Real Estate Investment Properties for Sale in Oshkosh, WI

Looking for investment property in Oshkosh, WI with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
23 W SMITH Avenue Oshkosh, WI 3 bedroom, 2 full bath bi-level home in a convenient Oshkosh location close to schools and...	3 beds \| 2 baths \| 1,645 sq.ft.	$269,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 6.37% Airbnb Rental Income: $821 Traditional Rental Income: $2346 Airbnb ROI: -0.93% Traditional ROI: 6.37%
2374 SHORE PRESERVE Drive Oshkosh, WI Welcome Home to this beautiful ranch! Home offers welcoming foyer with vaulted ceilings, k...	3 beds \| 4 baths \| 3,089 sq.ft.	$480,000	Airbnb cash on cash: -1.57% Traditional cash on cash: 2.46% Airbnb Rental Income: $950 Traditional Rental Income: $2409 Airbnb ROI: -1.57% Traditional ROI: 2.46%
1044 GRAND Street Oshkosh, WI Adorable Oshkosh ranch style home! Located close to downtown, this charming 2 bedroom home...	2 beds \| 1 baths \| 1,224 sq.ft.	$195,000	Airbnb cash on cash: -1.53% Traditional cash on cash: 3.3% Airbnb Rental Income: $510 Traditional Rental Income: $1130 Airbnb ROI: -1.53% Traditional ROI: 3.3%
1641 JACKSON Street Oshkosh, WI Charming historic home in Oshkosh's Jackson historic section. Step into timeless character...	3 beds \| 2 baths \| 2,308 sq.ft.	$258,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 8.03% Airbnb Rental Income: $958 Traditional Rental Income: $2623 Airbnb ROI: -0.23% Traditional ROI: 8.03%
1951 AMY JO Drive Oshkosh, WI Experience comfort and quality in this impeccably maintained quad-level home. The interior...	4 beds \| 2 baths \| 1,953 sq.ft.	$350,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 5.1% Airbnb Rental Income: $921 Traditional Rental Income: $2512 Airbnb ROI: -0.79% Traditional ROI: 5.1%
314 VIOLA Avenue Oshkosh, WI Prime Investment opportunity on the north side of Oshkosh! This income producing duplex of...	N/A beds \| N/A baths \| 2,268 sq.ft.	$169,900	Airbnb cash on cash: -2.94% Traditional cash on cash: 5.98% Airbnb Rental Income: $302 Traditional Rental Income: $1508 Airbnb ROI: -2.94% Traditional ROI: 5.98%
1929 INDIAN POINT Road Oshkosh, WI Welcome to this great one-acre property in the Town of Oshkosh! This home offers the space...	3 beds \| 2 baths \| 1,920 sq.ft.	$364,900	Airbnb cash on cash: -0.23% Traditional cash on cash: 5.1% Airbnb Rental Income: $983 Traditional Rental Income: $2459 Airbnb ROI: -0.23% Traditional ROI: 5.1%
819 OTTER Avenue Oshkosh, WI Welcome to this inviting 2-story home featuring 3 bedrooms and 2 full bathrooms, offering ...	3 beds \| 2 baths \| 1,520 sq.ft.	$219,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 8.65% Airbnb Rental Income: $1250 Traditional Rental Income: $2367 Airbnb ROI: 1.35% Traditional ROI: 8.65%
1133 ALGOMA Boulevard Oshkosh, WI 3.00% VA ASSUMABLE MORTGAGE - $288k balance can be assumed by ANY buyer. (VA eligibility n...	4 beds \| 3 baths \| 3,360 sq.ft.	$439,900	Airbnb cash on cash: -0.5% Traditional cash on cash: 4.65% Airbnb Rental Income: $1349 Traditional Rental Income: $3058 Airbnb ROI: -0.5% Traditional ROI: 4.65%
908 W 10TH Avenue Oshkosh, WI Great opportunity for an owner/occupant or investor! This well-maintained upper/lower dupl...	N/A beds \| N/A baths \| 1,472 sq.ft.	$180,000	Airbnb cash on cash: -1.57% Traditional cash on cash: 5.79% Airbnb Rental Income: $302 Traditional Rental Income: $1325 Airbnb ROI: -1.57% Traditional ROI: 5.79%
