Chesterton, IN Homes for Sale

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  $1,100,000

  • 3 Beds
  • 2.5 Baths
  • 3,538 Sq Ft

  474 E 1200 N, Chesterton, IN 46304

  If you've been searching for privacy, nature, and room to breathe, this 10-acre wooded retreat in Jackson Township delivers it all. Tucked away down a private drive, this custom home makes a striking first impression with its dramatic glass and wrought iron entry door designed to welcome fresh air and natural light into the home. Inside, the layout is both impressive and comfortable. The foyer is

  Susie Jaskowiak @properties/Christie's Intl RE

  474 E 1200 N, Chesterton, IN 46304
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  /12

  $101,000

  • Land
  • 1.11 Acres
  • $90,966 per Acre

  135 Michael Dr, Chesterton, IN 46304

  Create the possible! These in town, Duneland Cove lots, have municipal water & sewer, gas and electric available. Convenient easy transit to highways, rails, shopping, schools, parks, playgrounds and within minutes to our beautiful Lake Michigan shoreline beaches, parks and trails. All permits required, No HOA, covenants and restrictions apply.

  Patty Raffin McColly Real Estate

  135 Michael Dr, Chesterton, IN 46304
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  /2

  $85,000

  • Land
  • 0.74 Acre
  • $115,489 per Acre

  1475 Snead Ave, Chesterton, IN 46304

  ALL OFFERS WILL BE LOOKED AT!! Gorgeous vacant lot located in Sand Creek. Build your DREAM HOME! So many possibilities.

  Karen Maynard McColly Real Estate

  1475 Snead Ave, Chesterton, IN 46304
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  /42

  $344,900

  • 4 Beds
  • 3.5 Baths
  • 2,445 Sq Ft

  1151 Burns Blvd, Chesterton, IN 46304

  DUNELAND SCHOOLS! PHOTOGENIC TWO STORY!!! Four bedrooms 3 1/2 baths plus finished basement!!! Starting value in this spacious move in ready home close To community playground, Dunes, Southshore, interstate, Shopping and dining!!! Freshly painted, new carpet, all appliances stay. Main level laundry, large primary bedroom With ensuite!!! Inspiring interior and exterior design completes This DREAM

  Karen Maynard McColly Real Estate

  1151 Burns Blvd, Chesterton, IN 46304
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  /2

  $84,999

  • Land
  • 0.29 Acre
  • $293,100 per Acre

  1915 Toms Ct, Chesterton, IN 46304

  Only an hour from Chicago sits a picturesque neighborhood behind private gates. Sand Creek offers upscale living in an exclusive neighborhood. Unique estate homes line the streets of this sought-after subdivision. This is one of the last lots available before this community is completely sold out. If you have been dreaming about building a home, this is the time and place to do it.

  Alexis Metcalf Seramur Properties, LLC

  1915 Toms Ct, Chesterton, IN 46304
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  /73

  $1,289,900

  • 5 Beds
  • 6 Baths
  • 7,084 Sq Ft

  1240 Ryder Rd, Chesterton, IN 46304

  Perfectly positioned along the fairway in the gated Sand Creek community, this impressive custom residence blends grand scale living with thoughtful design and exceptional versatility. From the moment you enter, a dramatic two-story foyer sets the tone, opening to inviting living spaces and a sweeping catwalk overlooking the heart of the home. The two-story great room is anchored by a striking

  Stefanie Neal BHHS Indiana Realty

  1240 Ryder Rd, Chesterton, IN 46304
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  /9

  $193,000

  • Land
  • 1.02 Acres
  • $189,216 per Acre

  1910 Chamborde Ln, Chesterton, IN 46304

  Lot 12 on the newly developed Chamborde Ln in Sand Creek! Just over an acre and located on water! This lot is the first lot to your right as you enter Chamborde Lane. Schedule your tour today!

  Stefanie Neal BHHS Indiana Realty

  1910 Chamborde Ln, Chesterton, IN 46304
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  /19

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,694 Sq Ft

  1702 Broadway, Chesterton, IN 46304

  Located on a corner lot in the heart of historic downtown Chesterton, this 3-bedroom, 2-bath bi-level home offers comfort and convenience. The kitchen features stainless steel appliances and opens to a deck with a retractable awning--perfect for relaxing or entertaining. The walk-out lower level provides additional living space, while the fenced yard and detached 2.5-car garage add extra

  Spring Alvarez Brokerworks Group

  1702 Broadway, Chesterton, IN 46304
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  /22

  $239,900 Open Fri 4:30PM - 6PM

  • 5 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  2016 Laura Ln, Chesterton, IN 46304

  Rare opportunity to own a spacious 5-bedroom, 2.5-bath condominium offering exceptional living space, private outdoor areas, and low-maintenance convenience. Step inside the welcoming foyer that opens to a bright living room and flows effortlessly into the open kitchen and dining area--perfect for everyday living and entertaining. The kitchen combines style and function with stainless steel

