Windsor County VT Homes for Sale

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  /44

  $395,000

  • 3 Beds
  • 2 Baths
  • 2,064 Sq Ft

  2103 Vermont 106, Weathersfield, VT 05151

  Tucked into a quaint village setting, this classic New England Colonial offers the perfect blend of character, comfort, and everyday functionality. Set on a riverfront lot, the property provides a peaceful, picturesque backdrop.Thoughtfully updated, the home now offers 3 bedrooms, including a spacious primary created by combining two rooms. Inside, warm and inviting living spaces are filled

  Wendie Wright Coldwell Banker LIFESTYLES - Hanover

  2103 Vermont 106, Weathersfield, VT 05151
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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
• 

  

  

  /55

  $1,400,000

  • 3 Beds
  • 3.5 Baths
  • 1,814 Sq Ft

  81 Daybreak Dr Unit I202, Ludlow, VT 05149

  Solitude on Okemo Mountain. Experience true slopeside living at Solitude Village with this exceptional fully renovated ski-in/ski-out condo at Okemo Mountain Resort. Ideally located in building I, Unit I202 is a spacious 3-bedroom plus loft, 3.5-bathroom retreat set just steps from the Solitude lift, offering effortless access to the entire mountain. Enter through a mudroom designed to

  Joseph Karl William Raveis Real Estate Vermont Properties

  81 Daybreak Dr Unit I202, Ludlow, VT 05149
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  /35

  $72,000

  • 1 Bed
  • 2 Baths
  • 775 Sq Ft

  368/370 Qtr I V Jackson Gore Inn, Ludlow, VT 05149

  Desirable third-floor lockout unit in Jackson Gore, ideally positioned facing the valley with beautiful, expansive views. Located just steps from the Round House, this residence offers exceptional proximity to the lifts, pools, and dining—making it a perfect year-round getaway. Unit C features: A spacious one-bedroom layout with lockout capability, offering flexibility for personal use or rental

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

  368/370 Qtr I V Jackson Gore Inn, Ludlow, VT 05149
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  /28

  $89,000

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

  0 Snell Rd, Chester, VT 05143

  Rolling, wooded 10.4+/- acre surveyed parcel in Chester offering 244 feet of road frontage and 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. Atop the plateau further into the lot there are nice

  Geralyn Donohue Engel & Völkers Okemo

  0 Snell Rd, Chester, VT 05143
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  /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
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  /32

  $359,000

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  45 Reservoir Rd, Springfield, VT 05156

  First time offered in over 60 years, this well cared for 3 bedroom, 2 bath home is a rare opportunity to own a property that has been truly loved and maintained. Set on a spacious, level lot in an area of well kept homes, the property immediately stands out with its large lawn, ideal for outdoor enjoyment, gardening, or simply relaxing. Inside, you’ll find over 1,500 square feet of comfortable

  Patrick Kelley Real Broker LLC

  45 Reservoir Rd, Springfield, VT 05156
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  /7

  $650,000

  • Land
  • 105.46 Acres
  • $6,163 per Acre

  0 Vermont 131, Ascutney, VT 05030

  Views of the surrounding hills including Mount Ascutney, Little Ascutney and Hawks Mountain. A large parcel with great variety. 35 acres of level cropland. Other fields, forest and transitional areas. Streams running through the land.20 minutes to skiing at Okemos. On the VAST trail system and only a short distance to I91 Exit 8.

  Matthew Spittle Vermont Horse Country Real Estate

  0 Vermont 131, Ascutney, VT 05030
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  /6

  $299,000

  • Land
  • 116.2 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
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  /60

  $32,000,000

  • 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
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  /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
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  /51

  $649,000

  • 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
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  /54

  $399,500

  • 4 Beds
  • 2 Baths
  • 2,264 Sq Ft

  264 Elm Hill St, Springfield, VT 05156

  No words describe this property better than peaceful, rural, convenient and historic. Throughout its long life, the top of Elm Hill exudes country. The rugged stone walls, lower barn, tool shed and upper barn reveal an agricultural past. The upper barn has been converted to a 2-car garage and workshop, complete with a half-ton hoist. The upstairs hayloft (attic type storage) is easily accessible

