Refine Search
Map
Sort by
$1,199,000
5 Beds ⋅ 3 Baths ⋅ X13648622 MLS® #
Captivating Waterfront Estate on Brewster's Lake~5.14 Acres with 167 Feet of Shoreline! Welcome to your private lakeside retreat in the heart of Grey Highlands where nature and lifestyle converge. Situated on the serene shores of Brewster's Lake, this 5 bedroom, 3-bathroom chalet- style home offers over 3800 sq. ft. of beautifully designed living space with unspoiled waterfront and panoramic western vistas that promise unforgettable sunsets. Whether you're seeking a full-time residence, a seasonal getaway, or an investment opportunity, this property delivers (Property ~ Seller is currently using Lower Level as a licensed Air BnB and lives full time on the main level. Perfect for generational living opportunities). HIGHLIGHTS *New Metal Roof 2025 *Expansive deck (walk out~1157 sf) *Patio with hot tub, *Bunkie *Sauna *Waterfront dock *Open concept design ideal for entertaining *Cathedral Ceiling *Double garage with inside entrance *2 Exquisite Stone Fireplaces with Wood Inserts (WETT Certified) *Main Floor Laundry *Lower Level Laundry *4 Season Sunroom *Lower level walk out. LOCATION: Just minutes from ski clubs~ Devils Glen, Osler Bluff, Blue Mountain *Championship Golf Courses~ Mad River, Osler Brook, Duntroon Highlands *Georgian Bay, *Waterfalls *Farmers Markets *Historic Downtown Collingwood *Village at Blue *Extensive Hiking/Biking Trails *ATV/Snowmobile Routes *Top-Tier Fishing right off your dock. Live where you play, Grey Highlands is the Home of Four-Season Adventure: kayak, swim, snowshoe, cross-country ski, or relax by the waters edge. With its proximity to both private and public recreational hubs, this property suits families, active retirees, weekenders, or those seeking a peaceful escape. Elevate your Lifestyle. Live your Legacy~ Your Waterfront Dream Starts Here! View Virtual Tour and Book your Showing Today! (id:5764)

188 Highpoint Crescent, Grey Highlands

Listing courtesy of RE/MAX Four Seasons Realty Limited.

$3,400,000
8 Beds ⋅ 5 Baths ⋅ X13557820 MLS® #
Welcome to Pretty Pine, a remarkable 100-acre estate in the Singhampton Highlands, anchored by a striking 3,600 sq. ft. modern barndominium designed for entertaining, wellness and four-season country living.The dramatic open-concept main level features soaring ceilings, hydronic in-floor heating, a wood-burning fireplace and insulated glass garage doors with integrated automatic screens, allowing the living space to open fully to the surrounding meadows and countryside. A dedicated heated garage bay provides secure space for vehicles, recreational equipment, storage or workshop use.Upstairs, the private primary suite offers countryside views, a propane fireplace, a full ensuite with walk-in shower and a Japanese-style ofuro deep-soaking tub set within the bedroom. A loft, powder room and four additional bedrooms provide flexible space for guests, offices, fitness, studio or recreation.The estate's wellness amenities include a modern eight-person sauna with a full glass wall overlooking the landscape and an adjacent cold plunge pool, creating a complete hot-and-cold circuit at home.A separate three-bedroom, two-bathroom farmhouse overlooks the spring-fed ponds and offers comfortable main-floor living, a wood-burning stove and ideal accommodation for extended family, guests or a caretaker.Set across 100 acres of rolling meadow, forest, ponds and private trails, Pretty Pine offers exceptional privacy and recreation. Approximately 15 minutes to Osler Bluff, Devil's Glen and Creemore, 20 minutes to Collingwood, close to the Bruce Trail and less than two hours from Toronto. An extraordinary family compound, multi-generational retreat or four-season country estate. (id:5764)

469319 Grey Rd 31 Road, Grey Highlands

Listing courtesy of Royal LePage Signature Realty.

