Bennington and Shaftsbury VT Real Estate

Bennington and Shaftsbury, Vermont are located south of the Northshire communities in the Manchester and mountain town areas, and sit on the western border with New York State. Historic Bennington has a vibrant downtown and plenty of choices of neighborhoods for home buyers. Bennington boasts historic museums, sites and markers from the Battle of Bennington - one of the key Revolutionary War clashes in the larger Battle of Saratoga. The Battle of Bennington monument is the tallest man-made structure in all of Vermont. Just north of Bennington lies Shaftsbury and it's rural, rolling hills, fields and farms. Shaftsbury Vermont has hiking, local food farm stores, and historic buildings. The town has the quiet expected of a peaceful Vermont town, star-filled skies at night, yet so close to the conveniences of Bennington.

Don't hesitate to contact us today for more information and to schedule a visit to the area with a knowledgeable broker.

Register to save your favorite listings and receive notification when similar Bennington and Shaftsbury properties hit the market

63 Regwood Drive Bennington VT 05201

Bennington, VT63 Regwood Drive

Price$195,000

Est. Mortgage: $/month

MLS Number 4791650

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05201

Located off Monument Ave just outside of Old Bennington. Well maintained ranch featuring spacious sunroom with slider to patio, 4 bedrooms which includes a master bedroom with master bath, dining room, family room with wood stove insert, kitchen with skylight. New roof a few years ago by Vermont Roofing. Large deck and patio to enjoy the view of .88 acre lot dotted with trees for natural shade. Great location to access the trails on Mount Anthony or to stroll to the Old First Church and Monument in Old Bennington.

Listed by Kim Warren of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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 A VisitAsk A QuestionMore Details

432 South Bennington VT 05201

MLS Number 4791556

  • Condo
  • New Contruction Existing
  • Complex Nathanial Court
  • Year Built 1989
  • Square Feet 819

You must see the improvements to this first floor end unit! Recently renovated with all new flooring, fresh paint and an updated kitchen. Stainless steel appliances, white cabinetry, and subway tile backsplash make this unit fresh and modern. All new blinds and drapery rods, along with a high capacity washer and dryer were added in 2018. Master bedroom has a generous walk in closet. Second bedroom is perfect for guests, office space, or even bunk beds! A full bath and 1/2 bath are located in the hallway across from the bedrooms. An excellent location within walking distance to the four corners and the Putnam Block, as well as the Southern Vermont Medical Center. This is easy living with little to no maintenance! HOA covers snow plowing, trash removal, and landscaping. Seller is a licensed VT real estate agent.

Listed by Angela Bevin of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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 A VisitAsk A QuestionMore Details

107 Southshire Drive Bennington VT 05201

Bennington, VT107 Southshire Drive

Price$495,000

Est. Mortgage: $/month

MLS Number 4791036

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05201

This Lovely Ranch Style home has been well loved and cared for. The home features 10 foot ceilings, crown moldings with hard wood floors, fireplaces, central air conditioning, granite tops, stainless appliances. Sited on 5.8 acres in desirable Southshire location, 5 car heated garage. Convenient location to Williamstown and Southern Vermont Medical Center. A must see!

Listed by Moira Spivey of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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 A VisitAsk A QuestionMore Details

439 Harvest Hills Drive Shaftsbury VT 05257

MLS Number 4791228

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing
  • Zip 05257

Home sweet home in this serene setting with rolling fields, hills, and mountain views. Enter through the covered front porch to the welcoming foyer with custom tiled floor. Tastefully painted and updated throughout with new flooring on each level. Open concept kitchen, living, and dining area, but defined rooms. The modern kitchen is truly the heart of this home and overlooks the family room with brick fireplace flanked by built-ins. Step out to the huge back deck that stretches the length of the house, with sliding doors to the family room and dining room. Enjoy the bright sunshine streaming through the energy efficient windows. Upstairs are four bedrooms, including a master en suite full bathroom and another full bathroom with custom tile work. Basement level is a walk-out with glass door, wood stove, and barn board walls. Laundry room and storage are there as well. Attached garage and paved driveway, plus flower gardens and well cared for lawn bordered by woods. Don't miss out on your chance to own in this desirable area - never before offered for sale! One family has lovingly maintained this exceptional property through the years, and you can feel the peace when you walk in.

Listed by Lillian West of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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 A VisitAsk A QuestionMore Details

1404 East Bennington VT 05201

MLS Number 4790972

  • Commercial
  • Year Built 1990
  • Acreage 1.19
  • Area Neighborhood, Rural

Looking for a turn-key business opportunity? Recently renovated neighborhood grocery store and deli, ready for you to open the doors! Fully compliant with local and state authorities including fire safety, ADA, and commercial building inspection. Business name and VT liquor license may be transferable to new owner. Paved parking lot for 12-14 cars. Close to several factories (lunch business) on a heavily-traveled residential road (after work beverage/dinner business). Includes coolers, shelving fixtures, and equipment (detailed list available upon request). Or Seller can liquidate items separately to sell the building without the business. And in case running a neighborhood grocery isn't your cup of tea, this is also zoned for a daycare facility... which is in high demand and short supply in the Bennington area. With a sprawling lawn, there's plenty of outdoor space for recreation and picnic tables. Let's explore your options and make your dream of running your own business come to life!

