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30 Pleasant St, Grafton
$289,000
2 Beds ⋅ 1 Baths ⋅ 5109859 MLS
Coming Soon! Showings begin at the Open House on Sunday, September 20, 2026, from 11:00 AM–1:00 PM. Sweet home in a prime Grafton Village location! Quaintly tucked just one block off Main Street, this property offers easy access to all that the village has to offer. Set on a level quarter-acre lot bordering the Grafton garden, the setting is both beautiful and easy to maintain. A detached one-car garage provides convenient parking and additional storage. Inside, the nicely sized living room features a large picture window overlooking the neighborhood, framed by mature trees. A bright dining room leads to the simple kitchen at the back of the home. The first floor also includes a bedroom and full bath with tile flooring, along with convenient first-floor laundry hookups. Upstairs, a second bedroom offers ample storage space. Wood floors run throughout most of the home, adding warmth and character. The full unfinished concrete basement provides good utility space, with easy access to the home's mechanicals. The house is livable as-is, while the price reflects the updates and improvements that may be desired to bring the home in line with today's finishes and lifestyle expectations. A charming village location, a manageable lot, and plenty of potential make this a wonderful opportunity.

30 Pleasant St, Grafton

145 Belmont Ave, Brattleboro
$289,000
3 Beds ⋅ 1 Baths ⋅ 5108845 MLS
Whether you are a first time home buyer or looking for an investment property, this is a home you will not want to miss. This property’s location, which abuts Brattleboro Memorial Hospital, offers the best of both worlds as it sits atop a quiet road within a half mile of grocery stores, schools, pharmacies and shopping. The home’s interior offers three bedrooms, a built in fireplace and hardwood floors. The basement features walk out access, a dedicated laundry space, ample dry storage with tons of potential to renovate into more living space. In the winter you’ll love the pull-in garage with a sheltered breezeway leading inside your home, never having been exposed to the elements. The back yard is fenced in with a gate opening to a wooded area on your land with a walking trail to the hospital. With a bone dry basement, on town septic and sewer, and a new standing seam metal roof installed by the previous owner, this home is ready to be moved into and enjoyed with peace of mind for years to come! Please come to our open house at this property on Saturday, September 12 from 10 am to 1 pm!

145 Belmont Ave, Brattleboro

110 Western Ave, Brattleboro
$289,000
4 Beds ⋅ 2 Baths ⋅ 5103506 MLS
This in town 4 bedroom, 2 bath home offers the perfect blend of comfort, convenience and versatility. Ideally located close to town amenities, this property provides easy access to shopping, dining, services, schools, parks and everyday essentials while offering a spacious place to call home. Inside you’ll find beautiful wood flooring, inviting living spaces and a layout that provides flexibility for both living and working. With four bedrooms there is plenty of space for family and overnight guests while the large open finished attic can be turned into a number of uses. Perhaps a studio, exercise room, meditation space, the uses are only limited by your imagination. The property is well suited for those looking to operate a home-based business, offering a prime location and functional space for work-from-home needs. Enjoy the outdoors on your deck or patio and if weather doesn’t cooperate, the enclosed porch is perfect for relaxing with morning coffee or an after dinner beverage. A one-car garage adds convenience while the minimal exterior maintenance allows more time to just enjoy a little down time relaxing. A rare combination of location, flexibility and affordability are just a few of the reasons to take a look at this property. Showings begin Sunday 8/9 with OPEN HOUSE 12pm-3pm.

