36,189

Windsor County, VT Homes

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  • /45

    $739,000

    • 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
  • /34

    $475,000 Sold Apr 17, 2025

    5534 Route 100, Plymouth, VT 05056

    • 3 Beds
    • 2 Baths
    • 2,474 Sq Ft
    • Built 1920

    Last Sold Summary

    • $192/SF
    • 13 Days On Market

    Current Estimated Value $465,188

    Last Listing Agent Marni Rieger KW Vermont-Killington

    5534 Route 100, Plymouth, VT 05056
    • /34

      Est $846,042 Not Listed For Sale

      728 Route 12, Hartland, VT 05048

      • 3 Beds
      • 2.5 Baths
      • 2,976 Sq Ft
      • Built 2005
      728 Route 12, Hartland, VT 05048

      Last Sold Summary

      • 6% Above List Price
      • $269/SF
      • 7 Days On Market

      Last Sold Price $800,000

      Last Listing Agent Carrie Mathews Winhall Real Estate

  • /37

    $589,000 Under Contract

    • 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
  • /39

    $360,000 Sold Oct 20, 2025

    123 Commonwealth Ave, Springfield, VT 05156

    • 3 Beds
    • 2 Baths
    • 2,113 Sq Ft
    • Built 1945

    Last Sold Summary

    • 12% Below List Price
    • $170/SF
    • 258 Days On Market

    Current Estimated Value $371,868

    Last Listing Agent Brian Whipple Coldwell Banker Homes Unlimited

    123 Commonwealth Ave, Springfield, VT 05156
    • /38

      Est $256,076 Not Listed For Sale

      3089 Vt Route 11 W, Chester, VT 05143

      • 4 Beds
      • 2 Baths
      • 1,732 Sq Ft
      • Built 1857
      3089 Vt Route 11 W, Chester, VT 05143

      Last Sold Summary

      • 61% Above List Price
      • $92/SF
      • 55 Days On Market

      Last Sold Price $159,000

      Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

  • /57

    $599,000 Under Contract

    • 7 Beds
    • 3.5 Baths
    • 3,850 Sq Ft

    534 Elm St, Chester, VT 05143

    Have you been waiting to buy just the right property? An impressive home in a special town in an amazing state might be perfect. This well-loved Victorian has 4 bedrooms in the main house and another 3 bedrooms in the carriage house unit. There is a storage room in between the two spaces with doors to open to easily connect the units. The beautiful main house has a farmhouse-style kitchen, formal

    Tyleen Murray Kelley Real Estate, Inc.

    534 Elm St, Chester, VT 05143
  • /30

    $335,000 Sold Jun 02, 2025

    77 Taylor Dr, Windsor, VT 05089

    • 8 Beds
    • 4 Baths
    • 5,088 Sq Ft
    • Built 1860

    Last Sold Summary

    • 7% Below List Price
    • $66/SF
    • 126 Days On Market

    Current Estimated Value $368,147

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    77 Taylor Dr, Windsor, VT 05089
    • /15

      Est $393,747 Not Listed For Sale

      15 Railroad Row Unit 2C4, White River Junction, VT 05001

      • 1 Bed
      • 1 Bath
      • 866 Sq Ft
      • Built 2005
      15 Railroad Row Unit 2C4, White River Junction, VT 05001

      Last Sold Summary

      • 11% Above List Price
      • $410/SF
      • 75 Days On Market

      Last Sold Price $355,000

      Last Listing Agent Rowan Carroll Coldwell Banker LIFESTYLES - Hanover

  • /51

    $399,800

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    107 Blueberry Ledge Ridge Unit 45, Plymouth, VT 05056

    Perched at 1,600 feet elevation between Okemo and Killington, this beautifully furnished 3-bedroom, 2-bath condo at Hawk Resort offers the perfect mountain escape--complete with everything you need to move right in.Step into an open-concept living and dining area that flows onto a private deck through glass sliders--perfect for enjoying the sunsets. The living room features soaring cathedral

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    107 Blueberry Ledge Ridge Unit 45, Plymouth, VT 05056
  • /52

    $355,000 Sold Sep 30, 2025

    643 Main St, Cavendish, VT 05153

    • 5,984 Sq Ft
    • Built 1820

    Last Sold Summary

    • 15% Below List Price
    • $59/SF
    • 60 Days On Market

    Current Estimated Value $391,833

    Last Listing Agent Tyleen Murray Kelley Real Estate, Inc.

