Windsor County VT Homes for Sale

• 

  

  

  /16

  $250,000

  • 5 Beds
  • 2 Baths
  • 1,728 Sq Ft

  101 Mount Vernon St, Springfield, VT 05156

  Built as a duplex, this and last owner have used it as a single family. Therefore there are no traditional figures for income and expenses. Easy to transform into the duplex for income by adding appliances to the upstairs apartment. This home has many upgrades including siding, windows, decks/railings/stairway (outside). Drive is paved and there looks to be room to replace the shed. Perfect

  Christine Lewis Brattleboro Area Realty

  101 Mount Vernon St, Springfield, VT 05156
• 

  

  

  /33

  $325,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  85 Slawson Rd, Weston, VT 05161

  This adorable Weston home offers more than meets the eye – come check it out! The house sits on just shy of 2.5 acres and is adjacent to thousands of conserved acres in the Okemo State Forest and the Mount Holly Conservation Trust. Slawson Road is a quiet neighborhood with a nice mix of primary and vacation homes, offering true peace and quiet, and is located almost equidistant to Weston and

  Claudia Harris Mary Mitchell Miller Real Estate

  85 Slawson Rd, Weston, VT 05161
• 

  

  

  /6

  $225,000

  • Land
  • 4.30 Acres
  • $52,326 per Acre

  51 Loveland Rd, Norwich, VT 05055

  Fantastic opportunity to build your dream home on this 4.3 -acre lot in Norwich, Vermont, complete with full architectural plans for the exact home the sellers were planning to build, as shown in the photos and renderings. The property has already undergone significant preparation, including completed building designs and preliminary plans for the water and septic system along with other

  Spenser Molloy Nexthome Modern Realty

  51 Loveland Rd, Norwich, VT 05055
• 

  

  /2

  $450,000

  • Land
  • 119 Acres
  • $3,782 per Acre

  00 Bradley Hill Rd, Norwich, VT 05055

  Unusually large parcel of land in Norwich. 119 +/- ac with over 2500' of road frontage on delightful Bradley Hill Road. Close to town yet calm and quiet.

  Jane Darrach Martha E. Diebold/Hanover

  00 Bradley Hill Rd, Norwich, VT 05055
• 

  

  

  /14

  $349,000

  • Land
  • 27 Acres
  • $12,878 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
• 

  

  /32

  $875,000

  • 3 Beds
  • 3.5 Baths
  • 3,189 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
• 

  

  /19

  $379,900

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  302 Davidson Hill Rd, Chester, VT 05143

  This Cozy cabin tucked away along the outskirts of Chester is sure to impress. With a brand new roof, heating system and more this is the perfect turn key retreat. The property features both open lawn and forest to explore, just up the road from snowmobiling and hiking trails this property has the ability to be your home base for all your favorite activities year around. Including close proximity

  Thaddeus Abare Barrett and Valley Associates Inc.

  302 Davidson Hill Rd, Chester, VT 05143
• 

  

  /59

  $279,500

  • 2 Beds
  • 1 Bath
  • 1,076 Sq Ft

  643 Vermont 12, Hartland, VT 05048

  Charming and affordable home on a level 1-acre lot with open yard and serene wooded backdrop. This expanded ranch offers 2 bedrooms and 1 full bath, with a practical layout including first-floor laundry and a spacious second-floor bedroom addition. Originally built in 1940 with an upstairs expansion in the 1980s, the home features a drilled well, private septic, and several recent updates

  John Bassette Bassette Real Estate Group

  643 Vermont 12, Hartland, VT 05048
• 

  

  /21

  $150,000

  • Land
  • 3.60 Acres
  • $41,667 per Acre

  263 High Ridge Rd, Cavendish, VT 05142

  Good land has been hard to find lately. Good land with a view of Okemo even more so. This double lot has huge westerly views towards Okemo. The driveway is roughed in and the septic is designed and permitted for parcel #71. This lot has a septic design for a 3br home plus an additional allocation for a 1br apartment over the garage. You can combine the two and build a 4 bedroom home should you

  Joseph Karl William Raveis Real Estate Vermont Properties

  263 High Ridge Rd, Cavendish, VT 05142
• 

  

  /56

  $3,100,000

  • 5 Beds
  • 4.5 Baths
  • 5,194 Sq Ft

  165 Moonshadow Dr Unit M-15, Ludlow, VT 05149

  Welcome to your mountain sanctuary in the heart of Solitude Village—Okemo’s premier slopeside community. This luxurious 5-bedroom, 3-bathroom retreat offers true ski-on/ski-off access, allowing you to hit the Rising Star Trail or Moon Shadow right from your doorstep. Step inside to a warm, elegant interior featuring radiant-heated tile and rich hardwood floors throughout. The expansive great

