426

Windham County VT Homes for Sale

Section Image
  • /45

    $439,000

    Open Sat 9AM - 12PM $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,753 Sq Ft

    3669 US Route 5, Westminster, VT 05158

    Tucked away in plain sight, this beautifully maintained three-bedroom, two-bath ranch offers the perfect blend of privacy, comfort, and convenience on a 1.1 acre lot in Westminster, Vermont. Step inside through a welcoming mudroom with ample closet space, leading into a thoughtfully updated kitchen featuring an island sink and new granite countertops—perfect for both everyday living and

    Julie Lowe Lowe's Real Estate, LLC

    3669 US Route 5, Westminster, VT 05158
  • /12

    $125,000

    • Land
    • 15.6 Acres
    • $8,013 per Acre

    0 Thayer Rd, Westminster, VT 05158

    Rural 15.6 acre lot located at the end of Thayer Rd off Davidson Hill Rd in Westminster. This land is located in a quiet rural community on a gravel road about 10 minutes drive from Saxtons River Village and Bellows Falls Village. The lot consist of 3 lots of record all serviced by a common Right of Way. The ROW is also shared with a abutter to the north. The ROW provides ready to use access to

    Steve Schoppmeyer BHG Masiello Brattleboro

    0 Thayer Rd, Westminster, VT 05158
  • /53

    $459,000

    $16K PRICE DROP
    • Land
    • 133.1 Acres
    • $3,449 per Acre

    40 E Putney Brook Rd, Putney, VT 05346

    A rare opportunity to own 133± acres of picturesque Vermont land in highly desirable Putney. This large country parcel offers multiple access points, including generous frontage on a major road as well as along two unpaved roads. Existing logging roads weave through the property, leading to several clearings ideal for building, recreation, or enjoying scenic views. The infrastructure and network

    Gail Beardmore Engel & Völkers Okemo

    40 E Putney Brook Rd, Putney, VT 05346
  • /21

    $340,000

    $39K PRICE DROP
    • Land
    • 12.05 Acres
    • $28,216 per Acre

    101 Catherine Rd, Jamaica, VT 05343

    Discover 12 scenic acres close to Stratton Mountain Resort with sweeping mountain views and endless potential. This unique property features a charming small treehouse and two Jamaica cottage structures set on permanent foundations ready to be finished. Cabin would be perfect for income producing tiny homes, storage, creative space, or future development. An active septic permit is already in

    Jamie Wylie Stratton Real Estate

    101 Catherine Rd, Jamaica, VT 05343
  • /20

    $99,500

    • Land
    • 10.27 Acres
    • $9,688 per Acre

    0 Theresa Ln, Wilmington, VT 05363

    This is a rare 10.27 acre offering located in the pastoral town of Wilmington, Vermont. Featuring approximately 8 acres open field, stone walls, cherry trees, potential views of the windmills with clearing, and the Beaver Brook running through the lower section, this property offers privacy and beauty. In addition, the land is close to Mount Snow and the Hermitage Club, plus provides easy access

    Lisa Mirando Deerfield Valley Real Estate

    0 Theresa Ln, Wilmington, VT 05363
  • /2

    $300,000

    • 4 Beds
    • 2 Baths
    • 1,808 Sq Ft

    109 Central St, Brattleboro, VT 05301

    Bright Sunny, south facing! 2 stacked flats just perfect for multi generational living! Inside access with both formal front stair and back utility stairs, so easy for caring for family members, or a plan for aging in place with a care giver. Rent one or both for a money maker. This owner is owner occupying both flats. Plenty of off street parking, a sweet side porch and just a bit of a yard to

    Christine Lewis Brattleboro Area Realty

    109 Central St, Brattleboro, VT 05301
  • /14

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    12 Autumn Gem Dr, Dummerston, VT 05301

    This affordable Dummerston home is tucked away on 11 private acres. Built with personal privacy in mind, the primary bedroom is on one end and the other 2 bedrooms and bath are at the other, eliminating hallways and adding to the living area. Warm yourself and save on fuel with the large pellet stove in the living room. Abundant light with the picture window in the front and skylight over the

