Real Estate Investment Properties for Sale in Charlestown, IN

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
8211 Zachary Drive Charlestown, IN Welcome home to this spacious 5-bedroom, 3-bath home tucked away in the peaceful Woods of ...	5 beds \| 3 baths \| 2,694 sq.ft.	$405,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.13% Airbnb Rental Income: $null Traditional Rental Income: $2520 Airbnb ROI: N/A Traditional ROI: 5.13%
8213 Salem Church Road Charlestown, IN APPROVED SHORT SALE - SOLD AS-IS Rustic Elegance Meets Modern Convenience in This Stunning...	4 beds \| 2 baths \| 3,032 sq.ft.	$330,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.65% Airbnb Rental Income: $null Traditional Rental Income: $2379 Airbnb ROI: N/A Traditional ROI: 5.65%
5421 Melbourne Drive Charlestown, IN Welcome home to this beautiful all-brick and stone ranch offering 4 bedrooms, 3 full bathr...	4 beds \| 3 baths \| 2,964 sq.ft.	$417,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.41% Airbnb Rental Income: $null Traditional Rental Income: $2583 Airbnb ROI: N/A Traditional ROI: 4.41%
5715 Ridgefield Drive Charlestown, IN !!OPEN HOUSE!! NOV 14, 2026 2:30 - 4:30 Welcome to 5715 Ridgefield Drive, an impressive ho...	4 beds \| 4 baths \| 3,756 sq.ft.	$672,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.97% Airbnb Rental Income: $null Traditional Rental Income: $3605 Airbnb ROI: N/A Traditional ROI: 3.97%
7805 Linwood Circle Charlestown, IN ONE YEAR PAID HOME WARRENTY & ONE YEAR PAID HOA DUES! Beautifully appointed 4-bedroom, 3 f...	4 beds \| 3 baths \| 1,926 sq.ft.	$333,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.67% Airbnb Rental Income: $null Traditional Rental Income: $2185 Airbnb ROI: N/A Traditional ROI: 4.67%
6300 sunset loop Charlestown, IN $5000 INCENTIVE available to buyer with acceptable offer !! Come see the gorgeous pool, an...	3 beds \| 3 baths \| 2,416 sq.ft.	$385,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 4.07% Airbnb Rental Income: $1466 Traditional Rental Income: $2252 Airbnb ROI: 0.7% Traditional ROI: 4.07%
8140 Harmony Way Charlestown, IN Welcome to 8140 Harmony Way in the DESIRABLE Silvercreek Meadows community! Originally bui...	4 beds \| 3 baths \| 2,256 sq.ft.	$369,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.01% Airbnb Rental Income: $null Traditional Rental Income: $2134 Airbnb ROI: N/A Traditional ROI: 4.01%
6607 Hibernia Road Charlestown, IN Welcome to your dream home in the peaceful community of Charlestown, Indiana! This beautif...	4 beds \| 2 baths \| 1,486 sq.ft.	$285,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.83% Airbnb Rental Income: $null Traditional Rental Income: $1877 Airbnb ROI: N/A Traditional ROI: 4.83%
7012 Patriot Court Charlestown, IN Owner financing available call for details! Welcome to this beautifully designed ranch-sty...	4 beds \| 3 baths \| 2,826 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.97% Airbnb Rental Income: $null Traditional Rental Income: $2290 Airbnb ROI: N/A Traditional ROI: 2.97%
710 Denham Lane Charlestown, IN Homes was completely renovated 4 years ago. Lower level walkout including third bedroom. S...	3 beds \| 2 baths \| 1,404 sq.ft.	$232,900	Airbnb cash on cash: 2.06% Traditional cash on cash: 1.63% Airbnb Rental Income: $1466 Traditional Rental Income: $939 Airbnb ROI: 2.06% Traditional ROI: 1.63%
2111 Fulton Drive Charlestown, IN Tucked away on a secluded dead-end street in the heart of Charlestown, this spacious, all-...	3 beds \| 1 baths \| 1,512 sq.ft.	$182,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 3.81% Airbnb Rental Income: $1466 Traditional Rental Income: $1034 Airbnb ROI: 3.8% Traditional ROI: 3.81%
5211 N Hampton Court lot: #1517 Charlestown, IN End-of-Season Savings Event! Enjoy $10,000 in seller concessions toward your closing costs...	3 beds \| 3 baths \| 1,960 sq.ft.	$289,900	Airbnb cash on cash: 2.16% Traditional cash on cash: 6.44% Airbnb Rental Income: $1466 Traditional Rental Income: $2202 Airbnb ROI: 2.16% Traditional ROI: 6.44%
6407 Sunset Loop Charlestown, IN Welcome to 6407 Sunset Loop in the desirable Ashley Springs subdivision of Charlestown. Bu...	4 beds \| 3 baths \| 2,264 sq.ft.	$320,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.93% Airbnb Rental Income: $null Traditional Rental Income: $2202 Airbnb ROI: N/A Traditional ROI: 4.93%
