Southwest Region, WI Recreational Land, Timberland Properties for Sale

Unparalleled private estate in Wisconsin's scenic Richland County offers luxurious rural living and exceptional hunting.

Richland County Acreage

31361 Oakridge Drive, Muscoda, WI, 53573, Richland County

Recreational Property for sale in Richland County, Wisconsin

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$1,945,000106 acres

5 beds4 baths6,290 sqft

Exceptional 65+ acre parcel near Spring Green offers privacy, natural beauty, and convenience in the renowned Driftless Area.

Sauk County Acreage

Paulus Road, Spring Green, WI, 53588, Sauk County

Recreational Property for sale in Sauk County, Wisconsin

$665,00065.6 acres

Aaron Dobbs

Weiss Realty LLC

Dane County Acreage

+/-236 Ac Old Stone Road, Stoughton, WI, 53575, Dane County

Recreational Property for sale in Dane County, Wisconsin

$3,500,000236 acres

Versatile land offering productive tillable acreage, lakefront development potential, and abundant recreation, near protected green space and a major city.

Alex Weber

Wildland Properties

Recreational Property for sale in Grant County, Wisconsin

$3,500,000393 acres

16884 County Road S, Boscobel, WI, 53805, Grant County

Discover a rare opportunity to own this incredible 392.61-acre farm, perfectly situated in a peaceful valley setting just minutes from town. This expansive property features a farmhouse, a spacious machine shed, and multiple additional storage buildi

Garrick Olerud

NextHome Prime Real Estate

$4,275,000340 acres

2 beds2 baths1,951 sqft

8580 Roelke Road, Blue Mounds, WI, 53517, Iowa County

Pristine 340 Acres located in Iowa County Wisconsin. Potential for 4 Homesites! This property has it all! Abundant Wildlife, Trophy Whitetail Deer (Q.D.M) implemented since 1995! Food plots, thick bedding, water holes, & timber. 100.78 Cropland lease

Kelly Gilboy

Restaino & Associates

Recreational Property for sale in Green County, Wisconsin

$2,231,250213 acres

212 Acres County Road H, Blanchardville, WI, 53516, Green County

Over 200 acres of contiguous land with 185 tillable acres. The land is under contract for rent for the 2025 season. Previous seller indicated a well on site. Huntsville and Dodgeville Silt Loam soil. Almost all of this land is tillable and profitable

Melodie Hawkins

EXIT Professional Real Estate

Recreational Property for sale in Monroe County, Wisconsin

MAP

$5,950,00053.9 acres

17595 Interior Rd., Tomah, WI, 54660, Monroe County

Situated just outside Wisconsin’s Driftless Region, and conveniently located near I-90 and I-94, Creekside Ranch offers one of the area’s finest equestrian properties. Every detail of this custom-built estate was thoughtfully planned and constructed

Among the idyllic rolling hills between Dodgeville and Mount Horeb and located 5-miles north of Ridgeway, WI lies one of Southwest Wisconsins most remarkable and storied propertiesa historic 306+/- acre farm that offers far more than fertile ground.

MAP

$2,200,000306 acres

4850 County Highway H, Ridgeway, WI, 53582, Iowa County

Joe Nawrot

Whitetail Properties Real Estate is proud to bring to market this exceptional and highly sought-after 108.57-acre tract in scenic Lafayette County, WI. This diverse landscape offers a rare combination of investment potential and recreational appeal.A

Recreational Property for sale in Lafayette County, Wisconsin

MAP

$1,398,500109 acres

County Rd N, Blanchardville, WI, 53516, Lafayette County

Welcome to your secluded sanctuary in the heart of Wisconsins famed Driftless Regionan unglaciated landscape of deep valleys, steep ridges, and timeless beauty. Located between the charming communities of Viroqua and Readstown, this 26-acre wooded ha

Recreational Property for sale in Vernon County, Wisconsin

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$249,90026 acres

S7454 U.S. 14, Readstown, WI, 54652, Vernon County

Hidden at the end of a private gravel road, this 165-acre peaceful outdoor paradise offers quality hunting for whitetails and turkey, trout fishing in a Class II stream, or simply enjoying time with the family! It features 36 acres of CRP generating

