Stratton, VT Classified Ad Listings

215 Main St. IN THE HEART OF THE HAMLET that is South Londonderry, VT, sits this exquisitely charming 1820s home, where historic Vermont character meets thoughtful updates and remarkable future potential. From the moment you arrive, the curb appeal, spacious private lot, and classic architecture set the tone. Inside, freshly professionally refinished wood floors gleam alongside beautiful staine...

This West Wardsboro chalet is looking for someone to bring it back to life! Full of potential and ready for renovation, this property offers the perfect opportunity to create your own Vermont mountain getaway. The town lists the property as a three-bedroom, though it currently features one bedroom plus a loft, offering flexibility for future improvements. Set on a nice lot in a convenient locat...

655 Squirrel Hollow Rd. This contemporary residence by acclaimed architect Jeff Barnes offers a versatile floor plan with abundant living options, set on 23 private acres that balance tranquility with equal proximity to Manchester Center and Dorset Village. A quick trip to Bromley Mountain and Stratton, the home is set amidst professional landscaping with sweeping Green Mountain views. The main...

37 Stowe Hill Rd. OPEN HOUSE Saturday, October 10th 2pm-4pm. Welcome to Spruce Hill Farm, circa 1890, a beautifully restored farmhouse set on 47.7 picturesque acres just minutes from the charming village of Wilmington, Lake Raponda, Lake Whitingham, Mount Snow Ski Resort, and The Hermitage Club at Haystack. Lovingly renovated by its current owners since 1997, this exceptional property seamlessl...

99 Mirror Lake Xing. Old Mill on Haystack Mountain is a mountain residence designed for the next chapter of family life, set on 3.58 acres within the gates of The Hermitage Club with views of the Haystack trails. With over 6,000 square feet of finished living space, the home offers the scale and flexibility to comfortably accommodate children, grandchildren, friends, and extended family while s...

215 VT Route 30. Opportunities are Knocking! Welcome to an extraordinary 50+ acre estate parcel in Dorset, perfectly positioned along Route 30. This remarkable property offers the ultimate trifecta location, natural beauty, and limitless potential. Bordering a gentle brook and featuring a mix of rolling meadows and scenic mountain logging trails, this raw, untouched farmland is a rare find in o...

193 Finley Dr. Set on 3.11 peaceful acres with mountain views and a wonderful sense of privacy, 193 Finley Drive offers the rare combination of one-floor living, generous finished space, and excellent garage capacity in a convenient Bennington location. This 2-bed/3-bath home features a thoughtful main-level layout, with each bedroom offering direct access to a 3/4 bathroom. The primary bath al...

971 S Stream Rd. Have you been searching for the Vermont farmhouse that truly feels like home? The one with the land, the barns, the mountain views, the wraparound driveway, the screened in porch, and the beautiful front porch where you can sit and enjoy quiet mornings and peaceful evenings? This is that home. Situated on over 17 acres, this property offers not one but two barns, established fe...

511 Shearer Hill Rd. A rare opportunity to own 95+ acres in the heart of Southern Vermont with a beautiful post and beam homestead and easy access to the country village of Wilmington and Mount Snow ski resort. This property sits easily accessible off a town road just outside the town of Wilmington. The acreage is mainly in Wilmington but crosses the Whitingham border, and affords a pastoral se...

Recent Arrival! 2024 Chevrolet Silverado 1500 LT Odometer is 2362 miles below market average! 8-Speed Automatic, 4WD, Jet Black Cloth. Fina Auto Mall is proud to present you with another True Market Priced Pre-Owned Vehicle. This 2024 Chevrolet Silverado 1500 LT is loaded with the following Factory Options: 8-Speed Automatic, 4WD, and Jet Black Cloth Convenience Package (10-Way Power Driver Sea...

1886 Winhall Hollow Rd. Great New Price, Great VALUE, Great Location, New Roof, New Septic, recent exterior painting! This turn key residence is ideally located between three ski areas and near schools and shopping. Gourmet kitchen, wood floors, upscale baths and a huge 3 car garage/ barn with finished office space. Tucked amidst the forest with views of Magic Mountain's ridge line, whether you...

1166 Route 100. Multi-Family Home for sale in Weston, VT for $750,000. This 5,461 square foot home was built in 2006 on a lot size of 2.6.. Over 5,000 sq. ft. of finished living space across two distinct living levels offers exceptional versatility in Weston. Each level has its own drive, front and rear exterior entrances, primary ensuite, laundry, full kitchen, dining and living areas, plus ad...

74 Moses Pond Rd. Discover classic Vermont living at 74 Moses Pond Road in Weston, set on 11.4 beautiful acres along a quintessential Vermont country road. This warm and inviting three-bedroom home offers a wonderful combination of privacy, character, and convenience in one of southern Vermont's most desirable locations. The property features an oversized barn/garage, providing exceptional spac...

49 West Rd. Lovely renovated chalet at the bottom of the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. This lovely private parcel sits in the easily accessible lower section with nice seclusion and views out the rear, affording nice privacy yet with all the conveniences of community living. The interior boasts an open concept living space with natural ...

157 Newfane Hill Rd. Welcome to a home with a story. Originally the 1787 residence of local blacksmith Marshall Newton, this property has been a cherished family retreat for the last fifty years. One of only two original settlements on Newfane Hill that are still there. It's a place with "old world" charm-like centuries-old wall paneling -but also a new 2025 standing-seam roof and extensive ins...

Water St. A rare opportunity to own over 91 private acres just a short walk from the charming Village of Jamaica. Tucked away off a private right-of-way, this remarkable parcel offers the perfect balance of peaceful seclusion and convenient access to local shops, dining, and community events. The property features a beautiful mix of mature forest, gently rolling terrain, and serene natural surr...

2036 VT Route 30. A cozy base for days spent enjoying Vermont country life warmed by a cozy wood stove and enjoying countless meals prepared together in the upgraded cherry and tile kitchen. Property has direct access to the West River. a nice deck to sit on in the back and a nice sitting platform overlooking river. Two bedroom one bath mobile home. Six months occupancy per year. New tenants mu...

113 Main St. Charming downtown family home with modern upgrades and timeless appeal. This beautifully updated 3-bedroom home is perfectly situated on a corner lot in the heart of downtown. Thoughtfully designed for both comfort and convenience, the home features a recently added first-floor primary bedroom and a new mudroom entry. Step inside to find gleaming newly upgraded flooring, a warm and...

336 Kirby Hollow Rd. Set in a premier Dorset country setting with sweeping 360-degree views of rolling pastures, mountains, and neighboring farmland, this charming single-level ranch offers a rare opportunity to enjoy the beauty and tranquility of Southern Vermont. The home offers over 1,568 square feet of comfortable living space, including an open-concept kitchen, dining, and living area, an ...

72 Depot St. Step into classic New England charm with this cozy 1900 Cape, available for seasonal rental from mid-November to mid-April. Nestled in a peaceful setting, you are just a short stroll from the heart of picturesque Jamaica Village and a quick 15-minute drive to Stratton Mountain, 23 minutes to Mount Snow and 38 minutes to Okemo. Featuring 3 bedrooms and 2 baths, this home is the rela...