  Lindsay Milcarek Coldwell Banker Realty

  2016 Laura Ln, Chesterton, IN 46304
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  /5

  $79,000

  • Land
  • 0.3 Acre
  • $263,333 per Acre

  1800 Bramble Trace, Chesterton, IN 46304

  Build your dream home on this oversized Sand Creek lot. Enjoy all that the Sand Creek subdivision has to offer whether it be the 27-hole golf course and country club, dip in the swimming pool, fitness activities and so much more. Option to possibly combine lot to the South for the ultimate lot. Choose your own builder or we have one for you! Indiana is where it is at! And Sand Creek will not

  Elizabeth Sheeran @properties/Christie's Intl RE

  1800 Bramble Trace, Chesterton, IN 46304
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  /6

  $175,000

  • Land
  • 3.38 Acres
  • $51,775 per Acre

  0-1 E 1050 N, Chesterton, IN 46304

  Discover the possibilities with this beautiful 3.38-acre parcel. Located in the highly desirable Jackson Township and within the award-winning Duneland School Corporation, this property offers the perfect opportunity to build the home of your dreams. Enjoy the space, privacy, and peaceful surroundings while still being just minutes from major highways and the amenities of Chesterton. With endless

  Tonia Dragon Better Homes and Gardens Real

  0-1 E 1050 N, Chesterton, IN 46304
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  /27

  $309,000

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft

  507 S 20th St, Chesterton, IN 46304

  Welcome to this beautifully maintained, one-owner 3-bedroom, 2-bath home offering 1,652 square feet of thoughtfully designed living space on a desirable corner lot. Pride of ownership is evident throughout, with upgraded flooring flowing seamlessly through the open-concept living, kitchen, and dining areas--perfect for both everyday living and entertaining. The split floor plan provides privacy

  Kristin Crownover Listing Leaders

  507 S 20th St, Chesterton, IN 46304
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  /56

  $850,000

  • 4 Beds
  • 2.5 Baths
  • 2,494 Sq Ft

  450 E Greening Rd, Chesterton, IN 46304

  Escape to your own private paradise on this stunning 14+ acre property, where a tree-lined driveway winds gracefully through mature hardwoods, welcoming you home the moment you arrive. This is more than a home -- it's a lifestyle.The charming main farmhouse offers 4 spacious bedrooms and 2.5 baths, with an open and inviting floor plan centered around a gorgeous brand-new stone fireplace with

  Kalahni Krygier New Chapter Real Estate

  450 E Greening Rd, Chesterton, IN 46304
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  /46

  $624,900 New Construction

  • 4 Beds
  • 3 Baths
  • 2,271 Sq Ft

  801 Idlewild, Chesterton, IN 46304

  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 flexibility today's buyers are looking for without the delays of new construction. Completed and ready for immediate occupancy, this home includes finished landscaping, sod, and irrigation, providing real value from day one.

  Roxanne Gottleber RE/MAX Lifestyles

  801 Idlewild, Chesterton, IN 46304
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  $545,000

  • 3 Beds
  • 4 Baths
  • 2,717 Sq Ft

  612 Village Point, Chesterton, IN 46304

  Welcome to this maintenance-free luxury townhome in the desirable Village Point community, located next to the beautiful Coffee Creek Preserve in Chesterton. Built in 2018, this home offers 3 bedrooms, 4 bathrooms, and over 2,700 square feet of living and entertaining space. The main level features an open-concept layout connecting the living room, kitchen, and dining area--perfect for everyday

  Rebekah Schenck Brokerworks Group

  612 Village Point, Chesterton, IN 46304
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  /6

  $125,000

  • Land
  • 0.2 Acre
  • $625,000 per Acre

  1270 Monterey Dr, Chesterton, IN 46304

  Imagine a future home nestled in a prime location, overlooking a pristine golf course and offering unobstructed views of breath-taking western sunsets. This coveted building lot is a rare gem, presenting the perfect canvas for creating your dream residence. The serene atmosphere of the golf course coupled with the vibrant colors of the setting sun creates a picturesque backdrop that is sure to

  Joshua Vida Paradigm Realty Solutions, LLC

  1270 Monterey Dr, Chesterton, IN 46304
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  /3

  $699,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,134 Sq Ft

  2519 Pradera Trail, Chesterton, IN 46304

  Welcome Home to the Ruby on Lot 12 in 1100 Woods! This proposed construction is on one of the last tree lined lots left and features 4 generous sized bedrooms upstairs including a primary ensuite with walk in shower and soaking tub and walk in closet with additional den/office on main level. Open concept living room and island and pantry in kitchen. Price includes lot cost and lookout basement

  Madison Young Brokerworks Group

  2519 Pradera Trail, Chesterton, IN 46304
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  /58

  $320,000

  • 3 Beds
  • 2 Baths
  • 2,046 Sq Ft

  214 Woodlawn Ave, Chesterton, IN 46304

  Escape to your own private paradise at 214 Woodlawn Ave in Chesterton, IN, where this enchanting 1905 craftsman-inspired home sits on a breathtaking 1.66-acre wooded lot, enveloped in mature pines and lush greenery for ultimate seclusion and natural beauty. Just a leisurely stroll from downtown Chesterton's eclectic shops, cozy cafes, and community events, and mere minutes from the stunning

