Previous Previous ImageNext Next Image
Slideshow Divider

Our mobile site is optimized for smaller screens.

TRY IT NO THANKS
70
results
Save Your SearchRefine Search

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.

113 Depot Street Bennington VT 05201

Bennington, VT113 Depot Street

Price$2,500,000The price has recently decreased

MLS Number 4964861

  • Commercial
  • Acreage 0.88

Mixed use development site on the heart of Downtown Bennington. .88 acre site with Zoning, Preservation and Stormwater approvals for a 60,000 sq ft mixed use building with planned commercial occupancy on the first floor and three stories of residential occupancy above - 60 units total with 12 units of workforce housing.

Listed by Paul William Carroccio and Marek Kovac 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:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 7.22% last updated on 2023-11-30

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

113 Depot Street Bennington VT 05201

Bennington, VT113 Depot Street

Price$2,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4964839

  • Land
  • Acreage 0.88
  • Utilities None
  • PricePerSqFt 2840909.09
  • Zoning Downtown

Mixed use development site in the heart of Downtown Bennington. .88 acre site with Zoning, Preservation and Stormwater approvals for a 60,000 sq ft mixed use building with planned commercial occupancy on the first floor and three stories of residential occupancy above - 60 units total with 12 units of workforce housing.

Listed by Paul William Carroccio and Marek Kovac 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:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 7.22% last updated on 2023-11-30

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$2,225,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4952077

  • 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 and Boston. All measurements approximate.

Listed by Chris DeFelice and Elena Atwill of Four Seasons Sotheby's Int'l 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: 7.22% last updated on 2023-11-30

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

120 Depot Street Bennington VT 05201

Bennington, VT120 Depot Street

Price$1,800,000The price has recently decreased

MLS Number 4968625

  • Commercial
  • Year Built 1962
  • Square Feet 21,350
  • Acreage 1.17
  • PricePerSqFt 84.31

Solid investment opportunity in Downtown Bennington. 21,350 sq feet in an established commercial building with 4 units. All units are currently leased with long-term leases and an annual net income of +/- $170k. On site parking. Adjacent lot to the south is also available (MLS: 4968620)

Listed by Paul William Carroccio and Marek Kovac 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: 7.22% last updated on 2023-11-30

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

130 Northside Drive Bennington VT 05201

Bennington, VT130 Northside Drive

Price$1,499,000The price has recently decreased

MLS Number 4942770

  • Commercial
  • Village Bennington
  • Year Built 1949
  • Square Feet 9,399
  • Acreage 0.96

A PRIME location on Northside Drive is now available! Calling on all investors, entrepreneurs, all business savvy buyers, this is your opportunity. A family run business for fifty plus years is now ready to turn over it's key to the next proprietor. The Knotty Pine Motel has been impeccably maintained with generous upgrades which include gorgeous concrete stamping adorning the pool and walkways, pleasing esthetic exterior and thoughtful decorating within each of the 21 rooms. Each room is tastefully decorated while still maintaining the charm and warmth of the original knotty pine walls. There is a lovely separate owners apartment available in the main house lending many options. This beautifully appointed living space can be occupied by owners, marketed as a rental, or included with the motels offering as an additional motel suite. While currently being a successful business, this property also has the ability to be many other commercially zoned businesses to compliment our continuing growth of Bennington's downtown. Northside Drive is on an upward trajectory with many new investors jumping onboard!This is not an opportunity, or property that you'll want to miss out on!

Listed by Monique Geannelis and Kelley McCarthy 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: 7.22% last updated on 2023-11-30

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

5 Hunt Street Bennington VT 05201

Bennington, VT5 Hunt Street

Price$950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4958375

  • Multifamily
  • Units 15
  • Acreage 4.32
  • Square Feet 7,504
  • Utilities Cable - Available

Historic structure on the Walloomsac River and close to the Northside Drive/Kocher Driver commercial core.

