Windham County, VT Homes

• 

  

  

  /34

  Est $598,151

  Not Listed For Sale

  112 Kent Rd, Wardsboro, VT 05355

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft
  • Built 1990

  112 Kent Rd, Wardsboro, VT 05355

  Last Sold Summary

  • 1 Day On Market
• 

  

  

  /22

  $19,500

  $3K PRICE DROP

  • 1 Bath
  • 407 Sq Ft

  121 Qtr 4 89 Grand Summit Way Unit 121, Dover, VT 05356

  Quarter share (deeded interval 4) 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. Experience the mountain resort lifestyle affordably!! This first floor (Unit 121) with a sleep four studio is 407 sq ft and has a Murphy bed in the living area, a kitchen/dining area, and a full bath. This unit is located on

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  121 Qtr 4 89 Grand Summit Way Unit 121, Dover, VT 05356
• 

  

  /2

  $695,000

  Sold Dec 26, 2025

  6235 Grafton Rd, Grafton, VT 05146

  • 4 Beds
  • 4 Baths
  • 3,987 Sq Ft
  • Built 1820

  Last Sold Summary

  • 18% Below List Price
  • $174/SF
  • 62 Days On Market

  Current Estimated Value $676,250

  Last Listing Agent Judy Dickison

  6235 Grafton Rd, Grafton, VT 05146
• 

  

  

  /16

  Est $283,821

  Not Listed For Sale

  3129 Route 100, Wardsboro, VT 05355

  • 3 Beds
  • 1 Bath
  • 874 Sq Ft
  • Built 1960

  3129 Route 100, Wardsboro, VT 05355

  Last Sold Summary

  • 21 Days On Market
• 

  

  

  /58

  $650,000

  $90K PRICE DROP Under Contract

  • 5 Beds
  • 3.5 Baths
  • 2,789 Sq Ft

  49 View Point Rd, Putney, VT 05346

  *MOTIVATED SELLERS* Nestled on 5.54 acres at the end of a quiet, privately maintained road, 49 View Point Road offers the Vermont setting buyers dream of: mountain views, open lawn, wooded privacy, and a warm, light-filled Contemporary Cape just minutes from Putney Village and I-91. This spacious 5-bedroom, 3.5-bath home features 2,789 finished square feet with natural woodwork, hardwood floors,

  Grayson VanHendrick Flex Realty

  49 View Point Rd, Putney, VT 05346
• 

  

  /39

  $410,000

  Sold May 14, 2026

  44 Atkinson St, Bellows Falls, VT 05101

  • 4 Beds
  • 2 Baths
  • 3,008 Sq Ft
  • Built 1910

  Last Sold Summary

  • 8% Above List Price
  • $136/SF
  • 1 Day On Market

  Current Estimated Value $393,906

  Last Listing Agent Heather Gleim CENTURY 21 North East

  44 Atkinson St, Bellows Falls, VT 05101
• 

  

  /28

  Est $405,880

  Not Listed For Sale

  2599 Route 100, Wardsboro, VT 05355

  • 3 Beds
  • 1.5 Baths
  • 1,052 Sq Ft
  • Built 2005

  2599 Route 100, Wardsboro, VT 05355

  Last Sold Summary

  • 26 Days On Market
• 

  

  /7

  $185,000

  Under Contract

  • Land
  • 7 Acres
  • $26,429 per Acre

  0 Turkwood Rd Unit 5088320, Wardsboro, VT 05355

  Lovely parcels on town road, just off Route 100. 7 parcel subdivision, currently undeveloped, might be perfect location and keep the individual lots joined. Definitely good access on Route 100 for Skiing, winter and summer sports and the like. There an existing wooden shed on the property. Call your agent to set up a showing, this is a very nice property with a ton of potential.

  Tony Tribuno Skihome Realty

  0 Turkwood Rd Unit 5088320, Wardsboro, VT 05355
• 

  

  /33

  $367,000

  Sold Jan 23, 2026

  528 Vermont 121, Windham, VT 05155

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Built 1988

  Last Sold Summary

  • 8% Below List Price
  • $241/SF
  • 107 Days On Market

  Last Listing Agent Julie Citron RE/MAX Four Seasons

  528 Vermont 121, Windham, VT 05155
• 

  

  /33

  Est $537,039

  Not Listed For Sale

  456 Bills Rd, Wardsboro, VT 05355

  • 5 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1965

  456 Bills Rd, Wardsboro, VT 05355

  Last Sold Summary

  • 9 Days On Market
• 

  

