399

Windsor County VT Homes for Sale

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  • /6

    $560,000

    • Land
    • 50 Acres
    • $11,200 per Acre

    90 Reading Farms Rd, Reading, VT 05062

    Exceptional Private Land Offering with Southern Views. A rare opportunity to acquire a private parcel of land located directly off a paved, State maintained road. The property features beautiful southern exposure with multiple potential pond sites and a gently varied landscape ideal for estate development. Surrounded by large, protected, multi-million-dollar estates, the setting offers

    Derek Eisenberg Continental Real Estate Group, Inc.

    90 Reading Farms Rd, Reading, VT 05062
  • /52

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,785 Sq Ft

    36 Graham St, Bethel, VT 05032

    Tucked away on a quiet street just off Route 107, this 3-bedroom, 2-bath home offers a nice blend of privacy, convenience, and small-town living in the heart of Bethel. Recent interior painting and select updates provide a refreshed starting point, while leaving room for a buyer to make it their own. The functional layout includes a spacious laundry room and a cozy pellet stove that supplements

    Jacob Barnes EXP Realty

    36 Graham St, Bethel, VT 05032
  • /22

    $399,000

    • 2 Beds
    • 1.5 Baths
    • 1,486 Sq Ft

    107 Jay Hill Rd, Hartford, VT 05001

    Tucked into the trees on nearly an acre in the heart of Quechee Lakes, this stylish two-bedroom, one and one-half bath Contemporary retreat blends Vermont charm with modern luxury. The updated kitchen features granite countertops, stainless appliances, and ample cabinetry; open to a warm, light-filled living space with vaulted ceilings, a gas fireplace, and gleaming wood floors. A newly added

    Kate Cassidy Four Seasons Sotheby's Int'l Realty

    107 Jay Hill Rd, Hartford, VT 05001
  • /47

    $535,000

    • 3 Beds
    • 2 Baths
    • 1,819 Sq Ft

    400 E Lake Rd, Ludlow, VT 05149

    Versatile Ludlow retreat on 9 acres with proven short-term rental history, offering flexible living options ideal for owner-occupants or investors seeking income near Okemo Mountain. This property is configured as a single-family residence with two distinct living levels, each featuring private entrances and amenities that allow for multiple use scenarios. The ground floor living area includes a

    Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

    400 E Lake Rd, Ludlow, VT 05149
  • /30

    $134,000

    • 3 Beds
    • 1 Bath
    • 1,520 Sq Ft

    89 Route 12, Hartland, VT 05048

    There is no putting lipstick on this one so let's just call it as it is. This antique home had been loved, albeit a tad hard, by its prior owner for over 40+ years. It needs just about everything except for a good start, a versatile lot, and a studio workshop. Your imagination can take this property, perhaps, from a single family 3 bedroom 1 bath into a multifamily. The detached studio workshop

    Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

    89 Route 12, Hartland, VT 05048
  • /5

    $139,000

    • 2,144 Sq Ft

    73 Union St, Springfield, VT 05156

    Nice sized in-town home and yard with large 2 car garage and shed. Lots of room for your toys. The home is currently a 2-unit home but was originally a single-family home and could be changed back into a one family without a lot of effort. Home does need some work so cash buyers only please. This could be your chance to get into rental business. Lots of possibilities for this home.Home is

    Agent Photo

    Julie Buffum

    Buffum Realty

    (802) 423-2965

    73 Union St, Springfield, VT 05156
  • /11

    $190,000

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    111 Safford Commons Way, Woodstock, VT 05091

    These 1200 sq. ft., 2-bedroom, 1.5-bathroom condos are being sold for less than half of their fair market value! Available for immediate move-in, each condo has an open-concept kitchen, dining room, and living room, which are on the airy and light-filled second floor. There is a small deck off the living room. The two cozy bedrooms are on the first floor. Electricity bills will be offset by solar

    Jane Darrach Martha E. Diebold/Hanover

    111 Safford Commons Way, Woodstock, VT 05091
  • /11

    $190,000

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    99 Safford Commons Way, Woodstock, VT 05091

    These 1200 sq. ft., 2-bedroom, 1.5-bathroom condos are being sold for less than half of their fair market value! Available for immediate move-in, each condo has an open-concept kitchen, dining room, and living room, which are on the airy and light-filled second floor. There is a small deck off the living room. The two cozy bedrooms are on the first floor. Electricity bills will be offset by solar

