Windham, VT Homes

• 

  

  

  /38

  Est $1,594,309 Not Listed For Sale

  • 6 Beds
  • 7.5 Baths
  • 6,478 Sq Ft

  45 Tessahoc Ln, Wilmington, VT 05363

  45 Tessahoc Ln, Wilmington, VT 05363
• 

  

  

  /27

  $263,000

  • 2 Beds
  • 1 Bath
  • 1,440 Sq Ft

  637 Wiswall Hill Rd, Townshend, VT 05353

  Discover your perfect Vermont escape in this cozy two-story cabin nestled on a sweet, level acre. Whether you're looking for a weekend getaway or a full-time residence, this home offers the ideal blend of rustic charm and everyday functionality. The lower level welcomes you into an open-concept guest or living space, with convenient access to utilities and a fenced-in shaded area—perfect for pets

  Jessica Landers Barrett and Valley Associates Inc.

  637 Wiswall Hill Rd, Townshend, VT 05353
• 

  

  

  /49

  $559,000 Sold Jul 14, 2025

  • 2,884 Sq Ft
  • $194/SF
  • 48 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1820

  8686 Jacksonville Stage Rd, West Halifax, VT 05358

  Set on 24 acres of meadows, mature woods, perennial gardens, stone walls, and a spring-fed pond, this vintage Vermont homestead blends quiet charm with creative spirit. Recently reimagined by a local artist, this private 1820s post-and-beam cape retains its original character, with wide-plank floors, exposed beams, and a flowing circular room layout. The kitchen features an expansive built-in

  Randi Ziter Brattleboro Area Realty

  8686 Jacksonville Stage Rd, West Halifax, VT 05358
• 

  

  

  /40

  Est $1,957,147 Not Listed For Sale

  • 4 Beds
  • 6.5 Baths
  • 3,602 Sq Ft

  72 Cooper Hill Rd, East Dover, VT 05341

  72 Cooper Hill Rd, East Dover, VT 05341
• 

  

  

  /32

  $369,000

  • 2 Beds
  • 2 Baths
  • 1,020 Sq Ft

  53 Hickory Ridge Rd, Putney, VT 05346

  Welcome to this charming, well cared for 2 bedroom, 2 bathroom cottage just minutes up the road from Putney village. Step inside to a warm, open living and dining space featuring a handsome wood stove and mantle, and charming exposed beams that add character and a cozy Vermont feel. Follow the hallway past the first cozy bedroom with cathedral ceilings to the spacious and bright primary suite

  Rebecca Hiam Southern Vermont Realty Group

  53 Hickory Ridge Rd, Putney, VT 05346
• 

  

  /10

  $40,000 Sold Jul 14, 2025

  • Land
  • 0.29 Acre
  • $137,931 per Acre

  • 2 Days On Market

  42-44 Canal St, Brattleboro, VT 05301

  .31 Acre lot in downtown Brattleboro with 4 rental storage units. Storage units with parking lot can bring in ~10K+ of revenue if used as such, or lot is perfect for townhome development, which is highly supported by the Town. Storage units rents can rent at $150 each. The lot recently appraised at $45,000 (please e-mail for appraisal). Parking lot currently used by residents of adjacent

  Michael Gilman 3GEN Real Estate Inc

  42-44 Canal St, Brattleboro, VT 05301
• 

  

  /27

  Est $231,890 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 998 Sq Ft

  1277 Vt Route 30, Townshend, VT 05353

  1277 Vt Route 30, Townshend, VT 05353
• 

  

  /28

  $249,000

  • 3 Beds
  • 1 Bath
  • 1,213 Sq Ft

  5704 Coolidge Hwy, Guilford, VT 05301

  Tucked back off the road, equidistant between Brattleboro, Vermont and Bernardston, MA, this “cute-as-a-button,” chalet-influenced cape is an excellent opportunity for a cozy, 3-bedroom home or an Airbnb, on a 7.9-ac lot in beautiful Guilford, Vermont. Nice mix of sun and shade. Excellent gardening spot. High-speed internet available. Single-level living is possible, with a first-floor

  Dan Normandeau Berkley & Veller Greenwood Country

  5704 Coolidge Hwy, Guilford, VT 05301
• 

  

  /23

  $93,999 Sold Jul 14, 2025

  • 880 Sq Ft
  • $107/SF
  • 118 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  8 Deepwood Park, Brattleboro, VT 05301

