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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2221 Easton Park Dr Chesterton, IN Hurry now to make your own selections! The ever-popular Melanie floor plan offers all of t...	4 beds \| 2 baths \| 2,348 sq.ft.	$549,900	Airbnb cash on cash: 3.09% Traditional cash on cash: 3.06% Airbnb Rental Income: $3402 Traditional Rental Income: $2630 Airbnb ROI: 3.09% Traditional ROI: 3.06%
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.	$322,500	Airbnb cash on cash: 6.51% Traditional cash on cash: 5.48% Airbnb Rental Income: $3402 Traditional Rental Income: $2334 Airbnb ROI: 6.51% Traditional ROI: 5.48%
319 Michigami Trail 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.	$219,900	Airbnb cash on cash: 4.2% Traditional cash on cash: 3.8% Airbnb Rental Income: $1864 Traditional Rental Income: $1280 Airbnb ROI: 4.2% Traditional ROI: 3.8%
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%
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%
2215 Easton Park Drive Chesterton, IN Construction beginning September-completion February 2026! Introducing The Carmela floor p...	4 beds \| 3 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%
2519 Pradera Trl Chesterton, IN 2519 Pradera Trl, Chesterton, IN 46304 \| Single Family Residential	4 beds \| 2 baths \| 2,134 sq.ft.	$699,900	Airbnb cash on cash: 2.38% Traditional cash on cash: 1.58% Airbnb Rental Income: $3402 Traditional Rental Income: $2166 Airbnb ROI: 2.38% Traditional ROI: 1.58%
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%
309 Michigami Trl Chesterton, IN 309 Michigami Trl, Chesterton, IN 46304 \| Single Family Residential	4 beds \| 2 baths \| 1,581 sq.ft.	$255,000	Airbnb cash on cash: 8.37% Traditional cash on cash: 4.96% Airbnb Rental Income: $3402 Traditional Rental Income: $1795 Airbnb ROI: 8.37% Traditional ROI: 4.96%
36 Karner Blue Ct Chesterton, IN 36 Karner Blue Ct, Chesterton, IN 46304 \| Single Family Residential	4 beds \| N/A baths \| 2,393 sq.ft.	$429,900	Airbnb cash on cash: 4.31% Traditional cash on cash: 2.49% Airbnb Rental Income: $3402 Traditional Rental Income: $1896 Airbnb ROI: 4.31% Traditional ROI: 2.49%
40 Karner Blue Ct Chesterton, IN 40 Karner Blue Ct, Chesterton, IN 46304 \| Single Family Residential	4 beds \| 2 baths \| 2,735 sq.ft.	$499,900	Airbnb cash on cash: 3.58% Traditional cash on cash: 3.55% Airbnb Rental Income: $3402 Traditional Rental Income: $2634 Airbnb ROI: 3.58% Traditional ROI: 3.55%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Chesterton, IN

2221 Easton Park Dr

Chesterton, IN

4 beds | 2 baths | 2,348 sq.ft.

$549,900

Airbnb cash on cash: 3.09%

Traditional cash on cash: 3.06%

Airbnb Rental Income: $3402

Traditional Rental Income: $2630

Airbnb ROI: 3.09%

Traditional ROI: 3.06%

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.

$322,500

Airbnb cash on cash: 6.51%

Traditional cash on cash: 5.48%

Airbnb Rental Income: $3402

Traditional Rental Income: $2334

Airbnb ROI: 6.51%

Traditional ROI: 5.48%

319 Michigami Trail

Chesterton, IN

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

$219,900

Airbnb cash on cash: 4.2%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $1864

Traditional Rental Income: $1280

Airbnb ROI: 4.2%

Traditional ROI: 3.8%

1290 Old Porter Rd

Chesterton, IN

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%

1198 Old Porter Rd

Chesterton, IN

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

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%

2215 Easton Park Drive

Chesterton, IN

4 beds | 3 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%