542

Windsor County VT Homes for Sale

Section Image
  • /55

    $1,395,000

    • 4 Beds
    • 3 Baths
    • 3,306 Sq Ft

    2033 South Rd, Woodstock, VT 05091

    Historic character, beautifully reimagined for modern Vermont living.Minutes from Woodstock Village, this extensively renovated four-bedroom home pairs the warmth and authenticity of its 150-year-old wide-pine floors and exposed beams with a remarkable collection of recent improvements.At the heart of the home is a brand-new, high-end kitchen with Bosch appliances and newly installed

    Keri Cole Williamson Group Sothebys Intl. Realty

    2033 South Rd, Woodstock, VT 05091
  • /23

    $299,000

    $70K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 835 Sq Ft

    105 Williams Ln Unit 6C, Hartford, VT 05001

    Unit 6C is a well-positioned, three-level condominium in Kingswood Village at the top of Quechee Ski Hill, offering the convenience of immediate access to the slopes less than 500 ft away! This turnkey, fully furnished home provides a seamless entry into the Quechee Lakes lifestyle. Two bedrooms on the lower level provide privacy, while a large 17’ x 15’ loft on the third floor offers additional

    Richard Higgerson Higgerson & Company

    105 Williams Ln Unit 6C, Hartford, VT 05001
  • /34

    $449,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,489 Sq Ft

    6852 Us Route 4, Bridgewater, VT 05034

    This 1885 antique story and a half cape has been comprehensively updated during the long ownership of the sellers who made the home more energy efficient with all new windows, recent heating system, modern kitchen and bathrooms. The home creatively blends an historic floor plan defined by a traditional living room and dining room with the more casual lifestyle of today. The open concept Vermont

    Laird Bradley Williamson Group Sothebys Intl. Realty

    6852 Us Route 4, Bridgewater, VT 05034
  • /32

    $550,000

    $39K PRICE DROP
    • 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

    Daire Gibney Barrett and Valley Associates Inc.

    314 Dorman Rd, Andover, VT 05143
  • /32

    $339,000

    • 3 Beds
    • 2 Baths
    • 1,549 Sq Ft

    43 Hartness Way, Hartford, VT 05047

    Welcome to an inviting single-family retreat set in the highly desirable Quechee Lakes Association in Hartford, Vermont, offering a fabulous four-season lifestyle just minutes from Upper Valley employment hubs, Dartmouth Health, and local shopping. Featuring 3 bedrooms and 2 full baths, the home boasts a airy, open-concept floor plan that seamlessly connects the main living, dining, and kitchen

    Chelsea Bevis KW Vermont Woodstock

    43 Hartness Way, Hartford, VT 05047
  • /15

    $329,000

    • 1,373 Sq Ft

    40 Union St, White River Junction, VT 05001

    Good Cash Flow! Possibilty of Commercial business aspect exists with this property as its in the CB zone / Central Business district. This fully leased two unit property is an excellent chance for investors to add a consistent cash flowing building to their portfolio or for an onsite owner to occupy one unit and let the extra additional rent help pay for your housing. A fairly low maintenance

    Alex DeFelice The Clerkin Agency, P.C.

    40 Union St, White River Junction, VT 05001
  • /27

    $600,000

    $50K PRICE DROP
    • 2,674 Sq Ft

    5863 Vermont 14, Royalton, VT 05068

    Overlooking the magnificent White River and Second Branch, this attractive older home has been a labor of love for the past 30 years. The long list of upgrades, additions, improvements, etc. speak for themselves. The spacious first floor has been used as home occupation featuring a 350 sq. ft. impressive office space. The apartments can be opened up to be single family or collect a projected net

    Dean Goulet Dunrovin Real Estate

    5863 Vermont 14, Royalton, VT 05068
  • /51

    $399,800

    $29K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    107 Blueberry Ledge Ridge Unit 45, Plymouth, VT 05056

