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
4666 ISLAND VIEW Drive Oshkosh, WI Property Highlights - 2,494 finished square feet - 3 Bedrooms \| 2.5 Bathrooms - 3-Car Atta...	3 beds \| 3 baths \| 2,494 sq.ft.	$799,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 0.17% Airbnb Rental Income: $1319 Traditional Rental Income: $1621 Airbnb ROI: -0.78% Traditional ROI: 0.17%
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: -1.06% Traditional cash on cash: 5.98% Airbnb Rental Income: $667 Traditional Rental Income: $1508 Airbnb ROI: -1.06% Traditional ROI: 5.98%
1133 ALGOMA Boulevard Oshkosh, WI You'll love this gorgeous 1894 Queen Anne Victorian on historic Algoma Blvd. Pristine orig...	4 beds \| 3 baths \| 3,360 sq.ft.	$439,900	Airbnb cash on cash: 2.17% Traditional cash on cash: 4.65% Airbnb Rental Income: $2670 Traditional Rental Income: $3058 Airbnb ROI: 2.17% Traditional ROI: 4.65%
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: 2.79% Traditional cash on cash: 7.17% Airbnb Rental Income: $1340 Traditional Rental Income: $1625 Airbnb ROI: 2.79% Traditional ROI: 7.17%
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: -1.9% Traditional cash on cash: 4.62% Airbnb Rental Income: $443 Traditional Rental Income: $3740 Airbnb ROI: -1.9% Traditional ROI: 4.62%
1516 RUGBY Street Oshkosh, WI Welcome home to this charming 1.5 story property featuring numerous updates throughout! En...	3 beds \| 1 baths \| 1,597 sq.ft.	$235,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 3.96% Airbnb Rental Income: $1428 Traditional Rental Income: $1518 Airbnb ROI: 1.63% Traditional ROI: 3.96%
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.	$249,900	Airbnb cash on cash: -0.17% Traditional cash on cash: 3.53% Airbnb Rental Income: $1181 Traditional Rental Income: $1668 Airbnb ROI: -0.17% Traditional ROI: 3.53%
852 Frederick St Oshkosh, WI This recently updated 3/4 bedroom home features freshly painted kitchen cabinets, maple an...	3 beds \| 2 baths \| 1,624 sq.ft.	$214,900	Airbnb cash on cash: 1.85% Traditional cash on cash: 8.94% Airbnb Rental Income: $1333 Traditional Rental Income: $2364 Airbnb ROI: 1.85% Traditional ROI: 8.94%
2529 FOND DU LAC Road Oshkosh, WI Beautifully updated 2-bedroom, 1.5 bath condo on the quietest stretch of coastal Oshkosh. ...	2 beds \| 2 baths \| 1,150 sq.ft.	$200,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 4.93% Airbnb Rental Income: $1032 Traditional Rental Income: $1515 Airbnb ROI: 0.49% Traditional ROI: 4.93%
1932 DELAWARE Street Oshkosh, WI Welcome to 1932 Delaware Street, a charming 2-bedroom, 1-bath ranch tucked into southeast ...	2 beds \| 1 baths \| 1,016 sq.ft.	$220,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 3.44% Airbnb Rental Income: $1072 Traditional Rental Income: $1322 Airbnb ROI: 0.48% Traditional ROI: 3.44%
400 DAKOTA Street Oshkosh, WI This charming home is located in the Historic 6th Ward Neighborhood and the new owner just...	3 beds \| 1 baths \| 1,185 sq.ft.	$179,900	Airbnb cash on cash: 2.93% Traditional cash on cash: 5.13% Airbnb Rental Income: $1428 Traditional Rental Income: $1379 Airbnb ROI: 2.93% Traditional ROI: 5.13%
690 W 5TH Avenue Oshkosh, WI Come check out this 3 bedroom (framed out for 5 bedrooms!) ranch! 2 egress windows were ad...	3 beds \| 1 baths \| 1,000 sq.ft.	$209,900	Airbnb cash on cash: 2.02% Traditional cash on cash: 3.79% Airbnb Rental Income: $1428 Traditional Rental Income: $1354 Airbnb ROI: 2.02% Traditional ROI: 3.79%
1980 TIMBERLINE Drive Oshkosh, WI Gorgeous 2 bedroom 2 bath main level condominium located in the beautiful Town of Algoma. ...	2 beds \| 2 baths \| 1,366 sq.ft.	$359,900	Airbnb cash on cash: -0.91% Traditional cash on cash: 1.75% Airbnb Rental Income: $1188 Traditional Rental Income: $1698 Airbnb ROI: -0.91% Traditional ROI: 1.75%
