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Bennington VT Real Estate

Historic Bennington, Vermont is the largest town in Southern Vermont, situated between the Taconic and Green Mountains in southwestern Vermont, not far from Massachusetts and Albany, New York. Bennington is a thriving community with a rich history, beautiful architecture, locally owned businesses, and small-town charm. Fall in love with a Bennington home and discover Southern Vermont.

Search the latest real estate in Bennington, VT with Maple Sweet Real Estate. Find the right property for you from a variety of listings. To save your favorites, register with us and you can get email notifications when similar properties are posted. Already have an account with us? Log in here.

For more information, any questions you may have & to schedule a show, please feel free to give us a call or contact us online.

You may also be interested in browsing all Bennington County real estate listings.

141 West Main Street Bennington VT 05201

Bennington, VT141 West Main Street

Price$2,699,000The price has recently decreased

Active With Contract

MLS Number 4834579

  • Commercial
  • Square Feet 32,066
  • Year Built 1963
  • Acreage 4.29

Turn-key operation or development opportunity, you decide! Large and loyal clientele. Elegant property. Owner home on site. No commute to work. First time offered. PRICED TO SELL! The Paradise Motor Inn is located in Bennington, Vermont. Don't miss this unique opportunity to own one of the finest hospitality establishments in the heart of Southern Vermont. The property is well maintained and offers a variety of added values and experiences: extensive gardens and lawns, tennis courts, pool, and pickle ball. Ski, golf, or hike, all within a few miles from the Inn.

Listed by Marek Kovac and Paul William Carroccio of TPW Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1086 West Road Bennington VT 05201

Bennington, VT1086 West Road

Price$2,600,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4905858

  • Residential Single Family
  • Bathroom 7
  • Construction Existing
  • Bedrooms 9
  • Square Feet 6,956

Captivating French Provincial architecture is the hallmark of this 6,800 sq. ft 1866 Manor House occupying a commanding and picturesque view over 94 acres of pristine pastoral fields and the distant Taconic Mountain Range. The timeless and beautifully proportioned interiors feature extensive molding, solid oak flooring, eight fireplaces, nine bedrooms, seven baths, country kitchen and adjoining pantry, formal dining and living rooms. The private estate includes a three car garage, four bedroom caretakers cottage, artist studio and gunite in-ground pool. Set on the outskirts of the historic town of Bennington offering shopping, live theatre, restaurants, horseback riding and proximity to mountain and cross-country skiing. This is a rare opportunity to own an exquisite estate property with a myriad of possibilities as a family compound or country retreat. Only 45 minutes to Albany International Airport and approximately three hours to Manhattan. All measurements approximate.

Listed by Chris DeFelice and Elena Atwill of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

14 Morse Road Bennington VT 05201

Bennington, VT14 Morse Road

Price$2,250,000The price has recently decreased

Active With Contract

MLS Number 4911153

  • Commercial
  • Square Feet 50,000
  • Year Built 1998
  • Acreage 4.73
  • NOI 168000

LONG TERM LEASE WITH $168,000 NET INCOME - 50,000 sq. ft industrial building and land for sale just off the highway, well kept and ready for a new owner. Opportunities like this don't come around often in the Bennington area. Other details include: Six 1,000-gallon propane tanks installed in 2017 (owned by the property owner - not the propane company), Two - 8' overhead loading dock doors, Six - 12' overhead doors at ground level, 1,200 amp 3 phase service, 750 KVA transformer (owned by the property owner - not the electric company), Two sprinkler/fire suppression systems, 6,000 sq. ft office/common areas, Two sets of bathrooms (4 total), 12 main offices, 1 conference room, 1 large break room, Other open/cubicle areas, RFID door lock access system at all main doors and 6,000 sq. ft mezzanine storage.

