Explore Homes for Sale in Chesterton, IN
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Chesterton, IN Homes for Sale: Your Gateway to Northwest Indiana Living

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Discover an exceptional selection of homes for sale in Chesterton, IN, a vibrant community nestled in Porter County, offering a unique blend of small-town charm and modern amenities. The Kimberly Sut Group specializes in helping buyers explore diverse Chesterton real estate options, from quaint bungalows near downtown to spacious new construction in desirable subdivisions like Morgan Park or Sand Creek. With easy access to the Indiana Dunes National Park and a thriving local scene, Chesterton provides an idyllic setting for families and individuals seeking a balanced lifestyle. Find your perfect Chesterton home and experience the best of Northwest Indiana living.

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Exploring Homes for Sale in Chesterton's Diverse Neighborhoods

Downtown Chesterton & Historic Homes

Searching for homes for sale with character? Downtown Chesterton offers a charming collection of historic properties, often featuring classic architecture and mature tree-lined streets. These residences provide direct access to the vibrant shops, restaurants, and cultural events that define Chesterton's core.

Family-Friendly Subdivisions: Morgan Park, Sand Creek & More

Families frequently seek homes for sale in Chesterton, IN within its well-regarded subdivisions. Neighborhoods like Morgan Park, with its beautiful tree canopy and proximity to schools, or the newer developments around Sand Creek Country Club, known for their modern amenities and spacious layouts, are highly sought after. Other popular areas include Dogwood Estates and Coffee Creek Center, each offering distinct community features and various home styles.

Lake Michigan Proximity: Duneland & Beyond

The allure of Lake Michigan is a significant draw, and many prospective buyers look for Chesterton homes for sale that offer convenient access to the Indiana Dunes National Park and its beautiful beaches. Properties in the Duneland area and surrounding communities provide an ideal blend of natural beauty and suburban comfort, perfect for outdoor enthusiasts.

Types of Homes for Sale in Chesterton, IN

Single-Family Homes & New Construction

The majority of homes for sale in Chesterton are single-family residences, ranging from cozy bungalows and ranches to multi-story traditional and contemporary designs. Additionally, Chesterton continues to see robust new construction, offering buyers modern floor plans, energy efficiency, and customizable options in developing communities.

Townhomes & Condos: Low-Maintenance Living

For those desiring a lower-maintenance lifestyle, Chesterton also features a selection of townhomes and condos for sale. These properties are often ideal for first-time homebuyers, empty nesters, or individuals seeking a convenient, lock-and-leave option without compromising on community amenities.

Luxury Estates & Waterfront Properties

Discerning buyers exploring the Chesterton real estate market will find exclusive luxury estates, particularly in areas like Sand Creek, boasting custom designs, premium finishes, and expansive lots. While direct waterfront properties on Lake Michigan are scarce, some homes offer views or close proximity to local ponds and nature preserves, enhancing their appeal.

Chesterton Lifestyle & Why People Choose to Live Here

Access to Nature: Indiana Dunes & Local Parks

A significant draw for those seeking homes for sale in Chesterton is its unparalleled access to nature. The Indiana Dunes National Park and State Park offer miles of hiking trails, pristine beaches, and diverse ecosystems. Furthermore, Chesterton boasts numerous local parks, including Dogwood Park and the Coffee Creek Watershed Preserve, providing ample green space for recreation and relaxation.

Vibrant Downtown & Local Amenities

Chesterton's vibrant downtown district is a hub of activity. Residents enjoy a diverse array of local boutiques, unique restaurants, craft breweries, and regular community events such as the European Market. This thriving local economy and strong community spirit make finding homes for sale in Chesterton, IN particularly appealing for those seeking an engaging small-town atmosphere.

Top-Rated Schools & Community Events

The Duneland School Corporation consistently receives high ratings, making Chesterton an attractive location for families. The community also prides itself on a robust calendar of events, including summer concerts, seasonal festivals, and farmers' markets, fostering a strong sense of belonging among residents.

Commuting & Accessibility to Chicago

One of Chesterton's strategic advantages is its accessibility. Positioned conveniently near major interstates like I-94 and I-80/90, and with access to the South Shore Line commuter rail, many residents find homes for sale in Chesterton offer an ideal balance between tranquil suburban living and an achievable commute to Chicago for work or leisure.

