Windsor, VT Homes

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  /30

  $524,000

  • 4 Beds
  • 2.5 Baths
  • 2,238 Sq Ft

  141 N Runway Rd, Perkinsville, VT 05151

  Welcome to this beautifully maintained expanded Cape, perfectly positioned to capture stunning views of the Hartness runway—an aviation enthusiast's dream! Tucked away on a quiet dead-end road, the property offers just the right balance of privacy and convenience, located only 10 minutes from major grocery stores, entertainment, and other everyday essentials.The main level features a

  Allison Griep KW Vermont Woodstock

  141 N Runway Rd, Perkinsville, VT 05151
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  /25

  $312,000 Sold Jun 27, 2025

  • 1,554 Sq Ft
  • $201/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1800

  44 Upper Falls Rd, Perkinsville, VT 05151

  Nestled in the picturesque village of Perkinsville, within the charming town of Weathersfield, VT, this classic country Cape exudes historic charm and modern comfort. The thoughtfully designed floor plan offers a seamless flow for comfortable living, blending the best of both worlds.Original features, such as wide pine board floors, classic doors with authentic hardware, and a central

  Katie Ladue Gilbert KW Vermont Woodstock

  44 Upper Falls Rd, Perkinsville, VT 05151
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  /6

  Est $69,517 Not Listed For Sale

  600 Kendricks Corner Rd, Perkinsville, VT 05151

  600 Kendricks Corner Rd, Perkinsville, VT 05151
• 

  

  

  /15

  $99,000 Pending

  • Land
  • 36 Acres
  • $2,735 per Acre

  00 Upper Falls Road Extension, Perkinsville, VT 05151

  36+ acres with woods, a clear field and river frontage along the Black River! There is already an established driveway with power that is shared with two other properties that allows you to get to the open field and the start of the woodlands. There is an active forest management plan that shows the woods are primarily composed of maples (both red and sugar maples), red oak, hemlock and several

  Franchesca Collins Hall Collins Real Estate Group

  00 Upper Falls Road Extension, Perkinsville, VT 05151
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  /32

  $310,000 Sold Jun 26, 2025

  • 1,732 Sq Ft
  • $179/SF
  • 5 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1963

  359 S Mountain Rd, Perkinsville, VT 05151

  A home with heart and bold personality: new roof, heating system, windows, doors, and a stunning mahogany entry.The kitchen blends new appliances with vibrant, thoughtful design.A brand-new deck off the primary bedroom overlooks the peaceful flow of Mill Brook — a perfect spot for morning coffee or evening unwinding.Enjoy gardens, a fire pit, and direct walk-on access to

  Daniel Preston KW Vermont Woodstock

  359 S Mountain Rd, Perkinsville, VT 05151
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  /36

  Est $438,587 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,096 Sq Ft

  75 Soaring Pines Dr, Perkinsville, VT 05151

  75 Soaring Pines Dr, Perkinsville, VT 05151
• 

  

  /29

  $169,500 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  1438 Gravelin Rd, Perkinsville, VT 05151

  Country Setting on a shared drive surrounded by 3 acres w/ a small pond. First floor has 1 BR, full bath, kitchen/dining area and living room. Lower level has 1 BR and laundry room. Heat is a propane Rannai direct vent, plus a lower-level pellet stove. Property is in need of repair but livable. This is an ideal candidate for a 203K loan.

  Don Chabot Town and Country Realty

  1438 Gravelin Rd, Perkinsville, VT 05151
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  /42

  $340,000 Sold Jun 23, 2025

  • 1,842 Sq Ft
  • $185/SF
  • 39 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1972

  4729 Us Route 5 S, Perkinsville, VT 05151

  OFFER DEADLINE***SUNDAY 5/18/2025 5pm - Craving space, privacy, and a touch of nature? Then look no further! This isn't just a house; it's an opportunity to own your own slice of heaven on a sprawling, flat 4.3acre estate. Step inside to discover a home that offers three bedrooms, one and a half baths and ample space for all! Enjoy the spacious living room with a fireplace as well as the

