$225,000 $159 per sq.ft. Village of Bennington in Town of Bennington VT Home »

Price Change! Reduced by $20,000 down 9% on April 30th 2025
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.

$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.

$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.

$265,000 $175 per sq.ft. Bennington VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 1512  |  Acres: 0.26
Monday Apr 28, 2025
Description: Charming Two-Bedroom Home in Convenient Bennington Location Welcome to this inviting two-bedroom, one full bath home offering spacious and versatile living areas. The main floor features a large living room perfect for relaxing or entertaining, a formal dining room, and an eat-in kitchen with a door leading out to a generous deck-ideal for outdoor gatherings. The lower level boasts a large family room with a cozy spot ready for a woodstove, plus an additional room perfect for a home office, media room, or guest space. An oversized one-car garage provides ample storage space above, complementing the fenced backyard and handy storage shed. Conveniently located in Bennington, Vermont, this property offers both comfort and practicality with easy access to local amenities. Don't miss the opportunity to make this well-maintained home yours! See MLS Property & Listing Details & 36 images. Includes a Virtual Tour

$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 $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

$285,000 $152 per sq.ft. Village of Bennington in Town of Bennington VT Home »

Price Change! Reduced by $14,000 down 5% on April 30th 2025
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.

$295,000 $283 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1042  |  Acres: 0.36
Wednesday Apr 30, 2025
Description: Charming renovated cape with mountain views! Perched high on Grandview Street on a spacious and level lot, this beautifully renovated Cape-style home offers comfort, style, and lovely views of Mount Anthony and beyond. Step inside to a bright and welcoming first floor, where an open-concept layout easily accommodates both living and dining areas, enhanced by large windows that fill the space with natural light. The fully updated kitchen is a true delight, featuring elegant porcelain tile flooring, rich cherry cabinetry, gleaming granite countertops, and brand-new stainless steel appliances. A convenient first-floor bedroom and full bath make single-level living an option. Upstairs you'll find two additional bedrooms and a brand-new half bath, both enjoying panoramic views of Bennington and the surrounding landscape. The clean, dry basement provides ample storage or potential for additional finished space--ideal for a recreation room, home office, or studio. Outside, enjoy warm summer evenings on the rear deck overlooking the backyard--perfect for grilling, entertaining, or simply relaxing. With thoughtful updates throughout, this home offers truly turnkey living. Located within easy walking distance to downtown Bennington's shops, restaurants, the hospital, library, and nearby walking trails, this is a rare find that blends convenience with quiet charm. Move right in and start living your best Vermont life! See MLS Property & Listing Details & 30 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

$388,000 $228 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1702  |  Acres: 0
Wednesday Dec 18, 2024
Description: Brand new construction, getting the finishing touches now, This three bedroom two bath cape style home is energy efficient and up to the newest Vermont energy codes. On demand hot water and efficient heat system. This home Has an under house heated garage plus a bonus walkout room in the lower level. Quote is available for buyers interested in finishing that. Not only do you get brand new construction, but you have an option for one level living with living room, kitchen, dining, laundry, bedroom, and full bath all on one level. Upstairs has two large bedrooms and another full bath as well as closet storage. Glass slider from the kitchen and dining area goes out to a brand new deck off the back of the home. Enjoy the convenience of living in the Chester Knoll neighborhood is that plowing, landscaping, and trash is all included in the HOA fees, as well as having access to Trails throughout the property. Tucked away from the busy roads, but close to downtown and the hospital, this is a treasured spot to call home. Be the first to live in this Vermont home! See MLS Property & Listing Details & 47 images.

$400,000 $278 per sq.ft. Bennington NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1440  |  Acres: 0.73
Monday Mar 10, 2025
Description: Welcome to picturesque Bennington, New Hampshire! This home offers an ideal blend of comfort and versatility, featuring two bedrooms, a bonus room and 1.5 bathrooms, perfect for families or those seeking extra space. The main level boasts an inviting open floor plan, accentuated by abundant natural light that flows through Pella windows, highlighting the beautiful hardwood floors. The spacious living areas are perfect for entertaining or relaxing, while the first-floor bonus room can be used as a flex space or home office. Enjoy the convenience of a first-floor laundry room, a large mudroom and the warmth of a gas stove, creating a cozy atmosphere during the colder months. Step outside to discover your outdoor oasis, complete with a nicely landscaped yard and a patio, ideal for summer gatherings or quiet evenings under the stars. The large lot size ensures ample space for outdoor activities and plenty of room for gardening. Additionally, the unfinished attic presents a fantastic opportunity to expand your living space and customize it to your needs. With central AC, ample storage options, and a 2,000+sf heated garage, this home truly has it all. The basement is clean and has two wide open areas perfect for a home gym or hobby room! Showings begin at the Open House, Saturday, March 15th 11AM-1PM See MLS Property & Listing Details & 32 images.

$435,000 $317 per sq.ft. Bennington NH Home »

Price Change! Reduced by $15,000 down 3% on April 22nd 2025
3 Beds | 2 Baths |   Total Sq. Ft. 1372  |  Acres: 1.2
Thursday Apr 10, 2025
Description: Welcome Home! Filled with natural light and nestled in a quiet, charming neighborhood, this beautifully maintained home is truly move-in ready--there's nothing left to do but make it your own. The sellers have lovingly cared for every detail, and it shows throughout the home. No expense was spared with the installation of new Andersen windows, ensuring both energy efficiency and timeless style. The remodeled kitchen is a true showstopper, featuring warm hickory cabinets, elegant granite countertops, and a stunning copper sink that adds a unique touch of character. Downstairs, the walk-out basement offers additional bright and welcoming living space--perfect for a home office, gym, living space or guest area. Recent updates also include newly installed gutters in both the front and back of the home (just one year ago). Updated with modern high efficiency heating and cooling options, including heat pump with back up wood stove. Great site to add rooftop solar and be energy independent. For outdoor enthusiasts, you'll love the easy access to local walking and biking trails. This home is filled with charm and is ideal for anyone looking for a peaceful retreat to call their own. QUICK CLOSE POSSIBLE...Open house Saturday 4/19/25 from 10am-12pm. See MLS Property & Listing Details & 41 images.