3 Bedroom homes for sale & real estate in Windsor County, VT

150 homes

Sort:

Recommended

VIDEO TOUR

ABOUT THIS HOME
3 Bedroom Homes for Sale in Windsor County, VT
Located on the edge of the Historic Stone Village of Chester, this thoughtfully renovated and reimagined circa 1880 3 bedroom, 2 bath home has the character of a VT farmhouse while being totally updated. Set on . 33± acres, this light-filled property features wide-pine floors, exposed beams, and a Vermont Castings woodstove enhancing an inviting open-concept living space. The kitchen/dining has butcher block counters, attractive center island with Vermont slate/stone counter, that looks out over to a picturesque valley view. A spacious first-floor bedroom and full bath with laundry provides easy one-level living. Upstairs, two additional bedrooms with generous closets share a styli

$425,000

3 beds2 baths1,626 sq ft

3208 Green Mountain Tpke, Chester, VT 05143

Wide-pine floors • Exposed beams • Country cabinets

3D WALKTHROUGH

ABOUT THIS HOME
3 Bedroom Homes for Sale in Windsor County, VT
This beautiful, meticulously maintained antique cape known as the Gaffield-Tenney-Hayes House, is nestled in the heart of West Hartford Village, offering timeless character and modern functionality following a major renovation & addition in 2000. Undeniable craftsmanship and character are found throughout this home, these attributes are absent in many homes of today! Set on 1.45 acres of landscaped grounds, this property includes multiple outbuildings including a commercial building equipped with a paint booth, dust collection system and office space, ideal for your current business or future entrepreneurial plans. Enjoy thoughtfully designed outdoor spaces including a fenced garde

$545,000

3 beds1.5 baths1,788 sq ft

5255 Route 14, West Hartford, VT 05084

Covered porch • Fenced garden • Landscaped grounds

3D WALKTHROUGH

ABOUT THIS HOME
3 Bedroom Homes for Sale in Windsor County, VT
* * Renovated, move-in ready, and conveniently located near downtown South Royalton and Vermont Law and Graduate School! * * This 3-bedroom, single-level home at 596 South Windsor Street has undergone a substantial renovation, with nearly every major system replaced. For buyers looking for the convenience of one-floor living without the expense and uncertainty of taking on major renovations, this property deserves a closer look. The permitted improvements include a new boiler, septic system, electrical service and fixtures, plumbing throughout, replacement windows, additional insulation, new garage and entry doors, refinished hardwood floors, tile flooring, three insulated steel flues, a

$475,000

3 beds1.5 baths1,912 sq ft

596 S Windsor St, South Royalton, VT 05068

New boiler • New plumbing • New drilled well

3D WALKTHROUGH

ABOUT THIS HOME
3 Bedroom Homes for Sale in Windsor County, VT
Custom designed by owner/artist and renowned Vermont architect, Richard “Dick” Robson, this extraordinary residence is a true one-of-a-kind home, filled with thoughtful design, artistic details, and natural elements drawn directly from the property itself. A dramatic two-story stone chimney anchors the entry foyer and incorporates built-in waterfalls, while a dedicated meditation room offers its own soothing water feature. The impressive stone fireplace in the living room can also be enjoyed from the adjoining dining and sitting areas, creating a warm and inviting gathering space. Wonderful windows throughout the home capture expansive views into New Hampshire and southern Vermo

$1,590,000

3 beds3 baths3,150 sq ft

1089 Union Village Rd, Norwich, VT 05055

Expansive views • Built in waterfalls • 10.22 acre lot

3D WALKTHROUGH

ABOUT THIS HOME
3 Bedroom Homes for Sale in Windsor County, VT
PRICE IMPROVEMENT - Located just minutes from Okemo Mountain, this home offers a rare opportunity to own a property that masterfully bridges the best of Vermont’s lake and ski seasons. Whether you are seeking a premier lakefront retreat or a cozy mountain lodge, this home is designed to deliver the perfect four-season lifestyle. The interior is built for comfort in any climate. On chilly winter evenings, settle in by the wood-burning stove after a day on the slopes; in the summer, enjoy the open, inviting floor plan with custom concrete countertops, the perfect backdrop for hosting family and friends after a day on the water. With three bedrooms, two full baths, and a versatile lower-

$1,099,000

3 beds2 baths1,248 sq ft

52 Fishing Access Rd, Ludlow, VT 05149

Private decks • Sweeping water views • 1.11 acre lot

Property at 7015 Route 4, Bridgewater, VT 05034, 3 beds, 2.5 baths

$549,000

3 beds2.5 baths3,124 sq ft

7015 Route 4, Bridgewater, VT 05034

Property at 224 Okemo Trailside Ext Unit 46C, Ludlow, VT 05149, 3 beds, 2.5 baths

