Southwest Region, WI Recently Sold Recreational Land, Timberland Properties between $250K and $500K

ACCEPTED OFFER! - Prime hunting land for sale located both in Monroe and Vernon Counties that contains 132 plus/minus acres just north of Ontario. The property consists of rolling timber above agriculture fields and the Kickapoo River offering some o

Recreational Property in Monroe County, Wisconsin

Sold May 14, 2021

$499,000132 acres

Ontario, WI, 54651, Monroe County

Aaron Dobbs

Weiss Realty LLC

Recreational Property in Richland County, Wisconsin

Sold Aug 18, 2022

$369,00043 acres

2 beds1 baths1,040 sqft

11820 Patch Hill Drive, Richland Center, WI, 53581, Richland County

Highlights 43+/- Acres 1040 SqFt+/- Cabin Ultimate Seclusion 2 Bedrooms 1.5 Bath Well Septic Forced Air, Propane Heat Window A/C Fiber Internet 24x30 Pole Building 2+/- Acres Tillable 41+/- Acres Wooded Wildlife Pond Trails Throughout

Patrick Guyse

Whitetail Dreams Real Estate LLC

Sold Mar 13, 2024

$285,00037.8 acres

Wisconsin 130, Hill Point, WI, 53937, Richland County

Have you been in search for recreational property for sale in Southwest Wisconsin thats located in one of the most illustrious neighborhoods of Richland County? This 37.75-acre hunting land lays smack-dab in the historically renown, Bear Valley. In a

Recreational Paradise & Trophy Whitetail Hunting Haven in Southwest Wisconsin Discover 58+/- acres of pristine recreational and hunting land lying in the heart of trophy whitetail country, off Berry Hill Road in Richland Center. This rare piece of de

Sold Dec 17, 2024

$385,00058 acres

Berry Hill Drive, Richland Center, WI, 53581, Richland County

Set amidst the tranquil beauty of Crawford County, Wisconsin, lies a remarkable 39.58-acre recreational paradise awaiting its fortunate new owner. Located just ten miles from the majestic Mississippi River in the charming town of Wauzeka, this extrao

Sold May 29, 2024

$295,00039.6 acres

Rhein Hollow Road, Wauzeka, WI, 53826, Crawford County

Sold May 29, 2024

$295,00039.6 acres

Rhein Hollow Road, Wauzeka, WI, 53826, Crawford County

Are you in search of an extensive tract of recreational property for sale in Richland County, WI? This 120+/- acre top ridge tract consists of wooded ground with a mix of 48+/- acres of productive row crop ground in the township of Marshall. Whether

Sold Dec 12, 2023

$438,000120 acres

18005 Gaelic Glen Lane, Richland Center, WI, 53581, Richland County

Have you been searching for a prime recreational property in Southwest Wisconsin that spotlights trophy whitetail hunting, a ridgetop build-site and awe-inspiring views? This impeccable 35.65-acre Richland County real estate provides a host of stunni

Sold Apr 21, 2023

$305,00035.7 acres

15559 Kanton Rd, Muscoda, WI, 53573, Richland County

Welcome to your dream property nestled alongside the breathtaking Horicon Marsh, offering unparalleled opportunities for outdoor enthusiasts. This expansive parcel boasts not only a buildable lot but also prime hunting grounds, making it a haven for

Recreational Property in Dodge County, Wisconsin

Sold

$329,90073 acres

County road I, Waupun WI, Waupun, WI, 53963, Dodge County

Seth Gade

Whitetail Properties Real Estate

Recreational Property in Grant County, Wisconsin

Sold Aug 22, 2018

$425,00078.6 acres

4 beds2 baths2,500 sqft

2413 State Highway 133, Blue River, WI, 53518, Grant County

Youll catch your breath when you see this idyllic homestead but will soon let it out as you relax to the sounds of nature. The property has been used as a full time residence but the location, just over an hour from Madison, would make a perfect seco

No property is perfect for everyone but this surveyed 40.65-acre parcel comes close; Especially, if youre on the hunt for a country building site. While technically located in the Driftless Area, its in an area that has gently rolling terrain as oppo

Sold Aug 1, 2022

$269,00040.7 acres

2188 Townline Road, Stitzer, WI, 53825, Grant County

Have you been in search of a picture-perfect recreational and hunting property for sale in Southwest Wisconsin? Look no further as this 86+/- acre Crawford County whitetail wonderland not only fits the bill, but completely surpasses it. This rural re

