426

Windsor County VT Homes for Sale

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  • /34

    $290,000

    • 3 Beds
    • 1 Bath
    • 1,536 Sq Ft

    722 Fairview Terrace, White River Junction, VT 05001

    Opportunity Knocks! Bring Your Vision and Sweat Equity Discover the potential in this 3-bedroom, 1-bath single-level home, perfectly primed for your cosmetic upgrades. Major systems are already taken care of, including a brand-new boiler, oil tank, electrical panel, kitchen appliances, and a new sewer line from the house to town services. A huge head start for any buyer.The walkout basement

    Cheryl Herrmann RE/MAX Group One Realtors

    722 Fairview Terrace, White River Junction, VT 05001
  • /58

    $485,000

    • 8 Beds
    • 1 Bath
    • 3,500 Sq Ft

    1254 U S 5, Springfield, VT 05156

    Welcome to the former Danforth Inn! Take a trip back in time to 1780 as you look at this extremely original old building that was built in Weathersfield Bow in 1780 by Gideon Lyman. In 1789 Joseph Danforth moved to the Bow and he leased and then bought the Inn, changing the name to the Danforth Inn. This property will need some love, but it has never been spoiled in its originality, and it's just

    Glenn Olney Barrett and Valley Associates Inc.

    1254 U S 5, Springfield, VT 05156
  • /33

    $299,000

    • 2,702 Sq Ft

    41 Vt Route 103 S, Chester, VT 05143

    Here's a great opportunity to own a property on Chester's busy Main Street, Route 103 and Route 11. Situated between the Jiffy Mart and the General Dollar Store, there are many possibilities here for a commercial enterprise. Or you can use one unit for a nice business office and continue to rent the other two existing apartments. Presently, all three units are vacant. Easy to show! There is good

    Glenn Olney Barrett and Valley Associates Inc.

    41 Vt Route 103 S, Chester, VT 05143
  • /58

    $3,150,000

    • 5 Beds
    • 5.5 Baths
    • 3,460 Sq Ft

    48 Alpine Way Unit D-1, Ludlow, VT 05149

    Show Stopper—this five-bedroom slopeside townhouse sits just steps from the trails and offers three private suites across three levels of beautifully curated living space. Completely reimagined by a talented local designer, it features an organic palette, thoughtful details, and a true move-in-ready feel—just hang your artwork and your skis. The chef’s kitchen showcases a Dekton waterfall

    Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

    48 Alpine Way Unit D-1, Ludlow, VT 05149
  • /14

    $289,000

    • 2 Beds
    • 2.5 Baths
    • 1,475 Sq Ft

    106 Contro Rd, Chester, VT 05143

    Sweet! An just in time for the holidays. This cabin has been lived in year round and has a drilled well, septic and electric. The basement has been partially finished with the fixtures of a 3/4 bath but no wall coverings, so the square footage is not counted here. The tenant does not have internet so it is best to check on phone/tv and internet from the providers. The property is being divided

    Christine Lewis Brattleboro Area Realty

    106 Contro Rd, Chester, VT 05143
  • /3

    $159,000

    • Land
    • 5 Acres
    • $31,800 per Acre

    00 Contro Rd, Chester, VT 05143

    There are many ways to love Vermont and many ways to live here. This 5 acre parcel has a great open meadow perfect for a homestead farm, little get away cottage or a lovely lodge! Just build the lifestyle you want and forget the rest! A few minutes to Main Street Chester and the Common, A few more to the interstate, and nestled close to skiing, hiking and boating. The WWW permit is issued, town

    Christine Lewis Brattleboro Area Realty

    00 Contro Rd, Chester, VT 05143
  • /38

    $799,000

    • 3 Beds
    • 3 Baths
    • 2,686 Sq Ft

    32 Melview Ridge, Norwich, VT 05055

    Super cute home on 2+ acres in Norwich, VT, 1 mile from Dan and Whits! Updated kitchen, 3 bedroom, 3 bathroom, 1 office, partially finished basement, 2 car garage, large flat yard, seller-owned solar which pays for electric utilities, move-in ready!

