Chesterton Homes for Sale

• 

  

  /2

  $54,000

  • Land
  • 8,276 Sq Ft
  • $284,211 per Acre

  43 Karner Blue Ct, Chesterton, IN 46304

  Phase 3 is now open and ready for building. Lot 88 in one of Chesterton's newest neighborhoods. Conveniently located near the Chesterton High School and close to the South Shore Train, Indiana Toll Road, and Lake Michigan Indiana Dunes State Park. Drive out to see Where Nature is Your Neighbor.

  

  Paul Boyter

  McColly Real Estate

  43 Karner Blue Ct, Chesterton, IN 46304
• Explore Chesterton

• 

  

  

  /5

  $389,000

  • Land
  • 1.44 Acres
  • $270,139 per Acre

  1022 N Old State Rd 49, Chesterton, IN 46304

  This 1.44 acre lot is located close to the Indiana Toll Road, I-94, the South Shore train station, The Indiana Dunes State Park, and the Indiana Dunes National Park. Across Highway 49 you will find Culver's, AJ's Pizza, Popeye's, Dunkin Donuts, Hilton Garden Inn, Bob Evans, and multiple medical and office buildings.

  

  Paul Boyter

  McColly Real Estate

  1022 N Old State Rd 49, Chesterton, IN 46304
• 

  

  

  /15

  $499,900

  • 6 Beds
  • 6 Baths
  • 2,896 Sq Ft

  150 16th St, Chesterton, IN 46304

  This newly completed duplex was finished in 2024. This exceptional investment property features two spacious units--each offering 3 bedrooms, 3 bathrooms, and a convenient one-car garage. Both sides are currently leased, providing immediate rental income. The main level showcases durable LVP flooring, while the primary suite includes a generous walk-in closet. Quality finishes such as 6-panel oak

  

  Paul Boyter

  McColly Real Estate

  150 16th St, Chesterton, IN 46304
• 

  

  

  /44

  $425,000

  • 4 Beds
  • 3.5 Baths
  • 2,360 Sq Ft

  455 Woodlawn Ave Unit 457, Chesterton, IN 46304

  Here's your opportunity to enjoy homeownership while generating rental income! This well-maintained duplex offers an ideal owner-occupied investment, with the neighboring rental unit helping offset your monthly mortgage payment. The spacious owner's residence features 2 bedrooms, 2 bathrooms, and a finished basement that provides plenty of additional living and entertaining space. The adjoining

  

  Paul Boyter

  McColly Real Estate

  455 Woodlawn Ave Unit 457, Chesterton, IN 46304
• 

  

  

  /24

  $465,000

  • 3 Beds
  • 3.5 Baths
  • 3,199 Sq Ft

  1077 Mission Hills Ct, Chesterton, IN 46304

  Now available in Sand Creek--currently the only townhouse on the market! Located in one of Northwest Indiana's premier golf course communities, Sand Creek offers beautifully maintained surroundings, mature trees, and an upscale lifestyle just minutes from downtown Chesterton and the Indiana Dunes. This beautifully updated three-bedroom home features a fully remodeled open concept main level and

  

  Jason Moon

  Trueblood Real Estate, LLC

  1077 Mission Hills Ct, Chesterton, IN 46304
• 

  

  /14

  $54,000

  • Land
  • 8,276 Sq Ft
  • $284,211 per Acre

  1005 Preserve Ln, Chesterton, IN 46304

  Phase 3 is now open and ready for building. Lot 93 in one of Chesterton's newest neighborhoods. Conveniently located near the Chesterton High School and close to the South Shore Train, Indiana Toll Road, and Lake Michigan Indiana Dunes State Park. Drive out to see Where Nature is Your Neighbor.

