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
3082 Grand Lake Boulevard Highland, IN Cornerstone Collection is an upcoming series of new single-family homes for sale at Grand ...	5 beds \| 5 baths \| 3,520 sq.ft.	$540,480	Airbnb cash on cash: 1.18% Traditional cash on cash: 8.7% Airbnb Rental Income: $1692 Traditional Rental Income: $5022 Airbnb ROI: 1.18% Traditional ROI: 8.7%
2267 Whispering Oaks Court Highland, IN Welcome to 2267 Whispering Oaks Ct in Highland, where convenience and tranquility come tog...	3 beds \| 2 baths \| 1,400 sq.ft.	$294,900	Airbnb cash on cash: 0.11% Traditional cash on cash: 3.91% Airbnb Rental Income: $1115 Traditional Rental Income: $1797 Airbnb ROI: 0.11% Traditional ROI: 3.91%
8829 Parrish Avenue Highland, IN Charming and well-maintained Highland home full of character and modern conveniences! This...	3 beds \| 2 baths \| 2,184 sq.ft.	$255,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 6.74% Airbnb Rental Income: $1115 Traditional Rental Income: $2171 Airbnb ROI: 0.79% Traditional ROI: 6.74%
2305 Martha Street #D2 Highland, IN This beautifully updated sprawling 2-bedroom, 1.5-bath second-story condo offers 1,270 squ...	2 beds \| 2 baths \| 1,270 sq.ft.	$179,900	Airbnb cash on cash: 1.25% Traditional cash on cash: 6.86% Airbnb Rental Income: $1107 Traditional Rental Income: $1695 Airbnb ROI: 1.25% Traditional ROI: 6.86%
10010 Kennedy Avenue Highland, IN Price improvement! Fixer upper on 2.5 acres! This solid 1940s house has great potential as...	4 beds \| 2 baths \| 1,344 sq.ft.	$210,000	Airbnb cash on cash: 4.06% Traditional cash on cash: 7.51% Airbnb Rental Income: $1761 Traditional Rental Income: $1967 Airbnb ROI: 4.06% Traditional ROI: 7.51%
3318 North Drive Highland, IN Fully renovated 4-bedroom, 2-bath ranch offering single-level living in Highland. Open-con...	4 beds \| 2 baths \| 1,792 sq.ft.	$310,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 3.43% Airbnb Rental Income: $1761 Traditional Rental Income: $1557 Airbnb ROI: 2.47% Traditional ROI: 3.43%
9220 Wildwood Dr Highland, IN Located in the highly desirable Meadows Subdivision of Highland and zoned for High School,...	4 beds \| 2 baths \| 1,824 sq.ft.	$374,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 3.92% Airbnb Rental Income: $1761 Traditional Rental Income: $2084 Airbnb ROI: 1.63% Traditional ROI: 3.92%
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.	$219,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 3.94% Airbnb Rental Income: $1115 Traditional Rental Income: $1263 Airbnb ROI: 1.42% Traditional ROI: 3.94%
2649 Georgetowne #B2 Highland, IN Welcome to easy, low-maintenance living in desirable Highland! This well-maintained condo ...	2 beds \| 2 baths \| 1,264 sq.ft.	$199,800	Airbnb cash on cash: 1.59% Traditional cash on cash: 6.31% Airbnb Rental Income: $1107 Traditional Rental Income: $1630 Airbnb ROI: 1.59% Traditional ROI: 6.31%
2629 Georgetowne Drive #A1 Highland, IN Welcome home to effortless, maintenance-free living in Highland's highly sought-after Geor...	2 beds \| 2 baths \| 1,313 sq.ft.	$214,900	Airbnb cash on cash: 1.5% Traditional cash on cash: 6.53% Airbnb Rental Income: $1107 Traditional Rental Income: $1758 Airbnb ROI: 1.5% Traditional ROI: 6.53%
2918 100th Street Highland, IN Great Location in Highly Desired Lakeside Subdivision. Minutes from shopping and restauran...	3 beds \| 2 baths \| 1,864 sq.ft.	$230,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 7.35% Airbnb Rental Income: $1115 Traditional Rental Income: $2155 Airbnb ROI: 0.85% Traditional ROI: 7.35%
9138 Southmoor Avenue Highland, IN Back and better than ever! The entire lower level has been freshly painted in today's popu...	3 beds \| 2 baths \| 2,542 sq.ft.	$384,900	Airbnb cash on cash: -0.01% Traditional cash on cash: 5.67% Airbnb Rental Income: $1115 Traditional Rental Income: $2793 Airbnb ROI: -0.01% Traditional ROI: 5.67%
2028 Wildwood Circle Highland, IN Located in the sought-after White Oak Estates, this luxurious brick and vinyl ranch townho...	2 beds \| 2 baths \| 1,504 sq.ft.	$330,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 3.64% Airbnb Rental Income: $1107 Traditional Rental Income: $1802 Airbnb ROI: 0.2% Traditional ROI: 3.64%
