Windsor County VT Homes for Sale

• 

  

  

  /22

  $85,000

  • Land
  • 5 Acres
  • $17,000 per Acre

  0 Linden Way Unit 5093908, Chester, VT 05143

  Privacy doesn't have to mean isolation!!Wooded acreage, village convenience, and modern connectivity are rarely found in the same package. This newly approved 5 acre parcel in Chester, Vermont offers a private setting surrounded by mature forest while remaining just minutes from the historic village center. Accessed via a private right-of-way, the property provides a peaceful location for a

  Daire Gibney Barrett and Valley Associates Inc.

  0 Linden Way Unit 5093908, Chester, VT 05143
• 

  

  

  /50

  $649,000

  $121K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 4,157 Sq Ft

  624 Baker Turn Rd Unit N/A, Hartford, VT 05059

  Experience the charm and beauty of Vermont living in this lovingly maintained, single-owner home nestled in the highly sought-after Quechee Lakes community just off Baker Turn Road. Thoughtfully cared for over the years, this spacious home offers the perfect blend of comfort, quality, and opportunity.A brand-new roof and solid construction provide peace of mind, while the generous floor

  Lyndsey Freeman Quechee Lakes Real Estate Center

  624 Baker Turn Rd Unit N/A, Hartford, VT 05059
• 

  

  

  /40

  $1,400,000

  • Land
  • 250.7 Acres
  • $5,584 per Acre

  610 Route 100, Plymouth, VT 05056

  Imagine owning 250 acres of unspoiled land in Vermont's coveted Lake Region, featuring five separate access points to the crystal-clear waters of Echo Lake. Whether you're envisioning a private family retreat, a recreational paradise, a conservation property, or a future development opportunity, this remarkable offering offers endless possibilities. Miles of established trails wind through the

  Kevin Barnes William Raveis Real Estate Vermont Properties

  610 Route 100, Plymouth, VT 05056
• 

  

  

  /44

  $1,450,000

  • 3 Beds
  • 1.5 Baths
  • 1,360 Sq Ft

  1503 Rush Meadow Rd, West Windsor, VT 05089

  They say land remembers. On Rush Meadow Road—where rolling fields meet the quiet rhythm of the seasons—there is a place that has been held, cared for, and passed down for over a century. This 103-acre estate is not something that was assembled. It was lived. Worked. Protected. For generations, it operated as a dairy farm, and the land still reflects that stewardship—lush hayfields, a ready-to-tap

  Katie Ladue Gilbert BHHS Verani Upper Valley

  1503 Rush Meadow Rd, West Windsor, VT 05089
• 

  

  

  /35

  $380,000

  • Land
  • 24.5 Acres
  • $15,510 per Acre

  1992 Andover Ridge Rd, Andover, VT 05143

  Perched at the top of Andover Ridge Road, this exceptional Vermont building lot offers breathtaking 180-degree panoramic long-range views stretching across rolling mountain ranges and endless Green Mountain scenery. With a newly constructed driveway already in place and a state wastewater permit secured and the system installed, this property is well positioned for your future dream home or

  Claudia Harris Mary Mitchell Miller Real Estate

  1992 Andover Ridge Rd, Andover, VT 05143
• 

  

  /17

  $449,000

  • 1 Bed
  • 1 Bath
  • 920 Sq Ft

  35 Railroad Row Unit C3-1, Hartford, VT 05001

  A rare opportunity to own one of downtown White River Junction's sought after Railroad Row condominiums. Offered fully furnished, this stylish, urban residence combines contemporary design with industrial character. It features soaring ceilings, oversized windows, bamboo floors, an open concept layout filled with natural light and views over the park. Enjoy the convenience of elevator access,

  Linde McNamara LindeMac Real Estate

  35 Railroad Row Unit C3-1, Hartford, VT 05001
• 

  

