35,111

Windsor, VT Homes

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  • /16

    $150,000

    • Land
    • 6 Acres
    • $25,253 per Acre

    0 Brook Rd, Springfield, VT 05156

    This beautiful 5.94 acre lot set high upon a hill has complete privacy! A half mile long driveway leads through the trees to a landing with mowed field to build your Vermont dream home. Gorgeous sunset views and lots of wildlife! The land is very fertile and has been farmed for over 100 years. Power on site. Nearby to town, country club, and rec center. **Land is behind 341 Brook Road in

    Agent Photo

    Lisa Friedman

    Great American Dream Realty

    (802) 454-3572

    0 Brook Rd, Springfield, VT 05156
  • /5

    Call for Price

    Apartment for Rent

    1-2 Beds

    65 Giddings St, North Springfield, VT 05150

    65 Giddings St, North Springfield, VT 05150
  • /35

    $400,000 Sold Jun 12, 2025

    • 1,632 Sq Ft
    • $245/SF
    • 4 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1967

    562 Quechee West Hartford Rd, Hartford, VT 05001

    First time on the market, built by the original owner—a renowned local craftsman known for quality construction. This spacious home features large, light-filled rooms, a breezeway, attached garage, and a generous bonus room overlooking the level 1.2-acre lot. Outside, enjoy mature apple trees, garden space, and a small barn perfect for storage or hobbies. Tucked in the heart of Quechee—with no

    Jeff Fogg Black House Real Estate

    562 Quechee West Hartford Rd, Hartford, VT 05001
    • /40

      Est $865,637 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,082 Sq Ft

      43 Bear Ridge Rd, Ludlow, VT 05149

      43 Bear Ridge Rd, Ludlow, VT 05149
  • /28

    $375,000

    • Land
    • 10 Acres
    • $37,955 per Acre

    0 Turtle Hill Rd, Ludlow, VT 05149

    Build Your Dream Home with Breathtaking Okemo Views! This exceptional nearly 10-acre parcel offers the perfect balance of privacy and convenience, just minutes from town. Enjoy some of the finest views of Okemo while designing your Vermont retreat. Nestled on a private road, this is the perfect spot for your four-season getaway—close to world-class skiing, the lakes region, top-rated restaurants,

    Agent Photo

    Sarah Sheehan

    William Raveis Real Estate Vermont Properties

    (802) 348-2304

    0 Turtle Hill Rd, Ludlow, VT 05149
  • /29

    $3,000 per month

    • 3 Beds
    • 2 Baths
    • 2,526 Sq Ft
    • House for Rent

    175 Hillside Rd, Springfield, VT 05156

    Discover an extraordinary opportunity to lease a stunning mountain estate nestled on nearly 30 acres of complete privacy, just minutes from the renowned Okemo Mountain Resort. Designed to embrace both natural beauty and refined living, this custom-built contemporary residence offers panoramic views and seamless indoor-outdoor living in every season.From the moment you arrive, the property

    Linda Benoit Highland Realty

    175 Hillside Rd, Springfield, VT 05156
  • /26

    $695,000 Sold Jun 12, 2025

    • 1,296 Sq Ft
    • $536/SF
    • 286 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    22 Harrison Ln Unit L203, Ludlow, VT 05149

    Enjoy this spacious three bedroom, open kitchen, dining and living room floor plan in the Winterplace Community. Located only a few steps to the slopes and the Sunburst Six summit ski lift. Be the first skier to the top of the mountain on a powder day! This unit is just a short walk to the community recreation center and the hot tubs, indoor pool, and exterior tennis courts. Upgrades include a

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

    22 Harrison Ln Unit L203, Ludlow, VT 05149
    • /37

      Not Listed For Sale

      • Studio
      • 5,568 Sq Ft

      73 Depot St, Proctorsville, VT 05153

      73 Depot St, Proctorsville, VT 05153
  • /14

    $230,000

    • Land
    • 6 Acres
    • $36,918 per Acre

    1090 New Boston Rd, Norwich, VT 05055

    Build your dream home on the hill of this sunny 6.23 acre parcel in Norwich. A building site has been cleared for the highest point of the property with a view. An engineer has completed a wetlands study and an application is ready to be submitted for approvals. There is a camp on the property in need of a septic, should you keep it. Just minutes from Dartmouth College and the Upper Valley.