  Welcome to 8 Deepwood Dr, Brattleboro, VT 05301, where modern comfort meets affordability in Deepwood MHP Park! This brand-new Dias model manufactured home offers 3 bedrooms, 2 bathrooms, and 869 sq. ft. (14 x 66 ft.) of thoughtfully designed living space.Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

  Kate Barry EXP Realty

  8 Deepwood Park, Brattleboro, VT 05301
• 

  

  /40

  Est $580,662 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 4,024 Sq Ft

  129 Adams Hill Rd Unit 27, South Newfane, VT 05351

  129 Adams Hill Rd Unit 27, South Newfane, VT 05351
• 

  

  /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
• 

  

  /48

  $310,000 Sold Jul 14, 2025

  • 1,300 Sq Ft
  • $238/SF
  • 57 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1924

  52 Belmont Ave, Brattleboro, VT 05301

  Step into this beautifully updated Cape style home offering a perfect blend of classic charm and modern updates. Ideally located near the hospital, public transportation, shopping and more, providing both convenience and comfort in an ideal location. From the moment you enter, you’ll be greeted by the warm inviting ambiance, fall in love with the stunning wood flooring and rich natural woodwork

  Kerry Mulverhill Brattleboro Area Realty

  52 Belmont Ave, Brattleboro, VT 05301
• 

  

  /31

  Est $352,670 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  47 Sherwood Cir, Brattleboro, VT 05301

  47 Sherwood Cir, Brattleboro, VT 05301
• 

  

  /47

  $249,000

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

  5 Camelot Dr, Wilmington, VT 05363

  This 3-bedroom, 2-bath manufactured home on .43 acres offers flexibility and potential, currently set up as two separate 1-bedroom units—ideal for rental income, guests, or an easy conversion back to a single residence. The property features a nice lawn area, two storage sheds, a one-car garage with plenty of space inside, and a paved driveway for convenience. Located in a quiet section of town

  Chad Lackey Deerfield Valley Real Estate

  5 Camelot Dr, Wilmington, VT 05363
• 

  

  /15

  $55,500 Sold Jul 11, 2025

  • Land
  • 0.87 Acre
  • $63,793 per Acre

  • 1 Day On Market

  4 Novice Village Rd, Dover, VT 05356

  Located in the heart of ski country yet offering a sense of privacy, this 0.82-acre parcel is a rare find. The property features a roughed-in driveway, power on site, well, the ability to connect to sewer, and a small stream running along the northern property line, making it ideal for building your year-round home or using as a seasonal getaway. A 16x12 shed with 9-foot walls adds immediate

  Monique White Deerfield Valley Real Estate

  4 Novice Village Rd, Dover, VT 05356
• 

  

  /33

  Est $359,542 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,193 Sq Ft

  84 Brookline Rd, Athens, VT 05143

  84 Brookline Rd, Athens, VT 05143
• 

  

  /15

  $369,000

  • 2 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  10 Crosstown Rd, Dover, VT 05356

  Charming renovated home in the heart of the Deerfield Valley!This sweet Barn renovation, ia a delightful 2-bedroom, 1.5-bathroom home offers comfort, convenience, and charm in equal measure. Perfectly situated near the Valley Trail with easy access to the Moover bus, local shops, and restaurants, this home is just minutes from Mount Snow’s golf and ski resorts—making it an ideal primary

  Jessica Bentz Four Seasons Sotheby's Int'l Realty

  10 Crosstown Rd, Dover, VT 05356
• 

  

  /33

  $209,000 Sold Jul 11, 2025

  • 1,248 Sq Ft
  • $167/SF
  • 42 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2018

  3 Record Dr, Brattleboro, VT 05301

  This spacious double-wide mobile home offers structural upgrades not often found in park settings. Set on a full poured concrete walk-out basement with I-beam supports and 8" basement walls, the property includes an expansive deck constructed with reinforced framing. Inside, a primary suite with oversized glass stall shower and oversized closet complement an ADA-accessible layout featuring an

  Erica Reynolds Southern Vermont Realty Group

  3 Record Dr, Brattleboro, VT 05301
• 

  

  /18

  Est $374,517 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,302 Sq Ft

  7 Center Rd, Wilmington, VT 05363

  7 Center Rd, Wilmington, VT 05363
• 

  

  /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
• 

  

  /60

  $737,000 Sold Jul 11, 2025

  • 2,487 Sq Ft
  • $296/SF
  • 57 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  228 Partridge Rd, East Dummerston, VT 05346

