Windsor County VT Homes for Sale

/44
$3,495,000
- 4 Beds
- 4.5 Baths
- 4,708 Sq Ft
207 Willey Hill Rd, Norwich, VT 05055

Nestled on a private 17-acre retreat, The Pond at Willey Hill is a quintessentially picturesque estate just a stone’s throw away from Norwich, Hanover, and the best of the Upper Valley. Featuring a wildlife-rich pond as its center, the beautifully landscaped grounds offer seasonal long-range views, a pool, woodland trail, and a park-like fenced area. Expertly renovated by renowned builders O’Hara

David Donegan Snyder Donegan Real Estate Group

207 Willey Hill Rd, Norwich, VT 05055
/48
$575,000
- 9 Beds
- 6 Baths
- 5,054 Sq Ft
12 Commonwealth Ave, Ludlow, VT 05149

A rare find in the heart of the Ludlow Village. This three-family property offers over 5,000 sq. ft. of income-generating space, just steps from the Okemo shuttle and downtown Ludlow! With a strong rental history this property offers both versatility and value. Two of the three units have been beautifully, recently updated and are turn key. One unit used by by the Seller, the second currently

Frank Provance Diamond Realty

12 Commonwealth Ave, Ludlow, VT 05149
/10
$385,000
- 6 Beds
- 4 Baths
- 2,949 Sq Ft
7 Commonwealth Ave, Ludlow, VT 05149

Bring your vision and unlock the potential! This property has been fully gutted and is ready for your transformation. With a new roof, windows and siding and decking on the porch, you're well on your way! Conveniently located in the Village Of Ludlow near skiing, golf, lakes for swimming, and village shopping, it’s the perfect opportunity for contractors, investors, or DIYers. With two separate

Frank Provance Diamond Realty

7 Commonwealth Ave, Ludlow, VT 05149
/11
$119,000
- Land
- 16 Acres
- $7,589 per Acre
00 E Hill Rd, Andover, VT 05143

Rooted in along scenic East Hill Road in the bucolic town of Andover, this 16-acre parcel offers a rare opportunity to create your own private haven in one of Southern Vermont’s most peaceful and charming settings. Just minutes from Ludlow and the slopes of Okemo Mountain, this location strikes the perfect balance between quiet countryside and convenient access to skiing, shopping, dining, and

Daire Gibney Barrett and Valley Associates Inc.

00 E Hill Rd, Andover, VT 05143
/20
$250,000
- Land
- 28 Acres
- $8,772 per Acre
00 Chapel Hill Rd, Sharon, VT 05065

Located on a class IV road, right after the end of the publicly maintained section of Chapel Hill Road, this 28.5 acre parcel has potential for a camp, off-grid home, or as a recreational getaway. The Seller has roughed in a driveway to a level spot about 600 feet from the town maintained road. Build here or clear at the top of the land for incredible views of Mt. Ascutney, Killington, and

Tami Sullivan Snyder Donegan Real Estate Group

00 Chapel Hill Rd, Sharon, VT 05065
/50
$529,000
- 5 Beds
- 3 Baths
- 2,431 Sq Ft
56 Andover St, Ludlow, VT 05149

This charming 1900s home is ideally situated in the heart of Ludlow Village, just 0.5 miles from the Okemo Base Lodge and only 0.1 miles to restaurants and shopping. Tastefully appointed with high ceilings and large windows, the home is filled with natural light throughout.Offering 5 bedrooms and 3 baths, there’s plenty of room for family and guests. The spacious layout offers multiple areas for

Jessica Citera Cummings & Co

56 Andover St, Ludlow, VT 05149
/35
$249,000
- 3 Beds
- 1.5 Baths
- 1,538 Sq Ft
8 Center St, Springfield, VT 05156

Nicely maintained three-bedroom home. This home has lots of room inside, so the options are varied. Home office/den, family room, living room, dining room-with the layout the rooms are interchangeable to fit your needs. Second floor features three bedrooms and a bonus walk-thru room. The enclosed porch makes a great entry room for shoes, boots, bags and more. This home has been Handi-cap

