Windham, VT Homes

• 

  

  

  /15

  Est $370,238 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,620 Sq Ft

  164 Gilfeather Rd, Wardsboro, VT 05355

  164 Gilfeather Rd, Wardsboro, VT 05355
• 

  

  

  /6

  $59,900

  • Land
  • 2.40 Acres
  • $24,958 per Acre

  0 Route 30 Unit 5048856, Jamaica, VT 05343

  Tucked along a quiet, town-maintained road in Jamaica, Vermont, this beautifully wooded parcel places you right in the heart of southern Vermont’s legendary ski country. Stratton, Magic, and Bromley Mountains are each only minutes away, giving you three distinct downhill experiences—plus miles of lift-served mountain-bike trails—at your fingertips. Yet winter fun is just the beginning: the West

  Joe Castaluccio Winhall Real Estate

  0 Route 30 Unit 5048856, Jamaica, VT 05343
• 

  

  

  /4

  $5,000 Sold May 30, 2025

  • Land
  • 0.94 Acre
  • $5,319 per Acre

  • 84 Days On Market

  00 Stable Rd, Wilmington, VT 05363

  A ~1 acre wooded building lot at the end of Stable Road, a quiet dead-end road.

  Kristin Comeau TPW Real Estate

  00 Stable Rd, Wilmington, VT 05363
• 

  

  

  /13

  Est $181,662 Not Listed For Sale

  • 3 Beds

  70 Broad Brook Rd, Vernon, VT 05354

  70 Broad Brook Rd, Vernon, VT 05354
• 

  

  

  /21

  $375,000

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft

  6F Deer Creek Rd, Dover, VT 05356

  A super location and a great value, just a few minute walk to the brand new Sundance Express high speed lifts at Mount Snow! Here is your opportunity to own a well maintained and ideally located condo with low HOA fees!This top floor, 2 bedroom plus loft unit offers cathedral ceilings, big windows, a wood burning fireplace and a balcony that directly faces towards the mountain across the

  Prema Fitzpatrick Skihome Realty

  6F Deer Creek Rd, Dover, VT 05356
• 

  

  /26

  $320,000 Sold May 30, 2025

  • 1,921 Sq Ft
  • $167/SF
  • 172 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  231 Sawdust Alley, Townshend, VT 05353

  There's room to expand, inside and out, on this lovely property with 3 bedrooms, 2 full baths, a large basement, and an attached two-car garage. The yard is flat and open, with a brook running along the back boundary, a screen house, and a shed. Lots of space to add a vegetable garden, a chicken coop, some fruit trees, a horse stable, several solar panels, or a new outbuilding, in a town with no

  Victoria Woods Brattleboro Area Realty

  231 Sawdust Alley, Townshend, VT 05353
• 

  

  /35

  Est $251,098 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,716 Sq Ft

  63 Washburn Way, Vernon, VT 05354

  63 Washburn Way, Vernon, VT 05354
• 

  

  /57

  $350,000

  • 4 Beds
  • 2 Baths
  • 2,472 Sq Ft

  16 Pearce Cir, Bellows Falls, VT 05101

  Charming Split-Level Ranch in Desirable Bellows Falls Neighborhood Set on a spacious 0.39-acre corner lot, this well-kept split-level ranch offers comfort, versatility, and great curb appeal. Mature hedges provide privacy in the backyard, creating a peaceful outdoor space. Inside, you'll find four generous bedrooms and two full baths across a thoughtful layout. A convenient

  Rob Weltz Barrett & Valley Assoc. Inc

  16 Pearce Cir, Bellows Falls, VT 05101
• 

  

  /38

  $750,000 Sold May 30, 2025

  • 3,644 Sq Ft
  • $206/SF
  • 74 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1970

  15 View Point Rd, Dover, VT 05356

  Utter and complete privacy, and gorgeous ski trail and mountain views, from this hillside retreat across from the Mount Snow ski resort. Nestled up a private drive on 9+ acres, this lovely wooded location has easy access off a town road, tremendous exposure and sunset views over the ski resort, a koi pond with waterfall pump, expansive main house, detached 2 car garage with apartment, toy shed,

  Adam Palmiter Berkley & Veller Greenwood/Dover

  15 View Point Rd, Dover, VT 05356
• 

  

  /40

  Est $232,852 Not Listed For Sale

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

  550 Newton Rd, Vernon, VT 05354

  550 Newton Rd, Vernon, VT 05354
• 

  

