Chesterton, IN Homes

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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
• Explore Chesterton

• 

  

  

  /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
• 

  

  

  /20

  $212,500 Sold Oct 24, 2025

  • 1,338 Sq Ft
  • $159/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1979

  1915 David Dr, Chesterton, IN 46304

  CAREFREE LIVING CONDO, ready for you! Step into this beautifully updated 3 bedroom 1 3/4 bath upstairs flat with one car garage. Over 1300 ft., this space provides you the ample accommodations and the room to move about. Kitchen appliances, Ring doorbell, and Nest smart thermostat to stay. Primary bedroom features, a large closet and a three-quarter en suite bath with shower. Enjoy the outdoor

  Matt Evans RE/MAX Lifestyles

  1915 David Dr, Chesterton, IN 46304
• 

  

  

  /20

  Est $497,658 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
• 

  

  

  /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
• 

  

  /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
• 

  

  /26

  $280,000 Sold Oct 24, 2025

  • 1,208 Sq Ft
  • $232/SF
  • 9 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1956

  711 Timber Ct, Chesterton, IN 46304

  Welcome to this well-maintained 2-bedroom, 1-bath home nestled in the highly sought-after South Park Acres neighborhood. Just one block from the new YMCA, this property offers comfort, convenience, and a long list of updates that make it truly move-in ready. Step inside to find a spacious living area filled with natural light and a large laundry room complete with built-in cabinets for extra

  Paul Boyter McColly Real Estate

  711 Timber Ct, Chesterton, IN 46304
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  /25

  Est $398,679 Not Listed For Sale

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

  2432 Legend Cir, Chesterton, IN 46304

  2432 Legend Cir, Chesterton, IN 46304
• 

  

  /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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  /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
• 

  

  /18

  $380,000 Sold Oct 24, 2025

  • 2,066 Sq Ft
  • $184/SF
  • 34 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1990

  2302 Texas St, Chesterton, IN 46304

  Welcome to 2302 Texas Street in Chesterton! This sprawling ranch home is in immaculate condition! Perfectly situated on a gorgeous corner lot near scenic trails and Dogwood Park, this thoughtfully updated ranch home offers the perfect blend of comfort, style, and convenience. Step inside to an open-concept floor plan that seamlessly connects the front living room, family room, kitchen, and dining

  Lucas Herren Coldwell Banker Real Estate Gr

  2302 Texas St, Chesterton, IN 46304
• 

  

  /19

  Est $444,575 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
• 

  

  /58

  $1,099,999

  • 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
• 

  

  /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
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  /28

  $645,110 Sold Oct 24, 2025

  • 2,415 Sq Ft
  • $267/SF
  • 0 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  704 Idlewild Ln, Chesterton, IN 46304

  Hurry now to choose your own selections on the show stopping Allison floor plan includes a fantastic 2-story living room with soaring ceilings, abundant windows, and a stunning fireplace. In the kitchen you'll find loads of soft-close cabinetry, 42'' uppers, stunning quartz counters, island, and huge walk in pantry. The master suite boasts a tray ceiling, walk in closet, and private bath with

  Michelle Renninger Better Homes and Gardens Real

  704 Idlewild Ln, Chesterton, IN 46304
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  /33

  Est $446,108 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,940 Sq Ft

  891 Dunhill Dr, Chesterton, IN 46304

  891 Dunhill Dr, Chesterton, IN 46304
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  /39

  $614,900 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 3,397 Sq Ft

  1550 Hogan Ave, Chesterton, IN 46304

  Welcome to this exquisite Sand Creek home, where sophisticated design meets cozy comfort. Nestled in Chesterton's sought-after Sand Creek subdivision, this stately four-bedroom, two-and-a-half-bath home offers a lifestyle of elegance and ease.Step inside and be captivated by the grandeur of the two-story foyer and its sweeping curved staircase. The main level is designed for both impressive

  

  Meghan Maddox

  MTM Realty Group

  (219) 312-7441

  1550 Hogan Ave, 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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  /66

  $575,000 Sold Oct 21, 2025

  • 2,502 Sq Ft
  • $230/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1993

  1041 N Meridian Rd, Chesterton, IN 46304

  Escape to your own slice of Indiana paradise at this stunning all-brick home in Chesterton. Nestled on nearly 5 private acres, this property offers a peaceful, secluded lifestyle with all the conveniences you need. Step inside this spacious 4-bedroom, 2.5-bathroom residence and you'll find plenty of room for family and entertaining across its nearly 2,00 square feet. The home also features a

  Josh Pavich McColly Real Estate

  1041 N Meridian Rd, Chesterton, IN 46304
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  /65

  Est $457,600 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,902 Sq Ft

  1050 Oak Trail Dr, Chesterton, IN 46304

  1050 Oak Trail Dr, Chesterton, IN 46304
• 

  

  /29

  $294,900

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

  327 S 18th St, Chesterton, IN 46304

  Discover your dream home in Chesterton, just minutes from the scenic Indiana Dunes! This expansive tri-level residence boasts 3 generous bedrooms and 2 updated bathrooms. Enjoy two large living areas, perfect for entertaining or relaxing. The home features fresh flooring and new countertops throughout, adding a modern touch. Outside, a spacious fenced-in yard offers ample room for equipment

  

  Jeff McCormick

  McCormick Real Estate, Inc.