110 Western Ave, Brattleboro

Old Road Nine, Wardsboro
$279,900
3 Beds ⋅ 1 Baths ⋅ 5111587 MLS
The cabin in the woods? Not really. More like the House in the woods. A very unique and extremely well-built timber frame cabin on nearly 90 acres of beautiful land in a remote and secluded location yet not too far out. This is one of those spots that will lower blood pressure merely by being there. The peacefulness of the sounds of nature with the sound of wind in the trees creates a very tranquil setting. The cabin was built with materials sourced from the land and features an open floor plan, exposed beams, fireplace, a cook stove, large south facing windows, maple floors and plenty of room. There is no sewer, electric or propane lights but there is a very well done dug well that provides water to the cabin and also has a wood fired hot water heater in place. This is a cabin built where it was for a purpose. That is to feel as though you step back in time when you are there and the owner/builder succeeded in doing just that. It is accessed by a foot trail that meanders through the woods and begins at an old log landing. The trail is marked with small square signs and orange survey tape. This could quite easily be improved to provide access by UTV or 4WD. Whether you are a hunter, seeking outdoor recreation, a naturalist or just want to get away from humanity and perhaps introduce your children to the natural world, this is an unbelievable opportunity. The land is comprised of rolling topography, a mix of northern hardwoods and hemlock/coniferous forests with standing timber and wildlife galore. Everything from a beaver pond/swamp to high hardwood ridges and everything in between. All this privacy yet you can hit route 100 to Mt Snow and Stratton resorts within 1.5 miles and both are only minutes away. Truly a one-of-a-kind property in a beautiful location. Accompanied showings are recommended. It is not easy to find and sections of the deck surrounding the house are in need of repair. Property is enrolled in VT Use Value Appraisal Program.

Old Road Nine, Wardsboro

1590 Us Route 5, Westminster
$275,000
3 Beds ⋅ 1 Baths ⋅ 5097178 MLS
Charming, renovated three bedroom, one bathroom farmhouse that blends classic character with thoughtful modern updates. Recent improvements include a new roof, new siding, and an updated bathroom, enhancing the home's comfort while preserving its timeless appeal. Upstairs, three inviting bedrooms offer comfortable living spaces while maintaining the home's classic farmhouse character. Enjoy the best of every season with both a bright sun porch and a beautiful covered front porch, ideal for morning coffee, relaxing evenings, or taking in the surrounding landscape. The generous yard provides plenty of space for gardening, outdoor entertaining, or simply enjoying the country setting, while the storage barn offers ample room for tools, equipment, or hobbies. Conveniently located with easy access to I-91, this property offers the perfect balance of country charm and accessibility.

1590 Us Route 5, Westminster

2903 State Forest Rd, Townshend
$269,400
1 Beds ⋅ 5100109 MLS
This is such a blank canvas for you to make your own. Taken down to the studs with a newer roof, windows, and siding, this home is ready for you to come in and make it your own. Seller has never lived here, so the Buyer will have to do their due diligence. Lot is currently 1.5 acres, but the boundary line will be adjusted prior to closing to make the lot around 5+/- acres including river frontage on the West River. The previous owner used to go rustic and lived here using a hand pump for the well and a generator for power. Electricity is at the neighbor's house and an easement is in place to bring power over. Just about 30min to Mount Snow or Stratton. The West River Valley is great for being outdoors in all seasons whether you want to hike, ski, garden, or just float in a tube down the river. This is a great spot for you to start making memories.

2903 State Forest Rd, Townshend

33 Forrest Ln, Newfane
$259,000
3 Beds ⋅ 1 Baths ⋅ 5109814 MLS
Tucked away off of Wardsboro Road on peaceful Forrest Lane, this 3-bedroom Gambrel home sits on a private and expansive 5.5-acre lot surrounded by nature. The ground-level entry opens to a versatile bonus room with a woodstove, previously used as a cozy family room. The front door opens to an entrance filled with natural light from oversized windows that bring the outdoors in. The main living space is located on the first floor and features an open-concept living and dining area with a soaring cathedral ceiling, large windows, and a beautiful central fireplace creating a warm and inviting atmosphere. The kitchen is compact yet efficient, while sliding doors off the dining area lead to the deck, perfect for outdoor dining, entertaining, or enjoying your morning coffee. The primary bedroom and full bath are also located on the main level. Stairs to the second floor lead to a balcony overlooking the living space and two additional bedrooms. Outside, a large open yard embraced by the surrounding woods provides exceptional privacy, tranquility, and room to enjoy the natural setting. This home offers a wonderful opportunity for its next owner to add their own personal touches and make it truly their own. Property is being sold "As Is" Open House on Saturday 9/19/2026 from 10am - 12pm.