  /31

  $947,000

  • 5 Beds
  • 3 Baths
  • 3,015 Sq Ft

  100 Mowing Way, Wilmington, VT 05363

  Impeccably maintained golf course home nestled in the Vermont mountains just 5 miles from lakes, ski resorts, and scenic trails. Perfect for entertaining or quiet enjoyment, this elegant property combines luxury and comfort in a stunning natural setting. The soaring great room features beamed ceilings, radiant heated hickory floors, and a gas fireplace flanked by built ins. A chefs dream kitchen

  Leslie Fraser Four Seasons Sotheby's Int'l Realty

  100 Mowing Way, Wilmington, VT 05363
• 

  

  /17

  $20,750 Sold May 30, 2025

  • 671 Sq Ft
  • $31/SF
  • 354 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1998

  305 Qtr. 3 89 Grand Summit Way, Dover, VT 05356

  Quarter share ownership at the Grand Summit offers 13 weeks of vacation per year. Enjoy the best ski in/out location with access to all amenities, including valet parking, private lounge, spa, and heated pool. Owners also get discounts on food and retail. A unique perk is "Space A," allowing stays outside your ownership time at discounted rates. This top-floor one-bedroom unit sleeps six, with a

  Donald Koelsch Deerfield Valley Real Estate

  305 Qtr. 3 89 Grand Summit Way, Dover, VT 05356
• 

  

  /39

  Est $478,766 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,195 Sq Ft

  131 Woodland Rd, Vernon, VT 05354

  131 Woodland Rd, Vernon, VT 05354
• 

  

  /49

  $795,000

  • 4 Beds
  • 3.5 Baths
  • 1,993 Sq Ft

  65 Styles Branch Rd Unit 819, Stratton, VT 05360

  Welcome to Styles Brook 819, an impeccably maintained end unit townhome nestled in the heart of Stratton Mountain Resort. This spacious and light filled 4 bedroom, 3.5 bath residence offers everything you need for four season mountain living, whether you're hitting the slopes in winter or enjoying the cool summer breeze from your private deck. Soak, unwind and recharge after a day on the mtn in

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  65 Styles Branch Rd Unit 819, Stratton, VT 05360
• 

  

  /35

  $695,000 Sold May 30, 2025

  • 4,090 Sq Ft
  • $170/SF
  • 209 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1991

  311 Laurel Ledges, Vernon, VT 05354

  This beautiful country home is located only 10 minutes to Brattleboro & includes 10.5 private acres at road's end. The land is lovely with gardens, stone walkways, lawn, woodland, firepit w/stone bench and L-shaped deck. Attached 2 car garage has direct entry via the Mudroom. The interior is spacious & inviting with large principal rooms, including: Entry via a covered porch, with tile flooring

  Robert Doyle Berkley & Veller Greenwood Country

  311 Laurel Ledges, Vernon, VT 05354
• 

  

  /40

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,786 Sq Ft

  86 Silver Ln, Vernon, VT 05354

  86 Silver Ln, Vernon, VT 05354
• 

  

  /14

  $18,500

  • 1 Bath
  • 421 Sq Ft

  89 Grand Summit Way Unit 212, Dover, VT 05356

  Quarter share (deeded interval 2) 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. This second floor (Unit 212) sleep two studio unit is 421 sq ft and has a king bed in the living area, a kitchen/dining area, and a full bath. Experience the mountain resort lifestyle affordably!! Enjoy the best ski in/out

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  89 Grand Summit Way Unit 212, Dover, VT 05356
• 

  

  /50

  $668,000 Sold May 29, 2025

  • 3,700 Sq Ft
  • $181/SF
  • 107 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2013

  64 Two Brook Dr, Wilmington, VT 05363

  Beautifully finished, perfectly sized home in Great Location with five bedrooms and extra den spaces. Large open concept with living room, upscale kitchen, and dining area. Elegant fit and finish including the newly built out lower level. This home has an engaging approach with a driveway on each side, back deck / covered porch complete with wind blocking sides and built in heat lamps making

  Steve Goldfarb Deerfield Valley Real Estate

  64 Two Brook Dr, Wilmington, VT 05363
• 

  

  /30

  Est $415,977 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,482 Sq Ft

  8 Shirley Dr, Vernon, VT 05354

  8 Shirley Dr, Vernon, VT 05354
• 

  

  /28

  $525,000

  • 2 Beds
  • 2 Baths
  • 1,096 Sq Ft

  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
• 

  

  /54

  $665,000 Sold May 29, 2025

  • 4,881 Sq Ft
  • $136/SF
  • 40 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1840

