Bennington VT Real Estate &

13 Properties Found

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Beds:
n/a
Baths:
Sq.Ft.:
3,569
Status:
Active
MLS#:
5095558
Type:
Multi-Family
Lot size:
0.21 Acres
Year built:
1890
Courtesy: Maple Leaf Real Estate
View additional info

ADDITIONAL INFORMATION

Bring this historic gem back to life and unlock its incredible potential! Rich with the timeless character and charm of a late-1800s home, this unique property features spacious rooms and many original architectural details waiting to shine again. The building includes three two-bedroom units, including a generously sized two-story unit with a kitchenette and full bathroom on the upper level. Enjoy a large covered front porch, private off-street parking in the rear, and a storage shed for added convenience. Ideally located near downtown shopping, restaurants, recreation facilities, and public transportation, this property offers both charm and accessibility. Whether you're an investor, renovator, or someone with a vision, this is a rare opportunity to build equity and restore a piece of history. With strong income potential and endless possibilities, this property is ready for its next chapter. Don't miss out!

Beds:
n/a
Baths:
2.00
Sq.Ft.:
1,860
Status:
Active
MLS#:
5086669
Type:
Multi-Family
Lot size:
0.13 Acres
Year built:
1860
Courtesy: Perrott Realty
View additional info

ADDITIONAL INFORMATION

This well maintained 2-unit home exceptional flexibility for buyers, allowing for a variety of living arrangements to suit your needs. Whether you choose to enjoy it as a spacious two-story single family. use it as an owner-occupied property with a rental unit to help offset your mortgage, or maximize rental income with separate 2-bedroom and 3-bedroom units, this property is designed to adapt to your lifestyle. Each unit is equipped with independent Utilities, ensuring privacy and convenience. Located village neighborhood, a short distance from The Bennington Bike path, the Bennington are trail system and downtown Benningtonâ??s vibrant shops and restaurants, and Southwestern Vermont Medical Center. 15 minutes to Prosepct Ski area 30 minutes to Mt Snow 1 hour to Albany Airport, Boston. Manhatten and Hartford are all within 3 hours.

Beds:
n/a
Baths:
3.00
Sq.Ft.:
2,476
Status:
Active
MLS#:
5086322
Type:
Multi-Family
Lot size:
0.34 Acres
Year built:
1900
Courtesy: Four Corner Properties LLC
View additional info

ADDITIONAL INFORMATION

An investment gem or owner-occupied standout in the heart of Bennington, this renovated property features three distinct units, each offering the privacy and feel of a single-family home. Unlike traditional stacked apartments, all three units boast a two-story layout with 2 bedrooms and 1 full bath, ensuring no neighbors above or below. Each features modern finishes, bright living spaces, and a thoughtful flow between the main floor living area and the second-floor bedrooms. The "crown jewel" of the property is the beautifully converted two-story barn; this detached third unit offers total independence and opens up to its own beautiful, private backyardâ??a rare luxury for a multi-family setup.

Beds:
n/a
Baths:
2.00
Sq.Ft.:
1,222
Status:
Active
MLS#:
5086250
Type:
Multi-Family
Lot size:
0.09 Acres
Year built:
1910
Courtesy: Perrott Realty
View additional info

ADDITIONAL INFORMATION

This beautifully renovated 2-unit home by JDN Properties offers exceptional flexibility for buyers, allowing for a variety of living arrangements to suit your needs. Whether you choose to enjoy it as a spacious two-story single family residence with a luxurious upstairs primary suite and kitchenette, use it as an owner-occupied property with a rental unit to help offset your mortgage, or maximize rental income with separate 1-bedroom and 2-bedroom units, this property is designed to adapt to your lifestyle. Each unit is equipped with independent Utilities, ensuring privacy and convenience. The estimated monthly rental income ranges from $2,200 to $2,600, based on current market conditions. Located in a tranquil village neighborhood, within walking distance of downtown Benningtonâ??s vibrant shops and restaurants, and just two blocks from Southwestern Vermont Medical Center. The iconic Elm Street Market is close by, while Bennington College is only a short four-mile drive away. Recent renovations include fresh paint and new flooring throughout, creating a modern and inviting atmosphere. The downstairs living room features a passthrough countertop to the eat-in kitchen, enhancing the open-concept design. All kitchen cabinets and appliances are brand new. Upstairs, the apartment boasts a bright and airy open kitchen with kitchen island storage, and a picture window overlooking a deep backyard and a scenic brook, a tributary of the Walloomsac River. The large carpeted bedroom and full bathroom face the front of the house, providing comfort and privacy. Both furnaces have recently received new hot water mixing valves and have been professionally inspected and serviced, ensuring reliable performance. The property also offers two off-street parking spaces in front, with ample additional street parking available for guests. This charming home blends modern amenities with a desirable location, making it an exceptional opportunity for buyers seeking versatility and value.

