426

Windsor County VT Homes for Sale

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  • /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
  • /24

    $89,000

    • Land
    • 10.4 Acres
    • $8,558 per Acre

    0 Snell Rd, Chester, VT 05143

    This rolling, wooded 10.4+/- acre surveyed parcel in Chester offers 244 feet of road frontage and gently rolling land with a mix of hardwoods and pine. A lovely stream meanders through the property which is also dotted with interesting large boulders and old stone walls. If you are looking for privacy, there is potential for a secluded home site set back from the road. Utility pole is at the road

    Geralyn Donohue Engel & Völkers Okemo

    0 Snell Rd, Chester, VT 05143
  • /25

    $425,000

    • 3 Beds
    • 1 Bath
    • 895 Sq Ft

    121 E Lake Rd, Ludlow, VT 05149

    Charming Lake Cottage with Over 113 +/-Feet of Waterfront on Lake Pauline.Lovingly maintained by the same family since the 1940s, this delightful lakefront cottage is a rare find. Step inside to discover original touches like tongue-and-groove paneling and vintage details that evoke a simpler time, all thoughtfully preserved. Modern updates blend seamlessly with its nostalgic charm and

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

    121 E Lake Rd, Ludlow, VT 05149
  • /38

    $375,000

    • 3 Beds
    • 2 Baths
    • 2,065 Sq Ft

    8 Edgewood Rd, Springfield, VT 05156

    Discover comfort, quality, and privacy in this beautifully finished 2-bedroom ranch, thoughtfully designed with upscale details throughout. The main living space features attractive hardwood floors and a well appointed galley kitchen with stylish finishes and efficient design, ideal for everyday living. The bathroom offers a touch of luxury with heated floors, providing added comfort year-round

    Thaddeus Abare Barrett and Valley Associates Inc.

    8 Edgewood Rd, Springfield, VT 05156
  • /60

    $39,000,000

    • 2 Beds
    • 7 Baths
    • 9,950 Sq Ft

    650 Francis Rd, Barnard, VT 05031

    Set on 400+/- acres in Barnard, Vermont, Monsalvat Farm is a legacy estate where rolling pastures, stone walls, forests, and mountain views reflect the state’s timeless character. Settled in 1793, the land carries generations of stewardship, elevated by one of the finest residences in the country—an architectural masterpiece complemented by historic and companion structures that are carefully

    Chris Lang

    650 Francis Rd, Barnard, VT 05031
  • /14

    $74,000

    • Land
    • 15.5 Acres
    • $4,774 per Acre

    00 Remington Rd, Chester, VT 05143

    Bring your ideas for building your own home on this 15.5 acre parcel of land in the quintessential town of Chester. Located minutes to the 91 FWY. Vermont Academy nearby along with several hiking and snowmobile trails. Seller has included the cost for clearing the building site and a driveway to house site. Come look at this property and enjoy all it has to offer.

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    00 Remington Rd, Chester, VT 05143
  • /26

    $379,000

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    215 Elm Hill St, Springfield, VT 05156

    Situated in a serene country setting just moments from the conveniences of town, 215 Elm Hill Street offers the ideal combination of privacy, comfort, and understated elegance. This beautifully maintained home features over 2,200 square feet of bright and inviting living space, designed for both relaxation and effortless entertaining. The expansive 1.25 acre lot is level and open, creating a

    Patrick Kelley Four Seasons Sotheby's Int'l Realty

    215 Elm Hill St, Springfield, VT 05156
  • /51

    $674,000

    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft

    35 Stevens Rd, Cavendish, VT 05142

    Winter, Spring, Summer or Fall, this is a bit of heaven for the nature lover! 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 back yard has lawn area with room for

    Betty McEnaney Diamond Realty

    35 Stevens Rd, Cavendish, VT 05142
  • /40

    $725,000

    • 4 Beds
    • 3 Baths
    • 3,584 Sq Ft

    3914 South Rd, Woodstock, VT 05091

    This South Woodstock contemporary residence was designed by the original architect-owner to showcase Vermont’s changing seasons and capture views of the Kedron Brook as it wanders through the property past small meadows tucked in along the banks. The home can be accessed privately at grade level through the heated garage and mudroom, while guests enter via a covered entry to the upper level.

