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
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%
285 Main Street Charlestown, IN Updated, move in ready 3 bedroom and 2 FULL bathrooms with a basement situated on a large,...	3 beds \| 2 baths \| 1,240 sq.ft.	$209,900	Airbnb cash on cash: -0.35% Traditional cash on cash: 5.48% Airbnb Rental Income: $700 Traditional Rental Income: $1554 Airbnb ROI: -0.35% Traditional ROI: 5.48%
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.	$304,900	Airbnb cash on cash: -1.37% Traditional cash on cash: 3.4% Airbnb Rental Income: $700 Traditional Rental Income: $1765 Airbnb ROI: -1.37% Traditional ROI: 3.4%
6325 Sky View Lane Charlestown, IN All one level, easy living, low maintenance.......Welcome to Skyline Acres! This all brick...	3 beds \| 2 baths \| 1,492 sq.ft.	$249,900	Airbnb cash on cash: -1.74% Traditional cash on cash: 4.09% Airbnb Rental Income: $700 Traditional Rental Income: $1770 Airbnb ROI: -1.74% Traditional ROI: 4.09%
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.	$287,900	Airbnb cash on cash: -0.87% Traditional cash on cash: 4.3% Airbnb Rental Income: $700 Traditional Rental Income: $1796 Airbnb ROI: -0.87% Traditional ROI: 4.3%
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.	$215,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 4.44% Airbnb Rental Income: $700 Traditional Rental Income: $1373 Airbnb ROI: -0.36% Traditional ROI: 4.44%
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.	$291,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.88% Airbnb Rental Income: $null Traditional Rental Income: $1877 Airbnb ROI: N/A Traditional ROI: 4.88%
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: -0.84% Traditional cash on cash: 1.63% Airbnb Rental Income: $700 Traditional Rental Income: $939 Airbnb ROI: -0.84% Traditional ROI: 1.63%
5577 Limestone Creek Drive Charlestown, IN Welcome to your new home in Limestone Creek! This spacious 4-bedroom, 3-bath home sits on ...	4 beds \| 3 baths \| 2,461 sq.ft.	$424,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.42% Airbnb Rental Income: $null Traditional Rental Income: $2250 Airbnb ROI: N/A Traditional ROI: 3.42%
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: -1.34% Traditional cash on cash: 5.02% Airbnb Rental Income: $700 Traditional Rental Income: $1777 Airbnb ROI: -1.34% Traditional ROI: 5.02%
135 Spring Street Charlestown, IN Step inside this beautifully renovated 3-bedroom, 2-bath home offering 1,378 sqft of moder...	3 beds \| 2 baths \| 1,378 sq.ft.	$210,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 5.65% Airbnb Rental Income: $700 Traditional Rental Income: $1457 Airbnb ROI: 0.31% Traditional ROI: 5.65%
6701 Principle Lane Charlestown, IN Spacious brick ranch with a 36'x18' inground pool situated on a corner, cul-de-sac lot in ...	4 beds \| 3 baths \| 3,450 sq.ft.	$489,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.84% Airbnb Rental Income: $null Traditional Rental Income: $2308 Airbnb ROI: N/A Traditional ROI: 2.84%
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: -0.2% Traditional cash on cash: 6.2% Airbnb Rental Income: $700 Traditional Rental Income: $2202 Airbnb ROI: -0.2% 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%
126 Herbert Drive Charlestown, IN Welcome home to 126 Herbert Drive in Charlestown, IN, offered at $254,900. This move-in-re...	3 beds \| 2 baths \| 1,332 sq.ft.	$254,900	Airbnb cash on cash: -0.59% Traditional cash on cash: 4.66% Airbnb Rental Income: $700 Traditional Rental Income: $1657 Airbnb ROI: -0.59% Traditional ROI: 4.66%
6207 Ridgefield Drive Charlestown, IN NEW YEAR ~ NEW ROOF, NEW DECK & NEW PRIMARY BATH! If finding a home with a pool last summe...	3 beds \| 3 baths \| 2,664 sq.ft.	$495,000	Airbnb cash on cash: -1.05% Traditional cash on cash: 2.75% Airbnb Rental Income: $700 Traditional Rental Income: $2153 Airbnb ROI: -1.05% Traditional ROI: 2.75%
1515 Tunnel Mill Road Charlestown, IN Enjoy peaceful country living with the convenience of being just minutes from town! This b...	2 beds \| 1 baths \| 1,215 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.78% Airbnb Rental Income: $null Traditional Rental Income: $1171 Airbnb ROI: N/A Traditional ROI: 3.78%
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.	$320,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 6.87% Airbnb Rental Income: $700 Traditional Rental Income: $2736 Airbnb ROI: -0.91% Traditional ROI: 6.87%
5940 Juniper Ridge Drive Charlestown, IN This stunning 4 bedroom, 3 bathroom home is a thing of dreams and features both an open co...	4 beds \| 3 baths \| 2,673 sq.ft.	$399,999	Airbnb cash on cash: N/A Traditional cash on cash: 4.74% Airbnb Rental Income: $null Traditional Rental Income: $2540 Airbnb ROI: N/A Traditional ROI: 4.74%
8211 Crescent Cove Charlestown, IN Stylish new Beacon Modern Farmhouse plan by Fischer Homes in beautiful Silver Creek Meadow...	3 beds \| 2 baths \| 1,414 sq.ft.	$269,900	Airbnb cash on cash: 0.09% Traditional cash on cash: 5.54% Airbnb Rental Income: $700 Traditional Rental Income: $1783 Airbnb ROI: 0.09% Traditional ROI: 5.54%
