Real Estate Investment Properties for Sale in Winona Lake, IN

Looking for investment property in Winona Lake, IN with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1307 Sunday Ln Winona Lake, IN Cute home that gets you close to the action in the Village at Winona. Back deck and large...	2 beds \| 1 baths \| 1,036 sq.ft.	$219,000	Airbnb cash on cash: 6.44% Traditional cash on cash: 2.3% Airbnb Rental Income: $2259 Traditional Rental Income: $835 Airbnb ROI: 6.44% Traditional ROI: 2.3%
1458 Rutland Ct Winona Lake, IN Welcome home to the popular Lexington Manor. A corner setting with a spacious home offerin...	4 beds \| 3 baths \| 2,631 sq.ft.	$300,000	Airbnb cash on cash: 4.22% Traditional cash on cash: 7.03% Airbnb Rental Income: $2499 Traditional Rental Income: $2689 Airbnb ROI: 4.22% Traditional ROI: 7.03%
1937 Troon Road Winona Lake, IN Incredible 3 bedroom ranch situated on a quiet cul-de-sac on the 5th hole of Stonehenge Go...	3 beds \| 2 baths \| 1,543 sq.ft.	$329,900	Airbnb cash on cash: 2.03% Traditional cash on cash: 4.51% Airbnb Rental Income: $1729 Traditional Rental Income: $2019 Airbnb ROI: 2.03% Traditional ROI: 4.51%
207 Boys City Dr Winona Lake, IN New Price! If you are looking for a house and location that feels like home, this is what ...	4 beds \| 2 baths \| 2,240 sq.ft.	$339,000	Airbnb cash on cash: 3.68% Traditional cash on cash: 5.95% Airbnb Rental Income: $2499 Traditional Rental Income: $2619 Airbnb ROI: 3.68% Traditional ROI: 5.95%
2098 S Raccoon Run Blvd Winona Lake, IN Brand new! Just built by Majestic Homes, The Tennessee offers nearly 2,000 sq. ft of finis...	3 beds \| 2 baths \| 1,979 sq.ft.	$429,900	Airbnb cash on cash: 0.17% Traditional cash on cash: 2.92% Airbnb Rental Income: $1729 Traditional Rental Income: $2362 Airbnb ROI: 0.17% Traditional ROI: 2.92%
905 Esplanade St Winona Lake, IN Welcome to Winona Lake, a celebrated all-sports lake known for its vibrant cultural scene,...	4 beds \| 4 baths \| 4,592 sq.ft.	$2,199,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 0.25% Airbnb Rental Income: $2499 Traditional Rental Income: $4324 Airbnb ROI: -0.94% Traditional ROI: 0.25%
3173 E Rocky Way Winona Lake, IN Welcome to your summer retreat at Raccoon Run in beautiful Winona Lake. This brand-new, 2,...	3 beds \| 2 baths \| 2,033 sq.ft.	$464,900	Airbnb cash on cash: 0.46% Traditional cash on cash: 3.25% Airbnb Rental Income: $1729 Traditional Rental Income: $2468 Airbnb ROI: 0.46% Traditional ROI: 3.25%
3202 E Rocky Way Winona Lake, IN NEW CONSTRUCTION VILLA in Raccoon Run. This thoughtfully designed Ryder floor plan offers ...	3 beds \| 2 baths \| 2,025 sq.ft.	$419,740	Airbnb cash on cash: 0.7% Traditional cash on cash: 3.79% Airbnb Rental Income: $1729 Traditional Rental Income: $2468 Airbnb ROI: 0.7% Traditional ROI: 3.79%
Site 27 Bandit Cv Winona Lake, IN Lot 30 Bandit Cv, Winona Lake, IN 46590 \| Single Family Residential	3 beds \| 2 baths \| 1,607 sq.ft.	$329,900	Airbnb cash on cash: 1.38% Traditional cash on cash: 3.26% Airbnb Rental Income: $1729 Traditional Rental Income: $1835 Airbnb ROI: 1.38% Traditional ROI: 3.26%
TBD Lot #85 in Lamp Post Manor Estates Rd Winona Lake, IN Don't miss this rare chance to build your dream home in the established Lamp Post Manor ne...	3 beds \| 2 baths \| 1,497 sq.ft.	$455,100	Airbnb cash on cash: 0.88% Traditional cash on cash: 2.87% Airbnb Rental Income: $1729 Traditional Rental Income: $2099 Airbnb ROI: 0.88% Traditional ROI: 2.87%
TBD Lot #88 in Lamp Post Manor Estates Rd Winona Lake, IN Don't miss this rare chance to build your dream home in the established Lamp Post Manor ne...	3 beds \| 2 baths \| 1,800 sq.ft.	$552,600	Airbnb cash on cash: 0.4% Traditional cash on cash: 2.9% Airbnb Rental Income: $1729 Traditional Rental Income: $2543 Airbnb ROI: 0.4% Traditional ROI: 2.9%
