426

Windsor County VT Homes for Sale

Section Image
  • /12

    $79,000

    • Land
    • 2.53 Acres
    • $31,225 per Acre

    Lot #4 Meadow Rd, Ludlow, VT 05149

    Private 2.53+/- acre state approved building lot located at the end of a dead-end, private road. Positioned at the south end of Ludlow off East Hill Road, this lot offers easy access to town amenities and the Okemo Ski Area. Possible views of Okemo with clearing.

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

    Lot #4 Meadow Rd, Ludlow, VT 05149
  • /37

    $165,000

    • 3 Beds
    • 1 Bath
    • 1,554 Sq Ft

    89 Route 12, Hartland, VT 05048

    Step into the charm of this antique home, offering an abundance of potential for restoration and customization. Highlights include beautiful wide board floors and a quiet, private backyard set on just under an acre. Ideal for buyers ready to take on a project and bring this special property back to life. Located in the desirable quaint town of Hartland, close to skiing, hiking, and Dartmouth,

    Erika Smith RE/MAX Upper Valley

    89 Route 12, Hartland, VT 05048
  • /6

    $195,000

    • Land
    • 1 Acre
    • $195,000 per Acre

    Lot 48 Partridge Rd, Ludlow, VT 05149

    1.01+/- acres. Lot 48. 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 48 Partridge Rd, Ludlow, VT 05149
  • /41

    $1,576,000

    • 9,455 Sq Ft

    14 Summarsell Dr Unit 16, Hartland, VT 05048

    This charming converted farmstead features two primary buildings on one parcel, combining classic Vermont character with solid investment returns. The property offers a diverse mix of one-, two-, and four-bedroom apartments, plus one commercial unit currently leased to a local bath and body company. Additional income comes from a three-bay garage, a shed, and a storage container — all fully

    Loren Wehmeyer Tesla Realty Group, LLC

    14 Summarsell Dr Unit 16, Hartland, VT 05048
  • /43

    $1,600,000

    • 4 Beds
    • 3 Baths
    • 6,014 Sq Ft

    15 Central St, Woodstock, VT 05091

    15 Central Street is one of the finest commercial locations in Woodstock with two of the most creative and successful businesses as the anchor tenants. The property has adapted to changes of the course of its long history of uses including residential shop owner, a barber shop, a dance & pool hall, law office, architectural services and a variety of mercantile endeavors. Notably, the building

    Laird Bradley Williamson Group Sothebys Intl. Realty

    15 Central St, Woodstock, VT 05091
  • /20

    $460,000

    • 2 Beds
    • 2 Baths
    • 1,228 Sq Ft

    145 Okemo Trailside Extension Unit 23C, upper, Ludlow, VT 05149

    Walk to the Sachem Trail from this recently remodeled, warm and charming, 2 bedroom, 2 bath, 2 level condominium. Easy maintenance with an open floor plan (kitchen, dining and living room with wood burning fireplace and slider to the deck). Updates include: new kitchen cabinets, granite countertops, wood plank flooring, carpet, and paint. The new bathrooms have large format tiling and frameless

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

    145 Okemo Trailside Extension Unit 23C, upper, Ludlow, VT 05149
  • /51

    $1,475,000

    • 5 Beds
    • 4.5 Baths
    • 3,060 Sq Ft

    593 Red Barn Rd, White River Junction, VT 05001

    A rare opportunity! This private, tranquil 6.7 AC farm is just a short stroll to the Quechee Club and all amenities. Built in 1975 to the highest standard, and sited to take advantage of a lovely valley view overlooking pastures, rolling fields and your very own spring fed swimming pond. The home is beautifully composed with bright open spaces flowing seamlessly for entertaining and everyday

    Danny Kogut Williamson Group Sothebys Intl. Realty

    593 Red Barn Rd, White River Junction, VT 05001
  • /12

    $399,000

    • Land
    • 4.73 Acres
    • $84,355 per Acre

    5209 5211 Willard Rd, Hartford, VT 05059

    We are pleased to offer a rare and highly desirable estate-sized double lot in the Upper Willard Road neighborhood of Quechee Lakes. The two parcels that make up this 4.73+/- acres of Vermont countryside were strategically assembled by the current owner to offer an excellent opportunity to build your Vermont retreat in the region’s favorite four-season recreational lifestyle resort. With

    Richard Higgerson Higgerson & Company

    5209 5211 Willard Rd, Hartford, VT 05059
  • /58

    $485,000

    • 8 Beds
    • 1 Bath
    • 3,500 Sq Ft

    1254 U S 5, Springfield, VT 05156

    Welcome to the former Danforth Inn! Take a trip back in time to 1780 as you look at this extremely original old building that was built in Weathersfield Bow in 1780 by Gideon Lyman. In 1789 Joseph Danforth moved to the Bow and he leased and then bought the Inn, changing the name to the Danforth Inn. This property will need some love, but it has never been spoiled in its originality, and it's just

    Glenn Olney Barrett and Valley Associates Inc.

