Chesterton, IN Homes for Sale

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  /24

  $439,000

  • 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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  Explore Chesterton

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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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  /58

  $1,198,999 Open Sat 12PM - 2PM

  • 5 Beds
  • 5.5 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
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  /39

  $629,900 Open Sun 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
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  /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
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  /59

  $1,149,999

  • 3 Beds
  • 3 Baths
  • 4,964 Sq Ft

  1040 Country Creek Ln, Chesterton, IN 46304

  Make this detailed custom architect, designer, builders Lodge YOURS. Come home, relax, and enjoy every day. Experience the pleasure of true country living on this 4.46-acre retreat with a meandering creek, fruit trees, and fenced pasture. Each and every detail of this 5,000 sf country lodge smart home has been meticulously chosen, from the welcoming wrap-around porch and solid hickory front door,

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 544-5367

  1040 Country Creek Ln, Chesterton, IN 46304
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  /24

  $400,000 Open Sat 11AM - 2PM

  • 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
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  /25

  $168,888

  • 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 from multiple rooms. The kitchen offers a lot of cabinet and counter space with a breakfast bar and stainless-steel appliances (which stay). The formal dining room

  

  Brent Wright

  McColly Real Estate

  (219) 419-3952

  2023 Hawthorne Ln, Chesterton, IN 46304
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  /5

  $349,900

  • Land
  • 40 Acres
  • $8,748 per Acre

  0 N 450 E, Chesterton, IN 46304

  40 ACRES of WOODED PRIME HUNTING LAND Just North of the Indiana Dunes National Park Heron Rookery! This 40 Acre parcel offers nothing but endless possibilities but is currently used for hunting & Rec. This property offers dense forest! The seller had a logging company come and could make good money just thinning out the forest or even more by having it all logged. The choice is yours! THIS IS

  

  Brent Wright

  McColly Real Estate

  (219) 533-7690

  0 N 450 E, Chesterton, IN 46304
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  /34

  $495,000

  • 6 Beds
  • 6 Baths
  • 1,884 Sq Ft

  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

  (219) 300-6812

  106 Jeffrey St, Chesterton, IN 46304
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  /28

  $365,000

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

  200 Ivy St, Chesterton, IN 46304

  Welcome to this beautifully fully renovated home in the heart of downtown Chesterton! Featuring two separate units with private entrances, this home is currently being enjoyed as a spacious single family residence with a versatile related living space on the lower level. Each level is equipped with its own furnace, air conditioning, and water heater, offering comfort and efficiency throughout.

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 336-0887

  200 Ivy St, Chesterton, IN 46304
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  /9

  $90,000

  • Land
  • 1.46 Acres
  • $61,644 per Acre

  000 Pinneys Ct, Chesterton, IN 46304

  Build your dream home on this rare 1.46 acre wooded corner lot with public utilities and the peaceful Coffee Creek running through the property. Located just a hop, skip, and a jump from everything Chesterton has to offer including the highly sought after Duneland School District, the charming downtown area and Dunes National Lakeshore! Whether you're heading to the city for work or play,

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 266-7620

  000 Pinneys Ct, Chesterton, IN 46304
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  /4

  $437,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,735 Sq Ft

  Elements 2700 Plan at The Preserve Indiana - Elements, Chesterton, IN

  The Elements 2700 is a traditional 2-story floor plan with a footprint designed for optimal and inclusive living & storage.

  

  Allen Edwin Homes

  Builder

  0 Elements St Unit 36503155, Chesterton, IN
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  $494,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,735 Sq Ft

  28 Karner Blue Ct, Chesterton, IN 46304

  New construction home in The Preserve, located in Duneland School Corp. RESNET energy smart construction will save owner over 1K yearly plus home has 10-year structural warranty! Welcome home, to over 2,700 sq. ft. of living space that seamlessly blends space with style. The large two-story foyer greets you and leads past a den or study continuing into the expansive great room and large dining

  

  Allen Edwin Homes

  Builder

  28 Karner Blue Ct, Chesterton, IN 46304
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  /49

  $2,950,000

  • 5 Beds
  • 9.5 Baths
  • 17,178 Sq Ft

  1700 Littler Dr, Chesterton, IN 46304

  Experience Unparalleled Luxury in This 17,178 Sq. Ft. Sand Creek EstateSophistication, craftsmanship, and prestige define this extraordinary 5-bedroom, 10-bathroom estate, located just one hour from Chicago in the exclusive Sand Creek community. Designed and built in 2003 by renowned interior designer and architect David Julian, this custom masterpiece offers breathtaking golf course views of