Beds:
n/a
Baths:
2.00
Sq.Ft.:
1,300
Status:
Active
MLS#:
5085882
Type:
Multi-Family
Lot size:
0.07 Acres
Year built:
1930
Courtesy: Real Broker LLC
View additional info

ADDITIONAL INFORMATION

Downtown Bennington duplex offering an excellent opportunity for first-time homebuyers, owner-occupants, or investors. The first-floor unit has been completely renovated with a new kitchen, updated bathroom, and new flooring throughout. Recent improvements include a repointed foundation, fully completed siding, a new roof, and a gravel driveway. Live in one unit and help offset your mortgage with rental income from the other, or continue using the property as an investment. Appears well suited for FHA, VA, USDA, and conventional financing. Conveniently located near shopping, dining, schools, medical facilities, and other everyday amenities in downtown Bennington. Bennington continues to benefit from ongoing investment and redevelopment throughout the downtown area, adding to the appeal of this location.

Beds:
n/a
Baths:
2.00
Sq.Ft.:
1,176
Status:
Active
MLS#:
5085771
Type:
Multi-Family
Lot size:
0.14 Acres
Year built:
1920
Courtesy: Four Corner Properties LLC
View additional info

ADDITIONAL INFORMATION

2-Unit Multi-Family with Professional-Grade Workshop! Versatile property with high-yield setup, perfect for a contractor, carpenter, or owner-occupant. The standout feature is a professional-grade workshop fully optimized for year-round productivity with radiant heat, bright lighting, and the added convenience of an existing sink and toilet. Whether utilized for a trade, automotive enthusiast, or premium climate-controlled storage rental, this workspace provides an incredible environment for any business or hobby. Located directly above the shop are two freshly painted 1BR/1BA apartments with a remarkable decade-long track record of consistent tenancy. The property currently generates a steady $1,850 in monthly income. The property provides plenty of off-street parking suitable for automobiles or equipment, plus a 12' x 20' shed for additional storage. Unmatched versatility and a turnkey footprint.

Beds:
n/a
Baths:
2.00
Sq.Ft.:
2,022
Status:
Active
MLS#:
5081521
Type:
Multi-Family
Lot size:
0.56 Acres
Year built:
1875
Courtesy: Mahar McCarthy Real Estate
View additional info

ADDITIONAL INFORMATION

Donâ??t miss this two-family gem! Each spacious unit features 2 bedrooms, eat-in kitchen, large living room with hardwood floors and tin ceiling throughout, spacious full bathroom, and in-unit laundry hookupsâ??perfect for comfortable living or strong rental potential. The downstairs unit offers a side porch for sitting and both units get to enjoy a charming covered front porch on a side street. With a level lot just over half-acre, off-street parking, and 1 car garage/barn with additional storage, plus a prime location near downtown shops and restaurants, this is an ideal opportunity for both investors and owner-occupants!

Beds:
n/a
Baths:
2.00
Sq.Ft.:
2,206
Status:
Active
MLS#:
5081518
Type:
Multi-Family
Lot size:
0.59 Acres
Year built:
1902
Courtesy: Mahar McCarthy Real Estate
View additional info

ADDITIONAL INFORMATION

Well-maintained two-family home offering spacious units, each featuring 2 bedrooms, a cozy kitchen, dining room, living room, full bath, and convenient in-unit washer and dryer hookups. Enjoy relaxing on the inviting covered front porch or the private covered back decks for each unit. Situated on a level half-acre lot, this property also includes off-street parking with a driveway and a 2-car garage. Ideally located just minutes from downtown shops, restaurants, and nightlife. A fantastic opportunity for owner-occupants or investors alike!

