Real Estate Investment Properties for Sale in Winona, MN
Looking for investment property in Winona, MN with high ROI ?
Explore a variety of short-term homes & houses in Winona, MN. Invest wisely with VRBO & Winona, MN Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Winona, MN
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
36217 Old Homer RdWinona, MNThis charming craftsman-style home in Homer offers beautiful hardwood floors and a picture... |
2 beds | 1 baths | 1,876 sq.ft. |
$189,000 |
Airbnb cash on cash: 2.1%
|
351 Chatfield StWinona, MNWonderfully updated 3 bedroom, 2.5 bath home with fenced backyard, large deck & 2-car gara... |
3 beds | 2 baths | 1,841 sq.ft. |
$240,000 |
Airbnb cash on cash: 5.75%
|
293 Orrin StWinona, MNAmazing 1.5 story, large landscaped lot, eat in kitchen. Tile floor, Huge patio, master ba... |
3 beds | 2 baths | 1,283 sq.ft. |
$265,000 |
Airbnb cash on cash: 4.91%
|
3525 W 7th St #BWinona, MNNicely located on private townhouse road. Enjoy a well cared for 4 bed/3 bath/2 car garage... |
4 beds | 2 baths | 2,175 sq.ft. |
$284,900 |
Airbnb cash on cash: N/A
|
52 Mount Vernon CourtWinona, MNCharming 3-bedroom, 3-bath home located on a quiet cul-de-sac at 52 Mount Vernon Ct in Win... |
3 beds | 3 baths | 1,832 sq.ft. |
$315,000 |
Airbnb cash on cash: 3.61%
|
36074 Old Homer RdWinona, MNBREATHTAKING VIEWS THAT WILL NEVER GET OLD! You'll enjoy the river & bluff scenery from ev... |
3 beds | 2 baths | 2,460 sq.ft. |
$589,900 |
Airbnb cash on cash: 1.43%
|
2220 Garvin Heights RdWinona, MNRight on the edge of town sits this picturesque custom built home. Sitting on 4 acres with... |
4 beds | 3 baths | 4,061 sq.ft. |
$799,900 |
Airbnb cash on cash: N/A
|
770 52nd AveWinona, MNEverything you need is on the main floor!! Spacious and open 2 bedroom 2 bath ranch home o... |
2 beds | 1 baths | 1,736 sq.ft. |
$330,000 |
Airbnb cash on cash: 0.4%
|
1051 W King StWinona, MNWelcome to a spacious and charming 3 bedroom, 1 bathroom home. This is open concept and ma... |
3 beds | 1 baths | 1,296 sq.ft. |
$187,900 |
Airbnb cash on cash: 7.23%
|
622 Main StWinona, MNFixer upper, Duplex!! This 3-bedroom, 2-bath duplex is a hidden gem, brimming with potenti... |
4 beds | 2 baths | 1,597 sq.ft. |
$384,900 |
Airbnb cash on cash: N/A
|
551 E 5th StWinona, MNStunning Turn-of-the-Century Brick Home with Modern Updates! This beautifully preserved 4-... |
4 beds | 2 baths | 2,432 sq.ft. |
$379,900 |
Airbnb cash on cash: N/A
|
661 Market StWinona, MN661 Market St, Winona, MN 55987 | Single Family Residential |
6 beds | 4 baths | 7,316 sq.ft. |
$2,174,000 |
Airbnb cash on cash: N/A
|
2331 Goodview RdWinona, MN2331 Goodview Rd, Winona, MN 55987 | Single Family Residential |
5 beds | 2 baths | 5,778 sq.ft. |
$850,000 |
Airbnb cash on cash: N/A
|
653 Johnson StWinona, MN653 Johnson St, Winona, MN 55987 | Single Family Residential |
2 beds | 1 baths | 1,160 sq.ft. |
$148,900 |
Airbnb cash on cash: 2.64%
|
24334 County Rd 9Winona, MNNestled in the beautiful, natural setting of Cedar Valley, this 15+/- acre property offers... |
3 beds | 3 baths | 4,200 sq.ft. |
$799,000 |
Airbnb cash on cash: 0.1%
|
221 E 8th StWinona, MNThis up/down duplex is a must-see for anyone looking for an income property. Located in a ... |
7 beds | 2 baths | 2,491 sq.ft. |
$229,000 |
Airbnb cash on cash: 4.98%
|
1845 W 5th StWinona, MN1845 W 5th St, Winona, MN 55987 | Other |
N/A beds | N/A baths | 0 sq.ft. |
$2,199,999 |
Airbnb cash on cash: -1.8%
|
8670 - 8690 Locust LnWinona, MN8670 - 8690 Locust Ln, Winona, MN 55987 | Other |
N/A beds | N/A baths | N/A |
$55,000 |
Airbnb cash on cash: 9.56%
|
1797 Service DrWinona, MN1797 Service Dr, Winona, MN 55987 | Other |
N/A beds | N/A baths | N/A |
$140,000 |
Airbnb cash on cash: 2.71%
|
