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232 Town Farm Hill Rd, Hartland
$2,495,000
3 Beds ⋅ 2 Baths ⋅ 5108362 MLS
The property is located on Town Farm Hill Rd, one of the most beautiful ridgeline Vermont roads with long range mountain views to the east and south. At certain times of the day the lighting brings out the true meaning of “purple mountain majesty”. Over the years the seller has acquired multiple parcels to create this beautiful sanctuary setting. The house is positioned to take in the mountain views, spring-fed swimming pond, meadows, and apple orchard. Beautiful rolling fields, stonewalls, acres of forest, and outbuildings are many features of the property. It is surrounded by horse, mountain biking, and hiking trails for recreation. This modest 3-bedroom, 2-bathroom, center chimney Cape with cedar clapboards on 74.83 acres has just been refurbished and is move-in ready. The house could be used as a primary home while building your Vermont dream house, then turned into a wonderful guest house or caretaker’s home. The main level has a spacious country kitchen with an easy flow to the dining and living rooms. Enjoy the views along with Mother Nature while having your morning coffee, evening cocktails or dining on the covered porch overlooking the orchard and pond. Upstairs you find the primary bedroom, full bathroom with laundry, along with two additional bedrooms. The walkout basement is outfitted with a family room, game room, and utility room for the mechanics. The 24’x40’ out building has been used as a workshop, although could be transformed into an animal barn if desired. There is an additional 12’x20’ storage building. Minutes to the village of Hartland, Woodstock, I-91 and the Upper Valley.

232 Town Farm Hill Rd, Hartland

6493 Dorset St, Shelburne
$1,350,000
3 Beds ⋅ 4 Baths ⋅ 5106025 MLS
A rare opportunity to own a substantial, established equestrian facility on 17 acres in Shelburne, offering an exceptional combination of location, scale and infrastructure. The property features two barns with 22 box stalls and 4 pony stalls, plus 4 additional quarantine or emergency stalls on the second floor of the original barn. A 70' x 120' indoor arena and expansive 240' x 110' outdoor arena support year-round riding and training. Numerous paddocks and pastures provide ample turnout, complemented by a large field with a run-in shed for outdoor boarders or school horses and a smaller recovery paddock. Both barns offer heated tack rooms and running water, while the main barn includes an office, changing room and wash stall. The historic bank barn and indoor arena have both received new roofs within the past several years. The facility has been thoughtfully designed for day-to-day operations, with dedicated trailer parking, ample parking for boarders, two locking gates and a driveway configured to accommodate trailers while allowing vehicles to pass. The 3-bedroom, 3.5-bath residence provides additional flexibility with a second-floor suite featuring a separate entrance, kitchenette and living room, well suited for guests, staff or a barn manager. With extensive equestrian infrastructure already established in one of Chittenden County's most desirable communities, this is a property of a scale and location rarely offered in Shelburne.

6493 Dorset St, Shelburne

195 Taft Brook Rd, Westfield
$290,000
3 Beds ⋅ 2 Baths ⋅ 5102944 MLS
Secluded country setting. This 3BR/2BA home is situated on two wooded acres with your own private pond and directly across from the Taft Brook with a serene waterfall swimming hole. Property has perennial flowers throughout, a greenhouse for your home gardening and Maple trees on the 2 acres already tapped for your very own sugaring. Full 8' unfinished walk-out basement offers potential additional living space. The home has radiant floor heating on the 1FL with a wood burning stove and is set up with partial solar electrical system (just need batteries) & back-up generator to offset traditional utility costs. An easy 12 minute drive to Jay Peak Resort. Come take a look at this opportunity property. Priced to sell.

195 Taft Brook Rd, Westfield

517 River Rd, Canaan
$325,000
3 Beds ⋅ 2 Baths ⋅ 5099938 MLS
Surrounded by nature and offering views from every angle, this distinctive 3 bedroom, 2 bath octagon home is a rare opportunity to own a truly unique property. Situated on approximately 15 private acres, this home provides the perfect balance of privacy, comfort, and year-round recreation. The home's unique octagon design creates an inviting, open living space filled with natural light, while every window showcases the beauty of the surrounding landscape. Whether you're enjoying your morning coffee or unwinding after a day of adventure, you'll appreciate the peaceful setting in every season. The finished lower level features two bedrooms and offers additional space with endless possibilities. Create a spacious family room, game room, home theater, fitness area, home office, or entertainment space; the unfinished areas are ready for your personal touch to make the home your own. Step outside to enjoy the small pond, abundant wildlife, and the privacy of your wooded acreage. With nearby ATV trail access and direct VAST snowmobile trail access, this property is perfectly suited for outdoor enthusiasts seeking a four-season retreat. Whether you're looking for a year-round residence, a vacation home, or a recreational getaway, this one-of-a-kind property offers privacy, character, and incredible natural beauty.

