Bennington, Oklahoma listings for sale


$1,920,000 - Bennington, OK

3 Shady Grove Rd Bennington, OK - You will drive miles and miles and fly over lots of ground before finding a place like this one. IT IS THE ABSOLUTE PERFECT COMBINATION. It is an extremely productive cattle and hay ranch, there are two very large ponds on it that are stocked very well (one of which is 14+ acres!) the fishing is phenomenal, it is habitat to trophy whitetail, turkey, waterfowl, and many other wild game, the amenities for equipment storage and animal handling are top notch, and to top it off the home is nothing short of excellent! THIS PLACE HAS IT ALL!!! Wether you're wanting a recreational getaway for you and you family or colleagues, wanting a productive ranch to plant your roots in, an awesome investment, or a combination of them all, this is likely a good choice. Places like these are a rarity, schedule a showing today to see why!!!!
1955 | 2 | 2 | 1,300 sqft.
$955,000 - Bennington, OK

36977 Hwy 70 Bennington, OK - **110 +/- Acres with 2 Homes & Shop!!** Discover this exceptional 110-acre +/- estate on Highway 70, is deal for hunting enthusiasts, farmers, ranchers, or those seeking a tranquil getaway, this property features two well-maintained homes with a combined total of six bedrooms and four bathrooms. The first home boasts 4 bedrooms, 2 baths, while the second offers 2 bedrooms and 2 baths. Both homes include multiple flex spaces to accommodate your needs and dreams. The land is perfect for a hunting camp or lodge, with established deer populations and a mix of open pastures and mature trees. Enjoy ample space for wildlife observation, bird watching, and livestock raising. Both homes feature flexible living areas for guests or leisure activities, complemented by beautiful decks, hot tubs, and stunning natural views. The property also includes a 24 x 40 shop and covered parking, enhancing its functionality. Modern conveniences, such as a Jacuzzi tub and updated kitchen, seamlessly blend with the charm of country living. Experience privacy without seclusion, with the convenience of being just minutes from town. This unique estate offers the best of both worlds: a premier hunting retreat and a well-equipped country home. Don’t miss this rare opportunity.
1997 | 6 | 4 | 5,024 sqft.
$554,900 - Bennington, OK

36953 Us Highway 70 Bennington, OK - Experience the perfect blend of country living and outdoor adventure on this exceptional 55-acre +/- estate along Highway 70. Whether you’re an avid hunter, rancher, or simply seeking a peaceful retreat, this property delivers. With 4 bedrooms, 2 baths, in a thoughtfully designed space, it offers both comfort and versatility. The land is a haven for wildlife, featuring established deer populations, open pastures, and mature trees. Enjoy bird watching, livestock raising, or simply taking in the stunning views from the expansive deck. Relax in the hot tub, or gather in the flexible living areas designed for guests and leisure. A 24 x 40 shop and covered parking add practicality to the property’s charm. Privacy meets convenience here—just minutes from town yet worlds away in atmosphere. A property like this is more than real estate—it’s an opportunity to own something truly special. Come & see! Additional Land and Home available. Please see MLS# 2506365 for complete listing. Listing represents proposed division. Seller's may consider offers on more or less acres.
1997 | 4 | 2 | 2,336 sqft.
$499,900 - Bennington, OK

37001 Us Hwy 70 Bennington, OK - Escape to this 55-acre +/- estate on Highway 70, where country living and outdoor adventure come together. With a well-established deer population and a beautiful mix of mature trees, this property is a prime spot for hunting, a weekend retreat, or a peaceful homestead. The well-maintained home offers two bedrooms, two baths, and multiple flex spaces, providing plenty of room for guests, hobbies, or extra living areas. While the property offers space and seclusion, it’s conveniently close to town and near one other home—giving you a sense of privacy without feeling isolated. A property like this is more than real estate—it’s an opportunity to own something truly special. Come & see!
1997 | 2 | 2 | 2,688 sqft.
$449,900 - Bennington, OK

488 Rock House Road Bennington, OK - Vineyard & Winery on 9.7 Acres – A Dream Home Opportunity Nestled on a picturesque hillside just off US Highway 70, this 9.7-acre vineyard and winery offers an incredible opportunity to create a one-of-a-kind home in a setting that is both peaceful and inspiring. The property features a spacious venue with expansive windows and a large front porch, perfectly positioned to take in breathtaking sunset views over the vineyard and surrounding countryside. While the interior of the building will require remodeling from its current commercial use, this property presents an exceptional canvas for your vision. With its open spaces, soaring ceilings, and incredible natural light, you’ll have the perfect foundation to design a home that reflects your style. The land itself is just as special, with thriving grapevines, room for expansion, and ample space for gardens, orchards, or outdoor living areas. The property is enclosed by a high fence, providing protection for the vineyard and privacy. Additionally, a separate 30x20 metal building could serve as a workshop, guesthouse, or be repurposed to meet your needs. A property like this is more than real estate—it’s an opportunity to own something truly special. Come & see!
2021 | 1 | 1 | 3,610 sqft.
$225,000 - Bennington, OK

699 Cox Bennington, OK - Escape the noise and discover the tranquility of true country living with this charming 3-bedroom, 2-bath brick home set on nearly 3.5 private acres. Nestled far from the hustle and bustle, this property offers complete isolation—your own quiet slice of Oklahoma countryside. Step outside to find mature, blooming rose bushes that bring color and charm to the landscape, along with a sturdy carport and a storm cellar for added peace of mind. Inside, the home offers spacious living areas, a functional layout, and the perfect backdrop to make your own. Whether you're looking for a weekend getaway, a permanent residence, or a homestead to grow into, this property delivers space, privacy, and potential—all in one beautiful package.
2015 | 3 | 2 | 1,300 sqft.
$199,900 - Bennington, OK

221 S Smith Bennington, OK - Take a look at this nice 3 bedroom 2 bath in Bennington, with a large back yard. Close to school and town. Open floor plan.
2012 | 3 | 2 | 1,760 sqft.
$199,900 - Bennington, OK

221 S Smith Bennington, OK - Take a look at this nice 3 bedroom 2 bath in Bennington, with a large back yard. Close to school and town. Open floor plan.
2012 | 3 | 2 | 1,760 sqft.