Listed by Paul William Carroccio and Marek Kovac of TPW Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

North Street Bennington VT 05201

Bennington, VTNorth Street

Price$1,450,000The price has recently decreased

MLS Number 4894343

  • Commercial

This is your chance to own the former Catamount School on Route 7 in Bennington, VT. This property includes road frontage on Route 7, building, and improvements. The property is currently deeded together with the property on 230 School Street but will be subdivided following the Purchaser and Seller's agreement on lot lines and easements. The entire property is also available for sale under a different identification, as MLS #4831584.

Listed by Paul William Carroccio and Marek Kovac of TPW Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

324-326 Pleasant Street Bennington VT 05201

Bennington, VT324-326 Pleasant Street

Price$1,300,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4906511

  • Multifamily
  • Bathroom 22
  • Units 22
  • Square Feet 14,171
  • Acreage 0.77

2 buildings totaling 22 units. 324 is a converted Victorian home with 10 units. 326 is a 1950 build apartment building with 12 units. Both share the parking lot and trash area. Good rental history and maintenance. Services and systems vary. Great investment opportunity.

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

212 Benmont Avenue Bennington VT 05201

Bennington, VT212 Benmont Avenue

Price$1,100,000The price has recently decreased

MLS Number 4898052

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

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 West of Maple Leaf Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

604 US Route 7 South Bennington VT 05201

Bennington, VT604 US Route 7 South

Price$995,000The price has recently decreased

Active With Contract

MLS Number 4894235

  • Commercial
  • Square Feet 5,843
  • Acreage 19

Our beloved Apple Barn of Bennington, Vermont is now available for sale. After over fifty years of a family business, the owner is now retiring. This business is known to many from near and afar, searching for the best baked goods, maple syrup and an eclectic retail shop. Known for it's apple cider donuts, holiday pies and fresh apples from the owners apple orchard, this business is thriving and ready for a new proprietor. Open seasonally, the Apple Barn has the potential to produce business all year long, with the possibility of serving a broader spectrum of food to its patrons. The building stands 5600 square feet and is kept impeccably clean, maintained and includes all equipment, fixtures, bakery and ice cream cases and much more. Included on the 19 acres is a farm that yields berries and vegetables, all which are sold for retail in the spacious barn. The business is situated on VT Route 7 close to downtown Bennington and is the stopping point for many traveling on this busy road. This is a dream opportunity for the right buyer, or individual ready to take on a family business.

Listed by Monique Geannelis of Mahar McCarthy Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

60 West Road Bennington VT 05201

Bennington, VT60 West Road

Price$850,000The price has recently decreased

MLS Number 4937245

  • Commercial
  • Square Feet 26,628
  • Acreage 5.83

Great opportunity to own the site of the former Antique Center at Camelot Village! Total of 26,628 square feet of space in 5 buildings. 5.8 acre property with mountain views is situated in an ideal location, minutes from downtown Bennington and near the New York border.

Listed by Andy Paluch and Paul William Carroccio of TPW Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

257 Austin Hill Road Bennington VT 05201

Bennington, VT257 Austin Hill Road

Price$849,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4921198

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Square Feet 7,034
  • Bedrooms 5

This stunning contemporary home is all you could ever want and more! An easy drive to town, but why would you ever want to leave? A resort-like setting which includes a media room, large Rec Room with bar area, heated indoor swimming pool, golf range, and gorgeous stamped concrete patios with propane fire pit and Tiki torches! Practice your three point shot on your designated mini court, and store your toys in the oversized detached garage. Nothing has been overlooked inside either. Five beautiful bedrooms, three of which have private ensuite bathrooms. The primary suite is privately located on the second floor and includes a luxurious bathroom with a walk in closet, soaking tub, separate steam shower, double sinks and premium cabinetry. The living areas are all thoughtfully appointed with high end finishes. Vaulted ceilings and generous windows create bright and airy living spaces. An inviting and modern kitchen features top of the line appliances; separate freezer and refrigerator, steamer and convection ovens. The cabinets allow for plentiful storage and display options so you can live clutter free! The Rec Room is large and welcoming as it overlooks the pool and outdoor seating areas. A cozy media room for "movie nights" is a total bonus as well. These rooms flow seamlessly and make entertaining a breeze! Indoors or outdoors, this property was designed with comfort and casual luxury in mind. Enjoy the best of Vermont without sacrificing convenience!

