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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
3443 43rd Street Highland, IN This inviting 3-bedroom, 2-bathroom ranch offers comfort, space, and charm--perfect for th...	3 beds \| 2 baths \| 2,156 sq.ft.	$279,900	Airbnb cash on cash: -0.28% Traditional cash on cash: 6.6% Airbnb Rental Income: $832 Traditional Rental Income: $2321 Airbnb ROI: -0.28% Traditional ROI: 6.6%
2892 Cambridge Way Highland, IN Pristine townhome located in the desirable Park Place subdivision in Highland. This well-m...	2 beds \| 2 baths \| 1,210 sq.ft.	$250,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 4.82% Airbnb Rental Income: $1508 Traditional Rental Income: $1679 Airbnb ROI: 2.23% Traditional ROI: 4.82%
2305 Martha Street #D2 Highland, IN Welcome home to 2305 Martha St. Unit 2D, a beautifully updated 2-bedroom, 1.5-bath second-...	2 beds \| 2 baths \| 1,270 sq.ft.	$185,000	Airbnb cash on cash: 2.96% Traditional cash on cash: 6.53% Airbnb Rental Income: $1508 Traditional Rental Income: $1695 Airbnb ROI: 2.96% Traditional ROI: 6.53%
10010 Kennedy Avenue Highland, IN This solid 1940s house has great potential as a single family home. The home features 2 b...	4 beds \| 2 baths \| 1,344 sq.ft.	$255,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 6.04% Airbnb Rental Income: $1240 Traditional Rental Income: $1967 Airbnb ROI: 1.38% Traditional ROI: 6.04%
2291 Martha Street #B2 Highland, IN WHOA! Massive price drop - NO BRAINER! What a great location and setting for local shoppin...	2 beds \| 2 baths \| 1,600 sq.ft.	$159,925	Airbnb cash on cash: 1.84% Traditional cash on cash: 4.65% Airbnb Rental Income: $1508 Traditional Rental Income: $1498 Airbnb ROI: 1.84% Traditional ROI: 4.65%
3622 Highway Avenue Highland, IN Beautiful cape cod home on Highway Ave. This well cared for 3 bedroom home has large rooms...	3 beds \| 2 baths \| 1,650 sq.ft.	$275,000	Airbnb cash on cash: -0.17% Traditional cash on cash: 5.46% Airbnb Rental Income: $832 Traditional Rental Income: $1963 Airbnb ROI: -0.17% Traditional ROI: 5.46%
3128 Eder Street Highland, IN "Beautifully updated 3 bed, 2 bath tri-level in the heart of Highland! Fresh paint through...	3 beds \| 2 baths \| 1,728 sq.ft.	$279,999	Airbnb cash on cash: -0.18% Traditional cash on cash: 5.72% Airbnb Rental Income: $832 Traditional Rental Income: $2061 Airbnb ROI: -0.18% Traditional ROI: 5.72%
3318 Strong Street Highland, IN 369,900 or Trade! Don't get stuck owning two homes! This Rare Highland Move Up home is loc...	3 beds \| 3 baths \| 3,428 sq.ft.	$364,990	Airbnb cash on cash: -0.5% Traditional cash on cash: 5.6% Airbnb Rental Income: $832 Traditional Rental Income: $2593 Airbnb ROI: -0.5% Traditional ROI: 5.6%
9343 Saric Drive Highland, IN Seller says bring an offer!!! Wonderful brick home with HUGE Potential in central Highland...	3 beds \| 1 baths \| 1,053 sq.ft.	$215,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 4.23% Airbnb Rental Income: $832 Traditional Rental Income: $1369 Airbnb ROI: -0.01% Traditional ROI: 4.23%
3336 Garfield Avenue Highland, IN Welcome to this charming 2 bedroom, 2 bath ranch that has been lovingly maintained and is ...	2 beds \| 2 baths \| 2,472 sq.ft.	$289,900	Airbnb cash on cash: 1.8% Traditional cash on cash: 5.57% Airbnb Rental Income: $1508 Traditional Rental Income: $2099 Airbnb ROI: 1.8% Traditional ROI: 5.57%
3122 44th Street Highland, IN Tucked away on a peaceful cul-de-sac, this beautifully updated Cape Cod-style home offers ...	4 beds \| 2 baths \| 1,632 sq.ft.	$314,900	Airbnb cash on cash: 0.8% Traditional cash on cash: 5.1% Airbnb Rental Income: $1240 Traditional Rental Income: $2117 Airbnb ROI: 0.8% Traditional ROI: 5.1%
2642 Grand Boulevard Highland, IN Gorgeous renovated home top to bottom! The front door opens up to the Living room complete...	3 beds \| 1 baths \| 825 sq.ft.	$229,700	Airbnb cash on cash: 0.39% Traditional cash on cash: 3.93% Airbnb Rental Income: $832 Traditional Rental Income: $1275 Airbnb ROI: 0.39% Traditional ROI: 3.93%
8011 Sycamore Avenue Highland, IN Charming 3-bedroom, 1-bath ranch--perfect for a starter home or downsizing! This cozy prop...	3 beds \| 1 baths \| 957 sq.ft.	$190,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 3.97% Airbnb Rental Income: $832 Traditional Rental Income: $1339 Airbnb ROI: -0.66% Traditional ROI: 3.97%
2116 Briarwood Lane Highland, IN Welcome to easy living in the coveted White Oak Estates of Highland! This beautifully main...	2 beds \| 2 baths \| 1,939 sq.ft.	$349,900	Airbnb cash on cash: 0.56% Traditional cash on cash: 3.96% Airbnb Rental Income: $1508 Traditional Rental Income: $2187 Airbnb ROI: 0.56% Traditional ROI: 3.96%
