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1107 Broad Brook Rd, Guilford
$165,000
3 Beds ⋅ 3 Baths ⋅ 5110251 MLS
An exceptionally rare and enchanting waterside setting along Broad Brook. Hugged by the gentle curve of the water with direct frontage and stream access, this property offers a front-row seat to cascading waterfalls and the soothing soundtrack of rushing rapids right outside your door. It is the kind of storybook Vermont setting that simply cannot be replicated.The existing multi-level residence (2,376 sq. ft.) is in need of a full, top-to-bottom renovation, presenting a true blank canvas for an inspired builder, artisan, or visionary ready to bring a custom retreat to life. The structural footprint is packed with eclectic architectural soul, featuring sculpted organic archways, exposed timber framing, rich wood floors, a dramatic lofted staircase, and extensive glass designed to look straight onto the water. A walk-out deck sits suspended over the natural stone-lined bank, offering an unrivaled vantage point over the falls. While the building requires complete rehabilitation, essential site utilities are already established: the on-site septic system is intact, a private well exists on the parcel, and electric service is connected.Whether you reimagine the interior as an architectural riverside showpiece, an artist retreat, or a peaceful brookside sanctuary, the setting and site infrastructure provide an irreplaceable foundation. Bring your tools, your vision, and your contractor to unlock the magic of this truly singular Guilford property.

1107 Broad Brook Rd, Guilford
256 Trail Rd, Westminster
$400,000
3 Beds ⋅ 2 Baths ⋅ 5110216 MLS
Welcome to your private Vermont retreat! Nestled on 2.5 pristine acres, this unique home perfectly blends quiet country living with exceptional functional versatility. As you pull up the scenic drive, you will immediately notice the beautiful, established orchard featuring multiple fruiting apple, pear, and peach trees dotting the expansive lawn. The main residence welcomes you with a classic Vermont aesthetic, boasting a spacious layout with bright living areas and a wonderful indoor-outdoor flow designed to capture the serene surrounding forest views. Peace of mind is built-in with a recently serviced generator to keep you powered through any Vermont weather. The partially-finished basement includes two air-conditioned growing rooms, providing an ideal setup for year-round agricultural hobbies, specialty indoor gardening, or climate-controlled storage. Stepping outside, the property features multiple covered storage areas, a chicken coop adjacent to the house, and a large detached barn-style garage. This impressive outbuilding provides ample space for vehicles, equipment, a workshop, or toys on the main level. Upstairs, a finished bonus room serves as a private office, offering the ultimate quiet work-from-home sanctuary, art studio, or guest space completely separated from the main house. To make maintenance effortless, the property conveys with a zero-turn lawn mower and a snow blower. Whether you are looking to homestead, cultivate your own produce, work from home seamlessly, or simply enjoy the peace and privacy of southern Vermont, this property delivers endless possibilities. Conveniently located with easy access to Putney Village and I-91 while maintaining rural tranquility.

256 Trail Rd, Westminster
135 Winterbell Dr, Dummerston
$399,000
3 Beds ⋅ 3 Baths ⋅ 5110187 MLS
Set on 2.01 private Dummerston acres, this home pairs open-concept living with big mountain views, clean solar power, and room to grow. The main floor centers around everyday ease. A bright kitchen, dining, and living room anchored by hardwood floors and exposed beams looks straight out toward the surrounding hills. Off the main area, the primary bedroom serves as a true first-floor retreat, complete with an oversized walk-in closet and en-suite laundry right where it makes sense. A covered back porch expands the footprint outdoors, giving you a quiet, sheltered spot to take in the scenery. Flexibility is built in across both levels. Upstairs features two bedrooms, a full bath, and an open loft alongside a dedicated office nook, a great for remote work, creative projects, or guest overflow. If you need more square footage, the full basement offers a clean, unfinished footprint ready to become a workshop, rec room, or additional living area. Outside, the property stays quiet and private while keeping utility overhead low thanks to the active solar power system. A poured concrete pad is already set for a future garage or workshop build, leaving you with open acreage, privacy, and panoramic views you won't outgrow! See it today!