    1254 U S 5, Springfield, VT 05156
  • /12

    $1,525,500

    • 4 Beds
    • 4 Baths
    • 2,752 Sq Ft

    5677 Hendee Way Unit 5677, Hartford, VT 05001

    New Construction in Quechee! Introducing Mountain Stream at Quechee Lakes, where modern architecture meets the natural beauty of Vermont’s premier four-season resort community. With more than 200 homesites and five distinct home styles, Mountain Stream offers thoughtfully designed residences that blend contemporary comfort with timeless surroundings. Each home features open-concept layouts,

    Richard Higgerson Higgerson & Company

    5677 Hendee Way Unit 5677, Hartford, VT 05001
  • /42

    $665,000

    • 8 Beds
    • 6 Baths
    • 6,960 Sq Ft

    61 Depot St, Hartford, VT 05001

    Exceptional Investment or Conversion Opportunity in the Heart of Wilder Approved for conversion into four residential units and two commercial office spaces, this well-maintained six-unit office building offers outstanding flexibility for investors or owner-occupants. The proposed plan includes two street-level commercial suites with four apartments above, creating a desirable mixed-use property.

    Katie Ladue Gilbert KW Vermont Woodstock

    61 Depot St, Hartford, VT 05001
  • /16

    $96,232 New Construction

    • 2 Beds
    • 2 Baths
    • 777 Sq Ft

    517 Back Mountain Rd, Windsor, VT 05089

    Welcome to 517 Back Mountain Rd., 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

    517 Back Mountain Rd, Windsor, VT 05089
  • /14

    $69,000

    • Land
    • 1.05 Acres
    • $65,714 per Acre

    Lot 49 Spring St, Stockbridge, VT 05772

    Attractive building lot in the desirable Highwood community. This lot offers potential long-range views and includes sewer rights in the Highwood community sewer system, sufficient for a three-bedroom residence. Architectural review and protective covenants ensure that the quality of life in this small community is always preserved. Highwood is adjacent to the Green Mountain Trail network for

    Kyle Kershner Killington Pico Realty

    Lot 49 Spring St, Stockbridge, VT 05772
  • /35

    $105,000

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

    246/248 Qtr I Jackson Gore Inn, Ludlow, VT 05149

    Unit 246/248, Quarter I: Quarter ownership. Located on the second floor, convenient to the pool, fitness room and the ski base areas! Great two bedroom / lock-out capabilities. Unit J Features:2 Bedrooms, Sleeps eight, Lock out capability, King bed, Queen bed, Queen sleep sofa, Double sleep sofa, full kitchen, covered balcony, jetted bath tub, fireplace, entertainment center. Come and enjoy what

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

    246/248 Qtr I Jackson Gore Inn, Ludlow, VT 05149
  • /36

    $845,000

    • 3 Beds
    • 3.5 Baths
    • 1,840 Sq Ft

    49 Vt Rt 12, Pomfret, VT 05053

    Discover the possibilities with this beautifully crafted three bedroom, three and one half bath home and versatile Post and Beam barn/studio, set between Woodstock and Silver Lake in scenic Barnard. The main residence features an airy great room with vaulted ceilings, warm wood accents, and expansive windows that invite natural light and frame peaceful views. Thoughtful design and quality

    Eric Johnston Four Seasons Sotheby's Int'l Realty

    49 Vt Rt 12, Pomfret, VT 05053
  • /26

    $149,000

    • Land
    • 0.23 Acre
    • $647,826 per Acre

    0 Prospect St Unit 5063213, Ludlow, VT 05149

    Here's your opportunity to purchase Ludlow's newest village lot offering. Lot 3 is located on the right side of the road and is the last lot on the street. Lot 3 is a nice level lot with endless possibilities. It has partial views of Okemo Mountain, and you'll see some spectacular sunsets. Ludlow's restaurants, shops, and parks are just a short walk away, and Okemo Mountain is about a mile away.