  This artist/owner-designed, one-of-a-kind, multi-level residence is thoughtfully built into the natural slope of a serene & private 12-acre property, in highly sought-after Dummerston, VT. The custom, 6-level home offers an inspired blend of artisanal craftsmanship, premium materials, & contemporary design, w/each gracefully staggered level flowing along the long axis of the home. Premium,

  Dan Normandeau Berkley & Veller Greenwood Country

  228 Partridge Rd, East Dummerston, VT 05346
• 

  

  /35

  Est $361,532 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,783 Sq Ft

  31 Brook St, Whitingham, VT 05361

  31 Brook St, Whitingham, VT 05361
• 

  

  /20

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  43 Bear Lair Ln, Wilmington, VT 05363

  Nestled up against the tree line, this 3 bedroom 2 bath home offers a slice of privacy at the end of a dead-end road near the top of Chimney Hill. The current owner has opened the yard to let in more light and make it much more user friendly and functional. The driveway was expanded into a circular drive-through. Reduce your electricity costs with the new PV solar array on the roof that will

  Jim Bellville Bellville Realty

  43 Bear Lair Ln, Wilmington, VT 05363
• 

  

  /14

  $65,000 Sold Jul 11, 2025

  • 924 Sq Ft
  • $70/SF
  • 70 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1978

  4 Brookwood Dr, West Brattleboro, VT 05301

  Well-maintained single-wide mobile home on a double lot in Tri-Park Coop. Fresh paint and new flooring throughout, newer appliances, and new hot water heater. This home has a light-filled living room, spacious eat-in kitchen, and primary bedroom with half-bath and custom barn door. Enjoy the sounds of the brook from the covered porch and large fenced-in yard with space for gardening. There is a

  Cassandra Ehrlich BHG Masiello Brattleboro

  4 Brookwood Dr, West Brattleboro, VT 05301
• 

  

  /34

  Est $225,425 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,572 Sq Ft

  83 Goldies Rd, Putney, VT 05346

  83 Goldies Rd, Putney, VT 05346
• 

  

  /51

  $425,000

  • 4 Beds
  • 2 Baths
  • 2,445 Sq Ft

  17 Tinker Hill Rd, Guilford, VT 05301

  This one is the right one! So very special, nestled in the countryside just waiting.... So many options to choose from...a first floor main bedroom is perfect for aging in place, an x gen who still lives at home, in-law suite...or...perfect for an Air B&B. The other main bedroom features a walk out to the upper gardens, vaulted ceilings, room for a private getaway or reading nook. Plenty of

  Christine Lewis Brattleboro Area Realty

  17 Tinker Hill Rd, Guilford, VT 05301
• 

  

  /36

  $310,000 Sold Jul 11, 2025

  • 1,544 Sq Ft
  • $201/SF
  • 11 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1890

  35 Church Ave, Bellows Falls, VT 05101

  Welcome to your new home in Bellows Falls! This charming "Blue Beauty" is full of character and history, and it sits on a spacious, level half-acre lot. There’s plenty of parking for guests, plus a 24'x24', detached 2-bay garage -perfect for summer get-togethers. Inside, you’ll find a great mix of classic charm and modern updates. The cozy living and dining rooms have been freshly painted and

  Michaela Quinlan Coldwell Banker Hickok and Boardman

  35 Church Ave, Bellows Falls, VT 05101
• 

  

  /20

  Est $198,690 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,047 Sq Ft

  4 Crowley Dr, Bellows Falls, VT 05101

  4 Crowley Dr, Bellows Falls, VT 05101
• 

  

  /18

  $18,000

  • 1 Bed
  • 1 Bath
  • 673 Sq Ft

  122,qtr 1 Grand Summit Way, Dover, VT 05356

  TRAILSIDE! A great and affordable opportunity to own the best location to be on the Mount Snow ski trails. This unit boasts a queen size Murphy bed, a queen size sofa, kitchenette and full bath. The bedroom has a queen size bed and a deck. Enjoy being at the best location for skiing and being able to enjoy all the amenities offered by the Grand Summit. Heated pool, sauna, steam room, gym, spa,

  Sheila Joyce-Albano Skihome Realty

  122,qtr 1 Grand Summit Way, Dover, VT 05356
• 

  

  /38

  $472,500 Sold Jul 08, 2025

  • 1,750 Sq Ft
  • $270/SF
  • 54 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1975

