Refine Search
Sort by
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

59 Highland St, Brattleboro
$319,000
2 Beds ⋅ 2 Baths ⋅ 5109553 MLS
Sited at the top of the hill in one of Brattleboro's desirable, close to town, neighborhoods, this mini victorian home is arguably one of the coolest houses in town! Offering a perfect blend of character, comfort, and convenience. Located in a quiet, leafy area close to downtown, where you'll find a vibrant arts scene, great restaurants, shops, food coop, train station, and more. The space features high ceilings, original wood floors, and great light. Currently set up and town assessed as a two family, with a 1-2 bedroom on the first floor, a one bedroom on the second floor with unique arched windows, and a turret room encompassing the third floor. One could make this a single family just by removing the second stove, opening doors, and a change of use, plenty of room for everyone!  If rental income would be welcome, the detached garage offers possibility for a tiny home. The established perennial gardens are lovely and provide a tranquil retreat. This house does need exterior maintenance but this would be an investment worth making, restore this magical home to its former beauty!!

59 Highland St, Brattleboro

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

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
$519,000
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
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

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
$810,000
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

756 Birch Hill Rd, Windham
$479,000
3 Beds ⋅ 2 Baths ⋅ 5108371 MLS
Tucked into the peaceful woods of Windham, Vermont, this cherished Timber Ridge residence offers a rare opportunity to own a piece of true Vermont legacy. Custom built and lovingly held by the same family across three generations, this home is filled with decades of storied memories, seasonal celebrations, and effortless mountain living. Set on a picturesque one acre wooded parcel, the home’s expansive wrapping decks elevate you straight into the canopy, creating an immersive, treehouse like atmosphere. Whether you are sipping morning coffee surrounded by autumn foliage or relaxing after a day on the slopes, the setting offers complete tranquility and privacy. Open House on September 26, 10am -12:00 Inside, the layout balances comfort, versatility, and classic rustic charm. Enjoy seamless single level living with a spacious primary suite located right on the main floor. The home features three dedicated bedrooms (currently designated as four on the town lister card), offering ample space for a crowd. A finished bonus room, previously used as a home office , adapts easily to a bunk room, play area, or secondary media lounge. The pellet stove keeps it warm and the separate entrance allows for privacy. A dedicated workshop provides the ideal footprint for tuning skis, maintaining gear, or tackling creative hands on projects. Located in the heart of the Green Mountains, Timber Ridge serves as an exceptional four season basecamp. Winter enthusiasts will appreciate having five major ski areas within a 30-minute drive, while summer brings endless outdoor recreation, from nearby lakes, ponds, and hidden waterfalls to vibrant local farmers markets, hiking trails, and artisanal shops. This special home stands ready to welcome its next chapter and a new generation of mountain memories.

756 Birch Hill Rd, Windham

5892 Rte 100, Londonderry
$360,000
2 Beds ⋅ 2 Baths ⋅ 5108360 MLS
Charming Farmhouse Gem in the Heart of Londonderry Welcome home to this inviting 2-bedroom, bonus room and 2-bathroom residence centrally located in Londonderry, VT a dream location for outdoor enthusiasts with quick, convenient access to world-class skiing at Magic, Bromley, Stratton, and Okemo Mountains in the winter. Summer and fall you are close to hiking the multitude of trails, kayaking, swimming or fishing at a one of the nearby state parks. The local coffee shop is within walking distance as well as the Londonderry Farmers Market! Inside, the home features classic farmhouse-style decor and warm, bright natural light throughout its comfortable living spaces. Step outside into a private backyard oasis designed for year-round fun and relaxation, complete with a cozy fire pit, a classic tree swing, and a custom treehouse. Whether you are looking for a primary residence or the ultimate Vermont ski getaway, this property seamlessly blends cozy style, outdoor adventure, and quintessential New England charm.

5892 Rte 100, Londonderry

451 Main St, Londonderry
$675,000
4 Beds ⋅ 3 Baths ⋅ 5108252 MLS
Custom designed and built by original owner, architect and builder Stuart MacDonald, this four bedroom, three bath South Londonderry home combines distinctive Vermont character with thoughtful design on 4.8 acres. The approximately 2,565 square foot home features a ground floor primary suite, living room with fireplace, an inviting sitting area off the kitchen with woodstove, and flexible living space upstairs. Significant improvements over the past several years reflect continued investment in the property, including a new roof, septic system, oil furnace and interior oil tank, water conditioning and filtration system, well pump, garage doors and operators, along with updates to the multi zone radiant heating system. A screened porch extends the living space outdoors and overlooks established landscaping, stonework, mature trees and open lawn, with a small pond adding to the setting. The three car garage provides exceptional space for vehicles, recreational equipment and year round gear. Set in the village of South Londonderry, 451 Main Street is well positioned for enjoying Southern Vermont in every season, with Stratton, Magic, Bromley and Okemo all within easy reach, along with nearby villages, trails and year round recreation. With its custom design, acreage, ground floor primary suite, three car garage and substantial recent improvements, the property offers a compelling combination of character, setting and long term care.

