471

Windham County VT Homes for Sale

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  • 238 Stowe Hill Rd, Wilmington, VT 05363
    238 Stowe Hill Rd, Wilmington, VT 05363
    238 Stowe Hill Rd, Wilmington, VT 05363
    /60

    $3,100,000

    $395K PRICE DROP
    • 9 Beds
    • 11 Baths
    • 6,726 Sq Ft

    238 Stowe Hill Rd, Wilmington, VT 05363

    Green Meadows Farm is a rare Southern Vermont estate where timeless character, modern comfort, and exceptional recreational amenities come together across more than 16 picturesque acres. Just minutes from Lake Raponda, downtown Wilmington, Mount Snow, and The Hermitage Club, this remarkable property offers sweeping mountain views, stunning sunsets, and the space to create lasting memories for

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    238 Stowe Hill Rd, Wilmington, VT 05363
  • 243 Newton Rd, Vernon, VT 05354
    243 Newton Rd, Vernon, VT 05354
    243 Newton Rd, Vernon, VT 05354
    /21

    $347,000

    $12K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    243 Newton Rd, Vernon, VT 05354

    Vernon! Affordable! School choice! Summer at the pool! This is it! One level living for those who want to age in place, have challenges with stairs, or just want to move up from an apartment....The best floor plan with open concept common space and bedrooms at the ends, for privacy and best use of space. With a sunny, level, with much of the yard fenced, there is lots of play space, gardening and

    Christine Lewis Brattleboro Area Realty

    243 Newton Rd, Vernon, VT 05354
  • 16 A Snowtree Ln, Dover, VT 05356
    16 A Snowtree Ln, Dover, VT 05356
    16 A Snowtree Ln, Dover, VT 05356
    /46

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 1,707 Sq Ft

    16 A Snowtree Ln, Dover, VT 05356

    This exceptional townhouse in the sought-after SnowTree development offers a unique opportunity for homeownership in a community with a reliable HOA management company. Spread across three meticulously updated levels, the townhouse welcomes you with a spacious, sun-filled living room featuring a wood-burning fireplace and large windows that offer winter mountain views and allow natural light to

    Sheila Joyce-Albano Skihome Realty

    16 A Snowtree Ln, Dover, VT 05356
  • 412 Western Ave, Brattleboro, VT 05301
    412 Western Ave, Brattleboro, VT 05301
    412 Western Ave, Brattleboro, VT 05301
    /37

    $285,000

    $14K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    412 Western Ave, Brattleboro, VT 05301

    Move in ready and full of potential, this charming Brattleboro home is ready for its next chapter. The main level features a bright, open concept layout with a spacious kitchen and comfortable living area, creating an ideal space for everyday living and entertaining. Filled with natural light, the living room opens directly onto a private rear deck overlooking a manageable backyard perfect for

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    412 Western Ave, Brattleboro, VT 05301
  • 42 Bills Rd, Stratton, VT 05360
    42 Bills Rd, Stratton, VT 05360
    42 Bills Rd, Stratton, VT 05360
    /37

    $699,000

    • 3 Beds
    • 3 Baths
    • 3,024 Sq Ft

    42 Bills Rd, Stratton, VT 05360

    Private Vermont Log Cabin Retreat Near Stratton Mountain. Nestled at the end of a quiet dead-end road and bordering the Green Mountain National Forest, this exceptional log cabin at 42 Bills Road offers the ultimate Vermont mountain escape. Located just minutes from Stratton Mountain Resort, this fully furnished three-bedroom, three-bathroom home combines rustic charm with modern comfort in a

    Julie Lowe Lowe's Real Estate, LLC

    42 Bills Rd, Stratton, VT 05360
  • 00 S Pine Banks Rd, Putney, VT 05346
    00 S Pine Banks Rd, Putney, VT 05346
    00 S Pine Banks Rd, Putney, VT 05346
    /22

