Northwest Indiana Real Estate | Northwest Indiana Homes and Condos for Sale
  • Home
  • Advanced Search
  • Selling
  • What's My Home Worth?
  • Vacation Rentals
  • Meet the Team
  • Blog
    Login
    (219) 706-9139

    Sign in to your account

    Need to reset your phone number?

    Don't have an account with us?

    Click here to sign up.

    Chesterton Real Estate Search

    TO
    Advanced Search

    Address Search

    Search All Chesterton Real Estate

    Living in proximity to the gorgeous Indiana Dunes and being an artist is much like being neighbors to Frank Lloyd Wright and being a designer; the inspiration for creating your own masterpieces is abundant. Perhaps it is for this reason Chesterton, Indiana has become a hub for artists like Craig Berg and Holly Jackson. Craig’s photographs can be purchased at Dunes Photography, as well as his restaurant Duneland Pizza, while Holly’s Matisse-inspired paintings can be purchased at her studio in Downtown Chesterton. Several other regional artists have works for sale at the Chesterton Art Center, many which feature dunescapes and other ecological treasures.

    In addition to being an art-centric community, Chesterton is known for its many exciting annual festivals and events. For example, the European Market, which runs May through October is a popular destination, as are the year-round shops and restaurants here. In the heart of the community residents and visitors alike enjoy establishments like Octave Grill, Ivy’s Bohemia House, and Lucrezia Cafe. Serving up the best breakfast in the Cool North of Indiana is the 2018 Breakfast Wars Champion, the Northside Diner, also located in Chesterton is the 1950s-style Port Drive-In.

    Beyond the art and the fabulous dining options, Chesterton also has excellent recreation opportunities at destinations like the 151-acre Coffee Creek Watershed Preserve, The Brassie Golf Club, and the Sand Creek Country Club. Also popular are entertainment venues like the Brown Mansion and adjoining Westchester History Museum. Shopping opportunities are also abundant at O’Gara & Wilson Ltd. Antiquarian Booksellers, Ella’s Bella, Ashley’s Jewelry by Design, Chelle’s, The Flower Cart, and other local establishments. With so much to offer in addition to its natural beauty and convenient location, Chesterton is an excellent place to buy a home. Homes for sale in Chesterton include a wide variety of housing styles, with both attached and detached options. Singles, couples, families, retirees, and everyone in between can easily find a Chesterton property to suit their needs and personal tastes. Because of the diversity of Chesterton real estate, listing prices for available Chesterton homes fall in a broad price range. If you would like to learn more about Chesterton homes or land for sale, please allow us to assist you and contact us at your earliest convenience.

    Our website features the best Chesterton real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

    You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

    Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

    Considering selling or refinancing your home? Get an INSTANT property valuation now!

    Contact us today to find out how we can be of assistance to you!

    Newest Chesterton Homes and Condos for Sale

    371 E US Highway 20, Chesterton image
    371 E US Highway 20, Chesterton $489,900

    GREAT INVESTMENT OPPORTUNITY In the Indiana Dunes National Park. Custom Built 3250sq.ft. Ranch style home/office. Building is like a duplex. Home on one side and Office o...

    Chesterton image
    Chesterton $525,000

    2) 3 bedroom & 2) 2 bedrooms with den/office. 1 1/2 car garage each unit.

    • 12 Beds
    • 8 Baths
    1089 White Willow Lane, Chesterton image
    1089 White Willow Lane, Chesterton $649,999

    Spacious Home in highly desirable Tamarack! This Two Story Home with Full Finished Basement, offers up to 6 Bedrooms! The Main Level with Beautiful Maple Floors host the ...

    • 6 Beds
    • 4 Baths
    411 Shamrock Drive, Chesterton image
    411 Shamrock Drive, Chesterton $370,000

    Welcome to 411 Shamrock Dr. in Chesterton, IN! This stunning bi-level home offers a spacious and comfortable living environment, spanning 3000 sq ft. With 4 bedrooms and ...

