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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1041 Shaftsbury Hollow Road Shaftsbury VT 05257

MLS Number 4985501

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

Tucked away on 16.65 acres, this 2BR, 2BA ranch has been thoughtfully and completely renovated so you can fulfill your Vermont home dreams! A quintessential retreat or primary residence where you can enjoy all of Vermont's seasons, whether it's snuggled up by the wood stove on a snowy day or sunning yourself on the large deck overlooking nature in the warmer months. The interior is flooded with natural light, cozy, yet airy and open. Lots of additional space in the basement for storage or hobbies and you'll also appreciate the 12 x 30 outbuilding to house toys and tools! A blend of woods and cleared lawn for you to let your homesteading dreams run wild, the current owner has established a small vineyard! If you want to feel immersed in nature while still being only a short drive to state parks, lakes, hiking, dining, skiing, shopping, and cultural events in Bennington, Manchester and surrounding towns then this is the property for you!

Listed by Abi Gregorio of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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.

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105 County Street Bennington VT 05201

Bennington, VT105 County Street

Price$195,000

Est. Mortgage: $/month

Open House

MLS Number 4985285

  • Multifamily
  • Next Open House: Sat 02/24 11:00 am. to 1:00 pm.
  • Units 3
  • Bathroom 3
  • Acreage 0.13

3 Unit located downtown. Ability to owner occupy. Listing Agent is related to the seller. Showings start 2/22/24.

Listed by Erica Hale of Ridgeline Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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.

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43 Cleveland Avenue Shaftsbury VT 05262

Shaftsbury, VT43 Cleveland Avenue

Price$315,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4985189

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

The Vermont farmhouse that dreams are made of... there's even a barn with 2-car garage! Renovated inside and out, the photos paint a true picture of this home's beauty, function, and fabulous location. Cleveland Avenue is a beloved neighborhood, famous for annual Halloween festivities. Sidewalks for dog walking or strolls to the Shaftsbury Country Store, elementary school, playgrounds and Howard Park. Built in 1900, this 4 bedroom, 1.5 bath home perfectly balances older character with modern amenities. Hardwood floors throughout most, with vinyl plank in the more recent additions. Kitchen has Stainless Steel appliances, granite counters, walk-in pantry, and island with butcher block for prep space and casual seating. Formal dining room with chandelier, living and family rooms separated with French doors. First floor also has a bedroom, office, half bath with laundry hookups, rear mudroom with skylight, and front foyer with built-in storage benches and cubbies. Upstairs are 3 generous bedrooms and a spectacular full bath with separate jetted tub and walk-in shower, brand new double vanity and light fixture. In the basement you'll find solid bones - a stone foundation with concrete floor, workbenches, utilities, and a bonus room with exterior bulkhead. Town water, private septic system, and access to high speed internet (cable or fiber optic). Standing seam metal roof, vinyl siding & windows, plus a Trex deck and screened porch. Fall in love and pack your bags!

Listed by Jenifer Hoffman of Hoffman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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.

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135 Eden Way Bennington VT 05201

Bennington, VT135 Eden Way, Unit 35

Price$179,900

Est. Mortgage: $/month

Pending

MLS Number 4984940

  • Condo
  • Square Feet 1,244
  • Bedrooms 2
  • New Contruction Existing
  • Village Bennington

If you're looking for a beautiful home that's easy to maintain and within walking distances to all that downtown Bennington has to offer, here you go. This well-maintained 2 bedroom 2 bathroom townhome is just .5 miles to main street. You can walk to and enjoy shopping, dining, theater, arts, breweries, tanning, bookshop, coffee bar, community market and local activities like parades. Yard maintenance and snow plowing is included so you can focus on what's important to you, enjoying all Bennington has to offer.

Listed by Floyd Amidon of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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.

