Shaftsbury, VT Homes for Sale with Acreage

/59
$1,150,000
- 3 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

Kristin Comeau

TPW Real Estate

(802) 520-1220

636 Dexter Rd, Shaftsbury, VT 05262
/13
$199,000
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
2017 East Rd, Shaftsbury, VT 05262

3 bedroom 2 bath, double wide on 1.49 acres in Shaftsbury. Offering good location, large yard, and convenient travel to town. Living room with new pellet stove, kitchen with modern appliances including newer stove and dining area. Outside a 2 car detached garage, storage sheds and front and rear porches. New carpet.

Max Squiers

KW Vermont - Brenda Jones Real Estate Group

(802) 798-5968

2017 East Rd, Shaftsbury, VT 05262
/60
$1,795,000
- 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 Realty

(802) 392-9104

3888 Vermont Route 7a, Shaftsbury, VT 05262
/46
$895,000
- 5 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

Brooke Thomson Drew

Mahar McCarthy Real Estate

(802) 810-8434

2 Cold Spring Rd, North Bennington, VT 05257
/60
$1,950,000
- 4 Beds
- 3.5 Baths
- 3,333 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, a 2 car garage, top notch equestrian facilities, a trout and koi pond, and the list goes on and on. The winding driveway leads to a world away, as it opens to view of the exclusive estate in all of it's glory. The 3 Bedroom, 4000SF

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 441-6014

1268 Myers Rd, Shaftsbury, VT 05262
/36
$499,900
- 3 Beds
- 2 Baths
- 1,520 Sq Ft
1061 Granger Hollow Rd, North Bennington, VT 05257

Dreaming of a peaceful Vermont lifestyle? This three bedroom, 2 bath home sits on 11.5 acres of beautiful land with rolling open mountain views, a stream, mature apple trees, and an inground pool all the ingredients for your perfect retreat.Step inside to this home that has had a complete refresh. The home offers a first floor bedroom and full bath with a step in shower, making it great

Brooke Thomson Drew

Mahar McCarthy Real Estate

(802) 481-3292

1061 Granger Hollow Rd, North Bennington, VT 05257
/18
$409,900
- 4 Beds
- 2.5 Baths
- 2,229 Sq Ft
2842 Vermont Route 7a, Shaftsbury, VT 05262

Elegant Country Estate with Panoramic Mountain Views – Shaftsbury, VT.Welcome to 2842 VT-7A — an exceptional single-level luxury residence set on over 5 private, landscaped acres in the tranquil hills of Shaftsbury. This custom-designed ranch-style home blends timeless Vermont charm with modern comfort, offering 2,229± sq ft of refined interior space, thoughtfully crafted for both relaxed

Derek Greene Derek Greene

2842 Vermont Route 7a, Shaftsbury, VT 05262
/49
$595,000
- 3 Beds
- 2 Baths
- 2,278 Sq Ft
199 North Rd, Shaftsbury, VT 05262

Expansive Home with Guest House on Nearly 10 Serene Acres. Tucked away on almost 10 peaceful acres, this beautifully crafted property offers a spacious main home and a well-appointed guest house-ideal for multigenerational living, rental income, or hosting guests. The main residence impresses with its soaring cathedral ceilings in the living room, a dramatic floor-to-ceiling stone fireplace, and

Timothy Corcoran Mahar McCarthy Real Estate

199 North Rd, Shaftsbury, VT 05262
/36
$498,000
- 3 Beds
- 2 Baths
- 1,671 Sq Ft
6 Dwyers Camp Rd, Shaftsbury, VT 05262

Discover quintessential Vermont living in this charming home, ideally situated on 6.9 serene acres in scenic Shaftsbury, a picturesque town in Southern Vermont. This meticulously maintained residence offers a blend of rustic charm and modern sophistication, providing a tranquil retreat with convenient access to area amenities and attractions. Thoughtful renovations have elevated its interior,

Lori Hurley Four Corner Properties LLC

6 Dwyers Camp Rd, Shaftsbury, VT 05262
/59
$699,000
- 3 Beds
- 2.5 Baths
- 3,637 Sq Ft
272 Oak Hill Rd, Shaftsbury, VT 05262

Built in 2001, this stunning contemporary home sits on just under 8 peaceful acres and offers a perfect blend of space, light, and comfort. The grand two-story living room features soaring ceilings and a cozy pellet stove, creating an impressive focal point. The first floor offers a spacious primary suite for ultimate convenience, along with a dedicated home office—perfect for remote work or