517 River Rd, Canaan

1483 Enosburg Mountain Rd, Enosburg
$345,000
3 Beds ⋅ 2 Baths ⋅ 5097906 MLS
This 3 bed, 2 bath single-level meticulously updated home in the country on 11 acres is fit for a homesteading experience! Upon entry, you're welcomed by a soothing babbling brook, a private driveway lined with evergreens and maple trees, and a yard perfect for gardening, farming, bird watching & frolicking. Primary bedroom en-suite has a private bath with double sink, step-in shower, & plentiful natural light. Recent improvements include new luxury vinyl plank flooring, new doors, wood trim, double-pane double-hung windows with ice shields in the house & full heated basement, new stainless fridge, and stainless dishwasher. Propane stove for cooking, as well as a propane hot water heater and propane furnace - providing all-year comfort! Living area and primary bath are newly sheetrocked, with exceptionally insulated walls and ceilings. Quality architectural shingle roof has ice and water shields. Two wood stoves provide a cozy ambiance - one in the house and one in the full finishable basement have medalbestos chimney pipes. Both bathrooms and kitchen have been fixed with skylights, as well as new plumbing with shutoffs. Outside, there are three decks for enjoying the peaceful surroundings, with new rails on back deck. Raised beds in the fenced-in garden make gardening a breeze. The VAST snowmobile trail runs thru the back part of the property with a path in the woods to easily connect to the 4,500-mile rec trail. Tall walk-out basement has ample storage space, and there's a perimeter drain surrounding the home. New electrical switches and outlets throughout with hardwired smoke/co. High speed wifi! House is hooked up with a water softener and water filter for sentiment. For exterior storage and workspace, there's an 8'x10' shed with workbench. 30 min. to St. Albans, 1 hr to Burlington, and approx. 30 min to Jay Peak & Smuggs Resorts/Ski Mountains.

1483 Enosburg Mountain Rd, Enosburg

138 Esty Rd, Westmoreland
$698,900
2 Beds ⋅ 2 Baths ⋅ 5094439 MLS
Cherished by the same family for more than 40 years, this extraordinary log home is nestled on 30 private acres, accompanied by two charming cabins tucked into a secluded forested ravine behind the historic 1764 Park Hill Meetinghouse, still an active community gathering place for concerts, lectures, and seasonal events. Bordering the Warwick Preserve, this peaceful retreat offers the perfect balance of privacy and convenience, just minutes from the vibrant arts, dining, and cultural communities of Keene, NH, and Brattleboro, VT. The landscape is a true New England sanctuary, featuring mature apple trees, blueberry bushes, walking trails, abundant wildlife, and an eight-foot-deep stocked trout pond that has provided years of fishing and unforgettable family memories. The 1,896-square-foot main residence blends timeless rustic character with modern comfort. A thoughtfully designed open floor plan, expansive windows, and warm wood finishes create an inviting atmosphere filled with natural light. The home offers two spacious bedrooms (originally three and easily converted back), two full baths, and comfortable single-level living that is equally suited for entertaining guests or enjoying quiet evenings by the fire. Adding exceptional versatility, the two additional cabins have generated consistent rental income for over four decades and offer endless possibilities as guest cottages, vacation rentals, artist studios, or a multigenerational family compound. Cabin One features 1,573 square feet with three bedrooms and one bath, while Cabin Two offers 845 square feet with a spacious vaulted-ceiling bedroom and one bath. Whether you're seeking a private retreat, an income-producing property, or a place to create lasting family traditions, this remarkable Westmoreland property offers a rare opportunity to own a true New England legacy.

138 Esty Rd, Westmoreland

160 Parshley Rd, Vershire
$499,000
3 Beds ⋅ 1 Baths ⋅ 5092345 MLS
Set on over 30 acres of rolling meadows and hillside pasture, this charming farmhouse offers a rare combination of character, privacy, and natural beauty. Inside, refinished wide pine floors, renovated upper-level bedrooms with vaulted ceilings, and a freshly painted exterior reflect the home's thoughtful care and timeless appeal. A tranquil brook winds through the back of the property, providing a peaceful soundtrack that can be enjoyed from the kitchen, first-floor bedroom, and primary suite. Outside, a barn, shed, and generous storage space make the property well-suited for agricultural, equestrian, or hobby farm endeavors. Located on a quiet dead-end road, this remarkable property offers room to roam, explore, and embrace the rural Vermont lifestyle. Steeped in history and surrounded by stunning natural scenery, it's a place you'll be proud to call home. Centrally located with only 30 minutes to Hanover and Barre or 45 to Lebanon.

