Chesterton, IN Houses for Sale

• 

  

  

  /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
• 

  Explore Chesterton

• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  /63

  $1,149,999

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

  1108 N 350 E, Chesterton, IN 46304

  Discover your dream retreat with this exquisite ranch home, perfectly situated on 10 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 views.Inside, the gourmet chef's

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 992-4187

  1108 N 350 E, Chesterton, IN 46304
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /49

  $2,950,000

  • 14 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
• 

  

  /24

  $330,900

  • 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
• 

  

  /21

  $399,900 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
• 

  

  /29

  $429,900 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
• 

  

  /40

  $389,900 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  $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
• 

  

  /36

  $439,999

  • 3 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
• 

  

  /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
• 

  

  /39

  $475,000

  • 3 Beds
  • 3.5 Baths
  • 2,930 Sq Ft

  505 Windridge Dr, Chesterton, IN 46304

  Beautifully Updated 2-Story Home with Finished Basement and 2.5-Car Garage on a Landscaped, Privacy-Fenced Lot Near Chesterton High SchoolThis stunning home offers space, style, and convenience in an ideal location. Step into a welcoming foyer with hardwood flooring, flanked by a formal living room or office on one side and a spacious rec room with decorative columns and a cozy gas fireplace on

  Kelly White McColly Real Estate

  505 Windridge Dr, Chesterton, IN 46304
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /35

  $478,500

  • 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
• 

  

  /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
• 

  

  /21

  $487,500

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

  378 Lake Vista Ct, Chesterton, IN 46304

  Welcome to Porter, Gateway to the Dunes. 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 is a Shirley Heinz conservation area. The main floor primary bedroom with access to a full

  Mary K. Kaczka RE/MAX Lifestyles

  378 Lake Vista Ct, Chesterton, IN 46304
• 

  

  /42

  $437,500

  • 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
• 

  

  /43

  $459,900

  • 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
• 

  

  /44

  $479,999

  • 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
• 

  

  /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
• 

  

  /32

  $350,000

  • 4 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  502 Honeyshade Dr, Chesterton, IN 46304

  This beautiful 4-bedroom, 2.5-bathroom home sits on a corner lot with close to an acre of land in the sought out area of Graham Woods. Offering both privacy and plenty of room to grow. With 2,144 square feet of living space, there's ample room to spread out and make your dreams a reality.All four generously sized bedrooms are located on the second floor, perfect for keeping your living and

  Lacey Lafata McColly Real Estate

  502 Honeyshade Dr, Chesterton, IN 46304
• 

  

  /43

  $398,575

  • 3 Beds
  • 3.5 Baths
  • 3,176 Sq Ft

  331 Primrose Cir, Chesterton, IN 46304

  Beautifully Updated Ranch with Finished Basement & Gorgeous Outdoor Spaces, plus for an added peace of mind, the seller is including a complimentary home warranty up to 595 with a good offer! Welcome to this beautifully maintained 3-4 bedroom, 3.5 bathroom ranch home offering 3,176 finished square feet, which includes a spacious finished basement. This home offers comfort, quality, and thoughtful

  Heather Alexander @properties/Christie's Intl RE

  331 Primrose Cir, Chesterton, IN 46304
• 

  

  /22

  $329,900

  • 2 Beds
  • 2 Baths
  • 2,049 Sq Ft

  2375 Indian Boundary Rd, Chesterton, IN 46304

  UPDATED, 2Bdrm/2Bth RANCH HOME w/ FINISHED BASEMENT on QUIET, HALF ACRE, WOODED LOT directly across from Brummitt Elementary School! Attractive STONE EXTERIOR w/ NEWER Roof WELCOMES YOU into Bright Living Rm boasting HARDWOOD FLOORING, Updated C-Fan, Woodburning FIREPLACE, & Access to Covered Backyard Porch. COMPLETELY REMODELED KITCHEN features White Cabinetry, GRANITE Cntrtps w/ Glass Tile

  Lisa Thompson @properties/Christie's Intl RE

  2375 Indian Boundary Rd, Chesterton, IN 46304
• 

  

  /52

  $925,000

  • 4 Beds
  • 3 Baths
  • 4,546 Sq Ft

  1116 N 350 E, Chesterton, IN 46304

  Welcome to this one-of-a-kind estate nestled on 10 serene acres in highly desirable Jackson Township. This exceptional property combines modern luxury, rustic elegance, and purpose-driven living, currently serving as both a private residence and a 501(c)(3) nonprofit animal rescue for abused, handicapped, and senior dogs. Whether you're seeking a private sanctuary, mini-farm, income property, or

  Jennifer Colvin Boulder Bay Realty Group

  1116 N 350 E, Chesterton, IN 46304
• 

  

  /32

  $300,000

  • 3 Beds
  • 2 Baths
  • 1,046 Sq Ft

  399 Conestoga Dr, Chesterton, IN 46304

  This charming 3-bedroom, 2-bathroom home in the conveniently located Olde Towne Subdivision is waiting for you! Step inside and be greeted by an open living area featuring vaulted ceilings and a cozy gas fireplace, perfect for relaxing evenings.The kitchen comes fully equipped with all appliances included, making your move-in seamless. Just off the back of the house, a lovely wood deck overlooks

  Vince Kisala Coldwell Banker Real Estate Gr

  399 Conestoga Dr, Chesterton, IN 46304

Showing Results 1 - 40, Page 1 of 3

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 64 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 $439,900, down 12% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$439,900

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

$198

Number of Homes for Sale

12

Last 12 months Home Sales

156

Months of Supply

0.90

Median List Price

$439,900

Median Change From 1st List Price

2%

Median Home Sale Price YoY Change

-12%