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
84 of 84 results displayed
- New
$375,000Active4 beds 3 baths2,345 sq. ft.615 Mississinewa Street, Chesterton, IN 46304
MLS# 833884Listed by: REALTY EXECUTIVES PREMIER - Open Sat, 1 to 3pmNew
$469,000Active4 beds 3 baths3,176 sq. ft.4221 Westwood Lane S, Chesterton, IN 46304
MLS# 833857Listed by: MCCOLLY REAL ESTATE - New
$338,000Active3 beds 2 baths1,820 sq. ft.1624 Fox Point Drive, Chesterton, IN 46304
MLS# 833822Listed by: CENTURY 21 AFFILIATED - New
$489,900Active4 beds 3 baths2,735 sq. ft.34 Karner Blue Court, Chesterton, IN 46304
MLS# 833797Listed by: COPPER BAY REALTY, LLC
Listed by BHGRE$274,900Active3 beds 2 baths1,316 sq. ft.225 Dogwood Drive, Chesterton, IN 46304
MLS# 833379Listed by: BETTER HOMES AND GARDENS REAL
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
$324,900Active3 beds 2 baths1,652 sq. ft.507 S 20th Street, Chesterton, IN 46304
MLS# 833228Listed by: LISTING LEADERS- Open Fri, 10am to 4pm
$429,900Active3 beds 2 baths1,289 sq. ft.1178 Putman Place, Chesterton, IN 46304
MLS# 833220Listed by: WHITE HAT REALTY GROUP, LLC
$345,000Active3 beds 3 baths2,515 sq. ft.781 David Boulevard, Chesterton, IN 46304
MLS# 833152Listed by: WHITE HAT REALTY GROUP, LLC
$349,900Pending3 beds 3 baths2,408 sq. ft.233 E 1050 N, Chesterton, IN 46304
MLS# 833026Listed by: @PROPERTIES/CHRISTIE'S INTL RE
$299,000Active3 beds 2 baths1,528 sq. ft.1749 Green Meadow Lane, Chesterton, IN 46304
MLS# 833024Listed by: MCCOLLY REAL ESTATE
$249,000Active3 beds 1 baths1,600 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
$1,099,900Pending6 beds 6 baths7,047 sq. ft.1458 Spyglass Circle, Chesterton, IN 46304
MLS# 832888Listed by: BHHS EXECUTIVE GROUP RE
$325,000Active3 beds 2 baths1,560 sq. ft.103 Michigan Street, Chesterton, IN 46304
MLS# 832852Listed by: LISTING LEADERS
$285,000Pending4 beds 2 baths2,076 sq. ft.647 N Calumet Road, Chesterton, IN 46304
MLS# 832382Listed by: MCCOLLY REAL ESTATE
$349,900Active3 beds 2 baths1,745 sq. ft.1642 Commodore Lane, Chesterton, IN 46304
MLS# 832550Listed by: @PROPERTIES/CHRISTIE'S INTL RE
$389,900Pending4 beds 3 baths2,044 sq. ft.237 Cessna Drive, Chesterton, IN 46304
MLS# 832504Listed by: NEW CHAPTER REAL ESTATE- Open Sun, 1 to 3pm
$309,900Active2 beds 2 baths2,049 sq. ft.2375 Indian Boundary Road, Chesterton, IN 46304
MLS# 832507Listed by: @PROPERTIES/CHRISTIE'S INTL RE
$269,900Pending3 beds 2 baths1,652 sq. ft.1411 W Beam Street, Chesterton, IN 46304
MLS# 832379Listed by: KELLER WILLIAMS PREFERRED REAL
$359,900Pending3 beds 2 baths2,227 sq. ft.669 S 2nd Street, Chesterton, IN 46304
MLS# 832075Listed by: CHERYL REAL ESTATE SERVICES, L
$409,900Active4 beds 3 baths2,276 sq. ft.42 Karner Blue Court, Chesterton, IN 46304
MLS# 832068Listed by: COPPER BAY REALTY, LLC
$430,000Active3 beds 3 baths2,151 sq. ft.1351 Gossett Mill Avenue, Chesterton, IN 46304
MLS# 202549201Listed by: MICHIANA REALTY LLC
$409,900Pending4 beds 3 baths2,276 sq. ft.38 Karner Blue Court, Chesterton, IN 46304
MLS# 831954Listed by: COPPER BAY 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
$575,000Active4 beds 3 baths2,524 sq. ft.2132 Pradera Trail, Chesterton, IN 46304
MLS# 831731Listed by: REALTY EXECUTIVES PREMIER
$349,900Active3 beds 3 baths2,167 sq. ft.1346 Essex Drive, Chesterton, IN 46304