    Agent Photo

    Melissa Robinson

    Coldwell Banker LIFESTYLES - Hanover

    (802) 808-6490

    1090 New Boston Rd, Norwich, VT 05055
  • /6

    $1,125 per month

    30 Main St

    1 Bed

    30 Main St, Springfield, VT 05156

    30 Main St, Springfield, VT 05156
  • /28

    $265,000 Sold Jun 11, 2025

    • 834 Sq Ft
    • $318/SF
    • 49 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1976

    3810 North Rd, Bethel, VT 05032

    Country Charmer on North Road | Royalton, VTSimple living at its finest! This easy-to-maintain home is nestled on the Royalton-Barnard town line and offers a peaceful setting with views of Cleveland Brook flowing gently along the back of the property.Step inside through a heated entry/mudroom, and you’re welcomed into a spacious open concept living area with cathedral ceilings, an abundance of

    Eric Kenyon Rural Vermont Real Estate

    3810 North Rd, Bethel, VT 05032
    • /40

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,078 Sq Ft

      87 Robbins Hill, Hartford, VT 05059

      87 Robbins Hill, Hartford, VT 05059
  • /33

    $499,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,334 Sq Ft

    216 Quechee-Hartland Rd, Hartford, VT 05059

    New construction in Quechee, VT with no HOA fees. This country-style ranch offers the perfect blend of comfort and charm.Featuring 3 bedrooms and 2 full baths, this home features an open-concept design, seamlessly connecting the living room, dining area, and kitchen—ideal for modern living and entertaining. The first level primary suite includes a spacious walk-in closet and a private full bath.

    Agent Photo

    Melissa Robinson

    Coldwell Banker LIFESTYLES - Hanover

    (802) 644-7200

    216 Quechee-Hartland Rd, Hartford, VT 05059
  • /7

    $1,200 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    117 S Main St Unit 3, Chester, VT 05143

    This 2nd floor roomy apartment is nicely updated. Enjoy the spacious kitchen and dining room combination. A living room, bedroom, bath and plenty of storage within the apartment completing the space. There is plenty of off street parking. The apartment is within walking distance to most town conveniences. Heat, water/sewer, rubbish removal, plowing and mowing are included for $1,200.00 per month.

    Team BVA Rentals Barrett and Valley Associates Inc.

    117 S Main St Unit 3, Chester, VT 05143
  • /54

    $685,000 Sold Jun 10, 2025

    • 2,583 Sq Ft
    • $265/SF
    • 46 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    730 Parker Hill Rd, Springfield, VT 05156

    Journey down one of Springfield's most scenic roads to discover this serene retreat, nestled among stately sugar maples and offering breathtaking 180-degree views. Completed in 2004, this meticulously maintained three-bedroom, two-bath reproduction farmhouse offers ~2,600 square feet of light-filled living space. The bright kitchen with a cozy sitting area flows into the beautiful formal dining

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    730 Parker Hill Rd, Springfield, VT 05156
    • /8

      Not Listed For Sale

      • 3 Beds

      0 Hillcrest Dr, Chester, VT 05143

      0 Hillcrest Dr, Chester, VT 05143
  • /23

    $329,900

    • Land
    • 142 Acres
    • $2,323 per Acre

    0 Chateauguay Rd Unit 22557682, Woodstock, VT 05091

    Interested in this property? Call, text, or email us today for more details!(540) 824-3372Feel free to visit the property any time, no need to set up an appointment, this property has no address.Subscribe to email alerts by texting your e-mail address to (541) 375-0012 and be the first to know when we get a great deal in.By texting (541) 375-0012 you authorize Country Land

    Luke Harris Country Land Sellers

    0 Chateauguay Rd Unit 22557682, Woodstock, VT 05091
  • /3

    $1,250 per month

    Apartment for Rent

    Studio

    506 S Windsor St, Royalton, VT 05068

    Second-floor two-room studio apartment located down the road from the Vermont Law School. Spacious kitchen with storage. Bathroom with tub/shower combo. Separate living/bedroom area. Close to local shops and restaurants.Utilities included:•Heat•Electricity•Trash Removal•Snow Plowing•Lawn CareTenant Responsibilities:•Electric hot water

    506 S Windsor St, Royalton, VT 05068
  • /17

    $275,000 Sold Jun 09, 2025

    • 1,264 Sq Ft
    • $218/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1934

    42 Elm St, Windsor, VT 05089

    OFFER DEADLINE: 3/27/2025 at 2pm.Nestled in the heart of Windsor, VT, this delightful 3-bedroom, 2-bathroom home offers classic New England charm with many recent renovations. Situated in a desirable in-town location, this two-story home boasts a welcoming front porch, perfect for relaxing with your morning coffee.Inside, you'll find a warm and inviting layout. The entry way provides a place for

