484

Windsor County VT Homes for Sale

Section Image Section Image
  • /49

    $1,299,000

    • 4 Beds
    • 3.5 Baths
    • 3,164 Sq Ft

    355 Kerwin Hill Rd, Norwich, VT 05055

    Ten acres and a four-bedroom Cape in Norwich with a pond, pasture, local mountain views, and real privacy. Built in 1992, this 3,164-square-foot house sits screened from the road by a curving driveway surrounded by trees, its gray clapboard catching afternoon light across an open, sloping lot. Fourteen rooms with a floor plan that works for everything from everyday life to full-house gatherings.

    Richard Higgerson Higgerson & Company

    355 Kerwin Hill Rd, Norwich, VT 05055
  • /32

    $589,000

    • 3 Beds
    • 2 Baths
    • 1,946 Sq Ft

    314 Dorman Rd, Andover, VT 05143

    Silence is the first thing you notice. Set on 10+/- peaceful acres in Andover, this comfortable and well-maintained three-bedroom, two-bath home offers the kind of Vermont setting that is getting harder to find. No traffic noise, no bustle, just woods, privacy and room to breathe. Inside, the home is warm and inviting, with an easy layout equally suited to full-time living or weekends in the

    Daire Gibney Barrett and Valley Associates Inc.

    314 Dorman Rd, Andover, VT 05143
  • /23

    $199,900

    • 3 Beds
    • 2 Baths
    • 1,767 Sq Ft

    165 Dutton Farm Rd, Springfield, VT 05156

    Bring your vision to this private 3-bedroom, 2-bath home with a bonus room, nestled in a sought-after location. Surrounded by nature, this property offers the peace and privacy you've been searching for while providing endless potential to make it your own. Enjoy beautiful views from the large living room windows, or venture outdoors to explore the near-by walking trails. Established herbs and

    Agent Photo

    Kirsten Dole

    Coldwell Banker LIFESTYLES - Hanover

    165 Dutton Farm Rd, Springfield, VT 05156
  • /60

    $649,000

    • 4 Beds
    • 4 Baths
    • 2,578 Sq Ft

    78 Coopers Trace, Plymouth, VT 05056

    Nestled in the desirable Hawk Resort community in Plymouth, Vermont, this spacious 4-bedroom, 4-bath mountain retreat offers the perfect blend of comfort, privacy, and year-round adventure. A welcoming covered entry leads into the main level, where you'll find a thoughtfully designed open floor plan featuring a spacious living room with soaring windows that frame the surrounding woodland, filling

    Joseph Karl William Raveis Real Estate Vermont Properties

    78 Coopers Trace, Plymouth, VT 05056
  • /39

    $749,000

    • 3 Beds
    • 2 Baths
    • 2,715 Sq Ft

    1407 US Route 5, Weathersfield, VT 05156

    Welcome to a rare opportunity to own an exceptional property that combines privacy, space, and convenience. Offered for the very first time on the market, this meticulously maintained home is set on a beautiful parcel of acreage, providing a peaceful retreat while remaining just minutes from interstate access for an easy commute.Take in breathtaking views of the Connecticut River from the

    Daniel Preston KW Vermont Woodstock

    1407 US Route 5, Weathersfield, VT 05156
  • /32

    $400,000

    • 2 Beds
    • 1 Bath
    • 1,324 Sq Ft

    2556 Church Hill Rd, Wood Stock, VT 05091

    Once an old school house, this home features stone walls, beautiful gardens, and a nice level yard with a stone patio. The year-round brook cascades over rocks and winds along the back side of the property. A covered porch leads inside, where the main floor offers an eat-in kitchen, a large living room and a dining area with French doors to the outside. There are also two bedrooms, an office with

    Dan Noble Snyder Donegan Real Estate Group

    2556 Church Hill Rd, Wood Stock, VT 05091
  • /38

    $745,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,914 Sq Ft

    1702 Sanders Rd, Bethel, VT 05032

    Welcome to your own Vermont paradise, where breathtaking long-range mountain views, unforgettable sunsets, and peaceful country living come together on 58.6± acres. On a quiet publicly maintained gravel road and directly on the VAST trail, this beautifully maintained 3-bedroom, 2-bath home offers the perfect retreat. The home is filled with natural light and showcases spectacular views from the