135 Winterbell Dr, Dummerston
33 Carinthia Dr, Dover
$899,000
4 Beds ⋅ 5 Baths ⋅ 5110181 MLS
LOCATION, LOCATION, LOCATION!! 3000+ Sq ft, 4 beds plus den, 4.5 baths, 3 fireplaces, and an attached garage all in the Carinthia base area of Mount Snow Ski Resort!! This 4-bedroom, 4.5-bath home offers a versatile layout with multiple en-suite bedrooms, 3 wood-burning fireplaces, and a sauna, just steps from the slopes. The main level showcases a spacious sunken living room with cathedral ceilings and a soaring brick fireplace, two en-suite bedrooms one with a fireplace, soaking tub, double vanity, and private balcony. An updated kitchen with granite, gas cooktop, stainless appliances, wine fridge, and wood floors connects to a dining area with built-in buffet/desk open to the sunken living below and an informal den/family room off the kitchen. The lower level features two large bedrooms, including anen-suite with fireplace, soaking tub, shower, and private deck, plus a bunk room and ¾ bath with sauna. Additional highlights include a heated mudroom with built-ins,direct entry oversized one-car garage with ski storage, newly paved driveway, and landscaped setting. What truly sets this property apart is its location. The newly renovated Carinthia Base Lodge, lifts, food, beverage, and trails are so close, some might consider them in your back yard making this one of the most sought-after addresses on the mountain. Pull your car into your attached garage when you arrive and leave it there until its time to go home. Hike, bike, shuttle or ski your way around the resort area and amenities. Well-maintained with neutral finishes, this property is ready for your enjoyment right now and offers that rare location lifestyle potential in one of Mount Snow’s most desirable ski-area neighborhoods.

33 Carinthia Dr, Dover
19 Blakeslee St, Brattleboro
$379,000
4 Beds ⋅ 2 Baths ⋅ 5109984 MLS
Welcome to this classic in-town gem, where timeless architectural character meets thoughtful updates and beautifully cultivated outdoor spaces. Offering approximately 1,700 square feet, 3–4 bedrooms, and 2 full baths, this special home is filled with original details, including hardwood floors, handsome built-ins, & lovely wainscoting. Light-filled rooms paired with warm natural wood create an inviting atmosphere with personality at every turn. The first floor offers an easy, comfortable flow with a spacious kitchen overlooking the gardens, a convenient walk-in pantry, laundry room, & access to the private back porch. The dining room is beautifully illuminated by bay style windows, while the living room enjoys views toward the front porch & features a propane stove for cozy evenings. A first-floor bedroom & full bath provide an excellent option for one-level living. Upstairs, three additional bedrooms, a renovated full bath, & a separate office space provide flexibility for family, guests, or working from home. Both bathrooms have been thoughtfully renovated with a fresh, sleek aesthetic. The third-floor attic offers abundant storage & exciting potential for future finished space. With two separate entrances/exits & two sets of stairs, the home also presents intriguing possibilities for other flexible living arrangement. The gardens are truly exceptional. The current owner has spent years lovingly cultivating a lush, private landscape filled with mature greenery & vibrant seasonal blooms. The result is a peaceful backyard oasis—beautiful, inviting, & wonderfully secluded. Ideally situated in a quiet, friendly in-town neighborhood close to the heart of downtown, this distinctive property offers an uncommon combination of character, flexibility, & outdoor beauty. Whether you're looking for the ease of first-floor living, room for a growing household, work-from-home space, or a home with soul & history, this property may be perfect for you.

19 Blakeslee St, Brattleboro
12 River Front Dr, Rockingham
$225,000
2 Beds ⋅ 1 Baths ⋅ 5109971 MLS
Enjoy breathtaking views of the Connecticut River and the New Hampshire mountain range from this well-maintained 2-bedroom, 1-bath home situated on a scenic 0.60-acre lot. Relax with your morning coffee on the front porch overlooking the river or unwind on the second porch while taking in the peaceful surroundings. Inside, you'll find a bright and inviting home featuring two energy-efficient mini-split systems for year-round comfort. The primary bedroom offers beautiful skylights that fill the space with natural light, creating a warm and inviting retreat. Pride of ownership is evident throughout, making this home move-in ready.Whether you're looking for a year-round residence, a weekend getaway, or a place to simply enjoy the beauty of waterfront living, this property offers a rare opportunity to own a home with spectacular river and mountain views in a serene setting. Conveniently located with easy access to local amenities while offering the privacy and tranquility you've been searching for. Improvements: New 50 gallon electric hot water heater 08/21/2026. New 100 amp 30 breaker electrical panel 09/04/2026. New indoor drainage piping throughout the basement for the septic system. New 750 gallon septic tank and leach field system 08/21/2026.

