389

Windsor County VT Homes for Sale

Section Image
  • 1873 North Rd, Bethel, VT 05032
    1873 North Rd, Bethel, VT 05032
    1873 North Rd, Bethel, VT 05032
    /57

    $1,199,000

    • 5 Beds
    • 4 Baths
    • 3,282 Sq Ft

    1873 North Rd, Bethel, VT 05032

    On the west-facing ridge of Barnard, Vermont’s fabled North Road, this ca. 1982 Cape enjoys panoramic long-range views of the Green Mountain Range to the west and North. With ten acres of fenced open pasture and a wood lot, a large, detached barn, and plenty of land to use, the property offers a range of possibilities. Expanded and improved by the current owners over the last 20 years, the house

    Richard Higgerson Higgerson & Company

    1873 North Rd, Bethel, VT 05032
  • 7030 U S 4, Bridgewater, VT 05034
    7030 U S 4, Bridgewater, VT 05034
    7030 U S 4, Bridgewater, VT 05034
    /45

    $1,299,000

    • 8 Beds
    • 5 Baths
    • 3,814 Sq Ft

    7030 U S 4, Bridgewater, VT 05034

    Situated between historic Woodstock Vermont and the ski slopes of Killington, 7030 US Route 4 provides easy access to the best amenities of the area. The Property has two separate spaces, a standalone two-level garage with ample storage area below, and sits on 6 acres with direct river access. The "Apartment” first floor has an open design with a kitchen, living area, and tucked away bathroom.

    Eric Benvenuti

    7030 U S 4, Bridgewater, VT 05034
  • 1-61 Hawk Spur Rd, Plymouth, VT 05056
    1-61 Hawk Spur Rd, Plymouth, VT 05056
    1-61 Hawk Spur Rd, Plymouth, VT 05056
    /17

    $49,000

    • Land
    • 1.31 Acres
    • $37,405 per Acre

    1-61 Hawk Spur Rd, Plymouth, VT 05056

    Affordable lot in a convenient Plymouth Lakes Region location, close to all area amenities including skiing and golf at nearby Okemo and Killington Mountain Resorts. Enjoy all four seasons in the quiet community of Hawk West. On-site septic system and drilled well will be needed. Hawk Resort covenants are in place to protect your investment. Come build your Vermont dream home!

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    1-61 Hawk Spur Rd, Plymouth, VT 05056
  • 134 Chester Arthur Rd, Hartford, VT 05047
    134 Chester Arthur Rd, Hartford, VT 05047
    134 Chester Arthur Rd, Hartford, VT 05047
    /32

    $2,300,000

    • 4 Beds
    • 4.5 Baths
    • 3,524 Sq Ft

    134 Chester Arthur Rd, Hartford, VT 05047

    A quality residence with 4.69 landscaped acres beautifully complimenting the estate! Entering into the grounds a graceful drive meanders through landscaped lawns to arrive at a stone patio and an appealing New England style residence. Conveniently, there is option to enter an attached garage with direct entrance to the residence. After crossing the stone patio, passing through the front door

    John Wetmore Wetmore Real Estate

    134 Chester Arthur Rd, Hartford, VT 05047
  • 1607 Massey Rd, Springfield, VT 05156
    1607 Massey Rd, Springfield, VT 05156
    1607 Massey Rd, Springfield, VT 05156
    /60

    $895,000

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

    1607 Massey Rd, Springfield, VT 05156

    Nestled in the rolling countryside of Springfield, this 1810 Federal-style brick farmhouse stands proudly on 44 breathtaking acres—an offering rich in history, character, and Vermont lifestyle.Open fields stretch out from the home, ideal for gardens, small-scale farming, or simply soaking in the pastoral beauty. Wooded acreage invites exploration, wildlife watching, and the opportunity to tap

