Shaftsbury, VT Houses for Sale

/34
$399,900
- 2 Beds
- 3 Baths
- 1,420 Sq Ft
43 Spur Rd, Bennington, VT 05201

Private and gorgeous home situated on 3.54 acres in Shaftsbury. Offering 2 bedrooms with a full primary suite (large primary bathroom and walk in closet), 3 total bathrooms and modern design. Enjoy the large airy and open living room with fireplace, modern kitchen with plenty of cupboards and marble counter top and dining area with slider to the private backyard and multi-level deck. Many

Max Squiers

KW Vermont - Brenda Jones Real Estate Group

(802) 255-8583

43 Spur Rd, Bennington, VT 05201
/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
- 2,108 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
/60
$1,150,000
- 3 Beds
- 3 Baths
- 2,267 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
/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) 444-8317

3888 Vermont Route 7a, Shaftsbury, VT 05262
/59
$679,000
- 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
/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
/48
$899,000
- 4 Beds
- 4 Baths
- 3,691 Sq Ft
42 Airport Rd, Shaftsbury, VT 05262

Welcome to this exquisite post and beam timber frame home, nestled in a prime location just moments from the Mount Snow Ski Resort and Mount Snow Golf Course. This remarkable 4-bedroom, 4-bathroom home blends rustic charm with modern luxury, offering an unparalleled mountain retreat perfect for both relaxation and adventure. As you step inside, you’ll be greeted by soaring ceilings and

Mike Masters Four Seasons Sotheby's Int'l Realty

42 Airport Rd, Shaftsbury, VT 05262
/17
$485,000
- 2 Beds
- 1 Bath
- 1,144 Sq Ft
1376 Shaftsbury Hollow Rd, Shaftsbury, VT 05262

Discover a true Vermont lifestyle at this meticulously maintained charming farmhouse nestled on picturesque Shaftsbury Hollow Road. This property combines historic character with thoughtful modern updates, offering a serene retreat with breathtaking mountain views across a just shy of 10-acre lot where the White Creek gracefully runs along one side and the entire back boundary. Step out onto the

Lori Hurley Four Corner Properties LLC

1376 Shaftsbury Hollow Rd, Shaftsbury, VT 05262
/18
$389,900
- 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
/36
$399,000
- 5 Beds
- 3 Baths
- 3,118 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 Realty

100 McCarthy Acres, North Bennington, VT 05257
/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
/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
/51
$279,900
- 4 Beds
- 2 Baths
- 1,302 Sq Ft
224 Sycamore Ln, Shaftsbury, VT 05262

This 4 bedroom cape is located on a dead end street in a desirable neighborhood within the village of Shaftsbury. The updated kitchen has a small island and is open to the dining area. The living room has hardwood floors, gas fire place and built-ins along one wall. There is a washer and dryer located on the first floor in the entry hall and a full bath also on this level. There are two

Catherine Cairns Maple Leaf Realty

224 Sycamore Ln, Shaftsbury, VT 05262
/52
$425,000
- 4 Beds
- 2 Baths
- 2,368 Sq Ft
263 Elm St, North Bennington, VT 05257

Fabulous Four Bedroom Farmhouse. Updated kitchen with new stainless steel appliances. Take in the mountain view through your newer windows over the new stainless steel sink and subway tile backsplash. Natural light floods this spacious home. The first-floor primary bedroom has a private walk-out deck overlooking the large level backyard. The generous living room opens up to a dining area just off

Margretta Fischer Wohler Realty Group

263 Elm St, North Bennington, VT 05257

Vermont Bennington County Shaftsbury

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.

Learn more about living in Shaftsbury

Home Trends in Shaftsbury, VT

On average, homes in Shaftsbury, VT sell after 57 days on the market compared to the national average of 52 days. The median sale price for homes in Shaftsbury, VT over the last 12 months is $490,000, up 33% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$490,000

Median Single Family Sale Price

$496,500

Average Price Per Sq Ft

$270

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

6.90

Median List Price

$525,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

33%

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

In Shaftsbury, there are currently 17 houses for sale, offering an array of options for potential buyers. With houses priced between $279,900 to $1,995,000, there's a range to accomodate every budget. As of August, 2025 the median home price in Shaftsbury is $525,000, while the average sale price is $495,809, offering insights into the local housing market. On average, houses spend 57 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Shaftsbury, VT and find the perfect place to call home.

Shaftsbury Types of Homes for Sale

Shaftsbury Homes for Sale

More About Living in Shaftsbury

Homes in Nearby Cities

Homes in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.