Chesterton, IN Homes

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  /57

  $999,999

  • 6 Beds
  • 6.5 Baths
  • 7,047 Sq Ft

  1458 Spyglass Cir, Chesterton, IN 46304

  Golf Course Luxury in Sand CreekSet within the private, gated Sand Creek community, this stunning custom estate overlooks Lake Hole 1 and sits just steps from the clubhouse and its amenities.Spanning more than 7,000 square feet, the home offers 6 bedrooms and 6 baths, with a layout designed for both everyday living and impressive entertaining. The two-story foyer opens to a sun-filled great room

  

  Jason Moon

  Trueblood Real Estate, LLC

  (219) 257-0314

  1458 Spyglass Cir, Chesterton, IN 46304
• Explore Chesterton

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  /34

  $3,800 per month

  • 5 Beds
  • 3.5 Baths
  • 3,385 Sq Ft
  • House for Rent

  2111 Easton Park Dr, Chesterton, IN 46304

  Check out this amazing 5 to 6 bedroom, 4 bath executive rental opportunity in Easton Park!! First months rent and security deposit due upon signing. One small dog allowed. You'll love stylish archways, crown molding, and sleek hardwood flooring throughout. Imagine cooking in the spacious kitchen, equipped with tall upper cabinets, beautiful quartz countertops and stainless appliances. The main

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 327-8654

  2111 Easton Park Dr, Chesterton, IN 46304
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  /12

  $210,000 Sold Aug 20, 2025

  353 S Boo Rd Unit B, Chesterton, IN 46304

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft
  • Built 2007

  Last Sold Summary

  • 1% Below List Price
  • $156/SF
  • 5 Days On Market

  Current Estimated Value $210,282

  Last Listing Agent Scott LaMantia McColly Real Estate

  353 S Boo Rd Unit B, Chesterton, IN 46304
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  /29

  Est $300,354 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,812 Sq Ft

  1700 Green Meadow Ln, Chesterton, IN 46304

  1700 Green Meadow Ln, Chesterton, IN 46304
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  /24

  $429,000

  • 4 Beds
  • 3.5 Baths
  • 2,992 Sq Ft

  2131 Pepperbush Ave, Chesterton, IN 46304

  Desirable Westwood Manor Subdivision in Chesterton!Located in the award-winning Duneland School District, this meticulously maintained and move-in-ready home offers 4 bedrooms, 4 bathrooms, a loft office area, and a finished basement with a flex room that could serve as a 5th bedroom, office, or game room.The main level features a spacious eat-in kitchen with a generous pantry and sliding doors

  

  Jason Moon

  Trueblood Real Estate, LLC

  (219) 348-8090

  2131 Pepperbush Ave, Chesterton, IN 46304
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  /50

  $1,497 - $3,301 per month

  Eagle Crossing Luxury Apartment Homes

  1 - 3 Beds

  2113 Kelle Dr, Chesterton, IN 46304

  Inside beautiful Coffee Creek is a luxury community like no other. We are ideally situated and near all shopping, dining, and between I-80/90 Toll Rd and I-94. Appointed with numerous luxurious details, ease of living, privacy, and style.

  2113 Kelle Dr, Chesterton, IN 46304
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  /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 $389,929

  Last Listing Agent Meghan Maddox MTM Realty Group

  1381 Dixon Pkwy, Chesterton, IN 46304
• 

  

  /22

  Est $311,324 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,964 Sq Ft

  1229 Dogwood Dr, Chesterton, IN 46304

  1229 Dogwood Dr, Chesterton, IN 46304
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  /56

  $419,900

  • 3 Beds
  • 2 Baths
  • 2,304 Sq Ft

  506 W Morgan Ave, Chesterton, IN 46304

  Completely remodeled top to bottom Cape Cod! As you walk through the new front door you'll appreciate the craftmanship & vision for the space. Enjoy the light filled kitchen with new cabs, appliances, & quartz tops. 2 bedrooms on the main floor, a living room, & full bathroom with a tub. Upstairs the large primary bedroom has a walk-in closet, full bathroom, & loft space that can be used for a

  

  Nick Scalise

  Listing Leaders

  (219) 587-7209

  506 W Morgan Ave, Chesterton, IN 46304
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  /21

  $2,350 per month

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft
  • House for Rent

  215 S 9th St, Chesterton, IN 46304

  Charming Rental in a Prime Location. Welcome to this inviting 3-bedroom, 1.5-bathroom home that blends comfort with convenience. Step inside through the welcoming mudroom and into a bright, spacious living room filled with natural light. The updated kitchen features sleek stainless steel appliances and modern finishes, perfect for everyday living and entertaining. An oversized garage with

