Real Estate Investment Properties for Sale in Winona, TX

Looking for investment property in Winona, TX with high ROI ?

Explore a variety of short-term homes & houses in Winona, TX. Invest wisely with VRBO & Winona, TX 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, TX

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
107 Rose Row Ln Winona, TX Dreaming of a lower mortgage payment? Assumable 4.99% Interest Rate (for qualified buyers)...	3 beds \| 2 baths \| 1,715 sq.ft.	$299,500	Airbnb cash on cash: -3.21% Traditional cash on cash: 3.49% Airbnb Rental Income: $627 Traditional Rental Income: $2222 Airbnb ROI: -3.21% Traditional ROI: 3.49%
413 Dallas Winona, TX Welcome to this one-of-a-kind home in Winona! This beautifully designed 3-bedroom property...	3 beds \| 2 baths \| 1,774 sq.ft.	$299,999	Airbnb cash on cash: -1.31% Traditional cash on cash: 4.61% Airbnb Rental Income: $627 Traditional Rental Income: $2006 Airbnb ROI: -1.31% Traditional ROI: 4.61%
114 Hay Meadow Dr Winona, TX Located in the desirable Nolan Farms community, this thoughtfully crafted 3-bedroom, 2-bat...	3 beds \| 2 baths \| 1,617 sq.ft.	$239,900	Airbnb cash on cash: -2.4% Traditional cash on cash: 5.74% Airbnb Rental Income: $627 Traditional Rental Income: $2180 Airbnb ROI: -2.4% Traditional ROI: 5.74%
203 Toro Dr. Winona, TX Welcome to Nolan Farms - where modern design meets quality craftsmanship! Built in 2024 an...	3 beds \| 2 baths \| 1,628 sq.ft.	$277,000	Airbnb cash on cash: -4.63% Traditional cash on cash: 1.95% Airbnb Rental Income: $627 Traditional Rental Income: $2050 Airbnb ROI: -4.63% Traditional ROI: 1.95%
16713 Creek Bottom Court Winona, TX Super cozy barndominium on 4.89 acres. Single-story 2BR + 2BA home with attached 2-car gar...	2 beds \| 2 baths \| 1,200 sq.ft.	$399,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 2.71% Airbnb Rental Income: $2065 Traditional Rental Income: $1741 Airbnb ROI: 2.15% Traditional ROI: 2.71%
19899 Southside Circle Winona, TX Charming lake getaway on private Lake Howell. This 90 acre, member only fishing lake is co...	1 beds \| 1 baths \| 728 sq.ft.	$170,000	Airbnb cash on cash: -3.01% Traditional cash on cash: 5.14% Airbnb Rental Income: $184 Traditional Rental Income: $1285 Airbnb ROI: -3.01% Traditional ROI: 5.14%
13240 CR 353 Winona, TX Discover this one-of-a-kind 3-bedroom, 2-bath home with a 3-car carport, perfectly set on ...	3 beds \| 2 baths \| 3,672 sq.ft.	$430,000	Airbnb cash on cash: -1.7% Traditional cash on cash: 2.2% Airbnb Rental Income: $627 Traditional Rental Income: $1905 Airbnb ROI: -1.7% Traditional ROI: 2.2%
7440 CR 374 Winona, TX New Price! Welcome home to Winona, TX! This 3 bedroom, 2 bath mobile home sits nestled on ...	3 beds \| 2 baths \| 1,568 sq.ft.	$190,000	Airbnb cash on cash: -1.44% Traditional cash on cash: 7.5% Airbnb Rental Income: $627 Traditional Rental Income: $1947 Airbnb ROI: -1.44% Traditional ROI: 7.5%
16943 Ridgeline Loop Winona, TX Hidden in the trees behind a winding concrete drive sits one of Winona's best-kept secrets...	4 beds \| 3 baths \| 2,340 sq.ft.	$629,000	Airbnb cash on cash: 3.08% Traditional cash on cash: 1.99% Airbnb Rental Income: $3445 Traditional Rental Income: $2037 Airbnb ROI: 3.08% Traditional ROI: 1.99%
