Windham County VT Homes for Sale

/33
$425,000
- 1 Bed
- 1 Bath
- 700 Sq Ft
6878 Streeter Rd Unit 9&10, Wardsboro, VT 05360

Excellent opportunity to be close to everything Vermont has to offer and still feel secluded. This off grid efficient home is so easy to live in, get to and enjoy. IF you'd like to be on grid you're only about 7 power poles away. This offering is for currently combined 2 buildable lots which were subdivided many years ago. There is wonderful access to the woods for all activities. You can

Steve Goldfarb Deerfield Valley Real Estate

6878 Streeter Rd Unit 9&10, Wardsboro, VT 05360
/29
$269,000
- 4 Beds
- 2 Baths
- 2,242 Sq Ft
27 Horton Place, Brattleboro, VT 05301

Outstanding Investment Opportunity Near Downtown Brattleboro. Just minutes from the vibrant Brattleboro town center, this versatile two-unit property offers unmatched convenience and strong potential for investors or owner-occupants alike. Enjoy close proximity to shopping, dining, and professional services, as well as Brattleboro Memorial Hospital, local schools, and several parks for year-round

Patrice Schneider Southern Vermont Realty Group

27 Horton Place, Brattleboro, VT 05301
/14
$68,000
- 2 Beds
- 1.5 Baths
- 924 Sq Ft
4 Brookwood Dr, West Brattleboro, VT 05301

Well-maintained single-wide mobile home on a double lot in Tri-Park Coop. Fresh paint and new flooring throughout, newer appliances, and new hot water heater. This home has a light-filled living room, spacious eat-in kitchen, and primary bedroom with half-bath and custom barn door. Enjoy the sounds of the brook from the covered porch and large fenced-in yard with space for gardening. There is a

Cassandra Ehrlich BHG Masiello Brattleboro

4 Brookwood Dr, West Brattleboro, VT 05301
/36
$325,000
- 3 Beds
- 2 Baths
- 1,544 Sq Ft
35 Church Ave, Bellows Falls, VT 05101

Welcome to your new home in Bellows Falls! This charming "Blue Beauty" is full of character and history, and it sits on a spacious, level half-acre lot. There’s plenty of parking for guests, plus a 24'x24', detached 2-bay garage -perfect for summer get-togethers. Inside, you’ll find a great mix of classic charm and modern updates. The cozy living and dining rooms have been freshly painted and

Michaela Quinlan Coldwell Banker Hickok and Boardman

35 Church Ave, Bellows Falls, VT 05101
/19
$350,000
- 3 Beds
- 2 Baths
- 1,648 Sq Ft
46 Old Route 5 S, Putney, VT 05346

Charming Putney ranch with three bedrooms and two baths on 1.4 acres. The expansive window floods the living room with natural light and unobstructed views of the backyard. Hardwood floors throughout. The spacious living room features custom built-in bookshelves and brick fireplace. The level backyard offers ample room for gardening. The attached garage with direct access is very convenient. The

Cassandra Ehrlich BHG Masiello Brattleboro

46 Old Route 5 S, Putney, VT 05346
/20
$359,000
- 2 Beds
- 3 Baths
- 2,392 Sq Ft
2456 Deer Park Rd, West Halifax, VT 05358

This 10 acre hilltop property is perfect for outdoor enthusiasts and those seeking the peace and quiet of the woods. Take in the breathtaking view or explore your walking trails. Once inside you are greeted by a large dedicated mud room for removing all gear before stepping into your living area. The first floor is perfectly suited for single-floor living, with a bedroom adjacent to a large,

Teddy Kramer Berkley & Veller Greenwood Country

2456 Deer Park Rd, West Halifax, VT 05358
/40
$225,000
- 3 Beds
- 2 Baths
- 1,900 Sq Ft
6 Papoose Ln, Brookline, VT 05345

