Windham County VT Homes for Sale

/22
$850,000
- Land
- 67 Acres
- $12,687 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

Ross Doody

Century 21 Highview Realty

(802) 499-2391

00 S Pine Banks Rd, Putney, VT 05346
/34
$359,000
- 3 Beds
- 1.5 Baths
- 1,152 Sq Ft
410 Tallwood Cir, Londonderry, VT 05148

This cute Sherwood Forest house is ready for the next owners! Nicely renovated over the past several years, this 3 bedroom, 1 and a half bath chalet is located in the heart of Vermont ski country. In between Londonderry and Bromley, minutes from Manchester or Stratton and Magic ,this central location allows for access to all that makes Vermont special! Enjoy the open living area after a day of

Alison Cummings

Cummings & Co

(802) 392-0721

410 Tallwood Cir, Londonderry, VT 05148
/18
$120,000
- Land
- 2.84 Acres
- $42,254 per Acre
111 Gib Lockerby Rd, Grafton, VT 05146

Nestled in the rolling hills of southern Vermont, just minutes above the charming center of Grafton, this professionally developed parcel of land beckons you to build your Vermont dream home. This open and sunny lot, complete with its own small apple orchard is surrounded by timeless stone walls and lovely woodlands. Choose the best building site for you; the cleared front acre, formerly a

Christopher Cummings

Cummings & Co

(802) 424-8491

111 Gib Lockerby Rd, Grafton, VT 05146
/35
$2,399,000
- 4 Beds
- 4.5 Baths
- 3,569 Sq Ft
662 Howe Farm Rd, Jamaica, VT 05343

Discover this renovated timber frame home nestled on 366 acres of private land. Offering a seamless blend of historic character and modern comfort, this 4 bedroom plus office, 4 and a half bathroom home showcases attention to detail. The gourmet kitchen, inviting living spaces, bonus game room and home gym are complemented by a sunlit dining space with a greenhouse sunroom, adding a touch of

Andie Fusco Four Seasons Sotheby's Int'l Realty

662 Howe Farm Rd, Jamaica, VT 05343
/79
$275,000
- Land
- 22.32 Acres
- $12,321 per Acre
81 Parish Hill Rd Unit 26, Newfane, VT 05345

Tucked away in the quiet hills of South Newfane, Vermont, this property presents an excellent opportunity to own a secluded off-grid retreat with endless potential. Spanning 22.32 acres of mixed timberland, the land offers both natural beauty and outdoor recreation, while the cabin provides a comfortable base that is already well on its way to completion.The cabin itself measures 715 square feet

Chad Bruyette Whitetail Properties Real Estate

81 Parish Hill Rd Unit 26, Newfane, VT 05345
/8
$275,000
- Land
- 34.53 Acres
- $7,964 per Acre
0 W Hill Rd, Jamaica, VT 05343

The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 3 is 34.53 acres, and is mostly forested near the access road. A driveway would need to be

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/11
$495,000
- Land
- 68.89 Acres
- $7,185 per Acre
0 W Hill Rd, Jamaica, VT 05343

The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 4 is 68.89 acres and is the largest of the five parcels for sale. This lot has a solid woods

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/12
$999,000
- Land
- 12.2 Acres
- $81,885 per Acre
Higley Hill Rd, Wilmington, VT 05363

Looking for Vermont land with privacy, natural beauty, and development potential? This 12.2-acre parcel in Windham County offers a peaceful escape tucked into the woods, ideal for buyers seeking recreational land, a homestead site, or a rural retreat. With 250 ft of road frontage on Higley Hill Rd, the property is easily accessible while still offering seclusion.The terrain is wooded and

Community Lands Community Lands

Higley Hill Rd, Wilmington, VT 05363
/7
$195,000
- Land
- 15.27 Acres
- $12,770 per Acre
0 W Hill Rd, Jamaica, VT 05343

The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 2 is 15.27 acres and is the first parcel found on the left side of the newly built 20 foot

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/15
$650,000
- Land
- 51.93 Acres
- $12,517 per Acre
0 W Hill Rd, Jamaica, VT 05343

