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
1802 Faith Avenue Charlestown, IN Welcome to the Cottage Homes at Southern Commons! Built in 2018, this spacious 4 BR, 2 1/2...	4 beds \| 3 baths \| 2,144 sq.ft.	$309,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.44% Airbnb Rental Income: $null Traditional Rental Income: $2275 Airbnb ROI: N/A Traditional ROI: 5.44%
5503 Sky Ridge Road Charlestown, IN Seller is offering $6,000 toward buyer's closing costs with an acceptable offer! Welcome t...	3 beds \| 3 baths \| 2,657 sq.ft.	$399,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 3.95% Airbnb Rental Income: $685 Traditional Rental Income: $2299 Airbnb ROI: -1.18% Traditional ROI: 3.95%
6303 Caleigh Drive Charlestown, IN Welcome home to this beautifully maintained 3 bedroom, 2 bath brick residence located in t...	3 beds \| 2 baths \| 1,471 sq.ft.	$289,900	Airbnb cash on cash: -0.82% Traditional cash on cash: 3.8% Airbnb Rental Income: $685 Traditional Rental Income: $1645 Airbnb ROI: -0.82% Traditional ROI: 3.8%
4618 Rivers Edge Drive Charlestown, IN Wake up to breathtaking river views and wind down each evening with unforgettable sunsets ...	3 beds \| 2 baths \| 1,920 sq.ft.	$375,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 4.68% Airbnb Rental Income: $685 Traditional Rental Income: $2307 Airbnb ROI: -0.79% Traditional ROI: 4.68%
8213 Salem Church Road Charlestown, IN Rustic Elegance Meets Modern Convenience in This Stunning Country Retreat! Tucked away in ...	4 beds \| 2 baths \| 3,032 sq.ft.	$389,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.66% Airbnb Rental Income: $null Traditional Rental Income: $2379 Airbnb ROI: N/A Traditional ROI: 4.66%
6414 Night Sky Drive Charlestown, IN Welcome to this beautifully maintained 3-bedroom, 2-bath brick ranch in Southern Indiana, ...	3 beds \| 2 baths \| 1,435 sq.ft.	$279,900	Airbnb cash on cash: -0.48% Traditional cash on cash: 4.4% Airbnb Rental Income: $685 Traditional Rental Income: $1669 Airbnb ROI: -0.48% Traditional ROI: 4.4%
6412 Night Sky Drive Charlestown, IN Come see this 3/2/2 home in Skyline Acres. The master bedroom can fit a king size bed, has...	3 beds \| 2 baths \| 1,436 sq.ft.	$334,900	Airbnb cash on cash: -1.06% Traditional cash on cash: 3.04% Airbnb Rental Income: $685 Traditional Rental Income: $1674 Airbnb ROI: -1.06% Traditional ROI: 3.04%
7808 Linwood Cir Charlestown, IN Welcome home to this beautifully maintained garden home designed for comfort, convenience,...	3 beds \| 2 baths \| 1,504 sq.ft.	$299,900	Airbnb cash on cash: -1.41% Traditional cash on cash: 3.49% Airbnb Rental Income: $685 Traditional Rental Income: $1765 Airbnb ROI: -1.41% Traditional ROI: 3.49%
5715 Ridgefield Drive Charlestown, IN Welcome to your dream home! Once in a lifetime a property like this comes along! This exqu...	4 beds \| 4 baths \| 3,756 sq.ft.	$799,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.18% Airbnb Rental Income: $null Traditional Rental Income: $3605 Airbnb ROI: N/A Traditional ROI: 3.18%
6301 Night Sky Drive Charlestown, IN This beautifully updated 3-bedroom, 2-bath ranch sits on a desirable corner lot and delive...	3 beds \| 2 baths \| 1,572 sq.ft.	$279,900	Airbnb cash on cash: -0.91% Traditional cash on cash: 4.45% Airbnb Rental Income: $685 Traditional Rental Income: $1796 Airbnb ROI: -0.91% Traditional ROI: 4.45%
211 Talina Drive Charlestown, IN This charming 3-bedroom, 1-bathroom home in the heart of Charlestown offers incredible pot...	3 beds \| 1 baths \| 1,326 sq.ft.	$209,900	Airbnb cash on cash: -0.41% Traditional cash on cash: 4.57% Airbnb Rental Income: $685 Traditional Rental Income: $1373 Airbnb ROI: -0.41% Traditional ROI: 4.57%
8827 Woodford Drive Charlestown, IN Welcome to this beautifully maintained ranch-style home offering the perfect combination o...	3 beds \| 2 baths \| 1,376 sq.ft.	$259,900	Airbnb cash on cash: -0.71% Traditional cash on cash: 4.39% Airbnb Rental Income: $685 Traditional Rental Income: $1633 Airbnb ROI: -0.71% Traditional ROI: 4.39%
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.	$288,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.94% Airbnb Rental Income: $null Traditional Rental Income: $1877 Airbnb ROI: N/A Traditional ROI: 4.94%