Beds:
n/a
Baths:
Sq.Ft.:
1,680
Status:
Active
MLS#:
5081898
Type:
Multi-Family
Lot size:
0.12 Acres
Year built:
1941
Courtesy: Hoffman Real Estate
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ADDITIONAL INFORMATION

Versatile mixed-use property with strong potential as a duplex or owner-occupied investment in a highly visible downtown North Street location. Currently configured with a beautifully renovated 1-bedroom, 1-bath apartment on the second floor and a spacious first-floor commercial unit, this property offers multiple paths for income and future use. Zoning supports multi-family, single-family, and a wide range of commercial uses including retail, food and beverage, office, studio, and personal services. The second-floor apartment, renovated by a prior owner approximately 10 years ago, provides comfortable living space ideal for an owner-occupant or steady rental income. The first floor and basement, formerly home to a long-standing florist shop, now offer a bright, open layout with the removal of the walk-in coolerâ??making the space feel larger and more adaptable than ever. Recent updates include fresh paint, new flooring, LED lighting, and a convenient half bath. For investors or those seeking a full residential conversion, the layout and separate entrances offer a clear opportunity to reconfigure the first floor into a second living unit, establishing a true duplex. The basement adds valuable storage with built-in shelving, while the walk-up attic offers additional storage or future expansion potential. Additional features include separate electric meters, shared boiler and oil tank (both replaced in 2020), vinyl siding and windows, architectural shingle roof, town water and sewer, and high-speed internet. Off-street parking for both units enhances functionality. Situated along one of North Streetâ??s most traveled corridors, the property benefits from excellent visibility, signage potential, and proximity to established neighbors like Blue Benn Diner, Wassickâ??s Tire Service, and the Vermont Veterans Home. Whether youâ??re looking for an investment property, live/work setup, or a redevelopment opportunity, this flexible property is ready to meet your vision.

Beds:
n/a
Baths:
Sq.Ft.:
8,888
Status:
Active
MLS#:
5072098
Type:
Multi-Family
Lot size:
0.47 Acres
Year built:
1890
Courtesy: TPW Real Estate
View additional info

ADDITIONAL INFORMATION

An exceptional opportunity to own a prominent historic Victorian property in the heart of Bennington, offered as a residential or multifamily real estate asset only. Built in 1887 by renowned architect William C. Bull, this meticulously restored property offers flexible residential and mixed-use potential within the Village of Bennington, subject to applicable municipal approvals. The main building is configured with multiple residential-style suites, many with fireplaces, plus generous common areas suited for multifamily conversion, extended-stay residential use, or other permitted residential layouts. A separate on-site restaurant space is currently leased, providing additional income tied strictly to the real estate. The property is well maintained with updated systems and offers buyers the opportunity to reposition or convert the asset to meet residential or investment objectives. This offering conveys the real estate only. No hospitality or lodging business operations, financial records, future reservations, brand name, website, licenses, or goodwill are included or transferable with this sale. A separate commercial offering is available for buyers interested in acquiring the property together with an operating hospitality business. Walkable to downtown Bennington shops, dining, and cultural attractions, and convenient to Manchester, Williamstown, and the Berkshires.

Beds:
n/a
Baths:
Sq.Ft.:
5,208
Status:
Active
MLS#:
5064754
Type:
Multi-Family
Lot size:
0.63 Acres
Year built:
1913
Courtesy: Maple Leaf Real Estate
View additional info

ADDITIONAL INFORMATION

Circa 1913 carriage barn converted into a mixed-use property in the heart of downtown Bennington. This distinctive 5,208± sq. ft. building combines residential and commercial opportunity, featuring three apartments and a ground-floor retail space. Original architectural details evoke the propertyâ??s historic character, while modern updates support comfortable living and reliable income potential. Situated on a 0.63-acre lot with ample parking and room for future expansion or additional development. A rare opportunity to own a piece of Benningtonâ??s history with strong rental appeal and endless versatility. Ideally located within walking distance of Benningtonâ??s vibrant downtown shops, restaurants and community servicesâ??offering exceptional convenience for residents and strong visibility for commercial tenants.

