Chesterton, IN Homes for Sale

• 

  

  

  /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
• Explore Chesterton

• 

  

  

  /54

  $419,900 Open Sun 1PM - 3PM

  • 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
• 

  

  

  /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
• 

  

  

  /39

  $614,900

  • 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
• 

  

  

  /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
• 

  

  /26

  $269,900 Open Sat 11AM - 2PM

  • 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
• 

  

  /22

  $164,900

  • 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
• 

  

  /23

  $360,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,115 Sq Ft

  401 S 15th St, Chesterton, IN 46304

  Welcome to this beautifully updated ranch home in the top-rated Duneland School District, offering a sunny, open concept, flexible living space, and a backyard oasis perfect for family fun or quiet relaxation. Step inside to discover a meticulously maintained interior featuring solid hardwood and new engineered hardwood floors throughout. The main level includes three spacious bedrooms, including

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 491-2354

  401 S 15th St, Chesterton, IN 46304
• 

  

  /34

  $299,500

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

  1040 Waverly Rd, Chesterton, IN 46304

  Motivated seller! Well-maintained 2-3 bedroom 1.5 bath brick home situated on a large corner lot in scenic Porter, IN. Nestled between Lake Michigan and the quaint Town of Chesterton. Perfect for beachgoers, this home is located just 2 miles from the beautiful Porter Beach where the Town of Porter offers residents their own private parking lot with annual pass. This home has a cozy and unique

  

  Jessica Colburn-Hernandez

  Better Homes and Gardens Real

  (219) 400-8643

  1040 Waverly Rd, Chesterton, IN 46304
• 

  

  /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
• 

  

  /59

  $1,075,000

  • 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 2.71 Acre retreat with a meandering creek, and fruit trees. 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, oversized

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 544-5367

  1040 Country Creek Ln, Chesterton, IN 46304
• 

  

  /24

  $325,900

  • 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
• 

  

  /29

  $389,900 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
• 

  

  /21

  $369,900 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
• 

  

  /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
• 

  $449,900 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
• 

  

  /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
• 

  

  /10

  $450,000

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft

  315 Franklin St, Chesterton, IN 46304

  Location, location, location, Stately Brick home with welcoming front porch. Inside boosts of original hardwood, and beautiful leaded glass windows, Kitchen has some updates with all appliances staying. Walking upstairs you will admire the beautiful woodwork, All four bedrooms are light and airy. This home has a large landscaped lot, with sidewalks that can take you to the many bike trails and

  Marcia Forcey McColly Real Estate

  315 Franklin St, Chesterton, IN 46304
• 

  

  /28

  $459,999

  • 4 Beds
  • 2.5 Baths
  • 2,031 Sq Ft

  1452 Gossett Mill Ave, Chesterton, IN 46304

  Welcome to this beautiful 2-story home in Chesterton, IN! Built in 2017, this 4 bedroom, 3 bathroom residence offers modern living with an inviting open-concept main floor--perfect for everyday living and entertaining. The spacious kitchen is a highlight, featuring granite countertops, kitchen island, stainless steel appliances that stay, and a seamless flow into the dining and living areas. A

  Frank Ruvoli Century 21 Circle

  1452 Gossett Mill Ave, Chesterton, IN 46304
• 

  

  /36

  $565,000

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

  263 E Paul Revere Ct, Chesterton, IN 46304

  Once Upon a Time... in Chesterton...This storybook Victorian had a glow up! Fresh paint, some shiny updates, and a deep clean so the next lucky owners can waltz right in and start their happily-ever-after. Oh, and did we mention? It's on a full acre. With no HOA. That means no dues, no approvals, and no cranky committee telling you where your garden gnome can live. Inside, you'll find over 3,200

  Danek Znika Brokerworks Group

  263 E Paul Revere Ct, Chesterton, IN 46304
• 

  

  /42

  $625,000

  • 5 Beds
  • 3.5 Baths
  • 3,440 Sq Ft

  928 N Calumet Ave, Chesterton, IN 46304

  Beautifully Updated Colonial-Style Home on 1.42 Acres - Move-In Ready! LISTED BELOW APPRAISED VALUE!!! Appraisal on hand upon request. BONUS INCOME - Parcel comes with Billboard Rental Income contract transferable with the sale! CALL NOW!! Welcome to this stunning 3,440 sq ft Colonial-style home, originally built in 2002 and thoughtfully updated throughout. Inside, you'll find 5 bedrooms

  Heather Gould Century 21 Affiliated

  928 N Calumet Ave, Chesterton, IN 46304
• 

  

  /25

  $430,000

  • 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
• 

  

