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53 Peter Street: Grey Highlands House for sale : MLS®# X14113642
53 Peter Street Grey Highlands N0C 1E0 
$2,399,000Residential Freehold- Status:
- Active
- MLS® Num:
- X14113642
- Bedrooms:
- 6
- Bathrooms:
- 8
Welcome to "The Pond House," an extraordinary 3.95-acre country estate in Grey Highlands centered around a tranquil natural pond. Featuring 4,954 sq. ft. of above-grade living space plus a fully finished walk-out lower level, this residence offers five bedrooms-each featuring its own private ensuite-combining architectural refinement with ultimate country comfort.The main level showcases three distinct living spaces-a formal dining room, family room, and a rear living room overlooking the water-warmed by three fireplaces. The gourmet chef's kitchen features top-tier JennAir appliances with dual refrigerators, double ovens, and a premium stove. Main-floor laundry, two powder rooms, and access to a 3-car main garage (heated floors) complete this level.The second floor opens to a spacious lobby with a balcony. The primary suite serves as a peaceful retreat with a 4-piece ensuite, secondary in-suite laundry, a private fireplace, and an expansive balcony. Three additional upper bedrooms each feature their own full ensuite and private balcony.The walk-out lower level extends the living space with two fireplaces, a large family room, a secondary lounge, a powder room, and an oversized executive office. . A second 3-car garage (heated floor) is located on this level. More detailsListed by Sotheby's International Realty Canada- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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35 Toronto Road: Grey Highlands House for sale : MLS®# X14113644
35 Toronto Road Grey Highlands N0C 1E0
$499,000Residential Freehold- Status:
- Active
- MLS® Num:
- X14113644
- Bedrooms:
- 3
- Bathrooms:
- 2
Full of character, natural light, and plenty of space to call your own, this charming 3-bedroom, 1.5-bathroom century home is a wonderful opportunity for first-time buyers and young families looking to put down roots in a welcoming small-town community. Inside, you'll find a bright and inviting interior, a spacious kitchen with plenty of cupboard storage, an oversized upper-level bathroom with convenient laundry, and a generous mudroom perfect for busy family life. Situated on an impressive 66' x 166' lot, the backyard is surrounded by mature trees, creating a wonderful sense of privacy. Whether you're entertaining guests on the newly built large deck and recently poured concrete patio, enjoying summer bonfires, or watching the kids and pets play, there's plenty of room to enjoy the outdoors. Located in the heart of Flesherton, this home offers the charm of small-town living with local amenities nearby. A fantastic opportunity to break into the real estate market, enjoy a spacious property, and make this home your own for years to come! More detailsListed by eXp Realty- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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House in Grey Highlands
Residential Freehold- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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170 Raglan Street: Grey Highlands House for sale : MLS®# X14110446
170 Raglan Street Grey Highlands N0C 1E0
$699,000Residential Freehold- Status:
- Active
- MLS® Num:
- X14110446
- Bedrooms:
- 4
- Bathrooms:
- 2
Looking for a home that combines the beauty of nature with convenient access to everyday amenities and year-round outdoor recreation? Welcome to this inviting property, perfect for those seeking a peaceful retreat without sacrificing convenience! With 3+1 bedrooms and 2 bathrooms, this home offers comfortable living space for families, first-time homebuyers, or anyone searching for the perfect weekend getaway. Enjoy the best of all four seasons with nearby opportunities for skiing, cycling, golfing, hiking, and countless other outdoor adventures. Step outside to relax on the back deck overlooking a beautiful, tree-lined view, or start your day with a cup of coffee on the covered front porch. Whether you're looking for a place to call home or a relaxing escape from the everyday, this property offers the ideal blend of comfort, nature, and recreational lifestyle. Recent updates: updated kitchen, powder room, upstairs bathroom, new basement flooring, waterproofing in 2025, washer and dryer in 2026. More detailsListed by RE/MAX Jazz INC.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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13 Collingwood Street: Grey Highlands House for sale : MLS®# X14110966