Welcome to 6 Papoose Lane, a rare opportunity in beautiful Brookline, VT. This special property offers a stunning setting with breathtaking mountain views, a picturesque pond, and abundant southern exposure for natural light year-round. The land is the true star here — peaceful, open, and ready to be enjoyed. A massive garage provides incredible storage or workshop potential. The home itself is a

Kate Barry EXP Realty

6 Papoose Ln, Brookline, VT 05345
/23
$349,000
- 2 Beds
- 1 Bath
- 941 Sq Ft
57 Hartley Hill Rd S, Putney, VT 05346

This charmingly restored 1820's brick, former one-room schoolhouse has been meticulously expanded to include two bedrooms, a kitchen and full bathroom, and sits on a tranquil 5-acre lot with a mostly open, old pasture. The property retains its historical charm with exposed hand-hewn beams in the former schoolhouse that now serves as the living/dining area. Ideal for a cozy primary residence,

Dan Normandeau Berkley & Veller Greenwood Country

57 Hartley Hill Rd S, Putney, VT 05346
/7
$499,000
- Land
- 2.00 Acres
- $249,500 per Acre
70 Overlook Dr, Dover, VT 05356

Stunning 2 acre building parcel at the prestigious Peaks at Mt Snow directly across from the ski resort. This lot affords tremendous privacy and exposure, but with amazing access and amenities including direct on call shuttle service from your door to the mountain, indoor pool, gym, clubhouse, and game courts. Paved road access, sewer, and water, means total peace of mind. Build your dream home

Adam Palmiter Berkley & Veller Greenwood/Dover

70 Overlook Dr, Dover, VT 05356
/20
$450,000
- 4 Beds
- 3.5 Baths
- 2,575 Sq Ft
3730 Route 100, Wardsboro, VT 05355

Property is being sold "as is where is" and does need some TLC. The house is set back off the road quite a bit for total privacy and there is a pond on the property. There is a one car garage, a full daylight basement, and a sun room.

Ginny Read Read Realty LTD

3730 Route 100, Wardsboro, VT 05355
/35
$32,000
- 1 Bed
- 2 Baths
- 709 Sq Ft
115/17 Qtr.4,89 Grand Summit Way, Dover, VT 05356

Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? This sleep 6 unit consists of two adjoining units; Studio unit (117) Queen murphy bed , kitchenette and a full bathroom. Hotel unit (115) Two king beds and a full bathroom. Both units have balconies!Units are located on the mountain side of the hotel and just down the hallway from the Spa, ski locker, health club and pool..

Kelly Agrillo Southern Vermont Realty Group

115/17 Qtr.4,89 Grand Summit Way, Dover, VT 05356
/26
$745,000
- 18 Beds
- 8 Baths
- 4,932 Sq Ft
29 Canal St, Brattleboro, VT 05301

High cash flow 100% occupied 8 unit located in downtown Brattleboro. This property was recently renovated and is being listed at a 11% cap and an annual Net Operating Income estimated at north of ~$80K (12% cap without management fees). The property features an attractive mix of unit types and sizes including 4x rarely available oversized 3br, 2x2br and 2x1brA new owner can step into to this

Michael Gilman 3GEN Real Estate Inc

29 Canal St, Brattleboro, VT 05301
/29
$849,000
- 3 Beds
- 2 Baths
- 2,216 Sq Ft
601 Bellows Falls Rd, Putney, VT 05346

A special and unique offering of a 40 acre homestead in sought after Putney, Vermont. Set back from the road on a private drive is a 3-4 bedroom cape with full basement and attached two car garage. Special features include an observatory room, entry foyer with spacious office, quality built-ins, dormers and a swimming pond. A second building offers a rustic exterior, modern interior, wonderful

Jody Graves Berkley & Veller Greenwood Country

601 Bellows Falls Rd, Putney, VT 05346
/37
$365,000
- 4 Beds
- 1.5 Baths
- 2,115 Sq Ft
3432 Us Route 5, Westminster, VT 05158