7640 Melrose Lane lot: 545 Charlestown, IN BUILDER WILL PROVIDE UP TO $5,000 TOWARDS BUYERS CLOSING COST WITH PREFERRED LENDER Disc...	4 beds \| 3 baths \| 1,870 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.42% Airbnb Rental Income: $null Traditional Rental Income: $2164 Airbnb ROI: N/A Traditional ROI: 4.42%
8220 Crescent Cove Charlestown, IN Trendy new Wesley Western Craftsman plan by Fischer Homes in beautiful Silver Creek Meadow...	3 beds \| 3 baths \| 1,842 sq.ft.	$329,900	Airbnb cash on cash: -0.94% Traditional cash on cash: 4.54% Airbnb Rental Income: $700 Traditional Rental Income: $2095 Airbnb ROI: -0.94% Traditional ROI: 4.54%
8221 Crescent Cove Charlestown, IN Trendy new Jensen plan by Fischer Homes in beautiful Silvercreek Meadows featuring 2,794 s...	4 beds \| 3 baths \| 2,790 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.74% Airbnb Rental Income: $null Traditional Rental Income: $2582 Airbnb ROI: N/A Traditional ROI: 4.74%
8002 Shady View Drive Charlestown, IN WELCOME HOME to resort-style living in one of Jeffersonville's most desirable neighborhood...	4 beds \| 3 baths \| 3,412 sq.ft.	$565,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.98% Airbnb Rental Income: $null Traditional Rental Income: $2640 Airbnb ROI: N/A Traditional ROI: 2.98%
3110 Mount Lebanon Road Charlestown, IN This 3-bedroom, 2-bath brick home is full of opportunity and ready for your personal touch...	3 beds \| N/A baths \| 1,276 sq.ft.	$149,900	Airbnb cash on cash: 0.26% Traditional cash on cash: 8.66% Airbnb Rental Income: $700 Traditional Rental Income: $1599 Airbnb ROI: 0.26% Traditional ROI: 8.66%
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: -0.69% Traditional cash on cash: 4.86% Airbnb Rental Income: $700 Traditional Rental Income: $1729 Airbnb ROI: -0.69% Traditional ROI: 4.86%
5123- LOT 126 Boulder Springs Boulevard Charlestown, IN The "Ruby" floor plan with walkout is a 4 bed / 3 bath home. Enter inside via the cozy, co...	4 beds \| 3 baths \| 2,227 sq.ft.	$339,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.21% Airbnb Rental Income: $null Traditional Rental Income: $2370 Airbnb ROI: N/A Traditional ROI: 5.21%
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.	$332,900	Airbnb cash on cash: -0.95% Traditional cash on cash: 4.83% Airbnb Rental Income: $700 Traditional Rental Income: $2204 Airbnb ROI: -0.95% Traditional ROI: 4.83%
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: 3.87% Airbnb Rental Income: $null Traditional Rental Income: $2511 Airbnb ROI: N/A Traditional ROI: 3.87%
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.	$339,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.24% Airbnb Rental Income: $null Traditional Rental Income: $2378 Airbnb ROI: N/A Traditional ROI: 5.24%
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.	$269,900	Airbnb cash on cash: -0.75% Traditional cash on cash: 5.61% Airbnb Rental Income: $700 Traditional Rental Income: $2013 Airbnb ROI: -0.75% Traditional ROI: 5.61%
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.	$269,900	Airbnb cash on cash: -0.75% Traditional cash on cash: 5.64% Airbnb Rental Income: $700 Traditional Rental Income: $2021 Airbnb ROI: -0.75% Traditional ROI: 5.64%
5020- LOT 146 Hidden Springs Drive Charlestown, IN The "Emerald" floor plan is a 3 bed/2.5 bath home that offers plenty of space! Entering th...	3 beds \| 3 baths \| 1,638 sq.ft.	$269,900	Airbnb cash on cash: -0.75% Traditional cash on cash: 5.68% Airbnb Rental Income: $700 Traditional Rental Income: $2031 Airbnb ROI: -0.75% Traditional ROI: 5.68%
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.	$269,900	Airbnb cash on cash: -0.75% Traditional cash on cash: 5.57% Airbnb Rental Income: $700 Traditional Rental Income: $2004 Airbnb ROI: -0.75% Traditional ROI: 5.57%
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.	$444,900	Airbnb cash on cash: -1.2% Traditional cash on cash: 2.9% Airbnb Rental Income: $700 Traditional Rental Income: $2103 Airbnb ROI: -1.2% Traditional ROI: 2.9%
5011 Bolton Drive lot: 1606 Charlestown, IN BUILDER WILL PROVIDE UP TO $5,000 TOWARDS BUYERS CLOSING COST WITH PREFERRED LENDER We a...	4 beds \| 3 baths \| 2,314 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.33% Airbnb Rental Income: $null Traditional Rental Income: $2396 Airbnb ROI: N/A Traditional ROI: 4.33%
5544 Limestone Creek Drive Charlestown, IN With ZERO fault of its own, this beautiful home is BACK ON THE MARKET!!! Welcome to 5544 L...	4 beds \| 3 baths \| 2,697 sq.ft.	$429,999	Airbnb cash on cash: N/A Traditional cash on cash: 4.19% Airbnb Rental Income: $null Traditional Rental Income: $2538 Airbnb ROI: N/A Traditional ROI: 4.19%
6407 Whispering Way unit: 911 #911 Charlestown, IN Introducing The Sloane-a masterfully designed new construction by Land-Mill Developers, So...	4 beds \| 4 baths \| 2,701 sq.ft.	$469,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.33% Airbnb Rental Income: $null Traditional Rental Income: $2834 Airbnb ROI: N/A Traditional ROI: 4.33%
6624 Sunset Loop Charlestown, IN Stunning TRULY CUSTOM 4BR, 3BA home in Ashley Springs, offering over 2,400 sq. ft. of UPGR...	4 beds \| 3 baths \| 2,483 sq.ft.	$474,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.6% Airbnb Rental Income: $null Traditional Rental Income: $2475 Airbnb ROI: N/A Traditional ROI: 3.6%