    Christine Lewis Brattleboro Area Realty

    12 Autumn Gem Dr, Dummerston, VT 05301
  • /55

    $559,000

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    155 Pratt Bridge Rd, Jamaica, VT 05343

    You may wake up to the singing of Cole Pond resident loons at your next VT home awaiting you just minutes from the Stratton Access road. Tucked away on a quiet country road this inviting 4 bedroom, 2.5 bath home offers the perfect balance of comfort, convenience and charm. Designed for gathering with friends and family, entry level offers a family room with woodstove , open concept on main level

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    155 Pratt Bridge Rd, Jamaica, VT 05343
  • /11

    $174,000

    • Land
    • 15 Acres
    • $11,600 per Acre

    491 Whitneyville Rd, Halifax, VT 05358

    Tucked away along a quiet, town-maintained dead-end road, this private 15-acre parcel offers a rare combination of seclusion, character, and natural beauty. Set high on a peaceful knoll, the property features an old homesite's stone foundation, open meadow areas, and several mature apple trees that hint at the land’s past, also a drilled well.A gentle babbling brook traces one boundary,

    Leslie Fraser Four Seasons Sotheby's Int'l Realty

    491 Whitneyville Rd, Halifax, VT 05358
  • /41

    $1,600,000

    $150K PRICE DROP
    • 7 Beds
    • 5 Baths
    • 4,649 Sq Ft

    4669 Vermont Route 100, Londonderry, VT 05148

    Encompassing over 200 acres of pasture and forest, Timberland Farm is anchored by an early 1800s farmhouse that feels at once timeless and lived-in, a place shaped by centuries of stories, music, and shared meals. The living spaces feel both intimate and generous, framed by hand-hewn beams and original wide pine floors. From the dining room to the music room, wood-burning fireplaces crowned with

    Story Jenks LandVest, Inc/Woodstock

    4669 Vermont Route 100, Londonderry, VT 05148
  • /48

    $1,650,000

    • 4 Beds
    • 3.5 Baths
    • 3,268 Sq Ft

    161 Depot Rd, Williamsville, VT 05362

    Perched high above the enchanting hills of Newfane, VT, lies a truly one-of-a-kind property. This meticulously crafted home offers an off-grid, private retreat with breathtaking views of the surrounding landscape. Constructed in 2003, the post and beam design incorporates wood and stone harvested from its expansive 219-acre setting, showcasing a harmonious blend of nature and architecture. This

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    161 Depot Rd, Williamsville, VT 05362
  • /43

    $75,000

    $20K PRICE DROP
    • Land
    • 1 Acre
    • $75,000 per Acre

    169 Sun and Ski Rd, Wilmington, VT 05363

    Dreaming of building a home in Vermont but not sure where to start? With several significant steps in the preparation process already done, this one-acre lot is truly ready for your vision. A three-bedroom septic design by a Vermont engineer has been completed, with permits filed and approved by the state of Vermont. Plus, the land has already been partially cleared for a driveway and building

    Kim Meeker Southern Vermont Realty Group

    169 Sun and Ski Rd, Wilmington, VT 05363
  • /29

    $449,000

    • 3 Beds
    • 2.5 Baths
    • 1,842 Sq Ft

    15B Snow Tree Ln Unit Clovers B, Dover, VT 05356

    Lovely updated townhome in the Snowtree development adjacent to the base area at Mount Snow. Take the Snowtree shuttle to the mountain or access via the walking bridge to the magic carpet at the tubing hill. If you don't ski you can still easily access the mountain without worrying about parking. Ideal for the ski season, but also summer festivals, hiking, biking, and more. Unlike the condos with

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15B Snow Tree Ln Unit Clovers B, Dover, VT 05356
  • /14

    $235,000

    • Land
    • 33.48 Acres
    • $7,019 per Acre

    0 Vt Route 100 Unit 5072614, Londonderry, VT 05155

    Beautiful 33.48 acre building lot in Londonderry. Some views possible and some clearing has been done. There are some wetlands on property but various choices for building sites exist. South East Facing