9225 Liable Road Highland, IN Though needing a complete rehab, there is unlimited potential and possibilities for this 1...	2 beds \| 1 baths \| 1,728 sq.ft.	$189,900	Airbnb cash on cash: 1.56% Traditional cash on cash: 4.73% Airbnb Rental Income: $1107 Traditional Rental Income: $1307 Airbnb ROI: 1.56% Traditional ROI: 4.73%
2720 Georgetowne Drive #B2 Highland, IN Highland 2BR, 2BA all brick Condo! This 2nd floor condo offers natural light throughout. P...	2 beds \| 2 baths \| 1,264 sq.ft.	$199,900	Airbnb cash on cash: 1.53% Traditional cash on cash: 6.18% Airbnb Rental Income: $1107 Traditional Rental Income: $1615 Airbnb ROI: 1.53% Traditional ROI: 6.18%
2104 Terrace Drive Highland, IN Very motivated Seller. Freshly painted interior walls. Maintenance free living. Don't wait...	2 beds \| 2 baths \| 1,350 sq.ft.	$226,900	Airbnb cash on cash: 0.37% Traditional cash on cash: 4.7% Airbnb Rental Income: $1107 Traditional Rental Income: $1663 Airbnb ROI: 0.37% Traditional ROI: 4.7%
9502 Forrest Drive Highland, IN This well cared for Highland home is neat, clean, and hitting the market for the very firs...	3 beds \| 2 baths \| 2,184 sq.ft.	$304,900	Airbnb cash on cash: 0.19% Traditional cash on cash: 5.67% Airbnb Rental Income: $1115 Traditional Rental Income: $2313 Airbnb ROI: 0.19% Traditional ROI: 5.67%
3110 Duluth Street Highland, IN Walking distance from the elementary Schools and parks, this second-owner home in Highland...	2 beds \| 1 baths \| 1,266 sq.ft.	$242,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 4.35% Airbnb Rental Income: $1107 Traditional Rental Income: $1451 Airbnb ROI: 1.21% Traditional ROI: 4.35%
9205 Idlewild Drive Highland, IN Spacious and beautifully maintained 4 bed, 2 bath quad-level with modern updates throughou...	4 beds \| 2 baths \| 2,207 sq.ft.	$380,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 4.67% Airbnb Rental Income: $1761 Traditional Rental Income: $2428 Airbnb ROI: 1.45% Traditional ROI: 4.67%
8845 Grace Street Highland, IN Spacious Ranch in Highland That Joins City and Country Living! Tranquil Front Porch at Ent...	3 beds \| 3 baths \| 3,103 sq.ft.	$339,500	Airbnb cash on cash: 0.04% Traditional cash on cash: 6.42% Airbnb Rental Income: $1115 Traditional Rental Income: $2775 Airbnb ROI: 0.04% Traditional ROI: 6.42%
2288 Bordeaux Walk #D1 Highland, IN Beautiful, Upscale condominium complex designed for adults 55 and older. This is a main fl...	2 beds \| 2 baths \| 1,600 sq.ft.	$194,900	Airbnb cash on cash: 0.49% Traditional cash on cash: 6.07% Airbnb Rental Income: $1107 Traditional Rental Income: $1766 Airbnb ROI: 0.49% Traditional ROI: 6.07%
2731 40th Place Highland, IN Welcome to this beautifully renovated home in Highland! Situated right of Kennedy Avenue, ...	5 beds \| 2 baths \| 2,668 sq.ft.	$375,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 5.19% Airbnb Rental Income: $1692 Traditional Rental Income: $2555 Airbnb ROI: 1.4% Traditional ROI: 5.19%
3545 Laverne Drive Highland, IN Need more space? Take a look at this 2 story 5 bedroom, 3 bath home. Large corner lot comp...	5 beds \| 3 baths \| 2,337 sq.ft.	$449,900	Airbnb cash on cash: 0.79% Traditional cash on cash: 4.34% Airbnb Rental Income: $1692 Traditional Rental Income: $2717 Airbnb ROI: 0.79% Traditional ROI: 4.34%
9839 Parkway Drive Highland, IN There's easy living in this 2BR, 2BA condo. Primary suite with attached bathroom and his a...	2 beds \| 2 baths \| 1,350 sq.ft.	$236,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 5.96% Airbnb Rental Income: $1107 Traditional Rental Income: $1797 Airbnb ROI: 1.2% Traditional ROI: 5.96%
10000 Wildwood Ln Highland, IN 10000 Wildwood Ln, Highland, IN 46322 \| Single Family Residential	3 beds \| 2 baths \| 1,924 sq.ft.	$349,500	Airbnb cash on cash: -0.3% Traditional cash on cash: 3.24% Airbnb Rental Income: $1115 Traditional Rental Income: $1900 Airbnb ROI: -0.3% Traditional ROI: 3.24%
3428 Grand Boulevard Highland, IN Charming ranch-style home tucked away near the end of a quiet street in desirable Highland...	3 beds \| 2 baths \| 2,000 sq.ft.	$299,900	Airbnb cash on cash: 0.51% Traditional cash on cash: 5.87% Airbnb Rental Income: $1115 Traditional Rental Income: $2253 Airbnb ROI: 0.51% Traditional ROI: 5.87%