    Jessica Citera Cummings & Co

    1607 Massey Rd, Springfield, VT 05156
  • 505 Back Mountain Rd Unit 14, Windsor, VT 05089
    505 Back Mountain Rd Unit 14, Windsor, VT 05089
    505 Back Mountain Rd Unit 14, Windsor, VT 05089
    /26

    $119,000

    • 1 Bed
    • 1 Bath
    • 240 Sq Ft

    505 Back Mountain Rd Unit 14, Windsor, VT 05089

    This beautifully crafted 2024 "Incredible Tiny Home" built by Amish Artisans, is ready for its next owner. Thoughtfully designed for efficiency and comfort, the home features a convenient kitchen, a spacious bathroom, and a loft sleeping area with stairs for easy access. A mini-split system provides both heating and cooling, ensuring year-round comfort. Step outside to enjoy the well-built

    Jenna Luce RE/MAX Upper Valley

    505 Back Mountain Rd Unit 14, Windsor, VT 05089
  • 114 Mountain View Dr, Ludlow, VT 05149
    114 Mountain View Dr, Ludlow, VT 05149
    114 Mountain View Dr, Ludlow, VT 05149
    /60

    $900,000

    • 5 Beds
    • 3 Baths
    • 3,278 Sq Ft

    114 Mountain View Dr, Ludlow, VT 05149

    A Peaceful Haven on Okemo Mountain. Tucked away at the end of a private road, this sophisticated five-bedroom retreat offers the perfect balance of mountain luxury and quiet seclusion. The heart of the home is a gorgeous great room featuring soaring ceilings, warm hardwood floors, and a majestic masonry fireplace. The open-concept design flows seamlessly into the kitchen and dining areas, making

    Katherine Burns William Raveis Real Estate Vermont Properties

    114 Mountain View Dr, Ludlow, VT 05149
  • 28 Fowler Rd Unit N103, Ludlow, VT 05149
    28 Fowler Rd Unit N103, Ludlow, VT 05149
    28 Fowler Rd Unit N103, Ludlow, VT 05149
    /40

    $795,000

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    28 Fowler Rd Unit N103, Ludlow, VT 05149

    Winterplace at Okemo Mountain Resort! Welcome to Unit N103, a beautifully appointed first-floor condominium offering the perfect balance of comfort, convenience, and alpine charm. With 3 spacious bedrooms and 2 bathrooms, this residence features a bright, open-concept layout designed for effortless entertaining and relaxing after a day on the slopes. Enjoy true slopeside access with direct entry

    Katherine Burns William Raveis Real Estate Vermont Properties

    28 Fowler Rd Unit N103, Ludlow, VT 05149
  • 807 Murphys Rd Unit 7D, Quechee, VT 05059
    807 Murphys Rd Unit 7D, Quechee, VT 05059
    807 Murphys Rd Unit 7D, Quechee, VT 05059
    /10

    $388,888

    • 1 Bed
    • 2 Baths
    • 884 Sq Ft

    807 Murphys Rd Unit 7D, Quechee, VT 05059

    Beautifully updated one-bedroom plus loft condo located in Fairway Village. Recent improvements include new AC mini-splits, updated bathrooms, new flooring, a redesigned staircase with banister, loft safety windows, wood shelving, new shades, and toilets. The condo is part of the Quechee Club, which offers a wide range of amenities (additional club fee applies along with HOA dues). Fairway

    Kris Lippi Get Listed Realty

    807 Murphys Rd Unit 7D, Quechee, VT 05059
  • 1 Carlton Hill Rd, Woodstock, VT 05091
    1 Carlton Hill Rd, Woodstock, VT 05091
    1 Carlton Hill Rd, Woodstock, VT 05091
    /7

    $325,000

    • Land
    • 8 Acres
    • $40,625 per Acre

    1 Carlton Hill Rd, Woodstock, VT 05091

    Sweet Spot - 8 acre building lot located within minutes of the Woodstock Village Green! Driveway is in place and a lovely building site has been cleared and power is at site. Wonderful opportunity to build your Vermont getaway or primary residence. Enjoy access to four season recreation, Marsh-Billings-Rockefeller National Park, theatre, arts, dining, shopping and a short commute to all