451 Main St, Londonderry

4 Encore Pl, Dover
$1,400,000
6 Beds ⋅ 6 Baths ⋅ 5108251 MLS
Location is key with this turnkey home - Carinthia and the Grommet surface lift are just across the street, and you can practically ski home - it doesn't get much better. This beautiful 6-bedroom, 6-bath home offers a cozy living room with a fieldstone fireplace for that après-ski warmth and over 3600 s.f. of living space. The landscaping provides patio privacy for barbecues and hot tub time for family and friend gatherings. The oversized mudroom is convenient for your year-round sporting equipment, and the spacious garage will keep your car free of snow. This home is a must-see if you want easy access to the mountain and prefer a home to a condo. Guests always love gathering around the kitchen island, and this kitchen is large enough for your group, flowing into the dining room (currently set up for recreation) through French doors. The six bedrooms are located in wings on each side of the house, including two primary ensuite bedrooms and a family guest suite. They provide complete privacy and quiet from the living areas. A full unfinished basement provides lots of storage space or potential for a finished living space. Features include central air, covered front and back porches, public sewer, low-maintenance decking, and a tremendous location for ski and snowboard enthusiasts.

4 Encore Pl, Dover

1189 Cole Pond Rd, Jamaica
$995,000
5 Beds ⋅ 5 Baths ⋅ 5108207 MLS
Discover a rare opportunity at this five-bedroom, 5-bath waterfront home in the Cole Pond community. Situated just minutes from skiing and steps from the water, this property is a year-round paradise for outdoor enthusiasts. The main home features a spacious four-bedroom, 3.5-bath layout. Its open-concept living and dining area is bathed in natural light from large windows, creating a seamless connection with the outdoors. A Pellet stove with the fieldstone fireplace adds warmth and character to the main living space. Just off the living area, a second living room with a sleeping area offers a perfect spot for a home office or guest wing while enjoying lake views. Upstairs, you'll find two bedrooms and a separate office, sharing a full bath. The property also includes a two-car garage with a convenient studio apartment and private bath, ideal for guests. Enjoy direct access to the water with a unique floating dock, perfect for kayaks, paddle-boards, and simply taking in the magnificent scenery. This home is designed to accommodate a life of both leisure and adventure.

1189 Cole Pond Rd, Jamaica

215 Gilbert Rd, Marlboro
$395,000
2 Beds ⋅ 2 Baths ⋅ 5108196 MLS
Looking for a home where privacy, nature and comfortable living come together? This sweet Cape offers a rare opportunity to enjoy nearly 45 acres of serene Vermont land, complete with the soothing sounds of a babbling brook and an abundance of wildlife and natural beauty. Set at the end of a long-deeded right-of-way, the property offers an exceptional sense of privacy and seclusion, with no close neighbors and a peaceful setting nestled into the Marlboro mountains. Yet, despite its private location, the home has all the essentials for comfortable living, including power, septic, a drilled well and an efficient on-demand propane heating system. When the temperatures drop, cozy up beside the Vermont Castings wood stove, creating a warm and inviting atmosphere on cold winter days. The Cape-style home also features a full basement and two large garage doors, providing plenty of room to store vehicles, equipment, ATVs and all the toys you’ll want for exploring the property and surrounding mountains. Outdoor enthusiasts will appreciate the established trails throughout the land, perfect for walking, exploring and ATV riding. For those dreaming of a more self-sufficient lifestyle, the property is already equipped with a chicken coop, greenhouse and garden shed, making it ready for the homesteader in you. With almost 45 acres to explore, abundant privacy and a home that combines rustic Vermont charm with modern conveniences, this property offers a chance to slow down, reconnect with nature and make your own little corner of Marlboro. The home is being offered mostly furnished, with a few exceptions.

