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Wisconsin Region: Southwest House For Sale

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$0 - $49,999 4

$50,000 - $99,999 13

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$250,000 - $499,999 553

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501 - 1,000 Sq. Ft. 58

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4,001+ Sq. Ft. 134

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Southwest Region, WI Houses for Sale

- 1-25 of 1,321 Listings

Legacy Farm in Driftless WI

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

House for sale in Iowa County, Wisconsin

MAP

$2,200,000306 acres

2 beds2 baths

Historic farm with productive ag land, trout stream frontage, mature hardwoods, and two rental homes—offering income, recreation, and rich heritage.

Brandon Wikman

United Country - Midwest Lifestyle Properties

House 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

House for sale in Rock County, Wisconsin

MAP

$450,0005 acres

5 beds2 baths2,608 sqft

14821 W Altman Rd, Orfordville, WI, 53576, Rock County

Welcome to a one-of-a-kind opportunity in Rock County at 14821 W Altman Rd, Orfordville. This secluded country property on 5 acres offers both privacy and proximity, located on a quiet dead-end road just minutes from town with quick access to Highway

Alden Tinder

Whitetail Properties Real Estate

House for sale in Sauk County, Wisconsin

VIDEOMAP

$425,0004.8 acres

3 beds2 baths2,170 sqft

E4377 Dawn Road, Plain, WI, 53577, Sauk County

Nestled in the emerald hills of Sauk County, Wisconsin, this enchanting country home offers 4.8-acres of country living surrounded by towering hardwoods, pristine landscaping, and the tranquil sounds of nature. Whether youre seeking a private year-ro

Brandon Wikman

United Country - Midwest Lifestyle Properties

House for sale in Vernon County, Wisconsin

VIDEOMAP

$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

United Country - Midwest Lifestyle Properties

House for sale in Juneau County, Wisconsin

MAP

$449,90030 acres

4 beds2 baths2,093 sqft

W10130 Powers Road, Elroy, WI, 53929, Juneau County

Welcome to one of the most enchanting hobby farms in Southwest Wisconsinan idyllic 30-acre country retreat located in the heart of Juneau County, just outside the quaint town of Elroy. Set amidst a storybook landscape of rolling bluffs, deep valleys,

Brandon Wikman

United Country - Midwest Lifestyle Properties

VIDEOMAP

$675,00028.2 acres

4 beds3 baths2,352 sqft

E13019 Fairfield Road, Baraboo, WI, 53913, Sauk County

Welcome to one of Wisconsins most unique and picturesque country estatesan extraordinary 28.24-acre retreat located in the Baraboo Bluffs of Sauk County. This breathtaking property blends luxurious rural living with unforgettable natural beauty, incl

Brandon Wikman

United Country - Midwest Lifestyle Properties

VIDEOMAP

$450,00021.8 acres

2 beds2 baths1,778 sqft

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

Brandon Wikman

United Country - Midwest Lifestyle Properties

House for sale in Crawford County, Wisconsin

MAP

$179,0002 acres

2 beds1 baths1,400 sqft

50220 Turkey Ridge Road, Gays Mills, WI, 54631, Crawford County

Discover rustic charm in central Crawford County with this country home and acreage. This charming home sits on 2 +/- acres, complete with a detached two-stall garage and a large historic barn. The home features approximately 1,400 square feet of liv

Jason Heller

Midwest Land Group

MAP

$525,00040 acres

1 beds1 baths1,880 sqft

Pine Ave, Hillsboro, WI, 54634, Vernon County

Escape to one of Southwest Wisconsins most coveted woodland retreats! Located in the rolling hills of Vernon County just outside of Hillsboro, this stunning 40-acre property offers absolute privacy, total seclusion, and a lifestyle immersed in natura

Brandon Wikman

United Country - Midwest Lifestyle Properties

House for sale in Richland County, Wisconsin

VIDEOMAP

$1,620,000217 acres

2 beds1 baths1,568 sqft

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

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

Travis Hamele

United Country - Midwest Lifestyle Properties

VIDEOMAP

$574,90040 acres

2 beds2 baths2,600 sqft

13504 Jungle Bar Lane, Cazenovia, WI, 53924, Richland County

Dream Retreat for Sale in Richland County, Wisconsin Priced Below Appraised Value! Are you in search of the perfect Southwest Wisconsin deer hunting camp or a tranquil countryside escape? This incredible 40-acre recreational property in Richland Coun

