Real Estate Investment Properties for Sale in Oskaloosa, IA
Looking for investment property in Oskaloosa, IA with high ROI ?
Explore a variety of short-term homes & houses in Oskaloosa, IA. Invest wisely with VRBO & Oskaloosa, IA 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 Oskaloosa, IA
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
907 G Avenue WOskaloosa, IAThis charming bungalow offers an affordable alternative to renting and is ready for you to... |
2 beds | 1 baths | 672 sq.ft. |
$105,000 |
Airbnb cash on cash: 4.27%
|
475 N 9Th StreetOskaloosa, IAWelcome to this beautifully updated 3-bedroom, 2-bath home just minutes from the heart of ... |
3 beds | 2 baths | 1,872 sq.ft. |
$219,900 |
Airbnb cash on cash: N/A
|
417 College Hill AvenueOskaloosa, IAWelcome to 417 College Hill Avenue, Oskaloosa, IA! This cozy, fully renovated home is move... |
3 beds | 1 baths | 960 sq.ft. |
$164,983 |
Airbnb cash on cash: N/A
|
462 N 9Th StreetOskaloosa, IAIf you're looking for exceptional GARAGE space--- this one's for YOU!! Not one, but two! T... |
3 beds | 2 baths | 2,288 sq.ft. |
$219,900 |
Airbnb cash on cash: N/A
|
2010 Suffolk RoadOskaloosa, IAOpen and spacious berm style home on 10.68 acres located on the edge of Oskaloosa city lim... |
4 beds | 2 baths | 2,364 sq.ft. |
$575,000 |
Airbnb cash on cash: N/A
|
1117 3Rd Avenue EOskaloosa, IAWelcome to this charming ranch-style home in Oskaloosa! Built in 1953, this 3-bed, 1-bath ... |
3 beds | 1 baths | 1,692 sq.ft. |
$180,000 |
Airbnb cash on cash: N/A
|
504 17th Avenue EOskaloosa, IACheck out this beautiful NEW home in the Marje SD! Here's your chance to own a brand new h... |
4 beds | 3 baths | 1,484 sq.ft. |
$409,000 |
Airbnb cash on cash: N/A
|
328 N 6th StreetOskaloosa, IAThe transformation is amazing on this property!!! This South Duplex used to be the kitchen... |
2 beds | 2 baths | 2,250 sq.ft. |
$345,000 |
Airbnb cash on cash: -0.56%
|
1012 5th Avenue EOskaloosa, IACheck out this charming home located on a quiet street on the east side of town with a qua... |
3 beds | 2 baths | 1,028 sq.ft. |
$170,000 |
Airbnb cash on cash: N/A
|
502 S Market StreetOskaloosa, IAGreat location! Sits on corner lot. Newly updated 2 story home features 4 bedrooms and 1.5... |
4 beds | 2 baths | 2,009 sq.ft. |
$176,000 |
Airbnb cash on cash: N/A
|
2775 Osburn AvenueOskaloosa, IASpacious Luxury Home with a Amazing Sized Morton building on 4 gross acres m/l is ready fo... |
5 beds | 5 baths | 5,040 sq.ft. |
$1,140,000 |
Airbnb cash on cash: N/A
|
1002 8th Avenue EOskaloosa, IAWelcome to this cozy 3 bedroom bungalow home! With a partially fenced yard and an extra la... |
3 beds | 1 baths | 1,094 sq.ft. |
$139,000 |
Airbnb cash on cash: N/A
|
2710 248th StreetOskaloosa, IAEnjoy peaceful country living on 2 acres with the convenience of a hard-surface road. This... |
2 beds | 3 baths | 1,516 sq.ft. |
$299,900 |
Airbnb cash on cash: 0.47%
|
1105 N 3Rd StreetOskaloosa, IAThis ranch-style home features a charming front deck and a spacious living room. The kitch... |
3 beds | 2 baths | 1,676 sq.ft. |
$180,000 |
Airbnb cash on cash: N/A
|
611 S Market StreetOskaloosa, IADON'T MISS OUT!! HUGE PRICE REDUCTION CALL TODAY!!! 2-story home close to downtown. Large ... |
3 beds | 2 baths | 1,604 sq.ft. |
$149,000 |
Airbnb cash on cash: N/A
|
1117 3rd AvenueOskaloosa, IAWelcome to this charming ranch-style home in Oskaloosa! Built in 1953, this 3-bed, 1-bath ... |
3 beds | 1 baths | 992 sq.ft. |
$180,000 |
Airbnb cash on cash: N/A
|
306 S 11th StreetOskaloosa, IAA stunning example of modern, maintenance-free living! This newer 2-bedroom, 2-bath townho... |
2 beds | 2 baths | 1,586 sq.ft. |
$325,000 |
Airbnb cash on cash: 0.61%
|
136 Solar DriveOskaloosa, IAThis charming little gem just hit the market and you wont want to miss checking it out! Co... |