613 SHAWANO Avenue Oshkosh, WI Great opportunity in a convenient Oshkosh location with strong rental history and a curren...	3 beds \| 1 baths \| 912 sq.ft.	$167,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 7.17% Airbnb Rental Income: $1137 Traditional Rental Income: $1625 Airbnb ROI: 1.73% Traditional ROI: 7.17%
402 W 10TH Avenue Oshkosh, WI Character meets modern! The main floor has a functional layout with a spacious dining area...	3 beds \| 2 baths \| 1,457 sq.ft.	$179,900	Airbnb cash on cash: 1.28% Traditional cash on cash: 8.1% Airbnb Rental Income: $1137 Traditional Rental Income: $1927 Airbnb ROI: 1.28% Traditional ROI: 8.1%
4431 SWALLOW BANKS Lane Oshkosh, WI Welcome to this immaculate home set on .81 (+/-) acre lot w/ shared pond! Currently a succ...	4 beds \| 4 baths \| 4,245 sq.ft.	$585,000	Airbnb cash on cash: -1.17% Traditional cash on cash: 4.62% Airbnb Rental Income: $921 Traditional Rental Income: $3740 Airbnb ROI: -1.17% Traditional ROI: 4.62%
636 W 7TH Avenue Oshkosh, WI Showings start April 10th. Tucked at the end of a quiet cup-de-sac with a spacious yard! T...	3 beds \| 1 baths \| 1,416 sq.ft.	$209,900	Airbnb cash on cash: 0.93% Traditional cash on cash: 4.98% Airbnb Rental Income: $1115 Traditional Rental Income: $1546 Airbnb ROI: 0.93% Traditional ROI: 4.98%
2457 BLAKE Court Oshkosh, WI Move in ready, recently updated! Set on a quiet cul de sac on Oshkosh's desirable west sid...	2 beds \| 2 baths \| 1,170 sq.ft.	$259,900	Airbnb cash on cash: -2.29% Traditional cash on cash: 3.36% Airbnb Rental Income: $564 Traditional Rental Income: $1668 Airbnb ROI: -2.29% Traditional ROI: 3.36%
1823 ASHLAND Street Oshkosh, WI Step into this charming, fully refreshed ranch home that blends modern updates with easy, ...	2 beds \| 1 baths \| 664 sq.ft.	$136,000	Airbnb cash on cash: -1.6% Traditional cash on cash: 6.6% Airbnb Rental Income: $483 Traditional Rental Income: $1283 Airbnb ROI: -1.6% Traditional ROI: 6.6%
513 EVANS Street Oshkosh, WI This adorable home has extensive updates and is ready for you to call home. The large livi...	3 beds \| 2 baths \| 1,272 sq.ft.	$165,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 10.11% Airbnb Rental Income: $1148 Traditional Rental Income: $2082 Airbnb ROI: 1.76% Traditional ROI: 10.11%
858 VINE Avenue Oshkosh, WI Well-maintained 3-bed 1-bath home close to Downtown Oshkosh. This home has been completely...	3 beds \| 1 baths \| 1,140 sq.ft.	$189,900	Airbnb cash on cash: 0.3% Traditional cash on cash: 4.86% Airbnb Rental Income: $958 Traditional Rental Income: $1434 Airbnb ROI: 0.3% Traditional ROI: 4.86%
620 PROSPECT Avenue Oshkosh, WI This super cute 4-bedroom Oshkosh home is full of charm! You'll love the welcoming front e...	4 beds \| 1 baths \| 1,340 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.4% Airbnb Rental Income: $null Traditional Rental Income: $1654 Airbnb ROI: N/A Traditional ROI: 6.4%
2985 PINE RIDGE Road Oshkosh, WI Two-story home in the desirable Town of Algoma! The spacious kitchen offers an open-concep...	4 beds \| 4 baths \| 4,288 sq.ft.	$509,900	Airbnb cash on cash: -1.4% Traditional cash on cash: 4.19% Airbnb Rental Income: $921 Traditional Rental Income: $3246 Airbnb ROI: -1.4% Traditional ROI: 4.19%
