23

Shaftsbury, VT Homes for Sale

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  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /27

    $290,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,190 Sq Ft

    196 Granger Hollow Rd, North Bennington, VT 05257

    Currently being used as a primary home a vacant 2nd home, this property could be either a single family residence with/without an in-law house or as a 2 unit multifamily with 2 separate houses with your tenants paying all utilities responsible for their own plowing and yard upkeep. This quiet country location has 2 homes located on its 2 acres. The main home is a 3 bedroom ranch featuring a large

    Steve Schoppmeyer BHG Masiello Brattleboro

    196 Granger Hollow Rd, North Bennington, VT 05257
  • /10

    $125,000

    • Land
    • 5.77 Acres
    • $21,664 per Acre

    0 East Rd, Shaftsbury, VT 05262

    Set along scenic East Road in Shaftsbury, this 5.77-acre wooded parcel offers a beautiful opportunity to create a private Vermont homesite in one of the area’s most appealing rural settings. The land is currently wooded, allowing the next owner to decide how much to clear for a driveway, yard, gardens, or building site, with potential for a mountain view to the north with selective clearing.

    Jenifer Prouty Hoffman Hoffman Real Estate

    0 East Rd, Shaftsbury, VT 05262
  • /54

    $495,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 3,312 Sq Ft

    498 Townline Rd, Bennington, VT 05201

    If you are seeking privacy and serenity, look no further. Your private drive will lead you to your home on the hill with no neighbors in sight. You will enjoy this peaceful spot, yet you are just 5 miles to downtown Bennington. 52+ acres that include open land perfect for kids, animals, gardens, sledding, or all of the above. The blueberry bushes are big producers. This home was built by the

    Betty McEnaney Diamond Realty

    498 Townline Rd, Bennington, VT 05201
  • /46

    $1,550,000

    • 5 Beds
    • 5 Baths
    • 6,129 Sq Ft

    1035 Holy Smoke Rd, Shaftsbury, VT 05262

    Experience the quintessential Vermont lifestyle in this masterfully renovated (2021) contemporary farmhouse, offering 6,100 sq. ft. of finished living space. Tucked at the end of a breathtaking maple-lined driveway, this 17± acre property offers panoramic mountain views and a private sanctuary for hiking, cross-country skiing, snowshoeing, and snowmobiling right from your door.The heart of

    Lori Hurley Four Corner Properties LLC

    1035 Holy Smoke Rd, Shaftsbury, VT 05262
  • /36

    $359,000

    $40K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,938 Sq Ft

    100 McCarthy Acres, North Bennington, VT 05257

    Nearly Lakefront Living in the Heart of North Bennington!Come for the space—stay for the location! This spacious home offers over 2,500 sq. ft. of living space, including 5 bedrooms, 3 full bathrooms, a large home office in the finished basement, and a versatile 250 sq. ft. bonus room attached to one of the upstairs bedrooms. The original garage has been thoughtfully transformed into a 600

    Nicholas Charest Maple Leaf Real Estate

    100 McCarthy Acres, North Bennington, VT 05257
  • /12

    $825,000

    $40K PRICE DROP
    • 5,568 Sq Ft

    1931 Vermont Route 67 E, Shaftsbury, VT 05262

    Rare investment opportunity in one of the area’s most desirable neighborhoods! This unique offering includes two historic buildings set on a spacious 1-acre lot, featuring a total of 8 well-maintained units—comprised of (4) two-bedroom apartments and (4) one-bedroom apartments. Each building offers shared covered front porches, perfect for enjoying the charm of this pleasant street setting. The

    Julie Glover Mahar McCarthy Real Estate

    1931 Vermont Route 67 E, Shaftsbury, VT 05262
  • /34

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 2,343 Sq Ft

    760 W Mountain Rd, Shaftsbury, VT 05262

    Tucked away in a private setting in Shaftsbury, this inviting home sits on 2.12 acres, offering both tranquility and convenience-just a short drive to both Manchester and Bennington. With 2,350 square feet of living space, the home features 3 bedrooms and 2.5 baths, thoughtfully designed for comfort and functionality. Many upgrades were completed in 2006, enhancing both efficiency and livability.

