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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.
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Newest Chesterton Homes and Condos for Sale
Highly desirable Sand Creek property!!!! Presenting this custom built 3,800 square foot, 4 bedroom, 3.5 bath home. The list of updates to this property are endless!!! New...
- 4 Beds
- 3.5 Baths
Just like new! Are you looking for a single level floorplan? Here's your chance! This wonderfully remodeled home features 4 bedrooms, enough for everyone to have their ow...
- 4 Beds
- 2.5 Baths
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 ...
I'm proud to present this wonderful Townhome located in the sought after Sand Creek neighborhood. This home offers just over 2,500 finished square feet of living space an...
- 3 Beds
- 2.5 Baths
You'll love the four seasons room overlooking a wooded backyard and rear decks that are perfect for outdoor entertaining and gardening projects! Recently remodeled bathro...
- 4 Beds
- 2 Baths
Welcome home! In addition to many other updates from this last year, sellers have added: new baseboard trim, fresh paint, garage doors and openers, electrical & lighting ...
- 3 Beds
- 3 Baths
Nestled on over a half acre and surrounded by the gorgeous Indiana Dunes National Park, this nature lovers' paradise is waiting for you to call it home! Beautifully done ...
- 2 Beds
- 1.5 Baths
BETTER THAN NEW, stunning MAINTENANCE-FREE villa on a PREMIUM LOT in Chesterton's desirable Easton Park subdivision! Beautiful right from the curb with STONE ACCENTS and ...
- 3 Beds
- 1.75 Baths
Amazing 3 Bed 2 bath ranch located in Duneland school system,on a beautiful landscaped lot. The colorful and interesting plantings are a Master Gardeners dream. Enter an ...
- 3 Beds
- 2 Baths
Location! Location! Welcome home to this beautiful 5 bedroom , 4 bath Two-story located 1 mile from Lake Michigan, Indiana Dunes National Park, and just 45 minutes from ...
- 5 Beds
- 4 Baths
1.5 STORY CORNER LOT WITH FULL FINISHED BASEMENT IN ESTABLISHED, CONVIENT LOCATION SUBDIVISION! Large open entrance with hardwood floors through the main level. Beautiful...
- 3 Beds
- 3.5 Baths
Why wait for construction to begin? Here it is! A move-in ready three bedroom, two bathroom ranch in Chesterton's Easton Park, known as the Driftwood Villa.This ranch is ...
- 3 Beds
- 2 Baths
Enjoy an open setting in the Westwood Manor subdivision bi-level home, located just a few steps from the neighborhood park and in the same corner where the bus stops! The...
- 5 Beds
- 3.5 Baths
BEAUTIFUL NEW 2 story home in the St. Andrews Community! The desirable 1802 Plan features a main floor guest suite means this plan offers private living space both upstai...
- 4 Beds
- 3 Baths
Come check out this BEAUTIFUL NEW 2 Story Home in the The Preserve Community! The desirable 2402 Plan includes a versatile flex room and an open concept layout featuring ...
- 4 Beds
- 2.5 Baths
Come check out this BEAUTIFUL NEW 2 Story Home in the The Preserve Community! The desirable 2402 Plan includes a versatile flex room and an open concept layout featuring ...
- 5 Beds
- 2.5 Baths
A real Show Place. 4 bedroom, 3 bath brick and vinyl Tri-level in beautiful Chestnut Hills. Featuring large gathering room with gas fireplace. Master Suite is large with ...
- 4 Beds
- 3 Baths
This gorgeous 2 story home is Sitting pretty in The Highland's of Sand Creek! As you enter the foyer you will find the main floor office with with barn wood doors.This ho...
- 4 Beds
- 3.5 Baths
*Back on the market! The previous buyers are in the military and received some last minute orders requiring them to move elsewhere. The VA appraisal and inspection both c...
- 4 Beds
- 2.5 Baths
Come check out this BEAUTIFUL NEW 2 Story Home in the The Preserve Community! The desirable 2402 Plan includes a versatile flex room and an open concept layout featuring ...
- 4 Beds
- 2.5 Baths
Check out this beautiful, move in ready ranch in Chesterton's Easton Park subdivision! Why wait for new construction when you can have one now? This three bedroom two bat...
- 3 Beds
- 2 Baths
Welcome to this spacious 3000 sq. ft. open concept home with 3 bedrooms and 3 full-baths. The kitchen and dining room are connected with cathedral ceilings and a 3/4 wall...
- 3 Beds
- 3 Baths
What a wonderful house in a great neighborhood. This two story, five bedroom, 3 1/2 bathroom house has everything. Living room with the cathedral ceilings leads you to an...
- 5 Beds
- 4 Baths
NATURE LOVERS ENVY. This home is perfectly located between the thriving community of Valparaiso and the Lake Michigan beaches affectionately known as the Dunes. A very ...
- 3 Beds
- 3 Baths
Prepare to be impressed by this BEAUTIFUL NEW 2-story home in the The Preserve Community! The elegant 2202 Plan boasts a flex space and a guest suite with a walk-in close...
- 5 Beds
- 3 Baths
You will love this BEAUTIFUL NEW 2 story home in the St. Andrews Community! The desirable 1802 Plan features a main floor guest suite means this plan offers private livin...
- 4 Beds
- 3 Baths
Don't miss this opportunity to own a BEAUTIFUL NEW 2 Story home in the St. Andrews Community! The elegant 2002 Plan offers flex room on the main floor. The kitchen featur...