A classic, stately Vermont Colonial wonderfully set on well over an acre of level land in Westminster, the oldest existing village in Vermont. This storied home was first the parsonage for the First Congregational Church, established in 1767. As was the custom of the time, the property was developed in phases. One of the first buildings was the large barn now situated behind the house, where

Bill Hickok Berkley & Veller Greenwood Country

3432 Us Route 5, Westminster, VT 05158
/27
$410,000
- 3 Beds
- 1.5 Baths
- 1,883 Sq Ft
2193 Old County Rd, West Halifax, VT 05358

This hidden gem is waiting for you. Come sit on your back deck and enjoy the view. This home has 3 bedrooms and 2 bathrooms; it sits on 10 acres of peace and quiet. If you enjoy the outdoors this offers hiking trails and access to ATV trails as well. This home also offers a full walk out basement, 2 car garage and plenty of storage in the basement, you could also finish off a room or two and

Peggy Winchester ACORN REAL ESTATE GROUP LLC

2193 Old County Rd, West Halifax, VT 05358
/14
$1,750,000
- 4 Beds
- 3.5 Baths
- 2,698 Sq Ft
63 Sunbowl Ridge Rd Unit 63A, Stratton, VT 05360

The absolute best location in one of Stratton's most desirable communities!This four bedroom, three and one half bath townhome is located directly on the ski trail. Immaculate interior. Bright sunny interior with eastern and southern exposure. One car garage, family room, back patio with new hot tub. Private pool and hot tubs located a short walk away. Shuttle service to Stratton base area lifts

John Sikes Stratton Real Estate

63 Sunbowl Ridge Rd Unit 63A, Stratton, VT 05360
/27
$539,000
- 3 Beds
- 2.5 Baths
- 2,150 Sq Ft
16A Snow Tree Ln Unit Cedars 1, Dover, VT 05356

Rare Rare Rare! There are only 2 townhomes of this style at the desirable Snowtree development, and this particular 3 bedroom, 3 bath has been completely renovated. Walk out your private entry to the base area at Mount Snow via the convenient stream crossing bridge to access the magic carpet and tubing area, ideal for the ski season, but also any summer festivals. If someone doesn't ski they can

Adam Palmiter Berkley & Veller Greenwood/Dover

16A Snow Tree Ln Unit Cedars 1, Dover, VT 05356
/33
$399,000
- 3 Beds
- 2.5 Baths
- 1,617 Sq Ft
33 Frost Place, Brattleboro, VT 05301

Whether you're seeking a smart investment or a beautifully appointed primary residence, this exceptional offering in the heart of Brattleboro, VT, is not to be missed. Fully renovated by the current owners, this charming home offers far more than it's modest exterior suggests.Step onto the inviting screened porch — the perfect spot to unwind during warmer months or transition comfortably from the

Keith Nowak Four Seasons Sotheby's Int'l Realty

33 Frost Place, Brattleboro, VT 05301
/39
$387,500
- 2 Beds
- 2 Baths
- 1,150 Sq Ft
75 E Birch Rd Unit 39, Stratton, VT 05360

Welcome to Vantage Point ! This updated and well appointed end unit is conveniently located on the second level of the middle building right behind the Stratton Fitness Center overlooking the outdoor tennis and pickleball courts. More recent upgrades are new flooring throughout, newer washer/dryer and lighting. Guest bedroom is set up for families. Winter shuttle service to the mtn base lodge.

Terry Hill Berkshire Hathaway HomeServices Stratton Home

75 E Birch Rd Unit 39, Stratton, VT 05360
/17
$159,000
- Land
- 14 Acres
- $11,142 per Acre
1 Berrie Ln, Townshend, VT 05353

Over 14 acres of raw land in a private setting with potential local mountain views with clearing. State wastewater permit already on file for a conventional, in-ground septic for a 3-bedroom home. Potential owner financing available. Agent is related to seller.