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    0 Vt Route 100 Unit 5072614, Londonderry, VT 05155
  • /48

    $479,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    34 Johnson Hill Rd, Dover, VT 05356

    Recently repositioned with a price improvement, this move-in-ready chalet offers even greater value in one of Dover's most desirable mountain neighborhoods. Nestled on a corner parcel in the desirable Dover Hills area near Mount Snow, this beautiful chalet offers the perfect low-maintenance four-season retreat. Designed for easy upkeep and effortless enjoyment, the home combines warm mountain

    Donald Koelsch Deerfield Valley Real Estate

    34 Johnson Hill Rd, Dover, VT 05356
  • /33

    $325,000

    $24K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,520 Sq Ft

    29 Pikes Falls Rd, Jamaica, VT 05343

    MOTIVATED SELLERS! Bring your offers! Experience the timeless appeal of this beautifully preserved 1800s Greek Revival residence in the center of Jamaica Village. Offering more than 2,500 square feet of living space, the home pairs classic architectural detail with thoughtful modern updates for effortless year-round living.Ideally situated just 15 minutes from Stratton Mountain and 25 minutes

    Carrie Mathews Winhall Real Estate

    29 Pikes Falls Rd, Jamaica, VT 05343
  • /24

    $210,000

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft

    40 Brookside Dr Unit 6, Brattleboro, VT 05301

    Rare to find an in-town condo with a waterfront view like this! Desirable 2 bedroom, 1 bath low maintenance, affordable home. Your spacious living/dining area has sliders looking out to the tranquil Whetstone Brook. Upstairs are 2 large bedrooms and a full bath. The lower level is a 465 square foot basement with washer/dryer hookup and extra storage. The entire interior has been freshly painted,

    Angela Sherman Brattleboro Area Realty

    40 Brookside Dr Unit 6, Brattleboro, VT 05301
  • /29

    $350,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,599 Sq Ft

    175 Sak Rd, Vernon, VT 05354

    This is it!!!! One level living with a bonus room and bath in the lower level for a bit of get away family room living. Perfect for downsizing or just beginning. Professional builder has taken this home to a brand new level, adding a living room with vaulted ceilings, wall of windows and a slider to a lovely back deck. The lot is level and sunny enough for a garden, and crosses the Sak Brook with

    Christine Lewis Brattleboro Area Realty

    175 Sak Rd, Vernon, VT 05354
  • /38

    $419,000

    $28K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,768 Sq Ft

    52A Suntec Loop, Dover, VT 05356

    New and improved Suntec units, with brand NEW building exterior, windows, doors! Seller will pay 6 months of the assessment to cover the exterior project. This beautifully maintained, bright & spacious 3 bedroom, 3 bath, plus loft townhome, offers the perfect blend of space, comfort, and convenience just minutes from Mount Snow’s main base lodge, Carinthia Lodge, and the Hermitage Club. This home

    Prema Fitzpatrick Real Broker LLC

    52A Suntec Loop, Dover, VT 05356
  • /31

    $339,000

    • 3 Beds
    • 1.5 Baths
    • 960 Sq Ft

    2117 Pine Banks Rd, Putney, VT 05346

    Set off a country road, this renovated home offers a contemporary interior featuring an open concept kitchen, dining, and living spaces. All of these spaces are bright and welcoming and have engineered hardwood floors. The kitchen is well thought out with multiple workstations and plenty of cabinets and countertop space. The bedrooms have new carpeting and ample closet space. You'll be warm in

    Bill Hickok Berkley & Veller Greenwood Country

    2117 Pine Banks Rd, Putney, VT 05346
  • /25

    $369,000

    • 3 Beds
    • 3 Baths
    • 1,750 Sq Ft

    36C N Access Rd Unit 703, Dover, VT 05356

    Spacious Snow Mountain Village townhome adjacent to the upper parking lots at Mount Snow ski resort. This unique large unit is one of only a handful of units with this size for the development. Inside you are greeted by a tiled mudroom area with laundry, and an adjacent large guest room with en suite full bath. The main level has a large open concept living room with wood burning fireplace and

