Bennington VT Real Estate & Homes for Sale
The median home value in Bennington, VT is $172,500.
This is
higher than
the county median home value of $168,700.
The national median home value is $185,800.
The average price of homes sold in Bennington, VT is $172,500.
Approximately 53.64% of Bennington homes are owned,
compared to 38.37% rented, while
7.99% are vacant.
Bennington real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Bennington real estate agent to arrange a tour today! 
ADDITIONAL INFORMATIONThis charming, low maintenance home has so much more than meets the eye! Three bedrooms, 1.5 bathrooms with a large yard on a lovely street near the Mt. Anthony Country Club. Recently replaced windows, heating system, and hot water heater to ensure efficiency and warmth, this home only needs your personal touches. A large living room, bright kitchen and separate dining room offer plenty of space to host family and friends. The private den with a fireplace can be used as a home office or library room. A first floor bedroom and full bathroom round out the downstairs. Upstairs are two bedrooms and a convenient half bathroom. A large closet and built in drawers provide much needed storage space. Attached to the back of the home is an enclosed porch/storage shed that overlooks the large yard. There's plenty of room for gardening, growing vegetables, or just enjoying the fresh Vermont air. Snack on the wild blueberries or sit along the stone wall, this is a place you'll be proud to call home. Oversized one car garage with space for a workshop and a tidy mudroom⦠you can have it all! Located on a quiet street yet close to downtown. 
ADDITIONAL INFORMATIONNestled in the center of the historic village of North Bennington, this extraordinary condominium home in a 200-year old historically-renovated paper mill overlooks a cascading waterfall and sits on 4.5 acres. The two-level space is huge and open, yielding 5 distinct living spaces including a fireplace on the lower level with a half bath, and 2 bedrooms joined by a full bath above, connected by a full and elegant staircase. The light-filled space affords stunning views from every window. The thick stone walls provide privacy and quiet. The magical grounds are beautifully landscaped, and the natural pooling in the flowing creek enables swimming and picnicking. The versatility of the indoor space is augmented by a dedicated garage, as well as additional walk-up storage in the garage attic. There are only six units across Haviland's Privilege and they rarely come available. Each home is utterly unique and attracts owners who are captivated by Vermont's changing seasons. Perhaps itâs the white noise of the waterfall, but one is transported to another realm every moment you are here. Walk across the street to Powers Market, the John McCullough Public Library, restaurants, and up to Bennington College. Walk the Mile-Around-Woods, and enjoy being part of the local community at the historic Park-McCullough House and the nearby Vermont Arts Exchange. Three hours to NYC and Boston. Whether you see this as a second home or a full-time residence, you will never want to leave. $295,00020 We Street Bennington, VT 05257
ADDITIONAL INFORMATIONSteps from the Park McCullough and Village School of North Bennington, this home could once again be a 5 bedroom single family residence, but is currently set up as 2 units, with the main unit mostly on the first floor and a smaller, accessory apartment upstairs. Enjoy frequent walks along Park Street and the Mile Around Woods, summer days at Lake Paran, dinner and drinks at Pangaea, and simply soaking up all the natural beauty and art in this desirable little village. The long and narrow 0.30 acres includes a detached 1-car garage, basketball hoop, above-ground pool with deck, partially fenced yard and dog kennel. Enclosed porch wraps around the back of the house, and flows into the large eat-in-kitchen. Living room, foyer, and den show off the newly exposed hardwood floors. First floor 3/4 bath, 1 bedroom down, and 2 bedrooms upstairs. Accessible ramp to side entrance that is ideal for a private home office. The accessory apartment has its own private entrance and staircase, with a full bath, living room, bedroom, and kitchen. The thick original moldings and raised panel doors exude character of a bygone era. Partially finished basement has a family room centered around the wood-burning brick fireplace and bar. Unfinished areas include utilities, laundry hookups, storage, and walk-out to backyard. Connected to town water/sewer, with Comcast for cable & internet. If you've been waiting for the perfect location in North Bennington, this is it! 