  John Reagan Blackrock Real Estate Services

  1700 Littler Dr, Chesterton, IN 46304
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  /21

  $389,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  26 Karner Blue Ct, Chesterton, IN 46304

  New construction home in The Preserve Indiana, located in Duneland School Corp. RESNET energy smart construction will save owner over 1K yearly plus home has 10-year structural warranty! With over 2,200 sq ft of living space this floorplan is sure to please with its convenience & style! The main floor welcomes into the foyer, with a convenient powder bath tucked away, and past a den that

  

  Allen Edwin Homes

  Builder

  26 Karner Blue Ct, Chesterton, IN 46304
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  /29

  $419,900 New Construction

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

  24 Karner Blue Ct, Chesterton, IN 46034

  New construction home in The Preserve, located in Duneland School Corp. RESNET energy smart construction will save owner over 1K yearly plus home has 10-year structural warranty! Welcome home to over 2300 sq. ft. of open floor plan. The front entry greets guests and leads past a den, which will have French doors, and a powder bath, into a large great room, open to dining nook and kitchen. Dining

  

  Allen Edwin Homes

  Builder

  24 Karner Blue Ct, Chesterton, IN 46034
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  /19

  $369,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  22 Karner Blue Ct, Chesterton, IN 46304

  New construction home in The Preserve Indiana, located in Duneland School Corp. RESNET energy smart construction will save owner over 1K yearly plus home has 10-year structural warranty! With over 2,200 sq ft of living space this floorplan is sure to please with its convenience & style! The main floor welcomes into the foyer, with a convenient powder bath tucked away, and past a den that

  

  Allen Edwin Homes

  Builder

  22 Karner Blue Ct, Chesterton, IN 46304
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  /21

  $390,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  Integrity 2280 Plan at The Preserve Indiana, Chesterton, IN

  The Integrity 2280 is a traditional 2-story floor plan with a footprint designed for optimal and inclusive living & storage.

  

  Allen Edwin Homes

  Builder

  0 the Preserve Indiana St Unit 36494274, Chesterton, IN
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  /12

  $400,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,246 Sq Ft

  Elements 2200 Plan at The Preserve Indiana - Elements, Chesterton, IN

  The Elements 2200 is a traditional 2-story floor plan with a footprint designed for optimal and inclusive living & storage.

  

  Allen Edwin Homes

  Builder

  0 Elements St Unit 36474152, Chesterton, IN
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  /29

  $411,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,393 Sq Ft

  Elements 2390 Plan at The Preserve Indiana - Elements, Chesterton, IN

  The Elements 2390 is a traditional 2-story floor plan with a footprint designed for optimal and inclusive living & storage.

  

  Allen Edwin Homes

  Builder

  0 Elements St Unit 36474213, Chesterton, IN
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  /24

  $459,900

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

  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
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  /54

  $550,000

  • 5 Beds
  • 3 Baths

  808 Waverly Rd, Chesterton, IN 46304

  The 1916 brick Craftsman home is an exquisite blend of historical charm and modern comfort. With five bedrooms and three bathrooms, it offers ample space for family living and entertaining guests. The entire home boasts original oak and walnut finishes, showcasing the craftsmanship and attention to detail typical of the era. These timeless features contribute to the home's warm and inviting

  Katie Kupsik Keller Williams Realty SWM

  808 Waverly Rd, Chesterton, IN 46304
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  /20

  $412,900 Open House 9/13

  • 4 Beds
  • 2.5 Baths
  • 2,044 Sq Ft

  237 Cessna Dr, Chesterton, IN 46304

  4Bdrm/2.5Bth, Newer Constructed, 2-Sty Home w/ Full Basement and PRIVATE, WOODED BACKDROP in Chesterton's Corlin's Landing Subdivision, which is situated within the DUNELAND SCHOOL DISTRIST, Minutes from 80/94 Access Ramp for EASY COMMUTING! Stone and Vinyl-sided Exterior w/ Covered Entryway WELCOMES YOU into Foyer w/ Laminate Wood Plank Flooring and Architectural Pillars w/ Wainscoting to