VIDEOMAP

$1,050,000165 acres

Miess Road, Dodgeville, WI, 53533, Iowa County

Patrick Guyse

Whitetail Dreams Real Estate LLC

MAP

$437,50035 acres

Crist Lane, Darlington, WI, 53530, Lafayette County

Discover this stunning 35+/- acre property just 1 mile north of Darlington at the corner of Highway 23 and Crist Lane. This picturesque property offers a peaceful country setting with a 25-year-old pine and hardwood forest plantation, including majes

This 6.3 acre parcel, located in the scenic Village of Gratiot in Lafayette County, offers a rare blend of productive farmland, investment potential, and recreational proximity. Featuring fertile soils and excellent access, the land is currently in t

MAP

$89,5006.3 acres

State Hwy 11, Gratiot, WI, 53541, Lafayette County

Escape to the serene solitude of Wisconsins Driftless Region with this rustic 12-acre woodland getaway tucked into the bluff country of Crawford County. Located just minutes from Boscobel and the Wisconsin River, this secluded sanctuary offers the pe

Recreational Property for sale in Crawford County, Wisconsin

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$135,00012 acres

29855 Clear Creek Road, Boscobel, WI, 53805, Crawford County

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

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$385,00058 acres

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

Joe Nawrot

Sought-after opportunity to buy a great mixed-use property in Green County, Wisconsin. This mixed-use parcel offers strong potential for hobby farming, expansion of a current operation, or creating your dream rural homesite. Located in western Green

MAP

$366,00040 acres

000 Holstein Prairie Road, Monticello, WI, 53570, Green County

Jason Heller

Midwest Land Group

VIDEOMAP

$789,00089.5 acres

3824 County Hwy E, Warrens, WI, 54666, Monroe County

Looking to get away from the city and enjoy some peace and quiet? This beautiful country home sits nearly mile off the county road, tucked behind mature pines and mature wooded ridges for complete privacy and a true sense of seclusion. The home itsel

Located deep in Wisconsins famed Driftless Region, this 217-acre hunting sanctuary in Richland County is a rare opportunity for serious whitetail and wildlife enthusiasts. This property has been a proven producer of trophy-class bucks year after year

VIDEOMAP

$1,736,000217 acres

2 beds1 baths1,568 sqft

18125 County Highway I, Hillsboro, WI, 54634, Richland County

Travis Hamele

Grant County, Wisconsin Land Auction. Bidding is now open and will close on Wednesday, July 30, 2025, at 3:00 p.m. CST. Peoples Company is honored to represent the Timmerman Family in the sale of 85.67 surveyed acres of premium southwest Wisconsin fa

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Auction85.7 acres

Old Highway Road, Cuba City, WI, 53807, Grant County

Adam Crist

Peoples Company

Under Contract

$1,495,000175 acres

S593 Oak Hill Ln., Wisconsin Dells, WI, 53965, Sauk County

If you’re in the market for a proven deer hunting property that’s already set up and producing mature bucks year after year, you’ll want to check out this new listing. Located just 10 minutes from Wisconsin Dells, this turn-key hunting farm has every

Welcome to your ultimate recreational retreat located in the heart of Richland County, Wisconsin. This remarkable 100-acre property may be found at the scenic intersection of Sawmill Road and County HWY TB. Embrace an unparalleled opportunity to own

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$250,000100 acres

County Highway Tb, Richland Center, WI, 53581, Richland County

Joe Nawrot

If you are a serious deer hunter, this new property outside of Boscobel is one that you are going to want to take a look at! One look at an aerial map, and you will see the potential this farm possesses. One of the first things you will notice are th

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$1,070,000155 acres

5292 Stenner Hill Road, Lot#WP001, Boscobel, WI, 53805, Grant County

Nestled in northwest Green County off Sawmill Road, this exceptional 147.169 acre farm offers the perfect blend of income potential, natural beauty, and development opportunity. With a combination of fertile cropland, mature hardwood timber, and roll

MAP

$1,400,000147 acres

000 Sawmill Road, Blanchardville, WI, 53516, Green County

Jason Heller

Midwest Land Group

MAP

$1,248,000104 acres

Fesenfeld Rd, Black Earth, WI, 53515, Dane County

Whitetail Properties Real Estate is honored to present this amazing 104 +/- acre property that offers breathtaking views, ideal for your dream home. Multiple advantageous building site locations capitalize on mesmerizing views. The expansive acreage