522

Windsor County VT Homes for Sale

Section Image
  • /22

    $249,000

    $50K PRICE DROP
    • Land
    • 84 Acres
    • $2,964 per Acre

    000 Green Mountain Turnpike, Andover, VT 05143

    84+/- Acres with Stunning Mountain Views in Chester, Vermont Discover a breathtaking property just minutes from the charming village of Chester, Vermont. This expansive parcel features stunning alpine views of Fox Chair Mountain, over 3,000 feet of road frontage, and power and internet access along more than half the frontage. Located on the historic Green Mountain Turnpike, this property

    Daire Gibney Barrett and Valley Associates Inc.

    000 Green Mountain Turnpike, Andover, VT 05143
  • /40

    $795,000

    • 6 Beds
    • 9 Baths
    • 4,744 Sq Ft

    19 Huntington Place, Rochester, VT 05767

    Imagine living in an 1806 home on a Vermont green. Located in the heart of the Green Mountains in the quaint town of Rochester, along the scenic Route 100 corridor. The property is currently a classic Vermont Inn with a chef-owned restaurant and tavern with lovely accommodations. Easily refurnished for private use. The home sits atop the Rochester Green. The village features galleries, shops, and

    Kate Cassidy Four Seasons Sotheby's Int'l Realty

    19 Huntington Place, Rochester, VT 05767
  • /33

    $110,000

    • 2 Beds
    • 3 Baths
    • 1,367 Sq Ft

    710/712 Qtr I V Adams House Unit 5102256, Ludlow, VT 05149

    Adams House 710/712 Quarter IV is a spacious top-floor residence offering luxury mountain living with beautiful valley views. This two-bedroom, three-bath condominium provides the perfect blend of comfort and convenience, with excellent slope access just steps from the skiing and resort amenities. The thoughtfully designed floor plan offers generous living spaces, making it ideal for entertaining

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

    710/712 Qtr I V Adams House Unit 5102256, Ludlow, VT 05149
  • /38

    $595,000

    • 4 Beds
    • 2.5 Baths
    • 1,898 Sq Ft

    106 Upper Loop, Ludlow, VT 05149

    Opportunity on Okemo! Walk to the Sachem Trail from this ideally located mountain home offering three bedrooms, two-and-a-half baths, and four levels of living space. Enjoy eastern views and bright morning sunrises. With no association fees and access from a publicly maintained road, this property offers the benefit of low overhead compared to other mountain residences.The price reflects the

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    106 Upper Loop, Ludlow, VT 05149
  • /2

    $159,000

    • Land
    • 25 Acres
    • $6,360 per Acre

    0 U S 5, Norwich, VT 05055

    Norwich building lot opportunity / land parcel very near retail businesses, Norwich Farmers Market and office areas. Don't miss this chance to build your single family home or possibly a multifamily project / senior living home in the Palmer Court area of Norwich, VT. A mostly wooded 25 +/- acre near town lot located at the end of Palmer Court. This property is also adjacent to an additional 8.52

    Alex DeFelice The Clerkin Agency, P.C.

    0 U S 5, Norwich, VT 05055
  • /46

    $1,050,000

    • 3 Beds
    • 2 Baths
    • 1,860 Sq Ft

    46 Carpenters Point Rd, Ludlow, VT 05149

    Embrace sweet lakefront living in this beautiful home directly on Lake Rescue. The main floor welcomes you with an open kitchen, a dining area, and a cozy living room anchored by a classic brick fireplace, all framing picturesque views of the water. A private primary suite completes this main level for convenient single-story living. Upstairs, you will find a versatile loft space that also

    Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

    46 Carpenters Point Rd, Ludlow, VT 05149
  • /41

    $465,000

    $85K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,939 Sq Ft

    105 Craigue Hill Rd, Springfield, VT 05156

    Motivated Seller has reduced the price dramatically, on this 17 acre, property with a pond and 2 houses, just waiting for you to put your special touches on it. the private setting offers plenty of room for trails, gardens and more. Close to schools, shopping, medical services and recreation, this property offers privacy, views and a pond. This property also enjoys a beautiful guest house for

