36,490

Windsor County, VT Homes

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  • /32

    $899,000

    • 2 Beds
    • 1 Bath
    • 1,278 Sq Ft

    3803 Woodstock Rd, Hartford, VT 05001

    **Sale Price includes MLS#5072395and MLS#5072397 Well-maintained 2-bedroom, 1.5-bath single-family home offering 1,278 sq. ft. of living space. Featuring a wrap-around enclosed porch and a full basement, ideal for storage. Set on a .65± acre property with excellent Route 4 frontage and visibility, just seconds to Interstate 89. The sale also includes a 3,020 sq. ft. commercial building and a

    Agent Photo

    Cheryl Herrmann

    RE/MAX Group One Realtors

    3803 Woodstock Rd, Hartford, VT 05001
  • /13

    $950 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    477 Dunham Rd Unit 2/C, Bethel, VT 05032

    Property Id: 2604240Single bedroom in apartment area of single family home. Fully furnished, all new kitchenette, shared full bath, queen bed, desk with chair, WiFi. Shared living space includes new appliances: air fryer, m/w, coffee pot, induction stovetop, refrigerator, shared laundry, shared private entrance. Utilities included. Pets negotiable. (We have two large young dogs; we

    477 Dunham Rd Unit 2/C, Bethel, VT 05032
  • /2

    $195,000

    Sold Jul 10, 2025

    271 Cragiue Hill Rd, Springfield, VT 05156

    • 2 Beds
    • 2 Baths
    • 1,663 Sq Ft
    • Built 1933

    Last Sold Summary

    • 29% Below List Price
    • $117/SF
    • 213 Days On Market

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    271 Cragiue Hill Rd, Springfield, VT 05156
    • /51

      Est $740,775

      Not Listed For Sale

      11 Gilson Farm Ln, Hartland, VT 05048

      • 5 Beds
      • 4.5 Baths
      • 4,500 Sq Ft
      • Built 2004
      11 Gilson Farm Ln, Hartland, VT 05048

      Last Sold Summary

      • 160 Days On Market

  • /57

    $535,000

    $100K PRICE DROP Under Contract
    • 4 Beds
    • 2 Baths
    • 2,212 Sq Ft

    298 Jenneville Rd, Windsor, VT 05089

    PRICE REDUCED! Welcome to "Valley Brook Farm", an historic cape in the middle of horse country on 12.92 acres with barns, rolling & level pasture, a swimming pond, and brook. Located in the heart of the nationally renowned Green Mountain Horse Association trail network. Nestled on scenic & bucolic Jenneville Road, this c. 1820 cape offers the warmth of wide pine floors, post-and-beam character,

    Agent Photo

    John Bassette

    Bassette Real Estate Group

    298 Jenneville Rd, Windsor, VT 05089
  • /10

    $975 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    158 Will Dean Rd, Springfield, VT 05156

    Property Id: 2097888We Rent ROOMS within our home .. Ideal for Traveling NURSES, Medical Personnel or other Business-Travelers.Our RATES are some the most-REASONABLE in the area.In a scenic, peaceful country - setting with a FAMILY atmosphere, surrounded by natural beauty, but only 5 -10 minutes to interstate 91. Feel free to have a chat with us. Call or Text

    158 Will Dean Rd, Springfield, VT 05156
  • /41

    $315,000

    Sold Nov 21, 2025

    1 Dorrance St, Windsor, VT 05089

    • 2 Beds
    • 1.5 Baths
    • 1,649 Sq Ft
    • Built 1945

    Last Sold Summary

    • 4% Below List Price
    • $191/SF
    • 7 Days On Market

    Current Estimated Value $314,170

    Last Listing Agent Evan Russell Real Broker LLC

    1 Dorrance St, Windsor, VT 05089
    • /60

      Not Listed For Sale

      807 Murphys Rd Unit 7C, Quechee, VT 05059

      • 3 Beds
      • 2 Baths
      • 1,135 Sq Ft
      • Built 1976
      807 Murphys Rd Unit 7C, Quechee, VT 05059

