Chesterton, IN Homes

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  /35

  Est $231,041 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

  Last Listing Agent Nick Scalise Listing Leaders
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  /37

  $545,000 Open Sat 11AM - 1PM

  • 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
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  /18

  $643,621 Sold Dec 22, 2025

  602 Idlewild Ln, Chesterton, IN 46304

  • 6 Beds
  • 4 Baths
  • 4,008 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Above List Price
  • $161/SF
  • 0 Days On Market

  Last Listing Agent Michelle Renninger Better Homes and Gardens Real

  602 Idlewild Ln, Chesterton, IN 46304
• 

  

  

  /19

  Est $264,421 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

  • 6% Above List Price
  • $176/SF
  • 154 Days On Market

  Last Sold Price $248,675

  Last Listing Agent Kathleen Bieker @properties/Christie's Intl RE
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  /6

  $125,000

  • Land
  • 0.2 Acre
  • $625,000 per Acre

  1270 Monterey Dr, Chesterton, IN 46304

  Imagine a future home nestled in a prime location, overlooking a pristine golf course and offering unobstructed views of breath-taking western sunsets. This coveted building lot is a rare gem, presenting the perfect canvas for creating your dream residence. The serene atmosphere of the golf course coupled with the vibrant colors of the setting sun creates a picturesque backdrop that is sure to

  Joshua Vida Paradigm Realty Solutions, LLC

  1270 Monterey Dr, Chesterton, IN 46304
• 

  

  /23

  $545,150 Sold Aug 08, 2025

  610 Idlewild Ln, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,376 Sq Ft
  • Built 2025

  Last Sold Summary

  • 9% Above List Price
  • $229/SF
  • 106 Days On Market

  Last Listing Agent Michelle Renninger Better Homes and Gardens Real

  610 Idlewild Ln, Chesterton, IN 46304
• 

  

  /40

  Est $427,821 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

  • 2% Above List Price
  • $125/SF
  • 105 Days On Market

  Last Sold Price $419,000

  Last Listing Agent Shelley Seely Realty Executives
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  /3

  $699,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,134 Sq Ft

  2519 Pradera Trail, Chesterton, IN 46304

  Welcome Home to the Ruby on Lot 12 in 1100 Woods! This proposed construction is on one of the last tree lined lots left and features 4 generous sized bedrooms upstairs including a primary ensuite with walk in shower and soaking tub and walk in closet with additional den/office on main level. Open concept living room and island and pantry in kitchen. Price includes lot cost and lookout basement

  Madison Young Brokerworks Group

  2519 Pradera Trail, Chesterton, IN 46304
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  /84

  $1,155,000 Sold May 22, 2025

  373 Canyon View Ct, Chesterton, IN 46304

  • 4 Beds
  • 3.5 Baths
  • 5,584 Sq Ft
  • Built 2016

  Last Sold Summary

  • 8% Below List Price
  • $207/SF
  • 24 Days On Market

  Current Estimated Value $1,082,998

  Last Listing Agent Dawn Bernhardt Blackrock Real Estate Services

  373 Canyon View Ct, Chesterton, IN 46304
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  /28

  Est $271,449 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

  • 6% Above List Price
  • $231/SF
  • 15 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Kayla Jones Listing Leaders
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  /14

  $700,000 Pending

  • 12 Beds
  • 8 Baths
  • 4,508 Sq Ft

  702 Carla Dr Unit 704, Chesterton, IN 46304

  4-unit property at 702-708 offering immediate rental income. Each unit features 3 bedrooms and 1.5 baths, providing strong tenant appeal and solid cash flow potential. Spacious layouts with functional floor plans make this a desirable long-term rental in a high-demand area. Located in the heart of Chesterton with convenient access to major highways, shopping, dining, and the South Shore Line.