33 Forrest Ln, Newfane

412 Western Ave, Brattleboro
$249,000
3 Beds ⋅ 3 Baths ⋅ 5094671 MLS
Motivated Seller, Make an offer! Move in ready and full of potential, this charming Brattleboro home is ready for its next chapter. The main level features a bright, open concept layout with a spacious kitchen and comfortable living area, creating an ideal space for everyday living and entertaining. Filled with natural light, the living room opens directly onto a private rear deck overlooking a manageable backyard perfect for relaxing, gardening, or outdoor gatherings. Upstairs, the bedrooms offer comfortable accommodations with the opportunity to add a full bathroom in the future, allowing the home to grow with your needs. The lower level includes a separate in law suite complete with its own private entrance and laundry area, offering flexibility for guests, multi generational living, a home office, or potential rental income. Conveniently located, the property is less than a block from the Vermont Country Deli and within walking distance of the Brattleboro Farmers' Market, Memorial Park, and recreation fields. Easy access to Interstate 91 makes commuting simple while keeping downtown Brattleboro's shops, restaurants, arts, and entertainment just minutes away. Whether you're searching for a primary residence, an investment property, or a home with income producing potential, this well priced property offers an excellent opportunity.

412 Western Ave, Brattleboro

92 Morningside Commons, Brattleboro
$245,000
2 Beds ⋅ 2 Baths ⋅ 5112140 MLS
Don't miss your chance to own this well-cared for , low-maintenance home. Move-in ready condominium located less than a mile to downtown Brattleboro. This home offers a bright, freshly painted kitchen and dining area. Beautiful Kraft Maid cabinetry with plenty of storage. 2 bedrooms, 1.5 baths and convenient second floor laundry. New double hung windows installed last year along with recent carpeting throughout. If you enjoy gardening, two perennial beds are awaiting your special touch. Relax on your private patio or enjoy the trails right in your backyard. Are you looking for lower maintenance? This condominium includes snow removal and landscaping as well as trash, recycling and compost removal; swimming pool, pickleball courts and a carport. Don't miss this opportunity!!

92 Morningside Commons, Brattleboro

116 Birge St Unit 3, Brattleboro
$239,000
1 Beds ⋅ 1 Baths ⋅ 5077121 MLS
Price Improvement! Welcome to Esteyville! Here, history, location, and distinctiveness excel. This rare, NYC loft-style condo on the 3rd and 4th floors was formerly home to Estey Organ, the world's largest pipe organ manufacturer, circa 1870. Listed in the National Registry of Historic Places, you will find original pine wide-plank floors, exposed post-and-beam construction, soaring ceilings, cool factory-style windows, slate siding, and 2,000 square feet of sunny living space. The second level has a bedroom and a full bath, and the third level has two spacious private rooms that have been used in the past as bedrooms or office space with a large common/recreation area in between. Beautiful double patio doors open to a private sun-filled deck for outdoor dining. Zoning allows for a multitude of uses. Whether it's a primary residence, an artist studio, or a second home, this is a must-see for those who appreciate in-town offerings with a vibe and the only condo-ized loft on the market. Centrally located you are a stones throw to our lively downtown, Co-op, Kikitta Ahki park, hospital and I91. Look for the building with the Estey clock and prepare to be enraptured.

