35,978

Windsor County, VT Homes

Section Image
  • 338 Us Route 5 S, Windsor, VT 05089
    338 Us Route 5 S, Windsor, VT 05089
    338 Us Route 5 S, Windsor, VT 05089
    /11

    $240,000 Sold Jul 21, 2025

    338 Us Route 5 S, Windsor, VT 05089

    • 6 Beds
    • 2 Baths
    • 2,504 Sq Ft
    • Built 1840

    Last Sold Summary

    • $96/SF
    • 7 Days On Market

    Current Estimated Value $227,114

    Last Listing Agent Kevin Holmes Blue Slate Realty

    338 Us Route 5 S, Windsor, VT 05089
    • 79 Walsh Ave, White River Junction, VT 05001
      79 Walsh Ave, White River Junction, VT 05001
      79 Walsh Ave, White River Junction, VT 05001
      /38

      Est $398,149 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,184 Sq Ft

      79 Walsh Ave, White River Junction, VT 05001

      79 Walsh Ave, White River Junction, VT 05001
  • 106 Contro Rd, Chester, VT 05143
    106 Contro Rd, Chester, VT 05143
    106 Contro Rd, Chester, VT 05143
    /14

    $289,000

    • 2 Beds
    • 2.5 Baths
    • 1,475 Sq Ft

    106 Contro Rd, Chester, VT 05143

    Sweet! An just in time for the holidays. This cabin has been lived in year round and has a drilled well, septic and electric. The basement has been partially finished with the fixtures of a 3/4 bath but no wall coverings, so the square footage is not counted here. The tenant does not have internet so it is best to check on phone/tv and internet from the providers. The property is being divided

    Christine Lewis Brattleboro Area Realty

    106 Contro Rd, Chester, VT 05143
  • 33 Barber Ln, Hartland, VT 05048
    33 Barber Ln, Hartland, VT 05048
    33 Barber Ln, Hartland, VT 05048
    /42

    $450,000 Sold Jul 07, 2025

    33 Barber Ln, Hartland, VT 05048

    • 3 Beds
    • 2 Baths
    • 2,176 Sq Ft
    • Built 2008

    Last Sold Summary

    • 3% Above List Price
    • $207/SF
    • 7 Days On Market

    Current Estimated Value $448,824

    Last Listing Agent Cheryl Herrmann RE/MAX Group One Realtors

    33 Barber Ln, Hartland, VT 05048
    • 3 Skyline Way, White River Junction, VT 05001
      3 Skyline Way, White River Junction, VT 05001
      3 Skyline Way, White River Junction, VT 05001
      /37

      Est $507,289 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,767 Sq Ft

      3 Skyline Way, White River Junction, VT 05001

      3 Skyline Way, White River Junction, VT 05001
  • 447 Elm St, Chester, VT 05143
    447 Elm St, Chester, VT 05143
    447 Elm St, Chester, VT 05143
    /27

    $369,000

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    447 Elm St, Chester, VT 05143

    Welcome to your dream home – This meticulously maintained and efficient New England-style gem is bursting with charm and modern convenience. Extra insulation, new windows and new hot water heater make this home as energy-efficient as it is beautiful. Picture yourself whipping up meals in a kitchen with custom Hugh Pennell solid wood cabinets, upgraded appliances and solid countertops. Be wowed by

    Lisa Kelley Cummings & Co

    447 Elm St, Chester, VT 05143
  • 317 Bailey Hill Rd, Cavendish, VT 05153
    317 Bailey Hill Rd, Cavendish, VT 05153
    317 Bailey Hill Rd, Cavendish, VT 05153
    /54

    $402,060 Sold Aug 14, 2025

    317 Bailey Hill Rd, Cavendish, VT 05153

    • 3 Beds
    • 2 Baths
    • 2,012 Sq Ft
    • Built 1992

    Last Sold Summary

    • 4% Below List Price
    • $200/SF
    • 5 Days On Market

    Current Estimated Value $400,524

    Last Listing Agent Rachael Rogala Lange & Lange

    317 Bailey Hill Rd, Cavendish, VT 05153
    • 14 Skyline Way, White River Junction, VT 05001
      14 Skyline Way, White River Junction, VT 05001
      14 Skyline Way, White River Junction, VT 05001
      /27

