Bennington, OK Homes for Sale with Acreage

• 

  

  

  /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
• 

  

  

  /25

  $149,615

  • Land
  • 13.01 Acres
  • $11,500 per Acre

  Tract 3 Highway 70, Bennington, OK 74723

  Introducing Tract 3: Located between Bennington and Bokchito, Oklahoma in Bryan County, this 13.01+/- acre tract offers a great opportunity for those looking for a manageable acreage in a convenient location with easy access to Highway 70. The property is primarily open with plenty of usable ground and multiple potential building sites, providing ample room for a home, shop, barn, or other

  Will Bellis Arrowhead Land Company, LLC

  Tract 3 Highway 70, Bennington, OK 74723
• 

  

  

  /26

  $115,000

  • Land
  • 10 Acres
  • $11,500 per Acre

  Tract 5 Highway 70, Bennington, OK 74723

  Introducing Tract 5: With scattered timber, natural cover, and a quiet setting, this 10+/- acre tract stands out as an excellent opportunity for anyone looking to own a manageable piece of property in Bryan County, Oklahoma! Whether you're planning a future homesite, a weekend retreat, or a small hunting property, this tract offers the privacy and versatility to fit a variety of needs. The

  Will Bellis Arrowhead Land Company, LLC

  Tract 5 Highway 70, Bennington, OK 74723
• 

  

  

  /42

  $1,150,000

  • 4 Beds
  • 2.5 Baths
  • 3,538 Sq Ft

  105, Bennington, OK 74723

  Fully fenced 38-acre corner tract offering an exceptional combination of hunting, cattle grazing, and country living. The property features productive pasture, sandy soil, a pond, mature trees, abundant wildlife, and outstanding hunting opportunities. Improvements include a 30' x 40' insulated shop with two roll-up doors, 220 electric service, heat and air, RV parking, and ample workspace.

  Cami Riley Cami's Elite Real Estate Group

  105, Bennington, OK 74723
• 

  

  

  /67

  $1,749,500

  $241K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,275 Sq Ft

  7419 Lake West Rd, Bennington, OK 74723

  Overview: Nestled along Whitegrass Creek in Bryan County, a hidden gem awaits in Whitegrass Ranch. Spanning beautiful rolling terrain with excellent topography, this property offers a blend of natural beauty, outdoor adventure, and refined comfort. Whitegrass Ranch is a haven for outdoor enthusiasts. With excellent deer, turkey and waterfowl hunting, the land provides opportunities for

  Jonathan James Hortenstine Ranch Company, LLC

  7419 Lake West Rd, Bennington, OK 74723
• 

  

  /23

  $115,000

  • Land
  • 10 Acres
  • $11,500 per Acre

  Tract 4 Highway 70, Bennington, OK 74723

  Introducing Tract 4: Tucked away in Bryan County, Oklahoma, this 10+/- acre tract offers a secluded setting with mature timber and a beautiful pond! The mix of timber and water creates an attractive setting while providing opportunities to enjoy the outdoors. The pond adds a great source of water and the wooded landscape offers privacy that's hard to find on smaller acreage. This property has the

  Will Bellis Arrowhead Land Company, LLC

  Tract 4 Highway 70, Bennington, OK 74723
• 

  

  /28

  $735,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  540 W Blue Branch Rd, Bennington, OK 74723

  Big creek 100 This absolutely beautiful place is nestled at the end of a long winding country road! By the time you get through the driveway and to the back porch you'll want to call this lil place your own. Privacy is all you can see and with with stunning views from the back porch overlooking Big Creek bottom, and home to an abundance of wildlife. This place is truly a dream! Lots of big mature

  Cheyenne Stanley Sold Land Co

  540 W Blue Branch Rd, Bennington, OK 74723
• 

  

  /23

  $122,590

  • Land
  • 10.66 Acres
  • $11,500 per Acre

  Tract 1 Highway 70, Bennington, OK 74723

  Introducing Tract 1: this 10.66+/- acre tract offers an excellent opportunity to own a property with Highway 70 frontage in Bryan County, Oklahoma! The property is primarily open pasture with a tree-lined drainage that adds character to the landscape. The open area on the north end would be a good build site for a home, shop, barn, or other improvements, while paved highway frontage offers

  Will Bellis Arrowhead Land Company, LLC

  Tract 1 Highway 70, Bennington, OK 74723
• 

  