    Mary Mayhew Snyder Donegan Real Estate Group

    1 Carlton Hill Rd, Woodstock, VT 05091
  • 44 Freeman Rd Unit B2, Cavendish, VT 05153
    44 Freeman Rd Unit B2, Cavendish, VT 05153
    44 Freeman Rd Unit B2, Cavendish, VT 05153
    /58

    $635,000

    • 3 Beds
    • 3.5 Baths
    • 2,203 Sq Ft

    44 Freeman Rd Unit B2, Cavendish, VT 05153

    The Castle Hill Resort & Spa is an award winning destination located just minutes from Okemo Mountain Resort. This ground floor 3br +loft & den features 3.5 baths. This townhouse condo has floor to ceiling windows that provide natural light throughout. The open living room, dining room, and kitchen offer an inviting atmosphere for gatherings. The ground floor patio offers outdoor seating and has

    Joseph Karl William Raveis Real Estate Vermont Properties

    44 Freeman Rd Unit B2, Cavendish, VT 05153
  • 233 Okemo Trailside Extension Unit 45A, Ludlow, VT 05149
    233 Okemo Trailside Extension Unit 45A, Ludlow, VT 05149
    233 Okemo Trailside Extension Unit 45A, Ludlow, VT 05149
    /60

    $835,000

    • 4 Beds
    • 2.5 Baths
    • 1,842 Sq Ft

    233 Okemo Trailside Extension Unit 45A, Ludlow, VT 05149

    Trailside on Okemo Mountain. Experience mountain living at its finest in this spacious 4-bedroom, 3-bathroom condo on Okemo Mountain, perfectly positioned at the top of the complex with enormous easterly views toward Ascutney Mountain. The entire unit has been completely renovated, including sliders and windows! Enter through a welcoming mudroom—ideal for ski gear and all four seasons—before

    Joseph Karl William Raveis Real Estate Vermont Properties

    233 Okemo Trailside Extension Unit 45A, Ludlow, VT 05149
  • 228/230 Qtr I Jackson Gore Inn, Ludlow, VT 05149
    228/230 Qtr I Jackson Gore Inn, Ludlow, VT 05149
    228/230 Qtr I Jackson Gore Inn, Ludlow, VT 05149
    /37

    $74,000

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft

    228/230 Qtr I Jackson Gore Inn, Ludlow, VT 05149

    Great location! This one bedroom lockout unit with a deck is looking right over the outdoor pool and hot tubs with a beautiful valley view! Direct access to the elevator/stairs to the private owner's locker room where you store your skis in your personal locker. Unit C Features: 1 bedroom, sleeps eight, lock-out capabilities, 2 fixed Queen beds, Queen sleep sofa, Queen wall bed, full kitchen, 2

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

    228/230 Qtr I Jackson Gore Inn, Ludlow, VT 05149
  • 103 Bear Hill Rd W, Ludlow, VT 05149
    103 Bear Hill Rd W, Ludlow, VT 05149
    103 Bear Hill Rd W, Ludlow, VT 05149
    /17

    $299,000

    • 1 Bed
    • 1 Bath
    • 320 Sq Ft

    103 Bear Hill Rd W, Ludlow, VT 05149

    Location, location, location! This recently built 320 sq. ft. tiny house sits on 2.34 stunning acres framed by majestic white birch trees, wooded privacy, and a partial view of Okemo Mountain. Completed in 2024, the home features an open floor plan with warm pine walls, a cozy combined living/bedroom area a functional kitchen, a 3⁄4 bath, and an additional 128 sq. ft. bonus loft—ideal for extra

    John Napier TPW Real Estate

    103 Bear Hill Rd W, Ludlow, VT 05149
  • 0 Newton Ln Unit 5045705, Norwich, VT 05055
    0 Newton Ln Unit 5045705, Norwich, VT 05055
    0 Newton Ln Unit 5045705, Norwich, VT 05055
    /35

