526

Windsor County VT Homes for Sale

Section Image Section Image
  • /11

    $300,000

    • Land
    • 36.82 Acres
    • $8,148 per Acre

    0 Vt Rte 12 Unit 5106756, Barnard, VT 05031

    Ideal location half way between Woodstock and Barnard. Approximately 37 wooded acres offering a clean slate to create your perfect primary residence or second home getaway. The property connects to South Perry Rd. in the back corner with space for a driveway and the potential for fabulous views with the clearing of trees. Perfect spot to build. Easy access off of Rte 12 with power on site. Short

    Dan Noble Snyder Donegan Real Estate Group

    0 Vt Rte 12 Unit 5106756, Barnard, VT 05031
  • /9

    $120,000

    • Land
    • 10.85 Acres
    • $11,060 per Acre

    0 Vt Rte 12 Unit 5106702, Barnard, VT 05031

    Ideal location half way between Woodstock and Barnard. 10.85 wooded acres offering a clean slate to create your perfect primary residence or second home getaway. Easy access off of Rte 12 with power on site. Short drive to Silver Lake, Saskadena Six, and Woodstock Village. Subdivision pending.

    Dan Noble Snyder Donegan Real Estate Group

    0 Vt Rte 12 Unit 5106702, Barnard, VT 05031
  • /16

    $299,000

    • 2 Beds
    • 1 Bath
    • 1,152 Sq Ft

    319 Back Mountain Rd, Windsor, VT 05089

    Welcome to 319 Back Mountain Road in Windsor, Vermont, a comfortable 2-bedroom ranch situated on approximately one acre in a peaceful country setting. The home features an updated kitchen and a spacious living and dining area with plenty of natural light, creating a warm and inviting space for everyday living and entertaining. A metal roof and updated heating system add to the home's practicality

    Kate Cassidy Four Seasons Sotheby's Int'l Realty

    319 Back Mountain Rd, Windsor, VT 05089
  • /60

    $869,000

    $40K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    840 Sugar Hill Rd, Bethel, VT 05032

    Your own Vermont kingdom awaits at 840 Sugar Hill Road. Set on 129± private acres, this remarkable property combines a 3-bedroom, 2-bath chalet with barns, a rustic cabin, sugarhouse, storage buildings, and an extensive trail network winding through fields and forest. The approximately 2,400-square-foot home is comfortable and livable, with multiple gathering spaces, a wood stove, supplemental

    Zeph Bryant Coldwell Banker Carlson Real Estate

    840 Sugar Hill Rd, Bethel, VT 05032
  • /52

    $529,000

    • 4 Beds
    • 2 Baths
    • 4,020 Sq Ft

    28 Fairview Terrace, Royalton, VT 05068

    Well sited, in an elevated position above the small college town of South Royalton, Vermont, is a stylish circa 1900 residence, with exterior trim detailing only to be found in high quality vintage construction! This wonderful classic presents as solidly built, with a commanding presence! Spacious interior room dimensions and large well placed windows create a comfortable interior living space

    John Wetmore Wetmore Real Estate

    28 Fairview Terrace, Royalton, VT 05068
  • /17

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,988 Sq Ft

    10523 Pomfret Rd, Pomfret, VT 05084

    Charming One-Level Living on 8 Acres Near Woodstock Tucked just off a paved road above the White River, this single-level home offers an ideallocation with easy access to the entire Upper Valley. You're minutes from Saskadena Six ski area (formerly Suicide Six), the farm-to-table dining at Cloudland Farm, and the classic Teago General Store in South Pomfret with the picturesque Village of

    Daniel Preston KW Vermont Woodstock

    10523 Pomfret Rd, Pomfret, VT 05084
  • /53

    $715,000

    • 4 Beds
    • 2 Baths
    • 2,118 Sq Ft

    807 Murphys Rd Unit 2A, Quechee, VT 05059

    Rarely does a condo like this come along. This four-bedroom end unit features one of only two of its floor plans in the entire association, offering a unique combination of space, privacy, and an exceptional golf-course setting.Located adjacent to the Highland Course #2 green, the condo enjoys beautiful views down the fairway along with a private patio area that’s perfect for relaxing

    Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

    807 Murphys Rd Unit 2A, Quechee, VT 05059
  • /47

    $610,000

    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft

    548 Crow Hill Rd, Chester, VT 05143

    Tucked away on a quiet country road, this well-maintained 4-bedroom Cape home offers the peaceful Vermont setting so many buyers are searching for.Set on 12.86 acres, the property has been a place where generations have gathered, and now it's ready for its next chapter. Thoughtfully updated and meticulously cared for, the home features a new roof along with numerous improvements that provide

    Jay Farrar Four Seasons Sotheby's Int'l Realty

    548 Crow Hill Rd, Chester, VT 05143
  • /44

    $539,000

    • 4 Beds
    • 1.5 Baths
    • 2,620 Sq Ft

    373 Perham Rd, Bethel, VT 05032

    Set at the end of a quiet country road and surrounded by 45 private acres, this quintessential Vermont farmhouse offers a rare combination of history, space, and natural beauty. Built in 1750 and lovingly held by the same family for the past 40 years, this charming four-bedroom, one and a half bath residence encompasses 2,620 square feet with inviting living spaces, natural light, wood floors,

    Kate Jarvis Williamson Group Sothebys Intl. Realty

    373 Perham Rd, Bethel, VT 05032
  • /60

    $995,000

    • 3 Beds
    • 3 Baths
    • 2,167 Sq Ft

    979 Andover Ridge Rd, Chester, VT 05143

    Up a serene mountain road above the clouds in the quiet town of Andover, you’ll discover a special mountain property. This home has been distinctively renovated for carefree enjoyment. This retreat is surrounded by natural beauty with unprecedented long-range views to the west of the Green Mountain ridgeline. This highly efficient, low-maintenance home has wonderful natural light with views from

    Joseph Karl William Raveis Real Estate Vermont Properties

    979 Andover Ridge Rd, Chester, VT 05143
  • /33

    $195,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    129 Depot St, Proctorsville, VT 05153

    In the heart of the Proctorsville Village is this completely renovated, turnkey, three-bedroom home. Yes, it's right next to the railroad tracks, but the train goes by slowly at 11:00 am and 3:00 pm. At one time, it was a post-and-beam barn converted to housing. This bright, open floor plan is a perfect starter home or ideal vacation spot. Everything in this home is new: flooring, windows,

    Frank Provance Diamond Realty

    129 Depot St, Proctorsville, VT 05153
  • /59

    $1,725,000

    • 3 Beds
    • 3 Baths
    • 3,150 Sq Ft

    1089 Union Village Rd, Norwich, VT 05055

    Custom designed by owner/artist and renowned Vermont architect, Richard “Dick” Robson, this extraordinary residence is a true one-of-a-kind home, filled with thoughtful design, artistic details, and natural elements drawn directly from the property itself.A dramatic two-story stone chimney anchors the entry foyer and incorporates built-in waterfalls, while a dedicated meditation room offers

    Agent Photo

    Cheryl Herrmann

    RE/MAX Group One Realtors

    1089 Union Village Rd, Norwich, VT 05055
  • /15

    $125,000

    • 1 Bed
    • 1 Bath
    • 980 Sq Ft

    425 Main St, Proctorsville, VT 05153

    Great opportunity for an investor or handy person! This property has 1 bed, 1 bath on the 1st floor, with additional living and storage space upstairs. Attached garage and shed offer abundant storage. Property is nearby Okemo Mountain Resort for skiing and hiking, as well as endless adventures at the Adventure Zone. Across the street is the community park, brewery, restaurant, and grocery store.

