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
865 PORTSIDE Court Oshkosh, WI Stunning City of Oshkosh home on a cul de sac! Step inside to be greeted with cathedral ce...	3 beds \| 3 baths \| 3,168 sq.ft.	$425,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 3.32% Airbnb Rental Income: $1219 Traditional Rental Income: $2398 Airbnb ROI: -0.62% Traditional ROI: 3.32%
353 W 12TH Avenue Oshkosh, WI Affordable and Adorable! Welcome to this charming 1.5 story home, blending old fashion cha...	3 beds \| 1 baths \| 1,190 sq.ft.	$189,900	Airbnb cash on cash: 0.43% Traditional cash on cash: 5.49% Airbnb Rental Income: $1038 Traditional Rental Income: $1590 Airbnb ROI: 0.43% Traditional ROI: 5.49%
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: -1.83% Traditional cash on cash: 2.39% Airbnb Rental Income: $839 Traditional Rental Income: $2409 Airbnb ROI: -1.83% Traditional ROI: 2.39%
1111 KNAPP Street Oshkosh, WI Updated 3 bedroom 2 full bath open concept ranch on a 230ft deep lot with a 3 car garage a...	3 beds \| 2 baths \| 1,483 sq.ft.	$267,900	Airbnb cash on cash: -0.07% Traditional cash on cash: 5.73% Airbnb Rental Income: $1038 Traditional Rental Income: $2143 Airbnb ROI: -0.07% Traditional ROI: 5.73%
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.	$229,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 8.24% Airbnb Rental Income: $1023 Traditional Rental Income: $2367 Airbnb ROI: 0.38% Traditional ROI: 8.24%
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.	$447,900	Airbnb cash on cash: -1.04% Traditional cash on cash: 4.49% Airbnb Rental Income: $1112 Traditional Rental Income: $3058 Airbnb ROI: -1.04% Traditional ROI: 4.49%
312 W MELVIN Avenue Oshkosh, WI Light-filled, move-in ready 3-bed, 1-bath home with an open, welcoming first floor - excel...	3 beds \| 1 baths \| 1,161 sq.ft.	$144,900	Airbnb cash on cash: 0.37% Traditional cash on cash: 9.09% Airbnb Rental Income: $853 Traditional Rental Income: $1733 Airbnb ROI: 0.37% Traditional ROI: 9.09%
1507 W MURDOCK Avenue Oshkosh, WI Donât miss this beautifully updated 4 bedroom, 2.5 bath home just minutes from Highway 4...	4 beds \| 3 baths \| 2,519 sq.ft.	$324,900	Airbnb cash on cash: 0.4% Traditional cash on cash: 7.76% Airbnb Rental Income: $1407 Traditional Rental Income: $3232 Airbnb ROI: 0.4% Traditional ROI: 7.76%
1410 BERGER Street Oshkosh, WI Move-in ready 3-bedroom, 1-bath Cape Cod with a great mix of charm and updates. Features i...	3 beds \| 1 baths \| 1,140 sq.ft.	$230,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 4.11% Airbnb Rental Income: $1156 Traditional Rental Income: $1488 Airbnb ROI: 0.83% Traditional ROI: 4.11%
1235 WALNUT Street Oshkosh, WI Check out this charming 3-Bedroom Home with Upgrades Inside and Out This well-kept home of...	3 beds \| 1 baths \| 1,287 sq.ft.	$225,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 6.12% Airbnb Rental Income: $1038 Traditional Rental Income: $1922 Airbnb ROI: 0.27% Traditional ROI: 6.12%
1638 JACKSON Street Oshkosh, WI This Well-Maintained House Is Not Your Average Money Pit! Tired of cookie-cutter houses wi...	3 beds \| 2 baths \| 1,589 sq.ft.	$225,000	Airbnb cash on cash: 0.24% Traditional cash on cash: 8.61% Airbnb Rental Income: $1038 Traditional Rental Income: $2457 Airbnb ROI: 0.24% Traditional ROI: 8.61%
4500 CEDAR VIEW Drive Oshkosh, WI Beautiful 2,731 sq. ft. home with scenic views of Lake Winnebago-just 350-400 meters from ...	3 beds \| 2 baths \| 2,731 sq.ft.	$425,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 3.6% Airbnb Rental Income: $982 Traditional Rental Income: $2536 Airbnb ROI: -1.19% Traditional ROI: 3.6%
122 Mill St Oshkosh, WI Fabulous location just blocks from Menomonee Park, the Zoo, Lake Winnebago, the Fox River,...	2 beds \| 2 baths \| 1,475 sq.ft.	$169,900	Airbnb cash on cash: -1.15% Traditional cash on cash: 10.12% Airbnb Rental Income: $574 Traditional Rental Income: $2115 Airbnb ROI: -1.15% Traditional ROI: 10.12%
