30,487

Windham County, VT Homes

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    • /25

      Est $309,249 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
  • /13

    $67,500

    • Land
    • 3.5 Acres
    • $19,286 per Acre

    0 Dover Rd Unit 5054979, Newfane, VT 05345

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

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    0 Dover Rd Unit 5054979, Newfane, VT 05345
  • /37

    $1,750,000 Sold Sep 24, 2025

    • 4,748 Sq Ft
    • $369/SF
    • 23 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 2023

    62 Mann Rd, Wilmington, VT 05363

    New Construction by the Golf Course & Haystack. Great Location! Amazing Views! There are very few properties which such a great location on the market. This house is located in the “hub”. It is on a paved road, just a 5 min drive to downtown Wilmington. The haystack golf course is just 4 driveways down the road! The Hermitage and Haystack Mountain are 5 mins away, and Mount Snow is a 10 min

    Derek Greene Derek Greene

    62 Mann Rd, Wilmington, VT 05363
    • /27

      Est $208,060 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
  • /57

    $2,595,000

    • 4 Beds
    • 4 Baths
    • 3,585 Sq Ft

    127 Fannie Hill Dr, Wilmington, VT 05363

    Welcome to 127 Fannie Hill Road, an exceptional mountain retreat ideally located adjacent to The Hermitage Club in Wilmington, Vermont. This stunning 4 bedroom, (with two bonus bunk rooms) 4 bathroom home artfully blends modern mountain living with rustic charm. Featuring a thoughtful mix of materials which include reclaimed barn board, sleek corrugated metal, and contemporary cable railing this

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    127 Fannie Hill Dr, Wilmington, VT 05363
  • /57

    $460,000 Sold Sep 24, 2025

    • 2,500 Sq Ft
    • $184/SF
    • 11 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1986

    17 Villager Extension, Dover, VT 05356

    Spacious 4-bedroom, 2-bath home located within great proximity to Mount Snow, just over 6 miles away! The inviting living room features a cathedral ceiling and wood-burning fireplace, perfect for apres-ski relaxation. A large mudroom provides ample space for all your gear, and a level driveway makes for nice access. The partially finished basement includes a game room and additional hangout

    Erica Reynolds Southern Vermont Realty Group

    17 Villager Extension, Dover, VT 05356
    • /20

      Est $567,308 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
  • /2

    $300,000

    • 4 Beds
    • 2 Baths
    • 1,808 Sq Ft

    109 Central St, Brattleboro, VT 05301

    Bright Sunny, south facing! 2 stacked flats just perfect for multi generational living! Inside access with both formal front stair and back utility stairs, so easy for caring for family members, or a plan for aging in place with a care giver. Rent one or both for a money maker. This owner is owner occupying both flats. Plenty of off street parking, a sweet side porch and just a bit of a yard

    Christine Lewis Brattleboro Area Realty

    109 Central St, Brattleboro, VT 05301
  • /37

    $475,000 Sold Sep 23, 2025

    • 2,024 Sq Ft
    • $235/SF
    • 16 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1993

    46 Poplar Commons, Dummerston, VT 05301

    Nestled in the heart of Vermont, this charming Cape Cod-style home offers the perfect blend of country living and modern convenience. With 3 spacious bedrooms and 2.5 baths, it's designed for both comfort and functionality. The home boasts a large sunroom, perfect for enjoying Vermont's scenic beauty year-round, and a screened-in porch for those warm summer evenings. The outdoor deck provides an

    Josh Greenwald Greenwald Realty Group

    46 Poplar Commons, Dummerston, VT 05301
    • /40

      Est $600,954 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft

      659 W Hill Rd, Putney, VT 05346

      659 W Hill Rd, Putney, VT 05346
  • /31

    $25,000

    • 1 Bed
    • 1 Bath
    • 797 Sq Ft

    222 Qtr 3 Grand Summit Way Unit 222, Qtr 3, Dover, VT 05356

    Trailside! Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Own this deeded quartershare property for 1 week every 28 days, on a rotating basis. This valley side 1 bedroom, 1 full bath unit has sleeping space for 6, plus a balcony off the bedroom with a valley view. Open concept kitchen/dining room, and a large living room with a queen sleeper sofa, and a queen murphy bed.