8526 Brock Road Charlestown, IN Take this opportunity to welcome your family home! Property features a beautifully maintai...	3 beds \| 3 baths \| 2,066 sq.ft.	$325,000	Airbnb cash on cash: -0.48% Traditional cash on cash: 4.59% Airbnb Rental Income: $685 Traditional Rental Income: $1932 Airbnb ROI: -0.48% Traditional ROI: 4.59%
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: -0.9% Traditional cash on cash: 1.63% Airbnb Rental Income: $685 Traditional Rental Income: $939 Airbnb ROI: -0.9% Traditional ROI: 1.63%
118 Clark Road Charlestown, IN Our cozy cottage, The Emma, is located in the historic Pleasant Ridge welcomes you with th...	3 beds \| 2 baths \| 1,099 sq.ft.	$229,900	Airbnb cash on cash: -1.39% Traditional cash on cash: 5.02% Airbnb Rental Income: $685 Traditional Rental Income: $1777 Airbnb ROI: -1.39% Traditional ROI: 5.02%
5211 N Hampton Court lot: #1517 Charlestown, IN OPEN SUN 2-4 PM! Discover practical elegance in this corner townhome within the HAWTHORN G...	3 beds \| 3 baths \| 1,960 sq.ft.	$299,900	Airbnb cash on cash: -0.25% Traditional cash on cash: 6.2% Airbnb Rental Income: $685 Traditional Rental Income: $2202 Airbnb ROI: -0.25% Traditional ROI: 6.2%
6254 Kamer Court Charlestown, IN Welcome to this beautifully maintained 4-bedroom, 3-bath home nestled in the heart of Hawt...	4 beds \| 3 baths \| 2,361 sq.ft.	$374,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.17% Airbnb Rental Income: $null Traditional Rental Income: $2255 Airbnb ROI: N/A Traditional ROI: 4.17%
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.	$749,900	Airbnb cash on cash: -0.73% Traditional cash on cash: 2.17% Airbnb Rental Income: $685 Traditional Rental Income: $2410 Airbnb ROI: -0.73% Traditional ROI: 2.17%
1515 Tunnel Mill Road Charlestown, IN Charming 1.5-story home offering 2 bedrooms and 1 full bath, perfectly situated on a .28-a...	2 beds \| 1 baths \| 1,624 sq.ft.	$218,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.81% Airbnb Rental Income: $null Traditional Rental Income: $1171 Airbnb ROI: N/A Traditional ROI: 3.81%
1503 Rosewood Drive Charlestown, IN Welcome to 1503 Rosewood Drive in the heart of Charlestown, Indiana! If you're looking for...	3 beds \| 2 baths \| 1,336 sq.ft.	$262,500	Airbnb cash on cash: -0.53% Traditional cash on cash: 4.21% Airbnb Rental Income: $685 Traditional Rental Income: $1558 Airbnb ROI: -0.53% Traditional ROI: 4.21%
8426 Aberdeen Lane Charlestown, IN Welcome to this beautifully refreshed Cape Cod, offering classic charm, modern updates, an...	3 beds \| 4 baths \| 2,785 sq.ft.	$317,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 6.95% Airbnb Rental Income: $685 Traditional Rental Income: $2736 Airbnb ROI: -0.95% Traditional ROI: 6.95%
6552 Ashley Springs Court Charlestown, IN One of the LARGEST LOTS in Ashley Springs! Tucked near the back of a quiet cul-de-sac on ....	4 beds \| 3 baths \| 2,255 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.71% Airbnb Rental Income: $null Traditional Rental Income: $2386 Airbnb ROI: N/A Traditional ROI: 3.71%
8002 Shady View Drive Charlestown, IN WELCOME HOME to resort-style living in one of Charlestown's most desirable neighborhoods. ...	4 beds \| 3 baths \| 3,412 sq.ft.	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.09% Airbnb Rental Income: $null Traditional Rental Income: $2640 Airbnb ROI: N/A Traditional ROI: 3.09%
5034- LOT 139 Hidden Springs Drive Charlestown, IN Introducing one of the newest floor plans in Rock Springs. The "Ruby" floor plan is a 3 be...	3 beds \| 2 baths \| 1,328 sq.ft.	$254,900	Airbnb cash on cash: -0.74% Traditional cash on cash: 4.86% Airbnb Rental Income: $685 Traditional Rental Income: $1729 Airbnb ROI: -0.74% Traditional ROI: 4.86%
5125- LOT 127 Boulder Springs Boulevard Charlestown, IN The Onyx floor plan with walk out basement is a 3 bed / 3 bath home offering the perfect b...	3 beds \| 3 baths \| 1,982 sq.ft.	$324,900	Airbnb cash on cash: -0.97% Traditional cash on cash: 4.99% Airbnb Rental Income: $685 Traditional Rental Income: $2204 Airbnb ROI: -0.97% Traditional ROI: 4.99%
3039 Hawks Landing Drive lot: 223 Charlestown, IN Open Sundays 2 to 4 p.m. Step into the Sterling II Plan, a beautifully crafted split-bedro...	4 beds \| 3 baths \| 2,610 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.68% Airbnb Rental Income: $null Traditional Rental Income: $2511 Airbnb ROI: N/A Traditional ROI: 4.68%