  /23

  $339,000

  $10K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,648 Sq Ft

  826 Hard Rd Unit 4, Quechee, VT 05059

  Recently renovated, 2 bedroom / 2.5 bath Birchwood Condo in Quechee Lakes. Offering 3 levels of living, this condo gets lots of light and has a great setting. On the main floor, there is a brand new kitchen featuring stainless steel appliances, gorgeous wide pine floors, propane stove, half bath as well as a 22' x 6' deck off the living room overlooking a park-like setting below. Upstairs there

  Lisa Baldwin Coldwell Banker LIFESTYLES - Hanover

  826 Hard Rd Unit 4, Quechee, VT 05059
• 

  

  /24

  $1,490,950

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 2,709 Sq Ft

  289 Taft Family Rd Unit 7118, Hartford, VT 05059

  The Evergreen at Mountain Stream- Currently under construction at 399 Bentley Road, the Evergreen offers 2,709 square feet of contemporary living across two finished levels, paired with a detached two-car garage. A long, low silhouette under a standing-seam metal roof, composite board-and-batten siding, and oversized windows give the home a distinctly modern presence- clean architectural lines

  Richard Higgerson Higgerson & Company

  289 Taft Family Rd Unit 7118, Hartford, VT 05059
• 

  

  /60

  $1,199,000

  $51K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 3,123 Sq Ft

  292 Hard Rd, Hartford, VT 05001

  Rooted in the traditions of New England architecture and thoughtfully built for modern living, this colonial reproduction occupies a special place within Quechee Lakes, Vermont's premier four-season community.Inspired by a Connor Historic Federal farmhouse design and constructed by one of the region's most respected builders, the home reflects a level of craftsmanship that is increasingly

  Richard Higgerson Higgerson & Company

  292 Hard Rd, Hartford, VT 05001
• 

  

  /17

  $75,000

  • 2 Beds
  • 1 Bath
  • 620 Sq Ft

  1144 Potash Brook Rd, Chester, VT 05143

  Nice country spot with older mobile home on it. Property is located in a flood zone so if removed could not be replaced with a permanent structure. Power, septic and electric on sight along with a 1 car garage. Home could be repaired, would also make a great spot for a snowbird wanting a spot in Vermont or anyone looking to park an RV. Property is sold AS IS CASH ONLY

  

  Julie Buffum

  Buffum Realty

  1144 Potash Brook Rd, Chester, VT 05143
• 

  

  /22

  $350,000

  $49K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 536 Sq Ft

  1190 Long Hill Rd, Woodstock, VT 05071

  Tucked away on 11.58 private acres in the heart of South Woodstock, this peaceful Vermont retreat offers simplicity, seclusion, and endless potential. Located along scenic Long Hill Road, surrounded by rolling countryside, woodland trails, and some of the area’s most distinguished estates. The property features a cozy 1-bedroom, 1-bath home with an open, efficient layout designed for quiet

  Tara Reeves Vermont Real Estate Company

  1190 Long Hill Rd, Woodstock, VT 05071
• 

  

  /53

  $675,000

  • 3 Beds
  • 3 Baths
  • 2,916 Sq Ft

  133 Rousseau Rd, Royalton, VT 05068

  Extraordinary 9.93-acre property perched high above the charming village of Royalton, offering breathtaking panoramic views of central Vermont and beyond. On clear days, enjoy sweeping vistas stretching from Camel's Hump and Mount Mansfield to Mount Washington and New Hampshire's Presidential Range. Built in 2021, this thoughtfully designed home features an open-concept floor plan filled with

  Kyle Kershner Killington Pico Realty

  133 Rousseau Rd, Royalton, VT 05068
• 

  

  /58

  $1,395,000

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  683 Reservoir Rd, White River Junction, VT 05001

  Welcome to Trail’s End - an oasis of peace and tranquility suffused with the restorative power of nature. Set amidst lush gardens and rolling lawns, this gorgeous timber frame house blends traditional looks with modern sensibilities and amenities, offering comfortable, light-filled, and highly functional spaces throughout. The beautifully appointed main floor primary bedroom features a spacious

