Chesterton, IN Houses 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
• 

  Explore Chesterton

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  /65

  $1,199,999

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

  1458 Spyglass Cir, Chesterton, IN 46304

  Exquisite Golf Course Estate in the Gated Sand Creek CommunityWelcome to luxury living in the prestigious, gated Sand Creek community. This custom-built home is perfectly positioned on the Tee Box of Lake Hole 1, offering panoramic golf course views and a short walk to the clubhouse and its upscale amenities.With over 7,000 square feet of timeless design, this 6-bedroom, 6-bath estate blends

  

  Jason Moon

  Trueblood Real Estate, LLC

  (219) 912-2020

  1458 Spyglass Cir, 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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  /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

  $1,159,999

  • 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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  /40

  $544,900

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

  2592 Ritter St, Chesterton, IN 46304

  WELCOME HOME to this Like New 2-Story Beauty! Ready and Waiting just for you to move right in! Set on a desirable corner lot towards the back of the subdivision, this home features 4 spacious bedrooms, 2.5 bathrooms, and a 3-Car garage equipped with an [TESLA Electric car charging dock]. A welcoming front porch ushers you into a grand foyer that leads to the stunning 2-story great room, complete

  

  David Taylor

  McColly Real Estate

  (219) 400-3758

  2592 Ritter St, Chesterton, IN 46304
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  /63

  $1,249,999

  • 3 Beds
  • 3.5 Baths
  • 5,608 Sq Ft

  1108 N 350 E, Chesterton, IN 46304

  ***NOW INCLUDES 20 ACRES***Discover your dream retreat with this exquisite ranch home, perfectly situated on 20 ACRES of stunning natural beauty. This property includes a 3-bedroom, 3.5-bath layout that epitomizes modern comfort and country charm. As you explore the grounds, you'll find a huge, spring-fed pond that brings lots of wildlife, offering an idyllic setting for serene sunset

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 992-4187

  1108 N 350 E, Chesterton, IN 46304
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  /28

  $375,000

  • 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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  /31

  $480,000

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

  544 Windridge Dr, Chesterton, IN 46304

  Welcome to your dream home in the heart of downtown Chesterton, Indiana! This spacious and custom-designed residence offers four bedrooms, two and a half baths, and a generous 2,261 square feet of luxury living space as well as an 1160 sq ft unfinished basement. Built with 2 x 6 construction, this home features impressive 9-foot ceilings throughout, with a soaring 11-foot ceiling in the family

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 946-4396

  544 Windridge Dr, Chesterton, IN 46304
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  /24

  $335,900

  • 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

  606 S 18th St, Chesterton, IN 46304
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  /54

  $650,000

  • 6 Beds
  • 3 Baths
  • 3,993 Sq Ft

  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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  /35

  $478,500 Open Sun 12PM - 2PM

  • 9 Beds
  • 3.5 Baths
  • 4,200 Sq Ft

  501 Wabash Ave, Chesterton, IN 46304

  Right here, This Is The One! 501 Wabash Ave is a truly remarkableproperty in the heart of Chesterton, Indiana. Optionsabound...Generational living? Check. Income-producing property? Check.Beautiful open concept home with an apartment and guest suite forvisiting family and friends? Check. Boasting 4,200 square feet of livingspace, this property is as versatile as it is unique. The main area of

  Elizabeth Deutscher Listing Leaders

  501 Wabash Ave, Chesterton, IN 46304
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  /36

  $610,000

  • 4 Beds
  • 3 Baths
  • 3,269 Sq Ft

  263 E Paul Revere Ct, Chesterton, IN 46304

  Set on a full acre in one of Chesterton's most desirable neighborhoods--with no HOA--this 4-bed, 3-bath beauty offers over 3,200 square feet of well-planned living space, a 3-car garage and room to breathe both inside and out.Inside, you'll find the kind of layout buyers love: a sunlit living room with a two-sided fireplace that flows into a cozy family room with built-ins, a granite kitchen with

  Danek Znika Brokerworks Group

  263 E Paul Revere Ct, Chesterton, IN 46304
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  /31

  $489,900

  • 4 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  1471 Delos Marr Ave, Chesterton, IN 46304

  Completed in July 2017 by Oltof Homes this property offers 0.17 acres (7,541 sq. ft.) of space, including a lush lawn with professionally installed sod, a deck (added in 2018), and a pergola (installed in 2020) for outdoor relaxation. Inside, the 4-bedroom, 2.5-bathroom home features a thoughtfully designed open kitchen with high ceilings, high cabinets with molding, a marble countertop, and