Listed by Paul William Carroccio and Marek Kovac 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: 7.22% last updated on 2023-11-30

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

943 North Branch Street Bennington VT 05201

Bennington, VT943 North Branch Street

Price$899,900The price has recently decreased

MLS Number 4955812

  • Commercial
  • Acreage 1.09

Full working automotive garage in Bennington, Vermont. 1.09 acres includes inventory, trucks, building, and business.

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

{$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: 7.22% last updated on 2023-11-30

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

425 Main Street Bennington VT 05201

Bennington, VT425 Main Street

Price$799,000The price has recently decreased

MLS Number 4962681

  • Commercial
  • Year Built 1900
  • Square Feet 15,179
  • Acreage 0.28
  • PricePerSqFt 52.64

Located in the heart of downtown Bennington VT sits this 15,000 plus sq. ft. commercial/office/retail building. Currently configured for offices and a store front on main street type use, it also has a back area of open warehouse with an overhead door and access for deliveries and parking. This area could be built out into additional retail space or any use within the town zoning OR just remain open warehouse or perhaps indoor parking. The second floor is in the process of having 3,600 sq. ft. of new offices built. The building lends itself to many possible uses and is very versatile at this stage. One lease in place but the majority is available for lease. A solid building in a highly visible location.

Listed by Chris Long of BHG Masiello Brattleboro

{$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: 7.22% last updated on 2023-11-30

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

432 West Road Bennington VT 05201

Bennington, VT432 West Road

Price$695,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4966066

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 3,111

Imagine owning one of the premier historic Victorian homes Circa 1890 on the west end of Bennington, set back behind handsome stonewalls and posts at the entry. There is a paved circular driveway set on 2.93 acres of privacy, lawns and brook, all located at the base of Mount Anthony. This gracious home has only two former owners and was the original home of Charles Cresson Jones, farm manager of Fillmore Farms who perished on the Titanic after completing his journey to purchase sheep for his employer, James Colby Colgate. J.C. Colgate had provided this home for his farm manager and was part of the family's estate until 1967, when it was sold for the first time outside of the Colgate/Fillmore holdings. Cherished, loved and respected for its structural quality and custom millwork, the current owners have retained all of the original homes features such as a full-length entry hall, front and rear staircases, maple flooring, two fireplaces, sunroom and sun porch and have thoroughly updated the interior with a gleaming new kitchen and updated two baths. They have also added a beamed, cathedral ceiling family room to compliment the formal areas of the dining and living room. All four bedrooms on the second floor have deep closets. There is a full attic with an actual staircase and room, plus a full basement. Numerous built-ins, great laundry room, and pantries will delight any homemaker. All of this with over 3,000 sq. ft. of brightly lit windows overlooking a pastoral setting.

Listed by Kelley McCarthy 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: 7.22% last updated on 2023-11-30

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

100 Depot Street Bennington VT 05201

Bennington, VT100 Depot Street

Price$650,000The price has recently decreased

MLS Number 4968620

  • Commercial
  • Acreage 0.75

738 sqft. restaurant building and a 384 sqft indoor dining space on approximately .75 acres at 100 Depot Street, Bennington VT. Located in the heart of Downtown Bennington and in the Opportunity Zone, this property has great redevelopment potential. Prominent corner lot with Town water and sewer. Adjacent lot to the North is also available (MLS: 4968625).

Listed by Paul William Carroccio and Marek Kovac 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:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 7.22% last updated on 2023-11-30

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
  • PricePerSqFt 54.08

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

{$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: 7.22% last updated on 2023-11-30

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

3347 West Road Bennington VT 05201

Bennington, VT3347 West Road

Price$649,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4947315

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,266

Welcome to Vermont! Spacious elegance, expansive mountain vistas and large private pond all on 7.9 acres. This one-level home features 5 bedrooms, 3 baths, living room with stone fireplace, family room, office, art studio or second office, mudroom, covered porch overlooking pond, workshop, game room, and marble entranceway. This mid-century charmer has all the characteristics of the era; hardwood floors, 9 ft ceilings, floor-to-ceiling closets, solid wood pocket doors, natural light, and custom skylights throughout. The main level is 3,266 finished sqft. And the lower level basement with natural light has an additional 3,266 sqft. with wood stove, game room and workshop. Built in 1969, owned by one family and new to market. Call today! Don't let this magnificent property slip away! More acreage may be available. Perfect for winter skiing, a summer get-away or a primary life long residence.

