Bennington, OK Homes

• 

  

  

  /51

  $399,000

  • 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

  (580) 260-2682

  488 Rock House Rd, Bennington, OK 74723
• 

  

  

  /62

  $1,022,000 Sold Apr 15, 2025

  1512 N Wade Rd, Bennington, OK 74723

  • 2 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 2023

  Last Sold Summary

  • 5% Below List Price
  • $584/SF
  • 124 Days On Market

  Last Listing Agent Jonathan Hitchcock Easy Life Realty

  1512 N Wade Rd, Bennington, OK 74723
• 

  

  

  /11

  Est $525,688 Not Listed For Sale

  2759 Midway Rd, Bennington, OK 74723

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1972

  2759 Midway Rd, Bennington, OK 74723

  Last Sold Summary

  • 34% Below List Price
  • $535/SF
  • 14 Days On Market

  Last Sold Price $802,500

  Last Listing Agent John Buchanan Inactive Office
• 

  

  

  /40

  $35,400,000

  • Land
  • 2,980 Acres
  • $11,879 per Acre

  103 Hyde Lake Rd, Bennington, OK 74723

  3,000+or minus acres with frontage on the Blue River to the North and frontage on the Red River along the south boundary of the ranch..... Land Id mapping program estimates over two miles of river frontage on the north end of the ranch along the Blue River and estimates over three miles frontage along the Red River on the south boundary of the Ranch.... Modern headquarters Ranch House overlooking

  

  Steve Cook

  Steve Cook & Co, REALTORS

  (580) 808-4361

  103 Hyde Lake Rd, Bennington, OK 74723
• 

  

  

  /57

  $555,000 Sold Apr 22, 2025

  1846 Banty Rd, Bennington, OK 74723

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Below List Price
  • $482/SF
  • 79 Days On Market

  Current Estimated Value $533,687

  Last Listing Agent Brent Lyday Legacy Land & Realty

  1846 Banty Rd, Bennington, OK 74723
• 

  

  /9

  Est $272,922 Not Listed For Sale

  37625 Us Highway 70, Bennington, OK 74723

  • 3 Beds
  • Built 1988

  37625 Us Highway 70, Bennington, OK 74723

  Last Sold Summary

  • 9% Below List Price
  • $262/SF
  • 10 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Renea Roberts American Dream Realty
• 

  

  /19

  $125,000

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  4079 Crooked Bridge Rd, Bennington, OK 74723

  Discover the perfect blend of comfort, efficiency, and opportunity with this beautifully remodeled 1 bedroom, 1 bathroom home at 4079 Crooked Bridge Rd in Boswell, OK. Situated on its own parcel in scenic southeastern Oklahoma, this property is ideal for buyers searching for homes for sale near me with privacy, flexibility, and income potential. Inside, you’ll find updated finishes, refreshed

  

  Brian Allen

  Inc Realty, PLLC

  (580) 634-7799

  4079 Crooked Bridge Rd, Bennington, OK 74723
• 

  

  /5

  $130,000 Sold Jan 09, 2026

  003 N Wade Rd, Bennington, OK 74723

  • Land
  • 20 Acres
  • $6,500 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 113 Days On Market

  Last Listing Agent Brent Lyday Legacy Land & Realty

  003 N Wade Rd, Bennington, OK 74723
• 

  

  /85

  Est $532,349 Not Listed For Sale

  1751 Sassafrass Rd, Bennington, OK 74723

  • 4 Beds
  • 2.5 Baths
  • 2,829 Sq Ft
  • Built 1983

  1751 Sassafrass Rd, Bennington, OK 74723

  Last Sold Summary

  • 11% Below List Price
  • $212/SF
  • 154 Days On Market

  Last Sold Price $600,000

  Last Listing Agent Barbara Coker VanMeter Realty
• 

  

  /67

  $1,990,195

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

  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

  Lake West Rd, Bennington, OK 74723
• 

  

  /11

  $78,000 Sold Sep 16, 2025

  3900 N3900 Rd, Bennington, OK 74723

  • Land
  • 10 Acres
  • $7,800 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 41 Days On Market

  Last Listing Agent Pamela Chyba ListWithFreedom.com

  3900 N3900 Rd, Bennington, OK 74723
• 

  

  /72

  Est $304,146 Not Listed For Sale

  1329 Magnolia Ln, Bennington, OK 74723

  • 5 Beds
  • 3 Baths
  • 1,584 Sq Ft
  • Built 1971

  1329 Magnolia Ln, Bennington, OK 74723

  Last Sold Summary

  • 9% Below List Price
  • $212/SF
  • 93 Days On Market

  Last Sold Price $336,000

  Last Listing Agent Olivia Booth Brewer Realty Group
• 

  

  /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
• 

  

  /6

  $175,000 Sold Jul 23, 2025

  222 S Smith St, Bennington, OK 74723

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft
  • Built 2012

  Last Sold Summary

  • 12% Below List Price
  • $99/SF
  • 21 Days On Market

  Last Listing Agent Joni Aldridge American Dream Realty

  222 S Smith St, Bennington, OK 74723
• 

  

