Bennington Real Estate

Bennington Real Estate

Welcome to Bennington, a charming city nestled in the heart of Wyoming County, New York. With its picturesque landscapes and friendly community, Bennington offers a peaceful and idyllic setting for residents and visitors alike.

Located in western New York, Bennington is surrounded by the natural beauty of the region. Rolling hills, lush forests, and serene farmland create a scenic backdrop that is perfect for those seeking a tranquil lifestyle. The area's rich agricultural heritage is evident in the many farms and orchards that dot the countryside.

Despite its rural setting, Bennington is conveniently located near larger cities and amenities. The city is within easy reach of Buffalo and Rochester, providing residents with access to a wide range of shopping, dining, and entertainment options. Additionally, the nearby Finger Lakes region offers opportunities for outdoor recreation, including boating, fishing, and hiking.

Bennington is also home to a close-knit community that values its small-town charm. Residents enjoy a strong sense of community and take pride in their city. The local schools are highly regarded, making Bennington an attractive option for families looking for a safe and nurturing environment for their children.

Whether you're looking for a peaceful place to call home or simply want to escape the hustle and bustle of city life, Bennington offers the perfect blend of tranquility and convenience. Come and discover the beauty and charm of this hidden gem in Wyoming County, New York.

Newest Listings in Bennington

1950 Folsomdale Road, Bennington
$449,900
4 Beds ⋅ 3 Baths ⋅ B1721329 MLS
Escape to the Country! Nestled on 3.5 picturesque acres less than 10 miles outside the charming Village of East Aurora, this 2450 sq. ft. log cabin offers the perfect blend of rustic charm, comfortable living, and endless possibilities for a country lifestyle! Step inside to discover a warm and inviting open floor plan featuring a spectacular great room with fireplace and soaring ceilings, a spacious dining area, and a fully equipped kitchen with stainless steel appliances, reverse osmosis & radiant floors. The thoughtfully designed first floor also offers a primary bedroom with private en suite bath with radiant floors, convenient first-floor laundry, and an additional half bath and a pellet stove as additional heat source. Upstairs, you’ll find four additional bedrooms, including one walk-through bedroom, and a second full bath, providing plenty of flexibility for family, guests, or home office space. Outdoors is where this property truly shines! Enjoy 3.5 acres of beautiful countryside complete with a stocked pond, chicken coop, four outbuildings, and established gardens with irrigation. Whether you’ve dreamed of raising chickens, keeping goats or ducks, growing your own produce, or simply enjoying the peace and privacy of country living, this property offers an incredible opportunity to create your very own homestead. With room to roam, space to grow, and nature at your doorstep, this one-of-a-kind property delivers the lifestyle you’ve been dreaming of—all within a short drive of East Aurora’s beloved shops, restaurants, and amenities. Country living with convenience, character, and endless potential!

1950 Folsomdale Road, Bennington

436 Bear Road, Bennington
$649,900
3 Beds ⋅ 3 Baths ⋅ B1720396 MLS
This is the kind of property that doesn’t come along often! Set on 7.5 beautiful acres, this impressive 3-bedroom, 2.5-bath home combines the comfort of newer construction with incredible space, privacy, and beautiful views. Built in 2020, it offers modern amenities while maintaining the warmth and feel of a true country property. Inside, you’ll immediately notice the hardwood flooring throughout, generous room sizes, and beautiful hickory cabinetry. The massive living room is a true showstopper, featuring soaring ceilings, gorgeous views of the surrounding property, and a stunning stone fireplace with gas insert. It’s an incredible space for entertaining or simply relaxing and enjoying the peaceful setting. The kitchen offers abundant hickory cabinetry, plenty of counter space, and an open connection to the main living area. The first floor also features a huge laundry room, convenient half bath, and large closets throughout. Upstairs, the oversized primary suite offers plenty of room, an impressive primary bath, and excellent closet space. The additional bedrooms are generously sized as well. The basement offers even more potential, with a bedroom and bathroom already roughed in and ready to be completely finished. Create additional living space, a guest suite, home office, recreation room, or whatever fits your needs. Outside, the possibilities continue. The 7.5 acres provide plenty of room for recreation, gardening, animals, trails, or simply enjoying the privacy and peaceful surroundings. A huge shed provides excellent storage, while the wrap-around deck is ready to be installed, allowing you to create an amazing outdoor living space overlooking the property. The HVAC system is cutting edge and includes a central air system with dual heating feature. Add in the tankless water heater, 2020 construction, hardwood floors, oversized rooms, abundant storage, extensive insulation for energy efficiency and incredible acreage, and you have a rare combination of modern comfort, privacy, and opportunity. If you’ve been searching for a newer home with acreage, incredible views, and room to make it your own, this one deserves a serious look!

436 Bear Road, Bennington

1991 Clinton Street Road, Bennington
$399,900
3 Beds ⋅ 2 Baths ⋅ B1711478 MLS
OPEN HOUSE SUNDAY 9/27/26 from 11:00 AM–12:30 PM. Welcome to 1991 Clinton Street Rd, where nearly 5 acres of country living gives you room to roam and space to call your own! This 3 bed 2 bath 1632 sqft ranch features a bright and inviting open concept kitchen and living area filled with natural light. The spacious living room is highlighted by a vaulted ceiling and cozy gas insert fireplace, while a sliding glass door provides easy access to the backyard. The kitchen offers plenty of space for gathering, with stainless steel appliances included. The primary suite features a huge walk in closet and spacious private bath, while the 2nd full bath has been tastefully updated. 1st floor laundry adds everyday convenience, and the full basement offers plenty of additional storage and potential, with wide stairs providing easy access directly from the attached garage. The 2 car attached garage measures in at 24 x 28, plus a 20 x 20 detached garage with an overhang for even more storage, hobbies, or workspace. Step out onto the deck off the back of the garage and take in the beautiful country setting. Raised garden boxes are already in place and waiting for the next owner's green thumb, while pear and apple trees add to the property's charm. Trails have already been cut through the back acreage, making it easy to get outside and enjoy everything this property has to offer. With nearly five acres, multiple garages, a functional 1st floor layout, and indoor and outdoor spaces designed to enjoy, this property offers the country lifestyle you've been looking for. The floor plan shown at the end of the photo gallery gives a great look at how comfortably the home flows from room to room. Delayed negotiations Tuesday 9/29/26 at 3:00 PM. This is one you surely DO NOT want to miss out on. Don't delay, schedule your showing today! Actual sqft is greater than the tax records and was measured by seller.

1991 Clinton Street Road, Bennington

13 N Shore Drive, Bennington
$375,000
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.

13 N Shore Drive, Bennington

Start Your Search

How much is your home worth?

Get instant property value now!