Bennington and Shaftsbury VT Real Estate

Bennington and Shaftsbury, Vermont are located south of the Northshire communities in the Manchester and mountain town areas, and sit on the western border with New York State. Historic Bennington has a vibrant downtown and plenty of choices of neighborhoods for home buyers. Bennington boasts historic museums, sites and markers from the Battle of Bennington - one of the key Revolutionary War clashes in the larger Battle of Saratoga. The Battle of Bennington monument is the tallest man-made structure in all of Vermont. Just north of Bennington lies Shaftsbury and it's rural, rolling hills, fields and farms. Shaftsbury Vermont has hiking, local food farm stores, and historic buildings. The town has the quiet expected of a peaceful Vermont town, star-filled skies at night, yet so close to the conveniences of Bennington.

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204 Park Street Bennington VT 05201

Bennington, VT204 Park Street

Price$199,000

Est. Mortgage: $/month

MLS Number 4971902

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05201

Charming Cape with a fully fenced backyard! Established vegetable garden. Attached shed for on-site storage. Hardwood floors throughout add warmth and original character. There are 4 bedrooms, 1.5 baths total. Both bathrooms are on the first floor, along with two of the bedrooms and laundry, giving FIRST FLOOR living for those who need it. Two additional bedrooms and a bonus room with large closet are upstairs. Large eat-in kitchen was updated by prior owner with oak cabinets. Appliances included: French door refrigerator, electric range, dishwasher, washer & dryer. Living room looks a bit small, but it fits a large sectional and full size couch! Favorite feature is the enclosed front porch with wrap-around windows, original wainscoting in a calming seafoam green color and vibrant pine floors. There's also a covered side porch for relaxing in the shade from the mature trees. Off street parking for 2+ cars. Walking distance to schools, downtown, and convenience stores. Contact a buyer's agent to schedule your private showing!

Listed by Jenifer Hoffman of Hoffman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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210 Northside Drive Bennington VT 05201

MLS Number 4971799

  • Commercial

Since 1968 Bennington Pizza Plaza, the first pizza shop in Bennington and family owned, in the same shopping plaza. Equipment in excellent condition in a pristine kitchen. Strong consistent revenue has room for expansion/innovation. Attractive modern dining area with big screen TV for family and game night, full meals, pizza for eat in and take out. Owner will stay through transition and to teach special recipes. Setting shows TLC of a family owned business. Must see!

Listed by Maureen McShane of Chris Fucci Associates,LTD

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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13-84 Marshall Drive Shaftsbury VT 05262

Shaftsbury, VT13-84 Marshall Drive

Price$549,000

Est. Mortgage: $/month

MLS Number 4971617

  • Multifamily
  • Units 2
  • Bathroom 3
  • Square Feet 2,646
  • Acreage 3.6

So many opportunities are afforded by this property! It includes a 4BR/3BA Colonial farmhouse built in 2000, oversized heated garage, horse barn with water and electricity and a separate c. 1940 3BR/1BA cottage on a 3.6 acre parcel with fenced in pasture. Main house is open and bright on the first level with half/bath laundry room, kitchen with great storage open to the back deck and dining room, large living room and family room/office. Second floor includes the primary ensuite with soaking tub and walk-in shower plus 3 guest bedrooms and additional full bath. All new vinyl flooring throughout. Cottage is sweet and bright! Kitchen, large dining room, living room, 2 bedrooms and full bath on first floor and large bedroom on the second floor. All located within the commercial overlay zone but bordered on two sides by conserved agricultural lands. Bring your imagination and entrepreneurial spirit!

Listed by Vicki Wilson of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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1427 Walloomsac Road Bennington VT 05201

Bennington, VT1427 Walloomsac Road

Price$219,900

Est. Mortgage: $/month

MLS Number 4971578

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Construction Existing
  • Zip 05201

Great farmhouse situated on 3.8 acres on the west end of Bennington. Adjacent to the airport and offering kitchen, living room, den, 3 bedrooms and 1 and half bathrooms. Outside there is a covered porch, 2 car detached garage and further back a pond.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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287 Hewitt Drive Shaftsbury VT 05257

