Windham County, VT homes for sale & real estate

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FLOOR PLAN

ABOUT THIS HOME
Windham County, VT Homes for Sale
Hard to find turn-key 3 bedroom/2 1/2 bath home on a quiet country cul-de-sac! This loving cared for home features an open concept kitchen/dining area /living room floor plan. The large kitchen offers an efficient work space with loads of counterspace and hardwood cabinets with stove, dishwasher, microwave and side-by-side refrigerator. The adjoining dining area is bathed in sunlight from the south facing slider walking out onto the large deck overlooking the yard. Some built in cabinets complete the dining area. Continuing to the rear of the house, the nice sized living room provides ample seating areas, a place for the big flat-screen and nook for a desk or bookshelf. The mini-split effe

$395,000

3 beds2.5 baths1,404 sq ft

37 Poplar Ln, Vernon, VT 05354

Large deck • Open concept kitchen • Walk-in closet

FLOOR PLAN

ABOUT THIS HOME
Windham County, VT Homes for Sale
Located in the heart of Wilmington, this charming two bedroom, one and a half bath home offers an excellent opportunity to create something truly special. Just a short walk to shops, restaurants, and everything downtown has to offer, the location is hard to beat. The home features an attached garage with potential unfinished space above, offering endless possibilities for expansion, a home office, studio, or additional living area. Fidium high-speed fiber internet is already available on site, making it ideal for remote work or streaming. Connected to town water and sewer, the property offers added convenience and potential for future improvements, subject to local permitting and applicable

$239,900

2 beds1.5 baths2,184 sq ft

6 Church St, Wilmington, VT 05363

New furnace • Attached garage • Garage

ABOUT THIS HOME
Windham County, VT Homes for Sale
This is an estate sale. Entry into the property is forbidden. While the land is beautiful and in a very pastoral rural setting, the dwelling is considered to be a tear down. This property is being sold "as is where is. " Accompanied showings only preferably on Wednesday when the caretaker will be available.

$310,000

3 beds1.5 baths1,536 sq ft

627 Abbott Rd, Brattleboro, VT 05301

1.9 acre lot • 2 garage spots • Built 1800

ABOUT THIS HOME
Windham County, VT Homes for Sale
What do you get when two pioneers buy a beautiful colonial farmstead with the intention of sticking around quite a while, rehabilitate it for their long-term use, and then find out work will require them to relocate? You get this gorgeously renovated 4-bath-4-bed 1890 construction on over 2.5 lovely acres back on the market! Sellers are motivated due to having already relocated for work! Historical authenticity has not been sacrificed in their successful pursuit of modern comfort: the tasteful remodeling of the kitchen, bathrooms, floors, ceilings, and more won't distract from your delight in the rustic touches left intact or even improved upon. Luxuriate in ce

$450,000

4 beds3 baths2,320 sq ft

5735 VT Route 11, Londonderry, VT 05148

Central ac • Gorgeously renovated • Chicken coop

ABOUT THIS HOME
Windham County, VT Homes for Sale
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 floor features a well-equipped kitchen with cherry cabinetry, granite countertops, and seating for six, opening to a spacious living room ideal for relaxing or birdwatching year-round. Upstairs you’ll find two bedrooms and an office that could easily serve as a third bedroom. The walkout basement

$550,000

3 beds2 baths1,957 sq ft

256 Potter Rd, Wardsboro, VT 05355

Walkout basement • Natural materials • Spacious living room

Property at 14 High Top Rd Unit B124, Wilmington, VT 05359, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths3,197 sq ft

14 High Top Rd Unit B124, Wilmington, VT 05359

Property at 116 Teacher Rd, Jamaica, VT 05343, 4 beds, 2.5 baths

$549,000

4 beds2.5 baths2,359 sq ft

116 Teacher Rd, Jamaica, VT 05343

Property at 364 Houghtonville Rd, Grafton, VT 05146, 4 beds, 3.5 baths

$999,000

4 beds3.5 baths3,649 sq ft

364 Houghtonville Rd, Grafton, VT 05146

Property at 8H Trailside Village Way Unit I22, West Dover, VT 05356, 2 beds, 2 baths

