Airbnb Properties for Sale in Chesterton, IN

Looking for a vacation rental investment in Chesterton, IN with high ROI ?

Explore a range of newly added short-term rental homes in Chesterton, IN. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb Single Family Residential For Sale in Chesterton, IN

Search for Single Family Residential for Sale in Chesterton, Indiana. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 22 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1650 Hogan Ave Chesterton, IN Chesterton Indiana's Elite subdivision, Sand Creek now has this EXCELLENTLY MAINTAINED and...	4 beds \| 3 baths \| 3,066 sq.ft.	$599,000	Airbnb cash on cash: 2.95% Traditional cash on cash: 2.76% Airbnb Rental Income: $3402 Traditional Rental Income: $2539 Airbnb ROI: 2.95% Traditional ROI: 2.76%
2332 Hickory Grove St Chesterton, IN Location, location, location! Schedule your showing today on this beautifully appointed 2 ...	4 beds \| 2 baths \| 2,408 sq.ft.	$399,900	Airbnb cash on cash: 5.2% Traditional cash on cash: 4.65% Airbnb Rental Income: $3402 Traditional Rental Income: $2442 Airbnb ROI: 5.2% Traditional ROI: 4.65%
401 S 15th St Chesterton, IN Get ready to move in before summer is over to enjoy all this brick home has to offer! The ...	3 beds \| 2 baths \| 2,115 sq.ft.	$360,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 2.07% Airbnb Rental Income: $1864 Traditional Rental Income: $1319 Airbnb ROI: 2.2% Traditional ROI: 2.07%
1226 Dogwood Drive Chesterton, IN Extensive Updates Throughout! This home has been beautifully remodeled with numerous recen...	4 beds \| 2 baths \| 1,827 sq.ft.	$318,900	Airbnb cash on cash: 7.1% Traditional cash on cash: 5.79% Airbnb Rental Income: $3402 Traditional Rental Income: $2255 Airbnb ROI: 7.1% Traditional ROI: 5.79%
525 S Calumet Rd Chesterton, IN Donât miss your opportunity to view this charming four-bedroom, two-full-bath home locat...	4 beds \| 2 baths \| 1,924 sq.ft.	$330,000	Airbnb cash on cash: 6.34% Traditional cash on cash: 5.34% Airbnb Rental Income: $3402 Traditional Rental Income: $2334 Airbnb ROI: 6.34% Traditional ROI: 5.34%
378 Ballenisle Ct Chesterton, IN 378 Ballenisle Ct, Chesterton, IN 46304 \| Single Family Residential	4 beds \| 2 baths \| 2,270 sq.ft.	$400,000	Airbnb cash on cash: 4.77% Traditional cash on cash: 3.6% Airbnb Rental Income: $3402 Traditional Rental Income: $2208 Airbnb ROI: 4.77% Traditional ROI: 3.6%
647 N Calumet Rd Chesterton, IN 647 N Calumet Rd, Chesterton, IN 46304 \| Single Family Residential	4 beds \| 2 baths \| 2,076 sq.ft.	$285,000	Airbnb cash on cash: 7.66% Traditional cash on cash: 7.62% Airbnb Rental Income: $3402 Traditional Rental Income: $2634 Airbnb ROI: 7.66% Traditional ROI: 7.62%
319 Michigami Trl Chesterton, IN Move right in and enjoy easy, everyday living in this spacious three-bedroom ranch in Ches...	3 beds \| 1 baths \| 1,433 sq.ft.	$224,900	Airbnb cash on cash: 4.09% Traditional cash on cash: 3.69% Airbnb Rental Income: $1864 Traditional Rental Income: $1280 Airbnb ROI: 4.09% Traditional ROI: 3.69%
1817 W Porter Ave Chesterton, IN 1817 W Porter Ave, Chesterton, IN 46304 \| Single Family Residential	4 beds \| 2 baths \| 1,956 sq.ft.	$289,000	Airbnb cash on cash: 7.53% Traditional cash on cash: 5.74% Airbnb Rental Income: $3402 Traditional Rental Income: $2157 Airbnb ROI: 7.53% Traditional ROI: 5.74%
28 Karner Blue Ct Chesterton, IN 28 Karner Blue Ct, Chesterton, IN 46304 \| Single Family Residential	4 beds \| 2 baths \| 2,735 sq.ft.	$429,900	Airbnb cash on cash: 4.45% Traditional cash on cash: 3.75% Airbnb Rental Income: $3402 Traditional Rental Income: $2365 Airbnb ROI: 4.45% Traditional ROI: 3.75%
