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 For Sale in Chesterton, IN

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
489 Eastwood Lane Chesterton, IN Exquisite 3-Bedroom Patio Home with Premium Finishes This 3-bedroom retreat features an op...	3 beds \| 2 baths \| 1,637 sq.ft.	$395,000	Airbnb cash on cash: 4.97% Traditional cash on cash: 3.92% Airbnb Rental Income: $3398 Traditional Rental Income: $2255 Airbnb ROI: 4.97% Traditional ROI: 3.92%
327 S 18th Street Chesterton, IN Discover your dream home in Chesterton, just minutes from the scenic Indiana Dunes! This e...	3 beds \| 2 baths \| 1,680 sq.ft.	$294,900	Airbnb cash on cash: 7.43% Traditional cash on cash: 6.16% Airbnb Rental Income: $3398 Traditional Rental Income: $2291 Airbnb ROI: 7.43% Traditional ROI: 6.16%
2515 Springdale Street Chesterton, IN Welcome to your potential dream home in Chesterton, Indiana, where convenience meets comfo...	3 beds \| 2 baths \| 1,612 sq.ft.	$315,000	Airbnb cash on cash: 6.82% Traditional cash on cash: 5.96% Airbnb Rental Income: $3398 Traditional Rental Income: $2388 Airbnb ROI: 6.82% Traditional ROI: 5.96%
1073 N 100 E Chesterton, IN This 3-bedroom ranch with basement has an enclosed 240 sq ft front porch and 1.5 car detac...	3 beds \| 2 baths \| 1,156 sq.ft.	$244,900	Airbnb cash on cash: 9.55% Traditional cash on cash: 5.1% Airbnb Rental Income: $3398 Traditional Rental Income: $1612 Airbnb ROI: 9.55% Traditional ROI: 5.1%
621 Village Point Chesterton, IN Stunning, completely MAINTENANCE-FREE townhouse that backs up to Coffee Creek Watershed Pr...	3 beds \| 3 baths \| 1,809 sq.ft.	$399,900	Airbnb cash on cash: 4.73% Traditional cash on cash: 4.05% Airbnb Rental Income: $3398 Traditional Rental Income: $2389 Airbnb ROI: 4.73% Traditional ROI: 4.05%
495 Magnolia Lane Chesterton, IN Now building Easton Park Villa Homes Phase 2! Nestled amongst rolling streets, the newest...	3 beds \| 2 baths \| 1,710 sq.ft.	$449,900	Airbnb cash on cash: 4.16% Traditional cash on cash: 3.47% Airbnb Rental Income: $3398 Traditional Rental Income: $2351 Airbnb ROI: 4.16% Traditional ROI: 3.47%
1702 Broadway Avenue Chesterton, IN Welcome to this charming bi-level home, perfectly nestled on a large corner lot in the hea...	3 beds \| 2 baths \| 1,606 sq.ft.	$235,000	Airbnb cash on cash: 9.61% Traditional cash on cash: 6.54% Airbnb Rental Income: $3398 Traditional Rental Income: $1961 Airbnb ROI: 9.61% Traditional ROI: 6.54%
326 S 11th Street Chesterton, IN Welcome! This charming vintage gem is just waiting for a fresh owner to bring their vision...	2 beds \| 1 baths \| 1,468 sq.ft.	$190,000	Airbnb cash on cash: 6.69% Traditional cash on cash: 5.36% Airbnb Rental Income: $2405 Traditional Rental Income: $1575 Airbnb ROI: 6.69% Traditional ROI: 5.36%
421 Eagle Nest Drive Chesterton, IN Gorgeous, well-maintained ranch in Chesterton's beautiful Villages of Sand Creek developme...	3 beds \| 2 baths \| 1,963 sq.ft.	$425,000	Airbnb cash on cash: 4.48% Traditional cash on cash: 3.65% Airbnb Rental Income: $3398 Traditional Rental Income: $2314 Airbnb ROI: 4.48% Traditional ROI: 3.65%
955 N 400 E Chesterton, IN Here is your Opportunity. Discover the perfect blend of country charm and modern convenien...	3 beds \| 2 baths \| 1,971 sq.ft.	$375,000	Airbnb cash on cash: 5.7% Traditional cash on cash: 4.48% Airbnb Rental Income: $3398 Traditional Rental Income: $2213 Airbnb ROI: 5.7% Traditional ROI: 4.48%
2570 Hilfiger Drive Chesterton, IN Welcome home! This charming three-bedroom beauty is move-in ready and waiting for you. Wit...	3 beds \| 3 baths \| 3,922 sq.ft.	$449,000	Airbnb cash on cash: 4.09% Traditional cash on cash: 3.64% Airbnb Rental Income: $3398 Traditional Rental Income: $2454 Airbnb ROI: 4.09% Traditional ROI: 3.64%
114 S 13th Street Chesterton, IN Perfect turn key rental investment opportunity. Currently has an awesome long term tenant ...	2 beds \| 1 baths \| 768 sq.ft.	$185,500	Airbnb cash on cash: 8.4% Traditional cash on cash: 4.19% Airbnb Rental Income: $2405 Traditional Rental Income: $1074 Airbnb ROI: 8.4% Traditional ROI: 4.19%