    Kevin Barnes William Raveis Real Estate Vermont Properties

    0 Prospect St Unit 5063213, Ludlow, VT 05149
  • /52

    $399,000

    • 3 Beds
    • 2.5 Baths
    • 1,578 Sq Ft

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

    Looking for the perfect Vermont home with all the amenities of a sought-after four-season resort lifestyle? You have found it! Designed for effortless living, this updated well-appointed end-unit condo offers the feeling of privacy on all three sides. Walk through the front door and you’ll find a relaxed and refined, natural light-filled open-floor plan. On the left is a den/office space with

    Jill Harlow Coldwell Banker LIFESTYLES - Hanover

    394 Lyman Batcheller Rd Unit 2D, 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
  • /46

    $49,000

    • 1 Bath
    • 390 Sq Ft

    365 Q4 Jackson Gore Inn Rd Unit 365 Q4, Ludlow, VT 05149

    Jackson Gore on Okemo. An excellent opportunity to own a vacation home at Jackson Gore on Okemo, #365 Quarter IV ownership. This option provides an easy way to enjoy a mountain retreat with a minimal investment. This studio property is located within the Jackson Gore Inn, offering slopeside views of the mountain. Owners have access to a wide range of resort amenities, including the pool, hot

    Joseph Karl William Raveis Real Estate Vermont Properties

    365 Q4 Jackson Gore Inn Rd Unit 365 Q4, Ludlow, VT 05149
  • /35

    $369,000

    • 3 Beds
    • 2 Baths
    • 1,911 Sq Ft

    1846 Dartt Hill Rd, Bethel, VT 05032

    1978 Saltbox on 10 acres of both open and wooded land. The home boasts wide plank floors throughout with 3 bedrooms, 2 baths, open floor plan on the main floor with spacious kitchen. A lovely home, a must see.

    Sherri McPhetres Vermont Heritage Real Estate

    1846 Dartt Hill Rd, Bethel, VT 05032
  • /57

    $817,000

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

    616 Rose Hill Rd, Woodstock, VT 05091

    This is a rare opportunity to own 10.1 acres of land in a coveted area of Woodstock that includes a 1988 Frizzell Builders house and a detached oversized garage with a second floor for storage . The property was part of the King Farm which is now in Vt. Land Trust as conserved land , until it was split off in the late 1980's when the Colby family came into ownership and built the existing house

    Carol Wood Williamson Group Sothebys Intl. Realty

    616 Rose Hill Rd, Woodstock, VT 05091
  • /44

    $449,000

    • 2 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    339 Ranney Rd, Stockbridge, VT 05772

    Take a look at this home in mid-Vermont- close to the premier Killington Mountain Ski Resort. This property is on an open 2 acre lot with plenty of sun and space for pets, gardens or greenhouses. An adjoining 1 acre house lot can be purchased for an additional 30k if interested now. This Stockbridge home has an extra living apartment below- accessible by a separate driveway. It provides options

    Risa Mornis Covered Bridge RE

    339 Ranney Rd, Stockbridge, VT 05772
  • /46

    $499,000 Open Sun 11AM - 1PM

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

    79 Clarina Nichols Ln, Hartford, VT 05001

    Open House 11 am - 1:00 pm on Sunday, January 11, 2026. Nestled in the heart of the Quechee Club community with a seasonal view across the valley, just 7 miles east of Woodstock and Saskadena Six skiing, this spacious four-bedroom, four bathroom home offers the best of Vermont living. Quechee Lakes is a private, full-amenity resort with two championship golf courses, a private lake and beach,

    Sandy Reavill Real Broker LLC

    79 Clarina Nichols Ln, Hartford, VT 05001
  • /39

    $345,000

    • 2 Beds
    • 1.5 Baths
    • 1,472 Sq Ft

    291 Sugar Hill Ln Unit 1B, Hartford, VT 05001

    This two-bedroom Sugar Hill Condo, perched up at the top of the hill, is a beautiful, bright, and peaceful place to be. With a large deck out back, you can enjoy this lovely time of year and see the ridgeline through the trees. As you step inside, the tile in the entryway is the perfect touch for all the seasons Vermont offers. The open-concept first-floor living room is an excellent space to

    Audrey Micca Four Seasons Sotheby's Int'l Realty

    291 Sugar Hill Ln Unit 1B, Hartford, VT 05001
  • /58

    $3,490,000

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

    1726 Skitchewaug Trail, Springfield, VT 05156

    A circa 1734 Cape, displaying museum quality authentic detailing, in a setting worthy of a Vermont Life Magazine cover! Originally sited in N.H., the Cape was patiently dismantled, with components meticulously cataloged, and then relocated to an idyllic Vermont hilltop setting! The interior seamlessly blends early New England architectural features with benefits of contemporary design amenities.