13 Collingwood Street Grey Highlands N0C 1C0
$375,000Residential Freehold- Status:
- Active
- MLS® Num:
- X14110966
- Bedrooms:
- 3
- Bathrooms:
- 2
Original wood floors, tall ceilings, a private backyard, and loads of potential. Set at the top of the hill, this 3-bedroom, 2-bath home, built in 1904, offers character, flexible living spaces, and the opportunity to make it your own. Original wood trim brings warmth throughout, while plenty of windows fill the rooms with natural light. Tall ceilings in the original main-floor rooms add to the sense of space, and the oversized living room offers options beyond a traditional layout. Keep it as a generous gathering space, or explore creating a fourth bedroom, home office, den, or playroom while retaining a comfortable living area. The back addition makes daily routines easier, with a spacious mudroom entrance opening directly into the family room and a convenient main-floor three-piece bathroom nearby. Beneath the addition, a large storage room provides dedicated space for seasonal items and household extras. Upstairs, the generous four-piece bathroom offers room to rethink the layout, with potential for a walk-in shower and a freestanding soaker tub. Outside, the private backyard provides space to relax, entertain, and enjoy time outdoors. This property has plenty of potential for its next chapter. Make updates at your own pace, plan a larger transformation, or explore its possibilities as a weekend getaway. With its original character and a thoughtful renovation, it could also make an appealing Airbnb. NOTE: Driveway access is off Peter Street. More detailsListed by RE/MAX Summit Group Realty Brokerage- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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187 Pellisier Street: Grey Highlands House for sale : MLS®# X14111148
187 Pellisier Street Grey Highlands N0C 1E0
$1,150,000Residential Freehold- Status:
- Active
- MLS® Num:
- X14111148
- Bedrooms:
- 3
- Bathrooms:
- 3
Located in Eugenia, this 3-bedroom, 3-bathroom bungalow offers the flexibility of full-time living or a weekend retreat, with two finished levels & plenty of room to gather or spread out. The great room addition is the heart of the home, featuring a stone fireplace & large windows overlooking the property. From family gatherings to quiet evenings after a day at the ski club, it's a space that makes spending time here easy. Step outside to the wraparound composite deck with glass railings, where there's room for morning coffee, summer dinners & entertaining. Mature trees create a sense of privacy, while the river flows behind the property on its way from the lake toward Eugenia Falls. The lower level offers a spacious family room & a third bedroom with its own ensuite bath. A separate walkout workshop beneath the addition adds flexibility for hobbies, a ski room or potential additional living space, whether you picture a studio, gym or guest area. Comfort & practical features include main-floor laundry, in-floor heat in the lower-level family room, bedroom & garage, a cold room for beverages & canning storage, a cement driveway & ample parking for family & guests. Walk to the trails, Eugenia Falls & the Flying Chestnut for dinner, with the lake & ski hills nearby. A setting that gives you room to unwind while keeping you connected to village life. More detailsListed by RE/MAX Summit Group Realty Brokerage- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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405014 Grey 4 Road: Grey Highlands House for sale : MLS®# X14095674
405014 Grey 4 Road Grey Highlands N0C 1E0
$485,000Residential Freehold- Status:
- Active
- MLS® Num:
- X14095674
- Bedrooms:
- 2
- Bathrooms:
- 1
Affordable Opportunity in the Heart of Priceville! This solid brick bungalow offers endless potential for first-time buyers and downsizers. Featuring 2 bedrooms and 1 bathroom, this home sits on a spacious lot and includes a large attached garage (approx. 625 sq ft) with a beautiful wood stove addition - ideal for a workshop, hobby space, or additional storage. Inside, you'll find a practical layout that has recently been repainted and and updated bathroom (2026). All appliances were updated in 2022, furnace is 2016, roof and windows (2020) and water softener and filtration system (2020). A lovely, private back deck with a walk-out from kitchen offers a great entertaining space. Homes under $500,000 are a rare find in Grey Highlands, making this an excellent opportunity to enter the market or add to your investment portfolio. Located just a short drive to Durham, Flesherton, and all the natural beauty Grey County has to offer - this home combines small-town living with great potential for future growth. Bring your ideas, your tools, and your vision - this is your chance to make something special in Priceville. More detailsListed by eXp Realty- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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605324 SIDEROAD 13A: Grey Highlands House for sale : MLS®# X14089932
