Crawford County, WI Homes for Sale (69 Real Estate Listings)

$1,299,900

41180 Sleepy Valley Lane, Marietta

Outstanding 118-acre property in SW Wisconsin's Driftless Zone featuring a Marietta Valley hunting paradise! 200 class deer are harvested in this valley and the next one could be on this pro...

$947,000

13514 Airport Road, Freeman

Ever dreamt of having your own grassy airplane landing strip? This is a one-of-a-kind property that was used as a landing strip at one time with an airplane hanger and now has a new 3-bedroo...

$899,000

19120 Whiteaker Cemetery Lane, Scott

This stunning homestead crowns an 80+ acre ridgetop on a dead-end road. It's 52+/- tillable acres have recently been grazed- electric fencing and water lines to several paddocks. 26+/- wood...

$715,000

11215 Midway Court, Freeman

A rare Mississippi River estate offering unmatched craftsmanship, privacy, and panoramic main-channel views. This executive 3-bed, 3-bath residence is finished with premium details throughou...

$699,900

41180 Sleepy Valley Lane, Marietta

Discover the beauty of Southwest Wisconsin's Driftless area with this exceptional 33.8-acre m/l property on a peaceful dead-end road. The 2,888 square foot home offers 4 bedrooms, 2 baths, a...

$699,900

10715 Colombus Drive, Freeman

Secluded. Sophisticated. Simply spectacular. This stunning bluff-top retreat offers modern luxury surrounded by the breathtaking beauty of Wisconsin’s Driftless Region. Perched on a west-fac...

$679,900

65416 Desoto Bluffs Dr, Freeman

This custom log home was professionally designed and built in 2006 under the direction of an accomplished architect. This experience is conveyed in the specific nuances and detailed impressi...

New Directions Real Estate

$650,000

47251 Torgerson Road, Clayton

Experience country living with room to spread out on just over 5 acres. Built in 2011, this impressive ranch-style log A-frame offers 4 bedrooms, 4 bathrooms, and approximately 3,900 square ...

$649,000

29001 Skyview Lane, Eastman

No Showings until Aug. 15th. A true WI Driftless Area home offering breathtaking canyon-like views over the scenic Kickapoo River Valley. This tastefully designed custom contemporary home fe...

$599,900

38098 Red Cedar Circle, Bridgeport

Brand-new construction now available! Situated on a spacious corner lot, this beautifully designed home features an open-concept layout with seamless flow between the kitchen, dining, and li...

$589,000

46748 Torgerson Road, Clayton

Showings to begin Tuesday, Sept. 22nd. 25+ acres of WI Driftless Region beauty come with this extensively updated, ultra cozy, south-facing cabin-style home! Privacy is assured here due to ...

$549,000

65741 Desoto Bluffs Drive, Freeman

Welcome to your Driftless retreat overlooking the breathtaking Mississippi River. Beautifully maintained 2 bedroom, 2 bathroom home in charming De Soto offers the perfect blend of comfort, i...

$475,000

15017 Eagle Ridge Road, Ferryville

Breathtaking Mississippi River Views! Nestled on a private, wooded ~4.4-acre property high above the water, this stunning true log home offers the ultimate driftless region escape. Enjoy dra...

$475,000

10235 Tavern Rd, Clayton

True outdoorsman dream property! Open and inviting main level is anchored by rich hardwood floors that run throughout. The great room rises to a dramatic vaulted ceiling with floor to celing...

Castle Realty, LLC

$449,000 Mississippi River

15970 Hwy 35, Ferryville

Beautiful opportunity to own a unique property overlooking the Mississippi River that offers a main house, a guest house, large garage that will accomodate a pontoon boat! This custom home ...

$435,000

53951 Rounds Road, Utica

A rural ridge property that checks all the boxes with woods, open land, a lovely 3 bedroom home and pole barn along a paved dead end road just off Hwy 27 in the heart of Crawford County and ...

$430,000

61988 Wildwood Drive, Prairie du Chien

Perched on a peaceful ridge top with just over 3.5 acres, this beautifully updated 3-bedroom, 3-bath ranch offers the space and setting you've been looking for. The main level has been thoug...

$425,000

35103 Nature Lane, Prairie du Chien

Beautiful log retreat nestled just minutes outside Prairie du Chien! This well-crafted 3-bedroom, 2-bath home features soaring vaulted ceilings and an open-concept living, dining, and kitche...