  Amy Wright @properties/Christie's Intl RE

  702 Carla Dr Unit 704, Chesterton, IN 46304
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  /27

  $567,699 Sold Nov 10, 2025

  829 Idlewild Ln, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,521 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Above List Price
  • $225/SF
  • 68 Days On Market

  Last Listing Agent Michelle Renninger Better Homes and Gardens Real

  829 Idlewild Ln, Chesterton, IN 46304
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  /19

  Est $273,194 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

  • 8% Above List Price
  • $220/SF
  • 2 Days On Market

  Last Sold Price $253,450

  Last Listing Agent Tyler Niven Brokerworks Group
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  /27

  $359,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,058 Sq Ft

  696 Admiral Dr, Chesterton, IN 46304

  Welcome to 696 Admiral Drive! This move-in ready, beautifully maintained and thoughtfully updated bi-level home in the desirable Porter Cove neighborhood is ideal for buyers seeking comfort, flexibility, and long-term value. Offering three bedrooms, 2.5 bathrooms, a whole-home generator, and an oversized 2.5-car attached garage, this home delivers peace of mind and room to grow. Situated on a

  Jennifer Sanders Blue Ridge Realty Group

  696 Admiral Dr, Chesterton, IN 46304
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  /25

  $326,000 Sold May 30, 2025

  78 Canondale Dr, Chesterton, IN 46304

  • 4 Beds
  • 2 Baths
  • 1,608 Sq Ft
  • Built 2021

  Last Sold Summary

  • 3% Below List Price
  • $203/SF
  • 40 Days On Market

  Current Estimated Value $333,228

  Last Listing Agent Elizabeth Deutscher Listing Leaders

  78 Canondale Dr, Chesterton, IN 46304
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  /39

  Est $287,579 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

  • 13% Above List Price
  • $218/SF
  • 4 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Tiffany Dowling Keller Williams Preferred Real
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  /18

  $279,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,668 Sq Ft

  1220-1222 Park Ave, Chesterton, IN 46304

  Check out this adorable duplex in downtown Chesterton! Great investment opportunity or live on one side and rent out the other! 2 units, each has 2 bedrooms and 1 bath. Furnace and AC have been updated within the last 10 years.

  Lana Conroy Coldwell Banker Realty

  1220-1222 Park Ave, Chesterton, IN 46304
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  /13

  $53,000 Sold May 05, 2025

  1004 Preserve Ln, Chesterton, IN 46304

  • Land
  • 0.19 Acre
  • $278,947 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 0 Days On Market

  Current Estimated Value $257,667

  Last Listing Agent Paul Boyter McColly Real Estate

  1004 Preserve Ln, Chesterton, IN 46304
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  /22

  Est $301,968 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

  Last Listing Agent Krystal Bialata Blackrock Real Estate Services
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  /58

  $320,000

  • 3 Beds
  • 2 Baths
  • 2,046 Sq Ft

  214 Woodlawn Ave, Chesterton, IN 46304

  Escape to your own private paradise at 214 Woodlawn Ave in Chesterton, IN, where this enchanting 1905 craftsman-inspired home sits on a breathtaking 1.66-acre wooded lot, enveloped in mature pines and lush greenery for ultimate seclusion and natural beauty. Just a leisurely stroll from downtown Chesterton's eclectic shops, cozy cafes, and community events, and mere minutes from the stunning

  Aaron Bagsby Keller Williams Realty - LAF

  214 Woodlawn Ave, Chesterton, IN 46304
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  /15

  $267,000 Sold Oct 20, 2025

  260 Ivy St, Chesterton, IN 46304

  • 3 Beds
  • 1 Bath
  • 1,281 Sq Ft
  • Built 1922

  Last Sold Summary

  • 1% Below List Price
  • $208/SF
  • 8 Days On Market

  Current Estimated Value $284,646

  Last Listing Agent Kerri Burkus Better Homes and Gardens Real

  260 Ivy St, Chesterton, IN 46304
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  /41

  Est $315,051 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

  • 4% Above List Price
  • $128/SF
  • 43 Days On Market

  Last Sold Price $304,000

  Last Listing Agent Jason Chatwell The Chatwell Group Real Estate
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  /20