3941 Wirth Road Highland, IN Welcome to this beautifully renovated 3-bedroom, 2-bath ranch offering 2,080 square feet o...	3 beds \| 2 baths \| 2,080 sq.ft.	$350,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 2.48% Airbnb Rental Income: $1115 Traditional Rental Income: $1417 Airbnb ROI: 0.42% Traditional ROI: 2.48%
2525 Longwood Drive #101 Highland, IN MOTIVATED SELLERS! Main-floor condo with no interior steps and a split-bedroom layout for ...	2 beds \| 2 baths \| 1,331 sq.ft.	$204,900	Airbnb cash on cash: 1.39% Traditional cash on cash: 6.25% Airbnb Rental Income: $1107 Traditional Rental Income: $1678 Airbnb ROI: 1.39% Traditional ROI: 6.25%
9523 Hook Street Highland, IN Incredible custom-built two-story home showcasing exceptional craftsmanship, thoughtful de...	4 beds \| 3 baths \| 2,900 sq.ft.	$699,500	Airbnb cash on cash: 0.76% Traditional cash on cash: 3.52% Airbnb Rental Income: $1761 Traditional Rental Income: $3079 Airbnb ROI: 0.76% Traditional ROI: 3.52%
2515 Longwood Drive #102 Highland, IN MOTIVATED SELLER!!! Welcome to this 2 bed, 1 3/4 bath MAIN floor condo located in the hear...	2 beds \| 2 baths \| 1,331 sq.ft.	$214,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 6.05% Airbnb Rental Income: $1107 Traditional Rental Income: $1670 Airbnb ROI: 1.43% Traditional ROI: 6.05%
2851 44th Street Highland, IN NOW ACCEPTING FHA! New kitchen, bathroom, windows, siding, roofs, driveway, floors, paint,...	3 beds \| 1 baths \| 1,030 sq.ft.	$288,999	Airbnb cash on cash: -0.27% Traditional cash on cash: 1.71% Airbnb Rental Income: $1115 Traditional Rental Income: $1280 Airbnb ROI: -0.27% Traditional ROI: 1.71%
9409 5th Street Highland, IN Spacious ranch home offering over 1,800 square feet of living space in a convenient Highla...	3 beds \| 2 baths \| 1,836 sq.ft.	$245,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 4.78% Airbnb Rental Income: $1115 Traditional Rental Income: $2003 Airbnb ROI: -0.67% Traditional ROI: 4.78%
3620 Highway Avenue Highland, IN Welcome to your dream property! This 2x6 construction 2-story home offers a perfect blend ...	3 beds \| 3 baths \| 3,186 sq.ft.	$379,900	Airbnb cash on cash: 0.07% Traditional cash on cash: 4.83% Airbnb Rental Income: $1115 Traditional Rental Income: $2437 Airbnb ROI: 0.07% Traditional ROI: 4.83%
8837 Parkway Drive Highland, IN A Mid-Century Modern Masterpiece in Brantwood Completely reimagined from top to bottom, th...	5 beds \| 4 baths \| 3,974 sq.ft.	$549,999	Airbnb cash on cash: 0.56% Traditional cash on cash: 5.84% Airbnb Rental Income: $1692 Traditional Rental Income: $3932 Airbnb ROI: 0.56% Traditional ROI: 5.84%
8016 Gordon Place Highland, IN From the moment you walk through the door, you'll feel right at home in this lovingly main...	3 beds \| 1 baths \| 1,552 sq.ft.	$224,900	Airbnb cash on cash: 1.02% Traditional cash on cash: 5.03% Airbnb Rental Income: $1115 Traditional Rental Income: $1594 Airbnb ROI: 1.02% Traditional ROI: 5.03%
10016 Wildwood Lane Highland, IN This brick two bedroom - two bath ranch style home has a 420 square-foot bonus room upstai...	2 beds \| 2 baths \| 1,804 sq.ft.	$330,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 3.04% Airbnb Rental Income: $1107 Traditional Rental Income: $1754 Airbnb ROI: -0.25% Traditional ROI: 3.04%
8340 Cottage Grove Place Highland, IN Welcome home to this beautiful newly updated ALL BRICK ranch! Home features 3 bedrooms, 1-...	3 beds \| 2 baths \| 2,312 sq.ft.	$317,500	Airbnb cash on cash: 0.17% Traditional cash on cash: 5.15% Airbnb Rental Income: $1115 Traditional Rental Income: $2228 Airbnb ROI: 0.17% Traditional ROI: 5.15%
2741 Georgetowne Drive #A1 Highland, IN Move-In Ready 2 Bedroom, 2 Bath Condo! Enjoy comfortable, low maintenance living in this w...	2 beds \| 2 baths \| 1,200 sq.ft.	$199,900	Airbnb cash on cash: 1.54% Traditional cash on cash: 5.99% Airbnb Rental Income: $1107 Traditional Rental Income: $1578 Airbnb ROI: 1.54% Traditional ROI: 5.99%
9101 Kennedy Avenue #1B Highland, IN This Impeccable All Brick 2 Bedroom, 2 Bath Main Floor Condo with 1 Car Garage is Located ...	2 beds \| 2 baths \| 1,220 sq.ft.	$204,900	Airbnb cash on cash: 1.63% Traditional cash on cash: 6.03% Airbnb Rental Income: $1107 Traditional Rental Income: $1588 Airbnb ROI: 1.63% Traditional ROI: 6.03%

