350

Windham County VT Homes for Sale

Section Image
  • 28 Lightning Ledge Way, Wilmington, VT 05363
    28 Lightning Ledge Way, Wilmington, VT 05363
    28 Lightning Ledge Way, Wilmington, VT 05363
    /23

    $474,900

    • 3 Beds
    • 2.5 Baths
    • 1,548 Sq Ft

    28 Lightning Ledge Way, Wilmington, VT 05363

    Private 2004 country chalet in the Chimney Hill community just outside the village of Wilmington. Hiking trails, snowmobile trail access, and convenient nearby snowmobile trailer parking, make this super convenient for the outdoorsy. This home sits on a rare double lot, just up from the beautifully renovated Chimney Hill clubhouse, Lake Whitingham, and Mount Snow ski resort, affording year round

    Adam Palmiter Berkley & Veller Greenwood/Dover

    28 Lightning Ledge Way, Wilmington, VT 05363
  • 222 Q1, 89 Grand Summit Way, Dover, VT 05356
    222 Q1, 89 Grand Summit Way, Dover, VT 05356
    222 Q1, 89 Grand Summit Way, Dover, VT 05356
    /21

    $19,000

    • 1 Bed
    • 1 Bath
    • 673 Sq Ft

    222 Q1, 89 Grand Summit Way, Dover, VT 05356

    An opportunity to own at the beautiful and conveniently located trailside, Grand Summit Hotel. Enjoy the ski-on, ski-off lifestyle, while also experiencing the luxuries of hotel amenities, directly at the base of Mount Snow! This valley facing, sleep 6 unit is perfect for family, guests or great rental options. The unit features a fully-equipped kitchen, dining area and living room with a queen

    Prema Fitzpatrick Real Broker LLC

    222 Q1, 89 Grand Summit Way, Dover, VT 05356
  • 25 Boulder Ridge Dr Unit B, Dover, VT 05356
    25 Boulder Ridge Dr Unit B, Dover, VT 05356
    25 Boulder Ridge Dr Unit B, Dover, VT 05356
    /37

    $939,000

    • 4 Beds
    • 4 Baths
    • 3,100 Sq Ft

    25 Boulder Ridge Dr Unit B, Dover, VT 05356

    This magnificent 4-bedroom, 4-bathroom townhouse, spanning over three tastefully designed floors, will captivate you with its elegance. The open floor plan combines contemporary aesthetics with practical design, offering a living experience par excellence. This townhouse was finished in 2021 and has the “new construction” feel. The living room, graced with hardwood flooring, a gas fireplace,

    John Redd Skihome Realty

    25 Boulder Ridge Dr Unit B, Dover, VT 05356
  • 286 Coldbrook Rd, Wilmington, VT 05363
    286 Coldbrook Rd, Wilmington, VT 05363
    286 Coldbrook Rd, Wilmington, VT 05363
    /16

    $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
  • 15 Boulder Ridge Dr, Dover, VT 05356
    15 Boulder Ridge Dr, Dover, VT 05356
    15 Boulder Ridge Dr, Dover, VT 05356
    /27

    $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
  • 52A Suntec Loop, Dover, VT 05356
    52A Suntec Loop, Dover, VT 05356
    52A Suntec Loop, Dover, VT 05356
    /38

    $439,000

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

    Prema Fitzpatrick Real Broker LLC

    52A Suntec Loop, Dover, VT 05356
  • 136 Vermont Route 100, Dover, VT 05356
    136 Vermont Route 100, Dover, VT 05356
    136 Vermont Route 100, Dover, VT 05356
    /41

    $875,000

    • 7 Beds
    • 6.5 Baths
    • 1,152 Sq Ft

    136 Vermont Route 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 Route 100, Dover, VT 05356
  • 121 Qtr 4 89 Grand Summit Way Unit 121, Dover, VT 05356
    121 Qtr 4 89 Grand Summit Way Unit 121, Dover, VT 05356
    121 Qtr 4 89 Grand Summit Way Unit 121, 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
  • 19 Sundance Village Loop, Dover, VT 05356
    19 Sundance Village Loop, Dover, VT 05356
    19 Sundance Village Loop, 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
  • 0 Vt Route 100 Unit 5072614, Londonderry, VT 05155
    0 Vt Route 100 Unit 5072614, Londonderry, VT 05155
    0 Vt Route 100 Unit 5072614, Londonderry, VT 05155
    /29

