88 Homes For Sale in Bennington, VT

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$45,000Est. Payment
0.48 Acres
33 Asa'S Way, Bennington, VT 05257
Lots Land For Sale

Long range mountain views, walking trails, a paved road, underground utilities, and water/sewer/cable at the street, what more could you ask for? Situated high on Asa's Way, almost a half acre of mostly level lot is ready to build on. Amazing views which you'll enjoy year round and never tire of! This great lot is bordered by Bennington College fields which house the public/private tennis courts which are available by reservation. This small community of homes was designed for harmonious living with very thoughtful, yet not restrictive, covenants in place. Enjoy views in almost every direction, take a walk/jog on the lit walking trails connecting to Bennington College, or have a picnic on the large field just beyond your back yard. A wonderful opportunity to create a home, not just a house, on this wonderful street. Easy access to Bennington College, Lake Paran, and the North Bennington village green. Call Angela Bevin, Maple Leaf Realty at 802-688-4835 to schedule a showing!

$25,000Est. Payment
3 Beds | 1 Bath | 822 Sqft
2 Belvedere Street, Bennington, VT 05201
House For Sale

Converted singlewide mobile home on a corner lot in Bennington. Offering town water and a septic. 3 bedrooms, 1 bathroom. Needs work.

$375,000Est. Payment
5 Beds | 4 Baths | 2,278 Sqft
4 Frost Drive, Bennington, VT 05201
House For Sale

This impeccable 5 bedroom, 4 bath Cape is ready to welcome you home. Located on a quiet road near the hospital with easy access to the Stark Street Park and numerous walking/biking trails, this is a rare find! A newly added master bedroom suite is located on the main level and features a private office/sitting area, walk in closet, and beautiful bathroom with tiled shower. Upstairs there are 4 more bedrooms, one with an ensuite bathroom, along with a shared bath for guests. The expansive living room runs the entire width of the home and includes a cozy fireplace, built in bookshelves and a large bay window which floods the room with natural light. A very well equipped kitchen provides lots of space for those that enjoy cooking together- plenty of room and wonderful flow, including updated appliances (with dual fuel stove) and a kitchen island which separates the kitchen and dining areas. Convenient laundry room with half bath are also located on the first floor, perfect for single level living! Formerly a breezeway, the tiled mudroom connects the garage and kitchen which is a must-have for mud season! A wonderful lush yard with garden space, privacy, and lovely stone wall add to the curb appeal of this gracious home. Contact Angela Bevin, Maple Leaf Realty, 802-688-4835 to schedule a showing!

$169,900Est. Payment
3 Beds | 1 Bath | 1,206 Sqft
10 Hunt Street, Bennington, VT 05201
House For Sale

Well cared for 3 bedroom 1 bath cape style home in a great neighborhood. Larger living room, dining room, kitchen, 2 main level bedrooms and a larger upstairs bedroom. 1 car attached garage.

$173,500Est. Payment
4 Beds | 2 Baths | 1,703 Sqft
37 Cyr Court, Bennington, VT 05201
House For Sale

This adorable 4BR/2BA ranch, located on a quiet street with seasonal mountain views has had many recent updates and is ready for a few of your own cosmetic finishing touches! 2BR up and 2BR down w/a gorgeous living room upstairs w/cherry floors and cedar ceiling as well as a generous family room in the basement offers a flexible floor plan and ample living space in a low maintenance, easy living footprint! Established perennial gardens and a deck off of the kitchen extend outdoor enjoyment! Attached garage is a Vermont luxury! Come see and make it your own!

$595,000Est. Payment
4 Beds | 4 Baths | 3,738 Sqft
190 Meadowbrook Drive, Bennington, VT 05201
House For Sale

Beautifully Maintained Saltbox Colonial off Monument Ave on a cul-de-sac with .89 acres . The views are incredible from the new 34x18 Trex deck. The kitchen is lovely and bright with white cabinetry, granite countertops and wood floors. The sunny dining room has a new wall of windows to take in the southern exposure and slider to the deck. The family room is open into the kitchen with a stone fireplace and gas stove to take off the chill. The large formal living room is a great place for all to gather. Upstairs is the master suite, 3 bedrooms and a full bath with double sinks. Above the attached two car garage is a private room with a full bath which would be a nice space for someone that is working from home or a guest room. Also 23x26 finished space in the basement Great home in a neighborhood that is close to Southwestern Vermont Medical Center.

