Waterfront homes for sale & real estate in Windham County, VT

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ABOUT THIS HOME
Waterfront Home for sale in Windham County, VT:
This is your chance to own in downtown Londonderry! You have the option of commercial, residential or BOTH. One unit is currently set up for residential use with living area and 3/4 bath on the first level and three bedrooms and full bath on the second floor. The second unit has been used for commercial use in the past with open space and 1/2 bath on the first floor with 3 rooms and 2 full baths on the second floor. Should you choose to live in all or part you would be close to skiing at Bromley, Magic, Okemo and Stratton as well as nearby shopping/dining in Weston and Manchester. If you like outdoor activities you would have most options near by including hiking, biking and horseback r

$299,000

6 beds3 baths3,942 sq ft

2072 N Main St, Londonderry, VT 05148

Separate utilities • New furnace • Hot water heater

ABOUT THIS HOME
Waterfront Home for sale in Windham County, VT:
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 garage. Wonderful neighborhood on a private road. Nice floorplan!!!

$299,000

3 beds2 baths1,632 sq ft

8 Happy Haven Rd, Wilmington, VT 05363

Private road • Riverfront home • Gas fireplace

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Windham County, VT:
A beautiful property needing someone to either do a barn to house conversion or build new on a scenic spot toward the back of the field which overlooks the barns, field, and hills beyond. This was a dairy farm years ago, and the barn still has some stanchions in place. Not a property for anyone to move right into since it needs finishing. This is more suited to a cash sale or special financing. Brockway Mills is a lightly traveled paved road just a half mile or so from Route 103. About equal distance between the scenic towns of Chester and Bellows Falls, and Springfield hospital and shopping is minutes away. Skiing is not far away at Okemo, and it's only 10 minutes from I-91 exit 6! This pr

$249,900

2 beds1 bath— sq ft

2137 Brockway Mills Rd, Chester, VT 05101

Brockway mills gorge • Overlooks the barns • 13 acre lot

ABOUT THIS HOME
Waterfront Home for sale in Windham County, VT:
Nestled alongside a meandering stream, this perfectly private Cape-style home offers an idyllic setting with over 2 acres of lush land, perfect for play, gardening, or entertaining. Built in the late 80's this home features 3 bedrooms and 2 baths blending timeless appeal with modern conveniences. First floor bedroom and a 2 car garage attached with a practical mudroom offers easy living. 5 new heat pumps provides efficient heating and cooling. Located near Magic Mountain ski resort and Lowell Lake state park keeping you active year-round.

$375,000

3 beds2 baths1,520 sq ft

528 VT Route 121, Windham, VT 05148

Practical mudroom • Over 2 acres • 5 new heat pumps

ABOUT THIS HOME
Waterfront Home for sale in Windham County, VT:
Looking for an easy escape to the mountains? This furnished 2-bedroom mobile home sits right on the banks of the West River in West River Park—an ideal spot for seasonal living in Southern Vermont. The park has 23 sites and allows homeowners to stay up to 6 months each year, making it a great option for summer adventures or a winter ski base or, a little bit of both! Stratton is just 20 minutes away, and Mount Snow about 30, so you're never far from the slopes. In warmer months, enjoy fishing, swimming, or hiking nearby. The home has seen several recent updates, including new windows, a new chimney, oil tank, outdoor storage shed, and a propane stove for that cozy cabin feel. Park ren

