Windham County VT Homes for Sale

/2
$1,400,000 New Construction
- 4 Beds
- 4.5 Baths
- 3,844 Sq Ft
286 Coldbrook Rd, Wilmington, VT 05363

This new construction home is in one of Southern Vermont's top four season destinations. Three homes are being built, with two still available, offering a great opportunity to secure a brand new home! The multi gabled modern farmhouse design blends clean architectural lines and warm natural materials. Ideally located just minutes from Mount Snow, the Hermitage Club, Harriman Reservoir, golf

Melissa Nebelski Real Broker LLC

286 Coldbrook Rd, Wilmington, VT 05363
/23
$949,000
- 4 Beds
- 4 Baths
- 3,100 Sq Ft
15 Boulder Ridge Dr, Dover, VT 05356

Spectacular ski trail and half pipe views from this beautiful 2008 4 bedroom townhome across from the Mount Snow ski resort with easy shuttle access. This immaculate unit and is truly ready for turn key enjoyment. Inside you are treated to a vaulted great room with floor to ceiling stone fireplace, tremendous natural light, south facing exposure, and direct ski area views with sunsets beyond, an

Adam Palmiter Berkley & Veller Greenwood/Dover

15 Boulder Ridge Dr, Dover, VT 05356
/42
$447,000
- 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! Welcome to this beautifully maintained, bright & spacious 3 bedroom, 3 bath, plus loft townhome, offering 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 features three large bedrooms with high ceilings, a

Prema Fitzpatrick Real Broker LLC

52A Suntec Loop, Dover, VT 05356
/41
$875,000
- 7 Beds
- 6.5 Baths
- 1,152 Sq Ft
136 Vermont 100, Dover, VT 05356

Residential Property with Income Potential Near Mount Snow Discover a rare opportunity to own a versatile residential property with multiple income streams, located just minutes from the village of West Dover and the Mount Snow Resort area. Whether used as a primary residence, second home, or investment property, this offering provides exceptional flexibility. The main residence features a

Cyd Scott Cohn & Company

136 Vermont 100, Dover, VT 05356
/16
$22,000
- 1 Bath
- 407 Sq Ft
121 Qtr 4 89 Grand Summit Way Unit 121, Dover, VT 05356

Quarter share (deeded interval 4) ownership at the Grand Summit offers 13 weeks of vacation per year on a rotating schedule that can be used, rented, or traded as you desire. Experience the mountain resort lifestyle affordably!! This first floor (Unit 121) with a sleep four studio is 407 sq ft and has a Murphy bed in the living area, a kitchen/dining area, and a full bath. This unit is located on

Jennifer Hovey-Densmore Deerfield Valley Real Estate

121 Qtr 4 89 Grand Summit Way Unit 121, Dover, VT 05356
/14
$995,000
- Land
- 0.25 Acre
- $3,980,000 per Acre
19 Sundance Village Loop, Dover, VT 05356

A unique opportunity to build slopeside on Mount Snow with building plans already in place! This .25 acre lot is the only available parcel in a 14-lot subdivision located trailside to the Sundance ski trail. The Seller has incurred expenses and performed extensive work to provide the building plans included in the sale price. There are design guidelines and an architectural review committee to

Patricia Fitzpatrick Skihome Realty

19 Sundance Village Loop, Dover, VT 05356
/54
$142,000
- Land
- 2.19 Acres
- $64,840 per Acre
192 Pingree Park Ln, Londonderry, VT 05148

2.19 acres with 199’ waterfront bordering the west bank of pristine Utley Brook with headwaters flowing from the national forestWaterfront parcel, septic fully engineered and permitted for a 4 bedroom home. Set at the end of a quiet, dead-end lane, this is a rare gem in Londonderry. Beautiful riverfront, convenient to everything in one of Vermont’s most sought-after mountain areas. Located

Alison Cummings

Cummings & Co

(802) 416-4003

192 Pingree Park Ln, Londonderry, VT 05148
/56
$127,000
- Land
- 2.07 Acres
- $61,353 per Acre
191 Pingree Park Ln, Londonderry, VT 05148