The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 5 is 51.93 acres and is located at the top of the subdivision. This parcel is very unique, and

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/44
$429,900
- 3 Beds
- 2 Baths
- 2,140 Sq Ft
1909 Davidson Hill Rd, Westminster, VT 05158

This charming Vermont country farmhouse offers peaceful privacy at the end of a quiet town road. Recently updated with quality materials and meticulous attention to detail, the home blends classic warmth with modern comfort. The open-concept main floor features a beautifully appointed kitchen ideal for family meals, flowing into the dining area and a cozy living room with a bay window and

Steve Schoppmeyer BHG Masiello Brattleboro

1909 Davidson Hill Rd, Westminster, VT 05158
/36
$449,000
- 3 Beds
- 3 Baths
- 2,144 Sq Ft
44 Villager Loop, Dover, VT 05356

Mountain Retreat located at 44 Villager Loop, Dover Hills, Dover, VTVery little use and never rented. Upgrades include a freshly painted exterior with a new roof and 3 mini-splits. Large mudroom entry, living room with fireplace, kitchen, dining area, 3 bedrooms, 3 baths, family room and a large deck for entertaining and relaxing. Close to the town center, restaurants, Town Park and Valley

Janet Boyd Boyd Real Estate

44 Villager Loop, Dover, VT 05356
/21
$489,000
- 3 Beds
- 2 Baths
- 2,003 Sq Ft
12 Lilla Ln, Wilmington, VT 05363

Beautiful woodsy contemporary chalet located just down from the Chimney Hill Clubhouse in Wilmington. This charming home has nearby access to the country village of Wilmington, Lake Whitingham, is a short drive to the Mt Snow ski resort, and has nearby to one of the best hiking areas in Southern Vermont, thanks to the community adjacent Green Mountain National Forest. It sits nestled on a private

Adam Palmiter Berkley & Veller Greenwood/Dover

12 Lilla Ln, Wilmington, VT 05363
/31
$1,750,000
- 4 Beds
- 3.5 Baths
- 2,698 Sq Ft
148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360

148B Sun Bowl Ridge Rd., Stratton Mountain, VT 05155, Solstice 148B Ski in, ski out directly from your private garage on a Stratton ski trail that has full snowmaking coverage. This home is in one of the most exclusive trailside communities in all of the Northeast! It has an open and sunny floorplan with large windows and a sliding glass door to the private patio with fire pit

Andrew King Stratton Real Estate

148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360
/13
$67,500
- Land
- 3.5 Acres
- $19,286 per Acre
0 Dover Rd Unit 5054979, Newfane, VT 05345

Welcome to your future home in the heart of a picturesque Vermont village! These exquisite land lots, thoughtfully designed by the architect-owner, offer a unique opportunity to build your dream home in a setting that perfectly captures the quintessential charm of small-town Vermont. Each lot is meticulously planned to adhere to the timeless "Vermont Vernacular" style, ensuring that your new home

Keith Nowak Four Seasons Sotheby's Int'l Realty

0 Dover Rd Unit 5054979, Newfane, VT 05345
/24
$92,999 New Construction
- 2 Beds
- 2 Baths
- 790 Sq Ft
201 Shady Pines, Westminster, VT 05158

Welcome to 201 Shady Pines, Westminster VT 05158, where modern comfort meets affordability in Shady Pines MHP! This brand-new Cortes model manufactured home offers 2 bedrooms, 2 bathrooms, and 790 sq. ft. (14 x 60 ft.) of thoughtfully designed living space.Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

Kate Barry EXP Realty

201 Shady Pines, Westminster, VT 05158
/7
$499,000
- Land
- 30 Acres
- $16,633 per Acre
Lot X Tyanoga Rd, Whitingham, VT 05361

Spectacular opportunity to own a rare waterfront building lot on Lake Sadawga in Southern Vermont. This lot sits on a private dead end corner with southern exposure, private lake frontage including an earthen dam, and easy access along this pristine, natural lake. There is additional frontage along Stimpson Hill Road. The lake offers tremendous fishing, kayaking, canoeing, water sports, and

