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
526 W Reade Ave Upland, IN Beautiful 3BDR POSSIBLE 4BDR/2BATH/2-CAR GARAGE Brick home sits on Nearly 1 ACRE of LAND. ...	3 beds \| 2 baths \| 2,268 sq.ft.	$424,900	Airbnb cash on cash: 0.54% Traditional cash on cash: 3.97% Airbnb Rental Income: $1275 Traditional Rental Income: $2237 Airbnb ROI: 0.54% Traditional ROI: 3.97%
Lot 7 W South St Upland, IN This proposed build is brought to you by Joyner Homes. This 4-bedroom 2.5 bath home featur...	4 beds \| 2 baths \| 2,588 sq.ft.	$413,800	Airbnb cash on cash: N/A Traditional cash on cash: 5.84% Airbnb Rental Income: $null Traditional Rental Income: $3073 Airbnb ROI: N/A Traditional ROI: 5.84%
Lot 8 W South St 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.	$409,800	Airbnb cash on cash: 0.19% Traditional cash on cash: 4.83% Airbnb Rental Income: $1275 Traditional Rental Income: $2655 Airbnb ROI: 0.19% Traditional ROI: 4.83%
Lot 9 W South St 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.	$355,800	Airbnb cash on cash: 0.87% Traditional cash on cash: 5.46% Airbnb Rental Income: $1427 Traditional Rental Income: $2534 Airbnb ROI: 0.87% Traditional ROI: 5.46%
7960 S 950 Rd Upland, IN 7960 S 950 Rd, Upland, IN 46989 \| Other	N/A beds \| N/A baths \| N/A	$269,999	Airbnb cash on cash: N/A Traditional cash on cash: 0.85% Airbnb Rental Income: $null Traditional Rental Income: $778 Airbnb ROI: N/A Traditional ROI: 0.85%
1334 S Eighth St Upland, IN 1334 S Eighth St, Upland, IN 46989 \| Single Family Residential	4 beds \| 2 baths \| 1,692 sq.ft.	$369,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.77% Airbnb Rental Income: $null Traditional Rental Income: $2384 Airbnb ROI: N/A Traditional ROI: 4.77%
499 Overlook Dr Upland, IN 499 Overlook Dr, Upland, IN 46989 \| Single Family Residential	4 beds \| 2 baths \| 3,022 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.05% Airbnb Rental Income: $null Traditional Rental Income: $2574 Airbnb ROI: N/A Traditional ROI: 4.05%
171 S Main St Upland, IN 171 S Main St, Upland, IN 46989 \| Single Family Residential	3 beds \| 2 baths \| 1,516 sq.ft.	$199,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 9.1% Airbnb Rental Income: $1275 Traditional Rental Income: $2160 Airbnb ROI: 2.29% Traditional ROI: 9.1%
855 S 8th St Upland, IN 855 S 8th St, Upland, IN 46989 \| Single Family Residential	3 beds \| 2 baths \| 1,350 sq.ft.	$199,900	Airbnb cash on cash: 2.27% Traditional cash on cash: 8.32% Airbnb Rental Income: $1275 Traditional Rental Income: $2022 Airbnb ROI: 2.27% Traditional ROI: 8.32%
776 W Harsax Drive Upland, IN Located just minutes from Taylor University and 15 to 20 minutes from Indiana Wesleyan, th...	4 beds \| 3 baths \| 2,700 sq.ft.	$333,330	Airbnb cash on cash: N/A Traditional cash on cash: 7.75% Airbnb Rental Income: $null Traditional Rental Income: $3032 Airbnb ROI: N/A Traditional ROI: 7.75%

Real Estate investment in Upland, IN

There are 10 properties for sale in the city of Upland . The median list price in Upland is $184,905 and the average price per square foot is $82. In June 2026, the average monthly cash on cash return in Upland is 5.00%. The average monthly rental income in Upland is $2,459.

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

There are 10 investment properties available for sale in Upland.

In 2026, 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 $2,459.

Your search for investment property begins and ends here

Investment Property for Sale in Upland, IN

526 W Reade Ave

Upland, IN

3 beds | 2 baths | 2,268 sq.ft.

$424,900

Airbnb cash on cash: 0.54%

Traditional cash on cash: 3.97%

Airbnb Rental Income: $1275

Traditional Rental Income: $2237

Airbnb ROI: 0.54%

Traditional ROI: 3.97%

Lot 7 W South St

Upland, IN

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

$413,800

Airbnb cash on cash: N/A

Traditional cash on cash: 5.84%

Airbnb Rental Income: $null

Traditional Rental Income: $3073

Airbnb ROI: N/A

Traditional ROI: 5.84%

Lot 8 W South St

Upland, IN

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

$409,800

Airbnb cash on cash: 0.19%

Traditional cash on cash: 4.83%

Airbnb Rental Income: $1275

Traditional Rental Income: $2655

Airbnb ROI: 0.19%

Traditional ROI: 4.83%

Lot 9 W South St

Upland, IN

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

$355,800

Airbnb cash on cash: 0.87%

Traditional cash on cash: 5.46%

Airbnb Rental Income: $1427

Traditional Rental Income: $2534

Airbnb ROI: 0.87%

Traditional ROI: 5.46%

7960 S 950 Rd

Upland, IN

N/A beds | N/A baths | N/A

$269,999

Airbnb cash on cash: N/A

Traditional cash on cash: 0.85%

Airbnb Rental Income: $null

Traditional Rental Income: $778

Airbnb ROI: N/A

Traditional ROI: 0.85%

1334 S Eighth St

Upland, IN

4 beds | 2 baths | 1,692 sq.ft.

$369,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.77%

Airbnb Rental Income: $null

Traditional Rental Income: $2384

Airbnb ROI: N/A

Traditional ROI: 4.77%

499 Overlook Dr

Upland, IN

4 beds | 2 baths | 3,022 sq.ft.

$449,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.05%

Airbnb Rental Income: $null

Traditional Rental Income: $2574

Airbnb ROI: N/A

Traditional ROI: 4.05%

171 S Main St

Upland, IN

3 beds | 2 baths | 1,516 sq.ft.

$199,000

Airbnb cash on cash: 2.29%

Traditional cash on cash: 9.1%

Airbnb Rental Income: $1275

Traditional Rental Income: $2160

Airbnb ROI: 2.29%