$65,000

2 beds1 bath672 sq ft

2022 Route 30, Jamaica, VT 05343

Propane stove • Easy access • West river park

Property at 6 Gates Lake Raponda Ln, Wilmington, VT 05363, 2 beds, 1.5 baths

$449,000

2 beds1.5 baths1,416 sq ft

6 Gates Lake Raponda Ln, Wilmington, VT 05363

Property at 3715 Route 11, Landgrove, VT 05148, 5 beds, 2.5 baths

$1,075,000

5 beds2.5 baths2,338 sq ft

3715 Route 11, Landgrove, VT 05148

Property at 10 Riverfront Dr, Bellows Falls, VT 05101, 2 beds, 2 baths

$275,000

2 beds2 baths1,440 sq ft

10 Riverfront Dr, Bellows Falls, VT 05101

Property at 14 Tarheel Trl, Wilmington, VT 05363, 5 beds, 4.5 baths

$2,197,000

5 beds4.5 baths5,110 sq ft

14 Tarheel Trl, Wilmington, VT 05363

Property at 696 S Wardsboro Rd, Wardsboro, VT 05355, 4 beds, 1.5 baths

$339,000

4 beds1.5 baths1,404 sq ft

696 S Wardsboro Rd, Wardsboro, VT 05355

Property at 341 Under The Mountain Rd, South Londonderry, VT 05155, 5 beds, 3 baths

$730,000

5 beds3 baths2,635 sq ft

341 Under The Mountain Rd, South Londonderry, VT 05155

Property at 70 Hunter Ln, Jamaica, VT 05343, 4 beds, 3 baths

$1,200,000

4 beds3 baths4,193 sq ft

70 Hunter Ln, Jamaica, VT 05343

Property at 1189 Cole Pond Rd, Jamaica, VT 05343, 5 beds, 4.5 baths

$1,040,000

5 beds4.5 baths3,363 sq ft

1189 Cole Pond Rd, Jamaica, VT 05343

Property at 1950 N Main St, Londonderry, VT 05148, 7 beds, 4 baths

$430,000

7 beds4 baths3,551 sq ft

1950 N Main St, Londonderry, VT 05148

Property at 207 Brooks Ln, Londonderry, VT 05148, 9 beds, 8 baths

$1,800,000

9 beds8 baths8,054 sq ft

207 Brooks Ln, Londonderry, VT 05148

Property at 20 Newell Hl, West Wardsboro, VT 05360, 4 beds, 2 baths

$369,000

4 beds2 baths2,202 sq ft

20 Newell Hl, West Wardsboro, VT 05360

Property at 36 Woffenden Rd, Wilmington, VT 05363, 6 beds, 2 baths

$3,150,000

6 beds2 baths3,309 sq ft

36 Woffenden Rd, Wilmington, VT 05363

Property at 0 Theresa Ln, Wilmington, VT 05363

$99,500

— beds— baths— sq ft

0 Theresa Ln, Wilmington, VT 05363

Property at 932 Middle Rd, Dummerston, VT 05301

$585,000

— beds— baths— sq ft

932 Middle Rd, Dummerston, VT 05301

Property at X Tyanoga Rd Lot X, Whitingham, VT 05361

$499,000

— beds— baths— sq ft

X Tyanoga Rd Lot X, Whitingham, VT 05361

Property at 00 Pine Banks Rd, Westminster, VT 05346

$850,000

— beds— baths— sq ft

00 Pine Banks Rd, Westminster, VT 05346

Property at L40 Boardman Loop, Wardsboro, VT 05355

$75,000

— beds— baths— sq ft

L40 Boardman Loop, Wardsboro, VT 05355

Property at 00 W River Rd, Brattleboro, VT 05301

$145,000

— beds— baths— sq ft

00 W River Rd, Brattleboro, VT 05301

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Waterfront Homes for Sale in Windham County

There are currently 23 waterfront homes for sale in Windham County at a median listing price of $498K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windham County stay on the market for 85 days. This map is refreshed with the newest listings in Windham County every 15 minutes.

In the past month, 76 homes have been sold in Windham County. In addition to houses in Windham County, there were also 100 condos, 6 townhouses, and 13 multi-family units for sale in Windham County last month. Find your dream home in Windham County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Windham County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windham County. If you're looking to sell your home in the Windham County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windham County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Copyright 2025 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 Mon Nov 24 2025 on the search page

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