Chesterton, IN Homes

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  /27

  $309,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft

  507 S 20th St, Chesterton, IN 46304

  Welcome to this beautifully maintained, one-owner 3-bedroom, 2-bath home offering 1,652 square feet of thoughtfully designed living space on a desirable corner lot. Pride of ownership is evident throughout, with upgraded flooring flowing seamlessly through the open-concept living, kitchen, and dining areas--perfect for both everyday living and entertaining. The split floor plan provides privacy

  Kristin Crownover Listing Leaders

  507 S 20th St, Chesterton, IN 46304
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  /44

  $315,000 Sold Jul 28, 2025

  1072 W 1100 N, Chesterton, IN 46304

  • 4 Beds
  • 3 Baths
  • 2,552 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Below List Price
  • $123/SF
  • 17 Days On Market

  Current Estimated Value $324,770

  Last Listing Agent Lacey Lafata McColly Real Estate

  1072 W 1100 N, Chesterton, IN 46304
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  /32

  Est $426,766 Not Listed For Sale

  2230 Pinehurst Ave, Chesterton, IN 46304

  • 3 Beds
  • 3 Baths
  • 2,926 Sq Ft
  • Built 2003

  2230 Pinehurst Ave, Chesterton, IN 46304

  Last Sold Summary

  • 5% Above List Price
  • $139/SF
  • 49 Days On Market

  • Last Sold Price $408,000
  • Jul 23, 2024

  Last Listing Agent Melanie Yagelski Coldwell Banker Real Estate Gr
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  /56

  $799,800

  • 4 Beds
  • 2.5 Baths
  • 2,494 Sq Ft

  450 E Greening Rd, Chesterton, IN 46304

  MOTIVATED SELLER! Escape to your own private paradise on this stunning 14+ acre property, where a tree-lined driveway winds gracefully through mature hardwoods, welcoming you home the moment you arrive. This is more than a home -- it's a lifestyle.The charming main farmhouse offers 4 spacious bedrooms and 2.5 baths, with an open and inviting floor plan centered around a gorgeous brand-new stone

  Kalahni Krygier New Chapter Real Estate

  450 E Greening Rd, Chesterton, IN 46304
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  /18

  $290,000 Sold Apr 30, 2026

  127 S 14th St, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,864 Sq Ft
  • Built 1950

  Last Sold Summary

  • 4% Above List Price
  • $156/SF
  • 1 Day On Market

  Current Estimated Value $278,503

  Last Listing Agent Jennifer Karban McColly Real Estate

  127 S 14th St, Chesterton, IN 46304
• 

  

  /39

  Est $402,632 Not Listed For Sale

  2321 Pepperbush Ave, Chesterton, IN 46304

  • 3 Beds
  • 2.5 Baths
  • 1,936 Sq Ft
  • Built 2004

  2321 Pepperbush Ave, Chesterton, IN 46304

  Last Sold Summary

  • 3% Above List Price
  • $201/SF
  • 3 Days On Market

  • Last Sold Price $389,900
  • Jun 10, 2024

  Last Listing Agent Christopher Pumroy Listing Leaders
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  /5

  $259,000

  • Land
  • 36,067 Sq Ft
  • $312,802 per Acre

  1711 Littler Dr, Chesterton, IN 46304

  Gorgeous lot located in the gated Sand Creek community and ready for your dream home! Enjoy a beautiful setting with added privacy and access to neighborhood amenities. Situated in the highly sought-after Duneland School District, this is a fantastic opportunity to build in a desirable location. Bring your builder and start planning today!