  /48

  $28,000

  $4K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 846 Sq Ft

  226/228, Qtr 2 Grand Summit Way Unit 226/228, Qtr 2, Dover, VT 05356

  Experience the ultimate in flexibility and mountain living with this deeded quartershare at the Grand Summit Hotel. Enjoy 13 weeks of vacation annually—one week every 28 days—on a rotating basis. Use it, rent it, or trade it for other destinations! This spacious valley-side lockout unit comfortably sleeps 8 and features 2 full baths, a kitchen/dining area, and stunning valley views. Unit 226 is a

  Donna Brown Skihome Realty

  226/228, Qtr 2 Grand Summit Way Unit 226/228, Qtr 2, Dover, VT 05356
• 

  

  /28

  $518,000

  Sold Sep 19, 2025

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

  • 2 Beds
  • 2 Baths
  • 1,096 Sq Ft
  • Built 1983

  Last Sold Summary

  • 1% Below List Price
  • $473/SF
  • 40 Days On Market

  Last Listing Agent Cheyanne Pugliese

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

  

  /42

  Est $345,316

  Not Listed For Sale

  104 Main St, Wardsboro, VT 05355

  • 4 Beds
  • 1 Bath
  • 2,008 Sq Ft
  • Built 1860

  104 Main St, Wardsboro, VT 05355

  Last Sold Summary

  • 73 Days On Market
• 

  

  /36

  $1,295,000

  $20K PRICE INCREASE

  • 5 Beds
  • 3.5 Baths
  • 3,040 Sq Ft

  4427 W Hill Rd S, Jamaica, VT 05343

  One-of-a-kind luxury lodge offering the comfort and amenities of a five-star retreat with the warmth and charm of a Vermont mountain home. The house provides all the space your friends and family could want—an expansive open layout perfect for gatherings, along with plenty of cozy, private spots for quiet moments. Enjoy movie nights in the 11-foot home theater, or relax in front of one of two

  Carrie Mathews Winhall Real Estate

  4427 W Hill Rd S, Jamaica, VT 05343
• 

  

  /56

  $1,275,000

  Sold Oct 01, 2025

  225 W Jamaica Rd, Stratton, VT 05360

  • 4 Beds
  • 4.5 Baths
  • 3,692 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $345/SF
  • 20 Days On Market

  Last Listing Agent Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  225 W Jamaica Rd, Stratton, VT 05360
• 

  

  /13

  Est $126,702

  Not Listed For Sale

  70 Broad Brook Rd, Vernon, VT 05354

  • 3 Beds
  • Built 1995

  70 Broad Brook Rd, Vernon, VT 05354

  Last Sold Summary

  • 2 Days On Market
• 

  

  /48

  $1,100,000

  • 5 Beds
  • 4.5 Baths
  • 3,100 Sq Ft

  35 Theron Fisher Rd, Grafton, VT 05146

  Nestled along the Saxtons River, moments from historic Grafton, this beautifully restored Colonial farmhouse offers a rare blend of Vermont history, modern luxury, and exceptional curb appeal. Originally built circa 1820, the home has been meticulously reimagined and rebuilt with extraordinary attention to quality and architectural integrity. The renovation includes new plumbing, electrical,

  Gary Coger Four Seasons Sotheby's Int'l Realty

  35 Theron Fisher Rd, Grafton, VT 05146
• 

  

  /4

  $170,000

  Sold Nov 07, 2025

  440 Edie Ln, Jamaica, VT 05343

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1971

  Last Sold Summary

  • 19% Below List Price
  • $81/SF
  • 16 Days On Market

  Current Estimated Value $249,123

  Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

  440 Edie Ln, Jamaica, VT 05343
• 

  

  /35

  Est $290,954

  Not Listed For Sale

  63 Washburn Way, Vernon, VT 05354

  • 4 Beds
  • 1 Bath
  • 1,152 Sq Ft
  • Built 1990

  63 Washburn Way, Vernon, VT 05354

  Last Sold Summary

  • 6 Days On Market
• 

  

  /29

  $115,000

  • Land
  • 5 Acres
  • $23,000 per Acre

  0 Happy Haven Rd Unit 5097175, Wilmington, VT 05363

  Beautiful 5-Acre Vermont Lot with Mountain Views & Potential for Two Home Sites. Discover a rare opportunity to own a stunning 5-acre parcel in southern Vermont, ideally located on Route 100 just north of downtown Wilmington. This exceptional property offers the perfect setting for your dream home—or the potential to build two. Preliminary soil testing supports the potential for two separate