    Adam Palmiter Berkley & Veller Greenwood/Dover

    36C N Access Rd Unit 703, Dover, VT 05356
  • /17

    $339,000

    • 2 Beds
    • 1 Bath
    • 728 Sq Ft

    274 Vermont Route 100, Dover, VT 05356

    This storybook log cabin is the kind of place you picture when you think "perfect Vermont getaway." Tucked in the middle of town, everything you want is right here, and Mount Snow resort is just over a mile away. Whether you’re chasing powder days, snowmobile/summer trails, or just a cozy escape, this spot makes it easy to do it ALL. On the MOOver public transportation route to get you around

    Prema Fitzpatrick Real Broker LLC

    274 Vermont Route 100, Dover, VT 05356
  • /31

    $699,000

    Coming Soon
    • 5 Beds
    • 2 Baths
    • 2,378 Sq Ft

    389 Boyd Hill Rd, Wilmington, VT 05363

    Mountain views, meadow, a traditional barn, pure Vermont comfort — all wrapped into this beautifully renovated farmhouse. Just up from serene Lake Whitingham sits this stunning Vermont timber frame post-and-beam home, designed by Northern Energy Homes and set on a private 10-plus-acre parcel that feels worlds away while remaining effortlessly accessible.The grounds are exceptional. A handsome

    Adam Palmiter Berkley & Veller Greenwood/Dover

    389 Boyd Hill Rd, Wilmington, VT 05363
  • /30

    $395,000

    • 3 Beds
    • 1.5 Baths
    • 1,296 Sq Ft

    638 Hemlock Hill Rd, West Wardsboro, VT 05360

    Set on a private one-acre lot in the desirable Snow Mountain Farms community of Wardsboro, Vermont, this fully furnished three-bedroom, one-and-a-half-bathroom bathroom home is the perfect blend of rustic charm and modern convenience near a bevy of year-round recreation opportunities.Every detail captures the essence of Vermont living, beginning with the open-concept kitchen, dining, and

    Kim Meeker Southern Vermont Realty Group

    638 Hemlock Hill Rd, West Wardsboro, VT 05360
  • /58

    $32,000

    • 1 Bed
    • 2 Baths
    • 771 Sq Ft

    123/125 Qtr 4 Grand Summit Way Unit 123/125, Qtr 4, Dover, VT 05356

    Experience the ultimate in flexibility and mountain living with this deeded quartershare at the Grand Summit Hotel. Enjoy 13 weeks of vacation annually—one week every 28 days—on a rotating basis. Use it, rent it, or trade it for other destinations! This spacious mountain-side lockout unit, the closest unit to the back door to the slopes, comfortably sleeps 8. Unit 123 is a hotel room with 2

    Donna Brown Skihome Realty

    123/125 Qtr 4 Grand Summit Way Unit 123/125, Qtr 4, Dover, VT 05356
  • /54

    $1,050,000

    $50K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,040 Sq Ft

    17 Boulder Ridge Dr Unit A, Dover, VT 05356

    This magnificent 5-bedroom, 4.5-bath townhouse, spanning over three tastefully designed floors, will captivate you with its elegance. The open floor plan combines contemporary aesthetics with practical design. The living room, graced with hardwood (hickory) flooring, a gas fireplace, large windows, a slider to the deck with an amazing view of Mount Snow, and a vaulted ceiling, creates an ambiance

    John Redd Skihome Realty

    17 Boulder Ridge Dr Unit A, Dover, VT 05356
  • /59

    $845,000

    • 4 Beds
    • 2 Baths
    • 2,613 Sq Ft

    170 Townshend Rd, Grafton, VT 05146

    This handsome turn-key property is available sooner than one might expect! Due to changing life developments, the owners are offering their beloved Vermont home for sale. Not long ago, the 19th century Chapman House underwent a full renovation, including a stunning new kitchen and updated baths. The kitchen features marble countertops, glass-front backlit cabinetry, a deep farmhouse sink,

    Jessica Landers Barrett and Valley Associates Inc.