ADDITIONAL INFORMATIONAn extraordinary property awaits you at Pleasant Valley Country Estate, nestled at the base of Mount Anthony at the end of a winding country road, lined with century old maple trees. The perfect family compound with complete privacy, spacious luxury, and beauty of Vermont countryside.ÂThe land is a rare gem featuring 387 acres of rolling hills, pristine fields, woods for hiking, or cross country skiing and stream fed ponds for swimming or fishing. The modern 3000 sf farmhouse built in 2008 on a rise overlooking the 2 ponds, gives long sweeping views of Pleasant Valley and the mountains. The house is graced by mahogany porches, manicured lawns, a small apple orchard and perennial gardens. The living space is dominated by a stunning two story dry laid fieldstone fireplace. The gourmet kitchen has stainless appliances, natural stone countertops and an oversized center island, perfect for entertaining. There are two master suites, one main floor, one upstairs, each with tumbled marble walk in showers. There are atrium doors and countless windows throughout. The Brookside Cottage provides an additional 2700 sf living space that is private and separate from the main house.ÂWith its open concept living, fireplace, 2 bedrooms and studio, this area is perfect for guests, a caretaker, or tenants.ÂA âbarrel barnâ with its vaulted roof offers over 1700 sf of open space. This is an unusual opportunity to own a large piece of the real Vermont all within a 3 hr drive from NYC NJ and Boston. $110,000311 Gage Street Bennington, VT 05201
ADDITIONAL INFORMATIONCharming downtown home with a newer roof, nice fenced in backyard, spacious living, dining and kitchen with 3 bedrooms and a full bath. Laundry on first floor. Wood floors and Victorian staircase add to the character. Warm and welcoming with plenty of closet space too. Exterior needs some fresh paint and this sweet home would have instant equity! 
ADDITIONAL INFORMATIONWell located townhouse sitting privately in the shade. Offering 2 bedrooms, 1 and a half bathrooms, living room, kitchen with dining area. Walkable location with great commuter potential as well. Low maintenance. Could be sold furnished to make your move even easier. 
ADDITIONAL INFORMATION2 bedroom 1 bath cozy mobile home on dead end drive. The lot is shaded with a nice backyard and a large deck. Not a drive by. 
ADDITIONAL INFORMATIONThis home is being sold "as is". The exterior has been well maintained, but much work is needed on the interior. This location is ideal for those wanting to be minutes from the center of the downtown area, but off the beaten path. The lot is larger than average for the neighborhood, and fairly level. This is an opertunity to redesign a home for a custom feel, or a flip potential. Interior photos available upon request. 
ADDITIONAL INFORMATIONTraditional Village Home. Large in town lot lager enough for whiffle ball. Spacious 2 story garage and 2 car carport, paved driveway. Currently a two unit but easily converted back to a large single family home. 
ADDITIONAL INFORMATIONNestled in the heart of beautiful downtown Bennington sits this historic vintage property. Old charm with modern updates galore! Every room in this large home is spacious and renovated. New furnace, new water heater, new windows, and fresh paint inside and out. Brand new gorgeous kitchen with concrete counter tops and stainless steel appliances also has a large island for entertaining. Formal dining room, living room, and new bathroom complete the main level. Upstairs you'll find three nice-sized bedrooms and bonus attic for more living or storage space. There is even a bedroom view of the Bennington Monument! Two enclosed porches (one with new roof) add to the overall charm. Out back sits a detached garage with new roof. The small fenced-in yard is easy maintenance. Restaurants and shopping are at your fingertips. Don't miss out on this one! $575,000124 Elm Street Bennington, VT 05201
ADDITIONAL INFORMATIONGorgeous Victorian home, currently used and run as Southshire Inn. Offering 6 Bedrooms each with private bathroom, an additional Half bathroom, large living spaces throughout the living room, parlor, entry, and commercial kitchen. Multiple fireplaces, open spaces and gorgeous finishings. Also included is a 4 bedroom, 4 bathroom accessory building. A must see property with potential as a single family home, office building or hospitality venue. $225,000799 Park Street Bennington, VT 05257
ADDITIONAL INFORMATIONIdeal location on a beloved country road close to Park McCullough and the Village School of North Bennington. Surrounded by conservation land & accessible hiking trails, this 1+ acre lot feels secluded but is a very short drive to stores and restaurants. Currently a side-by-side duplex, with great options for converting to single family home with or without an in-law apartment (ask me for ideas!). Each side has its own screened porch, rear covered porch, kitchen, living, dining, first floor bathrooms, and gorgeous wood floors throughout. Unique differences: South side is a 2 bed/2 bath with modern kitchen, granite counters, sunny breakfast nook, and 2nd floor 3/4 bath and laundry... North side is a 3 bed/1 bath with 1st floor laundry and attached storage shed. Both share access to the basement, but there are completely separate utilities. Public water, private septic. High-speed internet & cable (Comcast/Xfinity). Detached shed on property, plenty of room to build a garage. School choice grades K-6 (including NB Village School), then MAU grades 7-12. Cash or conventional financing only. 