  Joseph Karl William Raveis Real Estate Vermont Properties

  165 Moonshadow Dr Unit M-15, Ludlow, VT 05149
• 

  

  /34

  $550,000

  • 1 Bed
  • 2 Baths
  • 1,112 Sq Ft

  193 Jackson Gore Unit 639/641, Ludlow, VT 05149

  Escape to mountain luxury with this fully furnished 1-bedroom, 2-bathroom condo located in the heart of the premier Okemo ski resort at Jackson Gore. Perfectly positioned just steps from the slopes, this stylish retreat offers the ultimate blend of comfort, convenience and year round adventure. The open-concept living space features a cozy gas fireplace and large windows with mountains views.

  Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

  193 Jackson Gore Unit 639/641, Ludlow, VT 05149
• 

  

  /19

  $325,000

  • Land
  • 18 Acres
  • $18,056 per Acre

  00 Turtle Hill Rd, Ludlow, VT 05149

  Build Your Dream Home on a Private 18-Acre Estate in South HillDiscover the perfect setting for your custom-designed residence on this expansive 18-acre parcel, ideally situated at the secluded end of a cul-de-sac within South Hill's exclusive community. This exceptional property offers a rare blend of privacy and convenience, surrounded by other custom-built homes. Imagine your new home

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

  00 Turtle Hill Rd, Ludlow, VT 05149
• 

  

  /45

  $349,000

  • 3 Beds
  • 2.5 Baths
  • 1,912 Sq Ft

  824 Hard Rd Unit A2, Hartford, VT 05059

  This spacious Birchwood condo in Quechee Lakes is a true retreat, offering beautiful meadow views and an abundance of natural light throughout. With plenty of storage and generous living space, this home blends comfort and functionality at every turn.The layout features large bedrooms, an oversized full bathroom, a finished basement, and open-concept main living areas. From the lower level,

  Heather Ashline BHHS Verani Upper Valley

  824 Hard Rd Unit A2, Hartford, VT 05059
• 

  

  /29

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  842 Main St, Proctorsville, VT 05153

  Cared for by one owner for many years, this two-story home on .26 +/- acres was rebuilt in 1977 and would make a very cute ski house, vacation or full-time home. Enter through the enclosed breezeway which is a great space for entertaining or relaxing. The eat-in kitchen includes a breakfast/dining nook and excellent counter space. The living room is spacious and has plenty of natural light. A

  Geralyn Donohue Engel & Völkers Okemo

  842 Main St, Proctorsville, VT 05153
• 

  

  /27

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 1,196 Sq Ft

  60 Fletcher Ln, Hartford, VT 05001

  Discover this raised ranch nestled on 1.38 acres in the heart of Quechee, Vermont—a four-season destination known for its breathtaking natural beauty, vibrant community, and top-tier amenities. This 3-bedroom, 3-bathroom home offers a functional layout, spacious living areas, and easy access to year-round outdoor recreation.Step inside to find an open-concept living and dining space. The

  Evan Russell Real Broker LLC

  60 Fletcher Ln, Hartford, VT 05001
• 

  

  /42

  $424,900

  • 3 Beds
  • 2 Baths
  • 2,776 Sq Ft

  64 Summer Hill St, Springfield, VT 05156

  Tucked in one of Springfield’s most sought-after neighborhoods, 64 Summer Hill St offers the perfect blend of comfort, charm, and convenience. This beautifully maintained 3-bedroom, 2-bath home nestled in one of Springfield’s most desirable neighborhoods. Located on a peaceful .28acre lot in the Cherry Hill district, this inviting property offers the perfect balance of comfort and convenience.

  Jamie Watson BHG Masiello Keene

  64 Summer Hill St, Springfield, VT 05156
• 

  

  /29

  $349,000

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft

  456 Powell Farm Rd, Sharon, VT 05065

  Tucked away on a serene hilltop, this secluded log cabin offers a peaceful retreat surrounded by nature. With distant views and ultimate privacy, this cozy one-bedroom home features a charming loft balcony, a spacious living room, and a combined kitchen/dining area perfect for simple living or weekend escapes. Relax on the covered porch and take in the sights and sounds of the natural world. Set

  Jessica Smith KW Vermont Woodstock

  456 Powell Farm Rd, Sharon, VT 05065
• 

  

