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
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.	$325,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 3.22% Airbnb Rental Income: $1547 Traditional Rental Income: $1557 Airbnb ROI: 1.73% Traditional ROI: 3.22%
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: 1.05% Traditional cash on cash: 3.77% Airbnb Rental Income: $1547 Traditional Rental Income: $2084 Airbnb ROI: 1.05% Traditional ROI: 3.77%
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: 0.53% Traditional cash on cash: 6.25% Airbnb Rental Income: $905 Traditional Rental Income: $1678 Airbnb ROI: 0.53% 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.	$219,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 3.94% Airbnb Rental Income: $1105 Traditional Rental Income: $1263 Airbnb ROI: 1.38% Traditional ROI: 3.94%
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: 0.49% Traditional cash on cash: 3.52% Airbnb Rental Income: $1547 Traditional Rental Income: $3079 Airbnb ROI: 0.49% Traditional ROI: 3.52%
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: 0.7% Traditional cash on cash: 6.31% Airbnb Rental Income: $905 Traditional Rental Income: $1630 Airbnb ROI: 0.7% Traditional ROI: 6.31%
2629 Georgetowne Drive #A1 Highland, IN FIRST FLOOR CONDO + 2.5 CAR GARAGE + STORAGE. This well-maintained 1st-floor home features...	2 beds \| 2 baths \| 1,361 sq.ft.	$224,900	Airbnb cash on cash: 0.71% Traditional cash on cash: 6.31% Airbnb Rental Income: $905 Traditional Rental Income: $1758 Airbnb ROI: 0.71% Traditional ROI: 6.31%
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: 0.6% Traditional cash on cash: 6.05% Airbnb Rental Income: $905 Traditional Rental Income: $1670 Airbnb ROI: 0.6% Traditional ROI: 6.05%
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.	$255,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 6.54% Airbnb Rental Income: $1105 Traditional Rental Income: $2155 Airbnb ROI: 0.63% Traditional ROI: 6.54%
9138 Southmoor Avenue Highland, IN Beautifully updated 4-bedroom, 2.5-bath bilevel located in the desirable Meadows subdivisi...	4 beds \| 3 baths \| 2,542 sq.ft.	$399,900	Airbnb cash on cash: 0.91% Traditional cash on cash: 5.43% Airbnb Rental Income: $1547 Traditional Rental Income: $2793 Airbnb ROI: 0.91% Traditional ROI: 5.43%
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.	$255,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 4.56% Airbnb Rental Income: $1105 Traditional Rental Income: $2003 Airbnb ROI: -0.72% Traditional ROI: 4.56%
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: -0.35% Traditional cash on cash: 3.64% Airbnb Rental Income: $905 Traditional Rental Income: $1802 Airbnb ROI: -0.35% Traditional ROI: 3.64%
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: 0.72% Traditional cash on cash: 5.84% Airbnb Rental Income: $1792 Traditional Rental Income: $3932 Airbnb ROI: 0.72% Traditional ROI: 5.84%
10016 Wildwood Ln Highland, IN 10016 Wildwood Ln, Highland, IN 46322 \| Townhouse	2 beds \| 2 baths \| 1,804 sq.ft.	$330,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 3.06% Airbnb Rental Income: $905 Traditional Rental Income: $1754 Airbnb ROI: -0.77% Traditional ROI: 3.06%
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: 0.48% Traditional cash on cash: 5.87% Airbnb Rental Income: $1105 Traditional Rental Income: $2253 Airbnb ROI: 0.48% Traditional ROI: 5.87%
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: 0.89% Traditional cash on cash: 3.31% Airbnb Rental Income: $1105 Traditional Rental Income: $1315 Airbnb ROI: 0.89% Traditional ROI: 3.31%
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: 0.4% Traditional cash on cash: 2.48% Airbnb Rental Income: $1105 Traditional Rental Income: $1417 Airbnb ROI: 0.4% Traditional ROI: 2.48%
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: 1.44% Traditional cash on cash: 6.58% Airbnb Rental Income: $1547 Traditional Rental Income: $2219 Airbnb ROI: 1.44% Traditional ROI: 6.58%
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.	$299,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 4.69% Airbnb Rental Income: $1105 Traditional Rental Income: $1963 Airbnb ROI: 0.32% Traditional ROI: 4.69%
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: -0.3% Traditional cash on cash: 1.71% Airbnb Rental Income: $1105 Traditional Rental Income: $1280 Airbnb ROI: -0.3% Traditional ROI: 1.71%
3502 42nd Street Highland, IN This spacious 3-bed, 2-bath quad in the desirable Southtown subdivision offers exceptional...	3 beds \| 2 baths \| 1,801 sq.ft.	$364,700	Airbnb cash on cash: 0.04% Traditional cash on cash: 4.09% Airbnb Rental Income: $1105 Traditional Rental Income: $2118 Airbnb ROI: 0.04% Traditional ROI: 4.09%
3116 Garfield Avenue Highland, IN Fully updated with both quality craftsmanship and tasteful design, this stunning home is t...	3 beds \| 3 baths \| 2,600 sq.ft.	$384,900	Airbnb cash on cash: 0.11% Traditional cash on cash: 5.98% Airbnb Rental Income: $1105 Traditional Rental Income: $2852 Airbnb ROI: 0.11% Traditional ROI: 5.98%
2823 100th Street Highland, IN Ranch style half duplex in a quiet neighborhood with no HOA. This 2 bed, 2 bath home offer...	2 beds \| 2 baths \| 1,150 sq.ft.	$255,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 4.66% Airbnb Rental Income: $905 Traditional Rental Income: $1643 Airbnb ROI: 0.19% Traditional ROI: 4.66%
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: 0.05% Traditional cash on cash: 4.83% Airbnb Rental Income: $1105 Traditional Rental Income: $2437 Airbnb ROI: 0.05% Traditional ROI: 4.83%
3531 43rd Place Highland, IN This spacious well kept ranch style home in Highland is looking for its new owner. From th...	3 beds \| 2 baths \| 1,969 sq.ft.	$324,900	Airbnb cash on cash: 0.31% Traditional cash on cash: 4.91% Airbnb Rental Income: $1105 Traditional Rental Income: $2136 Airbnb ROI: 0.31% Traditional ROI: 4.91%
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: 0.98% Traditional cash on cash: 5.03% Airbnb Rental Income: $1105 Traditional Rental Income: $1594 Airbnb ROI: 0.98% Traditional ROI: 5.03%
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: 0.14% Traditional cash on cash: 5.15% Airbnb Rental Income: $1105 Traditional Rental Income: $2228 Airbnb ROI: 0.14% Traditional ROI: 5.15%

