35,121

Windsor, VT Homes

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  • /60

    $1,150,000

    • 5 Beds
    • 2.5 Baths
    • 4,733 Sq Ft

    107 Baker Rd, Springfield, VT 05156

    Welcome to this spacious and beautifully expanded Gambrel-style home, set on a stunning 9.55-acre property with mountain views in the heart of Springfield, Vermont. Offering classic New England charm with thoughtful modern upgrades, this property is not just a home, but a contemporary and comfortable living space. The main home, built in 1955, was expanded with a large addition in 2009, including

    Jeremy Collins Ridgeline Real Estate

    107 Baker Rd, Springfield, VT 05156
  • /24

    $230,000 Sold Mar 26, 2025

    • 856 Sq Ft
    • $269/SF
    • 3 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1984

    29 Heritage Condos Unit 29D, Woodstock, VT 05091

    OPEN HOUSE CANCELLED.A desirable 1 bedroom condo in Woodstock! Just a short distance from the high school, Farmer's Market, and Thompson Senior Center and only a 3 minute drive from the Woodstock town green and less than 12 minutes to Saskadena Six for skiing. The condo association takes care of all the exterior maintenance (minus clearing off the balcony), and provides interior lockable storage

    Franchesca Collins Hall Collins Real Estate Group

    29 Heritage Condos Unit 29D, Woodstock, VT 05091
    • /40

      Est $1,682,931 Not Listed For Sale

      • 6 Beds
      • 6 Baths
      • 3,892 Sq Ft

      28 The Green Unit 30, Woodstock, VT 05091

      28 The Green Unit 30, Woodstock, VT 05091
  • /49

    $335,000

    • 3 Beds
    • 3 Baths
    • 1,932 Sq Ft

    5 Church St, North Springfield, VT 05150

    Nicely maintained 3BR/3BA ranch home just waiting for a new family. This home features large, updated eat-in kitchen with sliders to a deck, main floor laundry, gas fireplace, home office/den, partially finished basement has a 3/4 bath, workshop area, partially finished rooms that could be additional bedrooms and a large partially finished area for family room. Primary bedroom with bath and

    Julie Buffum Buffum Realty

    5 Church St, North Springfield, VT 05150
  • /2

    $184,500 Sold Mar 26, 2025

    • 998 Sq Ft
    • $185/SF
    • 11 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1940

    10 Curtis St, Springfield, VT 05156

    Experience the charm of this delightful 2-bedroom Cape, complete with a cozy one-car detached garage and a welcoming backyard, perfect for new beginnings. Recently upgraded with brand-new windows and a furnace, this home shines with beautifully refinished hardwood floors and a fresh, inviting ambiance. The living room is snug, ideal for relaxing evenings, while the dining area provides a quaint

    Daire Gibney Barrett and Valley Associates Inc.

    10 Curtis St, Springfield, VT 05156
    • /23

      Est $1,956,118 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 6,671 Sq Ft

      22 Prospect St, Woodstock, VT 05091

      22 Prospect St, Woodstock, VT 05091
  • /27

    $539,000

    • 6 Beds
    • 2 Baths
    • 2,304 Sq Ft

    81 High St, Cavendish, VT 05142

    Do you love antique homes? Come and take a look and decide how that you would like to use this property. This renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom (could be three) unit on the main level). There is even additional space on the third floor that could be finished too. By simply removing a piece of sheetrock in the

    Tyleen Murray Kelley Real Estate, Inc.

    81 High St, Cavendish, VT 05142
  • /9

    $182,500 Sold Mar 26, 2025

    • 887 Sq Ft
    • $206/SF
    • 8 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1920

    63 Coolidge Rd, Springfield, VT 05156

    Delightfully kept home with easy walk to shopping. This home features a large kitchen/dining room and generous sized living room on main floor, with a large primary, bath and second bedroom on the second floor. Home has been well maintained, with newer roof, windows, updated wiring & panel. A nice gardening shed out back, a partially fenced yard and a shaded lawn on the lower level. The

    Julie Buffum Buffum Realty

    63 Coolidge Rd, Springfield, VT 05156
    • /40

      Est $1,712,413 Not Listed For Sale

      • 4 Beds
      • 6 Baths
      • 5,897 Sq Ft

      2 Border Ln, Woodstock, VT 05091

      2 Border Ln, Woodstock, VT 05091
  • /34

    $375,000

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

    847 Simonsville Rd, Andover, VT 05143

    Come find your own peaceful piece of the Vermont countryside in the beautiful town of Andover. Look no further than this move in ready homestead on 51.2 rolling acres with two large paddocks fenced and ready waiting for your animals, complete with two spacious sheds, and a chicken coop ready to house them. Established asparagus patch, blueberry bushes, apple trees, and even your own cranberry bog