  /36

  $250,000

  • 3 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  31 Maple St, Windsor, VT 05089

  Discover classic Vermont charm in this 3-bedroom, 1.5-bathroom home located on a quiet, tree-lined street just steps from downtown Windsor. This home is perfect for those who appreciate historic charm and are ready to make it their own. Inside, you’ll find a welcoming layout and abundant natural light. The first floor features a full bathroom, laundry, spacious living and dining areas, and an

  Tara Reeves Vermont Real Estate Company

  31 Maple St, Windsor, VT 05089
• 

  

  /60

  $1,950,000

  • 4 Beds
  • 6.5 Baths
  • 4,562 Sq Ft

  73 Laber Rd, Bridgewater Corners, VT 05035

  Experience elevated Vermont living with this exceptional mountaintop estate, thoughtfully designed for both comfort and flexibility. Set on nearly 30 private acres, the residence combines timeless architectural style with expansive interiors and truly breathtaking panoramic views—including sightlines to 4,000-foot peaks and Killington’s ski trails.Inside, you’ll find a rare level of

  Keri Cole Williamson Group Sothebys Intl. Realty

  73 Laber Rd, Bridgewater Corners, VT 05035
• 

  

  /49

  $675,000

  • 3 Beds
  • 3 Baths
  • 856 Sq Ft

  97 Okemo Trailside Extension Unit 15 C, Ludlow, VT 05149

  Welcome to Trailside 15-C. This recently renovated condo is ready for the next loving family. The natural light filled well appointed condo is turn key and just steps from the slopes. Step into the spacious mudroom with ample hooks, and cubbies to store your gear neatly and a live edge bench to put on your boots. You'll feel right at home when you walk into the light filled open living

  Frank Provance Diamond Realty

  97 Okemo Trailside Extension Unit 15 C, Ludlow, VT 05149
• 

  

  /30

  $455,000

  • 3 Beds
  • 1.5 Baths
  • 1,582 Sq Ft

  7873 Pomfret Rd, North Pomfret, VT 05053

  Great location to both historic Woodstock and the Upper Valley. This charming cape has lots of antique characteristics with original wood floors and accented with hand hewn beams. The second floor was expanded with taller ceiling height, new windows and insulation. Kitchen flows to a large dining room with half bath and laundry on first floor. Large sunlit living room off the North end of the

  Gretchjen Smith Williamson Group Sothebys Intl. Realty

  7873 Pomfret Rd, North Pomfret, VT 05053
• 

  

  /28

  $250,000

  • 1 Bed
  • 1 Bath
  • 396 Sq Ft

  80 Pleasant St, Ludlow, VT 05149

  Ludlow Village Tiny House with private frontage on the Black River - an ideal home base for enjoying all that Vermont has to offer. Just a short walk to the village's restaurants and shops, and only minutes to skiing, golf, and year-round recreation. The backyard is tucked away from the road, offering a peaceful outdoor retreat with a storage shed and direct river access. Whether you're looking

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  80 Pleasant St, Ludlow, VT 05149
• 

  

  /26

  $695,000

  • 2 Beds
  • 2 Baths
  • 1,349 Sq Ft

  19 Kettlebrook Rd Unit D-5, Ludlow, VT 05149

  Direct ski-on, ski-off two-bedroom top-floor unit in the Kettlebrook community. Nicely updated throughout. Enclosed mudroom entrance with built-ins, laundry, and exterior ski closet. The main level includes a well-designed kitchen and a separate dining area with a newly installed slider leading out to the deck, which looks out to the slopes; a living room with a wood burning fireplace and

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

  19 Kettlebrook Rd Unit D-5, Ludlow, VT 05149
• 

  

  /16

  $400,000

  • Land
  • 14 Acres
  • $28,694 per Acre

  0 Gill Terrace Unit 5050286, Ludlow, VT 05149

  In Ludlow Village! 13+ acre wooded lot boasts a direct view of Okemo Mountain! Power and shared driveway on the lot. Old ATV trails run through. Some seasonal drainages but mostly rolling, walkable terrain. It drops off severely on the west side above the cemmetary. A simple WALKING TRAIL FROM the DRIVEWAY on the right follows "dotted flagging" and gets one into the best areas of the land. The

  Don Eatmon Kelley Real Estate, Inc.

  0 Gill Terrace Unit 5050286, Ludlow, VT 05149
• 

  

  /24

  $400,000

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

  17 Larkspur Ln, White River Junction, VT 05001

  Welcome to this light-filled 3-bedroom, 2-bath free-standing home in the desirable Courtyard at Hemlock Ridge community. Tucked away in a peaceful, walkable neighborhood, this home offers comfort, style, convenience, and is handicap accessible. Inside, enjoy soaring 9+ foot ceilings that enhance the spacious feel, along with floor-to-ceiling built-in bookshelves that add both function and charm.