  Lisa Thompson @properties/Christie's Intl RE

  237 Cessna Dr, Chesterton, IN 46304
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  /18

  $410,000

  • 4 Beds
  • 2.5 Baths
  • 4,012 Sq Ft

  2141 Larchwood Ave, Chesterton, IN 46304

  Nestled in the desirable Westwood Manor neighborhood within the highly rated Duneland School System. This beautifully maintained 4 bedrooms, 2.5 bath, 2.5 car garage, two-story home with a whole house generator, sprinkler system, and no HOA dues! Main level includes master bedroom, 1.5 bathrooms, real hardwood floors, kitchen with large pantry and granite countertops. The dining room provides

  Steven Koleno Beycome Brokerage Realty LLC

  2141 Larchwood Ave, Chesterton, IN 46304
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  /25

  $449,000

  • 4 Beds
  • 3.5 Baths
  • 2,950 Sq Ft

  1544 Colonial Dr, Chesterton, IN 46304

  Fantastic 2 story home in the sought after Villages of Sand Creek. Located in Duneland Schools and convenient to 80/94, 90 and the South Shore line this home checks all the boxes. hardwood floors throughout the main level, bright kitchen with pantry and granite tops, living room has fireplace and is flooded with natural light. Upstairs is 4 ample sized bedrooms. the fully finished basement has

  Alexis Metcalf Seramur Properties, LLC

  1544 Colonial Dr, Chesterton, IN 46304
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  /32

  $419,900

  • 5 Beds
  • 3.5 Baths
  • 3,246 Sq Ft

  701 S Park Dr, Chesterton, IN 46304

  Discover this roomy five-bedroom, four-bath home in the highly desirable South Park Acres neighborhood. This home has it all. Located on a large corner lot, surrounded by new landscaping and flowering perennials, inside you will find the kitchen and all bathrooms fully remodeled and updated, offering modern finishes and thoughtful design. The kitchen has granite countertops a large center

  Marianne Easter Berkshire Hathaway HomeService

  701 S Park Dr, Chesterton, IN 46304
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  /49

  $439,900

  • 5 Beds
  • 3 Baths
  • 2,894 Sq Ft

  412 S 15th St, Chesterton, IN 46304

  Welcome to a home that truly has it all -- modern updates, timeless charm, and space for everyone! This beautifully remodeled 5-bedroom, 3-bath home is filled with natural light, open spaces, and thoughtful details that make everyday living feel special.Step inside and be greeted by a warm wood-beamed entryway that opens into a spacious, open-concept layout designed for easy entertaining. Each

  Andrea Galvez Realest.com

  412 S 15th St, Chesterton, IN 46304
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  /49

  $449,900

  • 4 Beds
  • 3.5 Baths
  • 3,264 Sq Ft

  1125 N 350 E, Chesterton, IN 46304

  Welcome to this sprawling one owner ranch, perfectly situated on 2 acres of peaceful, park-like surroundings! From the moment you arrive, the charm of this property is undeniable. The thoughtfully designed floor plan offers both style and functionality, with spacious gathering areas, abundant natural light, and seamless flow throughout. The heart of the home is a beautifully appointed kitchen

  Lisa Herma RE/MAX Executives

  1125 N 350 E, Chesterton, IN 46304
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  /35

  $465,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  604 Oakwood Dr, Chesterton, IN 46304

  Quick Possession! This charming two story home will not disappoint you as you are welcomed by a large wrap-around front covered porch. The foyer is spacious. The main level has a private parlor or den whichever fits your personal needs. Formal dining room with French Doors leading to the great room / living area and kitchen combination.The kitchen was completely redone when the 16' X 30'

  Noreen Adams BHHS Executive Realty

  604 Oakwood Dr, Chesterton, IN 46304
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  /36

  $424,999

  • 4 Beds
  • 2.5 Baths
  • 2,633 Sq Ft

  3525 Drivers Way, Chesterton, IN 46304

  Beautiful home on a 0.25 acre corner lot in the Golfview Estates neighborhood! Enjoy your morning coffee on the covered front porch before stepping into the foyer/entryway with ceramic tile + high ceilings; the adjacent living room with gas log fireplace and vaulted cathedral ceiling makes for the perfect spot to cozy up & get lost in a good book! Your adorable eat-in kitchen has all stainless

