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

$675,00065.6 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 Iowa County, Wisconsin

VIDEOMAP

$1,050,000165 acres

Miess Road, Dodgeville, WI, 53533, Iowa 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

Patrick Guyse

Whitetail Dreams Real Estate LLC

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 Monroe County, Wisconsin

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

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

MAP

$2,180,00054 acres

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

Jason Heller

Midwest Land Group

Recreational Property for sale in Columbia County, Wisconsin

VIDEOMAP

$599,90024.2 acres

N7558 Boeck Road, Portage, WI, 53901, Columbia County

This rare, large-acreage parcel presents a strategic acquisition opportunity for commercial developers, institutional investors, and specialized operators in energy, tech infrastructure, and industrial storage. Bordering both the City of Portage and

Travis Hamele

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

VIDEOMAP

$249,90026 acres

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

Brandon Wikman

VIDEOMAP

$249,90026 acres

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

Joe Nawrot

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

VIDEOMAP

$569,00072 acres

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

Alden Tinder

Tucked high above the Mississippi River Valley at an elevation of 1,120 feet lies a truly enchanting cabin retreat that captures the very spirit of Wisconsins Driftless Region. Located in Crawford County, just outside the historic river town of DeSot

Recreational Property for sale in Crawford County, Wisconsin

VIDEOMAP

$234,90011.5 acres

64986 Howath Road, De Soto, WI, 54624, Crawford County

Joe Nawrot

Honored to present a 62 acre piece of highly sought-after land in Green County. This diverse property features a large block of Tillable ground, Pasture acreage, a meandering creak, 2 40x80 outbuildings (one set up for cattle) and a 3 bed 2 bath ranc

Recreational Property for sale in Green County, Wisconsin

Under Contract

$800,00062 acres

3 beds2 baths1,258 sqft

9648 W Rat Hollow Road, Argyle, WI, 53504, Green County

Alden Tinder

If you’ve been searching for an impressive hunting property here in the Driftless Area, you have to take a look at this new listing! If you enjoy deer and turkey hunting with beautiful hardwood ridges, you are going to love this place. While taking p

VIDEOMAP

$1,550,000207 acres

000 Byrds Creek Valley Dr., Blue River, WI, 53518, Richland County

Located just outside of Belleville on the northern border of Green County, this 19.13 +/- acre property offers a tranquil setting ideal for building your dream home in the country, while still being conveniently close to urban amenities! The property

MAP

$325,00019.1 acres

000 County Highway D, Belleville, WI, 53508, Green County

Eric Fabich

Midwest Land Group

VIDEOMAP

$1,195,000155 acres

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

Youre looking at a high-caliber 40+/- acre top-access recreational and hunting property for sale in Southwest Wisconsin! This highly desirable ridgetop real estate located in the north eastly region of Richland County comes to market at a perfect tim

VIDEOMAP

$249,90040 acres

Happy Hollow East Road, Cazenovia, WI, 53924, Richland County

Brandon Wikman

Online-Only Auction | 253+/- Acre Farm with Two Homes in Richland & Sauk Counties, WI Bidding Ends: June 20, 2025 at 1:00 PM | Soft Close with Extended Bidding An exceptional opportunity to purchase a diverse 253+/- acre farm spanning Richland and Sa

MAP

Auction253 acres

County Rd N, Hill Point, WI, 53937, Sauk County

Travis Hamele

Set in the scenic hills of southern Wisconsin, this 38.5-acre estate offers beautifully simple potential building sites, prominent long-range sunset views of the picturesque countryside, 26.5+/- acres of farmland, 12+/- acres wooded, and a peaceful s

Recreational Property for sale in Juneau County, Wisconsin

VIDEOMAP

$327,25038.5 acres

W6876 Wafle Road, Wonewoc, WI, 53968, Juneau County

Patrick Guyse

Whitetail Dreams Real Estate LLC

VIDEOMAP

$1,600,00091 acres

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

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

VIDEOMAP

$250,000100 acres

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

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

Joe Nawrot

44 acres of prime Juneau County hunting with great trails and a homestead! This kind of property doesn't pop up every day! The piece features a number of trails, making travel easy. The 1.5-acre pond is stocked with panfish and smallmouth bass for pl

Under Contract

$350,00044 acres

N9346 State Road 80, Necedah, WI, 54646, Juneau County

Brian Ruesch