Bennington, OK Homes for Sale under $500,000

/51
$349,000

$50K PRICE DROP
- 3 Beds
- 2 Baths
- 3,610 Sq Ft
488 Rock House Rd, Bennington, OK 74723

Wide-open skies, sweeping views, and over 9 acres of possibility set the stage for this one-of-a-kind property in beautiful southeastern Oklahoma. Designed with flexibility in mind, the substantial metal building offers a blank canvas ready to be transformed into a full-time residence, barndominium, or creative retreat—giving you the freedom to bring your vision to life on your own

Robin Phillips

Paragon Oklahoma

488 Rock House Rd, Bennington, OK 74723
/18
$270,000
- Land
- 40 Acres
- $6,750 per Acre
1 N Wade Rd, Bennington, OK 74723

Discover the perfect blend of recreation, agriculture, and tranquility in Bennington, Oklahoma on this stunning 40-acre property, part of the larger Trinity Ranch. Whether you're seeking a secluded getaway, a hunting retreat, or productive farmland, this land has something for everyone. Rich with deer, turkey, and other wildlife. Ideal for nature lovers or those looking to build a private

Michelle Lyday Legacy Premier Properties, LLC

1 N Wade Rd, Bennington, OK 74723
/37
$469,000

$6K PRICE DROP
- 3 Beds
- 2 Baths
- 2,064 Sq Ft
37001 U S 70, Bennington, OK 74723

Ready to escape the everyday? Imagine owning your own 55-acre (±) private estate, where peaceful country living, great access, and outdoor adventure come together perfectly. This beautiful property features a healthy, well-established deer population and a stunning mix of mature trees, making it ideal for hunting, weekend getaways, or creating the homestead lifestyle you’ve always dreamed of. The

Drew Jackson Epique Realty

37001 U S 70, Bennington, OK 74723
/49
$385,000
- 3 Beds
- 2 Baths
- 1,792 Sq Ft
1965 Starlight Ln, Bennington, OK 74723

Unique opportunity to purchase your very own 40 acres, located at the end of the road, offering privacy, solitude and great hunting. There are about 8 acres that have been cleared and are annually cut for hay with the balance of the land in timber with some small clearings. There is a fantastic spring fed clear water creek that runs the length of the property. The place is covered up with deer,

Paul Robbins Jarman Realty Inc

1965 Starlight Ln, Bennington, OK 74723
/52
$475,000

$20K PRICE DROP
- 4 Beds
- 2 Baths
- 2,256 Sq Ft
36953 US Highway 70, Bennington, OK 74723

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

Drew Jackson Epique Realty

36953 US Highway 70, Bennington, OK 74723
/9
$280,000
- Land
- 40 Acres
- $7,000 per Acre
0 Wilson N Jones Rd Unit 2616240, Bennington, OK 74723

40 Acres of productive grasses, a creek, a pond, and paved road access! This place is perfect to build a forever home and run a few cows on! Current owner cuts an abundance of hay from it! Loamy soils, productive , grasses, and just enough timber for some dang good hunting! Call or text today to check it out! It won’t disappoint!

Brady Wilcox American Pride Realty, LLC.

0 Wilson N Jones Rd Unit 2616240, Bennington, OK 74723
/28
$300,000
- Land
- 40 Acres
- $7,500 per Acre
0 E Woodcraft Rd Unit 2624153, Bennington, OK 74723

Escape to your own private slice of Oklahoma with this beautiful 40± acre property just 1.9 miles from Bennington. Offering the perfect balance of open pasture and mature woods, this versatile tract is ideal for those dreaming of a peaceful homestead, a working cattle property for a small herd, or a recreational hunting retreat. Rich in Oklahoma heritage, this land was once a thriving peanut farm

Darla Hunt Brewer Realty Group

0 E Woodcraft Rd Unit 2624153, Bennington, OK 74723
/20
$250,000
- Land
- 40 Acres
- $6,250 per Acre
0 Highway 70 E, Bennington, OK 74723

40 Acres with Highway 70 E Frontage – Bennington, OKDon’t miss this rare opportunity to own 40 acres of prime land with excellent Highway 70 E frontage just outside of Bennington, OK. Offering a versatile mix of open pasture and mature trees, this property is ideal for building your dream home, running livestock, or developing into a profitable investment. With direct highway access,

Tracy Powell Bryan Appraisal & Realty

0 Highway 70 E, Bennington, OK 74723
/17
$318,000

$27K PRICE DROP
- 3 Beds
- 2 Baths
- 1,216 Sq Ft
1318 N Banty Rd, Bennington, OK 74723

Embrace the hustle and bustle and embrace the quiet country life! Nestled in 18 secluded acres this beautifully maintained 2022 mobile home offers the perfect blend of modern comfort and ultimate privacy.

Joni Aldridge American Dream Realty

1318 N Banty Rd, Bennington, OK 74723
/31
$450,000
- 1 Bed
- 2 Baths
- 1,200 Sq Ft
32 Rock House Rd, Bennington, OK 74723

Discover this historical rustic home nestled in Bryan County, Oklahoma. Perfectly positioned on the main road between Durant and Hugo. This unique property blends character, charm, and modern updates creating the ideal primary residence, weekend retreat, or recreational rental. The main home features 1 bedroom, 2 full baths, a cozy living room, kitchen, dining room, and a bright sunroom, totaling

Tifanie Courtney 4T Land Group LLC

32 Rock House Rd, Bennington, OK 74723
/24
$339,900
- Land
- 55.9 Acres
- $6,081 per Acre
001 Shoemake Rd, Bennington, OK 74723

Blank Canvas of 55.9 acres just outside Bokchito, OK. This land has a stunning 4.5 Acre stocked pond, two smaller ponds, Bermuda and native grasses, and a seasonal creek. It features solid perimeter and cross-fencing, clusters of mature trees, and abundant wildlife. This property is ideal for building a dream home or a quaint cabin, offering serenity and the quiet of country life. With beautiful

Brent Lyday Legacy Land & Realty

001 Shoemake Rd, Bennington, OK 74723

Oklahoma Bryan County

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