    Tami Lantz Sherwood Real Estate

    425 Main St, Proctorsville, VT 05153
  • /38

    $449,000

    • 2 Beds
    • 2 Baths
    • 1,122 Sq Ft

    1 Cottage Ct, White River Junction, VT 05001

    Completely remodeled, this freestanding end-of-lane condo has been transformed with impeccable taste, quality finishes, & a fresh, contemporary vibe. The heart of the home is a stunning open-concept living space designed for both everyday enjoyment and entertaining. The beautifully updated kitchen features granite countertops, modern cabinets, stainless appliances, and a seamless connection to

    Sandy Reavill

    1 Cottage Ct, White River Junction, VT 05001
  • /45

    $450,000

    • 3 Beds
    • 3 Baths
    • 1,669 Sq Ft

    16 Smith St, Ludlow, VT 05149

    Tucked along a quiet side street in Ludlow Village, 16 Smith Street is filled with warmth, character, and timeless New England charm. Beautiful wood floors, rich natural woodwork, and classic pocket doors highlight the home’s craftsmanship, while a spacious wraparound porch invites you to slow down and enjoy village life. Inside, the large country kitchen features an eat-in island and opens to an

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    16 Smith St, Ludlow, VT 05149
  • /60

    $399,000

    • 4 Beds
    • 1.5 Baths
    • 2,676 Sq Ft

    190 Pleasant St, Royalton, VT 05068

    Stunning Victorian home on almost one acre of land in the town of South Royalton, ready for new owners who love and appreciate the charm and care of owning an older home. This 4 bedroom home has stunning woodwork, hardwood floors, an abundance of storage, along with gorgeous built-ins, that span several decades of various upgrades throughout the years. Sit on your covered front porch and enjoy

    Heather Armata Cornerstone Real Estate Company

    190 Pleasant St, Royalton, VT 05068
  • /29

    $355,000

    • 1 Bed
    • 1 Bath
    • 638 Sq Ft

    350 Mountain Rd Unit B-206, Ludlow, VT 05149

    Okemo Mountain Lodge B206 offers true slopeside convenience at the base of Okemo Mountain Resort. Completely remodeled and offered turnkey, this inviting one-bedroom condominium features ski-in/ski-out access just steps from the main base area, lifts, ski services, dining, and après-ski. The thoughtfully updated interior provides a comfortable, low-maintenance mountain retreat, ideal for personal

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    350 Mountain Rd Unit B-206, Ludlow, VT 05149
  • /46

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,864 Sq Ft

    112 Johnson Rd, Proctorsville, VT 05153

    Escape to Your Cozy Southern Vermont SanctuaryNestled in charming Cavendish, VT. This 3 bedroom cabin seamlessly blends rustic character with modern comfort. Inside, gather around the wood burning stove on crisp winter nights, or prepare delicious meals in the fully equipped kitchen featuring the farmhouse sink. The thoughtful layout offers flexible living with a main floor bedroom and

    Christina Dryden Berkshire Hathaway HomeServices Stratton Home

    112 Johnson Rd, Proctorsville, VT 05153
  • /36

    $549,000

    • 4 Beds
    • 2 Baths
    • 1,862 Sq Ft

    509 S Main St, White River Junction, VT 05001

    Welcome to 509 South Main Street, a wonderful property on a large, level, landscaped lot that combines charm, flexibility, and income potential. Enjoy the best of peaceful Vermont living, mere moments from the vibrant town of White River Junction. The main residence features high ceilings, wood floors, and abundant natural light, with a floor plan consisting of 3 bedrooms, a full bath, an eat-in

    Zoe Hathorn Washburn Snyder Donegan Real Estate Group

    509 S Main St, White River Junction, VT 05001
  • /28

    $289,900

    • 3 Beds
    • 2.5 Baths
    • 1,508 Sq Ft

    3713 Trebo Rd, Chester, VT 05143

    Extremely well maintained and thoughtfully updated, this spacious three bedroom, two and a half bath home is privately nestled on 2.6 acres on a quiet dead end. Offering the convenience of single level living, the property has been meticulously cared for over the years, with numerous improvements that make it comfortable, efficient, and move in ready. Inside you’ll find generously sized rooms

    Thaddeus Abare Barrett and Valley Associates Inc.