4526 KOLB Road Oshkosh, WI Nestled on 2.33 wooded acres, this stunning fully remodeled split-log home is set-back on ...	4 beds \| 5 baths \| 3,579 sq.ft.	$895,000	Airbnb cash on cash: -1.5% Traditional cash on cash: 2.73% Airbnb Rental Income: $443 Traditional Rental Income: $3712 Airbnb ROI: -1.5% Traditional ROI: 2.73%
1550 DELAWARE Street Oshkosh, WI Adorable two bedroom, 1 bath Oshkosh Ranch. You'll appreciate the many updates, charming w...	2 beds \| 1 baths \| 738 sq.ft.	$210,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 3.06% Airbnb Rental Income: $1072 Traditional Rental Income: $1185 Airbnb ROI: 0.64% Traditional ROI: 3.06%
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.	$269,900	Airbnb cash on cash: 1.94% Traditional cash on cash: 4.75% Airbnb Rental Income: $1684 Traditional Rental Income: $1929 Airbnb ROI: 1.94% Traditional ROI: 4.75%
3507 W 20TH Avenue Oshkosh, WI Come see this home on its partially wooded .88 acre lot. It has a Great location, close to...	3 beds \| 2 baths \| 2,154 sq.ft.	$375,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 2.65% Airbnb Rental Income: $1428 Traditional Rental Income: $2070 Airbnb ROI: -0.39% Traditional ROI: 2.65%
714 BALDWIN Avenue Oshkosh, WI Welcome to this move in ready 3 bedroom cape cod home located on the east side of Oshkosh!...	3 beds \| 1 baths \| 1,278 sq.ft.	$205,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 3.51% Airbnb Rental Income: $1279 Traditional Rental Income: $1245 Airbnb ROI: 1.62% Traditional ROI: 3.51%
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: 1.77% Traditional cash on cash: 5.66% Airbnb Rental Income: $1064 Traditional Rental Income: $1256 Airbnb ROI: 1.77% Traditional ROI: 5.66%
2953 SHADOW Lane Oshkosh, WI Amazing waterfront property on the north side of Oshkosh is ready to become your relaxatio...	2 beds \| 1 baths \| 1,038 sq.ft.	$364,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 1.56% Airbnb Rental Income: $1103 Traditional Rental Income: $1501 Airbnb ROI: -0.7% Traditional ROI: 1.56%
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: -1.15% Traditional cash on cash: 3.16% Airbnb Rental Income: $667 Traditional Rental Income: $1443 Airbnb ROI: -1.15% Traditional ROI: 3.16%
1950 GEORGIA Street Oshkosh, WI Looks can be deceiving! From the curb, this fully renovated 4-bedroom, 2-bath home appears...	4 beds \| 2 baths \| 1,840 sq.ft.	$324,900	Airbnb cash on cash: 4.75% Traditional cash on cash: 5.54% Airbnb Rental Income: $2826 Traditional Rental Income: $2405 Airbnb ROI: 4.75% Traditional ROI: 5.54%
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.	$490,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 4.88% Airbnb Rental Income: $1319 Traditional Rental Income: $3159 Airbnb ROI: -0.02% Traditional ROI: 4.88%
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.	$369,900	Airbnb cash on cash: 0.08% Traditional cash on cash: 4.69% Airbnb Rental Income: $1032 Traditional Rental Income: $2272 Airbnb ROI: 0.08% Traditional ROI: 4.69%
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: 1.3% Traditional cash on cash: 5.88% Airbnb Rental Income: $1359 Traditional Rental Income: $2020 Airbnb ROI: 1.3% Traditional ROI: 5.88%
1625 WISCONSIN Street Oshkosh, WI Move right into this charming 3 bedroom, 1 full bath north side ranch! This home features ...	3 beds \| 1 baths \| 988 sq.ft.	$252,900	Airbnb cash on cash: 1.61% Traditional cash on cash: 4.81% Airbnb Rental Income: $1359 Traditional Rental Income: $1706 Airbnb ROI: 1.61% Traditional ROI: 4.81%
918 MERRITT Avenue Oshkosh, WI INVESTORS! Income Producing duplex on Oshkosh's North Side. This fully rented property off...	N/A beds \| N/A baths \| 1,336 sq.ft.	$160,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 7.19% Airbnb Rental Income: $667 Traditional Rental Income: $1546 Airbnb ROI: -0.53% Traditional ROI: 7.19%
