Windham, VT Homes

• 

  

  

  /23

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 1,548 Sq Ft

  28 Lightning Ledge Way, Wilmington, VT 05363

  Private 2004 country chalet in the Chimney Hill community just outside the village of Wilmington. Hiking trails, snowmobile trail access, and convenient nearby snowmobile trailer parking, make this super convenient for the outdoorsy. This home sits on a rare double lot, just up from the beautifully renovated Chimney Hill clubhouse, Lake Whitingham, and Mount Snow ski resort, affording year round

  Adam Palmiter Berkley & Veller Greenwood/Dover

  28 Lightning Ledge Way, Wilmington, VT 05363
• 

  

  

  /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
• 

  

  

  /31

  Est $313,558 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 2,866 Sq Ft

  7 Burt St, Bellows Falls, VT 05101

  7 Burt St, Bellows Falls, VT 05101
• 

  

  

  /21

  $450,000

  • 4 Beds
  • 3.5 Baths
  • 1,200 Sq Ft

  16 Tenth Unit 40, Wilmington, VT 05363

  Beautiful 4 bedroom, 3.5 bath townhouse just off the Hermitage Club Golf Course with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club Ski Area and Mount Snow. The deck overlooks the 10th green and is beyond typical driving distance, so you can enjoy the sun while watching play. This unit has been updated including new carpet, new high efficiency wood stove in

  Adam Palmiter Berkley & Veller Greenwood/Dover

  16 Tenth Unit 40, Wilmington, VT 05363
• 

  

  

  /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
• 

  

  /38

  Est $206,291 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,178 Sq Ft

  52 Green St, Bellows Falls, VT 05101

  52 Green St, Bellows Falls, VT 05101
• 

  

  /53

  $475,000

  • 3 Beds
  • 3 Baths
  • 2,463 Sq Ft

  1591 Higley Hill, Marlboro, VT 05344

  Wonderful home on 11.2 acres in a peaceful setting on Higley Hill in Marlboro. The main level boasts a beautiful family room addition with lots of windows and a gas fireplace, galley kitchen with stainless appliances, dining area, 3/4 bath with laundry, living room with gas stove, 3/4 bath with sitting area and a primary bedroom with ensuite full bath. A loft area that can be used as a bedroom or

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  1591 Higley Hill, Marlboro, VT 05344
• 

  

  /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 $354,814 Not Listed For Sale

  • 7 Beds
  • 3 Baths
  • 3,780 Sq Ft

  3 Green St, Bellows Falls, VT 05101

  3 Green St, Bellows Falls, VT 05101
• 

  

  /34

  $699,000

  • 3 Beds
  • 4 Baths
  • 3,596 Sq Ft

  233 Poverty Row, Whitingham, VT 05361

  What a gem! This absolutely meticulously maintained 2015 farmhouse sits just up from Lake Sadawga and Harriman Reservoir on a private 2 acre parcel off a paved road. The curb appeal is beyond what most can dream of with gorgeous perennial gardens, split rail fencing, ample yard space, and total privacy. Features include a beautiful open floor plan with large living room and family room, beautiful

  Adam Palmiter Berkley & Veller Greenwood/Dover

  233 Poverty Row, Whitingham, VT 05361
• 

  

  /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

  Est $379,616 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 5,404 Sq Ft

  35 School St, Bellows Falls, VT 05101

  35 School St, Bellows Falls, VT 05101
• 

  

  /10

  $38,000

  • Land
  • 1.00 Acre
  • $38,000 per Acre

  00 Susan Lynn Ln, Wardsboro, VT 05355

  Escape to the beauty of Southern Vermont with this serene parcel located in the charming town of Wardsboro. Nestled in the Snow Mountain Farms development, this level 1 acre lot offers the perfect opportunity to build your dream home or vacation retreat. A short drive to Mount Snow and Stratton Mountain. Also within 30 minutes of Bromley Mountain & Magic Mountain. Outdoor enthusiasts will

  Jessica Samples BHG Masiello Keene

  00 Susan Lynn Ln, Wardsboro, VT 05355
• 

  

  /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
• 

  