    John Wetmore Wetmore Real Estate

    1726 Skitchewaug Trail, Springfield, VT 05156
  • /2

    $349,000

    • Land
    • 9.9 Acres
    • $35,253 per Acre

    00 Main St, Ludlow, VT 05149

    LOCATION LOCATION LOCATION....options are unlimited for this large ready to develop parcel. Okemo Mountain views, level (and mostly cleared) parcel with MAJOR ROAD FRONTAGE! You can't beat the spot or the wonderful mountain view!** One of the owners is a licensed Vermont Real Estate agent.

    Lisa Kelley Cummings & Co

    00 Main St, Ludlow, VT 05149
  • /54

    $765,000

    • 4 Beds
    • 3.5 Baths
    • 2,828 Sq Ft

    119 Pine Hill Rd, Ludlow, VT 05149

    Nestled in the desirable Okemo Pines community, this 4-bedroom, 3.5-bath home offers the perfect blend of comfort, charm, and convenience, only minutes from Okemo Mountain Resort. Thoughtfully designed for year-round enjoyment, the home features multiple seasonal living areas, including a large deck with Okemo views, a sunroom, and a covered porch with mountain views. The house offers privacy

    Joseph Karl William Raveis Real Estate Vermont Properties

    119 Pine Hill Rd, Ludlow, VT 05149
  • /14

    $289,000

    • 2 Beds
    • 2.5 Baths
    • 1,475 Sq Ft

    106 Contro Rd, Chester, VT 05143

    Sweet! An just in time for the holidays. This cabin has been lived in year round and has a drilled well, septic and electric. The basement has been partially finished with the fixtures of a 3/4 bath but no wall coverings, so the square footage is not counted here. The tenant does not have internet so it is best to check on phone/tv and internet from the providers. The property is being divided

    Christine Lewis Brattleboro Area Realty

    106 Contro Rd, Chester, VT 05143
  • /27

    $369,000

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    447 Elm St, Chester, VT 05143

    Welcome to your dream home – This meticulously maintained and efficient New England-style gem is bursting with charm and modern convenience. Extra insulation, new windows and new hot water heater make this home as energy-efficient as it is beautiful. Picture yourself whipping up meals in a kitchen with custom Hugh Pennell solid wood cabinets, upgraded appliances and solid countertops. Be wowed by

    Lisa Kelley Cummings & Co

    447 Elm St, Chester, VT 05143
  • /60

    $210,000

    • 3 Beds
    • 3 Baths
    • 2,011 Sq Ft

    625/627 Q3 Jackson Gore Adams House Unit 625/627 Q3, Ludlow, VT 05149

    Jackson Gore area of Okemo– Adams House Quarter Share Ownership, Unit 625/627 Quarter III. Enjoy slopeside living with mountain views in this three-bedroom, three-bathroom condominium with just over 2000 square feet of living space. Located within The Adams House at Jackson Gore on Okemo, offering direct slope access. Enjoy luxury living with full access to The Spring House, which offers an

    Kevin Barnes William Raveis Real Estate Vermont Properties

    625/627 Q3 Jackson Gore Adams House Unit 625/627 Q3, Ludlow, VT 05149
  • /45

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 2,656 Sq Ft

    2140 Brandon Mountain Rd, Rochester, VT 05767

    Tucked away on a picturesque 3-acre lot, this classic three-bedroom expanded Cape offers privacy, seclusion, and peaceful views in a beautiful Rochester valley setting. Set nearly 700 feet back from the road and bordering the Green Mountain National Forest, the property enjoys a tranquil natural backdrop where a scenic pond at the edge of the land attracts birds and wildlife. The main level

