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Old Bennington Village Town Page

Old Bennington is a unique village of historic homes from the Revolutionary, Antebellum and Victorian eras.  They remain the finest collection of these architectural styles in all of Vermont.  The dominant architectural style is Federal and homes built later, into the 20th century also favored this style. The village is one mile west of the town of Bennington and has its own governance.  It was designated a National Historic District in 1984. 

Directly across from the village green lies a remarkable cemetery of Revolutionary War heroes as well as other notables including Robert Frost and his immediate family. 

The Old First Church was restored in 1937 using the original plans of its master builder and architect, Lavius Fillmore. It was the first church in Vermont.  The first minister of this Congregational Church was Rev. Jedidiah Dewey and his home still remains in the village along with the homes of many other early settlers and leaders of this village.

Chartered in 1749 and settled in 1761, we owe a debt of gratitude to Captain Samuel Robinson who discovered Bennington.  Governor Benning Wentworth of New Hampshire had been charged by King George to settle this territory.  Mistaking the Hoosac River for the Hudson River, Robinson upon returning with his soldiers from his exploration of “The Wilderness” known today as Vermont secured the first grant given and named after the governor in 1749. Endowed with natural beauty, located on a wide plateau west of the town Bennington, Old Bennington has become a remarkable place to own a home.

When the post office officially moved in 1848 to what is now known as Bennington, the original settlement became Old Bennington.  Over time Old Bennington evolved into a residential village as businesses moved to the larger community of Bennington.  The village remains largely residential but three small businesses remain as well as an elementary school that is within the regional school system.  The Bennington Museum, also in the Village features a collection of Grandma Moses’s paintings and broad array of items significant to the local history. 

One outstanding example of bygone days is reflected in the Walloomsac Inn which was originally built by Jedidiah Dewey’s son Elijah in 1771 and still stands, though closed to the public.   Know originally as The Dewey Tavern until after Elijah’s death in 1818, guests before and after the republic was founded included Benjamin Franklin, Thomas Jefferson and James Madison among other notables of the time. The grandest feature in the village is The Bennington Battle Monument commemorating The Battle of Bennington, a significant turning point in The Revolutionary War.

There are some 82 residences mostly on 2+ acres of land with sidewalks shaded by tall trees. We highly encourage you to get a feel for the village and its history by walking from the Old First Church and cemetery up Monument Avenue, stopping to read the commemorative plaques recognizing our heroes in the Revolutionary War and ending at the Bennington Battle Monument.

We are close to the many cultural and year round recreational activities throughout the region.  If you cherish history and elegant historic and vintage homes you must put this village on your list of possibilities.

Old Bennington

11 West Road Bennington VT 05201

Price$945,000

Est. Mortgage: $/month

MLS Number 4701683

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bathroom 5
  • Bedrooms 6

One of the finest Revolutionary Period properties in Vermont completely restored under the guidance of historical consultants. The Isaac Tichenor House c. 1788 is a living masterpiece of elegant historical design graced with the finest modernizations of kitchen, baths and mechanical systems. The grounds include gardens modeled after the 1930s garden plans along with a restored clay tennis court, renewed pond and designated wetlands for a fabulous outdoor setting that frames both the Bennington Battle Monument and Mount Anthony. Historical detail, a complete list of improvements and floor plans available on request. Governor Isaac Tichenor was the third Governor of Vermont who was also Chief Justice of the Vermont Supreme Court and a United States Senator. If you are passionate about the history of the beginning of our country and the State of Vermont you will be passionate about this house and the story that goes with it. 3-car heated garage, 5.7 acres.

Listed by Kathleen Hoisington of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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.

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Old Bennington

74 Monument Avenue Bennington VT 05201

Price$675,000

Est. Mortgage: $/month

MLS Number 4642740

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4

Rich in Revolutionary War history and reputed to be the oldest continuously occupied home in Vermont, this handsome 1763 Federal is listed on the National Register of Historic Places. Retaining many original features including 4 marble fireplaces, 22" wideboard pine flooring and paneling throughout, along with a hand painted mural above the former kitchen fireplace depicting Old Bennington at the beginning of the 19th Century. A tasteful 1920 addition, featuring a recently renovated, stunning and tastefully appointed kitchen with marble countertops, top of the line stainless appliances including separate steam oven, blend in seamlessly with the original structure. Offering 4 large en-suite bedrooms with full baths, including one currently in use as a den; large living room and adjoining library with built in bookcases; large dining room with fireplace; bright Butler's pantry with prep sink, corian counters and ample storage perfect for entertaining. Handsome foyer, bright office/study and half bath round out this well laid out and proportioned first floor. Elegantly situated on 3.64 lush acres offering a private bluestone terrace off the kitchen, marble courtyard, scenic mountain views, manicured lawns, mature landscaping with stonewalls and gazeebo present this property magnificently. Separate 3 bedroom guest cottage off the courtyard and 35' x 23' lightfilled studio with hard wood floors and vaulted ceiling round out this exquisite offering.

Listed by Suzan Yucht of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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.

