Flat Fee Real Estate logo

Bennington County Real Estate

Bennington is the oldest county in Vermont.  Bennington not only has abundant cultural resources like the Bennington Museum and Southern Vermont Art Center but is also served by well respected institutions such as Southern Vermont College and Bennington College. The largest towns in Bennington County are Bennington and Shaftsbury. Browse available Bennington County real estate below. 

Bennington County VT 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!

411 Eob Road Manchester VT 05254

Manchester, VT411 Eob Road, Unit H2

Price$599,000

Est. Mortgage: $/month

MLS Number 5023497

  • Condo
  • Square Feet 2,564
  • Bedrooms 3
  • New Contruction Existing
  • Address 411 Eob Road

Manchester, Vermont - Equinox on the Battenkill - Spacious "Villager" unit for sale! Located in the original Phase 1 section of the Complex this special unit is located at the "top" of the complex with Southerly Views of the Green Mountains and beyond. With 3 bedrooms, 2 full baths, a 3/4 bath and a 1/4 bath - the unit is plentiful in size and offers 3 levels of living space. The main level has an open layout, with Kitchen, Dining and Living area with a wood burning fireplace and built in bookshelves, that opens up to a large deck with full awning. The upper levels offers a spacious Primary Suite and 2 additional guests rooms which share a hallway full bath. The walk out, lower level is fully finished as guest space, and has a 3/4 bath , laundry room and storage space. Complex amenities include heated pool, tennis, clubhouse and paddle courts! Located overlooking the Equinox Resort Public Golf Course - come and enjoy the recreational opportunities, the convenience to Town and the peacefulness and natural beauty that Southern Vermont has to offer! Showings begin 12/2/ 2024

Listed by Thomas Deck and William Mariano of Josiah Allen Real Estate,Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* 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

191 Vt Route 11 Peru VT 05152

Peru, VT191 Vt Route 11

Price$425,000

Est. Mortgage: $/month

MLS Number 5023488

  • Residential Single Family
  • Full Bath 2
  • Address 191 Vt Route 11
  • Construction New Construction
  • Bedrooms 3

This is a premium location in the very desirable town of Peru, Vermont. Bring your vision and design ideas. This was offered a year ago as an improved lot and existing foundation. Now the sellers have made significant progress, improving it even more. You can make all the detailed finish selections in a new construction offering. This home is now a complete "weather-tight' shell. All the framing, roof, windows, exterior doors, septic leach field, water well, driveway, and level grading has been installed. The second floor is framed for 3 bedrooms with 2 full bathroom spaces. The primary bedroom has 10' ceiling heights and a large walk-in closet. The first floor remains an open concept. The foundation will have the entry mudroom, utility room, and the one car garage. The front wrap around porch will significantly increase the living space by building the roof enclosure. Although it is currently designed for 3 bedrooms, the installed leach field can accommodate a 4th bedroom. If you choose to build a separate garage/barn on the site, the existing foundation space can be turned into an additional family room. Bromley Mt. is 4 away, with Stratton and Magic Mt. only short drives away. All of the hard work is done. Come see the potential, and take advantage of this unique opportunity.

Listed by Robert Sabol of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* 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

207 West Road Sandgate VT 05250

Sandgate, VT207 West Road

Price$275,000

Est. Mortgage: $/month

MLS Number 5023463

  • Residential Single Family
  • Full Bath 1
  • Address 207 West Road
  • Construction Existing
  • Bedrooms 4

Charming Antique Farmhouse on 10.9 acres with a large red barn on a quiet town-maintained road needs TLC and finish work. Featuring four bedrooms, one bath, an open kitchen/ dining with solid deck off kitchen. Large fireplace in living room. The current owners have worked hard to make needed updates, including a newer water heater, some new plumbing, removed old plaster and gutted all the interior walls. All the hard work is done, and the designing fun can begin. The current owners are including the new on-site building material. This home has a stone and concrete foundation with interior and exterior access. Needs a good coat of paint on classic exterior clapboards. This home has well-built bones and a slate roof. Homestead has outdated the town of Sandgate. Town does not know age of home; sellers research dates back to 1780. Large Red Barn across the street surronded by a beautiful meadow on Baldwin Brook. Property is being sold in "AS-IS" condition. Come see this Dimond in the rough only 3 hours from NYC, 35 minutes to Saratoga, 25 minutes to Manchester. Under an hour to Bromley, Stratton or Magic Ski Mountains. Call today for a showing!