    3713 Trebo Rd, Chester, VT 05143
  • /44

    $569,000

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft

    189 Dan Jarvis Rd, Springfield, VT 05156

    Set on 3.82 private acres near Mount Ascutney, this bright and spacious 3-bedroom, 2-bath home offers comfortable one-level living with an open, easy-flowing floor plan and abundant natural light. Generous kitchen, dining, and living areas create a welcoming setting for everyday living and entertaining, while the thoughtful layout offers flexibility for a range of lifestyles. A substantial list

    Daire Gibney Barrett and Valley Associates Inc.

    189 Dan Jarvis Rd, Springfield, VT 05156
  • /6

    $300,000

    • Land
    • 10.2 Acres
    • $29,412 per Acre

    0 Union Village Rd Unit 5106130, Norwich, VT 05055

    Discover the perfect canvas for your Vermont dream property! This expansive 10.22-acre parcel sits prominently in the highly desirable Rural Residential (RR) district of Norwich. Boasting over 1,000 feet of expansive road frontage along Union Village Road, this land offers incredible privacy and presence while keeping you just 2 miles from the heart of town and the iconic Dan & Whit’s general

    Agent Photo

    Cheryl Herrmann

    RE/MAX Group One Realtors

    0 Union Village Rd Unit 5106130, Norwich, VT 05055
  • /28

    $319,000

    • 3 Beds
    • 1 Bath
    • 1,192 Sq Ft

    2147 River Rd, Stockbridge, VT 05772

    Sweet 3-bedroom home with a wraparound deck and covered porch in a country setting. Hardwood flooring and natural wood window casings, cathedral ceiling, a walkout basement w/shop area and office space. . Current owner only uses between 3-4 cords of wood and less than 1 tank of oil to heat the home. Only minutes to downtown Bethel eateries and grocery market and convenient to the I-89

    Rose Wright Vermont Heritage Real Estate

    2147 River Rd, Stockbridge, VT 05772
  • /38

    $745,000

    • 3 Beds
    • 2 Baths
    • 2,042 Sq Ft

    22 Golf View Ln, Hartford, VT 05059

    Classic Deck House style meets one of Quechee Lakes’ most desirable locations. Designed to take full advantage of its setting, this three-bedroom home features beautiful southerly views toward Mt. Ascutney, walls of windows, warm wood ceilings, and the natural light that makes Deck House architecture so appealing.The main level offers an open living and dining area anchored by a gas

    Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

    22 Golf View Ln, Hartford, VT 05059
  • /40

    $279,000

    • 2 Beds
    • 1 Bath
    • 1,229 Sq Ft

    119 Merrill St, Springfield, VT 05156

    Good news! A newly renovated, affordable, well maintained home for a reasonable price! It is expected that this home will easily meet Gov’t Loan requirements. This attractive home has easy access to downtown, shopping, parks, ski slopes, mountain hiking, river walks, interstate, and quiet living. The pleasantly comfortable yard offers reasonable privacy for outdoor gatherings, gardening, or just

    James Shibles Covered Bridge RE

    119 Merrill St, Springfield, VT 05156
  • /30

    $479,000

    Open Sat 10AM - 1PM
    • 2 Beds
    • 2 Baths
    • 1,584 Sq Ft

    151 Dwight Rd, Hartford, VT 05001

    Immaculately maintained and truly move-in ready, this beautifully updated 2-bedroom plus loft, 2-bath home offers the perfect blend of comfort, privacy, and four-season Vermont living. Tucked away on a quiet, private dead-end road, the home is surrounded by a peaceful, setting while remaining exceptionally convenient to everything the Upper Valley has to offer.The home has been

    Agent Photo

    Herb Hart

    Quechee Lakes Real Estate Center

    151 Dwight Rd, Hartford, VT 05001
  • /47

    $479,000

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft

    283 Salt Ash Rd, Plymouth, VT 05056

    Nestled in the woods of Hawk Resort, this inviting three-bedroom, two-bath home offers privacy, comfort, and easy access to everything the Okemo Valley has to offer. The cozy main-level living area features a fireplace and direct access to a private deck, while the spacious dining area captures peaceful wooded views. The nicely appointed kitchen provides plenty of cabinet and counter

    McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

    283 Salt Ash Rd, Plymouth, VT 05056
  • /16

    $79,900

    • 2 Beds
    • 2 Baths
    • 938 Sq Ft

    18 Water Ave, Weathersfield, VT 05030

    Meticulously maintained and move-in ready! This well cared for 2001 manufactured home offers 2 bedrooms and 2 full baths in a desirable 55+ community with a quiet dead-end location. The spacious kitchen features an abundance of cabinetry, providing plenty of storage and workspace, while the comfortable floor plan makes excellent use of the home's space.A convenient carport provides

    Agent Photo

    Justin Ranney

    Coldwell Banker Homes Unlimited

    18 Water Ave, Weathersfield, VT 05030
  • /46

    $1,800,000

    • Land
    • 161.8 Acres
    • $11,125 per Acre

    284 Elm Hill, Springfield, VT 05156

    This beautiful property offers all you could ask for, including an estimated 60+/-acres of beautiful fields currently used for hay and the rest of the remaining acreage is wooded land with trails cut through it for hiking, beautiful views and more possible with some tree removal, riding utvs or horses, a sugar bush (there are currently 1500 taps that has been leased for sap collection) or so many

    Erin Kendall EXP Realty

    284 Elm Hill, Springfield, VT 05156
  • /30

    $525,096

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

    96 Mill St, Hartland, VT 05052

    Enjoy country living and views of rolling hills from this spacious farmhouse set on 5.33 acres in North Hartland, VT with a large detached 2-level barn. Private rural setting with a level, landscaped yard and southern exposure. The home features a formal dining room, bedrooms, first-floor full bath, first-floor laundry, and a mix of hardwood and softwood flooring. Additional living and workspace

    Carol Shepherd C.G. Shepherd Realty, LLC

    96 Mill St, Hartland, VT 05052
  • /21

    $174,900

    • Land
    • 6 Acres
    • $29,150 per Acre

    1901 Royalton Hill Rd, South Royalton, VT 05068

    Discover Your Vermont Escape at 1901 Royalton Hill Road! Tucked away in the picturesque hills of Royalton, this approximately 6-acre parcel offers an exciting opportunity to create your own private retreat in the heart of Vermont. Mostly wooded and surrounded by the natural beauty that makes this area so special, the property already has a head start—the current owner has begun clearing and site

    Blake Gintof Signature Properties of Vermont

    1901 Royalton Hill Rd, South Royalton, VT 05068
  • /51

    $995,000

    • 5 Beds
    • 4 Baths
    • 2,893 Sq Ft

    2141 Twenty Mile Stream Rd, Proctorsville, VT 05153

    Exceptional Vermont Log Home on 2+ Acres with Mountain Living Appeal.Meticulously maintained and beautifully landscaped, this stunning five-bedroom, four-bath log home offers the perfect blend of rustic charm, modern comfort, and exceptional amenities. Set on 2+ private acres, the property features covered porches, a relaxing hot tub deck, stone patio, and expansive outdoor spaces designed

    McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

    2141 Twenty Mile Stream Rd, Proctorsville, VT 05153
  • /14

    $54,900

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft

    159 Ash Ln, Springfield, VT 05156

    Are you looking for a reasonable place to live? This 14 x 70 1983 3BR/1BA home could be just it. Located outside the village limits in a nice country setting is available. Seller has upgraded the power to a 200 Amp panel, installed central air conditioning, and freshly painted the interior.Park approval is required prior to closing.