234 Elm St Winona, TX New construction home scheduled for completion Summer 2026! Photo shown is a rendering bas...	3 beds \| 2 baths \| 1,417 sq.ft.	$239,900	Airbnb cash on cash: -0.78% Traditional cash on cash: 2.96% Airbnb Rental Income: $627 Traditional Rental Income: $1182 Airbnb ROI: -0.78% Traditional ROI: 2.96%
114 Rose Row Winona, TX Welcome home to this beautifully custom-built 2022 brick residence located in desirable **...	3 beds \| 2 baths \| 1,635 sq.ft.	$275,000	Airbnb cash on cash: -1.66% Traditional cash on cash: 5.12% Airbnb Rental Income: $627 Traditional Rental Income: $2090 Airbnb ROI: -1.66% Traditional ROI: 5.12%
17224 Stella Maris St Winona, TX Tucked into the Veritatis Splendor community in a peaceful East Texas setting, this proper...	4 beds \| 3 baths \| 2,007 sq.ft.	$439,900	Airbnb cash on cash: 3.65% Traditional cash on cash: 3.12% Airbnb Rental Income: $3445 Traditional Rental Income: $2464 Airbnb ROI: 3.65% Traditional ROI: 3.12%
108 Hay Meadow Dr Winona, TX Welcome to this beautifully designed, better than new, 4-bedroom, 2-bath home offering the...	4 beds \| 2 baths \| 1,606 sq.ft.	$284,500	Airbnb cash on cash: 6.64% Traditional cash on cash: 4.59% Airbnb Rental Income: $3445 Traditional Rental Income: $2133 Airbnb ROI: 6.64% Traditional ROI: 4.59%
11593 CR 3116 Winona, TX Beautifully maintained manufactured home offering a peaceful country oasis in a highly con...	3 beds \| 2 baths \| 1,980 sq.ft.	$230,000	Airbnb cash on cash: -2.7% Traditional cash on cash: 5.84% Airbnb Rental Income: $627 Traditional Rental Income: $2193 Airbnb ROI: -2.7% Traditional ROI: 5.84%
11585 CR 3168 Winona, TX Beautiful One Owner Custom Home situated on over 25 acres that has 4 bedrooms and 2.5 bath...	4 beds \| 3 baths \| 1,915 sq.ft.	$580,000	Airbnb cash on cash: 2.59% Traditional cash on cash: 1.59% Airbnb Rental Income: $3445 Traditional Rental Income: $2144 Airbnb ROI: 2.59% Traditional ROI: 1.59%
12563 County Road 346 Winona, TX Welcome to 12563 CR 346 in Winona This exceptional new construction home is proudly featur...	4 beds \| 2 baths \| 1,836 sq.ft.	$389,500	Airbnb cash on cash: 5.98% Traditional cash on cash: 4.64% Airbnb Rental Income: $3445 Traditional Rental Income: $2195 Airbnb ROI: 5.98% Traditional ROI: 4.64%
11630 CR 3168 Winona, TX Great opportunity in Winona! This 3-bedroom, 2-bath home built in 2004 sits on a spacious ...	3 beds \| 1 baths \| 1,144 sq.ft.	$125,000	Airbnb cash on cash: -4.08% Traditional cash on cash: 5.12% Airbnb Rental Income: $627 Traditional Rental Income: $1442 Airbnb ROI: -4.08% Traditional ROI: 5.12%
206 Elm Street Winona, TX Prepare to be impressed by the thoughtful design features and extensive mechanical updates...	3 beds \| 2 baths \| 2,070 sq.ft.	$259,950	Airbnb cash on cash: -1.31% Traditional cash on cash: 6.2% Airbnb Rental Income: $627 Traditional Rental Income: $2175 Airbnb ROI: -1.31% Traditional ROI: 6.2%
110 Church St. Winona, TX Zoned commercial and residential, this historic downtown Winona property offers many possi...	4 beds \| 4 baths \| 2,598 sq.ft.	$299,900	Airbnb cash on cash: 7.51% Traditional cash on cash: 10.23% Airbnb Rental Income: $3445 Traditional Rental Income: $3449 Airbnb ROI: 7.51% Traditional ROI: 10.23%
110 Starnes Winona, TX This charming and cozy home, situated in a lovely Winona neighborhood and nestled on just ...	3 beds \| 1 baths \| 1,261 sq.ft.	$184,900	Airbnb cash on cash: -1.26% Traditional cash on cash: 5.5% Airbnb Rental Income: $627 Traditional Rental Income: $1522 Airbnb ROI: -1.26% Traditional ROI: 5.5%