  Cheryl Herrmann RE/MAX Group One Realtors

  17 Larkspur Ln, White River Junction, VT 05001
• 

  

  /18

  $199,000

  • Land
  • 19 Acres
  • $10,596 per Acre

  00 Boynton Rd, Londonderry, VT 05148

  Located off quiet, town-maintained Boynton Road in Londonderry, this nearly 20-acre wooded parcel offers the perfect opportunity to build your dream home in the heart of southern Vermont. With power and fiber optic internet available at the street and a state-issued wastewater permit in place for a five-bedroom residence, this raw land is ready for your vision. A small stream runs parallel to the

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  00 Boynton Rd, Londonderry, VT 05148
• 

  

  /25

  $359,000

  • 3 Beds
  • 1,504 Sq Ft

  1749 Middletown Rd, Andover, VT 05143

  Tucked away on 31 beautiful acres in Andover is this lovely camp, cottage ready to be finished and enjoyed. The current owners have provided a great start with electric service, forced hot air heat and a finished living room to relax in. The land is a nature lover's dream with a year round stream in back of the camp, open area with a firepit and surrounded by a vast variety of trees on the

  Gary Coger Four Seasons Sotheby's Int'l Realty

  1749 Middletown Rd, Andover, VT 05143
• 

  

  /24

  $550,000

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  2179 U S 4, Bridgewater, VT 05035

  Looking for the tranquility of rural life? Charming, well built, vacation cabin, off the grid, on 30+ acres, with stunning views of Killington. Cabin has 2 bedrooms, 1 bath and a loft, 80% finished including roughed-in bath. Perfect get away from the bothers and troubles of the world, high above the valley with great views of the nearby mountains. Beautiful wood floors, full kitchen and lovely

  John MacGovern Dark Horse Realty

  2179 U S 4, Bridgewater, VT 05035
• 

  

  /4

  $125,000

  • Land
  • 12 Acres
  • $10,748 per Acre

  0 Goulden Ridge Rd, Weathersfield, VT 05151

  Beautiful and very accessible wooded lot, mere minutes to Exit 8 off Route 91, and all that the Upper Valley has to offer. 25 minutes to Hanover, New Hampshire or Woodstock, Vermont. Has potential lovely views of Mt. Ascutney and east to the distant hills of New Hampshire. This beautiful parcel offers a unique opportunity to own property in Vermont that has many practical values. Turn your vision

  John MacGovern Dark Horse Realty

  0 Goulden Ridge Rd, Weathersfield, VT 05151
• 

  /2

  $184,000

  • Land
  • 17 Acres
  • $10,824 per Acre

  tbd Quarry Hill Rd, Rochester, VT 05767

  North Hollow offers the beauty and country setting you expect from Vermont. This land parcel is subdivided off a homesite with an added parcel to complete the 17 acres. Situated off the roadside, you will enjoy privacy and mountain views. Perfect for a solar installation with southwest exposure. Better yet, this parcel is across the street from access to the ROC Mt bike trail system. Only 30

  Patricia Harvey Xsell Realty LLC

  tbd Quarry Hill Rd, Rochester, VT 05767
• 

  

  /15

  $94,500

  • Land
  • 4.05 Acres
  • $23,333 per Acre

  00 Hillcrest Dr, Andover, VT 05143

  Ready to Build in Southern Vermont!Dreaming of a serene mountain getaway or your forever home in Vermont? This 4.± acre gem on a quiet dead-end road offers peace, privacy, and convenience. With a State-issued wastewater permit already in hand for a 5-bedroom home, you can hit the ground running on your build. Power is right at the road and fiber-optic internet is available—ideal for

  Daire Gibney Barrett and Valley Associates Inc.

