1,800

Shaftsbury, VT Homes

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  • /60

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 4,023 Sq Ft

    1268 Myers Rd, Shaftsbury, VT 05262

    Welcome to your paradise! This exquisite 30 acre estate offers extreme privacy, a custom home with architectural details throughout, a modern 1 BR guest apartment, an oversized 2 car garage, top notch equestrian facilities, a trout pond, playhouse and the list goes on and on. The winding driveway leads one to an enchanting compound, as it opens to overlook the exclusive estate in all of it's

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 328-9214

    1268 Myers Rd, Shaftsbury, VT 05262
  • /27

    $2,950 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft
    • House for Rent

    1377 Old Depot Rd, Shaftsbury, VT 05262

    Built in 2020, this beautiful 3 bedroom, 1.5 bath home offers modern living with quality finishes throughout. The first floor features stunning wood floors, an open-concept kitchen with pantry, spacious living and dining areas, a small office, laundry room, and a convenient half bath. The second floor includes three comfortable bedrooms, a full bathroom, and ample closet space throughout the

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 474-4111

    1377 Old Depot Rd, Shaftsbury, VT 05262
  • /36

    $435,000

    Sold Mar 24, 2026

    1061 Granger Hollow Rd, North Bennington, VT 05257

    • 3 Beds
    • 2 Baths
    • 2,108 Sq Ft
    • Built 1990

    Last Sold Summary

    • 13% Below List Price
    • $206/SF
    • 215 Days On Market

    Current Estimated Value $442,090

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    1061 Granger Hollow Rd, North Bennington, VT 05257
    • /36

      Est $859,423

      Not Listed For Sale

      469 Laclair Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 3.5 Baths
      • 3,104 Sq Ft
      • Built 2011
      469 Laclair Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 3 Days On Market

  • /60

    $799,000

    $76K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,462 Sq Ft

    636 Dexter Rd, Shaftsbury, VT 05262

    In 1922, poet laureate and Shaftsbury resident Robert Frost was inspired by the bucolic local backroads to write “Stopping by the Woods on a Snowy Evening." The Dexter Road Farmhouse, dating back 225 years, remains a testament to the enduring charm of Vermont and the simpler rhythms of country life. Nestled at the end of a serene, tree-lined town road, this charming 1800 farmhouse captures the

    Agent Photo

    Kristin Comeau

    TPW Real Estate

    (802) 727-7584

    636 Dexter Rd, Shaftsbury, VT 05262
  • /31

    $1,275 - $1,400

    Total Monthly Price

    • 1 - 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    938 Vt-7a, Shaftsbury, VT 05262

    Lovely 1 bedroom apartment available in Shaftsbury Vermont. Rent includes water and sewer, snow plowing, and lawn maintenance. One year lease required with first and last month's rent and security deposit.

    938 Vt-7a, Shaftsbury, VT 05262
  • /20

    $242,500

    Sold May 06, 2026

    1645 Vermont Route 67 E, Shaftsbury, VT 05257

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 2003

    Last Sold Summary

    • $160/SF
    • 6 Days On Market

    Last Listing Agent Morriah Adams BHG Masiello Brattleboro

    1645 Vermont Route 67 E, Shaftsbury, VT 05257
    • /37

      Est $347,504

      Not Listed For Sale

      91 Mcguire St, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 1,418 Sq Ft
      • Built 1978
      91 Mcguire St, North Bennington, VT 05257

      Last Sold Summary

      • 5 Days On Market

  • /42

    $539,000

    $110K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,748 Sq Ft

    211 Rod and Gun Club Rd, Shaftsbury, VT 05262

    Welcome to Rod and Gun Club Rd. Offering 1748 sq ft, with a full useable basement, sitting on 4.43 acres of land, with a 3-bay garage with carport as well as, an attached 2-car garage, a barn with stalls if you want to have some animals. This newly renovated ranch style home with thoughtful design offers 3B,2Bath, with a spacious and flexible layout with a fireplace with a gas insert in the

    Agent Photo

    Wendy Larson

    Hooscik Realty

    (802) 526-6197

    211 Rod and Gun Club Rd, Shaftsbury, VT 05262
  • /19

    $2,750 Per Month

    • 2 Beds
    • 2 Baths
    • 1,910 Sq Ft
    • House for Rent

    477 Myers Rd, Shaftsbury, VT 05262

    Charming circa 1910 two-bedroom unfurnished Vermont Farmhouse in the town of Shaftsbury. Located on a town-maintained road, non-smoking, no pet property, with parking limited to two cars. The included appliances are a washer, dryer, refrigerator, and electric stove. All showings will be scheduled for Wednesday and Thursday afternoons only.