  Ryan Peters StreetFront, LLC

  1471 Delos Marr Ave, Chesterton, IN 46304
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  /21

  $487,500

  • 4 Beds
  • 3.5 Baths
  • 3,917 Sq Ft

  378 Lake Vista Ct, Chesterton, IN 46304

  This home is priced to move. Sunlight floods this home which boasts 3,917 finished square feet of living space on a quiet cul-de-sac. Lake Pratt, a small lake for fishing is right outside the back yard of the home. The home site includes a wooded area that abuts a Shirley Heinz conservation area. The main floor primary bedroom with access to a full bathroom has views of the wooded area and

  Mary K. Kaczka RE/MAX Lifestyles

  378 Lake Vista Ct, Chesterton, IN 46304
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  /42

  $514,900

  • 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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  /41

  $438,500

  • 4 Beds
  • 2 Baths
  • 2,450 Sq Ft

  333 Mount Jackson Ave, Chesterton, IN 46304

  Enjoy the best of both worlds on your one+ acre peaceful homestead in highly coveted Porter County! Centrally located, experience that country feel on a quiet wooded cul-de-sac just outside the outskirts of Valpo & Chesterton city limits! Possible related living in this spacious 4 bedroom brick & vinyl oasis with two separate living levels! Less than a 10-minute drive to Lake Michigan's sandy

  Lauren Defauw McColly Real Estate

  333 Mount Jackson Ave, Chesterton, IN 46304
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  /42

  $559,000

  • 4 Beds
  • 2.5 Baths
  • 2,445 Sq Ft

  2116 Redwood Ln, Chesterton, IN 46304

  Available Now! Seller is offering up to 15,000 D in CONCESSIONS to the BUYER. Welcome to 2116 Redwood Lane, located in one of Chesterton's most desirable subdivisions - Easton Park. This home is immaculate and feels brand new. Thoughtfully designed with high-end professional landscaping and a spacious back deck overlooking a peaceful green space, this home combines comfort and style. Inside,

  Stefanie Neal BHHS Executive Group RE

  2116 Redwood Ln, Chesterton, IN 46304
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  /25

  $625,000

  • 6 Beds
  • 3.5 Baths
  • 3,385 Sq Ft

  2111 Easton Park Dr, Chesterton, IN 46304

  Luxury 2022 build, you must see to believe! Quick access to the Indiana Dunes lakeshore, I90/94 highways, and fast access downtown Chicago as well as ORD/MDW airports! This open concept plan offers breath taking views from the large picture windows overlooking community park & is adorned by arch ways, crown molding & wood flooring. The magnificent kitchen offers 42in upper cabinets, roll out

  Joshua Vida Paradigm Realty Solutions, LLC

  2111 Easton Park Dr, Chesterton, IN 46304
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  /43

  $469,900

  • 4 Beds
  • 3 Baths
  • 3,382 Sq Ft

  4120 Abercrombie Dr, Chesterton, IN 46304

  SELLER IS MOTIVATED AND READY TO SELL!! Nestled in the desirable Abercrombie Woods, this stunning 1.5 story brick home offers a perfect blend of elegance and functionality. The kitchen, main floor bathrooms and the laundry room have been beautifully updated with new quartz countertops. Enjoy enhanced privacy with custom wood blinds throughout, and peace of mind with a Guardian backup generator.

  Kayla Jones Listing Leaders

  4120 Abercrombie Dr, Chesterton, IN 46304
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  /44

  $494,999

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

  2029 Timberwood Ln, Chesterton, IN 46304

  Step into this stunning 3-bedroom, 2-bath ranch home in the sought-after Easton Park subdivision of Chesterton. Built in 2021, this home offers all the benefits of new construction without the wait!Enjoy an open-concept design with vaulted ceilings, engineered hardwood floors, and a cozy gas fireplace in the living room. The custom kitchen is a chef's dream, featuring upgraded professional

  Jamie Crisman-Garcia Realty Executives Premier

  2029 Timberwood Ln, Chesterton, IN 46304
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  /30

  $429,900 New Construction

  • 4 Beds
  • 2,393 Sq Ft

  24 Karner Blue Ct, Chesterton, IN 46034

  Complete in 45 days! 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! This is the only new construction with a fully sodded yard and irrigation in Chesterton! Welcome home to over 2300 sq. ft. of open floor plan. The front entry greets guests and leads past a den,