Real Estate investment in Highland, IN

There are 30 properties for sale in the city of Highland . The median list price in Highland is $262,365 and the average price per square foot is $137. In June 2026, the average monthly cash on cash return in Highland is 5.00%. The average monthly rental income in Highland is $1,758.

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

There are 30 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 $1,105.

Your search for investment property begins and ends here

Investment Property for Sale in Highland, IN

3318 North Drive

Highland, IN

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

$325,000

Airbnb cash on cash: 1.73%

Traditional cash on cash: 3.22%

Airbnb Rental Income: $1547

Traditional Rental Income: $1557

Airbnb ROI: 1.73%

Traditional ROI: 3.22%

9220 Wildwood Drive

Highland, IN

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

$386,000

Airbnb cash on cash: 1.05%

Traditional cash on cash: 3.77%

Airbnb Rental Income: $1547

Traditional Rental Income: $2084

Airbnb ROI: 1.05%

Traditional ROI: 3.77%

2525 Longwood Drive #101

Highland, IN

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

$204,900

Airbnb cash on cash: 0.53%

Traditional cash on cash: 6.25%

Airbnb Rental Income: $905

Traditional Rental Income: $1678

Airbnb ROI: 0.53%

Traditional ROI: 6.25%

2623 Hart Road

Highland, IN

3 beds | 1 baths | 955 sq.ft.

$219,000

Airbnb cash on cash: 1.38%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $1105

Traditional Rental Income: $1263

Airbnb ROI: 1.38%

Traditional ROI: 3.94%

9523 Hook Street

Highland, IN

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

$699,500

Airbnb cash on cash: 0.49%

Traditional cash on cash: 3.52%

Airbnb Rental Income: $1547

Traditional Rental Income: $3079

Airbnb ROI: 0.49%

Traditional ROI: 3.52%

2649 Georgetowne #B2

Highland, IN

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

$199,800

Airbnb cash on cash: 0.7%

Traditional cash on cash: 6.31%

Airbnb Rental Income: $905

Traditional Rental Income: $1630

Airbnb ROI: 0.7%

Traditional ROI: 6.31%

2629 Georgetowne Drive #A1

Highland, IN

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

$224,900

Airbnb cash on cash: 0.71%

Traditional cash on cash: 6.31%

Airbnb Rental Income: $905

Traditional Rental Income: $1758

Airbnb ROI: 0.71%

Traditional ROI: 6.31%

2515 Longwood Drive #102

Highland, IN

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

$214,000

Airbnb cash on cash: 0.6%

Traditional cash on cash: 6.05%

Airbnb Rental Income: $905

Traditional Rental Income: $1670

Airbnb ROI: 0.6%