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111 Safford Street Bennington VT 05201

Bennington, VT111 Safford Street

Price$239,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4984197

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

Steps away from downtown Bennington, enjoy convenient access to festivals, restaurants, bars, coffee shops. YMCA is around the corner with indoor pool, gym, sauna, outdoor tennis & basketball courts, and summer camps for kids. If you just want to relax, open the windows and listen to the peaceful sounds of the Walloomsac River. Gorgeous hardwood floors refinished to resurrect the glory of this traditional Four Square home. Large living & dining rooms with south-facing windows for abundant natural light, original woodwork, built-ins, French doors. Kitchen has brand new Stainless Steel appliances and vinyl plank floor... ideal space for an island, breakfast table and/or hutch. Gracious foyer and a charming powder room round out the first floor. Upstairs are four bedrooms and a full bath with combination tub/shower and tile floor. Walk-up attic for easy-access storage. Full basement with concrete floor has laundry hookups, utility sink, oil tank, Peerless boiler and 100 amp panel. Detached 2-car garage with brand new manual overhead doors; interior is freshly painted, has power and two workbenches. Old barn with 2.5 stories currently used for storage, but with its own water/sewer connection creating an incredible opportunity for an owner-occupant to convert into an Accessory Dwelling Unit (ADU) for rental income or home-based business/office space. Slate on house & garage are in good shape; seller put a brand new roof on barn. Exterior needs minor repair and paint!

Listed by Jenifer Hoffman of Hoffman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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.

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46 Duffy Drive Bennington VT 05201

Bennington, VT46 Duffy Drive

Price$349,999

Est. Mortgage: $/month

Active With Contract

MLS Number 4984150

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Construction Existing
  • Zip 05201

With room for everyone, plus some, this spacious Colonial, leaves virtually no box unchecked. Traditionally laid out, the first floor hosts an updated eat-in kitchen w/stainless steel appliances, granite counter tops, large pantry storage and sliders that lead out to a trex deck w/awning for outdoor dining, formal dining room, living room, 1/2 bath, and bonus room - perfect for a home office! Upstairs you will find 3 bedrooms, a full bath and an enormous Primary Suite w/ vaulted ceilings and radiant heated floors, it's own bonus room, 3 massive walk in closets & a full bath. The basement is partially finished as an in-law apartment, equipped with it's own kitchen/living space , 3/4 bath, bedroom and pantry. As if all of that wasn't enough there are outstanding sunset views of the Monument and mountains from the backyard, which also has buried fencing for pets. The two car, attached garage has air compressor hook ups for those who like to tinker on toys and cars! Close to all that Bennington has to offer, culture, dining, shopping etc. yet located in a quiet development within walking distance to schools and Willow Park! Come see and fall in love!

Listed by Abi Gregorio of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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.

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109 Charles Street Bennington VT 05201

Bennington, VT109 Charles Street

Price$189,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4982827

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05201

Freshly renovated 3 bed 2 bath home at the edge of town. Short walk to the Blue Trail, and the Bennin Recreation Center, fishing and summer recreation in the Roaring Branch of the Walloomsac River. All this near public transportation, Mt Anthony High School. Nothing left to do but move in and enjoy this tastefully renovated home.

Listed by Dan Mason of Perrott Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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.

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139 Main Street Bennington VT 05201

Bennington, VT139 Main Street

Price$425,000

Est. Mortgage: $/month

MLS Number 4982782

  • Multifamily
  • Units 3
  • Bathroom 2
  • Acreage 0.51
  • Square Feet 3,840

Welcome to a unique and versatile property nestled steps from the vibrant Bennington Downtown! This exceptional offering boasts a perfect blend of commercial and residential spaces, providing an incredible investment opportunity for the savvy buyer, investor, entrepreneur, and those seeking a live-work lifestyle. With the potential for a steady income stream from residential rentals and a prime location for a thriving business, or with a few modifications, make this a large single-family home! There are many opportunities with Mixed Use Zoning. For many years, the commercial space was a successful restaurant and cafe, the expansive storefront and open layout create an inviting atmosphere, perfect for showcasing products and attracting customers. Much of the commercial equipment remains and is included in the sale. The two thoughtfully designed and recently updated residential suites, offer modern comfort and urban convenience. Whether for long-term rentals or short-term stays, these tastefully appointed units provide an attractive option for tenants seeking the ultimate in location and lifestyle. The property's central location means that residents and patrons alike are just steps away from the town's finest dining, entertainment, and cultural offerings. Recent exterior improvements, as well! Schedule a showing today and envision the endless possibilities that await within this remarkable property!