605324 SIDEROAD 13A Grey Highlands N0C 1H0
$1,195,000Residential Freehold- Status:
- Active
- MLS® Num:
- X14089932
- Bedrooms:
- 2
- Bathrooms:
- 2
This is the kind of farm that makes sense the moment you see it. This 50 acres offers a highly usable land base, with 40-45 workable, making up the vast majority of the acreage. Treed perimeter for privacy and shelter. At the heart of the property is a character-filled country home, featuring a great room with cathedral ceilings, saturated with natural light. Also including hardwood floors, a four-piece bathroom with jetted soaker tub, and a substantial addition completed in 2020. The home has also benefited from a number of practical updates, including a steel roof, propane forced-air heat, a high efficiency wood stove. Out back, an old bank barn adds traditional farm character and agricultural utility. What really sets this property apart is how clean the package is - entirely zoned A1, a comfortable country home and a land base that is ready to be put to work for you. More detailsListed by Wilfred McIntee & Co Limited- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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185 Raglan Street: Grey Highlands House for sale : MLS®# X14088390
185 Raglan Street Grey Highlands N0C 1E0
$1,025,000Residential Freehold- Status:
- Active
- MLS® Num:
- X14088390
- Bedrooms:
- 5
- Bathrooms:
- 3
Tucked away at the end of a quiet cul-de-sac in the charming community of Eugenia, this beautifully crafted 2025-built bungalow offers the perfect blend of modern comfort, thoughtful design, and small-town living. Featuring 5 bedrooms and 3 bathrooms, this home offers plenty of space to grow, gather, and make lasting memories. Step inside to discover a bright, inviting living room with vaulted ceilings that create an airy, open feel. Custom cabinetry throughout the home adds both character and functionality, reflecting the attention to detail found in every corner. The fully finished basement extends the living space, offering endless possibilities for family movie nights, entertaining guests, or creating a space of your own. A generously sized storage room ensures there's a place for everything. Outside, the fully fenced backyard provides a private space for children, pets, and summer evenings spent outdoors, while a convenient storage shed keeps all your seasonal extras neatly tucked away. Beyond your doorstep, enjoy everything that makes Eugenia such a special place to call home. From the natural beauty of Eugenia Falls to days spent at Lake Eugenia and exploring the surrounding trails, outdoor adventure is never far away. New construction, a peaceful setting, and a lifestyle that embraces the best of Grey Highlands. Welcome home to Eugenia. More detailsListed by Real Broker Ontario Ltd.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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529802 Osprey The Blue Mountains Townline: Grey Highlands House for sale : MLS®# X14088606
529802 Osprey The Blue Mountains Townline Grey Highlands L0M 1P0
$1,849,000Residential Freehold- Status:
- Active
- MLS® Num:
- X14088606
- Bedrooms:
- 5
- Bathrooms:
- 3
Discover an extraordinary four-season retreat nestled on 32 acres of breathtaking Niagara Escarpment landscape, where ultimate privacy, sweeping views and endless outdoor adventure come together. A true playground for nature lovers, this remarkable property features private trails, natural caves and rugged escarpment terrain, offering exceptional opportunities for hiking, mountain biking, cross-country skiing, snowshoeing and ATV adventures right outside your door. From vibrant autumn colours to snow-covered winter wonderlands, every season brings something spectacular.Thoughtfully and extensively renovated, the residence blends refined modern finishes with warm, inviting chalet character. Vaulted ceilings, expansive windows and beautifully curated living spaces frame the spectacular natural surroundings, while a stunning floor-to-ceiling stone feature with a high-end