Chesterton offers a blend of small-town charm and modern amenities, making it a welcoming destination for those seeking real estate with a lifestyle focus. With access to parks, local boutiques, and a vibrant arts scene, Chesterton is ideal for design-forward living and families who value both community and aesthetics. The variety of homes for sale ranges from classic single-family residences to newer builds, providing options for every stage of life. Its proximity to Lake Michigan and the Indiana Dunes adds outdoor adventure to daily living. For those who appreciate approachable inspiration and boutique service, Chesterton is a place where joy and comfort meet.
Chesterton, IN - single-family homes for sale
99 of 99 results displayed
Listed by BHGRE$250,000Pending3 beds 2 baths2,064 sq. ft.131 N 18th Street, Chesterton, IN 46304
MLS# 838505Listed by: BETTER HOMES AND GARDENS REAL- New
$405,000Active4 beds 3 baths2,270 sq. ft.378 Ballenisle Court, Chesterton, IN 46304
MLS# 838502Listed by: MCCOLLY REAL ESTATE
$475,000Pending5 beds 4 baths3,607 sq. ft.1062 Birch Trail Drive, Chesterton, IN 46304
MLS# 838450Listed by: BLACKROCK REAL ESTATE SERVICES
$95,000Pending2 beds 2 baths1,587 sq. ft.1057 Woodlawn Avenue, Chesterton, IN 46304
MLS# 838453Listed by: BROKERWORKS GROUP- New
$440,000Active3 beds 3 baths2,800 sq. ft.722 Timber Court, Chesterton, IN 46304
MLS# 838454Listed by: @PROPERTIES/CHRISTIE'S INTL RE - New
$350,000Active3 beds 2 baths1,419 sq. ft.1248 Dogwood Drive, Chesterton, IN 46304
MLS# 838462Listed by: LISTING LEADERS - New
$349,000Active4 beds 2 baths2,242 sq. ft.769 S Calumet Road, Chesterton, IN 46304
MLS# 838403Listed by: CENTURY 21 CIRCLE - New
$1,350,000Active4 beds 5 baths6,259 sq. ft.1419 Snead Avenue, Chesterton, IN 46304
MLS# 838390Listed by: BLACKROCK REAL ESTATE SERVICES - Open Sat, 11am to 1pmNew
Listed by BHGRE$620,000Active4 beds 3 baths2,281 sq. ft.2230 Redwood Lane, Chesterton, IN 46304
MLS# 838352Listed by: BETTER HOMES AND GARDENS REAL - Open Sun, 11am to 1pmNew
$649,570Active4 beds 3 baths2,715 sq. ft.2015 Terreno Drive, Chesterton, IN 46304
MLS# 838355Listed by: MCCOLLY REAL ESTATE - New
$369,500Active4 beds 3 baths2,080 sq. ft.85 Hepburn Way, Chesterton, IN 46304
MLS# 202616369Listed by: CENTURY 21 BRADLEY REALTY, INC - New
$409,777Active4 beds 4 baths3,592 sq. ft.503 Oakwood Drive, Chesterton, IN 46304
MLS# 838184Listed by: BLACKROCK REAL ESTATE SERVICES
$389,900Pending4 beds 3 baths2,418 sq. ft.1938 Cory Lane, Chesterton, IN 46304
MLS# 838168Listed by: RE/MAX EXECUTIVES
$489,900Pending4 beds 3 baths2,439 sq. ft.1429 Delos Marr Avenue, Chesterton, IN 46304
MLS# 838142Listed by: BLACKROCK REAL ESTATE SERVICES- Open Sat, 12 to 1:30pm
$249,900Active3 beds 1 baths1,183 sq. ft.270 Woodlawn Avenue, Chesterton, IN 46304
MLS# 838108Listed by: LISTING LEADERS
$559,900Active3 beds 2 baths1,800 sq. ft.2218 Pradera Trail, Chesterton, IN 46304
MLS# 838011Listed by: BROKERWORKS GROUP
$585,000Active5 beds 4 baths3,440 sq. ft.928 N Calumet Avenue, Chesterton, IN 46304
MLS# 838018Listed by: CENTURY 21 AFFILIATED- Open Sat, 11am to 2pm
$345,000Active3 beds 2 baths2,115 sq. ft.401 S 15th Street, Chesterton, IN 46304
MLS# 837941Listed by: WHITE HAT REALTY GROUP, LLC