    $939,000

    • Land
    • 9.01 Acres
    • $104,218 per Acre

    0 Newton Ln Unit 5045705, Norwich, VT 05055

    110 Acres of Vermont Land with Mountain Views in Hartford & Norwich – Prime Upper Valley Opportunity. Exceptional 110-acre parcel spanning Hartford and Norwich, Vermont, in the heart of the desirable Upper Valley. With 101 acres in Hartford and 9 acres in Norwich (see MLS # 5045699), this rare offering combines rolling meadows, mature hardwood forest, and sweeping west-facing mountain views just

    Karen DeMas Four Seasons Sotheby's Int'l Realty

    0 Newton Ln Unit 5045705, Norwich, VT 05055
  • 234 Randall Rd, Wood Stock, VT 05091
    234 Randall Rd, Wood Stock, VT 05091
    234 Randall Rd, Wood Stock, VT 05091
    /14

    $845,000

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft

    234 Randall Rd, Wood Stock, VT 05091

    Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais beef cattle, poultry and hay. The owner has been the farmer/steward of many of the areas farms in the Woodstock and South Woodstock. The property has a single family dwelling, shop building with farm

    Wade Treadway Wade I Treadway Real Estate

    234 Randall Rd, Wood Stock, VT 05091
  • 80 Norford Lake Rd, Norwich, VT 05055
    80 Norford Lake Rd, Norwich, VT 05055
    80 Norford Lake Rd, Norwich, VT 05055
    /60

    $945,000

    • 5 Beds
    • 3.5 Baths
    • 3,212 Sq Ft

    80 Norford Lake Rd, Norwich, VT 05055

    Tucked along a quiet country road in Norwich, this sun-filled home sits on 13.2 acres of rolling Vermont countryside, where wide meadow views stretch to the south and east and wildlife frequently wanders through the fields. Inside, generous living spaces are filled with natural light and designed for both comfort and gathering. Hardwood floors, two woodstoves, and five mini-split systems provide

    Cheryl Herrmann RE/MAX Group One Realtors

    80 Norford Lake Rd, Norwich, VT 05055
  • 72 Wood Rd, Hartford, VT 05001
    72 Wood Rd, Hartford, VT 05001
    72 Wood Rd, Hartford, VT 05001
    /4

    $1,300,000

    • 3 Beds
    • 2 Baths
    • 2,334 Sq Ft

    72 Wood Rd, Hartford, VT 05001

    US Route 4 in Vermont - the east/west corridor from I-89 and the Killington Ski Area. Highway frontage between Quechee and Woodstock, VT. Minutes from Dartmouth College in Hanover, NH; near the intersection of I-89 and 91 at the Connecticut River; also close to Northern New England’s major DH Medical complex and Cancer Center in Lebanon, NH, as well as the VA Hospital in White River Junction. 1.5

    Terry Boone Bassette Real Estate Group

    72 Wood Rd, Hartford, VT 05001
  • 0 Missing Link Rd, Springfield, VT 05156
    0 Missing Link Rd, Springfield, VT 05156
    0 Missing Link Rd, Springfield, VT 05156
    /3

    $220,000

    • Land
    • 50.45 Acres
    • $4,361 per Acre

    0 Missing Link Rd, Springfield, VT 05156

    Sitting high above Rte 5, this large parcel has a prime view out over the Connecticut River. There's a septic permit in place for a 5 bedroom home. You'll need to improve the old logging road to gain access to the top but once you do, there are 50 acres to explore. Enroll in the Use Value Program to reduce your taxes!