    Erin Kendall EXP Realty

    847 Simonsville Rd, Andover, VT 05143
  • /40

    $315,000 Sold Mar 26, 2025

    • 2,448 Sq Ft
    • $129/SF
    • 75 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1930

    27 Kelly Rd, Stockbridge, VT 05772

    Look no further, this newly renovated home brings classic architecture into the 21st Century, offering both comfort and functionality. Upon entering the home, you are greeted by an open-concept that seamlessly connects the dining area and kitchen. The floorplan encourages interaction and flow, making it perfect for family gatherings and entertaining guests. This ideal home, perched above the

    Christopher Atencio Atencio Real Estate

    27 Kelly Rd, Stockbridge, VT 05772
    • /40

      Est $585,309 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,368 Sq Ft

      1 Border Ln, Woodstock, VT 05091

      1 Border Ln, Woodstock, VT 05091
  • /25

    $539,000

    • 2,304 Sq Ft

    81 High St, Cavendish, VT 05142

    Do you love antique homes? Come and take a look and decide how that you would like to use this property. This renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom (could be three) unit on the main level). There is even additional space on the third floor that could be finished too. By simply removing a piece of sheetrock in the

    Tyleen Murray Kelley Real Estate, Inc.

    81 High St, Cavendish, VT 05142
  • /43

    $810,000 Sold Mar 26, 2025

    • 1,883 Sq Ft
    • $430/SF
    • 153 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1980

    128 Okemo Trailside Extension Unit 18 D, Ludlow, VT 05149

    Trailside Road in Ludlow, Vermont, your dream ski condo awaits. This newly renovated 4 bedroom, 2 bathroom condo offers the ultimate mountain living experience, steps from Sachem ski trail. Wake up to stunning mountain views and morning sunlight pouring into the spacious living room, which opens onto a balcony—ideal for your morning coffee. Off the kitchen is a large porch with a sunken hot tub,

    Katherine Burns William Raveis Real Estate Vermont Properties

    128 Okemo Trailside Extension Unit 18 D, Ludlow, VT 05149
    • /40

      Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,305 Sq Ft

      11 College Hill Rd, Woodstock, VT 05091

      11 College Hill Rd, Woodstock, VT 05091
  • /60

    $1,399,000 Open House 6/28

    • 5 Beds
    • 5 Baths
    • 5,074 Sq Ft

    423 Taft Family Rd, Hartford, VT 05001

    RARE OPPORTUNITY to own a fully renovated luxury home in Quechee Lakes with spectacular mountain views and over 5,000 sq ft of versatile living space on a 4.3-acre double lot. Updated throughout in 2023–2024 and now back on the market due to a professional relocation. This 5-bedroom, 5-bath luxury home offers substance and versatility to suit any new owners’ needs. A private studio apartment with

    Marco Day BHHS Verani Upper Valley

    423 Taft Family Rd, Hartford, VT 05001
  • /18

    $557,500 Sold Mar 25, 2025

    • 1,600 Sq Ft
    • $348/SF
    • 118 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2010

    1370 Neal Rd, White River Junction, VT 05001

    This distinctive and charming 2 bedroom, 2 bath Hexagonal House sits on 10+ sprawling acres of meadow and woods toward the end of a picturesque Vt road, offering privacy, tranquility and an unparalleled connection to nature. Three solar panels greatly reduce the cost of electricity to the house while a whole house standby generator affords peace of mind. One car garage is wired for EV. EC fiber

    Susan Green Coldwell Banker LIFESTYLES - Hanover

    1370 Neal Rd, White River Junction, VT 05001
    • /39

      Est $3,345,389 Not Listed For Sale

      • 10 Beds
      • 15 Baths
      • 10,206 Sq Ft

      3 Church St, Woodstock, VT 05091

      3 Church St, Woodstock, VT 05091
  • /29

    $269,000

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

    383 Old Quechee Rd Unit 8C, Hartford, VT 05001

    Welcome to this 2-bedroom, 2.5-bath condo located in the Mill Run association of Quechee Lakes. This home stands out among its peers with an en suite primary bedroom. Step inside to cathedral ceilings and an open floor plan that invites natural light throughout the main living area. The updated kitchen seamlessly flows into the dining and living space—perfect for entertaining or cozy nights by

    Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

    383 Old Quechee Rd Unit 8C, Hartford, VT 05001
  • /34

    $490,000 Sold Mar 24, 2025

    • 1,664 Sq Ft
    • $294/SF
    • 13 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1975

    43 Pauline Cole Dr, Hartford, VT 05001

    This chalet-style home is set on two combined lots, nicely wooded with a large cleared yard and sloping views. The open concept living room and dining room boast large windows allowing for plenty of natural light. Gather around the fireplace or walk-out to the one of the 2 large decks for entertaining and enjoying the outdoors right at home. Showings begin Friday, January 31.Open House