      Est $484,776 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,890 Sq Ft

      14 Skyline Way, White River Junction, VT 05001

      14 Skyline Way, White River Junction, VT 05001
  • 625/627 Q3 Jackson Gore Adams House Unit 625/627 Q3, Ludlow, VT 05149
    625/627 Q3 Jackson Gore Adams House Unit 625/627 Q3, Ludlow, VT 05149
    625/627 Q3 Jackson Gore Adams House Unit 625/627 Q3, Ludlow, VT 05149
    /60

    $210,000

    • 3 Beds
    • 3 Baths
    • 2,011 Sq Ft

    625/627 Q3 Jackson Gore Adams House Unit 625/627 Q3, Ludlow, VT 05149

    Jackson Gore area of Okemo– Adams House Quarter Share Ownership, Unit 625/627 Quarter III. Enjoy slopeside living with mountain views in this three-bedroom, three-bathroom condominium with just over 2000 square feet of living space. Located within The Adams House at Jackson Gore on Okemo, offering direct slope access. Enjoy luxury living with full access to The Spring House, which offers an

    Kevin Barnes William Raveis Real Estate Vermont Properties

    625/627 Q3 Jackson Gore Adams House Unit 625/627 Q3, Ludlow, VT 05149
  • 323 Hooper Hollow Rd, Bethel, VT 05032
    323 Hooper Hollow Rd, Bethel, VT 05032
    323 Hooper Hollow Rd, Bethel, VT 05032
    /23

    $85,000 Sold May 28, 2025

    323 Hooper Hollow Rd, Bethel, VT 05032

    • 2 Beds
    • 0.5 Baths
    • 728 Sq Ft
    • Built 2013

    Last Sold Summary

    • $117/SF
    • 5 Days On Market

    Current Estimated Value $88,720

    Last Listing Agent Eric Kenyon Rural Vermont Real Estate

    323 Hooper Hollow Rd, Bethel, VT 05032
    • 218 Latham Works Ln, White River Junction, VT 05001
      218 Latham Works Ln, White River Junction, VT 05001
      218 Latham Works Ln, White River Junction, VT 05001
      /10

      Est $299,685 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,080 Sq Ft

      218 Latham Works Ln, White River Junction, VT 05001

      218 Latham Works Ln, White River Junction, VT 05001
  • 2140 Brandon Mountain Rd, Rochester, VT 05767
    2140 Brandon Mountain Rd, Rochester, VT 05767
    2140 Brandon Mountain Rd, Rochester, VT 05767
    /45

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 2,656 Sq Ft

    2140 Brandon Mountain Rd, Rochester, VT 05767

    Tucked away on a picturesque 3-acre lot, this classic three-bedroom expanded Cape offers privacy, seclusion, and peaceful views in a beautiful Rochester valley setting. Set nearly 700 feet back from the road and bordering the Green Mountain National Forest, the property enjoys a tranquil natural backdrop where a scenic pond at the edge of the land attracts birds and wildlife. The main level

    Kyle Kershner Killington Pico Realty

    2140 Brandon Mountain Rd, Rochester, VT 05767
  • Lot #6 Southern Pines Ln, Ludlow, VT 05149
    Lot #6 Southern Pines Ln, Ludlow, VT 05149
    Lot #6 Southern Pines Ln, Ludlow, VT 05149
    /17

    $120,000 Sold Jul 10, 2025

    Lot #6 Southern Pines Ln, Ludlow, VT 05149

    • Land
    • 4.44 Acres
    • $27,027 per Acre

    Last Sold Summary

    • 25% Below List Price
    • 472 Days On Market

    Last Listing Agent Andre Menard Mary W. Davis Realtor & Assoc., Inc.

    Lot #6 Southern Pines Ln, Ludlow, VT 05149
    • 406 Jericho St, White River Junction, VT 05001
      406 Jericho St, White River Junction, VT 05001
      406 Jericho St, White River Junction, VT 05001
      /39

      Est $569,788 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,574 Sq Ft

      406 Jericho St, White River Junction, VT 05001

      406 Jericho St, White River Junction, VT 05001
  • 6852 Us Route 4, Bridgewater, VT 05034
    6852 Us Route 4, Bridgewater, VT 05034
    6852 Us Route 4, Bridgewater, VT 05034
    /34

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,489 Sq Ft

    6852 Us Route 4, Bridgewater, VT 05034

    This 1885 antique story and a half cape has been comprehensively updated during the long ownership of the sellers who made the home more energy efficient with all new windows, recent heating system, modern kitchen and bathrooms. The home creatively blends an historic floor plan defined by a traditional living room and dining room with the more casual lifestyle of today. The open concept Vermont

