Bennington Homes for Sale

Bennington Homes for Sale

Bennington: A Charming Town in Wyoming County, NY

Nestled in the picturesque Wyoming County, New York, lies the delightful town of Bennington. With its scenic landscapes, rich history, and warm community spirit, Bennington offers an idyllic setting for those seeking a peaceful and charming place to call home.

As part of Wyoming County, Bennington benefits from its proximity to nature. The area boasts breathtaking views of rolling hills, lush forests, and serene lakes, making it a haven for outdoor enthusiasts. Whether you enjoy hiking, fishing, or simply immersing yourself in the beauty of nature, Bennington has it all.

One of the highlights of Bennington is its diverse range of homes for sale. From cozy cottages to spacious family homes, there is something to suit every taste and budget. Whether you're a first-time buyer or looking to upgrade, the real estate market in Bennington offers a variety of options to meet your needs.

With its small-town charm, Bennington provides a tight-knit community where neighbors become friends. Residents take pride in their town and actively participate in community events and initiatives. From local festivals to farmers' markets, there is always something happening in Bennington that brings people together.

In addition to its natural beauty and welcoming community, Bennington also benefits from its convenient location. The town is within easy reach of major cities, including Buffalo and Rochester, offering residents the best of both worlds - a peaceful rural lifestyle with access to urban amenities.

If you're looking for a place that combines natural beauty, a strong sense of community, and a range of homes for sale, look no further than Bennington. Discover the magic of this charming town and find your perfect home in Wyoming County, New York.

Newest Bennington Homes for Sale

4 Beds ⋅ 2 Baths ⋅ B1699547 MLS

40 acres in Bennington? Let's go! Awesome opportunity with frontage on both French and Hoover Roads. House and outbuildings on property that need extensive rehabilitation. Excellent recreational use. Renovate the current home or build new. Selling as-is with all contents on property. Buyer and buyer's agents must sign a Hold Harmless Agreement prior to showing. Delayed negotiations through Monday, July 27, 2026 @ 12 noon.

1214 French Road, Bennington

4 Beds ⋅ 4 Baths ⋅ B1695487 MLS

Welcome to 1589 Bailey Rd, a one-of-a-kind custom-built ranch nestled on 5 acres! Built in 2002, this impressive home offers approx. 3,500 sq. ft. of living space (per plans), featuring 4 beds, 3 full baths & 1 half bath. A property like this is nearly impossible to duplicate at today's construction costs. Step inside to an inviting open-concept layout with soaring vaulted ceilings & oversized rooms throughout. The spectacular GREAT room is the centerpiece of the home, showcasing a massive floor-to-ceiling stone fireplace w/ a beautiful red oak mantel, expansive backyard views & enough space for even the largest sectional. The formal DR is ideal for hosting holidays & flows seamlessly into the spacious kitchen, complete with solid hickory cabinetry, abundant storage, generous counter space, a commercial-grade range & professional exhaust hood. Just off the kitchen you'll find a convenient 1/2 bath, 1st floor laundry, & access to the attached 2.5-car garage. The primary suite accommodates a king-size bed & walk-in closets plus a private ensuite featuring a Jacuzzi tub, marble tile & walk-in shower. Another 1st floor bed also enjoys its own private full bath, making it perfect for guests or multigenerational living! The walkout lower level expands your living space w/ beds 3 & 4, both featuring egress windows, another full ensuite bath, a cozy wood-burning fireplace, 2 additional rooms ideal for home offices & wine cellar. Radiant Heated floors, HWT (2025), AC (2024) & permanent generator. Outside, the possibilities continue - the shop has space for equipment or hobbies. The heated greenhouse has its own dedicated well, so easy to grow your own produce. The property has gorgeous grounds, multiple sheds, mature fruit trees, nut trees & plenty of room to create the self-sufficient lifestyle you've been dreaming about—all surrounded by the privacy & beauty of nature. Whether you're looking for room to grow, space to pursue your passions or simply a peaceful place to call home, this home delivers a lifestyle that's hard to find. 15 mins to Rt 400 & EA. Bennington Town & Attica Schools. This one is a MUST SEE!! Open House SUN 7/12 from 1-3 PM!

