Winona County, MN Homes for Sale (126 Real Estate Listings)

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$3,500,000

32979 County Road 1, La Crescent

4 Beds 5 Baths 138 Acres 5,607 SqFt Single Family MLS® # 6793126

Set along the Apple Blossom Scenic Byway in Southeast Winona County you will find this 2011 custom-built walkout rambler masterpiece. Masterpiece is the best word to describe the home with t...

Whitetail Properties Real Estate

$2,400,000 Lake Winona

661 Market Street, Winona

6 Beds 6 Baths 1 Acres 10,930 SqFt Single Family MLS® # 6770366

This 1929 English manor gracefully blends Tudor and Italian influences, set across four city lots for unmatched privacy and elegance. Designed by noted architect Otto A. Merman, the residenc...

Re/Max Results

$1,500,000 Mississippi River

↓ $200,000

830 Prairie Island Road N, Winona

5 Beds 4 Baths 1 Acres 6,818 SqFt Single Family MLS® # 6745965

This remarkable turn key 5-bedroom, 4-bath riverfront home seamlessly blends timeless design, thoughtful upgrades, and modern comfort in a breathtaking setting. A grand double-door entry ope...

Re/Max Results

$1,475,000

26085 Frank Hill Road, Winona

3 Beds 4 Baths 96 Acres 6,433 SqFt Single Family MLS® # 6773967

Set on 96+/- acres in the Driftless Region of Winona County, this property is a rare find combining modern living with incredible outdoor recreation. Nearly all of the land is heavy timber w...

Whitetail Properties Real Estate

$1,200,000 Bollers

2331 Goodview Road, Winona

5 Beds 3 Baths 40 Acres 6,003 SqFt Single Family MLS® # 6798842

This house truly has it all—set on 40 acres of land on Bollers Lake in Goodview, it offers a rare combination of luxury, comfort, and country living just 2 minutes to Winona. Completely reno...

Edina Realty, Inc.

$1,200,000

2331 Goodview, Winona

5 Beds 3 Baths 40 Acres 5,778 SqFt Single Family MLS® # 1937890

This house truly has it all set on 40 acres of land on Bollers Lake in Goodview, it offers a rare combination of luxury, comfort, & country living just 2 minutes to Winona. Completely renova...

Edina Realty, Inc

$1,100,000

24242 Pfeiffer Hill Road, Wilson Twp

5 Beds 4 Baths 9 Acres 4,842 SqFt Single Family MLS® # 6797932

Wow! Beautiful Cedar House on the Hill with stunning views and amazing sunsets. Custom built 5 bedroom, 4 bath home on 9+ acres of serenity and only 10-12 minutes from Winona. Extremely wel...

Edina Realty, Inc.

$1,050,000

↓ $50,000

36415 Homer Valley Lane, Homer Twp

5 Beds 3 Baths 51 Acres 3,436 SqFt Single Family MLS® # 6770163

Prestine and story book setting is what you will find in this 51 acre hobby farm located just 10 minutes to Winona, Mn & quick access to the I-90. Once used as a horse training facility com...

Century 21 Affiliated

$950,000

↓ $45,000

34506 Pleasant Point, Homer

6 Beds 5 Baths 11 Acres 8,800 SqFt Single Family MLS® # 1912590

Nestled on 10.5 peaceful acres just 12 min from Winona and 30 from La Crosse, this 6-bed, 4.5-bath retreat offers 8,800+ sq ft, a 3-car garage, and a fully private in-law suite with its own ...

Castle Realty, LLC

$950,000

↓ $100,000

34506 Pleasant Point Drive, Homer Twp

6 Beds 5 Baths 11 Acres 7,100 SqFt Single Family MLS® # 6697596

Tucked away on 10.5 peaceful acres, just 12 minutes from Winona and 30 from La Crosse, this one-of-a-kind property offers space, privacy, and purpose. Step inside over 8,800 sq ft of thought...

Castle Realty, LLC

$879,900

↓ $320,100

24334 County Road 9, Homer Twp

3 Beds 4 Baths 10 Acres 4,325 SqFt Single Family MLS® # 6765030

A Rare and Breathtaking 10-Acre Country Retreat! Calling all prairie enthusiasts and lovers of peace and quiet—this one-of-a-kind property is a rare find nestled in the heart of the countrys...