Vacation Rentals in Chesterton

There are 12 vacation rental properties available for sale in the city of Chesterton . The median list price of Airbnb properties available for sale in Chesterton is $401,950 and the average price per square foot is $176. The cash on cash return on vacation rentals in Chesterton is 6.00%. The average monthly short term rental income in Chesterton is $3,398.

Chesterton, IN Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 12 Airbnb properties available for sale in Chesterton.

In 2025, the best neighborhood to buy short term rental property is Chesterton.

In March 2025, the average Airbnb occupancy rate in Chesterton is 51%.

Airbnb data on vacation rentals in Chesterton, IN is available at Mashvisor. You can access data such as listings, real-time pricing trends, Chesterton, IN market insights, guest information and booking details, seasonality trends and historical Chesterton, IN Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Chesterton, IN

489 Eastwood Lane

Chesterton, IN

3 beds | 2 baths | 1,637 sq.ft.

$395,000

Airbnb cash on cash: 4.97%

Traditional cash on cash: 3.92%

Airbnb Rental Income: $3398

Traditional Rental Income: $2255

Airbnb ROI: 4.97%

Traditional ROI: 3.92%

327 S 18th Street

Chesterton, IN

3 beds | 2 baths | 1,680 sq.ft.

$294,900

Airbnb cash on cash: 7.43%

Traditional cash on cash: 6.16%

Airbnb Rental Income: $3398

Traditional Rental Income: $2291

Airbnb ROI: 7.43%

Traditional ROI: 6.16%

2515 Springdale Street

Chesterton, IN

3 beds | 2 baths | 1,612 sq.ft.

$315,000

Airbnb cash on cash: 6.82%

Traditional cash on cash: 5.96%

Airbnb Rental Income: $3398

Traditional Rental Income: $2388

Airbnb ROI: 6.82%

Traditional ROI: 5.96%

1073 N 100 E

Chesterton, IN

3 beds | 2 baths | 1,156 sq.ft.

$244,900

Airbnb cash on cash: 9.55%

Traditional cash on cash: 5.1%

Airbnb Rental Income: $3398

Traditional Rental Income: $1612

Airbnb ROI: 9.55%

Traditional ROI: 5.1%

621 Village Point

Chesterton, IN

3 beds | 3 baths | 1,809 sq.ft.

$399,900

Airbnb cash on cash: 4.73%

Traditional cash on cash: 4.05%

Airbnb Rental Income: $3398

Traditional Rental Income: $2389

Airbnb ROI: 4.73%

Traditional ROI: 4.05%

495 Magnolia Lane

Chesterton, IN

3 beds | 2 baths | 1,710 sq.ft.

$449,900

Airbnb cash on cash: 4.16%

Traditional cash on cash: 3.47%

Airbnb Rental Income: $3398

Traditional Rental Income: $2351

Airbnb ROI: 4.16%

Traditional ROI: 3.47%

1702 Broadway Avenue

Chesterton, IN

3 beds | 2 baths | 1,606 sq.ft.

$235,000

Airbnb cash on cash: 9.61%

Traditional cash on cash: 6.54%

Airbnb Rental Income: $3398

Traditional Rental Income: $1961

Airbnb ROI: 9.61%

Traditional ROI: 6.54%

326 S 11th Street

Chesterton, IN

2 beds | 1 baths | 1,468 sq.ft.

$190,000

Airbnb cash on cash: 6.69%

Traditional cash on cash: 5.36%

Airbnb Rental Income: $2405

Traditional Rental Income: $1575

Airbnb ROI: 6.69%