    Perched at 1,600 feet elevation between Okemo and Killington, this beautifully furnished 3-bedroom, 2-bath condo at Hawk Resort offers the perfect mountain escape--complete with everything you need to move right in.Step into an open-concept living and dining area that flows onto a private deck through glass sliders--perfect for enjoying the sunsets. The living room features soaring cathedral

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    107 Blueberry Ledge Ridge Unit 45, Plymouth, VT 05056
  • /38

    $345,000

    • 7 Beds
    • 3.5 Baths
    • 3,555 Sq Ft

    114 Bethel Mtn Rd, Rochester, VT 05767

    Opportunity awaits in the heart of Rochester Village! Located just off the Village Green, this versatile property offers exceptional income-producing potential. The existing second-floor apartment, complete with its own bedroom and full bath, is ideal for rental income, guest accommodations, employee housing, or multi-generational living. With its generous layout and village location, the

    Kate Cassidy Four Seasons Sotheby's Int'l Realty

    114 Bethel Mtn Rd, Rochester, VT 05767
  • /35

    $347,000

    $6K PRICE DROP
    • 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
  • /49

    $5,250,000

    • 4 Beds
    • 7 Baths
    • 7,715 Sq Ft

    83 Town Farm Hill Rd, Hartland, VT 05048

    Hartland Hill Farm unfolds across rolling meadows in one of the Upper Valley's most picturesque settings. Sited to embrace the surrounding landscape, the property enjoys sweeping pastoral views east to New Hampshire's White Mountains and south over open fields to the iconic silhouette of Mount Ascutney. Mature maples, stone walls, an apple orchard, two ponds, productive farmland, and a classic

    Dia Jenks LandVest, Inc/Woodstock

    83 Town Farm Hill Rd, Hartland, VT 05048
  • /41

    $319,000

    $80K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,200 Sq Ft

    109 Park Row, Rochester, VT 05767

    Known locally for generations as The Old Richard Steele Hubbard Home, this circa-1902 village residence reflects Rochester’s prosperous early-20th-century era and retains many of its original architectural details. Ideally situated just off the park in the charming historic village of Rochester, Vermont, this special home is a fine example of the American Foursquare style popular in the late 19th

    Kyle Kershner Killington Pico Realty

    109 Park Row, Rochester, VT 05767
  • /60

    $595,000

    • 3 Beds
    • 2 Baths
    • 1,752 Sq Ft

    1720 MacIntosh Hill Rd, Bethel, VT 05032

    This recently, completely remodeled home is a seamless blend of modern convenience and natural charm. Nestled on an expansive plot that features a harmonious mix of open land and enchanting woods, this property offers tranquility and privacy in abundance. As you step inside, a generous mud room provides practical entry access after enjoying Vermont's beautiful seasons. The heart of the home

    Rose Wright Vermont Heritage Real Estate

    1720 MacIntosh Hill Rd, Bethel, VT 05032
  • /59

    $495,000

    • 4 Beds
    • 3.5 Baths
    • 3,356 Sq Ft

    990 Main St, Cavendish, VT 05142

    If you're looking for the ultime village ski house look no more! This four bedroom three and a half bath TURN KEY home is nestled in the village of Proctorsville. Home to Singletons Store, Outer Limits Brewery, Murdoch's On The Green and much more walking distance away. Step into this lovely well appointed home and you'll feel right at home. The kitchen boasts granite counters with a large

    Frank Provance Diamond Realty

    990 Main St, Cavendish, VT 05142
  • /60

    $700,000

    • 3,641 Sq Ft

    488 Andover Rd, Ludlow, VT 05149

    Tucked away from the road in a beautiful country setting, this charming 1920s Cape offers character, privacy, and exceptional flexibility, all just a short drive from Okemo Mountain, Ludlow Village, and the quintessential Vermont village of Weston. The main home features three bedrooms and three bathrooms, along with a large office or den and comfortable living spaces that retain the home's

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    488 Andover Rd, Ludlow, VT 05149
  • /50

    $699,000

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,576 Sq Ft

    3319 E Hill Rd, Andover, VT 05143

    Set on just over 10 picturesque acres, 3319 East Hill Road offers a rare blend of privacy, comfort, flexibility, and four season Vermont recreation. The three bedroom, three bathroom main residence is filled with natural light and features vaulted ceilings, oversized windows, warm hardwood flooring, and a open concept layout that creates an easy flow between the kitchen, dining, and living areas.

