35,912

Windsor County, VT Homes

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  • /60

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,784 Sq Ft

    13 Poor Farm Rd, Hartland, VT 05048

    NEAR THE END OF A DEAD-END ROAD - Tucked away on 5 acres, this inviting 1 3/4-story Cape-style home offers privacy and warmth. Built in 1983/1991 and well maintained, the home features 3 bedrooms and 2 baths, including a privacy guest suite on the spacious main level. Inside, you’ll find pine floors throughout, cathedral ceilings, a second-story loft, and a comfortable sunroom with terra cotta

    John Bassette Bassette Real Estate Group

    13 Poor Farm Rd, Hartland, VT 05048
  • /21

    $64,900 Sold Aug 12, 2025

    • Land
    • 10.26 Acres
    • $6,326 per Acre
    • 9 Days On Market

    00 Monument Hill Rd, Springfield, VT 05156

    Come explore this beautiful 10+ acre parcel, tucked at the end of a quiet cul-de-sac with the perfect blend of rural charm and convenience. Just minutes from the vibrant town of Springfield, this peaceful setting offers a sense of seclusion without sacrificing access to amenities. With a bit of selective clearing, you’ll uncover distant views of Okemo Mountain—an inspiring backdrop for your

    Daire Gibney Barrett and Valley Associates Inc.

    00 Monument Hill Rd, Springfield, VT 05156
    • /11

      Est $547,142 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,278 Sq Ft

      59 Raymond Cir, White River Junction, VT 05001

      59 Raymond Cir, White River Junction, VT 05001
  • /37

    $1,995,000

    • 4 Beds
    • 2.5 Baths
    • 3,839 Sq Ft

    198 Piper Hill Rd, Weston, VT 05161

    Uplands is a gracious 105-acre hill farm on the south-facing slope of Markham Mountain, located just outside the historic village of Weston. Anchored by an 1800s farmhouse, the main residence has been thoughtfully added on to and renovated over the years and offers over 3,839 square feet of living space, including four bedrooms, three fireplaces and an attached two bay garage.The guest

    Story Jenks LandVest, Inc/Woodstock

    198 Piper Hill Rd, Weston, VT 05161
  • /23

    $55,000 Sold Aug 12, 2025

    • 390 Sq Ft
    • $141/SF
    • 41 Days On Market
    • Studio
    • 1 Bath
    • Built 2003

    240 QII 111 Jackson Gore Rd Unit 240 QII, Ludlow, VT 05149

    Jackson Gore 240 Quarter II studio condo on Okemo. This is one of the best values at Jackson Gore for a studio quarter-share condo. Enjoy this fully furnished slopeside retreat with indoor access to the resort's pool, hot tubs, sauna, and steam room. Amenities also include the use of the Spring House fitness center that houses additional pools, hot tubs, a gym, a racketball court, and a classroom

    Kevin Barnes William Raveis Real Estate Vermont Properties

    240 QII 111 Jackson Gore Rd Unit 240 QII, Ludlow, VT 05149
    • /40

      Est $437,819 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,423 Sq Ft

      244 Kings Hwy, White River Junction, VT 05001

      244 Kings Hwy, White River Junction, VT 05001
  • /41

    $425,000

    • 4 Beds
    • 1.5 Baths
    • 2,562 Sq Ft

    26 Main St, Chester, VT 05143

    Historically known as the Frank Harris House, this distinguished circa 1880 Queen Anne style Victorian commercial building on .75+/- acres has long been a landmark presence in the village of Chester. With its welcoming veranda and timeless charm, the property has served as a thriving office for many years and has many period architectural details throughout such as, a unique, colored transom

    Geralyn Donohue Engel & Völkers Okemo

    26 Main St, Chester, VT 05143
  • /52

    $635,000 Sold Aug 12, 2025

    • 1,917 Sq Ft
    • $331/SF
    • 42 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1969