1919 WINCHESTER Avenue Oshkosh, WI Every corner of this absolutely beautiful ranch invites you to relax, stay awhile, and fee...	3 beds \| 2 baths \| 1,008 sq.ft.	$259,900	Airbnb cash on cash: -0.66% Traditional cash on cash: 4.35% Airbnb Rental Income: $839 Traditional Rental Income: $1740 Airbnb ROI: -0.66% Traditional ROI: 4.35%
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.	$164,999	Airbnb cash on cash: 1.33% Traditional cash on cash: 4.55% Airbnb Rental Income: $1038 Traditional Rental Income: $1183 Airbnb ROI: 1.33% Traditional ROI: 4.55%
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.	$149,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 4.89% Airbnb Rental Income: $1038 Traditional Rental Income: $1138 Airbnb ROI: 1.65% Traditional ROI: 4.89%
2346 HICKORY Lane Oshkosh, WI One of a kind character home with 110 feet of frontage on Lake Winnebago. Set on a quiet s...	5 beds \| 4 baths \| 3,684 sq.ft.	$799,900	Airbnb cash on cash: 0.25% Traditional cash on cash: 4.2% Airbnb Rental Income: $2693 Traditional Rental Income: $5002 Airbnb ROI: 0.25% Traditional ROI: 4.2%
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: -0.56% Traditional cash on cash: 3.13% Airbnb Rental Income: $853 Traditional Rental Income: $1443 Airbnb ROI: -0.56% Traditional ROI: 3.13%
1001 BAY SHORE Drive Oshkosh, WI Discover a lucrative investment opportunity with this 16-unit property, featuring a 14-uni...	N/A beds \| N/A baths \| 15,660 sq.ft.	$1,550,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.81% Airbnb Rental Income: $null Traditional Rental Income: $1934 Airbnb ROI: N/A Traditional ROI: -0.81%
1120 E Parkway Ave Oshkosh, WI Rare Opportunity to Add a Perfectly Maintained Building to Your Portfolio at a 7.5 CAP! Th...	N/A beds \| N/A baths \| N/A	$3,899,900	Airbnb cash on cash: N/A Traditional cash on cash: -1.72% Airbnb Rental Income: $null Traditional Rental Income: $1589 Airbnb ROI: N/A Traditional ROI: -1.72%
1545 COUNTY RD I Oshkosh, WI This unique 15 acre earth home situated just south of the city of Oshkosh. Boasts beautifu...	N/A beds \| N/A baths \| 3,544 sq.ft.	$699,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.68% Airbnb Rental Income: $null Traditional Rental Income: $1437 Airbnb ROI: N/A Traditional ROI: 0.68%
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: -1% Traditional cash on cash: 2.09% Airbnb Rental Income: $1023 Traditional Rental Income: $3183 Airbnb ROI: -1% Traditional ROI: 2.09%
810 MCKINLEY Street Oshkosh, WI Don't miss this great opportunity to own a 2-bedroom, 1-bath home in a prime location-dire...	2 beds \| 1 baths \| 1,012 sq.ft.	$130,000	Airbnb cash on cash: -1.67% Traditional cash on cash: 7.93% Airbnb Rental Income: $491 Traditional Rental Income: $1420 Airbnb ROI: -1.67% Traditional ROI: 7.93%
826 MCKINLEY Street Oshkosh, WI Versatile property, just a short walk from campus and local amenities. Currently leased. P...	4 beds \| 2 baths \| 1,530 sq.ft.	$189,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.91% Airbnb Rental Income: $null Traditional Rental Income: $2341 Airbnb ROI: N/A Traditional ROI: 9.91%
731 SCOTT Avenue Oshkosh, WI Spacious and conveniently located! This 4-bedroom, 1-bath home is just minutes from the UW...	4 beds \| 1 baths \| 1,558 sq.ft.	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.29% Airbnb Rental Income: $null Traditional Rental Income: $1992 Airbnb ROI: N/A Traditional ROI: 10.29%
813 CHERRY Street Oshkosh, WI Duplex in the Heart of Oshkosh - Prime Investment or Owner-Occupy Opportunity! Upper/lower...	2 beds \| 2 baths \| 1,864 sq.ft.	$135,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.75% Airbnb Rental Income: $null Traditional Rental Income: $1351 Airbnb ROI: N/A Traditional ROI: 6.75%
5235 CHESAPEAKE Court Oshkosh, WI Charming 3-bedroom ranch located along channel of Lake Winnebago. Enjoy the beautifully la...	3 beds \| 3 baths \| 2,374 sq.ft.	$490,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 4.87% Airbnb Rental Income: $982 Traditional Rental Income: $3159 Airbnb ROI: -0.64% Traditional ROI: 4.87%
