Windham County, VT Homes

/19
$469,000
- 2 Beds
- 2.5 Baths
- 1,912 Sq Ft
15 Haymaker Ln Unit 6D, Wilmington, VT 05363

Beautiful condo on the side of Haystack mountain at the beautiful exclusive Hermitage Club Ski Resort. Enjoy sunrise views out your living room windows in this immaculate 2 bedroom, 2.5 bath unit. Walk in from the spacious mudroom entry to a living area with wood burning fireplace, deck overlooking the view, tremendous light and views, kitchen with breakfast bar, updated appliances, and gas

Adam Palmiter Berkley & Veller Greenwood/Dover

15 Haymaker Ln Unit 6D, Wilmington, VT 05363
/32
$254,000 Sold Apr 04, 2025

21 Sugar Maple Village Dr, Townshend, VT 05359
- 2 Beds
- 2 Baths
- 1,274 Sq Ft
- Built 2021
Last Sold Summary
- 34% Below List Price
- $199/SF
- 222 Days On Market
Current Estimated Value $268,648

Last Listing Agent Peggy O'neill Cummings & Co

21 Sugar Maple Village Dr, Townshend, VT 05359

/38
Not Listed For Sale

30 Kimball Hill, Putney, VT 05346
- 3 Beds
- 2 Baths
- 1,452 Sq Ft
- Built 1850
30 Kimball Hill, Putney, VT 05346

Last Sold Summary
- $306/SF
- 22 Days On Market
Last Sold Price $445,000

Last Listing Agent Rebecca Hiam Southern Vermont Realty Group

/50
$435,000
- 4 Beds
- 2 Baths
- 1,344 Sq Ft
27 Country Ct, Wilmington, VT 05363

Amazingly private cul-de-sac, the nicest location in Chimney Hill! 4 Bedroom 2 Baths, Livingroom with wood stove and a wall of windows to let the outdoors in! Hot Tub on multi-tiered deck. Beautiful wooded lot to explore, garden shed and garage. Live the Resort lifestyle on Chimney Hill's 1,200-Acre Resort Campus, with 550-Acres owned in common by the Homeowners Association. Numerous

Janet Boyd Boyd Real Estate

27 Country Ct, Wilmington, VT 05363
/5
$65,000 Sold Feb 20, 2026

Lot 2 Pine Banks Rd, Putney, VT 05346
- Land
- 5.1 Acres
- $12,745 per Acre
Last Sold Summary
- 5 Days On Market
Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

Lot 2 Pine Banks Rd, Putney, VT 05346

/35
Est $379,540 Not Listed For Sale

166 Cemetery Rd, Putney, VT 05346
- 3 Beds
- 2 Baths
- 1,364 Sq Ft
- Built 1985
166 Cemetery Rd, Putney, VT 05346

Last Sold Summary
- 13% Above List Price
- $247/SF
- 86 Days On Market
Last Sold Price $336,675

Last Listing Agent Chris Long BHG Masiello Brattleboro

/14
$279,000
- 3 Beds
- 2 Baths
- 1,632 Sq Ft
8 Happy Haven Rd, Wilmington, VT 05363

Conveniently located to village center, elementary school, lakes and trails. This riverfront home is waiting for a facelift! Three bedrooms, 2 bathrooms, living room, kitchen with a dining area with siders to a deck over looking the Deerfield River. Room downstairs for a hobby or craft room and a family room with a gas fireplace. Newer hot water tank and furnace. Room for gardens and a two car

Janet Boyd Boyd Real Estate

8 Happy Haven Rd, Wilmington, VT 05363
/39
$262,000 Sold Mar 21, 2025

46 Green St, Bellows Falls, VT 05101
- 3 Beds
- 1.5 Baths
- 1,704 Sq Ft
- Built 1890
Last Sold Summary
- 3% Below List Price
- $154/SF
- 49 Days On Market
Current Estimated Value $256,910

Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

46 Green St, Bellows Falls, VT 05101

/28
Est $533,508 Not Listed For Sale

121 Great Meadows Ridge, Putney, VT 05346
- 3 Beds
- 3.5 Baths
- 2,157 Sq Ft
- Built 1979
121 Great Meadows Ridge, Putney, VT 05346

Last Sold Summary
- 10% Below List Price
- $276/SF
- 65 Days On Market
Last Sold Price $595,000

Last Listing Agent Liz LaVorgna Brattleboro Area Realty

/44
$450,000
- 3 Beds
- 2 Baths
- 1,943 Sq Ft
24 Antler Loop, West Dover, VT 05356

This charming 3-bedroom, 2-bath dutch colonial home sits atop a knoll, overlooking a picturesque half-acre pond in the front yard. Nestled on 2.06 acres in a tranquil neighborhood, the property offers an excellent floor plan for family living. The home features spacious bedrooms, a cozy brick fireplace in the living room with a cathedral ceiling, and a dining area with pine floors and pond views.