Listed by Angela Bevin of Maple Leaf Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

108 Northside Drive Bennington VT 05201

Bennington, VT108 Northside Drive

Price$799,000The price has recently decreased

Pending

MLS Number 4894911

  • Commercial
  • Square Feet 10,632
  • Year Built 1958
  • Acreage 2.04

Having one of the highest traffic counts in the town this location is ideal for chain drug store, fast food, convenience store, small strip mall or other retail location wanting to take advantage of great daily traffic count. Presently there is a former auto dealer building on the premises.

Listed by Kelley McCarthy of Mahar McCarthy Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

309 County Street Bennington VT 05201

Bennington, VT309 County Street

Price$750,000The price has recently decreased

MLS Number 4937460

  • Commercial
  • Square Feet 20,192
  • Year Built 1901
  • Acreage 0.31

Incredible opportunity to buy the Taphouse Bar and restaurant along with 20,000 sq ft industrial space in the heart of Beautiful Bennington where growth and revitalization are all around. The Catamount glass industry once was a million dollar a year business. Now is the chance to take this building to the next level. Storage, loft style apartments, offices, the possibilities are limited only by your imagination. The restaurant has been a great place to hang with outdoor seating, a bar and restaurant area as well as an entertainment space for parties and events. Exposed brick, hardwood floors, high ceilings and a Great space for live music too! Kitchen area is spacious with updated equipment and plenty of storage. A liquor room, cable room, dry storage room, plus kitchen has salad stations- dishwashing station, fryator, freezers, and ample refrigeration. Take the elevator or the stairs to the second and third floors where large open industrial space with the big picture windows and old hardwood floors. There are offices, storage rooms, and a half bathroom on each level as well. A huge warehouse on the main floor off the building is in need of a roof, but still currently in use. Main roof is about 10 years old. Extra parking available in back of duplex listed for sale next door. Plus public parking on street.

Listed by Lillian West of Maple Leaf Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

219 Northside Drive Bennington VT 05201

Bennington, VT219 Northside Drive

Price$750,000The price has recently decreased

Active With Contract

MLS Number 4919028

  • Commercial
  • Square Feet 16,789
  • Acreage 2.82

Highly Reputable Bennington Bowling Lanes and Babbling Brooke's Indoor Golf on Northside Drive with 2.82 acres. One of the busiest roads in Bennington County (14K cars daily). Easy access from all major highways. Owner purchased the business over 40 years ago and has made major improvements over the years including modern interior design, new pins, front to back is computerized, upgraded sound and security systems. Two State of the Art high-definition golf simulators. Commercial kitchen with gas range, fryers, flat top freezers, hood ventilation, and adjacent storage room. The bar has 8-tap kegerator and 2 beer coolers. There is a large storage barn in the back which includes plenty of storage and an endless supply of bowling parts and replacements. Also, two rentals generating $1250 a month. Prime location in the Planned Commercial Zone.

Listed by Cassie Barbeau and Kelley McCarthy of Mahar McCarthy Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