  Zoe Hathorn Washburn Snyder Donegan Real Estate Group

  683 Reservoir Rd, White River Junction, VT 05001
• 

  

  /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
• 

  

  /38

  $1,325,000

  • 2 Beds
  • 1.5 Baths
  • 1,817 Sq Ft

  171 Delano Rd, Reading, VT 05062

  Constructed in 2025, and located in the desirable Rush Meadow region of West Windsor, this impeccably orchestrated Yankee Barn Post and Beam home features superb materials, old world craftsmanship and detailed fit and finish. Custom milled cabinetry and built-ins throughout. The rooms are filled with natural light with stunning bucolic views from every window. The home is centered by a dramatic

  Danny Kogut Williamson Group Sothebys Intl. Realty

  171 Delano Rd, Reading, VT 05062
• 

  

  /13

  $165,000

  • Land
  • 7.95 Acres
  • $20,755 per Acre

  198 Quechee Rd, Hartland, VT 05048

  THE OWNER OF 198 QUECHEE ROAD HAS DECIDED TO SELL 7.95 ACRES WHICH WILL SHARE THE 40' R.O.W. WITH HER 3.4 ACRES HOMESTEAD PROPERTY. SHE HAS RECEIVED SUB-DIVISION APPROVAL AND HAS AN ENGINEER REPORT FOR AN APPROVED MOUND SEPTIC SYSTEM, THE LOT WILL HAVE A R.O.W. BEHIND THE GARAGE TO THE OPEN FIELD.

  Don Chabot Town and Country Realty

  198 Quechee Rd, Hartland, VT 05048
• 

  

  /15

  $594,900

  • Land
  • 37.59 Acres
  • $15,826 per Acre

  00 Dothan Rd Unit 55, Hartford, VT 05001

  A rare opportunity to own 37.59± acres in Hartford, Vermont, comprised of three separately subdivided wooded lots being offered together as one exceptional package. Whether you're seeking a private estate setting, a family compound, future development potential, or simply room to enjoy the beauty of Vermont, this unique offering provides a wide range of possibilities. The property is

  Susan Cole Susan Cole Realty Group, LLC

  00 Dothan Rd Unit 55, Hartford, VT 05001
• 

  

  /39

  $949,000

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,183 Sq Ft

  63 Royall Tyler Rd, Hartford, VT 05001

  Settle into the farmers porch with a morning coffee and watch the seasons change across the Vermont hills. Inside, every detail speaks to quality craftsmanship — thoughtful appointments, warm finishes, and a layout designed for real family life. The yard has plenty of room for kids to run, explore, and make the kind of memories that bring families back to Vermont generation after

  

  Herb Hart

  Quechee Lakes Real Estate Center

  63 Royall Tyler Rd, Hartford, VT 05001
• 

  

  /19

  $610,000

  $29K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 3,300 Sq Ft

  23 Brookside Dr, Norwich, VT 05055

  Walk to Dan & Whits and elementary school from this 3 BR, 2 bath village home with pastoral viewsRare opportunity for country-like living and views within the quiet village of Norwich, a picturesque, quintessential Vermont town across the river from Dartmouth College and world-class Medical Center in Hanover, NH. Walk to Dan & Whits and elementary school from this 3 BR, 2 bath home with

  Jason Saphire www.HomeZu.com

  23 Brookside Dr, Norwich, VT 05055
• 

  

  /32

  $1,295,000

  $50K PRICE DROP

  • 7 Beds
  • 6 Baths
  • 5,774 Sq Ft

  310 Pierce Hill Rd, West Windsor, VT 05089

  With sweeping views of Mount Ascutney, this exceptional home offers the Vermont lifestyle so many buyers dream of. A place where family and friends gather, traditions begin, and every season brings new adventures. Thoughtfully expanded over time, it blends two living spaces into one inviting home, offering generous room to be together while providing comfort and privacy for everyone.The newer

