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315 Qtr.3 89 Grand Summit Way, Dover
$75,000
2 Beds ⋅ 2 Baths ⋅ 5109593 MLS
Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Grand Summit ownership offers the best ski-in/out mountain location available. This mountain-side unit is a two-bedroom that sleeps ten people. Large primary bedroom with a king bed and queen sleeper sofa. The second bedroom has two sets of twin bunk beds. The living room area with a gas fireplace also has a queen sleeper sofa. Full-size appliances in the eat-in kitchen. Use of the Grand Summit amenities all year round, including valet parking, owners' private lounge, private owners' library, full-service spa with sauna, hot tubs, and outdoor heated pool, and private owners-only ski/golf locker rooms for year-round storage. Discounts on food and retail. A favorite owner's perk is "Space A," which gives you the possibility of staying in the hotel even when it's not your ownership time at a discounted rate... pay housekeeping fees! Truly an affordable way to gain that mountain resort lifestyle! RCI and Interval International Affiliated

315 Qtr.3 89 Grand Summit Way, Dover

315 Qtr.2 89 Grand Summit Way, Dover
$70,000
2 Beds ⋅ 2 Baths ⋅ 5109590 MLS
Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Grand Summit ownership offers the best ski-in/out mountain location available. This mountain-side unit is a two-bedroom that sleeps ten people. Large primary bedroom with a king bed and queen sleeper sofa. The second bedroom has two sets of twin bunk beds. The living room area with a gas fireplace also has a queen sleeper sofa. Full-size appliances in the eat-in kitchen. Use of the Grand Summit amenities all year round, including valet parking, owners' private lounge, private owners' library, full-service spa with sauna, hot tubs, and outdoor heated pool, and private owners-only ski/golf locker rooms for year-round storage. Discounts on food and retail. A favorite owner's perk is "Space A," which gives you the possibility of staying in the hotel even when it's not your ownership time at a discounted rate... pay housekeeping fees! Truly an affordable way to gain that mountain resort lifestyle! RCI and Interval International Affiliated

315 Qtr.2 89 Grand Summit Way, Dover

2c Lower Highlands Rd, Dover
$397,500
3 Beds ⋅ 2 Baths ⋅ 5109589 MLS
A great opportunity to have plenty of space, in a townhome with less upkeep and lower HOA fees, that is still on the access road to Mount Snow. This Lower Highlands location offers all the great benefits of condo living including building maintenance, high speed internet, and nearby access to the ski resort, with a quiet and private location, ample parking, and low fees. The beautifully updated end unit is more spacious than most, with 3 fully finished living levels including an entry level with large open concept living room with gas stove, exposed beams and natural wood paneling, spacious dining area which leads out to the BBQ deck, bright newly renovated kitchen, and a full guest bath on the main level. Upstairs is a second full bath, 3 large bedrooms, including a primary with coffee porch and winter views of the mountain, and a bunk room with large loft with amazing ski trail views, ideal for watching the fireworks or sunsets. The finished walkout lower level has a second walk in which could work perfectly as a great mudroom and gear storage area, game room, bonus family room equipped for overflow sleeping and entertaining, and also features full size laundry. There is also ample lawn area accessible from the rear entry of the unit ideal for cooking outside or pets. This is a great amount of space for a reasonable price, which could also double as a tremendous rental when you're not using it. One photo of lower level digital staging just to highlight potential for the space.

2c Lower Highlands Rd, 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

17a Silver Birch, Dover
$625,000
4 Beds ⋅ 3 Baths ⋅ 5109526 MLS
The first three level Timber Creek unit to hit the market in nearly two years is not to be missed! This 3 bedroom, 3 bath end unit, includes a main level deck to enjoy amazing winter views of Mount Snow resort and holiday fireworks, and an oversized, covered lower level deck, a unique feature in this development. Extensively and lovingly updated, this fully renovated townhome blends warm Vermont rustic character with a fresh, contemporary feel. The main and upper levels feature beautiful rough-sawn, wide-plank pine flooring, while a stone fireplace creates the perfect gathering spot for cozy après-ski evenings. An expanded mudroom layout with rubber flooring is ideal for the winter gear. Entering into the home, you'll come upon an updated open concept kitchen, living and dining area. There is a main level bedroom and bathroom with tiled floor and tiled shower. The primary suites sits up on the top floor providing privacy and an incredibly and thoughtfully updated spacious, spa like primary bathroom. Heading down to the lower level, there is a nice size bunk room, renovated, tiled bathroom and family room that walks out to the lower deck and yard area. Ample storage throughout makes the home as functional as it is inviting. Additional recent upgrades include a new heating system with on demand hot water. Timber Creek is known for its exceptional amenities at the Sugarhouse, including indoor and outdoor pools, a hot tub, modern fitness facility, pickleball, tennis, and basketball courts. A network of trails offers walking and hiking in the warmer months and cross country skiing/snowshoeing in winter, making this a true Vermont retreat in every season. The Moover shuttle comes right to your door to transport you to where ever you need to be, whether it be Mount Snow base lodge, Carinthia or spending the day in Wilmington at the shops and restaurants. Don't miss out on this all around great townhome that is sure to check off all of your boxes!