  Carol Cole BHG Masiello Brattleboro

  264 Elm Hill St, Springfield, VT 05156
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  /18

  $389,000

  • 3 Beds
  • 2.5 Baths
  • 1,918 Sq Ft

  60 Fletcher Ln, Hartford, VT 05001

  *Open House* Sunday May 3rd 10AM-12PM Why vacation when you can live it every day? This Quechee Lakes home, just minutes from the clubhouse, offers easy year-round resort living in a peaceful Vermont setting. Inside, what stands out is the renovated kitchen that features a farmhouse sink and Wolf appliances. The kitchen flows seamlessly into the open-concept dining and living area, where a

  Vanessa Allen KW Vermont Woodstock

  60 Fletcher Ln, Hartford, VT 05001
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  /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 2-bedroom Qtr Three has the coveted "Golden Goose" calendar this year - both Christmas and New Year's! (Two weeks back-to-back!). This spacious and beautifully appointed condominium offers effortless

  Joseph Karl William Raveis Real Estate Vermont Properties

  510/512 Qiii Jackson Gore Adams House Unit 510/512 QIII, Ludlow, VT 05149
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  /12

  $178,000

  • Land
  • 28.74 Acres
  • $6,193 per Acre

  00 Dairy Hill Rd Unit 7 and 8, Royalton, VT 05068

  Offering 28.7 acres of surveyed land comprised of two adjoining parcels with frontage on both Dairy Hill Road and Sherlock Road in the town of Royalton. This versatile property features a mix of open pastureland along the Dairy Hill side and predominantly wooded acreage along Sherlock Road, providing a balance of usability and privacy and has a small stream running through it. With multiple

  Eric Kenyon Rural Vermont Real Estate

  00 Dairy Hill Rd Unit 7 and 8, Royalton, VT 05068
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  /21

  $135,000

  • Land
  • 13.96 Acres
  • $9,670 per Acre

  0 Valley View Dr Unit 5009431, Andover, VT 05143

  UNBELIEVABLE VALUE in a great setting ! Bordering the Ludlow line and 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

  Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  0 Valley View Dr Unit 5009431, Andover, VT 05143
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  /12

  $300,000

  • Land
  • 36.9 Acres
  • $8,130 per Acre

  1441 Jerusalem Hill, Rochester, VT 05767

  Set on 37± acres on the edge of Rochester’s wild landscape, this property offers a rare combination of immediate usability and long-term upside. Tucked just off the road for privacy, the land unfolds as a mix of rolling terrain, mature woods, and open pockets that invite exploration, recreation, and thoughtful development. At the center of it all is a rustic camp—simple, functional, and ready to

  William Brokhof Vermont Backcountry Real Estate

  1441 Jerusalem Hill, Rochester, VT 05767
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  /44

  $730,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  46 Fowler Rd Unit O-205, Ludlow, VT 05149

  Winterplace at Okemo Mountain - Experience the ultimate in slopeside convenience, widely regarded as one of the most accessible locations on the mountain, with rare access to five chairlifts and nearby trail connections that bring you directly onto the slopes. This inviting three-bedroom, two-bathroom condo features an open-concept living area highlighted by a wood-burning fireplace—perfect for

  Katherine Burns William Raveis Real Estate Vermont Properties

  46 Fowler Rd Unit O-205, Ludlow, VT 05149
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  /40

  $599,000

  • 3 Beds
  • 3.5 Baths
  • 2,023 Sq Ft

  41 Parkhurst Unit L4, Cavendish, VT 05153

  Welcome to The Castle Hill Resort and Spa where you'll find this beautiful three bedroom, three and a half bath, condominium with loft and bonus room. The kitchen with custom cherry cabinetry, granite counters and stainless steel appliances that will satisfy any chef's needs is open to the living, dining area. Which have soaring cathedral ceilings and a wall of windows flooding in the natural

  Frank Provance Diamond Realty

  41 Parkhurst Unit L4, Cavendish, VT 05153
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  /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
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  /24

  $474,800

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  586 Ski Tow Rd, Brownsville, VT 05037

  Adorable partially furnished 3 bedroom, 2 bath home on landscaped 1.53 acres corner lot in the heart of Ascutney Mt Resort! Many upgrades including Bosch High Efficiency Propane Boiler, Mitsubishi heat pump/AC, Rinnai on demand hot water heater, new well tank & centrifuge filtration system, new fireplace & chimney with Woodstock soapstone woodstove flanked by custom cabinets on each side. Decks,

  Dana Waters Dark Horse Realty

  586 Ski Tow Rd, Brownsville, VT 05037
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  /15

  $695,000

  • 4 Beds
  • 2 Baths
  • 2,080 Sq Ft

  18 Hazen St, Norwich, VT 05055

  Located in the heart of Norwich Village, this four-bedroom, two-bathroom home is situated steps from the Norwich Public Library and within easy walking distance to Dan & Whits and the Marion Cross School. The interior features an open floor plan with hardwood flooring on the main level and bamboo floors on the second floor. A pellet stove serves as a secondary heat source in the main living area.