    Jane Darrach Martha E. Diebold/Hanover

    99 Safford Commons Way, Woodstock, VT 05091
  • /60

    $950,000

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

    114 Mountain View Dr, Ludlow, VT 05149

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

    Katherine Burns William Raveis Real Estate Vermont Properties

    114 Mountain View Dr, Ludlow, VT 05149
  • /54

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    2451 Camp Brook Rd, Bethel, VT 05032

    This charming log home sits nestled off the main road, above the nearby Camp Brook, which meanders through the property. This home was thoughtfully built and lovingly cared for by it's current owner. The open living/dining room is light filled by skylights and sliding glass doors that lead to the back deck. Cozy up by the brick fireplace with stove insert. Sit and listen to the babbling brook on

    Suzi Lamson Vermont Heritage Real Estate

    2451 Camp Brook Rd, Bethel, VT 05032
  • /2

    $89,500

    • Land
    • 0.98 Acre
    • $91,327 per Acre

    430 Jay Hill Rd, Hartford, VT 05001

    This is the place where your Vermont story begins. 0.98 wooded acres on Jay Hill Road in Quechee—not just land, but an invitation into one of New England's most thoughtful communities. What makes this different? Property ownership includes membership in the Quechee Club. That means 36 holes of championship golf across the Lakeland and Highland courses. It means Ski Quechee (13 trails, free for

    Richard Higgerson Higgerson & Company

    430 Jay Hill Rd, Hartford, VT 05001
  • /22

    $225,000

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    2095 Vermont Route 14, Sharon, VT 05065

    1995, 3 bedroom, 2 bath, double wide manufactured home situated on 1.6 acres with 450' of frontage along the White River. The land is open with plenty of room to garden, includes a large shed, and an enclosed porch overlooking the river and surrounding hills.

    Dean Goulet Dunrovin Real Estate

    2095 Vermont Route 14, Sharon, VT 05065
  • /17

    $229,000

    • Land
    • 11.8 Acres
    • $19,407 per Acre

    00 Wildlife Rd, Hartford, VT 05001

    All the things you’re looking for in a housesite: Mountain View of Killington all year, Mountain View of Ascutney seasonally with the potential for all year with some clearing, Sure-Pack driveway installed with a turn around large enough for a fire truck, fully surveyed, septic design and permit in place, cleared housesite, power poles brought to the site for easy electric and internet hookups,

    Franchesca Collins Hall Collins Real Estate Group

    00 Wildlife Rd, Hartford, VT 05001
  • /32

    $299,000

    • 3 Beds
    • 3 Baths
    • 1,594 Sq Ft

    72 Mountains Edge Rd Unit 508, Brownsville, VT 05037

    Stunning Mountain Retreat with Cathedral Ceilings & Trail Access Discover this beautiful condo at Mountains Edge—offering the best views, ultimate privacy, and unparalleled access to outdoor recreation. This residence captures sweeping views over West Windsor and the surrounding mountains. The private balcony off the living room and intimate patio off the master bedroom provide perfect vantage

    Allison Griep KW Vermont Woodstock

    72 Mountains Edge Rd Unit 508, Brownsville, VT 05037
  • /20

    $115,000

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

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

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

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

    270/272 Qtr I Jackson Gore Inn, Ludlow, VT 05149
  • /57

    $1,695,000

    • 4 Beds
    • 4 Baths
    • 2,475 Sq Ft

    37 Village Center Rd Unit Blue Spruce 4, Ludlow, VT 05149

    SouthFace Village Blue Spruce #4 stands out as a truly hidden gem just waiting to be found.This nicely decorated 4-bedroom, 4-bath condominium has a unique blend of charm, natural beauty, modern amenities, and a warm, welcoming atmosphere that makes it more than just a place to live- it's a lifestyle. Blue Spruce #4 is a special ski-on/ski-off property with 2-level living, an open concept

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

    37 Village Center Rd Unit Blue Spruce 4, Ludlow, VT 05149
  • /48

    $625,000

    • 3 Beds
    • 3 Baths
    • 1,376 Sq Ft

    97 Okemo Trailside Extension Unit 15 C, Ludlow, VT 05149

    Welcome home to Trailside 15C on Okemo. Fully renovated and sold turn-key furnished, this 3-bedroom, 3-bath Trailside condominium is designed for effortless mountain living. The well-thought-out floor plan maximizes space and comfort, featuring a sun-filled main level with vaulted ceilings, exposed beams, and an open-concept kitchen, living, and dining area that captures a classic Vermont vibe.