    Barbara Ruel Coldwell Banker LIFESTYLES - Quechee

    43 Pauline Cole Dr, Hartford, VT 05001
    • /40

      Est $1,610,201 Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 3,719 Sq Ft

      26 River St, Woodstock, VT 05091

      26 River St, Woodstock, VT 05091
  • /29

    $105,000

    • 3 Beds
    • 3 Baths
    • 1,624 Sq Ft

    65 Peachtree Ln, Hartford, VT 05001

    Spacious three-bedroom manufactured double wide home located in the desirable Leisure Living Park off Old River Road in Hartford, VT. 10 minutes to VA in WRJ or West Lebanon. This home sits on an oversized, private lot and features extensive custom upgrades throughout. The layout includes two bedrooms with en-suite bathrooms, plus 2 more with another full bath. A large living room, with an

    Jenna Luce RE/MAX Upper Valley

    65 Peachtree Ln, Hartford, VT 05001
  • /37

    $925,000 Sold Mar 24, 2025

    • 2,383 Sq Ft
    • $388/SF
    • 21 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1923

    146 River St, Quechee, VT 05059

    Charming three-bedroom New Englander in the heart of Quechee Village.Discover this stunning three-bedroom, two and a half bath New Englander, a property that delights the senses in every way. Located on River Street in the heart of Quechee Village, this home offers the perfect blend of style, character, and convenience.Step inside to find gorgeous hardwood floors, abundant natural light, and

    Derek Cosentino Four Seasons Sotheby's Int'l Realty

    146 River St, Quechee, VT 05059
    • /29

      Est $648,156 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,930 Sq Ft

      42 River St, Woodstock, VT 05091

      42 River St, Woodstock, VT 05091
  • /17

    $208,000

    • 1 Bed
    • 1 Bath
    • 569 Sq Ft

    46 Barrister Dr Unit 208, White River Junction, VT 05001

    This inviting first-floor condo in the Georgian Building at Silver Brook Commons offers a bright and spacious feel with its high ceilings and large windows. The efficient galley kitchen is designed for both functionality and style, complete with a conversation bar perfect for casual dining. Residents enjoy access to community laundry and additional storage located on the lower level of the

    Jill Harlow Coldwell Banker LIFESTYLES - Hanover

    46 Barrister Dr Unit 208, White River Junction, VT 05001
  • /2

    $520,000 Sold Mar 24, 2025

    • 1,664 Sq Ft
    • $312/SF
    • 118 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2005

    514 Kendricks Corner Rd, Weathersfield, VT 05151

    Surrounded by trails, wild life, and beautifully landscaped gardens sits this well loved, meticulously maintained haven. The modern kitchen is equipped with an electric cooktop stove, wall oven, large walk-in pantry, and ample cabinet space. An open concept kitchen/dining setup creates an excellent space for entertaining guests. The cozy living room with shiny wood floors boasts a woodstove

    Chelsea Richardson Barrett and Valley Associates Inc.

    514 Kendricks Corner Rd, Weathersfield, VT 05151
    • /40

      Est $1,013,869 Not Listed For Sale

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

      25 Slayton Terrace, Woodstock, VT 05091

      25 Slayton Terrace, Woodstock, VT 05091
  • /12

    $89,900

    • Land
    • 1.90 Acres
    • $47,316 per Acre

    276 Dutton District Rd, Springfield, VT 05156

    Idyllic Vermont Land for Sale. Discover the perfect blend of privacy and potential on this serene Vermont parcel, offering a rare opportunity to build your dream home or retreat in the heart of New England. Nestled on a mostly wooded parcel, this lot features a cleared build site, making it ready for immediate development. Infrastructure is already in place with a septic system and a private well

    Chris Benoit Highland Realty

    276 Dutton District Rd, Springfield, VT 05156
  • /14

    $210,000 Sold Mar 24, 2025

    • Land
    • 6 Acres
    • $34,426 per Acre
    • 144 Days On Market

    2575 Dairy Hill Rd, Royalton, VT 05068

    A must see!! Everything you would want in a parcel of land in Vermont. Site prepared, road in, electric on lot, septic design done and to top it off long range views of Killington and Pico to the west. All day sun exposure perfect for solar. Multiple building sites, good spot to winter your horses, extremely quiet, with no road noise - just wait until the leaves turn - build your dream home here

    Richard Ballou RE/MAX Upper Valley

    2575 Dairy Hill Rd, Royalton, VT 05068
    • /40

      Est $2,749,035 Not Listed For Sale

      • 7 Beds
      • 4.5 Baths
      • 5,306 Sq Ft

      4 Bond St, Woodstock, VT 05091

      4 Bond St, Woodstock, VT 05091
  • /60

    $1,425,000

    • 3 Beds
    • 3.5 Baths
    • 4,716 Sq Ft

    195 Willey Hill Rd, Norwich, VT 05055

    195 Willey HillSetting the scene!!! A short distance to town, you will find this lovely home, privately sited with beautiful views. The craftsmanship is outstanding from the wainscotting to the beams. Thoughtfully designed and built with the utmost attention to detail, this home offers so many features, to name a few: mudroom with laundry room and a half bathroom; large kitchen with island and