    Laird Bradley Williamson Group Sothebys Intl. Realty

    6852 Us Route 4, Bridgewater, VT 05034
  • 97 Okemo Trailside Extension Unit 15E, Ludlow, VT 05149
    97 Okemo Trailside Extension Unit 15E, Ludlow, VT 05149
    97 Okemo Trailside Extension Unit 15E, Ludlow, VT 05149
    /56

    $680,000 Sold Mar 10, 2025

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

    • 3 Beds
    • 2 Baths
    • 1,638 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Below List Price
    • $415/SF
    • 23 Days On Market

    Last Listing Agent Frank Provance Diamond Realty

    97 Okemo Trailside Extension Unit 15E, Ludlow, VT 05149
    • 55 Jennifer Ln, White River Junction, VT 05001
      55 Jennifer Ln, White River Junction, VT 05001
      55 Jennifer Ln, White River Junction, VT 05001
      /40

      Est $495,333 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,033 Sq Ft

      55 Jennifer Ln, White River Junction, VT 05001

      55 Jennifer Ln, White River Junction, VT 05001
  • 490 W Hill Rd, Ludlow, VT 05149
    490 W Hill Rd, Ludlow, VT 05149
    490 W Hill Rd, Ludlow, VT 05149
    /45

    $795,000

    • 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
  • 3057 Vt Route 11 E, Chester, VT 05143
    3057 Vt Route 11 E, Chester, VT 05143
    3057 Vt Route 11 E, Chester, VT 05143
    /43

    $400,000 Sold Apr 25, 2025

    3057 Vt Route 11 E, Chester, VT 05143

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft
    • Built 1984

    Last Sold Summary

    • 10% Below List Price
    • $222/SF
    • 106 Days On Market

    Current Estimated Value $397,856

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    3057 Vt Route 11 E, Chester, VT 05143
    • 123 Hillcrest Terrace, White River Junction, VT 05001
      123 Hillcrest Terrace, White River Junction, VT 05001
      123 Hillcrest Terrace, White River Junction, VT 05001
      /30

      Est $423,936 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,031 Sq Ft

      123 Hillcrest Terrace, White River Junction, VT 05001

      123 Hillcrest Terrace, White River Junction, VT 05001
  • 00 Howe Hill Rd, Sharon, VT 05065
    00 Howe Hill Rd, Sharon, VT 05065
    00 Howe Hill Rd, Sharon, VT 05065
    /9

    $125,000

    • Land
    • 7.5 Acres
    • $16,667 per Acre

    00 Howe Hill Rd, Sharon, VT 05065

    Vermont Retreat Awaits. A 7.5 acre wooded parcel with spectacular mountain view potential and five bedroom state waste water permit is ready for your vision. Located off town-maintained Howe Hill Road in Sharon, Vermont, via right of way from lower parcel. Convenient access to power and ultra-high speed fiber optic (EC Fiber) internet at the street, just one mile from I-89. Enjoy easy access

    Joanne Kent Four Seasons Sotheby's Int'l Realty

    00 Howe Hill Rd, Sharon, VT 05065
  • 4 Twine Hill Rd, Ludlow, VT 05149
    4 Twine Hill Rd, Ludlow, VT 05149
    /2

    $427,500 Sold Oct 01, 2025

    4 Twine Hill Rd, Ludlow, VT 05149

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 1956

    Last Sold Summary

    • 2% Below List Price
    • $251/SF
    • 30 Days On Market

    Last Listing Agent Jacob Barnes EXP Realty

    4 Twine Hill Rd, Ludlow, VT 05149
    • 540 Chandler Rd, White River Junction, VT 05001
      540 Chandler Rd, White River Junction, VT 05001
      540 Chandler Rd, White River Junction, VT 05001
      /30

      Est $320,978 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,008 Sq Ft

      540 Chandler Rd, White River Junction, VT 05001

      540 Chandler Rd, White River Junction, VT 05001
  • 19 Strawberry Ln, Ludlow, VT 05149
    19 Strawberry Ln, Ludlow, VT 05149
    19 Strawberry Ln, Ludlow, VT 05149
    /37

    $589,000

    • 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? 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 hill. The main level space has

    Tyleen Murray Kelley Real Estate, Inc.