    Thaddeus Abare Barrett and Valley Associates Inc.

    3319 E Hill Rd, Andover, VT 05143
  • /16

    $315,000

    • Land
    • 10.54 Acres
    • $29,886 per Acre

    000 Hemlock Hill Rd, Ludlow, VT 05149

    Build Your Vermont Dream RetreatSet within a private gated community just outside the charming village of Ludlow, this exceptional building lot offers a rare opportunity to create your own Vermont retreat. Ideally located just five miles from Okemo Mountain Resort, the property combines peaceful privacy with convenient access to world-class skiing, dining, shopping, and year-round

    Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

    000 Hemlock Hill Rd, Ludlow, VT 05149
  • /42

    $350,000

    • 2,476 Sq Ft

    30 Densmore Dr, Bethel, VT 05032

    Exceptional investment opportunity in the heart of Bethel! This fully occupied triplex offers immediate rental income with three established units, making it an ideal addition to any investment portfolio. The property features a mix of well-maintained apartments with strong rental history and consistent occupancy. Conveniently located just minutes from downtown Bethel, I-89, Vermont Law &

    Holly Hall Hall Collins Real Estate Group

    30 Densmore Dr, Bethel, VT 05032
  • /41

    $480,000

    $19K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,272 Sq Ft

    301 Neal Rd, White River Junction, VT 05001

    Spacious 4 bedroom, 2.5 bathroom raised ranch on 3.9 acres in Hartford, Vermont. The main level features an updated kitchen, a dining room opening directly to the deck, and a living room with a large fireplace hearth. Three bedrooms are upstairs, including a primary with an en-suite half bath, alongside a full bathroom. The finished lower level includes a fourth bedroom, home office, full

    Rowan Carroll Coldwell Banker LIFESTYLES - Hanover

    301 Neal Rd, White River Junction, VT 05001
  • /31

    $349,000

    • 3 Beds
    • 2 Baths
    • 2,614 Sq Ft

    1259 Connecticut River Rd, White River Junction, VT 05001

    Contractor special with incredible potential! This 3-bedroom, 2-bath split-level ranch is ready for renovation, rehab, flip, or bring your vision and make it your own. An addition provides extra living space, while the lower-level family room offers even more room to spread out.A standout feature of this property is the two separate 3-bay garages, both offering usable finished second-floor

    Megan Moseley Mint Real Estate Group

    1259 Connecticut River Rd, White River Junction, VT 05001
  • /13

    $165,000

    • Land
    • 7.95 Acres
    • $20,755 per Acre

    198 Quechee Rd, Hartland, VT 05048

    THE OWNER OF 198 QUECHEE ROAD HAS DECIDED TO SELL 7.95 ACRES WHICH WILL SHARE THE 40' R.O.W. WITH HER 3.4 ACRES HOMESTEAD PROPERTY. SHE HAS RECEIVED SUB-DIVISION APPROVAL AND HAS AN ENGINEER REPORT FOR AN APPROVED MOUND SEPTIC SYSTEM, THE LOT WILL HAVE A R.O.W. BEHIND THE GARAGE TO THE OPEN FIELD.