  Cara Warren eXp Realty, LLC

  1711 Littler Dr, Chesterton, IN 46304
• 

  

  /15

  $188,000 Sold Aug 27, 2025

  1124 N 100 E, Chesterton, IN 46304

  • 2 Beds
  • 2 Baths
  • 3,408 Sq Ft
  • Built 1890

  Last Sold Summary

  • 4% Below List Price
  • $55/SF
  • 0 Days On Market

  Current Estimated Value $235,465

  Last Listing Agent Kelly White McColly Real Estate

  1124 N 100 E, Chesterton, IN 46304
• 

  

  /22

  Est $252,756 Not Listed For Sale

  1866 Tower St, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,382 Sq Ft
  • Built 1942

  1866 Tower St, Chesterton, IN 46304

  Last Sold Summary

  • 6% Above List Price
  • $172/SF
  • 3 Days On Market

  • Last Sold Price $238,000
  • Jul 19, 2024

  Last Listing Agent Kaylin Carullo Advanced Real Estate, LLC
• 

  

  /19

  $249,900 Open Sat 12PM - 1:30PM

  • 3 Beds
  • 1 Bath
  • 1,183 Sq Ft

  270 Woodlawn Ave, Chesterton, IN 46304

  Welcome to 270 Woodlawn Ave in Chesterton. This beautifully remodeled 3-bedroom home offers soaring ceilings, bright open living spaces, and updates throughout. Newer mechanicals provide added peace of mind, making this home truly move-in ready. Located just minutes from downtown, parks, and the Indiana Dunes, this home combines charm, comfort, and exceptional value in a highly desirable area.

  Carson Brand Listing Leaders

  270 Woodlawn Ave, Chesterton, IN 46304
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  /20

  $212,500 Sold Oct 24, 2025

  1915 David Dr, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,338 Sq Ft
  • Built 1979

  Last Sold Summary

  • $159/SF
  • 15 Days On Market

  Current Estimated Value $222,000

  Last Listing Agent Matt Evans RE/MAX Lifestyles

  1915 David Dr, Chesterton, IN 46304
• 

  

  /13

  Est $272,026 Not Listed For Sale

  1873 Crocker St, Chesterton, IN 46304

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1927

  1873 Crocker St, Chesterton, IN 46304

  Last Sold Summary

  • 1% Above List Price
  • $135/SF
  • 215 Days On Market

  • Last Sold Price $269,900
  • Apr 03, 2025

  Last Listing Agent Konnor Gaskin Listing Leaders
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  /46

  $624,900 New Construction

  • 4 Beds
  • 3 Baths
  • 2,271 Sq Ft

  801 Idlewild, Chesterton, IN 46304

  Brand New & Move-In Ready! No Waiting, No Unfinished Details! Welcome to this beautifully crafted 4-bedroom, 3-bath home in Easton Park, offering the quality, space, and flexibility today's buyers are looking for without the delays of new construction. Completed and ready for immediate occupancy, this home includes finished landscaping, sod, and irrigation, providing real value from day one.

  Roxanne Gottleber RE/MAX Lifestyles

  801 Idlewild, Chesterton, IN 46304
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  /5

  $30,000 Sold Nov 24, 2025

  18 Franklin St, Chesterton, IN 46304

  • Land
  • 6,621 Sq Ft
  • $197,368 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 3 Days On Market

  Current Estimated Value $62,021

  Last Listing Agent Joel Hinckley Platlabs, LLC

  18 Franklin St, Chesterton, IN 46304
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  /35

  Est $229,768 Not Listed For Sale

  1749 Tower St, Chesterton, IN 46304

  • 3 Beds
  • 1 Bath
  • 1,055 Sq Ft
  • Built 1949

  1749 Tower St, Chesterton, IN 46304

  Last Sold Summary

  • 5% Above List Price
  • $208/SF
  • 42 Days On Market

  • Last Sold Price $219,000
  • Jun 26, 2024

  Last Listing Agent Nick Scalise Listing Leaders
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  /66

  $925,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 4,058 Sq Ft

  2828 Lakewood Trail, Chesterton, IN 46304

  Experience elevated dune living in this captivating contemporary home perched atop one of the tallest dunes in picturesque Porter Beach. Surrounded by treetops and cooled by constant lake breezes, this private retreat offers a serene, coastal escape just moments from the shores of Lake Michigan. Designed for both relaxed living and refined entertaining, the home showcases a gourmet chef's kitchen