Adam Palmiter Berkley & Veller Greenwood/Dover

Lot X Tyanoga Rd, Whitingham, VT 05361
/24
$749,000
- Land
- 2.57 Acres
- $291,440 per Acre
Lot 3 Old Mill Ln, Wilmington, VT 05363

Bring your own builder and discover an exceptional opportunity to own a 2.57 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 3 Old Mill Ln, Wilmington, VT 05363
/26
$650,000
- 4 Beds
- 3 Baths
- 2,600 Sq Ft
10 Grouse Ln Unit 10A, Dover, VT 05356

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 adjacent woods, and nearby

Adam Palmiter Berkley & Veller Greenwood/Dover

10 Grouse Ln Unit 10A, Dover, VT 05356
/22
$539,000
- Land
- 2.88 Acres
- $187,153 per Acre
309 Vermont Route 100, Dover, VT 05356

Prime Investment Opportunity – Near Mount Snow Ski Resort!An exceptional development opportunity awaits just half a mile from Mount Snow Ski Resort. This level lot with stunning mountain views is ideally situated close to all area recreation – skiing, snowboarding, hiking, biking, and more.Plans for 8 units / 24 bedroomsTown sewer availableMost permits secured – only waiting on

Rich Caplan Deerfield Valley Real Estate

309 Vermont Route 100, Dover, VT 05356
/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
/20
$995,000
- 3 Beds
- 3.5 Baths
- 1,800 Sq Ft
56 Shattarack Rd Unit D6, Stratton, VT 05360

Rare opportunity to own an exceptional ski-out/ski-back Slopeside unit at Stratton. This newly renovated 3-bedroom plus loft, 3.5-bathroom townhome offers spacious accommodations in a prime location that is both private and highly convenient. The expanded kitchen features elegant stone countertops and stainless steel appliances, perfect for both everyday meals and entertaining. The wood-burning

Kim Morgan-Wohler Wohler Realty Group

56 Shattarack Rd Unit D6, Stratton, VT 05360
/5
$139,000
- Land
- 8.52 Acres
- $16,315 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
/37
$719,000
- 3 Beds
- 4 Baths
- 3,352 Sq Ft
183 Vacation Lodge Rd, Londonderry, VT 05148

Price Adjustment! Welcome to your mountain oasis tucked away in the scenic hills of Londonderry, Vermont. This contemporary 3-bedroom, 4-bathroom home is designed for comfort, entertaining, and enjoying every season. Whether you're looking for a relaxing retreat, a rental income opportunity, or a full-time family compound, this property offers something special for everyone. Step into a space

Brian Hill Remax Summit

183 Vacation Lodge Rd, Londonderry, VT 05148
/2
$70,000
- Land
- 1.47 Acres
- $47,619 per Acre
0 Huckle Hill Rd Unit 5059719, Vernon, VT 05354

Amazing Opportunity to Build Your Forever Home!This beautiful south-facing, open lot offers the perfect setting for your dream home, with convenient access to power right at the road. The back portion of the property is graced with mature trees, providing shade and a natural pathway to nearby VAST snowmobile and hiking trails.Enjoy the peace of a quiet country setting where you can

Kerry Mulverhill

0 Huckle Hill Rd Unit 5059719, Vernon, VT 05354
/30
$449,000
- 2 Beds
- 1.5 Baths
- 1,416 Sq Ft
6 Gates Lake Raponda Ln, Wilmington, VT 05363

Welcome to your idyllic escape with private dock on the shores of beautiful Lake Raponda. This cozy 2 bedroom 1.5 bath house offers the perfect blend of rustic charm and modern comfort, nestled in a peaceful wooded setting minutes from downtown Wilmington and a short walk to your waterfront dock!Step inside to discover warm wood accents, open concept living and dining area on the main level

Heidi Zizza Four Seasons Sotheby's Int'l Realty

6 Gates Lake Raponda Ln, Wilmington, VT 05363
/33
$1,760,000
- 4 Beds
- 3.5 Baths
- 2,698 Sq Ft
89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360