116 Birge St Unit 3, Brattleboro

5 Oregon Falls Rd, Newfane
$236,000
3 Beds ⋅ 1 Baths ⋅ 5107571 MLS
Welcome to your serene escape nestled in nature’s embrace. This secluded riverside retreat offers stunning river frontage and panoramic views of the majestic Green Mountains, creating a peaceful sanctuary for relaxation and rejuvenation. Despite its tranquil setting, this home is conveniently located just 20 minutes from the vibrant slopes of Mt. Snow, perfect for winter sports enthusiasts. Additionally, you're just 2 miles from prime fishing spots, making it an ideal location for those who love outdoor adventures. Inside, enjoy the spaciousness of vaulted ceilings and an open concept design, enhancing the flow and natural light throughout the home. The property is equipped with brand-new appliances and a water heater, ensuring modern convenience and comfort. Not only does this home offer the perfect blend of seclusion and accessibility, but it also provides easy access to local attractions. Explore the charming town of Newfane with its historic architecture and quaint shops, or take a scenic drive to nearby Brattleboro for a taste of local art and culture. Whether you're unwinding by the river, hitting the slopes, or exploring the vibrant local community, this property is your gateway to the quintessential Vermont lifestyle.

5 Oregon Falls Rd, Newfane

16 Washington St, Brattleboro
$225,000
5024829 MLS
Major price reduction! This price reduction involves the seller staying on as a tenant for up to a year after closing. Ask for details! Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass windows, and glowing wood floors. First floor has a bedroom option and a full bathroom, there's a full bathroom on each floor! Plenty of room for everyone with three more bedrooms and a bathroom on the second floor. There is an additional room on the second floor with separate entrance that would make a great office, and the third floor offers an in-law potential with a one bedroom studio apartment. Property is being offered "as is".

16 Washington St, Brattleboro

16 Washington St, Brattleboro
$225,000
5 Beds ⋅ 3 Baths ⋅ 5024828 MLS
Major price reduction! This price reduction involves the seller staying on as a tenant for up to a year after closing. Ask for details! Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass windows, and glowing wood floors. First floor has a bedroom option and a full bathroom, there's a full bathroom on each floor! Plenty of room for everyone with three more bedrooms and a bathroom on the second floor. There is an additional room on the second floor with separate entrance that would make a great office, and the third floor offers an in-law potential with a one bedroom studio apartment. This property is offered "as is".

16 Washington St, Brattleboro

301 Rte 100, Unit 6, Dover
$215,000
2 Beds ⋅ 1 Baths ⋅ 5106265 MLS
Mount Snow Gem, Sweet, Affordable Ski Condo! Welcome to your Vermont getaway! This warm and inviting Mount Snow condo offers classic woodsy charm with tongue and groove walls, beamed ceilings, and the cozy character you’ve been looking for in a Vermont retreat. The open living and dining area features a woodstove, perfect for taking the chill off after a day on the slopes. A large slider opens to a spacious deck, creating an inviting spot for summer relaxation, morning coffee, or après-ski gatherings. The original kitchen adds to the condo’s vintage Vermont charm, while two bedrooms provide comfortable accommodations. The upper bedroom enjoys a beautiful view of Mount Snow, and the additional loft offers flexible space for guests. A convenient mudroom entry with ski storage makes coming and going easy, and an exterior wood-storage cubby keeps firewood close at hand. Lovingly and gently cared for by the same owners since 1985, this condo has been enjoyed and maintained as a special Vermont retreat. Snow & Clay is a small six-unit condominium community with paved parking and low association dues that include water, sewer, trash removal, and lawn care. No short-term rentals allowed per By-Laws. The location is hard to beat, just minutes to Mount Snow skiing, golf, dining, shopping, and groceries, with the MOOver bus route nearby. If you’ve been looking for an affordable Vermont vacation getaway with authentic character, a convenient location, and room for family or friends, this Mount Snow gem is ready to welcome you home.