    $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
  • 6 Trail View Ln, Dover, VT 05356
    6 Trail View Ln, Dover, VT 05356
    6 Trail View Ln, Dover, VT 05356
    /50

    $2,099,000

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

    6 Trail View Ln, Dover, VT 05356

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

    Adam Palmiter Berkley & Veller Greenwood/Dover

    6 Trail View Ln, Dover, VT 05356
  • 197 Lake Raponda Rd, Wilmington, VT 05363
    197 Lake Raponda Rd, Wilmington, VT 05363
    197 Lake Raponda Rd, Wilmington, VT 05363
    /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
  • 249/251, Qtr1 89 Grand Summit Way, Dover, VT 05356
    249/251, Qtr1 89 Grand Summit Way, Dover, VT 05356
    249/251, Qtr1 89 Grand Summit Way, 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
  • 354 Qtr. 2, 89 Grand Summit Way, Dover, VT 05356
    354 Qtr. 2, 89 Grand Summit Way, Dover, VT 05356
    354 Qtr. 2, 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
  • 350 Route 100, Dover, VT 05356
    350 Route 100, Dover, VT 05356
    /2

    $249,000

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

    350 Route 100, Dover, VT 05356

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

    Adam Palmiter Berkley & Veller Greenwood/Dover

    350 Route 100, Dover, VT 05356
  • 2036 Vermont 30, Jamaica, VT 05343
    2036 Vermont 30, Jamaica, VT 05343
    2036 Vermont 30, Jamaica, VT 05343
    /28

    $57,000

    • 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
  • 292 Deer Hill Rd, Whitingham, VT 05361
    292 Deer Hill Rd, Whitingham, VT 05361
    /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
  • 230, Qtr. 4 89 Grand Summit Way, Dover, VT 05356
    230, Qtr. 4 89 Grand Summit Way, Dover, VT 05356
    230, Qtr. 4 89 Grand Summit Way, Dover, VT 05356
    /27

    $17,500

    • 1 Bed
    • 2 Baths
    • 941 Sq Ft

    230, Qtr. 4 89 Grand Summit Way, Dover, VT 05356

    PRICE IMPROVEMENT! 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

    Patricia Fitzpatrick Skihome Realty

    230, Qtr. 4 89 Grand Summit Way, Dover, VT 05356
  • 13 Snowtree Ln Unit Willows K, West Dover, VT 05356
    13 Snowtree Ln Unit Willows K, West Dover, VT 05356
    13 Snowtree Ln Unit Willows K, West 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
  • Lot 4 -156 High Peak Way, Wilmington, VT 05363
    Lot 4 -156 High Peak Way, Wilmington, VT 05363
    Lot 4 -156 High Peak Way, Wilmington, VT 05363
    /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
  • Lot 1 - 161 High Peak Way, Wilmington, VT 05363
    Lot 1 - 161 High Peak Way, Wilmington, VT 05363
    Lot 1 - 161 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
  • LOT 3 158/160 High Peak Way, Wilmington, VT 05363
    LOT 3 158/160 High Peak Way, Wilmington, VT 05363
    LOT 3 158/160 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
  • Lot 2 - 162 High Peak Way, Wilmington, VT 05363
    Lot 2 - 162 High Peak Way, Wilmington, VT 05363
    Lot 2 - 162 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
  • 60 Higley Hill, East Dover, VT 05341
    60 Higley Hill, East Dover, VT 05341
    60 Higley Hill, East Dover, VT 05341
    /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
  • 195 Mann Rd Unit 12, Wilmington, VT 05363
    195 Mann Rd Unit 12, Wilmington, VT 05363
    195 Mann Rd Unit 12, Wilmington, VT 05363
    /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
  • 218 Qtr.2 89 Grand Summit Way, Dover, VT 05356
    218 Qtr.2 89 Grand Summit Way, Dover, VT 05356
    218 Qtr.2 89 Grand Summit Way, Dover, VT 05356
    /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
  • 9 Windham Way, Dover, VT 05356
    9 Windham Way, Dover, VT 05356
    9 Windham Way, Dover, VT 05356
    /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
  • 89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
    89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
    89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
    /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
  • 4A Suntec Loop Unit 4A, Dover, VT 05356
    4A Suntec Loop Unit 4A, Dover, VT 05356
    4A Suntec Loop Unit 4A, Dover, VT 05356
    /17