17a Silver Birch, Dover

51a Suntec Loop, Dover
$497,500
4 Beds ⋅ 3 Baths ⋅ 5109214 MLS
Beautifully remodeled Suntec townhome just down from the base of the Mount Snow ski resort. This larger style spacious 4 bedroom townhome sits about a mile south of Mount Snow, with direct access to snowmobile trails, and easy access to the nearby village of Wilmington and lakes. The unit has been recently fully renovated inside and out for turn key enjoyment. Featuring a large open concept floor plan with vaulted great room, rustic wood paneling for a true Vermont vibe, passive solar exposure, a wood burning fireplace with new tiled hearth, large dining room with exposed beams open to the expanded kitchen with updated cabinets, granite counters, updated stainless appliances, range hood, and breakfast bar, large mudroom entry with storage for gear, main floor full bath and sauna, which lead out to the beautiful hot tub on the expansive rear deck. There is a bonus room for overflow sleeping on the main floor. Upstairs is a primary bedroom with en suite updated bath and vaulted ceilings, two guest bedrooms with full bath, and a large sleeping loft and family room area with great natural light and added egress window. Less obvious upgrades are the efficient minisplit heat and a/c, wood floors, all new windows, doors, and siding for total peace of mind, and gorgeous appointments for true turn key enjoyment. The style and location are perfect for strong rentability. Amenities include building maintenance, wood delivery, trash pick up, recently rebuilt roofs, an outdoor swimming pool, tennis court, direct shuttle service to Mount Snow, direct snowmobile trail access, great parking space, landscaping, and snow removal. These units are permitted for 3 bedrooms but afford extensive additional sleeping options.

51a Suntec Loop, Dover

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

14 Snow Tr Ln Unit E, Dover
$296,000
2 Baths ⋅ 5108744 MLS
Turnkey mountain getaway at Snowtree with scenic views and direct access to Mount Snow recreation. The bright, open-concept main living level features large windows showcasing the mountain scenery, alongside a recently updated kitchen with granite countertops, soft-close cabinetry, and modern fixtures that flow easily into the dining and living spaces. The versatile multi-level layout includes a cozy loft-style bedroom suite, plus an additional third-floor finished bonus room ideal for a dedicated home office, ski gear, or extensive seasonal storage (not represented as a bedroom). Enjoy the convenience of updated 1.5 baths, in-unit laundry, and a private covered porch overlooking the grounds and mountain vistas. Snowtree owners and guests enjoy exceptional community amenities, including a clubhouse with an indoor hot tub, sauna, fitness room, seasonal outdoor pool, and tennis courts. Head to the slopes with ease via the winter MOOver shuttle stop or direct trail access. Currently operated as a seasonal short-term rental with established guest appeal, this unit is being offered fully furnished for seamless, immediate occupancy ahead of ski season (furnishings can be removed prior to closing upon buyer request). An ideal, low-maintenance Vermont escape or turnkey investment property in the heart of Dover.

14 Snow Tr Ln Unit E, Dover

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

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

10 Tenth Ln Unit 31, Wilmington
$315,000
3 Beds ⋅ 4 Baths ⋅ 5108416 MLS
Lovely 3 bedroom, 3.5 bath townhouse just off the Haystack Club Golf Course with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club and Mount Snow ski resorts. The deck overlooks the green mountains and is just off the 10th fairway. This unit features a vaulted open concept living room with stone hearth and efficient wood stove, spacious dining area leading out to the rear deck for entertaining, galley style kitchen with updated appliances, large entry mudroom, and half bath. The upper level has a large open loft space and full bathroom. The finished lower level has two full suites, allowing for ample private space for any guests. There is also a covered front porch with wood storage, and amenities including snow removal, landscaping, building maintenance, and trash. There is an ongoing project to replace windows and siding that will ultimately improve the overall exterior aesthetic and is included in the new monthly fees. Easy access to and from the adjacent golf course, which is great for trail access for hiking and cross country skiing year round, as well as the nearby Hermitage Club and Mount Snow ski resorts, and nearby village of Wilmington.