1600 DEERFIELD Drive Oshkosh, WI Well maintained , charming, 3 B/R ,2.5 bath, two-story colonial home. Located in the desir...	3 beds \| 3 baths \| 2,228 sq.ft.	$359,990	Airbnb cash on cash: -1.06% Traditional cash on cash: 4.21% Airbnb Rental Income: $939 Traditional Rental Income: $2374 Airbnb ROI: -1.06% Traditional ROI: 4.21%
120 BOWEN Street Oshkosh, WI Charming 3-Bedroom, 1-Bath Home - Move-In Ready! Step inside this freshly painted home fea...	3 beds \| 1 baths \| 1,080 sq.ft.	$125,000	Airbnb cash on cash: 2.78% Traditional cash on cash: 6.3% Airbnb Rental Income: $1137 Traditional Rental Income: $1183 Airbnb ROI: 2.78% Traditional ROI: 6.3%
920 N LARK Street Oshkosh, WI Fabulous opportunity in Oshkosh! 3 BR, 1 full BA ranch home nestled on a low traffic stree...	3 beds \| 1 baths \| 960 sq.ft.	$205,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 3.62% Airbnb Rental Income: $939 Traditional Rental Income: $1280 Airbnb ROI: 0.09% Traditional ROI: 3.62%
1906 MITCHELL Street Oshkosh, WI This beautifully updated 3BR, 2BA ranch in Oshkosh offers more space than you'd expect. In...	3 beds \| 2 baths \| 1,670 sq.ft.	$275,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 4.65% Airbnb Rental Income: $950 Traditional Rental Income: $1929 Airbnb ROI: -0.47% Traditional ROI: 4.65%
3507 W 20TH Avenue Oshkosh, WI Come see this home on its partially wooded .88 lot. It has a Great location, close to the ...	3 beds \| 2 baths \| 2,154 sq.ft.	$375,000	Airbnb cash on cash: -1.55% Traditional cash on cash: 2.65% Airbnb Rental Income: $939 Traditional Rental Income: $2070 Airbnb ROI: -1.55% Traditional ROI: 2.65%
217 MILL Street Oshkosh, WI Prime investment opportunity located near parks, shopping, dining, and the riverfront-an a...	3 beds \| 1 baths \| 892 sq.ft.	$139,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 5.3% Airbnb Rental Income: $1137 Traditional Rental Income: $1138 Airbnb ROI: 2.45% Traditional ROI: 5.3%
421 ROCK Place Oshkosh, WI Charming 2-bedroom, 1-bath ranch home in Oshkosh! Step inside through the inviting enclose...	2 beds \| 1 baths \| 720 sq.ft.	$150,000	Airbnb cash on cash: -1.45% Traditional cash on cash: 5.66% Airbnb Rental Income: $510 Traditional Rental Income: $1256 Airbnb ROI: -1.45% Traditional ROI: 5.66%
236 W 20TH Avenue Oshkosh, WI Check out 236 W 20th Ave in Oshkosh! This move-in-ready 3-bedroom, 1-bath home has a lot t...	3 beds \| 1 baths \| 1,472 sq.ft.	$264,900	Airbnb cash on cash: -0.01% Traditional cash on cash: 2.11% Airbnb Rental Income: $1137 Traditional Rental Income: $1288 Airbnb ROI: -0.01% Traditional ROI: 2.11%
824 STARBOARD Court Oshkosh, WI Attention boaters! Boasting 166' of frontage on channel waters to lake winnebago, boat lif...	3 beds \| 2 baths \| 2,010 sq.ft.	$459,900	Airbnb cash on cash: -1.58% Traditional cash on cash: 3.85% Airbnb Rental Income: $821 Traditional Rental Income: $2829 Airbnb ROI: -1.58% Traditional ROI: 3.85%
514 W IRVING Avenue Oshkosh, WI Looking to expand your rental portfolio? This charming duplex located near UWO is in a pri...	N/A beds \| N/A baths \| 1,992 sq.ft.	$265,000	Airbnb cash on cash: -2.37% Traditional cash on cash: 3.16% Airbnb Rental Income: $302 Traditional Rental Income: $1443 Airbnb ROI: -2.37% Traditional ROI: 3.16%