    Carol Cole BHG Masiello Brattleboro

    105 Craigue Hill Rd, Springfield, VT 05156
  • /54

    $329,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 652 Sq Ft

    729 Davis Rd, Cavendish, VT 05142

    If you are seeking a spot to call home where Mother Nature is your neighbor and best friend, look no further. The moment you arrive; you are immediately drawn to the land across the road. Your own grove of trees with brook frontage and your very own swimming hole. You will spend hours every single day sitting or lying in your hammock in the timber frame Creek House. It is the most therapeutic

    Betty McEnaney Diamond Realty

    729 Davis Rd, Cavendish, VT 05142
  • /19

    $529,000

    $50K PRICE DROP
    • Land
    • 60.57 Acres
    • $8,734 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
  • /58

    $2,950,000

    • 8 Beds
    • 8 Baths
    • 6,200 Sq Ft

    5798 South Rd, Woodstock, VT 05071

    Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the valley with approx 32 acres. This stunning extended antique post and beam cape is complete with a large traditional 4 story barn with 6 horse stables and equipment sheds offers everything one could wish for in a country property. The grounds include gracious old maples, beautiful

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    5798 South Rd, Woodstock, VT 05071
  • /19

    $195,000

    • Land
    • 1 Acre
    • $195,000 per Acre

    228 Town Farm Rd, Ludlow, VT 05149

    Coveted location on South Hill. This lot with a VT engineered 4br septic permit, faces west for wonderful sunsets and winter views of Okemo. Just minutes to downtown Ludlow, this location gives you easy access to shopping, restaurants and the base area at Okemo Mountain. This site suits a buyer looking for a smaller house, which will result in lower taxes and more affordable upkeep. On pleasant

    Joseph Karl William Raveis Real Estate Vermont Properties

    228 Town Farm Rd, Ludlow, VT 05149
  • /29

    $299,000

    • Land
    • 3.05 Acres
    • $98,033 per Acre

    5268 Willard Rd, Hartford, VT 05059

    A stunning long-range view at the top of Willard Road in Quechee Lakes is what distinguishes this 3-acre parcel from many others. Cleared over a decade ago, the view is still available to the east and south, making this one unique for its location. Steeper topography will necessitate some creativity in access and construction details, but the location and neighborhood support the effort. A great

    Richard Higgerson Higgerson & Company

    5268 Willard Rd, Hartford, VT 05059
  • /10

    $229,000

    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    29 National St, Windsor, VT 05089

    Take a look at this rare chance to own a BRAND NEW home in the heart of Windsor. Built for efficiency, the house features a raised foundation to keep it out of the flood zone for extra peace of mind. The layout is practical and spacious, offering an open-concept first floor and large bedrooms upstairs.You are within walking distance to the Amtrak station and downtown, and our local Moover

    Chelsea Bevis KW Vermont Woodstock

    29 National St, Windsor, VT 05089
  • /16

    $739,000

    $60K PRICE DROP
    • 5,003 Sq Ft

    65 Giddings St, North Springfield, VT 05150

    Check out the Cash flow in this unique 7-unit property. Consisting of six 1-bedroom units, and one 2-bedroom units, this fully rented multi is perfect for the new investor or to simply add to your current portfolio. This building is conveniently located to town close to food, shops and much more! Text for showing requests. Need at least 72 hrs. for tenant notice. Pictures are from before tenants

    Amy Vashaw Twin State Realty LLC

    65 Giddings St, North Springfield, VT 05150
  • /7

    $100,000

    • Land
    • 12.2 Acres
    • $8,197 per Acre

    00 Old Weston Mountain Rd, Ludlow, VT 05149

    Lot 9 - This 12.2-acre wooded lot offers potential for long-range mountain views with clearing. Easy access from a town-maintained gravel road.Located just 5 minutes from Ludlow and Okemo Mountain Resort, this property offers both privacy and proximity to year-round recreation and amenities.Lot 9 is accessible via a right of way and abuts the Okemo State Forest.Vermont State