    Laird Bradley Williamson Group Sothebys Intl. Realty

    3914 South Rd, Woodstock, VT 05091
  • /55

    $1,495,000

    • 4 Beds
    • 2.5 Baths
    • 1,938 Sq Ft

    360 Okemo Trailside Extension Unit 37E, Ludlow, VT 05149

    Exceptional Slopeside Living at Okemo. This premier 4-bedroom end unit in Okemo’s coveted Trailside community offers some of the best ski-on/ski-off access on the mountain. Step out your door and ski straight to the high-speed Sunburst Six bubble chair— or walk directly to the Glades Peak Quad, then return home to stunning, unobstructed mountain views.Fully reimagined with a focus on luxury,

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

    360 Okemo Trailside Extension Unit 37E, Ludlow, VT 05149
  • /59

    $99,000

    • 2 Beds
    • 3 Baths
    • 1,369 Sq Ft

    510/512 Qiii Jackson Gore Adams House Unit 510/512 QIII, Ludlow, VT 05149

    Jackson Gore Village at Okemo – Adams House Condominium. Welcome to slopeside living at its finest in the Adams House at Jackson Gore Village, located at the heart of Okemo Mountain Resort. This spacious and beautifully appointed condominium offers effortless access to the slopes and a full suite of resort amenities. The open-concept living area features a comfortable space to gather, complete

    Joseph Karl William Raveis Real Estate Vermont Properties

    510/512 Qiii Jackson Gore Adams House Unit 510/512 QIII, Ludlow, VT 05149
  • /21

    $170,000

    • Land
    • 13.96 Acres
    • $12,178 per Acre

    0 Valley View Dr Unit 5009431, Andover, VT 05143

    Set at an elevation of 2,000+ feet, this exceptional parcel offers privacy, expansive long-range views, and an ideal setting for your Southern Vermont dream home. Located within a peaceful community of fine homes, this is one of the few remaining opportunities to build in this highly desirable area. The property includes a state-approved wastewater permit and access to a community leach field,

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    0 Valley View Dr Unit 5009431, Andover, VT 05143
  • /32

    $875,000

    • 3 Beds
    • 3.5 Baths
    • 3,592 Sq Ft

    233 Brothers Rd, Hartland, VT 05048

    The idyllic Hartland countryside is the setting for this handsome cape. A delightful three season porch is entered by way of the attached two car garage or directly by a lovely landscaped pathway. Once inside you will be greeted by a warm and inviting kitchen detailed with cherry cabinetry, the dining room with a bay window view of the gardens,a living room with fireplace, and a spacious

    Mary Mayhew Snyder Donegan Real Estate Group

    233 Brothers Rd, Hartland, VT 05048
  • /7

    $84,900

    • Land
    • 1.9 Acres
    • $44,684 per Acre

    276 Dutton District Rd, Springfield, VT 05156

    Idyllic Vermont Land for Sale. Discover the perfect blend of privacy and potential on this serene Vermont parcel, offering a rare opportunity to build your dream home or retreat in the heart of New England. Nestled on a mostly wooded parcel, this lot features a cleared build site, making it ready for immediate development. Infrastructure is already in place with a septic system and a private well

    Chris Benoit Highland Realty

    276 Dutton District Rd, Springfield, VT 05156
  • /22

    $140,000

    • 3 Beds
    • 1 Bath
    • 1,368 Sq Ft

    56 Furnace St, Springfield, VT 05156

    Attention investors and renovators! This single-family home offers opportunity and potential. The previous owners began renovations, giving you a head start on transforming this property into a profitable project. With the heavy lifting already underway, it’s the perfect canvas for your vision. Features include a first floor mini-split, brand new HVAC system that provides heat and A/C (this still

    Chelsea Richardson Barrett and Valley Associates Inc.

    56 Furnace St, Springfield, VT 05156
  • /16

    $150,000

    • Land
    • 5.94 Acres
    • $25,253 per Acre

    0 Brook Rd, Springfield, VT 05156

    This beautiful 5.94 acre lot set high upon a hill has complete privacy! A half mile long driveway leads through the trees to a landing with mowed field to build your Vermont dream home. Gorgeous sunset views and lots of wildlife! The land is very fertile and has been farmed for over 100 years. Power on site. Nearby to town, country club, and rec center. **Land is behind 341 Brook Road in

    Lisa Friedman Great American Dream Realty

    0 Brook Rd, Springfield, VT 05156
  • /16

    $390,000

    • Land
    • 10.2 Acres
    • $38,235 per Acre

    181 Banister Rd, West Windsor, VT 05037

    Over 10 acres of beautiful fields and pasture with long range views and stone walls lining the property. Mature trees dot the perimeter and a lovely stream runs along the roadside. There is a multilevel functioning barn with water and electricity and a small gated paddock off to the side. Located in the heart of Horse Country, this would be and ideal equestrian property or a great place to raise

    Dan Noble Snyder Donegan Real Estate Group

    181 Banister Rd, West Windsor, VT 05037
  • /39

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    22 Birchwood Dr, Perkinsville, VT 05151

