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

Bennington, VT11 West Road

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: 3.75% last updated on Nov 14, 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

Bennington, VT74 Monument Avenue

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: 3.75% last updated on Nov 14, 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

Bennington, VT33 Monument Avenue

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: 3.75% last updated on Nov 14, 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

Bennington, VT1 Monument Avenue

Price$495,000

Est. Mortgage: $/month

Pending

MLS Number 4490469

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

Location, Charm and History. Circa 1790 Center Hall Colonial in the heart of Old Bennington Village. Restored turn-key condition. Prominent location in the Historic District, on the hill and adjacent to the Bennington Battle Monument. Light-filled rooms with views of the Monument. Walking distance to downtown Bennington shops along one of the prettiest residential streets in New England. Two garages, one under the main house and one in the restored carriage barn. Underground wiring preserves the tranquil 19th Century setting at the center of Vermont's Revolutionary History. Built by Captain David Robinson Jr., grandson of the founder of Bennington. The center hall leads to a front-to-back living room with fireplace and bookcase. Many built-ins throughout. Formal dining room, newly appointed kitchen and informal sitting room. In-law guest suite or private office with its own living room, bedroom, full bath and entrance. Large light-filled second floor master with views of the Monument to the north and Mt. Anthony to the south. Three more bedrooms on the second floor and a new full bath. Full basement with workshop, wine cellar and large laundry/play space. Separate interior staircase from the basement garage to the first floor. Town water. Propane heat. Recent improvements include central air and heat pump on the first floor, electrical upgrades, and new sewer line connecting to town service.

Listed by Kathleen Hoisington of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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

Bennington, VT9 Monument Avenue

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: 3.75% last updated on Nov 14, 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

Bennington, VT34 Monument Avenue

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: 3.75% last updated on Nov 14, 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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31 Bank Street Bennington VT 05201

Bennington, VT31 Bank Street

Price$335,000

Est. Mortgage: $/month

MLS Number 4769107

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

No box left unchecked in this 3BR/2BA home located on 3 rolling acres in the Village of Old Bennington abutting Mount Anthony Country Club. Get right to making memories and incredible meals in the updated kitchen w/ open floor plan living and dining. Cozy up by the fireplace in cooler months or enjoy your coffee in the newly renovated three season sun room. Spacious master suite offers mountain views & private bath. Bonus Room on the lower level is ready for fun or could potentially be a 4th BR. Generous basement provides space for the ultimate workshop. The attached 2 car garage keeps your cars and toys clean. Private feel yet minutes to town, dining, shopping, entertainment.

Listed by Abi Gregorio of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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

Bennington, VT12 West Road

Price$324,000

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 with updates, she still has the feeling of history. Retaining much character and charm 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 will make any sized gathering a delight. The mudroom and laundry off the kitchen round out the 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 light filled sitting room, office, 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. Spray foam insulation in attic and basement, partial new roof, painted interior and partially painted exterior are among the many benefits awaiting her next owner. Great Old Bennington location, near Monument and Main Street with direct easy access to Albany. A pleasure to show.

Listed by Suzan Yucht of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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81 Monument Avenue Bennington VT 05201

Bennington, VT81 Monument Avenue

Price$298,000

Est. Mortgage: $/month

Pending

MLS Number 4660848

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

This amazing Colonial in the heart of Old Bennington is ready for new owners. This stately home is now a blank slate for you to make your own! Gleaming wide-plank flooring throughout the first floor are showstoppers. The kitchen has been thoughtfully renovated to include a gas stove, in-counter microwave, gorgeous soapstone countertops and generous pantry/storage space. Off the kitchen you'll find an enormous bonus room with almost 500 square feet of space, which makes a perfect rec room, or an amazing space for a hobby or collector! The four bedrooms are located on the second floor, along with a walk in storage closet, a dedicated laundry room, and a convenient back staircase. Outdoors you'll see lovely views of Mount Anthony and the Old First Church as well as seasonal views of the Bennington Battle Monument. This village home is just a stroll away from downtown and several historic sites.

Listed by Angela Bevin of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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41 Bank Street Bennington VT 05201

Bennington, VT41 Bank Street

Price$289,900

Est. Mortgage: $/month

MLS Number 4783658

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

Wonderful 4 bedroom, 2.5 bath home in the heart of Old Bennington Village. Featuring a terrific chefs eat-in kitchen with soapstone island, granite countertops, gas cook top and double wall ovens make cooking and entertaining a delight! Large tastefully paneled family room with wood burning fireplace flanked by built ins, light filled dining room, 3 season sun room, office nook and half bath round out the first floor. With 4 second floor bedrooms including large Master with walk in closet and built-ins, 2 full baths, laundry room with skylights - what more could you ask for? Freshly painted inside and out, with all systems up to date, it will be easy to fall in love. Convenient location between Monument and Country club with easy access to Albany and points west.

Listed by Suzan Yucht of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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43 Monument Bennington VT 05201

MLS Number 4772924

  • Rentals
  • Bedrooms 5
  • Bathroom 6
  • Lease Monthly
  • Village Old Bennington

This circa 1844, 5 bedroom, 5.5 bath home on 2.2 acres retains its historical charm with hand carved woodwork, wide board floors and updated kitchen. The den/family room has paneled wide board pine walls, a built-in hot tub and desks. Fully (extra) insulated with baseboard hot water heating from a modern Buderus boiler. Three fireplaces plus wood stove. Pond, terraced gardens and small barn. 2-car garage with garden room & firewood storage. Utilities not included. 1st, last & security deposit required. House is fully furnished and equipped. Ideal for short term corporate, academic, or medical executives.

Listed by Kathleen Hoisington of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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 November 17, 2019.