  (219) 506-3994

  327 S 18th St, Chesterton, IN 46304
• 

  

  /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
• 

  

  /85

  $1,600,000 Sold Oct 21, 2025

  • 7,435 Sq Ft
  • $215/SF
  • 7 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1998

  1701 Snead Ave, Chesterton, IN 46304

  Welcome to this finely appointed custom Georgian home, offering five spacious bedrooms and six bathrooms, perfectly situated on 1.4 acres within one of the area's premier golf course communities. From the moment you arrive, this residence exudes timeless elegance and exceptional craftsmanship.Inside, no detail has been overlooked. The expansive layout features a custom gourmet kitchen outfitted

  Ali Fowler Seramur Properties, LLC

  1701 Snead Ave, Chesterton, IN 46304
• 

  

  /39

  Est $450,606 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,972 Sq Ft

  505 Pine Trail Dr, Chesterton, IN 46304

  505 Pine Trail Dr, Chesterton, IN 46304
• 

  

  /26

  $324,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  612 S 22nd St, Chesterton, IN 46304

  Home Sweet Home! This Tastefully Updated 3 Bed 2 Bath Ranch Home with a Fenced yard, a WHOLE HOME GENERATOR and MORE is a MUST SEE! From the moment you walk in, you will love the spacious living room and all the natural lighting. The Kitchen layout offers a lot of cabinet and counter space, a peninsula which is great for entertaining and sitting at and stainless-steel appliances! If you like to

  

  Brent Wright

  McColly Real Estate

  (219) 516-6255

  612 S 22nd St, Chesterton, IN 46304
• 

  

  /35

  $1,450 per month

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  75 Hjelm Rd Unit A, Porter, IN 46304

  Prospective tenants are NOT REQUIRED TO PAY 3rd Party Application fees. ALL applications MUST be submitted via the PMI NWI website. Applications submitted through 3RD PARTY websites/vendors WILL NOT BE ACCEPTED.PLEASE SUBMIT ANY QUESTIONS THROUGH THE "REQUEST A TOUR", "CHECK AVAILABILITY" or other contact options provided.Spacious 3-bedroom, 1-bath home offering approximately

  75 Hjelm Rd Unit A, Porter, IN 46304
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  /34

  $435,000 Sold Oct 21, 2025

  • 1,884 Sq Ft
  • $231/SF
  • 51 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 2000

  106 Jeffrey St, Chesterton, IN 46304

  3 unit investment opportunity less than 1 hour from Chicago. Take a look at these fully rented and well maintained duplexes in the highly desirable town of Chesterton with Award winning Duneland Schools. Easy commute to I-94, Indiana Toll Road, and the South Shore Train line. A/C and Floors updated and these are turn-key rentals ready to start earning you revenue. Great possibility to grow your

  Nick Scalise Listing Leaders

  106 Jeffrey St, Chesterton, IN 46304
• 

  

  /40

  Est $441,831 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,493 Sq Ft

  2314 Hickory Grove St, Chesterton, IN 46304

  2314 Hickory Grove St, Chesterton, IN 46304
• 

  

  /24

  $380,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,199 Sq Ft

  448 Cherry Hills Dr, Chesterton, IN 46304

  Welcome home!! So many upgrades in this 4 bed 2.5 bath townhome! NEW roof, NEW stainless appliances, NEW HVAC! Too many to list! Home has been professionally painted and has new carpet, New concrete driveway, and sidewalk! Great condition--all you need to do is move right in! The basement is plumbed for another bath and is 1/2 finished for your expansion needs. Do not miss this beauty! It is a

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 400-7626

  448 Cherry Hills Dr, Chesterton, IN 46304
• 

  

  /20

  $2,350 per month

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft
  • House for Rent

  852 Burr Oak Dr, Chesterton, IN 46304

  Looking for someone who’ll call this place home, not just a rental — and care for it as such. This updated 3-bedroom, 2-bath home sits on a quiet cul-de-sac in a peaceful neighborhood. Spacious living room with hardwood floors. Kitchen with granite countertops, stove, refrigerator, dishwasher and a sliding glass door leading to the deck. The backyard offers plenty of space to relax and entertain,

  852 Burr Oak Dr, Chesterton, IN 46304
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  /15

  $267,000 Sold Oct 20, 2025

  • 1,281 Sq Ft
  • $208/SF
  • 8 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1922