    $645,000

    $25K PRICE DROP
    • Land
    • 67 Acres
    • $9,627 per Acre

    00 S Pine Banks Rd, Putney, VT 05346

    Unleash the potential of this exceptional 60+ acre Vermont property, a rare offering brimming with diverse landscapes and endless possibilities. A well-maintained gravel driveway leads you into the heart of the land, complete with readily available power. Discover multiple potential building sites, each offering breathtaking views or secluded privacy, tailored to your preference. A charming

    Agent Photo

    Ross Doody

    Century 21 Highview Realty

    00 S Pine Banks Rd, Putney, VT 05346
  • 874 Middletown Rd, Grafton, VT 05146
    874 Middletown Rd, Grafton, VT 05146
    874 Middletown Rd, Grafton, VT 05146
    /33

    $1,450,000

    $200K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 4,443 Sq Ft

    874 Middletown Rd, Grafton, VT 05146

    Set along picturesque Middletown Road, just beyond the historic village of Grafton, this elegant five-bedroom residence enjoys a setting that feels both timeless and deeply peaceful. Perhaps it is the pleasing symmetry and classic proportions of the c.1815 brick Federal home with its Georgian floor plan. Perhaps it is the views of rolling meadows and rounded hills that unfold in both directions.

    Story Jenks LandVest, Inc/Woodstock

    874 Middletown Rd, Grafton, VT 05146
  • 157 Old Sawmill Rd, Londonderry, VT 05148
    157 Old Sawmill Rd, Londonderry, VT 05148
    157 Old Sawmill Rd, Londonderry, VT 05148
    /60

    $850,000

    $35K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,154 Sq Ft

    157 Old Sawmill Rd, Londonderry, VT 05148

    Nestled in a peaceful Londonderry setting, 157 Old Sawmill Road offers the perfect blend of Vermont charm, comfort, and outdoor recreation. Originally built in 1971 and extensively renovated and expanded in 1992, this inviting home features nearly 3,200 square feet of living space designed for year-round enjoyment.Take in front-row views of Magic Mountain's ski trails right from your front

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    157 Old Sawmill Rd, Londonderry, VT 05148
  • 0 Scattered Timber Rd Unit 5094122, Wilmington, VT 05363
    0 Scattered Timber Rd Unit 5094122, Wilmington, VT 05363
    0 Scattered Timber Rd Unit 5094122, Wilmington, VT 05363
    /24

    $140,000

    • Land
    • 1.4 Acres
    • $100,000 per Acre

    0 Scattered Timber Rd Unit 5094122, Wilmington, VT 05363

    Build your dream mountain retreat on this exceptional 1.4-acre double lot (Lots 494 & 495) in the highly desirable Chimney Hill community. Gently sloping and situated at approximately 2,400 feet in elevation, this unique parcel offers outstanding privacy with seasonal winter valley views while directly abutting Green Mountain National Forest and HOA common land, helping preserve the peaceful

    Grayson VanHendrick Flex Realty

    0 Scattered Timber Rd Unit 5094122, Wilmington, VT 05363
  • 183 Old Mill Ln, Wilmington, VT 05363
    183 Old Mill Ln, Wilmington, VT 05363
    183 Old Mill Ln, Wilmington, VT 05363
    /43

    $1,975,000

    • 5 Beds
    • 4.5 Baths
    • 5,063 Sq Ft

    183 Old Mill Ln, Wilmington, VT 05363

    Breathtaking Lake and Vermont Forever Wild views from this 10 acre parcel overlooking Lake Whitingham, with deeded lake access. The premiere Old Mill Lane development is host to some of Wilmington's finest homes thanks to large private parcels, extended driveways, exclusive shared lake access and beach area with kayak rack, swimming cove, and easy access to the Village of Wilmington and nearby

    Adam Palmiter Berkley & Veller Greenwood/Dover

    183 Old Mill Ln, Wilmington, VT 05363
  • 136 Morningside Dr, Brattleboro, VT 05301
    136 Morningside Dr, Brattleboro, VT 05301
    136 Morningside Dr, Brattleboro, VT 05301
    /30