    Agent Photo

    Kristin Comeau

    TPW Real Estate

    (802) 520-0672

    477 Myers Rd, Shaftsbury, VT 05262
  • /42

    $252,000

    Sold Jul 25, 2025

    935 Shaftsbury Hollow Rd, North Bennington, VT 05257

    • 2 Beds
    • 1 Bath
    • 1,221 Sq Ft
    • Built 1965

    Last Sold Summary

    • 15% Below List Price
    • $206/SF
    • 41 Days On Market

    Current Estimated Value $254,301

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    935 Shaftsbury Hollow Rd, North Bennington, VT 05257
    • /30

      Est $410,560

      Not Listed For Sale

      94 Lake Dr, North Bennington, VT 05257

      • 3 Beds
      • 1.5 Baths
      • 2,623 Sq Ft
      • Built 1979
      94 Lake Dr, North Bennington, VT 05257

      Last Sold Summary

      • 24 Days On Market

  • /52

    $725,000

    $170K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,424 Sq Ft

    2 Cold Spring Rd, North Bennington, VT 05257

    Welcome to 2 Cold Spring Road a cherished homestead steeped in history, beauty, and Vermont tradition. This 1785 Center Hall Colonial has been in the same family for generations and is now ready for its next chapter. With five spacious bedrooms, two full baths, and a classic layout that captures the warmth of country living, this property offers timeless charm with endless potential.Set on 50

    Agent Photo

    Brooke Thomson Drew

    Mahar McCarthy Real Estate

    (802) 810-8873

    2 Cold Spring Rd, North Bennington, VT 05257
  • /31

    $1,275 - $1,400

    Total Monthly Price

    • 1 - 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    938 Vt-7a, Shaftsbury, VT 05262

    Lovely 1 bedroom apartment available in Shaftsbury Vermont. Rent includes water and sewer, snow plowing, and lawn maintenance. One year lease required with first and last month's rent and security deposit.

    938 Vt-7a, Shaftsbury, VT 05262
  • /24

    $42,000

    Sold Oct 24, 2025

    26 Asa's Way, Bennington, VT 05257

    • Land
    • 20,908 Sq Ft
    • $87,500 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 55 Days On Market

    Last Listing Agent Angela Bevin Maple Leaf Real Estate

    26 Asa's Way, Bennington, VT 05257
    • /38

      Est $446,995

      Not Listed For Sale

      27 Horton Hill Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2 Baths
      • 2,082 Sq Ft
      • Built 1948
      27 Horton Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 3 Days On Market

  • /39

    $539,000

    • 3 Beds
    • 2 Baths
    • 2,065 Sq Ft

    262 Dwyers Camp Rd, Shaftsbury, VT 05262

    Well designed and newer home on 10.085 acres in Shaftsbury, VT. Offering 3 bedrooms, including main level primary bedroom and 2 full bathrooms. Cathedral ceiling formal dining room and modern kitchen with dining area and breakfast bar. Large living room with vaulted ceiling and lots of light. Main level laundry and rear mudroom finish the first floor. Upstairs there is a wonderful loft area, 2

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    262 Dwyers Camp Rd, Shaftsbury, VT 05262
  • /39

    $255,500

    Sold Jan 15, 2026

    77 Mcguire St, North Bennington, VT 05257

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1993

    Last Sold Summary

    • 5% Below List Price
    • $253/SF
    • 15 Days On Market

    Current Estimated Value $251,657

    Last Listing Agent Angela Bevin Maple Leaf Real Estate

    77 Mcguire St, North Bennington, VT 05257
    • /37

      Est $389,751

      Not Listed For Sale

      181 Dunham Ave, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 1,120 Sq Ft
      • Built 1955
      181 Dunham Ave, North Bennington, VT 05257

      Last Sold Summary

      • 12 Days On Market

  • /23

    $120,000

    Pending
    • 2 Beds
    • 1 Bath
    • 880 Sq Ft

    818 Old Depot Rd, Shaftsbury, VT 05262

    Discover quintessential Vermont along this idyllic country road embodying peace and serenity. The property features mature trees and a peaceful, quiet location. Close to Lake Shaftsbury State Park and Lake Paran as well as many hiking trails and ski areas. This would make a perfect weekend getaway, vacation rental, or full-time home. New vinyl siding, a recent metal roof, and newer furnace. Enjoy