    Victoria Woods Brattleboro Area Realty

    0 Missing Link Rd, Springfield, VT 05156
  • 31 Amsden Hollow Rd, Perkinsville, VT 05151
    31 Amsden Hollow Rd, Perkinsville, VT 05151
    31 Amsden Hollow Rd, Perkinsville, VT 05151
    /15

    $129,900

    • 3 Beds
    • 2 Baths
    • 2,321 Sq Ft

    31 Amsden Hollow Rd, Perkinsville, VT 05151

    Older farmhouse looking for someone to bring it back to what it once was currently has 3-4 bedrooms, two baths, two kitchens, level lot, shed in the front yard area and a brook in the back yard area.

    April Shepard Twin State Realty LLC

    31 Amsden Hollow Rd, Perkinsville, VT 05151
  • 399 Bentley Rd Unit 7-5440, Hartford, VT 05059
    399 Bentley Rd Unit 7-5440, Hartford, VT 05059
    399 Bentley Rd Unit 7-5440, Hartford, VT 05059
    /22

    $1,490,950 Open Sun 11AM - 2PM

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

    399 Bentley Rd Unit 7-5440, Hartford, VT 05059

    Currently under construction at Mountain Stream in Quechee Lakes, the Evergreen offers 2,709 square feet of living space across two levels. The main floor includes a primary suite plus three additional bedrooms and two additional bathrooms, along with open living, dining, and kitchen areas featuring a fireplace and access to an expansive balcony. The lower level includes a fifth bedroom, full

    Richard Higgerson Higgerson & Company

    399 Bentley Rd Unit 7-5440, Hartford, VT 05059
  • Lot 51 Partridge Rd, Ludlow, VT 05149
    Lot 51 Partridge Rd, Ludlow, VT 05149
    Lot 51 Partridge Rd, Ludlow, VT 05149
    /6

    $175,000

    • Land
    • 1.02 Acres
    • $171,569 per Acre

    Lot 51 Partridge Rd, Ludlow, VT 05149

    1.02+/- acres. Lot 51. Ready to build. Prestigious neighborhood, some lots with views of Okemo Slopes with clearing. Very convenient to the village and Okemo Mountain Resort. This property is owned by a Vermont licensed real estate agent.

    Boris Lavanovich Mary W. Davis Realtor & Assoc., Inc.

    Lot 51 Partridge Rd, Ludlow, VT 05149
  • 2-63 Goshawk Dr, Plymouth, VT 05056
    2-63 Goshawk Dr, Plymouth, VT 05056
    2-63 Goshawk Dr, Plymouth, VT 05056
    /13

    $50,000

    • Land
    • 1.5 Acres
    • $33,333 per Acre

    2-63 Goshawk Dr, Plymouth, VT 05056

    Affordable opportunity to build your dream home in a quiet neighborhood located between Okemo and Killington Mountain Resorts, with nearby access to Echo Lake, Hawk Resort hiking trails, and Plymouth State Park. With utilities close by and the ability to connect to the community wastewater system, this lot is ready for your new Vermont home. Community covenants and design standards help protect

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    2-63 Goshawk Dr, Plymouth, VT 05056
  • 412 Skyland Ln, Woodstock, VT 05091
    412 Skyland Ln, Woodstock, VT 05091
    412 Skyland Ln, Woodstock, VT 05091
    /48

    $6,750,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 5,087 Sq Ft

    412 Skyland Ln, Woodstock, VT 05091

    Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and

    Story Jenks LandVest, Inc/Woodstock

    412 Skyland Ln, Woodstock, VT 05091
  • 00 Bradley Hill Rd Unit 121, Norwich, VT 05055
    00 Bradley Hill Rd Unit 121, Norwich, VT 05055
    /2

    $450,000

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

    00 Bradley Hill Rd Unit 121, 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. The land abuts conservation land and the "Bradley Hill Loop" - a maintained trail. Not yet in Current Use though the forestry plan is ready to be implemented. A great opportunity to build in the Dresden School District.