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    97 Okemo Trailside Extension Unit 15 C, Ludlow, VT 05149
  • /43

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,697 Sq Ft

    818 Main St, Cavendish, VT 05153

    Opportunity meets flexibility at this charming two-unit property in the heart of Proctorsville. Ideal for an owner who wants a vacation getaway with built-in income potential — or as an easy, turnkey investment — this well-kept duplex offers multiple paths to ownership. The downstairs unit features a three-season porch/mudroom entry, two bedrooms, an open-concept living, dining area, and kitchen,

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    818 Main St, Cavendish, VT 05153
  • /31

    $334,000

    • 1 Bed
    • 1 Bath
    • 599 Sq Ft

    350 Mountain Rd Unit B303, Ludlow, VT 05149

    Fabulous ski-in/ski-out opportunity at the base of Okemo Mountain! This top-floor (3rd level) one-bedroom, one-bath condominium offers unbeatable convenience and beautiful views overlooking the Okemo Base Lodge and the A-B chair lifts. With a sleeper sofa for additional guests, it’s the perfect Vermont retreat for weekend getaways or extended stays. A new electric fireplace provides ambiance and

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

    350 Mountain Rd Unit B303, Ludlow, VT 05149
  • /30

    $240,000

    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    574 Willard Rd Unit 1E, Hartford, VT 05001

    Tucked into a peaceful country setting, this beautifully updated 2-bedroom, 1-bath condo offers comfort, character, and an active Vermont lifestyle just minutes from it all. Natural woodwork, exposed beams, and wood fireplace create a warm, inviting atmosphere, while thoughtful updates add everyday convenience and style. The main level features a bright kitchen with a dedicated dining area just

    Daniel Preston KW Vermont Woodstock

    574 Willard Rd Unit 1E, Hartford, VT 05001
  • /45

    $895,000

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

    281 Okemo Trailside Extension Unit 30C, Ludlow, VT 05149

    Rare private location overlooking a lovely mountain stream and just steps from the Sachem ski trail. Four bedroom townhome on sunny south end of the building offers an open floor plan centered by a wood burning fireplace and accented by a wrap around deck. Kitchen includes updated flooring and appliances. Separate dining room adjoins a spacious living room with open beam cathedral ceiling.

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

    281 Okemo Trailside Extension Unit 30C, Ludlow, VT 05149
  • /52

    $379,000

    • 3 Beds
    • 1 Bath
    • 1,569 Sq Ft

    299 Latham Works Ln, White River Junction, VT 05001

    If you love uniqueness and character, don't miss out on this stately New Englander built in 1880! This home sits on a nice, mostly level in town lot situated just above the CT River in historic downtown White River Junction VT. The property boasts a paved driveway, 1 car attached garage / barn with plenty of over head storage, breezeway/porch, 3 bedrooms and 1 bath. While it has been upgraded and

    Alex DeFelice The Clerkin Agency, P.C.

    299 Latham Works Ln, White River Junction, VT 05001
  • /46

    $649,000

    • 2 Beds
    • 2.5 Baths
    • 1,166 Sq Ft

    245 Solitude Rd Unit M102, Ludlow, VT 05149

    This beautifully located 2-bedroom, 2.5-bath condominium offers true ski-in/ski-out living, nestled directly slopeside among the Sidewinder, Promenade, and Rising Star ski trails on Okemo Mountain in Ludlow, Vermont.An easterly orientation fills the home with soft morning light, showcasing warm sunrises and picturesque winter views. The living room features a wood-burning fireplace and opens

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

    245 Solitude Rd Unit M102, Ludlow, VT 05149
  • /57

    $479,000

    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft

    3993 Royalton Hill Rd, South Royalton, VT 05068

    A one-of-a-kind Vermont retreat where thoughtful design, craftsmanship, and landscape converge. This 3-bedroom, 2-bath home has been expanded and fully renovated including a new roof, state-of-the-art heating system, and solid hardwood flooring. Every surface has been custom-finished, blending modern comfort with artistic mid-century modern influences for a home that feels more curated than

    Zoe Hathorn Washburn Snyder Donegan Real Estate Group

    3993 Royalton Hill Rd, South Royalton, VT 05068
  • /40

    $469,000

    • 4 Beds
    • 2 Baths
    • 1,923 Sq Ft

    151 Morningside Dr, Springfield, VT 05156

    Welcome to this classic Cape-style home set on 10.6+/- private acres, located on a town-maintained, dead-end dirt road offering privacy and a peaceful setting. This 4 bedroom, 2 bath home features hardwood floors and an open-concept kitchen and dining area well-suited for everyday living and entertaining.The inviting living room showcases a woodstove with a brick hearth, creating a warm and