  /37

  Est $380,154 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 4,684 Sq Ft

  29 School St, Bellows Falls, VT 05101

  29 School St, Bellows Falls, VT 05101
• 

  

  /40

  $809,000

  • 3 Beds
  • 3 Baths
  • 3,606 Sq Ft

  46 Scattered Timber Rd, Wilmington, VT 05363

  Escape to the Green Mountains with this custom-built Moose Head Cedar Log Cabin, beautifully sited on a private wooded lot in the sought-after Chimney Hill community. Enjoy ridgeline views, peaceful surroundings, and the fresh Vermont air. Inside, the offers timeless craftsmanship and open-concept living, featuring soaring post and beam construction with vaulted ceilings, floor-to-ceiling windows

  Monique White Deerfield Valley Real Estate

  46 Scattered Timber Rd, Wilmington, VT 05363
• 

  

  /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
• 

  

  /25

  Est $248,834 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,406 Sq Ft

  22 School St, Bellows Falls, VT 05101

  22 School St, Bellows Falls, VT 05101
• 

  

  /27

  $995,000

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

  6B Foliage Ln, Dover, VT 05356

  Stunning renovated Kingswood townhome located conveniently between Mount Snow and the Hermitage Club Resorts in Southern VT. This beautifully updated 4 bedroom, 3.5 bath townhome was built in 2006 and renovated to a bold contemporary style in 2020 by the current owners. No expense was spared at making this a true dream getaway. Upon entry you are greeted by a large, functional mudroom complete

  Adam Palmiter Berkley & Veller Greenwood/Dover

  6B Foliage Ln, 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
• 

  

  /33

  Est $192,420 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,240 Sq Ft

  71 Atkinson St, Bellows Falls, VT 05101

  71 Atkinson St, Bellows Falls, VT 05101
• 

  

  /43

  $1,738,000

  • 5 Beds
  • 4.5 Baths
  • 4,100 Sq Ft

  36 A or B Boulder Ridge Dr, Dover, VT 05356

  Brand new luxury townhome with breathtaking Mount Snow & Hermitage Club views. Introducing a newly built, well thought out townhome spanning over 4,000 square feet, perfectly positioned just minutes from Mount Snow and The Hermitage Club. This exquisite residence combines modern mountain living with upscale comfort, offering five spacious bedrooms and five beautifully appointed bathrooms. Step

  John Redd Skihome Realty

  36 A or B Boulder Ridge Dr, Dover, VT 05356
• 

  

  /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
• 

  

  /40

  Est $322,831 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,008 Sq Ft

  44 Atkinson St, Bellows Falls, VT 05101

  44 Atkinson St, Bellows Falls, VT 05101
• 

  

  /9

  $80,250

  • Land
  • 3.10 Acres
  • $25,887 per Acre

  0 E Orchard St Unit 5047716, Brattleboro, VT 05301

  A rare opportunity to purchase a lot in a highly desirable Brattleboro neighborhood. This 3+ acre wooded parcel features a mature pine forest with additional hardwoods intermixed, stonewalls and even a small stream. It's the location that makes this property unique. Just up the road from the Brattleboro Country Club on a quiet street that gives quick access to all that Brattleboro and the

  Bill Hickok Berkley & Veller Greenwood Country

  0 E Orchard St Unit 5047716, Brattleboro, VT 05301
• 

  

  /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
• 

  

  /30

  Est $202,376 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  10 Gove St, Bellows Falls, VT 05101

  10 Gove St, Bellows Falls, VT 05101
• 

  

  /23

  $245,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  9B Snow Mountain Village Unit 142, Dover, VT 05356

  GORGEOUS VIEWS OF MOUNT SNOW from this bright, airy one-bedroom, top-floor, corner condo in Snow Mountain Village, just minutes to the base area! Recent updates to the building include a new roof and new skylights. The interior has been tastefully updated with wood-tone vinyl flooring, plush bedroom carpet, all new LG appliances, quartz countertop and kitchen cabinets, new bathroom vanity, new

  Patricia Fitzpatrick Skihome Realty

  9B Snow Mountain Village Unit 142, Dover, VT 05356
• 

  