  Ross Doody Century 21 Highview Realty

  4729 Us Route 5 S, Perkinsville, VT 05151
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  /18

  Est $438,077 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,740 Sq Ft

  93 Drumlin Rd, Perkinsville, VT 05151

  93 Drumlin Rd, Perkinsville, VT 05151
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  /43

  $239,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  74 High St, Perkinsville, VT 05151

  Cute as a button! Move right into this sweet home located next to the Perkinsville town green and the scenic and historic Perkinsville brick church. You can't ask for more of a quaint Vermont village location than Perkinsville, Vermont. And this house has some history, as it was once the Weathersfield town office. The house has been totally remodeled with the utmost in taste so that it retains

  Glenn Olney Barrett and Valley Associates Inc.

  74 High St, Perkinsville, VT 05151
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  /43

  $420,419 Sold May 21, 2025

  • 1,728 Sq Ft
  • $243/SF
  • 62 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1930

  1883 Plains Rd, Perkinsville, VT 05151

  Spring is a time for change and this could be your time to live in Vermont with your own farm. Put the chicken coop to use and supply your neighbors with eggs. Start your garden plants in the greenhouse and can your veggies to enjoy all Winter. Keep it simple or go big and build a barn.The 25.3 acres is comprised of two lots. Carve out some walking and snowshoeing trails and breathe the fresh

  Tyleen Murray Kelley Real Estate, Inc.

  1883 Plains Rd, Perkinsville, VT 05151
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  /40

  Est $482,939 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,441 Sq Ft

  3223 Reservoir Rd, Perkinsville, VT 05151

  3223 Reservoir Rd, Perkinsville, VT 05151
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  /40

  $710,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,187 Sq Ft

  417 Grout Rd, Perkinsville, VT 05151

  A gently sloping drive leads to this handsome architect designed contemporary, framed by mountain woods and surrounded by lush gardens, with soul lifting views from every room. Each element of the home and grounds was carefully selected by its owner/creators, from the decorative tiles, dentil molding, and deep window sills of the interior to the cozy gazebo, vine covered arbor, and flagstone

  Steve Stettler Four Seasons Sotheby's Int'l Realty

  417 Grout Rd, Perkinsville, VT 05151
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  /40

  $356,150 Sold Mar 14, 2025

  • 1,683 Sq Ft
  • $212/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1980

  3984 Weathersfield Center Rd, Perkinsville, VT 05151

  Take a look at 3984 Weathersfield Center Road in Perkinsville, VT – where Vermont charm meets modern comfort! This cozy 2-bedroom, 1-bathroom home has been freshly updated with a newly renovated kitchen and bathroom, making it move-in ready and waiting for its next owners. Sitting pretty on over 3 acres, there’s plenty of room to explore, garden, or simply soak up the peaceful surroundings. Love

  Benjamin Cote EXP Realty

  3984 Weathersfield Center Rd, Perkinsville, VT 05151
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  /21

  Est $216,990 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,728 Sq Ft

  569 Piper Rd, Perkinsville, VT 05151

  569 Piper Rd, Perkinsville, VT 05151
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  /44

  $384,100 Sold Mar 07, 2025

  • 2,064 Sq Ft
  • $186/SF
  • 97 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1813

  2103 Vermont 106, Weathersfield, VT 05151

  Welcome to this exquisite 2-story Colonial home, circa 1813, nestled in the heart of a charming country village. With its timeless appeal and historic charm, this stunning residence offers a peaceful retreat set on over half an acre of beautifully landscaped grounds.The main living areas are bathed in natural light from large windows, highlighting the classic beauty of the home. The expansive

  Katie Ladue Gilbert KW Vermont Woodstock

  2103 Vermont 106, Weathersfield, VT 05151
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  /24

  Est $335,688 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,634 Sq Ft

  333 Amsden School Rd, Perkinsville, VT 05151

  333 Amsden School Rd, Perkinsville, VT 05151
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  /31

  $425,000 Sold Mar 04, 2025

  • 840 Sq Ft
  • $506/SF
  • 6 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1962