$715,000

3 beds2.5 baths1,862 sq ft

224 Okemo Trailside Ext Unit 46C, Ludlow, VT 05149

Property at 844 Greeley Rd, Springfield, VT 05156, 3 beds, 2.5 baths

$745,500

3 beds2.5 baths4,280 sq ft

844 Greeley Rd, Springfield, VT 05156

Property at 1259 Connecticut River Rd, White River Junction, VT 05001, 3 beds, 2 baths

$349,000

3 beds2 baths2,614 sq ft

1259 Connecticut River Rd, White River Junction, VT 05001

Property at 296 North St, Chester, VT 05143, 3 beds, 2 baths

$575,000

3 beds2 baths1,788 sq ft

296 North St, Chester, VT 05143

Property at 888 Skyline Dr, Springfield, VT 05156, 3 beds, 1.5 baths

$850,000

3 beds1.5 baths2,020 sq ft

888 Skyline Dr, Springfield, VT 05156

Property at 7 Lilliesville Rd, Stockbridge, VT 05772, 3 beds, 2 baths

$635,000

3 beds2 baths1,771 sq ft

7 Lilliesville Rd, Stockbridge, VT 05772

Property at 193 Jackson Gore Rd Unit 618-620, Ludlow, VT 05149, 3 beds, 3 baths

$200,000

3 beds3 baths2,001 sq ft

193 Jackson Gore Rd Unit 618-620, Ludlow, VT 05149

Property at 148 Edelweiss Rd, Ludlow, VT 05149, 3 beds, 2 baths

$575,000

3 beds2 baths2,656 sq ft

148 Edelweiss Rd, Ludlow, VT 05149

Property at 212 Falcon Loop E, Rochester, VT 05767, 3 beds, 2 baths

$399,000

3 beds2 baths1,381 sq ft

212 Falcon Loop E, Rochester, VT 05767

Property at 129 Depot St, Chester, VT 05153, 3 beds, 1 bath

$195,000

3 beds1 bath960 sq ft

129 Depot St, Chester, VT 05153

Property at 111 Lakeland Dr Unit D, Quechee, VT 05059, 3 beds, 2 baths

$419,000

3 beds2 baths1,346 sq ft

111 Lakeland Dr Unit D, Quechee, VT 05059

Property at 101 Old Coach Rd, Norwich, VT 05055, 3 beds, 6 baths

$4,750,000

3 beds6 baths11,769 sq ft

101 Old Coach Rd, Norwich, VT 05055

Property at 19 Lawridge Hts, Ludlow, VT 05149, 3 beds, 2.5 baths

$695,000

3 beds2.5 baths3,110 sq ft

19 Lawridge Hts, Ludlow, VT 05149

Property at 358 Cowdrey Path, South Woodstock, VT 05071, 3 beds, 2.5 baths

$849,000

3 beds2.5 baths2,638 sq ft

358 Cowdrey Path, South Woodstock, VT 05071

Property at 96 Mill St, North Hartland, VT 05052, 3 beds, 2 baths

$475,999

3 beds2 baths1,900 sq ft

96 Mill St, North Hartland, VT 05052

Property at 233 Brothers Rd, Hartland, VT 05048, 3 beds, 3.5 baths

$839,000

3 beds3.5 baths3,592 sq ft

233 Brothers Rd, Hartland, VT 05048

Property at 840 Sugar Hill Rd, Bethel, VT 05032, 3 beds, 2.5 baths

$829,000

3 beds2.5 baths2,400 sq ft

840 Sugar Hill Rd, Bethel, VT 05032

Property at 1326 Curtis Hollow Rd, Woodstock, VT 05091, 3 beds, 2 baths

$750,000

3 beds2 baths2,004 sq ft

1326 Curtis Hollow Rd, Woodstock, VT 05091

Property at 77 Sand Hill Rd, Bethel, VT 05032, 3 beds, 1.5 baths

$245,000

3 beds1.5 baths1,200 sq ft

77 Sand Hill Rd, Bethel, VT 05032

Property at 168 Chandler Rd, Chester, VT 05143, 3 beds, 2 baths

$627,000

3 beds2 baths2,204 sq ft

168 Chandler Rd, Chester, VT 05143

Property at 103 Dyer Rd, Sharon, VT 05065, 3 beds, 3 baths

$858,000

3 beds3 baths1,728 sq ft

103 Dyer Rd, Sharon, VT 05065

Property at 948 Wheelock Rd, Hartford, VT 05059, 3 beds, 2 baths

$600,000

3 beds2 baths1,864 sq ft

948 Wheelock Rd, Hartford, VT 05059

Property at 18 Oak Chapel Rd, Bridgewater Corners, VT 05035, 3 beds

$179,000

3 beds— baths— sq ft

18 Oak Chapel Rd, Bridgewater Corners, VT 05035

Property at 115 Eastman Rd, South Woodstock, VT 05071, 3 beds, 3.5 baths

$5,350,000