Real Estate investment in Winona, TX

There are 21 properties for sale in the city of Winona . The median list price in Winona is $244,554 and the average price per square foot is $95. In July 2026, the average monthly cash on cash return in Winona is 5.00%. The average monthly rental income in Winona is $2,112.

Winona, TX Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 21 investment properties available for sale in Winona.

In 2026, the best neighborhood to buy investment property is Winona.

The ROI for Long-Term is higher than the Short-Term in Winona with average rental income of $2,112.

Your search for investment property begins and ends here

Investment Property for Sale in Winona, TX

107 Rose Row Ln

Winona, TX

3 beds | 2 baths | 1,715 sq.ft.

$299,500

Airbnb cash on cash: -3.21%

Traditional cash on cash: 3.49%

Airbnb Rental Income: $627

Traditional Rental Income: $2222

Airbnb ROI: -3.21%

Traditional ROI: 3.49%

413 Dallas

Winona, TX

3 beds | 2 baths | 1,774 sq.ft.

$299,999

Airbnb cash on cash: -1.31%

Traditional cash on cash: 4.61%

Airbnb Rental Income: $627

Traditional Rental Income: $2006

Airbnb ROI: -1.31%

Traditional ROI: 4.61%

114 Hay Meadow Dr

Winona, TX

3 beds | 2 baths | 1,617 sq.ft.

$239,900

Airbnb cash on cash: -2.4%

Traditional cash on cash: 5.74%

Airbnb Rental Income: $627

Traditional Rental Income: $2180

Airbnb ROI: -2.4%

Traditional ROI: 5.74%

203 Toro Dr.

Winona, TX

3 beds | 2 baths | 1,628 sq.ft.

$277,000

Airbnb cash on cash: -4.63%

Traditional cash on cash: 1.95%

Airbnb Rental Income: $627

Traditional Rental Income: $2050

Airbnb ROI: -4.63%

Traditional ROI: 1.95%

16713 Creek Bottom Court

Winona, TX

2 beds | 2 baths | 1,200 sq.ft.

$399,000

Airbnb cash on cash: 2.15%

Traditional cash on cash: 2.71%

Airbnb Rental Income: $2065

Traditional Rental Income: $1741

Airbnb ROI: 2.15%

Traditional ROI: 2.71%

19899 Southside Circle

Winona, TX

1 beds | 1 baths | 728 sq.ft.

$170,000

Airbnb cash on cash: -3.01%

Traditional cash on cash: 5.14%

Airbnb Rental Income: $184

Traditional Rental Income: $1285

Airbnb ROI: -3.01%

Traditional ROI: 5.14%

13240 CR 353

Winona, TX

3 beds | 2 baths | 3,672 sq.ft.

$430,000

Airbnb cash on cash: -1.7%

Traditional cash on cash: 2.2%

Airbnb Rental Income: $627

Traditional Rental Income: $1905

Airbnb ROI: -1.7%

Traditional ROI: 2.2%

7440 CR 374

Winona, TX

3 beds | 2 baths | 1,568 sq.ft.

$190,000

Airbnb cash on cash: -1.44%

Traditional cash on cash: 7.5%

Airbnb Rental Income: $627

Traditional Rental Income: $1947

Airbnb ROI: -1.44%