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    00 Old Weston Mountain Rd, Ludlow, VT 05149
  • /20

    $83,000

    • Land
    • 5.4 Acres
    • $15,370 per Acre

    0 Vulture Mountain Rd, Stockbridge, VT 05772

    Two parcels offered together: The headliner is a cliffside building lot with a mesmerizing scenic view of the opposing mountains and the White River winding its way through the valley below. The second parcel sits diagonally across the road and is beneficial for utility purposes. Currently it has a well with an electrical junction box to power the pump, and this feeds fresh water to many of the

    David White OwnerEntry.com

    0 Vulture Mountain Rd, Stockbridge, VT 05772
  • /54

    $1,600,000

    • 3 Beds
    • 3.5 Baths
    • 3,294 Sq Ft

    39 Elm St Unit B, Woodstock, VT 05091

    The Richmond House Unit B | Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a proud brick Federal distinguished by its softly weathered rose-hued patina and refined architectural detail. Set on more than an acre behind a classic white picket fence and thoughtfully reimagined under the direction of Laurence Rockefeller, the property comprises three

    Derek Cosentino Four Seasons Sotheby's Int'l Realty

    39 Elm St Unit B, Woodstock, VT 05091
  • /51

    $595,000

    • 2 Beds
    • 2 Baths
    • 1,771 Sq Ft

    106 Scott Terrace, Plymouth, VT 05149

    Beautifully updated cape in the Okemo lakes region with shared lake frontage on Echo Lake. An inviting walkway from the driveway to the wrap around deck and entry leads to an open living design that embraces entertaining and lake living. Wood floors accentuate the wonderful main level spaces including living room, sitting room, dining room, and updated kitchen and bath. Kitchen updates include

    Andre Menard Mary W. Davis Realtor & Assoc., Inc.

    106 Scott Terrace, Plymouth, VT 05149
  • /36

    $489,000

    $86K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,148 Sq Ft

    38 Stony Brook Rd, Stockbridge, VT 05772

    Beautifully maintained and thoughtfully updated, this classic Vermont Cape is nestled on five private, sun-drenched acres in the heart of the Green Mountains. Whether you're searching for a centrally located primary residence or a peaceful mountain retreat, this inviting property offers comfort, privacy, and year-round recreation. Surrounded by forest, the open homesite enjoys abundant sunshine,

    Kyle Kershner Killington Pico Realty

    38 Stony Brook Rd, Stockbridge, VT 05772
  • /60

    $525,000

    $70K PRICE DROP
    • Land
    • 20.2 Acres
    • $25,990 per Acre

    00 Long Hill Rd, Woodstock, VT 05071

    Discover the perfect blend of privacy and convenience with this exceptional 20.2-acre parcel, combining two lots into one remarkable opportunity. Featuring a 50 foot right-of-way for access, this wooded retreat offers multiple prime building sites. With selective clearing, you can take in breathtaking views in your choice of direction; east, south, north, or west. Located just minutes from South

    Eric Johnston Four Seasons Sotheby's Int'l Realty

    00 Long Hill Rd, Woodstock, VT 05071
  • /41

    $260,000

    • 4 Beds
    • 1.5 Baths
    • 1,529 Sq Ft

    32 Hartness Ave, Springfield, VT 05156

    This charming Craftsman-style home is full of original character, solid craftsmanship, and endless potential. With great bones and years of careful maintenance, it's ready for its next owner to restore it to its former glory. While some cosmetic updates and unfinished projects remain, the home's original details shine through, including beautiful woodwork and the signature central staircase.

    Chelsea Richardson Barrett and Valley Associates Inc.

