Southwest Region, WI Recreational Land, Timberland Properties for Sale

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

Recreational Property for sale in Iowa County, Wisconsin

$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

MAP

$366,00040 acres

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

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

Jason Heller

Midwest Land Group

Recreational Property for sale in Lafayette County, Wisconsin

MAP

$1,398,500109 acres

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

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

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

MAP

$437,50035 acres

Crist Lane, Darlington, WI, 53530, Lafayette County

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

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

Kyle Schultz

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

Recreational Property for sale in Monroe County, Wisconsin

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$789,00089.5 acres

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

Kyle Schultz

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

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$1,050,000165 acres

Miess Road, Dodgeville, WI, 53533, Iowa County

Patrick Guyse

Whitetail Dreams Real Estate LLC

VIDEOMAP

$569,00072 acres

6833 State Rd 80, Avoca, WI, 53506, Iowa County

Alden Tinder of Whitetail Properties Real Estate is honored to represent this opportunity to own a piece of the coveted driftless region south of Avoca, Wisconsin. This property combines field land and mixed hardwood forest, with a small stream runni

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

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 for sale in Vernon County, Wisconsin

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$292,00040 acres

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

Here's your chance to live the life you've always dreamed of! Enjoy the freedom to come and go as you please, work in harmony with nature, take pride in growing delicious fruit, and hunt trophy bucks and ducks right in your own backyard. This is an o

Recreational Property for sale in Juneau County, Wisconsin

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$1,600,00091 acres

N7050 US Highway 12 and 16, Camp Douglas, WI, 54618, Juneau County

Kyle Schultz

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

A rare offering in Rock County! Just outside of Beloit, this stunning 3-acre property features a perfect blend of open space and mature woods. Towering white pines, hardwoods, fruit-bearing mulberry trees, and graceful weeping willows create a peacef

Recreational Property for sale in Rock County, Wisconsin

MAP

$180,0003 acres

S Butterfly Rd, Beloit, WI, 53511, Rock County

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

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$450,00021.7 acres

2 beds2 baths1,778 sqft

S2156 Valley Avenue, La Farge, WI, 54639, Vernon County

Tucked into the awe-inspiring terrain of Wisconsins Driftless Region, this exceptional 21.78-acre country estate offers a rare opportunity to live where natural beauty, outdoor recreation, and rural comfort all converge. Located just minutes from Wil

Joe Nawrot

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

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$249,90026 acres

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

Midwest Land Group is pleased to present this fantastic hunting property in rural Lafayette County, Wisconsin. This 139 +/- acre property features a dynamic range of habitats offering the perfect setting for thriving wildlife populations ranging from

MAP

$349,999140 acres

000 County Road M, Browntown, WI, 53522, Lafayette County

Jason Heller

Midwest Land Group

MAP

$2,180,00054 acres

000 County Highway ID, Mount Horeb, WI, 53572, Dane County

  This is no ordinary parcel of farmland. Ideally located with impressive natural features and excellent accessibility, the property offers outstanding potential for residential, commercial, or recreational development. As Dane County and Mount Horeb

Jason Heller

Midwest Land Group

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$292,00040 acres

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

Joe Nawrot