12 River Front Dr, Rockingham
672 Huckle Hill Rd, Vernon
$310,000
2 Beds ⋅ 1 Baths ⋅ 5109882 MLS
This sweet, well-built home is full of character and curb appeal and has been lovingly maintained and thoughtfully updated over the years, blending classic Vermont charm with modern-day convenience. A standing-seam metal roof and updated electrical panel are among the improvements that offer added peace of mind. Outside is a fabulous two-story deck with low-maintenance Trex decking provides plenty of space to relax or entertain, with a poured concrete pad and hookups ready for a hot tub. An RV pad with electrical access and an attached barn is ideal for a workshop, hobbies, or additional storage add even more versatility. Inside, you’ll appreciate the ease of single-level living. The once third bedroom has been converted to a convenient first floor laundry room. The updated kitchen features a spacious center island, perfect for cooking, entertaining, and gathering. Upstairs, the second floor is currently unheated and has not been recently used but offers exciting potential for future expansion or additional living space. The lovely, sun-filled yard offers plenty of room for gardening, outdoor dining, play, or simply enjoying the Vermont seasons. Conveniently located near the town recreation center, you’ll have easy access to a pool, tennis and basketball court, driving range, ball field, disc golf, and more. Nearby trails offer additional opportunities to enjoy the outdoors, while the home's location between Brattleboro, VT, and Greenfield, MA, makes it a convenient choice for commuters in either direction.

672 Huckle Hill Rd, Vernon
172 Franklin Rd, Vernon
$495,000
4 Beds ⋅ 3 Baths ⋅ 5109879 MLS
Almost new! This amazing transformation has brought this 80's home to a new and exciting level! This home is a traditional tri-level with an open concept kitchen and dining room with room enough for a cozy sitting area or a huge center island, The 28x30 foot living room is just steps away, anchored by a wood stove, sporting a sweet 1/2 bath and access to the new back deck. One bedroom and bath are on the main level for easy access, but can double as a den...playroom or office. The 3 upper level bedrooms are light and bright and share a brand new bath with a lovely walk in shower. Lighted pillars and a very cool fountain greet you as you drive in. The garage can hold 4 cars comfortably, with a high ceiling and deep enough so your lawn mower and other tools have a home..... or do repairs and have a workshop in the back. This shiny new fix is something you will want to see. Start with the big items that will carry you thru for years....newly rebuilt septic system, warrantied roof, new kitchen and appliances, beautiful new baths and so much more! There is so much to love in the finishes and livability of this home, it is a must for your bucket list. Please be sure to check out the very long list of improvements in the document section, as they are too numerous to talk about here!

172 Franklin Rd, Vernon
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
48 High Top Rd Unit B130, Wilmington
$695,000
3 Beds ⋅ 2 Baths ⋅ 5109817 MLS
This is IT! Section B double Lot at the end of the Road! Renovated inside and out. expanded chalet style home features 3 bedrooms and two baths, a primary suite with a private covered porch with dedicated gas firepit and a bonus room awaiting your vision, landscaped grounds, woodstove-heated attached double garage with automatic doors, front deck with pergola, 2 year-old maintenance-free exterior with solar lighting and a dedicated gas line for the grill on the rear deck, custom stonework, skylights with sensors for rain that close automatically, kitchen redone 7 years ago with custom woodwork and granite countertops, roof is 4 years old, Renai tankless hot water heater, hardwood flooring installed 6 years ago, propane fireplace in the living room addition and a wood stove by the kitchen sitting area, electric baseboard, makes 3 heat sources, and includes some furnishings. Enjoy all the amenities the Chimney Hill Resort offers including year-round swimming, indoor and seasonal outdoor heated pools, new community sized hot tub, arcade, fitness room, playroom, lounge, kitchen, community room, grills, and playground at the members-only clubhouse, plus tennis, seasonal ice skating and pickleball, basketball, extensive trails, fishing pond and more!

48 High Top Rd Unit B130, Wilmington
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
68 Antler Loop, Dover
$485,000
3 Beds ⋅ 2 Baths ⋅ 5109807 MLS
68 Antler Loop just a short drive from Mount Snow, this well-maintained 3-bedroom, 2-bath home offers a comfortable layout with plenty of space for year-round or second-home living. The main living area features hardwood floors, a stone gas fireplace and an easy flow between the living and dining spaces. The kitchen offers generous cabinetry, granite countertops and stainless steel appliances. A spacious deck off the living area extends the living space outdoors and provides a great spot to relax during the warmer months. The home includes a primary bedroom with ample space, a finished lower level ideal for a family room, game room, fitness area or additional gathering space, and a convenient two-car attached garage. Set on a wooded lot with a level lawn and close to skiing, dining and all that the Deerfield Valley has to offer, 68 Antler Loop is a comfortable Vermont retreat with room for family and friends in every season.