    Berna Rexford Four Seasons Sotheby's Int'l Realty

    195 Willey Hill Rd, Norwich, VT 05055
  • /29

    $330,000 Sold Mar 21, 2025

    • 2,500 Sq Ft
    • $132/SF
    • 29 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2016

    59 Birch Ln, Ludlow, VT 05149

    Get a jumpstart on building your dream home! This mostly finished shell is ready for your talent and vision to get this cute house wrapped up and ready for next ski season. Three story walk out with southern exposure, this house has huge potential. Super convenient location in the Pines Development just minutes to downtown Ludlow. Some walls are up but you can easily redesign each level to

    Joseph Karl William Raveis Real Estate Vermont Properties

    59 Birch Ln, Ludlow, VT 05149
    • /35

      Not Listed For Sale

      • 7 Beds
      • 5.5 Baths
      • 6,472 Sq Ft

      3 Bond St, Woodstock, VT 05091

      3 Bond St, Woodstock, VT 05091
  • /19

    $639,000

    • 3 Beds
    • 2 Baths
    • 3,300 Sq Ft

    23 Brookside Dr, Norwich, VT 05055

    Walk to Dan & Whits and elementary school from this 3 BR, 2 bath village home with pastoral viewsRare opportunity for country-like living and views within the quiet village of Norwich, a picturesque, quintessential Vermont town across the river from Dartmouth College and world-class Medical Center in Hanover, NH. Walk to Dan & Whits and elementary school from this 3 BR, 2 bath home with pastoral

    Jason Saphire www.HomeZu.com

    23 Brookside Dr, Norwich, VT 05055
  • /46

    $540,000 Sold Mar 21, 2025

    • 1,428 Sq Ft
    • $378/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1981

    311 Hawk Spur Rd, Plymouth, VT 05056

    Charming 3-bedroom, 2-bath home nestled in a serene, wooded setting. This inviting retreat is privately located on a town-maintained road on the west side of Hawk Resort. The main level features a bright, open-concept living, dining, and kitchen area, with a spacious step-down family room complete with a cozy wood-burning stove and expansive windows that bring the outdoors in. Sliders from both

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    311 Hawk Spur Rd, Plymouth, VT 05056
    • /36

      Est $1,328,427 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,190 Sq Ft

      15 Pleasant St, Woodstock, VT 05091

      15 Pleasant St, Woodstock, VT 05091
  • /48

    $429,000

    • 3 Beds
    • 2.5 Baths
    • 1,878 Sq Ft

    355 Lyman Batcheller Rd Unit 8A, Hartford, VT 05001

    Welcome to this rare and spacious 3BR, 2.5BA end unit condo in highly desirable Saltbox Village offering a perfect blend of comfort, privacy and natural beauty. Tucked into a serene setting and surrounded by lush greenery. This inviting home offers an exceptional floor plan with very generous living spaces. The sun filled main level features a flexible and open layout, starting with a welcoming

    Herb Hart Quechee Lakes Real Estate Center

    355 Lyman Batcheller Rd Unit 8A, Hartford, VT 05001
  • /38

    $489,000 Sold Mar 21, 2025

    • 2,412 Sq Ft
    • $203/SF
    • 6 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1999

    3033 Vt Route 14, South Royalton, VT 05068

    Nestled above the White River in picturesque South Royalton, this sun-drenched 4-bedroom log home offers the perfect blend of rustic charm and modern comfort. With private river access, your family can swim, kayak, and fish all summer long—right from your backyard!Step inside to a soaring great room flooded with natural light from floor-to-ceiling windows, creating a warm and inviting

    Katie Ladue Gilbert KW Vermont Woodstock

    3033 Vt Route 14, South Royalton, VT 05068
    • /40

      Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,488 Sq Ft

      28 Pleasant St, Woodstock, VT 05091

      28 Pleasant St, Woodstock, VT 05091
  • /60

    $1,150,000

    • 5 Beds
    • 2.5 Baths
    • 4,733 Sq Ft

    107 Baker Rd, Springfield, VT 05156

    Welcome to this spacious and beautifully expanded Gambrel-style home, set on a stunning 9.55-acre property with mountain views in the heart of Springfield, Vermont. Offering classic New England charm with thoughtful modern upgrades, this property is not just a home, but a contemporary and comfortable living space. The main home, built in 1955, was expanded with a large addition in 2009, including

    Jeremy Collins Ridgeline Real Estate

    107 Baker Rd, Springfield, VT 05156

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