215 Gilbert Rd, Marlboro

250 Fairview Ave, Wilmington
$349,000
2 Beds ⋅ 2 Baths ⋅ 5108158 MLS
OPEN HOUSE: Sunday, 9/6 - 11-1pm. Tucked privately down a treelined driveway, this well built 2 bedroom, 2 bath home offers a cozy Vermont lake and mountain retreat, within a minute drive and just a short walk from Lake Whitingham. Built just 11 years ago, the home is a manageable size, and makes great use of its space with warm wood finishes, vaulted ceilings, abundant natural light, and a comfortable, inviting layout. Heating and cooling provide year round comfort, while the deck offers a great spot to relax and enjoy the peaceful wooded setting. The home offers a mudroom entrance and a main level bedroom and bath. Upstairs, an open concept living room and kitchen opens up to the deck. An additional bedroom and bath round out the home. The storage shed adds extra space for lake gear, bikes, tools, and outdoor equipment. Private from the road yet close to recreation, this cute home is an easy to maintain option for a primary residence, Vermont getaway, or weekend escape. The lake life you've been dreaming about awaits you with beach access, picnic area and boat launch right there. The center of Wilmington and Mount Snow ski area are just down the road, offering you the best of Vermont's four seasons lifestyle.

250 Fairview Ave, Wilmington

350 W Hill Rd, Putney
$895,000
4 Beds ⋅ 4 Baths ⋅ 5108011 MLS
"Little Orchard" is nestled in a tranquil, storybook setting in Putney; this expansive country estate blends rustic character with sophisticated modern luxury to offer the best in southern Vermont living. The heart of the home is the breathtaking chef's kitchen, bathed in natural light through striking two-story windows and soaring cathedral ceilings. Fully equipped with top-of-the-line appliances, including a Sub-Zero refrigerator, a gas Wolf range, and a Marvel wine cooler. Step through the glass doors onto the back deck: an idyllic vantage point for morning coffee overlooking the lush, rolling grounds and mature perennial gardens. The interior strikes a perfect balance between grand scale and intimate comfort, three fully functional fireplaces to anchor cozy Vermont evenings — including one in the grand living room, which features a stunning central window. For ultimate peace of mind, the home includes two brand new Bosch split HVACs. Outdoor living is equally enchanting, with established apple, pear, and peach trees, a charming "Pony Barn," and a nearby swinging hammock, perfect for a lazy afternoon. The primary suite serves as a true private wing, including generous dual walk-in closets, and an oversized, luxury bathroom. For those seeking a seamless work-life balance, the property includes a dedicated professional office with its own private entrance. Guests will find their own slice of paradise in the detached cottage via a screened-in porch — a versatile space equally suited for a quiet retreat or a creative studio. The home features two additional bedrooms, along with a hidden reading nook, one of the many cozy corners found throughout. A two-car garage with an automatic door and EV charger sits adjacent to the home. Well maintained and thoughtfully upgraded by the current owner, Little Orchard offers a turnkey lifestyle of peace and privacy. Located a stone's throw from the esteemed Putney School, and just five minutes from the heart of Putney village.

350 W Hill Rd, Putney

717 Horsenail Hill Rd, Windham
$695,000
3 Beds ⋅ 3 Baths ⋅ 5107952 MLS
Brand-new construction in beautiful Windham, Vermont! This thoughtfully designed three-bedroom home with an additional bonus room offers the comfort, efficiency, and ease of new construction paired with a peaceful Vermont setting. Filled with natural light, the home features bright, welcoming living spaces and a versatile floor plan designed for both everyday living and weekend escapes. The bonus room provides valuable flexibility for a home office, guest space, playroom, or den. An attached two-car garage makes Vermont living especially convenient, providing sheltered parking along with plenty of room for skis, bikes, outdoor gear, and storage. Outside, the yard offers space to relax, play, garden, or entertain, while the firepit creates the perfect gathering spot for summer evenings, crisp fall nights, and après-ski get-togethers. Located in the quiet mountain community of Windham, this property puts four-season recreation within easy reach. Five major ski areas—Stratton, Bromley, Magic Mountain, Okemo, and Mount Snow—are all located within approximately 35 miles of town, providing an incredible variety of winter adventures. When the snow melts, explore nearby hiking and biking trails, enjoy fishing, paddling and swimming, or spend the day at destinations such as Lowell Lake and Jamaica State Parks. The greater Windham region is known for its extensive trail network and abundant opportunities for hiking, mountain biking, snowshoeing, cross-country skiing, and snowmobiling. Whether you're searching for a full-time Vermont residence or a low-maintenance mountain getaway, this newly built home offers a wonderful combination of modern comfort, outdoor space, and access to everything that makes Southern Vermont special.