    Jane Darrach Martha E. Diebold/Hanover

    00 Bradley Hill Rd Unit 121, Norwich, VT 05055
  • 108 Cubb Ct, Windsor, VT 05089
    108 Cubb Ct, Windsor, VT 05089
    108 Cubb Ct, Windsor, VT 05089
    /15

    $96,232 New Construction

    • 2 Beds
    • 2 Baths
    • 777 Sq Ft

    108 Cubb Ct, Windsor, VT 05089

    Welcome to 132 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

    Kate Barry EXP Realty

    108 Cubb Ct, Windsor, VT 05089
  • 1782 Randall Rd, Woodstock, VT 05091
    1782 Randall Rd, Woodstock, VT 05091
    1782 Randall Rd, Woodstock, VT 05091
    /37

    $985,000

    • 4 Beds
    • 3 Baths
    • 2,785 Sq Ft

    1782 Randall Rd, Woodstock, VT 05091

    This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer Kingsley, one of Woodstock early settlers. A classic New England Cape of the period with the notable features of a central chimney with multiple fireplaces and a second story overhang on the gables. The house retains a great deal of original features and fabric including wide

    Wade Treadway Wade I Treadway Real Estate

    1782 Randall Rd, Woodstock, VT 05091
  • 270/272 Qtr I Jackson Gore Inn, Ludlow, VT 05149
    270/272 Qtr I Jackson Gore Inn, Ludlow, VT 05149
    270/272 Qtr I Jackson Gore Inn, Ludlow, VT 05149
    /20

    $115,000

    • 2 Beds
    • 3 Baths
    • 1,190 Sq Ft

    270/272 Qtr I Jackson Gore Inn, Ludlow, VT 05149

    Jackson Gore Inn Unit 270/272 Quarter II: This unit is a two-bedroom/three bathroom unit conveniently located on the 2nd floor and close to the Round House! Come home for lunch with simple ski access! Unit F Features:2 bedrooms, sleeps ten, King bed, 2 fixed Queen beds, Queen sleep sofa, Double sleep sofa, full kitchen, 3 full baths, jetted bath tub, fireplace, entertainment center.

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

    270/272 Qtr I Jackson Gore Inn, Ludlow, VT 05149
  • 723/725 QIII Jackson Gore Adams House Unit 723/725 QIII, Ludlow, VT 05149
    723/725 QIII Jackson Gore Adams House Unit 723/725 QIII, Ludlow, VT 05149
    723/725 QIII Jackson Gore Adams House Unit 723/725 QIII, Ludlow, VT 05149
    /54

    $77,000

    • 1 Bed
    • 2 Baths
    • 957 Sq Ft

    723/725 QIII Jackson Gore Adams House Unit 723/725 QIII, Ludlow, VT 05149

    Jackson Gore Adams House at Okemo Mountain Resort. Quarter Share Ownership, Unit 723/725 Quarter III is a true four-season destination offering a rare combination of slope-side convenience, year-round recreation, and resort-style amenities. With quarter-share ownership, you can enjoy the benefits of mountain living without the full-time commitment. This 1-bedroom, 2-bathroom condominium is

    Katherine Burns William Raveis Real Estate Vermont Properties

    723/725 QIII Jackson Gore Adams House Unit 723/725 QIII, Ludlow, VT 05149
  • 00 Barber Ln, Hartland, VT 05048
    00 Barber Ln, Hartland, VT 05048
    00 Barber Ln, Hartland, VT 05048
    /21

    $119,000

    • Land
    • 3.95 Acres
    • $30,127 per Acre

    00 Barber Ln, Hartland, VT 05048

    Discover the ideal backdrop for your next build on this peaceful slice of Vermont countryside. Positioned on a gentle rise, the land offers elevated views and a serene natural setting surrounded by mature landscape. A privately maintained road leads you in, providing a quiet approach and a sense of retreat. This location strikes a perfect balance—rural charm with quick access to daily

    Chelsea Bevis KW Vermont Woodstock

    00 Barber Ln, Hartland, VT 05048
  • 1175 Quarry Rd, Chester, VT 05143
    1175 Quarry Rd, Chester, VT 05143
    1175 Quarry Rd, Chester, VT 05143
    /22