    Lisa Friedman Great American Dream Realty

    818 Old Depot Rd, Shaftsbury, VT 05262
  • /3

    $110,000

    Sold Nov 17, 2025

    0 Maple Hill Rd, Shaftsbury, VT 05262

    • Land
    • 11.5 Acres
    • $9,565 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Lilli West Maple Leaf Real Estate

    0 Maple Hill Rd, Shaftsbury, VT 05262
    • /40

      Est $502,032

      Not Listed For Sale

      287 Hewitt Dr, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 2,236 Sq Ft
      • Built 1974
      287 Hewitt Dr, North Bennington, VT 05257

      Last Sold Summary

      • 68 Days On Market

  • /32

    $534,900

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft

    764 Myers Rd, Shaftsbury, VT 05262

    This charming, beautifully updated Cape sits on a sprawling 2-acre lot in a highly sought-after section of Shaftsbury, offering breathtaking panoramic mountain views. Boasting character and gleaming hardwood floors throughout. The first floor features a large living room with built-in bookshelves and cozy wood stove, a primary bedroom, full bath, and spacious country kitchen with granite

    Matt Waddington Hoffman Real Estate

    764 Myers Rd, Shaftsbury, VT 05262
  • /19

    $199,900

    Sold Sep 19, 2025

    42 Colvin Ave, Shaftsbury, VT 05262

    • 3 Beds
    • 1 Bath
    • 952 Sq Ft
    • Built 1964

    Last Sold Summary

    • $210/SF
    • 28 Days On Market

    Current Estimated Value $201,471

    Last Listing Agent Timothy Corcoran Mahar McCarthy Real Estate

    42 Colvin Ave, Shaftsbury, VT 05262
    • /14

      Est $275,571

      Not Listed For Sale

      169 Reservoir Rd, Shaftsbury, VT 05262

      • 1 Bed
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1965
      169 Reservoir Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 15 Days On Market

  • /45

    $299,900

    Under Contract
    • 5 Beds
    • 2.5 Baths
    • 2,716 Sq Ft

    886 Hidden Valley Rd, Shaftsbury, VT 05262

    Escape to the rustic charm of this beautiful 5 bedroom, 2.5 bath log cabin nestled on 2 peaceful acres in the highly desirable town of Shaftsbury. From the moment you step inside, you’ll fall in love with the warm log features throughout, exposed beam ceilings, and the cozy fireplace that anchors the inviting living room. The charming country kitchen flows into a dedicated dining room, creating

    Julie Glover Mahar McCarthy Real Estate

    886 Hidden Valley Rd, Shaftsbury, VT 05262
  • /16

    $130,000

    Sold Nov 25, 2025

    76 Harvest Hills Dr, North Bennington, VT 05257

    • 3 Beds
    • 1 Bath
    • 1,290 Sq Ft
    • Built 1966

    Last Sold Summary

    • 16% Below List Price
    • $101/SF
    • 45 Days On Market

    Current Estimated Value $205,002

    Last Listing Agent Susan Bellville Bellville Realty

    76 Harvest Hills Dr, North Bennington, VT 05257
    • /29

      Est $338,788

      Not Listed For Sale

      289 Reservoir Rd, Shaftsbury, VT 05262

      • 2 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1996
      289 Reservoir Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 11 Days On Market

  • /51

    $1,795,000

    • 3 Beds
    • 3 Baths
    • 5,228 Sq Ft

    2167 Myers Rd, Shaftsbury, VT 05262

    Welcome to Hidden Ponds Farm - a breathtaking retreat set on 40 sprawling acres where history and refined country living meet in perfect harmony. This extraordinary early 1800s post-and-beam converted barn has been thoughtfully reimagined, preserving its authentic character while seamlessly integrating modern comforts. A magnificent 1,000-foot hand-placed stone wall winds gracefully across the

    Kelley Mccarthy Mahar McCarthy Real Estate

    2167 Myers Rd, Shaftsbury, VT 05262
  • /50

    $449,000

    Sold Jun 08, 2026

    1284 Granger Hollow Rd, Shaftsbury, VT 05262

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 1979

    Last Sold Summary

    • 3% Below List Price
    • $320/SF
    • 19 Days On Market

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    1284 Granger Hollow Rd, Shaftsbury, VT 05262
    • /18

      Est $240,400

      Not Listed For Sale

      43 Buck Hill Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 1 Bath
      • 1,361 Sq Ft
      • Built 1903
      43 Buck Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 279 Days On Market