    32 Hartness Ave, Springfield, VT 05156
  • /43

    $649,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    333 Childrens Camp Rd, Stockbridge, VT 05772

    Charming timber frame cottage on 15 private acres with nearly 500 feet of frontage along the pristine White River, where world-class fly fishing, crystal-clear swimming holes, and the soothing sounds of flowing water create an unforgettable Vermont retreat. Rich in authentic character, this extraordinary home showcases hand-hewn posts and beams, beautifully refinished wide pine floors, vaulted

    Kyle Kershner Killington Pico Realty

    333 Childrens Camp Rd, Stockbridge, VT 05772
  • /60

    $1,290,000

    • 5 Beds
    • 3 Baths
    • 3,042 Sq Ft

    39 Snowy Owl Rd, Plymouth, VT 05056

    Experience the best of mountain living at this exceptional custom residence in Hawk Resort, offered fully furnished for a turnkey opportunity. Set on 1.33 private acres with seasonal views of Lake Amherst and Okemo Mountain, this impeccably maintained home offers over 3,500 square feet of thoughtfully designed living space between Okemo's Jackson Gore Base and Killington's Skyship Gondola. Built

    Heidi Matusik Ski Country Real Estate

    39 Snowy Owl Rd, Plymouth, VT 05056
  • /20

    $575,000

    • Land
    • 20 Acres
    • $28,750 per Acre

    5894 Vermont 14, South Royalton, VT 05068

    Exceptional commercial opportunity with outstanding visibility and flexibility! Formerly operated as a restaurant, this highly visible property offers excellent road frontage on a heavily traveled corridor, providing unmatched exposure for your business. Conveniently located just off the highway, the site benefits from steady daily traffic and easy access for customers and deliveries alike. Set

    Holly Hall Hall Collins Real Estate Group

    5894 Vermont 14, South Royalton, VT 05068
  • /22

    $49,000

    • Land
    • 1.46 Acres
    • $33,562 per Acre

    0 Kestrell Dr Unit 5079994, Plymouth, VT 05056

    Discover the perfect canvas for your Vermont dream home with this exceptional 1.46 +/- acre lot in Hawk Resort. Ideally situated between Okemo Mountain and Killington Resort, this location offers unmatched access to some of the region’s best year-round recreation. As a Hawk owner, enjoy access to the desirable lakes region, where outdoor adventure awaits in every season. Spend your days exploring

    Joseph Karl William Raveis Real Estate Vermont Properties

    0 Kestrell Dr Unit 5079994, Plymouth, VT 05056
  • /20

    $497,500

    • 3 Beds
    • 3 Baths
    • 2,268 Sq Ft

    121 Townhouse Way Unit 24, Woodstock, VT 05091

    Live Work Play, Retire and Play, or Just Play on the Weekends and Holidays!This wonderful 3 BR, 3 Bath Townhome/Condo has it all. Nestled in a small quiet wooded community less than 5 minutes from the Historic Woodstock Center and conveniently located within walking distance of Woodstock Union Middle & High School. It is also located only 30 minutes from Killington Ski Resort and Okemo Ski

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    121 Townhouse Way Unit 24, Woodstock, VT 05091
  • /14

    $199,000

    $200K PRICE DROP
    • Land
    • 27.1 Acres
    • $7,343 per Acre

    00 Albin Hill Rd, Braintree, VT 05060

    Imagine waking up to sweeping vistas of Vermont’s Green Mountains, surrounded by 27.1 acres of pure tranquility. This rare parcel offers the perfect canvas for your dream estate, luxury retreat, or off-the-grid sanctuary. Perched at an impressive 1,800 feet in elevation, the property offers stunning panoramic views and unparalleled privacy, while still being just minutes from amenities, shopping

    Will Spanos KW Vermont-Killington

    00 Albin Hill Rd, Braintree, VT 05060
  • /11

    $199,500

    • Land
    • 1.16 Acres
    • $171,983 per Acre

    0 Lathrop Loop Unit 5100067, Ludlow, VT 05149

    Bring your building plans to this 1.16-acre parcel on Lathrop Loop in Ludlow, Vermont. This gently wooded homesite offers a private, quiet setting while keeping the conveniences of town within easy reach. A wastewater grinder pump system is already on site, and utilities are available nearby, simplifying the path to building your primary residence, vacation home, or investment property. Located