2.07 acres with 140’ waterfront bordering the west bank of pristine Utley Brook with headwaters flowing from the national forest. Waterfront parcel, septic fully engineered and permitted for a 4 bedroom home. Set at the end of a quiet, dead-end lane, this is a rare gem in Londonderry. Beautiful riverfront, convenient to everything in one of Vermont’s most sought-after mountain areas. Located just

Alison Cummings

Cummings & Co

(802) 613-9168

191 Pingree Park Ln, Londonderry, VT 05148
/22
$725,000
- 2 Beds
- 3 Baths
- 1,426 Sq Ft
56 Shatterack Rd Unit D 7, Stratton, VT 05155

Enjoy effortless mountain living in this tastefully renovated ski-on/ski-off end-unit condo at Slopeside. Thoughtfully updated with quality finishes, this inviting residence offers the perfect blend of comfort, style, and convenience in every season. As an end unit, it provides additional natural light and a more peaceful setting—ideal for unwinding after a day on the slopes or summer

Carrie Mathews Winhall Real Estate

56 Shatterack Rd Unit D 7, Stratton, VT 05155
/16
$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
/49
$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
/32
$1,697,000
- 4 Beds
- 3 Baths
- 2,420 Sq Ft
197 Lake Raponda Rd, Wilmington, VT 05363

This vintage renovated waterfront home is being offered for the second time in 40 years. Lake Raponda allows motorized craft, with primarily private beach front, and a small local boat launch and public beach. It is located conveniently down from the Mt Snow Ski Resort, on a quiet road, affording year round enjoyment and solitude. This home has been lovingly maintained, updated, and expanded by

Adam Palmiter Berkley & Veller Greenwood/Dover

197 Lake Raponda Rd, Wilmington, VT 05363
/18
$24,000
- 1 Bed
- 2 Baths
- 709 Sq Ft
106/108 Q3, 89 Grand Summit Way Unit 106/108, Dover, VT 05356

Enjoy the ski-on, ski-off lifestyle, while also experiencing the luxuries of hotel amenities with this spacious valley facing quarter share unit at the beautiful Grand Summit Hotel, directly at the base of Mount Snow! This unit features TWO decks, one off of each unit, great for après ski and hanging with friends. This sleep 6, lockout unit is perfect for family, guests or great rental options.

Prema Fitzpatrick Real Broker LLC

106/108 Q3, 89 Grand Summit Way Unit 106/108, Dover, VT 05356
/20
$27,500
- 1 Bed
- 2 Baths
- 791 Sq Ft
249/251, Qtr1 89 Grand Summit Way, Dover, VT 05356

Own Where You Play! Sleep eight quartershare features a comfortable condo with two full baths and a lockout, with an adjoining door within the unit, so you can use it, rent it, or trade it for a timeshare vacation simultaneously! Overlooking the Mount Snow ski resort, this unit features an open-concept kitchen/dining/living room with a queen-size Murphy bed and a queen pull-out sleeper sofa. The

Patricia Fitzpatrick Skihome Realty

249/251, Qtr1 89 Grand Summit Way, Dover, VT 05356
/16
$23,000
- 1 Bath
- 407 Sq Ft
354 Qtr. 2, 89 Grand Summit Way, Dover, VT 05356

Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with saunas hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for year

Kelly Agrillo Southern Vermont Realty Group

354 Qtr. 2, 89 Grand Summit Way, Dover, VT 05356
/34
$1,395,000
- 4 Beds
- 6 Baths
- 4,072 Sq Ft
11 E Village Cir, Wilmington, VT 05363

11 East Village Circle, a beautifully maintained mountain home adjacent to The Hermitage Club in Wilmington, Vermont. This 4-bedroom, ( bonus sleeping room) 6-bath retreat offers a perfect blend of Vermont craftsmanship and modern updates, ideal for year-round living or a turnkey mountain getaway.The open-concept living space features wide-plank wood floors, a stone fireplace, and a

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

11 E Village Cir, Wilmington, VT 05363
/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
/27
$33,000
- 1 Bed
- 2 Baths
- 771 Sq Ft
235/237, QTR 1 89 Grand Summit Way, Dover, VT 05356