    Cheryl Herrmann RE/MAX Group One Realtors

    151 Morningside Dr, Springfield, VT 05156
  • /7

    $1,250,000

    • Land
    • 0.34 Acre
    • $3,676,471 per Acre

    130 Main St, Ludlow, VT 05149

    For generations, the Pot Belly building was a familiar and beloved part of Ludlow Village—a place where locals and visitors gathered, stories were shared, and the energy of the village came to life. Today, the building may be gone, but the opportunity it created is just beginning.Now offered as a prime, cleared village lot, this property represents a rare chance to be part of Ludlow’s next

    Joseph Karl William Raveis Real Estate Vermont Properties

    130 Main St, Ludlow, VT 05149
  • /60

    $3,550,000

    • 4 Beds
    • 4.5 Baths
    • 6,548 Sq Ft

    657 Town Farm Rd, Ludlow, VT 05149

    Rare opportunity to own one of the largest privately owned parcels within minutes of Okemo! 163+ Acre estate with sweeping views and open fields in Ludlow's prestigious South Hill area. Under 10 minutes to Okemo, this luxury home has received numerous updates in the last several years.Large updated eat-in country kitchen w/ wood cabinetry, stone countertops and updated stainless steel

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

    657 Town Farm Rd, Ludlow, VT 05149
  • /42

    $3,150,000

    • Land
    • 506 Acres
    • $6,225 per Acre

    00 Marsh Cross Rd, Andover, VT 05143

    Red Top is a breathtaking 506 +/- acre parcel in the town of Andover and on the border of Weston. Here, the rugged grandeur of the Green Mountains unfolds, offering extraordinary views to the South, where the mountain silhouettes stretch across the skyline and the imposing profile of Glebe Mountain asserts its presence. This land's historical roots run deep, originally belonging to the Marsh

    Story Jenks LandVest, Inc/Woodstock

    00 Marsh Cross Rd, Andover, VT 05143
  • /60

    $2,450,000

    • 5 Beds
    • 6 Baths
    • 5,625 Sq Ft

    16 Olcott Rd, Norwich, VT 05055

    16 OLCOTT ROAD- Elegant, spacious, and immaculate reproduction colonial constructed by premier builder Douglas Gest in an idyllic location minutes to Norwich Village yet privately set with lovely westerly views. This gorgeous home is well-appointed, bright, and has fine finish work at every turn. The main level flows effortlessly from a spacious kitchen and pantry to open concept dining and

    David Donegan Snyder Donegan Real Estate Group

    16 Olcott Rd, Norwich, VT 05055
  • /38

    $205,000

    • 3 Beds
    • 3 Baths
    • 2,001 Sq Ft

    613/615 Qtr I Adams House, Ludlow, VT 05149

    Great location at the Adams House! This three-bedroom residence sleeps 10 and has a deck and windows on all three sides, giving you not only super slope views but also panoramic views! Features include: Updated kitchen with stainless steel appliances, granite countertops and farm-style sink, spacious living room with queen sleeper sofa and fireplace, primary bedroom suite with king-sized bed,

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

    613/615 Qtr I Adams House, Ludlow, VT 05149
  • /16

    $74,500

    • Land
    • 16.24 Acres
    • $4,587 per Acre

    TBD Farrar Rd, Chester, VT 05143

    Looking for a piece of Vermont to build a camp, cabin, ski home, full time residence, or create your own homestead? This piece is a clean slate that could be any of that! It has gentle slopes and flats for a potential building spots. Wooded and private, while being a short drive into lovely Chester, VT. This beautiful lot has so much potential, come take a look!

    Erin Kendall EXP Realty

    TBD Farrar Rd, Chester, VT 05143
  • /42

    $3,150,000

    • Land
    • 506 Acres
    • $6,225 per Acre

    Markham Mountain, Andover, VT 05143

    Red Top is a breathtaking 506 +/- acre parcel in the town of Andover and on the border of Weston. Here, the rugged grandeur of the Green Mountains unfolds, offering extraordinary views to the South, where the mountain silhouettes stretch across the skyline and the imposing profile of Glebe Mountain asserts its presence.This land's historical roots run deep, originally belonging to the Marsh

