$189,900 $188 per sq.ft. Bennington VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1008  |  Acres: 0.26
Monday Apr 21, 2025
Description: Perched high on Imperial Avenue, this delightful Cape-style home is brimming with character, charm, and endless potential. Gorgeous wood floors and abundant natural light set the tone for a warm, inviting space that's ready for your personal touch. The main level offers a comfortable flow between the living room, dining area, and kitchen--all boasting sweeping views of downtown Bennington and the surrounding hills. Upstairs, you'll find three cozy bedrooms and a spacious full bathroom, perfect for restful nights and relaxed mornings. Ideal for low-maintenance living, the home also features a partially finished basement room which can be used as a home office, gym, or creative space, plus ample utility and storage areas. Enjoy the manageable yard with a quaint side patio space for outdoor dining, and take in the neighborhood from your impressive front porch, an ideal spot for morning coffee or evening sunsets. Located just a short walk from downtown shops, restaurants, and cafes, as well as scenic walking trails, this special home offers the perfect blend of convenience and tranquility. See MLS Property & Listing Details & 38 images.

$189,900 $120 per sq.ft. Bennington VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1576  |  Acres: 0.46
Friday Jun 21, 2024
Description: Walking distance to Bennington College! Perfect for college housing. The property has a scenic path alongside the river so students can walk or bike to school without having to be on the road. Currently used as a single family home or can easily be converted to a duplex. This 3 bedroom North Bennington home is set in a quiet location with only ten homes in the little neighborhood with dead end street. Very convenient to town but feels like you are out in the country. The public water and sewer is a nice bonus. Boiler is just three months old and there is a gas line to the house. New roof in 2022. Kitchen has an antique wood stove. The property has lovely landscaping with plenty of space for gardens. Just a short 1.3 mile stroll to North Bennington restaurants, library, and post office and 4 miles to downtown Bennington with Albany Airport just under an hour away. Lake Paran is just 1.5 miles away for swimming, kayaking, or enjoying the beach. See MLS Property & Listing Details & 32 images.

$209,000 $131 per sq.ft. Village of Bennington in Town of Bennington VT Home »

Price Change! Reduced by $999 down 0% on March 21st 2025
218 Ft. of Waterfront on River South Stream
3 Beds | 2 Baths |   Total Sq. Ft. 1600  |  Acres: 0.21
Tuesday Oct 1, 2024
Description: Wonderful views looking over the Walloomsac River. .There is a second kitchen for a possible in-law or AB&B. The RV outlet and the RV parking listing to the sounds of the stream for the nomadic visitors. New replacement windows were just done. Bring your imagination and see the possibilities. See MLS Property & Listing Details & 52 images.

$219,000 $370 per sq.ft. Village of Bennington in Town of Bennington VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 592  |  Acres: 0.1
Sunday Nov 24, 2024
Description: NEW!NEW!NEW! This completely renovated Cozy 2 bedroom cottage was taken back to the studs and redone with New wiring, New plumbing, New heating system, New Bathroom. Everything here is new and ready to just move in and enjoy easy living. Located on village lot with a great side yard for family cook outs. There is a deck in the back ready to be transformed to a screened porch. Just a short walk to the Bennington Area Trail System is a short walk for mountain biking or just to hike Mount Anthony. Close local Restaurants, Public transportation, Hospital and downtown shopping. See MLS Property & Listing Details & 26 images.

$235,000 $159 per sq.ft. Bennington VT Home »

4 Beds | 1 Baths |   Total Sq. Ft. 1476  |  Acres: 0.16
Monday Nov 4, 2024
Description: Classic Bennington home on a quiet street with a beautiful yard and a detached barn/garage. First floor kitchen with dining area, laundry room, and a full bath, plus a living room and family room that could also be a first floor bedroom. Upstairs there are three bedrooms and a play room with a storage closet. Enjoy your morning coffee on the covered porch, and take a walk to downtown shops. See MLS Property & Listing Details & 38 images.

$236,000 $259 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 912  |  Acres: 1.3
Sunday Feb 9, 2025
Description: A unique South Street property offering income potential, located just outside the heart of downtown Bennington and Hospital. Three bedrooms, two bathrooms, including a first-floor bedroom with two additional bedrooms on the second floor. An attached oversized garage can accommodate four to five vehicles, and a separate three-bay garage currently generates $450 per month in rental income, an excellent opportunity to offset expenses. The seller is offering Sellers concession towards the buyer's closing costs! Don't miss this versatile property that has even more income potential. See MLS Property & Listing Details & 21 images.