$163,500Est. Payment
2 Beds | 2 Baths | 1,692 Sqft
213 Gage Street, Bennington, VT 05201
House For Sale

You can have it all! If you have been dreaming of an absolutely turn key, energy efficient, urban farmhouse with every renovation box checked but still crave walk-ability to all that downtown Bennington has to offer, shops, restaurants, walking paths, parks, farmer's market, etc. then this is the one! 2/3 bedrooms, 2 bath, tall ceilings, gorgeous renovation choices throughout in addition to so many energy efficient upgrades to make life easy and fun. Enjoy extended outdoor living on the covered front porch or on the backyard deck, ready for summer grilling, in the fenced in backyard. All you have to do is unpack and start making memories. Make sure to take the virtual tour and look through the documents to see all that this amazing Vermont property has to offer! Showings begin 4/11/2021

$269,900Est. Payment
3 Beds | 3 Baths | 1,592 Sqft
150 Pine Circle, Bennington, VT 05201
House For Sale

Bright and tidy one level living in an established residential neighborhood walking distance to downtown. Lots of space for gathering with friends and family with family room, spacious kitchen, formal dining room and living room as well as newer screened in porch looking onto the back yard. Primary suite with walk-in closet as well as a guest bedroom and bath. Third bedroom is currently configured as a laundry room/office space but could easily revert back to bedroom use. Ample storage throughout and a full, walk-out basement with potential for more finished space. Back yard has room for play or gardening space.

$165,000Est. Payment
-- Beds | -- Baths | 2,864 Sqft
107 Norton Street, Bennington, VT 05201
Multi Family For Sale

A rare opportunity to own an income property, close to downtown, yet at the edge of town and near public transportation! This 4 unit home offers financial independence with separate utilities for each unit and enough parking for all. Each unit is bright and spacious. Each unit has its own private front porch. In addition, the second floor offers a shared enclosed back porch and the first floor has a shared mudroom. Location is a 5-minute bike ride to Bennington Area Trail System ~ Bike, Hike, Snowshoe or Cross country ski 45 minutes to Albany Airport, 5 major ski areas within an hour, 3 hours to Manhattan, Boston and Hartford No showings before 4/27/2021

$339,900Est. Payment
4 Beds | 3 Baths | 3,202 Sqft
57 Pageant Street, Bennington, VT 05201
House For Sale

A chance at pure Vermont bliss is yours! If you love sports, commanding the high ground and being close to everything in beautiful Bennington, VT then this 3,000 sf expanded and modernized, classic Craftsman home is just for you. 4 bedrooms with completely finished basement suite, oversized master suite with balcony, living room with Fireplace, Dining room, kitchen and glassed-in front porch complete this one-of-a-kind, energy efficient, in-town home. If you want to live the high life right across the street from the par 5, fifth hole of the prestigious Mount Anthony Country Club, now is your chance!

$269,900Est. Payment
1 Bed | 2 Baths | 1,160 Sqft
113 South Street 303, Bennington, VT 05201
Condominium For Sale

This is a rare opportunity to own a unique property. Located adjacent to the historic Putnam Block Project, this beautifully appointed condominium in the heart of downtown Bennington offers an open, light filled floor plan featuring 12 ft. ceilings and 8 ft. arched windows with crown molding throughout. The tastefully decorated kitchen has granite countertops, custom cabinetry, breakfast bar and stainless appliances. Large, warm bedroom with walk-in custom closet and tiled master bath. Single floor living in a elevator building just minutes from the prestigious Southern Vermont Medical Center. Walk to the restaurants, bars, theater, shops, banks, pharmacy and post office. The best of both worlds-an urban style residence in a New England Village.

$269,000Est. Payment
3 Beds | 2 Baths | 1,601 Sqft
13 Church Street, Bennington, VT 05257
House For Sale

Well maintained 3 or 4 bedroom, 2 BA farmhouse, located in the heart of the Village of North Bennington. Loads of natural light, wood floors and tall ceilings make this charming village home feel so airy and bright. The welcoming layout perfectly balances a semi open floor plan and intimate space. 2 car attached garage w/ direct entry via a spacious mudroom w/first floor laundry is a pure Vermont luxury! Easy to maintain level lot, yet walking distance to local restaurants, culture, miles of nature trails, playgrounds and Lake Paran make your virtual "backyard" feel huge! Located near the Village School but also within a school choice district! Come see and fall in love! And, don't forget to take the realistic, virtual tour!