160 Parshley Rd, Vershire

89 Jordan Rd, Strafford
$1,135,000
5 Beds ⋅ 4 Baths ⋅ 5091177 MLS
Set on 54.4 private acres in the hills of Strafford, this beautifully maintained New Englander offers sweeping long-range views, exceptional privacy, and a thoughtfully designed energy-efficient lifestyle. The five-bedroom, four-bath home was completely renovated in 2006 and features warm natural light, exposed beams, expansive windows, and inviting living spaces that seamlessly connect to the surrounding landscape. The spacious living room with woodstove opens to a covered porch perfectly positioned to enjoy mountain views and peaceful mornings. A bright dining area and well-appointed kitchen create an ideal setting for everyday living and entertaining. The large primary suite offers stunning views and mini split comfort, while the flexible layout includes an in-law suite ideal for guests or multi-generational living. Outside, trails wind through the 44 acres of mature forest, wildlife pond, open garden spaces, and outbuildings with endless possibilities for hobbies, farming, recreation, or storage. Sustainable features include a Solar PV system, two Tesla wall batteries, mini splits, EV charger, and an on-demand propane generator for year-round peace of mind. A rare combination of Vermont beauty, functionality, and self-sufficient living in an extraordinary private setting.

89 Jordan Rd, Strafford

91 Sholan Rd, Swanton
$299,000
5 Beds ⋅ 1 Baths ⋅ 5087632 MLS
Convenient single level living nestled on 3.4 picturesque acres in a spectacular Swanton location, this spacious ranch-style home offers the perfect blend of privacy, convenience, and recreation. Backed up to woodlands with a babbling brook winding through the property, the serene setting feels worlds away while remaining just minutes to I-89, downtown St. Albans, shopping, dining, and area amenities. Outdoor enthusiasts will love the direct access to the Rail Trail/VAST trail system right from the property. Inside, enjoy nearly 1,800 sqft of single-level living with room for everyone, featuring 5 bedrooms, one full bathroom, a large living/dining area, a bright sunroom with a cozy wood stove, and a dedicated first-floor laundry room. Previously used as a home daycare the space affords options. Meanwhile updated vinyl windows, siding, and a durable metal roof provide peace of mind for years to come. Outside, the large level lawn offers endless possibilities with multiple outbuildings, access to the stream and surrounding woodlands, and ample space for gardening, recreation, or simply relaxing in the peaceful country setting. A rare opportunity to enjoy convenient one-level living in an exceptional location with space to make it your own. Schedule your showing today!

91 Sholan Rd, Swanton

234 East Rd Unit 1, Milton
$1,499,900
5 Beds ⋅ 6 Baths ⋅ 5082662 MLS
Introducing *The Greystone Estate*—a truly one-of-a-kind Vermont property where historic character, modern luxury, and remarkable income-producing success come together. Set on 10 breathtaking acres, this fully restored 200-year-old farmhouse has established itself as a highly successful short-term rental, with both the main residence and detached “Buck Lodge” generating impressive rental income and creating an exceptional opportunity for buyers seeking a luxury retreat with proven revenue potential. Meticulously renovated during a 2-year restoration, the home beautifully preserves its historic soul while delivering today’s comforts. Hand-hewn beams, wide-plank floors, and timeless architectural details blend seamlessly with high-end finishes and modern systems. Three stunning primary suites—including one on the main level—complement a gourmet kitchen, inviting gathering spaces, and beautifully appointed interiors that feel both sophisticated and unmistakably Vermont. Outside, rolling meadows, mature trees, a peaceful babbling brook, and exceptional privacy create the quintessential Vermont setting. The detached Buck Lodge provides additional guest accommodations and, importantly, another valuable income stream—allowing the property to accommodate multiple rental opportunities while maintaining privacy and flexibility. A curated collection of rare antiques, artwork, and select pieces accumulated over generations will also convey, further enhancing the estate’s extraordinary character. Whether envisioned as a primary residence, private Vermont retreat, investment property, or combination of all three, The Greystone Estate offers something exceptionally rare: a historically significant luxury estate with a proven record of remarkable income production. An adjoining 10-acre parcel is also available, offering the opportunity to create a spectacular 20-acre legacy estate. This is more than a home—it’s a lifestyle, an investment, and a legacy.