919 W 4TH Avenue Oshkosh, WI Don't miss this opportunity to own a beautifully renovated Lustron home, one of America's ...	2 beds \| 1 baths \| 1,021 sq.ft.	$178,900	Airbnb cash on cash: 1.39% Traditional cash on cash: 4.27% Airbnb Rental Income: $1181 Traditional Rental Income: $1287 Airbnb ROI: 1.39% Traditional ROI: 4.27%
6770 Lee Harbor Ln Oshkosh, WI This lake Winnebago home is the one to buy! Approximately 90 feet of frontage on a protect...	3 beds \| 2 baths \| 1,300 sq.ft.	$479,900	Airbnb cash on cash: 0.52% Traditional cash on cash: 3.17% Airbnb Rental Income: $1430 Traditional Rental Income: $2195 Airbnb ROI: 0.52% Traditional ROI: 3.17%
1217 JACKSON Street Oshkosh, WI Back on market due to Buyer financings - INVESTOR OPPORTUNITY - 2 unit up down right next ...	N/A beds \| N/A baths \| 2,672 sq.ft.	$205,000	Airbnb cash on cash: -1.07% Traditional cash on cash: 4.3% Airbnb Rental Income: $667 Traditional Rental Income: $1411 Airbnb ROI: -1.07% Traditional ROI: 4.3%
236 W SOUTH PARK Avenue Oshkosh, WI Welcome to this almost-new home, where nearly all the work has already been done for you! ...	3 beds \| 1 baths \| 1,529 sq.ft.	$254,900	Airbnb cash on cash: 1.39% Traditional cash on cash: 3.93% Airbnb Rental Income: $1340 Traditional Rental Income: $1539 Airbnb ROI: 1.39% Traditional ROI: 3.93%
1233 CEAPE Avenue Oshkosh, WI Welcome to the charming & efficient 1,240 sq ft 2-story by Wildflower Development! This ne...	3 beds \| 2 baths \| 1,240 sq.ft.	$289,900	Airbnb cash on cash: 2.22% Traditional cash on cash: 5.94% Airbnb Rental Income: $1430 Traditional Rental Income: $2019 Airbnb ROI: 2.22% Traditional ROI: 5.94%
3220 OLD ORCHARD Lane Oshkosh, WI Experience luxury lakefront living on the shores of Lake Winnebago in this stunning home o...	5 beds \| 6 baths \| 5,737 sq.ft.	$1,050,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 4.22% Airbnb Rental Income: $3901 Traditional Rental Income: $7326 Airbnb ROI: -0.14% Traditional ROI: 4.22%
932 VINE Avenue Oshkosh, WI Investment Opportunity Near University of Wisconsin-Oshkosh Well-maintained 5-bedroom, 2-f...	5 beds \| 2 baths \| 1,750 sq.ft.	$320,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.94% Airbnb Rental Income: $null Traditional Rental Income: $2610 Airbnb ROI: N/A Traditional ROI: 5.94%
1055 ZACHER Drive Oshkosh, WI Rare space, storage, and versatility near Lake Winnebago! Set on a 0.84-acre double lot, t...	4 beds \| 4 baths \| 4,157 sq.ft.	$649,900	Airbnb cash on cash: 1.99% Traditional cash on cash: 3.13% Airbnb Rental Income: $3742 Traditional Rental Income: $3619 Airbnb ROI: 1.99% Traditional ROI: 3.13%
45 LAKE Street Oshkosh, WI Located near Lake Winnebago with water views, this ranch 2-bedroom 1-bath features an open...	2 beds \| 1 baths \| 1,056 sq.ft.	$205,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 4.55% Airbnb Rental Income: $1032 Traditional Rental Income: $1420 Airbnb ROI: 0.7% Traditional ROI: 4.55%
2519 FOND DU LAC Road Oshkosh, WI Recently updated 2-bedroom, 1.5-bath condo. Recent updates include new flooring and paint ...	2 beds \| 2 baths \| 960 sq.ft.	$189,900	Airbnb cash on cash: 1.23% Traditional cash on cash: 5.53% Airbnb Rental Income: $1072 Traditional Rental Income: $1479 Airbnb ROI: 1.23% Traditional ROI: 5.53%
1630 MARICOPA Drive Oshkosh, WI Welcome home to this spacious 2 story in a highly desired location! With room for everyone...	4 beds \| 4 baths \| 3,697 sq.ft.	$445,014	Airbnb cash on cash: 2.07% Traditional cash on cash: 6.06% Airbnb Rental Income: $2670 Traditional Rental Income: $3697 Airbnb ROI: 2.07% Traditional ROI: 6.06%
1331 BROAD Street Oshkosh, WI Excellent investment opportunity with this well-maintained side-by-side duplex offering th...	N/A beds \| N/A baths \| 1,400 sq.ft.	$224,900	Airbnb cash on cash: -0.91% Traditional cash on cash: 4.42% Airbnb Rental Income: $667 Traditional Rental Income: $1502 Airbnb ROI: -0.91% Traditional ROI: 4.42%