    Donna Brown Skihome Realty

    222 Qtr 3 Grand Summit Way Unit 222, Qtr 3, Dover, VT 05356
  • /29

    $322,500 Sold Sep 23, 2025

    • 1,548 Sq Ft
    • $208/SF
    • 79 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1958

    11 Maple St, Brattleboro, VT 05301

    Charming and well-built Cape-style home featuring 4 bedrooms and 2 full baths. The updated kitchen boasts tiled floors, generous counter space, and modern finishes—perfect for the home chef. Just off the kitchen, the dining room includes a sliding door that opens to the backyard and patio, ideal for indoor-outdoor entertaining.Beautiful hardwood floors run throughout the home—no carpet here.

    Monica Sumner BHG Masiello Brattleboro

    11 Maple St, Brattleboro, VT 05301
    • /34

      Est $1,572,808 Not Listed For Sale

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

      51 Overhills, Putney, VT 05346

      51 Overhills, Putney, VT 05346
  • /33

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    19 Village Lodge Rd Unit 407, Stratton, VT 05155

    Rare opportunity to own in the heart of the Stratton Mountain Village! Come home to the Landmark community. Located attached to the iconic "Clocktower" at Stratton, Vermont. This homes boasts three spacious bedrooms and two full bathrooms with amazing mountain views and southern exposure. Enjoy the cozy gas burning fireplace after a hard day skiing or riding. Landmark provides ski lockers, an

    Timothy Mich Doddridge Stratton Real Estate

    19 Village Lodge Rd Unit 407, Stratton, VT 05155
  • /47

    $305,000 Sold Sep 23, 2025

    • 1,222 Sq Ft
    • $250/SF
    • 49 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1942

    1082 W River Rd, Brattleboro, VT 05301

    Welcome to 1082 West River Road — a peaceful, well-located gem just minutes from downtown Brattleboro. This charming home offers the perfect blend of convenience, outdoor space, and natural beauty. Set on a spacious lot with a large, open yard, there's room to garden, gather, or simply relax and enjoy the Vermont seasons. The private river access makes it easy to enjoy kayaking, swimming, or

    Kate Barry EXP Realty

    1082 W River Rd, Brattleboro, VT 05301
    • /21

      Est $440,731 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,554 Sq Ft

      41 Aiken Rd, Putney, VT 05346

      41 Aiken Rd, Putney, VT 05346
  • /37

    $730,000

    • 5 Beds
    • 3 Baths
    • 2,635 Sq Ft

    341 Under the Mountain Rd, Londonderry, VT 05148

    Escape to this idyllic 1800s cape-style farmhouse nestled on a quiet dirt road in a peaceful country setting, just minutes from three popular ski areas. Set on 44 private acres with a scenic pond, this unique property offers the perfect blend of historic character and modern comfort, making it ideal for a family getaway, vacation rental, or year-round home. Inside, you'll find surprisingly

    Andy Reed Four Seasons Sotheby's Int'l Realty

    341 Under the Mountain Rd, Londonderry, VT 05148
  • /44

    $755,000 Sold Sep 22, 2025

    • 3,000 Sq Ft
    • $252/SF
    • 11 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1800

    105 Westminster Rd, Putney, VT 05346

    Historic 1790 Colonial in Desirable Putney VillageThis beautifully maintained c.1790 Colonial sits on 2.2 landscaped acres in desirable Putney Village. Surrounded by gardens, stone walkways/patios, and a private rear meadow, the setting is peaceful and picturesque. A detached 2-car garage offers oversized storage and electric doors.Inside, the home blends historic charm with

    Robert Doyle Berkley & Veller Greenwood Country

    105 Westminster Rd, Putney, VT 05346
    • /38

      Est $580,285 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
  • /16

    $28,500

    • 1 Bed
    • 2 Baths
    • 771 Sq Ft

    163/65 Qtr.1,89 Grand Summit Way, Dover, VT 05356

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

    Kelly Agrillo Southern Vermont Realty Group

    163/65 Qtr.1,89 Grand Summit Way, Dover, VT 05356
  • /40

    $781,000 Sold Sep 19, 2025

    • 2,663 Sq Ft
    • $293/SF
    • 33 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 1944

    1194 Ames Hill Rd, Brattleboro, VT 05301

    Welcome to The Appleshed. Starting as a storage structure within an old apple orchard, to a gentleman's hunting/fishing camp, to the cherished family home it is today, this property has had many lives and grown into a beloved gathering place for generations. Now it’s ready for its next chapter. Set on 63.8 acres with a babbling brook and breathtaking views of Mount Monadnock, this is a true