  

  Paul Boyter

  McColly Real Estate

  1005 Preserve Ln, Chesterton, IN 46304
• 

  

  /23

  $249,000

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  1717 Crocker St, Chesterton, IN 46304

  Move-in ready with built-in upside, this fully remodeled 11/2-story home offers three bedrooms and two full bathrooms. The basement bedroom and bathroom will be completed before closing. Recent improvements include new roof shingles, windows, doors, trim, abundant kitchen cabinets and countertops, whirlpool tub, waterproof vinyl plank flooring throughout, and central air conditioning. Enjoy

  

  Paul Boyter

  McColly Real Estate

  1717 Crocker St, Chesterton, IN 46304
• 

  

  /3

  $575,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,173 Sq Ft

  801 Ashwood Ln, Chesterton, IN 46304

  PROPOSED CONSTRUCTION-Welcome to the Sonoma in Easton Park! This stunning custom-built, 1.5-story home offers over 2,100 square feet of luxury living with 3 bedrooms, 2.5 baths and a 3-car garage, all situated on a desirable corner lot. Step inside to a spacious foyer featuring a private office and convenient half bath before entering the impressive open-concept living space. The great room

  

  Tonia Dragon

  Better Homes and Gardens Real

  801 Ashwood Ln, Chesterton, IN 46304
• 

  

  /57

  $599,900

  New Construction Open Sat 11AM - 3PM $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,281 Sq Ft

  2230 Redwood Ln, Chesterton, IN 46304

  The Acadia in Easton Park! Welcome to luxury living in this stunning two-story home offering just under 2,300 square feet of thoughtfully designed living space. Featuring 4 spacious bedrooms, 3 bathrooms and a spacious 2-car garage, this home perfectly blends comfort, quality and style. Step inside to an open-concept floor plan showcasing hardwood floors, custom cabinetry, a beautiful trim

  

  Tonia Dragon

  Better Homes and Gardens Real

  2230 Redwood Ln, Chesterton, IN 46304
• 

  

  /4

  $437,900

  New Construction

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

  Elements 2700 Plan at The Preserve Indiana, 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
• 

  

  /22

  $594,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,892 Sq Ft

  840 Idlewild Ln, Chesterton, IN 46304

  This newly constructed ranch-style home presents an exceptional opportunity for buyers seeking quality craftsmanship and thoughtful design within the highly regarded Easton Park community. Encompassing approximately 1,892 square feet of well-appointed living space, the residence offers a refined single-story floor plan that balances elegance with everyday functionality. Upon entering, vaulted

  Dawn Collins Collins & Collins Exec Realty

  840 Idlewild Ln, Chesterton, IN 46304
• 

  

  /21

  $269,900

  $14K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,204 Sq Ft

  515 S Park Dr, Chesterton, IN 46304

  Dianne Cline McColly Real Estate

  515 S Park Dr, Chesterton, IN 46304
• 

  

  /35

  $368,999

  $6K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,282 Sq Ft

  303 E Porter Ave, Chesterton, IN 46304

  Welcome to this charming, updated home located in the highly sought-after Morgan Park neighborhood! This move-in-ready home features new carpet throughout, fresh interior paint, new bathroom floor and major updates completed within the last 10 years, including the roof, furnace, air conditioning, and electrical system. With over 2,200 square feet of living space, this home offers four spacious

  Lacey Lafata McColly Real Estate

  303 E Porter Ave, Chesterton, IN 46304
• 

  

  /22

  $339,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,419 Sq Ft

  1248 Dogwood Dr, Chesterton, IN 46304

  Perfectly Located Just Minutes from the Indiana Dunes National Park and Lakeshore. This Classic Ranch is Nestled Among Mature Trees in a Quant Neighborhood, Offering a Rare Blend of Quality Craftsmanship and Commuter Convenience. The Open -Concept Design Features Vaulted Ceilings, Stunning Cedar Accents, and an Original 1963 Floor to Ceiling Brick Fireplace Extending to the Unfinished Basement,

  Jamie Bond Listing Leaders

  1248 Dogwood Dr, Chesterton, IN 46304
• 

  

  /5

  $55,000

  • Land
  • 8,276 Sq Ft
  • $289,474 per Acre

  1251 Monterey Dr, Chesterton, IN 46304

  Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social

  Christina Harber Blackrock Real Estate Services

  1251 Monterey Dr, Chesterton, IN 46304
• 

  

  /7

  $60,000

  $90K PRICE DROP

  • Land
  • 1.03 Acres
  • $58,252 per Acre

  Tbd Union Ave, Chesterton, IN 46304

  Rare 1-Acre Wooded Lot in a Desirable Established Area! Conveniently located near schools, shopping, dining, and major commuter routes. The seller has obtained a land-clearing quote of approximately 10k, with costs varying based on how much of the lot the buyer chooses to clear. Enjoy the privacy, flexibility, and space to build your dream home. Large lots like this are hard to find - the seller