    Wynne Washburn Coldwell Banker LIFESTYLES - Hanover

    32 Melview Ridge, Norwich, VT 05055
  • /51

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft

    228 Cavendish Gulf Rd, Cavendish, VT 05142

    Brand new custom renovated 3bedroom/2bath home in the charming and desirable town of Cavendish, close to Okemo and four-season recreation. From the outside, this home exudes classic New England charm, but step inside through the mudroom to witness a breathtaking, top-to-bottom modern renovation. Inside, discover a bright, open floor plan with gleaming variegated hardwood floors, and recessed

    Michael Gilman 3GEN Real Estate Inc

    228 Cavendish Gulf Rd, Cavendish, VT 05142
  • /41

    $399,000

    • 5 Beds
    • 3.5 Baths
    • 2,200 Sq Ft

    109 Park Row, Rochester, VT 05767

    The Richard Steele Hubbard home, ideally situated just off the park in the charming village of Rochester, Vermont, is a fine example of the American Foursquare style popular in the late 19th and early 20th centuries. This five-bedroom residence retains many period details, including handcrafted woodwork, hardwood floors, coffered ceilings, stamped tin, and decorative moldings. Thoughtful updates

    Kyle Kershner Killington Pico Realty

    109 Park Row, Rochester, VT 05767
  • /42

    $665,000

    • 8 Beds
    • 6 Baths
    • 6,960 Sq Ft

    61 Depot St, Hartford, VT 05001

    Exceptional Investment or Conversion Opportunity in the Heart of Wilder Approved for conversion into four residential units and two commercial office spaces, this well-maintained six-unit office building offers outstanding flexibility for investors or owner-occupants. The proposed plan includes two street-level commercial suites with four apartments above, creating a desirable mixed-use property.

    Katie Ladue Gilbert KW Vermont Woodstock

    61 Depot St, Hartford, VT 05001
  • /60

    $1,300,000

    • 4 Beds
    • 5 Baths
    • 3,195 Sq Ft

    125 Shurtleff Ln, Woodstock, VT 05091

    Beautifully sited just a short walk from Woodstock Village, this 2015 custom-built home blends modern comfort with timeless Vermont charm. Thoughtfully designed for everyday living and entertaining, the main level features an open, light-filled layout, a well-appointed kitchen, and seamless access to a sunny three-season room overlooking the landscaped grounds. The sought-after first-floor

    Keri Cole Williamson Group Sothebys Intl. Realty

    125 Shurtleff Ln, Woodstock, VT 05091
  • /41

    $1,576,000

    • 9,455 Sq Ft

    14 Summarsell Dr Unit 16, Hartland, VT 05048

    This charming converted farmstead features two primary buildings on one parcel, combining classic Vermont character with solid investment returns. The property offers a diverse mix of one-, two-, and four-bedroom apartments, plus one commercial unit currently leased to a local bath and body company. Additional income comes from a three-bay garage, a shed, and a storage container — all fully

    Loren Wehmeyer Tesla Realty Group, LLC

    14 Summarsell Dr Unit 16, Hartland, VT 05048
  • /29

    $299,000

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft

    29 Markham Ln, Weston, VT 05161

    This delightful 2-bedroom, 1-bath cottage located in the heart of the picturesque village of Weston is waiting for a new owner that is looking for a sweet little Vermont retreat. Built in 1947, this home offers timeless character with cozy living spaces and classic Vermont charm. Perfectly situated within walking distance to the Weston Playhouse, the iconic Vermont Country Store, and locally

    Catherine Cairns Maple Leaf Realty

    29 Markham Ln, Weston, VT 05161
  • /41

    $999,500

    • 3,218 Sq Ft

    1 Depot St, Hartford, VT 05001

    Excellent Upper Valley investment opportunity! This well-maintained six-unit multifamily property features a desirable mix of 3 one-bedroom apartments and 3 two-bedroom apartments, ideally situated in the heart of Wilder. The property sits directly across from the bus stop and offers convenient access to major employers and amenities — just 9 minutes (4.2 miles) from Dartmouth College and 17

    Loren Wehmeyer Tesla Realty Group, LLC

    1 Depot St, Hartford, VT 05001
  • /27

    $329,000

    • 2 Beds
    • 1.5 Baths
    • 1,225 Sq Ft

    36 Juniper Dr Unit 6B, White River Junction, VT 05001

    Well maintained 2 bedroom, 1.5 bath condo in the Hemlock Ridge community! Solid Oak flooring in upstairs. Tile in the kitchen, entry and baths. New laminate flooring in Living/dining room. Recently replaced dishwasher & microwave. Efficient propane heat/hot water. Enjoy the community pool and amenities. Walking distance to the Advance Transit bus stop. Just 3 miles to the Dartmouth