Faith Rhodes Maple Leaf Realty

272 Oak Hill Rd, Shaftsbury, VT 05262
/50
$425,000
- 3 Beds
- 2 Baths
- 1,941 Sq Ft
97 Buck Hill Rd, Shaftsbury, VT 05262

Two homes on 4.67 acres in Shaftsbury, VT! This village home offers a rare opportunity indeed by including a separate 2 bedroom ranch home as well. The main home is a charming New England farmhouse with 3 bedrooms and 2 bathrooms, living room, formal dining room, kitchen, main level laundry and so much more. The accessory dwelling unit offers 2 bedrooms, 1 bathroom, eat-in kitchen and living

Brenda Jones KW Vermont - Brenda Jones Real Estate Group

97 Buck Hill Rd, Shaftsbury, VT 05262
/54
$1,995,000
- 3 Beds
- 3 Baths
- 5,228 Sq Ft
2167 Myers Rd, Shaftsbury, VT 05262

Welcome to Hidden Ponds Farm!!! Nestled amidst 40 sprawling acres, this historic early 1800's post and beam converted barn is a rare gem combining rustic charm with modern comforts. The property is highlighted by a stunning 1,000-foot hand-placed stone wall, two picturesque ponds, and two orchards offering seasonal beauty and fresh fruit. The expansive outdoor space also features a hot tub,

Kelley Mccarthy Mahar McCarthy Real Estate

2167 Myers Rd, Shaftsbury, VT 05262
/2
$199,500
- Land
- 47 Acres
- $4,245 per Acre
TBD Myers Rd, Shaftsbury, VT 05262

47+/- magical acres of rolling meadows, mountain views, hard woods and wildlife. The acreage affords you the opportunity to build your dream home/mini farm. The expansive acreage invites you to explore the surrounding nature, whether it's a morning walk on the bucolic rural road, greeting the early birds or sitting high on the hillside staring at the stars. Few parcels of this size remain

Carol O`Connor Four Seasons Sotheby's Int'l Realty

TBD Myers Rd, Shaftsbury, VT 05262
/48
$685,000
- 3 Beds
- 2.5 Baths
- 1,738 Sq Ft
1516 W Mountain Rd, Shaftsbury, VT 05262

Discover your dream retreat in this immaculate 3-bedroom, 3-bath, single level home, nestled on over 4 acres of breathtaking landscape. Enjoy expansive mountain views of the Taconic range, Bennington Monument, and Mount Graylock. Relax on the spacious deck or in the screened-in porch, soaking in the stunning vistas. This updated one-level home, features hardwood floors throughout and an open

Margretta Fischer Wohler Realty Group

1516 W Mountain Rd, Shaftsbury, VT 05262
/2
$49,000
- Land
- 8 Acres
- $5,904 per Acre
0 Glastenbury Rd Unit 5019171, Shaftsbury, VT 05262

Wooded lot on Shaftsbury / Glastenbury line.

Christiane Carroccio TPW Real Estate

0 Glastenbury Rd Unit 5019171, Shaftsbury, VT 05262
/32
$299,900
- Land
- 124 Acres
- $2,419 per Acre
49 State Line Rd, White Creek, NY 12057

Welcome to 49 State Line Road ~124 acres where NY meets VT and opportunity meets imagination. Stretching across Rensselaer and Washington Counties, this versatile property features wooded trails, stone walls, pasture trees, and a peaceful woodland creek. Timber inventory estimates 300,000+ board feet of hardwood and ~4,200 maple taps. Existing trails and elevated sites offer potential for a

Erin Pulver Find Advisors

49 State Line Rd, White Creek, NY 12057

Vermont Bennington County Shaftsbury

Home Trends in Shaftsbury, VT

On average, homes in Shaftsbury, VT sell after 56 days on the market compared to the national average of 70 days. The median sale price for homes in Shaftsbury, VT over the last 12 months is $750,000, up 88% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$750,000

Median Single Family Sale Price

$1,150,000

Average Price Per Sq Ft

$441

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

9.60

Median List Price

$1,150,000

Median Change From 1st List Price

-1%

Median Home Sale Price YoY Change

88%

How to Buy a Home How to Finance a Home How to Sell a Home

In Shaftsbury, there are currently 16 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Shaftsbury, VT offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Shaftsbury and discover the potential and freedom that comes with owning your own piece of property.

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