    170 Townshend Rd, Grafton, VT 05146
  • /27

    $33,900

    • 1 Bed
    • 2 Baths
    • 771 Sq Ft

    235/237, QTR 2 89 Grand Summit Way, Dover, VT 05356

    Own Where You Play! One-of-a-kind sleep eight quartershare, featuring a gas fireplace, updated decor and furnishings, plus gorgeous mountain views, this is a rare find in the Grand Summit Resort Hotel! This comfortable condo has two full baths and a lockout feature, with an adjoining door within the unit, so you can use it, rent it, or trade it for a timeshare vacation simultaneously! Overlooking

    Patricia Fitzpatrick Skihome Realty

    235/237, QTR 2 89 Grand Summit Way, Dover, VT 05356
  • /48

    $389,900

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    9F Brumms Way Unit 9F, Dover, VT 05356

    Beautiful end unit on edge of Bear’s Crossing Condo and Home Community with a stream and the forest as your neighbor. Close to the Ski Home trail. This mixed community is 2 minutes to Mount Snow Ski Resort and to mixed use trails for snowmobiling, xcountry skiing and mountain biking. There is also a shuttle running regularly to the resort and beyond! This unit is “turn key” with 2 bedrooms and a

    Steve Goldfarb Deerfield Valley Real Estate

    9F Brumms Way Unit 9F, Dover, VT 05356
  • /2

    $249,000

    • Land
    • 1.29 Acres
    • $193,023 per Acre

    350 Route 100, Dover, VT 05356

    Amazing opportunity to have a building lot near Mount Snow with huge view potential, no HOA restrictions, and easy access off a main paved road. This unique site is being offered for the first time in a long time and could be the ideal spot to build your dream Vermont home.

    Adam Palmiter Berkley & Veller Greenwood/Dover

    350 Route 100, Dover, VT 05356
  • /44

    $65,000

    • Land
    • 36,154 Sq Ft
    • $78,313 per Acre

    123 High Top Rd, Wilmington, VT 05363

    Section B - new to market! Oversized building lot with new perc tests show it is suitable for a 3-bedroom single family home. Lot may support a larger home; buyer would have to pursue this option at their own cost. As an owner of an undeveloped lot in CHOA, you are entitled to all the recreation amenities in the Resort, including year-round swimming at the exclusive member-only clubhouse, located

    Sigrid Pickering Chimney Hill Realty

    123 High Top Rd, Wilmington, VT 05363
  • /60

    $455,000

    • 3 Beds
    • 2 Baths
    • 1,550 Sq Ft

    2 Wood Lot Ln Unit C-215, Wilmington, VT 05363

    Tucked away in a quiet corner of Chimney Hill is this gem! This 3 bedroom, 2 bath house in Section C has it all! It features a classic mudroom entry, a brick interior walkway, and an open-concept living, dining, and kitchen area with French doors leading to a screened outdoor living room and a picnic porch out back, which includes a firepit for cozy conversation on chilly evenings. More

    Sigrid Pickering Chimney Hill Realty

    2 Wood Lot Ln Unit C-215, Wilmington, VT 05363
  • /50

    $2,099,000

    • 5 Beds
    • 5.5 Baths
    • 5,235 Sq Ft

    6 Trail View Ln, Dover, VT 05356

    Enjoy stunning views, privacy, and luxury, from a rare offering of a home at the Peaks at Mt Snow. This luxury community sits above the Greenspring development, directly across from the ski slopes at Mount Snow, with access to all the great amenities including club house, gym, indoor pool and hot tub, tennis courts, game room, on site management company, and direct shuttle service between your

    Adam Palmiter Berkley & Veller Greenwood/Dover

    6 Trail View Ln, Dover, VT 05356
  • /43

    $1,475,000

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft

    691 Black Bear Rd, Jamaica, VT 05343

    A long winding driveway through a mountain of foliage leads you to this extraordinary mountain-modern retreat, perched high above nearly 200 acres of protected Vermont wilderness. Thoughtfully crafted by Big Pine Builders LLC, this striking off-grid solar home seamlessly blends contemporary design with Vermont’s rugged natural beauty, allowing you to live on the sun’s rhythm while enjoying

