Real Estate Investment Properties for Sale in Highland, IN

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
3721 Sandalwood Drive Highland, IN Beautiful corner-unit townhome in the desirable Sandalwood Community of Highland. Step ins...	2 beds \| 1 baths \| 1,125 sq.ft.	$242,900	Airbnb cash on cash: 0.52% Traditional cash on cash: 4.13% Airbnb Rental Income: $941 Traditional Rental Income: $1425 Airbnb ROI: 0.52% Traditional ROI: 4.13%
9220 Wildwood Drive Highland, IN Located in the highly desirable Meadows Subdivision of Highland and zoned for award-winnin...	4 beds \| 2 baths \| 1,824 sq.ft.	$386,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 3.77% Airbnb Rental Income: $1554 Traditional Rental Income: $2084 Airbnb ROI: 1.07% Traditional ROI: 3.77%
2525 Longwood Drive #101 Highland, IN Move-in ready main-floor condo with no interior steps and a smart split-bedroom layout for...	2 beds \| 2 baths \| 1,331 sq.ft.	$205,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 6.25% Airbnb Rental Income: $941 Traditional Rental Income: $1678 Airbnb ROI: 0.68% Traditional ROI: 6.25%
2623 Hart Road Highland, IN Don't miss this adorable ranch perfectly located! With three bedrooms and a large eat in k...	3 beds \| 1 baths \| 955 sq.ft.	$239,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 3.53% Airbnb Rental Income: $687 Traditional Rental Income: $1263 Airbnb ROI: -0.36% Traditional ROI: 3.53%
9523 Hook Street Highland, IN Incredible custom-built two-story home showcasing exceptional craftsmanship, thoughtful de...	4 beds \| 3 baths \| 2,900 sq.ft.	$724,900	Airbnb cash on cash: 0.45% Traditional cash on cash: 3.37% Airbnb Rental Income: $1554 Traditional Rental Income: $3079 Airbnb ROI: 0.45% Traditional ROI: 3.37%
2649 Georgetowne unit: B2 Highland, IN Welcome to easy, low-maintenance living in desirable Highland! This well-maintained condo ...	2 beds \| 2 baths \| 1,264 sq.ft.	$199,900	Airbnb cash on cash: 0.86% Traditional cash on cash: 6.31% Airbnb Rental Income: $941 Traditional Rental Income: $1630 Airbnb ROI: 0.86% Traditional ROI: 6.31%
2629 Georgetowne Drive #A1 Highland, IN Well-maintained and move-in ready 1st-floor condo offering comfort, convenience, and excep...	2 beds \| 2 baths \| 1,361 sq.ft.	$224,900	Airbnb cash on cash: 0.85% Traditional cash on cash: 6.31% Airbnb Rental Income: $941 Traditional Rental Income: $1758 Airbnb ROI: 0.85% Traditional ROI: 6.31%
3534 43rd Place Highland, IN Priced to sell! A tri-level home in a great location featuring 4 bedrooms and 1.5 baths. S...	4 beds \| 2 baths \| 1,786 sq.ft.	$230,000	Airbnb cash on cash: 1.46% Traditional cash on cash: 6.58% Airbnb Rental Income: $1554 Traditional Rental Income: $2219 Airbnb ROI: 1.46% Traditional ROI: 6.58%
3523 41st Place Highland, IN Room to grow and thoughtfully maintained, this one owner spacious quad-level home offers 3...	3 beds \| 3 baths \| 1,768 sq.ft.	$329,900	Airbnb cash on cash: -1% Traditional cash on cash: 5.16% Airbnb Rental Income: $687 Traditional Rental Income: $2295 Airbnb ROI: -1% Traditional ROI: 5.16%
2515 Longwood Drive #102 Highland, IN Welcome to this 2 bed, 1 3/4 bath MAIN floor condo located in the heart of Highland. Front...	2 beds \| 2 baths \| 1,331 sq.ft.	$218,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 6.04% Airbnb Rental Income: $941 Traditional Rental Income: $1670 Airbnb ROI: 0.84% Traditional ROI: 6.04%
3509 41st Place Highland, IN Beautifully maintained and truly move-in ready, this charming ranch in desirable Southtown...	3 beds \| 2 baths \| 1,576 sq.ft.	$324,900	Airbnb cash on cash: -0.87% Traditional cash on cash: 4.3% Airbnb Rental Income: $687 Traditional Rental Income: $1963 Airbnb ROI: -0.87% Traditional ROI: 4.3%