Julie Buffum Buffum Realty

8 Center St, Springfield, VT 05156
/6
$299,000
- Land
- 116 Acres
- $2,573 per Acre
00 Grout Rd, Weathersfield, VT 05153

A large private parcel of land located in Cavendish on the Weathersfield line. This 116+- acres is a mix of woods and cleared areas that has beautiful mountain views that can be accessed from Grout road. There is road frontage on scenic vermont route 131 that can access the land with grading. These 2 lot have been surveyed and there are multiple possible building sites. This property is close to

John Napier TPW Real Estate

00 Grout Rd, Weathersfield, VT 05153
/19
$695,000
- Land
- 61 Acres
- $11,474 per Acre
0 Noah Wood Rd, Woodstock, VT 05071

Incredible location! 60+ acres situated on the corner of South Rd. (106) and Noah Wood Rd. in beautiful South Woodstock. The land rises from the roads to the crest of the hilltop with amazing view potential looking to the Northeast. Multiple building sites can be found throughout the property which offers great recreational opportunities including direct access to the VAST trail on the lower

Dan Noble Snyder Donegan Real Estate Group

0 Noah Wood Rd, Woodstock, VT 05071
/31
$489,000
- 4 Beds
- 3 Baths
- 2,074 Sq Ft
111 Forest Ln, Rochester, VT 05767

Located in the sought after Great Hawk community of Rochester is this 4 bedroom, 3 bath home with updates that make maintaining this home easy on your checkbook. Solar array reduces power bill to minimum fee for 9 months out of the year. Heat pumps further reduce energy costs. This home could use some cosmetic updating as owner put home investment into the utility of the home, new roof and new

Patricia Harvey Xsell Realty LLC

111 Forest Ln, Rochester, VT 05767
/37
$699,000
- Land
- 52 Acres
- $13,365 per Acre
00 Granite Ledge, Pomfret, VT 05059

Pristine Pomfret land with view of Ascutney! Build your dream home on this unspoiled parcel in one of Pomfret's most beautifully preserved and scenic locales. Surrounded by large landholdings and conserved farmland, but only ten minutes from Woodstock and with excellent access to Route 4 and Quechee, this land comprises historic rock walls, mature hardwoods, a stream, and offers the potential for

Keri Cole Williamson Group Sothebys Intl. Realty

00 Granite Ledge, Pomfret, VT 05059
/15
$150,000
- Land
- 2.58 Acres
- $58,140 per Acre
0 Cedar Dr, Ludlow, VT 05149

Discover the perfect canvas for your dream home on this serene 2.5+/-acre lot, ideally located at the end of a cul-de-sac on Cedar Drive in Ludlow, VT. Nestled in a peaceful subdivision, this wooded parcel offers the privacy, natural beauty, and tranquility that define Vermont living. With power conveniently available at the street, this property is ready for your vision—whether that’s a mountain

Katherine Burns William Raveis Real Estate Vermont Properties

0 Cedar Dr, Ludlow, VT 05149
/48
$4,900,000
- 7 Beds
- 9 Baths
- 9,464 Sq Ft
5893 Stage Rd, Barnard, VT 05031

"LONG WAY HILL" - An elegant and beautifully constructed residence of the highest quality, privately situated on 54 acres with long-range views, lawns, gardens, fields and trails. Beautiful perennial and wildflower gardens offer charming, private views of woods and hills over a half-acre pond. Architect-designed in the style of a traditional New England country home, the main residence has 5

John Snyder Snyder Donegan Real Estate Group

5893 Stage Rd, Barnard, VT 05031
/56
$1,185,000
- 3 Beds
- 2.5 Baths
- 2,668 Sq Ft
32 Old Farm Rd, Norwich, VT 05055

Spring is in full bloom around this beautiful home in the desirable Old Farm neighborhood! With many spaces thoughtfully renovated in recent years by Riverlight Builders, this property features a stunning new kitchen with a center island with bar seating, Quartzite natural stone countertops, and high-end cabinetry, seamlessly open to the main floor living areas, making it ideal for entertaining