1120 E Parkway Ave Oshkosh, WI Rare Opportunity to Add a Perfectly Maintained Building to Your Portfolio at a 7.2 CAP! Th...	N/A beds \| N/A baths \| N/A	$3,999,900	Airbnb cash on cash: -2.62% Traditional cash on cash: -2.2% Airbnb Rental Income: $302 Traditional Rental Income: $1589 Airbnb ROI: -2.62% Traditional ROI: -2.2%
1475 COUNTY ROAD I Oshkosh, WI This Home is a Magical Place! Nearly 20 Acres, Secluded Setting, 4 Bed, 4 Full Bath, 2 Liv...	3 beds \| 4 baths \| 3,155 sq.ft.	$875,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 2.09% Airbnb Rental Income: $1250 Traditional Rental Income: $3183 Airbnb ROI: -0.77% Traditional ROI: 2.09%
2120 CRANE Street Oshkosh, WI This is the kind of Oshkosh property that almost never comes along. Fully remodeled from t...	3 beds \| 2 baths \| 1,332 sq.ft.	$369,900	Airbnb cash on cash: -0.67% Traditional cash on cash: 3.75% Airbnb Rental Income: $950 Traditional Rental Income: $2139 Airbnb ROI: -0.67% Traditional ROI: 3.75%
2710 SHOREWOOD Drive Oshkosh, WI WELCOME to this beautiful lakefront property nestled on an acre overlooking 120' of west s...	4 beds \| 3 baths \| 3,726 sq.ft.	$1,300,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.96% Airbnb Rental Income: $null Traditional Rental Income: $3394 Airbnb ROI: N/A Traditional ROI: 0.96%
5235 CHESAPEAKE Court Oshkosh, WI Tucked along a peaceful channel of Lake Winnebago, this inviting 3 BR, 2.5 BA ranch offers...	3 beds \| 3 baths \| 2,374 sq.ft.	$515,000	Airbnb cash on cash: -0.65% Traditional cash on cash: 4.6% Airbnb Rental Income: $983 Traditional Rental Income: $3159 Airbnb ROI: -0.65% Traditional ROI: 4.6%
280 N Campbell Road #C Oshkosh, WI WATERFRONT VIEWS from the three season room on the second floor of this lovely condo unit....	2 beds \| 2 baths \| 948 sq.ft.	$185,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 6.79% Airbnb Rental Income: $939 Traditional Rental Income: $1702 Airbnb ROI: 0.49% Traditional ROI: 6.79%
2084 S POINT COMFORT Road Oshkosh, WI Water Frontage home at a great price beautifully remodeled by Burkham Built! Sellers have ...	2 beds \| 2 baths \| 1,450 sq.ft.	$379,900	Airbnb cash on cash: -0.96% Traditional cash on cash: 4.54% Airbnb Rental Income: $598 Traditional Rental Income: $2272 Airbnb ROI: -0.96% Traditional ROI: 4.54%
829 PROSPECT Avenue Oshkosh, WI Welcome to this charming 3-4 bedroom, 1-bath character home featuring incredible woodwork ...	3 beds \| 1 baths \| 1,757 sq.ft.	$249,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 5.88% Airbnb Rental Income: $958 Traditional Rental Income: $2020 Airbnb ROI: -0.12% Traditional ROI: 5.88%
500 SCOTT Avenue Oshkosh, WI Charming 4-bedroom, 2-bath home in Oshkosh with excellent rental history and unbeatable lo...	4 beds \| 2 baths \| 1,484 sq.ft.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.93% Airbnb Rental Income: $null Traditional Rental Income: $2456 Airbnb ROI: N/A Traditional ROI: 11.93%
1150 LAAGER Lane Oshkosh, WI This well cared for, 3-bedroom, 2.5-bath two-story home offers comfort, function, and thou...	3 beds \| 3 baths \| 2,241 sq.ft.	$389,900	Airbnb cash on cash: -1.13% Traditional cash on cash: 4.54% Airbnb Rental Income: $939 Traditional Rental Income: $2667 Airbnb ROI: -1.13% Traditional ROI: 4.54%