      Last Sold Summary

      • 41 Days On Market

  • /26

    $309,000

    Pending
    • 3 Beds
    • 3 Baths
    • 1,594 Sq Ft

    70 Mountains Edge Rd Unit 606, West Windsor, VT 05037

    Tucked away from the other buildings, this unique three-bedroom, three-bath condominium offers a peaceful setting with wooded views from all three private balconies. Thoughtfully remodeled, the home features newer hardwood flooring, updated carpeting, and tastefully renovated bathrooms. The open-concept main level includes a comfortable kitchen with a breakfast bar, a dedicated dining area, and

    Agent Photo

    Gerry Stark

    RE/MAX Upper Valley

    70 Mountains Edge Rd Unit 606, West Windsor, VT 05037
  • /10

    $2,150

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft
    • House for Rent

    18 Martinsville Rd Unit 18 downstairs, Hartland, VT 05048

    This is a newly built charming, one if a kind, one bedroom apartment. There is a washer/dryer, and dishwasher in the kitchen. private parking and access to a beach on Lulls stream. Heat, water, electric, internet,and basic garbage are all included. NO PETS

    18 Martinsville Rd Unit 18 downstairs, Hartland, VT 05048
  • /3

    $245,000

    Sold Nov 14, 2025

    574 Willard Rd Unit 1A, Quechee, VT 05059

    • 2 Beds
    • 1 Bath
    • 880 Sq Ft
    • Built 1978

    Last Sold Summary

    • 5% Below List Price
    • $278/SF
    • 97 Days On Market

    Last Listing Agent Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

    574 Willard Rd Unit 1A, Quechee, VT 05059
    • /36

      Not Listed For Sale

      1135 Fay Brook Rd, Sharon, VT 05065

      • 3 Beds
      • 3 Baths
      • 2,921 Sq Ft
      • Built 1988
      1135 Fay Brook Rd, Sharon, VT 05065

      Last Sold Summary

      • 10 Days On Market

  • /59

    $1,690,000

    • 10 Beds
    • 8 Baths
    • 7,566 Sq Ft

    156 Main St, Ludlow, VT 05149

    In the heart of the ever-popular Ludlow, Vermont, sits an 11,409 square foot commercial building with 7,566 square feet of finished space. Built in 1990, it is situated in a prime location on Main Street in the center of the village providing it with excellent visibility, walkability, and proximity to Ludlow’s charming boutiques and local dining. It is full of investment possibilities with seven

    Agent Photo

    John Napier

    TPW Real Estate

    156 Main St, Ludlow, VT 05149
  • /30

    $2,150

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 1,064 Sq Ft
    • Condo for Rent

    4 Pine Brook Ln Unit Pine Brook B4, North Springfield, VT 05150

    Clean, safe, quiet unit. Two-story condo (2 bed, 1.5 bath, 1,050 sqft) in N Springfield’s peaceful Pine Brook Village. Front door is ground level, steps from 2 parking spots. Downstairs has a full kitchen (brand new fridge and DW), dining area, half bathroom, large living room, covered back porch and stone patio. Upstairs has a washer/dryer, full bathroom, large

    4 Pine Brook Ln Unit Pine Brook B4, North Springfield, VT 05150
  • /11

    $33,000

    Sold Dec 18, 2025

    25 Maxfield Ln, Hartland, VT 05001

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1987

    Last Sold Summary

    • 33% Below List Price
    • $29/SF
    • 5 Days On Market

    Last Listing Agent Charlene Gaudette Coldwell Banker LIFESTYLES - Hanover

    25 Maxfield Ln, Hartland, VT 05001
    • /58

      Not Listed For Sale

      1029 Baker Turn, Hartford, VT 05001

      • 4 Beds
      • 2 Baths
      • 1,786 Sq Ft
      • Built 1978
      1029 Baker Turn, Hartford, VT 05001

