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    Chesterton Real Estate Search

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    Chesterton Indiana Homes and Real Estate

    Chesterton Homes for SaleChesterton Indiana in both Westchester, Jackson, and Liberty townships in Porter County is home to about 15,000 residents. It's part of the Dunelands area, which incorporates Chesterton, Burns Harbor, and Porter. This is part of the Indiana Dunes National Park covering nearly 25 miles along the southern shore of Lake Michigan.

    Beginning back in 1899, Chesterton was originally called Calumet under the name it was platted for in 1852. Today, the Chesterton Commercial Historic District and the George Brown Mansion are both listed on the National Register of Historic Places. The city's motto is "The Art of Living" and residents pride themselves on tree-lined streets, local parks and fantastic restaurants, two golf courses, miles of bike trails, and overall high quality of life.

    What makes Chester's in such a great place to call home?

    The Chesterton high school has a graduation rate of 91% and most of them elementary schools have received four-star ratings for academic excellence. The community has made tremendous athletic achievements at the state level in gymnastics, cross-country, swimming, track and field, and golf. 

    Chesterton is also a great place to work due to its location and availability to natural resources. This is quite a diverse town close to large corporations in the steel and international shipping industries such as the Ports of Indiana and ArcelorMittal. 

    The entire state of Indiana has been recognized as a low tax state for businesses and been consistently ranked by the Tax Foundation as one of the best business climates in the industrial Midwest. With low crime rates, high education statuses, and affordable housing market, and a beautiful location, why would you not choose Chesterton Indiana? Start your search below for all current listings and feel free to contact our office at any time for a virtual tour, more information about the area or particular neighborhood, or to schedule a showing.

    Chesterton Neighborhoods:

    • Sand Creek Country Club
    • The Preserve - New Construction

    Other Just Listed Homes in Chesterton

    23 W 950  N, Chesterton image
    23 W 950 N, Chesterton $379,900

    All Brick Ranch on 2 Scenic Acres with a Pond! Completely updated interior with brand new kitchen and baths; new flooring, new deck; laundry hookups on main floor and in ...

    • 3 Beds
    • 3.5 Baths
    • 490966 MLS
    716 S 14th Street, Chesterton image
    716 S 14th Street, Chesterton $225,000

    Welcome Home!!! This move in ready bi-level sits on a quiet street in a well established neighborhood. Offering 4 bedrooms, 2 bathrooms, plus an office-den area, this spa...

    • 4 Beds
    • 2 Baths
    • 491068 MLS
    1008 Chestnut Boulevard, Chesterton image
    1008 Chestnut Boulevard, Chesterton $209,900

    Three bedroom, two bathroom tri-level located in Chestnut Hill subdivision. Furnace was installed in 2018, water heater in 2020, and roof shingles in 2010. Huge fenced ba...

    • 3 Beds
    • 1.75 Baths
    • 491190 MLS
    219 Golden Drive, Chesterton image
    219 Golden Drive, Chesterton $334,900

    Meticulously Maintained and Move-In-Ready! This 4 bedroom, 2 1/2 bath home in the Award Winning Duneland School District welcomes you! The main level provides a spacious ...

    • 4 Beds
    • 2.5 Baths
    • 490910 MLS
    882 St Andrews Drive, Chesterton image
    882 St Andrews Drive, Chesterton $437,500

    Integre Homes presents the BAYSIDE Farm House series 4 Bedrooms/2.5 BA, 3 car garage and unfinished basement with egress window for future living space. Well designed fea...

    • 4 Beds
    • 2.5 Baths
    • 491271 MLS
    203 S 10th Street, Chesterton image
    203 S 10th Street, Chesterton $239,900

    Bright, Cheerful, & Completely Updated downtown Chesterton Home is ready to be your next address at 203 S 10th Street! Sitting on a corner lot this 3 Bedroom, 2 Bath, 2 C...

    • 3 Beds
    • 2 Baths
    • 491053 MLS
    2339 Legend Circle, Chesterton image
    2339 Legend Circle, Chesterton $369,900

    <span style="font-size:" 10pt;="">Finally space, location and layout all in one home! Add in that someone else does the lawn and snow removal! Can't beat it. &nbsp;Perfec...