Beds:
n/a
Baths:
2.00
Sq.Ft.:
1,792
Status:
Active
MLS#:
5055054
Type:
Multi-Family
Lot size:
0.13 Acres
Year built:
1900
Courtesy: Mahar McCarthy Real Estate
View additional info

ADDITIONAL INFORMATION

Welcome to this well-maintained, solid income-producing two-family home located in the heart of townâ??just steps from shops, dining, and downtown events. Perfect for owner-occupants or savvy investors, this property combines classic charm with modern efficiency and low operating costs. Each two-bedroom unit features spacious, light-filled living areas, eat-in kitchen and comfortable bedrooms. Recent energy-efficient upgrades include newer windows, oil tank, insulation, and high-efficiency heating system, helping to keep utility expenses low while enhancing year-round comfort. The property offers separate utilities, off-street parking, private outdoor space, and a strong rental history with consistent cash flow. Whether you're looking to live in one unit and rent the other or add a solid asset to your investment portfolio, this two-family checks all the boxes. Don't miss this rare opportunity for affordable in-town living with excellent long-term upside!

Beds:
n/a
Baths:
1.00
Sq.Ft.:
2,500
Status:
Active
MLS#:
5061443
Type:
Multi-Family
Lot size:
0.04 Acres
Year built:
1900
Courtesy: Mahar McCarthy Real Estate
View additional info

ADDITIONAL INFORMATION

Prime Mixed-Use Building on Main Street-Bennington, Vermont. Located in the heart of downtown Bennington, this versatile mixed-use property offers an excellent opportunity for both investors and owner-occupants. The main level features a spacious, adaptable commercial space ideal for retail, office, or service-based businesses. With its high visibility and foot traffic on Main Street, this is a prime spot to establish or expand your business. Upstairs, youâ??ll find a generously sized 2-3 bedroom, 1 bathroom apartment spanning approximately 1,250 square feet. Whether you choose to live above your business or rent it out for additional income, the upper-level unit offers comfort and flexibility with plenty of natural light and charm. This property is perfect for an entrepreneur looking to live and work in the same location or an investor seeking strong rental potential in a vibrant downtown setting.

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Andrea D. Conner, License 71221, Xome Inc., License 68390, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Ste 100, Lewisville, TX 75067


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Bennington Real Estate

Bennington is located in Vermont. Bennington, Vermont has a population of 15,345. Bennington is less family-centric than the surrounding county with 18.5% of the households containing married families with children. The county average for households married with children is 22.94%.

The median household income in Bennington, Vermont is $51,851. The median household income for the surrounding county is $63,448 compared to the national median of $69,021. The median age of people living in Bennington is 43.7 years.

Bennington Weather

The average high temperature in July is 79.4 degrees, with an average low temperature in January of 12 degrees. The average rainfall is approximately 44.1 inches per year, with 64.5 inches of snow per year.

Bennington Map

Bennington Real Estate Market Conditions

  • Median sales price

    $288,000
    19.1%
    change since last quarter
  • # Active listings

    103
    30-day change

Bennington Schools and Demographics

Education near Bennington, VT

City County
High School Graduates 92.41 94.01
College Degree - 2 year 7.8 8.62
College Degree - 4 year 33.89 38.5
Graduate Degree 10.54 12.4
Expenditures per Student 20,852 20,852
Students per Teacher 17 17

Elementary Schools near Bennington, VT

Grades Students P/T Ratio ZIP
Bennington Elementary School PK - 05 327 18.5 05201
Molly Stark School PK - 05 445 18.2 05201
Monument School PK - 05 155 16.5 05201
Pownal Elementary School PK - 06 271 14.3 05261
Shaftsbury Elementary School PK - 06 267 16.9 05262
Stamford Elementary School KG - 08 76 9.6 05352
Woodford Hollow School PK - 06 25 9.3 05201

Middle Schools near Bennington, VT

Grades Students P/T Ratio ZIP
Mt. Anthony Union Middle School 06 - 08 607 15.6 05201

High Schools near Bennington, VT

Grades Students P/T Ratio ZIP
Mt. Anthony Senior UHSD #14 09 - 12 951 14.1 05201

Ungraded Schools near Bennington, VT

Grades Students P/T Ratio ZIP
Southwest Vermont Career Development Center UG - UG 0 05201

Demographics near Bennington, VT

City County
Neighborhood Type Suburban
Population 15,345 37,235
Population Density 363 55
Median Age 43.7 46.4
People per Household 2.4 2.5
Median Household Income 51,851 63,448
Average Income per Capita 29,060 35,475

Real estate near Bennington