    19 Strawberry Ln, Ludlow, VT 05149
  • 151 Smokerise, Ludlow, VT 05149
    151 Smokerise, Ludlow, VT 05149
    151 Smokerise, Ludlow, VT 05149
    /39

    $825,000 Sold Dec 04, 2025

    151 Smokerise, Ludlow, VT 05149

    • 3 Beds
    • 5 Baths
    • 4,532 Sq Ft
    • Built 1996

    Last Sold Summary

    • 6% Below List Price
    • $182/SF
    • 101 Days On Market

    Last Listing Agent Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

    151 Smokerise, Ludlow, VT 05149
    • 14 Birchwood Dr, White River Junction, VT 05001
      14 Birchwood Dr, White River Junction, VT 05001
      14 Birchwood Dr, White River Junction, VT 05001
      /36

      Est $406,106 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,056 Sq Ft

      14 Birchwood Dr, White River Junction, VT 05001

      14 Birchwood Dr, White River Junction, VT 05001
  • 140 Lodge Rd Unit 11, Ludlow, VT 05149
    140 Lodge Rd Unit 11, Ludlow, VT 05149
    140 Lodge Rd Unit 11, Ludlow, VT 05149
    /60

    $1,390,000

    • 3 Beds
    • 3 Baths
    • 1,836 Sq Ft

    140 Lodge Rd Unit 11, Ludlow, VT 05149

    Sugar Maple 11 is a stunning 3-bedroom, 3-bath townhouse that perfectly blends contemporary design with the natural beauty of its mountain setting. This spacious unit offers over 1,800 square feet of living space, thoughtfully designed with sleek finishes and cutting-edge technology. The open concept living area is filled with natural light and framed by breathtaking easterly mountain views

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    140 Lodge Rd Unit 11, Ludlow, VT 05149
  • 12 Commonwealth Ave, Ludlow, VT 05149
    12 Commonwealth Ave, Ludlow, VT 05149
    12 Commonwealth Ave, Ludlow, VT 05149
    /48

    $540,000 Sold Dec 12, 2025

    12 Commonwealth Ave, Ludlow, VT 05149

    • 9 Beds
    • 6 Baths
    • 5,054 Sq Ft
    • Built 1900

    Last Sold Summary

    • 6% Below List Price
    • $107/SF
    • 184 Days On Market

    Last Listing Agent Frank Provance Diamond Realty

    12 Commonwealth Ave, Ludlow, VT 05149
    • 211 Hidden Ln, White River Junction, VT 05001
      211 Hidden Ln, White River Junction, VT 05001
      211 Hidden Ln, White River Junction, VT 05001
      /35

      Est $453,923 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,228 Sq Ft

      211 Hidden Ln, White River Junction, VT 05001

      211 Hidden Ln, White River Junction, VT 05001
  • 456 QIV Jackson Gore Inn Unit 456 QIV, Ludlow, VT 05149
    456 QIV Jackson Gore Inn Unit 456 QIV, Ludlow, VT 05149
    456 QIV Jackson Gore Inn Unit 456 QIV, Ludlow, VT 05149
    /43

    $71,000

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft

    456 QIV Jackson Gore Inn Unit 456 QIV, Ludlow, VT 05149

    Jackson Gore 1 bedroom 2 bath condo 456 quarter IV on Okemo. This top-floor Jackson Gore Inn condo with incredible valley views is now available and it can easily sleep 6 guests with a king bedroom en suite, a queen sleeper sofa, and a queen Murphy bed. The kitchen has full-size stainless appliances and the living room is a great gathering space with a gas fireplace. Many amenities are just a

    Kevin Barnes William Raveis Real Estate Vermont Properties

    456 QIV Jackson Gore Inn Unit 456 QIV, Ludlow, VT 05149
  • 120 South St, Springfield, VT 05156
    120 South St, Springfield, VT 05156
    120 South St, Springfield, VT 05156
    /29

    $185,000 Sold Jun 25, 2025

    120 South St, Springfield, VT 05156

    • 3 Beds
    • 1 Bath
    • 1,130 Sq Ft
    • Built 1930

    Last Sold Summary

    • $164/SF
    • 5 Days On Market

    Current Estimated Value $192,406

    Last Listing Agent Daniel Preston KW Vermont Woodstock

    120 South St, Springfield, VT 05156
    • 268 Loveland Hill Rd, White River Junction, VT 05001
      268 Loveland Hill Rd, White River Junction, VT 05001
      268 Loveland Hill Rd, White River Junction, VT 05001
      /40