  Gary Coger Four Seasons Sotheby's Int'l Realty

  310 Pierce Hill Rd, West Windsor, VT 05089
• 

  

  /50

  $699,000

  $100K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,048 Sq Ft

  408 Morgan Rd, Hartford, VT 05059

  Under $700K in Quechee Lakes! Beautifully updated, meticulously maintained, and truly turnkey, this spacious fourbedroom, 3 and a half-bath home combines timeless comfort with modern efficiency in one of Vermont's most sought-after four-season communities. Designed for both everyday living and effortless entertaining, the sun-filled main level features a spacious eat-in kitchen that flows

  Katie Ladue Gilbert BHHS Verani Upper Valley

  408 Morgan Rd, Hartford, VT 05059
• 

  

  /60

  $625,000

  $25K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,482 Sq Ft

  33 Acorn St, White River Junction, VT 05001

  Set in a peaceful neighborhood with scenic views and large backyard, this expansive home offers the perfect balance of space, comfort, and flexibility. With 5 bedrooms and several bonus living areas throughout, there is plenty of room to fit a variety of lifestyles and needs. Inside, you’ll find spacious living areas filled with natural light, along with a finished basement that adds even more

  The Malley Group KW Vermont

  33 Acorn St, White River Junction, VT 05001
• 

  

  /22

  $199,000

  • 1 Bed
  • 448 Sq Ft

  1440 Stevens Rd, Bridgewater, VT 05034

  Serenity and nature await you on 2 beautiful acres and a well loved seasonal one bedroom camp with propane vented wall heater and gas cookstove. Located almost at the end of the Bridgewater town maintained road. Beyond the town maintained road is Killington and at that portion of the road it is not maintained by the municipality. Enjoy access to VAST and VASA trails. Awesome mountain biking,

  Marni Rieger KW Vermont-Killington

  1440 Stevens Rd, Bridgewater, VT 05034
• 

  

  /28

  $395,000

  • Land
  • 8 Acres
  • $49,375 per Acre

  0 Vermont 106, South Woodstock, VT 05071

  Rare opportunity to own 8 +/- acres of land in South Woodstock Village with easy access off of Rt. 106. This parcel is being divided off of a 10.87 acre lot. There is a wonderful , open site ideal for building your dream home offering privacy , trails and a short walk to the South Woodstock Country Store, Kedron Valley Inn , dining at the Ransom Tavern and a swim in the Kedron pond ! 5 miles into

  Carol Wood Williamson Group Sothebys Intl. Realty

  0 Vermont 106, South Woodstock, VT 05071
• 

  

  /14

  $299,900

  • 5 Beds
  • 2 Baths
  • 1,772 Sq Ft

  3 Lark Ln, Springfield, VT 05156

  Welcome to 3 Lark Lane in Springfield, VT! This expanded 5-bedroom home offers flexible living space and many updates throughout. A spacious addition created a large bonus room along with an expansive kitchen and dining area perfect for everyday living and entertaining. The updated kitchen with granite countertops offers plenty of cabinet and counter space with an open flow into the dining area.

  Bobbie Lynn Thomas The Thomas Group of Northern New England, LLC

  3 Lark Ln, Springfield, VT 05156
• 

  

  /59

  $1,150,000

  • 5 Beds
  • 4.5 Baths
  • 3,370 Sq Ft

  1036 N Main St, Bethel, VT 05032

  Set along the storied banks of the White River, the historic WA Dunham Farm—also known as the Hungerford Farm—offers a rare blend of Vermont heritage, natural beauty, and modern comfort on 92.6 conserved acres. Originally built circa 1867, this extensively restored estate features nearly one mile of private river frontage with a secluded beach, perennial streams, protected woodlands, open

  Evan Russell Real Broker LLC

  1036 N Main St, Bethel, VT 05032
• 

  