Listed by Margretta Fischer of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* 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

297 Mad Tom Road Dorset VT 05253

Dorset, VT297 Mad Tom Road

Price$495,000

Est. Mortgage: $/month

MLS Number 5023390

  • Residential Single Family
  • Full Bath 2
  • Address 297 Mad Tom Road
  • Construction Existing
  • Bedrooms 3

Welcome to this timeless Victorian gem, located in the heart of East Dorset Village. This elegant home combines historic charm with modern updates, including a fully renovated kitchen featuring stunning soapstone countertops and a luxurious ensuite bathroom off the primary bedroom. Set on a unique 0.57-acre triangle-shaped lot, the property offers a charming stone back patio ideal for outdoor entertaining, a spacious one-car garage with abundant storage, and the potential to create an in-law suite or apartment. The home's marble foundation and original wood accents reflect its rich history, while newly installed updates like the Jotul wood-burning stove with a brick hearth and back wall add both character and comfort. Some rooms would benefit from paint and trim, but all the hard work has been done for you. This property is a magical combination of historic charm and modern convenience. Located 4 short minutes from the Dorset Horse Show and Emerald Lake, less than 15 minutes to Bromley, and a short drive to Manchester Center, this property places you in the heart of Vermont's vibrant lifestyle. Don't miss the opportunity to make this rare find your very own! OPEN HOUSE: Sunday, December 1, 2024, from 10:30 AM to 1:00 PM

Listed by Dana Haley of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* 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

373 Highland Avenue Manchester VT 05255

Manchester, VT373 Highland Avenue

Price$495,000

Est. Mortgage: $/month

MLS Number 5023334

  • Residential Single Family
  • Full Bath 1
  • Address 373 Highland Avenue
  • Construction Existing
  • Bedrooms 4

Charming Manchester home that is pleasantly located in a popular neighborhood. This home offers: heated mud room/back-porch , kitchen, dining area, living room and half bath, on the ground floor. Upstairs on the second level are 2 bedrooms and a full bath. There are two additional bedrooms on the third level. A covered front porch is a great space to enjoy full year around. The detached garage and full cement basement provide an additional storage space. The property benefits from connection to the municipal sewer and water systems. Perhaps this becomes your great first home, in Manchester , or a vacation home of a manageable size. This location is equally wonderful, for benefiting from all the amenities of town life and close proximity to the ski areas. All measurements are approximate. PUBLIC OPEN HOUSE FRIDAY November 29 from 11-1p.m. The offers are due by December 5th at 3 p.m. The sellers reserve the option to take the offer at any time. Furniture is negotiable.

Listed by Tatsiana Clark of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* 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

120 Village Street Dorset VT 05253

Dorset, VT120 Village Street

Price$479,000

Est. Mortgage: $/month

MLS Number 5023329

  • Residential Single Family
  • Full Bath 3
  • Address 120 Village Street
  • Construction Existing
  • Bedrooms 4

Antique charmer in the village of East Dorset was originally built in the 1850s by famous lumberman, F.G. Harwood. An addition was added in 1900, followed by several improvements over time the colonial farmhouse boasts approximately 3,861 sq. ft. including an oversized two car garage all on 1.1 acres. With a sprawling footprint that features a primary bedroom suite with oversized closet, 4 additional bedrooms, 3 1/2 baths, a formal dining room, large living room as well as front parlor. The large kitchen with a center island, 6 burner gas range opens to a deck patio on one side and the large garage on the other. Most of the wood floors are Brazilian cherry, combined with antique maple upstairs, and pale bamboo in the primary suite. There is a feel of the rambling farmhouse in this home, artfully combined with the contemporary elements and comforts. Just a short distance to Manchester, this large , yet cozy home would make the perfect place for a growing family, or to develop into multiplex housing with a few units, as there is already the footprint of a duplex here with two kitchen hook-ups, basements, and furnaces. Recent zoning changes will make this home “mixed-use residential”, opening up a host of creative possibilities for small business as well as housing. Great location & excellent school choice. Worth the trip!