$245,000 $173 per sq.ft. Village of Bennington in Town of Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1416  |  Acres: 0.22
Friday Mar 28, 2025
Description: Step into timeless elegance with this charming 1940 American Foursquare home. Many gorgeous features have been preserved from the elegant crystal light fixture to the stunning original woodwork. Each detail speaks to the skilled artisanship of the era. The classic design offers spacious living and a welcoming atmosphere, perfect for both every day life and entertaining. The main floor boasts a spacious family room addition with ample windows and maple flooring, 3/4 bath, and first floor laundry. The formal dining room flows seamlessly into the living room with pellet stove. The interior was completely redone in the last decade with very recent renovations including old wallpaper removal and fresh paint in the living/dining areas and kitchen. The stunning entry way and staircase is everything you want from an antique home. There is even a fully enclosed front porch for enjoying the approaching warm weather. Upstairs you will find three bedrooms with original hardwood floors and a full bath. The basement is dry and has ample storage space. The lot is easy to maintain with a walkable location minutes away from local parks, shops, restaurants, and public transportation. Head a few minutes more up RT 9 and you'll find all the outdoor recreation and beautiful scenery that Vermont is known for. This lovely home blends classic design with modern conveniences, making it a must-see for those who appreciate quality craftsmanship and historic charm. Don't miss out on owning this gem! See MLS Property & Listing Details & 38 images.

$249,900 $183 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1366  |  Acres: 0.1
Thursday Mar 20, 2025
Description: This home is so new it even has a new address! Was formerly known as 328 School St. and 16 Browning Pl. The renovation took it to the studs and completely renovated. All new wiring with 200 amp electrical panel. It's even new on the outside of the house. All new insulation and walls. All new vinyl double paned windows with screens. Brand new energy efficient on demand hot water and propane boiler. Fresh paint throughout interior and exterior. New flooring, lighting, and brand new kitchen with new energy star rated appliances. Brand new two bathrooms, one upstairs and one down. First floor laundry. New decks on the outside and a new driveway! Option for one level living having kitchen, living, full bathroom, laundry and bedroom on first floor. Second floor has two bedrooms and a large bathroom with plenty of closet space. Walking distance to everything that downtown Bennington has to offer. Spacious bright home with easy to maintain small yard. Seller is licensed Realtor. See MLS Property & Listing Details & 44 images.

$269,000 $350 per sq.ft. Bennington NH Home »

2 Beds | 1 Baths |   Total Sq. Ft. 768  |  Acres: 2.7
Thursday Apr 24, 2025
Description: Tucked away on a peaceful gravel road just off Route 202 for easy commuting, this adorable 2-bedroom, 1-bath Cape is cute as a button and full of character. From the moment you arrive, you'll feel the warmth and charm of this lovingly maintained home. Step inside to find hardwood floors, exposed beams, and abundant natural light that fills the cozy living spaces. A wood stove adds a touch of rustic charm and extra comfort during chilly New England nights. Enjoy your morning coffee or evening sunset on the brand-new deck, overlooking a large, open yard perfect for gardening, play, or peaceful outdoor living. The home also features a durable metal roof and brand-new windows, providing comfort and efficiency year-round. Included in the sale is an additional lot next door, offering incredible potential--whether you're dreaming of a family compound, future investment, or expanded outdoor space. Located just minutes from Crotched Mountain ski area and golf, and a short drive to local shops, trails, and lakes, this location strikes the perfect balance of privacy and accessibility. Whether you're looking for a weekend getaway, a full-time residence, or a place to grow, 55 Gillis Hill Road is a rare gem in the heart of the Monadnock Region. See MLS Property & Listing Details & 40 images.

$275,000 $145 per sq.ft. Bennington VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1903  |  Acres: 0.3
Thursday Mar 13, 2025
Description: Comfortable Ranch home with 3 bedrooms and 1 bath. Inside there's lots of room... whether you need a dedicated office to work from home, space to exercise or do projects, whip up a meal or bake goodies, chat around the fireplace, or watch movies by the cozy wood stove. Kitchen is original... you could give it an easy facelift by painting the cabinets and installing new counters and a vinyl floor. All appliances will stay, including the newer Stainless Steel fridge and dishwasher, as well as the nice washer and dryer. There are laundry hookups on both the first floor and basement, so leave them upstairs or move back downstairs if you prefer and reclaim the coat closet. Attached 1-car garage with auto opener and direct entry into the dining area, plus there are stairs down to the workshop for convenience. The one 3/4 bathroom has been beautifully renovated with gray and mosaic tiles on the floor and shower surround, plus grab bars, bench seat, and a glass enclosure. All bedrooms have big closets and there's a fantastic storage room in the basement. Newer oil tank, 2017 Peerless boiler, public water and sewer, and your choice of cable or fiber optic Internet. Outside is a dream for relaxing and entertaining with a covered back patio overlooking the in-ground swimming pool. Out front you'll see the perennial gardens bloom and wave to neighbors from the front porch while the sun sets over the mountains. A special home that is easy to love...you'll feel right at home. See MLS Property & Listing Details & 58 images.