Samantha Bartlett Lowe's Real Estate, LLC

1 Berrie Ln, Townshend, VT 05353
/12
$675,000
- Land
- 45 Acres
- $15,000 per Acre
000 Under the Mountain Rd, South Londonderry, VT 05155

Travel down a quiet, tree-lined country road past historic homes, horse farms, and a large nature preserve to discover this magnificent property with views of Stratton and Bromley mountains in the distance. A large open field graced with wild flowers, apple trees and classic Vermont rock walls provides an ideal level home site, protected on three sides by extensive mature woods. The parcel has

Steve Stettler Four Seasons Sotheby's Int'l Realty

000 Under the Mountain Rd, South Londonderry, VT 05155
/23
$350,000
- 3 Beds
- 2.5 Baths
- 1,440 Sq Ft
61 Country Club Rd, West Dover, VT 05356

Charming 3-Bedroom Condo Just Minutes from Mount Snow!Welcome to your perfect Vermont getaway! This beautifully maintained 3-bedroom, 2.5-bath condo is ideally located in Southern Vermont, just minutes from the renowned Mount Snow Ski Resort and the Mount Snow Golf Course. Whether you're an outdoor enthusiast or seeking a peaceful retreat, this property offers the best of all seasons.Step inside

Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

61 Country Club Rd, West Dover, VT 05356
/10
$249,000
- Land
- 0.71 Acre
- $350,704 per Acre
24 Lower Highlands Rd, Dover, VT 05356

A rare development opportunity at the base of Mount Snow! This .71-acre parcel is ideally situated on a paved road and is already connected to public water and sewer—saving time, money, and hassle during the development process. The land is already cleared and open, providing an ideal building site to maximize the beautiful and unencumbered Mount Snow mountain views. With permits already in place

Jacki Murano Southern Vermont Realty Group

24 Lower Highlands Rd, Dover, VT 05356
/25
$395,000
- 2 Beds
- 2 Baths
- 1,440 Sq Ft
1879 Fort Bridgman Rd, Vernon, VT 05354

This is it! In the heart of it all! One level living,....totally..... this ranch style home is open concept with a beautiful island for eating, coffee, baking, celebrating!...what a great space for a Sunday brunch buffet... Throwing a party? Flow out to the sweet porch, into the nice level lawn or throw up the garage doors and set out the picnic tables! Hedges and fencing create a huge

Christine Lewis Brattleboro Area Realty

1879 Fort Bridgman Rd, Vernon, VT 05354
/12
$1,100,000
- 3 Beds
- 3 Baths
- 1,501 Sq Ft
759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340

Designed with the mountain enthusiast in mind, and located just a short walk from the Stratton Resort Village and ski slopes, this three bedroom three bath condominium offers quality and convenience. Private parking, pool, hot tub, sauna and shuttle to the slopes.

John Sikes Stratton Real Estate

759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340
/36
$559,000
- 7 Beds
- 6 Baths
- 2,978 Sq Ft
343 Haystack Rd, Wilmington, VT 05363

This spacious home is located near outdoor recreation spots like Mount Snow and Haystack Country Club. Tucked back on 3 acres with wooded surroundings offering privacy amongst the trees. The main house offers Four bedrooms, four baths; including a large primary suite. The spacious basement has a kitchen, bath and living space with walkout access to the backyard. The three-car garage with a

Jessica Citera Cummings & Co

343 Haystack Rd, Wilmington, VT 05363
/59
$650,000
- 4 Beds
- 2 Baths
- 3,090 Sq Ft
301 Maple St, Brattleboro, VT 05301

How sweet it is! It is the perfect time to own this home, as the season turns to spring all the extraordinary effort in design and creating the hardscape and gardens come to life in bursts of bloom, enchanting ribbons of perfume and delightful fragrant nooks. Out back, in the private, personal space is the 24x50 salt water pool....once a swim school pool....now an oasis waiting for you to kick

Christine Lewis Brattleboro Area Realty

301 Maple St, Brattleboro, VT 05301
/40
$85,000
- Land
- 1.03 Acres
- $82,524 per Acre
410 Fox Mountain Rd, Wilmington, VT 05363