    Don Chabot Town and Country Realty

    198 Quechee Rd, Hartland, VT 05048
  • /11

    $1,620,000

    $580K PRICE DROP
    • Land
    • 153.73 Acres
    • $10,538 per Acre

    0 Vermont 106, Reading, VT 05062

    Tucked away near the sought-after communities of Woodstock, West Windsor, and Ludlow, this untouched parcel invites endless possibilities. From its elevated perch, it offers sweeping views of Mt. Ascutney and the Connecticut River Valley in every direction. The Northern New England forested landscape is crisscrossed with trails, old roads, and natural springs, perfect for exploration. There are

    Laird Bradley Williamson Group Sothebys Intl. Realty

    0 Vermont 106, Reading, VT 05062
  • /15

    $185,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 676 Sq Ft

    48 School St, North Springfield, VT 05150

    Charming 1800s farmhouse on 1.5 open, level acres with plenty potential! This 2-bedroom, 1-bath home is a great opportunity for first-time homebuyers, those looking to downsize, or investors. Recent updates include a roof replacement with new sheathing, water barrier, 30-year shingles on the front, and metal roofing on the back. The bathroom was updated in February 2026 with a new shower and

    Amy Vashaw Twin State Realty LLC

    48 School St, North Springfield, VT 05150
  • /2

    $221,000

    • Land
    • 8.52 Acres
    • $25,939 per Acre

    0 Barrister Dr Unit 3, Hartford, VT 05001

    In-town building lot opportunity! Don't miss this chance to build your single family home or possibly a multifamily project in the Barrister Drive area of Wider, VT. A nice 8.52 +/- acre in-town lot located at the end of Palmer Court or Barrister Drive. This property is adjacent to an additional 25 +/- acre Norwich, VT. lot that is also for sale at $159,000. and could possibly be used for an

    Alex DeFelice The Clerkin Agency, P.C.

    0 Barrister Dr Unit 3, Hartford, VT 05001
  • /46

    $1,325,000

    • 4 Beds
    • 2 Baths
    • 2,554 Sq Ft

    325 Cemetery Rd, West Windsor, VT 05089

    Farm at Gaelic Crossing is an equestrian property set on 26.72± acres, has dramatic views of Mount Ascutney and, after summer showers, the frequent and magical appearance of rainbows—often even double rainbows—across the wide, open sky. This updated c.1842 New England Cape offers 2,554 square feet of finished living space, including four bedrooms—two conveniently located on the first floor. Wide

    Story Jenks LandVest, Inc/Woodstock

    325 Cemetery Rd, West Windsor, VT 05089
  • /44

    $1,450,000

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

    1503 Rush Meadow Rd, West Windsor, VT 05089

    They say land remembers.On Rush Meadow Road-where rolling fields meet the quiet rhythm of the seasons-there is a place that has been held, cared for, and passed down for over a century.This 103-acre estate is not something that was assembled. It was lived. Worked. Protected.For generations, it operated as a dairy farm, and the land still reflects that stewardship—lush

    Katie Ladue Gilbert BHHS Verani Upper Valley

    1503 Rush Meadow Rd, West Windsor, VT 05089
  • /60

    $4,775,000

    • 7 Beds
    • 6.5 Baths
    • 6,624 Sq Ft

    924 Okemo Ridge Rd Unit S 11, Ludlow, VT 05149

    Perched in Solitude, one of Okemo’s most sought-after on-mountain neighborhoods, 924 Okemo Ridge Road offers exceptional slope access, sweeping long-range views, and the scale to comfortably bring generations together under one roof. With 7 bedrooms and 6.5 bathrooms, this is a true ski home designed for gathering, hosting, and making memories year after year. The home delivers classic ski lodge

    Katherine Burns William Raveis Real Estate Vermont Properties

    924 Okemo Ridge Rd Unit S 11, Ludlow, VT 05149
  • /4

    $250,000

    • Land
    • 8.95 Acres
    • $27,933 per Acre

    3803 Vermont Route 132, Sharon, VT 05065

    COME AND CHECK OUT THIS SPECTACULAR PROPERTY WHERE YOU CAN BUILD YOUR DREAM HOME. THE PRIVATE SHARED ROAD TO THE PARCEL IS COMPLETE. FANTASTIC VIEWS OF THE GREEN MOUNTAINS. QUICK ACCESS TO NORWICH VIA BEAVER MEADOW RD. OR I 89 JUST DOWN THE ROAD. PRETTY LEVEL AT THE CLEARED TOP. VERY QUIET AND PEACEFUL SPOT. NEW SEPTIC DESIGN IN HAND.

