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385073 4th Conc A Road: Grey Highlands House for sale : MLS®# X13624414
385073 4th Conc A Road Grey Highlands N0C 1E0 
$2,895,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13624414
- Bedrooms:
- 5
- Bathrooms:
- 6
A rare offering where exceptional craftsmanship, architectural excellence, and breathtaking natural beauty come together on 99.6 acres of rolling countryside. At the heart of this remarkable estate is a custom-designed Yankee Barn Home, renowned for its superior post-and-beam construction, enduring quality, and timeless New England-inspired architectural design. Magnificent Douglas fir beams, soaring vaulted ceilings, and walls of glass create an extraordinary living environment filled with warmth, natural light, and spectacular views in every season.Designed for elegant entertaining and relaxed everyday living, the dramatic two-storey great room and dining area are anchored by a Rumford wood-burning fireplace, while the chef-inspired kitchen flows effortlessly into inviting gathering spaces.The main level offers luxurious single-floor living with a beautifully appointed primary suite, laundry, powder room, and direct access to the oversized triple-plus garage. Upstairs are a private ensuite bedroom, an additional bedroom, bunk room, full bath, and loft overlooking the great room. The finished walkout lower level features a family room with second fireplace, wet bar, cold cellar with wine storage, additional bedroom, full bath with steam shower, and ample storage. Bonus space above the garage includes a fifth bedroom, full bath, and media room with projector and large screen.Outdoors, a saltwater pool by Dream Pools of Oakville complements approximately 60 acres of productive farmland, a picturesque 5-acre natural pond, a spring-fed fishing pond, and 20 acres of mature hardwood forest with trails and abundant wildlife. A classic bank barn and detached garage complete this exceptional country estate lifestyle.Combining the renowned quality of Yankee Barn Homes with an extraordinary setting, this is a legacy estate offering exceptional privacy, timeless architecture, and an unmatched country lifestyle just minutes from the area's finest recreational amenities. More detailsListed by Engel & Volkers Toronto Central- ERIN BOYNTON-SEELEY
- EBS SUMMIT GROUP
- 1 (519) 2709189
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313026 Sideroad 35 Side Road: Grey Highlands House for sale : MLS®# X13623558
313026 Sideroad 35 Side Road Grey Highlands N0C 1E0
$1,425,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13623558
- Bedrooms:
- 4
- Bathrooms:
- 4
Dream home alert! This custom-built, private, and secluded property is situated on over 12 acres. Surrounded by mature trees, with the Saugeen River running right through the front of the property, with trail access. This 3,724 sq. ft. home features high-quality ICF construction up to the trusses and a durable metal roof. The interior offers a spacious layout with four bedrooms, four bathrooms, upper-level laundry, and a versatile main-level room perfect for an office, den, or workout space. Open-concept living room, chef's kitchen with a large island, as well as an eat-in area. There is also a formal dining room for hosting. Additional highlights include: - Triple-car garage with plenty of room for vehicles and toys. - Partially finished basement featuring rough-in for in-floor heating, a massive cold cellar, and a rough-in for a bathroom-offering great in-law potential. - Outdoor living at its best with an above-ground pool for summer days and a fire pit for chilly nights. Whether you are looking for privacy or a spacious family home, this property has it all. More detailsListed by RARE REAL ESTATE- ERIN BOYNTON-SEELEY
- EBS SUMMIT GROUP
- 1 (519) 2709189
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107 Toronto Road: Grey Highlands House for sale : MLS®# X13586690
107 Toronto Road Grey Highlands N0C 1E0
$899,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13586690
- Bedrooms:
- 3
- Bathrooms:
- 2