240,244,248 North Street Bennington VT 05262

Bennington, VT240,244,248 North Street

Price$745,000The price has recently decreased

MLS Number 4910375

  • Commercial
  • Square Feet 4,500
  • Year Built 1900
  • Acreage 0.68

This is an opportunity to capture a high visibility, premiere commercial location in downtown Bennington. The town is being revitalized with a $50 million project in the historic Hotel Putnam block that will include new office spaces, shops, restaurants and galleries, along with multiple new downtown parks. These three contiguous, oversized lots with mixed-use structures are located nearby on Route 7, the main road connecting southern Vermont to Burlington. This well-trafficked street includes Dunkin' Donuts and Subway. Properties can continue to be used as apartments and retail, or the next owner can bring their vision and completely reimagine this 0.68 acre parcel. Deep lots offer the possibility for parking and multiple driveway configurations. The Bennington area offers proximity to nature with fly-fishing, mountain lakes, skiing, snow shoeing and wonderful farmers' markets. The town is home to Southwestern Vermont Medical Center, a Dartmouth-Hitchcock affiliate. This is your chance to invest early in the redevelopment phase in an up-and-coming, large Vermont town.

Listed by Cheyanne Pugliese and Britt Wohler of Wohler Realty Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

59 HARWOOD HILL Road Bennington VT 05201

Bennington, VT59 HARWOOD HILL Road

Price$649,000The price has recently decreased

MLS Number 4867182

  • Commercial
  • Year Built 1970
  • Square Feet 12,000
  • Acreage 0.62

Opportunity to own a newly renovated climate control storage facility with loading dock and multi-tenant office/storage building on Northside Drive and Harwood Hill in Bennington, Vermont. The property includes two parcels totaling 0.62 acres with the opportunity for more construction/buildings/parking, etc. Current cash flow from tenants supports an 8% cap rate and continues to improve. New HVAC, dividing walls, flooring, lighting, and much much more!

Listed by Paul William Carroccio and Marek Kovac of TPW Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

757 Main Street Bennington VT 05201

Bennington, VT757 Main Street

Price$595,000The price has recently decreased

Active With Contract

MLS Number 4894520

  • Commercial
  • Square Feet 37,898
  • Acreage 1.37

A great old brick factory building with huge potential. The first floor is currently rented out to an antique/used furniture store and a machine shop. The vast second floor is vacant. Bring your ideas: loft apartments, a studio, a maker's space... the possibilities are limited only by your imagination! There's plenty of parking, with spaces out front and more behind the building.

Listed by Phil Lewis of Mahar McCarthy Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

43 Monument Avenue Bennington VT 05201

Bennington, VT43 Monument Avenue

Price$570,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4912945

  • Residential Single Family
  • Village Old Bennington
  • Bathroom 6
  • Construction Existing
  • Square Feet 4,969

Large colonial in historic Old Bennington. Originally built in 1848 house sits on 2.2 acres with pond. Home includes five bedrooms, a formal dining room, two living rooms and a family room, screened porch, detached two car garage, and barn. Authentic period details, beautiful example of quality New England construction that is also spacious and livable by today's standards. Walk across the street to visit the Old First Church or take a stroll to the Bennington Battle Monument. Overlooking the large backyard and pond. Enjoy this charming Old Bennington Village home in a walkable village location. Easy access to NY and MA.

Listed by Moira Spivey of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

520 Main Street Bennington VT 05201

Bennington, VT520 Main Street

Price$525,000The price has recently decreased

MLS Number 4929145

  • Commercial
  • Square Feet 4,088
  • Acreage 0.05

Prime Downtown Bennington Location! Main Street Bennington is on the rise following the stunning revitalization of the Putnam Hotel Block. A great opportunity awaits for you to join the vibrant downtown foodie scene that has surfaced in Bennington. The charming Allegro restaurant is licensed for 60 seats and is currently the only restaurant in the Northshire serving locally sourced modern Italian cuisine. Live in the second-floor apartment or utilize for an income opportunity. Deeded private parking and municipal parking lot is steps away. Financials are available upon request. BUILDING + RESTAURANT BUSINESS (For Building only see MLS#4929146)

Listed by Kristin Comeau and Elliott Nachwalter of TPW Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

217 Northside Drive Bennington VT 05201

Bennington, VT217 Northside Drive

Price$495,000The price has recently decreased

Active With Contract

MLS Number 4919055

  • Commercial
  • Square Feet 1,616
  • Acreage 0.43

Billy T's Northside Dairy Bar has been operated by the same family for many years. Although known to the locals as simply the dairy bar, it's a traditional gathering place for families, friends and visitors to enjoy great food and ice cream. The building has 1600 square ft. All equipment included. Great road frontage along Northside drive, one of the busiest commercial areas in Bennington County. Plenty of seating outside under the canopy or sit in the sun and enjoy the views of the Monument. This is a great opportunity for someone to work hard all summer long but take the winters off and go South.