68 Antler Loop, Dover
41 Organ St, Brattleboro
$270,000
2 Beds ⋅ 1 Baths ⋅ 5109722 MLS
A Home Filled With Possibilities! For the first time in 43 years, this charming and comfortable Organ Street home is ready to welcome its next owner. Offering a spacious, open-concept layout and the possibility of first-floor living, this home is both functional and full of potential. The main level features a generous kitchen that flows naturally into the spacious living and dining area, creating an inviting space for everyday living and entertaining. A full bathroom with both a bathtub and walk-in stall shower, along with a first-floor washer and dryer, adds to the ease and convenience of single-level living. A versatile first-floor den could serve as a bedroom, home office, or additional living space. Upstairs, you'll find a partially finished area with a two-bedroom layout already in place, offering the opportunity to finish the space and make it your own. Whether you envision additional bedrooms, a home office, hobby space, or a combination of uses, there is room to bring your ideas to life. Step outside to enjoy the spacious, fenced-in yard perfect for gardening, entertaining, relaxing, or giving pets room to roam. Whether you're looking for comfortable one-level living or a home with room to grow, this Organ Street property offers a wonderful combination of charm, space, and opportunity. After 43 years, this beloved home is ready for its next chapter. Come see the possibilities for yourself!

41 Organ St, Brattleboro
1877 Fort Bridgman Rd, Vernon
$425,000
5 Beds ⋅ 2 Baths ⋅ 5109700 MLS
Neat as pin, inside, outside, upside down...rarely will you find a home as meticulous as this including basement, grounds and garages. Sunrise to sunset, watch the drama unfold as the skies turn to gold and velvet and you catch the summer breeze on the decks or listen to the rain as you cozy in on the covered farmer's porch. One level living at it's best with a first floor bedroom and bath but plenty of room for the rest of the gang upstairs so no shortage of beds for visiting friends or tuck the little ones up, each having their own room. The mostly open living is a bonus for light and air with sliders in just the right places. Cook up a storm in or grill out...plenty of room for both...the space is begging for holiday gatherings. Do you have a parent who needs watching over, an x generation child who has not left the nest, a need for a bit of rental income or a business like a day care (check with the town to make sure these are allowed) because if you do....just behind the house...just close enough...but not too close...is an amazing open concept one level apartment just ready for what you need! Any hobby car or antique truck would feel at home in the clean, dry 3 bay garage! Set up your workshop, park the snow blower or ..maybe...use them as a garage! Whatever your needs, this one can fit! Come try it out and see for yourself! Current tenant pays $2000/per month. 48 hour notice for tenant. House can be shown by appointment.

1877 Fort Bridgman Rd, Vernon
7 Yodeling Ln, Dover
$839,000
4 Beds ⋅ 5 Baths ⋅ 5109666 MLS
Beautiful 2008 log home nestled at the base of the Mount Snow ski resort, just down from Carinthia. This spectacular build has all the privacy and size you'd want in a private home, with all the convenience of being near the mountain. The home features a large open concept floor plan with vaulted kitchen and dining room areas, kitchen with island and stainless appliances, an expansive great room with gas fireplace and stone hearth, custom bar area, main floor guest bath and laundry, main floor bedroom with en suite bath, a large upstairs primary suite, 2 upstairs guest bedrooms and full bath, and sleeping loft. There are dual entry mudrooms from the covered porch and 2 car garage, and the finished walkout lower level has a spacious game room, family, room, full bath, and overflow sleeping. Radiant heat means comfortable temps no matter the weather. Entertain on either the front covered porch or rear deck. Less obvious features include a new boiler in 2025, new roof in 2025, nearby shuttle and snowmobile access, half the lot across the street for privacy and expansion potential, as well as public sewer for peace of mind. This is a tremendous location, style, and space for anyone who appreciates the rustic and efficient true Vermont log home style.

