautiful home in Caledon, offering approximately 2,700 sqft of thoughtfullydesigned living space. Nestled on a fully fenced lot near the city, this residence features astriking blend of brick and stone construction. Inside, you'll find a spacious layout withfour bedrooms, with an additional two bedrooms in the finished basement. The basement includesa separate entrance, perfect for extended family or guests. The main floor is enhanced withnew kitchen upgrades, elegant porcelain tiles, and a vaulted ceiling in the living room, wherea cozy wood-burning fireplace awaits. The home also includes a unique loft space behind thegarage for extra storage. This stunning home also boasts an impressive 21 parking spaces!Whether you're hosting gatherings, have multiple vehicles, or need ample space for RVs andguests, this property has you covered. The expansive driveway and dedicated parking areaprovide unmatched convenience and flexibility for your lifestyle. Enjoy the peace of mind thatcomes with having plenty of room for everyone and everything. This home truly offers the bestin comfort and practicality don't miss out on this one-of-a-kind opportunity!

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.

Welcome to 82 Marilyn St. Situated on a highly sought after lot backing on to Caledon East Green spacewith a meandering creek. This 2 storey, four bedroom home with in-law suite has been meticulouslyupdated. Upon entering the home, you will see the owner has added an entirely new stair case with accentlighting. 6" White Oak Hardwood has been Used. 6" Engineered white oak hardwood planks throughout themain and Second Floor. The main floor has been updated to an open concept kitchen and Family RoomDesign with Island seating. This new Chef's kitchen provides a Miele centric cooking experience. The 36"Gas cooktop and hood along with a Miele double wall oven. The Bosche SS Refrigerator, integratedDishwasher, built in Microwave and KitchenAid Wine Cooler round out this beautiful kitchen. The familyroom has a beautiful Open Gas Oak Log Set complete with walnut Mantle. The main floor has a convenientOversized Laundry area just off the garage. On the second floor, the Primary bedroom and 5 pc ensuitewhich also contains a very large highly functional Walk-in Closet. In the basement, 5" Engineered WhiteOak Hardwood forms the base for the new owners special In-Law Suite with added 3pc bathroom. There isalso a large recreation room with Fireplace. The New Windows, Doors, Riobel Faucets, Roof and HVAC willprovide the new owners with years of comfort.