822 OAK Street Oshkosh, WI Just one block from Menominee Park, Menominee School and Lake Winnebago, this Craftsman ho...	2 beds \| 1 baths \| 924 sq.ft.	$165,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 6.15% Airbnb Rental Income: $662 Traditional Rental Income: $1449 Airbnb ROI: -0.75% Traditional ROI: 6.15%
2084 S POINT COMFORT Road Oshkosh, WI All but brand new water Frontage home at a great price with even better craftsmanship! Sel...	2 beds \| 2 baths \| 1,450 sq.ft.	$399,900	Airbnb cash on cash: -0.48% Traditional cash on cash: 4.28% Airbnb Rental Income: $813 Traditional Rental Income: $2272 Airbnb ROI: -0.48% Traditional ROI: 4.28%
1545 ARBORETUM Drive unit: 422 #422 Oshkosh, WI Stunning 3 story River Mill condo with gorgeous top floor water front views! This spacious...	3 beds \| 3 baths \| 3,374 sq.ft.	$580,000	Airbnb cash on cash: -1.85% Traditional cash on cash: 2.9% Airbnb Rental Income: $1038 Traditional Rental Income: $3248 Airbnb ROI: -1.85% Traditional ROI: 2.9%
829 PROSPECT Avenue Oshkosh, WI Welcome to this charming 3-bedroom, 1-bath character home featuring incredible woodwork an...	3 beds \| 1 baths \| 1,757 sq.ft.	$245,000	Airbnb cash on cash: 0.18% Traditional cash on cash: 5.99% Airbnb Rental Income: $1038 Traditional Rental Income: $2020 Airbnb ROI: 0.18% Traditional ROI: 5.99%
2441 PATRIOT Lane Oshkosh, WI Enjoy comfort and efficiency in this inviting twindominium! This 2-bedroom, 3-bath home of...	2 beds \| 3 baths \| 2,316 sq.ft.	$329,900	Airbnb cash on cash: -1.3% Traditional cash on cash: 6.5% Airbnb Rental Income: $774 Traditional Rental Income: $2874 Airbnb ROI: -1.3% Traditional ROI: 6.5%
2455 BLAKE Court Oshkosh, WI Move in ready! Set on a quiet cul de sac on Oshkosh's desirable west side this 2 bedroom 1...	2 beds \| 2 baths \| 1,170 sq.ft.	$249,900	Airbnb cash on cash: -1.79% Traditional cash on cash: 4.02% Airbnb Rental Income: $774 Traditional Rental Income: $1827 Airbnb ROI: -1.79% Traditional ROI: 4.02%
1402 WALNUT Street Oshkosh, WI	4 beds \| 2 baths \| 1,260 sq.ft.	$149,900	Airbnb cash on cash: 3.55% Traditional cash on cash: 11.55% Airbnb Rental Income: $1407 Traditional Rental Income: $2132 Airbnb ROI: 3.55% Traditional ROI: 11.55%
7046 S US HIGHWAY 45 Oshkosh, WI Luxuriously appointed 4BR/4BA modern craftsman home on a 1.88 ac Winnebago lakefront lot! ...	4 beds \| 4 baths \| 4,494 sq.ft.	$1,375,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.72% Airbnb Rental Income: $null Traditional Rental Income: $4437 Airbnb ROI: N/A Traditional ROI: 1.72%
819 HARNEY Avenue Oshkosh, WI Welcome to your next chapter in this 2 bed, 1 bath cape cod home. With a functional layout...	2 beds \| 1 baths \| 1,191 sq.ft.	$150,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 8.12% Airbnb Rental Income: $813 Traditional Rental Income: $1668 Airbnb ROI: -0.1% Traditional ROI: 8.12%
876 W 19TH Avenue Oshkosh, WI You'll fall in love with this spacious colonial style home in a lovely established Oshkosh...	5 beds \| 3 baths \| 2,367 sq.ft.	$325,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 6.68% Airbnb Rental Income: $1557 Traditional Rental Income: $2937 Airbnb ROI: 0.7% Traditional ROI: 6.68%
1755 CROWN Drive Oshkosh, WI Welcome home to this beautifully crafted 3 BR 2.5 BA ranch where no detail was spared. A ...	3 beds \| 3 baths \| 2,796 sq.ft.	$607,900	Airbnb cash on cash: -0.74% Traditional cash on cash: 3.1% Airbnb Rental Income: $1156 Traditional Rental Income: $2951 Airbnb ROI: -0.74% Traditional ROI: 3.1%
459 W 17TH Avenue Oshkosh, WI Welcome home to this charming 1.5-story home on a corner lot at 459 W 17th Ave in Oshkosh!...	2 beds \| 1 baths \| 1,226 sq.ft.	$194,900	Airbnb cash on cash: -1.52% Traditional cash on cash: 5.2% Airbnb Rental Income: $574 Traditional Rental Income: $1534 Airbnb ROI: -1.52% Traditional ROI: 5.2%
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.	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.22% Airbnb Rental Income: $null Traditional Rental Income: $2456 Airbnb ROI: N/A Traditional ROI: 11.22%