      Last Sold Summary

      • 75 Days On Market

  • /49

    $2,195,000

    • 3 Beds
    • 3 Baths
    • 2,997 Sq Ft

    9671 Vt Route 12, Barnard, VT 05031

    SPRING HILL FARM – A Storied Vermont Estate with Timeless Appeal. Set amidst the rolling hills of Barnard, Vermont, Spring Hill Farm is a distinguished country estate where historic charm and thoughtful stewardship come together across 207 acres of beautifully maintained landscape. Anchoring the property is a stately brick residence dating to 1795, offering a refined sense of heritage and

    Agent Photo

    Susan Hickey

    Snyder Donegan Real Estate Group

    9671 Vt Route 12, Barnard, VT 05031
  • /62

    $2,400

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 709 Sq Ft
    • Condo for Rent

    2046 Hartford Ave Unit 5, Hartford, VT 05001

    This two-story, pet friendly two bedroom/one bath apartment puts you right near everything the Upper Valley has to offer. Enjoy easy access to local pubs and restaurants, nearby fitness centers, shopping centers, and more everything you need within minutes.Commuting is a breeze:5 minutes (0.2 mi) to Downtown White River Junction10 minutes (3.6 mi) to the West Lebanon

    2046 Hartford Ave Unit 5, Hartford, VT 05001
  • /41

    $240,000

    Sold Oct 07, 2025

    15 Gill Terrace, Ludlow, VT 05149

    • 4 Beds
    • 1.5 Baths
    • 2,640 Sq Ft
    • Built 1955

    Last Sold Summary

    • 40% Below List Price
    • $91/SF
    • 388 Days On Market

    Current Estimated Value $279,954

    Last Listing Agent Kevin Barnes William Raveis Real Estate Vermont Properties

    15 Gill Terrace, Ludlow, VT 05149
    • /36

      Not Listed For Sale

      118 Depot St, Cavendish, VT 05153

      • 3 Beds
      • 2 Baths
      • 1,782 Sq Ft
      • Built 1998
      118 Depot St, Cavendish, VT 05153

      Last Sold Summary

      • 2 Days On Market

  • /28

    $249,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,192 Sq Ft

    292 Woodhaven Dr Unit 9F, White River Junction, VT 05001

    Tucked away in a peaceful country setting, this affordable home is located in the highly sought-after Woodhaven Manor Condominiums community. Conveniently situated just 2.5 miles from Dartmouth College, close to Dartmouth Hitchcock Medical Center, and minutes from shopping and dining throughout the Upper Valley, this location offers both comfort and convenience. Primarily owner-occupied and pet

    Agent Photo

    Gerry Stark

    RE/MAX Upper Valley

    292 Woodhaven Dr Unit 9F, White River Junction, VT 05001
  • /22

    $2,397

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 930 Sq Ft
    • Condo for Rent

    1856 Quechee Main St Unit 9, Hartford, VT 05001

    Prime Location in the village of Quechee3 bedrooms (2 Bedrooms plus a loft bedroom on second level), 2 full baths2 building next to Simon Pierce. Red Barn.Parking lot is the Quechee Green, you can just walk. Also there's private parking too. Plenty of parking no limit on cars. Two deck with beautiful view of Quechee Ski Resort and river. The third level loft is

    1856 Quechee Main St Unit 9, Hartford, VT 05001
  • /59

    $495,000

    Sold Oct 02, 2025

    973 Route 106, Reading, VT 05062

    • 3 Beds
    • 2 Baths
    • 2,035 Sq Ft
    • Built 1835

    Last Sold Summary

    • $243/SF
    • 5 Days On Market

    Current Estimated Value $479,659

    Last Listing Agent John Bassette Bassette Real Estate Group

    973 Route 106, Reading, VT 05062
    • /25

      Est $332,000

      Not Listed For Sale

      44 Upper Falls Rd, Perkinsville, VT 05151

      • 3 Beds
      • 2 Baths
      • 1,554 Sq Ft
      • Built 1800
      44 Upper Falls Rd, Perkinsville, VT 05151