  Shawn Spaw Stray Dog Properties, LLC

  3525 Drivers Way, Chesterton, IN 46304
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  /21

  $599,900

  • 3 Beds
  • 2 Baths
  • 2,417 Sq Ft

  359 E Burdick Rd, Chesterton, IN 46304

  Welcome home to this attractive, well maintained 3 BR/2BA Chalet style home in Jackson Township. This property features a detached garage with a 2 Bedroom upper level apartment that currently rents for 1,250 per month thru 9/30/25. The apartment has seperate utilities and it's own well and septic system. The home exterior boasts over 700 sq.ft. of decking, 4.35 acres of land and includes a

  Cheryl Bonin CHERYL Real Estate Services, L

  359 E Burdick Rd, Chesterton, IN 46304
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  /42

  $549,000

  • 4 Beds
  • 2.5 Baths
  • 2,476 Sq Ft

  2011 Timberwood Ln, Chesterton, IN 46304

  Step inside to discover light-toned engineered hardwood floors and upscale details throughout. The formal dining room is elevated with classic wainscoting, adding timeless charm to the contemporary design.At the heart of the home, the gourmet kitchen is a chef's dream--equipped with 42-inch upper cabinets, quartz countertops, roll-out shelving, and premium appliances. A spacious walk-in pantry

  Stefanie Neal BHHS Executive Group RE

  2011 Timberwood Ln, Chesterton, IN 46304
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  /13

  $529,900

  • 3 Beds
  • 2 Baths
  • 1,827 Sq Ft

  2009 Timberwood Ln, Chesterton, IN 46304

  Come view this open concept ranch located in the highly sought after Easton Park subdivision. Upon entrance you are greeted with large vaulted ceilings, beautiful engineered wood floors and a stoned gas fireplace. Kitchen features vaulted ceilings, custom cabinetry with all quartz tops, oversized island, tile backsplash and all stainless steel appliances. Attached you will find the breakfast

  Jennifer Beauchamp Crown Executive Realty

  2009 Timberwood Ln, Chesterton, IN 46304
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  /42

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 3,822 Sq Ft

  981 Michael Dr, Chesterton, IN 46304

  BRAND NEW ROOF JUST INSTALLED! Complete with a warranty for your piece of mind for decades to come! Not to mention amazing value for this remarkable home! Stunning 4-Bedroom Home on Expansive Corner Lot - Ideal for Entertaining! Welcome to this beautifully appointed 4-bedroom, 2.5-bath home nestled in a prime location within the highly rated Duneland School System. This home offers peace of mind,

  David Gring Century 21 Alliance Group

  981 Michael Dr, Chesterton, IN 46304
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  /20

  $449,900 Open Sat 12PM - 5PM

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft

  499 Magnolia Ln, Chesterton, IN 46304

  New construction ranch home with a full basement-ready for your instant enjoyment! The newest phase of Easton Park is a quiet retreat located within minutes of award-winning schools, commuter expressways, and the IN Dunes National Lakeshore. The Zachary floor plan offers an almost 1,600 sq. ft. ranch floor plan plus a full basement! Upon entrance you'll find the expansive kitchen where you'll

  Michelle Renninger Better Homes and Gardens Real

  499 Magnolia Ln, Chesterton, IN 46304
• 

  

  /20

  $439,900 Open Sat 12PM - 5PM

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft

  2310 Redwood Ln, Chesterton, IN 46304

  New construction ranch home with a full basement-ready for your enjoyment June 2025! The newest phase of Easton Park is a quiet retreat located within minutes of award-winning schools, commuter expressways, and the IN Dunes National Lakeshore. The Zachary floor plan offers an almost 1,600 sq. ft. ranch floor plan plus a full basement! Upon entrance you'll find the expansive kitchen where

  Michelle Renninger Better Homes and Gardens Real

  2310 Redwood Ln, Chesterton, IN 46304
• 

  

  /21

  $459,900 Open Sat 12PM - 5PM

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  490 Magnolia Ln, Chesterton, IN 46304

  Now building Easton Park Villa Homes Phase 2! The newest phase of Easton Park is a quiet retreat located within minutes of award-winning schools, commuter expressways, and the IN Dunes National Lakeshore. The brand new Gail floor plan offers 1,710 sq. ft. ranch floor plan plus a full basement, now with a relaxing covered rear patio! Upon entrance you'll find the expansive kitchen where you'll

  Michelle Renninger Better Homes and Gardens Real

  490 Magnolia Ln, Chesterton, IN 46304
• 

  