    643 Main St, Cavendish, VT 05153
    • /14

      Est $277,252 Not Listed For Sale

      1416 Allen Hill Rd, Pomfret, VT 05068

      • 2 Beds
      • 1 Bath
      • 1,088 Sq Ft
      • Built 1968
      1416 Allen Hill Rd, Pomfret, VT 05068

      Last Sold Summary

      • 16% Above List Price
      • $221/SF
      • 84 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Alex DeFelice The Clerkin Agency, P.C.

  • /41

    $614,000

    • 3 Beds
    • 2 Baths
    • 1,908 Sq Ft

    530 West Rd, Barnard, VT 05031

    Conveniently located less than a mile from Barnard General Store and Silver Lake, this charming 3 bedroom cape sits on just over 3 acres of land with tiered stone walls and green lawn circling the house. Mature trees surround the yard and there is view potential with minor clearing and thinning. The full length back deck offers private outdoor space including a covered grilling area just steps

    Dan Noble Snyder Donegan Real Estate Group

    530 West Rd, Barnard, VT 05031
  • /40

    $700,000 Sold Jun 03, 2025

    8754 Pomfret Rd, Pomfret, VT 05084

    • 4 Beds
    • 4.5 Baths
    • 4,142 Sq Ft
    • Built 1805

    Last Sold Summary

    • 18% Below List Price
    • $169/SF
    • 137 Days On Market

    Current Estimated Value $730,555

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    8754 Pomfret Rd, Pomfret, VT 05084
    • /35

      Est $561,838 Not Listed For Sale

      93 Blackbriar Rd, Woodstock, VT 05091

      • 2 Beds
      • 1 Bath
      • 1,146 Sq Ft
      • Built 1950
      93 Blackbriar Rd, Woodstock, VT 05091

      Last Sold Summary

      • 6% Below List Price
      • $519/SF
      • 38 Days On Market

      Last Sold Price $595,000

      Last Listing Agent David Donegan Snyder Donegan Real Estate Group

  • /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
  • /9

    $58,000 Sold May 23, 2025

    1991 Royalton Hill Rd, South Royalton, VT 05068

    • Land
    • 4.5 Acres
    • $12,889 per Acre

    Last Sold Summary

    • 38 Days On Market

    Last Listing Agent Danae LaBounty Vermont Heritage Real Estate

    1991 Royalton Hill Rd, South Royalton, VT 05068
    • /40

      Est $669,542 Not Listed For Sale

      2124 Mount Hunger Rd, Bethel, VT 05032

      • 3 Beds
      • 2 Baths
      • 1,820 Sq Ft
      • Built 1971
      2124 Mount Hunger Rd, Bethel, VT 05032

      Last Sold Summary

      • 3% Above List Price
      • $357/SF
      • 86 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Kevin Casey Coldwell Banker Hickok & Boardman / E. Montpelier

  • /49

    $715,000

    • 4 Beds
    • 3.5 Baths
    • 2,654 Sq Ft

    760 E Ash Rd, Plymouth, VT 05056

    Spacious Hawk Resort Home with Scenic Views Enjoy the perfect blend of comfort, space, and mountain charm in this inviting Hawk home. Designed for family gatherings and entertaining, the generous open-concept living area features a beautiful fieldstone fireplace and updated greenhouse windows that bring in natural light and picturesque views. The primary suite offers a cozy fireplace, private

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    760 E Ash Rd, Plymouth, VT 05056
  • /46

    $810,000 Sold Aug 29, 2025

    122 Coachmans Way, Hartford, VT 05001

    • 3 Beds
    • 2.5 Baths
    • 2,852 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $284/SF
    • 8 Days On Market

    Current Estimated Value $839,156

    Last Listing Agent Evan Pierce Four Seasons Sotheby's Int'l Realty

    122 Coachmans Way, Hartford, VT 05001
    • /25

      Not Listed For Sale

      338 Qtr II Jackson Gore Inn, Ludlow, VT 05149

      • 2 Beds
      • 2 Baths
      • 1,025 Sq Ft
      • Built 2003
      338 Qtr II Jackson Gore Inn, Ludlow, VT 05149

      Last Sold Summary

      • $82/SF
      • 227 Days On Market

      Last Sold Price $84,500

      Last Listing Agent Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

  • /23

    $395,000 Under Contract

    • 1 Bed
    • 1.5 Baths
    • 642 Sq Ft

    13 Daybreak Dr Unit E103, Ludlow, VT 05149

    Rare one bedroom walkout unit in Solitude Village. Sleeps 6. One of only five in the entire community. Steps to Promenade Trail. Open floor plan design includes cedar lined mudroom with numerous built-ins and boot dryer, kitchen with breakfast bar and dining area, living room with woodburning fireplace, primary bedroom suite, and half bath. Deck off the living room offers long distance vistas.

