30,375

Windham, VT Homes

Section Image
    • /29

      Est $312,074 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 2,400 Sq Ft

      18 Kimball Hill, Putney, VT 05346

      18 Kimball Hill, Putney, VT 05346
  • /35

    $795,000

    • 4 Beds
    • 5 Baths
    • 3,129 Sq Ft

    20 Ray Hill Rd, Wilmington, VT 05363

    Rare opportunity to own a completely remodeled and updated vintage farmhouse, completely turn key. This stunning home sits just up from the country village of Wilmington with easy access to dining and shopping, a short drive to Mount Snow, and near the amazing Lake Whitingham, for true four season enjoyment. The interior features meticulously updated open concept living areas, a chef's kitchen

    Adam Palmiter Berkley & Veller Greenwood/Dover

    20 Ray Hill Rd, Wilmington, VT 05363
  • /53

    $825,000 Sold Apr 29, 2025

    • Land
    • 36 Acres
    • $23,109 per Acre
    • 102 Days On Market

    324 Pikes Falls Rd, South Londonderry, VT 05155

    Extraordinary Stratton Mountain Acreage Opportunity:Discover a rare gem in Stratton Mountain, a 35.7-acre parcel offering breathtaking, commanding views of the resort. Just 5 minutes away from the the Main Base Lodge and less to Sun Bowl. This exceptional property features two building sites, each supported by wastewater systems for a 6-bedroom and a 4-bedroom home.The established driveway leads

    Britt Wohler Wohler Realty Group

    324 Pikes Falls Rd, South Londonderry, VT 05155
    • /24

      Est $291,282 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,176 Sq Ft

      161 E Putney Falls Rd, Putney, VT 05346

      161 E Putney Falls Rd, Putney, VT 05346
  • /45

    $749,000

    • 2 Beds
    • 1.5 Baths
    • 1,600 Sq Ft

    679 Burrington Hill Rd, Whitingham, VT 05361

    Welcome to a truly one-of-a kind property-a modern Barndominium thoughtfully reimagined from its original barn like beginnings into a stunning architectural masterpiece. Designed by an award-winning architect and brought to life by a meticulous local builder, this home perfectly balances rustic charm with high-end sophistication. Expansive windows throughout invite in the natural beauty of the

    Monica Sumner BHG Masiello Brattleboro

    679 Burrington Hill Rd, Whitingham, VT 05361
  • /37

    $454,000 Sold Apr 28, 2025

    • 1,760 Sq Ft
    • $258/SF
    • 315 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    400 Edie Ln, Jamaica, VT 05343

    Welcome to Hot Toddy Hill. your perfect Vermont Getaway! Nestled minutes away from Stratton, this cozy contemporary home in the charming town of Jamaica, Vermont, is ideal for gatherings and retreats with friends. The living room boasts vaulted ceilings with wood slat detail, its ideal for relaxing in front of the wood-burning fireplace apres ski. The fully equipped eat-in kitchen boasts brand

    Andie Fusco Four Seasons Sotheby's Int'l Realty

    400 Edie Ln, Jamaica, VT 05343
    • /28

      Est $577,035 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,726 Sq Ft

      121 Great Meadows Ridge, Putney, VT 05346

      121 Great Meadows Ridge, Putney, VT 05346
  • /42

    $415,000

    • 3 Beds
    • 1.5 Baths
    • 2,433 Sq Ft

    183 Bear Hill Rd, Dummerston, VT 05301

    Discover a hidden gem nestled deep in the woods—a rustic retreat that’s entirely off-grid and 100% solar powered. Perfect for nature lovers, creative spirits, or anyone seeking serenity and self-sufficiency.This one-of-a-kind property features a charming main house with a two-bedroom loft attached, currently used for short-term rentals. The main cabin exudes classic Adirondack charm with

    Kate Barry EXP Realty

    183 Bear Hill Rd, Dummerston, VT 05301
  • /33

    $745,000 Sold Apr 25, 2025

    • 2,573 Sq Ft
    • $290/SF
    • 33 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1989

    69 Greenspring Rd, Dover, VT 05356

    Gorgeous updated Greenspring townhome with direct views of Mount Snow and Greenspring only shuttle service to and from the unit and base area. This majorly renovated unit features a unique floor plan with vaulted great room and new floors, great natural light and sunset views over the slopes, a wood burning fireplace with floor to ceiling stone hearth, large open kitchen with custom cabinets and