    Kelley Mccarthy Mahar McCarthy Real Estate

    760 W Mountain Rd, Shaftsbury, VT 05262
  • /60

    $1,495,000

    $300K PRICE DROP
    • 17 Beds
    • 20 Baths
    • 14,861 Sq Ft

    3888 Vermont Route 7a, Shaftsbury, VT 05262

    The historic Arlington Inn & Spa is the centerpiece of scenic Arlington, Vermont. It features a tavern, restaurant and massage spa room. There are 15 guest rooms in 3 buildings, and an antique event barn on over 3.5 beautifully landscaped acres. This unique property can easily be configured in many creative ways. It could remain as an inn with a restaurant and bar. It could become a restaurant

    Vicki Wilson Maple Leaf Real Estate

    3888 Vermont Route 7a, Shaftsbury, VT 05262
  • /2

    $65,000

    • Land
    • 17.3 Acres
    • $3,757 per Acre

    0 Hidden Valley Rd Unit 5055076, Shaftsbury, VT 05262

    Ready to build 17 acer lot with wastewater permit for a 4 bedroom single family residence. Great potential for a pond site and the trails on the lot make it a great opportunity for a horse paddock.

    Dan Mason Perrott Realty

    0 Hidden Valley Rd Unit 5055076, Shaftsbury, VT 05262
  • /25

    $1,425,000

    • 3 Beds
    • 2.5 Baths
    • 2,560 Sq Ft

    1058 Granger Hollow Rd, North Bennington, VT 05257

    A private Vermont sanctuary set on over 40 acres of meadows, rolling hills, stone walls, and mature forest. This sophisticated modern farmhouse offers rare peace, privacy, and natural beauty, and sweeping seasonal views from every room.Designed to blend seamlessly into the land, the light-filled home features expansive Marvin windows and refined custom finishes throughout. The chef’s kitchen

    Andrea Kaplan Four Seasons Sotheby's Int'l Realty

    1058 Granger Hollow Rd, North Bennington, VT 05257
  • /60

    $397,000

    $8K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,729 Sq Ft

    1260 Cider Mill Rd, Shaftsbury, VT 05262

    Tucked away on a peaceful country road in Shaftsbury, this 2-bedroom, 2-bath contemporary ranch offers the perfect balance of privacy and convenience—just 10 minutes to Bennington. Set on 1.5 acres, the home features easy one-level living with an open, light-filled layout. The heart of the home is the bright, sunny kitchen with ample workspace and modern finishes. The spacious primary suite

    Vicki Wilson Maple Leaf Real Estate

    1260 Cider Mill Rd, Shaftsbury, VT 05262
  • /32

    $750,000

    $45K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,696 Sq Ft

    130 Ipan Rd, North Bennington, VT 05257

    Tucked away on a private road, this stunning brick colonial offers over 30 acres of peaceful Vermont countryside-yet is less than 2 miles from the Village of North Bennington and Bennington College. A classic barn and separate studio provide endless possibilities for hobbies, storage, or creative space. The main level features a spacious living room with a fireplace, warm pine floors, and plenty

    Kelley Mccarthy Mahar McCarthy Real Estate

    130 Ipan Rd, North Bennington, VT 05257
  • /55

    $1,450,000

    $45K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 4,864 Sq Ft

    557 Bennett Hill Rd, Shaftsbury, VT 05262

    Gorgeous, renovated Colonial offering exceptional flexibility, thoughtful design, and timeless charm. This beautifully updated property features a spacious main residence along with a stunning addition that includes a full in-law suite and a private studio above ideal for guests, extended family, a home office, or potential rental income. Solar panels installed above the garage power efficient

    Kelley Mccarthy Mahar McCarthy Real Estate

    557 Bennett Hill Rd, Shaftsbury, VT 05262
  • /60

    $395,000

    • 4 Beds
    • 2 Baths
    • 1,593 Sq Ft

    1111 Old Depot Rd, Shaftsbury, VT 05262

    Welcome to 1111 Old Depot Road in Shaftsbury, Vermont, where country living and natural beauty come together on approximately four scenic acres. This inviting four-bedroom, two-full-bath ranch-style home offers a rare opportunity to enjoy privacy, natural beauty, and convenient access to one of Southern Vermont's most beloved recreational destinations. Set on a spacious parcel with room to relax,