Evan Pierce Four Seasons Sotheby's Int'l Realty

32 Old Farm Rd, Norwich, VT 05055
/46
$695,000
- 3 Beds
- 2.5 Baths
- 3,680 Sq Ft
82 Hiram Atkins Byway, Hartford, VT 05001

Wonderful colonial style home that has been beautifully maintained, updated and nestled on a semi private lot in Quechee Lakes. Membership gives access to one of Vermont's finest 36 hole golf courses, club house, pool, beach area at lake Pineo, quechee ski hill, pickleball, tennis and is a great spot for biking and hiking. Just a short drive to KILLINGTON, Pico, Saskadena Six Ski area and many

Alex DeFelice The Clerkin Agency, P.C.

82 Hiram Atkins Byway, Hartford, VT 05001
/54
$950,000
- 3 Beds
- 2.5 Baths
- 2,488 Sq Ft
158 Rice Rd, Windsor, VT 05089

This gorgeous post and beam home overlooks 10+ acres of rolling pasture framed by a mixture of hard and soft woods. Expansive 9' ceilings and light-filled rooms highlight the perfect confluence of natural wood and traditional building styles, all emphasized by first-class details including soapstone countertops, slate tile and stainless steel appliances - including a professional grade gas range.

Terry Davis Williamson Group Sothebys Intl. Realty

158 Rice Rd, Windsor, VT 05089
/3
$15,000
- Land
- 1.39 Acres
- $10,791 per Acre
00 Salt Ash Rd, Plymouth, VT 05056

Escape to Serenity: Your Dream Vacant Land Awaits!Welcome to a slice of paradise where nature’s beauty meets boundless potential! Nestled in an excellent location, this 1.39-acre vacant land is your blank canvas, ready to become the sanctuary you’ve always envisioned. Imagine waking up surrounded by the whispers of nature, with the promise of stunning potential views waiting just beyond your

Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

00 Salt Ash Rd, Plymouth, VT 05056
/26
$379,000
- 2 Beds
- 2 Baths
- 960 Sq Ft
1474 Hartford Ave, White River Junction, VT 05001

This delightful ranch style home has two bedrooms and two baths. Hardwood Floors, laundry on the first level. Basement rooms are roughed in and offers a bonus room and plenty of storage. The attached one car garage allows for direct access to the home. Kitchen is spacious and has new flooring. Slider to a 14x14 deck. level back yard and a 8x8 storage shed. Room for flowers or garden. Close

Jill Stark RE/MAX Upper Valley

1474 Hartford Ave, White River Junction, VT 05001
/59
$289,500
- 2 Beds
- 1 Bath
- 996 Sq Ft
1084 Rush Meadow Rd, West Windsor, VT 05037

Attractive two bedroom, 1 bath ranch style home on a serene 1.08-acre parcel nestled along scenic Rush Meadow Road in West Windsor. Right in the heart of Horse Country! The kitchen has upgraded cabinetry and there is overflow third bedroom space in the lower level that can be turned into home office or den usage. This gently sloping lot offers a harmonious blend of open lawn and pleasant

John Bassette Bassette Real Estate Group

1084 Rush Meadow Rd, West Windsor, VT 05037
/38
$990,000
- 2 Beds
- 3 Baths
- 1,364 Sq Ft
193 Jackson Gore Unit 739/741, Ludlow, VT 05149

Come and experience Vermont at its best! This condo is located in Jackson Gore on Okemo Mountain in Ludlow. The slope side Bixby house has stunning views of the mountain and trails. This unit would serve well as a family retreat or rental investment property. It boasts a gas fireplace for cold winter nights. It has 2 bedrooms and 3 bathrooms and offers lock-out capability for separate rental