    • 3 Beds
    • 3.5 Baths
    • 491175 MLS
    1609 S 5th Street, Chesterton image
    1609 S 5th Street, Chesterton $349,900

    Unique Two Story in a Great Location! This 4 Bedroom 3 Bath home has been Loved, Enjoyed and Well Maintained! Inviting Open Concept living/great room with custom carved c...

    • 4 Beds
    • 3 Baths
    • 491197 MLS
    262 Burdick Place, Chesterton image
    262 Burdick Place, Chesterton $468,000

    Peaceful enjoyment with the footprint of entertainment in mind. This meticulously maintained home has a main floor circular flow incorporating large eat-in kitchen, cherr...

    • 4 Beds
    • 2.5 Baths
    • 489990 MLS
    1032 Preserve Lane, Chesterton image
    1032 Preserve Lane, Chesterton $55,000

    Beautiful lot in a new subdivision, just down the road from Chesterton High School. This lot feels so private; bordered by nature preserve on two sides. Bring your builde...

    • 490955 MLS
    284 Windermere Drive, Chesterton image
    284 Windermere Drive, Chesterton $450,000

    Beautiful custom private retreat is perfectly situated in desirable Windermere Subdivision on two + wooded acres to take advantage of views out the 2 story multiple level...

    • 4 Beds
    • 2 Baths
    • 490641 MLS
    1102 Saratoga Lane, Chesterton image
    1102 Saratoga Lane, Chesterton $143,500

    Close to EVERYTHING. Schools, parks, restaurants, highways, Lake Michigan Beaches. Come and enjoy this MAINTENANCE FREE/RECREATIOINAL COMMUNITY. RELAX at the heated swimm...

    • 3 Beds
    • 2.5 Baths
    • 490865 MLS
    215 S 9th Street, Chesterton image
    215 S 9th Street, Chesterton $1,800

    Walk in to large sun room that opens into the spacious living room. Continue through the dining room to breakfast nook accompanying the recently updated kitchen with bran...

    • 3 Beds
    • 2 Baths
    • 490683 MLS
    1702 Broadway, Chesterton image
    1702 Broadway, Chesterton $234,900 ▼

    Downtown Chesterton Bi-level. Enjoy the convenience of living in downtown Chesterton. Well maintained Bi-level, on large corner lot. Many features include oversized 2 ca...

    • 3 Beds
    • 2 Baths
    • 490519 MLS
    2341 Legend Circle, Chesterton image
    2341 Legend Circle, Chesterton $359,900 ▼

    Gorgeous Coffee Creek Town Home Ready to move right in. Views from the deck of the water shed preserve in Coffee Creek are beautiful and relaxing. 3 large bedrooms and 3 ...

    • 3 Beds
    • 3 Baths
    • 490485 MLS
    219 Trailcreek Drive, Chesterton image
    219 Trailcreek Drive, Chesterton $309,900

    Here it is!!! Beautiful and immaculate 2 story home. A cozy front porch greets you at the front door. Step into the foyer to find hardwood flooring flowing throughout the...

    • 4 Beds
    • 2.5 Baths
    • 490387 MLS
    1845 Kilarney Road, Chesterton image
    1845 Kilarney Road, Chesterton $62,000

    One of the last lots available in the gated community of Sand Creek! Sand Creek is in the heart of picturesque Chesterton! Award winning school district and just minutes ...

    • 490426 MLS
    1049 Blue Lake Circle, Chesterton image
    1049 Blue Lake Circle, Chesterton $294,990 ▲

    2202-A NEW MAIN-FLOOR BEDROOM | FLEX SPACE<br>Prepare to be impressed by this BEAUTIFUL NEW 2 Story home. The elegant 2202 Plan boasts a flex space and a guest suite with...

    • 5 Beds
    • 3 Baths
    • 490273 MLS
    375 Lost Tree Drive, Chesterton image
    375 Lost Tree Drive, Chesterton $43,000

    Are you ready to build your Dream Home on this wooded, cul-de-sac lot in the Villages of Sand Creek? This subdivision has a walking path, playground, sidewalks and pond. ...