Listed by Margretta Fischer of Wohler Realty Group

{$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: 7.22% last updated on 2023-11-30

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

377 Southshire Drive Bennington VT 05201

Bennington, VT377 Southshire Drive

Price$599,900The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4970856

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,483

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

{$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: 7.22% last updated on 2023-11-30

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
  • PricePerSqFt 15.7

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

{$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: 7.22% last updated on 2023-11-30

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

1900 Harwood Hill Bennington VT 05201

Bennington, VT1900 Harwood Hill

Price$549,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4973288

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,311

Spacious open concept 3 bedroom 3 bath contemporary with large yard and private pond. Convenient setting behind the Market Wagon Store. Beautiful expansive rooms with high ceilings and natural light. The tall French doors open out to the Trex deck overlooking the pond and a nice willow tree for shade. Such a sweet hidden spot. The entranceway offers glass doors and lots of modern storage. On the first floor you'll find a large open kitchen, dining & living with a pellet stove plus a first-floor bedroom with a full bath, laundry room, and new office space and half bath. The second floor features two additional bedrooms another bath plus two new bonus rooms. This home has it all including energy-efficient propane radiant flooring heat. Easy access to the VT Route 7 only 3 hours from NYC or Boston. This home is waiting for you.Call today!

Listed by Margretta Fischer of Wohler Realty Group

{$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: 7.22% last updated on 2023-11-30

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

332 North Street Bennington VT 05201

Bennington, VT332 North Street

Price$545,000The price has recently decreased

MLS Number 4945860

  • Commercial
  • Year Built 1971
  • Square Feet 2,850
  • Acreage 0.48
  • PricePerSqFt 191.23

Recently closed after 50+ years in business. When active, this family restaurant had indoor seating for 112 and outdoor seating for 24. Located on Rte 7 (North Street) in the heart of downtown Bennington. 47 permitted parking spaces.

Listed by Paul William Carroccio and Marek Kovac 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:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 7.22% last updated on 2023-11-30

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

109 Village Lane Bennington VT 05201

Bennington, VT109 Village Lane

Price$535,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4969661

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,632

Experience the pinnacle of luxury living in this meticulously designed 4BR, 2 1/2 BA, custom-built home. Nestled in a serene neighborhood with breathtaking, protected views of Mount Anthony and adjacent to a wildlife sanctuary, this property offers a harmonious blend of natural beauty and contemporary elegance. Marble, maple, and slate finishes throughout combine high-end details with a connection to the natural world. Other features include radiant in floor heat on both levels, attached 2.5-car garage with reinforced driveway for heavy toys, open-concept kitchen and living area, elegant and welcoming foyer featuring a captivating spiral staircase, deck overlooking a beautifully landscaped yard with an illuminated pond and waterfall. Whether you're entertaining guests on the deck, exploring nearby nature trails, or simply enjoying the peaceful ambiance of your own sanctuary, this property offers a lifestyle like no other. Nearby dining, culture, shopping and amenities in downtown Bennington provide the perfect balance of peaceful, easy living. Don't miss the opportunity to make this dream home yours. Come see and fall in love.