  Monica O'Donnell North Star Properties, LLC

  2828 Lakewood Trail, Chesterton, IN 46304
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  /19

  $379,900 Sold Feb 25, 2026

  24 Karner Blue Ct, Chesterton, IN 46034

  • 4 Beds
  • 2.5 Baths
  • 2,393 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $159/SF
  • 55 Days On Market

  Allen Edwin Homes The Preserve Indiana

  24 Karner Blue Ct, Chesterton, IN 46034
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  /19

  Est $274,198 Not Listed For Sale

  1137 Harbor Way, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 1,412 Sq Ft
  • Built 2004

  1137 Harbor Way, Chesterton, IN 46304

  Last Sold Summary

  • 10% Above List Price
  • $176/SF
  • 154 Days On Market

  • Last Sold Price $248,675
  • Nov 06, 2024

  Last Listing Agent Kathleen Bieker @properties/Christie's Intl RE
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  /34

  $475,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,607 Sq Ft

  2323 Legend Cir E, Chesterton, IN 46304

  Lovely maintenance free living in Chesterton's Coffee Creek! This well thought out floorplan offers Main Level Living with an Owners Suite, Main level Laundry and an additional bed and bath. The kitchen is large enough to dine in and still host gatherings! The Basement is full of amenities such as WetBar with full Fridge, Spa like Bathroom, additional bedroom, Day light windows and tons of living

  Alexis Metcalf Seramur Properties, LLC

  2323 Legend Cir E, Chesterton, IN 46304
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  /40

  $564,000 Sold May 09, 2025

  601 S Calumet Rd, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,484 Sq Ft
  • Built 1947

  Last Sold Summary

  • 2% Above List Price
  • $227/SF
  • 5 Days On Market

  Current Estimated Value $438,276

  Last Listing Agent LaShea Holmes Better Homes and Gardens Real

  601 S Calumet Rd, Chesterton, IN 46304
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  /40

  Est $440,140 Not Listed For Sale

  321 Sherman Ave, Chesterton, IN 46304

  • 4 Beds
  • 5 Baths
  • 3,353 Sq Ft
  • Built 2006

  321 Sherman Ave, Chesterton, IN 46304

  Last Sold Summary

  • 5% Above List Price
  • $125/SF
  • 105 Days On Market

  • Last Sold Price $419,000
  • Jan 10, 2025

  Last Listing Agent Shelley Seely Realty Executives
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  /27

  $289,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,814 Sq Ft

  5569 Center St, Chesterton, IN 46304

  Tucked away on a beautifully wooded half-acre lot, this private retreat offers the perfect blend of peaceful seclusion and everyday convenience--just minutes from restaurants, the toll road, I-80/94, and Highway 20, and located in the highly sought-after Duneland School District. This 3-bedroom, 2-bath home is highlighted by a massive, show-stopping kitchen designed for both function and

  Karissa Watkins Century 21 Circle

  5569 Center St, Chesterton, IN 46304
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  /28

  $315,000 Sold Dec 31, 2025

  2513 Springdale St, Chesterton, IN 46304

  • 2 Beds
  • 2 Baths
  • 1,601 Sq Ft
  • Built 2021

  Last Sold Summary

  • $197/SF
  • 54 Days On Market

  Current Estimated Value $312,846

  Last Listing Agent Elizabeth Garcia Blackrock Real Estate Services

  2513 Springdale St, Chesterton, IN 46304
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  /28

  Est $262,978 Not Listed For Sale

  358 Marilyn Rd, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Built 2005

  358 Marilyn Rd, Chesterton, IN 46304

  Last Sold Summary

  • 3% Above List Price
  • $231/SF
  • 15 Days On Market

  • Last Sold Price $255,000
  • Feb 21, 2024

  Last Listing Agent Kayla Jones Listing Leaders
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  /37