    Jeffrey Batchelder Coldwell Banker LIFESTYLES - Hanover

    36 Juniper Dr Unit 6B, White River Junction, VT 05001
  • /8

    $590,000

    • Land
    • 61.49 Acres
    • $9,595 per Acre

    00 Wild Apple Rd, Pomfret, VT 05067

    One of the most sought-after locations in the Woodstock area, this 61-acre property is accessed off of Wild Apple Road with a building site oriented to the south and east. At 1,600 feet in elevation, it enjoys sweeping views of Killington, Mount Ascutney, and the surrounding hills. The land offers complete privacy with a blend of woodlands, open fields, a stream, and a pond site. Bordering the

    Story Jenks LandVest, Inc/Woodstock

    00 Wild Apple Rd, Pomfret, VT 05067
  • /24

    $452,600

    • 2,915 Sq Ft

    282 Skunk Hollow Rd, Hartland, VT 05048

    Two buildings on one parcel in desirable Hartland, Vermont! This flexible and well-maintained property includes a single-family home and a duplex, offering outstanding potential for owner occupancy, multi-generational living, or investment income. Ideally situated just 25 minutes from Hanover, NH, and 10 minutes from Woodstock, VT, this location provides the perfect balance of convenience and

    Loren Wehmeyer Tesla Realty Group, LLC

    282 Skunk Hollow Rd, Hartland, VT 05048
  • /18

    $2,200,000

    • Land
    • 11.81 Acres
    • $186,283 per Acre

    0 Mountain Rd, Ludlow, VT 05149

    Location, Location, Location! Rare opportunity to own a large, slope-side, 11.8+/- acre parcel on Okemo Mountain with breathtaking views and direct ski access. Build your dream home or create a family compound surrounded by the beauty and privacy of Vermont’s mountains. With room to design your perfect retreat, you can enjoy the best of all seasons — ski directly from your door to the Solitude

    Katherine Burns William Raveis Real Estate Vermont Properties

    0 Mountain Rd, Ludlow, VT 05149
  • /45

    $1,100,000

    • 4 Beds
    • 4 Baths
    • 2,640 Sq Ft

    307 Remick Rd, White River Junction, VT 05001

    Nestled at the end of a quiet dead-end road, this 68-acre private homestead offers exceptional privacy, timeless New England charm, and direct access to over 560 acres of town-owned land—the Hurricane Forest and Hurricane Wildlife Refuge. With conservation land on two sides, this property is a rare blend of seclusion, natural beauty, and convenience—a one mile drive to the intersection of RT 89

    Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

    307 Remick Rd, White River Junction, VT 05001
  • /37

    $529,000

    • 5 Beds
    • 5 Baths
    • 3,880 Sq Ft

    514 1st Ave, Chester, VT 05143

    Built in 1803, this home has lived many lives and still stands with purpose. Set within one of Chester’s historic districts, it sits naturally among period homes and the steady pace of village life. The lot is larger than what is typical in town, room for garden , 2 horse stalls and even a horse paddock near the river. It’s a property that allows you to live outwardly—work the land, keep animals,

    Daire Gibney Barrett and Valley Associates Inc.

    514 1st Ave, Chester, 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
  • /60

    $230,000

    • 1 Bed
    • 1 Bath
    • 856 Sq Ft

    42 Heritage Condo Way Unit 14D, Woodstock, VT 05091

    Welcome to your Woodstock affordable retreat! This inviting, end-unit, two-level townhouse in the sought-after Heritage Condominium community is nestled on a dead-end road just minutes west of the historic village of Woodstock. This bright 856 sq/ft two-level home offers an open-concept first floor with a carpeted living/dining area warmed by Empire gas heat (plus electric backup). From this

    John Bassette Bassette Real Estate Group

    42 Heritage Condo Way Unit 14D, Woodstock, VT 05091
  • /21

    $225,000

    • 1 Bed
    • 1 Bath
    • 801 Sq Ft

    46A Barrister Dr Unit 205, White River Junction, VT 05001

    Light, bright one bedroom unit on the 1st floor of the Georgian building at Silver Brook Common. 801 sq ft! Recent improvements include new refrigerator, a/c unit, ceiling fan, and window blinds. Condo dues include your heat, hot water, water, sewer, trash service, landscaping, and snow plowing! Laundry room in lower level of the building. Walking distance to Advance Transit bus stop. Just 3

    Jeffrey Batchelder Coldwell Banker LIFESTYLES - Hanover

    46A Barrister Dr Unit 205, White River Junction, VT 05001
  • /60

    $1,150,000

    • 5 Beds
    • 3.5 Baths
    • 3,652 Sq Ft

    53 Ponus Rd, Ludlow, VT 05149

    Welcome to this Okemo Mountain home located just a short walk to the slopes! Thoughtfully designed and lovingly maintained by its original owners, this 5-bedroom home offers space, comfort, and the perfect location for year-round enjoyment. Step inside to an open foyer with a convenient half bath and office area, leading into a bright main living space. The open-concept kitchen, dining, and