7 Yodeling Ln, Dover
9 Greer Ct, Wilmington
$575,000
3 Beds ⋅ 3 Baths ⋅ 5109551 MLS
Charming 2007 home with recent renovations nestled in the Chimney Hill community just a short drive from the Mount Snow ski resort, country village of Wilmington, and nearby lakes and amenities. This home sits on a private dead end parcel and has unique privacy and curb appeal. Inside you are treated to a large vaulted great room with expansive windows, exposed natural wood ceilings, and great natural light as well as complimentary up lighting, a highly efficient pellet burning stove, an open concept living area with spacious dining area and upscale kitchen with granite counters, stainless appliances, and kitchen island, a large main floor primary bedroom suite with soaking tub, an additional guest bedroom and full guest bath on the main floor, large loft den with sofa and tv, overlooking the great room, as well as second primary suite with full bath. Additionally, there is a huge unfinished walkout basement that would afford tremendous expansion potential where you could add additional living and overflow sleeping space. This is complimented by the amazing Chimney Hill amenities including club house with indoor and outdoor pools, hot tub, gym, locker rooms, game room, theater, playground, basketball and tennis courts, winter ice skating, and on site management company offering additional a la carte services for downtime, not upkeep.

9 Greer Ct, Wilmington
30 Back St, Newfane
$329,000
3 Beds ⋅ 3 Baths ⋅ 5109497 MLS
Tucked away on Back Street yet close to Newfane Village, this expanded 1790 Cape offers 3 beds, 3 baths, more than 2,300 square feet of living space, 2 acres adjoining Smith Brook! Main living areas are bright, open, airy, beautiful wood floors, ample windows, spacious great room incorporating living and dining areas opening to additional seating space, a bar area, breakfast room, and country farmhouse kitchen. Built-ins, farmhouse sink, butcherblock center island, plenty of cabinet and counter space give the kitchen both character and function, while a wall of windows across the back overlooks the brook and woods beyond. A bedroom, bath and laundry are also located on the main floor. Upstairs, in classic Cape style, two dormered bedrooms sit on either side of a beautifully finished country bath, claw-foot tub, dual pedestal sinks, windows looking out toward the brook. Extensive built-ins throughout the bedrooms and hallway add charm, storage, and some of the details that make this home particularly special.Believed to have been the original carriage house, another section of the home has been transformed into a wonderfully rustic gathering room with its own entrance, vaulted ceiling, exposed beams, wood stove, and another bath with a claw-foot tub. Above, a generous loft, additional bonus space for more flexibility for guests, hobbies, work. Outside, mature perennial gardens, fruit trees, stonework, patio, screen porch, deck over the river, and stone walls surround an open lawn, with Smith Brook meandering along the back of the property. Substantial detached 880-square-foot studio/workshop building offers another layer of possibilities with the drive-in lower level. Close to Newfane Village for dinner, shop the local garden store and farmstand or pick up lunch. Head to the Rock River to its famed swimming holes, take a 20 minute drive to find your first of many area ski mountains. This is a property with a lot to discover on and off it!

30 Back St, Newfane
38 Depot Rd, Townshend
$289,000
2 Beds ⋅ 2 Baths ⋅ 5109429 MLS
Nice two bedroom home within walking distance to the center of Townshend, Grace Cottage Hospital, and Leland and Gray Schools This house sits on a quiet dead end street just off route 30 which provides easy access to Brattleboro and Route 91. The main living area upstairs has a kitchen, a living room which leads out to an oversized deck, two bedrooms and a full bath. The lower level includes a garage, large bonus room with woodstove, and full bath. The well kept yard has mature fruit trees and a shed to store all your tools. If you are looking for an town house close to skiing, this is the one for you.

38 Depot Rd, Townshend
137 Newton Hills Rd, Vernon
$385,000
3 Beds ⋅ 2 Baths ⋅ 5109239 MLS
SOLID and SWEET HOME!! You owe it to yourself to check out this 3-bedroom 2 bath home w/ attached 2 car garage and a bonus workshop garage (and more!) Lots to love... Attractively situated in a quiet residential neighborhood near the end of a very low-traffic cul-de-sac. A perfect combination of large level lawn w/ lots of area to play, gardening opportunity, and absolutely beautiful woods w/ amazing stone outcroppings and your very own "Look-out Point". Drive right into your attached-garage and enter into the large eat-in kitchen. First floor features a dining room, a separate cozy living room with fireplace- both with stunning hardwood floors. Around the corner is a 3/4bathroom w/ washer +dryer and a sizable den with French doors to covered back porch. Upstairs: Very large primary bedroom, 2 other good-sized bedrooms and another 3/4 bath. The full finished basement has a big rec. room area with built-ins, a small room- previously used as an office and a TON of storage! Off the garage includes an additional storage room and a sweet, enclosed porch over-looking the backyard. Across the backyard, you find a large, detached garage (w/electric) It was used as a machinist's workshop- freshen it up and go wild with your hobbies or store an extra car. The house could use some cosmetic renovation, but home is priced to reflect this. Fresh interior paint or replacing some carpets would bring instant added equity. Added info: the 3.98 total acreage consists of two lots, one that is .38 acre with frontage- the remaining 3.6 acre (w/house and frontage) is "technically" separate but taxed together. The town of Vernon has school choice, no zoning, a fabulous community pool and recreation area, darling library and conveniently located 15 mins to Brattleboro, but also just a few miles to Bernardston, MA. Open House: 11AM-1PM Saturday and Sunday or by appointment. A must see!!!!