    Brendan McNamara William Raveis Real Estate Vermont Properties

    0 Lathrop Loop Unit 5100067, Ludlow, VT 05149
  • /60

    $2,250,000

    • 4 Beds
    • 3.5 Baths
    • 5,079 Sq Ft

    254 Town Line Rd, Plymouth, VT 05056

    Town Line Estate is a once-in-a-generation offering. This extraordinary 22-acre private estate is a testament to master builder craftsmanship and refined living. From the moment you arrive, every detail speaks to an uncompromising standard — classic beams, rich cherry cabinetry, and two Rumford fireplaces create warmth and character throughout. The heart of the home is a restaurant-quality

    Kevin Barnes William Raveis Real Estate Vermont Properties

    254 Town Line Rd, Plymouth, VT 05056
  • /35

    $1,800,000

    • 7 Beds
    • 5 Baths
    • 5,609 Sq Ft

    117 Upper Loveland Rd, Norwich, VT 05055

    This beautiful, well maintained and desirable Norwich Duplex in a quiet suburban setting is 5 minutes to Dartmouth College, 7 minutes to Dartmouth Health, 3 minutes to Exit 13 and a short distance to Hanover and the Connecticut River. The owner’s unit includes three bedrooms, two full baths plus a half bath along with a finished basement with an additional bedroom, custom full bath, and laundry.

    Darren Sherburne Four Seasons Sotheby's Int'l Realty

    117 Upper Loveland Rd, Norwich, VT 05055
  • /44

    $95,000

    • 2 Beds
    • 2 Baths
    • 1,025 Sq Ft

    238 Q1 Jackson Gore Inn Unit 238 Q1, Ludlow, VT 05149

    Jackson Gore Adams Hous at Okemo Mountain Resort. Quarter Share Ownership, Unit 238 QI is a true four-season destination offering a rare combination of slope-side convenience, year-round recreation, and resort-style amenities. With quarter-share ownership, you can enjoy the benefits of mountain living without the full-time commitment. This slopeside two-bedroom, two-bathroom corner condominium

    Joseph Karl William Raveis Real Estate Vermont Properties

    238 Q1 Jackson Gore Inn Unit 238 Q1, Ludlow, VT 05149
  • /11

    $215,000

    $14K PRICE DROP
    • Land
    • 11.8 Acres
    • $18,220 per Acre

    00 Wildlife Rd, Hartford, VT 05001

    All the things you’re looking for in a housesite: Mountain View of Killington all year, Mountain View of Ascutney seasonally with the potential for all year with some clearing, Sure-Pack driveway installed with a turn around large enough for a fire truck, fully surveyed, septic design and permit in place, cleared housesite, power poles brought to the site for easy electric and internet hookups,

    Franchesca Collins Hall Collins Real Estate Group

    00 Wildlife Rd, Hartford, VT 05001
  • /40

    $325,000

    $15K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,474 Sq Ft

    58 Reservoir Rd, Springfield, VT 05156

    Move-in ready and lovingly maintained, this charming Cape-style home offers 3 bedrooms, an office/laundry room, 1 full bathroom, a spacious eat-in kitchen, a 2-car garage, and a large back deck perfect for relaxing or entertaining. The backyard abuts the Springfield Dam, providing beautiful views of Hawks Mountain and Mount Ascutney while offering close access to nearby nature preserves and

    Chelsea Richardson Barrett and Valley Associates Inc.

