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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.

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

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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: 7.02% last updated on 2024-05-16

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

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

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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: 7.02% last updated on 2024-05-16

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

Active With Contract

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

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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: 7.02% last updated on 2024-05-16

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

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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: 7.02% last updated on 2024-05-16

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 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

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

Do not fill in this field:

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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: 7.02% last updated on 2024-05-16

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

722 Main Street Bennington VT 05201

Bennington, VT722 Main Street

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

MLS Number 4991095

  • Commercial
  • Square Feet 4,995
  • Acreage 0.74
  • PricePerSqFt 200.2

An amazing opportunity! Built in 1774 this historic property could hold many opportunities. Recently almost ever room has been updated. It has been used as a bed and breakfast for years including by the current owners who utilize AirBnB and VRBO for rental. However this property could easily suit many needs and could very easily be turned back into a prestigious single family home. Currently 8 bedrooms, 6 bathrooms in the main house but also includes a 2 bedroom apartment or "owner's quarters". Updates include newer boiler, some electrical work, hot tub, numerous cosmetics, flooring, new bar area, updated kitchen and so much more. A location that is superb for Bennington walkabilty, travel to ski areas, Manchester, Williamstown, Albany (and from there the entire world). Even NYC and Boston are only 3 hours away. A must see!

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

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: 7.02% last updated on 2024-05-16

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$850,000The 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

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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: 7.02% last updated on 2024-05-16

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

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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: 7.02% last updated on 2024-05-16

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

338 Main Street Bennington VT 05201

Bennington, VT338 Main Street

Price$795,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4989164

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 6,650

Introducing a Rare Gem: Historic Landmark at the Heart of Downtown Bennington. Nestled at the bustling crossroads of downtown Bennington, this landmark building proudly stands at the intersection of routes 7 and 9, commanding attention and promising unparalleled opportunities. Boasting a fusion of commercial and residential spaces, this versatile 6,650-sq-foot edifice is a testament to timeless elegance and historic charm. Originally erected in 1931, this architectural masterpiece has been meticulously preserved and thoughtfully repurposed to cater to modern needs. The ground floor hosts a captivating art gallery showcasing a diverse array of artistic expressions. Ascend to the second floor-a lavish 4-bedroom, two-bathroom penthouse adorned with exquisite details harking back to the building's storied past. Marvel at the craftsmanship of the Art-Deco design, with Vermont marble adorning the facade and interior spaces exuding opulence with marble sourced from Tennessee and Italy. Explore further, and you'll discover a charming mezzanine, once the domain of the bank president, now repurposed as a space for nurturing creativity through children's art classes. Whether you envision creating a retail haven, a residential oasis, a lucrative short-term rental opportunity, or a dynamic combination of these, this unique offering promises to exceed expectations and redefine the possibilities of downtown living. Embrace the legacy, seize the moment, and make this iconic address your own.

Listed by Kate Barry of EXP 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:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 7.02% last updated on 2024-05-16

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

338 Main Street Bennington VT 05201

Bennington, VT338 Main Street

Price$795,000The price has recently decreased

MLS Number 4989007

  • Commercial
  • Year Built 1931
  • Square Feet 9,640
  • Acreage 0.08
  • PricePerSqFt 82.47

Introducing a Rare Gem: Historic Landmark at the Heart of Downtown Bennington.Nestled at the bustling crossroads of downtown Bennington, this landmark building proudly stands at the intersection of routes 7 and 9, commanding attention and promising unparalleled opportunities.Boasting a fusion of commercial and residential spaces, this versatile 6,650-square-foot edifice is a testament to timeless elegance and historic charm. Originally erected in 1931, this architectural masterpiece has been meticulously preserved and thoughtfully repurposed to cater to modern needs.The ground floor hosts a captivating art gallery showcasing a diverse array of artistic expressions.Ascend to the second floor-a lavish four-bedroom, two-bathroom penthouse adorned with exquisite details harking back to the building's storied past. Marvel at the craftsmanship of the Art-Deco design, with Vermont marble adorning the facade and interior spaces exuding opulence with marble sourced from Tennessee and Italy.Explore further, and you'll discover a charming mezzanine, once the domain of the bank president, now repurposed as a space for nurturing creativity through children's art classes. Whether you envision creating a retail haven, a residential oasis, a lucrative short-term rental opportunity, or a dynamic combination of these, this unique offering promises to exceed expectations and redefine the possibilities of downtown living.Embrace the legacy, seize the moment, and make this iconic address your own

Listed by Kate Barry of EXP 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:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 7.02% last updated on 2024-05-16

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

1172 Bluestone Road Bennington VT 05201

Bennington, VT1172 Bluestone Road

Price$780,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4981769

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,440

Bennington, VT Motivated seller reduces price $100,000! Looking for a quick sale on this rare opportunity to own this grand home just off Route 9/West Rd entering thru Pillars & winding up an exclusive private road quietly nestled on historical land at the foot of Mt. Anthony on over 11 acres this home boasts 4 bedrooms with 1st fl in-law suite, 4 baths, living room with wood burning fireplace, a pine library replicating an original build in 1861 for the Bradford Estate (owner of the Bradford Mills in Benn), wood doors, trim & floors, GREAT room, exercise room, kitchen with granite counters opens to breakfast nook that opens out to the expansive back patio overlooking woods, & wildlife galore-turkey, deer, bear & more! Beautiful mountain views & land that once served as the formal gardens dating back to the late 1800's to the prestigious Colgate Estate. Seclusion at it's finest with easy access to town.