    $305,000

    $10K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,607 Sq Ft

    136 Morningside Dr, Brattleboro, VT 05301

    Rare opportunity to enjoy single-level living with all modern conveniences on the main floor in this magnificent condo unit. Featuring a spacious primary bedroom with a walk-in closet and full en-suite bathroom, this home offers comfort and functionality throughout. A second bedroom provides flexibility for guests, a home office, or additional living space. The open-concept kitchen and dining

    Desiree Stango Berkley & Veller Greenwood Country

    136 Morningside Dr, Brattleboro, VT 05301
  • 8F Dover Green Loop Unit 8F, Dover, VT 05356
    8F Dover Green Loop Unit 8F, Dover, VT 05356
    8F Dover Green Loop Unit 8F, Dover, VT 05356
    /20

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    8F Dover Green Loop Unit 8F, Dover, VT 05356

    Spacious townhome at an incredible price in the Dover Green community located just a short drive or shuttle ride south of Mount Snow. This private end unit sits nestled towards the top of the development with great privacy and parking, and has had numerous recent upgrades to the roof, foundation, paint, siding, and whole house water filtration. The interior boasts a vaulted great room, wood

    Adam Palmiter Berkley & Veller Greenwood/Dover

    8F Dover Green Loop Unit 8F, Dover, VT 05356
  • 187 Poverty Row, Whitingham, VT 05361
    187 Poverty Row, Whitingham, VT 05361
    187 Poverty Row, Whitingham, VT 05361
    /52

    $629,900

    • 3 Beds
    • 2 Baths
    • 2,048 Sq Ft

    187 Poverty Row, Whitingham, VT 05361

    Outstanding contemporary farmhouse set on 5.3 acres of private, level acres, offering the perfect blend of comfort, space, and functionality. This well-maintained home features an open-concept first floor with a spacious great room highlighted by a cathedral ceiling. The main level also includes one bedroom and full bath, along with a convenient mudroom and laundry room.The custom maple

    Pauline Green

    187 Poverty Row, Whitingham, VT 05361
  • 2435 Stage Rd, Guilford, VT 05301
    2435 Stage Rd, Guilford, VT 05301
    2435 Stage Rd, Guilford, VT 05301
    /55

    $795,000

    $54K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 3,877 Sq Ft

    2435 Stage Rd, Guilford, VT 05301

    Only a fortunate few have the privilege of calling Green River Village home—a quintessential Vermont hamlet distinguished by its historic covered bridge, the 1811 timber crib dam, and the iconic wood-spired church proudly perched on the hillside above. Sited next to the bridge, the Green River Bridge House, originally a blacksmith shop, enjoys 300 feet of frontage along the Green River. Built in

    John Mcpherson Berkley & Veller Greenwood Country

    2435 Stage Rd, Guilford, VT 05301
  • 39 B Kingswood Rd, Dover, VT 05356
    39 B Kingswood Rd, Dover, VT 05356
    39 B Kingswood Rd, Dover, VT 05356
    /27

    $559,000

    • 4 Beds
    • 3 Baths
    • 2,050 Sq Ft

    39 B Kingswood Rd, Dover, VT 05356

    Experience turnkey mountain living in this impeccably maintained and beautifully furnished Kingswood townhome, ideally situated just minutes from Mount Snow and the Hermitage Club. Recently painted and offered fully furnished, this move-in-ready retreat seamlessly blends comfort, convenience, and year-round recreation. Designed for both relaxation and entertaining, the spacious floor plan

    Patricia Fitzpatrick Skihome Realty

    39 B Kingswood Rd, Dover, VT 05356
  • 10 Grouse Ln Unit 10A, Dover, VT 05356
    10 Grouse Ln Unit 10A, Dover, VT 05356
    10 Grouse Ln Unit 10A, Dover, VT 05356
    /27

    $599,000

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    10 Grouse Ln Unit 10A, Dover, VT 05356

    Owners open to offers! Stunning Post and Beam style townhome overlooking spectacular views of Mount Snow and Haystack ski trails with the sunsets in the west beyond. This private end unit features an amenity rich location thanks to direct VAST snowmobile trail access, hiking and biking trails in the summer, as well as easy access to the Mount Snow golf course which is directly through the