Discover this exceptional custom-built residence, meticulously crafted by a high-end home builder. Boasting approximately 2,200 sq ft of thoughtfully designed living space, this 3-bedroom, 2-bathroom home offers modern elegance and unparalleled quality throughout. Step inside to high-quality LVP flooring that flows seamlessly through the open-concept layout, complemented by radiant floor heating and central air conditioning for year-round comfort. The home features an abundance of high-end upgrades - too many to list - ensuring every detail exceeds expectations. The striking exterior combines beautiful brick with premium siding, creating timeless curb appeal. Enjoy the covered porch and deck perfect for relaxing or entertaining, a concrete apron for convenience, and an oversized 2-car garage finished with a premium Trusscore interior. This turnkey new build is backed by a 7-Year Tarion Warranty, providing complete peace of mind. Whether you're seeking a primary residence or an impressive investment property, this home represents a rare opportunity to own a brand-new luxury build without the wait. More detailsListed by Vantage Point Realty Ltd.- ERIN BOYNTON-SEELEY
- EBS SUMMIT GROUP
- 1 (519) 2709189
- Contact by Email
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102 Mill Street: Grey Highlands House for sale : MLS®# X13559482
102 Mill Street Grey Highlands N0C 1E0
$675,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13559482
- Bedrooms:
- 2
- Bathrooms:
- 2
Experience the best of four-season living on this exceptional property, ideally located near Beaver Valley Ski Club, Hogg's Falls, Blue Mountain, Bruce Trail, and Lake Eugenia, . Set on a spectacular, private lot backing onto the Boyne River, this property is surrounded by mature trees, perennial gardens, and a peaceful forest, creating the perfect setting for relaxation and outdoor adventure. Designed for making memories, the property features a children's tree fort, two bunkies for guests or extra recreational space, and expansive grounds to enjoy every season. Inside, the home has been beautifully updated with engineered hardwood flooring throughout the main level, a beautiful new kitchen, fresh paint, upgraded electrical, new pot lights, and stylish light fixtures. The bright, open-concept main floor is ideal for entertaining family and friends. Currently operated as a successful Airbnb, this property also presents an excellent investment opportunity. The walk-out lower level offers flexibility for extended family accommodations or additional rental income potential. Whether you're skiing the slopes of Beaver Valley and Blue Mountain, hiking nearby trails, cycling scenic country roads, paddling, fishing, or spending summer days at Lake Eugenia, this location offers an exceptional four-season lifestyle. Whether you're searching for a full-time residence, a weekend retreat, or an income-generating investment, this unique property in Flesherton delivers the perfect combination of modern updates, natural beauty, and recreational convenience. More detailsListed by Royal LePage Locations North- ERIN BOYNTON-SEELEY
- EBS SUMMIT GROUP
- 1 (519) 2709189
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Lot 61 Wiles Lane: Grey Highlands House for sale : MLS®# X13522786
Lot 61 Wiles Lane Grey Highlands N0C 1E0
$650,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13522786
Rare vacant parcel on Eugenia Lake. 135 feet of water frontage. Build your dream home or cottage! Can build to suit or you can work with a builder of your choosing. *For Additional Property Details Click The Brochure Icon Below* More detailsListed by ICI SOURCE REAL ASSET SERVICES INC.- ERIN BOYNTON-SEELEY
- EBS SUMMIT GROUP
- 1 (519) 2709189
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467042 12th Conc B Concession: Grey Highlands House for sale : MLS®# X13513064
467042 12th Conc B Concession Grey Highlands N0C 1E0
$890,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13513064
- Bedrooms:
- 4
- Bathrooms:
- 2