  201 Vermont 112, Whitingham, VT 05342

  Experience endless enjoyment in this charming 4-bedroom converted winery, where every room promises relaxation & excitement. Nestled amidst serene surroundings, discover hiking trails in the backyard, a picturesque pond inhabited by a beaver, a gazebo and a flowing river with a quaint wooden bridge leading to an expansive parking lot accommodating up to 10 cars.  Indoors, an inviting barn houses

  Steve Goldfarb Deerfield Valley Real Estate

  201 Vermont 112, Whitingham, VT 05342
• 

  

  /35

  Est $318,276 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,819 Sq Ft

  7 Allison Ln, Vernon, VT 05354

  7 Allison Ln, Vernon, VT 05354
• 

  

  /46

  $75,000

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft

  315, Qtr 1 89 Grand Summit Way, Dover, VT 05356

  Enjoy all the perks of slope-side living with no upkeep in this unique top-floor 2-bedroom, 2-bathroom quarter share suite at the Grand Summit Resort Hotel. This spacious condo is just one level below the penthouse, sleeps up to 10 people, and features a full kitchen, gas fireplace, and private deck with stunning views overlooking the ski slopes.The large primary suite offers a peaceful

  Patricia Fitzpatrick Skihome Realty

  315, Qtr 1 89 Grand Summit Way, Dover, VT 05356
• 

  

  /7

  $110,000 Sold May 28, 2025

  • Land
  • 6 Acres
  • $18,333 per Acre

  • 54 Days On Market

  00 Hill Rd, Brookline, VT 05345

  Beautiful 6-acre piece of rolling meadow. Some open meadow graced with beautiful woodland as well. The survey has been completed. This is a subdivision, the full deed and tax map includes the owner's home and their acreage which is 4.28. This is not being sold it's only the 6 acre parcel. The property deed will be created based on the survey. As of now it's a shared driveway. There is a small

  Monica Sumner BHG Masiello Brattleboro

  00 Hill Rd, Brookline, VT 05345
• 

  

  /40

  Est $681,374 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,273 Sq Ft

  116 Lily Pond Rd, Vernon, VT 05354

  116 Lily Pond Rd, Vernon, VT 05354
• 

  

  /30

  $750,000

  • 3 Beds
  • 2 Baths
  • 2,198 Sq Ft

  340 Melendy Hill Rd, Londonderry, VT 05155

  340 Melendy Hill Road, South Londonderry, VT40 Acres | 3 Beds | 2 Baths | Expansive Barn | Mountain ViewsTucked away in the hills of South Londonderry, this charming three-bedroom, two-bath cabin offers the perfect balance of privacy, natural beauty, and quintessential Vermont living. Sited on 40 peaceful acres with sweeping mountain views, the property feels like a private

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  340 Melendy Hill Rd, Londonderry, VT 05155
• 

  

  /28

  $275,000 Sold May 28, 2025

  • 1,085 Sq Ft
  • $253/SF
  • 51 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1956

  401 Hague Rd, Dummerston, VT 05301

  Sweet 2 bedroom, 1 bath ranch that sits on a knoll with 3 surrounding acres. Lots of improvements, including new flooring throughout, new garage/breezeway roof, new kitchen cabinets, granite counter top, stove and dishwasher. Fresh paint through out. Lovely open concept kitchen, dining and living room with lots of light. The attached oversized 2 car and breezeway is a true bonus to an already

  Susan Bellville Bellville Realty

  401 Hague Rd, Dummerston, VT 05301
• 

  

  /35

  Est $334,131 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,909 Sq Ft

  672 Hucklehill Rd, Vernon, VT 05354

  672 Hucklehill Rd, Vernon, VT 05354
• 

  

  /38

  $499,000 Open Sat 10AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  156 Mountain View Rd, Wilmington, VT 05363

  This charming Cape-style home offers three bedrooms and two full baths across the first two floors, featuring bamboo hardwood floors throughout and abundant natural light. Upstairs bedrooms have built in dressers. The living room boasts a cozy gas fireplace and flows seamlessly into the open-concept kitchen and dining area. A MAJOR highlight is the deeded lake rights to the picturesque Lake

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  156 Mountain View Rd, Wilmington, VT 05363
• 

  

  /26

  $207,000 Sold May 27, 2025

  • 1,512 Sq Ft
  • $137/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  9 Garden Dr, Brattleboro, VT 05301

  ***Offers due by Monday 4/28 at 3:00" Looking for an affordable home within walking distance to downtown Brattleboro? Come see this 8 room, 3+ bed, 2 full bath home. The 2nd floor has been updated with beautiful refinished floors, recent paint, updated bath and walkup attic with spray foam insulation. The 1st floor needs updates and repairs, but could shine as nicely as the 2nd floor! Replacement