234 East Rd Unit 1, Milton

68 Gilbert Rd, Woodbury
$345,000
3 Beds ⋅ 2 Baths ⋅ 5079021 MLS
Don't miss your opportunity to be the next owner of this well cared for home! Set on a spacious 1 +/- acre corner lot, this raised ranch offers comfort, functionality, and easy access to outdoor recreation. The attached two-car garage provides convenient direct entry into the lower level great room, making everyday living easy in all seasons. The main level features a bright and inviting living room with an electric fireplace, perfect for relaxing evenings in the cooler months and a wall air conditioning unit for the warm months. The eat-in kitchen offers plenty of space for casual dining and includes a door that opens to the back deck: ideal for enjoying morning coffee or summer grilling. This level also includes a full bath, a spacious primary bedroom with double closets, and a comfortable guest bedroom. Downstairs, the lower level provides a great room warmed by a cozy wood stove, creating a welcoming gathering space. You’ll also find an additional guest bedroom, a half bath, laundry, and utility room. Outside, the open acre offers plenty of room to garden, play, or simply enjoy the surroundings. A small stream runs behind the home, adding to the charm, and a storage shed provides extra space for tools and outdoor equipment. Located at the corner of two town-maintained gravel roads, the property offers a country setting while being just up the hill from VT Route 14 for an easy commute. With numerous nearby lakes and ponds to explore, this home is a great base for enjoying Vermont’s outdoor lifestyle.

68 Gilbert Rd, Woodbury

104 Upper Stonehouse Mountain, Orford
$2,950,000
4 Beds ⋅ 3 Baths ⋅ 5075572 MLS
Extraordinary 40-acre New England estate just 20 minutes from Dartmouth College, offering a rare combination of luxury living, recreation, privacy, and investment potential. The centerpiece is a beautifully maintained 4-bedroom main residence featuring a spectacular 1,200-square-foot outdoor patio with premium Lynx appliances, expansive entertaining space, and a fire pit for year-round enjoyment. The property also includes a helicopter hangar with an attached 1-bedroom apartment, perfect for guests, staff, or a private retreat, as well as a separate 2-bedroom cottage ideal as a rental property, guest house, or caretaker residence. Three private ponds enhance the estate's natural beauty, including one with its own sandy beach for swimming, kayaking, and summer relaxation. The grounds offer a true four-season lifestyle, with open fields, wooded areas, abundant wildlife, and exceptional privacy. In winter, snowmobile enthusiasts can ride directly from the property onto nearby trail networks, providing access to miles of groomed trails without trailering. During the warmer months, the estate becomes an outdoor paradise for entertaining, recreation, and family gatherings. A unique advantage of this property is the absence of zoning restrictions, creating exceptional flexibility for future use. Whether envisioned as a luxury family compound, an income-producing investment, a mixed residential-commercial property, or a development opportunity, the possibilities are extensive. The acreage may also offer subdivision potential for those seeking to create additional homesites or realize future value. Rarely does a property combine luxury amenities, aviation access, waterfront recreation, direct snowmobile trail access, and unmatched flexibility in such a desirable Upper Valley location.

104 Upper Stonehouse Mountain, Orford

484 Old Swanzey Rd, Chesterfield
$1,600,000
3 Beds ⋅ 2 Baths ⋅ 5069723 MLS
SHOOTING STAR FARM is a private, fully equipped horse facility on 57± acres of open turnout and protective woodland. Purpose-built for breeding and training, it offers turnkey infrastructure and serenity for serious equestrian pursuits without sacrificing the creature comforts of home. The 1984 chalet-style house is sited for pasture and pond views, with a sunlit chef’s kitchen overlooking the red barn’s activity. The main floor also includes an open, spacious living area w/access to a 3-season porch and deck, for warm-weather relaxation; 2 Bedrooms, and a full bath complete this level. Upstairs, find a restful primary BR with a luxurious custom bath. The walk-out lower level features 4 rooms, laundry, a wood stove, and a 2-car garage. The home's interior is being repainted now. For the horses, the c.2000 breeding barn has 12 stalls, wash stall, and a heated feed/lab/tack room, and a separate well. The centerpiece of the farm is a like-new facility with 14 stalls, indoor arena, a lovely galley kitchen, a ¾ bath with laundry, and a big office/meeting upstairs, both levels with mini splits for heat & AC. Additional amenities include a stunning granite patio w/firepit, large outdoor arena, multiple paddocks, hay storage, equipment lean-tos, and ample trailer/staff/guest parking. Off-farm riding includes miles of dirt roads and access to nearby 13,000-acre Pisgah State Park w/62 miles of trails. Shooting Star is more than a farm, t’s a lifestyle investment for those who value privacy, purpose, and the quiet satisfaction of working with horses in a setting that inspires. Just 15 mins. from Keene, NH for shopping, dining, and all services. Close to I-91, too.

484 Old Swanzey Rd, Chesterfield

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