Trailside!!! Ski in, ski out!! The very best Ski Direct Access at Stratton!! Most popular of luxury townhomes---offering an enlarged patio with Hot Tub, Open and Sunny, Four Bedrooms plus a Den Floorplan, Single Car Garage! Fully Furnished. Hardwood Flooring, floor to ceiling stone, wood burning fireplace! Enjoy this outstanding trailside location. And as an added benefit, the Stratton Training

Edwin Kevil Stratton Real Estate

89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
/52
$1,725,000
- 4 Beds
- 3.5 Baths
- 2,698 Sq Ft
122 Sunbowl Ridge Rd, Stratton, VT 05360

Solstice has long been considered the very finest townhome development at Stratton Mountain. With an unparalleled slope side location and private amenities such as heated pool and tub , private shuttle service. This four bedroom four bath townhome is the ultimate ski and summer getaway. Beautifully redone. One car heated garage, family room.

John Sikes Stratton Real Estate

122 Sunbowl Ridge Rd, Stratton, VT 05360
/51
$585,000
- 3 Beds
- 2 Baths
- 1,814 Sq Ft
1886 Winhall Hollow Rd, South Londonderry, VT 05155

Exceptional property tucked amidst nature with views toward Magic. Whether you're a weekend warrior looking to enjoy everything the Green Mountains have to offer or looking for a year round residence with great schools, this property offers an optimal location- convenient to Stratton, Bromley and Magic Mountains as well as Burr and Burton Academy and Floodbrook School. Gourmet kitchen with gas

Kim Morgan-Wohler Wohler Realty Group

1886 Winhall Hollow Rd, South Londonderry, VT 05155
/27
$425,000
- 5 Beds
- 3 Baths
- 1,440 Sq Ft
135 Overlook Dr, Londonderry, VT 05148

Investment opportunity! This beautiful ski country compound offers 3 streams of rental income, or a home where you can enjoy sweeping views of the West River Valley just minutes away from Magic Mountain skiing and a surprising array of amenities in Londonderry’s town center. A barn apartment over a garage with a 3/4 bath, and an upstairs and downstairs unit with a full bath each, are all equipped

Zachary Zupan EXP Realty

135 Overlook Dr, Londonderry, VT 05148
/52
$1,150,000
- 8 Beds
- 4 Baths
- 4,828 Sq Ft
5 Tannery Rd, West Dover, VT 05356

Discover your getaway at Mount Snow in this beautifully renovated 8-bedroom estate, ideal for unforgettable family gatherings, cherished reunions, or inspiring work retreats. Set on nearly 4 serene acres at the foot of Mount Snow, you'll be surrounded by breathtaking mountain views and enjoy effortless access to the slopes just a short drive away. This magnificent home features a dedicated

Michelle O'Neil Deerfield Valley Real Estate

5 Tannery Rd, West Dover, VT 05356
/37
$50,000
- Land
- 0.93 Acre
- $53,763 per Acre
564 Upper Dam Rd, Wilmington, VT 05363

Double lot on top of the Hill! Recent soil tests say this looks good for a 3-bedroom home! If you've been thinking of building your dream home, this is a great spot. Walk to the Clubhouse, seasonal views, about 2,400' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis, basketball, pickleball, ice skating, pond fishing,

Sigrid Pickering Chimney Hill Realty

564 Upper Dam Rd, Wilmington, VT 05363
/31
$435,000
- 3 Beds
- 2 Baths
- 1,814 Sq Ft
132 Pratt Bridge Rd, Jamaica, VT 05343

Welcome to this charming Vermont getaway, custom - built and lovingly maintained by the original owners. Ideally located just minutes from Stratton Mountain and within easy reach of Bromley and Magic for a full season of winter adventure. In the warmer months, enjoy nearby lakes perfect for swimming, paddling, or simply relaxing by the water.Inside, the home offers 3 bedrooms and 2 full

Lisa Sullivan Four Seasons Sotheby's Int'l Realty

132 Pratt Bridge Rd, Jamaica, VT 05343
/52
$359,000
- 3 Beds
- 2 Baths
- 1,840 Sq Ft
1192 Chapel Hill Rd, Whitingham, VT 05361