    Katherine Burns William Raveis Real Estate Vermont Properties

    53 Ponus Rd, Ludlow, VT 05149
  • /9

    $249,000

    • 8 Beds
    • 4 Baths
    • 3,312 Sq Ft

    715 Giddings St, Springfield, VT 05150

    This Unique property features a large 3 unit building all featuring 2 bedrooms and 1 bathroom, with an additional carriage house with 2 bedrooms and 1 bathroom aswell. With a new heating system replaced in 2023 and many other key updates.

    Thaddeus Abare Barrett and Valley Associates Inc.

    715 Giddings St, Springfield, VT 05150
  • /7

    $249,000

    • 7 Beds
    • 4 Baths
    • 3,294 Sq Ft

    57 River St, Springfield, VT 05156

    This great property has a great central location in walking distance to downtown Springfield featuring all of the local amenities. The property overlooks the Black River and with good maintenance history on all systems this has the potential to be a great investment.

    Thaddeus Abare Barrett and Valley Associates Inc.

    57 River St, Springfield, VT 05156
  • /7

    $186,000

    • 6 Beds
    • 4 Baths
    • 2,304 Sq Ft

    51 Merrill St, Springfield, VT 05156

    This great property has so much to offer! With a large and expansive bottom floor unit featuring 3 bedrooms and 2 bathrooms with in unit laundry and a primary suite. Moving upstairs there is a great 2 bedroom 1 bathroom unit and adjacent to that unit is a 1 bed 1 bath unit. With an updated roof in 2020 and a newer heating unit that was put in in 2017.

    Thaddeus Abare Barrett and Valley Associates Inc.

    51 Merrill St, Springfield, VT 05156
  • /37

    $369,000

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    143 Spoonerville Rd, Springfield, VT 05150

    Are you looking for a home with a large open yard, a stream that runs along the property line, a treehouse, and a garage? If so, this updated home is waiting for you! The breezeway (also a finished mudroom) enables you to stay dry in the Vermont weather when you park in the garage. Power lines? Not here, as they are all buried. Many improvements have been made since purchasing, including new

    Heather Gleim CENTURY 21 North East

    143 Spoonerville Rd, Springfield, VT 05150
  • /56

    $715,000

    • 3 Beds
    • 2 Baths
    • 2,542 Sq Ft

    333 Music Mountain Rd, Stockbridge, VT 05772

    Nestled on a hilltop above scenic Music Mountain Road, this exceptional architect-designed home offers a private, sunny setting with breathtaking long-range views. The open floor plan provides one-level living ideal for every lifestyle, with radiantly heated white oak floors, a striking carved-oak mantel fireplace, and French doors framing the mountain panorama. The chef’s kitchen features

    Kyle Kershner Killington Pico Realty

    333 Music Mountain Rd, Stockbridge, VT 05772
  • /5

    $249,000

    • 4 Beds
    • 4 Baths
    • 2,767 Sq Ft

    3 Wall St, Springfield, VT 05156

    This property is a great source of revenue, with a good sound structure and well maintained utilities this property can serve as a great investment. Within walking distance to down town Springfield where you can find groceries, shops, restaurants and more.

    Thaddeus Abare Barrett and Valley Associates Inc.

    3 Wall St, Springfield, VT 05156
  • /20

    $169,000

    • 1 Bed
    • 1 Bath
    • 200 Sq Ft

    3019 Popple Dungeon Rd, Chester, VT 05143

    Discover serene beauty in this charming 200 Sq Ft Tiny House, nestled on a picturesque 1-acre lot alongside the South Branch of the Williams River. A unique opportunity awaits as the tiny house is conveniently adjacent to a 2-bedroom cottage in need of renovation. Waiting for its new owner to continue the transformation. This property offers numerous options, allowing you to live in the cozy tiny

    Gary Coger Four Seasons Sotheby's Int'l Realty

    3019 Popple Dungeon Rd, Chester, VT 05143
  • /11

    $149,000

    • Land
    • 3.54 Acres
    • $42,090 per Acre

    00 Carlton Hill Rd Unit 27, Woodstock, VT 05091

    Discover the beauty of Vermont from this diverse 3.5-acre parcel along Carlton Hill Road, set in a peaceful rural location amid a neighborhood of substantial properties. With level access from a well-maintained town road, this land offers an inviting blend of convenience and natural charm. Just minutes from the vibrant shops, dining, and cultural attractions of Woodstock Village, the property