      Est $1,066,708 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,469 Sq Ft

      268 Loveland Hill Rd, White River Junction, VT 05001

      268 Loveland Hill Rd, White River Junction, VT 05001
  • 40 Union St, White River Junction, VT 05001
    40 Union St, White River Junction, VT 05001
    40 Union St, White River Junction, VT 05001
    /15

    $329,000

    • 4 Beds
    • 2 Baths
    • 1,373 Sq Ft

    40 Union St, White River Junction, VT 05001

    Good Cash Flow! Possibilty of Commercial business aspect exists with this property as its in the CB zone / Central Business district. This fully leased two unit property is an excellent chance for investors to add a consistent cash flowing building to their portfolio or for an onsite owner to occupy one unit and let the extra additional rent help pay for your housing. A fairly low maintenance

    Alex DeFelice The Clerkin Agency, P.C.

    40 Union St, White River Junction, VT 05001
  • 127 Pleasant St, Cavendish, VT 05142
    127 Pleasant St, Cavendish, VT 05142
    127 Pleasant St, Cavendish, VT 05142
    /47

    $517,000 Sold Dec 16, 2025

    127 Pleasant St, Cavendish, VT 05142

    • 4 Beds
    • 2 Baths
    • 2,300 Sq Ft
    • Built 1928

    Last Sold Summary

    • 6% Below List Price
    • $225/SF
    • 123 Days On Market

    Last Listing Agent Tyleen Murray Kelley Real Estate, Inc.

    127 Pleasant St, Cavendish, VT 05142
    • 102 Jericho St, White River Junction, VT 05001
      102 Jericho St, White River Junction, VT 05001
      102 Jericho St, White River Junction, VT 05001
      /34

      Est $509,372 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,434 Sq Ft

      102 Jericho St, White River Junction, VT 05001

      102 Jericho St, White River Junction, VT 05001
  • 350 Mountain Rd Unit B305, Ludlow, VT 05149
    350 Mountain Rd Unit B305, Ludlow, VT 05149
    350 Mountain Rd Unit B305, Ludlow, VT 05149
    /26

    $350,000

    • 1 Bed
    • 1 Bath
    • 638 Sq Ft

    350 Mountain Rd Unit B305, Ludlow, VT 05149

    Direct slopeside oversized Okemo Mountain Lodge unit comfortably sleeps 6. Top floor location offers wide panoramic views of the slopes and neighboring hillsides, and fills the unit with natural light. Open living design includes kitchen with breakfast bar, living room with fireplace, and large bedroom with private access to full bath. Deck off living room offers wonderful outdoor space

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

    350 Mountain Rd Unit B305, Ludlow, VT 05149
  • 86 Webster Rd, Hartland, VT 05048
    86 Webster Rd, Hartland, VT 05048
    86 Webster Rd, Hartland, VT 05048
    /19

    $243,000 Sold Sep 03, 2025

    86 Webster Rd, Hartland, VT 05048

    • 3 Beds
    • 1 Bath
    • 940 Sq Ft
    • Built 1969

    Last Sold Summary

    • 3% Below List Price
    • $259/SF
    • 34 Days On Market

    Current Estimated Value $242,778

    Last Listing Agent Jim Bialowski BHG Masiello Keene

    86 Webster Rd, Hartland, VT 05048
    • 117 Perkins Place, White River Junction, VT 05001
      117 Perkins Place, White River Junction, VT 05001
      117 Perkins Place, White River Junction, VT 05001
      /36

      Est $551,060 Not Listed For Sale

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

      117 Perkins Place, White River Junction, VT 05001

      117 Perkins Place, White River Junction, VT 05001
  • 534 Elm St, Chester, VT 05143
    534 Elm St, Chester, VT 05143
    534 Elm St, Chester, VT 05143
    /60

    $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
  • 00 Division St, Hartford, VT 05001
    00 Division St, Hartford, VT 05001
    00 Division St, Hartford, VT 05001
    /13

    $85,000 Sold Feb 25, 2025

    00 Division St, Hartford, VT 05001

    • Land
    • 0.48 Acre
    • $177,083 per Acre

    Last Sold Summary

    • 13% Above List Price
    • 3 Days On Market

    Last Listing Agent Sandy Reavill Real Broker LLC

    00 Division St, Hartford, VT 05001

Showing Results 281 - 320, Page 8 of 18

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