  /11

  Not Listed For Sale

  34695 U S 70, Bennington, OK 74723

  • 3 Beds
  • 1 Bath
  • 1,561 Sq Ft
  • Built 1972

  34695 U S 70, Bennington, OK 74723

  Last Sold Summary

  • $77/SF
  • 7 Days On Market

  Last Sold Price $120,000

  Last Listing Agent Martin VanMeter VanMeter Realty
• 

  

  /20

  $270,000

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

  001 N Wade Rd, Bennington, OK 74723

  40 Acres of Prime Recreational & Agricultural Land in Bennington, OK Discover the perfect blend of recreation, agriculture, and tranquility 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

  Michelle Lyday Legacy Premier Properties, LLC

  001 N Wade Rd, Bennington, OK 74723
• 

  

  /28

  $295,000 Sold Aug 15, 2025

  1384 Academy Rd, Bennington, OK 74723

  • 2 Beds
  • 2 Baths
  • 1,648 Sq Ft
  • Built 1980

  Last Sold Summary

  • 25% Below List Price
  • $179/SF
  • 269 Days On Market

  Current Estimated Value $309,221

  Last Listing Agent Bart Granger Sparlin Realty

  1384 Academy Rd, Bennington, OK 74723
• 

  

  /31

  Not Listed For Sale

  36923 U S 70, Bennington, OK 74723

  • 3 Beds
  • 1.5 Baths
  • 1,860 Sq Ft
  • Built 1940

  36923 U S 70, Bennington, OK 74723

  Last Sold Summary

  • $137/SF
  • 98 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Drew Jackson Epique Realty
• 

  

  /29

  $425,000

  • Land
  • 40 Acres
  • $10,625 per Acre

  100 Bobby Tomlinson Rd, Bennington, OK 74723

  Dont miss your chance to own a piece of country paradise! This scenic tract of land, offering a unique opportunity to invest in natural beauty, recreation, and long-term potential. Whether youre looking for a peaceful retreat, a future building site, or a weekend getaway, this property delivers. With no restrictions, you can bring your RV, build a cabin, start a hobby farm, or just enjoy the

  Robert Chandler United Country - Midwest Lifestyle Properties

  100 Bobby Tomlinson Rd, Bennington, OK 74723
• 

  

  /18

  $170,000 Sold Oct 03, 2025

  104 Petty Dr, Bennington, OK 74723

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 2020

  Last Sold Summary

  • 10% Below List Price
  • $136/SF
  • 77 Days On Market

  Current Estimated Value $158,651

  Last Listing Agent Roger Raper Epique Realty

  104 Petty Dr, Bennington, OK 74723
• 

  

  /25

  Not Listed For Sale

  001 Bobby Tomlinson Rd, Bennington, OK 74723

  001 Bobby Tomlinson Rd, Bennington, OK 74723

  Last Sold Summary

  • 25 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Brent Lyday Legacy Land & Realty
• 

  

  /44

  $656,500 Pending

  • Land
  • 101 Acres
  • $6,500 per Acre

  0 E Hwy 70 Hwy Unit 26584456, Bennington, OK 74723

  Located in Bennington, Oklahoma, this 101 acre recreational and hunting property offers a strong mix of open ground and thick timber, creating excellent habitat for wildlife while still providing usable space across the property! With direct frontage along Highway 70, access to the land is convenient while still offering the privacy and natural setting that make this type of property appealing.

  Joe Marzahl Arrowhead Land Company, LLC

  0 E Hwy 70 Hwy Unit 26584456, Bennington, OK 74723
• 

  

  /5

  $85,000 Sold Jan 09, 2026

  566 Rabbit Creek Rd, Bennington, OK 74723

  • Land
  • 8.51 Acres
  • $9,988 per Acre

  Last Sold Summary

  • 32% Below List Price
  • 185 Days On Market

  Current Estimated Value $125,432

  Last Listing Agent Twyla Williams Sparlin Realty

  566 Rabbit Creek Rd, Bennington, OK 74723
• 

  

  /22

  Est $235,547 Not Listed For Sale

  2184 Cade Hwy, Bennington, OK 74723

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2016

  2184 Cade Hwy, Bennington, OK 74723

  Last Sold Summary

  • 7% Above List Price
  • $151/SF
  • 22 Days On Market

  Last Sold Price $220,000

  Last Listing Agent Kevin Riney NE Texas Regional Realty
• 

  

  /29

  $1,152,000

  • 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
• 

  

  /4

  $130,000 Sold Oct 03, 2025

  020 N Wade Rd, Bennington, OK 74723

  • Land
  • 20 Acres
  • $6,500 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 30 Days On Market

  Last Listing Agent Brent Lyday Legacy Land & Realty

  020 N Wade Rd, Bennington, OK 74723
• 

  