    • 490283 MLS
    112 Richter Street, Chesterton image
    112 Richter Street, Chesterton $262,000 ▼

    Newly renovated 2 bdrm. in town ranch on a large corner lot. All new stainless steel appliances included. Refinished hardwood floors throughout with attached 2+ car garag...

    • 2 Beds
    • 1 Baths
    • 489163 MLS
    2112 Pradera Trail, Chesterton image
    2112 Pradera Trail, Chesterton $78,000

    LAST LOT in Stone Meadows!! All of the city conveniences, while maintaining that neighborhood feeling!! Walk to Dogwood Park, Che sterton High school, and several trails....

    • 490141 MLS
    1932 Cory Lane, Chesterton image
    1932 Cory Lane, Chesterton $309,000

    Over 3000 finished square feet in this quad level in Rose Hill Estates! 3 bedrooms and 2 baths upstairs; large living room and eat-in kitchen on main level, with access t...

    • 4 Beds
    • 3 Baths
    • 490092 MLS
    601 Park Avenue, Chesterton image
    601 Park Avenue, Chesterton $289,900

    Spacious tri-level on a large corner lot in the heart of Chesterton! This 3 bedroom 1.5 bathroom home is meticulously clean, move in ready and waiting for your finishing ...

    • 3 Beds
    • 1.5 Baths
    • 490075 MLS
    200 Roosevelt Street, Chesterton image
    200 Roosevelt Street, Chesterton $315,000 ▼

    LOCATION! LOCATION! LOCATION! This home has plenty of space for all your needs. Great home located in the heart of Chesterton. This 4 bedroom, with possible 5th or office...

    • 5 Beds
    • 2.5 Baths
    • 489901 MLS
    2121 Dogwood Lane, Chesterton image
    2121 Dogwood Lane, Chesterton — Hawthorne Village $120,000

    Wonderful views of the pond, pool, and tennis courts from this spacious 3 bedroom condo in Westchester village. Completely maintenance free living, HOA covers the swimmin...

    • 3 Beds
    • 2 Baths
    • 489242 MLS
    • Hawthorne Village Bldg.
    1059 N 100  E, Chesterton image
    1059 N 100 E, Chesterton $1,080,000

    SPECTACULAR PRAIRIE STYLED RANCH ON APPROXIMATELY 15 ACRES WITH 2 PONDS AND GUEST HOUSE! Marbled Entry leads into the expansive floor to ceiling windows of Living Room wi...

    • 4 Beds
    • 4 Baths
    • 488966 MLS
    property image
    1850 Toms Court, Chesterton $59,000

    Welcome to the lovely golf course community of Sand Creek of Chesterton! Building your new home here offers many conveniences including a full service country club, award...

    • 488842 MLS
    1040 Country Creek Lane, Chesterton image
    1040 Country Creek Lane, Chesterton $1,490,000

    ONLY 45 MILES to CHICAGO! Private, Equestrian, Country, Timber Frame, Log Home Lodge Resort!! Looking for a full time residence or a sweet getaway? Own your own private r...

    • 4 Beds
    • 2.75 Baths
    • 488834 MLS
    426 Ballenisle Court, Chesterton image
    426 Ballenisle Court, Chesterton $349,900

    Fall in love with this 2-story home on a quiet cul-de-sac in the Villages of Sand Creek, featuring 4 bedrooms, 3 full baths, 2-car garage, cathedral ceilings, gas firepla...

    • 4 Beds
    • 3 Baths
    • 488734 MLS
    353 E 1300  N, Chesterton image
    353 E 1300 N, Chesterton $355,000

    BEST OF BOTH WORLDS! Picturesque, country inspired two-story home on expansive lot, allowing a modern rustic appeal with city amenities close at hand. Situated the idea...

    • 4 Beds
    • 2.5 Baths
    • 488400 MLS



    The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

    Copyright 2021 MRED LLC. All rights reserved.

    Based on information submitted to the MRED as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MRED. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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