Top of the Hill at the end of the Road! Triple building lot with a current 3-bedroom septic design! Be part of the new 5-Lot Cul de Sac on Fox Mt Road. These Lots have a SW orientation and sit at about 2,400' in elevation and adjoin the National Forest - yet are within walking distance to the Club House. If you've been thinking of building your dream home, this is a great opportunity! Enjoy all

Sigrid Pickering Chimney Hill Realty

410 Fox Mountain Rd, Wilmington, VT 05363
/29
$94,500
- Land
- 13 Acres
- $7,423 per Acre
0 Skyline Dr, Vernon, VT 05354

12+ Acres of Wooded Vermont Beauty This 12.73-acre parcel in peaceful Vernon, VT offers the ideal blend of privacy, natural beauty, and accessibility. With ample road frontage and electric available at the street, so much potential whether it be a vacation retreat, full time dwelling or investment opportunity. The land features a mix of mature hardwoods and potential

Morriah Adams BHG Masiello Brattleboro

0 Skyline Dr, Vernon, VT 05354
/30
$18,000
- 1 Bath
- 407 Sq Ft
217 Qtr. 3,89 Grand Summit Way, Dover, VT 05356

Slope side ski in/out with ski trail views and full hotel amenities! Gain that mountain resort life style at a truly affordable price. Use it, Rent it, Trade it! With 13 weeks of vacation a year round, benefits of Grand Summit ownership including the best ski in/out mountain location available-this is an opportunity to seriously upgrade your vacations. Use of the Grand Summit amenities all year

Jacki Murano Southern Vermont Realty Group

217 Qtr. 3,89 Grand Summit Way, Dover, VT 05356
/38
$649,000
- 6 Beds
- 3 Baths
- 2,312 Sq Ft
10 E Village Cir, Wilmington, VT 05363

Located across the road from The Hermitage Club at Haystack Mountain, only 5 minutes to Mount Snow and just 30 to Stratton, this single-family home offers the perfect blend of rustic charm and modern comfort. Set on 1.55 acres with a large, level yard and ample road frontage, the house sits well back from the road for privacy and a peaceful setting.Inside, the fully renovated first floor

Samantha Decker Deerfield Valley Real Estate

10 E Village Cir, Wilmington, VT 05363
/40
$125,000
- Land
- 1.58 Acres
- $79,114 per Acre
408 Fox Mountain Rd, Wilmington, VT 05363

Top of the Hill at the end of the Road! Triple building lot with a current 3-bedroom septic design! Be part of the new 5-Lot Cul de Sacon Fox Mt Road. These Lots have a SW orientation and sit at about 2,400' in elevation and adjoin the National Forest - yet are within walking distance to the Club House. If you've been thinking of building your dream home, this is a great opportunity! Enjoy all

Sigrid Pickering Chimney Hill Realty

408 Fox Mountain Rd, Wilmington, VT 05363
/35
$125,000
- Land
- 1.52 Acres
- $82,237 per Acre
406 Fox Mountain Rd, Wilmington, VT 05363

Top of the Hill at the end of the Road! Triple building lot with a current 3-bedroom septic design! Be part of the new 5-Lot Cul de Sac on Fox Mt Road. These Lots have a SW orientation and sit at about 2,400' in elevation and adjoin the National Forest - yet are within walking distance to the Clubhouse. If you've been thinking of building your dream home, this is a great opportunity!