2817 E Prestwick Rd Winona Lake, IN Welcome home to timeless elegance and effortless living in this beautifully maintained bri...	4 beds \| 4 baths \| 4,324 sq.ft.	$485,000	Airbnb cash on cash: 2.02% Traditional cash on cash: 8.59% Airbnb Rental Income: $2499 Traditional Rental Income: $4874 Airbnb ROI: 2.02% Traditional ROI: 8.59%
Integrity 1610S Plan Winona Lake, IN Integrity 1610S Plan, Winona Lake, IN 46590 \| Single Family Residential	3 beds \| 2 baths \| 1,607 sq.ft.	$296,035	Airbnb cash on cash: 2.31% Traditional cash on cash: 3.78% Airbnb Rental Income: $1729 Traditional Rental Income: $1661 Airbnb ROI: 2.31% Traditional ROI: 3.78%
2490 Bandit Cv Winona Lake, IN 2490 Bandit Cv, Winona Lake, IN 46590 \| Single Family Residential	3 beds \| 2 baths \| 1,607 sq.ft.	$329,900	Airbnb cash on cash: 1.38% Traditional cash on cash: 3.51% Airbnb Rental Income: $1729 Traditional Rental Income: $1911 Airbnb ROI: 1.38% Traditional ROI: 3.51%
608 Lake John Cir Winona Lake, IN Step inside this beautifully updated split-level home where nearly every detail has been t...	3 beds \| 2 baths \| 2,458 sq.ft.	$299,900	Airbnb cash on cash: 2.42% Traditional cash on cash: 6.44% Airbnb Rental Income: $1729 Traditional Rental Income: $2388 Airbnb ROI: 2.42% Traditional ROI: 6.44%
1 Park Ave #302 Winona Lake, IN Enjoy maintenance-free lake living at the historic Winona Hotel Condominiums, ideally loca...	2 beds \| 2 baths \| 1,201 sq.ft.	$339,900	Airbnb cash on cash: 0.97% Traditional cash on cash: -0.6% Airbnb Rental Income: $2259 Traditional Rental Income: $1194 Airbnb ROI: 0.97% Traditional ROI: -0.6%
801 Roy St Winona Lake, IN **Open House on Saturday, June 13, 2026 at 12:00 PM - 2:00 PM and June 14,2026 at 12:00 PM...	3 beds \| 2 baths \| 2,208 sq.ft.	$350,000	Airbnb cash on cash: 1.77% Traditional cash on cash: 5.68% Airbnb Rental Income: $1729 Traditional Rental Income: $2537 Airbnb ROI: 1.77% Traditional ROI: 5.68%
2245 Bandit Cv Winona Lake, IN BRAND NEW WINDSOR VILLA!! - in the fresh NEIGHBORHOOD of RACCOON RUN! Nestled outside of W...	3 beds \| 2 baths \| 2,015 sq.ft.	$429,860	Airbnb cash on cash: 1.45% Traditional cash on cash: 4.52% Airbnb Rental Income: $1729 Traditional Rental Income: $2489 Airbnb ROI: 1.45% Traditional ROI: 4.52%
806 Sharon St Winona Lake, IN 806 Sharon St, Winona Lake, IN 46590 \| Single Family Residential	3 beds \| 2 baths \| 1,152 sq.ft.	$274,900	Airbnb cash on cash: 2.63% Traditional cash on cash: 3.05% Airbnb Rental Income: $1729 Traditional Rental Income: $1361 Airbnb ROI: 2.63% Traditional ROI: 3.05%
403 Mineral Spgs Winona Lake, IN Welcome Home to 403 Mineral Springs Blvd! Imagine waking up in a home where the best of Wi...	3 beds \| 1 baths \| 944 sq.ft.	$227,000	Airbnb cash on cash: 3.19% Traditional cash on cash: 2.87% Airbnb Rental Income: $1729 Traditional Rental Income: $1183 Airbnb ROI: 3.19% Traditional ROI: 2.87%
2599 Liberty Dr Winona Lake, IN 2599 Liberty Dr, Winona Lake, IN 46590 \| Single Family Residential	4 beds \| 3 baths \| 3,878 sq.ft.	$499,900	Airbnb cash on cash: 1.95% Traditional cash on cash: 2.95% Airbnb Rental Income: $2499 Traditional Rental Income: $2364 Airbnb ROI: 1.95% Traditional ROI: 2.95%
1313 Eola Dr Winona Lake, IN 1313 Eola Dr, Winona Lake, IN 46590 \| Single Family Residential	4 beds \| 2 baths \| 2,375 sq.ft.	$315,000	Airbnb cash on cash: 4.23% Traditional cash on cash: 4.78% Airbnb Rental Income: $2499 Traditional Rental Income: $2054 Airbnb ROI: 4.23% Traditional ROI: 4.78%