  /49

  $425,000

  • 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
• 

  

  /47

  $439,900

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

  1125 N 350 E, Chesterton, IN 46304

  PRICE IMPROVEMENT!!! 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

  Lisa Herma RE/MAX Executives

  1125 N 350 E, Chesterton, IN 46304
• 

  

  /35

  $439,900

  • 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
• 

  

  /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 is currently vacant. 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 pond. The interior of the home

  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

  $519,900

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

  2009 Timberwood Ln, Chesterton, IN 46304

  **Motivated Seller** 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

  Jennifer Beauchamp Crown Executive Realty

  2009 Timberwood Ln, Chesterton, IN 46304
• 

  

  /49

  $469,900 Open Sat 12PM - 2PM

  • 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
• 

  

  /20

  $439,900 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
• 

  

  /33

  $290,000

  • 2 Beds
  • 1.5 Baths
  • 1,506 Sq Ft

  422 Jefferson Ave, Chesterton, IN 46304

  Old-World Charm Meets Modern Comfort in a Prime Location! Step back in time while enjoying every modern convenience in this absolutely charming 1.5-story Cape Cod home, built in 1910. This home perfectly blends old-world flair with contemporary living, offering 2 bedrooms and 1.5 bathrooms in a highly sought-after area. Inside, you'll be captivated by the architectural details. The open-concept

  Derek Durish Haven Realty

  422 Jefferson Ave, Chesterton, IN 46304
• 

  

  /75

  $397,600

  • 3 Beds
  • 3 Baths
  • 3,173 Sq Ft

  505 E Burdick Rd, Chesterton, IN 46304

  MULTIPLE OFFERS RECEIVED, HIGHEST AND BEST BY NOON ON 10/17/2025. Charming Ranch on 2.1 Acres with Pond Views and Multi-Generational Living! Welcome to this beautiful ranch-style home nestled on 2.1 scenic acres offering privacy, space, and peaceful country living. The seller just had the home professionally deep cleaned, so it's completely move in ready! Enjoy your mornings sipping coffee in

  Heather Alexander @properties/Christie's Intl RE

  505 E Burdick Rd, Chesterton, IN 46304
• 

  

  /28

  $255,000

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  302 Bowser Ave, Chesterton, IN 46304

  This cozy and inviting 3- bedroom, 2- bath ranch home, situated on a desirable corner lot in the heart of charming Morgan Park, welcomes you. The home's unique eye brow arch rooftop window details add a touch of architectural elegance and curb appeal that sets it apart. Hardwood floors run throughout the main level while the partially finished basement adds expanded living space incorporating

  Patty Raffin McColly Real Estate

  302 Bowser Ave, Chesterton, IN 46304
• 

  

  /15

  $180,000

  • 2 Beds
  • 1 Bath
  • 962 Sq Ft

  2111 Tupelo Ln, Chesterton, IN 46304

  MOTIVATED SELLER!! Welcome to this charming 2-bedroom, 1-bath MAIN-level condo in the heart of Chesterton! Situated on a desirable corner unit, this home offers extra privacy and maintenance-free living -- say goodbye to lawn care and snow removal. Step inside and you'll love the bright and open feel, with newer LVP flooring flowing throughout. The kitchen is stocked with plenty of cabinet

  Jacquelyn Brubaker Coldwell Banker Real Estate Gr

  2111 Tupelo Ln, Chesterton, IN 46304
• 

  

  /21

  $190,000

  • 3 Beds
  • 2 Baths
  • 1,318 Sq Ft

  2114 Tupelo Ln, Chesterton, IN 46304

  Discover Effortless Living in This Well maintained 3 Bedroom, 2 Bath Main Floor Condo- The Perfect Blend of Comfort, Convenience, and Location. Centrally Located to Schools and Just Minutes from Chesterton's Vibrant Downtown District and the Breathtaking Indiana Dunes National Lakeshore, Community Amenities include (2) Tennis Courts, Pond with Bridge, Walking Path and a Pickleball Court Coming

  Jamie Bond Listing Leaders

  2114 Tupelo Ln, 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 $437,169.

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

354 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 6.3%, your estimated principal and interest payment would be $1,830 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $78K 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 61 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 $339,500, down 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$339,500

Median Single Family Sale Price

$365,000

Median Townhouse Sale Price

$375,000

Median 2 Bedroom Sale Price

$205,000

Average Price Per Sq Ft

$183

Number of Homes for Sale

107

Last 12 months Home Sales

354

Months of Supply

3.60

Median List Price

$369,900

Median Change From 1st List Price

3%

Median Home Sale Price YoY Change

-3%