Flat Fee Real Estate logo

Bennington Vermont Real Estate

Bennington is a town located in Bennington County in the southwestern part of Vermont. It has a population of approximately 15,800 and a median household income of approximately $40,000. Neighboring towns include Pownal, ShaftsburyWilmington, and Woodford. Bennington has 3 elementary schools. It shares its middle school with neighboring towns in 7th and 8th grade. It is part of the Mount Anthony Union High School. It is probably best known for being the namesake for the Battle of Bennington, which is still celebrated as a holiday in many towns in Vermont. Browse available Bennington VT real estate below. 

Bennington Real Estate

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!

882 Matteson Road Bennington VT 05201

Bennington, VT882 Matteson Road

Price$265,000

Est. Mortgage: $/month

MLS Number 4887564

  • Residential Single Family
  • Bathroom 2
  • Square Feet 1,792
  • Construction Existing
  • Bedrooms 3

A home in the county with fresh air, convenient location to downtown Bennington and nearby Lake Paran. This Raised ranch with 2 car garage, storage shed, and large deck off the back is perfect for summer entertaining. Landscaping includes flower beds, concrete walkway and great outdoor space. The secluded yard is protected with trees and bushes to create your own private hideaway. The open concept living room, dining room and kitchen is bright and spacious. Ready for you to move in and enjoy the southern VT lifestyle.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

1 1/2 Tel Road Bennington VT 05201

Bennington, VT1 1/2 Tel Road

Price$185,000

Est. Mortgage: $/month

MLS Number 4886956

  • Residential Single Family
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,640
  • Construction Existing

Cozy ranch home in a quiet neighborhood, easy to maintain with paved driveway, attached 1 car garage and one level living. Nice deck from Dining area with glass slider doors. Peaceful back yard with trees and wildlife that come through. Enjoy marshmallows in the fire pit. Inside the spacious living room has a fireplace and All floors have been updated to laminate in the last few years. 3 bedrooms and a full bathroom complete the main level. Full concrete basement with a finished family room area with woodstove and windows looking into backyard. So many uses for that space!

Listed by Lillian West of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

1697 East Road Bennington VT 05201

Bennington, VT1697 East Road

Price$209,900

Est. Mortgage: $/month

Pending

MLS Number 4886886

  • Residential Single Family
  • Bathroom 1
  • Square Feet 1,120
  • Bedrooms 2
  • Construction Existing

Great 1 level living situated on 1.54 acres in Bennington. 2 bedrooms, 1 bathroom, living room with fireplace, kitchen with dining area and bar. Hardwood floors, heated porch, 2 car attached garage, rear deck and more. Must see.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

4 Robinson Avenue Bennington VT 05201

Bennington, VT4 Robinson Avenue

Price$225,000

Est. Mortgage: $/month

MLS Number 4886432

  • Residential Single Family
  • Square Feet 1,568
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing

Well maintained 4 bedrooms 2 bath home in the Country Club neighborhood. Offering large living room with fireplace, kitchen, formal dining and half bath on the main floor. 4 bedrooms and full bath on the second floor. New steam boiler, 3 season porch, 2 car detached garage and fenced yard complete the picture. Must see. Will go fast.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

400 Beech Street Bennington VT 05201

Bennington, VT400 Beech Street

Price$100,000

Est. Mortgage: $/month

MLS Number 4885447

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 1
  • Construction Existing
  • Square Feet 725

Cozy ranch on corner lot in desirable area, just outside of town. Close proximity to trails. Good sized yard. House is solid with updated heating system and roof. With some fresh paint and a hug it could be a very sweet home. Eat in kitchen opens to living room with hard wood floors. Full bath and two bedroom with hardwood floor complete the main level. The full basement has a storage room and laundry area. detached over sized one car garage needs an entire roof. Small little creek borders in the back.

Listed by Lindsey Martin and Lillian West of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

722 Main Street Bennington VT 05201

Bennington, VT722 Main Street

Price$529,000

Est. Mortgage: $/month

MLS Number 4884362

  • Residential Single Family
  • Construction Existing
  • Square Feet 4,995
  • Bedrooms 9
  • Bathroom 9

A unique opportunity to become the next steward of one of Bennington's most relevant historic properties. Built in 1774 by Joseph Safford for his son, Samuel Safford, and known as the oldest standing home in the east village, this notable property currently operates as a quintessential Vermont Inn but could easily be returned to a single family home, used as a therapeutic facility or provide distinguished office space. 4 fully renovated guest bedrooms w/private baths, each thoughtfully designed and outfitted for guest comfort while preserving historic detail and charm. The additional 5 bedrooms, 5 bathrooms and 3 kitchens, include 2 main level kitchens, a 2nd floor owner apartment w/private entry/kitchen/living/dining, as well as a private inn keeper suite and the potential to convert more bedrooms to inn, office or common space. Recent updates include, Buderus multi zone boiler, oil tank, plumbing, electric and driveway, along with ongoing exterior maintenance. Offered fully furnished with business essentials. Ideally located, walk-able to downtown Bennington but also close proximity to Williamstown, Manchester and nearby ski towns means fun, food and culture in every direction for yourself or guests! 1 hour from Albany Airport, 3 hours to NYC and Boston. This prestigious property has been lovingly maintained by only 4 previous owners, it's your turn to become part of Vermont history!