Real Estate investment in Oshkosh, WI

There are 124 properties for sale in the city of Oshkosh . The median list price in Oshkosh is $258,950 and the average price per square foot is $158. In May 2026, the average monthly cash on cash return in Oshkosh is 5.00%. The average monthly rental income in Oshkosh is $1,806.

Oshkosh, WI Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 124 investment properties available for sale in Oshkosh.

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

The ROI for Long-Term is higher than the Short-Term in Oshkosh with average rental income of $1,806.

Your search for investment property begins and ends here

Investment Property for Sale in Oshkosh, WI

23 W SMITH Avenue

Oshkosh, WI

3 beds | 2 baths | 1,645 sq.ft.

$269,000

Airbnb cash on cash: -0.93%

Traditional cash on cash: 6.37%

Airbnb Rental Income: $821

Traditional Rental Income: $2346

Airbnb ROI: -0.93%

Traditional ROI: 6.37%

2374 SHORE PRESERVE Drive

Oshkosh, WI

3 beds | 4 baths | 3,089 sq.ft.

$480,000

Airbnb cash on cash: -1.57%

Traditional cash on cash: 2.46%

Airbnb Rental Income: $950

Traditional Rental Income: $2409

Airbnb ROI: -1.57%

Traditional ROI: 2.46%

1044 GRAND Street

Oshkosh, WI

2 beds | 1 baths | 1,224 sq.ft.

$195,000

Airbnb cash on cash: -1.53%

Traditional cash on cash: 3.3%

Airbnb Rental Income: $510

Traditional Rental Income: $1130

Airbnb ROI: -1.53%

Traditional ROI: 3.3%

1641 JACKSON Street

Oshkosh, WI

3 beds | 2 baths | 2,308 sq.ft.

$258,000

Airbnb cash on cash: -0.23%

Traditional cash on cash: 8.03%

Airbnb Rental Income: $958

Traditional Rental Income: $2623

Airbnb ROI: -0.23%

Traditional ROI: 8.03%

1951 AMY JO Drive

Oshkosh, WI

4 beds | 2 baths | 1,953 sq.ft.

$350,000

Airbnb cash on cash: -0.79%

Traditional cash on cash: 5.1%

Airbnb Rental Income: $921

Traditional Rental Income: $2512

Airbnb ROI: -0.79%

Traditional ROI: 5.1%

314 VIOLA Avenue

Oshkosh, WI

N/A beds | N/A baths | 2,268 sq.ft.

$169,900

Airbnb cash on cash: -2.94%

Traditional cash on cash: 5.98%

Airbnb Rental Income: $302

Traditional Rental Income: $1508

Airbnb ROI: -2.94%

Traditional ROI: 5.98%

1929 INDIAN POINT Road

Oshkosh, WI

3 beds | 2 baths | 1,920 sq.ft.

$364,900

Airbnb cash on cash: -0.23%

Traditional cash on cash: 5.1%

Airbnb Rental Income: $983

Traditional Rental Income: $2459

Airbnb ROI: -0.23%

Traditional ROI: 5.1%

819 OTTER Avenue

Oshkosh, WI

3 beds | 2 baths | 1,520 sq.ft.

$219,000

Airbnb cash on cash: 1.35%

Traditional cash on cash: 8.65%

Airbnb Rental Income: $1250

Traditional Rental Income: $2367

Airbnb ROI: 1.35%