    2067 Music Mountain Rd, Stockbridge, VT 05772

    Nestled on 4.1 acres of serene Vermont countryside, this home offers a harmonious blend of rustic charm and modern comfort. Its begins inside with a comfortable interior and expanse of windows where you will enjoy the panoramic view of the countryside. This Arts and Crafts house by design, encompasses over 1,900 square feet and features 2 bedrooms and 2 bathrooms. The spacious interior boasts a

    The Hammond Team KW Vermont

    2067 Music Mountain Rd, Stockbridge, VT 05772
    • /30

      Est $333,421 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 830 Sq Ft

      27 Demers Ave, White River Junction, VT 05001

      27 Demers Ave, White River Junction, VT 05001
  • /28

    $220,000

    • 2 Beds
    • 2 Baths
    • 780 Sq Ft

    30 Pond St Unit 8, Ludlow, VT 05149

    Make the slopes your backyard and Ludlow your home base. This fully furnished two en-suite bedroom condominium offers private sleeping separation and cozy living. A rare opportunity to own in the heart of Ludlow, one of Vermont’s favorite ski towns. From your front door, stroll to restaurants, apres-ski spots, and everything Main Street has to offer. When winter arrives, hop on the Okemo shuttle

    Frank Provance Diamond Realty

    30 Pond St Unit 8, Ludlow, VT 05149
  • /25

    $186,900 Sold Aug 12, 2025

    • 2,084 Sq Ft
    • $90/SF
    • 268 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1880

    162 Park St, Springfield, VT 05156

    New improved price! This 7-room house with 2 baths has lots of space, and if you desire to have some rental income, there is a small in-law apartment attached. Located on a level lot, with a large barn, and very convenient to the hospital and within walking distance to the shopping plaza. Just 10 minutes to exit 7 of I-91, and only 20 minutes to Okemo Mt Resort. Several other summer/winter

    Glenn Olney Barrett and Valley Associates Inc.

    162 Park St, Springfield, VT 05156
    • /32

      Est $531,388 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,711 Sq Ft

      121 Iris Way, White River Junction, VT 05001

      121 Iris Way, White River Junction, VT 05001
  • /39

    $147,000

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

    225/227 Qtr I Jackson Gore Inn, Ludlow, VT 05149

    Jackson Gore Inn 225/227; Quarter II: Great Location with Deck off the living area with spectacular views of Jackson Gore slopes, overlooking the fire pit and courtyard! Two bedroom lockout design with plenty of room sleeping 10. Cozy and Comfortable open concept living, dining and kitchen. The lockout gives you flexibility for renting and privacy. Convenient elevator access to the pool,

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

    225/227 Qtr I Jackson Gore Inn, Ludlow, VT 05149
  • /27

    $305,000 Sold Aug 11, 2025

    • 900 Sq Ft
    • $339/SF
    • 2 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1945

    942 Christian St, White River Junction, VT 05001

    Charming 1945 bungalow nestled on a spacious acre + lot. This vintage gem with 2 bedrooms and 1 bath features a cozy fireplace and lovely screened in porch. Many recent updates include new boiler ( 2022 ) and windows. Heated three car detached garage with loads of space for projects. Fenced in dog run and amazing lot with fruit trees and garden space.

    Susanne Pacilio Martha E. Diebold/Hanover

    942 Christian St, White River Junction, VT 05001
    • /40

      Est $414,156 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,152 Sq Ft

      123 Hanover St, White River Junction, VT 05001

      123 Hanover St, White River Junction, VT 05001
  • /19

    $399,900

    • 1 Bed
    • 1 Bath
    • 425 Sq Ft

    1441 Jerusalem Hill, Rochester, VT 05767

    Escape to Serenity: Your Off-Grid Vermont Retreat Awaits...Discover 36.9 acres of pure Vermont bliss at 1441 Jerusalem Hill Rd, Rochester. This unique property offers the ultimate off-grid lifestyle, blending rustic charm with endless possibilities.Imagine waking up in a cozy 1-bed/1-bath cabin (approx. 425 sq ft), nestled amidst nature's embrace. This property offers the potential

