$269,000 $139 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1934  |  Acres: 0.82
Saturday Apr 18, 2026
Description: WOW CHECK OUT THIS Country Cutie on the edge of town. The home has been updated while keeping the period Charm. Large level nicely landscaped yard enclosed by hedges. The lager living room has a fireplace with insert and lots of built-ins. The walkout basement has a large room that has been used as a bedroom with a stone fireplace and a half bath in the heated workshop area. The septic was just serviced. See MLS Property & Listing Details & 58 images.

$275,000 $249 per sq.ft. Bennington VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 1104  |  Acres: 0.35
Friday Apr 24, 2026
Description: Charming Ranch with Easy First Floor Living! This desirable 2 bedroom, 1 bath ranch offers convenient one level living in a sought after neighborhood. The home features a recently renovated kitchen and bathroom, a spacious family room, and a dining area perfect for everyday living. Enjoy the ease of first floor laundry and a single car garage. The semi finished basement provides additional space with most of the work already completed just finish the ceiling and add heat to maximize its potential. Step outside to the beautifully upgraded Trex deck, offering low maintenance, durable outdoor space that's back for ideal for relaxing or entertaining. Conveniently located with easy access to ski areas, as well as commuting distance to Albany, Boston, and New York City. Move in ready and waiting for its next owner this home won't last long! See MLS Property & Listing Details & 18 images.

$289,000 $115 per sq.ft. Bennington VT Home »

6 Beds | 3 Baths |   Total Sq. Ft. 2520  |  Acres: 0.2
Thursday Apr 2, 2026
Description: Exceptional opportunity to own a beautifully maintained duplex in the heart of Bennington. Each spacious unit offers 3BR and 1.5BA, featuring warm wood floors, generous living space, and thoughtful layouts that appeal to both tenants and owner-occupants alike. Renovated and updated through the years, the property has been meticulously cared for and has an organized, efficient setup throughout. Both units benefit from separate utilities, dedicated basement and attic storage, and four off-street parking spaces--rare and valuable amenities that enhance everyday livability and long-term investment performance. Ideally located just minutes from downtown Bennington, enjoy convenient access to local shops, dining, and community amenities. Commuters will appreciate being approximately one hour to Albany Airport and 3 hours to NYC and Boston. A turnkey, low-maintenance asset with strong fundamentals, flexibility, and future upside--this is a standout opportunity in today's market. See MLS Property & Listing Details & 38 images.

$295,000 $219 per sq.ft. Village of Bennington in Town of Bennington VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1344  |  Acres: 0.25
Thursday Apr 16, 2026
Description: This charming village home offers the perfect blend of tranquility and convenience. Situated on a spacious double lot, you'll enjoy plenty of room for outdoor activities and relaxation, all while listening to the soothing sounds of a nearby babbling brook. The home is well maintained and located at the edge of town, providing easy access to amenities yet offering a peaceful back deck. Featuring replacement windows for energy efficiency, a paved driveway, and ample yard space, this property is ideal for anyone seeking extra room to play and entertain. Sidewalks and streetlights make evening strolls safe and pleasant, and the proximity to downtown ensures you're close to shopping, dining, and public transportation. For outdoor enthusiasts, the location is unbeatable: just 10 minutes from Prospect Ski Area, 30 minutes to Mt. Snow, 45 minutes to Albany Airport, 3 hours to New York City or Boston, and 2 hours to Hartford. This home is ready for your finishing touches to make it truly your own. See MLS Property & Listing Details & 45 images.