Coldwell Banker River Valley, REALTORS

$879,900

↓ $20,000

24334 County Road 9, Homer

3 Beds 3 Baths 10 Acres 4,324 SqFt Single Family MLS® # 1929125

A Rare and Breathtaking 10-Acre Country Retreat!Calling all prairie enthusiasts and lovers of peace and quiet--this one-of-a-kind property is a rare find nestled in the heart of the countrys...

Coldwell Banker River Valley, REALTORS

$799,900

271 Garvin Heights, Winona

6 Beds 5 Baths 1 Acres 5,129 SqFt Single Family MLS® # 1924819

This home nestled in the scenic Garvin Heights bluff area, this exceptionally well-built 6-bedroom, 5-bath home offers space to live, work, entertain--and even generate income.From the momen...

Coldwell Banker River Valley, REALTORS

$799,900

271 E Garvin Heights Road, Winona

6 Beds 5 Baths 1 Acres 5,629 SqFt Single Family MLS® # 6747800

271 E Garvin Heights – A Rare Opportunity in One of Winona’s Most Sought-After Neighborhoods This home will not disappoint! Nestled in the scenic Garvin Heights bluff area, this exceptional...

Coldwell Banker River Valley, REALTORS

$759,900

↓ $40,000

1397 Soppa Dr, St Charles

4 Beds 4 Baths 2 Acres 5,376 SqFt Single Family MLS® # 6709348

Seller offering contract for deed, financed at 4.99% for up to 5 years. Custom-Built Retreat on 2.26 Wooded Acres in St. Charles, MN Nestled into a serene, tree-lined setting in St. Charle...

Counselor Realty of Rochester

$665,000

↓ $35,000

265 W Broadway Street, Winona

10 Beds 5 Baths 0 Acres 6,082 SqFt Single Family MLS® # 6709766

A rare blend of historic elegance and modern income potential—this stately property is a standout in the heart of Winona. Full of original charm, it features beautiful woodwork, hardwood flo...

Edina Realty, Inc.

$650,000

1955 Brownell Street, St Charles

5 Beds 3 Baths 1 Acres 4,068 SqFt Single Family MLS® # 6760339

Step into this custom built 4 bed 4 bath home, vaulted ceilings, quartz counters, tile work, secondary unit could be perfect for an air bnb, and garage space (6 car attached, rv bay) that is...

Coffee House Real Estate LLC

$645,000

416 Brubaker Drive, St Charles

4 Beds 3 Baths 0 Acres 3,112 SqFt Single Family MLS® # 6757787

Impeccable custom home for the discriminating buyer! This gorgeous NEW CONSTRUCTION rambler offers the ease of one level living in elegance and functionality. With 4 bedrooms, 3 baths spread...

Edina Realty, Inc.

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Winona County, MN Real Estate Statistics

Average Price	$481K
Lowest Price	$7
Highest Price	$4.8M
Total Listings	200
Avg. Price/SQFT	$136

Property Types (active listings)

As of October 12, 2025 there are 126 active Winona County, MN real estate listings for sale with an average listing price of $419,465. The highest-priced property listing is $3,500,000, while the lowest priced property can be purchased for $90,000. Winona County, MN homes for sale have an average price of $141 per square foot, based on listings with an average of 3.5 bedrooms, 2.3 bathrooms, and 2,884 square feet of living space.

Winona County, MN Homes for Sale (126 Real Estate Listings)

$3,500,000

32979 County Road 1, La Crescent

$2,400,000 Lake Winona

661 Market Street, Winona

$1,500,000 Mississippi River

830 Prairie Island Road N, Winona

$1,475,000

26085 Frank Hill Road, Winona

$1,200,000 Bollers

2331 Goodview Road, Winona

$1,200,000

2331 Goodview, Winona

$1,100,000

24242 Pfeiffer Hill Road, Wilson Twp

$1,050,000

36415 Homer Valley Lane, Homer Twp

$950,000

34506 Pleasant Point, Homer

$950,000

34506 Pleasant Point Drive, Homer Twp

$879,900

24334 County Road 9, Homer Twp

$879,900

24334 County Road 9, Homer

$799,900

271 Garvin Heights, Winona

$799,900

271 E Garvin Heights Road, Winona

$759,900

1397 Soppa Dr, St Charles

$665,000

265 W Broadway Street, Winona

$650,000

1955 Brownell Street, St Charles

$645,000

416 Brubaker Drive, St Charles

Related Pages

Winona County, MN Real Estate Statistics

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