Newest Homes for Sale in Chesterton, IN

$859,900
3 Beds ⋅ 4 Baths ⋅ 838845 MLS ⋅ 4,274 SqFt. ⋅ Larry Hitz
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, rich Cherry hardwood floors, and crown molding that flow throughout the main living areas. The library/office--originally designed as a third main-floor bedroom--offers flexibility for work or additional guest accommodations. Formal living with elegant fireplace and dining room with convenient service bar, create an inviting setting for entertaining. The kitchen is appointed with stainless steel appliances and an island workspace and opens seamlessly to the breakfast room with access to the screened porch and adjoining keeping room featuring a slanted ceiling and bay windows that fill the space with natural light. Privately situated on the opposite side of the home, the bedroom wing includes a spacious primary suite with tiled shower, dual vanities, and walk-in closet, along with a guest bedroom featuring its own full ensuite bath. The walk-out lower level expands the home's versatility with a large great room anchored by a double-sided fireplace, wet bar with granite countertops, family room, game room, private bedroom suite, and a dedicated workroom ideal for planting, painting, crafts, or woodworking. Completing the property are a two-car garage and separate golf cart garage, perfectly suited for an active lifestyle. Enjoy the ease of a low-maintenance lifestyle while retaining the spacious feel and individuality of a traditional residence. The association provides lawn care and fertilization, irrigation, snow removal, and maintenance of common areas--allowing more time to enjoy life and less time worrying about exterior upkeep.

1340 Cantigny Court, Chesterton

Listing courtesy of Larry Hitz from BHHS Indiana Realty.

$459,900
3 Beds ⋅ 2 Baths ⋅ 838833 MLS ⋅ 1,676 SqFt. ⋅ Michelle Renninger
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, center island, pantry, and dinette seating. With cathedral ceilings soaring overhead, the living room is centered around the cozy fireplace. The master suite boasts a tray ceiling, large walk in closet, and private bath with dual vanities. The unfinished basement offers plenty of room to grow or additional storage spaces! Prepare to enjoy the simple life with your lawn care maintenance and snow removal all taken care of! Quality features such as tankless water heater, fully finished garage with insulated garage door and Wifi-enabled opener, soundproofing insulation, comfort-height Toto toilets, full kitchen appliance package, customized lighting allowance, and full landscaping package including in-ground sprinklers ensure this home is ready for your instant enjoyment. Schedule your showing today to discover all that this exciting community has to offer! *Photos are of another home recently completed and are representative.

2316 Redwood Lane, Chesterton

Listing courtesy of Michelle Renninger from Brokerworks Group.

$279,999
838692 MLS ⋅ Alisha Fowler
Presenting one of the final opportunities to own a GOLF COURSE lot in the highly sought-after gated community of Sand Creek. This spacious half-acre lot offers stunning views and direct frontage on the renowned 27-hole championship golf course, providing an ideal setting to design and build the custom home of your dreams. Located within one of Northwest Indiana's most prestigious neighborhoods, Sand Creek offers a truly elevated lifestyle. Residents enjoy access to a private clubhouse, upscale dining, fitness facilities, tennis courts, and a vibrant calendar of social and recreational events all within a secure, beautifully maintained environment. This lot is fully shovel-ready with utilities on site and is surrounded by some of the area's finest custom homes. With very few golf course lots remaining, this is a rare chance to become part of a community known for elegance, privacy, and timeless appeal. Don't let this opportunity pass you by your dream home and the coveted Sand Creek lifestyle await.

1441 Nelson Drive, Chesterton

Listing courtesy of Alisha Fowler from Seramur Properties, LLC.

$335,000
3 Beds ⋅ 2 Baths ⋅ 838462 MLS ⋅ 1,419 SqFt. ⋅ Jamie Bond
Deal Fell Thru No Fault to Seller!!! 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, Serving as a Striking Mid- Century Focal Point. The Custom Kitchen Showcases Quartz Countertops and Handcrafted Cabinetry Made from a Single Tree, Offering Exceptional Character and Craftmanship. The Spacious Layout Includes 3 Bedrooms and 2 Baths, including a Private Primary Suite with Attached Bath and Your Very Own Sliding Door Leading to a secluded Patio. The Unfinished Basement Provides Endless Possibilities for Additional Living Space, Storage, or Recreation. Located in the Award -Winning Duneland School District with Convenient Access to the South Shore Train Station, Toll Road and Expressways- Perfect for Chicago Commuters.

1248 Dogwood Drive, Chesterton

Listing courtesy of Jamie Bond from Listing Leaders.