  $530,000 Pending

  • 3 Beds
  • 4 Baths
  • 2,717 Sq Ft

  612 Village Point, Chesterton, IN 46304

  Welcome to this maintenance-free luxury townhome in the desirable Village Point community, located next to the beautiful Coffee Creek Preserve in Chesterton. Built in 2018, this home offers 3 bedrooms, 4 bathrooms, and over 2,700 square feet of living and entertaining space. The main level features an open-concept layout connecting the living room, kitchen, and dining area--perfect for everyday

  Rebekah Schenck Brokerworks Group

  612 Village Point, Chesterton, IN 46304
• 

  

  /27

  $393,000 Sold Aug 01, 2025

  1381 Dixon Pkwy, Chesterton, IN 46304

  • 3 Beds
  • 3 Baths
  • 2,512 Sq Ft
  • Built 1996

  Last Sold Summary

  • 2% Below List Price
  • $156/SF
  • 10 Days On Market

  Current Estimated Value $397,857

  Last Listing Agent Meghan Maddox MTM Realty Group

  1381 Dixon Pkwy, Chesterton, IN 46304
• 

  

  /19

  Est $267,515 Not Listed For Sale

  366 Marilyn Rd, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 2005

  366 Marilyn Rd, Chesterton, IN 46304

  Last Sold Summary

  • 6% Above List Price
  • $220/SF
  • 2 Days On Market

  • Last Sold Price $253,450
  • Apr 01, 2024

  Last Listing Agent Tyler Niven Brokerworks Group
• 

  

  /27

  $369,500

  • 4 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  85 Hepburn Way, Chesterton, IN 46304

  Welcome to 85 Hepburn Way—this beautifully maintained 4-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and flexibility. Situated on a desirable corner lot, this property showcases pride of ownership and thoughtful upgrades throughout. Step inside to find durable and stylish LVP flooring flowing through the main living areas, complemented by granite countertops and stainless

  Jeff Holtsclaw CENTURY 21 Bradley Realty, Inc

  85 Hepburn Way, Chesterton, IN 46304
• 

  

  /33

  $315,000 Sold Jul 10, 2025

  2510 Springdale St, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft
  • Built 2021

  Last Sold Summary

  • $195/SF
  • 21 Days On Market

  Current Estimated Value $316,737

  Last Listing Agent Kathryn Leslie @properties/Christie's Intl RE

  2510 Springdale St, Chesterton, IN 46304
• 

  

  /39

  Est $283,564 Not Listed For Sale

  374 Marilyn Rd, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,168 Sq Ft
  • Built 2005

  374 Marilyn Rd, Chesterton, IN 46304

  Last Sold Summary

  • 11% Above List Price
  • $218/SF
  • 4 Days On Market

  • Last Sold Price $255,000
  • Jul 12, 2023

  Last Listing Agent Tiffany Dowling Keller Williams Preferred Real
• 

  

  /18

  $585,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,444 Sq Ft

  839 Idlewild Ln, Chesterton, IN 46304

  Beautiful New Construction in Desirable Easton Park This stunning 2-story home offers 4 bedrooms, 2.5 baths, and a spacious 3-car garage in the highly sought-after Easton Park community. Enjoy a welcoming covered front porch and step inside to find modern finishes throughout, including quartz countertops, upgraded cabinetry, and stainless steel appliances. The open layout is complemented by a

  Dawn Collins Collins & Collins Exec Realty

  839 Idlewild Ln, Chesterton, IN 46304
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  /44

  $447,000 Sold Oct 07, 2025

  4120 Abercrombie Dr, Chesterton, IN 46304

  • 4 Beds
  • 3 Baths
  • 4,332 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $103/SF
  • 1 Day On Market

  Current Estimated Value $451,495

  Last Listing Agent Debra Lightfoot McColly Real Estate

  4120 Abercrombie Dr, Chesterton, IN 46304
• 

  

