Chesterton Real Estate 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
Step into a timeless masterpiece where history, craftsmanship, and tradition come together in one of Chesterton's most iconic neighborhoods. Proudly positioned at the he...
- 5 Beds
- 5 Baths
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 t...
- 3 Beds
- 3 Baths
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 t...
- 3 Beds
- 3 Baths
FULLY RENOVATED OFFICE/MEDICAL BUILDING CENTRALLY LOCATED, JUST ONE BLOCK OFF BROADWAY. Turn Key Property featuring 13 rooms/offices has been fully remodeled in past 3 ye...
FORE! Welcome to this exquisite Cape Cod residence in the prestigious Estates of Sand Creek subdivision. Enjoy breathtaking views of the 4th hole of the Marsh Course at S...
- 4 Beds
- 3 Baths
Offered for the first time in nearly two decades, this exceptional custom ranch is a rare opportunity in the highly sought-after Sand Creek community. Perfectly positione...
- 3 Beds
- 3 Baths
Excellent investment opportunity in the heart of Porter! Built in 2019, this well-maintained duplex features two spacious townhome-style units, each offering 3 bedrooms, ...
- 6 Beds
- 6 Baths
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...
- 3 Beds
- 3 Baths
Perfectly positioned along the fairways of Sand Creek Country Club, this beautifully updated 4-bedroom, 3.5-bath home offers timeless design, modern improvements, and exc...
- 4 Beds
- 4 Baths
LUXURY MEETS NATURE! On nearly an acre of land within charming Chesterton, this modern ranch home strikes the a rare balance of privacy, comfort and convenience. Relax o...
- 3 Beds
- 2 Baths
Timeless elegance defines this stately all-brick residence, perfectly positioned on a rare .69-acre pond lot within the prestigious gated, golf course community of Sand C...
- 4 Beds
- 4 Baths
First Time on the Market! Proudly offered by its original owner, this exceptional property presents a rare opportunity to own a private retreat nestled on 5 picturesque a...
- 4 Beds
- 4 Baths
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. Acro...
Behind the gates of prestigious Sand Creek, this beautiful custom residence blends timeless architecture with thoughtfully curated designer updates, creating a home that ...
- 4 Beds
- 5 Baths
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 comfo...
- 4 Beds
- 2 Baths
Welcome to this beautifully maintained ranch home in the desirable community of Chesterton, now featuring a brand-new roof! This spacious residence offers 3 bedrooms, 3 b...
- 3 Beds
- 3 Baths
Better than new and loaded with thoughtful upgrades, this beautiful ranch home offers the perfect blend of comfort, convenience, and low-maintenance living. Ideally loca...
- 3 Beds
- 2 Baths
Welcome to 1622 Port Cove Dr in Porter, Indiana -- a charming 3-bedroom, 3-bathroom tri-level home offering approximately 1,742 square feet of comfortable living space, b...
- 3 Beds
- 3 Baths
Highly desirable Sand Creek property!!!! Presenting this custom built, 5 bedroom, 4.5 bath home. The list of updates to this property are endless!!! New gourmet appliance...
- 5 Beds
- 5 Baths
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 ...
- 4 Beds
- 5 Baths
Prime commercial opportunity with endless potential! Situated on just over an acre along a high-traffic roadway, this unique property features four buildings totaling nea...
This property offers the ideal combination of location, lot, and lifestyle. Located in Duneland Cove, this nearly 3,000-square-foot home features 3 bedrooms, 3 bathrooms,...
- 3 Beds
- 3 Baths
This exceptional all-brick ranch offers over 4,200 finished square feet of thoughtfully designed living space. A traditional floor plan welcomes you with a gracious foyer...
- 3 Beds
- 4 Baths
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 laundr...
- 4 Beds
- 3 Baths
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 ...
- 3 Beds
- 2 Baths
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 Ra...