    Rachel Noyes Hall Collins Real Estate Group

    1702 Sanders Rd, Bethel, VT 05032
  • /33

    $499,000

    • 4 Beds
    • 4 Baths
    • 2,875 Sq Ft

    609 Marsh Family Rd, Hartford, VT 05001

    This spacious four-bedroom, four-bathroom Quechee Lakes home features lovely landscaping, established perennial beds, a classic stone wall, and an attached two-car garage. The first floor offers a functional open-plan layout, highlighting a large kitchen equipped with updated appliances, extensive cabinet storage, and granite countertops. The space flows seamlessly into a living room with a

    Rowan Carroll Coldwell Banker LIFESTYLES - Hanover

    609 Marsh Family Rd, Hartford, VT 05001
  • /60

    $150,000

    • 2,838 Sq Ft

    6 Mill St, Ludlow, VT 05149

    Bring your vision and unlock the potential of this classic village property, ideally located on a quiet cul-de-sac within walking distance of Ludlow's restaurants, shops, parks, and year-round community events. Offering a 4-bedroom wastewater allocation, four bathrooms, and a top-floor apartment with its own private fire escape, this versatile property presents a variety of possibilities for

    Kevin Barnes William Raveis Real Estate Vermont Properties

    6 Mill St, Ludlow, VT 05149
  • /35

    $645,000

    • 4 Beds
    • 2.5 Baths
    • 2,515 Sq Ft

    221 Dunkel Rd, West Windsor, VT 05089

    Quietly sited off a private secluded road, sits a finely hand-crafted family home and outbuildings on 10.27 acres. The lot features an open yard, gardens, stone walls, woodland trails & nearby brooks. The main house features post and beam construction with sweeping cathedral ceilings, 2 bedrooms, 1.5 baths, a loft, finished lower level, and many custom-built features. The kitchen is well

    Seth Barbiero EXP Realty

    221 Dunkel Rd, West Windsor, VT 05089
  • /14

    $225,000

    • 3 Beds
    • 1 Bath
    • 1,095 Sq Ft

    24 Cherry St, Windsor, VT 05089

    Looking for an affordable way into homeownership? This ranch features 3 bedrooms and 1 full bath, this single-level home is perfect for first-time buyers or downsizers. Cozy up in the living room next to the fireplace or relax on the covered porch with your morning coffee. The easy, one-floor layout means low-maintenance living at a price that's hard to beat. Located just minutes from downtown

    Allison Griep BHHS Verani Upper Valley

    24 Cherry St, Windsor, VT 05089
  • /57

    $795,000

    • 2 Beds
    • 2.5 Baths
    • 1,253 Sq Ft

    140 Lodge Rd Unit 3, Ludlow, VT 05149

    SouthFace Village Sugar Maple #3 on Okemo offers a rare combination of newer luxury construction, slopeside access, exceptional amenities, and a highly competitive condominium fee structure within SouthFace Village at Okemo. This pristine, original-owner residence presents compelling value for buyers seeking a luxury mountain retreat without the higher carrying costs often associated with other

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    140 Lodge Rd Unit 3, Ludlow, VT 05149
  • /27

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    100 Riverside Ln, Royalton, VT 05068

    Tucked away on a private drive just off Route 14, this thoughtfully designed three-bedroom, two-bath Ranch offers comfortable single-level living with room to grow. An open floor plan, hardwood floors, and abundant natural light create a warm and inviting atmosphere, while the southwest-facing orientation fills the home with sunshine throughout the day. The spacious primary bedroom suite provides

    Derek Cosentino Four Seasons Sotheby's Int'l Realty

    100 Riverside Ln, Royalton, VT 05068
  • /55

    $339,000

    • 2 Beds
    • 2 Baths
    • 652 Sq Ft

    729 Davis Rd, Cavendish, VT 05142

    If you are seeking a spot to call home where Mother Nature is your neighbor and best friend, look no further. The moment you arrive; you are immediately drawn to the land across the road. Your own grove of trees with brook frontage and your very own swimming hole. You will spend hours every single day sitting or lying in your hammock in the timber frame Creek House. It is the most therapeutic