$454,000

2 beds2 baths1,040 sq ft

8H Trailside Village Way Unit I22, West Dover, VT 05356

Property at 14 Deepwood Park, Brattleboro, VT 05301, 3 beds, 2 baths

$149,900

3 beds2 baths1,232 sq ft

14 Deepwood Park, Brattleboro, VT 05301

Property at 14J Trailside Village Way Unit K32, West Dover, VT 05356, 3 beds, 3 baths

$674,000

3 beds3 baths1,400 sq ft

14J Trailside Village Way Unit K32, West Dover, VT 05356

Property at 39 Brookside Dr #5, Brattleboro, VT 05301, 2 beds, 1 bath

$190,000

2 beds1 bath930 sq ft

39 Brookside Dr #5, Brattleboro, VT 05301

Property at 41 Organ St, Brattleboro, VT 05301, 2 beds, 1 bath

$270,000

2 beds1 bath1,061 sq ft

41 Organ St, Brattleboro, VT 05301

Property at 5892 Route 100, Londonderry, VT 05148, 2 beds, 2 baths

$340,000

2 beds2 baths1,841 sq ft

5892 Route 100, Londonderry, VT 05148

Property at 83C Greensprings Rd, West Dover, VT 05356, 3 beds, 3.5 baths

$691,000

3 beds3.5 baths2,400 sq ft

83C Greensprings Rd, West Dover, VT 05356

Property at 85 Brown's Rd, Newfane, VT 05345, 3 beds, 2 baths

$674,000

3 beds2 baths1,660 sq ft

85 Brown's Rd, Newfane, VT 05345

Property at 104 Morningside Cmns, Brattleboro, VT 05301, 2 beds, 2 baths

$279,000

2 beds2 baths1,139 sq ft

104 Morningside Cmns, Brattleboro, VT 05301

Property at 180 Debbie Higgins Ln, Wardsboro, VT 05355, 3 beds, 2 baths

$415,000

3 beds2 baths1,053 sq ft

180 Debbie Higgins Ln, Wardsboro, VT 05355

Property at 176 Brophy Ln, Londonderry, VT 05155, 4 beds, 2 baths

$475,000

4 beds2 baths1,816 sq ft

176 Brophy Ln, Londonderry, VT 05155

Property at 152 Lake Raponda Rd, Wilmington, VT 05363, 5 beds, 4 baths

$1,997,000

5 beds4 baths5,757 sq ft

152 Lake Raponda Rd, Wilmington, VT 05363

Property at 661 Wright Orchard Rd, Grafton, VT 05146, 3 beds, 2 baths

$669,000

3 beds2 baths3,044 sq ft

661 Wright Orchard Rd, Grafton, VT 05146

Property at 59 Colonial Ridge Rd, West Dover, VT 05356, 4 beds, 2 baths

$499,000

4 beds2 baths2,856 sq ft

59 Colonial Ridge Rd, West Dover, VT 05356

Property at 9 Greer Ct, Wilmington, VT 05363, 3 beds, 3 baths

$575,000

3 beds3 baths2,080 sq ft

9 Greer Ct, Wilmington, VT 05363

Property at 16C Trailside Village Way Unit L21, West Dover, VT 05356, 2 beds, 2 baths