  /25

  $101,430

  • Land
  • 8.82 Acres
  • $11,500 per Acre

  Tract 8 Highway 70, Bennington, OK 74723

  Introducing Tract 8: Come check out this 8.82+/- acre tract featuring Sassafras Creek, mature timber, and Highway 70 frontage in Bryan County, Oklahoma! With nearly 9 +/- acres of wooded ground, this property offers a secluded setting that's ideal for a future cabin, homesite, or weekend retreat. Sassafras Creek crosses the eastern portion of the property, adding both scenic beauty and

  Will Bellis Arrowhead Land Company, LLC

  Tract 8 Highway 70, Bennington, OK 74723
• 

  

  /24

  $115,460

  • Land
  • 10.04 Acres
  • $11,500 per Acre

  Tract 9 Highway 70, Bennington, OK 74723

  Introducing Tract 9: With mature timber, Sassafras Creek, and 10.04+/- acres to enjoy, this tract offers a private setting with excellent recreational potential in Bryan County, Oklahoma! The wooded landscape provides a peaceful atmosphere while offering plenty of room for a future cabin, homesite, or weekend retreat. Electricity is available, making future development even more convenient.

  Will Bellis Arrowhead Land Company, LLC

  Tract 9 Highway 70, Bennington, OK 74723
• 

  

  /22

  $116,610

  • Land
  • 10.14 Acres
  • $11,500 per Acre

  Tract 7 Highway 70, Bennington, OK 74723

  Introducing Tract 7: Featuring Highway 70 frontage, open pasture, mature timber, and a pond, this 10.14+/- acre Bryan County tract has multiple uses! The open ground provides an excellent location for a future home, shop, or cabin, while the timber creates privacy. The pond on the property makes the property even more enjoyable year-round while providing a great water source or potential fishing

  Will Bellis Arrowhead Land Company, LLC

  Tract 7 Highway 70, Bennington, OK 74723
• 

  

  /29

  $1,152,000

  $48K PRICE DROP

  • Land
  • 240 Acres
  • $4,800 per Acre

  Odell Springs Rd, Bennington, OK 74723

  Step into 240 acres of heritage in Bennington, Bryan County, Oklahoma — a family ranch that has been stewarded for over 100 years and is now being offered for sale for the very first time.This exceptional property combines productive cattle ground with rich character and endless potential. The land offers a perfect balance of open pasture and excellent tree coverage, making it ideal for

  Susan Yoder American Pride Realty

  Odell Springs Rd, Bennington, OK 74723
• 

  

  /23

  $131,675

  • Land
  • 11.45 Acres
  • $11,500 per Acre

  Tract 2 Highway 70, Bennington, OK 74723

  Introducing Tract 2: this 11.45+/- acre tract offers paved Highway 70 frontage in a convenient location between Bennington and Bokchito, Oklahoma! The Bryan County property is primarily open with plenty of usable ground and multiple potential building sites, providing ample room for a home, shop, barn, or other improvements. Electricity is available along the road, making future development even

  Will Bellis Arrowhead Land Company, LLC

  Tract 2 Highway 70, Bennington, OK 74723
• 

  

  /37

  $1,920,000

  • Land
  • 240 Acres
  • $8,000 per Acre

  3 Shady Grove Rd, Bennington, OK 74723

  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

  Brady Wilcox American Pride Realty

  3 Shady Grove Rd, Bennington, OK 74723
• 

  

  /30

  $115,575

  • Land
  • 10.05 Acres
  • $11,500 per Acre

  Tract 6 Highway 70, Bennington, OK 74723

  Introducing Tract 6: This 10.05+/- acre tract offers a great 50/50 split of open pasture and mature timber, giving you the best of both worlds! The open portion provides an excellent location for a future home, shop, or cabin, while the timbered half features a secluded pond. There are excellent opportunities for recreation on this Bryan County property, whether you enjoy deer hunting, or simply

  Will Bellis Arrowhead Land Company, LLC

  Tract 6 Highway 70, Bennington, OK 74723
• 

  

  /30

  $115,460

  • Land
  • 10.04 Acres
  • $11,500 per Acre

  Tract 10 Highway 70, Bennington, OK 74723

  Introducing Tract 10: If privacy and mature timber are at the top of your list, this 10.04+/- -acre tract in Bryan County is one you won't want to overlook! With Sassafras Creek bordering the eastern side of the property, this tract offers a quiet setting that's well-suited for a future cabin, homesite, or weekend retreat. Electricity is available, making future development even more convenient.