  • /36

    $749,000

    $50K PRICE DROP Under Contract
    • 4 Beds
    • 4 Baths
    • 3,691 Sq Ft

    42 Airport Rd, Shaftsbury, VT 05262

    Set just minutes from world class skiing at Mount Snow, this inviting timber frame home offers comfort, convenience, and year-round adventure right outside your door. Located just off the Mount Snow Golf course and with direct access to VAST snowmobile trails, this property is perfectly positioned for ski weekends, snowmobiling adventures, summer hiking, and everything in between. Inside, you’ll

    Mike Masters Four Seasons Sotheby's Int'l Realty

    42 Airport Rd, Shaftsbury, VT 05262
  • /44

    $275,000

    Sold Jan 23, 2026

    211 Grandview St, North Bennington, VT 05257

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft
    • Built 1955

    Last Sold Summary

    • 7% Below List Price
    • $149/SF
    • 21 Days On Market

    Current Estimated Value $282,027

    Last Listing Agent Colt Hazell Flex Realty

    211 Grandview St, North Bennington, VT 05257
    • /12

      Est $333,356

      Not Listed For Sale

      140 Church St, Shaftsbury, VT 05262

      • 3 Beds
      • 1.5 Baths
      • 2,123 Sq Ft
      • Built 1870
      140 Church St, Shaftsbury, VT 05262

      Last Sold Summary

      • 7 Days On Market

  • /21

    $125,000

    Pending
    • Land
    • 4 Acres
    • $31,250 per Acre

    773 Shaftsbury Hollow Rd, Shaftsbury, VT 05262

    Set on 4 scenic acres in Shaftsbury Hollow, this special property offers a rare blend of open pasture, mature woodland, and frontage along the Little White Creek. The setting is both peaceful and recreational—ideal for those seeking a true Vermont escape. Enjoy natural shade along the water’s edge, spend summer days swimming or casting for brook trout, and gather around the campfire under the

    Jenifer Prouty Hoffman Hoffman Real Estate

    773 Shaftsbury Hollow Rd, Shaftsbury, VT 05262
  • /35

    $279,000

    Sold Aug 07, 2025

    65 Mountain View Dr, Shaftsbury, VT 05262

    • 3 Beds
    • 2 Baths
    • 1,740 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $160/SF
    • 30 Days On Market

    Last Listing Agent Dan Mason Perrott Realty

    65 Mountain View Dr, Shaftsbury, VT 05262
    • /60

      Est $308,251

      Not Listed For Sale

      450 Cleveland Ave, Shaftsbury, VT 05262

      • 4 Beds
      • 2 Baths
      • 1,872 Sq Ft
      • Built 1920
      450 Cleveland Ave, Shaftsbury, VT 05262

      Last Sold Summary

      • 31 Days On Market

  • /60

    $574,900

    $5K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 2,529 Sq Ft

    126 Simeon Dean Rd, Shaftsbury, VT 05262

    Horse enthusiasts take notice! Barn Recently renovated w New Electric, 3@12x12 stalls, new Loft & Heated Tack Rm added, or use as desired, Hobby Shop, Antiques, Storage. Wonderful Newly Fenced Pasture & Paddocks & Fencing around house for children or pets. Charming audible Paran Creek from the porch w/nearby adjoining access to serene 6acre Spring Fed Pond. Total of 17.47 acres for your complete

    Denise Byers Green Mountain Premiere Properties

    126 Simeon Dean Rd, Shaftsbury, VT 05262
  • /37

    $219,000

    Sold Aug 29, 2025

    261 Sycamore Ln, Shaftsbury, VT 05262

    • 3 Beds
    • 1 Bath
    • 1,156 Sq Ft
    • Built 1961

    Last Sold Summary

    • $189/SF
    • 4 Days On Market

    Current Estimated Value $222,585

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    261 Sycamore Ln, Shaftsbury, VT 05262
    • /16

      Est $247,160

      Not Listed For Sale

      102 Meadow Ln, Shaftsbury, VT 05262

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1974
      102 Meadow Ln, Shaftsbury, VT 05262

      Last Sold Summary

      • 0 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Prices in Shaftsbury, VT

Home Price Trends

Median Sale Price
$247,500
Median Single Family Sale Price
$419,000
Median 2 Bedroom Sale Price
$230,000
Average Price Per Sq Ft
$236
Number of Homes for Sale
12
Last 12 months Home Sales
24
Months of Supply
6.00
Median List Price
$437,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-44%
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