    $290,000

    • Land
    • 75 Acres
    • $3,867 per Acre

    1175 Quarry Rd, Chester, VT 05143

    An extraordinary potential homesite set in the hills of southern Vermont. This expansive 75-acre parcel offers the perfect blend of privacy, natural beauty, and endless potential. Whether you dream of building a secluded hilltop retreat or preserving land for recreation and conservation, this property invites endless possibilties. Improvements include a septic system, dug well, electricity and a

    Jessica Samples BHG Masiello Keene

    1175 Quarry Rd, Chester, VT 05143
  • 25 Wilder Ln, Bethel, VT 05032
    25 Wilder Ln, Bethel, VT 05032
    25 Wilder Ln, Bethel, VT 05032
    /30

    $169,500

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

    25 Wilder Ln, Bethel, VT 05032

    Welcome to this spacious 3-bedroom, 2-bath mobile home on .65 acres of owned land in the lovely town of Royalton, Vermont. Built in 1997, this place offers 1,140 square feet of comfortable, single-level living that perfectly blends convenience, affordability, and peaceful tranquility. Nestled on a quiet dead-end road, the home provides great privacy while still being close to local amenities and

    Jeremy Collins Ridgeline Real Estate

    25 Wilder Ln, Bethel, VT 05032
  • 606/608 QII Jackson Gore Adams House Unit 606/608 QII, Ludlow, VT 05149
    606/608 QII Jackson Gore Adams House Unit 606/608 QII, Ludlow, VT 05149
    606/608 QII Jackson Gore Adams House Unit 606/608 QII, Ludlow, VT 05149
    /50

    $100,000

    • 2 Beds
    • 3 Baths
    • 1,367 Sq Ft

    606/608 QII Jackson Gore Adams House Unit 606/608 QII, Ludlow, VT 05149

    Jackson Gore Village at Okemo Mountain Resort - Welcome to the Adams House at Jackson Gore, where mountainside living meets year-round adventure. This spacious, well-appointed condominium offers comfort and convenience in one of Okemo’s most sought-after slopeside communities. Step inside to find a generous open-concept living space with a cozy gas fireplace, ideal for relaxing after a day on the

    Katherine Burns William Raveis Real Estate Vermont Properties

    606/608 QII Jackson Gore Adams House Unit 606/608 QII, Ludlow, VT 05149
  • 00 Wild Apple Rd, Pomfret, VT 05067
    00 Wild Apple Rd, Pomfret, VT 05067
    00 Wild Apple Rd, Pomfret, VT 05067
    /8

    $590,000

    • Land
    • 61.49 Acres
    • $9,595 per Acre

    00 Wild Apple Rd, Pomfret, VT 05067

    One of the most sought-after locations in the Woodstock area, this 61-acre property is accessed off of Wild Apple Road with a building site oriented to the south and east. At 1,600 feet in elevation, it enjoys sweeping views of Killington, Mount Ascutney, and the surrounding hills. The land offers complete privacy with a blend of woodlands, open fields, a stream, and a pond site. Bordering the

    Story Jenks LandVest, Inc/Woodstock

    00 Wild Apple Rd, Pomfret, VT 05067
  • 5798 W Woodstock Rd, Woodstock, VT 05091
    5798 W Woodstock Rd, Woodstock, VT 05091
    5798 W Woodstock Rd, Woodstock, VT 05091
    /47

    $395,000

    • 4 Beds
    • 2 Baths
    • 1,617 Sq Ft

    5798 W Woodstock Rd, Woodstock, VT 05091

    Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4 bedroom , 2 bath home offers the character of a traditional New England property with comfortable , move in ready living spaces. The home features a bright eat-in kitchen, spacious dining room, and a welcoming living room with a wood-burning fireplace--perfect for cozy Vermont evenings. Freshly painted interiors

