and narrow your search. If you have fewer than 200 results, you can save your search.

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

108 Congress Street, Bennington, VT 05201

Price$124,900

Est. Mortgage: $/month

MLS Number 4727536

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05201

Charming and bright, this village home has been well maintained! Large, sunny kitchen leads into the formal dining room and on to the spacious living room. Also on the main level is a bedroom and three-quarter bath that is handicap accessible. The second level includes the master bedroom, a second bedroom, hall with built-in linen storage and a full bath. On the basement level there is a laundry room, finished recreation room and the mechanical room. Off the kitchen is a large deck that overlooks the fully fenced back yard. Front porch and side entry through an enclosed mudroom. Convenient village location near schools and downtown!

Listed by Vicki Wilson of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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

2264 Chapel Road, Bennington, VT 05201

Price$26,000

Est. Mortgage: $/month

MLS Number 4727546

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

1920 Ranch home in need of renovations. Large over sized 2 story garage. Lots of potential. Nice lot mostly open in a rural setting yet just 5 minutes form down town.

Listed by Dan Mason of Perrott Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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

Shaftsbury, VT 05262

Price$159,900

Est. Mortgage: $/month

MLS Number 4726915

  • Land
  • Listing Agent Name Lisa Friedman
  • Acreage 44
  • Waterfront 538
  • Zoning Residential

Amazing 44 acre property in Shaftsbury Forest with over 500' of frontage on Little White Creek! Exciting opportunities for trout fishing, hiking, cross country skiing, and ATV riding all on your own property! With a few springs on the property you could even build your own pond!! Imagine stream, pond, stone wall, horses and breathtaking mountain views - your own little slice of heaven. Charming building lot located on a quiet country road. Frontage on both Mead Road and Granger Hollow Road and along the New York state border. This property adjoins a scenic farm and is located just a very short distance to paved roads. Electric available at the road and owner has had soil tests completed. Owner said that previous soil tests would allow for conventional septic systems. Potential for possibly two to four building lots or enjoy it all yourself! This lot is both open and wooded presenting many possibilities for home sites. Easy commutability to Bennington and Manchester. Desirable Shaftsbury School District. Can be accessed from both the south and the east leaving undisturbed views and the fields open for agricultural purposes with the house off to one side. Woods, stream, and open land - you can have it all. Nice mix of trees making for a great diversity of wildlife potential. Take pride in living the quiet country life in 'Shaftsbury Hollow'where owners take pride in a simpler, old-fashioned way of life. Gorgeous setting out of a fairy tale - Picturesque quintessential Vermont!

Listed by Lisa Friedman of Great American Dream Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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

321 Crescent Boulevard, Bennington, VT 05201

MLS Number 4727204

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

Charming 2 bedroom, 2 bath Cape style home on large corner lot in established neighborhood. This light filled residence has much to offer - including nicely appointed dining room, large living room with wood burning fireplace, eat-in kitchen, den/family room with built-ins and sliding glass doors that open onto a private deck, lovely entry foyer, 2 car attached garage and partially finished basement. A wonderful setting on a dead end road, with proximity to the Y-Woods recreational trail network behind the house. Fantastic Bennington location with good proximity to Williamstown. Nice seasonal mountain views. A terrific opportunity!

Listed by Suzan Yucht of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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

307 Pleasant Street, Bennington, VT 05201

Price$80,000

Est. Mortgage: $/month

MLS Number 4726969

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

Vintage Bennington has a Backyard fenced in little oasis with in ground pool and patio. Large detached 2 car garage and driveway, along with a wrap around covered porch to complete the outside. Vinyl sided and easy to maintain. Inside, there is Many updates and both a first floor bathroom and second floor bathroom as well as a bedroom on first level and 3 more upstairs. Open kitchen, dining, and living area as well as a large mudroom/sunroom at back door. Great opportunity for a first time buyer with an affordable home buy!