Real Estate investment in Charlestown, IN

There are 89 properties for sale in the city of Charlestown . The median list price in Charlestown is $336,400 and the average price per square foot is $142. In February 2026, the average monthly cash on cash return in Charlestown is 5.00%. The average monthly rental income in Charlestown is $2,115.

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

There are 89 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 $2,115.

Your search for investment property begins and ends here

Investment Property for Sale in Charlestown, IN

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%

285 Main Street

Charlestown, IN

3 beds | 2 baths | 1,240 sq.ft.

$209,900

Airbnb cash on cash: -0.35%

Traditional cash on cash: 5.48%

Airbnb Rental Income: $700

Traditional Rental Income: $1554

Airbnb ROI: -0.35%

Traditional ROI: 5.48%

7808 Linwood Cir

Charlestown, IN

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

$304,900

Airbnb cash on cash: -1.37%

Traditional cash on cash: 3.4%

Airbnb Rental Income: $700

Traditional Rental Income: $1765

Airbnb ROI: -1.37%

Traditional ROI: 3.4%

6325 Sky View Lane

Charlestown, IN

3 beds | 2 baths | 1,492 sq.ft.

$249,900

Airbnb cash on cash: -1.74%

Traditional cash on cash: 4.09%

Airbnb Rental Income: $700

Traditional Rental Income: $1770

Airbnb ROI: -1.74%

Traditional ROI: 4.09%

6301 Night Sky Drive

Charlestown, IN

3 beds | 2 baths | 1,572 sq.ft.

$287,900

Airbnb cash on cash: -0.87%

Traditional cash on cash: 4.3%

Airbnb Rental Income: $700

Traditional Rental Income: $1796

Airbnb ROI: -0.87%

Traditional ROI: 4.3%

211 Talina Drive

Charlestown, IN

3 beds | 1 baths | 1,326 sq.ft.

$215,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 4.44%

Airbnb Rental Income: $700

Traditional Rental Income: $1373

Airbnb ROI: -0.36%

Traditional ROI: 4.44%

6607 Hibernia Road

Charlestown, IN

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

$291,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.88%

Airbnb Rental Income: $null

Traditional Rental Income: $1877

Airbnb ROI: N/A

Traditional ROI: 4.88%

710 Denham Lane

Charlestown, IN

3 beds | 2 baths | 1,404 sq.ft.

$232,900

Airbnb cash on cash: -0.84%

Traditional cash on cash: 1.63%

Airbnb Rental Income: $700

Traditional Rental Income: $939

Airbnb ROI: -0.84%