MLS# 831717Listed by: @PROPERTIES/CHRISTIE'S INTL RE
$635,400Active4 beds 3 baths2,134 sq. ft.2519 Pradera Trail, Chesterton, IN 46304
MLS# 831644Listed by: BROKERWORKS GROUP
$329,900Active3 beds 2 baths1,600 sq. ft.225 Jefferson Avenue, Chesterton, IN 46304
MLS# 831504Listed by: CHERYL REAL ESTATE SERVICES, L
$400,000Active4 beds 3 baths2,270 sq. ft.378 Ballenisle Court, Chesterton, IN 46304
MLS# 831399Listed by: COLDWELL BANKER MARKET CONNECT
$609,900Active4 beds 3 baths2,408 sq. ft.2500 Pradera Trail, Chesterton, IN 46304
MLS# 831335Listed by: BROKERWORKS GROUP
$295,000Pending4 beds 2 baths2,375 sq. ft.511 E Morgan Avenue, Chesterton, IN 46304
MLS# 831224Listed by: NEW CHAPTER REAL ESTATE
$322,500Active4 beds 2 baths1,924 sq. ft.525 S Calumet Road, Chesterton, IN 46304
MLS# 202547154Listed by: RE/MAX OAK CREST -PLYMOUTH
$362,500Active3 beds 2 baths2,965 sq. ft.1012 N Meridian Road, Chesterton, IN 46304
MLS# 831101Listed by: @PROPERTIES/CHRISTIE'S INTL RE
$370,000Active3 beds 3 baths3,640 sq. ft.1440 Duffer Drive, Chesterton, IN 46304
MLS# 831097Listed by: LISTING LEADERS
$270,000Active2 beds 1 baths1,860 sq. ft.1198 N Babcock Road, Chesterton, IN 46304
MLS# 830986Listed by: LISTING LEADERS
$539,900Active3 beds 3 baths1,820 sq. ft.2350 Pradera Trail, Chesterton, IN 46304
MLS# 830952Listed by: BROKERWORKS GROUP
$290,000Active3 beds 2 baths2,080 sq. ft.1807 W Porter Avenue, Chesterton, IN 46304
MLS# 830778Listed by: WHITE HAT REALTY GROUP, LLC
$429,900Pending4 beds 3 baths2,735 sq. ft.28 Karner Blue Court, Chesterton, IN 46304
MLS# 830653Listed by: COPPER BAY REALTY, LLC
$449,000Pending4 beds 4 baths3,260 sq. ft.1521 Birdie Way, Chesterton, IN 46304
MLS# 830452Listed by: MCCOLLY REAL ESTATE
$219,900Active3 beds 1 baths1,433 sq. ft.319 Michigami Trail, Chesterton, IN 46304
MLS# 830172Listed by: LISTING LEADERS
$385,000Active5 beds 3 baths2,232 sq. ft.1008 Preserve Lane, Chesterton, IN 46304
MLS# 830146Listed by: MCCOLLY REAL ESTATE
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
$318,900Pending4 beds 2 baths1,827 sq. ft.1226 Dogwood Drive, Chesterton, IN 46304
MLS# 830004Listed by: LISTING LEADERS
$387,500Active4 beds 3 baths2,408 sq. ft.2332 Hickory Grove Street, Chesterton, IN 46304
MLS# 830001Listed by: REALTY EXECUTIVES PREMIER
$289,000Pending4 beds 3 baths1,956 sq. ft.1817 W Porter Avenue, Chesterton, IN 46304
MLS# 829652Listed by: MCCOLLY REAL ESTATE
$264,900Pending4 beds 2 baths1,664 sq. ft.2009 W Porter Avenue, Chesterton, IN 46304
MLS# 829616Listed by: MCCOLLY REAL ESTATE
$675,000Active-- beds 1 baths1038 N Meridian Road, Chesterton, IN 46304
MLS# 828539Listed by: MCCOLLY REAL ESTATE- Open Sun, 12 to 3pm
$949,900Active3 beds 3 baths2,850 sq. ft.2179 W 1100 N, Chesterton, IN 46304
MLS# 828514Listed by: BROKERWORKS GROUP
$200,000Pending3 beds 2 baths1,765 sq. ft.1288 N Brummitt Road, Chesterton, IN 46304
MLS# 828266Listed by: STRAY DOG PROPERTIES, LLC- Open Thu, 1 to 7pm
$360,000Active3 beds 2 baths2,115 sq. ft.401 S 15th Street, Chesterton, IN 46304
MLS# 827956Listed by: WHITE HAT REALTY GROUP, LLC - Open Sat, 12 to 5pm
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
$299,900Active4 beds 2 baths2,076 sq. ft.647 N Calumet Road, Chesterton, IN 46304
MLS# 827589Listed by: MCCOLLY REAL ESTATE- Open Sun, 1 to 3pm
$749,999Active5 beds 6 baths4,698 sq. ft.1874 Catkin Circle, Chesterton, IN 46304