$440,000Active4 beds 3 baths1,953 sq. ft.1162 (lot 183) Putman Place, Chesterton, IN 46304
MLS# 837890Listed by: WHITE HAT REALTY GROUP, LLC
$339,900Active3 beds 2 baths2,184 sq. ft.1123 Waverly Road, Chesterton, IN 46304
MLS# 837875Listed by: EVERS REALTY GROUP
$329,900Pending3 beds 2 baths1,674 sq. ft.1242 Griffin Lake Avenue, Chesterton, IN 46304
MLS# 837883Listed by: REALTY EXECUTIVES PREMIER
$220,000Active3 beds 1 baths1,326 sq. ft.410 S 12th Street, Chesterton, IN 46304
MLS# 837868Listed by: MCCOLLY REAL ESTATE
$585,000Pending4 beds 3 baths2,444 sq. ft.839 Idlewild Lane, Chesterton, IN 46304
MLS# 837819Listed by: COLLINS & COLLINS EXEC REALTY
$365,000Pending3 beds 2 baths1,680 sq. ft.615 Chestnut Boulevard, Chesterton, IN 46304
MLS# 837788Listed by: SERAMUR PROPERTIES, LLC
$440,000Pending3 beds 3 baths3,350 sq. ft.300 E Morgan Avenue, Chesterton, IN 46304
MLS# 837762Listed by: WHITE HAT REALTY GROUP, LLC
$289,000Active3 beds 2 baths1,814 sq. ft.5569 Center Street, Chesterton, IN 46304
MLS# 837691Listed by: CENTURY 21 CIRCLE
$199,900Pending2 beds 1 baths800 sq. ft.1608 W Porter Avenue, Chesterton, IN 46304
MLS# 837609Listed by: REALTY EXECUTIVES PREMIER
$567,900Active3 beds 2 baths1,900 sq. ft.2431 Pradera Trail, Chesterton, IN 46304
MLS# 837579Listed by: BROKERWORKS GROUP
$699,900Active4 beds 3 baths2,134 sq. ft.2519 Pradera Trail, Chesterton, IN 46304
MLS# 837580Listed by: BROKERWORKS GROUP
$549,900Active4 beds 3 baths1,820 sq. ft.2350 Pradera Trail, Chesterton, IN 46304
MLS# 837582Listed by: BROKERWORKS GROUP
$399,900Pending3 beds 3 baths2,816 sq. ft.1460 Admiral Drive, Chesterton, IN 46304
MLS# 837577Listed by: MCCOLLY REAL ESTATE
$889,999Pending5 beds 5 baths5,425 sq. ft.1830 Tour Trace, Chesterton, IN 46304
MLS# 837535Listed by: SERAMUR PROPERTIES, LLC
$375,000Active4 beds 3 baths2,282 sq. ft.303 E Porter Avenue, Chesterton, IN 46304
MLS# 837425Listed by: MCCOLLY REAL ESTATE
$899,999Active4 beds 3 baths2,850 sq. ft.2179 W 1100 N, Chesterton, IN 46304
MLS# 837339Listed by: BROKERWORKS GROUP
$975,000Active6 beds 5 baths5,003 sq. ft.2227 W 1100 N, Chesterton, IN 46304
MLS# 837307Listed by: DUNES REALTY, LLC
$335,000Active3 beds 2 baths1,542 sq. ft.656 S 4th Street, Chesterton, IN 46304
MLS# 837198Listed by: COLDWELL BANKER REALTY
$389,900Pending3 beds 3 baths2,364 sq. ft.910 Read Drive, Chesterton, IN 46304
MLS# 837120Listed by: COLDWELL BANKER REALTY
$319,000Active4 beds 2 baths1,788 sq. ft.1412 Essex Drive, Chesterton, IN 46304
MLS# 837043Listed by: LISTING LEADERS
$384,999Pending3 beds 2 baths1,642 sq. ft.499 Cherrywood Lane, Chesterton, IN 46304
MLS# 837009Listed by: WHITE HAT REALTY GROUP, LLC
$280,000Pending3 beds 2 baths1,314 sq. ft.341 Brown Court, Chesterton, IN 46304
MLS# 837003Listed by: MCCOLLY REAL ESTATE
$295,000Active4 beds 2 baths1,924 sq. ft.525 S Calumet Road, Chesterton, IN 46304
MLS# 836951Listed by: MCCOLLY REAL ESTATE
Listed by BHGRE$569,900Pending4 beds 3 baths2,415 sq. ft.708 Idlewild Lane, Chesterton, IN 46304
MLS# 836925Listed by: BETTER HOMES AND GARDENS REAL
$398,500Active5 beds 3 baths2,348 sq. ft.1367 Dixon Pkwy, Chesterton, IN 46304
MLS# 836876Listed by: MCCOLLY REAL ESTATE
$400,000Pending3 beds 3 baths2,876 sq. ft.190 E Mekeland Road, Chesterton, IN 46304
MLS# 836709Listed by: MCCOLLY REAL ESTATE
