Windsor County, VT Homes

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  $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,

  

  John Bassette

  Bassette Real Estate Group

  (802) 523-2987

  119 Advent Hill Rd, Hartland, VT 05048
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  $1,875 Per Month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  222 Moses Ln, Royalton, VT 05068

  Property Id: 2498113Spacious lawn with fire pit. Walking distance to law school. Tenants pay utilities. Shared roommates allowed. High speed internet available.

  (802) 636-5822

  222 Moses Ln, Royalton, VT 05068
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  /59

  $1,625,000 Sold Oct 24, 2025

  7 North St, Woodstock, VT 05091

  • 2 Beds
  • 3 Baths
  • 2,106 Sq Ft
  • Built 1880

  Last Sold Summary

  • 12% Below List Price
  • $772/SF
  • 111 Days On Market

  Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

  7 North St, Woodstock, VT 05091
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  /35

  Not Listed For Sale

  211/213 QIII Jackson Gore Inn Unit 211/213 QIII, Ludlow, VT 05149

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

  211/213 QIII Jackson Gore Inn Unit 211/213 QIII, Ludlow, VT 05149

  Last Sold Summary

  • $102/SF
  • 41 Days On Market

  • Last Sold Price $79,000
  • Apr 25, 2025

  Last Listing Agent Joseph Karl William Raveis Real Estate Vermont Properties
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  $950,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,794 Sq Ft

  34 Midsomer Meadows Ln, Woodstock, VT 05091

  Welcome to Starry Hill, a fully furnished, handcrafted, solid-timber Colonial privately nestled on 18.9 tranquil acres just 5 miles North of Woodstock. This 3-bedroom, 2.5 bath home was built over 4 years by a family of loggers and master craftsmen. Used recently as an AirBnB rental and ready for occupancy. This exceptional home features Eastern white pine walls, hemlock structural beams, and

  

  John Bassette

  Bassette Real Estate Group

  (802) 347-6383

  34 Midsomer Meadows Ln, Woodstock, VT 05091
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  $1,995 Per Month

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

  36 Happy Valley Rd, Woodstock, VT 05091

  This charming first-floor, one-bedroom apartment is located in the grand and historic Four Pillars, a classic Greek Revival home, in the quaint and peaceful hamlet of Taftsville, just outside the village of Woodstock, Vermont. The apartment features high ceilings, large sun-filled windows, and beautiful hardwood floors throughout. The spacious kitchen is fully equipped with modern appliances,

  Timothy Thompson Covered Bridge RE

  36 Happy Valley Rd, Woodstock, VT 05091
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  /46

  $200,000 Sold Jan 09, 2026

  713/715 Qtr I Adams House, Ludlow, VT 05149

  • 3 Beds
  • 3 Baths
  • 2,001 Sq Ft
  • Built 2007

  Last Sold Summary

  • 5% Below List Price
  • $100/SF
  • 13 Days On Market

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

  713/715 Qtr I Adams House, Ludlow, VT 05149
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  Not Listed For Sale

  000 Echo View Dr, Plymouth, VT 05149

  000 Echo View Dr, Plymouth, VT 05149

  Last Sold Summary

  • 286 Days On Market

  • Last Sold Price $83,000
  • May 02, 2025

  Last Listing Agent Mendi Michael Engel & Völkers Okemo
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  $289,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft

  29 Summer Hill St, Springfield, VT 05156

  Delightful home located in a desirable residential area of town. This home is located right across from one of the town parks/playgrounds. Enjoy this light filled 2 story home featuring hardwood and tile floors on the first floor and warm and comfortable carpet on second floor bedrooms. A gas fireplace in the living room for the cool winter days will help to keep you cozy. Kitchen is nicely set

  

  Julie Buffum

  Buffum Realty

  (802) 520-2696

  29 Summer Hill St, Springfield, VT 05156
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  /15

  $2,000

  Total Monthly Price

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  4112 Rush Meadow Rd Unit Country Barn Apartment, West Windsor, VT 05089

  Quiet, spacious apartment in a country setting. Very private and quiet. Indoor or outdoor parking available. Utilities not included. Snowplowing, mowing and garbage included.