    Renae Bouchard KW Vermont

    1441 Jerusalem Hill, Rochester, VT 05767
  • /36

    $860,000 Sold Aug 11, 2025

    • 2,330 Sq Ft
    • $369/SF
    • 367 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1865

    61 Putnam Rd, Bridgewater Corners, VT 05035

    Enjoy a peaceful, park-like setting in the Broad Brook valley at one of Bridgewater’s most iconic farmhouses. Both floors of the home feature large rooms, high ceilings, and beautiful wide-board flooring. The main floor has a large eat-in kitchen with connected butler’s pantry/ mudroom, spacious formal dining room with views, living room, parlor, and a bedroom with a bath just outside the door.

    Geoff Eckler Real Broker LLC

    61 Putnam Rd, Bridgewater Corners, VT 05035
    • /38

      Est $394,814 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,160 Sq Ft

      190 Hanover St, White River Junction, VT 05001

      190 Hanover St, White River Junction, VT 05001
  • /34

    $459,000 Open House 10/11

    • 3 Beds
    • 2.5 Baths
    • 1,617 Sq Ft

    40 Middle Rd, Weston, VT 05161

    *MOTIVATED SELLERS* Down a quiet country road, where pavement yields to gravel and the air carries the scent of pine and possibility, this 3-bedroom, 3-bathroom home is nestled into 2.8 acres of Vermont woodland. Private and peaceful, yet just a short drive to both Weston Village and Londonderry Village, with ski resorts close enough for spontaneous powder days, yet far enough to keep the traffic

    Rachel Febbie EXP Realty

    40 Middle Rd, Weston, VT 05161
  • /17

    $60,000 Sold Aug 08, 2025

    • Land
    • 2.08 Acres
    • $28,846 per Acre
    • 17 Days On Market

    00 Ellison Loop, Ludlow, VT 05149

    Don’t miss this rare chance to own a beautiful 2.04-acre building lot ideally located on South Hill, at the corner of Ellison Loop and Ford Farm Road in scenic Ludlow, Vermont. Offering a combination of privacy and accessibility, this desirable parcel is tucked away just enough to feel secluded, yet it’s only five minutes from the Okemo Mountain Resort Base Lodge—making it the perfect spot for a

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

    00 Ellison Loop, Ludlow, VT 05149
    • /37

      Est $516,283 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,848 Sq Ft

      1631 Christian St, White River Junction, VT 05001

      1631 Christian St, White River Junction, VT 05001
  • /55

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft

    3619 Baltimore Rd, Chester, VT 05143

    If you know where Baltimore, VT is, you know it is a hidden gem and one of the smallest towns in VT with a population of about 250 people yet less than 10 minutes from all conveniences including shopping and dining. Love the outdoors and wildlife; this is the spot for you given Baltimore backs up to Hawks Mountain Wildlife Reserve with over 2000 acres teaming with deer and other furry and

    Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

    3619 Baltimore Rd, Chester, VT 05143
  • /27

    $185,000 Sold Aug 08, 2025

    • 1,248 Sq Ft
    • $148/SF
    • 4 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1979

    1838 Brown Schoolhouse Rd, Reading, VT 05062

    Escape to the tranquility of this charming off-grid A-frame cabin nestled on 5.5 acres of wooded privacy. Tucked away on a quiet town-maintained road, this unique retreat offers the perfect blend of seclusion and accessibility. Beyond the new kitchen and updated bathroom, you’ll find upgraded electrical, propane wall units for heat, and a drilled well for modern comfort in an off-grid setting.