Shaftsbury, VT287 Hewitt Drive

Price$475,000

Est. Mortgage: $/month

MLS Number 4971351

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05257

This is truly a rare find! Beautifully updated with a major addition in 2022, including new windows and entirely new vinyl siding. Much of this home is brand new. Single level living with three generous bedrooms plus a dedicated office/den. The primary bedroom has an oversized closet and ensuite bathroom for convenience. Featuring a large and open layout, it's perfect for entertaining family and friends. A newly added sunroom and plentiful windows add to the light and airy feel of the living space. Not just a "pretty" home, but incredibly comfortable and well thought out too. A wood burning fireplace provides warmth and ambiance on those cold Vermont nights, and a mini split system will keep you cool all summer long! On the lower level you'll find a large Rec Room as well as a dedicated storage room to keep your home clutter free. The oversized two car garage enters through the basement. Outdoors you'll enjoy gorgeous sunsets on your back deck, or dine alfresco with the retractable awning providing much needed shade. A partially fenced yard on a quiet dead end street and elementary school choice are all part of this magnificent offering!

Listed by Angela Bevin of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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103 Hicks Avenue Bennington VT 05201

Bennington, VT103 Hicks Avenue

Price$185,000

Est. Mortgage: $/month

MLS Number 4971131

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Construction Existing
  • Zip 05201

With nearly an acre of land in the Planned Commercial district, this rustic farmhouse could be the site of your new business or simply continued as a private residence. Turnover is rare in this neighborhood, so you may have never driven down this street or even noticed this house tucked behind mature trees. Land is level, with a mix of open yard and rear woods... clear some trees if you'd like more space! Walking distance to golf course, trail system, tennis center, elementary school, shopping and restaurants, including the new Starbucks & Chipotle under construction. Detached 2-car garage and plenty of parking. Inside you'll find new vinyl plank floors throughout and mini split heat pumps for energy efficient heating & cooling. First floor has a bedroom and brand new full bath, plus kitchen, dining and living rooms. Second floor has second bedroom with another full bath. Basement reveals the home's age, with a stone foundation and dirt floor, and modern upgrades for laundry hook-ups, circuit breakers and hot water tank, plus an exterior access for convenience. The old wood furnace and electric baseboard heat are not functional. In the kitchen there's a brick hearth/surround with a ventless propane heater that should not be used... good news is there's a block chimney so you can choose the right back-up source for your needs (pellet, wood, propane). Don't judge a book by its cover... this move-in ready & affordable home is worth a look in person!

Listed by Jenifer Hoffman of Hoffman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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330 School Street Bennington VT 05201

Bennington, VT330 School Street

Price$284,000

Est. Mortgage: $/month

MLS Number 4971089

  • Multifamily
  • Units 3
  • Acreage 0.11
  • Square Feet 1,712

This investment property has so many positives! It's a short walking distance to the center of downtown Bennington. Most of the utilities are separated - electric meters, three separate hot water tanks (electric) with tenants paying those utilities. The property was specifically designed and updated to be as low maintenance and hands off as possible. Vinyl siding and replacement windows. Durable flooring and surfaces. The tenants also have the convenience of having electric sub panels right in their units. The tenants are all long term, have all expressed a desire to stay long term. Plenty of parking on street and in the rear of the building. Current Net Operating Income right around $26,000 annually. Please allow 48 hours to schedule showings.

Listed by Will Paquin of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

84 Marshall Drive Shaftsbury VT 05262

Shaftsbury, VT84 Marshall Drive

Price$549,000

Est. Mortgage: $/month

MLS Number 4971039

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing
  • Zip 05262

So many opportunities are afforded by this property! It includes a 4BR/3BA Colonial farmhouse built in 2000, oversized heated garage, horse barn with water and electricity and a separate c. 1940 3BR/1BA cottage on a 3.6 acre parcel with fenced in pasture. Main house is open and bright on the first level with half/bath laundry room, kitchen with great storage open to the back deck and dining room, large living room and family room/office. Second floor includes the primary ensuite with soaking tub and walk-in shower plus 3 guest bedrooms and additional full bath. All new vinyl flooring throughout. Cottage is sweet and bright! Kitchen, large dining room, living room, 2 bedrooms and full bath on first floor and large bedroom on the second floor. All located within the commercial overlay zone but bordered on two sides by conserved agricultural lands. Bring your imagination and entrepreneurial spirit!