  Rowan Carroll Coldwell Banker LIFESTYLES - Hanover

  18 Hazen St, Norwich, VT 05055
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  /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
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  /6

  $189,900

  • 3 Beds
  • 2 Baths
  • 980 Sq Ft

  28 Thetford Ln, Bethel, VT 05032

  On owned land 3 bedroom two bath mobile home on a concrete pad. 1.64 acres surveyed land. owner will consider owner financing with first mortgage. owner can help with qualifying. occupancy at closing. home has stand and seam metal roof, 2 sheds. estimated payment is 1,544.00 / month depending on rate, down payment etc.

  Derek Greene Derek Greene

  28 Thetford Ln, Bethel, VT 05032
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  /18

  $75,000

  • Land
  • 1.06 Acres
  • $70,755 per Acre

  0 Labbie Ln Unit 55, Hartford, VT 05001

  This +-1-acre undeveloped parcel on Labbie Lane offers an opportunity to build along a lovely paved cul-de-sac in Hartford. The location is highly practical for commuters, situated just ~2 miles from the shops and restaurants in White River Junction and approximately 15 minutes from Dartmouth-Hitchcock Medical Center. This is a straightforward opportunity to secure land in a very accessible Upper

  Holly Hall Hall Collins Real Estate Group

  0 Labbie Ln Unit 55, Hartford, VT 05001
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  /15

  $95,000

  • Land
  • 1.06 Acres
  • $89,623 per Acre

  00 Morrill Bend Unit 475, Hartford, VT 05001

  Build your dream home on this exceptional 1.06-acre parcel nestled along Morrill Bend, a quiet and scenic country lane within the desirable Quechee Lakes community. Offering both privacy and natural beauty, this lot is the perfect canvas for your Vermont retreat. Ownership includes membership to the renowned Quechee Club, providing access to an outstanding array of amenities. Enjoy paddling and

  Sandy Reavill

  00 Morrill Bend Unit 475, Hartford, VT 05001
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  /22

  $249,000

  • 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
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  /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
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  /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
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  /41

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,939 Sq Ft

  105 Craigue Hill Rd, Springfield, VT 05156

  Located on 17 acres, but 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 visitors or a long-term rental. The main house is a traditional cape style with an abundance of porches for viewing wildlife. The entrance foyer and sitting area leads to the living room and the large dining

  Carol Cole BHG Masiello Brattleboro

  105 Craigue Hill Rd, Springfield, VT 05156
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  /45

  $500,000 Coming Soon

  • 3 Beds
  • 3 Baths
  • 1,976 Sq Ft

  454 Edwins Pond Rd, Rochester, VT 05767

  Set in a secluded glade at the base of Mt Cushman, this 3-bedroom, 3-bath chalet offers a rare opportunity to own a true Vermont retreat. Overlooking Edwin’s Pond and the Green Mountain National Forest, the property delivers a sense of privacy and immersion in nature that is increasingly hard to find. Moss-covered boulders, filtered woodland light, and elevated mountain views create a setting

  William Brokhof Vermont Backcountry Real Estate

  454 Edwins Pond Rd, Rochester, VT 05767
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  /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
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  /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
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  /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
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  /42

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft

  11 Juniper Hill Rd, Springfield, VT 05156

  Lovely raised ranch located in a sought-after neighborhood, offering 3 bedrooms and 2 baths with an open-concept living area perfect for everyday living and entertaining. Enjoy the warmth and charm of two fireplaces—one on the main level and another in the lower-level family room, providing cozy spaces year-round. This home offers great potential and will benefit from some TLC, making it an

  Linda Benoit Highland Realty

  11 Juniper Hill Rd, Springfield, VT 05156
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  /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
• 

  

  /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
• 

  

  /60

  $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 South

  Eric Johnston Four Seasons Sotheby's Int'l Realty

  00 Long Hill Rd, Woodstock, VT 05071
• 

  

  /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

Showing Results 241 - 280, Page 7 of 11