    Betty McEnaney Diamond Realty

    729 Davis Rd, Cavendish, VT 05142
  • /49

    $625,000

    • 5 Beds
    • 3 Baths
    • 2,830 Sq Ft

    192 Birch Hill Rd, Bethel, VT 05032

    Located at the end of a private road, this tranquil oasis is the perfect escape suitable for full or part time living. The Classic Cape home imbues the idyllic Vermont vernacular farmhouse with a spacious wrap around porch seamlessly connecting interior with exterior spaces. The main level has the ideal footprint for entertaining or daily life. The country kitchen is well appointed, and spacious

    Danny Kogut Williamson Group Sothebys Intl. Realty

    192 Birch Hill Rd, Bethel, VT 05032
  • /18

    $299,000

    • Land
    • 20.3 Acres
    • $14,729 per Acre

    1 Old Bridgewater Hill Rd, Bridgewater Corners, VT 05035

    Located along a quiet town road near the Killington Ski Area, Woodard Reservoir, and 10 miles west of Woodstock Village, this 20-acre parcel offers a potential home site in a secluded meadow bounded by streams, stonewalls, and northern hardwoods. The land is level and gently slopes to the south, with ideal solar exposure, providing an opportunity to incorporate solar into a home design and to

    Laird Bradley Williamson Group Sothebys Intl. Realty

    1 Old Bridgewater Hill Rd, Bridgewater Corners, VT 05035
  • /27

    $1,500,000

    • 4 Beds
    • 5 Baths
    • 2,887 Sq Ft

    1300 Mountain Rd, Ludlow, VT 05149

    An irreplaceable 27-acre land holding on Okemo Mountain, offering one of the most unique ownership opportunities in southern Vermont. With direct access to the Mountain Road Trail, acreage bordering the Sidewinder Trail, and Coleman Brook defining the northern boundary, this extraordinary property occupies a setting that is virtually impossible to replicate. Selective clearing could reveal

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    1300 Mountain Rd, Ludlow, VT 05149
  • /43

    $1,495,000

    • Land
    • 48.11 Acres
    • $31,075 per Acre

    1 US Route 5 Rd, Hartland, VT 05048

    48.11 Acres of Spectacular Vermont Land with Panoramic Views!Discover a rare opportunity to own 48.11 acres of exceptional Vermont countryside in the heart of the Connecticut River Valley, often referred to as Vermont's "Shenandoah Valley" for its scenic beauty. This remarkable property offers breathtaking 180-degree views to the east and south, creating an unforgettable setting for a dream

    Charles Bacon Quechee Lakes Real Estate Center

    1 US Route 5 Rd, Hartland, VT 05048
  • /42

    $775,000

    • 4 Beds
    • 2.5 Baths
    • 3,168 Sq Ft

    1393 Sheddsville Rd, West Windsor, VT 05089

    Located in the heart of Sheddsville-West Windsor's earliest settlement, this lovingly stewarded historic Greek Revival Farmhouse imbues the true character of the Vermont vernacular. Improved over the centuries to accommodate modern living, all while preserving the the period detail and charm with original pine plank floors, 6/6 sash windows and hewn beams. The home was well built of solid and

    Danny Kogut Williamson Group Sothebys Intl. Realty

    1393 Sheddsville Rd, West Windsor, VT 05089
  • /55

    $1,625,000

    Open Sun 11AM - 12:30PM
    • 3 Beds
    • 3 Baths
    • 4,922 Sq Ft

    55 County Rd, Windsor, VT 05089

    Sited on a knoll with lovely views in every direction, this spacious, sun filled Contemporary home was built to last! Using the finest materials, commercial grade mechanics, and custom millwork, this home imbues quality throughout.An impressive fireplace with a wood burning insert anchors the Great Room with sweeping walls of windows integrating indoor and outdoor spaces, and French doors