    Adam Palmiter Berkley & Veller Greenwood/Dover

    69 Greenspring Rd, Dover, VT 05356
    • /25

      Est $273,202 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,620 Sq Ft

      16 Sand Hill Rd, Putney, VT 05346

      16 Sand Hill Rd, Putney, VT 05346
  • /6

    $100,000

    • Land
    • 3.20 Acres
    • $31,250 per Acre

    123 U S 5, Westminster, VT 05158

    Beautiful flat, open, grassy lot on Rte 5, just over the Westminster town line from Putney. This lot is completely cleared! Used for hay in the past. The house site is in the front 1/3, as the back 2 Acres is a conservation area, for agricultural use only. There are two, 2.5 acre lots available for purchase as well; separately or together. This parcel is separated from the other 2 lots by two

    Victoria Woods Brattleboro Area Realty

    123 U S 5, Westminster, VT 05158
  • /25

    $339,000 Sold Apr 25, 2025

    • 1,248 Sq Ft
    • $272/SF
    • 35 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1987

    30F Dover Green Rd, Dover, VT 05356

    Completely renovated townhome in the Snow Ridge community located just a short drive or shuttle ride south of Mount Snow. This sunny end unit sits at the end of the row with great additional windows overlooking the side patio with fire pit and chair. Inside is a woodsy open concept floor plan with vaulted great room, wood burning fireplace and brick hearth, tile and carpet flooring, rustic

    Adam Palmiter Berkley & Veller Greenwood/Dover

    30F Dover Green Rd, Dover, VT 05356
    • /27

      Est $204,833 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,290 Sq Ft

      80 Bellows Falls Rd, Putney, VT 05346

      80 Bellows Falls Rd, Putney, VT 05346
  • /14

    $75,000

    • Land
    • 2.50 Acres
    • $30,000 per Acre

    123 U S 5, Westminster, VT 05158

    Beautiful flat, wooded lot on Rte 5, just over the Westminster town line from Putney. There are two, 2.5 acre lots available for purchase; separately or together. Additionally, there is a 3.2 acre open, grassy lot available. This is separated from the other 2 lots by two house parcels.All 3 lots are being sold with deferral language, as they do not have state permits, however they've all had

    Victoria Woods Brattleboro Area Realty

    123 U S 5, Westminster, VT 05158
  • /44

    $640,000 Sold Apr 25, 2025

    • 3,988 Sq Ft
    • $160/SF
    • 52 Days On Market
    • 7 Beds
    • 4 Baths
    • Built 1942

    13 Winhall Station Rd, Londonderry, VT 05155

    Solid six-bedroom home with detached one bedroom apartment being offered fully furnished on 3.4 acres of land! Surrounded by mature maples and beautiful local views of Stratton Mountain. This property sits on the corner of Winhall Station Road and Route 100 in Londonderry Vermont. Winhall Station Road will lead out a dead-end road to the Winhall Campground and the West River area with wonderful

    Julie Lowe Lowe's Real Estate, LLC

    13 Winhall Station Rd, Londonderry, VT 05155
    • /40

      Est $569,144 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,712 Sq Ft

      22 W Hill Rd, Putney, VT 05346

      22 W Hill Rd, Putney, VT 05346
  • /50

    $339,000

    • 7 Beds
    • 4 Baths
    • 3,000 Sq Ft

    89 Gates Pond Rd, Whitingham, VT 05342

    This rare multi-family home presents a unique investment opportunity, featuring four well-designed units. Nestled in the charming town of Jacksonville you're just 23 minutes from the exhilarating slopes of Mount Snow ski resort. The property offers two one-bedroom units on the first floor, alongside a spacious two-bedroom unit and a generous three-bedroom unit on the second floor. Enjoy the large

    Monique White Deerfield Valley Real Estate

    89 Gates Pond Rd, Whitingham, VT 05342
  • /45

    $875,000 Sold Apr 25, 2025

    • 3,536 Sq Ft
    • $247/SF
    • 114 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2006

    15 Cedar Creek Dr Unit A-2, Wilmington, VT 05363

    Imagine a home that seamlessly blends elegance with functionality, where every detail has been meticulously curated to create an inviting atmosphere for both relaxation and celebration. This stunning residence boasts an open floor plan that encourages gatherings, highlighted by a magnificent wood burning, fieldstone fireplace and soaring 20-foot exposed beam ceilings adorned with warm, indirect