  /19

  $469,900 Open Sat 12PM - 5PM

  • 4 Beds
  • 2.5 Baths
  • 2,215 Sq Ft

  810 Idlewild Ln, Chesterton, IN 46385

  Now beginning construction-hurry to make your own custom selections! Completion August 2025! The Joey floor plan boasts 4 bedrooms, 2.5 baths and an unfinished basement for plenty of room to grow!. The charming front porch ushers you in to the foyer and flex room that's perfect for work or play needs! The kitchen offers an abundance of soft-close cabinetry with 42' uppers, center island, and

  Michelle Renninger Better Homes and Gardens Real

  810 Idlewild Ln, Chesterton, IN 46385
• 

  

  /26

  $290,000

  • 3 Beds
  • 2.5 Baths
  • 1,727 Sq Ft

  1239 Fox Hollow Dr, Chesterton, IN 46304

  Welcome to this bright and airy 3 bedroom, 2.5 bath, 2 car garage corner lot townhome located in the desirable Summer Tree Community. Situated directly across from the park, this home features a brand-new driveway, front patio with sliding glass, and side patio, and a private front porch. Enjoy the open concept living and dining area a spacious kitchen, main level 1/2 bath and a convenient

  Diana Gomez Listing Leaders

  1239 Fox Hollow Dr, Chesterton, IN 46304

Showing Results 1 - 40, Page 1 of 5

Why Live in Chesterton

Chesterton, Indiana, formerly known as "Coffee Creek," is a small town with a vibrant atmosphere, offering a blend of local businesses and serene parks. The downtown area is walkable, featuring a variety of locally owned restaurants and shops such as Chesterton Toys and Tethan’s Candy & Confections. Dining options range from savory burgers at Octave Grill to authentic Italian cuisine at Lucrezia Café. For beverages, Chesterton Brewery and Running Vines Winery are popular spots. The town hosts the seasonal Chesterton European Market from May to October, where residents can shop for local produce and handmade goods. Chesterton's housing market includes a mix of single-family homes, condominiums, and townhouses, with styles ranging from modest ranches to modern Colonials. The Duneland School Corporation serves the area, with highly rated schools like Brummitt Elementary and Chesterton Senior High School. Outdoor activities abound with the Sand Creek Country Club's golf courses, Indiana Dunes National Park, and numerous parks such as Dogwood Park and Coffee Creek Park. For commuters, Interstates 94, 80, and 90 provide access to Chicago, 45 miles away, and the South Shore Commuter Rail Line is just 3 miles away. Chicago Midway International Airport is also 45 miles from Chesterton, and Northwest Health–Porter in Valparaiso is the nearest hospital for healthcare needs.

Learn more about living in Chesterton

Frequently Asked Questions

What is the average home price in Chesterton, IN?

Homes for sale in Chesterton, IN have an average home price of $433,573.

How many homes have sold over the last 12 months in Chesterton, IN?

346 homes have sold in Chesterton, IN over the last 12 months.

What are the most popular zip codes in Chesterton, IN?

The most popular zip codes in Chesterton, IN include 46304, 46385, 46383, 46368 and 46391.

How much do you need to make to afford a house in Chesterton?

The median home price in Chesterton is $369,900. If you put a 20% down payment of $74,000 and had a 30-year fixed mortgage with an interest rate of 6.56%, your estimated principal and interest payment would be $1,880 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $81K a year to afford the median home price in Chesterton.

How are the schools in Chesterton, IN?

Chesterton, IN has highly rated public and private schools. Some of the best schools in Chesterton based on Niche Grades are Jackson Elementary School, Liberty Intermediate School and Chesterton Middle School. Browse all the schools in Chesterton, IN to learn more.

Home Trends in Chesterton, IN

On average, homes in Chesterton, IN sell after 58 days on the market compared to the national average of 52 days. The median sale price for homes in Chesterton, IN over the last 12 months is $335,000, down 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$335,000

Median Single Family Sale Price

$361,000

Median Townhouse Sale Price

$370,000

Median 2 Bedroom Sale Price

$215,000

Average Price Per Sq Ft

$184

Number of Homes for Sale

98

Last 12 months Home Sales

346

Months of Supply

3.40

Median List Price

$369,900

Median Change From 1st List Price

2%

Median Home Sale Price YoY Change

-4%