    Chelsea Bevis KW Vermont Woodstock

    1838 Brown Schoolhouse Rd, Reading, VT 05062
    • /40

      Est $369,219 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,108 Sq Ft

      34 Gifford Rd, White River Junction, VT 05001

      34 Gifford Rd, White River Junction, VT 05001
  • /25

    $207,000

    • 3 Beds
    • 3 Baths
    • 1,604 Sq Ft

    295 Hotel Rd Unit 10/10A, Brownsville, VT 05037

    This spacious walk-up condominium features 3 bedrooms and 3 full baths, with an inviting open-concept living and dining area anchored by a cozy fireplace. Step out onto your private deck overlooking the tubing hill and take in all the action just outside your door!This vibrant community offers an unbeatable lifestyle with access to approximately 1,300 acres of outdoor fun, including

    Allison Griep KW Vermont Woodstock

    295 Hotel Rd Unit 10/10A, Brownsville, VT 05037
  • /37

    $297,000 Sold Aug 08, 2025

    • 1,120 Sq Ft
    • $265/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1982

    61 Davis Rd, Cavendish, VT 05153

    Welcome to your perfect mountain retreat with a well kept mobile home on property that provides rental income! Nestled on 2.20 serene acres, this beautifully renovated home offers the ideal balance of modern comfort, natural beauty, and convenient access to year-round recreation. Whether you're an avid skier, outdoor enthusiast, or simply looking for a peaceful escape, this property offers

    Evan Russell Real Broker LLC

    61 Davis Rd, Cavendish, VT 05153
    • /38

      Est $435,761 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,183 Sq Ft

      96 Birchwood Dr, White River Junction, VT 05001

      96 Birchwood Dr, White River Junction, VT 05001
  • /21

    $299,500

    • 3 Beds
    • 1.5 Baths
    • 1,716 Sq Ft

    306 Camp Brook Rd, Bethel, VT 05032

    $3,000 TOWARDS CLOSING COSTS. MOTIVATED SELLER! Welcome to 306 Camp Brook Road, a charming Vermont home nestled on 1.1 peaceful acres in Bethel. This inviting 3-bedroom, 1.5-bath residence offers a perfect blend of classic New England warmth and comfortable living.Step inside to discover beautiful wide-plank wood floors, an airy open-concept living and dining area, and a cozy wood

    Nathan Wright Century 21 The One

    306 Camp Brook Rd, Bethel, VT 05032
  • /47

    $215,000 Sold Aug 08, 2025

    • 928 Sq Ft
    • $232/SF
    • 41 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1987

    647 Bugbee St Unit 7, White River Junction, VT 05001

    Perfectly updated two bedroom flat. Easy living in this conveniently located condo. Small association with just 12 units. Spacious units all on one level with in unit laundry, fully applianced kitchens, open spaces, ample closets, and covered parking for one. A qucik drive to area employers and Dartmouth College.

    Dorothy Griswold The Clerkin Agency, P.C.

    647 Bugbee St Unit 7, White River Junction, VT 05001
    • /22

      Est $356,447 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 952 Sq Ft

      56 Acorn St, White River Junction, VT 05001

      56 Acorn St, White River Junction, VT 05001
  • /28

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    25 Felton Rd, Weston, VT 05161

    Beautiful Weston! Just 2 miles from the town center, this 3 Bedroom, 2 Bath Ranch style home on 1.5 Acres offers easy access, just off Route 100, with single level living. Enter into a large Sunroom surrounded with windows, giving the feeling of being outdoors year round and enjoy the wonderful Pellet stove. The eat-in Kitchen, with granite counter tops, offers plenty of cabinet space. The

    Brian Gehlich RE/MAX Four Seasons

    25 Felton Rd, Weston, VT 05161
  • /40

    $309,500 Sold Aug 08, 2025

    • 1,432 Sq Ft
    • $216/SF
    • 46 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1954

    91 Fairground Rd, Springfield, VT 05156

    This well-maintained one-level-living home with gorgeous hardwood floors located in a family neighborhood is ready for new owners! It's clean, vacant, and turn-key. Situated on a large, open lot, you'll have plenty of space to enjoy the outdoors. A brand new septic system will be installed, to begin work mid July. The Seller recently finished off a portion of the lower level to offer more living