    Agent Photo

    Julie Buffum

    Buffum Realty

    159 Ash Ln, Springfield, VT 05156
  • /27

    $375,000

    • 1 Bed
    • 1 Bath
    • 599 Sq Ft

    109 Okemo Ridge Rd Unit C307, Ludlow, VT 05149

    Okemo Mountain Lodge Prime Location. This fabulous top-floor, one-bedroom, one-bath condominium offers true ski-in/ski-out convenience with parking and beautiful views overlooking the Okemo Base Lodge and A-B chairlifts. Located on the third level, this well-appointed retreat features a sleeper sofa and a Murphy bed for additional guests and a new electric fireplace, creating a warm and inviting

    Katherine Burns William Raveis Real Estate Vermont Properties

    109 Okemo Ridge Rd Unit C307, Ludlow, VT 05149
  • /40

    $4,750,000

    • 3 Beds
    • 7 Baths
    • 11,769 Sq Ft

    101 Old Coach Rd, Norwich, VT 05055

    HILLTOP- Stunning hilltop estate just minutes from Norwich Village, Hanover, and Dartmouth College. This unrivaled property commands incredible southerly long-range views, along with a second view corridor to the east. The 73+ private acres feature an elegant hedge-lined driveway, pond with established gardens, open fields, tennis court, barn, and gazebo. Beautifully constructed with premium

    David Donegan Snyder Donegan Real Estate Group

    101 Old Coach Rd, Norwich, VT 05055
  • /33

    $765,000

    $50K PRICE INCREASE
    • 2 Beds
    • 4 Baths
    • 1,712 Sq Ft

    2551 MacIntosh Hill Rd, Bethel, VT 05032

    Lovely 2 bedroom, 4 bath Ward Log Home, privately set back on 130.6 acres +/- currently enrolled in the current land use program. This home offers comfort, privacy and convenience. Enter the main floor living through the ample sized mud/laundry room and then into the open concept living room w/gas fireplace and cathedral ceiling, dining room and kitchen area. A primary bedroom suite w/full

    Rose Wright Vermont Heritage Real Estate

    2551 MacIntosh Hill Rd, Bethel, VT 05032
  • /45

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 3,180 Sq Ft

    259 Beaver Meadow Rd, Norwich, VT 05055

    A wonderful opportunity to own a solid, thoughtfully designed Colonial, built by a respected local Norwich builder and offered for the first time on the market. This inviting 4-bedroom, 2.5 bath home features an open living concept with a beautiful kitchen complete with granite countertops and a generous center island. Perfect for everyday living and entertaining. The first floor also offers a

    Agent Photo

    Cheryl Herrmann

    RE/MAX Group One Realtors

    259 Beaver Meadow Rd, Norwich, VT 05055
  • /48

    $1,040,000

    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft

    13 High St, Woodstock, VT 05091

    Woodstock Village Home~A rare opportunity to enjoy the best of Woodstock Village living from this charming and beautifully updated 3-bedroom, 2-bath home, once the town's blacksmith shop. Just steps from the heart of the village, you can leave the car at home and walk to shops, restaurants, galleries, cafés, and everything that makes Woodstock one of Vermont's most beloved

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    13 High St, Woodstock, VT 05091
  • /58

    $1,600,000

    • 2 Beds
    • 2 Baths
    • 2,258 Sq Ft

    472 Greengate Rd, Barnard, VT 05031

    Some homes just feels like magic! Set amid Vermont's picturesque rolling pastures and scenic walking trails; this exceptional property exists in perfect harmony with its natural surroundings. A private woodland trail invites peaceful strolls through the forest, while the soothing sound of the babbling brook winding through a historic 1817 stone sluiceway creates a truly enchanting setting. Mature

    Carol Wood Williamson Group Sothebys Intl. Realty

    472 Greengate Rd, Barnard, VT 05031
  • /15

    $450,000

    • Land
    • 35 Acres
    • $12,857 per Acre

    Lot 3 Campbell Rd, Rochester, VT 05767

    Spectacular 35-acre parcel with magnificent mountain and valley views. Abutting the Green Mountain National Forest, and a rare 5-bedroom septic permit, this property presents an exceptional opportunity to create a Vermont estate to be enjoyed for generations. With a cleared homesite and roughed-in driveway already in place, much of the groundwork is done; now your vision can take center

    Kyle Kershner Killington Pico Realty

    Lot 3 Campbell Rd, Rochester, VT 05767

Showing Results 1 - 40, Page 1 of 14

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