    • 4 Beds
    • 3 Baths
    475 Sand Creek Drive, Chesterton image
    475 Sand Creek Drive, Chesterton $975,000

    Located at 475 Sand Creek Dr, Chesterton, Indiana, this well-established breakfast and lunch restaurant is a fantastic investment opportunity. With nearly 20 years of suc...

    371 E US Highway 20, Chesterton image
    371 E US Highway 20, Chesterton $489,900

    Beautiful Setting Property Borders Indiana Dunes National Park . Wooded with lots of nature on 3.4 acres of land w/pond. Custom Built 3250 sq.ft. Ranch Style all Brick an...

    • 4 Beds
    • 3 Baths
    1601 Melanie Lane, Chesterton image
    1601 Melanie Lane, Chesterton — The Villages $439,900

    Loaded with upgraded features, this maintenance-free condo is ready for your instant enjoyment! In the open concept living spaces you'll find soaring cathedral ceilings,...

    • 3 Beds
    • 3 Baths
    4221 Abercrombie Drive, Chesterton image
    4221 Abercrombie Drive, Chesterton $450,000

    This two story home with incredible wrap around porch in sought-after Abercrombie Woods has it all- hardwood floors, storage pantry, stainless appliances, custom blinds, ...

    • 4 Beds
    • 4 Baths
    1103 S 23rd Street, Chesterton image
    1103 S 23rd Street, Chesterton $469,999

    *SELLER WILLING TO BUY RATE DOWN*Welcome to your private Oasis. Stunning custom- built Ranch with 4 bedrooms, 3 baths, 3 car garage (gas line hook up), recreation room, d...

    • 4 Beds
    • 3 Baths
    1830 Bramble Trace, Chesterton image
    1830 Bramble Trace, Chesterton $1,050,000 ▼

    Highly desirable Sand Creek property! Presenting this sprawling over 4,700 square foot, 5 bedroom, 5.5 bath custom built home. Gourmet functional kitchen with custom pant...

    • 5 Beds
    • 6 Baths
    1019 Preserve Lane, Chesterton image
    1019 Preserve Lane, Chesterton $350,990 ▲

    Prepare to be impressed by this BEAUTIFUL NEW 2-story Home in the The Preserve Community! The elegant Gardner Plan boasts a flex space and a guest suite with a walk-in cl...

    • 5 Beds
    • 3 Baths
    2315 Dickinson Road, Chesterton image
    2315 Dickinson Road, Chesterton $1,300,000

    Welcome to this idyllic 2 story with a modern farmhouse motif nestled in the heart of Coffee Creek Preserve. This architectural gem seamlessly blends contemporary design ...

    • 5 Beds
    • 4 Baths
    1111 Olivia Court, Chesterton image
    1111 Olivia Court, Chesterton $449,900

    LOCATION!! LOCATION!! Over 3,000 sq. ft. home with FIRST FLOOR MAIN SUITE plus large unfinished basement. Open floor plan with hardwood floors. Beautiful living room boas...

    • 3 Beds
    • 3 Baths
    2021 Spruce Lane, Chesterton image
    2021 Spruce Lane, Chesterton $529,900

    Don't miss out on your chance to be a part of the desirable Easton Park community! Construction beginning June 2023-complete November 2023! Our ever-popular Michael flo...

    • 4 Beds
    • 3 Baths
    2020 Spruce Lane, Chesterton image
    2020 Spruce Lane, Chesterton $479,900

    New home coming to Chesterton's Easton Park community! Hurry now to make your own selections! Introducing out newest floor plan-the Joey! Offering everything you need i...

    • 4 Beds
    • 3 Baths
    1605 Melanie Lane, Chesterton image
    1605 Melanie Lane, Chesterton — The Villages $399,900

    Welcome home to Chesterton's most exciting new development-The Villages! Completion June 2023-just in time for summer fun at the IN Dunes! Nestled in the picturesque wo...

    • 3 Beds
    • 3 Baths
    2010 Spruce Lane, Chesterton image
    2010 Spruce Lane, Chesterton $599,900 ▼

    Only 6 months old, this beauty encompasses all the best parts of the modern farmhouse! Upon entry, you are greeted with sliding barn doors to the front room, which would ...