    Adam Palmiter Berkley & Veller Greenwood/Dover

    10 Grouse Ln Unit 10A, Dover, VT 05356
  • 42 Blackberry Ln, Jamaica, VT 05343
    42 Blackberry Ln, Jamaica, VT 05343
    42 Blackberry Ln, Jamaica, VT 05343
    /39

    $839,000

    Open Sun 11AM - 1PM
    • 5 Beds
    • 4.5 Baths
    • 3,840 Sq Ft

    42 Blackberry Ln, Jamaica, VT 05343

    Only 8 miles from Stratton Mountain, this extra-large expanded farmhouse provides ample space, quiet, and tons of classic Vermont charm. Set in a lush garden landscape surrounded by meadows, a stone wall, perennial gardens, an apple orchard, a barn, & multiple outbuildings, the home feels like old Vermont while being close to major amenities. The original home is from the 19th century but

    Cheyanne Pugliese

    42 Blackberry Ln, Jamaica, VT 05343
  • 170 Townshend Rd, Grafton, VT 05146
    170 Townshend Rd, Grafton, VT 05146
    170 Townshend Rd, Grafton, VT 05146
    /59

    $775,000

    $70K PRICE DROP
    • 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
  • 131,133,141 Green St, Brattleboro, VT 05301
    131,133,141 Green St, Brattleboro, VT 05301
    131,133,141 Green St, Brattleboro, VT 05301
    /26

    $1,350,000

    • 7,660 Sq Ft

    131,133,141 Green St, Brattleboro, VT 05301

    What an opportunity to own 11 units in 3 separate buildings with a fantastic rental history. Close to downtown, schools, shopping and bus routes. Very well maintained properties with 3 - two bedroom units and 8 one bedroom units. On site laundry for the convenience of tenants. Wonderful features including hardwood floors and large windows for exceptional natural light. Great porches and very

    Susan Bellville Bellville Realty

    131,133,141 Green St, Brattleboro, VT 05301
  • 4303 Hinesburg Rd, Brattleboro, VT 05301
    4303 Hinesburg Rd, Brattleboro, VT 05301
    4303 Hinesburg Rd, Brattleboro, VT 05301
    /44

    $450,000

    $25K PRICE DROP
    • 6 Beds
    • 2.5 Baths
    • 3,682 Sq Ft

    4303 Hinesburg Rd, Brattleboro, VT 05301

    Private! Guilford! This unusual combination of a true log home with an incredible center double sided chimney....a fireplace facing the kitchen/dining and wood stove in the living room, bringing the best of both worlds:... ambiance and warmth. There is a surprise of one more fireplace on the 2nd floor in the charming primary bedroom...use the ensuite for a huge walk in closet. The other half of

    Christine Lewis Brattleboro Area Realty

    4303 Hinesburg Rd, Brattleboro, VT 05301
  • 8E Dover Green Loop Unit 8E Dover Green Loop, Dover, VT 05356
    8E Dover Green Loop Unit 8E Dover Green Loop, Dover, VT 05356
    8E Dover Green Loop Unit 8E Dover Green Loop, Dover, VT 05356
    /41

    $289,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    8E Dover Green Loop Unit 8E Dover Green Loop, Dover, VT 05356

    Adjusted to $289,000 making this the best value in Dover Green. Enjoy the best of Southern Vermont from this beautiful townhome in the sought-after Dover Green community, located just minutes south of Mount Snow. Whether you're looking for a year-round residence, a low-maintenance second home, or the perfect Vermont getaway, this spacious three bedroom, 2 two bath home offers comfort,

    Donald Koelsch Deerfield Valley Real Estate

    8E Dover Green Loop Unit 8E Dover Green Loop, Dover, VT 05356
  • 15 Sawmill Village Way, Dover, VT 05356
    15 Sawmill Village Way, Dover, VT 05356
    15 Sawmill Village Way, Dover, VT 05356
    /29