$499,000Pending4 beds 3 baths2,912 sq. ft.893 Pearson Road, Chesterton, IN 46304
MLS# 836630Listed by: LISTING LEADERS
$700,000Active3 beds 3 baths2,866 sq. ft.2017 Wildwood Court, Chesterton, IN 46304
MLS# 836598Listed by: RE/MAX LIFESTYLES
Listed by BHGRE$464,900Pending3 beds 2 baths1,590 sq. ft.494 Magnolia Lane, Chesterton, IN 46304
MLS# 836574Listed by: BETTER HOMES AND GARDENS REAL
$314,900Active3 beds 2 baths1,310 sq. ft.702 Admiral Drive, Chesterton, IN 46304
MLS# 836569Listed by: CENTURY 21 CIRCLE
$459,900Pending4 beds 3 baths2,312 sq. ft.1040 Preserve Lane, Chesterton, IN 46304
MLS# 836493Listed by: ADVANCED REAL ESTATE, LLC
$440,000Active4 beds 3 baths2,720 sq. ft.124 Beverly Drive, Chesterton, IN 46304
MLS# 836427Listed by: MCCOLLY REAL ESTATE
$350,000Active3 beds 3 baths2,592 sq. ft.1395 Waverly Road, Chesterton, IN 46304
MLS# 836349Listed by: MCCOLLY REAL ESTATE
$325,000Pending3 beds 2 baths1,632 sq. ft.1510 Ash Street, Chesterton, IN 46304
MLS# 836277Listed by: ADVANCED REAL ESTATE, LLC
$249,999Pending3 beds 2 baths1,726 sq. ft.1605 Old Farm Lane, Chesterton, IN 46304
MLS# 836181Listed by: MCCOLLY REAL ESTATE
$494,900Active3 beds 4 baths3,057 sq. ft.2425 Dickinson Road, Chesterton, IN 46304
MLS# 836170Listed by: COLDWELL BANKER REAL ESTATE GR
$433,900Pending3 beds 3 baths3,384 sq. ft.4221 Burlwood Drive, Chesterton, IN 46304
MLS# 836128Listed by: MCCOLLY REAL ESTATE
Listed by BHGRE$580,000Pending4 beds 3 baths2,472 sq. ft.706 Idlewild Lane, Chesterton, IN 46304
MLS# 835953Listed by: BETTER HOMES AND GARDENS REAL
$449,000Active4 beds 4 baths3,346 sq. ft.529 Windridge Drive, Chesterton, IN 46304
MLS# 835938Listed by: COLDWELL BANKER REALTY
$395,999Pending4 beds 3 baths2,369 sq. ft.4160 Westwood Lane, Chesterton, IN 46304
MLS# 835834Listed by: BANGA REALTY, LLC
Listed by BHGRE$1,240,000Active5 beds 5 baths4,398 sq. ft.0-2 E 1050 N, Chesterton, IN 46304
MLS# 835676Listed by: BETTER HOMES AND GARDENS REAL
$799,900Active5 beds 3 baths2,700 sq. ft.2102 Pradera Trail, Chesterton, IN 46304
MLS# 835651Listed by: BLOOM/SANCHEZ REALTY INC.
$419,999Pending4 beds 4 baths2,992 sq. ft.2131 Pepperbush Avenue, Chesterton, IN 46304
MLS# 835476Listed by: TRUEBLOOD REAL ESTATE, LLC
$250,000Active3 beds 2 baths1,694 sq. ft.1702 Broadway Avenue, Chesterton, IN 46304
MLS# 835292Listed by: BROKERWORKS GROUP
$409,900Active3 beds 3 baths1,758 sq. ft.1180 Putman Place, Chesterton, IN 46304
MLS# 835092Listed by: WHITE HAT REALTY GROUP, LLC
$459,900Pending3 beds 3 baths1,758 sq. ft.1192 Putman Place, Chesterton, IN 46304
MLS# 835094Listed by: WHITE HAT REALTY GROUP, LLC
$594,900Active3 beds 2 baths1,892 sq. ft.840 Idlewild Lane, Chesterton, IN 46304
MLS# 834653Listed by: COLLINS & COLLINS EXEC REALTY
$469,900Active4 beds 3 baths2,735 sq. ft.40 Karner Blue Court, Chesterton, IN 46304
MLS# 834452Listed by: COPPER BAY REALTY, LLC
$1,289,900Active5 beds 6 baths7,084 sq. ft.1240 Ryder Road, Chesterton, IN 46304
MLS# 834301Listed by: BHHS INDIANA REALTY
$310,000Active3 beds 2 baths2,046 sq. ft.214 Woodlawn Avenue, Chesterton, IN 46304
MLS# 834230Listed by: KELLER WILLIAMS REALTY - LAF
$259,900Pending3 beds 1 baths1,472 sq. ft.1125 In-49, Chesterton, IN 46304
MLS# 834094Listed by: LISTING LEADERS- $299,000Pending4 beds 2 baths1,560 sq. ft.