  260 Ivy St, Chesterton, IN 46304

  Welcoming and timeless, this 3-bedroom, 1-bath brick ranch sits in the heart of Chesterton. Step inside to a spacious foyer that opens seamlessly into the living and dining areas, with beautiful refinished hardwood floors in 2022, sets of French doors, and large windows that flood the space with natural light. The kitchen is both functional and stylish, offering plenty of cabinet and counter

  Kerri Burkus Better Homes and Gardens Real

  260 Ivy St, Chesterton, IN 46304
• 

  

  /23

  Est $365,636 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft

  1573 Gustafson Ave, Chesterton, IN 46304

  1573 Gustafson Ave, Chesterton, IN 46304
• 

  

  /24

  $269,900

  • 2 Beds
  • 2 Baths
  • 1,255 Sq Ft

  1958 Texas St, Chesterton, IN 46304

  Welcome to this beautifully updated 2-bedroom, 2-bath patio home nestled in the desirable Park View Place subdivision of Chesterton. Offering a perfect blend of comfort, style, and convenience, this home features a spacious 2-car garage, a fenced-in backyard ideal for pets or outdoor gatherings, and easy, low-maintenance living. Step inside to find brand-new vinyl plank flooring throughout,

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 529-1684

  1958 Texas St, Chesterton, IN 46304
• 

  

  /19

  $1,595 per month

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • Townhouse for Rent

  2014 Washington Ave, Chesterton, IN 46304

  Property Id: 2003480This well-managed and beautifully maintained 2-bedroom, 1.5-bath townhome sits on a lovely corner lot in a quiet residential area. With 2-levels of spacious living, this home features:+ Master bedroom (16x18) with 2 large closets+ 2nd bedroom with 2 closets+ Spacious living room, half bathroom, and coat closet on the main level+ New Kitchen cabinets

  2014 Washington Ave, Chesterton, IN 46304
• 

  

  /24

  $450,000 Sold Oct 20, 2025

  • 1,936 Sq Ft
  • $232/SF
  • 10 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1995

  550 Windridge Dr, Chesterton, IN 46304

  This is a must-see home located in the desirable Tanglewood Subdivision located in Chesterton. The open concept cape-cod floor plan offers just shy of 2,000 square feet featuring a main floor primary suite, family room with fireplace, formal dining room (or office/playroom), main floor laundry and updated eat-in kitchen. The home is situated on one of the largest lots in the neighborhood at .39

  Jon Wolf Realty Executives Premier

  550 Windridge Dr, Chesterton, IN 46304
• 

  

  /29

  Est $457,834 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,482 Sq Ft

  4081 Timberland Dr, Chesterton, IN 46304

  4081 Timberland Dr, Chesterton, IN 46304
• 

  

  /22

  $162,500

  • 2 Beds
  • 1 Bath
  • 1,227 Sq Ft

  2023 Hawthorne Ln, Chesterton, IN 46304

  Home Sweet Home! This Spacious 2 Bed 1 Bath 1 Car Garage 2nd floor Maintenance FREE Condo with POND Views is a MUST SEE! From the moment you walk in you will love the natural lighting, spacious living room with nice views of the pond. The kitchen offers a lot of cabinet and counter space with a breakfast bar and stainless-steel appliances (which stay). The formal dining room is great for

  

  Brent Wright

  McColly Real Estate

  (219) 419-3952

  2023 Hawthorne Ln, Chesterton, IN 46304
• 

  

  /10

  $1,200 per month

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Townhouse for Rent

  121 S 18th St, Chesterton, IN 46304

  900 sq ft two story brick Townhouse, near bike paths and with easy access to I-94. With a large main bedroom and a slightly smaller second bedroom on the 2nd floor, along with a full bathroom. The main floor has a living room, kitchen, dining area, and a half bath. This townhouse also has a 450 sq ft basement with washer dryer hookups. Rent is $950 per month; utilities are not included. No dogs

  121 S 18th St, Chesterton, IN 46304
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  /24

  $300,000 Sold Oct 20, 2025

  • 1,358 Sq Ft
  • $221/SF
  • 150 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  619 S 22nd St, Chesterton, IN 46304

  Who's looking for that ranch in Chesterton? This 3-bedroom home may be the one! One end of the house has all 3 bedrooms, with new carpet, while the other end has the living room, kitchen, dining room, and family room with a wood burning fireplace. Off the back of the house is a three seasons room to enjoy those spring, summer, and fall evenings. The garage has an electric hung heater for all

  Zachary Sliwa The Lyons Group Real Estate

  619 S 22nd St, Chesterton, IN 46304
• 

  

  /28

  Est $561,214 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,585 Sq Ft

  2025 Spruce Ln, Chesterton, IN 46304

  2025 Spruce Ln, Chesterton, IN 46304

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