  Eric Kovalak Copper Bay Realty, LLC

  24 Karner Blue Ct, Chesterton, IN 46034
• 

  /2

  $494,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  2420 Pradera Trail, Chesterton, IN 46304

  Introducing The Chestnut - A Brand New Custom Ranch Floorplan on Lot 6!This thoughtfully designed ranch offers the perfect blend of style and function, featuring an open-concept layout with a spacious great room with optional fireplace, dining area, and kitchen complete with quartz countertops and upgrade options available. The primary ensuite provides a private retreat, while generous guest

  Madison Young Brokerworks Group

  2420 Pradera Trail, Chesterton, IN 46304
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  /7

  $383,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,977 Sq Ft

  ESSEX, 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

  ESSEX, Chesterton, IN 46304
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  /7

  $328,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,558 Sq Ft

  NANDINA, Chesterton, IN 46304

  3 bed | 2.5 bath | 2-bay | 1558 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

  NANDINA, Chesterton, IN 46304
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  /7

  $360,990 New Construction

  • 4 Beds
  • 3 Baths
  • 1,774 Sq Ft

  DUPONT, Chesterton, IN 46304

  4 bed | 3 bath | 2-bay | 1774 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

  DUPONT, Chesterton, IN 46304
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  /47

  $494,900 New Construction

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

  28 Karner Blue Ct, Chesterton, IN 46304

  COMPLETE IN 60 DAYS! 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! This is the largest new construction home available for under 500k in Duneland Schools! Welcome home, to over 2,700 sq. ft. of living space that seamlessly blends space with style. The large

  Eric Kovalak Copper Bay Realty, LLC

  28 Karner Blue Ct, Chesterton, IN 46304
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  /20

  $439,900 Open Thu 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
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  /21

  $459,900 Open Thu 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
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  /19

  $479,900 Open Thu 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
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  /27

  $349,599

  • 4 Beds
  • 3 Baths
  • 2,300 Sq Ft

  196 Spring View Dr, Chesterton, IN 46304

  BRING YOUR CALCULATOR!!!! Add up the value in this 4 bedroom 3 bath bi-level! For grand total of pure satisfaction come see the GOLDEN VALUE in this 2300 sq ft Home situated on corner lot in Duneland School District!!! It pays to act quickly on This is a GREAT OPPORTUNITY! Feeling confined? Give yourself some S P A C E !!Don't miss a single day of pleasure!!

  Karen Maynard McColly Real Estate

  196 Spring View Dr, Chesterton, IN 46304
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  /97

  $1,799,900

  • 5 Beds
  • 4.5 Baths
  • 6,941 Sq Ft

  1702 Snead Ave, Chesterton, IN 46304

  Unbelievable new listing in the gated community of Sand Creek! This nearly 7,000 sq ft custom brick dream home features 5 bedrooms, 4.5 baths & showcases timeless craftsmanship at every turn. A grand arched front porch and custom double wood doors open into a breathtaking two-story foyer with a sweeping curved staircase and hand-honed walnut floors. Just off the entry, a versatile office is

  Stefanie Neal BHHS Executive Group RE

  1702 Snead Ave, Chesterton, IN 46304
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  /26

  $409,900

  • 4 Beds
  • 3 Baths
  • 2,808 Sq Ft

  108 Washington Ave, Chesterton, IN 46304

  Beautifully maintained 4 bedroom, 3 bath ranch home with finished basement, over 2800 square feet of living space and no HOA dues! Main level includes 3 bedrooms, 2 bathrooms, dining room, and kitchen open to the living room. Basement has a huge recreational space, wet bar, fourth large bedroom, full bathroom and ample storage area. Backyard is private with fencing, charming pergola and your own

  Amy Redman Dunes Realty, LLC

  108 Washington Ave, Chesterton, IN 46304
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  /71

  $950,000

  • 6 Beds
  • 4 Baths
  • 4,789 Sq Ft

  1500 Nelson Dr, Chesterton, IN 46304

  Timeless Elegance in Sand Creek - A Rare OpportunityFor the first time ever, this one-owner estate in the prestigious Estates of Sand Creek is available, offering a rare blend of sophistication, comfort, and impeccable craftsmanship. Set on a lush 3/4-acre lot, this 6-bedroom, 4-bathroom residence boasts 4789 square feet of refined living space, designed to accommodate both grand entertaining and

  Valerie Rosenblum McColly Real Estate

  1500 Nelson Dr, Chesterton, IN 46304
• 

  