  Kari Rooney Realty Executives Premier

  215 S 9th St, Chesterton, IN 46304
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  /34

  $303,500 Sold Dec 15, 2025

  1040 Waverly Rd, Chesterton, IN 46304

  • 3 Beds
  • 1.5 Baths
  • 2,527 Sq Ft
  • Built 1948

  Last Sold Summary

  • 10% Below List Price
  • $120/SF
  • 63 Days On Market

  Last Listing Agent Jessica Colburn-Hernandez Better Homes and Gardens Real

  1040 Waverly Rd, Chesterton, IN 46304
• 

  

  /22

  Est $314,619 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,717 Sq Ft

  1260 Lawson Ln, Chesterton, IN 46304

  1260 Lawson Ln, Chesterton, IN 46304
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  /46

  $599,000

  • 4 Beds
  • 3 Baths
  • 3,066 Sq Ft

  1650 Hogan Ave, Chesterton, IN 46304

  Located in the desirable Sand Creek community, this stunning 4-bedroom, 3-bath home seamlessly blends luxury, comfort, and modern updates. The home features LED lighting throughout, hardwood floors, crown molding, and a stone fireplace just five years old. The main floor and upper level both include convenient laundry areas, while the huge primary suite offers a tray ceiling, brand-new carpet,

  

  Paul Boyter

  McColly Real Estate

  (219) 342-2742

  1650 Hogan Ave, Chesterton, IN 46304
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  /19

  $1,300 per month

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Townhouse for Rent

  202 Rail Rd, Chesterton, IN 46304

  This beautifully updated 1,056 sq ft rental features fresh carpet and brand new modern appliances throughout the kitchen. With two spacious bedrooms, a half bath downstairs and a full bathroom upstairs—this layout offers both comfort and privacy. Central air/heat and ceiling fans in the living room and master bedroom, ensuring a cool and comfortable atmosphere year-round. The master bedroom has

  202 Rail Rd, Chesterton, IN 46304
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  /52

  $460,000 Sold Oct 10, 2025

  544 Windridge Dr, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,261 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $203/SF
  • 85 Days On Market

  Last Listing Agent Lisa Gaff White Hat Realty Group, LLC

  544 Windridge Dr, Chesterton, IN 46304
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  /14

  Est $234,465 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 984 Sq Ft

  420 S 11th St, Chesterton, IN 46304

  420 S 11th St, Chesterton, IN 46304
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  /24

  $325,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,148 Sq Ft

  606 S 18th St, Chesterton, IN 46304

  Endless Possibilities Await - Bring your creative vision to life in this 4-bedroom, 2.5-bath residence situated in the highly sought-after Duneland School District! This home offers a remarkable chance to infuse your personal style and complete any pending projects. With a touch of care, it can become the ideal family haven! Nestled on just under half an acre, the property features a private,

  

  Crystal Soliday

  @properties/Christie's Intl RE

  (219) 258-3080

  606 S 18th St, Chesterton, IN 46304
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  /21

  $2,000 per month

  • 2 Beds
  • 2.5 Baths
  • 1,320 Sq Ft
  • Townhouse for Rent

  1920 David Dr, Chesterton, IN 46304

  2 Story Townhome. 2 Bedroom/2.5 bath townhome in Westchester Village. Owner pays HOA and taxes. 1 Car attached garage with additional parking available. Stainless appliances in kitchen. Washer and dryer and some furniture included. 12 Month lease required. All tenants age 18 or over must complete the application/background check located at mysmartmove. HOA rules and regulations are attached. One

  Kim Seitzinger McColly Real Estate

  1920 David Dr, Chesterton, IN 46304
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  /15

  $367,991 Sold Sep 10, 2025

  • 2,014 Sq Ft
  • $183/SF

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  70 Fairmont Dr, Chesterton, IN 46304

  4 bed | 2.5 bath | 2-bay | 2014 sqft Floor plan includes unfinished basement. Basement features, such as egress window location, are specific to homesite. Please see sales consultant for details.