  4112 Rush Meadow Rd Unit Country Barn Apartment, West Windsor, VT 05089
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  /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
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  Not Listed For Sale

  382/384 Qtr I V Jackson Gore Inn, Ludlow, VT 05149

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

  382/384 Qtr I V Jackson Gore Inn, Ludlow, VT 05149

  Last Sold Summary

  • $90/SF
  • 88 Days On Market

  • Last Sold Price $70,000
  • May 05, 2025

  Last Listing Agent Michael Normyle Mary W. Davis Realtor & Assoc., Inc.
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  $249,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  10 Randall St, Springfield, VT 05156

  Charming cape home located on a dead-end, family friendly street. Home is flexible in bedroom space-currently 3 bedrooms and a home office, it could be 4 bedrooms or any layout that would work for you. Hardwood floors throughout with updated kitchen and bath that feature laminate flooring. Owners have added a wonderful side deck off the kitchen and to be able to enjoy it all summer long they have

  

  Julie Buffum

  Buffum Realty

  (802) 849-4842

  10 Randall St, Springfield, VT 05156
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  $2,100 Per Month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Apartment for Rent

  211 Main St, Ludlow, VT 05149

  In the heart of downtown! Walking distance to everything you need. This completely renovated unit is available immediately for occupancy. The oversized living/bedroom space is shared space. Call today to schedule your appointment.

  Frank Provance Diamond Realty

  211 Main St, Ludlow, VT 05149
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  /2

  $350,000 Sold Jun 25, 2025

  198 Coach Rd, Chester, VT 05143

  • 4 Beds
  • 2.5 Baths
  • 2,904 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Above List Price
  • $121/SF
  • 82 Days On Market

  Current Estimated Value $346,972

  Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

  198 Coach Rd, Chester, VT 05143
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  Not Listed For Sale

  295 Hotel Rd Unit 14A/14B, Brownsville, VT 05037

  • 3 Beds
  • 3 Baths
  • 1,672 Sq Ft
  • Built 1995

  295 Hotel Rd Unit 14A/14B, Brownsville, VT 05037

  Last Sold Summary

  • $120/SF
  • 56 Days On Market

  • Last Sold Price $200,000
  • Apr 25, 2025

  Last Listing Agent Dana Waters Dark Horse Realty
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  $349,000

  • 2 Beds
  • 2 Baths
  • 1,288 Sq Ft

  31 Northfield Dr, North Springfield, VT 05150

  First time on market! This custom-built home has had only one owner. Shows like a new home. The owners have meticulously maintained this home and are ready to pass it on for its next chapter. Situated in a neighborhood in North Springfield just off the beaten path you'll enjoy the neighborhood, great area for walking and nature is literally out your back door. This home features an efficient

  

  Julie Buffum

  Buffum Realty

  (802) 200-2986

  31 Northfield Dr, North Springfield, VT 05150
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  $2,150

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Townhouse for Rent

  39 Center of Town Rd, White River Junction, VT 05001

  2023 construction, two stories, two beds, one bath. 900 sq ft heated space with 140 sq ft roofed porch. Shared garage. NO smoking in the premises. Pets negotiable. Tenant pays electricity and internet/cable. Property management provides water, waste disposal, ground maintenance (snow plow, mowing).Both space heating and water heating are based on high efficiency

  39 Center of Town Rd, White River Junction, VT 05001
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  $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 $307,796

  Last Listing Agent Evan Russell Real Broker LLC

  1 Dorrance St, Windsor, VT 05089
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  Not Listed For Sale

  789 Ski Tow Rd Unit 1, West Windsor, VT 05037

  • 1 Bed
  • 1 Bath
  • 506 Sq Ft
  • Built 1966

  789 Ski Tow Rd Unit 1, West Windsor, VT 05037

  Last Sold Summary

  • $278/SF
  • 92 Days On Market

  • Last Sold Price $140,500
  • May 06, 2025

  Last Listing Agent Scott Monahan Williamson Group Sothebys Intl. Realty
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  $320,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  860 Murphy's Rd Unit 4A, Quechee, VT 05059

  Move in ready 2BR, 1.5BA end unit condo with a fabulous view being sold fully furnished. This condo has been tastefully updated throughout and includes two mini splits in the living room and primary bedroom. Located within walking distance to both Lake Pinneo and the Quechee Clubhouse.