$275,000 $193 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1422  |  Acres: 0.12
Wednesday Apr 16, 2025
Description: Enchanting, delightful, magical... this lovely c. 1920 village home is all of that and more! 3BR/2BA home has beautiful hardwood floors and a cook's kitchen with Corian countertops and not one but two pantries! Dining room, living room with electric fireplace, office/study that could also be a first floor bedroom and updated 3/4 bath round out the first floor. Upstairs there is the primary bedroom, two guest bedrooms and full bath with clawfoot tub. One car garage is accessed by a breezeway and the back yard is private and nicely landscaped! All within walking distance to all that downtown Bennington has to offer; shops, eateries, the library and more! See MLS Property & Listing Details & 43 images. Includes a Virtual Tour

$299,000 $159 per sq.ft. Village of Bennington in Town of Bennington VT Home »

4 Beds | 1 Baths |   Total Sq. Ft. 1875  |  Acres: 0.34
Thursday Apr 17, 2025
Description: Beautifully maintained Ranch home on a dead-end road boasts 4 Bedroom. Enjoy the warmth of the sunroom during the day. The living room centered in the middle of the house has plenty of space to spread out and enjoy the pellet stove insert with a brick hearth on those cool nights. Locally crafted Cushman Style cabinet in the dining area with delightful wood cabinets in the kitchen. Enjoy the views of Mount Anthony from the concrete stamped patio for outdoor dining and relaxing. The corner lot is located on a dead-end street, This home is located within walking distance to the hospital, the Bennington Area Trail System, Close to public transportation, Downtown shopping. Southwestern Supervisory Union show this as being part of the Monument Elementary School Assignment. New Boiler, Upgraded insulation, new plumbing, Too many improvement to mention here See MLS Property & Listing Details & 46 images.

$299,900 $125 per sq.ft. Bennington VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2404  |  Acres: 0.41
Tuesday Apr 22, 2025
Description: Nestled in the charming village of Bennington, Vermont, this stately 4-bedroom, 2.5-bath home blends timeless elegance with thoughtful updates. Built in 1895 and set on 0.41 acres, the property offers a rare combination of historic character and modern livability. A large Trex front deck with handicap accessible ramp to the front and kitchen doors welcomes you to the home, where you'll find hardwood floors throughout and an inviting living room centered around a classic fireplace. The living space is bathed in natural light, thanks to five sets of French doors that create a beautiful flow between rooms and invite the outdoors in. The sunroom, located at the back of the home, offers a peaceful retreat year-round, while additional French doors open onto a screened porch-perfect for summer evenings and quiet mornings. Other highlights include a detached garage, automatic starting generator. and a manageable yet private lot just steps from the village center. With its graceful details and prime location, this home is a true Bennington treasure. See MLS Property & Listing Details & 47 images. Includes a Virtual Tour

$325,000 $165 per sq.ft. Bennington VT Home »

Price Change! Reduced by $25,000 down 8% on April 17th 2025
4 Beds | 3 Baths |   Total Sq. Ft. 1969  |  Acres: 0.41
Saturday Apr 12, 2025
Description: Struggling with housing affordability? This could be the solution! Originally built as a single family home in 1920, but currently arranged as 3 units, so you can take over all the space, or rent some and enjoy the cash flow! Two apartments have great tenants who are moving this summer, so both the upstairs and downstairs will be available soon. Third unit known as "The Octopus Garden" is an Airbnb guest favorite so you could ride the wave of this popular short-term rental. An easy conversion back to single family would literally mean opening a couple of doors... then the main level would have 3 bedrooms and 2 bathrooms, a mudroom, kitchen and living room... and upstairs would have a bright family room, larger kitchen, 1 bedroom and a full bathroom with claw foot tub and laundry. Don't need two kitchens? Remove one to create another bedroom, office or dining room. Need an in-law suite for guests or family? This has it. Work-from-home professional or small business owner? Zoning has many allowed uses, including office and retail. Recent energy audit + updated utilities: new 200 amp panel, new boiler, and central air on the first floor! Ask for the list of improvements, floor plans and videos. Beautifully renovated spaces, two new decks overlooking the deep backyard and gardens, plus a covered front porch. The 0.41 acre lot is very narrow, offering parking for 6+ cars with partial fences and a stone wall for boundaries. This is a rare and special opportunity! See MLS Property & Listing Details & 60 images.

$349,900 $149 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2354  |  Acres: 1.41
Wednesday Nov 6, 2024
Description: Contemporary style 3BR/2BA home in a lovely residential neighborhood not far from downtown Bennington! Kitchen has been updated with granite counters and stainless appliances and opens onto sunny dining area. Living room includes brick hearth with woodstove and shiplap ceiling, there is first floor laundry and a three-quarter bath as well as an expansive family room with lots of natural light. Plus there is a fully screened porch of the living room that will allow you to enjoy the privacy of the back yard. Second level is newly carpeted and includes the primary bedroom (with direct access to the shared full bath with vinyl plank flooring) and two guest bedrooms. Propane heat, metal roof, electric hot water. Level 1.41 acre lot offers all kinds of outdoor opportunities from gardening to volleyball! See MLS Property & Listing Details & 34 images. Includes a Virtual Tour