    • 3 Beds
    • 3 Baths
    334 Mount Jackson Avenue, Chesterton image
    334 Mount Jackson Avenue, Chesterton $350,000 ▼

    Discover the best of both worlds in this stunning bi-level home with a spacious lot. The home offers an expansive 4 bedrooms, 2 baths on over half an acre. The unique des...

    • 4 Beds
    • 2 Baths
    621 Tanglewood Lane, Chesterton image
    621 Tanglewood Lane, Chesterton $579,900 ▲

    Construction begins May 2023-hurry now to make your own selections! The show stopping Allison floor plan includes a fantastic 2-story living room with soaring ceilings, a...

    • 4 Beds
    • 3 Baths
    Chesterton image
    Chesterton $747,047

    This one acre lot is located just two miles from The Indiana Dunes State Park and Indiana Dunes National Park. Which had an estimated 3,177,234 visitors in 2021 according...

    Chesterton image
    Chesterton $475,000

    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. The ...

    2034 Timberwood Lane, Chesterton image
    2034 Timberwood Lane, Chesterton $574,900

    The Keystone Model is a home you must see to believe. This open concept plan offers a MAIN LEVEL primary suite with soaking tub, tiled shower and separate vanities. The m...

    • 4 Beds
    • 4 Baths
    Chesterton image
    Chesterton $819,000

    Looking for the perfect 26 acres to build, farm or develop? This partially tree lined property is beautiful with some rolling hills, small wetland area, and has some cit...

    1040 Country Creek Lane, Chesterton image
    1040 Country Creek Lane, Chesterton $1,299,990

    Bring ALL offers and make country lodge living YOURS! This 4.46-acre retreat has it all from a grove of fruit trees to Smart Home technology. Each and every detail of thi...

    • 4 Beds
    • 3 Baths
    1052 Laurel Creek Drive, Chesterton image
    1052 Laurel Creek Drive, Chesterton $557,000 ▼

    Seller is offering a $7,000 closing cost credit to buyer, with acceptable offer on this fabulous 4,000+ sq. ft. 2 story located in highly desirable Tamarack. Surrounded ...

    • 4 Beds
    • 3 Baths
    2015 Wildwood Court, Chesterton image
    2015 Wildwood Court, Chesterton $619,900 ▲

    UNDER CONSTRUCTION. ESTIMATED COMPLETION, LATE MAY/EARLY JUNE. The Birchwood Model in the desirable Easton Park Subdivision, is a home you must see to believe. This 2,693...

    • 4 Beds
    • 3 Baths
    1701 E Porter Avenue, Chesterton image
    1701 E Porter Avenue, Chesterton $1,150,000 ▼

    SPECTACULAR custom 5 BR 7 BA home on 1.22 acres overlooking the second and eighth fairways of Sand Creek Golf Course is situated perfectly on lot to take advantage of fab...

    • 5 Beds
    • 7 Baths
    24 Blue Grass Way, Chesterton image
    24 Blue Grass Way, Chesterton $459,000

    New construction ranch home with full unfinished basement just down the street from Chesterton High School in The Preserve. If you want quality construction, this is the ...

    • 3 Beds
    • 2 Baths
    320 Jones Court, Chesterton image
    320 Jones Court, Chesterton $689,000 ▼

    Gorgeous 6 bed, 4.5 bath 2-Story boasts over 5,600 square feet of living space in desirable Duneland Cove Subdivision. The marble entry draws you into the living room wit...

    • 6 Beds
    • 5 Baths
    1003 Preserve Lane, Chesterton image
    1003 Preserve Lane, Chesterton $461,000

    This ranch home has it all on one level. Finished laundry room area, finished garage, deck, and a beautiful lot. Quality Low E windows. HERS energy rated home. Nine foot ...

    • 3 Beds
    • 2 Baths
    1603 Melanie Lane, Chesterton image
    1603 Melanie Lane, Chesterton — The Villages Paired Villas $379,900 ▼

    Now complete and ready for summer fun! Relax and enjoy all that Chesterton has to offer while all of your lawn maintenance is taken care of for you! Nestled in the pict...

