Windsor County VT Homes under $300,000

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  $249,000

  • 3 Beds
  • 1.5 Baths
  • 1,813 Sq Ft

  4457 Vt Route 14, South Royalton, VT 05068

  A classic 1850 cape minutes from S. Royalton, home of VT Law & Graduate School, the well-stocked S. Royalton Market Food Coop, restaurants, and town center. A large ~1 acre lot with White River frontage. A wonderful aspect of this fixer upper is it has kept most of its original charm including wide pine plank floors, doors, and hardware. Enjoy spending time on the roomy, screened front porch just

  Lorraine Checchi Coldwell Banker Hickok & Boardman / E. Montpelier

  4457 Vt Route 14, South Royalton, VT 05068
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  /29

  $209,999

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  9 Stryhas Trailer Ct, Ludlow, VT 05149

  Charming and well-maintained 3-bedroom, 2-bathroom manufactured home on leased lot in a peaceful 55+ community. This inviting home features an open concept layout, high ceilings, and is filled with natural light pouring in through multiple skylights, creating a bright and airy atmosphere. Step outside to a new deck with an awning—perfect for enjoying warm summer days.The fenced yard is

  Gabrielle Turco Kelley Real Estate, Inc.

  9 Stryhas Trailer Ct, Ludlow, VT 05149
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  /14

  $249,000

  • Land
  • 6.5 Acres
  • $38,308 per Acre

  5518 Vt Route 12, Barnard, VT 05031

  A pastoral parcel of land with the benefit a truly mesmerizing private pond! The location is great! Recreation on pristine Silver Lake and shopping in the beloved Barnard General Store are just a few minutes away from this peaceful Barnard Village acreage! One obvious building site would take advantage of views of the pond. Other possible sites certainly are presented within the extended open

  John Wetmore Wetmore Real Estate

  5518 Vt Route 12, Barnard, VT 05031
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  /60

  $200,000

  • Land
  • 6.63 Acres
  • $30,166 per Acre

  00 Vermont 103, Andover, VT 05143

  Tucked just off scenic Route 103 in charming Chester, this parcel offers a prime opportunity to create your own Vermont retreat. With aproposed well and septic design already in place, much of the groundwork has been done—now it's your turn to bring the vision to life. The lot offersample space for parking and potential for mountain or woodland views with some strategic tree clearing. Whether

  Rachael Rogala Lange & Lange

  00 Vermont 103, Andover, VT 05143
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  /34

  $255,000

  • 2 Beds
  • 1.5 Baths
  • 1,140 Sq Ft

  104 Deer Run Rd Unit C13, Brownsville, VT 05037

  Welcome to this nicely maintained 2-bedroom + loft condo offering direct access to the renowned Ascutney Trails—perfect for mountain biking, skiing, hiking, and trail running. Enjoy stunning mountain views from the spacious living room, which features two large sliding glass doors that flood the space with natural light. The open loft above the living area offers even more scenic vistas and

  Daniel Preston KW Vermont Woodstock

  104 Deer Run Rd Unit C13, Brownsville, VT 05037
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  /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
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  /34

  $289,000

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

  842 Main St, Proctorsville, VT 05153

  AFFORDABLE SKI HOME NEAR OKEMO MOUNTAIN RESORT Discover your perfect Vermont getaway with this charming 3-bedroom, 2-bath ski home just minutes from Okemo Mountain Resort in the heart of Proctorsville Village. Ideal as a low-maintenance vacation retreat or full-time residence, this well-kept 1977 home on .26± acres combines comfort, convenience, and exceptional value in one of the most desirable

  Geralyn Donohue Engel & Völkers Okemo

  842 Main St, Proctorsville, VT 05153
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  /29

  $285,000

  • 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
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  /12

  $239,000

  • 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
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  /19

  $224,000

  • Land
  • 68.5 Acres
  • $3,270 per Acre

  0 Spencer Hollow Rd Unit 5048342, Springfield, VT 05156

  Behold this rare opportunity to own 68 acres of pristine Vermont land located on a quiet, town-maintained dirt road in the peaceful hills of Springfield. This expansive parcel is a dream for outdoor enthusiasts—offering direct access to nature with miles of established trails, a diverse and healthy forest, and abundant wildlife.Bordering the beloved Muckross State Park—over 200 acres of

  Daire Gibney Barrett and Valley Associates Inc.