3341 Maple Drive Highland, IN If you are looking for a Highland ranch, this may be the one! This 3-bedroom home with a f...	3 beds \| 1 baths \| 896 sq.ft.	$255,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 3.31% Airbnb Rental Income: $687 Traditional Rental Income: $1315 Airbnb ROI: -0.55% Traditional ROI: 3.31%
3036 99th Street Highland, IN LAKESIDE Retreat! Come see this fully renovated, move in ready home that offers peace of m...	3 beds \| 2 baths \| 1,720 sq.ft.	$399,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 3.5% Airbnb Rental Income: $687 Traditional Rental Income: $2021 Airbnb ROI: -0.88% Traditional ROI: 3.5%
9503 Forrest Drive Highland, IN Welcome to this beautifully maintained 3-bedroom, 2-bath tri-level home offering approxima...	3 beds \| 2 baths \| 1,599 sq.ft.	$289,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 4.89% Airbnb Rental Income: $687 Traditional Rental Income: $1937 Airbnb ROI: -0.81% Traditional ROI: 4.89%
9320 Parkway Drive Highland, IN Classic quad in quiet subdivision: 3 bed 3 bath home with backyard oasis well-located in H...	3 beds \| 3 baths \| 2,135 sq.ft.	$420,000	Airbnb cash on cash: -1.08% Traditional cash on cash: 4.09% Airbnb Rental Income: $687 Traditional Rental Income: $2418 Airbnb ROI: -1.08% Traditional ROI: 4.09%
9748 Erie Street Highland, IN Pride of ownership throughout and shows like a model home. This spacious duplex with large...	2 beds \| 2 baths \| 1,386 sq.ft.	$275,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 4.51% Airbnb Rental Income: $941 Traditional Rental Income: $1712 Airbnb ROI: 0.2% Traditional ROI: 4.51%
2036 Northwood Lane Highland, IN Welcome to 2036 Northwood Lane, an impeccably maintained 1,973 square foot ranch home offe...	3 beds \| 2 baths \| 1,973 sq.ft.	$389,900	Airbnb cash on cash: -1.08% Traditional cash on cash: 3.87% Airbnb Rental Income: $687 Traditional Rental Income: $2193 Airbnb ROI: -1.08% Traditional ROI: 3.87%
9217 Grace Street Highland, IN Welcome to this beautifully maintained 3-bedroom, 2-bath tri-level home in Highland! The o...	3 beds \| 2 baths \| 1,584 sq.ft.	$335,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 3.64% Airbnb Rental Income: $687 Traditional Rental Income: $1841 Airbnb ROI: -0.99% Traditional ROI: 3.64%
2635 43rd Street Highland, IN A rare find in Seberger Farms of Highland. Super well maintained 3 bedroom ranch features ...	3 beds \| 2 baths \| 1,677 sq.ft.	$359,900	Airbnb cash on cash: -1.07% Traditional cash on cash: 3.4% Airbnb Rental Income: $687 Traditional Rental Income: $1894 Airbnb ROI: -1.07% Traditional ROI: 3.4%
3018 Lincoln Street Highland, IN Just in time for Summer, well-loved ranch in great location in the heart of Highland with ...	3 beds \| 2 baths \| 1,604 sq.ft.	$281,900	Airbnb cash on cash: -0.69% Traditional cash on cash: 5.37% Airbnb Rental Income: $687 Traditional Rental Income: $1994 Airbnb ROI: -0.69% Traditional ROI: 5.37%
9735 Wildwood Court #2B Highland, IN Move-in ready condo for sale in Highland, Indiana! Welcome to this IMMACULATE UPPER-LEVEL ...	2 beds \| 2 baths \| 1,300 sq.ft.	$219,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 4.64% Airbnb Rental Income: $941 Traditional Rental Income: $1675 Airbnb ROI: -0.57% Traditional ROI: 4.64%
9815 Wildwood Court #2C Highland, IN Welcome to this highly desirable, stylishly updated 2-bedroom, 2-bath condo, beautifully r...	2 beds \| 2 baths \| 1,395 sq.ft.	$239,900	Airbnb cash on cash: 0.37% Traditional cash on cash: 5.64% Airbnb Rental Income: $941 Traditional Rental Income: $1790 Airbnb ROI: 0.37% Traditional ROI: 5.64%
2736 Ross Street Highland, IN WELCOME HOME !! Move-in ready, updated 3-4 bedroom, 2 bath home nestled in the heart of Hi...	4 beds \| 2 baths \| 1,443 sq.ft.	$235,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 4.72% Airbnb Rental Income: $1554 Traditional Rental Income: $1837 Airbnb ROI: 1.43% Traditional ROI: 4.72%