1361 Freedom Pkwy Winona Lake, IN 1361 Freedom Pkwy, Winona Lake, IN 46590 \| Condo/Coop	3 beds \| 2 baths \| 1,825 sq.ft.	$411,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 2.17% Airbnb Rental Income: $1729 Traditional Rental Income: $1842 Airbnb ROI: 0.64% Traditional ROI: 2.17%
2806 Sharon St Winona Lake, IN 2806 Sharon St, Winona Lake, IN 46590 \| Single Family Residential	3 beds \| 1 baths \| 1,008 sq.ft.	$139,900	Airbnb cash on cash: 6.8% Traditional cash on cash: 5.93% Airbnb Rental Income: $1729 Traditional Rental Income: $1135 Airbnb ROI: 6.8% Traditional ROI: 5.93%
207 7th St Winona Lake, IN 207 7th St, Winona Lake, IN 46590 \| Single Family Residential	3 beds \| 2 baths \| 2,276 sq.ft.	$329,000	Airbnb cash on cash: 1.9% Traditional cash on cash: 3.92% Airbnb Rental Income: $1729 Traditional Rental Income: $1876 Airbnb ROI: 1.9% Traditional ROI: 3.92%
Walkerton Floor Plan Plan Winona Lake, IN Walkerton Floor Plan Plan, Winona Lake, IN 46590 \| Single Family Residential	3 beds \| 2 baths \| 1,815 sq.ft.	$475,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 1.98% Airbnb Rental Income: $1729 Traditional Rental Income: $1793 Airbnb ROI: 0.76% Traditional ROI: 1.98%
2316 E Winona Ave Winona Lake, IN 2316 E Winona Ave, Winona Lake, IN 46590 \| Condo/Coop	2 beds \| 2 baths \| 1,167 sq.ft.	$490,000	Airbnb cash on cash: -0.37% Traditional cash on cash: -0.5% Airbnb Rental Income: $2259 Traditional Rental Income: $1633 Airbnb ROI: -0.37% Traditional ROI: -0.5%
106 Southfield Rd Winona Lake, IN 106 Southfield Rd, Winona Lake, IN 46590 \| Single Family Residential	5 beds \| 3 baths \| 6,128 sq.ft.	$949,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.21% Airbnb Rental Income: $null Traditional Rental Income: $2789 Airbnb ROI: N/A Traditional ROI: 1.21%
2664 Harmony Ct Winona Lake, IN 2664 Harmony Ct, Winona Lake, IN 46590 \| Single Family Residential	5 beds \| 4 baths \| 4,223 sq.ft.	$545,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.53% Airbnb Rental Income: $null Traditional Rental Income: $3367 Airbnb ROI: N/A Traditional ROI: 4.53%
Ryder Floor Plan Plan Winona Lake, IN Ryder Floor Plan Plan, Winona Lake, IN 46590 \| Single Family Residential	3 beds \| 2 baths \| 1,673 sq.ft.	$459,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 1.88% Airbnb Rental Income: $1729 Traditional Rental Income: $1692 Airbnb ROI: 0.85% Traditional ROI: 1.88%
2624 Wildwood Ln Winona Lake, IN 2624 Wildwood Ln, Winona Lake, IN 46590 \| Single Family Residential	5 beds \| 4 baths \| 5,747 sq.ft.	$919,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.95% Airbnb Rental Income: $null Traditional Rental Income: $3339 Airbnb ROI: N/A Traditional ROI: 1.95%
501 S Morton St Winona Lake, IN 501 S Morton St, Winona Lake, IN 46590 \| Single Family Residential	3 beds \| 1 baths \| 948 sq.ft.	$185,500	Airbnb cash on cash: 4.73% Traditional cash on cash: 3.61% Airbnb Rental Income: $1729 Traditional Rental Income: $1055 Airbnb ROI: 4.73% Traditional ROI: 3.61%
1329 Wooster Rd Winona Lake, IN NEW SALES PRICE. Welcome to your own private country retreat just minutes from Grace Colle...	3 beds \| 2 baths \| 2,150 sq.ft.	$339,900	Airbnb cash on cash: 1.77% Traditional cash on cash: 5.18% Airbnb Rental Income: $1729 Traditional Rental Income: $2340 Airbnb ROI: 1.77% Traditional ROI: 5.18%
1438 Rutland Court Winona Lake, IN This home is located in Lexington Manor and sits near the end by the cul-de-sac. It featur...	5 beds \| 3 baths \| 2,682 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.55% Airbnb Rental Income: $null Traditional Rental Income: $2859 Airbnb ROI: N/A Traditional ROI: 6.55%