Discover Vermont living at its finest in this architecturally unique round home, set on a 1-acre lot. Included in the sale is an additional 1-acre parcel directly across the street, offering potential for a garage, guest house, or Airbnb. Buyers should perform their own due diligence, as seller and broker make no representation on buildability. Step inside and walk into the welcoming lower level,

Cliff Leinonen Four Seasons Sotheby's Int'l Realty

1192 Chapel Hill Rd, Whitingham, VT 05361
/16
$28,500
- 1 Bed
- 2 Baths
- 771 Sq Ft
163/65 Qtr.1,89 Grand Summit Way, Dover, VT 05356

Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? This sleep 8 unit consists of two adjoining units. Studio unit (unit 163) Queen murphy bed and queen sleeper sofa, kitchenette and full bathroom. Hotel unit (165) Two queen beds, Full bathroom and a deck. Units are located the valley side of the hotel. Benefits of Grand Summit ownership include the best ski in/out mountain

Kelly Agrillo Southern Vermont Realty Group

163/65 Qtr.1,89 Grand Summit Way, Dover, VT 05356
/2
$1,252,000
- 3 Beds
- 3.5 Baths
- 2,448 Sq Ft
286 Coldbrook Rd, Wilmington, VT 05363

This new construction home is located in one of Southern Vermont's most desirable four season destinations. Three of these homes are being built. Two remain available, offering an excellent opportunity to secure a brand new custom home in a premier location. The multi gabled modern farmhouse design with craftsman details delivers a sophisticated blend of clean architectural lines, warm natural

Melissa Nebelski Skihome Realty

286 Coldbrook Rd, Wilmington, VT 05363
/43
$599,000
- 3 Beds
- 2.5 Baths
- 2,720 Sq Ft
58 Buckboard Dr, Dover, VT 05356

58 Buckboard | Dover, VermontSet on 1.46 private acres with sweeping mountain views, this beautifully updated 3 bedroom, 3 bath home offers a perfect blend of modern style and Vermont warmth.Inside, the heart of the home is the newly renovated kitchen, featuring a center island with quartz countertops, stainless steel appliances, and open shelving. The kitchen flows seamlessly into the

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

58 Buckboard Dr, Dover, VT 05356
/59
$1,300,000
- 4 Beds
- 2 Baths
- 1,900 Sq Ft
51 Village Square, Stratton, VT 05360

Experience this Extraordinary Location in the heart of the Stratton Resort Village from this RENOVATED and EXPANDED Village Square 4 bedroom unit where you can walk to everything and be on the lifts in just a few minutes. Nothing compares to trailside living in the VILLAGE where convenience abounds and you won't touch your car until it's time to hit the highway. Ski home for lunch and you'll have

Kim Morgan-Wohler Wohler Realty Group

51 Village Square, Stratton, VT 05360
/54
$1,200,000
- 4 Beds
- 3 Baths
- 3,506 Sq Ft
339 Coldbrook Rd, Wilmington, VT 05363

Just a half mile from The Hermitage Club, 3.5 miles to Mount Snow, and only a mile from Haystack Golf Club, this 4 bedroom, 3 bathroom home on 10.1 acres offers the perfect blend of rustic charm and modern comfort. Direct access to the VAST snowmobile trails and mountain views makes this an outdoor enthusiast’s dream.Step inside to find warm wood finishes, exposed beams, and rich natural textures

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

339 Coldbrook Rd, Wilmington, VT 05363
/45
$439,000
- 3 Beds
- 2 Baths
- 1,564 Sq Ft
210 Burrington Hill Rd, Whitingham, VT 05361

Impeccably maintained 2007 residence in like-new condition, offering quality construction and thoughtful design throughout. The home features vinyl siding and a full concrete walk-out basement with high ceilings—an outstanding opportunity for adding 1000+ future finished living space customized to your needs. The main level showcases an open-concept living, kitchen, and dining area with natural

Jacki Murano Southern Vermont Realty Group

210 Burrington Hill Rd, Whitingham, VT 05361

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