  4112 Weathersfield Center Rd, Perkinsville, VT 05151

  Recently renovated with modern finishes, this A-frame boasts a bright and inviting interior perfect for year-round living or a weekend getaway.The current owners have successfully used this property as an AirBnb, generating a steady income stream—an ideal investment opportunity!Cozy & efficient layout with 2 spacious bedrooms, an open-concept living and dining area with vaulted ceilings, and a

  Erika Smith RE/MAX Upper Valley

  4112 Weathersfield Center Rd, Perkinsville, VT 05151
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  /13

  Est $152,669 Not Listed For Sale

  1053 Baltimore Rd, Perkinsville, VT 05151

  1053 Baltimore Rd, Perkinsville, VT 05151
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  /2

  $185,000 Sold Feb 21, 2025

  • 872 Sq Ft
  • $212/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  19 Upper Falls Rd, Perkinsville, VT 05151

  Sitting on 0.5 +/- acres in the quaint town of Perkinsville with frontage on the Black River, this sweet craftsman-style home has endless potential! The house features a large 4-season porch, first-floor bathroom and laundry, and garage/outbuilding with hobby space above. While the interior reflects a touch of nostalgia, it is clean, affordable, and move-in ready. Whether you're envisioning a

  Chelsea Richardson Barrett and Valley Associates Inc.

  19 Upper Falls Rd, Perkinsville, VT 05151
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  /26

  Est $370,515 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,138 Sq Ft

  425 Little Ascutney Rd, Perkinsville, VT 05151

  425 Little Ascutney Rd, Perkinsville, VT 05151
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  /36

  $263,000 Sold Dec 31, 2024

  • 1,896 Sq Ft
  • $139/SF
  • 15 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1964

  690 Little Ascutney Rd, Perkinsville, VT 05151

  "Discover the beauty and privacy of this 14-acre property, perfectly tucked away from the main road. Located just 30 minutes from renowned ski area, as well as, Woodstock, Lebanon, and Dartmouth-Hitchcock, this is an ideal location for both adventure and convenience. While the house requires some rehabilitation, its solid structure offers a fantastic foundation to create your dream home. With so

  Linda Benoit Highland Realty

  690 Little Ascutney Rd, Perkinsville, VT 05151
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  /37

  Not Listed For Sale

  1227 Vermont 131, Perkinsville, VT 05151

  1227 Vermont 131, Perkinsville, VT 05151
• 

  

  /40

  $305,000 Sold Oct 15, 2024

  • 1,344 Sq Ft
  • $227/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2000

  180 Pine Hill Rd, Perkinsville, VT 05151

  This one-story living, three bedroom, two bath home is tucked away on a private 1.14-acre lot at the top of a dead-end road. Built in 2000, the current owner has had 24 years to perfect the grounds. Lots of mature flowering trees, perennials, bushes, and lush green grass adds to the beauty of this location. There is a chicken coop and raised beds to grow vegetables. Inside you'll find a well-kept

  Heather Gleim CENTURY 21 North East

  180 Pine Hill Rd, Perkinsville, VT 05151
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  /37

  Est $374,350 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  4934 Vt Route 131, Perkinsville, VT 05151

  4934 Vt Route 131, Perkinsville, VT 05151
• 

  

  /30

  $315,000 Sold Sep 28, 2024

  • 2,520 Sq Ft
  • $125/SF
  • 87 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1979

  120 Murray Rd, Perkinsville, VT 05151

  BACK ON THE MARKET!!!! If you enjoy a country setting, with land, consider this 3BR/2BA Chalet-style home. Driving up Murray Road, you will see a small meadow, with pond, on your left. This well-maintained home has an enclosed back porch which includes a door leading to a small fenced in "dog" yard. Walk into a large kitchen with plenty of cabinets and counter tops. Off the kitchen is a

  Amy Messina Town and Country Realty

  120 Murray Rd, Perkinsville, VT 05151
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  /17

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 576 Sq Ft

  465 Little Ascutney Rd, Perkinsville, VT 05151

  465 Little Ascutney Rd, Perkinsville, VT 05151
• 

  

  /40

  $310,000 Sold Sep 27, 2024

  • 1,620 Sq Ft
  • $191/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  6521 Vt Route 131, Perkinsville, VT 05151