2 beds | 2 baths | 1,428 sq.ft. |
$234,900 |
Airbnb cash on cash: 1.04%
|
1213 9th Avenue EOskaloosa, IAWelcome to this beautifully maintained 1,816 sq. ft. home offering warmth, character, and ... |
3 beds | 2 baths | 1,816 sq.ft. |
$229,000 |
Airbnb cash on cash: N/A
|
1616 S 7Th StreetOskaloosa, IAWell kept ranch home In a quiet and desirable neighborhood. This property sits on a corner... |
2 beds | 1 baths | 960 sq.ft. |
$149,900 |
Airbnb cash on cash: 2.34%
|
411 College Hill DriveOskaloosa, IAWelcome home to this charming 2-bedroom, 1-bath residence nestled in a quiet neighborhood ... |
2 beds | 2 baths | 1,032 sq.ft. |
$169,999 |
Airbnb cash on cash: 1.88%
|
1216 Santa Clara StreetOskaloosa, IANewly updated Home! What's been updated you ask? Paint, flooring, carpet, lighting fixture... |
3 beds | 3 baths | 1,104 sq.ft. |
$218,000 |
Airbnb cash on cash: N/A
|
2409 270Th StreetOskaloosa, IAGreat location just southeast of Oskaloosa. Be at Oskaloosa Golf or on the square in less ... |
4 beds | 3 baths | 2,352 sq.ft. |
$439,900 |
Airbnb cash on cash: N/A
|
708 S 7Th StreetOskaloosa, IAWelcome to 708 South 7th Street in Oskaloosa - a charming, move-in-ready home that might b... |
2 beds | 2 baths | 1,440 sq.ft. |
$149,000 |
Airbnb cash on cash: 2.68%
|
1109 9Th Avenue EOskaloosa, IACheck out this affordable move in ready ranch style home located in a good location and ne... |
5 beds | 2 baths | 1,712 sq.ft. |
$179,900 |
Airbnb cash on cash: N/A
|
309 Fairview DriveOskaloosa, IALooking for a beautiful new home to start off 2026? Well HERE IT IS!!!! This home was buil... |
5 beds | 3 baths | 1,892 sq.ft. |
$449,900 |
Airbnb cash on cash: N/A
|
606 N 3Rd StreetOskaloosa, IANEW LISTING!!! Check out this Beauitifully renovated 3 bedroom home with an open concept l... |
3 beds | 1 baths | 1,040 sq.ft. |
$189,900 |
Airbnb cash on cash: N/A
|
1216 Santa Clara StOskaloosa, IA1216 Santa Clara St, Oskaloosa, IA 52577 | Single Family Residential |
3 beds | 3 baths | 1,104 sq.ft. |
$218,000 |
Airbnb cash on cash: N/A
|
330 N 6th StreetOskaloosa, IAOne-of-a-kind home blends timeless character with modern luxury. Originally part of a hist... |
2 beds | 2 baths | 2,250 sq.ft. |
$375,900 |
Airbnb cash on cash: 0.18%
|
321 N C StreetOskaloosa, IAPrime Investment Opportunity! Unlock multiple income streams with this 4-unit apartment bu... |
N/A beds | N/A baths | 3,256 sq.ft. |
$64,900 |
Airbnb cash on cash: N/A
|
516 N G StreetOskaloosa, IASo charming! This one-level home sits on a large corner lot, blending mid-century characte... |
3 beds | 3 baths | 1,376 sq.ft. |
$187,900 |
Airbnb cash on cash: N/A
|
511 5Th Avenue WOskaloosa, IAWOW, this is going to be a HOT property! SO much going for it- Spacious 5 BRs/3Bath Ranch ... |
5 beds | 3 baths | 1,680 sq.ft. |
$346,000 |
Airbnb cash on cash: N/A
|
1610 N ParkOskaloosa, IA1610 N Park, Oskaloosa, IA 52577 | Other |
N/A beds | N/A baths | N/A |
$49,000 |
Airbnb cash on cash: N/A
|
Parcel #1014300003Oskaloosa, IAParcel #1014300003, Oskaloosa, IA 52577 | Other |
N/A beds | N/A baths | N/A |
$3,800,000 |
Airbnb cash on cash: N/A
|
Parcel #1014300003 StOskaloosa, IAParcel #1014300003 St, Oskaloosa, IA 52577 | Other |
N/A beds | N/A baths | N/A |
$3,800,000 |
Airbnb cash on cash: N/A
|
1901-1907 S 2nd StreetOskaloosa, IAPresenting two exceptional, recently constructed duplexes situated side by side in a desir... |
N/A beds | N/A baths | 5,472 sq.ft. |
$900,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Oskaloosa, IA
There are 36 properties for sale in the city of Oskaloosa . The median list price in Oskaloosa is $188,900 and the average price per square foot is $106. In January 2026, the average monthly cash on cash return in Oskaloosa is 7.00%. The average monthly rental income in Oskaloosa is $1,813.