Listed by Abi Gregorio of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

103 Coulter Street Bennington VT 05201

Bennington, VT103 Coulter Street

Price$160,000

Est. Mortgage: $/month

Pending

MLS Number 4884574

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,341

Dated, but structurally sound and sweet neighborhood close to downtown. Potential to finish half of walk out basement. Hardwood floors and updated bathroom. Great Mountain views!

Listed by Lillian West of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

432 South Street Bennington VT 05201
Pending

MLS Number 4884288

  • Condo
  • New Contruction Existing
  • Complex Nathaniel Court
  • Year Built 1989
  • Construction Wood Frame

The very best spot in Nathaniel Court is now for sale! Corner unit on the northeast side of B building, overlooking the naturally shaded landscape and an impressive rock wall. Paved pathways lead the way to the entrance, where you'll find a couple of chairs for enjoying the view of flower gardens, ferns and a gorgeous Japanese Dogwood tree. Inside is an open concept main level with living, dining, kitchen, powder room, coat closet, pantry, and storage nook under the stairs. Kitchen has tin backsplash, painted white cupboards with upgraded hardware, and a custom spice cabinet. Leaving all appliances, including Stainless Steel fridge, electric range & microwave (purchased 2020-2021), dishwasher (a few years older), and stacked washer & dryer (upstairs). Sellers are willing to negotiate main level furniture (not decor) including the gorgeous island with marble countertop that provides definition, counterspace, and storage. Upstairs are 2 bedrooms with closets, beautiful natural light, a piece of stained glass hanging in the east facing window, and a full bathroom with laundry. Tub/shower is original, with sliding glass doors in good condition. Hardwood maple floors throughout. Propane-fired boiler, which provides heat and hot water on demand. Town water and sewer. High-speed internet and cable are available. Association provides exterior maintenance, mailboxes, bike rack, trash, landscaping, and plowing in this well-established quiet community close to downtown.

Listed by Jenifer Hoffman of Hoffman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

55 Monument Avenue Bennington VT 05201

Bennington, VT55 Monument Avenue

Price$485,000

Est. Mortgage: $/month

MLS Number 4884333

  • Residential Single Family
  • Village Old Bennington
  • Bathroom 3
  • Square Feet 2,675
  • Construction Existing

Located on one of the prettiest streets in Bennington, this proud Colonial has been lovingly cared for and is ready to invite you home. Built in 1787, this gem has stood the test of time! Known as the Asa Hyde house, a cabinet maker from Connecticut who came to Bennington to work on the building of the Old First Church. Walk across the street to see his craftsmanship or take a stroll to the Bennington Battle Monument. A short walk to downtown and the Putnam Block with dining, shops and so much more. This grand home has gorgeous wide plank flooring throughout and beautiful exposed beams in the dining room. A lovely guest suite or master suite is located just off the kitchen, and two generous bedrooms (one with a fireplace) plus a study/playroom are on the second floor. Large living room and family rooms are light filled and feature wood burning fireplaces and built in cabinetry. Overlooking the lush back yard and gazebo is a coveted screened-in porch which can be accessed from the foyer, the living room and the dining room. It's the perfect space for al-fresco dining and entertaining! Enjoy the beauty and history of "Picturesque New England" from your front door. This Old Bennington charmer has so much to offer; Three bedrooms, three bathrooms, three fireplaces, an attached garage, and a walkable village location. Easy access to NY and MA.

Listed by Angela Bevin of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

200 Garbrooke Drive Bennington VT 05201

Bennington, VT200 Garbrooke Drive

Price$259,000

Est. Mortgage: $/month

Pending

MLS Number 4884211

  • Residential Single Family
  • Square Feet 1,936
  • Bathroom 3
  • Bedrooms 3
  • Construction Existing

It's not very often you see a practically perfect home from top to bottom. It is welcoming and clean with upgrades and love throughout. Bright and spacious foyer with guest bathroom then open concept kitchen, living, dining area that leads to a beautiful sun room. From there you can open the glass doors to the composite deck and perfectly landscaped yard. Dreamy stone walls and perennials with Mountain View's too. A “she shed” with electric and cute windows for all your gardening needs. Outside lighting and extra outlets make it enjoyable day or night. Garage is equipped with a sink and a bonus laundry area. Upstairs there are three spacious bedrooms including a master suite with walk in closet and full bathroom. A laundry area in the hall and another full bathroom complete the second floor. Full basement is dry as can be, sparkling with bright lighting and ready for finishing or workshop space. High ceilings along with meticulously maintained heating and electrical systems make this house seem almost like new construction. Desirable neighborhood nestled at the base of the green mountains.

Listed by Lillian West of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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 2021 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 October 23, 2021.