30,376

Windham, VT Homes

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  • /18

    $130,000

    • Land
    • 2.19 Acres
    • $59,361 per Acre

    192 Pingree Park Ln, Londonderry, VT 05148

    Discover this hidden gem in Londonderry. River frontage on pristine Utley Brook with headwaters flowing from the Green Mountain National Forest create a serene setting minutes from downtown. Full time residence or vacation home, you choose! Ready to build. Completely engineered- State and Town permits for a 4 bedroom home in place including septic permits, well and house placement, updated

    Agent Photo

    Alison Cummings

    Cummings & Co

    (802) 444-8158

    192 Pingree Park Ln, Londonderry, VT 05148
  • /13

    $1,600 per month

    • 3 Beds
    • 1 Bath
    • 1,023 Sq Ft
    • Condo for Rent

    40 Green St Unit 1, Bellows Falls, VT 05101

    40 Green St Unit 1, Bellows Falls, VT 05101
  • /19

    $305,000 Sold Aug 05, 2025

    • 1,500 Sq Ft
    • $203/SF
    • 41 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1950

    85 Crosby St, Brattleboro, VT 05301

    Charming 1950s Gem! Step into timeless warmth and character with this delightful 3-bedroom, 1-bath home. This lovingly cared for home features beautiful rock maple hardwood floors, solid wood doors, and rich original woodwork that speak to its enduring craftsmanship. Recent updates blend vintage charm with modern comfort, including fresh interior and exterior paint, standing seam metal roof,

    Karen Hoppe Berkley & Veller Greenwood Country

    85 Crosby St, Brattleboro, VT 05301
    • /20

      Est $656,822 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,036 Sq Ft

      78 Middle Ridge Rd Unit 102, Stratton, VT 05155

      78 Middle Ridge Rd Unit 102, Stratton, VT 05155
  • /30

    $125,000 Under Contract

    • 1,968 Sq Ft

    10 Taylor St, Town of Rockingham, VT 05101

    INVESTER SPECIAL! This 2-unit property has separate utilities, 2-3 bedroom units on each floor depending on how the layout is set up. Rooms are generously sized, front and side porches for each unit, full basement and attic.This would make a nice generational or family home or a great starter home with rental potential.

    Agent Photo

    Julie Buffum

    Buffum Realty

    (802) 347-9139

    10 Taylor St, Town of Rockingham, VT 05101
  • /10

    $1,800 per month

    • 1 Bed
    • 1 Bath
    • 535 Sq Ft
    • Apartment for Rent

    215 Main St Unit 204, Brattleboro, VT 05301

    Recently renovated One bedroom apartment on the second floor. This one-bedroom apartment has bright sun lit rooms, with additional locking storage in the building, along with an elevator to get to the second floor for the onsite laundry facilities. This is intown living at its best. Photos are virtually staged

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    215 Main St Unit 204, Brattleboro, VT 05301
  • /33

    $19,000 Sold Aug 05, 2025

    • 407 Sq Ft
    • $47/SF
    • 152 Days On Market
    • 1 Bath
    • Built 1998

    155 Qtr I, 89 Grand Summit Way Unit 155-1, Dover, VT 05356

    Quarter-Share Ownership at the Grand Summit, 13 Weeks of Mountain Resort Living! Own a quarter share (deeded Interval-1) at the Grand Summit Hotel, providing 13 weeks of vacation per year on a rotating schedule. Whether you choose to use it, rent it, or trade it, this is an affordable way to enjoy the mountain resort lifestyle. This second-floor studio unit (407 sq. ft.) comfortably sleeps four

    Donald Koelsch Deerfield Valley Real Estate

    155 Qtr I, 89 Grand Summit Way Unit 155-1, Dover, VT 05356
    • /11

      Est $305,351 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,992 Sq Ft

      48 Loop Rd, Newfane, VT 05345

      48 Loop Rd, Newfane, VT 05345
  • /37

    $395,000

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

    3298 Houghtonville Rd, Grafton, VT 05146

    Classic 1800s Farmhouse in Charming Grafton, VermontLocated in Houghtonville, a beautiful part of historic Grafton, this mid-19th century farmhouse offers a rare opportunity to restore and reimagine a true Vermont original. With strong bones and timeless character, the home features wide plank floors, vintage woodwork, and a traditional layout that reflects its heritage. Typical of this