    Carrie Mathews Winhall Real Estate

    691 Black Bear Rd, Jamaica, VT 05343
  • /39

    $25,000

    • Land
    • 21,780 Sq Ft
    • $50,000 per Acre

    30 Upper Howes Way, Wilmington, VT 05363

    Affordable Single Lot with favorable soil tests for a 3-bedroom single family home in Chimney Hill. Surrounded on two sides by common land, this lot is in a quiet section of the Main Hill. Buyer is responsible or securing a septic permit. Join a community of over 560 homes sited on 1,200-Acres adjoining the Green Mt. National Forest, with 550-Acres owned in common by the membership of the HOA.

    Sigrid Pickering Chimney Hill Realty

    30 Upper Howes Way, Wilmington, VT 05363
  • /60

    $349,000

    • 3 Beds
    • 1.5 Baths
    • 1,550 Sq Ft

    90 Wilsons Woods Rd, Brattleboro, VT 05301

    Enjoy the privacy of your own space secluded from the rest of the world. Enjoy the comfort of a country setting in town. Look through the tree tops over the roofs of houses below on one side, onto a garden on another side, and onto a wooded hillside on the rest. Nature surrounds this immaculate house on a hill. Amenities include stone walls, a dog cage, a fire pit, raised gardens, a convenient

    Sally Fegley BHG Masiello Brattleboro

    90 Wilsons Woods Rd, Brattleboro, VT 05301
  • /2

    $2,500

    $13K PRICE DROP
    • Land
    • 7,840 Sq Ft
    • $13,889 per Acre

    0 Clayton Ln Unit 5094564, Jamaica, VT 05343

    This is a town tax sale property. There is a 30 day waiting period after a fully executed contract. The 30 days is a window for public feedback. Under the statute, if Town residence object to the sale, they have 30 days from the date of the notice to submit a petition to the Town. If a petition is signed by at least 5% of the towns registered voters, the select, Board cannot just sell the

    Carrie Mathews Winhall Real Estate

    0 Clayton Ln Unit 5094564, Jamaica, VT 05343
  • /16

    $259,900

    • Land
    • 29.2 Acres
    • $8,901 per Acre

    1270 Melendy Hill Rd, Guilford, VT 05301

    A rare find! This amazing land has long range views, privacy and close to everything! There is a right of way for egress, and will be perfect for an off grid tuck away cabin or primary. A small meadow is part of the 2 acre exemption for house site, just at the end of the existing drive...easy to get to and just the beginning of the land. Mostly Black Birch, Sugar Maple and Hemlock, there is a

    Christine Lewis Brattleboro Area Realty

    1270 Melendy Hill Rd, Guilford, VT 05301
  • /35

    $599,000

    $26K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,775 Sq Ft

    4448 Route 100, Wardsboro, VT 05355

    This four-bedroom, three-bathroom home with additional office or bonus room space can be yours! Offering a spacious family room with fireplace, a cozy den off the garage entry. A formal dining room in addition to kitchen that allows for another sitting area with plenty of wall space to decorate. The location is set back off Route 100, so very minimal road noise yet the highway is always

    Julie Lowe Lowe's Real Estate, LLC

    4448 Route 100, Wardsboro, VT 05355
  • /2

    $95,000

    $30K PRICE DROP
    • Land
    • 14.7 Acres
    • $6,463 per Acre

    0 Higley Hill, Dover, VT 05356

    Fantastic eastern views of New Hampshire mountains & valleys. A roadway, power & phone already exists for 4 dramatic view lots. Pick the one you want! Family & friends will enjoy ski area resort & local amenities nearby, while Brattleboro & CT River Valley resources are just down the hill. Truly majestic sites! Package lot offers considered. Appointment is required to walk the property.

    Michael Purcell Berkley & Veller Greenwood/Dover

    0 Higley Hill, Dover, VT 05356

Showing Results 281 - 320, Page 8 of 11

How to Buy a Home How to Finance a Home How to Sell a Home