    $789,000

    • 5 Beds
    • 3.5 Baths
    • 2,856 Sq Ft

    15 Sawmill Village Way, Dover, VT 05356

    Beautiful contemporary farmhouse in the prestigious Village at Sawmill Farms, just a short drive from the Mount Snow ski resort. This bright and airy farmhouse design sits on a private level lot, and has been completely renovated to be turn key for immediate enjoyment. The interior boasts a vaulted living room with large windows, great natural light, and a gas fireplace, there is an updated chefs

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Sawmill Village Way, Dover, VT 05356
  • 45 Mowing Way, Wilmington, VT 05363
    45 Mowing Way, Wilmington, VT 05363
    /2

    $45,000

    • Land
    • 10,890 Sq Ft
    • $180,000 per Acre

    45 Mowing Way, Wilmington, VT 05363

    Level building lot with public sewer and water at the street. Across from the Haystack Golf Course for easy year round enjoyment. Direct snowmobile access from the lot. A short drive to the public boat launch at Lake Whitingham or Mount Snow ski resort.

    Adam Palmiter Berkley & Veller Greenwood/Dover

    45 Mowing Way, Wilmington, VT 05363
  • 1297 River Rd, Jamaica, VT 05343
    1297 River Rd, Jamaica, VT 05343
    1297 River Rd, Jamaica, VT 05343
    /22

    $86,000

    • Land
    • 6.2 Acres
    • $13,871 per Acre

    1297 River Rd, Jamaica, VT 05343

    Unique! Do you love to camp? swim? fish?.....this may be it for you....Over2000 feet of West River frontage with electric on site and just offpavement and at the intersection of 2 major access road to skiing andrecreation! Much of the frontage is in flood plain and it is subject to flowage rights of the dam, but an amazing site! The current owner has had a Jamaica cottage for camping

    Christine Lewis Brattleboro Area Realty

    1297 River Rd, Jamaica, VT 05343
  • 2117 Pine Banks Rd, Putney, VT 05346
    2117 Pine Banks Rd, Putney, VT 05346
    2117 Pine Banks Rd, Putney, VT 05346
    /31

    $319,000

    $20K PRICE DROP
    • 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
  • 57 Vartland Ridge, Londonderry, VT 05148
    57 Vartland Ridge, Londonderry, VT 05148
    57 Vartland Ridge, Londonderry, VT 05148
    /26

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    57 Vartland Ridge, Londonderry, VT 05148

    Set on 1.1 acres with access to VAST trails, this property offers a blend of recent upgrades, functional space, and future potential. Being sold as-is, the property offers the chance to update and customize while benefiting from several major upgrades already completed. Recent improvements include a new furnace and hot water heater installed in 2022, along with a new propane tank and updated

    Jamie Wylie Stratton Real Estate

    57 Vartland Ridge, Londonderry, VT 05148
  • 522 Vermont Route 100, Wardsboro, VT 05355
    522 Vermont Route 100, Wardsboro, VT 05355
    522 Vermont Route 100, Wardsboro, VT 05355
    /52

    $499,000

    • 5 Beds
    • 4 Baths
    • 3,665 Sq Ft

    522 Vermont Route 100, Wardsboro, VT 05355

    Dating to the 1830s and thoughtfully renovated through the 1990s and early 2000s, this Vermont homestead blends historic character with the comforts of modern living. Set on 12 mostly open, level acres surrounded by mountains, it offers the kind of setting people dream about but rarely find. Start your morning with coffee overlooking the meadow as mist rises from the fields and the sound of the

    Lee Brown Four Seasons Sotheby's Int'l Realty

    522 Vermont Route 100, Wardsboro, VT 05355
  • 2060 Townshend Rd, Grafton, VT 05146
    2060 Townshend Rd, Grafton, VT 05146
    2060 Townshend Rd, Grafton, VT 05146
    /60

    $2,895,000

    • 6 Beds
    • 4 Baths
    • 3,946 Sq Ft

    2060 Townshend Rd, Grafton, VT 05146

    A rare opportunity to own one of Southern Vermont's most remarkable private estates, Riverledge Farm encompasses more than 300 acres in the historic village of Grafton. Nestled in the Green Mountains, this exceptional property combines natural beauty, recreation, and a large homestead. A winding approach framed by mature maple trees and classic stone walls leads to the elegant white farmhouse,