    Agent Photo

    Alison Cummings

    Cummings & Co

    (802) 317-7411

    3298 Houghtonville Rd, Grafton, VT 05146
  • /18

    $2,295 per month

    • 2 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • Condo for Rent

    131 Frost St Unit 2, Brattleboro, VT 05301

    Applications must be received prior to showings- Rent includes Wifi, snow removal from driveway, water/sewer - Tenants pays electric and Oil (at owners rate)- Large, light filled 3 bedroom first floor apartment in a 2 unit building. - In unit W/D included - Large and quiet back yard- Garage included with dedicated driveway - Ample storage with back barn/workshop- Pets

    131 Frost St Unit 2, Brattleboro, VT 05301
  • /15

    $370,000 Sold Aug 04, 2025

    • 580 Sq Ft
    • $638/SF
    • 120 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1999

    761 Stratton Mountain Access Rd Unit 231, Stratton, VT 05360

    This is your opportunity to own an iconic condominium located in the heart of the Stratton Mountain Village. Everything has been completely updated to today's style. Enjoy easy ownership through the Long Trail House association that includes a cozy gas fireplace, air conditioning for summer use, year round outdoor heated pool, three hot tubs, sauna, underground heated parking and owner storage.

    Timothy Mich Doddridge Stratton Real Estate

    761 Stratton Mountain Access Rd Unit 231, Stratton, VT 05360
    • /33

      Est $670,295 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,700 Sq Ft

      40 Kingswood Rd, Dover, VT 05356

      40 Kingswood Rd, Dover, VT 05356
  • /56

    $350,000

    • 6 Beds
    • 4.5 Baths
    • 3,042 Sq Ft

    2072 N Main St, Londonderry, VT 05148

    Rare Mixed-Use Opportunity in Downtown Londonderry, VT – Live, Work, or Invest! Unlock the full potential of this versatile and beautifully situated property in the heart of Londonderry’s vibrant downtown district. With major West River frontage, expansive lawn space, and prime visibility on North Main Street, this unique listing offers endless possibilities — perfect for residential, commercial,

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 441-6058

    2072 N Main St, Londonderry, VT 05148
  • /12

    $2,200 per month

    • 1 Bed
    • 1 Bath
    • 790 Sq Ft
    • Apartment for Rent

    4 Elliot St Unit 6, Brattleboro, VT 05301

    The National, featuring this 2 Bedroom apartment with bright sunlit rooms, amazing hardwood floors and views of downtown and the mountain. Coin operated Laundry is on site and off street parking is available in the parking garage. The building is pet friendly

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    4 Elliot St Unit 6, Brattleboro, VT 05301
  • /60

    $189,000 Pending

    • 1 Bed
    • 1 Bath
    • 624 Sq Ft

    17 Snow Tree Ln Unit Ledges B, Dover, VT 05356

    What a GREAT SNOW Year so far! Like "The Old Days".... The snow is plentiful and the skiing is too in 2025! Amazing convenience and proximity to The Mount Snow Ski Resort! Views of the mountain. These owners have upgraded the condo to include a gas heating fireplace insert, unique and useful cabinetry and open pass through set up into the bedroom for light, air circulation, privacy and

    Steve Goldfarb Deerfield Valley Real Estate

    17 Snow Tree Ln Unit Ledges B, Dover, VT 05356
    • /33

      Est $239,750 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 856 Sq Ft

      849 Mcmillan Rd, Halifax, VT 05342

      849 Mcmillan Rd, Halifax, VT 05342
  • /10

    $185,000

    • Land
    • 8 Acres
    • $23,125 per Acre

    4441 Vt Route 30, Jamaica, VT 05343

    Discover the potential of this serene and wooded 8.0± acre parcel, offering a peaceful setting and natural beauty just minutes from the heart of Jamaica Village. Currently being subdivided from a larger tract, the lot features a 5 Bedroom Wastewater Permit pending state approval and a survey in progress to finalize boundaries—laying the foundation for your future plans. An existing electric