  

  Herb Hart

  Quechee Lakes Real Estate Center

  (802) 204-5972

  860 Murphy's Rd Unit 4A, Quechee, VT 05059
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  /25

  $3,200 Per Month

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Apartment for Rent

  21 Central St, Woodstock, VT 05091

  Offered for lease is a 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 mechanical systems

  John Wetmore Wetmore Real Estate

  21 Central St, Woodstock, VT 05091
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  /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
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  Not Listed For Sale

  643 Quechee Main St, Hartford, VT 05059

  • 4 Beds
  • 4 Baths
  • 2,704 Sq Ft
  • Built 1812

  643 Quechee Main St, Hartford, VT 05059

  Last Sold Summary

  • $255/SF
  • 7 Days On Market

  • Last Sold Price $690,000
  • May 01, 2025

  Last Listing Agent Linda Hicks Quechee Lakes Real Estate Center
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  $270,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  15 Breezy Ln, Chester, VT 05143

  Not your cookie cutter home, this charming 2 BR home is located on the outskirts of Chester. One floor living for those wanting an easy keeper and carefree living. Hardwood floors throughout, large living room, formal dining room, galley kitchen and 2 roomy bedrooms. And let's not forget the spacious breezeway/entry. This area is perfect for hosting a gathering of friends and neighbors under

  

  Julie Buffum

  Buffum Realty

  (802) 883-3697

  15 Breezy Ln, Chester, VT 05143
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  $3,200

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • House for Rent

  45 Abbott St, White River Junction, VT 05001

  Spacious, light-filled 3-bedroom, 2-bath home located in White River Junction in a quiet residential neighborhood, offering a highly convenient Upper Valley location with easy access to Lebanon and Hanover. This bright, open-concept home includes an eat-in kitchen, dining room, living room, and great room, along with a pantry and in-unit washer and dryer off the kitchen. The large primary suite

  45 Abbott St, White River Junction, VT 05001
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  $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
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  Not Listed For Sale

  328 Fletcher Ln, Hartford, VT 05001

  • 4 Beds
  • 4.5 Baths
  • 2,781 Sq Ft
  • Built 2004

  328 Fletcher Ln, Hartford, VT 05001

  Last Sold Summary

  • $288/SF
  • 1 Day On Market

  • Last Sold Price $800,000
  • May 01, 2025

  Last Listing Agent Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee
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  $329,000 Pending

  • 2 Beds
  • 3.5 Baths
  • 1,984 Sq Ft

  974 Hard Rd Unit D6, Hartford, VT 05001

  This 2BR, 3.5BA end unit condo offers fantastic meadow views from the back deck, living room and dining room. Located in a private, quiet and serene country setting yet within close proximity to all Quechee Club and Upper Valley amenities. The condo has been lovingly cared for and updated throughout. It offers ample size with three separate levels of living space. Upstairs are two good size

  

  Herb Hart

  Quechee Lakes Real Estate Center

  (802) 392-0255

  974 Hard Rd Unit D6, Hartford, VT 05001
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  $10,000 Per Month

  • 4 Beds
  • 4 Baths
  • 4,400 Sq Ft
  • House for Rent

  36 Moses Pond Rd, Weston, VT 05161

  No need to ski out west this ski season because WE have all of the snow here on the east with an impressive snow base and seemingly endless supply heading our way this season!It's time to indulge yourself with this truly unique custom log, masterfully crafted timber peg construction mecca of mountain luxury at its finest. The views are incredible; the amenities are top shelf. The screened in