    $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
  • 0 Hunter Brook Rd, South Newfane, VT 05351
    0 Hunter Brook Rd, South Newfane, VT 05351
    0 Hunter Brook Rd, South Newfane, VT 05351
    /16

    $19,999

    • Land
    • 1 Acre
    • $19,999 per Acre

    0 Hunter Brook Rd, South 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

    0 Hunter Brook Rd, South Newfane, VT 05351
  • 10 King St, Bellows Falls, VT 05101
    10 King St, Bellows Falls, VT 05101
    10 King St, Bellows Falls, VT 05101
    /44

    $279,900

    • 4 Beds
    • 1.5 Baths
    • 1,800 Sq Ft

    10 King St, Bellows Falls, VT 05101

    Discover the ideal balance of privacy and convenience in this welcoming 4-bedroom, 2-bath home in the heart of Bellows Falls. Set on a spacious 1-acre lot, the 1,800-sq-ft interior provides generous room for comfortable everyday living. A private garage and secluded yard offer both practicality and serenity, while the large covered porch invites year-round enjoyment of the outdoors. With

    Floyd Amidon Maple Leaf Realty

    10 King St, Bellows Falls, VT 05101
  • 00 Vermont Route 100, Jamaica, VT 05343
    00 Vermont Route 100, Jamaica, VT 05343
    00 Vermont Route 100, Jamaica, VT 05343
    /14

    $210,000

    • Land
    • 35 Acres
    • $6,000 per Acre

    00 Vermont Route 100, Jamaica, VT 05343

    Discover the beauty and tranquility of this picturesque wooded parcel—approximately 35 acres—nestled along the serene Deerfield River and spanning the border of Jamaica and Wardsboro. Perfectly situated within easy reach of Mount Snow, Stratton, and Bromley, the property offers convenient access to year-round recreation while preserving the sense of peace and privacy that only a large forested

    Patrice Schneider Southern Vermont Realty Group

    00 Vermont Route 100, Jamaica, VT 05343
  • 204/206 Qtr 2 Grand Summit Way Unit 204/206 Qtr 2, Dover, VT 05356
    204/206 Qtr 2 Grand Summit Way Unit 204/206 Qtr 2, Dover, VT 05356
    204/206 Qtr 2 Grand Summit Way Unit 204/206 Qtr 2, Dover, VT 05356
    /45

    $28,500

    • 1 Bed
    • 2 Baths
    • 771 Sq Ft

    204/206 Qtr 2 Grand Summit Way Unit 204/206 Qtr 2, Dover, VT 05356

    Experience the ultimate in flexibility and mountain living with this deeded quartershare at the Grand Summit Hotel. Enjoy 13 weeks of vacation annually—one week every 28 days—on a rotating basis. Use it, rent it, or trade it for other destinations! This spacious valley-side lockout unit, comfortably sleeps 8. Unit 204 is a hotel room with 2 king-size beds, a full bath, & a deck. The adjoining

    Donna Brown Skihome Realty

    204/206 Qtr 2 Grand Summit Way Unit 204/206 Qtr 2, Dover, VT 05356
  • 12 Lilla Ln, Wilmington, VT 05363
    12 Lilla Ln, Wilmington, VT 05363
    12 Lilla Ln, Wilmington, VT 05363
    /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
  • 706 Vt Route 100, Stratton, VT 05360
    706 Vt Route 100, Stratton, VT 05360
    706 Vt Route 100, Stratton, VT 05360
    /36