    Danny Kogut Williamson Group Sothebys Intl. Realty

    55 County Rd, Windsor, VT 05089
  • /36

    $2,790,000

    • 4 Beds
    • 4.5 Baths
    • 2,894 Sq Ft

    1726 Skitchewaug Trail, Springfield, VT 05156

    Set on 157 private acres with sweeping long-range views of the Connecticut River, this meticulously restored circa 1735 Cape offers a rare blend of historic character, refined comfort, and estate-scale amenities. Completely dismantled and rebuilt with care, the post-and-beam residence displays exposed beams, wide-board floors and sheathing, gunstock corner posts, and classic brick fireplaces

    Scott Monahan Williamson Group Sothebys Intl. Realty

    1726 Skitchewaug Trail, Springfield, VT 05156
  • /22

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    3036 W Woodstock Rd, Woodstock, VT 05091

    On a small hill, amongst trees and beautiful gardens, sits this beautifully maintained log cabin with sweeping views of the surrounding mountains and river valley. Just a short drive outside of Woodstock Village, this cabin offers the perfect blend of privacy and convenience. Built in 1996, this thoughtfully crafted home features approximately 2,600 square feet of living space on 2.9 acres. The

    Jennifer Kirkman KW Vermont Woodstock

    3036 W Woodstock Rd, Woodstock, VT 05091
  • /26

    $240,000

    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    574 Willard Rd Unit 2C, Quechee, VT 05059

    Welcome to Quechee Hollow 2C, nestled in the picturesque town of Quechee, Vermont. This newly renovated two bedroom, one bath condominium offers a perfect blend of mountain comfort and convenience. The inviting and very cozy living room features a wood-burning fireplace, creating the perfect setting to relax, and warm up after a day on the slopes, or enjoying the outdoors. The upstairs includes

    Amy Tissera Four Seasons Sotheby's Int'l Realty

    574 Willard Rd Unit 2C, Quechee, VT 05059
  • /58

    $2,300,000

    • 5 Beds
    • 6 Baths
    • 3,489 Sq Ft

    915 Peterkin Hill Rd, South Woodstock, VT 05071

    Exceptional Views to Killington! Perched high on a private knoll and surrounded by open lush meadows and surrounded by antique stonewalls. This 5 bedroom, 4 bathroom extended cape styled home was renovated approx 15 years ago with handsome hardwood floors throughout. Large kitchen with Calcutta Marble, Electrolux stainless appliances and ample storage that opens into the dining room- The formal

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    915 Peterkin Hill Rd, South Woodstock, VT 05071
  • /33

    $336,900

    • 3 Beds
    • 2 Baths
    • 2,056 Sq Ft

    20 Church St, North Springfield, VT 05150

    A classic Vermont farmhouse with space, flexibility, and possibilities for the future. Currently enjoyed as a spacious single-family home, the layout offers clear potential to adapt for multi-generational living or a two-family configuration with modification. For those with a bigger vision, the substantial rear barn and workshop areas may offer further possibilities, subject to permitting and

    Daire Gibney Barrett and Valley Associates Inc.

    20 Church St, North Springfield, VT 05150
  • /46

    $699,000

    • 7 Beds
    • 5.5 Baths
    • 4,642 Sq Ft

    41 Lawrence Hill Rd, Weston, VT 05161

    Perfectly situated in the heart of one of Southern Vermont's most picturesque villages. Just a short drive from Stratton Mountain, Okemo Mountain Resort, Bromley Mountain, and Magic Mountain, this beautifully preserved property offers the ideal combination of historic character and modern comfort. Thoughtfully maintained, the home showcases classic New England architecture with warm pine floors,

    Jessica Citera Cummings & Co

    41 Lawrence Hill Rd, Weston, VT 05161
  • /19

    $229,000

    • Land
    • 27.8 Acres
    • $8,237 per Acre

    00 Quarry Rd, Chester, VT 05143

    27.8 +/- acre wooded parcel close to Chester Village with potential long range views. Driveway has been cut and a clearing prepared at the entry to the land for a house site and a Vt state approved 4 bedroom wastewater Permit. Potential views from the plateau along the ridge accessed by an established logging road. Soil tests indicate a 3 bedroom home site is possible at the scenic viewpoint.