Listed by Vicki Wilson of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

377 Southshire Drive Bennington VT 05201

Bennington, VT377 Southshire Drive

Price$599,900

Est. Mortgage: $/month

MLS Number 4970856

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • Zip 05201

This spacious contemporary home sits privately on over three acres in a quiet subdivision, only minutes away from the hospital, Historic Old Bennington and Downtown. Inside boasts four bedrooms and four bathrooms; the primary bedroom has a large en suite with jetted tub and separate shower. Everything you need is on the main level, including laundry space, separate dining and an open kitchen and living concept, vaulted ceiling and a corner stone fireplace, as well as sliding doors to the back deck. High speed internet makes it easy to work from home. Upstairs features a balcony overlooking the living room and additional space for an office or storage, along with a theater room! Downstairs also provides additional rooms and finished space, natural light, a pellet stove and another sliding door to the backyard. The paved driveway and attached garage are great for winter and the expensive yard is ready for gardening. This property just needs a little TLC and has many quality aspects to enjoy!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

243 Simeon Dean Road Shaftsbury VT 05262

Shaftsbury, VT243 Simeon Dean Road

Price$299,000

Est. Mortgage: $/month

MLS Number 4970731

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05262

This is Vermont horse country, 3 acres of level flat lawn easily converted to pasture land. The interior offers 4 bedrooms one with a private bath, a play room that could be a private office space. Attached two car garage with directly accesses the house and garage. Pellet stove to warm up on those cold wither nights, plenty of yard to entertain on the back patio. Front yard has a fence area for the dogs to run. The floor could accommodate a separate in-law living space Come check it out this house has it all. Delayed showings until Saturday 9/23 at noon open house

Listed by Dan Mason of Perrott Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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8 Robinson Avenue Bennington VT 05201

Bennington, VT8 Robinson Avenue

Price$349,000

Est. Mortgage: $/month

Pending

MLS Number 4970670

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05201

When the charm of the Craftsman era home meets the modern energy efficiency upgrades of the 2020's you have a gem of a property! This 2 story spacious home offers wood flooring, built ins, first level primary bedroom and vintage bathroom, plus office and large open living -dining-den area and a kitchen that still has the farmhouse sink of the 1930's! A hearth with a pellet stove ready for the cozy winter evenings that will be here before you know it! Three bedrooms and a full bathroom on the second floor complete the main house. Full unfinished basement where the shiny new Buderus boiler sits. Enclosed front porch and solid oversized 2 car garage ready for a workshop, projects or your vehicles and has plenty of storage above. The lovely gardens are a work of art in every season. The enclosed patio with new Pergola is a secret getaway where you border the quiet woods and look down the sloping back yard to the Walloomsac river. You won't even realize you are in town just minutes from shopping, the hospital and downtown! If you love golfing, breathtaking views and a fabulous meal-Walk to the country club just around the corner. The dog fence off the patio is convenient for the 4 legged friends. Weatherization and insulation updates as well as the mini splits installed for central AC and some heating has made energy costs very low here. You will fall in love!

Listed by Lillian Williams and Catherine Cairns of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

360 East Road Shaftsbury VT 05262

Shaftsbury, VT360 East Road

Price$625,000

Est. Mortgage: $/month

MLS Number 4970302

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 4
  • Construction Existing
  • Zip 05262

A vacation home since 1974, this dreamy red Cape could be yours! With 6 bedrooms and 4 baths, everyone will be comfortable. Covered & enclosed front porches with marble flooring greets your arrival. Enter the spacious kitchen with exposed posts and beams, fireplace and sitting area, and access to the deck. This space, renovated in 2000, is the perfect blend of construction between the original section (1820) and new addition (early 1980s). Built-in bookshelves in the classic style formal dining room and living room with cabin-cozy vibe. A two-sided stone fireplace adds warmth & rich character to the enclosed porch, which leads down to the mossy patio with stone walls. Two bedrooms can be found on every level, a sprawling layout for guests who seek privacy. Laundry room in the newer finished basement, and hook-ups in the antique cellar, too. Mudroom connects to the attached 2-car garage with powered overhead doors. ADT alarm system, cable/internet, new oil tanks, private well & septic. Outside you'll soak up sunrise with a spectacular mountain view... and a natural environment with pond, year-round Furnace Brook, front & backyards, and forest. Property includes 43 acres, including 3 lots across the street on East Road that should be buildable. Keep it all for yourself, sell the lots separately, or build a compound. Only 5-10 mins drive to all amenities - downtown, hospital, restaurants, stores. One hour from Albany Int'l Airport, 3 hours to Boston and NYC.

Listed by Jenifer Hoffman of Hoffman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

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Copyright 2023 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 September 29, 2023 9:27 AM EDT