    Liam McCarthy Coldwell Banker LIFESTYLES - Hanover

    3803 Vermont Route 132, Sharon, VT 05065
  • /39

    $449,000

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft

    50 John Nourse Rd, Springfield, VT 05156

    Welcome to this well-cared-for 3-bedroom 1975 saltbox-style home, privately situated at the end of the road on 15 acres of level, mostly cleared land. Surrounded by open fields and perennial gardens, the property offers a peaceful setting with plenty of room to enjoy the outdoors and make it your own.The home features a two-car attached garage connected by a lovely sunroom, creating a

    Gary Coger Four Seasons Sotheby's Int'l Realty

    50 John Nourse Rd, Springfield, VT 05156
  • /41

    $999,500

    • 3,218 Sq Ft

    1 Depot St, Hartford, VT 05001

    Excellent Upper Valley investment opportunity! This well-maintained six-unit multifamily property features a desirable mix of 3 one-bedroom apartments and 3 two-bedroom apartments, ideally situated in the heart of Wilder. The property sits directly across from the bus stop and offers convenient access to major employers and amenities — just 9 minutes (4.2 miles) from Dartmouth College and 17

    Loren Wehmeyer Tesla Realty Group, LLC

    1 Depot St, Hartford, VT 05001
  • /32

    $858,000

    • 3 Beds
    • 3 Baths
    • 1,728 Sq Ft

    103 Dyer Rd, Sharon, VT 05065

    Set on an impressive +-119 acres in Sharon, Vermont, this heavily renovated property offers a rare combination of privacy, versatility, and room to grow. The home currently features three bedrooms and three bathrooms with a flexible floor plan that provides a variety of options for how the space can be used. Thoughtful renovations throughout blend modern updates with the character and setting of

    Franchesca Collins Hall Collins Real Estate Group

    103 Dyer Rd, Sharon, VT 05065
  • /41

    $2,650,000

    • 5 Beds
    • 5.5 Baths
    • 6,188 Sq Ft

    113 N Village Rd, Ludlow, VT 05149

    This beautiful and very spacious newly constructed home, with energy efficient upgrades, has over 6,000 square feet of living space on three levels. Within walking distance to the slopes, located close to the Base Lodge area, this home has everything a ski home needs. Enter through the carefully crafted front door into one of the two mudrooms, or through the two car garage or by the side mudroom

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

    113 N Village Rd, Ludlow, VT 05149
  • /14

    $599,000

    $51K PRICE DROP
    • 2,947 Sq Ft

    108 Main St, Ludlow, VT 05149

    Wonderful investment opportunity in the Ludlow village. 2 unit multi-family with great rental history. Units are in excellent shape. First floor features a spacious 3 bedroom with hardwood floors. The second unit has 2 bedrooms also with Hardwood floors, both in move in ready condition. Units are currently rented and producing income. Just a mile from the Okemo access road and right in the heart

    Gary Coger Four Seasons Sotheby's Int'l Realty

    108 Main St, Ludlow, VT 05149
  • /57

    $367,000

    • 2 Beds
    • 1.5 Baths
    • 1,352 Sq Ft

    202 Sugar Hill Ln Unit 2B, Hartford, VT 05059

    Welcome to this beautifully renovated end-unit condo in the desirable Sugar Hill community of Quechee Lakes. Completely updated from top to bottom within the past three years, this bright and inviting two bedroom, one-and-a-half-bath home offers the ease of condo living with a fresh, modern interior. Improvements include new insulation, electrical and plumbing, Pergo applewood flooring