ADDITIONAL INFORMATIONThree floors of finished living space with pleasant mountain views. Main floor has living room, dining room, kitchen, full bath and a den with doors leading to large deck that is the whole width of back of the house. Upstairs features a master bedroom suite with vaulted ceilings, 2 more bedrooms and a half bath. Bottom level features large family room area, office room, full bath, laundry area and utility room. Plenty of storage under the deck. Located at the end of the Chester Knoll loop. Great location right outside of Old Bennington with easy walk to Bennington Monument, Bennington Museum trails, Old First Church, or in town restaurants and amenities. 
ADDITIONAL INFORMATIONHandyman/Investor special!! This historic Bennington home was once one of the locations for Singer Sewing Company. You'll find charm in the woodwork and dutch door of this 3 bed, 1 bath home. Nice side yard for a downtown lot! With some renovations, this will be a great resell!! This will not qualify for USDA or FHA loans. Cash or rehab loan only. 
ADDITIONAL INFORMATIONCome and enjoy this renovated and spacious one-level home complete with mountain views on almost an acre of land! 3 large bedrooms, 2 updated baths and an office. Eat-in kitchen w/stainless steel appliances and granite countertops. Large, bright living room w/ hardwood floors & room for an insert. This beautiful home offers central A/C, fresh paint & new flooring throughout, new roof installed last year, full generator hook up, 2 car attached garage & first floor laundry. Apples and pears are ready to pick and there is a basement that's waiting for your finishing touch! This is A Must See! 
ADDITIONAL INFORMATIONHere is your chance to own a mansion on the hill in beautiful Bennington, Vermont! Nearly an acre of land stretching out between the esteemed Grandview St and Imperial Ave, set in a park-like setting with circular driveway. Over 3800 square feet house including a 2 bedroom auxiliary apartment, covered porches, 2 car detached garage and views of the valley~ At this incredible price!! The potential is tremendous, but it's going to be a labor of love. There are many parts of this property in disrepair, but overall it has a solid structure and straight lines. Hardwood floors throughout, built-ins, a massive fireplace, two story turret, and a grand entrance staircase give this 1850s house all the charm you could desire. Let your home renovation dreams run wild! Current seller has gutted the apartment area so it is ready for your own renovation style. 
ADDITIONAL INFORMATIONLike Mary Poppins-"Practically perfect in every way". This amazing property is nestled at the base of Mt Anthony and was the location of the formal gardens to the historic Colgate mansion. Many of the stone walls remain and even the Pool house from 1883 with the location of the "claimed" first ingroud pool in Vermont. Perennial gardens, raspberries, blueberry bushes and amazing stone patio in the back yard included on over 11 acres of serene Vermont countryside. Home had a huge addition in early 2000's adding a 3rd bay to the garage, an extra den, bathroom, first floor bedroom, exercise area and incredible great room-perfect for working form home, remote learning, and ping pong competitions. The original center hall colonial design of the home has a study that's replica of the Bradford library, a one of a kind room. Tastefully renovated kitchen, corner built-ins in dining room, hardwood floors throughout the home, 4 more bedrooms and updates every where. There are some unique features I can't wait to share with you! 
ADDITIONAL INFORMATIONWonderful Village Location... This four bedroom home has lots of potential with over 2000 square feet. Brand new furnace, hot water and oil tank. Large oversized garage, low maintenance vinyl siding and slate roof. $114,000128 Webb Street Bennington, VT 05201
ADDITIONAL INFORMATIONThis home is affordable and ready for you to move right in. With a great side porch and a nice sized yard, it is perfect for relaxing, grilling, or playing, whichever you prefer! There is plenty of off street parking and a shed for storage out back. The living room is bright with natural light, hardwood floors, and built-in entertainment shelving. The dining room has natural light as well and laminate flooring that flows into the kitchen. First floor full bath and two bedrooms upstairs are the finishing touches on this quaint, cozy home. At this price it won't last long! $619,000288 Hurley Lane Bennington, VT 05201
ADDITIONAL INFORMATIONThis one-of-a-kind property merges the beauty of nature with the modern comforts of home. A striking contemporary sits on almost 20 acres of the best land Vermont has to offer, abutting national forest with trail access! The stone house was built to the highest standards by the owner/builder and has been meticulously maintained and cared for. Every detail of the house is known, there are no surprises! Four bedrooms, two bathrooms, and a very generous kitchen with Maine slate countertops and custom slate sink. The kitchen opens up to the marble floored sunroom which overlooks the fields and opens to the outdoors. The floorpan is thoughtful with 2 bedrooms on the main floor, 2 on the upper level and a full bathroom on each floor. A small family room and larger dining/living room with balcony flank the kitchen. An ideal layout for entertaining, or creating some private space. Bonus room with expansive windows is currently used as an office, but would make an amazing Rec room! Meadowlands with flowering trees, a heated workshop/studio, garden shed, two car garage, and adorable playhouse are located on the grounds. As you enter the woods, a gentle stream flows through the property. Cross over the small bridge and you'll see a custom built sauna. Imagine watching the snow fall from inside your very own sauna in the woods⦠or harvesting a garden and storing your bounty in the root cellar! This amazing property feels like a retreat and could be your next home. Full basement too! 