351 Us Hwy 20 Road, Chesterton, IN 46304
MLS# 833933Listed by: VIA REALTY
$319,000Pending3 beds 2 baths1,820 sq. ft.1624 Fox Point Drive, Chesterton, IN 46304
MLS# 833822Listed by: CENTURY 21 AFFILIATED
Listed by BHGRE$492,800Pending3 beds 2 baths1,710 sq. ft.498 Magnolia Lane, Chesterton, IN 46304
MLS# 833311Listed by: BETTER HOMES AND GARDENS REAL
$309,000Pending3 beds 2 baths1,652 sq. ft.507 S 20th Street, Chesterton, IN 46304
MLS# 833228Listed by: LISTING LEADERS
$429,900Active3 beds 2 baths1,289 sq. ft.1178 Putman Place, Chesterton, IN 46304
MLS# 833220Listed by: WHITE HAT REALTY GROUP, LLC
$249,000Active3 beds 2 baths2,400 sq. ft.1717 Crocker Street, Chesterton, IN 46304
MLS# 832918Listed by: MCCOLLY REAL ESTATE
$624,900Active4 beds 3 baths2,271 sq. ft.801 Idlewild Lane, Chesterton, IN 46304
MLS# 832895Listed by: RE/MAX LIFESTYLES
$425,000Pending3 beds 3 baths2,151 sq. ft.1351 Gossett Mill Avenue, Chesterton, IN 46304
MLS# 202549201Listed by: MICHIANA REALTY LLC
Listed by BHGRE$622,600Pending5 beds 4 baths2,554 sq. ft.810 Ashwood Lane, Chesterton, IN 46304
MLS# 831911Listed by: BETTER HOMES AND GARDENS REAL
$564,000Pending4 beds 3 baths2,524 sq. ft.2132 Pradera Trail, Chesterton, IN 46304
MLS# 831731Listed by: REALTY EXECUTIVES PREMIER
$319,900Active3 beds 2 baths1,600 sq. ft.225 Jefferson Avenue, Chesterton, IN 46304
MLS# 831504Listed by: CHERYL REAL ESTATE SERVICES, L
$230,000Pending2 beds 1 baths1,860 sq. ft.1198 N Babcock Road, Chesterton, IN 46304
MLS# 830986Listed by: LISTING LEADERS
Listed by BHGRE$597,377Pending3 beds 3 baths2,208 sq. ft.613 Idlewild Lane, Chesterton, IN 46304
MLS# 830051Listed by: BETTER HOMES AND GARDENS REAL
$264,900Pending4 beds 2 baths1,664 sq. ft.2009 W Porter Avenue, Chesterton, IN 46304
MLS# 829616Listed by: MCCOLLY REAL ESTATE
$444,900Active4 beds 3 baths2,031 sq. ft.1452 Gossett Mill Avenue, Chesterton, IN 46304
MLS# 828563Listed by: CENTURY 21 CIRCLE
$675,000Active-- beds -- baths1038 N Meridian Road, Chesterton, IN 46304
MLS# 828539Listed by: MCCOLLY REAL ESTATE
$974,900Active5 beds 5 baths7,047 sq. ft.1040 Kilarney Road, Chesterton, IN 46304
MLS# 834236Listed by: BHHS INDIANA REALTY
Listed by BHGRE$529,900Pending4 beds 3 baths2,241 sq. ft.2215 Easton Park Drive, Chesterton, IN 46304
MLS# 827959Listed by: BETTER HOMES AND GARDENS REAL
$734,999Pending5 beds 6 baths4,698 sq. ft.1874 Catkin Circle, Chesterton, IN 46304
MLS# 826985Listed by: @PROPERTIES/CHRISTIE'S INTL RE
$2,500,000Pending5 beds 10 baths17,178 sq. ft.1700 Littler Drive, Chesterton, IN 46304
MLS# 825712Listed by: BLACKROCK REAL ESTATE SERVICES
$799,000Active6 beds 4 baths4,789 sq. ft.1500 Nelson Drive, Chesterton, IN 46304
MLS# 824840Listed by: MCCOLLY REAL ESTATE
$270,000Active3 beds 2 baths1,716 sq. ft.1290 Old Porter Road, Chesterton, IN 46304
MLS# 823814Listed by: MCCOLLY REAL ESTATE
$599,000Active4 beds 3 baths3,066 sq. ft.1650 Hogan Avenue, Chesterton, IN 46304
MLS# 822964Listed by: MCCOLLY REAL ESTATE
$639,900Pending4 beds 3 baths2,481 sq. ft.2005 Timberwood Lane, Chesterton, IN 46304
MLS# 811498Listed by: CENTURY 21 ALLIANCE GROUP
$1,147Active2 beds -- baths1,078 sq. ft.1106 Penny Lane, Chesterton, IN 46304
MLS# 543100Listed by: LISTING LEADERS
$379,999Active3 beds 2 baths1,880 sq. ft.347 Canfield Lane, Burns Harbor, IN 46304
MLS# 540879Listed by: RE/MAX REALTY ASSOCIATES
$184,900Active3 beds 2 baths1,156 sq. ft.1073 N 100 E, Chesterton, IN 46304
MLS# 540050Listed by: MCCOLLY REAL ESTATE
$539,900Active4 beds 3 baths2,603 sq. ft.705 Tanglewood Lane, Chesterton, IN 46304