Listed by Jenifer Prouty Hoffman of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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 A VisitAsk A QuestionMore Details

1089 North Branch Bennington VT 05201

MLS Number 4790704

  • Commercial
  • Year Built 1964
  • Acreage 0.5

Affordable commercial space with multiple options. Office area with bathroom, and two large work areas, currently set up as an auto repair shop. Also features a storage room and mechanic room. Plenty of parking, so come with your auto business or make some easy changes for your commercial needs!

Listed by Lillian West of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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 A VisitAsk A QuestionMore Details

103 Oakes Street Bennington VT 05201

Bennington, VT103 Oakes Street

Price$125,000

Est. Mortgage: $/month

Pending

MLS Number 4790578

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 1
  • Construction Existing
  • Zip 05201

Cute bungalow with large living room and spacious kitchen/dining. Two bedrooms and a full bath on the first floor. Attic is additional finished space, currently used as Master bedroom. Basement has washer/dryer hookup and has a concrete floor, offers lots of storage space! Rear deck, partially covered, perfect for those who want the sun or the shade. Fenced backyard with shed. Driveway is shared with the quiet neighbor in back; this property gets 4 parking spaces on the right side of the driveway. Just one block from Main Street, so there's easy access to downtown and highways. Residential street with low traffic and a nice setting. This cozy dwelling could be your home sweet home.

Listed by Jenifer Prouty Hoffman of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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 A VisitAsk A QuestionMore Details

268 Hollow Hide A Way Road Shaftsbury VT 05262

MLS Number 4790421

  • Residential Single Family
  • Bedrooms 1
  • Bathroom 1
  • Construction Existing
  • Zip 05262

Sweet and private! Enjoy "tiny home" living in this wonderful 1 bedroom chalet, nestled on 3.4 acres of wooded privacy and a stream! The current owner has enjoyed year round residency for many years but it is time to move on. So comfortable and private! Surrounded by the sounds of nature and a beautiful stream in a lightly wooded lot. Room for your gardens, plenty of storage available in the loft area and in the shed complete with electric. Front deck for enjoying that cup of coffee and room for a grill off the back deck. Septic tank was replaced 5/2019. Full size kitchen, laundry/bathroom. Road maintenance right around $100/year. Make this your own private year round residence or sanctuary in Shaftsbury Hollow!

Listed by Sara Buckley of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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 A VisitAsk A QuestionMore Details

77 Harmon Road Bennington VT 05201

Bennington, VT77 Harmon Road

Price$155,000

Est. Mortgage: $/month

MLS Number 4790820

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 1
  • Construction Existing
  • Zip 05201

Move right in to this renovated home on the river... Great updates throughout this three bedroom home with pellet stove to keep you warm. This home has updated appliances in the kitchen with custom wood cabinets and stone tile floors. Large open living room and formal dining room. The master bedroom has a huge walk in closet. The bath has been enlarged with granite tiled floor. Updated systems in the basement. Large deck and great views of the river. Access to the basement from the interior and exterior. Lifetime standing seam roof and a concrete pad has been poured for a garage. Corner lot.

Listed by Kelley McCarthy of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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 A VisitAsk A QuestionMore Details

105 Booth Terrace Bennington VT 05201

Bennington, VT105 Booth Terrace

Price$69,000

Est. Mortgage: $/month

MLS Number 4789836

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 1
  • Construction Existing
  • Zip 05201

Charming 140 year old carriage house over looking Historic Downtown Bennington. Walk to shops, restaurants, library, schools and more. Newer mechanicals and structural updates. Feature are old pine floors, covered deck, 2 bay carriage style garage at street level with living space above. Lowest level has storage and a former small apartment which could be rehabbed. Due to a structural issue with the second floor ceiling, this home is being sold "AS IS". Most likely will not qualify for low down payment loans.

Listed by Robert Martins of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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 A VisitAsk A QuestionMore Details

115 Putnam Street Bennington VT 05201

Bennington, VT115 Putnam Street

Price$119,900

Est. Mortgage: $/month

MLS Number 4789288

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 1
  • Construction Existing
  • Zip 05201

This Village home was totally renovated just 5 years ago with all new kitchen, bath, flooring, paint, heating and much more. Current renovations include rebuilt front porch, all new carpeting, and fresh paint. This home is in excellent condition and ready to move into.

Listed by Robert Martins of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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 A VisitAsk A QuestionMore Details

18 Center Street Bennington VT 05201

Bennington, VT18 Center Street

Price$182,900

Est. Mortgage: $/month

MLS Number 4789382

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 1
  • Construction Existing
  • Zip 05201

Beautiful ranch in desirable neighborhood. Tastefully painted and new flooring throughout. One level living room, kitchen and dining space, plus 3 bedrooms and full bath. Basement is Mostly finished with a huge family room and bedroom/office space plus potential for a second bathroom- already has walls and electric and plumbing, just needs fixtures. Appliances are updated. Two flu's if you want to add a fireplace or wood stove. Outside back yard is partially fenced in and borders wooded area, so you can see wildlife and birds from your back deck off the glass door. Basement is accessed from inside house or through garage. Boiler is newer. Attached 2 car garage with built ins for storage. Paved driveway as well. Brand new roof Fall 2018. Fresh paint on exterior and new welcoming Front Door.

Listed by Lillian West of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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 A VisitAsk A QuestionMore Details

Broker Reciprocity

Copyright 2020 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. 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 January 29, 2020.