$3,800,000
3 Beds ⋅ 3 Baths ⋅ X13534556 MLS® #
West Wind - 100 spectacular acres in the Singhampton Highlands, a short walk to Pretty River Valley Provincial Park and just 15 minutes to Osler and Devil's Glen. A newly built residence, crafted around the hand-hewn frame of a late-1800s Ontario barn, crowns the property's highest point with Escarpment valley views, complete privacy, and architectural plans for its next phase. The land is the estate: rolling meadows, mature forest, and thousands of acres of protected parkland just beyond the gate. Hay fields are maintained by a local farmer, preserving valuable farm-class taxes, while a winding driveway leads to a hilltop setting with no neighbours in sight. The home blends historic character with modern performance, featuring polished concrete floors with hydronic in-floor heat, heat pump heating and cooling, low-maintenance steel exterior, drilled well, new septic system, and a wood-burning stove. Soaring ceilings, walls of glass, a suspended staircase with glass railings, and oversized sliders open to a west-facing deck overlooking your own hundred acres. The chef's kitchen is appointed with Miele, Fisher & Paykel, and Bosch appliances, including an induction cooktop, wall oven, integrated refrigeration, and twin appliance garages. Interiors by Revision Four showcase custom millwork, designer lighting, and are offered fully furnished, including curated pieces with remarkable provenance. Included is a complete second barn kit with architect-designed plans for a garage, additional bedrooms, and a connecting breezeway. Positioned outside NEC development control, the property offers the rare advantage of Escarpment beauty without Escarpment permitting restrictions. Only 15 minutes to Osler and Devil's Glen ski clubs and, and 25 minutes to Creemore and Collingwood, with the Bruce Trail and Mad River nearby, and under two hours from Toronto. A remarkable legacy estate in the Pretty River Valley. (id:5764)

469273 Grey Rd 31 Road, Grey Highlands

Listing courtesy of Royal LePage Signature Realty.

$1,649,000
4 Beds ⋅ 3 Baths ⋅ X13454092 MLS® #
An extraordinary four-season luxury retreat offering a blend of privacy, wellness, recreation, and natural beauty. Set within five acres featuring two beautiful ponds, mature landscaping, and a private golf practice area, the property enjoys an unparalleled sense of tranquility and exclusivity. Custom-crafted with premium materials, exceptional workmanship, and timeless attention to detail, this distinguished residence presents in outstanding condition, with the rare feel of a new home. Designed to embrace its surroundings, every space creates a seamless connection between indoor comfort and outdoor living. With approximately 3,000 sq. ft. of finished living space, the home features 4 bedrooms, 3 bathrooms, a gourmet kitchen, open-concept living and dining areas, a gas fireplace, whirlpool tub, steam shower, and multiple walkouts to a covered wraparound white cedar deck. An outdoor sauna further enhances the property's wellness-focused lifestyle. The upper level provides its own lounge area, kitchenette, wine fridge, spa-inspired bath, and elevated deck, while the finished lower level includes additional living and recreation space, a 3-piece bath, and a 4th bedroom for family and guests.Outside, the property unfolds as a private oasis of extraordinary beauty. Two ponds, one stocked with rainbow trout, create an idyllic setting for relaxation and recreation. A private golf practice area, mature landscaping, open green spaces, and peaceful natural surroundings create a serene setting rarely found in today's market. A detached 2-car garage with a finished multi-purpose studio and bar fridge provides additional space for recreation, creative pursuits, fitness, or a home office. Ideally located just 20 minutes from Collingwood and Blue Mountain, and minutes from Devil's Glen Ski Club, Duntroon Highlands Golf Club, and the area's premier recreational amenities, this exceptional property delivers the perfect balance of peaceful seclusion and year-round adventure. (id:5764)

429573 8TH CONCESSION B Line, Grey Highlands

Listing courtesy of Sotheby's International Realty Canada.