$225,000Est. Payment
4 Beds | 4 Baths | 2,145 Sqft
326 Chester Knoll Drive, Bennington, VT 05201
House For Sale

Easy townhouse living in the Chester Knoll neighborhood off beloved Elm St. Literally a stone's throw from the Bennington Museum, historic Monument, Old First Church, BATS (trail system on Mount Anthony), and all the shops and restaurants in downtown Bennington. Totally unexpected interior style and layout with 3 fully finished levels, including 4 bedrooms and 3.5 baths. Lower level main entry comes into the spacious and comfortable Family room, and also has a bedroom, full bath with laundry, and storage/utility room with propane Buderus boiler. Arched doorways throughout the main level gently define the kitchen, dining room, living room, and den. This level also has a full bath, and French doors to the covered rear deck overlooking the wooded backyard... or if you prefer a garden party, there's stairs down to the patio and storage under the deck for your outdoor furniture and recreation gear. ?On the top floor are 3 bedrooms and 1.5 baths, including a large Master suite with 3 closets and a full bath with tub/shower, tiled floor, and shiplap feature wall. Abundant character with warm wood tones, modern light fixtures, and natural light galore. Did I mention the awesome mountain view? End of the cul-de-sac on a paved private road, it's the premiere location in the development. Association fees include exterior maintenance & insurance, lawn care, snow plowing, and trash removal. Pack your bags, and move right in! Contact Jenifer Hoffman 802-558-5911 for more information.

$49,000Est. Payment
3 Beds | 1 Bath | 912 Sqft
7 Browning Place, Bennington, VT 05201
House For Sale

Hey all! check this out-you get to buy a property and get the stuff for FREE-who knows what treasures you may find?! I know I'm stretching here, but legit, this is "as-is". It's a sad, but you can take over this property as a pre-foreclosure and make it happy again. The house was renovated in the 90's, then recently had a new oil tank and new furnace and new hot water tank installed. The structure and mechanicals are solid and good condition, the roof looks good, as does the foundation from my realtor opinion. You will need to clean and do new flooring for sure. But for not a ton of work, you can have a move in ready home in the heart of downtown, minutes from shopping and restaurants. There is a real need for rentals right now, so you would have instant income potential if looking at an investment.

$695,000Est. Payment
5 Beds | 4 Baths | 4,619 Sqft
17 Fairview Street, Bennington, VT 05201
House For Sale

C. 1845 Greek Revival originally built by Deacon (of the Old First Church) John Robinson. This home is graciously appointed and meticulously cared for with views of the Monument and the mountains. The 7.2 acres include mature apple trees, stone walls, a small pond, a barn and gorgeous gardens. The home features a bright living room with a fireplace, wood floors and a wall of windows to take in the views. Down the hallway is a sizable dining room for entertaining with views to the south. The kitchen has updated appliances and has a great Butler's pantry for all the extras. Large mudroom off the kitchen which flows into the family room that has a wood stove insert. A private office to work from home and a half bath. Upstairs has five bedrooms and 3 baths including a private master suite. Attached two car garage, large screened in porch and deck. The carriage barn includes a workshop area, storage for the tractor and studio space above. This property is a must see!!!

$1,750,000Est. Payment
2 Acres
219 Northside Drive, Bennington, VT 05201
Lots Land For Sale

Almost 3 acres on NORTHSIDE DRIVE, one of Bennington County's busiest roads (14K cars daily). Close to major shopping centers, hotels/motels, restaurants, etc. Easily accessed via traffic circle, Rt 279 bypass, Rt 7, 7A, and 67A. Existing successful business ready for new owner or premier location for your business opportunity. Zoning with DRB approval includes but is not limited to: retail, restaurant, indoor recreation, self storage, car wash, daycare, financial institution, gas station, hotel, medical clinic, motor vehicle sales and service, RV park, business office, and warehouse. Originally built as a bowling alley, and taken over by current owner 40 years ago, who has invested in substantial improvements. Modern interior design, new pins purchased last year, everything front & back has been computerized, including sound & security systems. Two state-of-the-art high-definition golf simulators bring in a different crowd and stream of revenue. Kitchen has gas range, fryers, flat top, proper hood ventilation, freezers, and adjacent storage room. Bar with 2 beer coolers and 8-tap kegerator. Two accessible restrooms, janitorial room, security office, utility room, mechanics workshop, attached garage. Includes most furniture, fixtures, and equipment. Oversized storage building, plus 2 rental properties: single family home $950/month and privately-owned trailer $300/month lot rent. See the potential in the existing buildings, or start over with your custom plans.

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