    Sandy Reavill Real Broker LLC

    00 Carlton Hill Rd Unit 27, Woodstock, VT 05091
  • /11

    $39,999

    • Land
    • 1 Acre
    • $39,999 per Acre

    341 Seavers Brook Rd, Springfield, VT 05156

    Easy building lot in a nice neighborhood in Springfield. Near the road roughly half of the property is flat with some clearing. This was actually a former home site, however the building was lost in a fire. Beyond the flat area (about 90 feet in) the topography rises up steeply and it would be difficult to build beyond this point. There is an old septic system on the property however it would

    David White OwnerEntry.com

    341 Seavers Brook Rd, Springfield, VT 05156
  • /40

    $715,000

    • 4 Beds
    • 3.5 Baths
    • 2,654 Sq Ft

    760 E Ash Rd, Plymouth, VT 05056

    Spacious Hawk Resort Home with Scenic Views Enjoy the perfect blend of comfort, space, and mountain charm in this inviting Hawk home. Designed for family gatherings and entertaining, the generous open-concept living area features a beautiful fieldstone fireplace and updated greenhouse windows that bring in natural light and picturesque views. The primary suite offers a cozy fireplace, private

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    760 E Ash Rd, Plymouth, VT 05056
  • /10

    $45,000

    • Land
    • 5.6 Acres
    • $8,036 per Acre

    0 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

    0 Va Cutoff Rd, Hartford, VT 05001
  • /37

    $102,000

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

    617/619 Qtr I Adams House, Ludlow, VT 05149

    Adams House Unit 617/619 Qtr.I : Quarter OwnershipExperience mountain comfort in this spacious 2-bedroom, 3-bath slope-facing condominium that sleeps eight. The primary bedroom features a king bed and ensuite bathroom. The main living area includes a full kitchen, a cozy gas fireplace, a sleep sofa, and a convenient guest bathroom. The lockout side offers two queen beds and a private

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

    617/619 Qtr I Adams House, Ludlow, VT 05149
  • /33

    $72,000

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft

    254/256 Qtr I Jackson Gore Inn, Ludlow, VT 05149

    Jackson Gore – 1BR Lockout Quarter OwnershipSpacious and versatile 1-bedroom lockout condominium that comfortably sleeps eight, featuring a deck with beautiful valley views and a prime location close to the central elevator. The main living area includes a cozy fireplace, sleeper sofa, Murphy bed, full kitchen, and bathroom. The lockout side offers two queen beds and an additional

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

    254/256 Qtr I Jackson Gore Inn, Ludlow, VT 05149
  • /32

    $1,295,000

    • 2 Beds
    • 3.5 Baths
    • 2,280 Sq Ft

    33 Mountain Ave, Woodstock, VT 05091

    Welcome to 33 Mountain Avenue – a mid-century modern gem poised perfectly on the edge of Faulkner Park and at the foot of Mt. Tom and once part of the Marianne Faulkner Estate. The spacious one-level design provides a seamless connection between the indoor and outdoor living space which includes two ensuite bedrooms, living/dining room with fireplace, kitchen, family room, office and attached one

    Mary Mayhew Snyder Donegan Real Estate Group

    33 Mountain Ave, Woodstock, VT 05091
  • /27

    $150,000

    • 2 Beds
    • 1 Bath
    • 1,296 Sq Ft

    46 Ledgeside Terrace, White River Junction, VT 05001

    Situated on a quiet, private shared road, this sunny 2-bedroom, 1-bath Cape offers excellent potential. Wood floors and built-in features throughout add warmth and character, while the second level provides two additional rooms for storage, an office, or future expansion. The basement includes a one-car pull-in garage. Please note there is water damage from the roof. Property being sold as is

    Cassandra Ehrlich BHG Masiello Brattleboro

    46 Ledgeside Terrace, White River Junction, VT 05001
  • /9

    $175,000

    • Land
    • 5.01 Acres
    • $34,930 per Acre

    476 Missing Link Rd, Springfield, VT 05156

    5 acres of magical Ct River frontage. This site boasts 2 wide open fields. The septic design for a 5 bdrm septic is in the first field. The seller has obtained permission from the state for a driveway curb cut (Missing Link Rd, is State Rte 5) The land sits 80 ft above the river, so flooding is not an issue but you'll have the most peaceful, private views of the water. There are 2 steep walking

    Victoria Woods Brattleboro Area Realty

    476 Missing Link Rd, Springfield, VT 05156

Showing Results 81 - 120, Page 3 of 11

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