wood-burning fireplace creates a welcoming focal point. The beautifully updated kitchen, open-concept living and dining areas, and seamless connection to the outdoors make this home equally suited to quiet escapes and memorable gatherings.With two bedrooms on the main level and three additional bedrooms in the fully finished walkout lower level, there is ample room to host family and friends. Outdoors, a stunning pool surrounded by gorgeous hardscaping creates a private resort-like setting, perfect for summer afternoons and entertaining beneath the escarpment backdrop. A detached double garage provides excellent space for recreational equipment, outdoor toys or a workshop. Updated water and well systems in 2026 add further peace of mind.Whether you're seeking an exceptional full-time residence, a private country escape or the ultimate four-season adventure property, this rare 32-acre offering delivers an extraordinary combination of natural beauty, modern comfort and complete seclusion. Your own private piece of the Escarpment, where every season is an invitation to explore. More detailsListed by Royal LePage Signature Realty- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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155 Canrobert Street: Grey Highlands House for sale : MLS®# X14088870
155 Canrobert Street Grey Highlands N0C 1E0
$825,000Residential Freehold- Status:
- Active
- MLS® Num:
- X14088870
- Bedrooms:
- 3
- Bathrooms:
- 3
What if home changed the way you spent your Saturdays? Slower mornings, time to explore, and a place you look forward to coming home to. Welcome to a fresh start in Eugenia. Newly constructed in 2026 and never lived in, this 3-bedroom, 2.5-bathroom home is ready for its first chapter-and yours. Picture your morning routine taking shape, your favourite chair finding its spot, and friends gathering for the first of many evenings together. There's something special about making a home your own from the very beginning. Beyond your door, discover the lifestyle that makes Eugenia so appealing. Spend your days exploring local trails, taking in Eugenia Falls, or enjoying time by Lake Eugenia. Follow a little adventure with an evening at home, settling into the spaces and routines that become your everyday life. Whether you're putting down roots or beginning something new, this is an opportunity to create a home filled with your own memories. Come imagine your first Saturday here. More detailsListed by Real Broker Ontario Ltd.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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125 Kimberley Court: Grey Highlands House for sale : MLS®# X14081080
125 Kimberley Court Grey Highlands N0C 1G0
$725,000Residential Freehold- Status:
- Active
- MLS® Num:
- X14081080
- Bedrooms:
- 5
- Bathrooms:
- 5
Welcome to 125 Kimberley Court, a spacious five-bedroom, five-bathroom chalet tucked away on a private lot in the desirable AMIK subdivision, just outside the village of Kimberley. Ideally suited to Beaver Valley Ski Club members, this is a wonderful four-season retreat with plenty of room for family and friends. The thoughtfully designed chalet offers generous living space for entertaining after a day on the slopes, with five bedrooms and five bathrooms providing comfort and privacy for larger families or two families sharing a mountain getaway. A 600-square-foot deck extends the living space outdoors, creating a wonderful setting for summer evenings, après-ski gatherings and relaxed weekends in the Beaver Valley. The private cul-de-sac setting offers a peaceful backdrop while still being close to everything that makes this area so special. The charming village of Kimberley is just minutes away, with Hart's restaurant, the village store and the new Kimberley Café, while Beaver Valley Ski Club and the surrounding trails, hiking, cycling and other four-season activities are close at hand. Whether you're looking for a dedicated ski chalet, a four-season family retreat or a property that can accommodate two families, 125 Kimberly Court offers flexibility and plenty of opportunity. The property also has an established rental history, adding another dimension to its appeal. Come enjoy the Beaver Valley lifestyle - where weekends naturally turn into long weekends and every season brings something new to explore. More detailsListed by Chestnut Park Real Estate- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
Data was last updated October 24, 2026 at 02:15 AM (UTC)
John Walkinshaw
Broker
Carley Leggett
Sales Representative
4711 Yonge St. 10th FLR 106430
Toronto, ON, M2N 6K8