      Last Sold Summary

      • 4 Days On Market

  • /54

    $2,599,000

    • 9 Beds
    • 11 Baths
    • 5,993 Sq Ft

    41 Pleasant St, Woodstock, VT 05091

    This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont’s most beloved communities. Woodstock is often hailed as “the prettiest small town in America,” and for good reason. The village is a vibrant resort town with

    Agent Photo

    Jennifer Falvey

    KW Vermont Woodstock

    41 Pleasant St, Woodstock, VT 05091
  • /39

    $1,495

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    28 Bailey St Unit Upstairs Unit, Springfield, VT 05156

    This listing is for the downstairs unit of a multi-family house on very quiet, dead-end street. Upstairs (2BD/1BA) unit is wonderful in-law apartment with it's own keyed entry, kitchen and laundry. Covered balcony, too. Street parking.Main/downstairs (2BD/1BA) floor is OCCUPIED with a family of 3 with 2 cats. Secure porch/mudroom is common to both units. Clean,

    28 Bailey St Unit Upstairs Unit, Springfield, VT 05156
  • /43

    $76,000

    Sold Jun 18, 2026

    211/213 Qtr I Jackson Gore Inn, Ludlow, VT 05149

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft
    • Built 2003

    Last Sold Summary

    • 4% Below List Price
    • $98/SF
    • 70 Days On Market

    Last Listing Agent Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

    211/213 Qtr I Jackson Gore Inn, Ludlow, VT 05149
    • /24

      Not Listed For Sale

      639 Baker Turn, Hartford, VT 05001

      • 2 Beds
      • 3 Baths
      • 2,036 Sq Ft
      • Built 1979
      639 Baker Turn, Hartford, VT 05001

      Last Sold Summary

      • 119 Days On Market

  • /41

    $195,000

    • Land
    • 3.41 Acres
    • $57,185 per Acre

    119 Advent Hill Rd, Hartland, VT 05048

    Perched high in the scenic hills of Hartland, this exceptional 3.41 acre parcel offers the perfect balance of privacy, sunshine, and sweeping Vermont beauty. Fully surveyed, the property features a selectively cleared and thoughtfully laid out open house site, positioned to capture big vistas overlooking abutting fields and pastureland. In a neighborhood with multi-million dollar homes nearby,

    Agent Photo

    John Bassette

    Bassette Real Estate Group

    119 Advent Hill Rd, Hartland, VT 05048
  • /2

    $1,200

    Total Monthly Price

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

    34 School St Unit A, Chester, VT 05143

    Lovely 1 bedroom apartment available for rent on the Green in Chester Vermont. Apartment has a large living room, kitchen, full bathroom and 1 bedroom. 12 month lease required. First, last and 1 month security deposit. Tenant pays utilities. Owner pays for water, sewer and hot water.

    34 School St Unit A, Chester, VT 05143
  • /40

    $1,625,000

    Sold Sep 29, 2025

    441 Spruce Way, Woodstock, VT 05091

    • 4 Beds
    • 3 Baths
    • 2,619 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $620/SF
    • 6 Days On Market

    Current Estimated Value $1,638,751

    Last Listing Agent John Snyder Snyder Donegan Real Estate Group

    441 Spruce Way, Woodstock, VT 05091
    • /12

      Est $317,612

      Not Listed For Sale

      15 Railroad Row Unit 2C3, White River Junction, VT 05001

      • 1 Bed
      • 1 Bath
      • 828 Sq Ft
      • Built 2005
      15 Railroad Row Unit 2C3, White River Junction, VT 05001