- 3 Beds
- 2 Baths
This is more than a home--it's a lifestyle. Located in one of the most desirable locations within the gated Sand Creek community, just steps away from the clubhouse, pool...
- 4 Beds
- 5 Baths
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 Beds
- 3 Baths
Looking for a place in Chesterton where you can actually breathe? This peaceful 2.2-acre country retreat offers the perfect balance of wide-open green space and a home de...
- 3 Beds
- 2 Baths
Welcome home to this beautiful 4-bedroom, 2.5-bath two-story in the desirable Village of Burns Harbor community! This thoughtfully designed home features an open-concept ...
- 4 Beds
- 3 Baths
Welcome to this charming, updated historic home located in the highly sought-after Morgan Park neighborhood! This move-in-ready home features new carpet throughout, fresh...
- 4 Beds
- 3 Baths
Attention train lovers! This is the opportunity of a lifetime...you can own and operate your own business out of four train cars. There is a building in the middle that c...
The sought-after Madeleine Model is now available and MOVE IN READY! One of our most desirable floorplans and on one of the largest lots of the community, this home combi...
- 4 Beds
- 3 Baths
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 ...
- 6 Beds
- 5 Baths
Style & grace refined in this magnificently outfitted home in Chesterton's Easton Park. The custom wainscotting, the wide plank engineered hardwood, the tasteful cabinet...
- 3 Beds
- 3 Baths
All- Brick & Fully Occupied 12-Unit apartment building consisting of (10)-2bed/ 1-bath units and (2) 1-bed/ 1-bath units. 9 of the 12 apartments have been Updated/Remode...
FOR SALE - 20,528 SF Commercial Flex building on Broadway in Chesterton, IN. Unlock the possibilities with this expansive and adaptable 20,528 sq ft fully sprinkled co...
Welcome to your private Northwest Indiana retreat in desirable Jackson Township--where space, luxury, and nature come together on just over 15 stunning acres. This all-br...
- 4 Beds
- 5 Baths
Welcome to this stunning luxury home in Chesterton, offering the perfect blend of elegance, comfort,and modern upgrades. This beautifully designed residence features fiv...
- 5 Beds
- 3 Baths
This newly constructed ranch-style home presents an exceptional opportunity for buyers seeking quality craftsmanship and thoughtful design within the highly regarded East...
- 3 Beds
- 2 Baths
Construction Complete - June! MOVE IN READY! The Preserve in the Duneland School Corp. This 2,735 square foot home makes an unforgettable impression. Off the foyer, a pri...
- 4 Beds
- 3 Baths
Perfectly positioned along the fairway in the gated Sand Creek community, this impressive custom residence blends grand scale living with thoughtful design and exceptiona...
- 5 Beds
- 6 Baths
NOW OPEN! Introducing the stunning "Driftwood" model, a brand-new two-story home in the desirable Duneland school district. Boasting modern custom cabinetry, a full refri...
- 3 Beds
- 2 Baths
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 ...
- 4 Beds
- 3 Baths
Make your move on this 10 + AC parcel that is *PUD designated* towards a light industrial/commercial type use. Located on 1050 N LaHayne Rd just off IN Hwy 149 N near Bu...
This newly completed duplex was finished in 2024. This exceptional investment property features two spacious units--each offering 3 bedrooms, 3 bathrooms, and a convenien...
- 6 Beds
- 6 Baths
Get your hands on the most ideal location in all of Chesterton. This building is full of history and charm right in the heart of downtown with frontage on Broadway and 2n...
Opportunity to own the former Main Street Tap in the Heart of Chesterton. Three level bar restaurant has been completely renovated. Main floor features a huge bar and out...
Updated . Information deemed reliable but not guaranteed.
Address Search
Popular Areas
Market Reports
Interactive Map Search
Buying & Selling Made Easy
Freshest Data Available Active Listings Only Customizable Search Options New Listing Alerts Instant Home Value Assessments
Connect With Us