5119 - LOT 124 Boulder Springs Boulevard Charlestown, IN The "Ruby" floor plan with walkout basement is a 4 bed / 3 bath home. Enter inside via the...	4 beds \| 3 baths \| 2,227 sq.ft.	$329,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.45% Airbnb Rental Income: $null Traditional Rental Income: $2378 Airbnb ROI: N/A Traditional ROI: 5.45%
5026 - LOT 143 Hidden Springs Drive Charlestown, IN Premier Homes proudly presents the "Diamond" floorplan - a thoughtfully designed 3-bedroom...	3 beds \| 3 baths \| 1,667 sq.ft.	$259,900	Airbnb cash on cash: -0.76% Traditional cash on cash: 5.89% Airbnb Rental Income: $685 Traditional Rental Income: $2013 Airbnb ROI: -0.76% Traditional ROI: 5.89%
5402 Melbourne Drive lot: 1503 Charlestown, IN Open Sundays, 2-4 p.m. The Windsor II Plan at Hawthorn Glen - spacious, stylish, and smart...	4 beds \| 3 baths \| 2,264 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.73% Airbnb Rental Income: $null Traditional Rental Income: $2383 Airbnb ROI: N/A Traditional ROI: 3.73%
5022 - LOT 145 Hidden Springs Drive Charlestown, IN Premier Homes proudly presents the "Diamond" A floorplan - a thoughtfully designed 3-bedro...	3 beds \| 3 baths \| 1,667 sq.ft.	$259,900	Airbnb cash on cash: -0.76% Traditional cash on cash: 5.92% Airbnb Rental Income: $685 Traditional Rental Income: $2021 Airbnb ROI: -0.76% Traditional ROI: 5.92%
5018- LOT 147 Hidden Springs Drive Charlestown, IN Premier Homes proudly presents the "Diamond" floorplan - a thoughtfully designed 3-bedroom...	3 beds \| 3 baths \| 1,667 sq.ft.	$259,900	Airbnb cash on cash: -0.76% Traditional cash on cash: 5.85% Airbnb Rental Income: $685 Traditional Rental Income: $2004 Airbnb ROI: -0.76% Traditional ROI: 5.85%
7006 Patriot Court Charlestown, IN Welcome Home!!! This beautiful 3 bedroom, 2 bath with a bonus room is one you don't want t...	3 beds \| 2 baths \| 1,895 sq.ft.	$439,900	Airbnb cash on cash: -1.23% Traditional cash on cash: 2.95% Airbnb Rental Income: $685 Traditional Rental Income: $2103 Airbnb ROI: -1.23% Traditional ROI: 2.95%
6403 Whispering Way Charlestown, IN Welcome to 6043 Whispering Way in the Highly Sought-After Whispering Oaks Subdivision! Thi...	3 beds \| 2 baths \| 2,017 sq.ft.	$434,900	Airbnb cash on cash: -1.2% Traditional cash on cash: 3.26% Airbnb Rental Income: $685 Traditional Rental Income: $2201 Airbnb ROI: -1.2% Traditional ROI: 3.26%
8124 Farming Way Charlestown, IN Come Tour The Manchester Plan at Heritage Place! This stunning 3 bedroom, 2 bathroom home ...	3 beds \| 2 baths \| 1,854 sq.ft.	$415,900	Airbnb cash on cash: -1.11% Traditional cash on cash: 3.35% Airbnb Rental Income: $685 Traditional Rental Income: $2121 Airbnb ROI: -1.11% Traditional ROI: 3.35%
5122 LOT 138 Boulder Springs Boulevard Charlestown, IN The "Pearl" floor plan is a 1.5 story, 3 bed / 2.5 bath home that features a 1st floor pri...	3 beds \| 3 baths \| 1,721 sq.ft.	$276,900	Airbnb cash on cash: -0.82% Traditional cash on cash: 5.59% Airbnb Rental Income: $685 Traditional Rental Income: $2055 Airbnb ROI: -0.82% Traditional ROI: 5.59%
7831 Linwood Circle Charlestown, IN Gorgeous custom-built home, situated on premier tree lined lot in the highly sought after ...	4 beds \| 3 baths \| 1,870 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.48% Airbnb Rental Income: $null Traditional Rental Income: $2175 Airbnb ROI: N/A Traditional ROI: 4.48%
5203 N Hampton Court lot: #1513 Charlestown, IN OPEN SUN 2-4 PM! Discover practical elegance in this corner townhome within the HAWTHORN G...	3 beds \| 3 baths \| 1,960 sq.ft.	$309,900	Airbnb cash on cash: -0.44% Traditional cash on cash: 5.88% Airbnb Rental Income: $685 Traditional Rental Income: $2225 Airbnb ROI: -0.44% Traditional ROI: 5.88%
5205 N Hampton Court lot: #1514 Charlestown, IN OPEN SUN 2-4 PM! Discover practical elegance in this corner townhome within the HAWTHORN G...	3 beds \| 3 baths \| 1,960 sq.ft.	$309,900	Airbnb cash on cash: -0.29% Traditional cash on cash: 6.03% Airbnb Rental Income: $685 Traditional Rental Income: $2225 Airbnb ROI: -0.29% Traditional ROI: 6.03%
5201 N Hampton Court lot: #1512 Charlestown, IN OPEN SUN 2-4 PM! Discover practical elegance in this corner townhome within the HAWTHORN G...	3 beds \| 3 baths \| 1,960 sq.ft.	$319,900	Airbnb cash on cash: -0.62% Traditional cash on cash: 5.65% Airbnb Rental Income: $685 Traditional Rental Income: $2267 Airbnb ROI: -0.62% Traditional ROI: 5.65%