1290 Old Porter Rd Chesterton, IN 1290 Old Porter Rd, Chesterton, IN 46304 \| Single Family Residential	3 beds \| 1 baths \| 1,716 sq.ft.	$270,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 2.36% Airbnb Rental Income: $1864 Traditional Rental Income: $1164 Airbnb ROI: 3.15% Traditional ROI: 2.36%
450 E Greening Rd Chesterton, IN 450 E Greening Rd, Chesterton, IN 46304 \| Single Family Residential	4 beds \| 2 baths \| 2,494 sq.ft.	$889,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 0.41% Airbnb Rental Income: $3402 Traditional Rental Income: $1961 Airbnb ROI: 1.24% Traditional ROI: 0.41%
2132 Pradera Trl Chesterton, IN 2132 Pradera Trl, Chesterton, IN 46304 \| Single Family Residential	4 beds \| 2 baths \| 2,524 sq.ft.	$575,000	Airbnb cash on cash: 2.86% Traditional cash on cash: 2.26% Airbnb Rental Income: $3402 Traditional Rental Income: $2324 Airbnb ROI: 2.86% Traditional ROI: 2.26%
829 Johnson St #B Chesterton, IN 829 Johnson St #B, Chesterton, IN 46304 \| Single Family Residential	4 beds \| 2 baths \| 1,758 sq.ft.	$299,995	Airbnb cash on cash: 7.2% Traditional cash on cash: 4.94% Airbnb Rental Income: $3402 Traditional Rental Income: $2009 Airbnb ROI: 7.2% Traditional ROI: 4.94%
1198 Old Porter Rd Chesterton, IN 1198 Old Porter Rd, Chesterton, IN 46304 \| Single Family Residential	4 beds \| 2 baths \| 1,976 sq.ft.	$289,000	Airbnb cash on cash: 7.53% Traditional cash on cash: 5.51% Airbnb Rental Income: $3402 Traditional Rental Income: $2094 Airbnb ROI: 7.53% Traditional ROI: 5.51%
315 Franklin St Chesterton, IN 315 Franklin St, Chesterton, IN 46304 \| Single Family Residential	4 beds \| 2 baths \| 1,900 sq.ft.	$450,000	Airbnb cash on cash: 4.22% Traditional cash on cash: 2.4% Airbnb Rental Income: $3402 Traditional Rental Income: $1882 Airbnb ROI: 4.22% Traditional ROI: 2.4%
24 Karner Blue Ct Chesterton, IN 24 Karner Blue Ct, Chesterton, IN 46304 \| Single Family Residential	4 beds \| N/A baths \| 2,393 sq.ft.	$379,900	Airbnb cash on cash: 5.27% Traditional cash on cash: 1.91% Airbnb Rental Income: $3402 Traditional Rental Income: $1450 Airbnb ROI: 5.27% Traditional ROI: 1.91%
2215 Easton Park Dr Chesterton, IN Construction beginning September-completion February 2026! Introducing The Carmela floor p...	4 beds \| 2 baths \| 2,241 sq.ft.	$529,900	Airbnb cash on cash: 3.27% Traditional cash on cash: 2.37% Airbnb Rental Income: $3402 Traditional Rental Income: $2201 Airbnb ROI: 3.27% Traditional ROI: 2.37%
2500 Pradera Trl Chesterton, IN 2500 Pradera Trl, Chesterton, IN 46304 \| Single Family Residential	4 beds \| 2 baths \| 2,408 sq.ft.	$609,900	Airbnb cash on cash: 2.62% Traditional cash on cash: 1.9% Airbnb Rental Income: $3402 Traditional Rental Income: $2235 Airbnb ROI: 2.62% Traditional ROI: 1.9%
42 Karner Blue Ct Chesterton, IN 42 Karner Blue Ct, Chesterton, IN 46304 \| Single Family Residential	4 beds \| 2 baths \| 2,276 sq.ft.	$409,900	Airbnb cash on cash: 4.75% Traditional cash on cash: 4.72% Airbnb Rental Income: $3402 Traditional Rental Income: $2634 Airbnb ROI: 4.75% Traditional ROI: 4.72%
2519 Pradera Trl Chesterton, IN 2519 Pradera Trl, Chesterton, IN 46304 \| Single Family Residential	4 beds \| 2 baths \| 2,134 sq.ft.	$635,400	Airbnb cash on cash: 2.45% Traditional cash on cash: 1.64% Airbnb Rental Income: $3402 Traditional Rental Income: $2166 Airbnb ROI: 2.45% Traditional ROI: 1.64%
ESSEX Plan Chesterton, IN	4 beds \| 2 baths \| 2,014 sq.ft.	$383,990	Airbnb cash on cash: 5.24% Traditional cash on cash: 3.11% Airbnb Rental Income: $3402 Traditional Rental Income: $1878 Airbnb ROI: 5.24% Traditional ROI: 3.11%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Chesterton, IN