  Marko Nestorovski McColly Real Estate

  Tbd Union Ave, Chesterton, IN 46304
• 

  /2

  $95,000

  $10K PRICE DROP

  • Land
  • 1.92 Acres
  • $49,479 per Acre

  108 Indian Boundary Rd, Chesterton, IN 46304

  High traffic commercial lots. Two adjoining commercial properties totaling almost 2 acres on Indian Boundary Road. The property is zoned Business 2 which enables most retail applications, medical uses, and office functions. Property is in a TIF district.

  Nick Sommer Century 21 Alliance Group

  108 Indian Boundary Rd, Chesterton, IN 46304
• 

  /2

  $559,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,820 Sq Ft

  2350 Pradera Trail, Chesterton, IN 46304

  Introducing the Aspen on Lot 4 in 1100 Woods! PROPOSED CONSTRUCTION***** Located in the heart of Chesterton across from Dogwood Park and the Prairie Duneland Trail. The Aspen model is ideal for those looking for a primary ensuite on main level with walk in closet, a large kitchen island for extra seating to gather, and plenty of storage. Kitchen over looks your great room and dining for an open

  Madison Young Brokerworks Group

  2350 Pradera Trail, Chesterton, IN 46304
• 

  /2

  $519,900

  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
• 

  

  /21

  $529,900

  New Construction Open Sat 12PM - 5PM

  • 4 Beds
  • 2.5 Baths
  • 2,241 Sq Ft

  2152 Redwood Ln, Chesterton, IN 46304

  New construction ready for move-in July-perfect for summertime fun! Introducing The Carmela floor plan! Boasting 4 bedrooms, 2.5 baths, main floor office, upstairs laundry room, and all 4 bedrooms have their own walk in closets! This fantastic floor plan checks every box! On the main floor you'll find a convenient office, cozy living room with fireplace, and expansive kitchen with an abundance of

  Michelle Renninger Brokerworks Group

  2152 Redwood Ln, Chesterton, IN 46304
• 

  

  /43

  $689,000

  $26K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,866 Sq Ft

  2017 Wildwood Ct, Chesterton, IN 46304

  Style & grace refined in this magnificently outfitted home in Chesterton's Easton Park. The custom wainscotting, the wide plank engineered hardwood, the tasteful cabinet finishes adorned by quartz countertops, and the light fixtures all speak to timeless natural warmth, comfort and quality. French doors lead to front den with beautifully-crafted waffle ceiling. Generous windows throughout the

  Matt Evans RE/MAX Lifestyles

  2017 Wildwood Ct, Chesterton, IN 46304
• 

  

  /5

  $70,000

  • Land
  • 10,890 Sq Ft
  • $280,000 per Acre

  999 Monterey Dr, Chesterton, IN 46304

  Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social

  Christina Harber Blackrock Real Estate Services

  999 Monterey Dr, Chesterton, IN 46304
• 

  /2

  $61,500

  • Land
  • 8,712 Sq Ft
  • $307,500 per Acre

  1032 Preserve Ln, Chesterton, IN 46304

  Lot 26 is for sale located in the Preserve Subdivision in Chesterton. This beautiful lot is bordered by the nature preserve on two sides and is ready for you to bring your builder and build your new home. Located near Chesterton High School, close to Lake Michigan's Indiana Dunes State Park, the South Shore Train and Indiana Toll Road. Lake Michigan water. All soil tests have been completed!

  Patty Phillips Listing Leaders

  1032 Preserve Ln, Chesterton, IN 46304
• 

  

  /12

  $101,000

  $5K PRICE INCREASE

  • Land
  • 1.11 Acres
  • $90,966 per Acre

  135 Michael Dr, Chesterton, IN 46304

  Create the possible! These in town, Duneland Cove lots, have municipal water & sewer, gas and electric available. Convenient easy transit to highways, rails, shopping, schools, parks, playgrounds and within minutes to our beautiful Lake Michigan shoreline beaches, parks and trails. All permits required, No HOA, covenants and restrictions apply.