    Heather Gleim CENTURY 21 North East

    91 Fairground Rd, Springfield, VT 05156
    • /40

      Est $433,588 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,579 Sq Ft

      33 Third Ave, White River Junction, VT 05001

      33 Third Ave, White River Junction, VT 05001
  • /38

    $1,995,000

    • 4 Beds
    • 5 Baths
    • 3,500 Sq Ft

    2391 Music Mountain Rd, Stockbridge, VT 05772

    TIMBERS IN THE SKY – Featured in Log and Timber Home Living magazine, this one-of-a-kind Vermont timber frame retreat, built in 2022, blends dramatic architecture with refined comfort. Fully furnished with luxury pieces, the open floor plan showcases a soaring great room with vaulted ceilings, walls of glass framing breathtaking mountain views, exposed beams, and a striking tile gas fireplace.

    Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

    2391 Music Mountain Rd, Stockbridge, VT 05772
  • /30

    $145,000 Sold Aug 08, 2025

    • 1,355 Sq Ft
    • $107/SF
    • 532 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 2003

    444/446 Qtr I V Jackson Gore Inn, Ludlow, VT 05149

    Jackson Gore Inn Unit 444/446 Qtr. IV: Quarter ownership. E-Loft. This 2 BR with Loft, 3 BA, lock-out style, valley view, unit sleeps 10. In addition to the extra natural light the cathedral ceiling brings into this residence, this top floor location ensures your relaxation after a busy day enjoying all the resort and community amenities. There is a king bed with bath in the primary suite, a

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

    444/446 Qtr I V Jackson Gore Inn, Ludlow, VT 05149
    • /25

      Est $328,650 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,012 Sq Ft

      117 Airport Rd, White River Junction, VT 05001

      117 Airport Rd, White River Junction, VT 05001
  • /60

    $1,395,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 3.5 Baths
    • 3,590 Sq Ft

    332 Cushing Rd, Hartford, VT 05001

    Perched at 1,700 feet on 40 private acres, this Vermont retreat captures sweeping views across the Connecticut River Valley to New Hampshire’s Presidential Range. Despite its sense of seclusion, it’s only minutes to Quechee Village, Woodstock, and Dartmouth College in Hanover.Part of a 10-home association, the property includes access to 52 acres of meadows, woodlands, and a spring-fed

    Keri Cole Williamson Group Sothebys Intl. Realty

    332 Cushing Rd, Hartford, VT 05001
  • /15

    $210,000 Sold Aug 06, 2025

    • 1,056 Sq Ft
    • $199/SF
    • 7 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1920

    14 Central St, Windsor, VT 05089

    Discover this incredibly efficient, modern home in downtown Windsor, fully updated in 2018. This turn-key property offers comfort, convenience, and contemporary living.Step inside to find all main living areas thoughtfully located on the second floor. The primary bedroom boasts an oversized, ensuite bathroom with a spacious walk-in shower, providing a private oasis. The kitchen is a

    David White OwnerEntry.com

    14 Central St, Windsor, VT 05089
    • /33

      Est $516,990 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,983 Sq Ft

      18 Sterling Springs Dr, White River Junction, VT 05001

      18 Sterling Springs Dr, White River Junction, VT 05001
  • /15

    $46,000

    • 3 Beds
    • 1 Bath
    • 938 Sq Ft

    159 Ash Ln, Springfield, VT 05156

    Three-bedroom one-bath home with updates, including a 200- electrical service, new conduit line and wiring to the exterior shutoff, a new water heater, and a newly poured cement pad for the oil tank and central AC. There is still room for further improvements, allowing you to personalize the space to your liking. The location is ideal—close to restaurants, movie theater, shopping, the interstate,

    Linda Benoit Highland Realty

    159 Ash Ln, Springfield, VT 05156

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