Jennifer Hovey-Densmore Deerfield Valley Real Estate

24 Antler Loop, West Dover, VT 05356
/47
$910,000 Sold Feb 27, 2026

151 Holland Rd, Dover, VT 05341
- 3 Beds
- 2.5 Baths
- 2,520 Sq Ft
- Built 1988
Last Sold Summary
- 17% Below List Price
- $361/SF
- 293 Days On Market
Current Estimated Value $980,201

Last Listing Agent Patrice Schneider Southern Vermont Realty Group

151 Holland Rd, Dover, VT 05341

/25
Est $302,191 Not Listed For Sale

10 Hale Rd, Putney, VT 05346
- 3 Beds
- 1 Bath
- 1,100 Sq Ft
- Built 1970
10 Hale Rd, Putney, VT 05346

Last Sold Summary
- 6% Below List Price
- $291/SF
- 19 Days On Market
Last Sold Price $320,000

Last Listing Agent David Brown

/3
$299,000
- Land
- 0.84 Acre
- $355,952 per Acre
8 B Freestyle Cir, Dover, VT 05356

Ski in and out at Mount Snow from one of the last two buildable lots on the mountain. If you understand the convenience of slopeside living this could be the location for you to build your dream home. This building site is part of the TrailsEdge PUD, sharing in their utilities and ski access to/from Mount Snow through the Snowdance Village ski trails. Note that this is the larger of 2 lots

John Redd Skihome Realty

8 B Freestyle Cir, Dover, VT 05356
/4
$17,500 Sold Jul 31, 2025

34 Woodsman Rd, West Dover, VT 05356
- Land
- 1 Acre
- $17,500 per Acre
Last Sold Summary
- 50% Below List Price
- 621 Days On Market
Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

34 Woodsman Rd, West Dover, VT 05356

/27
Est $201,781 Not Listed For Sale

80 Bellows Falls Rd, Putney, VT 05346
- 3 Beds
- 1 Bath
- 1,290 Sq Ft
- Built 1940
80 Bellows Falls Rd, Putney, VT 05346

Last Sold Summary
- 21% Above List Price
- $129/SF
- 36 Days On Market
Last Sold Price $166,250

Last Listing Agent Erica Reynolds Southern Vermont Realty Group

/33
$390,000
- 3 Beds
- 1.5 Baths
- 2,208 Sq Ft
440 Stratton Arlington Rd, Stratton, VT 05360

Experience the charm of owning a chalet in Vermont’s sought-after Stratton area, ideally located between Stratton Mountain and Mount Snow for easy ski access. Recent road improvements ensure smooth travel year-round. Outdoor lovers will enjoy nearby trails for hiking, snowmobiling, and snowshoeing, making this an ideal retreat for both relaxation and adventure. The home features a finished

Mike England Michael England Real Estate

440 Stratton Arlington Rd, Stratton, VT 05360
/56
$330,000 Sold Sep 30, 2025

3523 Westminster Rd W, Putney, VT 05346
- 4 Beds
- 3.5 Baths
- 3,147 Sq Ft
- Built 1805
Last Sold Summary
- 10% Below List Price
- $105/SF
- 37 Days On Market
Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

3523 Westminster Rd W, Putney, VT 05346

/21
Est $380,327 Not Listed For Sale

30 Bare Hill Rd, Putney, VT 05346
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
- Built 1987
30 Bare Hill Rd, Putney, VT 05346

Last Sold Summary
- 1% Below List Price
- $309/SF
- 49 Days On Market
Last Sold Price $386,000

Last Listing Agent Derek Greene Derek Greene

/45
$380,000
- 5 Beds
- 2.5 Baths
- 2,336 Sq Ft
1033 Burrington Hill Rd, Whitingham, VT 05361

Charming and character-filled 1835 post-and-beam Craftsman. This inviting five-bedroom, two and-a-half-bath home blends antique appeal with cozy comfort. A covered porch offers the perfect place to enjoy summer breezes, the sound of rainstorms, and peaceful evenings, while the deck is ideal for gathering with friends and family. Inside, wood floors and exposed hand-hewn beams highlight the home's