Listed by Colleen Zajac and Susan Colvin of Monarch 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: 7.02% last updated on 2024-05-16

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 4991143

  • Commercial
  • Year Built 1900
  • Square Feet 4,500
  • Acreage 0.68
  • PricePerSqFt 165.56

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 of Wohler Realty Group

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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: 7.02% last updated on 2024-05-16

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$675,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4995110

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

Nestled in Vermont's picturesque landscape, this 10 acre property is a true gem. Boasting 5 bedrooms and 3 baths, it offers ample space for both relaxation and entertainment with $3,266 finish square feet. The mid-century design exudes charm with hardwood floors, floor-to-ceiling closets, and custom skylights that flood the home with natural light. From the cozy living room with a stone fireplace to the versatile art studio, every corner of this home invites comfort and creativity. The lower level, with its wood stove, game room, and workshop, provides even more possibilities. With its stunning mountain vistas, private pond, and potential for expansion, this property is perfect for those seeking a tranquil retreat or a year-round residence in the heart of Vermont's natural beauty. Swim or skate in your very own private spring fed pond or head to the slopes for downhill or nordic skiing. More acreage available. 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: 7.02% last updated on 2024-05-16

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

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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: 7.02% last updated on 2024-05-16

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

16 Walloomsac Road Bennington VT 05201

Bennington, VT16 Walloomsac Road

Price$625,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4982119

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5

Nestled in the charming Old Bennington, this historic home offers a unique blend of timeless elegance and breathtaking views of the monument. Set on a generous 2-acre lot, this property boasts four bedrooms and four-and-a-half bathrooms, providing ample space for comfortable living. Three fireplaces grace this home, creating a cozy and inviting atmosphere. Imagine the crackling warmth and soft glow of the fireplaces during chilly evenings, adding to the overall charm and comfort of the residence. While the home preserves its historic charm, it is important to note that some tender loving care (TLC) is needed. This presents a unique opportunity for the new owner to infuse their personal style and updates into the property while preserving its character. Come take a look!!!!

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

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: 7.02% last updated on 2024-05-16

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$510,000The 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: 7.02% last updated on 2024-05-16

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

139 Main Street Bennington VT 05201

Bennington, VT139 Main Street

Price$425,000The price has recently decreased

Pending

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

{$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: 7.02% last updated on 2024-05-16

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

139 Main Street Bennington VT 05201

Bennington, VT139 Main Street

Price$425,000The price has recently decreased

Est. Mortgage: $/month

Pending

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

{$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: 7.02% last updated on 2024-05-16

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

153 Pine Circle Bennington VT 05201

Bennington, VT153 Pine Circle

Price$395,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4986349

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,276

This bright and well-kept ranch has so much to be desired! Spacious and comfortable, located in a quiet neighborhood close to Downtown. Three bedrooms with a large primary that includes plenty of closet space and a private full bath. Natural light shines through each room. Separate kitchen and dining, and a living room that boasts a focal-point fireplace with in-laid hardwood flooring details. A screened porch off the living room also has hardwood and serves as a peaceful outdoor space in the private back yard. The lower walk-out level has a large finished space including another fireplace to provide warmth throughout the home. A bathroom, laundry room and walk-in closet/pantry finish off this area before the two-car garage with additional space for storage or workshop. Central air, a Boderus boiler and newer roof are just a few of the must-know features here. This property is landscaped with a stone wall/steps and sits up against conserved land (the Y Woods), adding to the feeling of being tucked away while still being just a short distance from everything.

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: 7.02% last updated on 2024-05-16

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

2613 Chapel Road Bennington VT 05201

Bennington, VT2613 Chapel Road

Price$385,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4996496

  • Residential Single Family
  • Construction New Construction
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,400

Beautiful new construction 3BR/2BA is looking for its very first homeowners! A wonderful layout featuring a bedroom, bathroom, and laundry on the main level. The second level has two spacious bedrooms which share a full bathroom as well as separately zoned heating. Everything is pristine and newly installed. You'll be wowed by the abundance of natural light that floods the rooms! An open concept first floor is ideal for entertaining family and friends. Beautiful cabinetry and granite countertops along with a freshly tiled floor complete the kitchen aesthetic. The basement is a clean slate! Clean and dry, finish it off as a Rec Room, or leave it as is. Easy access to the outdoors with a full sized walk out door. Outside you'll enjoy over a half acre of land with an oversized 2 car garage, which includes a small workshop space. Located on a quiet rural street with lovely views of Mount Anthony, yet just a short drive into downtown and the commercial district. It's the best of both worlds... and it's ALL BRAND NEW!