    Jessica Dolan Dolan Real Estate

    202 Sugar Hill Ln Unit 2B, Hartford, VT 05059
  • /49

    $715,000

    • 4 Beds
    • 3.5 Baths
    • 2,654 Sq Ft

    760 E Ash Rd, Plymouth, VT 05056

    Spacious Hawk Resort Home with Scenic Views Enjoy the perfect blend of comfort, space, and mountain charm in this inviting Hawk home. Designed for family gatherings and entertaining, the generous open-concept living area features a beautiful fieldstone fireplace and updated greenhouse windows that bring in natural light and picturesque views. The primary suite offers a cozy fireplace, private

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    760 E Ash Rd, Plymouth, VT 05056
  • /37

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft

    152 Great Hawk Rd, Rochester, VT 05767

    Welcome to 152 Great Hawk Road, a classic architect-designed mountain chalet where dramatic contemporary design, long-range Green Mountain views and the natural beauty of Vermont come together. Set at the end of a long, sweeping driveway, this distinctive home enjoys a wonderful sense of privacy, with a generous two-car garage, beautifully landscaped approach and sprawling open lawn creating an

    Kyle Kershner Killington Pico Realty

    152 Great Hawk Rd, Rochester, VT 05767
  • /59

    $995,000

    • 6 Beds
    • 4 Baths
    • 3,052 Sq Ft

    181 Harrier Way, Plymouth, VT 05056

    Welcome to this beautifully updated Hawk home with expansive westerly mountain and valley views. Recent improvements throughout give the home a fresh, inviting feel while keeping its warm Vermont character. The renovated mudroom features custom live-edge maple walnut benches, shiplap walls, new lighting, shelving, and plenty of space for all your gear. The redesigned kitchen has granite counters,

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    181 Harrier Way, Plymouth, VT 05056
  • /32

    $289,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,048 Sq Ft

    217 Woodhaven Dr Unit 5A, White River Junction, VT 05001

    A south-facing end unit in Woodhaven's condo community — one of just three with this exposure, and one of only twenty end units across the entire complex. Well maintained throughout, with a recently painted interior and a brand new dishwasher in the kitchen.The primary bedroom features a skylight, bringing in natural light through the day. A private deck off the back of the unit faces the

    Carter Auch BHHS Verani Upper Valley

    217 Woodhaven Dr Unit 5A, White River Junction, VT 05001
  • /19

    $450,000

    • Land
    • 69 Acres
    • $6,522 per Acre

    00 Vermont 12, Barnard, VT 05031

    A 69 acre mountaintop building lot with dramatic views of distant mountains in an area of Barnard populated with estate properties. The road is in to a potential building site at the height of the land. Soil testing for septic will be completed as soon as snow clears. Subdivision pending. This parcel is currently comprised of two parcels, one being 40+/- acres and the second being 29+/- which can

    Stan Butler Four Seasons Sotheby's Int'l Realty

    00 Vermont 12, Barnard, VT 05031
  • /17

    $777,000

    $58K PRICE DROP
    • Land
    • 150 Acres
    • $5,180 per Acre

    0 Walker Hill Rd Unit 5039522, Bridgewater, VT 05091

    150 acres of recreational paradise! Absolute and total privacy! Enjoy long views of mountain peaks showing criss crossed ski trails, pristine cascading streams with mesmerizing waterfalls over large rock outcroppings, mature woodland which hasn't been logged in over 50 years, pond sites, a fully equipped camper trailer with propane fired generator for off grid living and even included is a 4

    John Wetmore Wetmore Real Estate

    0 Walker Hill Rd Unit 5039522, Bridgewater, VT 05091

Showing Results 121 - 160, Page 4 of 14

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