There are homes you live in...and then there are homes that change the way you live. Welcome to your own private retreat on 4.6 beautifully treed acres, just minutes from the Village of Eugenia and the crystal-clear waters of Lake Eugenia. From the moment you arrive, you'll feel the pace of life begin to slow. Mature trees, fresh landscaping and peaceful surroundings create a setting where every day feels like a getaway. Inside, this beautifully renovated bungalow has been thoughtfully designed for gathering, relaxing and making memories. The stunning new kitchen naturally becomes the heart of the home, while two separate living rooms-each warmed by its own fireplace-offer inviting spaces to curl up with a book, entertain friends or simply enjoy a quiet evening after a day outdoors. With four generous bedrooms and two beautifully updated bathrooms, there's room for family, grandchildren and weekend guests. Picture summer dinners in the alfresco dining area, morning coffee on the covered rear porch as the birds sing and evenings under the stars sharing stories around the fire. The lifestyle continues beyond the home. An impressive 23' x 47' heated, air conditioned building is far more than a workshop. Whether you envision the ultimate games room, a place to restore classic cars, a woodworking shop, an artist's studio or the perfect home business, the choice is yours. The paved sports court invites friendly basketball games, kids at play or simply another reason to spend more time outdoors. When adventure calls, you're only minutes from the lake where boating, swimming, paddleboarding, fishing and unforgettable sunsets become part of everyday life. Hiking, skiing, golf and the natural beauty of Grey County are all close by. Some properties check the boxes. This one captures the imagination. A place where family gathers, friends linger longer and weekends become the highlight of every week. This isn't just another country home, it's a place you'll never want to leave. More detailsListed by Engel & Volkers Toronto Central- ERIN BOYNTON-SEELEY
- EBS SUMMIT GROUP
- 1 (519) 2709189
- Contact by Email
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16 Peter Street: Grey Highlands House for sale : MLS®# X13484160
16 Peter Street Grey Highlands N0C 1E0
$719,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13484160
- Bedrooms:
- 4
- Bathrooms:
- 2
Full of character and thoughtfully updated for modern living, this beautifully maintained 2-storey Century home offers a blend of historic charm & modern updates in the charming village of Flesherton. Enjoy the peaceful allure of country living while having the convenience oftown amenities right at your doorstep. The main floor features a welcoming foyer, spacious living room,formal dining area, and an updated kitchen. For added convenience, a cleverly designed laundry room & 2-pc bathroom, mudroom, a functional back workroom seamlessly enhance everyday living. A true gem ofthis home is the stunning 16' x 22' bonus room, with cathedral ceilings. This versatile space is perfect as a bright office, a creative studio, or even a summer kitchen, ready to host delightful gatherings. Upstairs, you'll find 4 bedrooms & an updated 4-piece bathroom. The dry basement includes a cold room foradditional storage. The home features large windows with lots of natural light, original stained glasswindows & rich refinished original hardwood floors. Updates include a shingled roof in excellent conditionwith a steel roof over the back workroom, updated electrical, a newer natural gas furnace, new A/C, drilledwell, water softener, iron filter & pressure tank. Set on a generous 76' x 198' lot, this property is a gardener's dream, showcasing vibrant perennial gardens & a charming flagstone patio. Unwind in the hot tub surrounded by an enclosure on the private back patio or indulge your hobbies in the 30' x 40' DETACHED HEATED SHOP/GARAGE, newly built in 2023 to store all your treasures. With a vibrant community just a leisurely stroll away, you'll have access to local shops, restaurants and schools all while enjoying the tranquility and spaciousness of country living. Experience the best of both worlds in this welcoming village that beautifully combines the serenity of nature with the conveniences of town life. More detailsListed by Century 21 Millennium Inc.- ERIN BOYNTON-SEELEY
- EBS SUMMIT GROUP
- 1 (519) 2709189
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10 Sydenham Street: Grey Highlands Commercial for sale : MLS®# X13457030
10 Sydenham Street Grey Highlands N0C 1H0
$1,200,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- X13457030
- Total Area:
- 23,086.8 sq. ft.