  Monique White Deerfield Valley Real Estate

  0 Happy Haven Rd Unit 5097175, Wilmington, VT 05363
• 

  

  /8

  $235,000

  Sold Sep 30, 2025

  8 Belleview Ave, Town of Rockingham, VT 05154

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Built 1930

  Last Sold Summary

  • 3% Above List Price
  • $261/SF
  • 0 Days On Market

  Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  8 Belleview Ave, Town of Rockingham, VT 05154
• 

  

  /39

  Est $472,476

  Not Listed For Sale

  131 Woodland Rd, Vernon, VT 05354

  • 3 Beds
  • 2.5 Baths
  • 2,195 Sq Ft
  • Built 1997

  131 Woodland Rd, Vernon, VT 05354

  Last Sold Summary

  • 8 Days On Market
• 

  

  /32

  $1,697,000

  • 4 Beds
  • 3 Baths
  • 2,420 Sq Ft

  197 Lake Raponda Rd, Wilmington, VT 05363

  This vintage renovated waterfront home is being offered for the second time in 40 years. Lake Raponda allows motorized craft, with primarily private beach front, and a small local boat launch and public beach. It is located conveniently down from the Mt Snow Ski Resort, on a quiet road, affording year round enjoyment and solitude. This home has been lovingly maintained, updated, and expanded by

  Adam Palmiter Berkley & Veller Greenwood/Dover

  197 Lake Raponda Rd, Wilmington, VT 05363
• 

  

  /49

  $610,000

  Sold Nov 07, 2025

  24 Bluebrook Rd, Dover, VT 05356

  • 5 Beds
  • 3 Baths
  • 4,226 Sq Ft
  • Built 1992

  Last Sold Summary

  • 2% Below List Price
  • $144/SF
  • 21 Days On Market

  Current Estimated Value $639,410

  Last Listing Agent Melissa Ellis Southern Vermont Realty Group

  24 Bluebrook Rd, Dover, VT 05356
• 

  

  /40

  Est $458,741

  Not Listed For Sale

  19 Southern Heights Dr, Vernon, VT 05354

  • 3 Beds
  • 3 Baths
  • 3,551 Sq Ft
  • Built 1988

  19 Southern Heights Dr, Vernon, VT 05354

  Last Sold Summary

  • 119 Days On Market
• 

  

  /40

  $425,000

  Under Contract

  • 2 Beds
  • 2 Baths
  • 1,386 Sq Ft

  152 Our Rd, Putney, VT 05346

  Showings begin Saturday, June 27. Escape to your own Vermont retreat with this charming 2-bedroom, 2-bath log home nestled on 4.7 private acres in Westminster. Set back from the road and surrounded by nature, this property offers the peace and privacy you’ve been searching for while remaining conveniently close to local amenities. A circular driveway welcomes you home, leading to a classic

  Morriah Adams BHG Masiello Brattleboro

  152 Our Rd, Putney, VT 05346
• 

  

  /33

  $182,000

  Sold Sep 04, 2025

  290 Old Mill Ln, Wilmington, VT 05363

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1968

  Last Sold Summary

  • 27% Below List Price
  • $182/SF
  • 80 Days On Market

  Current Estimated Value $179,075

  Last Listing Agent Rich Caplan Deerfield Valley Real Estate

  290 Old Mill Ln, Wilmington, VT 05363
• 

  

  /40

  Not Listed For Sale

  86 Silver Ln, Vernon, VT 05354

  • 3 Beds
  • 2 Baths
  • 2,139 Sq Ft
  • Built 1973

  86 Silver Ln, Vernon, VT 05354

  Last Sold Summary

  • 87 Days On Market
• 

  

  /50

  $1,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,649 Sq Ft

  364 Houghtonville Rd, Grafton, VT 05146

  At the beginning of a dirt road just outside the historic village of Grafton VT you will find an exceptional country estate that combines timeless New England charm with modern comfort, privacy, and equestrian amenities. Thoughtfully designed to replicate a classic colonial home and extensively updated by its current owners, this meticulously maintained property offers an extraordinary lifestyle

  Keith Nowak Four Seasons Sotheby's Int'l Realty

  364 Houghtonville Rd, Grafton, VT 05146
• 

  

  /40

  $370,000

  Sold Jan 07, 2026

  254 Boynton Rd Unit 3, Londonderry, VT 05148

  • 3 Beds
  • 2.5 Baths
  • 1,874 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Below List Price
  • $197/SF
  • 14 Days On Market