    Carol Wood Williamson Group Sothebys Intl. Realty

    5798 W Woodstock Rd, Woodstock, VT 05091
  • 1166 Rte 100, Weston, VT 05161
    1166 Rte 100, Weston, VT 05161
    1166 Rte 100, Weston, VT 05161
    /37

    $859,000

    • 5 Beds
    • 4 Baths
    • 4,925 Sq Ft

    1166 Rte 100, Weston, VT 05161

    Nearly 5,000 sq ft of flexible living space in one of Vermont’s most desirable towns—perfect for second-home buyers or investors. This unique property offers two distinct living areas under one roof: a beautifully designed walk-out lower level apartment ideal for rental income, in-law suite, or guest quarters, and an updated main level with style and comfort. The main level features a modern

    Carrie Mathews Winhall Real Estate

    1166 Rte 100, Weston, VT 05161
  • 00 Eaton Ave, Springfield, VT 05156
    00 Eaton Ave, Springfield, VT 05156
    00 Eaton Ave, Springfield, VT 05156
    /14

    $119,900

    • Land
    • 49.2 Acres
    • $2,437 per Acre

    00 Eaton Ave, Springfield, VT 05156

    Prime Development Opportunity: 49+ Acres in Springfield, VTUnlock the potential of this expansive 49+ acre parcel, ideally situated just minutes from downtown Springfield, VT. This prime land boasts considerable road frontage and direct access to town water and sewer, making it a developer's dream. Springfield is a thriving community surrounded by stunning landscapes, with easy access to

    Daire Gibney Barrett and Valley Associates Inc.

    00 Eaton Ave, Springfield, VT 05156
  • 3186 South Rd, Woodstock, VT 05091
    3186 South Rd, Woodstock, VT 05091
    3186 South Rd, Woodstock, VT 05091
    /8

    $275,000

    • Land
    • 1.95 Acres
    • $141,026 per Acre

    3186 South Rd, Woodstock, VT 05091

    1.95 Acre lot minutes from Woodstock Village, South Woodstock, and Green Mountain Horse Association. Kidder Brook runs along the North property boundary, and a sunny lawn area has multiple small gardens. There is a large clearing, and a well-cared for 1973 mobile home on a concrete slab on the property. This lot has tremendous potential in a fantastic location. House is being sold As-is.

    Andrew Hubbell Vermont Real Estate Company

    3186 South Rd, Woodstock, VT 05091
  • 0 Fay Ln Unit 7226 and 7227, Hartford, VT 05059
    0 Fay Ln Unit 7226 and 7227, Hartford, VT 05059
    0 Fay Ln Unit 7226 and 7227, Hartford, VT 05059
    /16

    $299,000

    • Land
    • 8.1 Acres
    • $36,914 per Acre

    0 Fay Ln Unit 7226 and 7227, Hartford, VT 05059

    Discover the serene beauty of Vermont from this expansive 8.1-acre parcel along Fay Lane! The lot is located in the esteemed Quechee Lakes Landowners Association (QLLA). Quechee Lakes is a private, full-amenity resort with two championship golf courses, a private lake and beach, tennis and pickleball, indoor/outdoor pools, a fitness center, and a racquet sport complex. In winter, enjoy downhill

    Brooks Reavill

    0 Fay Ln Unit 7226 and 7227, Hartford, VT 05059
  • 81 High St, Cavendish, VT 05142
    81 High St, Cavendish, VT 05142
    81 High St, Cavendish, VT 05142
    /27

    $539,000

    • 6 Beds
    • 2 Baths
    • 2,304 Sq Ft

    81 High St, Cavendish, VT 05142

    Do you love antique homes? Come and take a look and decide how that you would like to use this property. This renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom (could be three) unit on the main level). There is even additional space on the third floor that could be finished too. By simply removing a piece of sheetrock in the

    Tyleen Murray Kelley Real Estate, Inc.

    81 High St, Cavendish, VT 05142

Showing Results 321 - 360, Page 9 of 10

Vermont Windsor County

Real Estate & Homes for Sale in Windsor County, VT

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group