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    1194 Ames Hill Rd, Brattleboro, VT 05301
    • /23

      Est $516,678 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
  • /35

    $399,000

    • 4 Beds
    • 2 Baths
    • 1,768 Sq Ft

    1469 Higley Hill Rd, West Marlboro, VT 05363

    Cozy Log Cabin with Sunny Addition, Small Pond & Sugar House on 5 Acres in Marlboro, VermontThis inviting log cabin blends classic Vermont charm with a thoughtfully designed, light-filled addition—offering comfort, space, and versatility on 5 peaceful acres. Tucked away on a quiet dirt road in a desirable Marlboro neighborhood, the property features a small pond and a traditional sugar house,

    Melissa Nebelski Skihome Realty

    1469 Higley Hill Rd, West Marlboro, VT 05363
  • /28

    $518,000 Sold Sep 19, 2025

    • 1,096 Sq Ft
    • $473/SF
    • 40 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1983

    8 Ober Tal Unit A-32, Stratton, VT 05155

    Located trailside at the Tamarack Lift, this two-bedroom, two-bathroom Ober Tal condo offers prime proximity to the slopes—no need to spend time driving or finding parking. Simply gear up from the comfort of your home and head straight to the lift. In the summer, you'll also have direct access to hiking, mountain biking, and seasonal events and concerts in Stratton Village. Inside, the condo

    Cheyanne Pugliese

    8 Ober Tal Unit A-32, Stratton, VT 05155
    • /40

      Est $256,951 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
  • /60

    $650,000

    • 4 Beds
    • 4 Baths
    • 2,978 Sq Ft

    23 Brook Rd, Saxtons River, VT 05154

    A Distinctive Country Retreat on 6.8± private acres in the heart of the historic village of Saxtons River. This idyllic country estate offers year-round views, exquisite perennial gardens, & two beautifully integrated wings—the timeless Cape & the charming Carriage House. Inside of the Cape wing is a sunlit eat-in kitchen, KraftMaid cherry cabinetry & Silestone quartz countertops —all overlooking

    Isabella Luhrs BHG Masiello Keene

    23 Brook Rd, Saxtons River, VT 05154
  • /36

    $470,000 Sold Sep 19, 2025

    • 2,432 Sq Ft
    • $193/SF
    • 31 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1982

    52 Big Bend Loop, Wilmington, VT 05363

    This well-maintained 3 bedroom, 2 bath chalet in the sought after Chimney Hill community offers three levels of thoughtfully designed living space, providing plenty of room for the entire family. Recent improvements include a new roof in 2024, freshly painted exterior, and a recently stained deck, ensuring the home is move-in ready. The open concept main floor features an updated kitchen with

    Prema Fitzpatrick Skihome Realty

    52 Big Bend Loop, Wilmington, VT 05363
    • /16

      Est $196,923 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
  • /45

    $699,000

    • 4 Beds
    • 3.5 Baths
    • 4,540 Sq Ft

    159 Westminster Rd, Putney, VT 05346

    This stunning, recently renovated, expanded, & modernized 1805 brick Colonial offers a perfect blend of historic charm & contemporary elegance, making it a truly unique home. The 1st FL boasts a full-length LR adorned w/old, wide-pine floors, exposed beams, and a FP w/wood mantle surround, creating a warm & inviting atmosphere. Also, a dreamy kitchen, sprawling family rm, large office, spacious

    Dan Normandeau Berkley & Veller Greenwood Country

    159 Westminster Rd, Putney, VT 05346
  • /25

    $215,000 Sold Sep 19, 2025

    • 876 Sq Ft
    • $245/SF
    • 15 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1972

    161 Valley Brook Dr, Westminster, VT 05158

    Seeking a quieter, simpler lifestyle? Situated on 2.2 peaceful acres, this beautifully updated, cozy, 2 bedroom home offers the perfect blend of comfort and efficiency with easy living and low utilities. Inside, nearly everything is new, including gleaming oak hardwood and porcelain tile flooring, a fully renovated bathroom, updated kitchen, new drywall, updated electrical panel, updated plumbing

    Jessica Samples BHG Masiello Keene

    161 Valley Brook Dr, Westminster, VT 05158
    • /38

      Est $244,440 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,280 Sq Ft

      82 Taylor Rd, Putney, VT 05346

      82 Taylor Rd, Putney, VT 05346
  • /39

    $25,000

    • Land
    • 0.5 Acre
    • $50,000 per Acre

    30 Upper Howes Way, Wilmington, VT 05363

    Affordable Single Lot with favorable soil tests for a 3-bedroom single family home in Chimney Hill. Surrounded on two sides by common land, this lot is in a quiet section of the Main Hill. Buyer is responsible or securing a septic permit. Join a community of over 560 homes sited on 1,200-Acres adjoining the Green Mt. National Forest, with 550-Acres owned in common by the membership of the HOA.