Own Where You Play! One-of-a-kind sleep eight quartershare, featuring a gas fireplace and 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 the Grand Summit pool and the

Patricia Fitzpatrick Skihome Realty

235/237, QTR 1 89 Grand Summit Way, Dover, VT 05356
/28
$63,000
- 2 Beds
- 1 Bath
- 844 Sq Ft
2036 Vermont 30, Jamaica, VT 05343

A cozy base for days spent enjoying Vermont country life warmed by a cozy wood stove and enjoying countless meals prepared together in the upgraded cherry and tile kitchen. Property has direct access to the West River. a nice deck to sit on in the back and a nice sitting platform overlooking river. Two bedroom one bath mobile home. Six months occupancy per year. New tenants must be approved by

Mike England Michael England Real Estate

2036 Vermont 30, Jamaica, VT 05343
/39
$399,000
- 4 Beds
- 3 Baths
- 3,616 Sq Ft
198 Hillcrest Terrace, Brattleboro, VT 05301

Welcome to this classic 4-bedroom, 3-bath Colonial on a lovely level 0.81-acre lot located on a quiet cul-du-sac in one of Brattleboro’s more desirable neighborhoods. Built in the 1970s, this well-loved home offers a timeless layout with plenty of room to live, relax, and entertain. The main level features a formal living room perfect for gatherings or quiet conversation, and a formal dining room

Patrice Schneider Southern Vermont Realty Group

198 Hillcrest Terrace, Brattleboro, VT 05301
/2
$325,000
- 2 Beds
- 1.5 Baths
- 1,150 Sq Ft
292 Deer Hill Rd, Whitingham, VT 05361

Tucked amongst trees with a great deck. This rural location is not far from great skiing, shopping and all kinds of great dining and entertainment. Over an acre of mostly wooded lot. Property is occupied. No drive by's please..

Susan Bellville Bellville Realty

292 Deer Hill Rd, Whitingham, VT 05361
/49
$75,000
- 3 Beds
- 3 Baths
- 2,326 Sq Ft
92 Founders Hill Rd Unit 5A, Stratton, VT 05340

Mountain Ridge 5A at Stratton offers a rare opportunity to own a quartershare at the very heart of the mountain. This beautifully designed 3-bedroom, 3-bath residence is one of just seven homes in this intimate community, all thoughtfully positioned steps from the base lodge, gondola, and Stratton Village dining, shopping, and nightlife. Inside, a vaulted great room filled with natural light

Trent Stephens

Wohler Realty Group

(802) 521-2464

92 Founders Hill Rd Unit 5A, Stratton, VT 05340
/27
$24,900
- 1 Bed
- 2 Baths
- 941 Sq Ft
230, Qtr. 4 89 Grand Summit Way, Dover, VT 05356

This one-of-a-kind unit-style is on one level and includes one bedroom, two full bathrooms, and an open-concept kitchen, living, and dining area. The living room area features a queen Murphy bed and a queen pull-out sleeper sofa, comfortably sleeping six people. The spacious bedroom includes a king-size bed and a balcony with beautiful ridgeline views. The benefits of Grand Summit ownership

Patricia Fitzpatrick Skihome Realty

230, Qtr. 4 89 Grand Summit Way, Dover, VT 05356
/36
$289,000
- 1 Bed
- 2 Baths
- 895 Sq Ft
13 Snowtree Ln Unit Willows K, West Dover, VT 05356

Just a short walk over bridge by Maples Building to the lifts at Mount Snow via the magic carpet, this stunning loft-style, fully remodeled Snowtree condo offers modern comfort and undeniable charm. The open-concept living area features vaulted ceilings, gleaming bamboo floors, and a cozy wood-burning fireplace. A glass slider leads to a private balcony overlooking a babbling brook and peaceful

Jennifer Hovey-Densmore Deerfield Valley Real Estate

13 Snowtree Ln Unit Willows K, West Dover, VT 05356
/17
$73,140
- Land
- 0.25 Acre
- $292,560 per Acre
Lot 4 -156 High Peak Way, Wilmington, VT 05363

