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.

Townhouses for Sale in Chesterton, IN

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

Showing 4 Townhouse 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
1995 Texas St Chesterton, IN Welcome to this well-maintained one-level 3-bedroom, 1.5-bath half duplex in the Parkview ...	3 beds \| 2 baths \| 1,602 sq.ft.	$260,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 4.52% Airbnb Rental Income: $1158 Traditional Rental Income: $1873 Airbnb ROI: 0.04% Traditional ROI: 4.52%
2323 Legend Circle E Chesterton, IN Lovely maintenance free living in Chesterton's Coffee Creek! This well thought out floorpl...	3 beds \| 3 baths \| 2,607 sq.ft.	$475,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 4.25% Airbnb Rental Income: $1158 Traditional Rental Income: $2731 Airbnb ROI: -0.15% Traditional ROI: 4.25%
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%
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%
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 St 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.	$335,000	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 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: 1.58% Traditional cash on cash: 3.06% Airbnb Rental Income: $2471 Traditional Rental Income: $2630 Airbnb ROI: 1.58% Traditional ROI: 3.06%
801 Idlewild Ln Chesterton , IN Brand New & Move-In Ready! No Waiting, No Unfinished Details! Welcome to this beautifully ...	4 beds \| 3 baths \| 2,271 sq.ft.	$624,900	Airbnb cash on cash: 1.17% Traditional cash on cash: 2.92% Airbnb Rental Income: $2471 Traditional Rental Income: $2891 Airbnb ROI: 1.17% Traditional ROI: 2.92%
2121 Tupelo Ln 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%
2230 Redwood Ln Chesterton , IN UNDER CONSTRUCTION...COMPLETION DATE ESTIMATED MID APRIL 2026. The Acadia in Easton Park! ...	4 beds \| 2 baths \| 2,281 sq.ft.	$599,900	Airbnb cash on cash: 1.3% Traditional cash on cash: 3.19% Airbnb Rental Income: $2471 Traditional Rental Income: $2932 Airbnb ROI: 1.3% Traditional ROI: 3.19%
2131 Pepperbush Avenue Chesterton , IN Move-In Ready in Westwood Manor - Chesterton's desired Subdivision! Nestled in the award-w...	4 beds \| 4 baths \| 2,992 sq.ft.	$419,999	Airbnb cash on cash: 2.62% Traditional cash on cash: 6.23% Airbnb Rental Income: $2471 Traditional Rental Income: $3291 Airbnb ROI: 2.62% Traditional ROI: 6.23%
706 Idlewild Lane Chesterton , IN Welcome to Easton Park! The popular Michael floor plan offers all of the spaces that you n...	4 beds \| 3 baths \| 2,472 sq.ft.	$580,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 2.41% Airbnb Rental Income: $2471 Traditional Rental Income: $2419 Airbnb ROI: 1.4% Traditional ROI: 2.41%
1700 Littler Dr Chesterton , IN Experience Unparalleled Luxury in This 17,178 Sq. Ft. Sand Creek Estate Sophistication, cr...	5 beds \| 9 baths \| 17,178 sq.ft.	$2,500,000	Airbnb cash on cash: -2.09% Traditional cash on cash: -0.19% Airbnb Rental Income: $2424 Traditional Rental Income: $6257 Airbnb ROI: -2.09% Traditional ROI: -0.19%
1125 N 350 E Chesterton , IN Don't miss this opportunity! Spacious ranch home on two acres, designed for both comfort a...	4 beds \| 3 baths \| 3,792 sq.ft.	$459,900	Airbnb cash on cash: 2.44% Traditional cash on cash: 6.71% Airbnb Rental Income: $2471 Traditional Rental Income: $3707 Airbnb ROI: 2.44% Traditional ROI: 6.71%
476 Magnolia Lane Chesterton , IN You've found your own personal hideaway! Nestled on a picturesque pond lot with no neighbo...	3 beds \| 2 baths \| 1,790 sq.ft.	$487,700	Airbnb cash on cash: -0.39% Traditional cash on cash: 3.46% Airbnb Rental Income: $1158 Traditional Rental Income: $2531 Airbnb ROI: -0.39% Traditional ROI: 3.46%
613 Idlewild Lane Chesterton , IN You're going to love the Charlie ranch floor plan! Upon entrance you'll be in awe of the g...	3 beds \| 3 baths \| 2,208 sq.ft.	$597,377	Airbnb cash on cash: -0.65% Traditional cash on cash: 3.03% Airbnb Rental Income: $1158 Traditional Rental Income: $2830 Airbnb ROI: -0.65% Traditional ROI: 3.03%

Your search for investment property begins and ends here

Townhouses for Sale in Chesterton, IN

1995 Texas St

Chesterton, IN

3 beds | 2 baths | 1,602 sq.ft.

$260,000

Airbnb cash on cash: 0.04%

Traditional cash on cash: 4.52%

Airbnb Rental Income: $1158

Traditional Rental Income: $1873

Airbnb ROI: 0.04%

Traditional ROI: 4.52%

2323 Legend Circle E

Chesterton, IN

3 beds | 3 baths | 2,607 sq.ft.

$475,000

Airbnb cash on cash: -0.15%

Traditional cash on cash: 4.25%

Airbnb Rental Income: $1158

Traditional Rental Income: $2731

Airbnb ROI: -0.15%

Traditional ROI: 4.25%

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 | 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%

Chesterton , IN

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%

Chesterton , IN

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%

Chesterton , IN

3 beds | 2 baths | 1,542 sq.ft.

$335,000

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%

Chesterton , IN

4 beds | 2 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%

Chesterton , IN

4 beds | 3 baths | 2,271 sq.ft.

$624,900

Airbnb cash on cash: 1.17%