    $489,000

    • Land
    • 41 Acres
    • $11,927 per Acre

    706 Vt Route 100, Stratton, VT 05360

    Exceptional New Offering! Rare 41± acres in Stratton with extraordinary 180 +/- long-range mountain views, improvements, base camp, driveway, clearings, trails, wildlife, and a substantial WOW factor. All for approx. $12,000/acre. A short drive in from paved Route 100, before the land rises further in elevation, sits the rustic 1-bed base camp overlooking open field and multiple ski

    Jacki Murano Southern Vermont Realty Group

    706 Vt Route 100, Stratton, VT 05360
  • 42 Blackberry Ln, Jamaica, VT 05343
    42 Blackberry Ln, Jamaica, VT 05343
    42 Blackberry Ln, Jamaica, VT 05343
    /60

    $849,000

    • 5 Beds
    • 4.5 Baths
    • 3,840 Sq Ft

    42 Blackberry Ln, Jamaica, VT 05343

    Welcome to "Sweet Berry Farm", a charming Vermont homestead blending 1850s character with a spacious modern addition. Set on 5.7 private acres in Jamaica, this property offers abundant natural beauty—mature apple trees, blueberry and blackberry bushes and vibrant seasonal gardens. The expanded farmhouse provides exceptional space for living and entertaining. The main floor features an open living

    MaryKate Grey Stratton Real Estate

    42 Blackberry Ln, Jamaica, VT 05343
  • 457 Ray Hill Rd, Wilmington, VT 05363
    457 Ray Hill Rd, Wilmington, VT 05363
    457 Ray Hill Rd, Wilmington, VT 05363
    /23

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 1,874 Sq Ft

    457 Ray Hill Rd, Wilmington, VT 05363

    Owners will consider reasonable offers. Lovely expanded farmhouse just up from the village of Wilmington and with mountain views and gorgeous exposure on 2.7 acres of private open land. This charming home is just a short drive to both the Mount Snow and Hermitage Club ski resorts, and nearby lakes, with easy access despite it's private location. The home sits on a pastoral lot with gorgeous

    Adam Palmiter Berkley & Veller Greenwood/Dover

    457 Ray Hill Rd, Wilmington, VT 05363
  • 135 Overlook Dr, Londonderry, VT 05148
    135 Overlook Dr, Londonderry, VT 05148
    135 Overlook Dr, Londonderry, VT 05148
    /59

    $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
  • 295 Stratton Arlington Rd, West Wardsboro, VT 05360
    295 Stratton Arlington Rd, West Wardsboro, VT 05360
    295 Stratton Arlington Rd, West Wardsboro, VT 05360
    /34

    $389,900

    • 2 Beds
    • 2 Baths
    • 1,076 Sq Ft

    295 Stratton Arlington Rd, West Wardsboro, VT 05360

    Beautifully renovated 2-bedroom, 2-bath cottage on 1.9 acres in Stratton. Ideally located just minutes from both Mount Snow and Stratton ski areas, with the Stratton Recreation Center conveniently down the road. Enter through the mudroom into a bright, open-concept kitchen and dining space featuring a cozy woodstove and 4 skylights. The living room is spacious with a mini split and also includes

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    295 Stratton Arlington Rd, West Wardsboro, VT 05360
  • 4880 Pikes Falls Rd, Jamaica, VT 05343
    4880 Pikes Falls Rd, Jamaica, VT 05343
    4880 Pikes Falls Rd, Jamaica, VT 05343
    /39

    $890,000

    • 5 Beds
    • 3.5 Baths
    • 3,218 Sq Ft

    4880 Pikes Falls Rd, Jamaica, VT 05343

    This majestic log home offers peaceful mountain living with room for Everyone. Discover your tranquil 5-bedroom, 4-bathroom family retreat nestled just minutes from the year-round activities at Stratton Ski Resort. This authentic and expansive log cabin exudes classic Vermont charm. The inviting main living area is flooded with natural light, featuring an efficient wood stove to provide cozy

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    4880 Pikes Falls Rd, Jamaica, VT 05343

Showing Results 121 - 160, Page 4 of 9

Vermont Windham County

Real Estate & Homes for Sale in Windham County, VT

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

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group