  Patty Raffin McColly Real Estate

  135 Michael Dr, Chesterton, IN 46304
• 

  

  /13

  $449,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,857 Sq Ft

  1602 Melanie Ln, Chesterton, IN 46304

  Nestled on an absolutely stunning wooded homesite, this brand new 3 bedroom home is sure to impress! Completion November-just in time for the holidays! Come and enjoy the maintenance-free lifestyle, where all of your snow removal and landscaping is taken care of for you. Upon entrance you'll find a spacious mudroom with plenty of room for storage, and a convenient desk space for a home office. On

  Michelle Renninger Brokerworks Group

  1602 Melanie Ln, Chesterton, IN 46304
• 

  /2

  $85,000

  • Land
  • 32,060 Sq Ft
  • $115,489 per Acre

  1475 Snead Ave, Chesterton, IN 46304

  ALL OFFERS WILL BE LOOKED AT!! Gorgeous vacant lot located in Sand Creek. Build your DREAM HOME! So many possibilities.

  Karen Maynard McColly Real Estate

  1475 Snead Ave, Chesterton, IN 46304
• 

  

  /38

  $869,900

  • 4 Beds
  • 4.5 Baths
  • 4,299 Sq Ft

  1035 Kilarney Rd, Chesterton, IN 46304

  Behind the gates of prestigious Sand Creek, this beautiful custom residence blends timeless architecture with thoughtfully curated designer updates, creating a home that is both elegant and inviting. Rich hardwood flooring, extensive millwork, designer selected custom lighting, and refined finishes elevate every space while offering exceptional comfort. At the heart of the home, the fully

  Stefanie Neal BHHS Indiana Realty

  1035 Kilarney Rd, Chesterton, IN 46304
• 

  

  /79

  $949,900

  New Construction $25K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 5,003 Sq Ft

  2227 W 1100 N, Chesterton, IN 46304

  Exceptional, New Construction 6 Bedroom, 4.5 bath home with over 5000 square feet of living space overlooking Dogwood Park in Chesterton! Home is situated on almost half an acre, on one of the few large, premium lots in the community. Home is filled with luxury upgrades and high-end finishes. Main floor offers a private primary ensuite complete with soaking tub, tiled shower, dual vanity, and

  Amy Redman Dunes Realty, LLC

  2227 W 1100 N, Chesterton, IN 46304
• 

  

  /25

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  1749 Green Meadow Ln, Chesterton, IN 46304

  Nice, solid all-brick ranch on a desirable corner lot directly across from the high school! This well-maintained home features a spacious eat-in kitchen with newer luxury vinyl hardwood flooring, a formal dining room, and all newer stainless steel appliances included. A built-in doggie door and sliders lead to a privacy-fenced backyard--perfect for pets and entertaining. Major updates include a

  Diana Smoot McColly Real Estate

  1749 Green Meadow Ln, Chesterton, IN 46304
• 

  /2

  $89,900

  $5K PRICE INCREASE

  • Land
  • 12,632 Sq Ft
  • $310,000 per Acre

  1915 Toms Ct, Chesterton, IN 46304

  Only an hour from Chicago sits a picturesque neighborhood behind private gates. Sand Creek offers upscale living in an exclusive neighborhood. Unique estate homes line the streets of this sought-after subdivision. This is one of the last lots available before this community is completely sold out. If you have been dreaming about building a home, this is the time and place to do it.

  Alexis Metcalf Seramur Properties, LLC

  1915 Toms Ct, Chesterton, IN 46304
• 

  

  /73

  $1,199,900

  $90K PRICE DROP

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

  1240 Ryder Rd, Chesterton, IN 46304

  Perfectly positioned along the fairway in the gated Sand Creek community, this impressive custom residence blends grand scale living with thoughtful design and exceptional versatility. From the moment you enter, a dramatic two-story foyer sets the tone, opening to inviting living spaces and a sweeping catwalk overlooking the heart of the home. The two-story great room is anchored by a striking

  Stefanie Neal BHHS Indiana Realty

  1240 Ryder Rd, Chesterton, IN 46304
• 

  

  /17

  $190,000

  • 2 Beds
  • 2 Baths
  • 1,165 Sq Ft

  1913 David Dr, Chesterton, IN 46304

  Welcome Home! This 2 Bedroom 1.75 Bath main floor condo, has been meticulous updated and is ready for a new owner. Inside you will find newer flooring, kitchen cabinets, countertops, bathrooms, as well as newer stainless steel kitchen appliances. Main floor living at its finest! Outside you will find a patio that overlooks a large pond. This home is complete with a 1 car garage , with shelving