$309,900
4 Beds ⋅ 2 Baths ⋅ 838403 MLS ⋅ 2,242 SqFt. ⋅ Carla Ebert-Kienitz
Step into this FABULOUS, charming home sitting on a CORNER LOT, offering 4 bedrooms, or 3 bedrooms plus an office, with character, space, and comfort throughout! The beautiful gourmet kitchen with cabinets galore is just waiting for you to host that special dinner party. The stunning formal dining room is perfect for entertaining, while the large living room with a spectacular fireplace creates the ideal place to cozy up on cool evenings. Now wait until you see the incredible upstairs retreat, a master suite to die for! Enjoy a walk-in closet that feels like an entire extra room along with your own private getaway featuring a grand 20x14 bathroom designed for relaxation and comfort. So much in this home is brand new! Beautiful arched doorways welcome you inside, while large windows flood the home with natural light. Gorgeous plank flooring flows throughout the home, complemented by new carpet in the bedrooms. Outside, you'll love the huge corner lot, fantastic location, fully fenced backyard, and gorgeous deck where you can sit and sip your favorite beverage while enjoying your own peaceful tranquility. ROOF AND GUTTERS are less than 7 months old! A fantastic 2.5-car detached garage adds even more convenience and storage space. There's even a welcoming front porch perfect for relaxing and watching the world go by. Step into tranquility with this beauty... priced under market value! and ready to welcome you home!

769 S Calumet Road, Chesterton

Listing courtesy of Carla Ebert-Kienitz from Century 21 Circle.

$440,000
4 Beds ⋅ 3 Baths ⋅ 837890 MLS ⋅ 1,953 SqFt. ⋅ Lisa Gaff
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 layout filled with natural light, a spacious kitchen with quartz countertops and stainless steel appliances, and plenty of room for entertaining. Upstairs you'll find generously sized bedrooms including a comfortable primary suite. The unfinished basement offers endless possibilities for future living space, storage, or recreation. Located in the Duneland School District and just minutes from the Indiana Dunes, South Shore train line, shopping, and an easy commute to Chicago. Don't miss your opportunity to own a home in this growing community!

1162 (lot 183) Putman Place, Chesterton

Listing courtesy of Lisa Gaff from White Hat Realty Group, LLC.

$235,000
837549 MLS ⋅ 1,410 SqFt. ⋅ Nicholas Sommer
Beautiful office condo on second floor. Modern, stylish decor, move-in ready. Includes hard wood floors and recessed lighting. Bathroom also features a shower. Private entrance off street. Three spacious private offices overlooking Coffee Creek. Large administrative area. Open floor plan with plenty of natural light. Professionally managed by First American Property Management. Call to see today.

830 E Sidewalk Road, Chesterton

Listing courtesy of Nicholas Sommer from Century 21 Alliance Group.

$367,999
4 Beds ⋅ 3 Baths ⋅ 837425 MLS ⋅ 2,282 SqFt. ⋅ Lacey Lafata
Welcome to this charming and beautifully updated home in the highly sought-after Morgan Park neighborhood! Move-in ready and full of character, this spacious home offers over 2,200 square feet of living space, featuring four generously sized bedrooms with excellent closet space. The main-level primary suite offers a private full bathroom and a bright, inviting sunroom--perfect for enjoying your morning coffee or unwinding at the end of the day. The spacious combined living and dining room provides a comfortable layout for entertaining guests and gathering with family. Recent updates include new carpet throughout, fresh interior paint, a new bathroom floor, and major improvements completed within the past 10 years, including the roof, furnace, air conditioning, and electrical system. One of the home's standout features is its enclosed front and back porches, offering additional year-round living space, storage, and plenty of charm. Outside, the beautifully landscaped backyard is filled with mature greenery, flowers, and established plants, creating a peaceful retreat on this large corner lot. The one-car garage provides convenient parking, additional storage, and protection from Indiana's changing weather. It is also equipped for electric vehicle charging. With its spacious layout, thoughtful updates, unique character, and desirable Morgan Park location, this home offers a wonderful opportunity to make it your own. Schedule your private showing today!

303 E Porter Avenue, Chesterton

Listing courtesy of Lacey Lafata from McColly Real Estate.

$450,000
837371 MLS ⋅ 6,236 SqFt. ⋅ Paul Boyter
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 connects all four cars. In between the cars is an eighty foot deck on each side. The building is just across the tracks from a train bed and breakfast, the Duneland Chamber of Commerce(where the European Market is held and has as many as 3,000 visitors per weekend), and quaint downtown Chesterton. There's even a public bathroom in a train car in the park. Across Fourth Street is the 4th Street Theater. Lake Michigan, Porter Beach, the South Shore Train Station, the Indiana Toll Road, I-94, and the Indiana Dunes National Park(over four million visitors in 2022) are within minutes of this stellar location. This property lies within the Chesterton Riverfront Development Project, which you can apply for a liquor license.