Listed by Cassie Barbeau of Mahar McCarthy Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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

318 Chester Knoll Drive Bennington VT 05201
Active With Contract

MLS Number 4982648

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05201

Well maintained 3 bedroom, 2 bath cape in Chester Knoll. Offering Kitchen with dining area, large living room, rear deck, finished basement, patio and more. A must see.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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

139 Main Street Bennington VT 05201

MLS Number 4982555

  • Commercial
  • Village Bennington
  • Year Built 1977
  • Square Feet 3,840
  • Acreage 0.51

Welcome to a unique and versatile property nestled steps from the vibrant Bennington Downtown! This exceptional offering boasts a perfect blend of commercial and residential spaces, providing an incredible investment opportunity for the savvy buyer, investor, entrepreneur, and those seeking a live-work lifestyle. With the potential for a steady income stream from residential rentals and a prime location for a thriving business, or with a few modifications, make this a large single-family home! There are many opportunities with Mixed Use Zoning. For many years, the commercial space was a successful restaurant and cafe, the expansive storefront and open layout create an inviting atmosphere, perfect for showcasing products and attracting customers. Much of the commercial equipment remains and is included in the sale. The two thoughtfully designed and recently updated residential suites, offer modern comfort and urban convenience. Whether for long-term rentals or short-term stays, these tastefully appointed units provide an attractive option for tenants seeking the ultimate in location and lifestyle. The property's central location means that residents and patrons alike are just steps away from the town's finest dining, entertainment, and cultural offerings. Recent exterior improvements, as well! Schedule a showing today and envision the endless possibilities that await within this remarkable property!

Listed by Cassie Barbeau of Mahar McCarthy Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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

116 Church Street Shaftsbury VT 05262

Shaftsbury, VT116 Church Street

Price$355,000

Est. Mortgage: $/month

Pending

MLS Number 4982404

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05262

Romantic village Victorian has much to offer! Step in off the front porch into the bright, sunny interior. L-shaped kitchen includes an efficient work space coupled with an open area with generously sized pantry (and even a built-in ironing board) that opens to the mudroom/laundry room. The main level also includes intimate gathering spaces including the living room with bay window, dining area and office/study. Rounding out the first floor is a full bath. The second story includes two guest bedrooms in addition to the primary bedroom and the pièce de résistance, the surprisingly glamorous full bath with walk-in shower, jetted tub and expansive walk-in closet. There is also a detached 2-story barn garage with woodstove heat that provides endless opportunities! All on a 0.72 acre lot in the Village of Shaftsbury, walking distance to the post office, country store and park!

Listed by Vicki Wilson of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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

212 Benmont Avenue Bennington VT 05201

MLS Number 4982132

  • Commercial
  • Year Built 2000
  • Square Feet 6,072
  • Acreage 0.55
  • PricePerSqFt 181.16

Ready made successful tire business available for sale. Building, business and business equipment and operations included in price. The building is a Hos-cot steel frame building built in 2000 on .55 acre on a corner lot, well established location. Building includes office area with sales office, Customer waiting room and bathroom, Service area 70x70 for passenger cars and commercial trucks. Upstairs storage above office area. Tire storage area with loading dock to the front. All equipment for business included: Dual compressors, 5 passenger tire changing machine, 2 high speed wheel balance machines, commercial tire changing machine, tire inspection machine, 2 service trucks, and a fork lift. Business has successfully run for over 30 years. Now you have an opportunity to just step right in and take over.

Listed by Lillian Williams of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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

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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 February 22, 2024 5:24 AM EST