New29$255,000
3 bd · 1 ba · 1,056 sqft
522 Park Avenue, Chesterton, IN
Elizabeth Garcia · Blackrock Real Estate Services
Homes Under $400K in Chesterton, IN
Hide MapHomes Under $400K in Chesterton, IN
24 of 29 Listings
New29$255,000
3 bd · 1 ba · 1,056 sqft
522 Park Avenue, Chesterton, IN
Elizabeth Garcia · Blackrock Real Estate Services
New37$275,000
3 bd · 2 ba · 1,324 sqft
224 S Calumet Road, Chesterton, IN
Heather Alexander · @properties/Christie's Intl RE
22$399,900
3 bd · 2 ba · 2,716 sqft
904 Mar Mar, Chesterton, IN
Tiffany Wallen · Listing Leaders Stately, LLC
19$359,000
5 bd · 2 ba · 1,728 sqft
1247 Dogwood Drive, Chesterton, IN
Lana Conroy · Coldwell Banker Realty
Open house Sun, Oct 4 · 1:00 PM19$172,500
1 bd · 1 ba · 780 sqft
1954 David Drive, Chesterton, IN
Sarah Eenigenburg · Better Homes and Gardens Real
25$399,999
4 bd · 3 ba · 2,406 sqft
301 Primrose Circle, Chesterton, IN
Alexis Metcalf · Seramur Properties, LLC
11$329,900
3 bd · 2 ba · 1,512 sqft
2555 Springdale Street, Chesterton, IN
Tiffany Razo · New Chapter Real Estate
22$255,000
2 bd · 1 ba · 1,250 sqft
1708 Tower Street, Chesterton, IN
Marcy Norman · Trendsetters Realty, LLC
46$234,900
3 bd · 2 ba · 2,348 sqft
201 S 8th Street, Chesterton, IN
Wendy Hammonds · Key Realty Indiana, LLC
33$349,000
4 bd · 2 ba · 2,535 sqft
376 Cherry Hills Drive, Chesterton, IN
Marina Klein · Blackrock Real Estate Services
22$375,000
2 bd · 2 ba · 1,530 sqft
1633 Gustafson Avenue, Chesterton, IN
Nicole Szymanski · Better Homes and Gardens Real
24$199,900
3 bd · 2 ba · 1,764 sqft
1063 Frontage Road, Chesterton, IN
Jared Gomez · Listing Leaders
39$359,900
3 bd · 2 ba · 1,400 sqft
1430 N Veden Road, Chesterton, IN
Samantha Cheatham · Realty Executives Premier
18$259,000
4 bd · 2 ba · 1,542 sqft
656 S 4th Street, Chesterton, IN
Jasmine Gonzalez · Coldwell Banker Realty
17$389,000
4 bd · 3 ba · 2,270 sqft
378 Ballenisle Court, Chesterton, IN
Branden Luna · Coldwell Banker Real Estate Gr
57$390,000
4 bd · 3 ba · 2,372 sqft
1927 Cory Lane, Chesterton, IN
Marco Trevino · Listing Leaders
28$399,900
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
26$354,900
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
21$259,900
2 bd · 1 ba · 1,204 sqft
515 S Park Drive, Chesterton, IN
Diane Cline · McColly Real Estate
42$350,000
3 bd · 3 ba · 1,941 sqft
397 E 1300 N, Chesterton, IN
Shawn Franz · Brokerworks Group
47$353,900
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
Homes Under $400K in Chesterton, IN: 29 active listings as of .
Northwest Indiana Association of REALTORSSource: HJN community data
August 2026 · This period is still settling
Selling at 100.0% of asking price
Sales here are closing essentially at asking. MLS · 19 sales · as of Aug 31, 2026