  /18

  $175,000

  • Land
  • 22.2 Acres
  • $7,883 per Acre

  00 Comstock Dr, Bethel, VT 05032

  Tucked just off Campbrook Road, this 22-acre parcel offers the perfect blend of privacy and convenience in the heart of Vermont's White River Valley. Already permitted for a 3-bedroom wastewater system, the property is ready for you to build the home you've been dreaming of. The land sits in a quiet, secluded setting while remaining just moments from a paved road, making year-round access a

  Lucas deSousa Vermont Real Estate Company

  00 Comstock Dr, Bethel, VT 05032
• 

  

  /31

  $149,900

  • Land
  • 10,018 Sq Ft
  • $651,739 per Acre

  0 Prospect St Unit 5091432, Ludlow, VT 05149

  Discover a rare opportunity to own the last village building lot on desirable Prospect Street in Ludlow. Tucked away at the end of a newly created cul-de-sac, Lot 3 offers a level setting with outstanding potential for your future home or getaway retreat. Enjoy partial seasonal views of Okemo Mountain Resort, along with beautiful sunset views that make this location truly special. Convenience is

  Kevin Barnes William Raveis Real Estate Vermont Properties

  0 Prospect St Unit 5091432, Ludlow, VT 05149
• 

  

  /21

  $79,000

  • 1 Bed
  • 192 Sq Ft

  324 Sunrise Rd, Bethel, VT 05032

  Located just minutes to I89 exit 3 yet off the path into the woods is this primitive camp on 10.06 acres to be developed or used as a recreational getaway. Car ready on good gravel roadway right to the property. Deed provides for septic on adjacent lot if a state approved system can be found. Access VAST trails directly or hunt right from your door. Sold As Is with furnishings and two generators

  Patricia Harvey Xsell Realty LLC

  324 Sunrise Rd, Bethel, VT 05032
• 

  

  /58

  $2,650,000

  $450K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,843 Sq Ft

  66 Hollow Farm Rd, Woodstock, VT 05071

  CURTIS HOLLOW FARM, Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Coolidge State Forest. The updated main house features 5 bedrooms and 4 baths, filled with abundant natural light and thoughtfully designed for both large gatherings and quiet retreat spaces. The open-concept main level includes a spacious living room with picture windows

  David Donegan Snyder Donegan Real Estate Group

  66 Hollow Farm Rd, Woodstock, VT 05071
• 

  

  /5

  $850,000

  • Land
  • 1.47 Acres
  • $578,231 per Acre

  97 Valley View Rd, Woodstock, VT 05091

  The justifiably proud owner of this property points out these features: Potential "Barnominium." Conveniently located just 1/4 mile from Woodstock Village town line and just 40 minutes from Killington Ski area. Built for an auto collection. Full bathroom, blown in insulation in ceiling, foam spray insulation in walls (with bug mesh in walls.) 3/4" sheet rock! All electrical is done in 3/4'

  John Wetmore Wetmore Real Estate

  97 Valley View Rd, Woodstock, VT 05091
• 

  

  /59

  $995,000

  • 6 Beds
  • 4 Baths
  • 3,052 Sq Ft

  181 Harrier Way, Plymouth, VT 05056

  Welcome to this beautifully updated Hawk home with expansive westerly mountain and valley views. Recent improvements throughout give the home a fresh, inviting feel while keeping its warm Vermont character. The renovated mudroom features custom live-edge maple walnut benches, shiplap walls, new lighting, shelving, and plenty of space for all your gear. The redesigned kitchen has granite counters,

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  181 Harrier Way, Plymouth, VT 05056
• 

  

  /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
• 

  

  /47

  $389,000

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,184 Sq Ft

  1319 Brandon Mountain Rd, Rochester, VT 05767

  Set back from the highway on a gently elevated site, this beautifully maintained three-bedroom home captures sweeping views of the surrounding Green Mountains and the White River Valley. The inviting open floor plan is ideal for entertaining and relaxed family gatherings alike. The updated kitchen features attractive hardwood cabinetry, granite counters and stainless steel appliances, while the