    John Redd Skihome Realty

    15 Cedar Creek Dr Unit A-2, Wilmington, VT 05363
    • /20

      Est $585,521 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,960 Sq Ft

      679 W Hill Rd, Putney, VT 05346

      679 W Hill Rd, Putney, VT 05346
  • /11

    $75,000

    • Land
    • 1.00 Acre
    • $75,000 per Acre

    116 Newcomb Rd, Westminster, VT 05158

    Discover the potential of this 1-acre parcel nestled in the heart of picturesque Westminster, Vermont. Set on a quiet country road and framed by mature trees, this level lot offers a tranquil setting with a brook gently meandering along the northern boundary—an ideal natural feature for those seeking peace and privacy.The property includes an existing house, a few garage bays, and

    TG Glazer Winhall Real Estate

    116 Newcomb Rd, Westminster, VT 05158
  • /27

    $21,000 Sold Apr 25, 2025

    • 785 Sq Ft
    • $27/SF
    • 368 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1998

    366 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

    366 Qtr.2, 89 Grand Summit Way, Dover, VT 05356
    • /34

      Est $1,654,198 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 4,952 Sq Ft

      51 Overhills, Putney, VT 05346

      51 Overhills, Putney, VT 05346
  • /5

    $139,900

    • Land
    • 1.30 Acres
    • $107,615 per Acre

    00 Creamery Rd, Guilford, VT 05301

    Just in time! Unbelievable! A high rolling meadow of your very own! Build the new home, the one you have been waiting for all your life, on this beautifully cared for sweet spot in the Vermont countryside community of Guilford. The boundaries are easy to find, one being right up to the edge of an old stone wall, the others marked with posts. Pick the high point and have a local view of old

    Christine Lewis Brattleboro Area Realty

    00 Creamery Rd, Guilford, VT 05301
  • /29

    $430,000 Sold Apr 24, 2025

    • 1,985 Sq Ft
    • $217/SF
    • 78 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1988

    29 First Unit 19, Wilmington, VT 05363

    Located along the scenic Haystack Golf Course, this 3-bedroom, 4-bathroom townhouse offers an exceptional blend of comfort, style, and convenience in Vermont’s Green Mountains. Just minutes from The Hermitage Club, Mount Snow Resort, and historic downtown Wilmington, VT, this home is a perfect retreat for both seasonal and year-round enjoyment. The open-concept living area features vaulted

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    29 First Unit 19, Wilmington, VT 05363
    • /21

      Est $392,091 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,154 Sq Ft

      41 Aiken Rd, Putney, VT 05346

      41 Aiken Rd, Putney, VT 05346
  • /49

    $1,350,000

    • 5 Beds
    • 3.5 Baths
    • 3,516 Sq Ft

    732 Under the Mountain Rd, South Londonderry, VT 05155

    Londonderry’s Under the Mountain Road is one of the area’s most beautiful roads, meandering along the edge of Glebe Mountain (home to Magic Mtn) and thousands of acres of conserved land. Here you’ll find “Fairmount”, featuring one of the best panoramic views in southern Vermont overlooking the West River Valley and majestic Green Mountains between Stratton and Bromley. The 1810 farmhouse was

    Claudia Harris Mary Mitchell Miller Real Estate

    732 Under the Mountain Rd, South Londonderry, VT 05155
  • /39

    $475,000 Sold Apr 23, 2025

    • 2,823 Sq Ft
    • $168/SF
    • 121 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1905

    101 Washington St, Brattleboro, VT 05301

    From the moment you step inside, you’ll be captivated by the timeless beauty of this home. An inviting foyer welcomes you, leading to an elegant, curved staircase that ascends to the second floor—showcasing craftsmanship that would be nearly impossible to replicate today. The home’s original woodwork, plaster, lathe walls, wood trim, and doors are so well preserved that they appear as though they

    Thomas Dahlin Berkley & Veller Greenwood Country

    101 Washington St, Brattleboro, VT 05301
    • /38

      Est $573,448 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 4,500 Sq Ft

      1073 River Rd S, Putney, VT 05346

      1073 River Rd S, Putney, VT 05346
  • /3

    $35,000

    • Land
    • 1.00 Acre
    • $35,000 per Acre

    I22 Fay Boyden Rd, Wardsboro, VT 05355

    Level building lot in the Snow Mountain Farms association. Snowmobile trail access, use of indoor pool and tennis court, and easy proximity to both Mount Snow and Stratton ski resorts.

    Adam Palmiter Berkley & Veller Greenwood/Dover

    I22 Fay Boyden Rd, Wardsboro, VT 05355
  • /36

    $230,000 Sold Apr 23, 2025

    • 1,600 Sq Ft
    • $144/SF
    • 329 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1825

    1457 Rockingham Rd, Town of Rockingham, VT 05101

    This property is on the market for the first time since it was purchased by the family in 1952! An 1800's farmhouse with a barn that still has the original 9 cow stanchions and area for hay. There is also a neat old separate barn that was maybe used for chickens long ago. Now with work it would make a great studio, it's just waiting for someone's imagination to make a a living piece of history.