MLS# 537703Listed by: @PROPERTIES/CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,025,000Active5 beds 7 baths6,151 sq. ft.1701 E Porter Avenue, Chesterton, IN 46304
MLS# 534541Listed by: @PROPERTIES/CHRISTIE'S INTERNATIONAL REAL ESTATE
$349,900Active3 beds 2 baths1,344 sq. ft.618 S 22nd Street, Chesterton, IN 46304
MLS# 534259Listed by: LISTING LEADERS
Local realty services provided by:Better Homes and Gardens Real Estate Connections
Based on information submitted to the MLS GRID as of January 24, 2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time.
IRMLS information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IRMLS Data is deemed reliable but is not guaranteed accurate by the MLS. IRMLS information provided by the Indiana Regional MLS. Copyright 2026 Indiana Regional MLS LLC.
Frequently asked questions about Chesterton, IN
What makes Chesterton a great place to search for homes for sale?
How can a BHGRE affiliated agent help with buying or selling a home in Chesterton?
A BHGRE affiliated agent brings trusted home advisor guidance to every step of your real estate journey in Chesterton. From personalized home staging tips to insights on current MLS listings, these agents offer boutique service tailored to your needs. They understand the importance of home aesthetics and can provide advice on renovations or DIY projects to maximize your home's appeal. With a legacy of trust and a passion for curating joy, BHGRE affiliated agents deliver guidance beyond the sale. To connect with local professionals, visit Chesterton BHGRE affiliated agents.
What types of homes are available in Chesterton, and how do they suit different lifestyles?
Chesterton features a diverse selection of homes for sale, including charming bungalows, spacious family homes, and luxury homes in communities like Sand Creek Country Club. Whether you’re seeking a cozy retreat or a design-forward space for entertaining, there’s a style to match your vision. Many properties offer opportunities for interior design personalization and DIY enhancements. The community’s focus on lifestyle real estate means you can find homes that support both relaxation and active living. Check with a local agent for the most current info on available properties.
What are some popular neighborhoods near Chesterton to consider?
If you’re exploring areas around Chesterton, nearby neighborhoods like Central Valparaiso, Downtown Valparaiso, Northside Valparaiso, Upper West Side Valparaiso, and Sand Creek Country Club each offer their own unique charm. These communities provide a range of real estate options, from historic homes to modern residences, and are known for their welcoming atmospheres and lifestyle amenities. Exploring these neighborhoods can help you find the perfect fit for your design and lifestyle preferences.
Why should I choose the BHGRE brand when searching for real estate in Chesterton?
The BHGRE brand stands out for its commitment to blending lifestyle inspiration with trusted real estate service. With a focus on design-forward living, approachable inspiration, and boutique service, BHGRE affiliated agents help you find not just a house, but a home that reflects your personal style. Their guidance extends beyond the sale, offering support with home staging, renovations, and everyday living tips. Nobody knows homes better, and their legacy ensures you receive care and attention throughout your real estate journey.
Neighborhoods near Chesterton, IN
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Zip codes near Chesterton, IN
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