    58 Reservoir Rd, Springfield, VT 05156
  • /18

    $99,000

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,185 Sq Ft

    17 Clement Rd, Springfield, VT 05156

    Opportunity awaits at 17 Clement Road in Springfield. This 3 bedroom, 2 bath home is situated in an established neighborhood with convenient access to shopping, services, and the local hospital. Having been vacant for more than 20 years, the property is in need of rehabilitation and is being offered as a project for buyers ready to bring new life to the home. Whether you're looking to renovate

    Patrick Kelley Real Broker LLC

    17 Clement Rd, Springfield, VT 05156
  • /15

    $139,000

    • 1 Bed
    • 1 Bath
    • 340 Sq Ft

    3450 Cottage Rd, Barnard, VT 05031

    A classic Vermont retreat invites your endless outdoor fun! Ideally located, at the gateway to the extraordinary Chateauguay-No Town conservation region! The Chateauguay is an undeveloped forested area covering approximately SIXTY THOUSAND ACRES! This wilderness paradise is known for snowmobiling, hiking, fishing, hunting, 4 wheeling, mountain biking and jeeping! For over 20 years the owners of

    John Wetmore Wetmore Real Estate

    3450 Cottage Rd, Barnard, VT 05031
  • /31

    $175,000

    • 1 Bed
    • 1 Bath
    • 675 Sq Ft

    2940 Route 103 Unit 254, Cavendish, VT 05142

    Full Ownership Condominium at the Castle Pointe. This second floor, one bedroom, fully furnished condo is in great condition and ready for your weekend getaways. The open floor plan allows everyone to gather. There is also a full bath with laundry, air conditioning and a propane fireplace for the cooler nights. The Castle has a very welcoming lobby with a gorgeous fireplace, sofas, and a table

    Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

    2940 Route 103 Unit 254, Cavendish, VT 05142
  • /10

    $35,000

    $10K PRICE DROP
    • Land
    • 5.6 Acres
    • $6,250 per Acre

    00 Va Cutoff Rd, Hartford, VT 05001

    A unique property for imaginative business owners with commercial or industrial uses in mind. The property is a narrow strip in between I-89 and the Hartford Fire Department, very close to the VA Hospital, where both town water and sewer are available. The southern 3.5 acres (approximately) are covered by class 3 wetlands and cannot be used. The remaining 2 acres also have wet areas, however

    David White OwnerEntry.com

    00 Va Cutoff Rd, Hartford, VT 05001
  • /13

    $519,999

    • Land
    • 65.6 Acres
    • $7,927 per Acre

    12 Old Route 12, Barnard, VT 05032

    Large wooded parcel ascending two hillsides, with a creek-carved valley in the middle. The eastern side is easy to explore thanks to over 1,500 feet of dirt roads cut through the trees. The western side ascends to a summit with sparse tree cover and amazing scenic views. Beyond this the land continues up and over the ridge line then downhill once again to the Stockbridge town line. This would

    David White OwnerEntry.com

    12 Old Route 12, Barnard, VT 05032
  • /11

    $299,000

    • Land
    • 40 Acres
    • $7,475 per Acre

    00 Vermont 12, Barnard, VT 05031

    A perfect opportunity to build in this dramatic and private mountaintop location with long range views to the east and south. An excellent Barnard location in an area of estate properties. Being sold as 40 +/- acres with an additional 29 acres available. Road to building site in and septic soil tests will be performed after snow melt. Subdivision pending. A short drive to Woodstock and an even

    Stan Butler Four Seasons Sotheby's Int'l Realty

    00 Vermont 12, Barnard, VT 05031
  • /30

    $5,875,000

    • 3 Beds
    • 3.5 Baths
    • 5,384 Sq Ft

    115 Eastman Rd, Woodstock, VT 05091

    Sorgenfrei German for "carefree" captures the spirit of this remarkable property in one of South Woodstock's most desirable locations: a place where life slows and the beauty of the Vermont countryside takes center stage. Built by Ennis Construction in 2015 on 68 acres, the three-bedroom home embodies the enduring appeal of timber frame architecture with soaring spaces, exposed fir beams, and

    Story Jenks LandVest, Inc/Woodstock

    115 Eastman Rd, Woodstock, VT 05091

Showing Results 321 - 360, Page 9 of 14

How to Buy a Home How to Finance a Home How to Sell a Home