137 Newton Hills Rd, Vernon
44 High Top Rd, Wilmington
$489,000
3 Beds ⋅ 2 Baths ⋅ 5109032 MLS
A true opportunity! Completely renovated chalet in the Chimney Hill community just a short drive from Mount Snow ski resort and the village of Wilmington. Conveniently located with easy access in the B section of Chimney Hill, so no need to worry about driving up the mountain. This 3 bedroom, 2 bath home features extensive upgrades including new kitchen with soapstone counters and stainless appliances, vaulted open concept living room with wood burning fireplace and great natural light and woodwork, wood floors, newly tiled bathrooms, gorgeous mudroom with slate tile and custom cubbies for gear, new rustic furnishings throughout, main floor primary bedroom with en suite bath, large loft great for overflow sleeping, energy efficient propane heating system, and spacious deck for entertaining. Less obvious upgrades include updated washer and dryer, a standing seam metal roof, updated septic tank, shed for gear, and home generator. This comes with the tremendous Chimney Hill amenities including renovated clubhouse with indoor and outdoor pools, hot tub, gym, arcade, game room, theater, tennis courts, winter ice skating, and a la carte services such as plowing, mowing, trash, and more!

44 High Top Rd, Wilmington
256 Potter Rd, Wardsboro
$575,000
3 Beds ⋅ 2 Baths ⋅ 5108984 MLS
Built with a decade of love and care, this custom 3-bedroom, 2-bath hybrid timber frame home showcases quality craftsmanship and a deep connection to nature. Designed with natural materials to harmonize with the surrounding landscape, this inviting home offers peace and comfort both inside and out. Fall asleep to the soothing sound of the river that flows the length of the property. The main floor features a well-equipped kitchen with cherry cabinetry, granite countertops, and seating for six, opening to a spacious living room ideal for relaxing or birdwatching year-round. Upstairs you’ll find two bedrooms and an office that could easily serve as a third bedroom. The walkout basement is a true retreat, with a full entertainment area, hot tub, and exercise space. The grounds are beautifully maintained, with open space to roam and a detached barn offering additional storage or potential for hobbies.

256 Potter Rd, Wardsboro
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
1113 Old Cheney Rd, Windham
$569,000
6 Beds ⋅ 5 Baths ⋅ 5108718 MLS
Set on a scenic country property in Windham, this expansive home offers exceptional space, flexibility and a setting with real character. Currently used as a large single-family residence, the home was originally built as a three-family property, with a common entrance serving two living areas and a separate entrance to the garden-level apartment. A central stairwell can connect the spaces, creating options for a large household, multi-generational living, guests, home offices or future reconfiguration. The three living areas include full kitchens, generous living rooms and a total of six bedrooms, with expansive rooms and large windows throughout. There is also ample storage and flexible space for a workshop, studio or dedicated home office. The grounds are where this property becomes especially memorable. Shaped over the years by an artist’s eye and a love of the land, the organic gardens feel established, abundant and wonderfully personal, with fruit trees, flowering shrubs, mature plantings and productive raised beds built at waist height. Several decks and screened porches invite you to slow down and take in the setting, while the property unfolds into a pond, large meadow, playing field, trout stream and walking trails, with views toward Turkey Mountain Ridge. There is a quiet, almost timeless quality here that is increasingly hard to find. Located off the beaten path in picturesque Windham, yet convenient to Southern Vermont skiing, hiking and year-round recreation, the property offers room to live, create, gather and breathe. The home does need TLC and updating, but its scale, versatile layout, organic gardens, land and natural setting make it a true diamond in the rough with tremendous potential.