Real Estate investment in Winona-lake, IN

There are 39 properties for sale in the city of Winona Lake . The median list price in Winona Lake is $342,695 and the average price per square foot is $147. In October 2026, the average monthly cash on cash return in Winona Lake is 4.00%. The average monthly rental income in Winona Lake is $2,218.

Winona-lake, IN Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 39 investment properties available for sale in Winona-lake.

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

The ROI for Long-Term is higher than the Short-Term in Winona-lake with average rental income of $2,218.

Your search for investment property begins and ends here

Investment Property for Sale in Winona Lake, IN

1307 Sunday Ln

Winona Lake, IN

2 beds | 1 baths | 1,036 sq.ft.

$219,000

Airbnb cash on cash: 6.44%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $2259

Traditional Rental Income: $835

Airbnb ROI: 6.44%

Traditional ROI: 2.3%

1458 Rutland Ct

Winona Lake, IN

4 beds | 3 baths | 2,631 sq.ft.

$300,000

Airbnb cash on cash: 4.22%

Traditional cash on cash: 7.03%

Airbnb Rental Income: $2499

Traditional Rental Income: $2689

Airbnb ROI: 4.22%

Traditional ROI: 7.03%

1937 Troon Road

Winona Lake, IN

3 beds | 2 baths | 1,543 sq.ft.

$329,900

Airbnb cash on cash: 2.03%

Traditional cash on cash: 4.51%

Airbnb Rental Income: $1729

Traditional Rental Income: $2019

Airbnb ROI: 2.03%

Traditional ROI: 4.51%

207 Boys City Dr

Winona Lake, IN

4 beds | 2 baths | 2,240 sq.ft.

$339,000

Airbnb cash on cash: 3.68%

Traditional cash on cash: 5.95%

Airbnb Rental Income: $2499

Traditional Rental Income: $2619

Airbnb ROI: 3.68%

Traditional ROI: 5.95%

2098 S Raccoon Run Blvd

Winona Lake, IN

3 beds | 2 baths | 1,979 sq.ft.

$429,900

Airbnb cash on cash: 0.17%

Traditional cash on cash: 2.92%

Airbnb Rental Income: $1729

Traditional Rental Income: $2362

Airbnb ROI: 0.17%

Traditional ROI: 2.92%

905 Esplanade St

Winona Lake, IN

4 beds | 4 baths | 4,592 sq.ft.

$2,199,000

Airbnb cash on cash: -0.94%

Traditional cash on cash: 0.25%

Airbnb Rental Income: $2499

Traditional Rental Income: $4324

Airbnb ROI: -0.94%

Traditional ROI: 0.25%

3173 E Rocky Way

Winona Lake, IN

3 beds | 2 baths | 2,033 sq.ft.

$464,900

Airbnb cash on cash: 0.46%

Traditional cash on cash: 3.25%

Airbnb Rental Income: $1729

Traditional Rental Income: $2468

Airbnb ROI: 0.46%

Traditional ROI: 3.25%

3202 E Rocky Way

Winona Lake, IN

3 beds | 2 baths | 2,025 sq.ft.

$419,740

Airbnb cash on cash: 0.7%

Traditional cash on cash: 3.79%

Airbnb Rental Income: $1729

Traditional Rental Income: $2468

Airbnb ROI: 0.7%