Lot 4 in the High Peak Development, a .25-acre wooded parcel offering an ideal opportunity to create your own Vermont getaway. Perfectly situated just a short drive from Mount Snow, The Hermitage Club, and the recreational offerings of the Deerfield Valley, this lot provides the charm of a cabin in the woods setting with exceptional convenience.With public sewer and public water access,

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 4 -156 High Peak Way, Wilmington, VT 05363
/18
$68,900
- Land
- 0.5 Acre
- $137,800 per Acre
Lot 1 - 161 High Peak Way, Wilmington, VT 05363

Introducing Lot #1 in the High Peak Development, .50-acre double lot offering the foundation for your future Vermont home. This wooded parcel provides the peaceful setting of a cabin in the woods while still being just minutes from Mount Snow, The Hermitage Club, and the year-round recreation of the Deerfield Valley.With public sewer and public water access, the building process is made

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 1 - 161 High Peak Way, Wilmington, VT 05363
/20
$90,100
- Land
- 0.5 Acre
- $180,200 per Acre
LOT 3 158/160 High Peak Way, Wilmington, VT 05363

A opportunity to own this .50-acre double lot in the High Peak Development, offering a double lot for your Vermont getaway. Ideally situated adjacent to the Haystack Golf Course, this parcel provides the perfect mountain convenience. Just a short drive to Mount Snow**, The Hermitage Club, and all the year-round recreation the Deerfield Valley is known for, this property also offers direct access

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

LOT 3 158/160 High Peak Way, Wilmington, VT 05363
/20
$79,500
- Land
- 0.32 Acre
- $248,438 per Acre
Lot 2 - 162 High Peak Way, Wilmington, VT 05363

Discover the perfect opportunity to build your Vermont retreat on this .32 acre lot in the High Peak Development, ideally positioned adjacent to the Haystack Golf Course. This wooded parcel offers the privacy of a cabin-in-the-woods setting while still being just minutes from Mount Snow, The Hermitage Club, and all the four season recreation the Deerfield Valley offers. Charming downtown

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 2 - 162 High Peak Way, Wilmington, VT 05363
/21
$725,000
- 5 Beds
- 3.5 Baths
- 2,696 Sq Ft
145 Shearer Hill Rd, Wilmington, VT 05363

Beautiful 2010 post and beam home just a short drive from the Mount Snow Ski Resort and village of Wilmington. This meticulous turn key home was built with quality in mind, is very energy efficient and sits on a on a private 5+ acre parcel abutting a stream just up from Spruce Lake. Inside is a gorgeous great room space with vaulted ceilings and exposed natural woodwork, great natural light

Adam Palmiter Berkley & Veller Greenwood/Dover

145 Shearer Hill Rd, Wilmington, VT 05363
/15
$529,000
- 3 Beds
- 2 Baths
- 1,410 Sq Ft
117 Ray Hill Rd, Wilmington, VT 05363

This wonderful home boast 10.5 +/- acres, plenty of room for gardening, a pond and is only moments to the village center! Beautiful hard wood floors throughout, Livingroom with gas fireplace a a beautiful view, dining area and kitchen, 3 bedrooms, 2 bathrooms, 2 decks and a simple 1 car garage. The lower level boasts a walk- out, is completely dry and waiting to be finished!

Janet Boyd Boyd Real Estate

117 Ray Hill Rd, Wilmington, VT 05363
/43
$399,000
- 3 Beds
- 1.5 Baths
- 2,496 Sq Ft
60 Higley Hill, East Dover, VT 05341

Welcome to 60 Higley Hill — a well-equipped country home on just over 5 acres, offering comfort, convenience, and value in one of Dover’s desirable areas. The property features a standing seam metal roof, a brand-new septic system, and a 600-ft well drilled within the last 10 years, providing peace of mind for water and waste systems. Inside, enjoy the convenience of a first-floor bedroom, a

Erica Reynolds Southern Vermont Realty Group

60 Higley Hill, East Dover, VT 05341
/52
$425,000
- 3 Beds
- 3.5 Baths
- 2,814 Sq Ft
195 Mann Rd Unit 12, Wilmington, VT 05363