8303 Zachary Drive Charlestown, IN Welcome to this beautifully maintained ranch home in the desirable Woods of Tunnel Mill su...	4 beds \| 2 baths \| 2,213 sq.ft.	$379,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.25% Airbnb Rental Income: $null Traditional Rental Income: $1750 Airbnb ROI: N/A Traditional ROI: 3.25%
7136 Independence Way Charlestown, IN Welcome to 7136 Independence Way in Charlestown! This spacious and meticulously maintained...	5 beds \| 3 baths \| 3,493 sq.ft.	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.16% Airbnb Rental Income: $null Traditional Rental Income: $2480 Airbnb ROI: N/A Traditional ROI: 3.16%
252 River Road W Charlestown, IN Wake up to the water in this beautifully positioned riverfront home in Charlestown! This 3...	3 beds \| 2 baths \| 2,268 sq.ft.	$675,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 2.52% Airbnb Rental Income: $1466 Traditional Rental Income: $2410 Airbnb ROI: 0.33% Traditional ROI: 2.52%
6610 Deerfield Drive Charlestown, IN Welcome to 6610 Deerfield Drive, an all-brick ranch in Charlestown's Whispering Oaks neigh...	5 beds \| 2 baths \| 2,034 sq.ft.	$344,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.37% Airbnb Rental Income: $null Traditional Rental Income: $2161 Airbnb ROI: N/A Traditional ROI: 4.37%
8426 Aberdeen Lane Charlestown, IN Classic Cape Cod charm meets an inviting 2,785 square feet of flexible living space at 842...	3 beds \| 4 baths \| 2,785 sq.ft.	$295,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 7.6% Airbnb Rental Income: $1466 Traditional Rental Income: $2736 Airbnb ROI: 1.47% Traditional ROI: 7.6%
3039 Hawks Landing Drive lot: 223 Charlestown, IN End-of-Season Savings Event! Enjoy $10,000 in seller concessions toward your closing costs...	4 beds \| 3 baths \| 2,610 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.81% Airbnb Rental Income: $null Traditional Rental Income: $2511 Airbnb ROI: N/A Traditional ROI: 4.81%
6413 Sunset Loop Charlestown, IN Welcome home to this stunning all-brick ranch in the desirable Ashley Springs neighborhood...	3 beds \| 2 baths \| 1,665 sq.ft.	$289,900	Airbnb cash on cash: 1.43% Traditional cash on cash: 4.76% Airbnb Rental Income: $1466 Traditional Rental Income: $1940 Airbnb ROI: 1.43% Traditional ROI: 4.76%
132 Church Street Charlestown, IN Completely remodeled from the studs out! This beautifully renovated 1-story home offers 4 ...	4 beds \| 2 baths \| 1,714 sq.ft.	$260,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.5% Airbnb Rental Income: $null Traditional Rental Income: $2020 Airbnb ROI: N/A Traditional ROI: 5.5%
5203 N Hampton Court lot: #1513 Charlestown, IN End-of-Season Savings Event! Enjoy $10,000 in seller concessions toward your closing costs...	3 beds \| 3 baths \| 1,960 sq.ft.	$289,900	Airbnb cash on cash: 1.98% Traditional cash on cash: 6.35% Airbnb Rental Income: $1466 Traditional Rental Income: $2225 Airbnb ROI: 1.98% Traditional ROI: 6.35%
5205 N Hampton Court lot: #1514 Charlestown, IN End-of-Season Savings Event! Enjoy $10,000 in seller concessions toward your closing costs...	3 beds \| 3 baths \| 1,960 sq.ft.	$289,900	Airbnb cash on cash: 2.14% Traditional cash on cash: 6.5% Airbnb Rental Income: $1466 Traditional Rental Income: $2225 Airbnb ROI: 2.14% Traditional ROI: 6.5%
5207 N Hampton Court lot: #1515 Charlestown, IN End-of-Season Savings Event! Enjoy $10,000 in seller concessions toward your closing costs...	3 beds \| 3 baths \| 1,960 sq.ft.	$299,900	Airbnb cash on cash: 1.88% Traditional cash on cash: 6.12% Airbnb Rental Income: $1466 Traditional Rental Income: $2230 Airbnb ROI: 1.88% Traditional ROI: 6.12%
5805 Ray's (6SV) Court Charlestown, IN New Construction! SYCAMORE VILLAGE is located off HWY 403 on Juniper Ridge Drive. The "Gen...	4 beds \| 4 baths \| 2,320 sq.ft.	$384,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.84% Airbnb Rental Income: $null Traditional Rental Income: $2629 Airbnb ROI: N/A Traditional ROI: 5.84%
12225 Highway 62 Charlestown, IN Wake up to water views from your 1,800-square-foot lakefront sanctuary on 1.7 acres. This ...	3 beds \| 2 baths \| 1,810 sq.ft.	$425,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 1.72% Airbnb Rental Income: $1466 Traditional Rental Income: $1604 Airbnb ROI: 0.29% Traditional ROI: 1.72%
5411 Mansfield Way Charlestown, IN Don't miss this great ranch home located in the desirable Hawthorne Glen subdivision! This...	3 beds \| 2 baths \| 1,633 sq.ft.	$359,900	Airbnb cash on cash: 1.26% Traditional cash on cash: 3.72% Airbnb Rental Income: $1466 Traditional Rental Income: $1862 Airbnb ROI: 1.26% Traditional ROI: 3.72%
