Real Estate Investment Properties for Sale in Upland, IN

Looking for investment property in Upland, IN with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
953 Earl Drive Upland, IN Small town living at its best!!If your looking for Eastbrook schools, this is the perfect ...	3 beds \| 1 baths \| 1,656 sq.ft.	$284,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.46% Airbnb Rental Income: $null Traditional Rental Income: $1918 Airbnb ROI: N/A Traditional ROI: 5.46%
848 W SOUTH Street Upland, IN NOW OFFERING $5K SELLER PAID CLOSING COST CREDIT &/OR RATE BUY DOWN FOR BUYERS! Home is el...	4 beds \| 3 baths \| 1,800 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.23% Airbnb Rental Income: $null Traditional Rental Income: $2748 Airbnb ROI: N/A Traditional ROI: 6.23%
Lot 7 W South Street Upland, IN This proposed build is brought to you by Joyner Homes. This 4-bedroom 2.5 bath home featur...	4 beds \| 3 baths \| 2,588 sq.ft.	$400,800	Airbnb cash on cash: N/A Traditional cash on cash: 6.09% Airbnb Rental Income: $null Traditional Rental Income: $3073 Airbnb ROI: N/A Traditional ROI: 6.09%
Lot 8 W South Street Upland, IN This proposed build is brought to you by Joyner Homes. This 3-bedroom 2 bath home features...	3 beds \| 2 baths \| 2,167 sq.ft.	$391,800	Airbnb cash on cash: N/A Traditional cash on cash: 5.13% Airbnb Rental Income: $null Traditional Rental Income: $2655 Airbnb ROI: N/A Traditional ROI: 5.13%
Lot 9 W South Street Upland, IN This proposed build is brought to you by Joyner Homes. This home features 2-bedrooms 2 bat...	2 beds \| 2 baths \| 1,825 sq.ft.	$347,800	Airbnb cash on cash: 1.03% Traditional cash on cash: 5.63% Airbnb Rental Income: $1464 Traditional Rental Income: $2534 Airbnb ROI: 1.03% Traditional ROI: 5.63%
776 W Harsax Drive Upland, IN Beautiful two-story home with thoughtful updates and plenty of space to enjoy. The master ...	3 beds \| 3 baths \| 2,700 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.34% Airbnb Rental Income: $null Traditional Rental Income: $3032 Airbnb ROI: N/A Traditional ROI: 7.34%
8567 S 950 E Upland, IN Hobby Farm on almost 10 ACRES. MOVE IN ready! Hochstetter McKay Log Home with FULL 1300 ...	3 beds \| 3 baths \| 2,284 sq.ft.	$749,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.55% Airbnb Rental Income: $null Traditional Rental Income: $2783 Airbnb ROI: N/A Traditional ROI: 2.55%
2300 S Eighth Street Upland, IN Nestled on over 5 peaceful acres, this stunning quality built Sebestyen & Williams one-sto...	4 beds \| 4 baths \| 3,614 sq.ft.	$670,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.83% Airbnb Rental Income: $null Traditional Rental Income: $3612 Airbnb ROI: N/A Traditional ROI: 3.83%

Real Estate investment in Upland, IN

There are 8 properties for sale in the city of Upland . The median list price in Upland is $389,900 and the average price per square foot is $173. In October 2025, the average monthly cash on cash return in Upland is 6.00%. The average monthly rental income in Upland is $2,748.

Upland, IN Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 8 investment properties available for sale in Upland.

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

The ROI for Long-Term is higher than the Short-Term in Upland with average rental income of $2,748.

Your search for investment property begins and ends here

Investment Property for Sale in Upland, IN

953 Earl Drive

Upland, IN

3 beds | 1 baths | 1,656 sq.ft.

$284,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.46%

Airbnb Rental Income: $null

Traditional Rental Income: $1918

Airbnb ROI: N/A

Traditional ROI: 5.46%

848 W SOUTH Street

Upland, IN

4 beds | 3 baths | 1,800 sq.ft.

$389,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.23%

Airbnb Rental Income: $null

Traditional Rental Income: $2748

Airbnb ROI: N/A

Traditional ROI: 6.23%

Lot 7 W South Street

Upland, IN

4 beds | 3 baths | 2,588 sq.ft.

$400,800

Airbnb cash on cash: N/A

Traditional cash on cash: 6.09%

Airbnb Rental Income: $null

Traditional Rental Income: $3073

Airbnb ROI: N/A

Traditional ROI: 6.09%

Lot 8 W South Street

Upland, IN

3 beds | 2 baths | 2,167 sq.ft.

$391,800

Airbnb cash on cash: N/A

Traditional cash on cash: 5.13%

Airbnb Rental Income: $null

Traditional Rental Income: $2655

Airbnb ROI: N/A

Traditional ROI: 5.13%

Lot 9 W South Street

Upland, IN

2 beds | 2 baths | 1,825 sq.ft.

$347,800

Airbnb cash on cash: 1.03%

Traditional cash on cash: 5.63%

Airbnb Rental Income: $1464

Traditional Rental Income: $2534

Airbnb ROI: 1.03%

Traditional ROI: 5.63%

776 W Harsax Drive

Upland, IN

3 beds | 3 baths | 2,700 sq.ft.

$350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.34%

Airbnb Rental Income: $null

Traditional Rental Income: $3032

Airbnb ROI: N/A

Traditional ROI: 7.34%

8567 S 950 E

Upland, IN

3 beds | 3 baths | 2,284 sq.ft.

$749,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.55%

Airbnb Rental Income: $null

Traditional Rental Income: $2783

Airbnb ROI: N/A

Traditional ROI: 2.55%

2300 S Eighth Street

Upland, IN

4 beds | 4 baths | 3,614 sq.ft.

$670,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.83%

Airbnb Rental Income: $null

Traditional Rental Income: $3612

Airbnb ROI: N/A