  Will Bellis Arrowhead Land Company, LLC

  Tract 10 Highway 70, Bennington, OK 74723
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  /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
• 

  

  /23

  $229,500

  $60K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft

  1386 Wilson N Jones Rd, Bennington, OK 74723

  Country Retreat on 10 Beautiful acres. Located in eastern Bryan County gives you the peace and privacy of country living nestled on 10 acres of rolling terrain. Surrounded by mature shade trees, this property offers a pond, seasonal creek and plenty of room to enjoy the outdoors.

  Casey Rapier Heartbeat Realty, LLC

  1386 Wilson N Jones Rd, Bennington, OK 74723
• 

  

  /26

  $115,000

  • Land
  • 10 Acres
  • $11,500 per Acre

  Tract 5 Highway 70, Bennington, OK 74723

  Introducing Tract 5: With scattered timber, natural cover, and a quiet setting, this 10+/- acre tract stands out as an excellent opportunity for anyone looking to own a manageable piece of property in Bryan County, Oklahoma! Whether you're planning a future homesite, a weekend retreat, or a small hunting property, this tract offers the privacy and versatility to fit a variety of needs. The

  Cooper Boatright Arrowhead Land Company

  Tract 5 Highway 70, Bennington, OK 74723
• 

  

  /18

  $675,000

  • Land
  • 130 Acres
  • $5,192 per Acre

  001 Armstrong Academy Rd, Bennington, OK 74723

  130 Acres of Prime Cattle & Ranch Land in Bokchito, OK Welcome to your next land investment opportunity—130 acres of premium pastureland located just outside Bokchito, Oklahoma. This beautiful tract is thoughtfully fenced and cross-fenced into five separate pastures, ideal for rotational grazing and efficient livestock management.The property is equipped with:Four ponds for dependable

  Brent Lyday Legacy Land & Realty

  001 Armstrong Academy Rd, Bennington, OK 74723
• 

  

  /52

  $489,000

  $6K 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
• 

  

  /22

  $116,610

  • Land
  • 10.14 Acres
  • $11,500 per Acre

  Tract 7 Highway 70, Bennington, OK 74723

  Introducing Tract 7: Featuring Highway 70 frontage, open pasture, mature timber, and a pond, this 10.14+/- acre Bryan County tract has multiple uses! The open ground provides an excellent location for a future home, shop, or cabin, while the timber creates privacy. The pond on the property makes the property even more enjoyable year-round while providing a great water source or potential fishing

  Cooper Boatright Arrowhead Land Company

  Tract 7 Highway 70, 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
• 

  

  /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
• 

  

  /25

  $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

  Michelle Lyday Legacy Premier Properties, LLC

  001 Shoemake Rd, Bennington, OK 74723
• 

  

  /37

  $1,870,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  3 Shady Grove Rd, Bennington, OK 74723

  Working Cattle Operation W/Astounding Recreational Opportunity!Ducks, Geese, Whitetail, and Trophy Bass Enthusiasts, This place is for you!! This is that once in a lifetime property. How many people can say they have their very own lakes with fully stocked trophy bass? Not many! Come step foot on this 240 acre working cattle ranch with extraordinary recreational opportunities. Wether you're

  Brady Wilcox American Pride Realty, LLC.

  3 Shady Grove Rd, 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
• 

  

  /25

  $101,430

  • Land
  • 8.82 Acres
  • $11,500 per Acre

  Tract 8 Highway 70, Bennington, OK 74723

  Introducing Tract 8: Come check out this 8.82+/- acre tract featuring Sassafras Creek, mature timber, and Highway 70 frontage in Bryan County, Oklahoma! With nearly 9 +/- acres of wooded ground, this property offers a secluded setting that's ideal for a future cabin, homesite, or weekend retreat. Sassafras Creek crosses the eastern portion of the property, adding both scenic beauty and

  Cooper Boatright Arrowhead Land Company

  Tract 8 Highway 70, 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
• 

  

  /10

  $195,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  699 Cox Ln, Bennington, OK 74723

  Relax in the peaceful surroundings of this country side home, nestled on nearly 3.5 woodedacres. The home features 3 bedrooms and 2 bathroom. This home has been well maintained and undergoes yearly inspections.