301 Rte 100, Unit 6, Dover

23 Main St, Rockingham
$200,000
5101445 MLS
Start your winter project now! This amazing 3 story Victorian right in the middle of one of our sweetest villages, is begging for a return to glory. You can't beat the construction, the multilayered woodwork, amazing windows, original fireplace mantels and fronts! There is a lot to do here, but the end product will be breathtaking. Currently set up as 4 apartments, with a 3rd floor bonus, but is perfect for multigenerational living. Listed as 1 bedroom apartments, because there are walk thru bedrooms, this 25 room home has doors and hallways that connect and encourage the flow originally intended, but instead of servants maybe a nanny. Cash or construction loan. Please be qualified for a construction project before requesting a viewing.

23 Main St, Rockingham

1892 Us Rt 5, Dummerston
$199,900
2 Beds ⋅ 1 Baths ⋅ 5105255 MLS
Local history suggests this charming Dummerston bungalow may have begun its life as a one-room schoolhouse. Offering 1,017 square feet of living space, the home features two bedrooms, a full bath, a dedicated dining area, and a separate laundry room. Its warm wood details and practical single-level layout provide an inviting starting point for restoration and personalization. Outside, the property offers a spacious yard, detached two-car garage, storage shed, woodshed, and a Jamaica Cottage Shop screened pavilion—an appealing spot for relaxing or entertaining during Vermont’s warmer months. With character, useful outbuildings, and plenty of potential, this property is ready for its next chapter. Property is being sold as-is. The sale is an estate, and all information is provided to the best of the seller’s knowledge. Buyers and buyers’ agents should perform their own due diligence. The property may not qualify for FHA, VA, or other government-backed financing

1892 Us Rt 5, Dummerston

00 Lake Hill Rd, Whitingham
$165,000
5080077 MLS
Rare opportunity to own the “Spring Lot,” a beautiful 3.6-acre building site overlooking private Laurel Lake in Southern Vermont. This peaceful 17-acre lake is reserved exclusively for landowners—no motorboats allowed—perfect for kayaking, canoeing, fishing, and swimming, with the ability to add your own private dock. With preliminary soil testing & septic design showing positive results, utilities at the road, and a quiet public gravel road for access, the groundwork is in place for your future retreat. In the same family for over 100 years, this land is rich with history and offers the chance to create your own legacy. Enjoy the sounds of nature, brilliant skies, and stunning sunrises and sunsets over the water. The VAST snowmobile trail is about 1,500 feet down beautiful Lake Hill Road, providing direct access to endless winter adventures. A small private association ensures peace and privacy while allowing year-round recreation. Conveniently located just 20 minutes from Mount Snow, close to Wilmington, I-91, and Bradley Airport. For bigger adventures, nearby Harriman Reservoir offers motorboating and water skiing. Build your dream lake estate in the heart of Southern Vermont.

00 Lake Hill Rd, Whitingham

58 Scandia Village Rd, Wardsboro
$155,000
3 Beds ⋅ 2 Baths ⋅ 5098678 MLS
Tucked away on 1.20 acres in Wardsboro, this 3-bedroom, 1.5-bath home offers a peaceful Vermont setting with plenty of outdoor space to enjoy. The home features 1,130 finished square feet with a warm, cabin-like interior, wood accents, and an inviting open living area with a wood stove insert for added comfort. The kitchen flows nicely into the main living space, creating an easy layout for everyday living or a cozy getaway. Enjoy the screened porch, level yard space, pond, and surrounding wooded privacy. Additional features include a metal roof, shed, off-street parking, dug well, private septic, cable availability, and high-speed internet availability. Located in scenic Wardsboro, this property offers a quiet country feel while still being within reach of Southern Vermont recreation, including skiing, hiking, snowmobiling, lakes, and charming village amenities.

58 Scandia Village Rd, Wardsboro

81 Scandia Village Rd, Wardsboro
$150,000
2 Beds ⋅ 1 Baths ⋅ 5113182 MLS
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 location, you’re just 10 minutes from Mount Snow and under 20 minutes from Stratton Mountain, with easy access to skiing, snowboarding, hiking, biking, and year-round outdoor adventure. Enjoy the best of southern Vermont with shopping and dining nearby, while still having a peaceful setting to call home. Bring your vision, your tools, and a little love this chalet could become the mountain retreat you’ve been looking for!