1113 Old Cheney Rd, Windham
47 Oak Hill Dr, Dummerston
$575,000
3 Beds ⋅ 2 Baths ⋅ 5108648 MLS
Perched high on six acres of open fields and woods, this 3-bedroom, 2-bath home has an open feel inside and out. Reached by a private drive and just a short drive from Brattleboro, it offers country surroundings with convenient access to town, along with a two-car garage. Inside, new skylights brighten the upper spaces, sliders open the living areas to the outdoors, and a wide kitchen window looks out across the property. The sunroom adds another bright space with views of the surrounding land and changing seasons. The kitchen, dining, and living areas connect easily, creating a comfortable layout for everyday use. A first-floor bedroom sits beside an updated bathroom, and first-floor laundry adds to the option for one-floor living. A second washer and dryer setup is available in the basement. Upstairs, two additional bedrooms and a bathroom provide space for family, guests, or a home office. The current owner has carefully maintained and updated the home and its systems. The roof was replaced in recent years and carries a 35-year warranty, and the property also includes a whole-house generator and solar hot water system. Outside, the mix of field and woods offers room for gardening, outdoor projects, recreation, or simply enjoying the acreage. Please do not drive by; property is located on a private road. Showings to begin Friday, September 11th by appointment.

47 Oak Hill Dr, Dummerston
48 Wilsons Woods Rd, Brattleboro
$284,000
3 Beds ⋅ 1 Baths ⋅ 5108647 MLS
PRICE IMPROVEMENT! Sunny and inviting, this classic ranch offers easy single-level living with 3 bedrooms, 1 full bath, and a spacious living/dining area. Classic wainscoting adds charm and character to the hallway and bathroom. Recent updates include a roof replaced in 2019 and water heater replaced in 2022. The back deck overlooks a large yard with plenty of room for gardening, pets, and entertaining, plus a shed for additional storage. The full, unfinished basement offers versatile space for storage, a workshop, hobbies, or future living space, with a propane heating stove that provides supplemental warmth and an added measure of comfort and peace of mind during a power outage. Conveniently located near schools, shopping, and the hospital.

48 Wilsons Woods Rd, Brattleboro
1530 Somerset Rd, Somerset
$149,000
2 Beds ⋅ 1 Baths ⋅ 5108493 MLS
Have you ever wanted to live in the middle of the Nation Forest? Look no further, this 2-bedroom property with room to expand on the second floor with off grid power bank and generator to keep the lights on and the dish network so you don’t miss all your favorite tv show or sporting events. All the outdoor experiences you could ever dream of right outside your front door. Just a short drive to Somerset Reservoir for all your boating and fishing wants. Located in the zoning free town of Somerset.

1530 Somerset Rd, Somerset
99 Mirror Lake Xing, Wilmington
$3,999,000
5 Beds ⋅ 8 Baths ⋅ 5108480 MLS
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 still providing a sense of privacy. The five-bedroom layout includes both a first-floor primary suite and a second-floor primary suite, along with generous gathering spaces and a finished lower level designed for recreation, entertaining, and guests. At the heart of the home is a dramatic two-story great room with soaring ceilings, wood tongue-and-groove detailing, and a wood-burning fireplace. Ten-inch wide-plank white oak flooring carries through the main living areas, complementing the custom chef’s kitchen with high-end cabinetry, a 48-inch Wolf range, and a 48-inch Sub-Zero refrigerator. Substantial windows bring in natural light and frame the mountain setting, while the lower level continues the home’s impressive scale with 10-foot ceilings, a gas fireplace, and additional space to gather and unwind. Radiant heat, a heat-pump system, and air conditioning provide year-round comfort, and upscale finishes throughout reinforce the home’s refined modern mountain aesthetic. For families who already understand the appeal of Haystack and The Hermitage Club lifestyle, Old Mill offers something increasingly difficult to find: substantial new construction without the years typically required to secure land, design, permit, and build from the ground up. The home is scheduled to be ready for Winter 2027, with an early purchaser having the opportunity to personalize selected finishes. Thoughtfully designed for the way families gather in Vermont today, Old Mill on Haystack Mountain offers the space, comfort, and setting to enjoy the mountain for years to come.