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: 7.02% last updated on 2024-05-16

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$379,900The price has recently decreased

MLS Number 4992371

  • Commercial
  • Year Built 1970
  • Square Feet 2,850
  • Acreage 0.48
  • PricePerSqFt 133.3

Wonderful opportunity to own a local restaurant/building with great location. Could serve many purposes. Recently had a restaurant with seating for 112 inside, 24 outside, 47 parking spaces and more. High traffic and visibility.

Listed by Brenda Jones 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: 7.02% last updated on 2024-05-16

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

133 Elm Street Bennington VT 05201

Bennington, VT133 Elm Street

Price$379,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 4996060

  • Multifamily
  • Units 6
  • Bathroom 6
  • Acreage 0.28
  • Square Feet 3,035

Turn Back the Hands of Time with This Historic ca 1905 Queen Anne-Style Home Experience the grandeur of the past in this majestic Queen Anne-style home, featuring original stained glass windows and an intricately designed ornate staircase that evoke an era of timeless elegance. Recently restored, the expansive wrap-around porch offers a perfect setting for warm summer evenings, where the charm of yesteryear meets contemporary comfort. This magnificent property stands proudly on a solid granite foundation. Currently configured with six apartments, it holds incredible potential to be transformed into a grand single-family home, inviting you to re-envision its space and restore its unified splendor. Nestled in a lively neighborhood, you're a leisurely stroll away from cozy coffee shops, diverse restaurants, craft breweries, and essential services, including banks, a post office, and various stores. Seize this rare opportunity to own and personalize a stately property. Envision your life in a true architectural masterpiece, where history and modern convenience align.

Listed by Brenda Jones 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: 7.02% last updated on 2024-05-16

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

211 Weeks Street Bennington VT 05201

Bennington, VT211 Weeks Street

Price$375,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 4990860

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,322

Vintage Dutch colonial full of charm with original woodwork and ready to move right in. New kitchen, tastefully laid out with custom cabinets, quartz countertops and marble backsplash and marble tile on the bay window over the sink. Stainless appliances, built in breakfast nook and pantry complete this lovely space. Formal dining room and large formal living flank the center hall foyer with welcoming staircase. Living room fireplace and built in shelves and desk, along with gorgeous hardwood flooring. French doors to finished sunroom area off the living room with an additional entry from outside, a great space for a potential home office. Second floor has 4 bedrooms and 2 full baths, window seat and built in there as well. Basement is partially finished with family room and office. Buderus efficient heating system and spray foam insulation for energy cost savings. Newish roof and countless perennial plants and amazing garden space along with paved driveway and two car detached garage. All this on a sweet corner lot walking distance to downtown and shopping and a block to the medical center.

Listed by Connor Worthington and 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: 7.02% last updated on 2024-05-16

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

1404 East Road Bennington VT 05201

Bennington, VT1404 East Road

Price$375,000The price has recently decreased

MLS Number 4987000

  • Commercial
  • Village Bennington
  • Year Built 1990
  • Square Feet 1,716
  • Acreage 1.19

Have you ever dreamed of being an entrepreneur and running your own business? Here is a profitable turnkey business opportunity with an established customer base! This recently renovated neighborhood convenience store and deli is ready for a new owner to take over. Fully compliant with local and state authorities including fire safety, ADA, and commercial building inspection. Paved parking lot offering plenty of parking for patrons. Within minutes to several factories and an easy drive makes this an ideal location for a strong lunch business. Located on a well-traveled residential road also lends itself to being a perfect spot to stop and grab something prepared to take home for dinner. beer and lottery ticket licenses are currently in place making this the perfect spot to grab a cold beverage, snack, sandwich, or hot food item. This beautiful property has over an acre of land so your patrons can enjoy their purchases while taking in the incredible mountain views. The property boasts plenty of outdoor space for recreation, picnic tables or whatever you can imagine. The sale Includes property, building and all the equipment such as shelving, coolers, hot plates, fryers, stove, etc. There's an attached equipment list in the listing for your review.

Listed by Floyd Amidon 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: 7.02% last updated on 2024-05-16

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

321 Chester Knoll Drive Bennington VT 05201

Bennington, VT321 Chester Knoll Drive

Price$350,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4992119

  • Residential Single Family
  • Construction Pre-Construction
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,290

Come pick out your finishes for your brand new home! This pre-construction listing has everything ready to go, you just need to come ready to make an offer and pick out the color house you want. The design is set per Act 250 guidelines, but you can finish the interior with your own selections. The list price includes everything from site work and foundation to the appliances and new driveway being put in after the home is built. You get to select which heating system you want with an upgrade option for adding central air, as well as your countertops, cabinets, and flooring! This will be a five to six month process from start to finish. If you are qualified for a loan of $350,000 you will be qualified to get in a brand new house in a lovely development. Close to the hospital and within walking distance to downtown. The way the permit and covenant is set up; you will need to go with the plans of the developer. I encourage you to have your own buyers agent.

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: 7.02% last updated on 2024-05-16

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 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 May 22, 2024 6:38 AM EDT

 

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