    • 3 Beds
    • 2 Baths
    Chesterton image
    Chesterton $1,999,000 ▼

    Excellent location for a corporate or regional headquarters and/or distribution center. 21,300sf all steel flex building for sale or lease. Currently consists of 8,300sf ...

    Chesterton image
    Chesterton $395,000

    Subject property is located on NE corner of Meridian and Indiana Toll Rd. Property has approximately 491' of frontage on Meridian then traveling nearly 1/2 mile East and ...

    1048 Blue Lake Circle, Chesterton image
    1048 Blue Lake Circle, Chesterton $362,490 ▲

    Come check out this BEAUTIFUL NEW 2-Story Home in the Preserve Community! The desirable Kingston Plan Including a versatile flex room and an open-concept layout featuring...

    • 4 Beds
    2009 Wildwood Court, Chesterton image
    2009 Wildwood Court, Chesterton $699,900 ▲

    This 2 story 5 Bedroom & 4 Bathroom home built by a Pre-Custom Builderwill blow your mind!HOME COMPLETE & AVAILABLE NOW!!! Walk right in to the 2 story Foyer which will a...

    • 5 Beds
    • 4 Baths
    720 Tanglewood Lane, Chesterton image
    720 Tanglewood Lane, Chesterton $559,900 ▲

    The Aria Model is a home you must see to believe. This open concept plan offers a MAIN LEVEL primary bedroom with soaking tub, tiled shower and separate vanities. The mag...

    • 3 Beds
    • 3 Baths
    2001 Timberwood Lane, Chesterton image
    2001 Timberwood Lane, Chesterton $549,900 ▲

    Open concept ranch in desired Easton Park subdivision. Home features vaulted ceilings in the living room w/ a stone gas fireplace. Modern kitchen featuring soft close cab...

    • 3 Beds
    • 2 Baths
    2009 Timberwood Lane, Chesterton image
    2009 Timberwood Lane, Chesterton $519,900 ▲

    Open concept ranch in desired Easton Park subdivision. Home features vaulted ceilings in the living room w/ a stone gas fireplace. Modern kitchen featuring gray cabinets ...

    • 3 Beds
    • 2 Baths

    Updated . Information deemed reliable but not guaranteed.

    Like or Share
    Loading likes...

    Address Search

    Popular Areas

    • Beverly Shores/Pines
    • Burns Harbor
    • Chesterton
    • Crown Point
    • Dune Acres
    • La Porte
    • Long Beach
    • Michiana Shores
    • Michigan City
    • Miller Beach
    • Munster
    • Ogden Dunes
    • Portage
    • Valparaiso
    • Westville

    Market Reports

    • Beverly Shores/Pines
    • Burns Harbor
    • Chesterton
    • Crown Point
    • Dune Acres
    • La Porte
    • Long Beach
    • Michiana Shores
    • Michigan City
    • Miller Beach
    • Munster
    • Ogden Dunes
    • Portage
    • Valparaiso
    • Westville

    Interactive Map Search

    Northwest Indiana Real Estate Map Search

    Buying & Selling Made Easy

     Freshest Data Available
     Active Listings Only
     Customizable Search Options
     New Listing Alerts
     Instant Home Value Assessments

    Mortgage Calculator

    Amount of Loan
    Annual Interest Rate
    %
    Term of Loan
    Years
    Calculate

    Does not include any taxes or fees.
    Please consult a financial professional.

     

    The Home Buying Process

     

    Connect With Us

    Facebook InstagramTwitter 

    Translate Site

  • Home
  • Advanced Search
  • Buying
  • Featured Properties
  • Vacation Rentals
  • Foreclosures
  • Selling
  • What's My Home Worth?
  • Recently Sold Listings
  • Market Reports
  • Meet the Team
  • Blog
  • Contact Us
  • North Star Properties LLC
    525 Franklin Street
    Michigan City, Indiana 46360

    Phone: (219) 706-9139
    Email: Sales@NorthStarPropertiesofIN.com

    © 2019 All Rights Reserved | Privacy Policy

    Advanced Searches

  • Condo Search
  • MLS # Search
  • Zip Search
  • Address Search
  • IDX Real Estate Websites by
    • Accessibility • Terms • Privacy