Real Estate investment in Highland, IN

There are 25 properties for sale in the city of Highland . The median list price in Highland is $272,000 and the average price per square foot is $164. In May 2026, the average monthly cash on cash return in Highland is 4.00%. The average monthly rental income in Highland is $1,814.

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

There are 25 investment properties available for sale in Highland.

In 2026, the best neighborhood to buy investment property is Highland.

The ROI for Short-Term is higher than the Long-Term in Highland with average rental income of $941.

Your search for investment property begins and ends here

Investment Property for Sale in Highland, IN

3721 Sandalwood Drive

Highland, IN

2 beds | 1 baths | 1,125 sq.ft.

$242,900

Airbnb cash on cash: 0.52%

Traditional cash on cash: 4.13%

Airbnb Rental Income: $941

Traditional Rental Income: $1425

Airbnb ROI: 0.52%

Traditional ROI: 4.13%

9220 Wildwood Drive

Highland, IN

4 beds | 2 baths | 1,824 sq.ft.

$386,000

Airbnb cash on cash: 1.07%

Traditional cash on cash: 3.77%

Airbnb Rental Income: $1554

Traditional Rental Income: $2084

Airbnb ROI: 1.07%

Traditional ROI: 3.77%

2525 Longwood Drive #101

Highland, IN

2 beds | 2 baths | 1,331 sq.ft.

$205,000

Airbnb cash on cash: 0.68%

Traditional cash on cash: 6.25%

Airbnb Rental Income: $941

Traditional Rental Income: $1678

Airbnb ROI: 0.68%

Traditional ROI: 6.25%

2623 Hart Road

Highland, IN

3 beds | 1 baths | 955 sq.ft.

$239,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 3.53%

Airbnb Rental Income: $687

Traditional Rental Income: $1263

Airbnb ROI: -0.36%

Traditional ROI: 3.53%

9523 Hook Street

Highland, IN

4 beds | 3 baths | 2,900 sq.ft.

$724,900

Airbnb cash on cash: 0.45%

Traditional cash on cash: 3.37%

Airbnb Rental Income: $1554

Traditional Rental Income: $3079

Airbnb ROI: 0.45%

Traditional ROI: 3.37%

2649 Georgetowne unit: B2

Highland, IN

2 beds | 2 baths | 1,264 sq.ft.

$199,900

Airbnb cash on cash: 0.86%

Traditional cash on cash: 6.31%

Airbnb Rental Income: $941

Traditional Rental Income: $1630

Airbnb ROI: 0.86%

Traditional ROI: 6.31%

2629 Georgetowne Drive #A1

Highland, IN

2 beds | 2 baths | 1,361 sq.ft.

$224,900

Airbnb cash on cash: 0.85%

Traditional cash on cash: 6.31%

Airbnb Rental Income: $941

Traditional Rental Income: $1758

Airbnb ROI: 0.85%

Traditional ROI: 6.31%

3534 43rd Place

Highland, IN

4 beds | 2 baths | 1,786 sq.ft.

$230,000

Airbnb cash on cash: 1.46%

Traditional cash on cash: 6.58%

Airbnb Rental Income: $1554

Traditional Rental Income: $2219

Airbnb ROI: 1.46%