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Old Bennington

33 Monument Avenue Bennington VT 05201

Price$579,000

Est. Mortgage: $/month

MLS Number 4716607

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bathroom 5
  • Bedrooms 3

Presenting for the first time this grand Old Bennington residence built in 1930 with architectural detail honoring classic historic Colonial home appointments. This home is immensely comfortable, elegant and easy to take care of due to its premier construction, new kitchen, oak hardwood floors, newer furnace and numerous Anderson replacement windows with e glass. First and second floor sunrooms frame Mount Anthony while stonewalls, gardens and white picket fencing define the property. Traditional floor plan with entry hall; open stairway with oval frosted glass window, soapstone faced fireplace in the formal living room, formal dining room, den, cherry cabineted kitchen with views and French doors to deck. Three second floor bedrooms, each with full bath, additional full bath on the main level and ground level billiard room updated with work and study areas. Slate roof. New 2-car garage, 1.10 acres.

Listed by Kathleen Hoisington of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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.

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77 Monument Avenue Bennington VT 05201

Price$499,000

Est. Mortgage: $/month

MLS Number 4756327

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

Located in the prestigious Village of Old Bennington, this beautiful 4,000+ sq. ft. center hall Colonial sits on 1.6 nicely landscaped acres with a year round creek and a footbridge. Off the large foyer is a parlor with a fireplace and ½ bath, beautiful dining room and stairway to the second floor. Further down the foyer leads to the kitchen and large family room with fireplace/pellet stove. Off the family room is a south facing 3 season porch. The gourmet's dream kitchen features a 6 burner professional stovetop, warming drawer, built in microwave oven, refrigerator, beverage refrigerator, 2 convection ovens and 3 sinks all in stainless steel. The extensive counter space and island are topped with Brazilian granite and compliment the overabundance of cabinetry. The first floor finishes up with a large private office off the kitchen with a back stairway to the second floor bedrooms. Upstairs are 4 large bedrooms, two of which are master suites with walk-in showers. The 3rd bathroom features a whirlpool tub with shower. A large linen closet and laundry complete the second floor. An attic with stairwell is accessed from the main center hall of the second floor. The full basement features a work shop area and has access for parking two cars in tandem. The home has been well cared for with electrical and plumbing upgrades, roofing, and rebuilt chimneys. Available turn-key.

Listed by Kathleen Hoisington of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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.

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Old Bennington

1 Monument Avenue Bennington VT 05201

Price$495,000

Est. Mortgage: $/month

MLS Number 4490469

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bathroom 2
  • Bedrooms 5

This c. 1790 Center Hall Colonial was built by Captain David Robinson Jr, son of Major General David Robinson, and grandson of the founder of Bennington. On his death Captain Robinson deeded it to the historic First Congregational Church and it served as the parsonage for 100 years. Property includes the restored late 18th century carriage barn.Restored and in turn key condition, this home is adjacent to and frames The Bennington Battle Monument from several rooms. The center hall leads to a front to back living room with fireplace and bookcases on the south side. On the north side of the hall a formal dining room overlooks the Bennington Battle Monument. Newly appointed kitchen, informal sitting room and in-law guest suite or private office with its own living room, bedroom, full bath and entrance complete the first floor. Central air on first floor. The second floor embraces a wide open hall with beckoning window seat flanked by bookcases overlooking the tree-lined Avenue. Four more bedrooms with corner ventilation in all rooms and a new full bath. Walk up attic and full basement with wine cellar and large playroom/laundry/ office. Ground level access to gardens and patio. Separate interior staircase from the basement garage to the first floor. Showcase perennial gardens and restored Carriage barn/Garage with electricity, and underground wiring at the site preserve the tranquil 19th Century setting at the center of Vermont's Revolutionary History.

Listed by Kathleen Hoisington of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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.

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40 Monument Avenue Bennington VT 05201

Price$495,000

Est. Mortgage: $/month

MLS Number 4649624

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bathroom 6
  • Bedrooms 6

Move right in to this private mint condition historic home with pool and carriage house. Meticulously renovated by its current owners, this sprawling home is nestled in the trees down a long sheltered driveway. A wrap-around porch offers mountain views across the park-like grounds; a luxurious gunite pool with bluestone coping draws you to the secluded side yard. With six bedrooms and 4.5 baths, plus game room, mudroom and family room, there is plenty of space for family and guests. The country kitchen, with Sub-Zero and Bosch appliances and custom Rutt cabinetry, welcomes the serious cook. A butler's pantry with wine storage and sink leads to the dining room with glass chandelier. Gleaming hardwood floors throughout. With fireplaces in the living rooms - and the master bedroom - this home is a perfect all-season retreat. Old Bennington, anchored by the Bennington Monument, is located at the nexus of Southern New England. Enjoy skiing and winter sports at Bromley and Stratton, summer theater and music at Marlboro and Williamstown, and art at Bennington College. Or just settle in next to the fireplace and let the world slip away. Come see this extraordinary home and begin the next chapter of your extraordinary life.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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.