Listed by Cassie Barbeau and Kelley McCarthy of Mahar McCarthy Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

355 Elm Street Bennington VT 05201

Bennington, VT355 Elm Street

Price$480,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4930595

  • Residential Single Family
  • Bedrooms 4
  • Construction Existing
  • Square Feet 4,637
  • Bathroom 4

Must see home that has been tastefully renovated and offers over 4,600 square feet of single level living in one of Bennington's most desirable neighborhoods. Aside from being in the preferred Monument School District, this location is within walking distance to downtown Bennington and the hospital. As you walk through this sprawling ranch, you will notice a spacious master bedroom with its own mini-split heat pump for comfort. The master has a freshly updated bathroom containing a combination tub-shower. Two other guest rooms are nearby with an additional updated full bathroom adjoining both. The kitchen has been refreshed with new butcher block countertops and updated appliances. The spacious dining room provides a wonderful view of the three-seasons porch. The main living room has a working wood fireplace and mini-split heat pump, great for entertaining or settling down for a great book any time of year. This property also contains a newly refreshed mother-in-law suite, complete with its own bedroom, bathroom, living room, kitchen with updated appliances, porcelain tile plank floors, a mini-split heat pump, and private entrance. The mother-in-law suite is an ideal way to help pay for your mortgage or house taxes with no shortage of local tenants. This home contains over 1000+ square feet of basement area that is used as a laundry area, workshop, and contains a small, finished home office area. A two-car garage equipped with smart technology is attached.

Listed by Moira Spivey of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

139 West Main Street Bennington VT 05201

Bennington, VT139 West Main Street

Price$451,250The price has recently decreased

MLS Number 4834580

  • Commercial
  • Year Built 1977
  • Square Feet 3,840
  • Acreage 0.53

Great location, commercial retail/hospitality opportunity. Solid rental/lease history. First time offered. PRICED TO SELL! Don't miss on this unique opportunity to own a great property in the Village of Bennington. The property is well maintained and offers a variety of added values and experiences, proximity to downtown Bennington, and street sign presence.

Listed by Marek Kovac and Paul William Carroccio of TPW Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

520 Main Street Bennington VT 05201

Bennington, VT520 Main Street

Price$400,000The price has recently decreased

MLS Number 4929146

  • Commercial
  • Square Feet 4,088
  • Year Built 1900
  • Acreage 0.05

Prime Downtown Bennington Location! Main Street in Bennington is on the rise following the stunning revitalization of the Putnam Hotel Block. A great opportunity awaits your business concept; come join the vibrant downtown scene that has surfaced in Bennington. Prime location for retail or restaurant (licensed for 60 seats) or office on the main floor. Live in the second-floor apartment or utilize it as an income opportunity. Deeded Private Parking + Public Parking Lot is steps away. Financials are available upon request. BUILDING ONLY (For Building + Restaurant Business see MLS#4929145)

Listed by Kristin Comeau and Elliott Nachwalter of TPW Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

712 Main Street Bennington VT 05201

Bennington, VT712 Main Street

Price$395,000The price has recently decreased

MLS Number 4903374

  • Commercial
  • Year Built 1900
  • Square Feet 3,024
  • Acreage 0.1
  • NOI 86000