    Geralyn Donohue Four Seasons Sotheby's Int'l Realty

    00 Quarry Rd, Chester, VT 05143
  • /54

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 3,110 Sq Ft

    19 Lawridge Heights, Ludlow, VT 05149

    Beautifully renovated farmhouse offering the perfect blend of timeless New England charm and modern convenience. Situated on a private, low-maintenance lot with both town water and sewer, this inviting home is just a short stroll to Main Street's shops and restaurants and only three minutes from Okemo Mountain Resort.The heart of the home is the spectacular oversized great room, filled with

    Daniel Vigeant Mary W. Davis Realtor & Assoc., Inc.

    19 Lawridge Heights, Ludlow, VT 05149
  • /32

    $575,000

    • 3 Beds
    • 2 Baths
    • 2,073 Sq Ft

    2039 Quechee Main St, Hartford, VT 05047

    Step back in time without sacrificing modern comfort in the iconic "Carter House," a beautifully preserved antique home in the heart of Quechee Village. Meticulously maintained and thoughtfully updated, this one-of-a-kind property seamlessly blends timeless character with today's conveniences. The entirely renovated kitchen and dining area create the perfect gathering space, while a stunning

    Colby Clarkson Roger Clarkson Realtor

    2039 Quechee Main St, Hartford, VT 05047
  • /20

    $497,500

    Open Sat 11AM - 1PM
    • 3 Beds
    • 3 Baths
    • 2,268 Sq Ft

    121 Townhouse Way Unit 24, Woodstock, VT 05091

    Live Work Play, Retire and Play, or Just Play on the Weekends and Holidays!This wonderful 3 BR, 3 Bath Townhome/Condo has it all. Nestled in a small quiet wooded community less than 5 minutes from the Historic Woodstock Center and conveniently located within walking distance of Woodstock Union Middle & High School. It is also located only 30 minutes from Killington Ski Resort and Okemo Ski

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    121 Townhouse Way Unit 24, Woodstock, VT 05091
  • /57

    $1,450,000

    • 3 Beds
    • 3 Baths
    • 1,836 Sq Ft

    144 Lodge Rd Unit 1, Ludlow, VT 05149

    Welcome to South Face Village! True slopeside living at its best. This front-row, ski-in/ski-out 3-bedroom, 3-bath condo is literally on the slope. Walk out your front door, plop your skis or board down and head to the Sunshine lift. This gives you direct access to the South Face Express Quad. Inside this immaculate, turnkey unit is everything you'll want in your mountain château. Step in take

    Frank Provance Diamond Realty

    144 Lodge Rd Unit 1, Ludlow, VT 05149
  • /19

    $539,500

    • 3 Beds
    • 1 Bath
    • 1,024 Sq Ft

    90 Limey Ln, North Pomfret, VT 05053

    Lovely views overlooking the Pomfret hillside and lush meadows on a private, dead end road in North Pomfret. Quiet and peaceful. This ranch style home has many upgrades, with a 2 bay attached garage for easy access to the dwelling. It features all one floor living with 3 bedrooms, spacious living room, dining area with new kitchen - views and an abundance of natural light throughout. The basement

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    90 Limey Ln, North Pomfret, VT 05053
  • /60

    $1,699,000

    • 4 Beds
    • 4.5 Baths
    • 3,788 Sq Ft

    184 Hartland Hill Rd, Hartland, VT 05048

    Discover the possibilities at Wise Pines, an extraordinary 40± acre property in the heart of Hartland, Vermont, ideally located between Woodstock and Quechee. Surrounded by rolling hills, mature forests, and tranquil walking trails, this unique property was thoughtfully created as a sustainable wellness retreat and offers an exceptional opportunity for its next owner. Wise Pines began its journey

    Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

    184 Hartland Hill Rd, Hartland, VT 05048
  • /57

    $1,150,000

    • 4 Beds
    • 3.5 Baths
    • 4,266 Sq Ft

    476 Dix Hill, Plymouth, VT 05056

    This perfect country get-away offers privacy, views to the west of Okemo Mountain and easy access to skiing and the lakes region, all just a short drive away. With over 4,000 sq. ft. and generous size rooms throughout, the (3) floors of quality living space have been beautifully updated and maintained by the current owners. A few of the homes many notable features include a large air lock entry,

