Flat Fee Real Estate logo

Shaftsbury VT Real Estate

Shaftsbury Homes for Sale

Tip - Create an account (it’s free) to save your favorite Vermont real estate listings and get notified when similar properties are posted.

Questions? Call Flat Fee Real Estate at 802-318-0833 or contact us online!

Shaftsbury is a town located in Bennington County in the southwestern part of Vermont. It has a population of approximately 3,700 and its median household income is approximately $52,000. Neighboring towns include Arlington and Stratton. Shaftsbury has one elementary school that provides schooling through grade 6. It shares its middle school (7th and 8th grade) with Bennington and is part of the Mount Anthony Union High School with neighboring towns. Browse available Shaftsbury VT real estate below. 

263 Elm Street Shaftsbury VT 05262

Shaftsbury, VT263 Elm Street

Price$449,900

Est. Mortgage: $/month

MLS Number 5028838

  • Residential Single Family
  • Full Bath 1
  • Village North Bennington
  • Address 263 Elm Street
  • Construction Existing

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 the eat-in kitchen. The first floor laundry room, full bathroom, and a second bedroom round out the first floor. The second level features two additional bedrooms, a second bath and an office/ bonus space. Easy first-floor living and comfortable family flow. The full poured concrete basement with a new Buderus Boiler, 200 amp electrical service, and a spacious workshop. Enjoy newer windows, fresh paint, a metal roof, two generous decks and large storage shed all on a lovely corner lot. This home is located in Shaftsbury, bordering the Village of North Bennington so school choice may be an option. Don't miss out on this spacious home with mountain views, close to beautiful walking trails and all amenities. Such as restaurants, deli, library, Lake Paran's swimming and fishing, the Park -McCullough Historic Governor's Mansion with Farmer's Markets and so much more. Some photos have been digitally staged.Come discover the charming Village of North Bennington! Call today.

Listed by Margretta Fischer of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

972 Vt Route 7a Shaftsbury VT 05262

Shaftsbury, VT972 Vt Route 7a

Price$550,000

Est. Mortgage: $/month

MLS Number 5027950

  • Multifamily
  • Address 972 Vt Route 7a
  • Units 3
  • Bathroom 2
  • Acreage 0.15

MIXED USE INVESTMENT PROPERTY boasts two rental apartments and first floor retail space. The “Shaftsbury Country Store Building” on Historic Route 7A has stood the test of time. This landmark building dates back to 1850, when 10% of Vermont's population was destined to serve in the Union Army and fight in the Civil War. The back apartment is on the second and third floors with a large deck offering lovely mountain views. Three bedrooms, a spacious living room, a large eat-in kitchen, and plenty of extra space for your home office make this a most sought-after living space. The roomy front sunlit apartment has been recently updated and boasts three bedrooms with an open kitchen, dining, and living area. As a tenant, the thoroughly transformed Shaftsbury Country Store contributes to the rental income of this property. While this listing is for the real estate property, interested parties are encouraged to inquire for further details on opportunities tied to this unique retail location. We welcome your inquiry about this historic property...

Listed by Kristin Comeau and Elliott Nachwalter of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

2017 East Road Shaftsbury VT 05262

Shaftsbury, VT2017 East Road

Price$245,000

Est. Mortgage: $/month

MLS Number 5027108

  • Residential Single Family
  • Full Bath 2
  • Address 2017 East Road
  • Construction Existing
  • Bedrooms 3

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 pellet stove, kitchen with modern appliances and dining area. Outside a 2 car detached garage, storage sheds and front and rear porches.

Listed by Max Squiers of KW Vermont - Brenda Jones Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1516 West Mountain Road Shaftsbury VT 05262

MLS Number 5020098

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

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 chef's kitchen equipped with a Viking gas range, granite countertops and custom cabinetry. Cozy up by the handsome wood-burning fireplace or the efficient pellet stove. With new insulation and updated windows, comfort and efficiency are prioritized. The fenced-in yard is ideal for outdoor entertaining, complete with a platform deck for grilling and ample space for your four-legged friends. Don't miss the unfinished dry basement and the attached two-car garage. This property offers a perfect blend of private modern living and natural beauty! Call today.

Listed by Margretta Fischer of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

2167 Myers Road Shaftsbury VT 05262

Shaftsbury, VT2167 Myers Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 5014689

  • Residential Single Family
  • Full Bath 1
  • Address 2167 Myers Road
  • Construction Existing
  • Bedrooms 3

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, propane fire-pit and an in-ground pool perfect for summer relaxation, along with a 90 foot deck complete with retractable awnings for shaded outdoor gatherings. For those seeking ample storage or hobby space, the property includes a separate 4-bay garage with a second-story loft for additional storage needs. A pond and a pool pump house. Another outbuilding provides the perfect setup to house a large class A motor home or a boat, making this an ideal retreat for adventurers. In 1997, a striking post and beam great room addition was added to the home, showcasing a floor-to-ceiling stone fireplace as the room's centerpiece. The loft above offers a cozy perch, ideal for a reading nook or office space. Inside, you'll find a renovated kitchen, seamlessly blending modern appliances with the home's original character. With three spacious bedrooms and three updated bathrooms including one with a steam shower, this home offers comfort and privacy for family and guests alike. A rare blend of history, nature, and modern living, this property is truly one-of-a-kind.