  Edwin Negron BluKey Realty

  1913 David Dr, Chesterton, IN 46304
• 

  

  /5

  $57,000

  • Land
  • 8,712 Sq Ft
  • $285,000 per Acre

  981 Monterey Dr, Chesterton, IN 46304

  Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social

  Christina Harber Blackrock Real Estate Services

  981 Monterey Dr, Chesterton, IN 46304
• 

  

  /5

  $70,000

  • Land
  • 12,632 Sq Ft
  • $241,379 per Acre

  1301 Monterey Dr, Chesterton, IN 46304

  Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social

  Christina Harber Blackrock Real Estate Services

  1301 Monterey Dr, Chesterton, IN 46304
• 

  

  /7

  $74,000

  • Land
  • 13,068 Sq Ft
  • $246,667 per Acre

  1800 Bramble Trace, Chesterton, IN 46304

  A unique opportunity awaits in the gated Sand Creek community, where very few vacant lots remain! Bring your own builder and create the home you've been dreaming of. Thanks to the lot's unique layout, it offers exciting design possibilities within one of Northwest Indiana's most sought-after neighborhoods. Ideally located just one hour from downtown Chicago, Sand Creek offers the perfect balance

  Stefanie Neal BHHS Indiana Realty

  1800 Bramble Trace, Chesterton, IN 46304
• 

  

  /5

  $259,000

  • Land
  • 36,067 Sq Ft
  • $312,802 per Acre

  1711 Littler Dr, Chesterton, IN 46304

  Gorgeous lot located in the gated Sand Creek community and ready for your dream home! Enjoy a beautiful setting with added privacy and access to neighborhood amenities. Situated in the highly sought-after Duneland School District, this is a fantastic opportunity to build in a desirable location. Bring your builder and start planning today!

  Cara Warren eXp Realty, LLC

  1711 Littler Dr, Chesterton, IN 46304
• 

  

  /28

  $699,000

  $26K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,983 Sq Ft

  543 Windridge Dr, Chesterton, IN 46304

  Light, bright and thoughtfully designed, this custom-built brick home offers over 4,000 square feet of exceptional living space in the heart of Chesterton. The inviting main level showcases beautiful hardwood floors, a cozy fireplace an open concept living area, a separate den that could be turned into a fifth bedroom and a formal dining room. The well-appointed kitchen offers abundant cabinetry,

  Lana Conroy Coldwell Banker Realty

  543 Windridge Dr, Chesterton, IN 46304
• 

  

  /46

  $624,900

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,271 Sq Ft

  801 Idlewild, Chesterton, IN 46304

  Brand New & Move-In Ready! No Waiting, No Unfinished Details! Welcome to this beautifully crafted 4-bedroom, 3-bath home in Easton Park, offering the quality, space, and flexibility today's buyers are looking for without the delays of new construction. Completed and ready for immediate occupancy, this home includes finished landscaping, sod, and irrigation, providing real value from day one.

  Roxanne Gottleber RE/MAX Lifestyles

  801 Idlewild, Chesterton, IN 46304
• 

  

  /47

  $364,900

  $15K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,975 Sq Ft

  3624 Fairway Dr, Chesterton, IN 46304

  Welcome to Golfview Estates, one of Chesterton's most sought-after neighborhoods! This spacious 4-bedroom, 2-bath quad-level home offers nearly 2,000 square feet of comfortable living space on a generously sized corner lot. Inside, you'll find soaring vaulted ceilings, beautiful bamboo hardwood flooring, multiple living areas that provide flexibility for everyday living and entertaining, and a

  Geremy Rinker @properties/Christie's Intl RE

  3624 Fairway Dr, Chesterton, IN 46304
• 

  

  /17

  $459,900

  New Construction Open Sat 12PM - 5PM

  • 3 Beds
  • 2 Baths
  • 1,676 Sq Ft

  2316 Redwood Ln, Chesterton, IN 46304

  Enjoy the maintenance-free lifestyle in the newest phase of Easton Park-a quiet retreat located within minutes of award-winning schools, commuter expressways, and the IN Dunes National Lakeshore. The Driftwood floor plan offers almost 1,700 sq. ft. on the main floor, plus a full basement! Upon entrance you'll find the expansive kitchen where you'll enjoy an abundance of soft-close cabinetry,