$299,000 $141 per sq.ft. Bennington NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2124  |  Acres: 1.08
Tuesday Mar 31, 2026
Description: Located in Bennington, this 3-bedroom, 2-bath home offers a great opportunity for buyers ready to bring their vision and restore its potential. Built in 1958 and totaling approximately 2,124 sq ft, the home features a fully finished basement with additional rooms that provide flexible space for offices, hobbies, or storage. The property sits on a 1.08-acre lot with a fenced backyard and large garage, offering plenty of outdoor space and room for projects, vehicles, or equipment. Although some sweat equity will be needed to bring this back to life, the home has solid bones and strong potential. This property is being sold as-is and presents a chance to renovate and build equity in a desirable Hillsborough County setting. Whether you're an investor looking for a new project or a homeowner looking to create your dream home while gaining immediate equity, this is the opportunity for you! The sale of this property being listed is contingent upon the proposed Seller (or "Owner") completing his /her/its purchase of this property. "Seller" currently has this property under contract for purchase. See MLS Property & Listing Details & 37 images.

$324,900 $171 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1900  |  Acres: 0.31
Tuesday Apr 21, 2026
Description: Bright 3 bedroom, 1 and a half bath home in Bennington. Close to the hospital and offering kitchen, formal dining room, living room, and 2 main level bedrooms. Upstairs a loft office area and another bedroom. The basement is partially finished with laundry, family room and half bath. Outside there is a great deck with a separate, heated sun room and 2 car detached garage. A must see home in a must see location. See MLS Property & Listing Details & 38 images.

$329,999 $294 per sq.ft. Bennington NH Home »

2 Beds | 1 Baths |   Total Sq. Ft. 1124  |  Acres: 0.75
Wednesday Apr 22, 2026
Description: Welcome to 169 US Route 202 -- Where Modern Living Meets New Hampshire Adventure. Bright, clean, and move-in ready, this stylish 2-bedroom, 1-bath home in the heart of Bennington offers the perfect blend of modern design and outdoor lifestyle. From the moment you step inside, you'll notice the sun-drenched interiors and sleek finishes that give this home a fresh, contemporary feel. The kitchen shines with stainless steel appliances, with the layout flowing effortlessly into a versatile flex room -- currently used as a living area -- giving you the freedom to make the space truly your own. Step right outside of the current living room and the fun continues. Situated on a generous .75-acre lot, the concrete patio is perfect for entertaining, and the yard comes complete with a trampoline and swing set -- ready for everything summer has to offer. With Sawyer Park just a short walk away, as well as Powder Mill Pond trails and access to Powder Mill Pond minutes away, nature is practically at your doorstep. Crotched Mountain Ski Resort and the Crotched Mountain Golf Club are just minutes away, giving you four seasons of adventure right outside your door. Rounding it out: forced hot air heat, an unfinished basement offering excellent storage or future potential, and 1,124 sq ft of thoughtfully designed finished living space. Schedule your showing today! OPEN HOUSE SATURDAY 4/25 10:00am-12:00pm!! See MLS Property & Listing Details & 24 images.

$339,900 $227 per sq.ft. Village of North Bennington in Town of Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1500  |  Acres: 0.53
Monday Apr 20, 2026
Description: Much larger than it looks and completely redone in 2022, with the only evidence remaining of the 1934 construction being a crawlspace through a hatch in the rear of the basement. Offering 3 bedrooms and 2 bathrooms this home is very much "like new". All the systems are modern. Living room/dining room/kitchen, mud room with laundry and bedroom on the main level. Upstairs is the primary bedroom with private bathroom and an additional bedroom. Outside you'll find a large front yard that has been partially fenced, a large covered, wrapping deck for entertaining and outdoor dining and a dog fenced area. Great location across the road from a calm river. This home is larger than it appears from the road. A must see home in move in ready condition that could possibly sold furnished. See MLS Property & Listing Details & 43 images.