$1,399,000
3 Beds ⋅ 4 Baths ⋅ S13176452 MLS® #
Welcome to 1092 County Road 124 in the charming village of Singhampton, perfectly positioned between the amenities of Collingwood, the ski hills of Blue Mountain and the sandy shores of Wasaga Beach. This custom-built bungalow offers the ideal blend of privacy, space and four-season recreation, all set on an impressive lot of just under one acre. Thoughtfully designed with comfort and functionality in mind, this 3 bedroom, 3.5 bathroom home features a bright, open-concept main floor with soaring ceilings and generous windows that flood the space with natural light. The inviting living area flows seamlessly into the dining space and well-appointed kitchen, creating an ideal layout for entertaining or everyday living. Direct access to the covered back deck extends your living space outdoors-perfect for summer barbecues, morning coffee or relaxing evenings overlooking your expansive property. The primary suite is a true retreat, offering impressive ceiling height, ample closet space and a spa-inspired ensuite designed to feel like your own private oasis. Two additional bedrooms and well-designed bathrooms provide comfort and convenience for family or guests. A welcoming covered front entrance adds charm and curb appeal while offering practical shelter year-round. The fully finished basement expands your living space with exceptional versatility. Enjoy movie nights in your dedicated theatre room, unwind in the private sauna, or take advantage of the additional living and recreation areas that make this lower level perfect for entertaining or extended family stays. A spacious two-car garage and ample driveway parking complete the package. Located close to hiking, cycling and snowmobile trails, golf, skiing and Georgian Bay, this property offers the best of country living with easy access to nearby towns and amenities. Experience space, style and lifestyle all in one exceptional Singhampton home!! Call now for a private tour!! (id:5764)

1092 County Road 124 Road, Clearview (Singhampton)

Listing courtesy of Royal LePage Locations North.

$549,000
3 Beds ⋅ 2 Baths ⋅ S12712114 MLS® #
Welcome to this fully finished home offering the perfect blend of rustic charm and modern comfort. Featuring 3 bedrooms and 1.5 bathrooms, this inviting property is thoughtfully designed for everyday living and entertaining. Rich hardwood floors add warmth throughout, while the rustic interior details create a cozy, welcoming atmosphere. The home offers the rare convenience of walkouts from both the main floor and the lower level, seamlessly connecting indoor and outdoor living. Step outside to a fully fenced backyard, ideal for entertaining or relaxing in complete privacy and scenic views as your backdrop. Outdoor features include a hot tub, greenhouse with raised garden beds, and a chicken coop, perfect for those seeking a more self-sustained lifestyle. Located just 15 minutes to Collingwood, Creemore, and Stayner, and close to Devil's Glen Ski Resort, this property offers year-round recreation and easy access to local amenities, dining, and shops. A peaceful setting with exceptional views-this is country living at its finest, without sacrificing convenience. (id:5764)

1229 County Road 124, Clearview

Listing courtesy of Coldwell Banker The Real Estate Centre.

$1,699,900
5 Beds ⋅ 3 Baths ⋅ X12608956 MLS® #
Brewster's Lake - over 200' waterfront with a bungalow, shop and garage on a 3.2 acre hardwood lot. Lake views from nearly every room in the home. Spacious rooms throughout the 2,500 square foot main level including open concept kitchen, dining and living areas with vaulted ceilings and a wood-burning fireplace. The walkout basement is fully finished with massive family room, office or 5th bedroom with ensuite; walkout to hot tub, patio and lakeside. SHOP 30x52 with in-floor heat, spray foam insulation, Trusscore interior, 3 roll up doors; detached single garage and attached double garage with in-floor heat. On demand hot water, generator back up, metal roof, new windows (2018), central air, water system, greenhouse, hot tub and more. The private waterfront boasts a sandy beach, dock and firepit. Four season living in a four season playground 20 minutes to Collingwood and Blue Mountain, 10 minutes to Devils Glen Country Club (private) and minutes away from year-round trails and recreational activities. Includes part ownership of additional waterfront lot. (id:5764)

123 Lakeview Road, Grey Highlands

Listing courtesy of Royal LePage RCR Realty.