Listed by Lillian West of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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

6 Belvedere Street, Bennington, VT 05201

Price$149,900

Est. Mortgage: $/month

MLS Number 4726669

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

Location x 3 ! Less than a minute to Main Street, almost 3 acres that abuts over a hundred acres of town owned land, walking trails, fishing, privacy, large dog pen and quiet. This is formerly a 3 bedroom home, easily converted back. Most all new windows, new furnace, eat in kitchen, formal dining room, insulated back porch on a foundation, can be made into living space, beautiful views, detached garage. Motivated Seller! Come take a look!

Listed by Ann Betit of LM Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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

728 LaClair Road, Shaftsbury, VT 05262

Price$279,900

Est. Mortgage: $/month

MLS Number 4725392

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05262

Amazing views all the way to the Berkshires and Adirondacks. Amazing 3 bedroom, 2 bath chalet with a gorgeous setting and contemporary style. Views from almost every window in this home with open concept living area, kitchen with bar, basement family room, office space and bonus rooms. Much has been updated and recently done. Must see.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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

256 Union Street, Bennington, VT 05201

Price$95,000

Est. Mortgage: $/month

MLS Number 4725489

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

Classic Bennington home on a corner lot in the heart of town- walking distance to shopping, restaurants, banks and library. Vinyl sided and easy to maintain. Many updates and currently rented, so up to rental codes. Great opportunity for a first time buyer with an affordable home buy that could easily be financed. Ready for you to make it your own. Are you ready to buy? or have questions? Let's talk!

Listed by Lillian West of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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

323 Pleasant, Bennington, VT 05201

Price$139,900

Est. Mortgage: $/month

MLS Number 4725483

  • Multifamily Multi-Family
  • Listing Agent Name Lillian West
  • Square Feet 3174
  • Units 4
  • Acreage 0.18

Fully up to code and rented 4 unit for a great value in downtown Bennington, so a close walk to school, shops, restaurants, banks, and library. Updated within the last 5-6 years with separate hot water tanks, electric panels and hardwired smoke detectors. Heating and plumbing updated as well. Vinyl siding and egress vinyl windows where required. Great opportunity to start your investment portfolio as 4 units are often hard to find. Currently under property management as well.

Listed by Lillian West of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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

102 Warn, Bennington, VT 05201

Price$129,900

Est. Mortgage: $/month

MLS Number 4725122

  • Multifamily Multi-Family
  • Listing Agent Name Nancy Woltman
  • Square Feet 1384
  • Units 2
  • Bathroom 2

Excellent investment property for sale. Multi family on Warn Street in Bennington with large side yard and shed for storage. Upstairs has been completely renovated, 2 bedrooms, with a brand new fire escape/sun porch just built. Downstairs is a large 1 bedroom with office, a full bathroom, and a half bathroom. Perfect place for a single parent, young couple just starting out, or someone looking for a investment property. Rent for one apartment could possibly pay the mortgage, insurance and taxes.

Listed by Nancy Woltman of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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

Bennington, VT 05201

Price$65,000

Est. Mortgage: $/month

MLS Number 4724947

  • Land
  • Listing Agent Name Lillian West
  • Acreage 2.77
  • Zoning R Con

Quintessential Vermont location at the base of Mount Anthony. Just up the road from the beautiful farmstead-turned-events location with picturesque mountain views and rolling meadows. Across the street from cornfields makes for quiet neighbors. Build your dream house on this surveyed land with septic and water plans already in place and electric right at the road. Drive way is off the publicly maintained road and mostly level lot. This is perfect! Let's get building!

Listed by Lillian West of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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

747 Main, Bennington, VT 05201

Price$100,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4724744

  • Land
  • Listing Agent Name Theodore Bird
  • Acreage 0.64
  • Zoning VC

Easements for ten parking places for across the street building.

Listed by Theodore Bird of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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

Broker Reciprocity

Copyright 2018 Northern 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. Subject to errors, omissions, prior sale, change or withdrawal without notice. This web site is updated daily.