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9 Monument Avenue Bennington VT 05201

Price$450,000

Est. Mortgage: $/month

MLS Number 4758455

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bathroom 6
  • Bedrooms 5

Presenting the Governor John S. Robinson home, Circa 1862. The original home was razed by his Widow Mary Staniford Robinson and she actually built the home that is to this day one of the outstanding historical homes in Old Bennington. Designed in the Greek Revival Style with elaborate dentil work on the exterior. Gracious entry hall with original door, open stairwell with mahogany balusters and powder room. The living room has a fireplace, window seat and French doors to the heated sunroom with westerly views. Music room with fireplace and full paned door to the open veranda, dining room with crown moldings and indirect lighting and sunroom access, Kitchen with spectacular views of Mount Anthony, Cozy side entry/mudroom with separate outside entrance to the Apartment. The 2nd floor has 4 bedrooms - 2 of which are ensuite as well as two other bedrooms with a hall bathroom and rear staircase to kitchen. The westerly facing bedroom also has a charming fireplace. . The attic is finished with sheetrock and heat with original board flooring. The basement is under the entire house and is compartmentalized into several pristine rooms with freshly painted walls and a utility bathroom. 2 car garage with automatic door openers. There is an attached 2 bedroom 1 bath apartment with front and rear entries. On the south side of the house there is a private wood planked patio flanked by stone walls and plantings.

Listed by Kathleen Hoisington of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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.

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34 Monument Avenue Bennington VT 05201

Price$369,900

Est. Mortgage: $/month

MLS Number 4730296

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Located in historic and prestigious Old Bennington this colonial style home offers old world charm and modern convenience. Known locally as The Spargo House, the home was owned by the historic author John Spargo, who later went on to be the founder and curator of The Bennington Museum in 1927. Situated on 1.0 +/- acre and offering 4 bedrooms including a large master suite, 2 full and 1 half baths, large eat-in kitchen that has been completely updated, bright and sunny formal dining room, living room, family room with fireplace, den/office and much more. Some terrific wood floors, a wonderful rear deck and patio, 1 car basement garage and large rear yard complete this great home.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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.

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Old Bennington

25 Monument Avenue Bennington VT 05201

Price$345,500

Est. Mortgage: $/month

MLS Number 4702286

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

GREAT NEW PRICE! One of Old Bennington's premier properties offered for the first time in over a half century. Cape Cod style home with amazing views and location on 2 acres that blends seamlessly with the 18th and 19th century homes lining Monument Avenue. Gracious living room with fireplace overlooking the beautiful setting and Mt. Anthony. Three bedrooms, including master bedroom and 2 1/2 additional baths on the main level. Additional two bedrooms and a 3/4 bath on the second floor. Finished space in the basement with historical, folk art mural. Floor plan invites many options for entertaining and living!

Listed by Kelley McCarthy of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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.

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12 West Road Bennington VT 05201

Price$334,000

Est. Mortgage: $/month

MLS Number 4755890

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

A terrific opportunity in Old Bennington awaits you. Well cared for and modestly updated, she still has the feeling of history. Offering 4 bedrooms, 4 baths, hard wood floors throughout, eat in kitchen with adjacent large Butler's pantry, dining room, large living room with wood burning fire place and French doors that open onto terrific light filled enclosed porch, mudroom and laundry round out her first floor. You will find a sweet spot to perch on the mid-level landing with window seat as you head up to the second floor, where you will find 4 bedrooms, 3 baths, plenty of linen and storage built-ins. The Master suite opens into a terrific sitting room or studio, your choice. You may never want to leave your bedroom again. Three of the 4 bathrooms in the house have all been updated, while 4th bath with claw foot tub remains as it was back in the day. Huge walk up 5 dormer attic with cedar closet can be put to its next best use. New spray foam insulation in attic and basement, partial new roof, painted interior and exterior are among the many benefits the next steward will appreciate. A pleasure to show.

Listed by Suzan Yucht of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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

81 Monument Avenue Bennington VT 05201

Price$310,000

Est. Mortgage: $/month

MLS Number 4660848

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Stately Colonial in the heart of Old Bennington Village on a picturesque tree lined street. Once the home of Captain Isaiah Hendryx, a retired Captain in the Revolutionary War, it now features a beautiful blend of historic details with modern amenities. The home has been lovingly updated and meticulously cared for. Original wide plank flooring throughout, updated kitchen with classic soapstone countertops, plenty of storage and pantry space. The generous living and family rooms are flooded with sunlight. Upstairs are 4 bedrooms, 2 bathrooms, and a dedicated laundry room. A lovely sleeping porch is connected to one of the bedrooms, perfect for cool summer nights. The main bathroom features a large clawfoot tub and custom tiled shower. A nice flat back yard, fully fenced, with mature trees is great for outdoor fun. And if you need more space, there's a large bonus room that is partially finished with endless possibilities. Once used to store a large collection of books, the reinforced flooring can take on a new pool table so make this into the Rec room of your dreams! This village home is just a stroll away from the historic First Church, the Bennington Battle Monument, Monument Elementary School and the many outdoor festivals at Camelot Village! "Settledown" on the prettiest street in Bennington!

Listed by Angela Bevin of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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.

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Copyright 2019 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 July 20, 2019.