  0 Spencer Hollow Rd Unit 5048342, Springfield, VT 05156
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  /26

  $225,000

  • 3 Beds
  • 1 Bath
  • 1,327 Sq Ft

  160 Depot St, Chester, VT 05143

  Don’t miss this incredible opportunity to own a lovingly maintained turn-key Victorian home nestled in the heart of charming Chester, Vermont. Whether you're seeking a warm and welcoming ski retreat or a comfortable year-round residence, this timeless property offers the perfect blend of historic character and modern convenience. Step inside and you are immediately welcomed by the large foyer,

  Joshua Lemieux Remax Summit

  160 Depot St, Chester, VT 05143
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  /29

  $275,000

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

  81 Trombley Rd, Andover, VT 05143

  This beautiful privately located 3 bedroom, 2 bathroom manufactured home is move in ready and just waiting for your finishing touches! It has a wonderful level yard with plenty of space for gardens, room to play, or put in a camp fire to sit around on a lovely Vermont evening. There is an additional gravel pad in place that you could put a tiny home as a rental opportunity or a guest house when

  Erin Kendall EXP Realty

  81 Trombley Rd, Andover, VT 05143
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  /20

  $250,000

  • Land
  • 28.5 Acres
  • $8,772 per Acre

  00 Chapel Hill Rd, Sharon, VT 05065

  Located on a class IV road, right after the end of the publicly maintained section of Chapel Hill Road, this 28.5 acre parcel has potential for a camp, off-grid home, or as a recreational getaway. The Seller has roughed in a driveway to a level spot about 600 feet from the town maintained road. Build here or clear at the top of the land for incredible views of Mt. Ascutney, Killington, and

  Tami Sullivan Snyder Donegan Real Estate Group

  00 Chapel Hill Rd, Sharon, VT 05065
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  /6

  $289,000

  • Land
  • 116.2 Acres
  • $2,487 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

  John Napier TPW Real Estate

  00 Grout Rd, Weathersfield, VT 05153
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  /21

  $290,000

  • Land
  • 30.35 Acres
  • $9,555 per Acre

  00 Chapel Hill Rd, Sharon, VT 05065

  Located at the end of publicly maintained Chapel Hill Road, this lot consists of 20.85 acres in Sharon and 9.5 acres in Norwich. A woods road or future driveway leads to the height of land with unparalleled panoramic, southwesterly views of Mt. Ascutney, Killington, and beyond. There is no power on this section of Chapel Hill Rd., but the lot would be perfect for a solar home, camp, or just a

  Tami Sullivan Snyder Donegan Real Estate Group

  00 Chapel Hill Rd, Sharon, VT 05065
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  /38

  $230,000

  • 3 Beds
  • 1 Bath
  • 1,679 Sq Ft

  707 Skitchewaug Trail, Springfield, VT 05156

  Discover opportunity and flexibility at 707 Skitchewaug Trail in Springfield. This 3-bedroom, 1-bath home sits on 2.8 private acres, combining open yard space and wooded surroundings to create the perfect country setting. With a spacious kitchen and dining area, cozy wood stove in the living room, and first-floor bedroom, bath, and laundry, the layout supports a variety of living needs, from

  Nick Sicard EXP Realty

  707 Skitchewaug Trail, Springfield, VT 05156
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  /6

  $239,000

  • 2 Beds
  • 1 Bath
  • 1,190 Sq Ft

  442 E Woodstock Rd Unit 4A, Woodstock, VT 05091

  Airy, tranquil and quiet, this former yoga studio space has been converted into a two bedroom condo. Sweeping views through the Palladian window, large living area with soaring vaulted ceiling, newer kitchen with granite counters and newer bath with walk in shower. Spacious entry can accommodate bikes, skis and more. Walking distance to shops, restaurants, entertainment and recreation in the

  Jane Darrach Martha E. Diebold/Hanover

  442 E Woodstock Rd Unit 4A, Woodstock, VT 05091
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  /9

  $275,000

  • Land
  • 0.43 Acre
  • $639,535 per Acre

  1054 W Woodstock Rd, Woodstock, VT 05091

  Ideally located parcel across West Woodstock Road from the Woodstock Farmers Market and 500 yards from the entry to Woodstock Union Middle & High School. Public water and sewer available with access off Prosper Road near the junction of US Road Route 4/West Woodstock Road. Building plans available. Multi-unit housing development potential in zero vacancy environment.

