New35$459,000
4 bd · 3 ba · 2,276 sqft
29 Karner Blue Court, Chesterton, IN
Jarrod Carr · @properties/Christie's Intl RE
Homes Under $500K in Chesterton, IN
Hide MapHomes Under $500K in Chesterton, IN
24 of 35 Listings
New35$459,000
4 bd · 3 ba · 2,276 sqft
29 Karner Blue Court, Chesterton, IN
Jarrod Carr · @properties/Christie's Intl RE
New57$405,000
4 bd · 3 ba · 2,372 sqft
1927 Cory Lane, Chesterton, IN
Marco Trevino · Listing Leaders
New39$314,900
4 bd · 3 ba · 2,396 sqft
419 S 9th Street, Chesterton, IN
Crystal Soliday · @properties/Christie's Intl RE
41$419,900
4 bd · 3 ba · 2,735 sqft
40 Karner Blue Court, Chesterton, IN
Eric Kovalak · Copper Bay Realty, LLC
27$350,000
2 bd · 1 ba · 1,458 sqft
1592 Harrington Avenue, Chesterton, IN
Tina Raffin · McColly Real Estate
41$275,000
3 bd · 2 ba · 1,626 sqft
2016 Texas Street, Chesterton, IN
Lisa Gaff · White Hat Realty Group, LLC
28$419,900
4 bd · 3 ba · 2,380 sqft
762 Dunewood Drive, Chesterton, IN
Amy Redman · Dunes Realty, LLC
50$399,500
3 bd · 3 ba · 2,332 sqft
1776 Indian Boundary Road, Chesterton, IN
Lisa Gaff · White Hat Realty Group, LLC
19$360,000
3 bd · 3 ba · 1,979 sqft
803 Olde Towne Square, Chesterton, IN
Gina Florian · Realty Executives Premier
15$167,000
2 bd · 1 ba · 962 sqft
1100 Saratoga Lane, Chesterton, IN
Kelly White · McColly Real Estate
15$167,000
2 bd · 1 ba · 962 sqft
1100 Saratoga Lane 1100, Chesterton, IN
Kelly White · McColly Real Estate
26$359,900
4 bd · 2 ba · 1,828 sqft
2342 Westwood Lane, Chesterton, IN
Melissa Capellari · Coldwell Banker Real Estate Gr
17$186,500
2 bd · 2 ba · 1,165 sqft
1913 David Drive, Chesterton, IN
Edwin Negron · BluKey Realty
29$309,000
4 bd · 3 ba · 1,788 sqft
1412 Essex Drive, Chesterton, IN
Natalie Martin · Listing Leaders
21$269,900
2 bd · 1 ba · 1,204 sqft
515 S Park Drive, Chesterton, IN
Diane Cline · McColly Real Estate
13$449,900
3 bd · 3 ba · 1,857 sqft
1602 Melanie Lane, Chesterton, IN
Michelle Renninger · Brokerworks Group
13$449,900
3 bd · 3 ba · 1,857 sqft
1600 Melanie Lane, Chesterton, IN
Michelle Renninger · Brokerworks Group
27$261,900
3 bd · 2 ba · 1,131 sqft
252 S 21st Street, Chesterton, IN
Cody Potocki · Prestige Midwest Realty, LLC
26$419,900
3 bd · 2 ba · 1,488 sqft
2645 W 1100 N, Chesterton, IN
Debra Lightfoot · McColly Real Estate
42$350,000
3 bd · 3 ba · 1,941 sqft
397 E 1300 N, Chesterton, IN
Shawn Franz · Brokerworks Group
47$359,900
4 bd · 2 ba · 1,975 sqft
3624 Fairway Drive, Chesterton, IN
Geremy Rinker · @properties/Christie's Intl RE
27$364,999
3 bd · 3 ba · 2,109 sqft
117 Washington Avenue, Chesterton, IN
Daniel Meyer · Listing Leaders
17$327,500
3 bd · 3 ba · 3,484 sqft
1622 Port Cove Drive, Chesterton, IN
Brian Manning · Listing Leaders
25$248,500
3 bd · 1 ba · 1,008 sqft
704 S 22nd Street, Chesterton, IN
Lauren DeFauw · McColly Real Estate
Northwest Indiana Association of REALTORSMidwest Real Estate Data (MRED)Source: HJN community data
August 2026 · This period is still settling
Selling at 99.2% of asking price
Buyers here are paying below asking. MLS · 17 sales · as of Aug 28, 2026