  Kyle Kershner Killington Pico Realty

  1319 Brandon Mountain Rd, Rochester, VT 05767
• 

  

  /37

  $375,000

  • 3 Beds
  • 1 Bath
  • 2,128 Sq Ft

  1057 Brockway Mills Rd, Springfield, VT 05156

  Conveniently located between Rockingham, Springfield, and Chester, this sweet 3-bedroom ranch sits on 1.5 +/- acres of mostly open, level land. The home has seen many recent upgrades, including fresh paint inside and out, beautifully refinished wood floors in select rooms, and new click-lock flooring in others. What was once attic space has been thoughtfully converted into additional finished

  Chelsea Richardson Barrett and Valley Associates Inc.

  1057 Brockway Mills Rd, Springfield, VT 05156
• 

  

  /47

  $1,475,000

  $174K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,456 Sq Ft

  140 Echo View Dr, Ludlow, VT 05149

  Spend your mornings on Echo Lake, your afternoons exploring Vermont's scenic countryside, and your winters skiing the legendary slopes of Okemo and Killington all just minutes from home. Designed as a luxury four-season retreat, this newly built contemporary residence combines exceptional craftsmanship, modern comfort, and an unbeatable location in one of Vermont's premier resort destinations.

  Mendi Michael Engel & Völkers Okemo

  140 Echo View Dr, Ludlow, VT 05149
• 

  

  /60

  $2,300,000

  • 6 Beds
  • 4.5 Baths
  • 8,656 Sq Ft

  55 Cherry Hill, Springfield, VT 05156

  Steeped in history and timeless elegance, this extraordinary circa-1860 Georgian Colonial estate offers over 8,000 square feet of refined living space where classic architecture meets remarkable craftsmanship. From the moment you enter, you are greeted by stunning period details including exquisite crown moldings, grand proportions, soaring ceilings, and beautifully preserved finishes that

  Joe Castaluccio Winhall Real Estate

  55 Cherry Hill, Springfield, VT 05156
• 

  

  /59

  $495,000

  • 4 Beds
  • 3.5 Baths
  • 3,356 Sq Ft

  990 Main St, Cavendish, VT 05142

  If you're looking for the ultime village ski house look no more! This four bedroom three and a half bath TURN KEY home is nestled in the village of Proctorsville. Home to Singletons Store, Outer Limits Brewery, Murdoch's On The Green and much more walking distance away. Step into this lovely well appointed home and you'll feel right at home. The kitchen boasts granite counters with a large

  Frank Provance Diamond Realty

  990 Main St, Cavendish, VT 05142
• 

  

  /32

  $125,000

  $28K PRICE DROP

  • Land
  • 4.7 Acres
  • $26,596 per Acre

  250 Fenton Rd, Chester, VT 05143

  PRICE DROP!!!! Welcome to a place where the sound of the river becomes part of your daily rhythm. This 4.7-acre parcel with an end-of-road location offers an extraordinary 1,400 feet of frontage on the Williams River, creating a private and tranquil retreat just five minutes from the quintessential Vermont charm of Chester Village.The land unfolds beautifully: wide, flat, sun-filled

  Rachel Febbie EXP Realty

  250 Fenton Rd, Chester, VT 05143
• 

  

  /10

  $115,000

  • Land
  • 2.58 Acres
  • $44,574 per Acre

  Lot 30 Cedar, Ludlow, VT 05149

  End of cul de sac 2.5 +/- acre lot on town sewer in well established neighborhood. Rare building lot opportunity on town sewer with close proximity to Okemo, the lakes region, golf, and village amenities.

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

  Lot 30 Cedar, Ludlow, VT 05149

Showing Results 241 - 280, Page 7 of 14