Monique White Deerfield Valley Real Estate

1033 Burrington Hill Rd, Whitingham, VT 05361
/6
$399,000 Sold May 02, 2025

79 Putney Rd, Brattleboro, VT 05301
- 4,087 Sq Ft
- Built 1910
Last Sold Summary
- $98/SF
- 217 Days On Market
Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

79 Putney Rd, Brattleboro, VT 05301

/20
Est $591,089 Not Listed For Sale

679 W Hill Rd, Putney, VT 05346
- 3 Beds
- 1.5 Baths
- 1,960 Sq Ft
- Built 1986
679 W Hill Rd, Putney, VT 05346

Last Sold Summary
- 7% Above List Price
- $281/SF
- 6 Days On Market
Last Sold Price $550,000

Last Listing Agent Mary Wallace Collins Berkley & Veller Greenwood Country

/39
$925,000
- 5 Beds
- 2.5 Baths
- 2,338 Sq Ft
3715 Route 11, Londonderry, VT 05148

Beautifully expanded and fully renovated 18th-century farmhouse, thoughtfully reimagined by Gray Interiors of Darien, CT. This home blends timeless charm with an elegant yet relaxed New England feel. All systems and mechanicals have been completely updated and modernized. Stylish barnboard accents complement marble countertops, custom cabinetry, high-end finishes like the Shaws sink, and upscale

Cheyanne Pugliese

3715 Route 11, Londonderry, VT 05148
/2
$34,995 Sold Sep 26, 2025

0 Upper Oak Hill Rd, Newfane, VT 05345
- Land
- 1.5 Acres
- $23,330 per Acre
Last Sold Summary
- 30% Below List Price
- 318 Days On Market
Last Listing Agent Eric Scott Barrett & Valley Assoc. Inc

0 Upper Oak Hill Rd, Newfane, VT 05345

/40
Est $597,894 Not Listed For Sale

659 W Hill Rd, Putney, VT 05346
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 2000
659 W Hill Rd, Putney, VT 05346

Last Sold Summary
- 2% Below List Price
- $508/SF
- 5 Days On Market
Last Sold Price $610,000

Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

/23
$1,150,000
- 6,442 Sq Ft
69-71 Elliot St, Brattleboro, VT 05301

Prime commercial opportunity in the heart of downtown Brattleboro. This mixed-use property features seven residential apartments on the upper levels and five ground-floor commercial units. Two retail spaces have direct frontage on Elliot Street, offering strong visibility, while three others open onto the Harmony Lot pedestrian area, a centrally located public parking and business zone. The

Erica Reynolds Southern Vermont Realty Group

69-71 Elliot St, Brattleboro, VT 05301
/25
$70,000 Sold Nov 18, 2025

2418 Back Westminster Rd, Westminster, VT 05158
- 2 Beds
- 1 Bath
- 1,300 Sq Ft
- Built 1936
Last Sold Summary
- 62% Below List Price
- $54/SF
- 97 Days On Market
Current Estimated Value $86,563

Last Listing Agent Lily Gautot Greenwald Realty Group

2418 Back Westminster Rd, Westminster, VT 05158

/34
Est $1,646,707 Not Listed For Sale

51 Overhills, Putney, VT 05346
- 6 Beds
- 4.5 Baths
- 4,952 Sq Ft
- Built 1800
51 Overhills, Putney, VT 05346

Last Sold Summary
- 10% Above List Price
- $303/SF
- 215 Days On Market
Last Sold Price $1,500,000

Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

/45
$115,000
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
26 Lynwood Dr, Brattleboro, VT 05301

Don’t miss this unique opportunity to own a mobile home in a Vermont park with features that truly set it apart. Situated on a large lot, this home offers a full concrete foundation with a walkout basement—a rare find that provides exceptional storage, workshop space, or future finishing potential.The interior features a highly functional floor plan, with the kitchen, living room, and dining

Jon Tourville

26 Lynwood Dr, Brattleboro, VT 05301
/40
$650,000 Sold Nov 14, 2025

134 Ellis Brook Rd, Dover, VT 05356
- 3 Beds
- 3.5 Baths
- 2,250 Sq Ft
- Built 1984
Last Sold Summary
- 10% Below List Price
- $289/SF
- 63 Days On Market
Current Estimated Value $636,388

Last Listing Agent Jennifer Hovey-Densmore Deerfield Valley Real Estate

134 Ellis Brook Rd, Dover, VT 05356

/21
Est $422,488 Not Listed For Sale

41 Aiken Rd, Putney, VT 05346
- 3 Beds
- 2 Baths
- 1,554 Sq Ft
- Built 1979
41 Aiken Rd, Putney, VT 05346

Last Sold Summary
- 4% Above List Price
- $261/SF
- 7 Days On Market
Last Sold Price $405,000