      Last Sold Summary

      • 91 Days On Market

  • /25

    $899,000

    • 3 Beds
    • 1 Bath
    • 1,296 Sq Ft

    3773 Woodstock Rd, White River Junction, VT 05001

    **Sales Price includes MLS#5072395 & MLS#5072396 Spacious 3-bedroom single-family home with an additional office/laundry room, 1.5 baths, and 1,296 sq. ft. of living space. Features include a heated enclosed porch, two-car garage, and a private backyard. Situated on a .65± acre property with excellent Route 4 frontage and visibility, just seconds to Interstate 89. The sale also includes a 3,020

    Agent Photo

    Cheryl Herrmann

    RE/MAX Group One Realtors

    3773 Woodstock Rd, White River Junction, VT 05001
  • /17

    $3,200

    Total Monthly Price

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft
    • House for Rent

    96 S Main St, Chester, VT 05143

    Spacious 4-Bedroom Home with Large Backyard in the Heart of Chester, VT.Welcome to 96 S Main St — a charming and well-appointed 4-bedroom, 2.5-bath home offering 2,215 square feet of comfortable living space in the very heart of Chester village.Inside, you’ll find a bright and generous living room and dining room perfect for relaxing or entertaining, a functional kitchen with all

    96 S Main St, Chester, VT 05143
  • /26

    $193,000

    Sold Oct 17, 2025

    37 Coolidge Rd, Springfield, VT 05156

    • 2 Beds
    • 1 Bath
    • 942 Sq Ft
    • Built 1929

    Last Sold Summary

    • 2% Above List Price
    • $205/SF
    • 66 Days On Market

    Current Estimated Value $193,625

    Last Listing Agent Betsy Adamovich Real Broker LLC

    37 Coolidge Rd, Springfield, VT 05156
    • /28

      Not Listed For Sale

      105 Williams Ln Unit 10F, Quechee, VT 05059

      • 3 Beds
      • 2 Baths
      • 1,666 Sq Ft
      • Built 1972
      105 Williams Ln Unit 10F, Quechee, VT 05059

      Last Sold Summary

      • 148 Days On Market

  • /60

    $349,900

    • 4 Beds
    • 2 Baths
    • 1,546 Sq Ft

    295 Spencer Hollow Rd, Springfield, VT 05156

    First time ever for sale! This delightful country home has been with the same family since it was built. Expanded cape style home is full of wonderful natural light, hardwood and tile floors, natural woodwork, built-in China cabinet, 3 bedrooms and full bath on the main floor and a fourth bedroom and 3/4 bath on the second floor along with a bonus room. Ceiling fans throughout the home keep the

    Agent Photo

    Julie Buffum

    Buffum Realty

    295 Spencer Hollow Rd, Springfield, VT 05156
  • /11

    $1,995 Per Month

    • 1 Bed
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    36 Happy Valley Rd, Woodstock, VT 05091

    All Utilities Included! Enjoy simple, stress-free living in this bright and spacious first-floor one-bedroom apartment located in Woodstock, Vermont. Filled with natural light, the apartment features high ceilings, beautiful hardwood floors, oversized windows, a large kitchen with dishwasher, full bath, and the convenience of an in-unit washer and dryer. Heat, electricity, water, sewer, trash

    Timothy Thompson Covered Bridge RE

    36 Happy Valley Rd, Woodstock, VT 05091
  • /37

    $505,000

    Sold Oct 24, 2025

    56 Main St, Ludlow, VT 05149

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 1900

    Last Sold Summary

    • 6% Below List Price
    • $230/SF
    • 191 Days On Market

    Current Estimated Value $512,903

    Last Listing Agent Betty McEnaney Diamond Realty

    56 Main St, Ludlow, VT 05149
    • /42

      Est $782,764

      Not Listed For Sale

      11 Hazen St, Norwich, VT 05055

      • 3 Beds
      • 2 Baths
      • 1,660 Sq Ft
      • Built 1945
      11 Hazen St, Norwich, VT 05055

      Last Sold Summary

      • 91 Days On Market

Showing Results 81 - 120, Page 3 of 18

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