3 beds3.5 baths5,384 sq ft

115 Eastman Rd, South Woodstock, VT 05071

Property at 32 Mark St, Springfield, VT 05156, 3 beds, 1 bath

$254,900

3 beds1 bath1,489 sq ft

32 Mark St, Springfield, VT 05156

Property at 61 Channing Dr, Windsor, VT 05089, 3 beds, 1 bath

$349,000

3 beds1 bath1,298 sq ft

61 Channing Dr, Windsor, VT 05089

Property at 23 Brookside Dr, Norwich, VT 05055, 3 beds, 2 baths

$605,000

3 beds2 baths3,300 sq ft

23 Brookside Dr, Norwich, VT 05055

Property at 38 Rimrock Rd Unit 3B, Ludlow, VT 05149, 3 beds, 3 baths

$535,000

3 beds3 baths1,521 sq ft

38 Rimrock Rd Unit 3B, Ludlow, VT 05149

Property at 39 Elm St Unit B, Woodstock, VT 05091, 3 beds, 3.5 baths

$1,525,000

3 beds3.5 baths3,294 sq ft

39 Elm St Unit B, Woodstock, VT 05091

Property at 625/627 Qtr. I I I Adams House, Ludlow, VT 05149, 3 beds, 3 baths

$197,500

3 beds3 baths2,001 sq ft

625/627 Qtr. I I I Adams House, Ludlow, VT 05149

Property at 194 Union St, Springfield, VT 05156, 3 beds, 1 bath

$255,000

3 beds1 bath1,459 sq ft

194 Union St, Springfield, VT 05156

Property at 145 Spruce Ln #3, Ludlow, VT 05149, 3 beds, 2.5 baths

$595,000

3 beds2.5 baths1,862 sq ft

145 Spruce Ln #3, Ludlow, VT 05149

Property at 470 Morgan Rd, Hartford, VT 05059, 3 beds, 2 baths

$495,000

3 beds2 baths1,736 sq ft

470 Morgan Rd, Hartford, VT 05059

Property at 46 Carpenters Point Rd, Ludlow, VT 05149, 3 beds, 2 baths

$1,050,000

3 beds2 baths1,860 sq ft

46 Carpenters Point Rd, Ludlow, VT 05149

Property at 232 Soaring Hawk Rd, Plymouth, VT 05056, 3 beds, 2 baths

$450,000

3 beds2 baths1,276 sq ft

232 Soaring Hawk Rd, Plymouth, VT 05056

Viewing page 2 of 4

3 Bedroom Homes for Sale in Windsor County

There are currently 150 3 bedroom homes in Windsor County. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windsor County stay on the market for 92 days. This map is refreshed with the newest listings in Windsor County every 15 minutes.

In the past month, 102 homes have been sold in Windsor County. In addition to houses in Windsor County, there were also 113 condos, 0 townhouses, and 17 multi-family units for sale in Windsor County last month. Find your dream home in Windsor 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 Windsor County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windsor County. If you're looking to sell your home in the Windsor County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windsor County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Windsor County, VT

Cities

Nearby Counties

Nearby Counties with 3 Bedroom Homes

Nearby Cities with 3 Bedroom Homes

More to explore in Windsor County, VT

How to buy a house in Windsor County, VT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Vermont

Burlington homes for sale
$525,000
Stowe homes for sale
$999,000
Woodstock homes for sale
$975,000
Montpelier homes for sale
$425,000
South Burlington homes for sale
$679,000
Brattleboro homes for sale
$286,500
Waterbury homes for sale
$437,500
Rutland homes for sale
$299,000
Ludlow homes for sale
$647,000
Shelburne homes for sale
$469,950
Waitsfield homes for sale
$515,000
Middlebury homes for sale
$499,000
Manchester homes for sale
$925,000
Bennington homes for sale
$264,000
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 Tue Nov 10 2026 on the search page

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.