  /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
• 

  /2

  Est $147,513 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  4 Church Place, Bellows Falls, VT 05101

  4 Church Place, Bellows Falls, VT 05101
• 

  

  /34

  $269,000

  • 2 Beds
  • 1.5 Baths
  • 1,059 Sq Ft

  394 Haystack Rd Unit 2, Wilmington, VT 05363

  Enjoy four-season living in this inviting 2-bedroom, 1.5-bath townhome just a short walk to Haystack Golf Course. Set in a peaceful location with direct Valley Trail and snowmobile access, this well-cared-for home is part of a small HOA with low fees. The main level offers a spacious open layout featuring a cozy wood stove on a slate hearth—perfect for watching the fire roar after a day on the

  Chad Lackey Deerfield Valley Real Estate

  394 Haystack Rd Unit 2, Wilmington, VT 05363
• 

  

  /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
• 

  

  /5

  Est $195,171 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,500 Sq Ft

  2 Church Place, Bellows Falls, VT 05101

  2 Church Place, Bellows Falls, VT 05101
• 

  

  /51

  $989,000

  • 3 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  111 Cooper Hill Rd, Dover, VT 05341

  Perched atop scenic Cooper Hill in Dover, Vermont, this welcoming 3-bedroom, 3-bath home is set on over 10 acres with sweeping Mountain views and unforgettable sunrises. The spacious open concept living area and kitchen are ideal for gathering, featuring wood floors, abundant natural light, and a cozy wood burning stove that anchors the space. A generous first floor primary suite offers comfort

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  111 Cooper Hill Rd, Dover, VT 05341
• 

  

  /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
• 

  

  /3

  Not Listed For Sale

  • 10 Beds
  • 4 Baths
  • 3,915 Sq Ft

  25 Oak St Unit 27, Bellows Falls, VT 05101

  25 Oak St Unit 27, Bellows Falls, VT 05101
• 

  

  /38

  $1,750,000

  • 4 Beds
  • 3.5 Baths
  • 2,862 Sq Ft

  161 Depot Rd, Williamsville, VT 05362

  Perched high above the enchanting hills of Newfane, VT, lies a truly one-of-a-kind property. This meticulously crafted home offers an off-grid, private retreat with breathtaking views of the surrounding landscape. Constructed in 2003, the post and beam design incorporates wood and stone harvested from its expansive219-acre setting, showcasing a harmonious blend of nature and architecture. This

  Keith Nowak Four Seasons Sotheby's Int'l Realty

  161 Depot Rd, Williamsville, VT 05362
• 

  

  /34

  $405,000 Sold May 23, 2025

  • 1,768 Sq Ft
  • $229/SF
  • 131 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1982

  47B Suntec Loop, Dover, VT 05356

  This well maintained 3-bedroom, 3-bath townhouse offers year-round recreational opportunities. Featuring a spacious loft and a central 2.5-story atrium, the home offers an open and inviting living experience.Just minutes from Mount Snow and The Hermitage Club, the property includes a convenient shuttle to the slopes. During the summer, residents of Suntec development can enjoy the in-ground pool

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  47B Suntec Loop, Dover, VT 05356
• 

  

  /30

  Est $128,257 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 958 Sq Ft

  10 Butterfield Ave, Bellows Falls, VT 05101

  10 Butterfield Ave, Bellows Falls, VT 05101
• 

  

  /40

  $229,900

  • 1 Bed
  • 2 Baths
  • 848 Sq Ft

  11F Snow Tree Ln Unit F, Dover, VT 05356

  Be in the heart of the action at the base area of Mount Snow in this light-filled 1-bedroom, 2-bath end unit in the sought-after Snowtree community. Step out your door, stroll across the bridge and parking lot, and hop on the Magic Carpet lift—no need to drive. This well-designed end unit offers extra windows for abundant natural light, a smart floor plan, generous closet space, and two cozy

  Chad Lackey Deerfield Valley Real Estate

  11F Snow Tree Ln Unit F, Dover, VT 05356

Showing Results 481 - 520, Page 13 of 18