    Sigrid Pickering Chimney Hill Realty

    30 Upper Howes Way, Wilmington, VT 05363
  • /28

    $363,000 Sold Sep 19, 2025

    • 1,584 Sq Ft
    • $229/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1970

    34 Mountain View Loop, Dover, VT 05356

    This classic chalet located just 1.5 miles from Mount Snow Resort exudes charm and great potential. Set on a .45-acre lot, this solid 3-bedroom home has a new metal shingle life-time roof (2021), replacement windows (2020) and the chimney was sealed in 2021 as well. This home offers a great foundation for your finishing touches. Step inside to an open-concept living area featuring wide-plank pine

    Patrice Schneider Southern Vermont Realty Group

    34 Mountain View Loop, Dover, VT 05356
    • /39

      Est $284,322 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,326 Sq Ft

      143 Old Stage Rd, Putney, VT 05346

      143 Old Stage Rd, Putney, VT 05346
  • /59

    $795,000

    • 2 Beds
    • 2 Baths
    • 2,190 Sq Ft

    85 Browns Rd, Newfane, VT 05345

    Timeless 1780 Colonial on 80 Acres with Modern Sustainability- A Rare Historic Gem! Own a piece of American history with this stunning circa 1780 Colonial home, set on 80 serene acres of meadows and forest. Featuring 2 bedrooms plus a dedicated bedroom/office ,2 full bathrooms, and over two centuries of character, this historic property offers unmatched charm- now enhanced with energy-efficient

    Janet Lucier Barrett & Valley Assoc. Inc

    85 Browns Rd, Newfane, VT 05345
  • /15

    $55,000 Sold Sep 19, 2025

    • 2,090 Sq Ft
    • $26/SF
    • 432 Days On Market
    • Built 1860

    211 High St, Brattleboro, VT 05301

    Here's a great opportunity! Formerly a 2 unit multi-family, this is currently a shell ready for your finishing! This property will need everything ... heating, electrical, plumbing, exterior work and full interior finishing. Very convenient to downtown, some off street parking but nicely sited above the road. Please do NOT park in the driveway.

    A.J. Bellville Bellville Realty

    211 High St, Brattleboro, VT 05301
    • /8

      Est $230,172 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,200 Sq Ft

      301 S Pine Banks Rd, Putney, VT 05346

      301 S Pine Banks Rd, Putney, VT 05346
  • /35

    $939,000

    • 4 Beds
    • 5 Baths
    • 3,420 Sq Ft

    41 Two Brook Dr, Wilmington, VT 05363

    Fantastic four-season upscale 4bdrm/5 bath home just minutes from Hermitage Club, Mount Snow, snowmobile trails, 2 golf courses, historic village, and lake. Double lot w/sounds of Two Brook off back of home, patio, & hot tub, there is a newly updated chef's kitchen and accompaniments, plenty of room for diners, lovely gas fireplaces in both the large living room, and even larger family/game room.

    Michael Purcell Berkley & Veller Greenwood/Dover

    41 Two Brook Dr, Wilmington, VT 05363
  • /21

    $270,000 Sold Sep 19, 2025

    • 1,386 Sq Ft
    • $195/SF
    • 3 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1961

    204 Bluebrook Rd, West Dover, VT 05356

    This 3 bedroom cape style home sits on the Blue Brook of West Dover in a private stream setting. The owner has most recently entertained many Air bnb guests who all leave lovely comments about this special place. Skiing is just a few minutes from this home as are two golf courses, restaurants and shopping. Vast trails are just down the road and across the brook is the National Forest where

    Regina Perrotto Skihome Realty

    204 Bluebrook Rd, West Dover, VT 05356
    • /40

      Est $805,237 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 3,200 Sq Ft

      15 View Point Rd, Putney, VT 05346

      15 View Point Rd, Putney, VT 05346

Showing Results 641 - 680, Page 17 of 18

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