  Michelle Renninger Brokerworks Group

  2316 Redwood Ln, Chesterton, IN 46304

Showing Results 1 - 40, Page 1 of 3

Why Live in Chesterton

Chesterton, formerly known as “Coffee Creek,” is a charming neighborhood characterized by its locally owned businesses and serene parks. The downtown area is walkable, featuring a town square with various amenities, restaurants, and events. The neighborhood offers a mix of home styles, including ranch-style homes, Split-Levels, Cape Cods, Colonial Revivals, and modern traditional houses. Gated communities on the east side surround Sand Creek Country Club, featuring large properties on spacious lots. The Duneland School Corporation serves Chesterton, with highly rated schools such as Brummitt Elementary School, Westchester Intermediate School, Chesterton Middle School, and Chesterton Senior High School. For things to do, residents can visit Indiana Dunes National Park, the sandy beaches along Lake Michigan, and numerous sports fields at Dogwood Park. Coffee Creek Park and Westchester Migratory Bird Sanctuary offer additional outdoor activities. Dining options range from Octave Grill to Lucrezia Café, with casual and upscale choices available. Chesterton Brewery and Running Vines Winery provide local craft beers and wines. The seasonal Chesterton European Market and annual Wine and Beer Fest are popular community events. Commuters have access to Interstates 94, 80, and 90, with Chicago 45 miles away and the South Shore Commuter Rail Line 3 miles away. Chicago Midway International Airport is also 45 miles away, and Northwest Health–Porter in Valparaiso is the nearest hospital.

Learn more about living in Chesterton

Chesterton Home Prices vs. Nearby IN, IN Neighborhoods

	Chesterton	Porter	Porter County
Median Home Price	$400,000	$320,000	$399,945
Median Sale Price	$369,950 +10% YoY	$312,500 +4% YoY	$380,000 -3% YoY
Median Single Family Price	$394,500	$319,000	$396,990
Median Townhouse Price	$452,000	$275,000	$350,000
Median Condo Price	$257,500	$171,000	$220,500
Total Active Listings	50 listings	12 listings	175 listings
Market Conditions	2 Months of Supply Seller's Market	3 Months of Supply Seller's Market	3 Months of Supply Seller's Market

Frequently Asked Questions

Is Chesterton a good place to live?

Chesterton is a good place to live. Chesterton is considered car-dependent and bikeable. Chesterton has 7 parks for recreational activities. It is sparse in population with 2.0 people per acre and a median age of 43. The average household income is $108,609 which is above the national average. College graduates make up 37% of residents. A majority of residents in Chesterton are home owners, with 25% of residents renting and 75% of residents owning their home. A local real estate agent serving Chesterton can help you decide if this neighborhood is the right one for you. Learn more on our Chesterton neighborhood guide.

Is Chesterton, IN a safe neighborhood?

Chesterton, IN is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.

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

The median home price in Chesterton is $400,000. If you put a 20% down payment of $80,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $1,980 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $85K a year to afford the median home price in Chesterton. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Chesterton is $109K.

What are the best public schools in Chesterton?

The best public schools that serve Chesterton are:

• Chesterton Senior High School has an A Niche grade, a student teacher ratio of 17:1 and an average review score of 3.9.
• Liberty Intermediate School has an A Niche grade, a student teacher ratio of 17:1 and an average review score of 1.0.
• Bailly Elementary School has an A Niche grade and a student teacher ratio of 13:1.

What are the best private schools in Chesterton?

The best private schools that serve Chesterton are:

• Saint Patrick School has a student teacher ratio of 15:1 and an average review score of 3.7.
• Chesterton Montessori School has a student teacher ratio of 8:1.

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

The most popular zip codes in Chesterton, Chesterton, IN include 46304, 46385, 46383, 46368 and 46360.

What are the most popular neighborhoods near Chesterton, Chesterton, IN?

The most popular neighborhoods near Chesterton, Chesterton, IN are Porter County, Indiana Dunes, Miller, Aetna and Ainsworth.