  Century Complete

  70 Fairmont Dr, Chesterton, IN 46304
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  /15

  Est $157,038 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,048 Sq Ft

  1514 W Porter Ave, Chesterton, IN 46304

  1514 W Porter Ave, Chesterton, IN 46304
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  /2

  $290,000

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft

  1807 W Porter Ave, Chesterton, IN 46304

  **Professional photos coming soon!!** Don't miss this one!! Welcome to your dream home in the heart of Chesterton, Indiana! This beautiful residence offers the perfect blend of charm and modern convenience. With three spacious bedrooms and two full baths, this home has been tastefully updated to meet the needs of today's discerning buyer. Step inside and admire the finishes, including a kitchen

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 306-8062

  1807 W Porter Ave, Chesterton, IN 46304
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  /12

  $1,150 - $1,350 per month

  Deer Run Apartments

  1 - 2 Beds

  111 W Taylor St, Chesterton, IN 46304

  111 W Taylor St, Chesterton, IN 46304
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  /21

  $466,143 Sold Apr 09, 2025

  1622 Melanie Ln, Chesterton, IN 46304

  • 3 Beds
  • 3 Baths
  • 1,954 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Above List Price
  • $239/SF
  • 0 Days On Market

  Current Estimated Value $468,466

  Last Listing Agent Michelle Renninger Better Homes and Gardens Real

  1622 Melanie Ln, Chesterton, IN 46304
• 

  

  /29

  Est $351,294 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,340 Sq Ft

  1695 Indian Boundary Rd, Chesterton, IN 46304

  1695 Indian Boundary Rd, Chesterton, IN 46304
• 

  

  /15

  $499,900

  • 6 Beds
  • 6 Baths
  • 2,896 Sq Ft

  150 16th St, Chesterton, IN 46304

  This newly completed duplex was finished in 2024. This exceptional investment property features two spacious units--each offering 3 bedrooms, 3 bathrooms, and a convenient one-car garage. Both sides are currently leased, providing immediate rental income. The main level showcases durable LVP flooring, while the primary suite includes a generous walk-in closet. Quality finishes such as 6-panel oak

  

  Paul Boyter

  McColly Real Estate

  (219) 946-4328

  150 16th St, Chesterton, IN 46304
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  /13

  $1,300 per month

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • House for Rent

  1101 Jefferson Ave Unit 6, Chesterton, IN 46304

  Move-in ready 2-bedroom, 1-bath apartment available now at Porter Ridge Apartments in Chesterton. This spacious unit features a private balcony, perfect for enjoying the outdoors. Rent includes water, sewer, and trash, plus a storage locker conveniently located in the laundry room with coin-operated washer/dryer access. Rent: 1,300/month Security Deposit: 1,300 Pets welcome with 25/month fee

  Jordan Williams VIA Realty

  1101 Jefferson Ave Unit 6, Chesterton, IN 46304
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  /7

  $41,900 Sold Jan 31, 2025

  1758 Summerlin Dr, Chesterton, IN 46304

  • Land
  • 0.25 Acre
  • $171,020 per Acre

  Last Sold Summary

  • 30% Below List Price
  • 311 Days On Market

  Current Estimated Value $48,955

  Last Listing Agent Natalie Worstell Century 21 Alliance Group

  1758 Summerlin Dr, Chesterton, IN 46304
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  /15

  Est $204,879 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,015 Sq Ft

  617 W Indiana Ave, Chesterton, IN 46304

  617 W Indiana Ave, Chesterton, IN 46304
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  /36

  $309,000

  • 2 Beds
  • 1 Bath
  • 1,692 Sq Ft

  1325 Indian Boundary Rd, Chesterton, IN 46304

  This two-bedroom, one-bath ranch home sits on a spacious 3.94-acre lot with apple, pear, and cherry trees and offers a cozy, comfortable living space. Featuring a welcoming wood-burning fireplace in the living room, the home exudes warmth and character. The fenced backyard provides privacy and plenty of room for outdoor activities, while the enclosed porch is perfect for entertaining. With a

  

  Paul Boyter

  McColly Real Estate

  (219) 355-2358

  1325 Indian Boundary Rd, Chesterton, IN 46304
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  /25

  $1,275 - $1,975 per month

  The Enclave

  1 - 2 Beds

  2135 Dickinson Rd, Chesterton, IN 46304

  The Enclave is a luxurious apartment community nestled in Coffee Creek Center. Our rental properties include one bedroom and two bedroom floor plans. Select floor plans come with garages. Please view the floor plan page on ForRent.com to see what is offered. Experience outstanding amenities and remarkable features paired with all Coffee Creek Center's advantages. Welcome to a place where nature,