Listed by Abi Gregorio 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: 7.22% last updated on 2023-11-30

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$525,000The price has recently decreased

Active With Contract

MLS Number 4937460

  • Commercial
  • Year Built 1901
  • Square Feet 20,192
  • Acreage 0.31
  • PricePerSqFt 26

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 Williams 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: 7.22% last updated on 2023-11-30

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$445,000The price has recently decreased

MLS Number 4959269

  • Commercial
  • Year Built 2000
  • Square Feet 6,072
  • Acreage 0.55
  • PricePerSqFt 73.29

Successful business property available for sale. Building and land available at a great price in ideal commercial part of town. 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. Business and all equipment and operations sold separately if someone was interested in the whole package. All equipment can be negotiated with the sellers: 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.

Listed by Lillian Williams 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: 7.22% last updated on 2023-11-30

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

647 Fox Hill Road Bennington VT 05201

Bennington, VT647 Fox Hill Road

Price$425,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4966328

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

Do yourself a favor and check out this contemporary gem nestled in the heart of Southern Vermont! This newer home, built in 2008, offers the perfect blend of modern living with the allure of Vermont's natural beauty. Situated on the West end of town, you'll find that it is a swift drive to Albany, NY, while being just minutes away from the vibrant downtown scene with its array of restaurants, museum, theater, hospital, and a picturesque golf course. Embrace the ease and comfort that comes with a newer build, allowing you to fully immerse yourself in the Vermont lifestyle without the worries often associated with older homes. This residence provides a canvas for you to infuse your own personal touches, ensuring it becomes the perfect reflection of your style and taste. Seize the opportunity to make this clean, contemporary abode your own, and experience the unparalleled charm of Vermont living at its finest. Don't miss out on this exceptional opportunity! Outdoor enthusiasts will delight in the proximity to the BATS Trail system almost right outside your door. The VAST snowmobile trails and the nearby Prospect ski area, making it an ideal haven for winter activities.

Listed by Erika Floriani of Hoffman 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: 7.22% last updated on 2023-11-30

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

34 Harrington Road Bennington VT 05201

Bennington, VT34 Harrington Road

Price$395,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4972209

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,688

The Henry-Matteson House was built around 1820 by Henry's son William Henry II (1760-1845) who was a prominent figure in Bennington. Views of the Henry Covered Bridge and frontage on the Walloomsac River for great fishing and kayaking. This four bedroom, three bath home is a treasure on 1.36 acres. Wood floors throughout, updated kitchen with exposed brick, granite countertops, large island and eating nook. Cozy dining room with a wood stove. Main level also has a full bath so you easily could make one the other three rooms a first-floor bedroom. Great barn with storage above is attached with stone breezeway. Large, fenced yard.

Listed by Kelley McCarthy 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: 7.22% last updated on 2023-11-30

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$385,000The price has recently decreased

MLS Number 4968393

  • Commercial
  • Square Feet 4,088
  • Acreage 0.05
  • PricePerSqFt 94.18

The “Geannelis” building, a downtown landmark since 1930, is being offered as a rare live/work commercial opportunity! Income-producing apartment on the second floor with room for expansion. Bring your dream to vibrant Downtown Bennington. Join the growing local foodie scene or transform this central Main Street location into your own gallery, retail space, or transform to professional use. The building is offered at $385,000.00 as is without fixtures and or restaurant equipment. The 1st floor has a fully equipped dining room, bar, and commercial kitchen suitable for up to 60 guests. The popular Allegro Restaurant had been located here for 16 successful years, until their 4/15/23 retirement. The spacious loft-style apartment above, with a separate entrance, is available for your use or to lease for additional income. The apartment tenant is to receive a 48-hour notice of showings. Deeded private parking, as well as the municipal parking lot, are steps away. Financials are available upon request. NDA & seller approval are required to share financial information. Property is being sold AS IS. Price does not include restaurant fixtures/equipment which may be purchased separately.