717 Horsenail Hill Rd, Windham

7 Hyde St, Rockingham
$265,000
3 Beds ⋅ 2 Baths ⋅ 5107938 MLS
Welcome to 7 Hyde Street, a charming and inviting home in the village of Bellows Falls. This three-bedroom, one-and-a-half-bath home offers comfortable living spaces and a convenient location close to the heart of the village. The thoughtful layout provides plenty of room for both everyday living and entertaining, while the manageable lot offers outdoor space without extensive upkeep. Inside, you’ll find a warm and welcoming home. The living room is filled with natural light from a large picture window, creating a bright and inviting space for relaxing or gathering. Three bedrooms provide flexibility for family, guests, or a home office. An enclosed back porch offers a wonderful spot for morning coffee, dining, or simply enjoying the backyard, while the garage provides convenient covered parking. The basement is finished into a large room with a bar and 1/2 bath, providing space for everyday use or entertaining. Situated on a residential street, the property offers easy access to downtown, local shops, restaurants, and community amenities. 7 Hyde Street offers an appealing combination of comfort, character, convenience, and village living.

7 Hyde St, Rockingham

7 Randall Hill Rd, Rockingham
$369,000
3 Beds ⋅ 2 Baths ⋅ 5107836 MLS
Set on 9 acres just outside Bellows Falls, this solid split-level home offers a great combination of space, land, and classic Vermont character. The property features a mix of wooded and open areas, with plenty of room for a garden, outdoor projects, or simply enjoying the acreage, all while being only about 10 minutes from town. Inside, hardwood floors add warmth to the main level, where an open living and dining area connects to the kitchen and a back porch overlooking the yard. Two bedrooms and a full bath complete the main floor. Downstairs, the finished walkout basement offers an additional bedroom, a bonus room, a 3/4 bath, and a large living space that provides flexibility for guests, a home office, recreation space, or extended living. The home is heated with electric heat and a woodstove, offering the comfort and character of wood heat during the colder months. Outside, the 9-acre parcel provides room to spread out, explore, and make the property your own. There is also a former naturally fed pond site that could be reclaimed. With two levels of finished living space, a walkout basement, and a substantial piece of land, this is a comfortable and versatile property for anyone looking for a year-round home or Vermont getaway with room to grow.

7 Randall Hill Rd, Rockingham

245 S Wardsboro Rd, Newfane
$349,000
2 Beds ⋅ 2 Baths ⋅ 5107663 MLS
Welcome to 245 S. Wardsboro Road, a lovely cedar-shake home located in a private yet accessible county location, a mere 1.5 mile to Newfane's renowned historic village and attractions. This inviting, single level home features a brand-new highly efficient heating (to -22 degrees) and cooling system and hardwood floors throughout. You'll appreciate the contemporary eat-in kitchen w/ cathedral ceiling, newer appliances and mudroom nook. Adjoining this space is a light-filled sunroom- perfect for an office or exercise, and a bathroom with washer and dryer. Continue into the living room with its cozy-vibe showcasing its absolutely gorgeous custom built-in bookcases crafted by a highly skilled local artisan and the beautiful stone fireplace and hearth. Like the kitchen, this room is a wonderful gathering place and provides access to the newly installed composite back deck (2026) and private backyard (as does the sunroom). Onward to the two bedrooms and 3/4 bathroom that were designed at the end of the home for more privacy. The primary bedroom is "king-sized" and has a double closet. Of note, this home gets extra bonus points for the extensive insulation work by Farnum Insulators of the crawlspace and attic (2021) and recent chimney masonry work (2020). Outside you'll find a low-maintenance yard featuring a sweet front patio with stone-wall perennial beds, a spectacular Spring-flowering Magnolia tree, a woodshed and an attractive outbuilding used for storing recreational equipment and gardening tools. All of this a stone's throw to the Newfane General Store, the popular Fat Crow Restaurant, several cozy Inns, year-round farmstand/nursery, the hardware store, popular swimming and secret watering holes. Situated on a paved road and not far from Mount Snow or Stratton. This home would make a great primary home or secondary retreat from city life. A July '26 water-testing report and septic inspection will give you even more reason to want this property. Come see!

245 S Wardsboro Rd, Newfane

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

How much is your home worth?

Get instant property value now!