2649 Georgetowne Drive #B2 Highland, IN Welcome home to this bright and beautifully maintained 2 bedroom, 2 bath second-floor cond...	2 beds \| 2 baths \| 1,264 sq.ft.	$209,900	Airbnb cash on cash: 2.94% Traditional cash on cash: 6.49% Airbnb Rental Income: $1508 Traditional Rental Income: $1775 Airbnb ROI: 2.94% Traditional ROI: 6.49%
2117 Azalea Drive Highland, IN Well-Built One-Owner Home Near Meadows Park in Highland Welcome home to this spacious and...	5 beds \| 2 baths \| 2,428 sq.ft.	$324,900	Airbnb cash on cash: 2.26% Traditional cash on cash: 5.97% Airbnb Rental Income: $1908 Traditional Rental Income: $2535 Airbnb ROI: 2.26% Traditional ROI: 5.97%
3631 Manor Drive Highland, IN This all-brick, 4 bed, 3 bath bi-level offers over 2400 sq. ft. of living space making it ...	3 beds \| 4 baths \| 2,464 sq.ft.	$349,900	Airbnb cash on cash: -0.54% Traditional cash on cash: 6.45% Airbnb Rental Income: $832 Traditional Rental Income: $2801 Airbnb ROI: -0.54% Traditional ROI: 6.45%
9448 Parkway Drive Highland, IN This is the home you've been searching for! Spacious and beautifully maintained, this rare...	5 beds \| 3 baths \| 2,618 sq.ft.	$389,900	Airbnb cash on cash: 1.64% Traditional cash on cash: 5.85% Airbnb Rental Income: $1908 Traditional Rental Income: $2941 Airbnb ROI: 1.64% Traditional ROI: 5.85%
9624 O Day Drive Highland, IN Welcome home to this well-cared-for property featuring hardwood floors throughout the main...	3 beds \| 2 baths \| 2,128 sq.ft.	$294,900	Airbnb cash on cash: -0.31% Traditional cash on cash: 6.17% Airbnb Rental Income: $832 Traditional Rental Income: $2304 Airbnb ROI: -0.31% Traditional ROI: 6.17%
3721 Sandalwood Drive Highland, IN Welcome home to this beautiful corner unit town home located in Sandalwood Community of Hi...	2 beds \| 1 baths \| 1,125 sq.ft.	$259,900	Airbnb cash on cash: 2.35% Traditional cash on cash: 3.8% Airbnb Rental Income: $1508 Traditional Rental Income: $1425 Airbnb ROI: 2.35% Traditional ROI: 3.8%
8959 Lawndale Street Highland, IN Well maintained, newly remodeled ranch, in a great location with fully finished basement, ...	3 beds \| 2 baths \| 2,352 sq.ft.	$379,900	Airbnb cash on cash: -0.42% Traditional cash on cash: 4.78% Airbnb Rental Income: $832 Traditional Rental Income: $2356 Airbnb ROI: -0.42% Traditional ROI: 4.78%
2032 Martha Street Highland, IN Stop the Car! This is the One! Tastefully updated and beautifully maintained unique four b...	4 beds \| 3 baths \| 2,212 sq.ft.	$365,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 5.67% Airbnb Rental Income: $1240 Traditional Rental Income: $2665 Airbnb ROI: 0.35% Traditional ROI: 5.67%
2174 Timberidge Court Highland, IN This must see 2 bed, 2 bath townhouse in the Whispering Oaks subdivision of Highland is re...	2 beds \| 2 baths \| 1,186 sq.ft.	$235,000	Airbnb cash on cash: 2.39% Traditional cash on cash: 5.14% Airbnb Rental Income: $1508 Traditional Rental Income: $1678 Airbnb ROI: 2.39% Traditional ROI: 5.14%
2306 Martha Street #101 Highland, IN INVESTOR ALERT! Main Flr 2BR/1BA Unit CURRENTLY TENANT-OCCUPIED = INSTANT INCOME! Great La...	2 beds \| 1 baths \| 1,014 sq.ft.	$154,899	Airbnb cash on cash: 2.01% Traditional cash on cash: 3.62% Airbnb Rental Income: $1508 Traditional Rental Income: $1306 Airbnb ROI: 2.01% Traditional ROI: 3.62%
2007 45th Street #101 Highland, IN GREAT INVESTMENT OPPORTUNITY! Main Floor Unit is TENANT-OCCUPIED = Immediate INCOME! Solid...	1 beds \| 1 baths \| 1,235 sq.ft.	$144,899	Airbnb cash on cash: -0.37% Traditional cash on cash: 5.64% Airbnb Rental Income: $753 Traditional Rental Income: $1273 Airbnb ROI: -0.37% Traditional ROI: 5.64%
2933 Churchill Lane Highland, IN Home for the Holidays in Highland! 3 bedrooms, 2 baths. Located just 11 minutes from the u...	3 beds \| 2 baths \| 1,462 sq.ft.	$244,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 5.76% Airbnb Rental Income: $832 Traditional Rental Income: $1877 Airbnb ROI: -0.19% Traditional ROI: 5.76%
2727 Clough Avenue Highland, IN Charming Highland Home with Timeless Character and Modern Updates Welcome home to 2727 C...	3 beds \| 2 baths \| 1,286 sq.ft.	$265,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 4.92% Airbnb Rental Income: $832 Traditional Rental Income: $1712 Airbnb ROI: 0.09% Traditional ROI: 4.92%
9735 Wildwood Court #1c Highland, IN Delightful 2 bedroom 2 bath main level condo tucked away on a sort of cul-de-sac lot. Corn...	2 beds \| 2 baths \| 1,300 sq.ft.	$223,900	Airbnb cash on cash: 2.83% Traditional cash on cash: 6.34% Airbnb Rental Income: $1508 Traditional Rental Income: $1812 Airbnb ROI: 2.83% Traditional ROI: 6.34%
2133 Teakwood Lane Highland, IN Welcome to easy living in the coveted White Oak Estates of Highland! This beautifully main...	3 beds \| 2 baths \| 1,939 sq.ft.	$369,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 4.3% Airbnb Rental Income: $832 Traditional Rental Income: $2236 Airbnb ROI: -0.7% Traditional ROI: 4.3%