Listed by Elliott Nachwalter and Kristin Comeau 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:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 7.22% last updated on 2023-11-30

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

11 Robinson Avenue Bennington VT 05201

Bennington, VT11 Robinson Avenue

Price$375,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4974864

  • Residential Single Family
  • Construction Existing
  • Square Feet 2,610
  • Bathroom 2
  • Bedrooms 5

Charming Bungalow AND separate Cottage for sale on this lovely lot in the Clark Woods neighborhood just around the corner from the country club. Quiet setting near walking trails down to the Walloomsac river, plus minutes from downtown dining and entertaining. Currently offered with furnishings as negotiable since it is all set up for Air Bnb rentals. The Bungalow is so much larger than you first think-with 5 bedrooms and 2 baths; 3 bedrooms and a bathroom upstairs and 2 bedrooms and a bathroom downstairs. Wood floors and wood features throughout. Lovely living room with fireplace and the enclosed front porch is dreamy. Kitchen and dining room plus a back deck! And there's more-with nearly 900 sq feet of beautifully renovated space in the cozy cottage, just so many possibilities for this property. Live in one and rent out the other, or use for multi generational living. The large yard and circular driveway offer plenty of space and parking as well.

Listed by Lillian Williams and Lindsey Martin 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: 7.22% last updated on 2023-11-30

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

11 Robinson Avenue Bennington VT 05201

Bennington, VT11 Robinson Avenue

Price$375,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4974946

  • Multifamily
  • Units 2
  • Square Feet 2,620
  • Acreage 0.56
  • PricePerSqFt 143.13

Two houses for the price of one! $40K in Air Bnb rental annually. Charming Bungalow AND separate Cottage for sale on this lovely lot in the Clark Woods neighborhood just around the corner from the country club. Quiet setting near walking trails down to the Walloomsac river, plus minutes from downtown dining and entertaining. Currently offered with furnishings as negotiable since it is all set up for Air Bnb rentals. The Bungalow is so much larger than you first think-with 5 bedrooms and 2 baths; 3 bedrooms and a bathroom upstairs and 2 bedrooms and a bathroom downstairs. Wood floors and wood features throughout. Lovely living room with fireplace and the enclosed front porch is dreamy. Kitchen and dining room plus a back deck! And there's more-with nearly 900 sq feet of beautifully renovated space in the cozy cottage, just so many possibilities for this property. Live in one and rent out the other, or use for multi generational living. The large yard and circular driveway offer plenty of space and parking as well.

Listed by Lillian Williams and Lindsey Martin 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: 7.22% last updated on 2023-11-30

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

2065 Harwood Hill Road Bennington VT 05201

Bennington, VT2065 Harwood Hill Road

Price$349,999The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 4969408

  • Residential Single Family
  • Square Feet 2,464
  • Bedrooms 3
  • Construction Existing
  • Bathroom 3

You'll have to see it to believe it, this beautifully updated and meticulously maintained 3 BR/3BA split level has so much more than meets the eye! The focal point of the home is the double sided fireplace which creates a natural separation between the living room and kitchen. A perfect layout for entertaining family and friends. The kitchen has been thoughtfully designed with plentiful cabinetry, granite countertops, a butcher block island, and stainless steel appliances. On the upper level are three bedrooms, one of which features a lovely renovated half bath. The lower level is equally impressive with its massive open space and 3/4 bath and laundry room. Sitting on just over an acre, you'll have lovely mountain views from the expansive back deck, and plenty of yard space for lawn games and gardening. As if all this wasn't enough, an oversized workshop space with private entry sits just off the 2 car garage. This is a unique opportunity for a hobby/artist workshop, a retail space, or even a home daycare or office. Some limitations apply, but there are so many possibilities! This beauty is also available with furnishings as a completely turnkey option.

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: 7.22% last updated on 2023-11-30

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

Broker Reciprocity 

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 December 2, 2023 9:23 AM EST

 

1876 Barnet Cape, Barn

4 BR, 382 +/- AC $3,500,000 Details

Star Hill Farm, Woodstock

7BR, 183.7 +/- AC $18,000,000 Details

 

47 Acres in Charlotte

Pond, Post and Beam Barn  $3,800,000 Details