Listed by Kelley McCarthy of Mahar McCarthy Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

5055 Vt Route 7a Shaftsbury VT 05262

Shaftsbury, VT5055 Vt Route 7a

Price$1,500,000

Est. Mortgage: $/month

MLS Number 5013489

  • Residential Single Family
  • Full Bath 1
  • Address 5055 Vt Route 7a
  • Construction Existing
  • Bedrooms 5

RARE Vermont Live & Work opportunity to become the third owner in nearly 50 years of the chocolate barn, a local landmark known for its commitment to high-quality ingredients and exceptional customer service. Fully turnkey with proven track records of success and growth provides fantastic opportunities for new ownership stepping in to continue the momentum. Strategically positioned along Historic Route 7a, the business attracts steady streams of locals and tourists year-round. Years of commitment results in premium products sold in-house retail and numerous high-profile wholesale accounts (restaurants, inns, country stores). Sale includes fully operational retail chocolate/ice-cream/gift shop. Known for high-quality offerings resulting in high-volume repeat customer base and strong online presence creating year-round steady cash flow. Opportunities to expand wholesale ice-cream sales, explore additional markets and/or increase offerings. Rare chance to acquire a successful, beloved business perfect for an entrepreneur looking to enter the food industry or expand current portfolio. Owner-provided training with purchase. An 1842 Greek Revival farmhouse located on the property is included. Stunning home beautifully updated with original architectural features. This once-in-a-lifetime opportunity sits on +/- 5.0 acres of rolling lawns and old-growth sugar maples with quintessential panoramic views of The Green Mountains. NDA and buyer questionnaire required before showing.

Listed by Kristin Comeau and Elliott Nachwalter of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

143 Cedar Circle Shaftsbury VT 05262

Shaftsbury, VT143 Cedar Circle

Price$595,000

Est. Mortgage: $/month

Pending

MLS Number 5009935

  • Residential Single Family
  • Full Bath 2
  • Address 143 Cedar Circle
  • Construction Existing
  • Bedrooms 4

Custom Built home and never before offered for sale in the lovely Hidden Valley of Shaftsbury, close to the lake and the farm fresh food stand and delicious chocolate barn. This spacious home boasts a recent addition custom built post and beam attached barn with a loft and full basement. The custom built stone fireplace in family room to the custom cherry cabinets in the kitchen will impress you. Full basement with den, bathroom and laundry and walks out to stamped concrete covered patio. Incredible storage in the dry basement and ask me about a cool surprise there. Off the back of the home, you can go on the deck from the living room or the foyer. There is an office with another room that also leads to the deck, this is a perfect space for a first floor bedroom or in law set up or home business office. Attached 2 car garage on the opposite side as the barn. Upstairs there are 4 bedroom spaces including primary with large bathroom and attach storage as well as 2 walk in closets. Paved driveway, beautifully landscaped with stonework and a frog pond, plus perennials galore and fruit trees and berry bushes, a hobby farmers dream! You will fall in love!

Listed by Lillian West of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

883 Vt Route 7a Shaftsbury VT 05262

Shaftsbury, VT883 Vt Route 7a

Price$199,000

Est. Mortgage: $/month

MLS Number 5005228

  • Residential Single Family
  • Full Bath 2
  • Village Shaftsbury
  • Address 883 Vt Route 7a
  • Construction Existing

A classic Victorian home in the village of Shaftsbury is waiting for your imagination and perseverance to bring this once charming residence back to its original luster. Each room has its own character from dining room built-ins, shelving throughout the entire house to display your precious treasures, living room fireplace for those cozy winter nights, exposed brick and extra large eat-in kitchen. There are four bedrooms on the second floor, one is an office. The back entrance brings you into a very spacious mudroom, always a plus for Vermont's ever changing seasons. A stairway that leads to the cellar from the back entrance was once an apartment with a kitchenette and full bathroom.There are two sources of heat, an oil furnace and a wood furnace. The grounds need some reshaping and in-ground pool could be a plus for the hot summer days and entertaining. Sidewalks for safe walking, close to the post office, Shaftsbury Elementary School and the Shaftsbury Country Store. Easy drive to shopping and restaurants in either Bennington, or Manchester. Three hours to NYC and Boston, one hour to Albany International airport for travel. Come and take a look, I'd love to show you! House is being sold "as is."

Listed by Monique Geannelis of Mahar McCarthy Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity 

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. Data last updated February 9, 2025 8:37 PM EST