    Tucked away at the end of a quiet cul-de-sac, this charming 3-bedroom, 2-bathroom log home offers the perfect blend of privacy, comfort, and convenience. Set on 3.88 acres, this property provides a peaceful retreat with easy access to everyday essentials. Step inside to find warm wood tones, spacious living areas, and classic log home character throughout. The open-concept layout is ideal for

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    22 Birchwood Dr, Perkinsville, VT 05151
  • /22

    $275,000

    • Land
    • 91 Acres
    • $3,022 per Acre

    000 Green Mountain Turnpike, Andover, VT 05143

    91± Acres with Stunning Mountain Views in Chester, VermontDiscover a breathtaking 91± acre 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

    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
  • /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
  • /28

    $239,000

    • 3 Beds
    • 1,984 Sq Ft

    18 Oak Chapel Rd, Bridgewater, VT 05035

    Discover the potential of this unique fixer-upper property nestled on 0.64 acres, featuring not one, but two distinct buildings awaiting your vision.Step into the main 3-bedroom white house, a fixer-upper's dream filled with endless possibilities. The front porch offers a seasonal retreat with stunning Vermont mountain views - envision it transformed into a year-round haven with a few

    Chelsea Bevis KW Vermont Woodstock

    18 Oak Chapel Rd, Bridgewater, VT 05035
  • /48

    $895,000

    • 4 Beds
    • 2 Baths
    • 4,144 Sq Ft

    1607 Massey Rd, Springfield, VT 05156

    Once a tavern for travelers and a stagecoach stop in the early 1800s, 1607 Massey Road stands as a testament to Vermont’s enduring spirit, now paired with compelling income potential. This distinguished 1810 Federal style home rests gracefully on over 48 acres of rolling meadow, woodland, and quiet pasture, offering a rare blend of seclusion, scale, history, and short-term rental opportunity.

    Patrick Kelley Four Seasons Sotheby's Int'l Realty

    1607 Massey Rd, Springfield, VT 05156
  • /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
  • /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.Two additional non-abutting lots are also available, presenting a great opportunity for a

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    00 Old Weston Mountain Rd, Ludlow, VT 05149
  • /32

    $899,000

    • 2 Beds
    • 1 Bath
    • 1,278 Sq Ft

    3803 Woodstock Rd, Hartford, VT 05001

    **Sale Price includes MLS#5072395and MLS#5072397 Well-maintained 2-bedroom, 1.5-bath single-family home offering 1,278 sq. ft. of living space. Featuring a wrap-around enclosed porch and a full basement, ideal for storage. Set on a .65± acre property with excellent Route 4 frontage and visibility, just seconds to Interstate 89. The sale also includes a 3,020 sq. ft. commercial building and a

    Cheryl Herrmann RE/MAX Group One Realtors

    3803 Woodstock Rd, Hartford, VT 05001
  • /29

    $199,000

    • 4 Beds
    • 2.5 Baths
    • 2,048 Sq Ft

    79 Merrill St, Springfield, VT 05156

    Opportunity awaits! This property offers incredible potential and appears to have solid, well-maintained bones. The home showcases a wealth of original woodwork, including beautiful hardwood floors throughout the first level. Many newer windows and updated appliances enhance both comfort and appeal. While the main house could benefit from some cosmetic TLC, it features 3–4 bedrooms and 2

    Chelsea Richardson Barrett and Valley Associates Inc.

    79 Merrill St, Springfield, VT 05156
  • /50

    $799,000

    • 7 Beds
    • 6 Baths
    • 4,642 Sq Ft

    41 Lawrence Hill Rd, Weston, VT 05161

    Not far from Southern Vermont Mountain Resorts, this charming historic home is nestled on a hillside in the heart of Weston Village and offers a unique blend of old-world character and modern comfort. Built in the 1800s, the house is rich with architectural details, including aged barn wood accents, warm pine floors, and sunlit rooms that create a welcoming atmosphere for family and friends. The

    Jessica Citera Cummings & Co

    41 Lawrence Hill Rd, Weston, VT 05161
  • /58

    $549,000

    • Land
    • 20.2 Acres
    • $27,178 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

    Eric Johnston Four Seasons Sotheby's Int'l Realty

    00 Long Hill Rd, Woodstock, VT 05071
  • /57

    $595,000

    • 4 Beds
    • 2 Baths
    • 2,212 Sq Ft

    298 Jenneville Rd, Windsor, VT 05089

    PRICE REDUCED! Welcome to "Valley Brook Farm", an Historic Cape in the middle of Horse country on 12.92 acres with Barns, rolling & level Pasture, a swimming Pond, and Brook. Located in the heart of the nationally renowned Green Mountain Horse Association trail network. Nestled on scenic & bucolic Jenneville Road, this c. 1820 Cape offers the warmth of wide pine floors, post-and-beam character,