Beautifully positioned along the 11th fairway of the Haystack Golf Course, this contemporary 3-bedroom, 4-bath townhouse offers four-season comfort with gorgeous mountain and sunrise views. The bright main level features an open layout with vaulted ceilings, a wood-burning fireplace, contemporary kitchen with breakfast bar, and a spacious dining area overlooking the outdoors. The primary suite is

Donald Koelsch Deerfield Valley Real Estate

195 Mann Rd Unit 12, Wilmington, VT 05363
/29
$19,500
- 1 Bath
- 332 Sq Ft
218 Qtr.2 89 Grand Summit Way, Dover, VT 05356

Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Valley side unit includes: Queen murphy bed, kitchen, eating area, balcony and a full bath. Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with

Kelly Agrillo Southern Vermont Realty Group

218 Qtr.2 89 Grand Summit Way, Dover, VT 05356
/45
$284,900
- 4 Beds
- 1.5 Baths
- 1,200 Sq Ft
49 Clark Ave, Brattleboro, VT 05301

Fantastic neighborhood location directly across the street from Oak Grove School, around the corner from the Little League field, and within one mile of the hospital, middle and high schools, Interstate 91, and Brattleboro's downtown shops and restaurants! Quick closing available on this 4 bedroom, 1.5 bath cape cod style home. Two extra large upstairs bedrooms have been freshly painted and offer

Lisa Friedman Great American Dream Realty

49 Clark Ave, Brattleboro, VT 05301
/41
$899,000
- 4 Beds
- 4 Baths
- 3,200 Sq Ft
9 Windham Way, Dover, VT 05356

This upgraded new style Greenspring townhome has direct views of Mount Snow and door to door shuttle service to and from the unit and the base area. A well updated 4+ bedroom, 4 bath unit with lots of bonus space, many recent updates and unique features. These include an open concept great room with vaulted ceiling, sunny exposure and sunset/ski trail views, wood burning fireplace unique against

Adam Palmiter Berkley & Veller Greenwood/Dover

9 Windham Way, Dover, VT 05356
/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
/3
$625,000
- 4 Beds
- 1.5 Baths
- 2,764 Sq Ft
768 Vt Route 30, Jamaica, VT 05343

Large farmhouse with 15.78 acres, metal roof, easy access to multiple ski resorts. Four bedrooms, one and a half baths. Large front and back yard, level with some fencing. Will need notice to show.

Julie Lowe Lowe's Real Estate, LLC

768 Vt Route 30, Jamaica, VT 05343
/16
$449,000
- 3 Beds
- 3 Baths
- 1,726 Sq Ft
4A Suntec Loop Unit 4A, Dover, VT 05356

Beautiful woodsy Suntec townhome just down from the base of the Mount Snow ski resort. This spacious 3 bedroom plus loft townhome sits about a mile south of Mount Snow, with direct access to snowmobile trails, and easy access to the nearby village of Wilmington and lakes. The unit has a large open concept floor plan with living room with wood burning fireplace and brick hearth, rustic wood

Adam Palmiter Berkley & Veller Greenwood/Dover

4A Suntec Loop Unit 4A, Dover, VT 05356
/16
$19,999
- Land
- 1 Acre
- $19,999 per Acre
32 Hunter Brook Rd, Newfane, VT 05351

Beautiful creekside property in Newfane, ideal for camping, fishing, or RVing. The western boundary line follows Hunter Brook, which turns like a horseshoe at this location and almost meets the eastern boundary: Hunter Brook Road. As a result the property naturally divides itself into two sides, each with its own strengths and weaknesses.The northeastern side is larger, more private, and

David White OwnerEntry.com

32 Hunter Brook Rd, Newfane, VT 05351
/35
$875,000
- 4 Beds
- 4 Baths
- 3,200 Sq Ft
9A Dover Springs Ln, Dover, VT 05356

Greenspring townhome across the street from the Mount Snow ski resort with stunning direct views of the ski trails. This 4 bedroom, 4 bath unit is being offered by the original owners and has been well maintained and never rented. It features an an open concept floor plan with living room with vaulted ceiling and wood burning two sided fireplace, large kitchen with breakfast bar on the island,

Adam Palmiter Berkley & Veller Greenwood/Dover

9A Dover Springs Ln, Dover, VT 05356

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