John Napier TPW Real Estate

193 Jackson Gore Unit 739/741, Ludlow, VT 05149
/51
$795,000
- 3 Beds
- 3.5 Baths
- 3,240 Sq Ft
149 Arnold Rd, Bethel, VT 05032

Charming Country Log Home on 35 Private AcresOffered for the first time on the market, this beautifully crafted 2012 log home offers the perfect blend of rustic charm and modern comfort. Thoughtfully designed, the home features 3 spacious bedrooms and 4 bathrooms, with flexible layout options to suit your lifestyle. Two generously sized bedrooms on the main floor offer potential for a primary

Eric Kenyon Rural Vermont Real Estate

149 Arnold Rd, Bethel, VT 05032
/51
$695,000
- 4 Beds
- 3 Baths
- 3,100 Sq Ft
35 Stevens Rd, Cavendish, VT 05142

This is a dream come true for someone who is seeking a Vermont nature retreat in every season. Located on the corner of two quiet, town maintained, gravel roads, one of which is a dead end, is the handsome 1800 traditional Cape with two additions! This classic home includes 40+ acres. Only one other house can be seen from the property & you have to know where to look! The views of Mother Nature

Betty McEnaney Diamond Realty

35 Stevens Rd, Cavendish, VT 05142
/15
$119,500
- 2 Beds
- 2 Baths
- 924 Sq Ft
291 Tall Timbers Dr, White River Junction, VT 05001

Discover a peaceful place to call your own in the Tall Timbers community.Nestled near the end of a quiet street, this home offers a serene atmosphere in a prime location. The desirable split-bedroom floor plan provides maximum privacy, with each bedroom and full bath located on opposite ends of the home. An open-concept living area seamlessly connects to a well-appointed kitchen, complete with a

Julie Davis KW Vermont Woodstock

291 Tall Timbers Dr, White River Junction, VT 05001
/24
$359,000
- 3 Beds
- 2.5 Baths
- 1,726 Sq Ft
115 Austin Hill Rd, Rochester, VT 05767

Country Oasis Near Adventure — Big Price Drop to Sell Fast!Charming 3-bed, 2.5-bath home in peaceful countryside, minutes from top ski resorts, mountain biking, and hiking trails. Rare chance to own a nature lover’s paradise!Features include a Jack and Jill bathroom, spacious living areas, and a sun porch overlooking a private pond. Enjoy morning coffee watching deer and songbirds.Highlights:Sun

Derek Greene Derek Greene

115 Austin Hill Rd, Rochester, VT 05767
/5
$100,000
- Land
- 4.30 Acres
- $23,256 per Acre
00 N Hill Rd, Andover, VT 05143

The first step in building your Vermont Dream home is finding the perfect piece of land. Look no further! Situated on quiet country road of North Hill this parcel offers great building site, quiet location, easy access to skiing at Vail/Okemo resort (only minutes away), VAST access, close to Weston village with the Vermont Country Store and the Weston Playhouse. Soil tests were conducted years

Lisa Kelley Cummings & Co

00 N Hill Rd, Andover, VT 05143
/42
$399,000
- 3 Beds
- 2 Baths
- 1,492 Sq Ft
2903 Vermont 107, Stockbridge, VT 05772

Come take a look at this 3 bedroom, 1 3/4 bath, well cared for and tastefully updated "Country Charmer". This home has a little bit of everything for everyone. Sited on an amazing well-manicured level lot. There is an additional 2 bay garage w/ample workshop area, a sugar house, and a pony/animal run-in. The first floor has a primary bedroom, 3/4 bath and laundry. Enjoy the sunny, open flow from

Rose Wright Vermont Heritage Real Estate

2903 Vermont 107, Stockbridge, VT 05772
/35
$730,000
- 3 Beds
- 3.5 Baths
- 2,314 Sq Ft
3755 Quechee Main St Unit 11B, Quechee, VT 05059