    Erin McCormick KW Vermont

    2060 Townshend Rd, Grafton, VT 05146
  • 161 Depot Rd, Williamsville, VT 05362
    161 Depot Rd, Williamsville, VT 05362
    161 Depot Rd, Williamsville, VT 05362
    /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
  • 2C Townhouse Square Unit 2, Dover, VT 05356
    2C Townhouse Square Unit 2, Dover, VT 05356
    2C Townhouse Square Unit 2, Dover, VT 05356
    /35

    $825,000

    • 3 Beds
    • 3.5 Baths
    • 1,730 Sq Ft

    2C Townhouse Square Unit 2, Dover, VT 05356

    Ski-in/ski-out living from this beautifully updated Seasons townhome, positioned trailside at Mount Snow. Stop in and out for meals or to check on pets, without ever taking off your boots. This well-appointed unit makes an immediate impression with its open-concept living space featuring soaring vaulted ceilings, a floor-to-ceiling stone chimney with wood-burning fireplace, and generous natural

    Adam Palmiter Berkley & Veller Greenwood/Dover

    2C Townhouse Square Unit 2, Dover, VT 05356
  • 800 Hubbard Hill Rd, Jacksonville, VT 05342
    800 Hubbard Hill Rd, Jacksonville, VT 05342
    800 Hubbard Hill Rd, Jacksonville, VT 05342
    /55

    $649,500

    $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,520 Sq Ft

    800 Hubbard Hill Rd, Jacksonville, VT 05342

    This stately Colonial Revival style home is situated privately on nearly 10 acres with its awesome 3 story 30' X 40' barn accessed by a long winding driveway. The main level features include large spacious rooms with wainscoting and natural woodwork, an open kitchen/dining/living floor plan, half bath/laundry and a pantry off kitchen, proper foyer, living room with a grand fireplace, wide

    Chris Long BHG Masiello Brattleboro

    800 Hubbard Hill Rd, Jacksonville, VT 05342
  • 1102 Route 100, Wardsboro, VT 05355
    1102 Route 100, Wardsboro, VT 05355
    1102 Route 100, Wardsboro, VT 05355
    /27

    $169,900

    • 3 Beds
    • 2 Baths
    • 2,246 Sq Ft

    1102 Route 100, Wardsboro, VT 05355

    A great, affordable starter! Mostly open concept with L/D/FM and kitchen all flowing one to the other with lots of windows for light and air, bringing the outside in. There is also a bedroom and full bath on the first floor for aging in place. Attached is a huge shed for a workshop. The big surprise and great treat is the lot across the street that borders the Wardsboro Brook and could be a

    Christine Lewis Brattleboro Area Realty

    1102 Route 100, Wardsboro, VT 05355
  • 16 School St, Brattleboro, VT 05301
    16 School St, Brattleboro, VT 05301
    16 School St, Brattleboro, VT 05301
    /23

    $499,000

    $41K PRICE DROP
    • 6,000 Sq Ft

    16 School St, Brattleboro, VT 05301

    Attention Investors & 1031 Exchange Buyers! A premier, turn-key investment opportunity is now available in the high-demand Brattleboro rental market. Offered at $540,000, this massive, stately 6-unit multifamily building delivers immediate, fully stabilized cash flow from day one. With a robust gross monthly income of $7,675 and an outstanding gross annual income of $92,100, this property is a

    Kate Barry EXP Realty

    16 School St, Brattleboro, VT 05301
  • 2 Wood Lot Ln Unit C-215, Wilmington, VT 05363
    2 Wood Lot Ln Unit C-215, Wilmington, VT 05363
    2 Wood Lot Ln Unit C-215, 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 Oak Grove Ave, Brattleboro, VT 05301
    50 Oak Grove Ave, Brattleboro, VT 05301
    50 Oak Grove Ave, Brattleboro, VT 05301
    /37