MLS# 826985Listed by: @PROPERTIES/CHRISTIE'S INTL RE
$270,000Active3 beds 2 baths2,064 sq. ft.131 N 18th Street, Chesterton, IN 46304
MLS# 826805Listed by: BROKERWORKS GROUP
$620,000Active5 beds 4 baths3,440 sq. ft.928 N Calumet Avenue, Chesterton, IN 46304
MLS# 826776Listed by: CENTURY 21 AFFILIATED
$419,000Pending4 beds 4 baths2,950 sq. ft.1544 Colonial Drive, Chesterton, IN 46304
MLS# 826669Listed by: SERAMUR PROPERTIES, LLC
$549,900Active3 beds 2 baths1,800 sq. ft.2218 Pradera Trail, Chesterton, IN 46304
MLS# 826514Listed by: BROKERWORKS GROUP
$425,000Pending4 beds 3 baths2,820 sq. ft.604 Oakwood Drive, Chesterton, IN 46304
MLS# 825944Listed by: BHHS EXECUTIVE REALTY
$2,950,000Active5 beds 10 baths17,178 sq. ft.1700 Littler Drive, Chesterton, IN 46304
MLS# 825712Listed by: BLACKROCK REAL ESTATE SERVICES
Listed by BHGRE$429,900Pending3 beds 2 baths1,710 sq. ft.472 Magnolia Lane, Chesterton, IN 46304
MLS# 825633Listed by: BETTER HOMES AND GARDENS REAL
$539,900Active4 beds 3 baths2,476 sq. ft.2011 Timberwood Lane, Chesterton, IN 46304
MLS# 825311Listed by: BHHS INDIANA REALTY
Listed by BHGRE$486,002Pending3 beds 2 baths1,676 sq. ft.496 Magnolia Lane, Chesterton, IN 46304
MLS# 825084Listed by: BETTER HOMES AND GARDENS REAL
$849,000Active6 beds 4 baths4,789 sq. ft.1500 Nelson Drive, Chesterton, IN 46304
MLS# 824840Listed by: MCCOLLY REAL ESTATE
Listed by BHGRE$599,900Active4 beds 3 baths2,281 sq. ft.2230 Redwood Lane, Chesterton, IN 46304
MLS# 823820Listed by: BETTER HOMES AND GARDENS REAL
$270,000Active3 beds 2 baths1,716 sq. ft.1290 Old Porter Road, Chesterton, IN 46304
MLS# 823814Listed by: MCCOLLY REAL ESTATE
$379,900Active4 beds -- baths2,393 sq. ft.24 Karner Blue Court, Chesterton, IN 46304
MLS# 832269Listed by: COPPER BAY REALTY, LLC
$599,000Active4 beds 3 baths3,066 sq. ft.1650 Hogan Avenue, Chesterton, IN 46304
MLS# 822964Listed by: MCCOLLY REAL ESTATE
$499,900Active3 beds 2 baths1,800 sq. ft.2420 Pradera Trail, Chesterton, IN 46304
MLS# 822338Listed by: BROKERWORKS GROUP
$529,900Active3 beds 3 baths1,820 sq. ft.2500 Pradera Trail, Chesterton, IN 46304
MLS# 820378Listed by: BROKERWORKS GROUP
$590,900Active3 beds 2 baths2,000 sq. ft.2166 Pradera Trail, Chesterton, IN 46304
MLS# 820307Listed by: BROKERWORKS GROUP- Open Sat, 12 to 5pm
Listed by BHGRE$439,900Active3 beds 2 baths1,590 sq. ft.2310 Redwood Lane, Chesterton, IN 46304
MLS# 820028Listed by: BETTER HOMES AND GARDENS REAL
$299,900Pending2 beds 1 baths1,692 sq. ft.1325 Indian Boundary Road, Chesterton, IN 46304
MLS# 814947Listed by: MCCOLLY REAL ESTATE
$639,900Active4 beds 3 baths2,481 sq. ft.2005 Timberwood Lane, Chesterton, IN 46304
MLS# 811498Listed by: CENTURY 21 ALLIANCE GROUP
Listed by BHGRE$549,900Active4 beds 3 baths2,348 sq. ft.2221 Easton Park Drive, Chesterton, IN 46304
MLS# 833304Listed by: BETTER HOMES AND GARDENS REAL
$350,000Pending4 beds 3 baths3,828 sq. ft.975 N 250 E, Chesterton, IN 46304
MLS# 828723Listed by: MCCOLLY REAL ESTATE
$294,900Active3 beds 2 baths1,680 sq. ft.327 S 18th Street, Chesterton, IN 46304
MLS# 831400Listed by: MCCORMICK REAL ESTATE, INC.
$684,900Active5 beds 4 baths4,245 sq. ft.1010 Preserve Lane, Chesterton, IN 46304
MLS# 823778Listed by: BACH INVESTMENT 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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