81 Scandia Village Rd, Wardsboro

Happy Haven Rd, Wilmington
$115,000
5097175 MLS
Beautiful 5-Acre Vermont Lot with Mountain Views & Potential for Two Home Sites. Discover a rare opportunity to own a stunning 5-acre parcel in southern Vermont, ideally located on Route 100 just north of downtown Wilmington. This exceptional property offers the perfect setting for your dream home or the potential to build two. Preliminary soil testing supports the potential for two separate single-family home sites, each accommodating up to a 3-bedroom residence, making this an attractive opportunity for homeowners, family compounds, or investment. The property features a beautiful open meadow bathed in sunshine, gently rolling terrain, and breathtaking views of the surrounding mountains and the Deerfield River. As a corner lot with road frontage on two sides, it offers convenient access and excellent flexibility for future development. Utilities are readily available at the road, including: Electric, Fiber-optic internet and telephone service. The property is also served by the MOOver public bus route, providing added convenience. Just minutes from downtown Wilmington, you'll enjoy easy access to charming local shops, restaurants, schools, and year-round recreation. Nearby you'll find lakes, golf courses, hiking trails, and some of southern Vermont's premier ski resorts, making this an ideal location for both full-time living and seasonal getaways. Whether you're envisioning a private mountain retreat, a family compound, or two thoughtfully positioned homes, this remarkable property combines natural beauty, development potential, and an unbeatable location. Don't miss this rare opportunity to build in one of southern Vermont's most desirable destinations.

Happy Haven Rd, Wilmington

70 Williams Rd, Newfane
$100,000
1 Beds ⋅ 1 Baths ⋅ 5110922 MLS
Picture this! Stary nights...the moon smiling....in Vermont...surrounded by night voices...or....the first snowfall, gentle, huge flakes, sifting as you snowshoe down the private road with silence all around ....or wake to the world covered in ice crystals that tinkle as the sun comes up....summer firepits with marshmallows..... hop in the car, Friday and stay til Sunday.....if you can pry yourself away to go home. What a sweet find. This off grid camp was a life saver for it's owners during covid and they have made it a snug get away, not too far from every day needs, but nor too close. Tucked away on a private road with several other properties, surrounded by stone walls and forest, in it's own little glen, just minutes from the historic village of Newfane, minutes to skiing, boating and hiking. Check out the swimming holes on RT 30 and up the Rock River! Open concept, this cabin features a wood stove hook up and a bonus of a gas line for a little propane fire place instead. There is a propane kitchen range, propane fridge and hot water heater. Off the bedroom, there is a room for a bath with fixtures, waiting for the septic install. The out house is large and accommodating, there is a shed for storage and a "garage" attached to the cabin for storing the toys. At the price, this is worth a long look and deep consideration. And remember the stars and the moon will be yours...

70 Williams Rd, Newfane

206 Smith Rd, Jamaica
$89,900
4 Beds ⋅ 2 Baths ⋅ 5082980 MLS
Looking for a project? Featuring a drilled well, existing septic, electric, and driveway, you have a good start for a new build, renovation or a combination of the two. The cabin has been added onto many times, making room for a growing family. The land is mostly level, with some nice plantings and the house sits back a little distance from the neighbors. The well is being shared, electric is run from this property to the neighbor. There is some clean up on this property, but more around the neighborhood. Fix it up for a great ski crash pad, or do more and enjoy an affordable primary. This is an estate so no SPIR is available. The rooms beyond the staircase should not be walked on for safety. But, includes 2 bedrooms and a partially finished 3/4 bath. Power is not on, plumbing is not working.

206 Smith Rd, Jamaica

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