    Katie Ladue Gilbert KW Vermont Woodstock

    42 Elm St, Windsor, VT 05089
    • /21

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,063 Sq Ft

      1299 Quechee Main St Unit 3A, Hartford, VT 05001

      1299 Quechee Main St Unit 3A, Hartford, VT 05001
  • /2

    $8,000,000

    • 3 Beds
    • 3.5 Baths
    • 6,096 Sq Ft

    115 Eastman Rd, South Woodstock, VT 05071

    Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a

    115 Eastman Rd, South Woodstock, VT 05071
  • /20

    $2,800 per month

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Apartment for Rent

    21 Central St Unit 3rd floor, Woodstock, VT 05091

    Just now offered for lease is a newly created luxury apartment in the very heart of Woodstock Village! The elevated location, above the hub of central village shopping, presents captivating views of village activity, as well as distant hills. The owners started with a blank slate, in a previously vacant space and have provided all of the benefits of wall to wall new construction. State of the art

    John Wetmore Wetmore Real Estate

    21 Central St Unit 3rd floor, Woodstock, VT 05091
  • /54

    $1,500,000 Sold Jun 09, 2025

    • 3,012 Sq Ft
    • $498/SF
    • 68 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1971

    22 Orchard Hill Rd, Woodstock, VT 05091

    LICHENVALE at 22 Orchard Hill Road in Pomfret is a traditional Royal Barry Wills designed cape situated to capture sweeping views south down the Pomfret Valley to Mt. Tom, and the hills surrounding Woodstock Village. The well-cared for dwelling is naturally landscaped with mature gardens, and stone walls and sited on a level plateau at the margins of an open meadow below and the forested hillside

    Laird Bradley Williamson Group Sothebys Intl. Realty

    22 Orchard Hill Rd, Woodstock, VT 05091
    • /40

      Est $3,399,794 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,900 Sq Ft

      147 N Village Rd, Ludlow, VT 05149

      147 N Village Rd, Ludlow, VT 05149
  • /15

    $237,000 Pending

    • Land
    • 226 Acres
    • $1,049 per Acre

    0 New Boston Rd, Thetford, VT 05074

    The land's primary feature is its nearly 1/2 mile of river frontage at its northern end. Two old woods trails head to the river providing good access to this scenic water resource. Given the land’s access, distance to electric power, Restricted Use Area, and opposing solar array, the highest and best use is likely a camp/seasonal home development, recreation, and/or forest management. A meadow

    Thom Milke Fountains Land Inc.

    0 New Boston Rd, Thetford, VT 05074
  • /3

    $1,275 per month

    Apartment for Rent

    1 Bed

    9 Central St, Windsor, VT 05089

    Private porch entrance to this spacious second-floor, one-bedroom apartment, just a short walk from downtown Windsor.This unit features a generous eat-in kitchen equipped with a stove, refrigerator, and dishwasher. Enjoy two large living areas, a comfortably sized bedroom, and a bathroom with a tub/shower combination.Heating fuel, parking-one car, trash removal, snow plowing are

    9 Central St, Windsor, VT 05089
  • /10

    $176,560 Sold Jun 09, 2025

    • 1,128 Sq Ft
    • $157/SF
    • 225 Days On Market
    • 2 Baths
    • Built 1900

    39 Livery Stable Rd, Bethel, VT 05032

    This duplex (converted from single family residence) is located near Bethel's downtown. It sits up on a hill with a view to the east. Lots of potential! Live in one unit and rent the other. The duplex is 0.15 miles to the downtown restaurants and bars. The town of Bethel is 7.3 miles from the Vermont Law School and 25.6 miles from The Killington Ski area. The two apartments are currently rented

    Jonathan Falby Vermont Heritage Real Estate

    39 Livery Stable Rd, Bethel, VT 05032
    • /15

      Est $61,298 Not Listed For Sale

      3438 Royalton Turnpike, Barnard, VT 05068

      3438 Royalton Turnpike, Barnard, VT 05068
  • /39

    $635,000

    • 3 Beds
    • 2.5 Baths
    • 1,452 Sq Ft

    3361 County Rd, Windsor, VT 05089

    Enjoy privacy and lovely views from this well executed contemporary home overlooking copious gardens and mature plantings to a spectacular pond with an arched footbridge (spotlights highlight the bridge after dark) to access your own little island. Beautiful updates throughout the home include new cedar shingles on the entire house, garage and workshop shed. The kitchen features custom oak

    Danny Kogut Williamson Group Sothebys Intl. Realty

    3361 County Rd, Windsor, VT 05089
  • /25

    $45,000 per month

    • 3 Beds
    • 2 Baths
    • 1,531 Sq Ft
    • Townhouse for Rent

    100 Kettlebrook Rd Unit E2, Ludlow, VT 05149

    Come enjoy your ski season at this 3 bedroom 2 full bath Kettlebrook Condo. Located just steps to Bull Run with direct access to the Sunburst Six Pack. You'll never have to hassle with the base area. Enjoy two wood burning fireplaces. One in the living room to get cozy with the family and the other in the intimate setting of the primary suite located in the lower walk/out level, which