  $330,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,162 Sq Ft

  175 N Bailey Dr, Chesterton, IN 46304

  Don't miss this opportunity to own a fixer-upper just a short walk to the beach. Tucked among the trees, this custom-built contemporary cedar two-story offers strong potential for the right buyer looking to renovate and make it their own. The home features 3 bedrooms, 2.5 bathrooms, and approximately 2,200 square feet of living space. Large windows and a sunroom provide great natural light and

  Kyle R. Bowen McColly Real Estate

  175 N Bailey Dr, Chesterton, IN 46304
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  /24

  $550,000 Sold Apr 25, 2025

  801 Teakwood Ln, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,443 Sq Ft
  • Built 2024

  Last Sold Summary

  • $225/SF
  • 229 Days On Market

  Last Listing Agent Michelle Renninger Better Homes and Gardens Real

  801 Teakwood Ln, Chesterton, IN 46304
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  /77

  Est $389,367 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

  • 8% Above List Price
  • $118/SF
  • 2 Days On Market

  Last Sold Price $360,000

  Last Listing Agent Natalie Martin Listing Leaders
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  /14

  $265,000

  • 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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  /56

  $450,000 Sold Mar 21, 2025

  462 Lost Tree Dr, Chesterton, IN 46304

  • 4 Beds
  • 3.5 Baths
  • 4,595 Sq Ft
  • Built 2005

  Last Sold Summary

  • 5% Below List Price
  • $98/SF
  • 97 Days On Market

  Current Estimated Value $480,727

  Last Listing Agent Jennifer Podgorny Hoosier Region Realty LLC

  462 Lost Tree Dr, Chesterton, IN 46304
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  /17

  Est $450,913 Not Listed For Sale

  1631 Putter Pkwy, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,363 Sq Ft
  • Built 2005

  1631 Putter Pkwy, Chesterton, IN 46304

  Last Sold Summary

  • 19% Above List Price
  • $161/SF
  • 66 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Lisa Gaff White Hat Realty Group, LLC
• 

  

  /22

  $322,500

  • 4 Beds
  • 2 Baths
  • 1,924 Sq Ft

  525 S Calumet Rd, Chesterton, IN 46304

  Charming four-bedroom, two-full-bath home located in Chesterton, Indiana! From the moment you step inside, you’ll fall in love with the character and warmth this home offers. One of the bedrooms is conveniently located on the main level, giving you great flexibility for guests, an office, or main-floor living. The location is truly ideal, situated in Duneland School District and within walking

  Shannon Lunetta RE/MAX OAK CREST -PLYMOUTH

  525 S Calumet Rd, Chesterton, IN 46304
• 

  

  /7

  $60,000 Sold Feb 18, 2026

  304 E Jackson St, Chesterton, IN 46304

  • 3 Beds
  • 1.5 Baths
  • 1,336 Sq Ft
  • Built 1948

  Last Sold Summary

  • 42% Below List Price
  • $45/SF
  • 46 Days On Market

  Current Estimated Value $189,700

  Last Listing Agent Michelle Gilbertsen McColly Real Estate

  304 E Jackson St, Chesterton, IN 46304
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  /36

  Est $465,383 Not Listed For Sale

  2610 Dogleg Dr, Chesterton, IN 46304

  • 4 Beds
  • 3.5 Baths
  • 3,070 Sq Ft
  • Built 2005

  2610 Dogleg Dr, Chesterton, IN 46304

  Last Sold Summary

  • 10% Above List Price
  • $138/SF
  • 38 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Danek Znika Brokerworks Group
• 

  

  /5

  $175,000

  • Land
  • 0.72 Acre
  • $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
• 

  