    Agent Photo

    Trent Stephens

    Wohler Realty Group

    (802) 808-6056

    4441 Vt Route 30, Jamaica, VT 05343
  • /12

    $1,180 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Townhouse for Rent

    995 Western Ave Unit 300, Brattleboro, VT 05301

    Kitchen/living room plus one bedroom on 3rd Floor.Walk to farmer’s market. Laundromat just across the street.Apartment is one of four units in quiet building, each with separate entrance.Lawn care and snow plowing provided.Balcony.Shower in bathroom (no bathtub). Large backyard with room to garden.One parking place only.No smoking.Pets

    995 Western Ave Unit 300, Brattleboro, VT 05301
  • /21

    $72,000 Sold Aug 04, 2025

    • Land
    • 13 Acres
    • $5,373 per Acre
    • 337 Days On Market

    00 Vermont 9, Marlboro, VT 05344

    Mountain views in Marlboro Vermont! This 13+ acre parcel is situated in the desirable community of Marlboro where you are never far from a farmstand, sugar house, community or cultural event, or recreation. Roughed-in driveway access from a paved state road, with direct routes west taking you to lakes and skiing. Molly Stark State Park is nearby too. Head east to Brattleboro for all of the

    Jacki Murano Southern Vermont Realty Group

    00 Vermont 9, Marlboro, VT 05344
    • /8

      Est $727,112 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,244 Sq Ft

      438 River Rd, Guilford, VT 05301

      438 River Rd, Guilford, VT 05301
  • /14

    $120,000

    • Land
    • 2.07 Acres
    • $57,971 per Acre

    191 Pingree Park Ln, Londonderry, VT 05148

    Discover this hidden gem in Londonderry. River frontage on pristine Utley Brook with headwaters flowing from the Green Mountain National Forest create a serene setting minutes from downtown. Full time residence or vacation home, you choose! Ready to build. Completely engineered- State and Town permits for a 4 bedroom home in place including septic permits, well and house placement, updated

    Agent Photo

    Alison Cummings

    Cummings & Co

    (802) 848-6904

    191 Pingree Park Ln, Londonderry, VT 05148
  • /18

    $25,000 per month

    • 3 Beds
    • 2 Baths
    • 1,423 Sq Ft
    • House for Rent

    378 Tuttle Hill Rd, Londonderry, VT 05155

    Welcome to your turn-key home for the '25-'26 ski season! Fully renovated with attention to detail, this cheerful, sunny Scandinavian Modern space welcomes and inspires. 15 minutes to Stratton Base, 14 minutes to Bromley Village, and 10 minutes to Magic Mountain, you are in the middle of it all, with your choice to either explore or stick to your home mountain. The main floor includes a

    Jamie Luke TPW Real Estate

    378 Tuttle Hill Rd, Londonderry, VT 05155
  • /34

    $334,500 Sold Aug 01, 2025

    • 1,120 Sq Ft
    • $299/SF
    • 57 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1984

    49 Hampshire Cir, Brattleboro, VT 05301

    Cute home at the end of the cul-de-sac. Large front deck with a slider that leads into a newly refinished kitchen, dining area and living room. A half bath with laundry complete the first floor. Two bedrooms upstairs with a full bath. First floor has a door that leads out back to another large deck. The third bedroom and family room in the walkout basement. Open house Saturday 6/21/25 from

    Darlene Conca Keller Williams Realty Metro-Keene

    49 Hampshire Cir, Brattleboro, VT 05301
    • /24

      Est $222,822 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,120 Sq Ft

      1751 Rockingham Rd, Rockingham, VT 05143

      1751 Rockingham Rd, Rockingham, VT 05143
  • /60

    $620,000

    • 3 Beds
    • 2 Baths
    • 2,700 Sq Ft

    121 Dover Hill Rd, Dover, VT 05341

    Price reduced! Discover this Vermont countryside retreat offering an unbeatable blend of equestrian haven, homestead, and ski getaway, all on 5 private acres in desirable Dover. Enjoy perennial gardens bursting with color, abundant raspberry canes, and asparagus beds for beauty and bounty year-round. Step inside to vaulted ceilings, hardwood floors, and custom inlay bookshelves that add warmth