Real Estate investment in Charlestown, IN

There are 118 properties for sale in the city of Charlestown . The median list price in Charlestown is $364,900 and the average price per square foot is $161. In April 2026, the average monthly cash on cash return in Charlestown is 4.00%. The average monthly rental income in Charlestown is $2,107.

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

There are 118 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 $2,107.

Your search for investment property begins and ends here

Investment Property for Sale in Charlestown, IN

1802 Faith Avenue

Charlestown, IN

4 beds | 3 baths | 2,144 sq.ft.

$309,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.44%

Airbnb Rental Income: $null

Traditional Rental Income: $2275

Airbnb ROI: N/A

Traditional ROI: 5.44%

5503 Sky Ridge Road

Charlestown, IN

3 beds | 3 baths | 2,657 sq.ft.

$399,000

Airbnb cash on cash: -1.18%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $685

Traditional Rental Income: $2299

Airbnb ROI: -1.18%

Traditional ROI: 3.95%

6303 Caleigh Drive

Charlestown, IN

3 beds | 2 baths | 1,471 sq.ft.

$289,900

Airbnb cash on cash: -0.82%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $685

Traditional Rental Income: $1645

Airbnb ROI: -0.82%

Traditional ROI: 3.8%

4618 Rivers Edge Drive

Charlestown, IN

3 beds | 2 baths | 1,920 sq.ft.

$375,000

Airbnb cash on cash: -0.79%

Traditional cash on cash: 4.68%

Airbnb Rental Income: $685

Traditional Rental Income: $2307

Airbnb ROI: -0.79%

Traditional ROI: 4.68%

8213 Salem Church Road

Charlestown, IN

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

$389,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.66%

Airbnb Rental Income: $null

Traditional Rental Income: $2379

Airbnb ROI: N/A

Traditional ROI: 4.66%

6414 Night Sky Drive

Charlestown, IN

3 beds | 2 baths | 1,435 sq.ft.

$279,900

Airbnb cash on cash: -0.48%

Traditional cash on cash: 4.4%

Airbnb Rental Income: $685

Traditional Rental Income: $1669

Airbnb ROI: -0.48%

Traditional ROI: 4.4%

6412 Night Sky Drive

Charlestown, IN

3 beds | 2 baths | 1,436 sq.ft.

$334,900

Airbnb cash on cash: -1.06%

Traditional cash on cash: 3.04%

Airbnb Rental Income: $685

Traditional Rental Income: $1674

Airbnb ROI: -1.06%

Traditional ROI: 3.04%

7808 Linwood Cir

Charlestown, IN

3 beds | 2 baths | 1,504 sq.ft.

$299,900

Airbnb cash on cash: -1.41%

Traditional cash on cash: 3.49%

Airbnb Rental Income: $685

Traditional Rental Income: $1765

Airbnb ROI: -1.41%