ADDITIONAL INFORMATIONBuilt in 1785 and under the same ownership since 1950, this 6BR/4BA historic home retains it's original details throughout including 7 fireplaces, hard & soft wood floors, trim work, rounded corners, hand painted wallpaper and grand living spaces. Set on 9.23 impeccably manicured lawns w/two outstanding barns (suitable for livestock or toys!), chicken coop, sugar house, children's play house, shed and established perennial, vegetable & fruit gardens this is a true gentle-person's farm! Conveniently located near downtown shopping, dining and cultural activities you'll be able to enjoy a perfect balance of country and "city" life! Don't miss out on this once in a lifetime opportunity to become the next steward of one of Bennington's most prestigious, historic homes. 
ADDITIONAL INFORMATIONCome see this beautiful 1925 Vermont home that was transformed into a luxury property while retaining classic features. The main level has an open floor plan with hardwood floors, radiant heat, exposed post and beam. The kitchen is equipped with granite counter tops, a down draft range and a kitchen island for entertain while you cook. Natural wood floor to ceiling cabinets with a wet bar. The dining room has floor to ceiling windows, built in china cabinet and sliding glass doors. This home has a bright and open living room with access to the covered sitting porch to watch breathtaking sunsets. The family room is furnished with a gas-fired wood stove, making a comfortable spot for a nightcap. The convenience of First floor laundry with tub/shower combination. The second floor consists of 4 bedrooms, 2 full bathrooms with closet and storage space galore. 2 car attached garage with direct entry into the family room. The expansive Master Bedroom with en suite is a showcase by itself. Features include cathedral ceilings in spacious sleeping area and sitting room. The Master Bathroom is fit for this homeâs queen. Marble floors and countertops with double vanity, shower, and relax in the deep soaking tub. The master suite could be transformed into a mother-in-law suite which could include kitchen, living room, bedroom and private entry from the deck. Original New England farmhouse features, freshly painted and abounds with natural light. You will not be disappointed. 
ADDITIONAL INFORMATIONWell maintain 2 bedroom 1 bath home on 4.14 acres of open land. Private deck has easterly unobstructed views to watch the sunrise. This home comes with a true playland for the child in you. An 18 round mini golf, batting cages and of course your own go kart track with 10 go karts, enough for the whole family. There is an apartment in need of some repairs. (was originally the owners living quarters) The septic system was designed for a 40 seat restaurant so plenty of room for expansion. 
ADDITIONAL INFORMATIONCute 2 bedroom ranch in walking distance to down town. Offering kitchen, formal dining room, living room, front sitting porch, private back deck and more. 
ADDITIONAL INFORMATIONTOP QUALITY!!! This home was built by one of the best builders in the area. When you walk in the front door, you can see the amazing quality of this home. There is a dramatic living space that has been both a formal dining or living room. A private office space or den for those working from home with a full bath. The gourmet kitchen has all top of the line appliances, island with granite counters and bar sink. Floor to ceiling cabinets along one wall for storage. Tin ceiling, breakfast bar and a great area for more seating. Off the kitchen is a large dining area with a screened in porch to enjoy your coffee in the morning The Great Room has a wall of stacked stone with a gorgeous fireplace and 8 foot French doors that go out to an expansive deck with a rod iron railing, stone columns and composite flooring. Main floor master bedroom suite with a marble fireplace. The bathroom has double sinks, sunken tub and slate lined shower. Upstairs has two very large bedrooms and a full bath. The walkout basement is just waiting to be finished if you need more space. Radiant heat throughout. Private 1.42 acre lot with winter views.
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