6216 Pleasant Run #935 Charlestown, IN Introducing The Maddie - the newest floorplan from Land-Mill, where thoughtful design meet...	3 beds \| 2 baths \| 1,941 sq.ft.	$420,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 3.19% Airbnb Rental Income: $1466 Traditional Rental Income: $2106 Airbnb ROI: 0.47% Traditional ROI: 3.19%
5014 Bolton Drive lot: 1616 Charlestown, IN End-of-Season Savings Event! Enjoy $5,000 in seller concessions, making this home an even ...	4 beds \| 3 baths \| 2,430 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.93% Airbnb Rental Income: $null Traditional Rental Income: $2471 Airbnb ROI: N/A Traditional ROI: 3.93%
301 Glendale Drive Charlestown, IN Completely renovated and move in ready, this beautifully updated all brick home is located...	3 beds \| 1 baths \| 962 sq.ft.	$219,900	Airbnb cash on cash: 2.8% Traditional cash on cash: 3.37% Airbnb Rental Income: $1466 Traditional Rental Income: $1152 Airbnb ROI: 2.8% Traditional ROI: 3.37%
6414 Pleasant Run #934 Charlestown, IN Introducing The Maddie - the newest floorplan from Land-Mill, where thoughtful design meet...	3 beds \| 2 baths \| 1,914 sq.ft.	$420,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 3.18% Airbnb Rental Income: $1466 Traditional Rental Income: $2069 Airbnb ROI: 0.54% Traditional ROI: 3.18%
5614 High Jackson Road Charlestown, IN Welcome to this beautifully maintained custom 1.5-story home in a highly sought-after Char...	3 beds \| 3 baths \| 1,792 sq.ft.	$380,900	Airbnb cash on cash: 0.89% Traditional cash on cash: 3.89% Airbnb Rental Income: $1466 Traditional Rental Income: $2107 Airbnb ROI: 0.89% Traditional ROI: 3.89%
5016 Bolton Drive lot: 1617 Charlestown, IN The Willow II is a highly sought-after 1-story ranch plan by Discovery Builders, designed ...	4 beds \| 3 baths \| 2,769 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.04% Airbnb Rental Income: $null Traditional Rental Income: $2571 Airbnb ROI: N/A Traditional ROI: 4.04%
3029 Hawks Landing Drive lot: 218 Charlestown, IN End-of-Season Savings Event! Enjoy $10,000 price improvement, making this home an even sma...	4 beds \| 3 baths \| 2,545 sq.ft.	$469,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.58% Airbnb Rental Income: $null Traditional Rental Income: $2477 Airbnb ROI: N/A Traditional ROI: 3.58%
6216 Pleasant Run Charlestown, IN Introducing The Maddie - the newest floorplan from Land Mill, where thoughtful design meet...	3 beds \| 2 baths \| 1,941 sq.ft.	$420,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 4.26% Airbnb Rental Income: $1466 Traditional Rental Income: $2168 Airbnb ROI: 1.38% Traditional ROI: 4.26%
7205 Sunnybrook Court Charlestown, IN Welcome to Ashley Springs in Charlestown! This beautifully maintained 4 bedroom, 3 bath ho...	4 beds \| 3 baths \| 2,412 sq.ft.	$424,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.96% Airbnb Rental Income: $null Traditional Rental Income: $2421 Airbnb ROI: N/A Traditional ROI: 3.96%
8018 Kismet Drive Charlestown, IN Charming 3BR Ranch Home in Charlestown - Move-In Ready & Low Maintenance! Welcome home to ...	3 beds \| 2 baths \| 1,395 sq.ft.	$257,900	Airbnb cash on cash: 0.96% Traditional cash on cash: 4.15% Airbnb Rental Income: $1466 Traditional Rental Income: $1810 Airbnb ROI: 0.96% Traditional ROI: 4.15%
6510 Deerfield Drive Charlestown, IN Welcome to 6510 Deerfield Drive in the desirable Whispering Oaks neighborhood of Charlesto...	3 beds \| 3 baths \| 2,673 sq.ft.	$364,900	Airbnb cash on cash: 0.84% Traditional cash on cash: 3.75% Airbnb Rental Income: $1466 Traditional Rental Income: $2029 Airbnb ROI: 0.84% Traditional ROI: 3.75%
7224 Stirling Drive lot: 503 Charlestown, IN The desirable INDEPENDENCE floor plan is available in the ESTATES OF DANBURY OAKS and chec...	4 beds \| 3 baths \| 2,315 sq.ft.	$469,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.38% Airbnb Rental Income: $null Traditional Rental Income: $2391 Airbnb ROI: N/A Traditional ROI: 3.38%
7222 Stirling Drive lot: 504 Charlestown, IN 4 Bedrooms, 3 FULL Baths, 3 car garage with a finished WALKOUT lower level on a premium lo...	4 beds \| 3 baths \| 2,452 sq.ft.	$469,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.53% Airbnb Rental Income: $null Traditional Rental Income: $2457 Airbnb ROI: N/A Traditional ROI: 3.53%