10 Tenth Ln Unit 31, 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

82c Greenspring Rd Unit 82C, Dover
$975,000
4 Beds ⋅ 4 Baths ⋅ 5108389 MLS
Stunning updated Greenspring townhome with direct views of Mount Snow and Greenspring only shuttle service to and from the unit and base area. This Aspen Adirondack 4+ bedroom, 4 bath unit has been gut renovated and professionally designed and furnished for a high end finish befitting discerning tastes. Featuring a vaulted great room with tremendous ski mountain and sunset views, a wood burning fireplace with stone hearth, wood floors throughout, an expanded custom kitchen with granite counters and stainless high end appliances, range hood, breakfast bar, and spacious dining area, which lead out to the large entertaining deck overlooking the view, or main floor oversized mudroom with cubbies for gear and built in boot warmers. Upstairs there are two primary suites with high ceilings and private upscale baths, there is a main floor suite with chic contemporary bath, and laundry area, and there are two large double bunk rooms in the lower level as well as another full bath for ample room for guests. There is also a large family room wired for surround, which leads to the outdoor hot tub and lower deck, as well as second lower level laundry. Less obvious features are home theater wiring, custom window treatments throughout, central a/c, custom aesthetic beams, a whole home uv water treatment system, and a recently cleared year round mountain view. Enjoy BBQs from the large rear deck, watch for the shuttle from your comfortable covered front porch, stow your gear in the large mudroom, or take in the Vermont splendor throughout the landscaped development. This unit features all the convenient Greenspring amenities including quick direct shuttle service to and from the Mount Snow base area, building maintenance, landscaping, snow removal, wood delivery, trash, on site management staff, and the recently renovated amenities center including indoor pool, full gym, game room, and tennis court.

82c Greenspring Rd Unit 82C, Dover

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

14 Deepwood Park, Brattleboro
$149,900
3 Beds ⋅ 2 Baths ⋅ 5108342 MLS
The owner is offering 6 months of Park rent paid on behalf of the new owner as a bonus for your acceptable offer. Fully remodeled in 2018, this double wide manufactured home looks far newer and nicer than its 1994 age might show. The home is nicely situated on a wide lot well back from the road and it backs up to a nice forest. The kitchen had lots of cabinetry, a center peninsula, wood countertops and a newer stainless side by side refrigerator, microwave, and propane stove. The large dining area abuts the kitchen and offers plenty of space for a large table and family gatherings. Towards the front is the large living room with picture window overlooking the expansive green lawn. At either end are the bedrooms. A primary suite with walk in closet and primary full bath offer a pleasant space. At the other end, there are 2 additional bedrooms that share a common 3/4 bath that was remodeled in 2024. Off the kitchen is the laundry area, the oil fired Miller furnace and a door to the small covered porch and ramp. The 2018 remodel included all laminate flooring throughout, kitchen and full bath countertops, roof replacement and other cosmetic upgrades. Outside, the skirted home sits on a concrete slab and there is are 2 sheds in the rear. Home is clean and ready for you to move into right away. Sectional couch, dining room table, window treatments, window A/C units to convey with property. Park occupancy is subject to approved application.

14 Deepwood Park, Brattleboro

21a Queen Annes Way Unit 21A, Dover
$569,000
4 Beds ⋅ 3 Baths ⋅ 5108333 MLS
Turnkey Kingswood townhome ideally located between Mount Snow and the Hermitage Club! This beautifully furnished 3-bedroom, 3-bath home offers plenty of space and flexibility, including an ensuite bedroom and an oversized den/family room that can easily serve as a 4th bedroom. The open-concept kitchen, dining, and living area is perfect for gathering, highlighted by a striking three-sided wood-burning fireplace and vaulted ceiling. A convenient mudroom and welcoming entryway with a bench provide a practical spot to get organized after a day outdoors, while the private back deck offers a great place to relax and enjoy the peaceful surroundings. Lockable ski storage adds extra convenience for winter adventures. The Kingswood community offers an impressive array of amenities. The recreation center features an Olympic-sized indoor pool, weight room, game room, lounge, and kitchen area. Outside, enjoy a playground, direct snowmobile trail access, and the Valley Trail running through the development for hiking, biking, and exploring. The HOA takes care of snow removal, landscaping, trash removal, exterior maintenance, and even delivers firewood right to your door. For skiing, the shuttle bus picks you up right at your driveway and takes you directly to Mount Snow. Whether you're looking for a year-round getaway, ski retreat, or investment opportunity, this turnkey Kingswood townhome offers the ideal combination of location, amenities, and low-maintenance living.

21a Queen Annes Way Unit 21A, Dover

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

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

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