263 Franklin StWinona, MN263 Franklin St, Winona, MN 55987 | Single Family Residential |
5 beds | 2 baths | 1,408 sq.ft. |
$189,999 |
Airbnb cash on cash: N/A
|
1780 Valley View DrWinona, MN1780 Valley View Dr, Winona, MN 55987 | Other |
N/A beds | N/A baths | N/A |
$79,900 |
Airbnb cash on cash: 6.12%
|
24413 Pickwick Loop RdWinona, MN24413 Pickwick Loop Rd, Winona, MN 55987 | Single Family Residential |
3 beds | 3 baths | 3,217 sq.ft. |
$390,000 |
Airbnb cash on cash: 2.39%
|
1426 Mcnally Dr #IWinona, MNWelcome to this spacious and well-updated 3-bedroom, 3-bath corner-unit townhome offering ... |
3 beds | 2 baths | 2,077 sq.ft. |
$244,900 |
Airbnb cash on cash: 4.62%
|
51 W Sarnia StWinona, MN51 W Sarnia St, Winona, MN 55987 | Single Family Residential |
5 beds | 3 baths | 4,308 sq.ft. |
$848,000 |
Airbnb cash on cash: N/A
|
54 Brickyard LnWinona, MN54 Brickyard Ln, Winona, MN 55987 | Single Family Residential |
2 beds | 3 baths | 1,902 sq.ft. |
$549,000 |
Airbnb cash on cash: -1.15%
|
76 Rodeo DrWinona, MN76 Rodeo Dr, Winona, MN 55987 | Single Family Residential |
4 beds | 3 baths | 3,924 sq.ft. |
$549,900 |
Airbnb cash on cash: N/A
|
24345 E Burns Valley RdWinona, MN24345 E Burns Valley Rd, Winona, MN 55987 | Other |
N/A beds | N/A baths | N/A |
$154,000 |
Airbnb cash on cash: 2.29%
|
62 Wildridge DrWinona, MN62 Wildridge Dr, Winona, MN 55987 | Other |
N/A beds | N/A baths | N/A |
$79,900 |
Airbnb cash on cash: 6.12%
|
476 Main StWinona, MNLOCATION, LOCATION, LOCATION! Long time investment property for sale right across the stre... |
5 beds | 2 baths | 1,744 sq.ft. |
$249,000 |
Airbnb cash on cash: 0.29%
|
975 W 2nd StWinona, MN975 W 2nd St, Winona, MN 55987 | Single Family Residential |
3 beds | 1 baths | 1,031 sq.ft. |
$170,000 |
Airbnb cash on cash: 8.05%
|
1888 Gilmore AveWinona, MN1888 Gilmore Ave, Winona, MN 55987 | Single Family Residential |
3 beds | 1 baths | 1,296 sq.ft. |
$254,900 |
Airbnb cash on cash: 4.73%
|
24141 Homer Valley RdWinona, MNEscape to your own private retreat in the scenic bluff country of Winona, MN. This charmin... |
2 beds | 1 baths | 2,272 sq.ft. |
$475,000 |
Airbnb cash on cash: -0.32%
|
5250 W 9th StWinona, MN5250 W 9th St, Winona, MN 55987 | Single Family Residential |
5 beds | 2 baths | 2,288 sq.ft. |
$320,000 |
Airbnb cash on cash: N/A
|
267 W Mill StWinona, MNThis home, which is rental certified until September 2027, is a well-maintained 3 bedroom,... |
3 beds | 1 baths | 1,346 sq.ft. |
$249,900 |
Airbnb cash on cash: 5.12%
|
625 E Mark StWinona, MNWelcome to this spacious and well-maintained home in the heart of Winona! Featuring five b... |
5 beds | 3 baths | 2,520 sq.ft. |
$299,900 |
Airbnb cash on cash: N/A
|
1366 Lorrai DrWinona, MN1366 Lorrai Dr, Winona, MN 55987 | Single Family Residential |
3 beds | 2 baths | 2,608 sq.ft. |
$318,000 |
Airbnb cash on cash: 3.39%
|
24020 Cty RD 17Winona, MN24020 Cty RD 17, Winona, MN 55987 | Single Family Residential |
3 beds | 3 baths | 5,744 sq.ft. |
$2,550,000 |
Airbnb cash on cash: -1.42%
|
65 E Broadway StWinona, MN65 E Broadway St, Winona, MN 55987 | Single Family Residential |
4 beds | 2 baths | 2,549 sq.ft. |
$449,900 |
Airbnb cash on cash: N/A
|
39271 Kc DrWinona, MN39271 Kc Dr, Winona, MN 55987 | Single Family Residential |
3 beds | 3 baths | 2,390 sq.ft. |
$440,000 |
Airbnb cash on cash: 1.88%
|
25020 Gull LnWinona, MNWelcome to river living! Enjoy your own piece of Mississippi River paradise with this char... |
2 beds | 1 baths | 1,400 sq.ft. |
$525,000 |
Airbnb cash on cash: -0.25%
|
Real Estate investment in Winona, MN
There are 88 properties for sale in the city of Winona . The median list price in Winona is $242,855 and the average price per square foot is $106. In August 2026, the average monthly cash on cash return in Winona is 5.00%. The average monthly rental income in Winona is $2,027.