Long-time owner retiring. This is an opportunity to own a worry-free investment that seldom has a vacancy. The main floor, a very busy cheese shop, has just signed a 5-year lease. Above and behind the shop are 4 fully leased apartments. The owner has recently completed a number of upgrades. All showings by appointment only. Income and expense statements are available to serious inquiries only. only. More detailsListed by COLLIERS SOUTHWESTERN ONTARIO and Sutton Group Incentive Realty Inc.- ERIN BOYNTON-SEELEY
- EBS SUMMIT GROUP
- 1 (519) 2709189
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41 Collingwood Street: Grey Highlands House for sale : MLS®# X13443634
41 Collingwood Street Grey Highlands N0C 1E0
$349,900Residential Freehold- Status:
- Active
- MLS® Num:
- X13443634
- Bedrooms:
- 2
- Bathrooms:
- 1
Great affordable home for first time buyers! or someone looking for a professional business office or retail shop! Situated on a large lot close to downtown Flesherton this lot has C2 zoning which has many permitted uses such as Professional and business offices, Retail commercial, Restaurants, Financial institutions, Hotel, motel or conference centre, Motor vehicle sales and service establishment, and motor vehicle service station, Medical clinics, Funeral homes, Public and private clubs, Personal service shop, Service shop, Bulk fuel sales. Main floor features a Large eat-in Kitchen with Newer cabinets and Laminate flooring, Large Living room with 9 foot ceiling and beautiful custom built shelving, 2 good sized bedrooms, a 4 piece bathroom and Main floor laundry with a walkout to side deck and beautiful back yard with large garden shed More detailsListed by Vantage Point Realty Ltd.- ERIN BOYNTON-SEELEY
- EBS SUMMIT GROUP
- 1 (519) 2709189
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LOT 22 Park Street S: Grey Highlands House for sale : MLS®# X13420484
LOT 22 Park Street S Grey Highlands N0C 1E0
$175,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13420484
Build your dream home or cottage in the quaint town of Eugenia. This .50 acre treed lot is on a quiet street with 132 ft frontage x 165 ft depth and offers tons of privacy. Walking distance to Top O' the Rock, a short distance to Lake Eugenia, Bruce Trail, Eugenia Falls and Beaver Valley Ski Club, providing many recreation activity opportunities. There is an additional property directly adjacent to this lot available for sale with a quaint bungalow on nearly a .50 acre. More detailsListed by Royal LePage Locations North- ERIN BOYNTON-SEELEY
- EBS SUMMIT GROUP
- 1 (519) 2709189
- Contact by Email
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53 Peter Street: Grey Highlands House for sale : MLS®# X13246218
53 Peter Street Grey Highlands N0C 1E0
$2,650,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13246218
- Bedrooms:
- 6
- Bathrooms:
- 8
Welcome to "The Pond House"-a breathtaking architectural masterpiece nestled on a pristine 3.95-acre private estate. Boasting 4,954 sq. ft. of luxurious above-grade living space, this extraordinary home is perfectly framed by a spectacular private pond, offering a serene, resort-like lifestyle. Designed for grand-scale entertaining and ultimate comfort, the sprawling main level features a magnificent chef's kitchen equipped with top-of-the-lineJennAir appliances, including dual refrigerators, dual ovens with a premium stove. Flowing effortlessly from the kitchen is an elegant formal dining room and three distinct living zones, including a stunning rear living room that overlooks the water. Two convenient main-floor powder rooms and a dedicated laundry room complete this entertainer's dream. Ascend to the breathtaking second level, where luxury meets tranquility. An open lobby welcomes you with its own attached balcony. The magnificent primary suite is a true private sanctuary, featuring a lavish 4-piece ensuite, a secondary in-suite laundry room, and a private balcony to take in the sweeping estate views. Family and guests are treated to unparalleled luxury, as the second, third, and fourth bedrooms each boast their own private ensuite washrooms and exclusive attached balconies. The fully finished lower level expands your living space with an incredibly versatile floorplan. It features two gorgeous fireplaces warming a sprawling family room and a separate living area, complete with a powder room. The home has 6 fireplaces. An oversized office offers the perfect work-from-home retreat, while a secluded guest bedroom with a 3-piece ensuite ensures privacy for extended family or visitors With unparalleled outdoor serenity and uncompromising indoor luxury, Property has garbage pick up service. The floor plan is attached for review all measurements of the entire property. The Pond House is more than a home-it is a legacy property. More detailsListed by SAM MCDADI REAL ESTATE INC.- ERIN BOYNTON-SEELEY
- EBS SUMMIT GROUP
- 1 (519) 2709189
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LT 8 ELLEN Street: Grey Highlands House for sale : MLS®# X13225286
LT 8 ELLEN Street Grey Highlands N0C 1L0
$149,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13225286
Residential Building Lot (66 Ft. X 123 Ft.) In A Residential Neighborhood. Easy Access To Highway 10. Water Well Required. Septic Required. Close To Downtown. More detailsListed by Royal LePage RCR Realty- ERIN BOYNTON-SEELEY
- EBS SUMMIT GROUP
- 1 (519) 2709189
- Contact by Email
Data was last updated August 1, 2026 at 06:15 PM (UTC)
RE/MAX Summit Group Realty Brokerage
1 Toronto Rd
Flesherton, ON, N0C 1E0