301 Grant Avenue, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

$899,999
4 Beds ⋅ 3 Baths ⋅ 837339 MLS ⋅ 2,850 SqFt. ⋅ Madison Young
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 combines thoughtful design with high-end finishes throughout. Step inside to a grand foyer with wainscoting and stunning two-story views. The main level offers a private primary suite, tucked away from the main living areas, complete with a spa-inspired ensuite featuring a soaking tub, tiled shower, dual vanity, and a walk-in closet with customized storage. The open-concept great room boasts 11-foot ceilings, a cozy gas fireplace, and access to the expansive 20x16 covered patio--perfect for entertaining. At the heart of the home, the chef's kitchen showcases an oversized island, wine and coffee bar, upgraded stainless steel Frigidaire Professional appliances, built-in gas cooktop with custom wood range hood, double wall ovens, ceiling-height backsplash, and a spacious walk-in pantry. Upstairs, find two additional bedrooms, a loft, and an oversized bonus room. Throughout the home you'll notice luxury upgrades like engineered hardwood, Delta faucets, Quorum lighting, custom wall accents, and oversized 7 A1/4' baseboards. Additional features include: Main floor laundry with drop zone off the 3-car garage Full unfinished basement with 9-ft ceilings, ready to expand This home blends style, function, and comfort at every turn!

2179 W 1100 N, Chesterton

Listing courtesy of Madison Young from Brokerworks Group.

$949,900
6 Beds ⋅ 5 Baths ⋅ 837307 MLS ⋅ 5,003 SqFt. ⋅ Amy Redman
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 walk-in closet with laundry area. Great room is open-concept with 11-foot ceilings leading to an expansive 20 x 16 covered patio - perfect for relaxing and unwinding. The chef's kitchen is one of the most stunning areas of the home with an oversized island, Cafe matte white appliances, double oven, high efficiency double drawer dishwasher, instant hot water dispenser, beverage center, ceiling-height backsplash, and walk-in pantry with desk area. The main level also boasts a two-story foyer, spacious dining area, den filled with natural light, half bath, and convenient dog shower inside garage entry. Upstairs is a second ensuite with dual vanity and laundry area, two additional bedrooms, a hall bathroom, and a cozy loft area with park views. The finished basement offers 9-foot ceilings with large rec area, two bedrooms, a bathroom, a laundry room, and ample unfinished space for storage. Custom window treatments on every window in the home. Extensive recessed lighting throughout. 3-car attached garage with heated/cooled dog room and dog shower. Whole house security system. Ideal Chesterton location across from the park and within walking distance of Chesterton High School. Close to shopping, festivals, markets, train, expressways and of course the Indiana Dunes! Less than an hour from Chicago. Award-winning Duneland Schools. Incredible opportunity to own this gorgeous, newly constructed home with immediate availability!

2227 W 1100 N, Chesterton

Listing courtesy of Amy Redman from Dunes Realty, LLC.

$689,000
3 Beds ⋅ 3 Baths ⋅ 836598 MLS ⋅ 2,866 SqFt. ⋅ Matt Evans
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 home, providing brilliant light especially in the living room, with built-in shelving and cabinets surrounding a safe touch electric fireplace with elegant crown moulding mantle. High end remote control blinds, with auto end of day closure. Stainless appliances stay in the well apportioned kitchen, including the 5 burner gas range. Upstairs find wood floors, starting with the loft with rich wainscotting. Next are 3 bedrooms, anchored by the primary suite with stylish & symmetrical wainscotting, tile shower with glass doors, soaker tub, twin vanities, and smart room-sized walk-in closet. Giant laundry room with laundry sink, thoughtful and generous cabinets and counters with backsplash, and front loaders that stay. Finished basement with Rec Room serves the purpose as play, escape, or workout zone. Zoned HVAC has sanitizing ultraviolet light plus humidifier. WHOLE HOUSE generator, oversized with 28 kw. RO in kitchen. Epoxy garage floor. One of the larger, more private yards with southern exposure and well-placed mature shade trees.

2017 Wildwood Court, Chesterton

Listing courtesy of Matt Evans from RE/MAX Lifestyles.

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Updated . Information deemed reliable but not guaranteed.

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. 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. Some listings have been excluded from this website.