Real Estate investment in Highland, IN

There are 47 properties for sale in the city of Highland . The median list price in Highland is $284,730 and the average price per square foot is $146. In September 2026, the average monthly cash on cash return in Highland is 5.00%. The average monthly rental income in Highland is $1,762.

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

There are 47 investment properties available for sale in Highland.

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

The ROI for Long-Term is higher than the Short-Term in Highland with average rental income of $1,762.

Your search for investment property begins and ends here

Investment Property for Sale in Highland, IN

3082 Grand Lake Boulevard

Highland, IN

5 beds | 5 baths | 3,520 sq.ft.

$540,480

Airbnb cash on cash: 1.18%

Traditional cash on cash: 8.7%

Airbnb Rental Income: $1692

Traditional Rental Income: $5022

Airbnb ROI: 1.18%

Traditional ROI: 8.7%

2267 Whispering Oaks Court

Highland, IN

3 beds | 2 baths | 1,400 sq.ft.

$294,900

Airbnb cash on cash: 0.11%

Traditional cash on cash: 3.91%

Airbnb Rental Income: $1115

Traditional Rental Income: $1797

Airbnb ROI: 0.11%

Traditional ROI: 3.91%

8829 Parrish Avenue

Highland, IN

3 beds | 2 baths | 2,184 sq.ft.

$255,000

Airbnb cash on cash: 0.79%

Traditional cash on cash: 6.74%

Airbnb Rental Income: $1115

Traditional Rental Income: $2171

Airbnb ROI: 0.79%

Traditional ROI: 6.74%

2305 Martha Street #D2

Highland, IN

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

$179,900

Airbnb cash on cash: 1.25%

Traditional cash on cash: 6.86%

Airbnb Rental Income: $1107

Traditional Rental Income: $1695

Airbnb ROI: 1.25%

Traditional ROI: 6.86%

10010 Kennedy Avenue

Highland, IN

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

$210,000

Airbnb cash on cash: 4.06%

Traditional cash on cash: 7.51%

Airbnb Rental Income: $1761

Traditional Rental Income: $1967

Airbnb ROI: 4.06%

Traditional ROI: 7.51%

3318 North Drive

Highland, IN

4 beds | 2 baths | 1,792 sq.ft.

$310,000

Airbnb cash on cash: 2.47%

Traditional cash on cash: 3.43%

Airbnb Rental Income: $1761

Traditional Rental Income: $1557

Airbnb ROI: 2.47%

Traditional ROI: 3.43%

9220 Wildwood Dr

Highland, IN

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

$374,000

Airbnb cash on cash: 1.63%

Traditional cash on cash: 3.92%

Airbnb Rental Income: $1761

Traditional Rental Income: $2084

Airbnb ROI: 1.63%

Traditional ROI: 3.92%

2623 Hart Road

Highland, IN

3 beds | 1 baths | 955 sq.ft.

$219,000

Airbnb cash on cash: 1.42%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $1115

Traditional Rental Income: $1263

Airbnb ROI: 1.42%