  Jona Pierce Quality Realty

  699 Cox Ln, Bennington, OK 74723
• 

  

  /52

  $565,000

  • Land
  • 120.38 Acres
  • $4,693 per Acre

  796 Blue Branch Rd, Bennington, OK 74723

  Discover the perfect blend of privacy, recreation, and opportunity with this stunning 120-acre property featuring beautifully wooded acreage, rolling meadows, a spring-fed pond, and a year-round creek. Tucked away in a quiet rural setting with no restrictions, this property offers the ideal escape for a permanent residence, hunting retreat, weekend getaway, or future homestead. The land is a rare

  Dawn Tesmer Red River Realty and Auction

  796 Blue Branch Rd, Bennington, OK 74723
• 

  

  /33

  $699,000

  $200K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,016 Sq Ft

  269 N Shoe Make Ridge, Bennington, OK 74723

  In Bennington Ok, where wide-open skies meet working ranch tradition, this 100.91-acre property is built for those who live the land. this exceptional ranch spans 100.91 acres of prime Oklahoma countryside, offering the perfect blend of functionality, privacy, and rural charm. The property features a 2000 double-wide mobile home with 3 bedrooms and 2 bathrooms, complete with a covered patio and

  Tracy Stoner Epique Realty

  269 N Shoe Make Ridge, Bennington, OK 74723
• 

  

  /23

  $122,590

  • Land
  • 10.66 Acres
  • $11,500 per Acre

  Tract 1 Highway 70 Unit Tract 1, Bennington, OK 74723

  Introducing Tract 1: this 10.66+/- acre tract offers an excellent opportunity to own a property with Highway 70 frontage in Bryan County, Oklahoma! The property is primarily open pasture with a tree-lined drainage that adds character to the landscape. The open area on the north end would be a good build site for a home, shop, barn, or other improvements, while paved highway frontage offers

  Cooper Boatright Arrowhead Land Company

  Tract 1 Highway 70 Unit Tract 1, Bennington, OK 74723
• 

  

  /23

  $131,675

  • Land
  • 11.45 Acres
  • $11,500 per Acre

  Tract 2 Highway 70 Acres, Bennington, OK 74723

  Introducing Tract 2: this 11.45+/- acre tract offers paved Highway 70 frontage in a convenient location between Bennington and Bokchito, Oklahoma! The Bryan County property is primarily open with plenty of usable ground and multiple potential building sites, providing ample room for a home, shop, barn, or other improvements. Electricity is available along the road, making future development even

  Cooper Boatright Arrowhead Land Company

  Tract 2 Highway 70 Acres, Bennington, OK 74723
• 

  

  /5

  $135,000

  • Land
  • 20 Acres
  • $6,750 per Acre

  002 N Wade Rd, Bennington, OK 74723

  20-Acre Retreat Build your ideal home on this 20-acre property, offering a peaceful and private escape. As part of the larger Trinity Ranch, this land is perfect for those who love the outdoors or seek a self-sufficient lifestyle. Rich with deer, turkey, and other wildlife. Ideal for nature lovers or those looking to build a private retreat. Perfect for livestock grazing and hay production, with

  Michelle Lyday Legacy Premier Properties, LLC

  002 N Wade Rd, Bennington, OK 74723
• 

  

  /24

  $115,460

  • Land
  • 10.04 Acres
  • $11,500 per Acre

  Tract 9 Highway 70, Bennington, OK 74723

  Introducing Tract 9: With mature timber, Sassafras Creek, and 10.04+/- acres to enjoy, this tract offers a private setting with excellent recreational potential in Bryan County, Oklahoma! The wooded landscape provides a peaceful atmosphere while offering plenty of room for a future cabin, homesite, or weekend retreat. Electricity is available, making future development even more convenient.

  Cooper Boatright Arrowhead Land Company

  Tract 9 Highway 70, Bennington, OK 74723
• 

  

  /23

  $115,000

  • Land
  • 10 Acres
  • $11,500 per Acre

  Tract 4 Highway 70, Bennington, OK 74723

  Introducing Tract 4: Tucked away in Bryan County, Oklahoma, this 10+/- acre tract offers a secluded setting with mature timber and a beautiful pond! The mix of timber and water creates an attractive setting while providing opportunities to enjoy the outdoors. The pond adds a great source of water and the wooded landscape offers privacy that's hard to find on smaller acreage. This property has the

  Cooper Boatright Arrowhead Land Company

  Tract 4 Highway 70, 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

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