    Glenn Olney Barrett and Valley Associates Inc.

    1457 Rockingham Rd, Town of Rockingham, VT 05101
    • /23

      Est $495,291 Not Listed For Sale

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

      34 Ompawmet Rd, Putney, VT 05346

      34 Ompawmet Rd, Putney, VT 05346
  • /53

    $1,725,000

    • 4 Beds
    • 4.5 Baths
    • 4,241 Sq Ft

    207 Boynton Rd, Londonderry, VT 05148

    Perched on 12.70 pristine acres, this exceptional residence offers the perfect blend of refined comfort & serene seclusion. Set on a private rise w/ sweeping views, the property captures the quiet majesty of all four seasons. A tranquil pond reflects the ever-changing sky, inviting quiet mornings on the expansive deck, a coffee in hand or peaceful evenings listening to nature under the stars.

    Kim Morgan-Wohler Wohler Realty Group

    207 Boynton Rd, Londonderry, VT 05148
  • /42

    $280,000 Sold Apr 22, 2025

    • Land
    • 135 Acres
    • $2,080 per Acre
    • 77 Days On Market

    40 E Putney Brook Rd, Putney, VT 05346

    This stunning 134-acre property in Putney, VT offers a rare opportunity for those seeking both privacy and natural beauty. With frontage along the East Putney Brook, the land is graced by a serene waterway, perfect for recreation or simply enjoying the peaceful sounds of flowing water. The mostly wooded landscape features several trails that wind through the property, ideal for hiking, wildlife

    Jacob Barnes EXP Realty

    40 E Putney Brook Rd, Putney, VT 05346
    • /34

      Est $271,261 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,964 Sq Ft

      1188 River Rd S, Putney, VT 05346

      1188 River Rd S, Putney, VT 05346
  • /12

    $150,000

    • Land
    • 5.00 Acres
    • $30,000 per Acre

    0 Banning Rd, Putney, VT 05346

    Location is key, and locations like this don't come along often. Almost at the top of Putney Mountain is this 5+/- acres of mature hard and soft woods, including red oak, birch, beech, pine and hemlock, just waiting to host your full or part time dwelling. The existing driveway, which is shared with the seller, offers access to the length of the parcel. There's a State Wastewater Permit with a

    Bill Hickok Berkley & Veller Greenwood Country

    0 Banning Rd, Putney, VT 05346
  • /32

    $267,500 Sold Apr 21, 2025

    • 864 Sq Ft
    • $310/SF
    • 117 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1966

    38 Pine Tree Hill, Londonderry, VT 05148

    Two homes for the price of one on 4+ acres, w/frontage on the West River! Main home is a charming Mid-Century Modern Ranch featuring 2 beds, 1 full bath, wood floors, large sliders open from th living areas to the covered porch. Two-car garage w/sink & mechanics pit an excellent workshop, hobby, or storage spot. Across the property, a spacious ‘90s manufactured home w/3 beds, 2 full baths,

    Jacki Murano Southern Vermont Realty Group

    38 Pine Tree Hill, Londonderry, VT 05148
    • /40

      Est $260,325 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,688 Sq Ft

      38 Hines Rd, Bellows Falls, VT 05101

      38 Hines Rd, Bellows Falls, VT 05101
  • /37

    $759,000

    • 3 Beds
    • 4 Baths
    • 3,352 Sq Ft

    183 Vacation Lodge Rd, Londonderry, VT 05148

    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 that blends

    Brian Hill Remax Summit

    183 Vacation Lodge Rd, Londonderry, VT 05148
  • /31

    $355,000 Sold Apr 18, 2025

    • 1,350 Sq Ft
    • $263/SF
    • 2 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1968

    5 Snow Drift Ln, Londonderry, VT 05155

    You must see this charming 4 bedroom, 2 bath condo with an open kitchen/ living area, inviting entry, spacious lower level mudroom and sleeping loft. Everything has been updated- bathrooms, kitchen, flooring, decks. Walk out of the lower level mudroom and be on the lift at Magic in 2 minutes. Views of Bromley Mtn from your new deck! Okemo, Bromley and Stratton all within 25 minutes. Come unpack

    Lisa Sullivan Four Seasons Sotheby's Int'l Realty

    5 Snow Drift Ln, Londonderry, VT 05155
    • /16

      Est $190,653 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft

      44 Mountain View Rd, Putney, VT 05346

      44 Mountain View Rd, Putney, VT 05346

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