Imagine turning the key, calling in your food, beer and liquor order, turning on a few lights and immediately making thousands a week?! This favorite Pub is ready to be back in business! Donavan's is the Longest continually operating bar in town (til Covid they closed it up for doing updates) and has always made a good profit. The entire building was renovated in the mid 90's with upgrades continually including a new fryer ($14k) and a new heating system last year, plus Glycol lines for the coldest beer on tap. New sign this spring and hardwood floors and bar top refinished this last year. The furniture, pool table, dart board, 4 tv's, walk in cooler, beer shed and all equipment is included. The bar and kitchen is efficiently set up to be operated by one person so low overhead. The locals are really missing this one and only late night establishment in the area. Plus there is opportunity to live upstairs or add rental income to your business. The tastefully renovated apartment is ready to move into. Own your business, your building AND have established cliental ready and waiting. This opportunity doesn't come often to have your very own Vermont bar on Main Street in beautiful Bennington Vermont.

Listed by Lillian West of Maple Leaf Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

351 Elm Street Bennington VT 05201

Bennington, VT351 Elm Street

Price$369,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 4936454

  • Residential Single Family
  • Square Feet 1,850
  • Bedrooms 4
  • Construction Existing
  • Bathroom 2

Set back from the road and a stone's throw from Old Bennington, this charming center hall colonial has just under one acre. Sellers have updated with respect to original character. Enjoy quartz counter tops, VT slate floor and gorgeous appliances in the kitchen and a cozy fireplace, hardwood floors with built-in bookshelves in the living room. Dining room has a lovely large window and window seat. Upstairs has a sweet balcony overlooking the back yard. Both bathrooms have been tastefully redone. Stroll downtown in no time to restaurants, bookstore, shops, post office, and corner deli.

Listed by Nancy Stagnitti of Mahar McCarthy Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

101 Coulter Street Bennington VT 05201

Bennington, VT101 Coulter Street

Price$365,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4934882

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,603

Home Sweet Home. This lovely Cape has so much more than meets the eye! Beautiful renovations and upgrades have transformed this charming house into a welcoming and inviting homestead. A first floor primary suite with walk in closet and bathroom (including a gorgeous soaking tub) is just the beginning. The newly remodeled kitchen has cabinets galore and a breakfast nook that overlooks the distant mountain range. The heart of the home is the open dining and living room area which is flooded with light and opens out to the wrap around back deck. So much space for entertaining and enjoying the wonderful seasons of VT by the cozy fireplace or lounging on the deck furniture! Upstairs you'll find two more bedrooms, one which is oversized, a shared bathroom and a dedicated laundry room. The walk out basement is a blank slate. It can be used as is or renovated into a wonderful Rec room. Plenty of storage space as well as laundry hookups. A one car garage and mudroom are also part of this great property. House has been extensively renovated to include flooring, electrical & plumbing updates, kitchen and bathroom upgrades and so much more! A quaint location within walking distance to the many downtown restaurants and shops and the Morgan Street trails. This 3BR/2.5BA home is a perfect turnkey opportunity as it can also be available completely furnished. Currently being used as an Air B&B rental with excellent income potential. Showings 10/27-11/6 and possibly again from 11/11 - 11/16.

Listed by Angela Bevin of Maple Leaf Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

451-453 Main Street Bennington VT 05201

Bennington, VT451-453 Main Street

Price$360,000The price has recently decreased

Active With Contract

MLS Number 4895490

  • Commercial
  • Square Feet 7,680
  • Year Built 1951
  • Acreage 0.29

Great downtown commercial investment opportunity! Prime location in Downtown Bennington, near the four corners and surrounded by restaurants, Retail, and office space. With approximately 7,600 sq. ft. of space and great store frontage on Main Street, this property has long been home to Bennington Sports and Equipment. Would be a perfect location for a large restaurant, brewery, or retailer. Storefront has two entrances from Main Street, as well as access and parking from Union Street, behind the building.

Listed by Kristin Comeau and Andy Paluch of TPW Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

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 2022 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 9, 2022 10:09 AM EST.

 

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