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

    13 Daybreak Dr Unit E103, Ludlow, VT 05149
  • /34

    $570,000 Sold Jan 09, 2026

    388 Alden Partridge Rd Unit 6E, Hartford, VT 05001

    • 3 Beds
    • 3.5 Baths
    • 2,080 Sq Ft
    • Built 1983

    Last Sold Summary

    • 2% Below List Price
    • $274/SF
    • 5 Days On Market

    Last Listing Agent Linda Hicks Quechee Lakes Real Estate Center

    388 Alden Partridge Rd Unit 6E, Hartford, VT 05001
    • /34

      Not Listed For Sale

      5 Mountain Ave Unit 4, Woodstock, VT 05091

      • 2 Beds
      • 2.5 Baths
      • 1,590 Sq Ft
      • Built 1880
      5 Mountain Ave Unit 4, Woodstock, VT 05091

      Last Sold Summary

      • $550/SF
      • 12 Days On Market

      Last Sold Price $875,000

      Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

  • /32

    $350,000

    • 1 Bed
    • 1 Bath
    • 858 Sq Ft

    36 Okemo Trailside Extension Unit 6D, Ludlow, VT 05149

    Experience the ease of mountain living in this inviting Trailside condominium on Okemo Mountain Resort—a perfect year-round retreat in the heart of Vermont’s four-season playground. This thoughtfully designed 1-bedroom, 1-bathroom condo offers comfortable and efficient living with warm alpine charm. The main level features a full kitchen that opens seamlessly to the living room, where a classic

    Kevin Barnes William Raveis Real Estate Vermont Properties

    36 Okemo Trailside Extension Unit 6D, Ludlow, VT 05149
  • /17

    $40,000 Sold Oct 06, 2025

    138 Ascutney St, Windsor, VT 05089

    • 2 Beds
    • 1 Bath
    • 434 Sq Ft
    • Built 1952

    Last Sold Summary

    • 4% Above List Price
    • $92/SF
    • 6 Days On Market

    Last Listing Agent DJ Chabot Town and Country Realty

    138 Ascutney St, Windsor, VT 05089
    • /39

      Est $720,113 Not Listed For Sale

      1650 Quimby Mountain Rd, Sharon, VT 05065

      • 4 Beds
      • 4 Baths
      • 2,289 Sq Ft
      • Built 1964
      1650 Quimby Mountain Rd, Sharon, VT 05065

      Last Sold Summary

      • 1% Below List Price
      • $317/SF
      • 6 Days On Market

      Last Sold Price $725,000

      Last Listing Agent Wynne Washburn Coldwell Banker LIFESTYLES - Hanover

  • /37

    $399,000

    • 4 Beds
    • 3 Baths
    • 1,920 Sq Ft

    1226 E Ash Rd Unit L-34, Plymouth, VT 05056

    PRICE IMPROVEMENT - Come take a look at these amazing views! Time to get the Fireplace crackling at this Mountain Retreat in Plymouth now that ski season is in full swing. This spacious four-bedroom, three-bathroom condo is nestled in the scenic hills of Plymouth, perfectly located between Killington and Okemo for easy access to world-class skiing, snowboarding and year-round mountain and lake

    Katie McFadden RE/MAX North Professionals

    1226 E Ash Rd Unit L-34, Plymouth, VT 05056
  • /19

    $280,900 Sold Dec 15, 2025

    483 South St, Springfield, VT 05156

    • 3 Beds
    • 1 Bath
    • 1,716 Sq Ft
    • Built 1972

    Last Sold Summary

    • 6% Above List Price
    • $164/SF
    • 5 Days On Market

    Current Estimated Value $278,099

    Last Listing Agent Kirsten Dole Coldwell Banker LIFESTYLES - Hanover

    483 South St, Springfield, VT 05156
    • /39

      Est $801,417 Not Listed For Sale

      714 Beaver Meadow Rd, Norwich, VT 05055

      • 3 Beds
      • 2 Baths
      • 1,985 Sq Ft
      • Built 1903
      714 Beaver Meadow Rd, Norwich, VT 05055

      Last Sold Summary

      • $403/SF
      • 6 Days On Market

      Last Sold Price $799,000

      Last Listing Agent Melissa Robinson Coldwell Banker LIFESTYLES - Hanover

  • /45

    $725,000 Under Contract

    • 5 Beds
    • 3 Baths
    • 3,028 Sq Ft

    137 Laughlin Rd, Woodstock, VT 05091

    Charming property located just minutes from historic Woodstock Green. The main house first floor features 3 bedrooms/ 1bath with formal dining room, living room and kitchen on first level anchored by an expansive deck for entertaining or enjoying the afternoon sun. Handsome hardwood floors throughout, stainless appliances in the kitchen accented with granite countertops. The lower level is walk