Real Estate investment in Oshkosh, WI

There are 85 properties for sale in the city of Oshkosh . The median list price in Oshkosh is $220,118 and the average price per square foot is $137. In August 2026, the average monthly cash on cash return in Oshkosh is 5.00%. The average monthly rental income in Oshkosh is $1,876.

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

There are 85 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 $1,876.

Your search for investment property begins and ends here

Investment Property for Sale in Oshkosh, WI

4666 ISLAND VIEW Drive

Oshkosh, WI

3 beds | 3 baths | 2,494 sq.ft.

$799,000

Airbnb cash on cash: -0.78%

Traditional cash on cash: 0.17%

Airbnb Rental Income: $1319

Traditional Rental Income: $1621

Airbnb ROI: -0.78%

Traditional ROI: 0.17%

314 VIOLA Avenue

Oshkosh, WI

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

$169,900

Airbnb cash on cash: -1.06%

Traditional cash on cash: 5.98%

Airbnb Rental Income: $667

Traditional Rental Income: $1508

Airbnb ROI: -1.06%

Traditional ROI: 5.98%

1133 ALGOMA Boulevard

Oshkosh, WI

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

$439,900

Airbnb cash on cash: 2.17%

Traditional cash on cash: 4.65%

Airbnb Rental Income: $2670

Traditional Rental Income: $3058

Airbnb ROI: 2.17%

Traditional ROI: 4.65%

613 SHAWANO Avenue

Oshkosh, WI

3 beds | 1 baths | 912 sq.ft.

$167,000

Airbnb cash on cash: 2.79%

Traditional cash on cash: 7.17%

Airbnb Rental Income: $1340

Traditional Rental Income: $1625

Airbnb ROI: 2.79%

Traditional ROI: 7.17%

4431 SWALLOW BANKS Lane

Oshkosh, WI

4 beds | 4 baths | 4,245 sq.ft.

$585,000

Airbnb cash on cash: -1.9%

Traditional cash on cash: 4.62%

Airbnb Rental Income: $443

Traditional Rental Income: $3740

Airbnb ROI: -1.9%

Traditional ROI: 4.62%

1516 RUGBY Street

Oshkosh, WI

3 beds | 1 baths | 1,597 sq.ft.

$235,000

Airbnb cash on cash: 1.63%

Traditional cash on cash: 3.96%

Airbnb Rental Income: $1428

Traditional Rental Income: $1518

Airbnb ROI: 1.63%

Traditional ROI: 3.96%

2457 BLAKE Court

Oshkosh, WI

2 beds | 2 baths | 1,170 sq.ft.

$249,900

Airbnb cash on cash: -0.17%

Traditional cash on cash: 3.53%

Airbnb Rental Income: $1181

Traditional Rental Income: $1668

Airbnb ROI: -0.17%

Traditional ROI: 3.53%

852 Frederick St

Oshkosh, WI

3 beds | 2 baths | 1,624 sq.ft.

$214,900

Airbnb cash on cash: 1.85%

Traditional cash on cash: 8.94%

Airbnb Rental Income: $1333

Traditional Rental Income: $2364

Airbnb ROI: 1.85%