- 4 Beds
- 2.5 Baths
WELCOME HOME! SPACIOUS AND WELL MAINTAINED RANCH WITH FINISHED BASEMENT!4 BED, 3 Bath RANCH with 2 CAR GARAGE, and FULLY FINSHED BASEMENT.Searching for space? You'll find...
- 4 Beds
- 3 Baths
Wanna get away, but still be at home?! Look no further than this beautiful 2 Story Log Cabin home with 4 bedrooms and 2 bathrooms situated on over 2 acres! As you approac...
- 4 Beds
- 2 Baths
4 bedroom, 2.5 bath, brick and cedar 2 story with basement in Tanglewood subdivision on 1/4 acre lot. Cherry cabinets in kitchen, well-lit breakfast nook, formal dining r...
- 4 Beds
- 2.5 Baths
NNN lease, 3.5+ yrs of term remaining on current 5 year lease. Renewal option with 10% rent increase in 2nd year of renewal option. Building for sale only. Existing tenan...
UNDER CONSTRUCTION. CURRENTLY IN ROUGHTS. ALL PHOTOS ARE FROM SIMILIAR MODEL AND NOT REPRESENTATIVE OF SELECTIONSThe Aria Model is a home you must see to believe. This op...
- 4 Beds
- 2.5 Baths
ONLY 45 MILES to CHICAGO! Private 4.46A, Equestrian, Country, Timber Frame, Log Home Lodge Resort!! Looking for a full time residence or a sweet getaway? Own your own res...
- 4 Beds
- 2.75 Baths
Don't miss your chance for this new construction stunner! The two story foyer and impressive staircase greet you. Then walk into an open concept great room, nook and kitc...
- 4 Beds
- 2.5 Baths
Prepare to be impressed by this BEAUTIFUL NEW 2-story home in the The Preserve Community! The elegant 2202 Plan boasts a flex space and a guest suite with a walk-in close...
- 5 Beds
- 3 Baths
HOME IS UNDER CONSTRUCTION. CURRENTLY IN DRYWALL. ALL PHOTOS ARE FROM SIMILIAR MODEL AND NOT REPRESENTATIVE OF SELECTIONS.This is the gorgeous Sandstone Villa! If you are...
- 2 Beds
- 2 Baths
UNDER CONSTRUCTION, HOME IS IN FRAMING STAGE. ALL PHOTOS ARE FROM SIMILIAR MODEL AND NOT REPRESENTATIVE OF SELECTIONSOpen concept ranch in desired Easton Park subdivisi...
- 3 Beds
- 2 Baths
HOME IS UNDER CONSTRUCTION, IN ROUGHS STAGE. ALL PHOTOS ARE FROM SIMILIAR MODEL AND NOT REPRESENTATIVE OF SELECTIONS.The expanded Sycamore Model is a home you must see t...
- 4 Beds
- 2.5 Baths
Don't miss this opportunity to own a BEAUTIFUL NEW 2 Story home in the St. Andrews Community! The elegant 2002 Plan offers flex room on the main floor. The kitchen featur...
- 4 Beds
- 2.5 Baths
UNDER CONSTRUCTION, FOUNDATION ONLY.ALL PHOTOS ARE FROM SIMILIAR MODEL AND NOT REPRESENTATIVE OF SELECTIONS.If you are looking for Maintenance Free, you must see the Some...
- 3 Beds
- 2 Baths
NEW CONSTRUCTION, IN TRIMS STAGE.ALL PHOTOS ARE FROM SIMILIAR MODEL AND NOT REPRESENTATIVE OF SELECTIONS.If you are looking for Maintenance Free, you must see the Somerse...
- 3 Beds
- 2 Baths
Prepare to be impressed by this BEAUTIFUL NEW 2-story home in the The Preserve Community! The elegant 2202 Plan boasts a flex space and a guest suite with a walk-in close...
- 5 Beds
- 3 Baths
Prepare to be impressed by this BEAUTIFUL NEW 2-story home in the The Preserve Community! The elegant 2202 Plan boasts a flex space and a guest suite with a walk-in close...
- 5 Beds
- 3 Baths
UNDER CONSTRUCTION, CURRENT STAGE, TRIM CARPENTRY.Open concept ranch in desired Easton Park subdivision. Home features vaulted ceilings in the living room w/ a stone gas ...
- 3 Beds
- 2 Baths
MAIN STREET TAP HOUSE is a must see for owner/operators. This turnkey opportunity includes building, business, assets, and liquor license. A truly iconic property locate...
This is a mixed use property zoned I-1. This commercial building is fully rented with multiple tenants used for offices and warehouse space. There are 36 storage units of...
Strategic northeast corner at a signalized intersection on State Rd 49 sits just 1/4 mile south of the Indiana Dunes Visitors Center at the intersection of the cutoff ro...
GREAT INVESTMENT PROPERTY In the Indiana Dunes Lakeshore. Custom Built 3250sq.ft. Ranch style all brick and stone home/office. 4 bedrooms 2.5 baths with a basement that h...
Beautiful Setting. Property boarders Indiana Dunes Lakeshore. Custom Built 3250sq.ft. Ranch style all brick and stone home/office. 4 bedrooms 2.5 baths with a 2000 sq. ft...
- 4 Beds
- 3 Baths
Beautiful rolling property in desireable Jackson Township suitable for development, horse farm, vineyard or your own private estate is waiting for you. Established trees ...
Updated . Information deemed reliable but not guaranteed.
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