    Nick Sicard EXP Realty

    121 Dover Hill Rd, Dover, VT 05341
  • /2

    $1,300 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    498 Marlboro Rd Unit N35, Brattleboro, VT 05301

    Property Id: 15107811 bed, 1 bath apartment in Brattleboro, VT! This unit features modern amenities like a microwave, oven, and refrigerator. Enjoy off-street parking, on-site laundry, and a beautiful lawn. Pets are welcome! Don't miss out on this gem for $1,300/month. Book your viewing today!

    498 Marlboro Rd Unit N35, Brattleboro, VT 05301
  • /42

    $565,000 Sold Aug 01, 2025

    • 2,380 Sq Ft
    • $237/SF
    • 58 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1970

    4 & 6 Phineas White Ln, Putney, VT 05346

    Nothing better than living in the midst of a thriving, artsy and warm community bursting with culture and music, commerce and arts. This is a unique listing consisting of 2 separate EXTENSIVELY renovated homes just off Kimball Hill on a .62 ac lot abutting the woods. Take the sidewalk (2/10ths of mile) to a show at Next Stage, lunch at the Putney Diner or to grab a fresh coffee & groceries from

    Stephanie Peduzzi-Baker Brattleboro Area Realty

    4 & 6 Phineas White Ln, Putney, VT 05346
    • /14

      Not Listed For Sale

      5 Lahar Rd, Marlboro, VT 05351

      5 Lahar Rd, Marlboro, VT 05351
  • /41

    $8,950,000

    • 6 Beds
    • 10 Baths
    • 13,393 Sq Ft

    370 Fischer Ln, Jamaica, VT 05343

    Accessible, but miles from the everyday. Camp Endo’s mountain kingdom is minutes from Stratton Mtn. with a 21st century take on a mountain timberframe home, and 417+/- acres threaded with trails and ridgelines. Ski your own glades and rip the eight miles of custom-designed mountain biking terrain, or just pause to enjoy the vast views. The house reimagines a rustic lodge with classic wood, bark

    Dia Jenks LandVest, Inc/Woodstock

    370 Fischer Ln, Jamaica, VT 05343
  • /19

    $65,000 per month

    • 4 Beds
    • 4 Baths
    • 2,000 Sq Ft
    • House for Rent

    16 Winterberry Heights, Stratton, VT 05360

    Best of the Best. Ski on Ski off. never rented before, pristine clean and original owners. Largest Treetops there is.. 4 bedroom/4 bath, den family room, amazing views, hot tub.. everything you want and need for an amazing winter season. Loads of room for family and guests and entertaining. Enjoy all that Stratton has to offer as well as all the other ski areas close by and Manchester shopping

    Wilkie Bushby TPW Real Estate

    16 Winterberry Heights, Stratton, VT 05360
  • /27

    $439,000 Sold Aug 01, 2025

    • 2,014 Sq Ft
    • $218/SF
    • 60 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1990

    26 Lisle Hill Rd, Wilmington, VT 05363

    Lovely updated home just up from the village of Wilmington and with mountain views and gorgeous exposure. This charming home is just a short drive to both the Mount Snow and Hermitage Club ski resorts, and nearby lakes, with easy access into downtown. The home sits on a functional lot with ample parking and privacy despite the small size, lovely trees and stone walls. Public sewer and water