  Amazing views, energy efficiency and a backyard oasis are just a few highlights of this delightful home nestled in the foothills of VT. This home is set up for comfort, affordability, and efficiency with a 30-panel solar array, heat pumps and hot water heat pump. From the attached one car garage you walk through the breezeway to the large mudroom. Inside, the first-floor has a classic layout

  Susan Cole Susan Cole Realty Group, LLC

  6521 Vt Route 131, Perkinsville, VT 05151
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  /38

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 947 Sq Ft

  26 Wheeler Camp Rd, Perkinsville, VT 05151

  26 Wheeler Camp Rd, Perkinsville, VT 05151
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  /38

  $395,000 Sold Sep 26, 2024

  • 1,400 Sq Ft
  • $282/SF
  • 23 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1981

  93 Butterfield Hill Rd, Perkinsville, VT 05151

  In the heart of it all! Start by coming home to your very own true log home! The front porch greets and invites you to stop and rock a minute before starting your chores. Listen to the little stream, just out of sight but near enough to tickle your fancy. Eat out or eat in? The circular stone fire pit will cox you outside in all seasons, Cook, lose yourself in the fire, or just tell tales.

  Christine Lewis Brattleboro Area Realty

  93 Butterfield Hill Rd, Perkinsville, VT 05151
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  /21

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 580 Sq Ft

  507 Tenney Hill Rd, Perkinsville, VT 05151

  507 Tenney Hill Rd, Perkinsville, VT 05151
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  /32

  $460,000 Sold Sep 26, 2024

  • 888 Sq Ft
  • $518/SF
  • 24 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1974

  4393 Vt Route 131, Perkinsville, VT 05151

  Just minutes to Exit 8 and 25 minutes to Okemo. This home sits on 51.7 acres with large pond, some open meadows, view of Mt. Ascutney and lots of old wood roads. The lower level has an office or family room, 3/4 bath, 1 car garage/ workshop area. Second level has living room with sliders to deck, fully appliance kitchen, 2 BR's and bath. Ther is also a detached 2 car garage.

  Don Chabot Town and Country Realty

  4393 Vt Route 131, Perkinsville, VT 05151
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  /35

  Est $287,666 Not Listed For Sale

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

  469 Tenney Hill Rd, Perkinsville, VT 05151

  469 Tenney Hill Rd, Perkinsville, VT 05151
• 

  

  /16

  $170,500 Sold Sep 17, 2024

  • 1,032 Sq Ft
  • $165/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1939

  67 Vt Route 106, Perkinsville, VT 05151

  If convenience and proximity are important to you, look no further! This Single family home is priced to sell and offers great value! Wonderful upgrades include walk-in shower, sunroom with glass and upgraded windows on three sides, and new well pump. Within 20 minutes to I-89 and the area's best grocery stores and amenities nearby, there are many great reasons to fall in love with Perkinsville/

  Christopher Atencio Atencio Real Estate

  67 Vt Route 106, Perkinsville, VT 05151
• 

  

  /34

  Est $504,110 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  470 Baltimore Rd, Perkinsville, VT 05151

  470 Baltimore Rd, Perkinsville, VT 05151
• 

  

  /22

  Est $280,162 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,279 Sq Ft

  317 Butterfield Hill Rd, Perkinsville, VT 05151

  317 Butterfield Hill Rd, Perkinsville, VT 05151
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  /40

  Est $348,123 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,068 Sq Ft

  228 S Mountain Rd, Perkinsville, VT 05151

  228 S Mountain Rd, Perkinsville, VT 05151
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  /15

  Est $126,028 Not Listed For Sale

  207 Moore Dr, Perkinsville, VT 05151

  207 Moore Dr, Perkinsville, VT 05151
• 

  

  /25

  Est $257,528 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,752 Sq Ft

  6741 Vt Route 131, Perkinsville, VT 05151

  6741 Vt Route 131, Perkinsville, VT 05151
• 

  

  /15

  Est $275,892 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  156 Tenney Hill Rd, Perkinsville, VT 05151

  156 Tenney Hill Rd, Perkinsville, VT 05151

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