Listed by Jill Simon of Josiah Allen Real Estate,Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* 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

E11 Rock Ridge Road Winhall VT 05340

Winhall, VTE11 Rock Ridge Road

Price$819,000

Est. Mortgage: $/month

MLS Number 5023309

  • Condo
  • Square Feet 2,300
  • Bedrooms 3
  • New Contruction Existing
  • Complex Piper Ridge

Situated in the heart of Stratton, this Piper Ridge condo puts you in the perfect position to enjoy the best of winter sports and mountain recreation. Three floors of living space boast three well placed bedrooms , three baths PLUS family room AND bonus room for your over flow family and guests. Spacious, open concept living with cozy furnishings and a warm inviting atmosphere. A gourmet kitchen which opens to dining and living areas. The Piper Club is your walk-to fitness center offering heated indoor pool/hot tub , racquet court and gym along with summer tennis courts. Winter shuttle service available to Stratton's base lodge. One car garage allows for great storage. After skiing and boarding explore nearby restaurants, shops and walking trails or unwind around one of the two fireplaces and take in the mountain views from your own deck. Dinner time views of the trail groomers from your dining room table. Whether you are seeking a weekend getaway or a year round retreat, this condo offers an unbeatable combination of location, comfort and style. So don't miss your chance to own this incredible mountain escape. Contact us to schedule a private tour and experience the beauty of this condo firsthand. Sellers happy to accommodate a pre holiday closing for occupancy.

Listed by Terry Hill of Berkshire Hathaway HomeServices Stratton Home

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* 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

00 Finbar's Forest Road Manchester VT 05255

MLS Number 5023117

  • Land
  • Acreage 3.1
  • Area VT-Bennington
  • PricePerSqFt 59677.42
  • Zoning Residential

Set on a knoll. Stunning mountain view of Mt Aeolus. This private 3.1 acre lot is ready to be built on with the driveway installed and lot cleared. Vt State Wastewater permit WW-8-2024 for a 3 bedroom home. Owner has staked the land to showing the well and septic location. Short drive to the center of Manchester and around the corner to the Manchester Country Club. Vast Trail access.

Listed by Patricia Trudel of RE/MAX Four Seasons

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* 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

3372 Main Street Manchester VT 05254

Manchester, VT3372 Main Street

Price$525,000

Est. Mortgage: $/month

MLS Number 5023025

  • Residential Single Family
  • Full Bath 3
  • Address 3372 Main Street
  • Construction Existing
  • Bedrooms 5

This antique charmer has so much to offer. As one of the oldest homes in Manchester, it is rich in history and character. Although classified as a "condo," it truly feels like a standalone home. The main house features three bedrooms, two and a half baths, wide board floors, three working fireplaces, a marble patio, and a pleasant backyard with mountain views. Additionally, the attached apartment includes two bedrooms, a spacious kitchen, and a comfortable living room. You can live in one part and rent out the other, or enjoy the entire property as a single-family residence. The options are endless! Showings begin Sunday, 11/24

Listed by Andrea Kaplan of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* 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

0 Myers Road Shaftsbury VT 05262

Shaftsbury, VT0 Myers Road

Price$234,000

Est. Mortgage: $/month

MLS Number 5022242

  • Land
  • Address 0 Myers Road
  • Acreage 5.2
  • Area VT-Bennington
  • Utilities None

Don't miss the opportunity to own a piece of Vermont paradise! This rare 5+ acre parcel offers the perfect combination of peace and natural beauty, making it the ideal spot for your future home, vacation retreat, or weekend getaway. Nestled on a quiet country road, the property boasts breathtaking mountain views that change with every season, from the lush greens of summer to the crisp, snow-capped peaks of winter. Whether you're relaxing by the pond, taking in the views from your deck, or enjoying the crisp winter air as the landscape transforms, this property offers a rare opportunity to immerse yourself in the majesty of the Green Mountain State year-round. The private pond is a true centerpiece of the property, offering both serenity and recreation. Dip your feet into the cool water, enjoy a quiet afternoon fishing, or ice skate on the pond, creating lasting memories and embracing the simplicity of country living. With over 5 acres of gently sloping land, there is ample space to build your dream home, create a hobby farm, or simply enjoy the open space. Whether you're planning a custom home, a seasonal retreat, or just a space to escape and explore, this land can accommodate it all. You'll enjoy the peace and serenity of rural life while being just a short drive to Bennington and Manchester for dining and shopping.

Listed by Angela Bevin of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* 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 2024 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 December 2, 2024 3:41 PM EST