  /9

  Not Listed For Sale

  001 Banty Rd, Bennington, OK 74723

  001 Banty Rd, Bennington, OK 74723

  Last Sold Summary

  • 56 Days On Market

  Last Sold Price $90,000

  Last Listing Agent Dustyn Howard Legacy Land & Realty
• 

  

  /10

  $285,000 Pending

  • Land
  • 40 Acres
  • $7,125 per Acre

  485 Shoemake Rd, Bennington, OK 74723

  40 Acres in Bennington, Oklahoma Pond, New Water Well ,Trees & Pasture! No Restrictions. Additional Acreage Available. Escape to wide-open country with this beautiful 40± acre tract located just outside Bennington, Oklahoma. The property offers a perfect blend of open pasture and mature timber, creating an ideal balance for hunting, recreation, or running cattle and livestock. A scenic pond

  Brent Lyday Legacy Land & Realty

  485 Shoemake Rd, Bennington, OK 74723
• 

  

  /44

  $364,500 Sold Dec 05, 2025

  001 E 2080 Rd, Bennington, OK 74723

  • Land
  • 80 Acres
  • $4,556 per Acre

  Last Sold Summary

  • 19% Below List Price
  • 122 Days On Market

  Last Listing Agent Brent Lyday Legacy Land & Realty

  001 E 2080 Rd, Bennington, OK 74723
• 

  

  /21

  Est $288,644 Not Listed For Sale

  1636 Banty Rd, Bennington, OK 74723

  • 3 Beds
  • 1 Bath
  • 1,370 Sq Ft
  • Built 1961

  1636 Banty Rd, Bennington, OK 74723

  Last Sold Summary

  • 3% Above List Price
  • $204/SF
  • 45 Days On Market

  Last Sold Price $280,000

  Last Listing Agent Dustyn Howard Legacy Land & Realty
• 

  

  /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
• 

  

  /37

  Est $608,667 Not Listed For Sale

  2463 Crooked Bridge Rd, Bennington, OK 74723

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 2003

  2463 Crooked Bridge Rd, Bennington, OK 74723

  Last Sold Summary

  • 35% Below List Price
  • $715/SF
  • 94 Days On Market

  Last Sold Price $930,000

  Last Listing Agent Echo Veit Legacy Land & Realty
• 

  

  /20

  $390,000

  • Land
  • 80 Acres
  • $4,875 per Acre

  000 Armstrong Academy Rd, Bennington, OK 74723

  80 Acre Historic Ranch Land – Site of Old Banty, OklahomaLocated near the original townsite of Banty, Oklahoma — a community that once thrived with its own post office from 1901 to 1949 — this property offers both usable ranch land and a rare connection to local history. A granite historical marker still stands nearby, commemorating Banty and its role in early Choctaw Nation settlement and

  Brent Lyday Legacy Land & Realty

  000 Armstrong Academy Rd, Bennington, OK 74723
• 

  

  /11

  Est $158,000 Not Listed For Sale

  700 Wilson N Jones Rd, Bennington, OK 74723

  • Built 1980

  700 Wilson N Jones Rd, Bennington, OK 74723

  Last Sold Summary

  • 15% Below List Price
  • $152/SF
  • 134 Days On Market

  Last Sold Price $185,000

  Last Listing Agent Victoria Woodard Homes By Lainie
• 

  

  /37

  $475,000

  • 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
• 

  

  /21

  Est $183,140 Not Listed For Sale

  1299 Chubby Rd, Bennington, OK 74723

  • 3 Beds
  • 1.5 Baths
  • 1,652 Sq Ft
  • Built 1999

  1299 Chubby Rd, Bennington, OK 74723

  Last Sold Summary

  • 5% Above List Price
  • $105/SF
  • 81 Days On Market

  Last Sold Price $174,000

  Last Listing Agent Jonelle Hendley Inactive Office
• 

  

  /52

  $495,000

  • 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
• 

  

  /12

  Not Listed For Sale

  269 Banty Rd, Bennington, OK 74723

  269 Banty Rd, Bennington, OK 74723

  Last Sold Summary

  • 72 Days On Market

  Last Sold Price $362,750

  Last Listing Agent Tracy Stoner Epique Realty
• 

  

  /66

  $775,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  4053 Armstrong Academy Rd, Bennington, OK 74723

  Versatile barn-dominium offering approximately 1,056 sqft (Appraisal) of living space combined with a fully functional 8-stall barn setup. The living quarters include a kitchen and comfortable residential space, making this property ideal for horse enthusiasts, trainers, or those seeking a live-work agricultural setup. The barn features eight designated stall spaces, all equipped with individual

  Brent Lyday Legacy Land & Realty

  4053 Armstrong Academy Rd, Bennington, OK 74723
• 

  

  /13

  Not Listed For Sale

  0 Banty Rd Unit 2339851, Bennington, OK 74723

  0 Banty Rd Unit 2339851, Bennington, OK 74723

  Last Sold Summary

  • 72 Days On Market

  Last Sold Price $259,250

  Last Listing Agent Tracy Stoner Epique Realty

Showing Results 1 - 40, Page 1 of 14