  Sue Beaudet EXP Realty

  9 Garden Dr, Brattleboro, VT 05301
• 

  

  /33

  Est $314,790 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,736 Sq Ft

  156 Scott Rd, Vernon, VT 05354

  156 Scott Rd, Vernon, VT 05354
• 

  

  /18

  $176,500

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  15 Lynwood Dr, Brattleboro, VT 05301

  This is absolutely NOT your ordinary Mobile Home! The original steel frame is the only remaining component of the mobile home. Completely rebuilt from the floor up with wood framing, windows, doors and insulation. This fully fenced leased lot has two sheds, a 1 car garage building with tons of storage and a workshop building with its own mini-split for heat and AC. The tastefully renovated

  Chris Long BHG Masiello Brattleboro

  15 Lynwood Dr, Brattleboro, VT 05301
• 

  

  /19

  $345,000 Sold May 27, 2025

  • 2,736 Sq Ft
  • $126/SF
  • 16 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1890

  99 Clark St, Brattleboro, VT 05301

  High cash flow well maintained 4plex located in quaint Brattleboro neighborhood within proximity to the vibrant downtown, listed at a deep-value 11% cap rate. This 100% occupied building has 2x 2br and 2x1br, and a net operating income of ~38K with significant upside based on rents over 20% below market. A new owner can step into to yield over a 15% cash on cash return starting year 1, and

  Michael Gilman 3GEN Real Estate Inc

  99 Clark St, Brattleboro, VT 05301
• 

  

  /34

  Est $432,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft

  458 Hazel Hill Rd, Townshend, VT 05353

  458 Hazel Hill Rd, Townshend, VT 05353
• 

  

  /39

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,957 Sq Ft

  256 Potter Rd, Wardsboro, VT 05355

  Built with a decade of love and care, this custom 3-bedroom, 2-bath hybrid timber frame home showcases quality craftsmanship and a deep connection to nature. Designed with natural materials to harmonize with the surrounding landscape, this inviting home offers peace and comfort both inside and out. Fall asleep to the soothing sound of the river that flows the length of the property. The main

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  256 Potter Rd, Wardsboro, VT 05355
• 

  

  /13

  $265,000 Sold May 23, 2025

  • 800 Sq Ft
  • $331/SF
  • 60 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  11 Mountain Village Unit 215, Dover, VT 05356

  Two bedroom Two full Bathroom base area condo with Mount Snow trail views. Just a short shuttle ride from your front door to the drop zone near the Main Base Lodge. Excellent condition ground floor condo with walkout access to patio and yard. Updates include newer windows, bathroom renovations and all repainted in the past two years. The condo includes a Primary suite, wood-burning fireplace, a

  Kelly Agrillo Southern Vermont Realty Group

  11 Mountain Village Unit 215, Dover, VT 05356
• 

  

  /40

  Est $550,902 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft

  41 Pine Acres Rd, Townshend, VT 05353

  41 Pine Acres Rd, Townshend, VT 05353
• 

  

  /32

  $549,000

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  2B Queen Anne's Way Unit 2B, Dover, VT 05356

  Beautiful Kingswood townhouse ideally located between Mount Snow and Hermitage Club at Haystack Mountain. This Kingswood townhouse offers the perfect mountain getaway. The open-concept living area features vaulted ceiling and a stunning three-sided wood-burning fireplace with custom stone surround and wood mantle creating a warm, inviting atmosphere. Enjoy the well-appointed kitchen with center

  Monique White Deerfield Valley Real Estate

  2B Queen Anne's Way Unit 2B, Dover, VT 05356
• 

  

  /23

  $180,000 Sold May 23, 2025

  • 930 Sq Ft
  • $194/SF
  • 49 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1966

  39 Brookside Dr Unit 5, Brattleboro, VT 05301

  Desirable 2 bedroom, 1 bath low maintenance, affordable home. Your spacious living/dining area has sliders looking out to the woods and a small yard space. Upstairs are 2 large bedrooms and a full bath. The lower level is a 465 square foot basement for extra storage with washer/dryer hookup. The entire interior has been freshly painted, new kitchen cabinets, countertop, new flooring, new

  Angela Sherman Brattleboro Area Realty

  39 Brookside Dr Unit 5, Brattleboro, VT 05301
• 

  

  /16

  Est $385,490 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,325 Sq Ft

  964 State Forest Rd, Townshend, VT 05353

  964 State Forest Rd, Townshend, VT 05353

Showing Results 401 - 440, Page 11 of 18