  2135 Dickinson Rd, Chesterton, IN 46304
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  /22

  $428,900 Sold Feb 28, 2025

  1601 Melanie Ln, Chesterton, IN 46304

  • 3 Beds
  • 3 Baths
  • 1,954 Sq Ft
  • Built 2023

  Last Sold Summary

  • 3% Below List Price
  • $219/SF
  • 360 Days On Market

  Current Estimated Value $430,978

  Last Listing Agent Michelle Renninger Better Homes and Gardens Real

  1601 Melanie Ln, Chesterton, IN 46304
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  /20

  Est $491,285 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,863 Sq Ft

  1540 Sand Wedge Cir, Chesterton, IN 46304

  1540 Sand Wedge Cir, Chesterton, IN 46304
• 

  

  /22

  $400,000

  • 4 Beds
  • 2.5 Baths
  • 2,270 Sq Ft

  378 Ballenisle Ct, Chesterton, IN 46304

  Your Dream Home Awaits on a Quiet Cul-de-Sac! This stunning two-story with full basement offers everything today's buyers crave-- brand new carpet, cathedral ceilings, skylights, a cozy fireplace, and a master suite built for relaxation. Step out onto your oversized deck with pond views and enjoy the peace and privacy you deserve. 4 spacious bedrooms | 2.5 baths | 2.5-car garage Neutral decor,

  

  Jenny Zamora

  Coldwell Banker Market Connect

  (219) 706-4137

  378 Ballenisle Ct, Chesterton, IN 46304
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  /18

  $2,200 per month

  • 2 Beds
  • 2.5 Baths
  • 1,666 Sq Ft
  • House for Rent

  1205 Saratoga Ln, Chesterton, IN 46304

  This maintenance free, 2-story condo unit with its 2+ bedrooms has over 1600 sqft of living space. Main floor primary bdrm has attached 3/4 bath with views of the front fenced courtyard. Center hall shared bath with main floor 2nd bedroom also is within steps away from the main level laundry room and open vaulted living room with adjacent dine-in kitchen. The upper level loft space can also be

  Patty Raffin McColly Real Estate

  1205 Saratoga Ln, Chesterton, IN 46304
• 

  

  /23

  $389,900 Sold Jul 28, 2025

  361 Watertower Dr, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,859 Sq Ft
  • Built 1990

  Last Sold Summary

  • $210/SF
  • 4 Days On Market

  Current Estimated Value $383,300

  Last Listing Agent Lisa Gaff White Hat Realty Group, LLC

  361 Watertower Dr, Chesterton, IN 46304
• 

  

  /25

  Est $414,530 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,169 Sq Ft

  2432 Legend Cir, Chesterton, IN 46304

  2432 Legend Cir, Chesterton, IN 46304
• 

  

  /23

  $525,000

  • 6 Beds
  • 6 Baths
  • 2,920 Sq Ft

  140 N Jackson Blvd, Chesterton, IN 46304

  This newly completed duplex was finished in 2024. This exceptional investment property features two spacious units--each offering 3 bedrooms, 3 bathrooms, and a convenient one-car garage. Both sides are currently leased, providing immediate rental income. The main level showcases durable LVP flooring, while the primary suite includes a generous walk-in closet. Quality finishes such as 6-panel oak

  

  Paul Boyter

  McColly Real Estate

  (219) 402-3372

  140 N Jackson Blvd, Chesterton, IN 46304
• 

  

  /25

  $992 - $1,194 per month

  State Place Apartment Homes

  1 - 3 Beds

  1623 Westchester Ave, Chesterton, IN 46304

  Quiet location and minutes to South Shore Train, State Place Apartments feature a central location just west of the 49 Bypass, and close to Lake Michigan, shopping and bike trails. Move-in today and see what real hospitality feels like!

  1623 Westchester Ave, Chesterton, IN 46304
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  /13

  $319,991 Sold Aug 22, 2025

  • 1,455 Sq Ft
  • $220/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  881 Argyle Ct, Chesterton, IN 46304

  3 bed | 2.5 bath | 2-bay | 1455 sqft Floor plan includes unfinished basement. Basement features, such as egress window location, are specific to homesite. Please see sales consultant for details.

  Century Complete

  881 Argyle Ct, Chesterton, IN 46304
• 

  

  /19

  Est $442,003 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  886 Saint Andrews Dr, Chesterton, IN 46304

  886 Saint Andrews Dr, Chesterton, IN 46304

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