  00 Hillcrest Dr, Andover, VT 05143
• 

  

  /35

  $245,000

  • 2 Beds
  • 1 Bath
  • 1,012 Sq Ft

  145 Main St Unit 303, Ludlow, VT 05149

  Beautiful condo in the heart of downtown Ludlow. Village vibes, unbeatable convenience—The Mill offers walk-to-everything access and a front-row seat to shopping, restaurants, golfing, with the Okemo shuttle just steps away. Perfect as a year-round home or your go-to landing pad after carving turns on the mountain. With exposed beams, original brickwork, and wide plank wood ceilings, this sweet

  Frank Provance Diamond Realty

  145 Main St Unit 303, Ludlow, VT 05149
• 

  

  /57

  $985,000

  • 3 Beds
  • 2 Baths
  • 2,760 Sq Ft

  616 Rose Hill Rd, Woodstock, VT 05091

  This is a rare opportunity to own 10.1 acres of land in a coveted area of Woodstock that includes a 1988 Frizzell Builders house and a detached oversized garage with a second floor for storage . The property was part of the King Farm which is now in Vt. Land Trust as conserved land , until it was split off in the late 1980's when the Colby family came into ownership and built the existing house

  Carol Wood Williamson Group Sothebys Intl. Realty

  616 Rose Hill Rd, Woodstock, VT 05091
• 

  

  /21

  $55,000

  • Land
  • 1.52 Acres
  • $36,184 per Acre

  0 Remington Rd Unit 5049900, Chester, VT 05143

  If you're dreaming of open skies, peaceful surroundings, and your own slice of Vermont, this property delivers. Just minutes from the charming Chester village green, this land offers the best of both worlds—seclusion and convenience. Step onto the property and take in the wide-open space surrounded by mature trees, offering privacy and natural beauty in every season. Whether you're envisioning

  Frank Provance Diamond Realty

  0 Remington Rd Unit 5049900, Chester, VT 05143
• 

  

  /20

  $85,000

  • Land
  • 1.82 Acres
  • $46,703 per Acre

  0 Remington Rd Unit 5049898, Chester, VT 05143

  Bring your plans and build your own piece of paradise! Just minutes from the iconic Chester town green, this scenic parcel offers the perfect blend of privacy, mountain views, and convenience. With a cleared, gently sloping build site already in place, this lot is ready for your imagination. Underground power is on site, and a well-crafted stone retaining wall, drilled well and septic components

  Frank Provance Diamond Realty

  0 Remington Rd Unit 5049898, Chester, VT 05143
• 

  

  /25

  $495,000

  • 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
• 

  

  /39

  $875,000

  • 3 Beds
  • 5 Baths
  • 3,000 Sq Ft

  151 Smokerise, Ludlow, VT 05149

  Entertain in Style in this VERY spacious home on 3.52 acres of paradise. Make memories and invite all of your friends and family to this tasteful home with room for everyone and more. Large living room, with wood burning stone fireplace, lovely views and a slider to the wrap around expanded deck. Inviting custom country kitchen with island and granite countertops along with 2 bedrooms and a full

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

  151 Smokerise, Ludlow, VT 05149
• 

  

  /48

  $1,359,000

  • 3 Beds
  • 1.5 Baths
  • 2,882 Sq Ft

  1355 Podunk Rd, White River Junction, VT 05001

  Delightful Scandinavian influenced south-facing home optimizes passive solar design and photovoltaic generation. Amazing Finnish Tulikivi Soapstone woodstove provides gentle heat, complemented by mini-split heat pumps for year round comfort. Open floor plan includes kitchen/living space and study on the main floor with a laundry and half bath, and flexible bedroom space and a full bath

  Jane Darrach Martha E. Diebold/Hanover

  1355 Podunk Rd, White River Junction, VT 05001
• 

  

  /32

  $2,250,000

  • 2 Beds
  • 4 Baths
  • 2,410 Sq Ft

  611 Simmons Rd, Chester, VT 05143

  Skygate Farm is a historic Vermont farmstead first settled in the 1800s, which today spans over 300 acres of meadows, forests, trails, and weathered stone walls. The setting speaks of an early farmer’s wisdom — sited along a gentle hill to shield against the northwest winds, while opening to the first light of day and the vast mountain views to the east. Found at the end of a winding gravel road,

  Dia Jenks LandVest, Inc/Woodstock

  611 Simmons Rd, Chester, VT 05143
• 

  

  /19

  $249,900

  • 3 Beds
  • 1 Bath
  • 940 Sq Ft

  86 Webster Rd, Hartland, VT 05048

  Tucked away on a quiet, town-maintained road, this charming chalet offers the perfect blend of seclusion and convenience. Just 5 minutes from the quaint center of Hartland and only 20 minutes to the vibrant towns of Woodstock, Vermont and Lebanon, New Hampshire, you’ll enjoy the serenity of country living without sacrificing access to shops, dining, and cultural attractions.Inside, this

  Jim Bialowski BHG Masiello Keene

  86 Webster Rd, Hartland, VT 05048

Showing Results 121 - 160, Page 4 of 14