Unique opportunity to own in the highly sought-after Coach Road condominium complex! This unit is within walking distance (or a very quick golf cart ride) to the Quechee Club and all its amenities. Coach Road condos boast what many say is the best location in Quechee. Entering through the front door, you find a generous foyer with ample closet space. High ceilings and full-length windows shower

Jennifer Kirkman KW Vermont Woodstock

3755 Quechee Main St Unit 11B, Quechee, VT 05059
/60
$750,000
- 5 Beds
- 4.5 Baths
- 4,482 Sq Ft
33 Acorn St, White River Junction, VT 05001

This home has been cherished by its owners since they bought it as a new ranch style home when it was built in 1994. Since then, two floors have been added and the basement finished creating multiple flexible-use spaces. There are a total of 8 different rooms that could be used as bedrooms including a first floor bedroom and a second floor primary with enormous walk-in closet, en-suite bathroom

Tami Sullivan Snyder Donegan Real Estate Group

33 Acorn St, White River Junction, VT 05001
/15
$835,000
- Land
- 150 Acres
- $5,567 per Acre
0 Walker Hill Rd, Bridgewater, VT 05091

150 acres of recreational paradise! Absolute and total privacy! Enjoy long views of mountain peaks showing criss crossed ski trails, pristine cascading streams with mesmerizing waterfalls over large rock outcroppings, mature woodland which hasn't been logged in over 50 years, a fully equipped camper trailer with propane fired generator for off grid living and even a 4 wheeler outfitted with

John Wetmore Wetmore Real Estate

0 Walker Hill Rd, Bridgewater, VT 05091
/47
$8,000,000
- 3 Beds
- 3.5 Baths
- 5,384 Sq Ft
115 Eastman Rd, Woodstock, VT 05091

Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a

Keri Cole Williamson Group Sothebys Intl. Realty

115 Eastman Rd, Woodstock, VT 05091
/21
$290,000
- Land
- 30 Acres
- $9,555 per Acre
00 Chapel Hill Rd, Sharon, VT 05065

Located at the end of publicly maintained Chapel Hill Road, this lot consists of 20.85 acres in Sharon and 9.5 acres in Norwich. A woods road or future driveway leads to the height of land with unparalleled panoramic, southwesterly views of Mt. Ascutney, Killington, and beyond. There is no power on this section of Chapel Hill Rd., but the lot would be perfect for a solar home, camp, or just a

Tami Sullivan Snyder Donegan Real Estate Group

00 Chapel Hill Rd, Sharon, VT 05065
/46
$1,325,000
- 4 Beds
- 2 Baths
- 2,554 Sq Ft
325 Cemetery Rd, West Windsor, VT 05089

Farm at Gaelic Crossing is an equestrian property set on 26.72± acres, has dramatic views of Mount Ascutney and, after summer showers, the frequent and magical appearance of rainbows—often even double rainbows—across the wide, open sky.This updated c.1842 New England Cape offers 2,554 square feet of finished living space, including four bedrooms—two conveniently located on the first floor. Wide

Story Jenks LandVest, Inc/Woodstock

325 Cemetery Rd, West Windsor, VT 05089
/38
$750,000
- 4 Beds
- 3 Baths
- 2,557 Sq Ft
144 Butternut Ln, Woodstock, VT 05091

The Harry Emmons House an antique brick cape located in the village of Taftsville sited on an open flat village lot. Through the classic covered farm porch enter a gathering room with a brick fireplace, light-filled high ceilings, exposed beams in comfortably sized rooms, a country kitchen, sunny dining room, and a first-floor bedroom with dressing area. Moving upstairs, the second floor has two

Scott Monahan Williamson Group Sothebys Intl. Realty

144 Butternut Ln, Woodstock, VT 05091
/28
$495,000
- 2 Beds
- 3 Baths
- 2,091 Sq Ft
85 Townhouse Way Unit 14, Woodstock, VT 05091