    Story Jenks LANDVEST

    Markham Mountain, Andover, VT 05143
  • /24

    $219,000

    • 2 Beds
    • 1 Bath
    • 1,146 Sq Ft

    1998 Campbell Rd, Bethel, VT 05032

    Step back in time to the once " Lympus Schoolhouse", bordered by the Lilliesville Brook, this charming 2 bedroom, 1 bath home offers single level living at its best. Enjoy the oversized living room with plenty of natural sunlight, beautiful hardwood floors and views overlooking the spacious corner lot. Plenty of counterspace, cabinets and sunshine in the eat-in kitchen. Sit out on the back deck

    Rose Wright Vermont Heritage Real Estate

    1998 Campbell Rd, Bethel, VT 05032
  • /20

    $249,000

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    574 Willard Rd Unit 4A, Quechee, VT 05059

    Quintessential Vermont end unit condominium with a private deck that wraps around the condo and overlooks the woods. You can hear the brook as you sit out on the deck. Kitchen and bathroom tastefully renovated... this condo is move in ready. Fully furnished. The location is 10 minutes to the Quechee Club with all the amenities for a very active lifestyle. Golf, ski hill, hiking trails, lake,

    Linda Hicks Quechee Lakes Real Estate Center

    574 Willard Rd Unit 4A, Quechee, VT 05059
  • /47

    $169,000

    • 1 Bed
    • 1 Bath
    • 624 Sq Ft

    49 Clay Hill Rd, Hartland, VT 05048

    Partially finished circa 1998 26' x 24' ranch house on 2 lots totalling 1.76+/- acres. This fixer-upper has been lived in year round since its construction but never fully finished. The space consists of a kitchen that opens into a single main room being used as a living room, bedroom and dining area. Both the interior and exterior wall surfaces need finishing in places. The interior needs

    Steve Schoppmeyer BHG Masiello Brattleboro

    49 Clay Hill Rd, Hartland, VT 05048
  • /43

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    19 White Loop Unit A-104, Ludlow, VT 05149

    Winterplace at Okemo—where location truly makes all the difference. A104 is perfectly positioned on a coveted corner location, directly across from the resort amenities, including the indoor pool, hot tubs, and tennis courts. Step outside and enjoy effortless access to everything Okemo has to offer, a short distance away. You’ll be clicking into your skis and heading straight to the Sunburst Six,

    Katherine Burns William Raveis Real Estate Vermont Properties

    19 White Loop Unit A-104, Ludlow, VT 05149
  • /60

    $889,000

    • 3 Beds
    • 2 Baths
    • 3,310 Sq Ft

    201 Spruce Dr, Chester, VT 05143

    Situated on more than five acres of rolling Vermont hillside, this three bedroom, two bath home offers effortless access to Okemo, Stratton, Bromley, and Magic ski resorts and is being sold turnkey. Designed for those who value both comfort and connection to the outdoors, the home delivers updated living space surrounded by peaceful countryside. Nearby VAST trail access and a sweeping wraparound

    Mendi Michael Engel & Völkers Okemo

    201 Spruce Dr, Chester, VT 05143
  • /12

    $1,495,000 New Construction

    • 3 Beds
    • 4.5 Baths
    • 3,120 Sq Ft

    7034 Hiram Atkins Byway Rd Unit 7043, Hartford, VT 05059

    New Construction in Quechee Lakes! 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

    7034 Hiram Atkins Byway Rd Unit 7043, Hartford, VT 05059
  • /38

    $349,000

    • 2 Beds
    • 3.5 Baths
    • 1,984 Sq Ft

    974 Hard Rd Unit D6, Hartford, VT 05001

    This 2BR, 3.5BA end unit condo offers fantastic meadow views from the back deck, living room and dining room. Located in a private, quiet and serene country setting yet within close proximity to all Quechee Club and Upper Valley amenities. The condo has been lovingly cared for and updated throughout. It offers ample size with three separate levels of living space. Upstairs are two good size

    Agent Photo

    Herb Hart

    Quechee Lakes Real Estate Center

    (802) 392-0255

    974 Hard Rd Unit D6, Hartford, VT 05001
  • /60

    $649,000

    • 3 Beds
    • 2 Baths
    • 2,205 Sq Ft

    688 Hidden Heights Rd, Chester, VT 05143

    Classic New England Salt Box - This charming home is nestled in a hillside neighborhood with wonderful western views and sunsets. Indoors you'll find a tidy mudroom entry with space for all your year round gear. Tiled heated floors lead you to the kitchen featuring newer stainless steel appliances. Vaulted ceilings draw you towards the open dining/living room where you'll be bathed in end of the

    Joseph Karl William Raveis Real Estate Vermont Properties

    688 Hidden Heights Rd, Chester, VT 05143

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