  Last Listing Agent Beth Vickers Vermont Real Estate Company

  254 Boynton Rd Unit 3, Londonderry, VT 05148
• 

  

  /40

  Est $682,870

  Not Listed For Sale

  116 Lily Pond Rd, Vernon, VT 05354

  • 4 Beds
  • 2 Baths
  • 2,273 Sq Ft
  • Built 1855

  116 Lily Pond Rd, Vernon, VT 05354

  Last Sold Summary

  • 11 Days On Market
• 

  

  /52

  $629,900

  • 3 Beds
  • 2 Baths
  • 2,048 Sq Ft

  187 Poverty Row, Whitingham, VT 05361

  Outstanding contemporary farmhouse set on 5.3 acres of private, level acres, offering the perfect blend of comfort, space, and functionality. This well-maintained home features an open-concept first floor with a spacious great room highlighted by a cathedral ceiling. The main level also includes one bedroom and full bath, along with a convenient mudroom and laundry room.The custom maple

  Pauline Green

  187 Poverty Row, Whitingham, VT 05361
• 

  

  /54

  $585,000

  Sold Mar 19, 2026

  87 Townshend Rd, Grafton, VT 05146

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft
  • Built 1874

  Last Sold Summary

  • 16% Below List Price
  • $325/SF
  • 196 Days On Market

  Current Estimated Value $586,697

  Last Listing Agent Erin McCormick KW Vermont

  87 Townshend Rd, Grafton, VT 05146
• 

  

  /60

  Est $482,406

  Not Listed For Sale

  434 Scott Rd, Vernon, VT 05354

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft
  • Built 1997

  434 Scott Rd, Vernon, VT 05354

  Last Sold Summary

  • 6 Days On Market
• 

  

  /43

  $679,000

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  148 Townshend Rd, Grafton, VT 05146

  This circa 1860 Greek Revival home is one of Grafton Village’s gems, blending historic character with recent, thoughtful renovations. A sweeping backyard framed by rugged stone walls adds to the property’s appeal, while established perennials and a welcoming side porch create an inviting entrance. The delightful country kitchen flows into the formal dining room and living room, where a propane

  Heidi Bernier Berkley & Veller Greenwood Country

  148 Townshend Rd, Grafton, VT 05146
• 

  

  /26

  $280,000

  Sold May 12, 2026

  946 Huckle Hill Rd, Vernon, VT 05354

  • 2 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1975

  Last Sold Summary

  • 6% Below List Price
  • $179/SF
  • 5 Days On Market

  Current Estimated Value $288,132

  Last Listing Agent Mike Masters Four Seasons Sotheby's Int'l Realty

  946 Huckle Hill Rd, Vernon, VT 05354
• 

  

  /34

  Est $480,535

  Not Listed For Sale

  458 Hazel Hill Rd, Townshend, VT 05353

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1987

  458 Hazel Hill Rd, Townshend, VT 05353

  Last Sold Summary

  • 9 Days On Market
• 

  

  /19

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,035 Sq Ft

  32B Snow Tree Ln Unit Oaks B, Dover, VT 05356

  Owner open to offers. This nicely updated two bedroom, two bath Snowtree unit is located at the base of the Mount Snow ski resort. There is shuttle service to and from the mountain, easy access by way of a foot bridge through the community, and the unit looks west with views of gorgeous sunsets, down the valley, and winter views of the slopes of the mountain, so that you can check the conditions

  Adam Palmiter Berkley & Veller Greenwood/Dover

  32B Snow Tree Ln Unit Oaks B, Dover, VT 05356
• 

  

  /44

  $323,000

  Sold Jul 21, 2026

  380 S Main St, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 1,539 Sq Ft
  • Built 1910

  Last Sold Summary

  • 1% Above List Price
  • $210/SF
  • 17 Days On Market

  Current Estimated Value $317,374

  Last Listing Agent Jessica Citera Cummings & Co

  380 S Main St, Brattleboro, VT 05301
• 

  

  /33

  Est $336,216

  Not Listed For Sale

  60 Riverdale Rd, Townshend, VT 05353

  • 2 Beds
  • 2 Baths
  • 946 Sq Ft
  • Built 1980

  60 Riverdale Rd, Townshend, VT 05353

  Last Sold Summary

  • 91 Days On Market

Showing Results 521 - 560, Page 14 of 18