Brandon Wikman

United Country - Midwest Lifestyle Properties

House for sale in Green County, Wisconsin

VIDEO

$619,90035.4 acres

2 beds1 baths1,755 sqft

W8940 County Highway B, Browntown, WI, 53522, Green County

Welcome to W8940 County Road B, a picturesque 35.43-acre farmette located just outside of Browntown in Green County, Wisconsin. Set against the peaceful backdrop of the Pecatonica River, this unique property offers a harmonious blend of fertile farml

Adam Crist

Peoples Company

Under Contract

$499,00019.9 acres

4 beds3 baths2,450 sqft

W9037 Ridgeview Trail, New Lisbon, WI, 53950, Juneau County

Nestled on a quiet dead-end road, this chalet-style home beautifully surveys your sprawling 19.9-acre estate, complete with access to a private, shared pond! With ample space for the entire family, this residence boasts 2,450+/- sq. ft. featuring 4 b

Patrick Guyse

Whitetail Dreams Real Estate LLC

House for sale in Dane County, Wisconsin

$2,500,000130 acres

3 beds1 baths1,259 sqft

4923 Meek Road, Arlington, WI, 53911, Dane County

Large Acreage w/ Home, Outbuildings & Diverse Opportunity! Discover a rare opportunity to own 129.9 acres of versatile countryside, offering a unique combination of income-producing farmland, abundant recreational potential, and country living just a

Aaron Dobbs

Weiss Realty LLC

VIDEOMAP

$269,99911.6 acres

3 beds1 baths768 sqft

28043 Kickapoo Valley Road, Steuben, WI, 54657, Crawford County

Showings can start 5/18/2025. Discover the perfect blend of tranquility and adventure at 28043 Kickapoo Valley Road, a charming riverside cabin offering two parcels (11.58+/- acres) with 1800 +/- feet of picturesque Kickapoo River frontage. This 768

Jeff Long

Base Camp Country Real Estate Inc.

VIDEOMAP

$1,245,00081 acres

4 beds3 baths3,365 sqft

S3358 Hass Lane, Viroqua, WI, 54665, Vernon County

Welcome to one of the most extraordinary estates for sale in Southwest Wisconsin a luxurious custom-built home perched on the highest ridgetop in the neighborhood. This awe-inspiring legacy property located in Veron County harbors 81-acres of refined

Brandon Wikman

United Country - Midwest Lifestyle Properties

MAP

$525,00040 acres

1 beds1 baths1,880 sqft

Pine Ave, Hillsboro, WI, 54634, Vernon County

Joe Nawrot

United Country - Midwest Lifestyle Properties

MAP

$365,0008 acres

5 beds1 baths2,156 sqft

30784 County Road OO, Richland Center, WI, 53581, Richland County

Welcome to your own private piece of the Driftless Region! Nestled in the rolling hills of Richland County, Wisconsin, this charming farmhouse spans 8 acres of beautifully maintained landperfect for hunters, hobby farmers, or anyone looking to live a

Dylan Fluekiger

Midwest Land Group

VIDEOMAP

$675,00028.2 acres

4 beds3 baths2,352 sqft

E13019 Fairfield Road, Baraboo, WI, 53913, Sauk County

Joe Nawrot

United Country - Midwest Lifestyle Properties

House for sale in La Crosse County, Wisconsin

$1,300,000120 acres

3 beds1 baths1,250 sqft

N305 Neisen Rd, Coon Valley, WI, 54623, La Crosse County

Country Home with Acreage in La Crosse County! Located atop NorthRidge in the Town of Greenfield, this is a rare opportunity to own a home on approximately 120 acresjust a short drive from the City of La Crosse. This 3-bedroom, 1-bath ranch-style hom

Alex Loesel

Weiss Realty

VIDEOMAP

$425,0004.8 acres

3 beds2 baths2,170 sqft

E4377 Dawn Road, Plain, WI, 53577, Sauk County

Josh Genz

United Country - Midwest Lifestyle Properties

VIDEO

$1,050,00077 acres

3 beds1 baths1,254 sqft

W2828 Hafen Rd, Juda, WI, 53550, Green County

Charming Country Home with Outbuildings on 77 Scenic Acres Juda, Wisconsin Welcome to W2828 Hafen Road, a peaceful rural retreat tucked away on a quiet private road just outside of Juda in Green County. This well-maintained ranch-style home offers 1,

MAP

26860 Fiddlers Green Road, Richland Center, WI, 53581, Richland County

Discover 43 acres of prime Driftless Area land, perfectly blending recreational opportunity with functional living and workspace. The property boasts four established food plots, five box blinds, and an extensive trail system ideal for deer, turkey,

Jeff Long

Base Camp Country Real Estate Inc.

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