Proctorsville Classified Ad Listings

81 Main St. Step into a piece of Chester's history with this sprawling Folk Victorian offering over 3,800 square feet of living space, five bedrooms, and four bathrooms. Rich in character and architectural detail, this home offers the space and flexibility to accommodate a variety of lifestyles. Inside, you'll find generously sized rooms throughout, including a spacious living room anchored by ...

281 Okemo Trailside Ext Unit 30C. Rare private location overlooking a lovely mountain stream and just steps from the Sachem ski trail. Four bedroom townhome on sunny south end of the building offers an open floor plan centered by a wood burning fireplace and accented by a wrap around deck. Kitchen includes updated flooring and appliances. Separate dining room adjoins a spacious living room with...

6 Town Farm Rd. Kick off your ski boots and cozy up by the oversized stone fireplace; 6 Town Farm Road is the kind of place that invites you to stay awhile. Currently enjoyed as a beloved vacation home and Airbnb, this quintessential Vermont property is ready for whatever comes next. This property feels private while the best of Vermont is still within easy reach. Crown Point Country Club is tw...

107 Blueberry Ledge Rdg Unit L45. Seasonal Rental, $23,900 mid November '26 to mid April '27, plus $4k utility and $4k security deposit. Perched at 1,600 feet elevation between Okemo and Killington, this beautifully furnished 3-bedroom, 2-bath condo at Hawk Resort offers the perfect mountain escape--complete with everything you need to move right in. Step into an open-concept living and dining ...

3507 Claremont Rd. Exceptional investment opportunity with two strong income streams and development potential! This well-maintained property features 23 residential apartments and 78 storage units across 14 acres in a convenient yet peaceful setting. The residential component includes 1 studio, 20 one-bedroom units, and 2 two-bedroom units, offering a strong mix of rental options that attract ...

115 Eastman Rd. Sorgenfrei, German for "carefree" captures the spirit of this remarkable 68 acre property in one of South Woodstock's most desirable locations: a place where life slows and the beauty of the Vermont countryside takes center stage. At the end of a quiet road, the property combines sweeping mountain views, and exceptional privacy with a thoughtfully designed hand-crafted, timber f...

4 Cutler Rd. 26.6+/- acres in Sullivan offering a rare opportunity to build a home surrounded by fields, mature hardwoods, and over 3,300 feet of frontage along Blood's Brook. Located just 11 minutes from I-89, approximately 20 minutes south of Dartmouth College, and near the Lebanon Municipal Airport, this property combines the feel of a country estate with convenient access to the Upper Valle...

34 Ridgeview Rd Unit W1. Winterplace at Okemo Mountain. Experience the best of slopeside living at Winterplace! This spectacular four-bedroom, four-bath townhouse offers an exceptional floor plan, spacious living areas, beautiful mountain views, and convenient ski-on/ski-off access just steps from the trail. Enter through the welcoming mudroom with a convenient half bath and continue into the b...

Lot 3 VT Route 103 # 3. Lots and Land for sale in Chester, VT for $105,000. The lot size is 3.28.. As a neighbor, I can vouch for this location... Discover the perfect setting for your Vermont dream home on this beautiful 3+ acre parcel located along Route 103 in Chester. For 23 years I have driven by this lot on my way to Okemo... No traffic just a zen like 15 minute drive along the Williams R...

350 Bixby Rd. Set on just under 12 private acres with generous views of Okemo Mountain, this charming chalet captures the warmth and character of a classic Vermont ski home, all just minutes from Okemo and Ludlow Village. Soaring ceilings, natural wood details, and expansive windows frame the mountain setting, while the open floor plan provides an inviting space for gathering and entertaining. ...

119 Merrill St. GOOD NEWS! A newly renovated, affordable, well maintained home for a reasonable price! Ask your agent for the list of improvements. It is expected that this home will EASILY MEET GOV'T LOAN FINANCING. This attractive home has easy access to downtown, shopping, parks, ski slopes, mountain hiking, river walks, interstate, and quiet living. The pleasantly comfortable yard offers re...

194 Bartley Road. Single Family Home for sale in Reading, VT for $275,000 with 3 bedrooms and 1 full bath. This 1,136 square foot home was built in 1985 on a lot size of 9.73.. Sale to settle estate-Across the bridge over Darby Brook awaits an affordable home on 9.73 acres. Eat-in kitchen with butcher block counters, laundry, full bathroom and living room with woodstove on the first floor, a bo...

412 Skyland Ln. Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mo...

149 Old County Rd. 11.6 Acres of Privacy and Natural Beauty. Discover the possibilities on this expansive 11.6-acre parcel, offering a peaceful, private setting surrounded by nature. Set high above the surrounding landscape and accessed by a quiet country road, this property provides an ideal opportunity to create your own retreat while still enjoying convenient access to everyday amenities. Wi...

39 Cram Hill Rd. Private 73 acre lot off Cram Hill Road, a privately maintained Class VI road. The lot has recently been cleared. Multiple locations exist for a lovely house site. Clear more trees to open up the view, or enjoy the open land with beautiful stone walls and natural rock features. This lot abuts 100 acres of protected land owned by the Town of Plainfield. A building permit may be i...

Lot 4 VT Route 103 # 4. Lots and Land for sale in Chester, VT for $105,000. The lot size is 3.35.. As a neighbor, I can vouch for this location... Discover the perfect setting for your Vermont dream home on this beautiful 3+ acre parcel located along Route 103 in Chester. For 23 years I have driven by this lot on my way to Okemo... No traffic just a zen like 15 minute drive along the Williams R...

2114 VT Route 12. Set back and up from the road, this 3 bedroom home sits on roughly 6 acres in an ideal location half way between Woodstock and Barnard. It is also available with approximately 37 additional acres. The property includes a recently constructed guest house with one bedroom, 3/4 bath, kitchen/living room and a loft sleeping area. It is perfect for guests/extended family and also h...

Woods Rd W Lot 33. Can't find the right house, nor the right location? This coveted Farm Ridge Lot could solve all your problems. This 12.9 acre lot has various terrain and private wooded views. This lot is on a quiet cul-de-sac named Woods Road West. You can decide how much land to clear - it's begging to have the land opened up to reveal the stunning views that neighboring houses enjoy. The l...

5798 South Rd. Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the valley with approx 32 acres. This stunning extended antique post and beam cape is complete with a large traditional 4 story barn with 6 horse stables and equipment sheds offers everything one could wish for in a country property. The grounds include gracious old ma...

264 Elm Hl. No words describe this property better than peaceful, rural, convenient and historic. Throughout its long life, the top of Elm Hill exudes country. The rugged stone walls, lower barn, tool shed and upper barn reveal an agricultural past. The upper barn has been converted to a 2-car garage and workshop, complete with a half-ton hoist. The upstairs hayloft (attic type storage) is easi...