Fully furnished condo nestled in a small quiet community just 5 minutes from "Historic Woodstock". Super location! This unit is in very good condition- first floor comprised of a den//bedroom with pocket doors for added privacy and an adjacent 3/4 bath. Spacious living room anchored by a newer propane fireplace to curl up with a book on a cold winter day. A couple of steps down takes you

Gretchjen Smith Williamson Group Sothebys Intl. Realty

85 Townhouse Way Unit 14, Woodstock, VT 05091
/18
$120,000
- 3 Beds
- 2 Baths
- 1,144 Sq Ft
133 Willow Cir, White River Junction, VT 05001

An affordable 3-bedroom 2-bath double-wide home in one of the Upper Valley’s most sought-after parks, Tall Timbers. One Car garage, lots of storage and more. This home offers laminate flooring, spacious kitchen and laundry area. One of the best lots available with plenty of space, you’ll feel like you live on your own land. The surrounding homes are in great condition and with a little TLC

Richard Ballou RE/MAX Upper Valley

133 Willow Cir, White River Junction, VT 05001
/46
$625,000
- 2 Beds
- 3 Baths
- 1,369 Sq Ft
193 Jackson Gore Unit 640/642, Ludlow, VT 05149

Bixby House 640/642 Whole Ownership. This luxury two-bedroom, valley side home features fully-equipped kitchen with stainless steel appliances, tiled back splash, farm sink and granite counters. The cozy living room includes a dining area and gas fireplace. The tiled foyer entry provides storage for outdoor gear. Primary bedroom has a king bed and a spacious master bath with his and her sinks.

Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

193 Jackson Gore Unit 640/642, Ludlow, VT 05149
/30
$524,000
- 4 Beds
- 2.5 Baths
- 2,238 Sq Ft
141 N Runway Rd, Perkinsville, VT 05151

Welcome to this beautifully maintained expanded Cape, perfectly positioned to capture stunning views of the Hartness runway—an aviation enthusiast's dream! Tucked away on a quiet dead-end road, the property offers just the right balance of privacy and convenience, located only 10 minutes from major grocery stores, entertainment, and other everyday essentials.The main level features a spacious

Allison Griep KW Vermont Woodstock

141 N Runway Rd, Perkinsville, VT 05151
/25
$179,900
- 4 Beds
- 1 Bath
- 1,802 Sq Ft
32 Myrtle St, Springfield, VT 05156

This 4-bedroom home is on a quiet street in Springfield, not far from the hospital and shopping at either downtown or at the plaza. Nice sized rooms and there is plenty of room for storage in the attached barn. Nice backyard with a charming gazebo for the coming summer months. There are lots of nice old features, and with a little love this colonial farmhouse can be a classic beauty!

Glenn Olney Barrett and Valley Associates Inc.

32 Myrtle St, Springfield, VT 05156
/20
$195,000
- Land
- 54 Acres
- $3,615 per Acre
563 Simonsville Rd, Andover, VT 05143

Looking for a blank canvas to make your own? Look no further than this beautiful 53+ acres in the quiet town of Andover. The property boasts several potential house seats (close to the road but also some tucked up away in the trees), a pond, high above the river, and convenient road frontages on two publicly maintained roads. Minutes from downtown Chester or Londonderry Vermont. Within 30 minutes

Erin Kendall EXP Realty

563 Simonsville Rd, Andover, VT 05143
/35
$752,500
- 3 Beds
- 3.5 Baths
- 2,282 Sq Ft
3755 Quechee Main St Unit 10A, Quechee, VT 05059

Welcome to easy Vermont living in this beautifully maintained 3-bedroom, 3-bath condo, ideally located in the heart of Quechee Lakes. Each spacious bedroom features its own en-suite bath, offering ultimate privacy and comfort. The main floor master suite adds convenience and accessibility, while the open floor plan, light-filled atrium space with a cozy fireplace that creates a warm, inviting

Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

3755 Quechee Main St Unit 10A, Quechee, VT 05059

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.