  Laird Bradley Williamson Group Sothebys Intl. Realty

  1054 W Woodstock Rd, Woodstock, VT 05091
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  /41

  $299,000

  • 4 Beds
  • 1 Bath
  • 1,554 Sq Ft

  2 Pond St, Ludlow, VT 05149

  This charming home, cherished by one family since the mid-1950s, presents a wonderful opportunity for renovation and personalization. This nine room home has 4 bedrooms, 1 bath, and an eat-in kitchen. The location is ideally situated within walking distance of Dorsey Park and Ludlow Village. Catch the shuttle bus to Okemo for a day of skiing or walk to the restaurants, grocery store and all the

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

  2 Pond St, Ludlow, VT 05149
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  /21

  $235,000

  • Land
  • 11.8 Acres
  • $19,915 per Acre

  0 Wildlife Rd Unit 5025731, Hartford, VT 05001

  Incredible year-round vast and long range mountain views on this open land perched at the top of a hill with the septic design and permit already in place. There is power on the poles that have already been brought up to the cleared house-site along the installed and established gravel driveway large enough for a firetruck to turn around. This has been professionally surveyed by Pathways

  Franchesca Collins Hall Collins Real Estate Group

  0 Wildlife Rd Unit 5025731, Hartford, VT 05001
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  /46

  $215,000

  • 3 Beds
  • 2 Baths
  • 2,121 Sq Ft

  222 River St, Bethel, VT 05032

  Nestled on over an acre of serene countryside, this 3-bedroom, 2-bathroom home offers endless potential for those seeking a peaceful retreat with room to make it their own. Enjoy the beauty of nature with direct river frontage, perfect for fishing, kayaking, or simply relaxing to the soothing sounds of the water. The home features a spacious layout with abundant natural light, offering a cozy

  Flex Realty Group Flex Realty

  222 River St, Bethel, VT 05032
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  /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
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  /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
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  /19

  $275,000

  • Land
  • 5 Acres
  • $55,000 per Acre

  95 Jenne Rd, Hartland, VT 05048

  5 acres of peacefully quiet land that are situated in an area well known to the equestrian community! Both the surrounding neighbors, on this seldom traveled country road, and numerous other properties in this broad community present as substantial privately sited homes. As you meander up Jenne Road to reach the parcel the classic large maple trees that typify the borders of pastoral Vermont

  John Wetmore Wetmore Real Estate

  95 Jenne Rd, Hartland, VT 05048
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  /27

  $219,000

  • Land
  • 27.8 Acres
  • $7,878 per Acre

  00 Quarry Rd, Chester, VT 05143

  Discover your perfect Vermont getaway on this exceptional 27.8± acre hillside parcel in picturesque Chester, Vermont. Offering sweeping mountain views, privacy, and endless possibilities, this property is ready for your vision. With an approved Vermont state wastewater permit for a 4-bedroom home, you can begin designing your dream family retreat or vacation home right away. A cleared preliminary

  Geralyn Donohue Engel & Völkers Okemo

  00 Quarry Rd, Chester, VT 05143
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  /8

  $248,000

  • Land
  • 57.8 Acres
  • $4,291 per Acre

  00 Christian St, Hartford, VT 05001

  PRICE REDUCED!! Excellent Investment Opportunity to own a large Christian Street parcel in Hartford!Known as part of the Old Stone Farm years ago this 57.8 acres of land would be a great place to build your dream home with tons of privacy in the heart of Hartford or it could possibly be the next amazing development to provide some much needed housing units here in the upper valley. This

  Alex DeFelice The Clerkin Agency, P.C.

  00 Christian St, Hartford, VT 05001
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  /19

  $299,999 New Construction

  • 1,308 Sq Ft

  320 W Rowe Hill Rd, West Windsor, VT 05037

  Wonderful unfinished 24'x34' pole building, a rare opportunity to shape a home or getaway that fits your lifestyle perfectly on 9.4 tranquil acres on W Rowe Hill Rd. On VAST trail, great trail location for year round recreation. Close to GMHA & Ascutney Outdoors, ride right from your door! A short drive to Okemo or Killington. Easy access to I91 and the Upper Valley. Check out the views at the

  Dana Waters Dark Horse Realty

  320 W Rowe Hill Rd, West Windsor, VT 05037

Showing Results 41 - 67, Page 2 of 2