    Frank Provance Diamond Realty

    100 Kettlebrook Rd Unit E2, Ludlow, VT 05149
  • /40

    $1,850,000 Sold Jun 06, 2025

    • 3,336 Sq Ft
    • $555/SF
    • 0 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1970

    109 Windy Ln, Pomfret, VT 05067

    Windy Lane is nestled on 68 very private acres- with stunning mountains views overlooking a large pond stocked with trout for those fishing enthusiast. Expansive stone waterfall accents the swimming pond with a unique stone diving board and sandy beach for easy access to swim. Approx. 30 acres of open land, rolling meadows, antique stonewalls and exceptional perennials gardens. The main house

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    109 Windy Ln, Pomfret, VT 05067
    • /39

      Est $1,089,791 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,507 Sq Ft

      433 Cowdrey Path, Woodstock, VT 05091

      433 Cowdrey Path, Woodstock, VT 05091
  • /32

    $899,500

    • 4 Beds
    • 3 Baths
    • 3,190 Sq Ft

    598 E Woodstock Rd, Woodstock, VT 05091

    This stately, rambling gambrel home offers privacy, convenience, antique charm, and room for everyone. Walking distance to the east end of Woodstock village, on 2.9 lush acres including a fenced backyard, a fenced vegetable garden, and extensive perennial beds. The home is a stunning mixture of antique touches and modern functionality, with beautiful built-ins and closet spaces at every turn. The

    Geoff Eckler Real Broker LLC

    598 E Woodstock Rd, Woodstock, VT 05091
  • /12

    $1,875 per month

    8 Union St.

    3 Beds

    8 Union St, Windsor, VT 05089

    8 Union St, Windsor, VT 05089
  • /26

    $449,000 Sold Jun 06, 2025

    • 744 Sq Ft
    • $603/SF
    • 14 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2024

    1013 Malagash Rd, Reading, VT 05062

    At the end of a town maintained road, across from neighboring horse properties, lies a private 21 acre parcel with a mix of open and wooded land along with stone walls and walking trails. A pristine 1 acre pond, where the sounds of spring can be heard from the calls of a Wood Frog chorus, is situated below a charming, newly constructed custom four-season, 1 bedroom Honest Abe Genesis Cabin with

    Joanne Kent Four Seasons Sotheby's Int'l Realty

    1013 Malagash Rd, Reading, VT 05062
    • /20

      Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,509 Sq Ft

      51 River St, Windsor, VT 05089

      51 River St, Windsor, VT 05089
  • /52

    $549,000

    • 3 Beds
    • 1.5 Baths
    • 2,240 Sq Ft

    1613 W Woodstock Rd, Woodstock, VT 05091

    OPEN HOUSE SUNDAY JUNE 15 FROM 12-3! Welcome to this turn-key, thoughtfully renovated home featuring a fully updated kitchen with granite countertops, stainless steel appliances, a gas stove, and a sliding glass door that opens to a covered porch—perfect for overlooking the spacious backyard. The main level offers a comfortable bedroom and a nearby full bath, while upstairs you'll find two

    Holly Hall Hall Collins Real Estate Group

    1613 W Woodstock Rd, Woodstock, VT 05091
  • /40

    $40,000 per month

    • 3 Beds
    • 2.5 Baths
    • 4,007 Sq Ft
    • House for Rent

    975 S Hill Rd, Ludlow, VT 05149

    Come enjoy your ski season at this exceptional home located on prestigious South Hill. Pull right into the heated attached garage (no need for cleaning off the car on powder days!) then step into the big mudroom where you can store all of your gear, with washer/dryer and powder room. Now into the eat in kitchen with beautiful wood cabinetry and floors. The formal dining room is perfect for a nice

    Frank Provance Diamond Realty

    975 S Hill Rd, Ludlow, VT 05149
  • /45

    $600,000 Sold Jun 06, 2025

    • 1,659 Sq Ft
    • $362/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    1567 Old Quechee Rd, White River Junction, VT 05001

    This charming, meticulously updated 3-bedroom, 2-bathroom home is nestled on 2.71 private acres, offering a serene and sustainable escape but is close to everything. A stunning new kitchen with quartz countertops, sleek stainless-steel appliances, a farmhouse sink, and a cozy Vermont Castings wood stove anchors the open-concept layout. The first-floor primary en-suite offers a beautiful view and

    Karolina Burtt EXP Realty

    1567 Old Quechee Rd, White River Junction, VT 05001
    • /38

      Est $228,619 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,732 Sq Ft

      3089 Vt Route 11 W, Chester, VT 05143

      3089 Vt Route 11 W, Chester, VT 05143

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