1650 Hogan Ave

Chesterton, IN

4 beds | 3 baths | 3,066 sq.ft.

$599,000

Airbnb cash on cash: 2.95%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $3402

Traditional Rental Income: $2539

Airbnb ROI: 2.95%

Traditional ROI: 2.76%

2332 Hickory Grove St

Chesterton, IN

4 beds | 2 baths | 2,408 sq.ft.

$399,900

Airbnb cash on cash: 5.2%

Traditional cash on cash: 4.65%

Airbnb Rental Income: $3402

Traditional Rental Income: $2442

Airbnb ROI: 5.2%

Traditional ROI: 4.65%

401 S 15th St

Chesterton, IN

3 beds | 2 baths | 2,115 sq.ft.

$360,000

Airbnb cash on cash: 2.2%

Traditional cash on cash: 2.07%

Airbnb Rental Income: $1864

Traditional Rental Income: $1319

Airbnb ROI: 2.2%

Traditional ROI: 2.07%

1226 Dogwood Drive

Chesterton, IN

4 beds | 2 baths | 1,827 sq.ft.

$318,900

Airbnb cash on cash: 7.1%

Traditional cash on cash: 5.79%

Airbnb Rental Income: $3402

Traditional Rental Income: $2255

Airbnb ROI: 7.1%

Traditional ROI: 5.79%

525 S Calumet Rd

Chesterton, IN

4 beds | 2 baths | 1,924 sq.ft.

$330,000

Airbnb cash on cash: 6.34%

Traditional cash on cash: 5.34%

Airbnb Rental Income: $3402

Traditional Rental Income: $2334

Airbnb ROI: 6.34%

Traditional ROI: 5.34%

378 Ballenisle Ct

Chesterton, IN

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

$400,000

Airbnb cash on cash: 4.77%

Traditional cash on cash: 3.6%

Airbnb Rental Income: $3402

Traditional Rental Income: $2208

Airbnb ROI: 4.77%

Traditional ROI: 3.6%

647 N Calumet Rd

Chesterton, IN

4 beds | 2 baths | 2,076 sq.ft.

$285,000

Airbnb cash on cash: 7.66%

Traditional cash on cash: 7.62%

Airbnb Rental Income: $3402

Traditional Rental Income: $2634

Airbnb ROI: 7.66%

Traditional ROI: 7.62%

319 Michigami Trl

Chesterton, IN

3 beds | 1 baths | 1,433 sq.ft.

$224,900

Airbnb cash on cash: 4.09%

Traditional cash on cash: 3.69%

Airbnb Rental Income: $1864

Traditional Rental Income: $1280

Airbnb ROI: 4.09%