99 Mirror Lake Xing, Wilmington
113 Happy Haven Rd, Wilmington
$419,000
5 Beds ⋅ 3 Baths ⋅ 5108469 MLS
Classic 5-bedroom, 3-bath Wilmington, Vermont chalet offering three levels of living space, outdoor hot tub, stone firepit, multiple wood-burning fireplaces, and bonus space! Tucked away on a nice lot near the end of the road but still convenient to Mount Snow, Route 100, and downtown Wilmington. The main level is the heart of the home, with soaring cathedral ceilings, an open kitchen, dining and living area, a floor-to-ceiling brick wood-burning fireplace and a wall of windows that brings the outdoors in. In winter, picture watching the snow fall through the glass with the warmth and crackle of the fire behind you. Two bedrooms and an updated full bath are also located on this level. The lower level offers plenty of additional space with a second kitchen/wet bar, two bedrooms, a full bath and another living area with its own wood-burning fireplace, creating a great setup for guests or simply giving everyone room to spread out. This is excellent rec space, a game room and wet bar, or a private 2-bedroom suite for your guests or another group to enjoy. The third floor is lofted above the main living area with exposed brick from the fireplace below and features a spacious primary bedroom suite with a nicely renovated private bath. Outside, enjoy a generous deck, hot tub and stone fire pit and seating area in a peaceful setting near the end of a town-maintained road with limited through traffic. From here, you are well positioned to enjoy everything that makes Southern Vermont such a special place to spend time: skiing and snowmobiling in winter, lakes and golf in the warmer months, miles of hiking and National Forest trails, plus the shops, restaurants and vibrant small-town communities of Wilmington and the surrounding Deerfield Valley. With multiple ski areas and an incredible range of outdoor recreation close by, this is a true home base for the Vermont vacation lifestyle in every season.

113 Happy Haven Rd, Wilmington
253 Sugar House Hill, Guilford
$830,000
5 Beds ⋅ 6 Baths ⋅ 5108407 MLS
Set on 10.20 beautiful acres in picturesque Guilford, this exceptionally spacious and thoughtfully updated home offers more than 5,000 square feet of finished living space, including approximately 1,715 square feet in the walkout lower level. The main home features five bedrooms, including an expansive primary suite with a walk-in closet and beautifully renovated private bath. At the heart of the home is a gourmet kitchen with abundant cabinetry, granite countertops, gas cooking, double ovens, a pot filler and generous workspace. A formal dining room currently serves as a convenient first-floor bedroom, with a nearby bath providing flexibility for guests or those who prefer first-floor accommodations. The finished walkout lower level offers exceptional versatility with its own full kitchen, bathroom, laundry and multiple finished rooms, ideal for extended family, guests, recreation or home offices. Notable improvements include renovated kitchens and baths, replacement windows, exterior painting, updated garage doors, a multi-zone Buderus boiler and a premium Permalock aluminum shingle roof. Outside, established gardens, fruit trees, berry bushes, landscaped grounds, a 12' x 30' greenhouse and an impressive chicken coop create wonderful opportunities for gardening and homesteading. Enjoy peaceful Vermont country living just minutes from Brattleboro, Interstate 91, shopping and dining, with several ski areas within an easy drive.

253 Sugar House Hill, Guilford
275 Dover Rd, Newfane
$349,000
3 Beds ⋅ 2 Baths ⋅ 5108399 MLS
Very nicely renovated, full of character, and set along one of Southern Vermont’s prettiest river corridors, this charming Williamsville home offers far more than its approachable footprint suggests. The current owner undertook a substantial renovation, gutting and rebuilding the home with an updated kitchen and baths along with new electrical, plumbing and heating systems. The result is a home that retains the charm of an older Vermont property while offering the comfort and functionality buyers want today. Inside, tall ceilings give the main living spaces an airy feel, while the renovated kitchen and thoughtful finishes make the home warm and inviting. Upstairs, the beautiful soaking tub creates an unexpected retreat and adds a touch of luxury that feels like coming home. Outside is where it becomes even more distinctive. The property includes land on both sides of Dover Road, with the Rock River running through the portion across the road, giving the owner direct river frontage and a wonderful place to sit, explore, cool off, or simply enjoy the sound of the water. The relatively flat lawn around the home offers useful outdoor space for gardening, play, entertaining, pets, or other country-living pursuits, and the existing chicken coop adds even more Vermont charm and homestead potential. Located in Williamsville within the Town of Newfane, the home offers a peaceful rural setting while remaining convenient to Brattleboro, Wilmington, Dover and the recreation, villages and amenities of Southern Vermont. For buyers looking for an updated three bedroom home with land, river access, outdoor usability and personality at an attainable price point, this is a property that stands apart.

275 Dover Rd, Newfane

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