Sold Mar 1, 2023

$499,90086 acres

County Road S, Gays Mills, WI, 54631, Crawford County

ACCEPTED OFFER! - Extremely rare Farmette or Hobby Farm for sale in the scenic Driftless region of the State! Just outside of Elroy but located in Monroe County is a 2 story home with barn and additional outbuildings on 39 acres of rolling ground. Th

Sold Apr 16, 2021

$264,90039 acres

3 beds1 baths1,500 sqft

29062 Ottoman Avenue, Elroy, WI, 53929, Monroe County

Aaron Dobbs

Weiss Realty LLC

Sold Feb 27, 2023

$499,00024.3 acres

17193 Old 61 Rd, Gays Mills, WI, 54631, Crawford County

If youve ever wanted a custom home in the Driftless Area but didnt know where to start, this is your lucky day. Youll find this beautiful 24.25+/- acre property just minutes east of the village of Gays Mills and near the iconic Crawford County apple

Tucked into the breathtaking landscape of Wisconsins Driftless Region lies a rare gem of recreational real estate 40 private acres of ridge-top serenity just west of Viroqua, WI. This dynamic parcel is a true haven for outdoor enthusiasts, hunters, o

Recreational Property in Vernon County, Wisconsin

Sold Jul 16, 2025

$292,00040 acres

E4097 County Road O, Viroqua, WI, 54665, Vernon County

Located in the heart of Southwest Wisconsins Driftless Region, this 11-acre Amish homestead offers an extraordinary opportunity for those seeking a serene lifestyle surrounded by natures splendor. Whether you envision it as a hobby farm or countrysid

Sold Jul 23, 2025

$399,90011 acres

3 beds1 baths

27325 Munz Drive, Lone Rock, WI, 53556, Richland County

ACCEPTED OFFER! This turn-key property is a hunting or recreational dream escape! Cabin or home will come almost fully furnished inside and includes amazing views outside off the back deck overlooking the Driftless region of Vernon County. Garage wil

Sold Apr 1, 2021

$315,00023 acres

1 beds1 baths1,314 sqft

E17043 County Rd V, Hillsboro, WI, 54634, Vernon County

Aaron Dobbs

Weiss Realty LLC

Sold Apr 12, 2023

$429,00023 acres

3 beds1 baths2,012 sqft

14302 US Hwy 14, Richland Center, WI, 53581, Richland County

This Country home with spring fed pond and class 1 trout stream is nestled between Richland Center and Viroqua Wisconsin in an un-zoned township on 23 protected valley acres, formerly known as The Lincolnway Nursery. Fish off your dock for blue gill

Tina Marshall

This stunning 67.05 +/- ac recreational majesty outside of Richland Center is revered for monster bucks, trout fishing and impeccable scenic views! Consider this Southwest Wisconsin real estate a place to setup basecamp, bring the family and embrace

Sold Feb 17, 2021

$255,00067.1 acres

3 beds1 baths1,228 sqft

18987 County Highway Z, Richland Center, WI, 53581, Richland County

Just south of Gays Mills and not far from the Kickapoo River, you will find this ridgetop cabin on nearly 60 acres. The seller has this to say about the property in her Airbnb description; Critters live here; humans just visit. We love the isolation,

Sold Jun 9, 2023

$399,00059.6 acres

3 beds1 baths916 sqft

47454 Shaw Rd, Gays Mills, WI, 54631, Crawford County

Still in search of your Driftless region basecamp yet this Fall? Tucked in the hills of Richland County, north of Boaz, this entirely wooded 58.56 acres features a ready-to-hunt package including a 2016 38 Keystone camper (electric onsite), 15x25 sto

Sold Nov 30, 2023

$375,00058.6 acres

15506 Pine Valley Road, Richland Center, WI, 53581, Richland County

Patrick Guyse

Whitetail Dreams Real Estate LLC

Sold Mar 13, 2024

$285,00037.8 acres

Wisconsin 130, Hill Point, WI, 53937, Richland County

If you are in search of a secluded rustic cabin hidden in the woods of Southwest Wisconsins Driftless Region, look no further. This one bedroom, one bath cabin with guest loft over separate workshop building rests at the end of a dead-end road and th

Sold May 4, 2022

$269,00026 acres

S2616 North Lane, Hillsboro, WI, 54634, Vernon County

Travis Hamele

Dont miss your opportunity to own a bit of Crawford County paradise. This 83+/- acre parcel lays tucked into a beautiful valley next to the eclectic village of Gays Mills. Approximately 70 acres of hardwoods (58 acres in MFL closed) carpet several po

Sold Apr 18, 2022

$399,00083 acres

17720 Wisconsin 131, Gays Mills, WI, 54631, Crawford County