Real Estate Investment Properties for Sale in Chesterton, IN

Looking for investment property in Chesterton, IN with high ROI ?

Explore a variety of short-term homes & houses in Chesterton, IN. Invest wisely with VRBO & Chesterton, IN Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Condos for Sale in Chesterton, IN

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

Showing 3 Condo 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
2121 Tupelo Lane Chesterton, IN Move-in ready, maintenance-free main-floor condo with a 1-car garage! A bright, open-conce...	2 beds \| 1 baths \| 1,228 sq.ft.	$169,999	Airbnb cash on cash: 1.11% Traditional cash on cash: 4.78% Airbnb Rental Income: $1311 Traditional Rental Income: $1499 Airbnb ROI: 1.11% Traditional ROI: 4.78%
2023 Hawthorne Ln Chesterton, IN 2023 Hawthorne Ln, Chesterton, IN 46304 \| Condo/Coop	2 beds \| 1 baths \| 1,227 sq.ft.	$158,500	Airbnb cash on cash: 1.13% Traditional cash on cash: 1.77% Airbnb Rental Income: $1311 Traditional Rental Income: $1001 Airbnb ROI: 1.13% Traditional ROI: 1.77%
2016 Laura Lane Chesterton, IN Rare opportunity to own a spacious 5-bedroom, 2.5-bath condominium offering exceptional li...	5 beds \| 3 baths \| 2,100 sq.ft.	$239,900	Airbnb cash on cash: 3.98% Traditional cash on cash: 7.8% Airbnb Rental Income: $2424 Traditional Rental Income: $2697 Airbnb ROI: 3.98% Traditional ROI: 7.8%
Other Investment Properties for Sale in Chesterton
305 E Jackson Street Chesterton , IN Welcome Home to this Beautifully Renovated Open-Concept Ranch, Ideally Located Within Minu...	3 beds \| 1 baths \| 1,440 sq.ft.	$250,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 5.26% Airbnb Rental Income: $1158 Traditional Rental Income: $1629 Airbnb ROI: 1.64% Traditional ROI: 5.26%
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: 1.57% Traditional cash on cash: 2.76% Airbnb Rental Income: $2471 Traditional Rental Income: $2539 Airbnb ROI: 1.57% Traditional ROI: 2.76%
17 E 900 N Chesterton , IN Charming cape cod home in the country is updated and has flowing floor plan. Formal dinin...	3 beds \| 3 baths \| 1,866 sq.ft.	$298,900	Airbnb cash on cash: 0.58% Traditional cash on cash: 5.26% Airbnb Rental Income: $1158 Traditional Rental Income: $2093 Airbnb ROI: 0.58% Traditional ROI: 5.26%
4221 Burlwood Dr Chesterton , IN 3 Bedroom Ranch with 2 more possible in a finished basement. The kitchen is large with ple...	3 beds \| 3 baths \| 3,384 sq.ft.	$433,900	Airbnb cash on cash: 0.22% Traditional cash on cash: 3.99% Airbnb Rental Income: $1158 Traditional Rental Income: $2310 Airbnb ROI: 0.22% Traditional ROI: 3.99%
214 Woodlawn Ave Chesterton , IN This home sits on almost 2 ACRES!!! This beautiful home situated on a wooded lot within wa...	3 beds \| 2 baths \| 2,046 sq.ft.	$310,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 5.25% Airbnb Rental Income: $1158 Traditional Rental Income: $2161 Airbnb ROI: 0.5% Traditional ROI: 5.25%
1452 Gossett Mill Avenue Chesterton , IN Welcome to this beautiful 2-story home in Chesterton, IN! Built in 2017, this 4 bedroom, 3...	4 beds \| 3 baths \| 2,031 sq.ft.	$444,900	Airbnb cash on cash: 2.25% Traditional cash on cash: 4.47% Airbnb Rental Income: $2471 Traditional Rental Income: $2794 Airbnb ROI: 2.25% Traditional ROI: 4.47%
4160 Westwood Ln Chesterton , IN WOW! THIS IS THE ONE YOU'VE BEEN WAITING FOR! This IMMACULATE quad level home has been ta...	4 beds \| 3 baths \| 2,369 sq.ft.	$395,999	Airbnb cash on cash: 3.28% Traditional cash on cash: 5.03% Airbnb Rental Income: $2471 Traditional Rental Income: $2520 Airbnb ROI: 3.28% Traditional ROI: 5.03%
204 Wagner Rd Chesterton , IN Fantastic move-in ready ranch home in lovely Porter. Front of property features well-main...	3 beds \| 1 baths \| 1,260 sq.ft.	$264,900	Airbnb cash on cash: 0.98% Traditional cash on cash: 4.27% Airbnb Rental Income: $1158 Traditional Rental Income: $1598 Airbnb ROI: 0.98% Traditional ROI: 4.27%
897 Jane Avenue Chesterton , IN Fully remodeled inside and out, this stunning 3-bedroom, 3-bath home sits on a beautiful 1...	3 beds \| 3 baths \| 2,488 sq.ft.	$419,900	Airbnb cash on cash: 0.11% Traditional cash on cash: 4.68% Airbnb Rental Income: $1158 Traditional Rental Income: $2577 Airbnb ROI: 0.11% Traditional ROI: 4.68%
2011 Timberwood Lane Chesterton , IN Step inside and fall in love! This Easton Park home delivers all the charm, function, and ...	4 beds \| 3 baths \| 2,476 sq.ft.	$539,900	Airbnb cash on cash: 1.48% Traditional cash on cash: 3.78% Airbnb Rental Income: $2471 Traditional Rental Income: $3030 Airbnb ROI: 1.48% Traditional ROI: 3.78%
656 S 4th Street Chesterton , IN Completely remodeled home in a desirable location! Location is a key feature as this home ...	3 beds \| 2 baths \| 1,542 sq.ft.	$365,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 3.13% Airbnb Rental Income: $1158 Traditional Rental Income: $1625 Airbnb ROI: 0.65% Traditional ROI: 3.13%
2221 Easton Park Drive Chesterton , IN Hurry now to make your own selections! The ever-popular Melanie floor plan offers all of t...	4 beds \| 3 baths \| 2,348 sq.ft.	$549,900	Airbnb cash on cash: 1.58% Traditional cash on cash: 3.06% Airbnb Rental Income: $2471 Traditional Rental Income: $2630 Airbnb ROI: 1.58% Traditional ROI: 3.06%
1163 Burns Blvd Chesterton , IN Welcome to this charming half duplex in the Village of Burns Harbor, located within the hi...	4 beds \| 2 baths \| 2,594 sq.ft.	$315,000	Airbnb cash on cash: 4.1% Traditional cash on cash: 6.52% Airbnb Rental Income: $2471 Traditional Rental Income: $2589 Airbnb ROI: 4.1% Traditional ROI: 6.52%
2005 Timberwood Ln Chesterton , IN Welcome Home! This gorgeous new construction home is all you could ever want. Stunning kit...	4 beds \| 2 baths \| 2,481 sq.ft.	$639,900	Airbnb cash on cash: 1.1% Traditional cash on cash: 2.75% Airbnb Rental Income: $2471 Traditional Rental Income: $2857 Airbnb ROI: 1.1% Traditional ROI: 2.75%
1717 Crocker St Chesterton , IN Location, Location, Location!!! Duneland Schools and minutes away from Duneland Prairie B...	3 beds \| 2 baths \| 2,400 sq.ft.	$249,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 4.05% Airbnb Rental Income: $1158 Traditional Rental Income: $1406 Airbnb ROI: 1.37% Traditional ROI: 4.05%