  1452 Maple Hill Ln, Whitingham, VT 05361

  Discover the perfect blend of rustic charm and modern updates in this beautiful two-bedroom, two-and-a-half-bath log home tucked away in a peaceful, private setting. Whether you're looking for a serene full-time residence, a weekend getaway, or an investment opportunity, this home offers comfort, character, and convenience. Inside, you’ll find a spacious layout with warm wood accents and

  Claire Renaud Berkley & Veller Greenwood Country

  1452 Maple Hill Ln, Whitingham, VT 05361
• 

  

  /34

  Est $362,938 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  51 Apple Blossom Ln, Grafton, VT 05146

  51 Apple Blossom Ln, Grafton, VT 05146
• 

  

  /60

  $695,000

  • 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
• 

  

  /39

  $665,000 Sold Jul 08, 2025

  • 2,670 Sq Ft
  • $249/SF
  • 10 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1998

  247 Beebe Rd, Putney, VT 05346

  Located on a quiet country road between Putney and Westminster West and situated on 12+ beautiful acres, this inviting property is sure to please any nature lover. Designed by an architect and built by skilled local craftsmen, the house is beautifully detailed, with custom cabinets, bookcases, a stone hearth and wood, brick and tile flooring. The open concept kitchen is flanked by versatile,

  Heidi Bernier Berkley & Veller Greenwood Country

  247 Beebe Rd, Putney, VT 05346
• 

  

  /38

  Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,410 Sq Ft

  773 Guilford St, Brattleboro, VT 05301

  773 Guilford St, Brattleboro, VT 05301
• 

  

  /53

  $750,000

  • 4 Beds
  • 3 Baths
  • 1,545 Sq Ft

  55 Crosstown Rd, Dover, VT 05356

  Tucked alongside the Mount Snow Golf Course on 1.71 park-like acres, this 4-bedroom, 3-bath retreat blends Vermont charm with stylish mid-century flair. The great room makes a bold impression with dramatic vaulted ceilings, exposed beams, a striking floor-to-ceiling brick fireplace, and expansive windows framing the lush landscape. The open layout includes a warm and inviting dining area, cozy

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  55 Crosstown Rd, Dover, VT 05356
• 

  

  /29

  $269,000 Sold Jul 07, 2025

  • 2,242 Sq Ft
  • $120/SF
  • 65 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1890

  27 Horton Place, Brattleboro, VT 05301

  Outstanding Investment Opportunity Near Downtown Brattleboro. Just minutes from the vibrant Brattleboro town center, this versatile two-unit property offers unmatched convenience and strong potential for investors or owner-occupants alike. Enjoy close proximity to shopping, dining, and professional services, as well as Brattleboro Memorial Hospital, local schools, and several parks for year-round

  Patrice Schneider Southern Vermont Realty Group

  27 Horton Place, Brattleboro, VT 05301
• 

  

  /25

  Est $258,849 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,106 Sq Ft

  8 Route 35, Athens, VT 05143

  8 Route 35, Athens, VT 05143
• 

  

  /31

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  321 Leonard Rd, Dummerston, VT 05301

  Get ready for your new favorite property. Located in highly-desirable West Dummerston, just 10 minutes from downtown Brattleboro, this energy-efficient Unity high performance home is waiting for you. It’s a very cozy 3-bedroom, 2 full bathroom single-level home on 0.88 acres. Built of pre-fabricated components in factory-controlled conditions, this house is just some solar panels away from

  John Hatton Berkley & Veller Greenwood Country

  321 Leonard Rd, Dummerston, VT 05301
• 

  

  /44

  $500,000 Sold Jul 07, 2025

  • 3,588 Sq Ft
  • $139/SF
  • 40 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1840

  19 Grimes Hill Rd, Newfane, VT 05345

  Distinctive in authenticity & charm this captivating 1840’s farmhouse hasstunning grounds, consisting of rolling meadows, fields, a barn, & an adorable outbuilding. The 7 acres surround the property offer privacy and protection. This property has been nurtured by the family for decades with numerous blueberry bushes, a spring-fed pond, & collections of gardens. (complete list attached under

  Kristen Ziter Taylor Brattleboro Area Realty

  19 Grimes Hill Rd, Newfane, VT 05345
• 

  

  /27

  Est $261,686 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,941 Sq Ft

  239 Breezy Acres Dr, Vernon, VT 05354

  239 Breezy Acres Dr, Vernon, VT 05354

Showing Results 161 - 200, Page 5 of 18