Real Estate investment in Oshkosh, WI

There are 89 properties for sale in the city of Oshkosh . The median list price in Oshkosh is $230,000 and the average price per square foot is $120. In December 2025, the average monthly cash on cash return in Oshkosh is 5.00%. The average monthly rental income in Oshkosh is $1,992.

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

There are 89 investment properties available for sale in Oshkosh.

In 2025, the best neighborhood to buy investment property is Millers Bay.

The ROI for Short-Term is higher than the Long-Term in Oshkosh with average rental income of $1,038.

Your search for investment property begins and ends here

Investment Property for Sale in Oshkosh, WI

865 PORTSIDE Court

Oshkosh, WI

3 beds | 3 baths | 3,168 sq.ft.

$425,000

Airbnb cash on cash: -0.62%

Traditional cash on cash: 3.32%

Airbnb Rental Income: $1219

Traditional Rental Income: $2398

Airbnb ROI: -0.62%

Traditional ROI: 3.32%

353 W 12TH Avenue

Oshkosh, WI

3 beds | 1 baths | 1,190 sq.ft.

$189,900

Airbnb cash on cash: 0.43%

Traditional cash on cash: 5.49%

Airbnb Rental Income: $1038

Traditional Rental Income: $1590

Airbnb ROI: 0.43%

Traditional ROI: 5.49%

2374 SHORE PRESERVE Drive

Oshkosh, WI

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

$480,000

Airbnb cash on cash: -1.83%

Traditional cash on cash: 2.39%

Airbnb Rental Income: $839

Traditional Rental Income: $2409

Airbnb ROI: -1.83%

Traditional ROI: 2.39%

1111 KNAPP Street

Oshkosh, WI

3 beds | 2 baths | 1,483 sq.ft.

$267,900

Airbnb cash on cash: -0.07%

Traditional cash on cash: 5.73%

Airbnb Rental Income: $1038

Traditional Rental Income: $2143

Airbnb ROI: -0.07%

Traditional ROI: 5.73%

819 OTTER Avenue

Oshkosh, WI

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

$229,000

Airbnb cash on cash: 0.38%

Traditional cash on cash: 8.24%

Airbnb Rental Income: $1023

Traditional Rental Income: $2367

Airbnb ROI: 0.38%

Traditional ROI: 8.24%

1133 ALGOMA Boulevard

Oshkosh, WI

4 beds | 3 baths | 3,360 sq.ft.

$447,900

Airbnb cash on cash: -1.04%

Traditional cash on cash: 4.49%

Airbnb Rental Income: $1112

Traditional Rental Income: $3058

Airbnb ROI: -1.04%

Traditional ROI: 4.49%

312 W MELVIN Avenue

Oshkosh, WI

3 beds | 1 baths | 1,161 sq.ft.

$144,900

Airbnb cash on cash: 0.37%

Traditional cash on cash: 9.09%

Airbnb Rental Income: $853

Traditional Rental Income: $1733

Airbnb ROI: 0.37%

Traditional ROI: 9.09%

1507 W MURDOCK Avenue

Oshkosh, WI

4 beds | 3 baths | 2,519 sq.ft.

$324,900

Airbnb cash on cash: 0.4%

Traditional cash on cash: 7.76%

Airbnb Rental Income: $1407

Traditional Rental Income: $3232

Airbnb ROI: 0.4%