$375,000 $215 per sq.ft. Village of Bennington in Town of Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1748  |  Acres: 1.55
Wednesday Apr 1, 2026
Description: This inviting ranch has been thoughtfully cared for and filled with warmth throughout. What truly sets it apart is the location, offering wide, beautiful views you can enjoy everyday. The level lot provides plenty of space for gardening, outdoor gatherings, or simply relaxing on the back deck with a morning cup of coffee, or an evening star gazing. With generous road frontage, the possibilities for outdoor living are wide open. Inside, the home features three bedrooms and two bathrooms. The spacious primary bedroom includes its own half bath and a versatile sunroom with a sitting area, or a space of your own design. The two additional bedrooms face west, bringing in soft afternoon light. The kitchen and dining area have a great flow for families, or entertaining. The living room offers a comfortable gathering space with a working fireplace for cooler nights.You will love the large laundry room on the first floor for convenience. In the cellar, you'll find a new heating system that was installed in 2025. The house is equipped with a generator. *Bonus*- the basement is framed and ready to go for extra living space.This is a special property with a lot to offer. I'd love to show it to you! See MLS Property & Listing Details & 36 images. Includes a Virtual Tour

$395,000 $254 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1556  |  Acres: 0.2
Thursday Apr 16, 2026
Description: Charming vintage 1920s Arts & Crafts-style cottage in a prime village location. This inviting home offers seven main rooms, including three bedrooms and two baths, blending timeless character with modern comfort. The updated kitchen features abundant storage and flows nicely into the living spaces, highlighted by beautiful wood floors and a cozy fireplace. Central air ensures year-round comfort. Enjoy outdoor living with a large, inviting front porch perfect for relaxing, as well as a private back deck ideal for entertaining or a quiet retreat. A two-car detached garage adds convenience and additional storage. Classic architectural details and thoughtful updates make this a truly special property in a highly desirable setting. See MLS Property & Listing Details & 29 images. Includes a Virtual Tour

$525,000 $165 per sq.ft. Bennington VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 3182  |  Acres: 0.46
Monday Apr 6, 2026
Description: Beautiful 3-bedroom, 3-bath home offering stunning views from a spacious two-tier deck-perfect for relaxing or entertaining. Designed for comfortable main-level living, the home features a generous primary suite and an open, light-filled living room with a dramatic wall of windows that captures the surrounding scenery. Warm and inviting, the home includes two gas fireplaces, gleaming wood floors, and a low-maintenance lifestyle ideal for year-round enjoyment. The kitchen is appointed with granite countertops and a convenient slider leading directly to the deck-perfect for easy outdoor grilling. The walk-out lower level offers exceptional flexibility, featuring a large family room, cozy library area, cedar closet, and an expansive craft room or office that could easily be converted into an additional bedroom. With its layout and private access, the lower level presents great potential for an in-law apartment. A standout feature is the 10x26 workshop, complete with a dust collection system already in place--ideal for woodworking or hobbyists. The home is equipped with central air, 200-amp electrical service and is wired for a generator, providing added convenience and peace of mind. Additional highlights include a partially fenced yard and an attached two-car garage, completing this well-rounded and inviting property. See MLS Property & Listing Details & 37 images. Includes a Virtual Tour

$199,000 $154 per sq.ft. Benson VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1296  |  Acres: 0.31
Wednesday Apr 15, 2026
Description: Affordable, low-maintenance living in a great Benson location. This 3-bedroom, 2-bath 1999 mobile home sits on a concrete slab with tie-downs and offers a spacious, single-level layout that's easy to live in and easy to maintain. The kitchen is a standout with stone countertops, stainless steel appliances, and durable slate flooring that continues into the laundry area. The open flow into the main living space makes it feel bright and functional, whether you're home solo or hosting. The primary bedroom includes its own en suite bath, while two additional bedrooms (and another full bathroom) offer flexibility for guests, office space, or whatever you need. Heating is covered with propane heat along with mini splits for added efficiency and year-round comfort. Outside, the .31-acre lot is manageable but still gives you room to enjoy the setting, including a large back deck that's perfect for relaxing or entertaining. A standing seam metal roof and vinyl siding keep maintenance simple, and the detached one-bay garage adds extra storage or workspace. Location is hard to beat. Set right next to Benson Village School, getting the kids to school is about as easy as it gets! You're also just minutes from the Wheel Inn and Benson Village Store, all while taking in beautiful country views. Simple, practical, and move-in ready! See MLS Property & Listing Details & 42 images.

