Ski Home Realty Logo

Bennington VT Homes for Sale

Browse homes in Bennington, Vermont below.

View Homes for Sale in Bennington

Contact Ski Home Realty if you have any questions about a property or if you'd like to schedule a private showing. Register with our site to save your favorite Vermont real estate listings and to receive email notifications when similar properties become available.

46 Havilands Privilege Bennington VT 05257

MLS Number 4888164

  • Residential Single Family
  • Village North Bennington
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2

Nestled in the historic village of North Bennington, the extraordinary Pond House at Haviland's Privilege overlooks a cascading waterfall and sits on 4.5 acres of association property. This home was architecturally remodeled to incorporate stunning views as featured in Vermont Magazine. The versatility of the open floor plan makes it equally perfect for relaxing or entertaining. A gourmet kitchen with Vermont marble countertops opens into a 4-season sunroom with magical views of the pond and private gardens. A more recently added deck with retractable awnings, is a perfect place to enjoy your morning coffee and take-in your spectacular surroundings. The dining room and living room feature a vaulted ceiling with skylights, exposed original posts and beams, stone hearth and hardwood floors throughout. A versatile loft space, guest bedroom and full bathroom round out the main level. The lower level master suite has a full bath, walk-in closet, sitting area, hardwood floors and private deck with access to the grounds. You'll be steps away from everything the village has to offer including the library, Powers Market, restaurants, post office, train station, Lake Paran, walking trails, skiing, Bennington College and community events at historical Park-McCullough House. Three hour drive to NYC and Boston. Come enjoy your own slice of heaven in Southern Vermont!

Listed by Kelley McCarthy of Hoisington Realty,Inc.

$
$
%
$/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

882 Matteson Road Bennington VT 05201

Bennington, VT882 Matteson Road

Price$265,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4887564

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

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

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

1 1/2 Tel Road Bennington VT 05201

Bennington, VT1 1/2 Tel Road

Price$185,000

Est. Mortgage: $/month

Pending

MLS Number 4886956

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

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

4 Robinson Avenue Bennington VT 05201

Bennington, VT4 Robinson Avenue

Price$225,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4886432

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

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

10 Duffy Drive Bennington VT 05201

Bennington, VT10 Duffy Drive

Price$235,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4884900

  • Residential Single Family
  • Bathroom 2
  • Bedrooms 3
  • Construction Existing
  • Square Feet 2,188

Great neighborhood for this three bedroom, two bath home on a corner lot with almost an acre of land. Galley kitchen with breakfast nook, mudroom and first floor laundry, dining area opens to living room with hardwood floors and cathedral wood ceilings, sliders to rear deck. First floor master bedroom with full bath. Two large bedrooms and bath upstairs. Finished family room in lower level with walkout to back yard. Large storage areas in lower level. Two car attached garage and a little brook running through the back yard.

Listed by Kelley McCarthy of Hoisington Realty,Inc.

$
$
%
$/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

22 Asa's Way Bennington VT 05257

Bennington, VT22 Asa's Way

Price$158,897

Est. Mortgage: $/month

Active With Contract

MLS Number 4884793

  • Residential Single Family
  • Village North Bennington
  • Bedrooms 3
  • Construction Existing
  • Bathroom 2

***This is a habitat for humanity house. It is deeded that must sell to income qualified and approved through Habitat. This will not be shown unless you are approved by them and approved to buy a home with a lender. First come, first serve. Will not enter a multiple bidding situation.*** I know it is unique. It is a one of kind listing. The neighborhood is desirable, the house was built up to energy efficiency codes in 2009. It needs fresh paint and a couple cosmetic touches, but is an amazing home in the desirable North Bennington village. Town water and sewer. Solar hot water and top of the line heating system and electrical. Open concept living and dining and kitchen with Glass doors to the back. Raised ranch style with unfinished family room and bedroom option on the first floor. Well below market value, but set up for affordable housing.

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

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

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 25, 2021.

 
snowy mountain trees

ExploreVermont

View all