Real Estate investment in Highland, IN

There are 30 properties for sale in the city of Highland . The median list price in Highland is $266,250 and the average price per square foot is $156. In December 2025, the average monthly cash on cash return in Highland is 6.00%. The average monthly rental income in Highland is $1,965.

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

There are 30 investment properties available for sale in Highland.

In 2025, 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 $1,036.

Your search for investment property begins and ends here

Investment Property for Sale in Highland, IN

3443 43rd Street

Highland, IN

3 beds | 2 baths | 2,156 sq.ft.

$279,900

Airbnb cash on cash: -0.28%

Traditional cash on cash: 6.6%

Airbnb Rental Income: $832

Traditional Rental Income: $2321

Airbnb ROI: -0.28%

Traditional ROI: 6.6%

2892 Cambridge Way

Highland, IN

2 beds | 2 baths | 1,210 sq.ft.

$250,000

Airbnb cash on cash: 2.23%

Traditional cash on cash: 4.82%

Airbnb Rental Income: $1508

Traditional Rental Income: $1679

Airbnb ROI: 2.23%

Traditional ROI: 4.82%

2305 Martha Street #D2

Highland, IN

2 beds | 2 baths | 1,270 sq.ft.

$185,000

Airbnb cash on cash: 2.96%

Traditional cash on cash: 6.53%

Airbnb Rental Income: $1508

Traditional Rental Income: $1695

Airbnb ROI: 2.96%

Traditional ROI: 6.53%

10010 Kennedy Avenue

Highland, IN

4 beds | 2 baths | 1,344 sq.ft.

$255,000

Airbnb cash on cash: 1.38%

Traditional cash on cash: 6.04%

Airbnb Rental Income: $1240

Traditional Rental Income: $1967

Airbnb ROI: 1.38%

Traditional ROI: 6.04%

2291 Martha Street #B2

Highland, IN

2 beds | 2 baths | 1,600 sq.ft.

$159,925

Airbnb cash on cash: 1.84%

Traditional cash on cash: 4.65%

Airbnb Rental Income: $1508

Traditional Rental Income: $1498

Airbnb ROI: 1.84%

Traditional ROI: 4.65%

3622 Highway Avenue

Highland, IN

3 beds | 2 baths | 1,650 sq.ft.

$275,000

Airbnb cash on cash: -0.17%

Traditional cash on cash: 5.46%

Airbnb Rental Income: $832

Traditional Rental Income: $1963

Airbnb ROI: -0.17%

Traditional ROI: 5.46%

3128 Eder Street

Highland, IN

3 beds | 2 baths | 1,728 sq.ft.

$279,999

Airbnb cash on cash: -0.18%

Traditional cash on cash: 5.72%

Airbnb Rental Income: $832

Traditional Rental Income: $2061

Airbnb ROI: -0.18%

Traditional ROI: 5.72%

3318 Strong Street

Highland, IN

3 beds | 3 baths | 3,428 sq.ft.

$364,990

Airbnb cash on cash: -0.5%

Traditional cash on cash: 5.6%

Airbnb Rental Income: $832

Traditional Rental Income: $2593

Airbnb ROI: -0.5%