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    1111 Old Depot Rd, Shaftsbury, VT 05262
  • /19

    $449,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,124 Sq Ft

    259 State Line Rd, Eagle Bridge, NY 12057

    Well maintained 1800's farm is perfect for homesteading. It features 360 degree views on 10 organically managed acres on the NY/VT border. The main home offers 3BR's, 2 baths, and a large front porch, plus a private in-law apartment with loft bedroom, large barn, raised garden beds and fruit trees. In addition, the property was previously used as a residence with airbnb and hip camp rentals.

    Jonathan Minerick Homecoin.com

    259 State Line Rd, Eagle Bridge, NY 12057
  • /12

    $65,000

    • Land
    • 5.55 Acres
    • $11,712 per Acre

    185 State Line Rd, Hoosick Falls, NY 12090

    Bring your vision to life on this scenic 5.55-acre parcel in the peaceful countryside of White Creek, NY. With a septic design for a 4-bedroom home, this property is ready for your dream build. The land offers a perfect mix of open meadow and wooded areas, giving you space for gardens, outdoor recreation, and privacy among the trees. Enjoy the tranquility of rural living while being just minutes

    Vicki Wilson Maple Leaf Realty

    185 State Line Rd, Hoosick Falls, NY 12090

Why Live in Shaftsbury

Shaftsbury, VT, is a rural community nestled between the Taconic and Green Mountains, offering a quiet lifestyle with picturesque views. The area features a mix of sprawling farmland, compact subdivisions, and hillside homes, with properties ranging from historic 1800s houses to modern builds. Residents enjoy abundant wildlife, including deer, moose, wild turkeys, and bobcats. Outdoor activities are plentiful, with Lake Shaftsbury State Park providing a beach, swimming area, and boat rentals, while nearby trails and ski resorts like Prospect Mountain and Stratton Mountain Resort offer hiking and skiing opportunities. The community supports local farms such as Clear Brook Farm and Mighty Food Farm, and the Shaftsbury Country Store serves as a café and local produce vendor. For more extensive shopping needs, residents travel 10 miles south to Bennington, which hosts national retailers like Walmart and Hannaford grocery store. Shaftsbury is about an hour's drive from Albany, NY, where Albany International Airport is located. The local schools receive average ratings, with Mount Anthony Union High School known for its record-breaking wrestling team. With its scenic views, diverse home styles, and access to outdoor recreation, Shaftsbury provides a unique rural living experience.

Frequently Asked Questions

What is the average home price in Shaftsbury, VT?
Homes for sale in Shaftsbury, VT have an average home price of $577,641.
Are home prices dropping in Shaftsbury?
Yes, home prices in Shaftsbury are down 25% in the last 12 months.
How many homes have sold over the last 12 months in Shaftsbury, VT?
24 homes have sold in Shaftsbury, VT over the last 12 months.
What is the average household income in Shaftsbury, VT?
The average household income in Shaftsbury, VT is $118K.
What are the most popular zip codes in Shaftsbury, VT?
The most popular zip codes in Shaftsbury, VT include 05262, 05257, 05201, 12057 and 12090.
How much do you need to make to afford a house in Shaftsbury?
The median home price in Shaftsbury is $437,000. If you put a 20% down payment of $87,400 and had a 30-year fixed mortgage with an interest rate of 6.47%, your estimated principal and interest payment would be $2,200 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $94K a year to afford the median home price in Shaftsbury. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Shaftsbury is $118K.
How are the schools in Shaftsbury, VT?
Shaftsbury, VT has highly rated public and private schools. Some of the best schools in Shaftsbury based on Niche Grades are Cambridge Junior/Senior High School, Fisher School and Cambridge Elementary School. Browse all the schools in Shaftsbury, VT to learn more.

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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