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    137 Laughlin Rd, Woodstock, VT 05091
  • /27

    $275,000 Sold May 23, 2025

    745 Vermont Route 100 Unit A3, Bridgewater, VT 05035

    • 2 Beds
    • 2 Baths
    • 2,171 Sq Ft
    • Built 1965

    Last Sold Summary

    • 23% Below List Price
    • $127/SF
    • 20 Days On Market

    Last Listing Agent Katie McFadden RE/MAX North Professionals

    745 Vermont Route 100 Unit A3, Bridgewater, VT 05035
    • /14

      Est $375,692 Not Listed For Sale

      32 Route 103 S Unit C8, Ludlow, VT 05149

      • 3 Beds
      • 2 Baths
      • 1,116 Sq Ft
      • Built 1984
      32 Route 103 S Unit C8, Ludlow, VT 05149

      Last Sold Summary

      • 7% Above List Price
      • $314/SF
      • 3 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Lisa Kelley Cummings & Co

  • /37

    $585,000

    • 4 Beds
    • 4 Baths
    • 3,934 Sq Ft

    46 Runnals Rd, White River Junction, VT 05001

    Step into timeless character and modern comfort in this unique 4-bedroom, 4-bathroom home. A thoughtful 1984 expansion preserved the original home's historic core featuring a rare early American beehive oven and three-hearth fireplace, while adding over 3,200 sq. ft. of spacious living and a 1,000 sq. ft. in-law apartment. There’s room for everyone here. The sun-drenched kitchen and dining area

    Cheryl Herrmann RE/MAX Group One Realtors

    46 Runnals Rd, White River Junction, VT 05001
  • /2

    $895,000 Sold Nov 25, 2025

    255 Robert Frost Ln, Hartford, VT 05001

    • 4 Beds
    • 5.5 Baths
    • 3,244 Sq Ft
    • Built 2000

    Last Sold Summary

    • $276/SF
    • 0 Days On Market

    Last Listing Agent Linda Hicks Quechee Lakes Real Estate Center

    255 Robert Frost Ln, Hartford, VT 05001
    • /18

      Not Listed For Sale

      574 Willard Rd Unit 1A, Hartford, VT 05001

      • 1 Bed
      • 1 Bath
      • 880 Sq Ft
      • Built 1978
      574 Willard Rd Unit 1A, Hartford, VT 05001

      Last Sold Summary

      • $194/SF
      • 17 Days On Market

      Last Sold Price $171,000

      Last Listing Agent Brooks Reavill

  • /46

    $699,000

    • 4 Beds
    • 3.5 Baths
    • 2,998 Sq Ft

    38 Ozzy Ln, White River Junction, VT 05001

    Welcome home! This energy efficient four bedroom, four bath home was completed in 2019. Perfectly located in the heart of the Upper Valley, only 10 minutes to downtown Hanover and 15 minutes to DHMC. This bright and sunny home is set on a quiet neighborhood street with beautiful mountain views. The thoughtfully designed layout balances everyday living with private retreat spaces.The open

    Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

    38 Ozzy Ln, White River Junction, VT 05001
  • /60

    $1,520,000 Sold Sep 30, 2025

    6196 Stage Rd, Woodstock, VT 05091

    • 4 Beds
    • 4 Baths
    • 2,408 Sq Ft
    • Built 2015

    Last Sold Summary

    • 2% Above List Price
    • $631/SF
    • 4 Days On Market

    Last Listing Agent Eric Johnston Four Seasons Sotheby's Int'l Realty

    6196 Stage Rd, Woodstock, VT 05091
    • /21

      Est $172,579 Not Listed For Sale

      230 S Main St, Rochester, VT 05767

      • Studio
      • 1,500 Sq Ft
      • Built 1920
      230 S Main St, Rochester, VT 05767

      Last Sold Summary

      • 2% Above List Price
      • $113/SF
      • 4 Days On Market

      Last Sold Price $170,000

      Last Listing Agent William Brokhof Vermont Backcountry Real Estate

  • /12

    $245,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    891 Vermont Route 100, Weston, VT 05161

    Charming and efficient, this 2-bedroom, 1-bath home offers a cozy retreat in the heart of Weston, Vermont. Designed for single-level living and low maintenance, the layout makes the most of its space. The main living area features an open flow between the living room and eat-in kitchen, leading to a deck that is perfect for morning coffee or outdoor grilling. Two bedrooms and a full bath complete

    Andie Fusco Four Seasons Sotheby's Int'l Realty

    891 Vermont Route 100, Weston, VT 05161

Showing Results 201 - 240, Page 6 of 18

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