Your search for investment property begins and ends here

Condos for Sale in Chesterton, IN

2121 Tupelo Lane

Chesterton, IN

2 beds | 1 baths | 1,228 sq.ft.

$169,999

Airbnb cash on cash: 1.11%

Traditional cash on cash: 4.78%

Airbnb Rental Income: $1311

Traditional Rental Income: $1499

Airbnb ROI: 1.11%

Traditional ROI: 4.78%

2023 Hawthorne Ln

Chesterton, IN

2 beds | 1 baths | 1,227 sq.ft.

$158,500

Airbnb cash on cash: 1.13%

Traditional cash on cash: 1.77%

Airbnb Rental Income: $1311

Traditional Rental Income: $1001

Airbnb ROI: 1.13%

Traditional ROI: 1.77%

2016 Laura Lane

Chesterton, IN

5 beds | 3 baths | 2,100 sq.ft.

$239,900

Airbnb cash on cash: 3.98%

Traditional cash on cash: 7.8%

Airbnb Rental Income: $2424

Traditional Rental Income: $2697

Airbnb ROI: 3.98%

Traditional ROI: 7.8%

Other Investment Properties for Sale in Chesterton

Chesterton , IN

3 beds | 1 baths | 1,440 sq.ft.

$250,000

Airbnb cash on cash: 1.64%

Traditional cash on cash: 5.26%

Airbnb Rental Income: $1158

Traditional Rental Income: $1629

Airbnb ROI: 1.64%

Traditional ROI: 5.26%

Chesterton , IN

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

$599,000

Airbnb cash on cash: 1.57%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $2471

Traditional Rental Income: $2539

Airbnb ROI: 1.57%

Traditional ROI: 2.76%

Chesterton , IN

3 beds | 3 baths | 1,866 sq.ft.

$298,900

Airbnb cash on cash: 0.58%

Traditional cash on cash: 5.26%

Airbnb Rental Income: $1158

Traditional Rental Income: $2093

Airbnb ROI: 0.58%

Traditional ROI: 5.26%

Chesterton , IN

3 beds | 3 baths | 3,384 sq.ft.

$433,900

Airbnb cash on cash: 0.22%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $1158

Traditional Rental Income: $2310

Airbnb ROI: 0.22%

Traditional ROI: 3.99%

Chesterton , IN

3 beds | 2 baths | 2,046 sq.ft.

$310,000

Airbnb cash on cash: 0.5%

Traditional cash on cash: 5.25%

Airbnb Rental Income: $1158

Traditional Rental Income: $2161

Airbnb ROI: 0.5%

Traditional ROI: 5.25%

Chesterton , IN

4 beds | 3 baths | 2,031 sq.ft.

$444,900