  /17

  $387,500 Sold Apr 03, 2025

  489 Eastwood Ln, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,637 Sq Ft
  • Built 2020

  Last Sold Summary

  • 2% Below List Price
  • $237/SF
  • 33 Days On Market

  Current Estimated Value $397,717

  Last Listing Agent Rebecca Wright Better Homes and Gardens Real

  489 Eastwood Ln, Chesterton, IN 46304
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  /41

  Est $493,495 Not Listed For Sale

  2631 Bogey Blvd, Chesterton, IN 46304

  • 4 Beds
  • 4.5 Baths
  • 3,295 Sq Ft
  • Built 2006

  2631 Bogey Blvd, Chesterton, IN 46304

  Last Sold Summary

  • 10% Above List Price
  • $137/SF
  • 76 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Patty Raffin McColly Real Estate
• 

  

  /7

  $619,900 New Construction

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

  2500 Pradera Trail, Chesterton, IN 46304

  Step into The Revere on Lot 9 in 1100 Woods, where a dramatic two-story foyer sets the tone for a home designed with flexibility in mind. The front formal dining room can easily transition into a home office or cozy sitting room--whatever fits your lifestyle. The kitchen features a spacious island and a bright dinette area that opens directly to the great room, creating an effortless flow for

  Madison Young Brokerworks Group

  2500 Pradera Trail, Chesterton, IN 46304
• 

  

  /19

  $425,000 Sold Jun 06, 2025

  476 Eagle Nest Dr, Chesterton, IN 46304

  • 4 Beds
  • 4 Baths
  • 3,803 Sq Ft
  • Built 2001

  Last Sold Summary

  • 6% Below List Price
  • $112/SF
  • 33 Days On Market

  Current Estimated Value $447,955

  Last Listing Agent Susie Jaskowiak @properties/Christie's Intl RE

  476 Eagle Nest Dr, Chesterton, IN 46304
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  /30

  Est $370,689 Not Listed For Sale

  1103 Pearson Rd, Chesterton, IN 46304

  • 4 Beds
  • 3 Baths
  • 2,378 Sq Ft
  • Built 1964

  1103 Pearson Rd, Chesterton, IN 46304

  Last Sold Summary

  • 7% Above List Price
  • $146/SF
  • 21 Days On Market

  Last Sold Price $347,000

  Last Listing Agent Kelly Royster Listing Leaders
• 

  

  /24

  $184,900

  • 3 Beds
  • 2 Baths
  • 1,318 Sq Ft

  2114 Tupelo Ln, Chesterton, IN 46304

  Eighth Wonder of the World!! C A R E F R E E L I V I N G!! Cute'n Cozy! Charming convenient maintenance free condo living just minutes from Downtown Chesterton and the magnificent INDIANA DUNES NATIONAL PARK! This main floor condo has a primary suite with private bath and TWO additional bedrooms (total 3 bedrooms) and bath. Lovely living area with slider out to peaceful deck area. NO STAIRS! Main

  Karen Maynard McColly Real Estate

  2114 Tupelo Ln, Chesterton, IN 46304
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  /29

  $333,250 Sold Oct 17, 2025

  200 Ivy St, Chesterton, IN 46304

  • 4 Beds
  • 2 Baths
  • 1,872 Sq Ft
  • Built 1969

  Last Sold Summary

  • 11% Below List Price
  • $178/SF
  • 47 Days On Market

  Current Estimated Value $339,384

  Last Listing Agent Lisa Gaff White Hat Realty Group, LLC

  200 Ivy St, Chesterton, IN 46304
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  /24

  Est $516,889 Not Listed For Sale

  2620 Bogey Blvd, Chesterton, IN 46304

  • 4 Beds
  • 3.5 Baths
  • 3,906 Sq Ft
  • Built 2006

  2620 Bogey Blvd, Chesterton, IN 46304

  Last Sold Summary

  • 6% Above List Price
  • $125/SF
  • 67 Days On Market

  Last Sold Price $487,000

  Last Listing Agent Jose Elizondo Realty of America LLC

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