Sigrid Pickering Chimney Hill Realty

406 Fox Mountain Rd, Wilmington, VT 05363
/19
$799,000
- 4 Beds
- 4 Baths
- 1,575 Sq Ft
4L Trailside Village Way Unit H34, Dover, VT 05356

Welcome to H34 Trailside Village Way – Slopeside Living at Its Finest! This 4 bed, 4 bath Trailside condo in Seasons on Mount Snow offers ski-in/ski-out access, an open-concept living space filled with natural light, and a stunning floor-to-ceiling fieldstone fireplace. Just a short walk to the newly renovated $2.3M Sports Center with pools, hot tubs, gym, and more. Never rented and lovingly

Jessica Bentz Four Seasons Sotheby's Int'l Realty

4L Trailside Village Way Unit H34, Dover, VT 05356
/18
$439,000
- 2 Beds
- 2 Baths
- 1,040 Sq Ft
6 Northbrook Village Way Unit 23, Dover, VT 05356

This beautiful 2-bedroom, 2-bath end-unit condo in Seasons on Mount Snow offers the perfect combination of convenience, comfort, and mountain living. The open-concept floor plan with living, dining, and kitchen areas is perfect for family gatherings and entertaining. This mountain retreat, featuring a cozy floor-to-ceiling fieldstone fireplace, a slopeside location, and an abundance of natural

Jessica Bentz Four Seasons Sotheby's Int'l Realty

6 Northbrook Village Way Unit 23, Dover, VT 05356
/33
$697,500
- 5 Beds
- 4 Baths
- 2,784 Sq Ft
97 North Rd, Wilmington, VT 05363

Stunning updated chalet in the Chimney Hill community just outside the village of Wilmington, and a short drive to both the Mount Snow ski resort and Lake Whitingham. This home has been completely gutted and renovated including all new insulation, windows, roof, siding, on demand hot water, minisplit ac, landscaping, and more. As you drive up, you can't miss the idyllic curb appeal complemented

Adam Palmiter Berkley & Veller Greenwood/Dover

97 North Rd, Wilmington, VT 05363
/33
$85,000
- Land
- 1.04 Acres
- $81,731 per Acre
402 Fox Mountain Rd, Wilmington, VT 05363

Top of the Hill at the end of the Road! Double building lot with a current 3-bedroom septic design! Be part of the new 5-Lot Cul de Sac on Fox Mt Road. These Lots have a SW orientation and sit at about 2,400' in elevation and adjoin the National Forest - yet are within walking distance to the Clubhouse. If you've been thinking of building your dream home, this is a great opportunity!

Sigrid Pickering Chimney Hill Realty

402 Fox Mountain Rd, Wilmington, VT 05363
/40
$575,000
- 3,000 Sq Ft
22 Chestnut St, Brattleboro, VT 05301

Rare residential investment opportunity in the heart of Brattleboro! This offering includes 4 of 5 units in a charming condo development just minutes from downtown, the hospital, shopping, and I-91. Unit 5 has been sold. Live in one unit and rent the other 3—or continue renting all four. The property currently generates approximately $7,000/month in rental income, and the owner was informed by

Erica Reynolds Southern Vermont Realty Group

22 Chestnut St, Brattleboro, VT 05301
/32
$199,000
- 3 Beds
- 1.5 Baths
- 1,664 Sq Ft
47 Adams St, Westminster, VT 05158

Nestled on a quiet Kissell Hill neighborhood, this bright and well-maintained home offers 3 large bedrooms and 1.5 baths with a versatile 1.5-story addition. The large living room features a beautiful bay window, allowing natural light to fill the space. The country-style kitchen flows seamlessly into a cozy three-season enclosed porch, perfect for relaxing or entertaining.Enjoy a level backyard,

Kate Barry EXP Realty

47 Adams St, Westminster, VT 05158
/42
$425,000
- 4 Beds
- 3 Baths
- 2,460 Sq Ft
6795 Vt Route 100, Londonderry, VT 05148

Charming Property with Endless Possibilities in Southern VermontNestled on 5 acres in the heart of Southern Vermont, this unique property offers the perfect blend of history, versatility, and potential. Currently operating as a successful Quilt Shop, this property presents an exceptional opportunity for a variety of uses – whether you’re looking to return it to a spacious home with 4-bedrooms, or

Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

6795 Vt Route 100, Londonderry, VT 05148

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