  /22

  Est $300,944 Not Listed For Sale

  1163 Carol St, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft
  • Built 2005

  1163 Carol St, Chesterton, IN 46304

  Last Sold Summary

  • 13% Above List Price
  • $175/SF
  • 1 Day On Market

  • Last Sold Price $267,000
  • May 05, 2023

  Last Listing Agent Krystal Bialata Blackrock Real Estate Services
• 

  

  /30

  $365,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  615 Chestnut Blvd, Chesterton, IN 46304

  Charming QUAD Level home in Chestnut Hills! This sweet home on a meticulously landscaped corner lot has Brand New flooring, an Updated kitchen and a Resort Style backyard! 3 bedrooms and full bath are on upper level, Main level has large living room, well appointed kitchen, and dining area is currently used as the kitchen cafe! The lower level has a great living space along with 3/4 bath. The

  Alexis Metcalf Seramur Properties, LLC

  615 Chestnut Blvd, Chesterton, IN 46304
• 

  

  /21

  $394,500 Sold Apr 02, 2026

  2332 Hickory Grove St, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,408 Sq Ft
  • Built 2016

  Last Sold Summary

  • 11% Below List Price
  • $164/SF
  • 123 Days On Market

  Current Estimated Value $391,407

  Last Listing Agent Valeri McClelland Realty Executives Premier

  2332 Hickory Grove St, Chesterton, IN 46304
• 

  

  /41

  Est $326,761 Not Listed For Sale

  1164 Carol St, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 2,368 Sq Ft
  • Built 2006

  1164 Carol St, Chesterton, IN 46304

  Last Sold Summary

  • 7% Above List Price
  • $128/SF
  • 43 Days On Market

  • Last Sold Price $304,000
  • Dec 03, 2024

  Last Listing Agent Jason Chatwell The Chatwell Group Real Estate
• 

  

  /5

  $175,000

  • Land
  • 31,363 Sq Ft
  • $243,056 per Acre

  1930 Chamborde Ln, Chesterton, IN 46304

  LOT 10 in the newly developed Chamborde Lane in the gated community Sand Creek! This beautiful lot features water in the backyard with a beautiful fountain feature! 10 Lots available. Bring your own builder! Located just an hour from downtown Chicago, Chesterton offers easy access to major highways and train lines, all within an award-winning school district.

  Stefanie Neal BHHS Indiana Realty

  1930 Chamborde Ln, Chesterton, IN 46304
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  /28

  $645,110 Sold Oct 24, 2025

  704 Idlewild Ln, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,415 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Above List Price
  • $267/SF
  • 0 Days On Market

  Last Listing Agent Michelle Renninger Brokerworks Group

  704 Idlewild Ln, Chesterton, IN 46304
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  /77

  Est $372,093 Not Listed For Sale

  1165 Tanya St, Chesterton, IN 46304

  • 6 Beds
  • 3 Baths
  • 3,048 Sq Ft
  • Built 2006

  1165 Tanya St, Chesterton, IN 46304

  Last Sold Summary

  • 3% Above List Price
  • $118/SF
  • 2 Days On Market

  • Last Sold Price $360,000
  • Jun 07, 2023

  Last Listing Agent Natalie Martin Listing Leaders
• 

  

  /20

  $85,000

  • 4 Beds
  • 1 Bath

  1182 N Salt Creek Rd, Chesterton, IN 46304

  Fantastic Investor Opportunity on Nearly an Acre with Approved Plans Included! Perfect for investors, rehabbers, or flippers looking for a project with major potential. Originally a 3 bed, 1 bath home, this property now comes with architect approved blueprints to expand the layout into a 4 bed, 2 bath residence with an open concept kitchen and living room. Situated on almost one acre, the lot

  Irmaliz Rosa Santiago Favela Real Estate, LLC

  1182 N Salt Creek Rd, Chesterton, IN 46304

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