    Roger Danyew Diamond Realty

    476 Dix Hill, Plymouth, VT 05056
  • /31

    $349,500

    • 2 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    394 Lyman Batcheller Rd Unit 2B, Hartford, VT 05001

    Enjoy easy resort-style Vermont living in this well-maintained 2-bedroom, 2.5-bath Saltbox I condo located in the heart of Quechee. Both bedrooms feature private ensuite baths, offering comfort and flexibility for owners and guests alike, while the primary suite also enjoys its own private balcony, a lovely spot to take in the fresh mountain air. Updated flooring adds a fresh touch, and the

    Jill Harlow Coldwell Banker LIFESTYLES - Hanover

    394 Lyman Batcheller Rd Unit 2B, Hartford, VT 05001
  • /39

    $265,000

    $30K PRICE INCREASE
    • 2 Beds
    • 1.5 Baths
    • 1,116 Sq Ft

    71 State Garage Rd, Rochester, VT 05767

    Located beside the White River, with world-class fly fishing and iconic swimming holes just steps away, this thoughtfully remodeled historic farmhouse is equally appealing as an affordable starter home or a cozy vacation retreat. The main level has been extensively updated with a reimagined floor plan, replacement windows, added insulation, new drywall, fresh paint, and beautifully refinished

    Kyle Kershner Killington Pico Realty

    71 State Garage Rd, Rochester, VT 05767
  • /35

    $352,500

    • 2 Beds
    • 1.5 Baths
    • 1,225 Sq Ft

    99 Heather Dr Unit 8F, White River Junction, VT 05001

    Immaculately cared for Hemlock Ridge Condo. This two bedroom, two bath unit with dedicated parking is a rare find and has had many wonderful updates over the last several years. Updates include a new Viesman Boiler / heating unit, windows, Daiken mini split units on each floor, pantry, custom blinds and flooring. Interior features include a large open concept dining room and living room space

    Alex DeFelice The Clerkin Agency, P.C.

    99 Heather Dr Unit 8F, White River Junction, VT 05001
  • /26

    $375,000

    • 1 Bed
    • 1 Bath
    • 599 Sq Ft

    350 Mountain Rd Unit B103, Ludlow, VT 05149

    Ski to unit! Beautifully updated one bedroom ground floor unit with direct access to the slopes and base lodge amenities. Walking distance to restaurants, ski shop, ski school, ski rentals, and child care. Includes designated parking. Views of the lifts and trails. Recent upgrades (2024-25) include remodeled kitchen with quartz countertops, tile floor, wood cabinetry, and stainless steel

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

    350 Mountain Rd Unit B103, Ludlow, VT 05149
  • /52

    $475,000

    • 4 Beds
    • 2 Baths
    • 2,655 Sq Ft

    185 Crown Point Rd, Springfield, VT 05156

    This classic New England Colonial has an abundance of history and charm Built in 1870, on the historic Crown Point Road, the property features established gardens, fruit trees, blueberry bushes and more for the gardener or gentleman farmer. With a barn, for equipment or toys, as well as a picture-book sugarhouse, ready for when the warming days of winter nudge the sap to run and it's time to tap

    Carol Cole BHG Masiello Brattleboro

    185 Crown Point Rd, Springfield, VT 05156
  • /26

    $29,000,000

    • 9 Beds
    • 11 Baths

    650 Francis Rd, Bethel, VT 05032

    Set across more than 400 pristine acres in the heart of Barnard, Vermont, Monsalvat Farm is a once-in-a-generation legacy estate where natural beauty, architectural brilliance, and timeless craftsmanship converge. Framed by rolling pastures, ancient stone walls, mature forests, and sweeping mountain vistas, this extraordinary property embodies the very essence of Vermont's enduring

    Chris Lang Bravynia Real Estate

    650 Francis Rd, Bethel, VT 05032

Showing Results 1 - 40, Page 1 of 13

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