$454,000

2 beds2 baths1,200 sq ft

16C Trailside Village Way Unit L21, West Dover, VT 05356

Property at 12 Autumn Gem Dr, Dummerston, VT 05301, 3 beds, 2 baths

$295,000

3 beds2 baths1,232 sq ft

12 Autumn Gem Dr, Dummerston, VT 05301

Property at 752 Butternut Hill Rd, Guilford, VT 05301

$275,000

Studio— baths1,200 sq ft

752 Butternut Hill Rd, Guilford, VT 05301

Property at 92 Oakmont Ln, Stratton, VT 05360, 2 beds, 2 baths

$1,150,000

2 beds2 baths1,920 sq ft

92 Oakmont Ln, Stratton, VT 05360

Property at 253 Sugar House Hl, Guilford, VT 05301, 5 beds, 5.5 baths

$810,000

5 beds5.5 baths5,064 sq ft

253 Sugar House Hl, Guilford, VT 05301

Property at 96 Lower Bartonsville Rd, Chester, VT 05143, 3 beds, 2 baths

$360,000

3 beds2 baths1,312 sq ft

96 Lower Bartonsville Rd, Chester, VT 05143

Property at 1161 Little Pond Rd, Londonderry, VT 05148, 4 beds, 3 baths

$645,000

4 beds3 baths2,740 sq ft

1161 Little Pond Rd, Londonderry, VT 05148

Property at 1877 Fort Bridgman Rd, Vernon, VT 05354, 5 beds, 1.5 baths

$400,000

5 beds1.5 baths2,218 sq ft

1877 Fort Bridgman Rd, Vernon, VT 05354

Property at 7 Hyde St, Bellows Falls, VT 05101, 3 beds, 1.5 baths

$265,000

3 beds1.5 baths1,924 sq ft

7 Hyde St, Bellows Falls, VT 05101

Property at 51A Suntec Loop, West Dover, VT 05356, 4 beds, 3 baths

$497,500

4 beds3 baths2,200 sq ft

51A Suntec Loop, West Dover, VT 05356

Property at 52 Ruth Way, Wilmington, VT 05363, 4 beds, 3 baths

$399,000

4 beds3 baths2,345 sq ft

52 Ruth Way, Wilmington, VT 05363

Property at 1530 Somerset Rd, Wilmington, VT 05363, 2 beds, 1 bath

$149,000

2 beds1 bath744 sq ft

1530 Somerset Rd, Wilmington, VT 05363

Property at 78 Shady Pines Park, Westminster, VT 05158, 3 beds, 1.5 baths

$45,000

3 beds1.5 baths924 sq ft

78 Shady Pines Park, Westminster, VT 05158

Property at 28 Stugger Rd, West Dover, VT 05356, 3 beds, 2 baths

$639,000

3 beds2 baths2,408 sq ft

28 Stugger Rd, West Dover, VT 05356

Property at 6 High Point Dr #401, Stratton, VT 05155, 4 beds, 3.5 baths

$865,000

4 beds3.5 baths2,133 sq ft

6 High Point Dr #401, Stratton, VT 05155

Property at 2068 S Wardsboro Rd, Wardsboro, VT 05355, 4 beds, 1 bath

$349,000

4 beds1 bath1,608 sq ft

2068 S Wardsboro Rd, Wardsboro, VT 05355

Property at 38 Depot Rd, Townshend, VT 05353, 2 beds, 2 baths

$289,000

2 beds2 baths1,200 sq ft

38 Depot Rd, Townshend, VT 05353

Property at 33 Carinthia Dr, Mt Snow, VT 05356, 4 beds, 4.5 baths

$899,000

4 beds4.5 baths3,100 sq ft

33 Carinthia Dr, Mt Snow, VT 05356

Viewing page 4 of 12

Average home prices near Windham County, VT

Cities

Putney homes for sale
$719,950
Stratton Mountain homes for sale
$895,000
Chimney Hill homes for sale
$444,000
West Brattleboro homes for sale
$219,000
Bellows Falls homes for sale
$232,000
Walpole homes for sale
$642,450
Jamaica homes for sale
$425,000
Westminster homes for sale
$427,000
Wilmington homes for sale
$347,000
Brattleboro homes for sale
$284,000
South Londonderry homes for sale
$499,000
Jacksonville homes for sale
$179,000
Newfane homes for sale
$369,000
Grafton homes for sale
$639,000

Counties

Windham County, VT real estate trends

All Home Types trends in Windham County, VT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$371,668

-18.8% YoY | Sep 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Sep 2026

Growth

% YoY

Windham County, VT

$371,668

-18.8%

See more Windham County, VT market insights

More to explore in Windham County, VT

How to buy a house in Windham County, VT

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First-time homebuyer's guide

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Popular Markets in Vermont

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$286,500
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$515,000
Middlebury homes for sale
$499,000
Manchester homes for sale
$935,000
Bennington homes for sale
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Norwich homes for sale
$939,000

Copyright 2026 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Sat Nov 07 2026 on the search page

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