$999,000 $578 per sq.ft. Benson VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 1727  |  Acres: 231
Friday Apr 24, 2026
Description: Discover a rare opportunity to own a breathtaking 231-acre farm offering a blend of natural beauty, agricultural functionality, and future development potential. This pristine property features sweeping pastoral views, diverse terrain, and well-designed infrastructure suited for a variety of uses. The land includes approximately 93.1 acres of tillable fields and pasture, 103 acres of mature woodland, 3.8 acres of wetland/open water, and a 6.4-acre farmstead complex. Livestock operations are supported by electric-fenced paddocks, a classic dairy barn, and a large equipment barn. The dairy barn offers excellent versatility--continue agricultural use or explore conversion into up to 7 residential short-term rental units, with additional potential for classroom or workshop space. The main residence offers four spacious bedrooms, including three with ensuite bathrooms, plus a half bath on the main level. A large eat-in kitchen and comfortable living spaces make the home ideal for everyday living or hosting. Additional features include a chicken coop and established farm infrastructure, making this property ready for immediate use.The property is enrolled in a land trust, with approximately 231 acres protected to preserve its natural beauty. An additional 19 acres are excluded, offering a designated site for a potential new home. Located just 30 minutes from Middlebury, VT, and just down the road from Lake Horntonia, this property combines privacy with accessibility. Whether for farming, livestock, or a private retreat, this is an exceptional opportunity with endless potential. See MLS Property & Listing Details & 46 images.

$270,000 $252 per sq.ft. Berlin VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 1072  |  Acres: 0.64
Friday Apr 24, 2026
Description: Enjoy easy single-level living in this well-maintained 2-bedroom, 1-bath ranch-style home. Featuring a bright and functional layout, this home offers comfort, simplicity, and convenience in a desirable Berlin location. An additional living space with radiant heat provides great flexibility--perfect for a cozy family room, home office, or hobby area. A standout feature is the oversized heated 2-car garage, complete with a pellet stove for year-round use. Above the garage and in the attic, you'll find ample dry storage with potential for a workspace, workout area, playroom, or simply extra storage. Situated on a lovely 0.64-acre lot, there's plenty of room for gardening, pets, or outdoor enjoyment, along with abundant parking. Conveniently located close to the hospital, schools, and shopping. This home is a great option for first-time buyers, those looking to downsize, or anyone seeking the ease of one-level living. See MLS Property & Listing Details & 31 images.

$575,000 $123 per sq.ft. Berlin VT Home »

6 Beds | 4 Baths |   Total Sq. Ft. 4669  |  Acres: 2
Thursday Apr 9, 2026
Description: This expansive home offers space, versatility, and unique features both inside and out. Large windows fill the home with natural light, highlighting the spacious layout and thoughtful design. The primary suite is a true retreat, featuring oversized closets and a large ensuite bathroom with a relaxing hot tub. The lower level includes a two-bedroom mother-in-law suite, ideal for extended family or guests. The property is well suited for hobbyists or specialized needs, with an oversized garage offering RV or boat parking, plus a detached garage with storage above. The garage also features a massive industrial walk-in freezer--perfect for food storage, wild game, or home-based business use. Additional systems include two Tesla backup batteries and a Gentec generator hookup system, allowing selective power and the ability to disconnect from the grid. Entertaining is effortless in the large great room with hardwood floors, a wet bar, jukebox, and a cozy propane fireplace. The kitchen features a large island, abundant cabinetry, an electric range, and newer appliances including a dishwasher, range, and clothes washer (all approx. 1 year old). A bright sunroom offers flexible use as a mudroom or greenhouse. The home is equipped with four heat pumps, two air conditioning units, and brand new smoke detectors. Connectivity is supported with Trans Video service and Cat6 plenum wiring throughout for reliable internet and smart home capabilities. Set on a large lot extending to the river, the property includes established gardens with rhubarb, blueberry, wild strawberry, raspberry, and abundant blackberry bushes for enjoying fresh, homegrown harvests. See MLS Property & Listing Details & 60 images.