    $340,000

    $10K PRICE DROP
    • 1,918 Sq Ft

    50 Oak Grove Ave, Brattleboro, VT 05301

    Excellent opportunity to own a three-unit investment property in a fabulous location. Enjoy being near the well-known Little League field, grab a hot dog and catch a game. Conveniently located near public transportation, the hospital, shopping, restaurants, schools, and other local amenities.The property offers a great yard set back from the road, providing both privacy and usable outdoor

    Kerry Mulverhill

    50 Oak Grove Ave, Brattleboro, VT 05301
  • 62 Potter Rd, Wardsboro, VT 05355
    62 Potter Rd, Wardsboro, VT 05355
    62 Potter Rd, Wardsboro, VT 05355
    /29

    $799,999

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,592 Sq Ft

    62 Potter Rd, Wardsboro, VT 05355

    Brand-new construction in process in Wardsboro, set on a spacious 2-acre parcel. Introducing a brand-new 3-bedroom, 3.5-bath home is slated for completion in late fall 2026. Inside, you’ll find beautiful natural light, wide-plank pine flooring, oversized windows, and an inviting, bright living space. The main level offers an open-concept layout with a well-appointed kitchen, dining area, and

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    62 Potter Rd, Wardsboro, VT 05355
  • 8 Twin Rocks Rd, Dover, VT 05356
    8 Twin Rocks Rd, Dover, VT 05356
    8 Twin Rocks Rd, Dover, VT 05356
    /60

    $995,000

    $205K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 3,906 Sq Ft

    8 Twin Rocks Rd, Dover, VT 05356

    Mountain Property w/ Stunning Barn. Convenient access to Mt Snow skiing & 18 hole golf course, also VT's renowned VAST Trails System. Mountain Retreat w/amazing Income & Expansion Potential. Tucked away at end of a quiet country road in desirable West Dover, this remarkable 5-bdrm, 5-bath contemporary offers the perfect blend of privacy, recreation & opportunity. This property is ideally

    Jen Baker Connecticut River Valley Realty

    8 Twin Rocks Rd, Dover, VT 05356
  • 5735 Vt Route 11, Londonderry, VT 05148
    5735 Vt Route 11, Londonderry, VT 05148
    5735 Vt Route 11, Londonderry, VT 05148
    /40

    $489,000

    $36K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,320 Sq Ft

    5735 Vt Route 11, Londonderry, VT 05148

    What do you get when two pioneers buy a beautiful colonial farmstead with the intention of sticking around quite a while, rehabilitate it for their long-term use, and then find out work will require them to relocate? You get this gorgeously renovated 4-bath-4-bed 1890 construction on over 2.5 lovely acres back on the market! Sellers are motivated due to having already relocated for work!

    Zachary Zupan EXP Realty

    5735 Vt Route 11, Londonderry, VT 05148
  • 461 South Rd, Brattleboro, VT 05301
    461 South Rd, Brattleboro, VT 05301
    461 South Rd, Brattleboro, VT 05301
    /24

    $270,000

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,451 Sq Ft

    461 South Rd, Brattleboro, VT 05301

    This sweet 2 bedroom, 2 bathroom home has been recently rejuvenated with a new heating system, new flooring, new kitchen cabinets and counter tops, and fresh paint inside and out, and a new septic system! There's been quite a bit done to this lovely home that's a short distance to the Marlboro town office and post office and a few minutes' ride down to Brattleboro. There's good lawn space on the

    Susan Bellville Bellville Realty

    461 South Rd, Brattleboro, VT 05301
  • 200 Riverdale Rd, Townshend, VT 05353
    200 Riverdale Rd, Townshend, VT 05353
    200 Riverdale Rd, Townshend, VT 05353
    /41

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,989 Sq Ft

    200 Riverdale Rd, Townshend, VT 05353

    This classic Federal-style brick home blends historic character with thoughtful modern updates, offering a lifestyle that feels both grounded and effortlessly comfortable. Set on a dead-end road, the property enjoys the rare balance of peaceful country living and everyday convenience, all within moments of the local store, hospital, pharmacy, bank, and neighboring homes. Inside, you will be

    Lee Brown Four Seasons Sotheby's Int'l Realty

    200 Riverdale Rd, Townshend, VT 05353

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