    Adam Palmiter Berkley & Veller Greenwood/Dover

    26 Lisle Hill Rd, Wilmington, VT 05363
    • /36

      Est $513,951 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,050 Sq Ft

      208 Shady Ln, West Wardsboro, VT 05360

      208 Shady Ln, West Wardsboro, VT 05360
  • /60

    $849,000 Under Contract

    • 4 Beds
    • 4.5 Baths
    • 3,056 Sq Ft

    91 E Hill Rd, Wilmington, VT 05363

    Welcome to your dream escape! This beautifully renovated 4BR/5BA home is set on 4 private acres in the desirable Spruce Lake community, offering the perfect balance of comfort, nature, and year-round recreation. Thoughtfully updated in 2015, the home features a stunning addition that created a spacious primary suite with ensuite bath and generous walk-in closet. That same year, the first floor

    Donna Cote Four Seasons Sotheby's Int'l Realty

    91 E Hill Rd, Wilmington, VT 05363
  • /13

    $1,500 per month

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Condo for Rent

    98 High St Unit 3, Brattleboro, VT 05301

    Property Id: 120577Charming, light, 1bedroom apartment is just a three-minute walk from downtown Brattleboro. The 3rd floor apartment is located in a grand Victorian house that includes a turret, front porch, and two third-floor outside decks. There is also a fenced-in patio with garden space in the back.The apartment has 4 rooms with a spacious central hallway and is suitable

    98 High St Unit 3, Brattleboro, VT 05301
  • /6

    $37,990 Sold Aug 01, 2025

    • Land
    • 1.36 Acres
    • $27,934 per Acre
    • 70 Days On Market

    74 Antler Loop, Dover, VT 05356

    Welcome to 74 Antler Loop – a scenic parcel nestled in the heart of Dover, Vermont, where the opportunity to build your custom home meets the unmatched charm of Green Mountain living. Whether you envision a cozy weekend retreat or a full-time residence, this lot offers the perfect canvas for your plans. Located just minutes from Mount Snow, this property places you in one of Vermont’s premier

    The Hammond Team KW Vermont

    74 Antler Loop, Dover, VT 05356
    • /17

      Est $450,109 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,609 Sq Ft

      38 Summit Meadows Cir, Dover, VT 05356

      38 Summit Meadows Cir, Dover, VT 05356
  • /59

    $1,395,000 Under Contract

    • 4 Beds
    • 4 Baths
    • 4,200 Sq Ft

    11 Corriveau Way, Wilmington, VT 05363

    Nestled in Vermont's Green Mountains, this stunning mountain home blends rustic beauty with modern luxury. Minutes from the exclusive Hermitage Club (property adjacent) in Wilmington, with private skiing, hiking, & a lifestyle enveloped in natural beauty. Built by Precision Craft Log & Timber Homes, the residence features hand-selected & hewned Idaho cedar logs & spans 4,125 square feet.

    Steve Goldfarb Deerfield Valley Real Estate

    11 Corriveau Way, Wilmington, VT 05363
  • /34

    $4,800 per month

    • 3 Beds
    • 2 Baths
    • 1,342 Sq Ft
    • House for Rent

    4027 Vermont Route 100, Wardsboro, VT 05355

    Enjoy the natural beauty of the Wardsboro Brook right in your backyard while warming up after a day on the slopes by the firepit. After warming up, soothe any tension away in your muscles in the outdoor hot tub and top it off with time in the sauna.The open floor plan of the main living area has vaulted ceilings, a full kitchen and dining room with a partially opened wall equipped for a

    Peggy O'neill Cummings & Co

    4027 Vermont Route 100, Wardsboro, VT 05355
  • /2

    $80,000 Sold Aug 01, 2025

    • 1,413 Sq Ft
    • $57/SF
    • 245 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1990

    100 Legion Rd, Newfane, VT 05345

    Take a trip back in time when it was easy to build your own home, create a light filled environment, and just sit on the deck with something to sip! Recapture the little bit of country living you are looking for by finishing the project started by someone with a dream! There is a huge kitchen with beautiful island counter top, 2 modest bedrooms, a huge living room with a cathedral ceiling for

    Christine Lewis Brattleboro Area Realty

    100 Legion Rd, Newfane, VT 05345
    • /30

      Est $625,834 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,200 Sq Ft

      79 Wilmington Heights, Wilmington, VT 05363

      79 Wilmington Heights, Wilmington, VT 05363

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