    John Bassette Bassette Real Estate Group

    298 Jenneville Rd, Windsor, VT 05089
  • /45

    $795,000

    • 2 Beds
    • 2.5 Baths
    • 1,248 Sq Ft

    144 Lodge Rd Unit 6, Ludlow, VT 05149

    SouthFace Village Tamarack #6Ski-on, ski-off access, luxury amenities, and stunning views await at this beautiful, two-level condominium. This two-bedroom, three-bath unit is steps away from the brand-new recreation building, making it the perfect spot for après-ski relaxation.Inside, you'll find a bright and sunny open-concept living space. A gas fireplace creates a cozy ambiance, while

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

    144 Lodge Rd Unit 6, Ludlow, VT 05149
  • /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
  • /47

    $475,000

    • 2 Beds
    • 1 Bath
    • 1,020 Sq Ft

    1452 Tyson Rd, Reading, VT 05062

    Discover this well-cared-for 2-bedroom, 1-bath contemporary home nestled in the peaceful countryside of Reading, VT. Set on a serene lot surrounded by nature, this home offers the perfect blend of comfort and privacy. The light-filled interior features an open and airy layout with thoughtful updates and a warm, inviting feel throughout. Enjoy relaxing in the cozy living spaces, preparing meals in

    Katie Ladue Gilbert KW Vermont Woodstock

    1452 Tyson Rd, Reading, VT 05062
  • /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
  • /42

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft

    1079 Fletcher Hill Rd, Woodstock, VT 05071

    This charming 2-bedroom ranch house offers a nice layout for main floor living. Features include a sunroom entrance, two bedrooms, a full bath, laundry room, and a main living/dining area with a kitchen, all within a rural setting with ample natural light, local views, and a deck. Recent updates include a primary bedroom ensuite featuring a custom walk-in shower and double sinks, new flooring, a

    Terry Davis Williamson Group Sothebys Intl. Realty

    1079 Fletcher Hill Rd, Woodstock, VT 05071
  • /12

    $229,000

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    419 Coach Rd, Chester, VT 05143

    Price Reduction! Come see this private 2-acre lot, off a side street close to the picturesque Chester village. This well maintained 1968 mobile home has a bright open concept addition. Close to ski mountains and other snowmobile trails. Make this a Vermont getaway or a permanent home joining a wonderful community.

    Amy Carson Lowe's Real Estate, LLC

    419 Coach Rd, Chester, VT 05143
  • /39

    $1,499,000

    • 4 Beds
    • 3.5 Baths
    • 2,184 Sq Ft

    51 Alpine Way Unit A4, Ludlow, VT 05149

    Your Perfect Mountain Getaway: Ski-In/Ski-Out End-Unit Townhouse!Imagine stepping right onto the slopes from this exceptional 4-bedroom, 3.5-bath townhouse-style condominium. As an end unit, you'll appreciate the added privacy, especially in the en-suite primary suite with no neighbors above. The main floor is designed for easy living with a practical mudroom entry, a convenient half bath,

    Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

    51 Alpine Way Unit A4, Ludlow, VT 05149
  • /56

    $594,000

    • 5 Beds
    • 3.5 Baths
    • 3,470 Sq Ft

    1057 Quarry Rd, Chester, VT 05143

    Chester Haven on a Quiet Dead-End Road. Tucked away in a serene neighborhood, this spacious 5-bedroom, 4-bath home offers over 3,400 sq ft of beautifully designed living space—perfect for both everyday comfort and grand entertaining. Located on a peaceful dead-end street, yet just minutes from the charm and convenience of Main Street, this property offers the best of both worlds. Inside,

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

    1057 Quarry Rd, Chester, VT 05143
  • /45

    $520,000

    • 3 Beds
    • 2 Baths
    • 2,350 Sq Ft

    9 Deeplawn Ct, Ludlow, VT 05149

    Perched on a gentle knoll in the village, this inviting Cape-style home offers comfort, convenience, and room to grow. Ideally located just minutes from downtown Ludlow, enjoy easy access to the Okemo shuttle, local shops, dining, and the town’s vibrant community. The home has been meticulously maintained and thoughtfully updated with a remodeled kitchen and refreshed baths. Featuring three

    Joseph Karl William Raveis Real Estate Vermont Properties

    9 Deeplawn Ct, Ludlow, VT 05149
  • /14

    $199,000

    • 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

Showing Results 241 - 280, Page 7 of 11

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