    Kyle Kershner Killington Pico Realty

    2140 Brandon Mountain Rd, Rochester, VT 05767
  • /34

    $449,000

    • 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
  • /45

    $795,000

    • 4 Beds
    • 2.5 Baths
    • 2,663 Sq Ft

    490 W Hill Rd, Ludlow, VT 05149

    From mountain views to après-ski soaks in the hot tub, this home delivers the full Vermont lifestyle with ease. Located on one of Ludlow’s most coveted roads, this custom-built mountain retreat offers the perfect blend of quality, comfort, and convenience. Skip the village traffic and drive straight to the base of Okemo in just minutes! Thoughtfully designed and with so much to love, this

    Frank Provance Diamond Realty

    490 W Hill Rd, Ludlow, VT 05149
  • /55

    $1,450,000

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

    144 Lodge Rd Unit 1, Ludlow, VT 05149

    Experience the ultimate in ski-on/ski-off living with this exceptional 3-bedroom, 3-bathroom slopeside condominium on Okemo Mountain, located in the sought-after SouthFace Village. Park with ease in your assigned covered space beneath the building, complete with a private storage closet for all your mountain gear. From there, take the elevator or walk up the stairs to this first-floor residence,

    Joseph Karl William Raveis Real Estate Vermont Properties

    144 Lodge Rd Unit 1, Ludlow, VT 05149
  • /8

    $125,000

    • Land
    • 7.5 Acres
    • $16,667 per Acre

    00 Howe Hill Rd, Sharon, VT 05065

    Vermont Retreat Awaits. A 7.5 acre wooded parcel with spectacular mountain view potential and five bedroom state waste water permit is ready for your vision. Located off town-maintained Howe Hill Road in Sharon, Vermont, via right of way from lower parcel. Convenient access to power and ultra-high speed fiber optic (EC Fiber) internet at the street, just one mile from I-89. Enjoy easy access to

    Joanne Kent Four Seasons Sotheby's Int'l Realty

    00 Howe Hill Rd, Sharon, VT 05065
  • /37

    $589,000

    • 3 Beds
    • 1.5 Baths
    • 888 Sq Ft

    19 Strawberry Ln, Ludlow, VT 05149

    Wow! Been waiting for an eye-catcher with a mountain view? Okemo's trails are calling! Presenting something unique, efficient, classy and sleek to check your boxes. Set out in the lakes region close to Summer fun and a quick drive to the Okemo is this new custom-built container home waiting for some lucky peeps to chill on the deck, glisten in the sauna, refresh in the pool, and sled down the

    Tyleen Murray Kelley Real Estate, Inc.

    19 Strawberry Ln, Ludlow, VT 05149
  • /60

    $1,390,000

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

    140 Lodge Rd Unit 11, Ludlow, VT 05149

    Sugar Maple 11 is a stunning 3-bedroom, 3-bath townhouse that perfectly blends contemporary design with the natural beauty of its mountain setting. This spacious unit offers over 1,800 square feet of living space, thoughtfully designed with sleek finishes and cutting-edge technology. The open concept living area is filled with natural light and framed by breathtaking easterly mountain views

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    140 Lodge Rd Unit 11, Ludlow, VT 05149
  • /43

    $71,000

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft

    456 QIV Jackson Gore Inn Unit 456 QIV, Ludlow, VT 05149

    Jackson Gore 1 bedroom 2 bath condo 456 quarter IV on Okemo. This top-floor Jackson Gore Inn condo with incredible valley views is now available and it can easily sleep 6 guests with a king bedroom en suite, a queen sleeper sofa, and a queen Murphy bed. The kitchen has full-size stainless appliances and the living room is a great gathering space with a gas fireplace. Many amenities are just a

    Kevin Barnes William Raveis Real Estate Vermont Properties

    456 QIV Jackson Gore Inn Unit 456 QIV, Ludlow, VT 05149
  • /15

    $329,000

    • 4 Beds
    • 2 Baths
    • 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
  • /26

    $350,000

    • 1 Bed
    • 1 Bath
    • 638 Sq Ft

    350 Mountain Rd Unit B305, Ludlow, VT 05149

    Direct slopeside oversized Okemo Mountain Lodge unit comfortably sleeps 6. Top floor location offers wide panoramic views of the slopes and neighboring hillsides, and fills the unit with natural light. Open living design includes kitchen with breakfast bar, living room with fireplace, and large bedroom with private access to full bath. Deck off living room offers wonderful outdoor space

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

    350 Mountain Rd Unit B305, Ludlow, VT 05149

Showing Results 41 - 80, Page 2 of 11

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