  /23

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,704 Sq Ft

  708 S 18th St, Chesterton, IN 46304

  Welcome to this delightful Cape Cod-style home featuring 3 bedrooms and 2 bathrooms, perfectly nestled on a picturesque, tree-lined street. The main level boasts a stunning two-story living room that creates a bright and airy ambiance. You'll love the updated kitchen, complete with modern white cabinetry, granite countertops, island with waterfall granite, tile back splash, stainless steel

  Lisa Mullins @properties/Christie's Intl RE

  708 S 18th St, Chesterton, IN 46304
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  /56

  $1,599,999 Open Sun 1PM - 3PM

  • 5 Beds
  • 5.5 Baths
  • 7,084 Sq Ft

  1240 Ryder Rd, Chesterton, IN 46304

  Nestled in the prestigious Gates of Sand Creek, this beautifully designed 5 bedroom, 5.5 bath home offers incredible space, custom features, and stunning golf course views. The two-story great room features a floor-to-ceiling stone fireplace and a wall of windows that fill the space with natural light and showcase the lush Sand Creek fairways. The eat-in chef's kitchen is perfect for

  Susie Jaskowiak @properties/Christie's Intl RE

  1240 Ryder Rd, Chesterton, IN 46304
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  /43

  $359,900

  • 4 Beds
  • 2 Baths
  • 2,392 Sq Ft

  1239 Dogwood Dr, Chesterton, IN 46304

  Traditional built home, built with LOVE! Houses are not built like this anymore! Walking into this house take in the most captivating stained glass window in front entrance.This meticulously constructed and beautifully maintained home is comprised of 4 bedrooms, 2 bathrooms, and 2 car garage, and four seasons room to take in all the outdoor beauty, located in a pristine and spacious neighborhood

  Tina Goodwin Better Homes and Gardens Real

  1239 Dogwood Dr, Chesterton, IN 46304
• 

  

  /28

  $369,900

  • 4 Beds
  • 3 Baths
  • 2,009 Sq Ft

  1450 Maximilian Dr, Chesterton, IN 46304

  This lovely 4 bedroom, well maintained home sits on a fenced lot, with no one behind! Great patio, with a pergola! Close to shopping, parks, and award winning Duneland schools! Open concept, freshly painted interior has vaulted ceilings throughout. Big windows that let in lots of light! Large kitchen/dining combo, with pantry, ample cabinets and stainless appliances. 3 updated baths! The primary

  Gene Brock Realty Executives Premier

  1450 Maximilian Dr, Chesterton, IN 46304
• 

  

  /22

  $358,000

  • 3 Beds
  • 4 Baths
  • 2,433 Sq Ft

  1038 N Old State Road 49, Chesterton, IN 46304

  Move right in to this gorgeous, updated, 3-bed/4-bath ranch! The main level greets with a living/dining room with a ton of natural light from the bay window. Through the archway you will continue on the hardwood floors and open up to a magnificent kitchen/great room with an island, stainless appliances, fireplace, and access to the rear wrap-around outdoor decking. The master suite, two more

  Michelle Gilbertsen McColly Real Estate

  1038 N Old State Road 49, Chesterton, IN 46304
• 

  

  /61

  $879,900

  • 5 Beds
  • 3.5 Baths
  • 4,877 Sq Ft

  1520 Hogan Ave, Chesterton, IN 46304

  Welcome to this impeccably maintained 5-bed, 3.5-bath brick residence, where timeless elegance meets modern comfort in the highly sought-after Sand Creek community. Step through a grand two-story foyer into refined sophistication. French glass doors open to a private office, beautifully appointed with wainscoting and custom plantation shutters--details that carry throughout the home.The main

  Stefanie Neal BHHS Executive Group RE

  1520 Hogan Ave, Chesterton, IN 46304

Showing Results 1 - 40, Page 1 of 2

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

Home Trends in Chesterton, IN

On average, homes in Chesterton, IN sell after 86 days on the market compared to the national average of 70 days. The median sale price for homes in Chesterton, IN over the last 12 months is $375,000, down 18% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$375,000

Median Single Family Sale Price

$460,922

Median Townhouse Sale Price

$375,000

Median 2 Bedroom Sale Price

$230,000

Average Price Per Sq Ft

$200

Number of Homes for Sale

10

Last 12 months Home Sales

119

Months of Supply

1.00

Median List Price

$419,900

Median Change From 1st List Price

3%

Median Home Sale Price YoY Change

-18%