1589 Bailey Road, Bennington

4 Beds ⋅ 3 Baths ⋅ B1691144 MLS

Wake up to the sound of the water and sip your morning coffee from your back deck overlooking the lake. This is the lifestyle 13 n Shore delivers. Tucked away in a private setting with a true backyard oasis, this 4-bed, 3-bath multi-level home blends comfortable everyday living with spectacular outdoor access. The main level welcomes you with a bright, open living room featuring a fireplace and huge windows that flood the space with natural light. The eat-in kitchen is outfitted with stainless steel appliances and flows seamlessly to the back deck through a sliding glass door, an effortless setup for morning routines or entertaining. The primary bedroom is a true retreat, complete with a large walk-in closet and a private bath featuring a separate shower and bath. Another bedroom completes this level. Head downstairs to a versatile lower level that's ready for whatever you need it to be, a fully equipped in-law suite, a teen hangout, or a media room. With gas and water hookups already in place, adding a second kitchen is a breeze. A bedroom, full bath, and laundry complete this level, along with its own sliding door to a lower deck overlooking the lake. The basement level offers two large windows, plenty of natural light, and side-by-side closets with sliding mirror doors, making it a 4th bedroom or bonus flex space. Beyond your door, Highland Glens delivers an outdoor lifestyle like no other. Three stocked fishing ponds, kayak or non-motorized boat, explore over 300 acres of hiking and ATV trails, or simply enjoy the peace and privacy that this community is known for. OPEN HOUSE Saturday 6/20/26 11am-1pm

13 N Shore Drive, Bennington

4 Beds ⋅ 2 Baths ⋅ B1679861 MLS

Set on a stunning 17-acre parcel, on a country road located on the edge of a wooded area this charming and unique 4-bedroom, 2 full bath 'Geodesic Home' offers the perfect blend of privacy, nature, and comfort. Surrounded by mature gardens and scenic hiking trails, the property invites you to enjoy the outdoors year-round. A large pond provides the ideal setting for fishing, swimming, or simply relaxing by the water. Inside, you’ll find a beautifully updated kitchen with granite countertops that serves as the heart of the home, along with spacious living areas filled with natural light and beautiful views of the property. Two additions added a breakfast room and a sunroom for extra living space! Based on seller measurements, the total square footage is 1,825, which includes this Sun Room/Breakfast Room addition not currently reflected in public records. The four bedrooms offer ample space for sleeping, a home office, or a home gym. Large living area for entertaining family and friends or enjoying quiet moments. Exterior decks surround the home for more entertaining or relaxing! The detached four car garage and heated workshop is a hobbyist's dream! The garage is a perfect building for lots of storage and hobbies! Garage has heat, water, and electric. Whether you are looking for a peaceful retreat or a place to entertain, this property delivers space, serenity, and endless possibilities. The home also offers multiple heating and air conditioning options, a 1/2 house generator, a newer hot tub to enjoy, and a Kohler awning on the back deck. Mature gardens throughout and a greenhouse for extending your growing season! This is a true gem, one of a kind!

311 Ortner Road, Bennington

4 Beds ⋅ 1 Baths ⋅ B1662113 MLS

Good Bones and History is what you get with 270 Clinton St. This home has had the same family for over 100 years. Now it is time for a fresh start and the next chapter of history. Sitting on just over an acre this home features newer furnace and HWT. No space was spared as this house has room after room. 5 rooms upstairs with two entry ways. 6 more rooms downstairs with spacious dining room at the center of the home. first floor laundry is nice plus. This is an estate, New York State has final say on price, at this point any offers below $50k would be a waste of time. Property being sold as is, without warranty as to condition, express or implied. Utilities are currently off and will not be turned on prior to closing. Buyer responsible for septic. This property needs a lot of work, you are touching every surface. Offers will be reviewed as presented.

270 Clinton Street, Bennington

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