Last Listing Agent David Brown

/26
$179,000
- 4 Beds
- 2 Baths
- 2,470 Sq Ft
1153 Rockingham Rd, Town of Rockingham, VT 05101

Calling all investors and handy people! This is your opportunity to bring a classic property back to its former glory. Set on approximately 8.67 acres with frontage along the Williams River and Route 103, the location offers endless potential for a variety of uses. The spacious home appears to have solid bones but will require rehabilitation to restore its charm. A concrete slab is already in

Chelsea Richardson Barrett and Valley Associates Inc.

1153 Rockingham Rd, Town of Rockingham, VT 05101
/42
$300,000 Sold Aug 25, 2025

32 Sugar Maple Dr, East Dummerston, VT 05346
- 3 Beds
- 1 Bath
- 1,239 Sq Ft
- Built 1972
Last Sold Summary
- 11% Above List Price
- $242/SF
- 4 Days On Market
Current Estimated Value $336,413

Last Listing Agent Steve Schoppmeyer BHG Masiello Brattleboro

32 Sugar Maple Dr, East Dummerston, VT 05346

/38
Est $539,735 Not Listed For Sale

1073 River Rd S, Putney, VT 05346
- 5 Beds
- 2.5 Baths
- 4,500 Sq Ft
- Built 1806
1073 River Rd S, Putney, VT 05346

Last Sold Summary
- 3% Above List Price
- $116/SF
- 200 Days On Market
Last Sold Price $522,500

Last Listing Agent Oona Madden Berkley & Veller Greenwood Country

/59
$2,398,000
- 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
/10
$345,000 Sold Nov 06, 2025

85 E Birch Rd Unit 15, Stratton, VT 05360
- 2 Beds
- 2 Baths
- 1,119 Sq Ft
- Built 1982
Last Sold Summary
- 4% Below List Price
- $308/SF
- 22 Days On Market
Last Listing Agent Edwin Kevil Stratton Real Estate

85 E Birch Rd Unit 15, Stratton, VT 05360

/23
Est $531,010 Not Listed For Sale

34 Ompawmet Rd, Putney, VT 05346
- 4 Beds
- 1.5 Baths
- 1,800 Sq Ft
- Built 1955
34 Ompawmet Rd, Putney, VT 05346

Last Sold Summary
- 8% Below List Price
- $322/SF
- 9 Days On Market
Last Sold Price $580,000

Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

/15
$305,000
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
5 First Ln Unit 1, Wilmington, VT 05363

Owner open to offers. Lovely 2 bedroom condo as close as you can get to the 1st tee at the Haystack Golf Club, with winter views over the course to the mountains and sunsets beyond. This practical unit sits conveniently right on one of the best courses in New England, and a short drive from the village of Wilmington, nearby lakes, and Mount Snow and Hermitage Club ski resorts. Inside you are

Adam Palmiter Berkley & Veller Greenwood/Dover

5 First Ln Unit 1, Wilmington, VT 05363
/36
$2,500,000 Sold Mar 02, 2026

771 Stratton Mtn Access Unit 452, Stratton, VT 05155
- 5 Beds
- 5.5 Baths
- 4,098 Sq Ft
- Built 1999
Last Sold Summary
- $610/SF
- 0 Days On Market
Last Listing Agent Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

771 Stratton Mtn Access Unit 452, Stratton, VT 05155

/40
Est $293,841 Not Listed For Sale

38 Hines Rd, Bellows Falls, VT 05101
- 3 Beds
- 1.5 Baths
- 1,688 Sq Ft
- Built 1986
38 Hines Rd, Bellows Falls, VT 05101

Last Sold Summary
- 22% Below List Price
- $222/SF
- 9 Days On Market
Last Sold Price $375,000

Last Listing Agent Amy Hill EXP Realty

/50
$950,000 Under Contract
- 4 Beds
- 4 Baths
- 4,200 Sq Ft
1 Tom's Cabin Rd, Dover, VT 05356

Tucked away on 6 private acres in Dover, Vermont, this beautifully crafted 4-bedroom, 4-bath home offers the perfect blend of rustic charm, comfort, and space for year-round enjoyment. A dramatic great room with soaring ceilings, exposed timber framing, a stone fireplace, and a wall of windows creates a warm and inviting gathering space filled with natural light and woodland views.The

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

1 Tom's Cabin Rd, Dover, VT 05356

Showing Results 641 - 680, Page 17 of 18

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