Real Estate investment in Charlestown, IN

There are 109 properties for sale in the city of Charlestown . The median list price in Charlestown is $239,876 and the average price per square foot is $103. In November 2026, the average monthly cash on cash return in Charlestown is 4.00%. The average monthly rental income in Charlestown is $2,058.

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

There are 109 investment properties available for sale in Charlestown.

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

The ROI for Long-Term is higher than the Short-Term in Charlestown with average rental income of $2,058.

Your search for investment property begins and ends here

Investment Property for Sale in Charlestown, IN

8211 Zachary Drive

Charlestown, IN

5 beds | 3 baths | 2,694 sq.ft.

$405,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.13%

Airbnb Rental Income: $null

Traditional Rental Income: $2520

Airbnb ROI: N/A

Traditional ROI: 5.13%

8213 Salem Church Road

Charlestown, IN

4 beds | 2 baths | 3,032 sq.ft.

$330,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.65%

Airbnb Rental Income: $null

Traditional Rental Income: $2379

Airbnb ROI: N/A

Traditional ROI: 5.65%

5421 Melbourne Drive

Charlestown, IN

4 beds | 3 baths | 2,964 sq.ft.

$417,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.41%

Airbnb Rental Income: $null

Traditional Rental Income: $2583

Airbnb ROI: N/A

Traditional ROI: 4.41%

5715 Ridgefield Drive

Charlestown, IN

4 beds | 4 baths | 3,756 sq.ft.

$672,500

Airbnb cash on cash: N/A

Traditional cash on cash: 3.97%

Airbnb Rental Income: $null

Traditional Rental Income: $3605

Airbnb ROI: N/A

Traditional ROI: 3.97%

7805 Linwood Circle

Charlestown, IN

4 beds | 3 baths | 1,926 sq.ft.

$333,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.67%

Airbnb Rental Income: $null

Traditional Rental Income: $2185

Airbnb ROI: N/A

Traditional ROI: 4.67%

6300 sunset loop

Charlestown, IN

3 beds | 3 baths | 2,416 sq.ft.

$385,000

Airbnb cash on cash: 0.7%

Traditional cash on cash: 4.07%

Airbnb Rental Income: $1466

Traditional Rental Income: $2252

Airbnb ROI: 0.7%

Traditional ROI: 4.07%

8140 Harmony Way

Charlestown, IN

4 beds | 3 baths | 2,256 sq.ft.

$369,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.01%

Airbnb Rental Income: $null

Traditional Rental Income: $2134

Airbnb ROI: N/A

Traditional ROI: 4.01%

6607 Hibernia Road

Charlestown, IN

4 beds | 2 baths | 1,486 sq.ft.

$285,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.83%

Airbnb Rental Income: $null

Traditional Rental Income: $1877

Airbnb ROI: N/A