  Peggy O'neill Cummings & Co

  36 Moses Pond Rd, Weston, VT 05161
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  $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 $279,514

  Last Listing Agent Kevin Barnes William Raveis Real Estate Vermont Properties

  15 Gill Terrace, Ludlow, VT 05149
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  Not Listed For Sale

  14 Ridgeway St, Springfield, VT 05156

  • 3 Beds
  • 1 Bath
  • 1,277 Sq Ft
  • Built 1885

  14 Ridgeway St, Springfield, VT 05156

  Last Sold Summary

  • $114/SF
  • 154 Days On Market

  • Last Sold Price $145,000
  • May 09, 2025

  Last Listing Agent Heather Gleim CENTURY 21 North East
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  $1,400,000

  • 6 Beds
  • 5 Baths
  • 4,571 Sq Ft

  505 Deweys Mills Rd, Hartford, VT 05047

  The Dewey House joins timeless elegance with contemporary convenience. Situated on a quiet road adjacent to the Quechee Gorge waterfall in the charming town of Quechee, this property offers easy access to I-89, I-91, and Route 4. Nearby walking trails and direct water access lend themselves to outdoor pursuits, while the views from the house and its decks over the mill pond and hills create the

  

  Jennifer Falvey

  KW Vermont Woodstock

  (877) 419-4767

  505 Deweys Mills Rd, Hartford, VT 05047
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  $1,500

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft
  • Condo for Rent

  277 River St Unit millsone barn, Bethel, VT 05032

  277 River St Unit millsone barn, Bethel, VT 05032
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  /40

  $575,000 Sold Jun 13, 2025

  26 Summit Trails Rd, Weston, VT 05161

  • 3 Beds
  • 2.5 Baths
  • 2,209 Sq Ft
  • Built 1997

  Last Sold Summary

  • $260/SF
  • 51 Days On Market

  Current Estimated Value $599,979

  Last Listing Agent Steve Stettler Four Seasons Sotheby's Int'l Realty

  26 Summit Trails Rd, Weston, VT 05161
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  Not Listed For Sale

  00 Weeden Hill Rd, West Windsor, VT 05089

  00 Weeden Hill Rd, West Windsor, VT 05089

  Last Sold Summary

  • 29 Days On Market

  • Last Sold Price $100,000
  • May 05, 2025

  Last Listing Agent John Bassette Bassette Real Estate Group
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  $269,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,168 Sq Ft

  45 Dalrymple St, Chester, VT 05143

  This cozy gambrel style home tucked away on a nice level 1/2-acre lot just on the outskirts of Chester village offers lots of yard space, lots of storage space and is an easy keeper. This cute home offers hardwood floors on the first floor, has lots of natural light, an enclosed porch that could work as a home office, dining area, mud room or just a place to hang out. 2nd floor features three

  

  Julie Buffum

  Buffum Realty

  (802) 347-9943

  45 Dalrymple St, Chester, VT 05143
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  /8

  $1,400 Per Month

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Apartment for Rent

  32 S Main St Unit 7, Chester, VT 05143

  Traditional two bedroom apartment on Main Street in Chester. Walking distance to amenities. Coin-op laundry on site.$1,400.00 per month with heat included. No pets.References and credit check required.

  Team BVA Rentals Barrett and Valley Associates Inc.

  32 S Main St Unit 7, Chester, VT 05143
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  $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 $481,050

  Last Listing Agent John Bassette Bassette Real Estate Group

  973 Route 106, Reading, VT 05062
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  Est $415,184 Not Listed For Sale

  1570 East Rd, Cavendish, VT 05142

  • 2 Beds
  • 2.5 Baths
  • 1,528 Sq Ft
  • Built 1993

  1570 East Rd, Cavendish, VT 05142

  Last Sold Summary

  • 8% Above List Price
  • $252/SF
  • 3 Days On Market

  • Last Sold Price $385,000
  • Apr 25, 2025

  Last Listing Agent Tyleen Murray Kelley Real Estate, Inc.

Showing Results 81 - 120, Page 3 of 18