  Aaron Bagsby Keller Williams Realty - LAF

  214 Woodlawn Ave, Chesterton, IN 46304
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  /14

  $265,000

  • 3 Beds
  • 1 Bath
  • 1,183 Sq Ft

  270 Woodlawn Ave, Chesterton, IN 46304

  Welcome to 270 Woodlawn Ave in Chesterton. This beautifully remodeled 3-bedroom home offers soaring ceilings, bright open living spaces, and updates throughout. Newer mechanicals provide added peace of mind, making this home truly move-in ready. Located just minutes from downtown, parks, and the Indiana Dunes, this home combines charm, comfort, and exceptional value in a highly desirable area.

  Carson Brand Listing Leaders

  270 Woodlawn Ave, Chesterton, IN 46304
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  /22

  $322,500

  • 4 Beds
  • 2 Baths
  • 1,924 Sq Ft

  525 S Calumet Rd, Chesterton, IN 46304

  Charming four-bedroom, two-full-bath home located in Chesterton, Indiana! From the moment you step inside, you’ll fall in love with the character and warmth this home offers. One of the bedrooms is conveniently located on the main level, giving you great flexibility for guests, an office, or main-floor living. The location is truly ideal, situated in Duneland School District and within walking

  Shannon Lunetta RE/MAX OAK CREST -PLYMOUTH

  525 S Calumet Rd, Chesterton, IN 46304
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  /5

  $175,000

  • Land
  • 0.72 Acre
  • $243,056 per Acre

  1930 Chamborde Ln, Chesterton, IN 46304

  LOT 10 in the newly developed Chamborde Lane in the gated community Sand Creek! This beautiful lot features water in the backyard with a beautiful fountain feature! 10 Lots available. Bring your own builder! Located just an hour from downtown Chicago, Chesterton offers easy access to major highways and train lines, all within an award-winning school district.

  Stefanie Neal BHHS Indiana Realty

  1930 Chamborde Ln, Chesterton, IN 46304
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  /7

  $619,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,408 Sq Ft

  2500 Pradera Trail, Chesterton, IN 46304

  Step into The Revere on Lot 9 in 1100 Woods, where a dramatic two-story foyer sets the tone for a home designed with flexibility in mind. The front formal dining room can easily transition into a home office or cozy sitting room--whatever fits your lifestyle. The kitchen features a spacious island and a bright dinette area that opens directly to the great room, creating an effortless flow for

  Madison Young Brokerworks Group

  2500 Pradera Trail, Chesterton, IN 46304
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  /24

  $184,900

  • 3 Beds
  • 2 Baths
  • 1,318 Sq Ft

  2114 Tupelo Ln, Chesterton, IN 46304

  Eighth Wonder of the World!! C A R E F R E E L I V I N G!! Cute'n Cozy! Charming convenient maintenance free condo living just minutes from Downtown Chesterton and the magnificent INDIANA DUNES NATIONAL PARK! This main floor condo has a primary suite with private bath and TWO additional bedrooms (total 3 bedrooms) and bath. Lovely living area with slider out to peaceful deck area. NO STAIRS! Main

  Karen Maynard McColly Real Estate

  2114 Tupelo Ln, Chesterton, IN 46304
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  /2

  $100,000

  • Land
  • 1.54 Acres
  • $64,935 per Acre

  313 E 1307 North Rd, Chesterton, IN 46304

  Build-ready wooded homesite in desirable Pine Township. This approximately 1.5 plus acre parcel offers privacy and natural surroundings while still being conveniently located near Chesterton, major highways, and the Indiana Dunes. Significant due diligence work has already been completed, including wetland delineation, septic feasibility investigation, and site planning identifying a viable

  Christina Lee The Lyons Group Real Estate

  313 E 1307 North Rd, Chesterton, IN 46304
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  /18

  $268,000

  • 3 Beds
  • 1 Bath
  • 1,472 Sq Ft

  1125 Indiana 49, Chesterton, IN 46304

  Unbeatable Location Near the Stunning Shores and Trails of the Indiana Dunes National Park!!! This Newly Updated Ranch Sits on a Spacious Quarter- Acre Lot with Serene Wooded Backyard views. Home Features Include an Open Concept Layout, Freshly Painted Throughout, 3 Bedrooms, a Beautifully Updated Kitchen with Marble Countertops- All Appliances Included! All New Mechanicals -Including a New

  Jamie Bond Listing Leaders

  1125 Indiana 49, Chesterton, IN 46304
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  /24

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  225 Jefferson Ave, Chesterton, IN 46304

  This Turn of the Century Two Story located in Chesterton's Historic District has so much curb appeal. There is a 2.5 car newer garage, pvc fenced yard and a privacy fenced HOT TUB....nicely landscaped with mature fruit trees. Interior features 9' ceiling height, hardwood floors, spacious formal living and dining rooms, an enclosed front and back porch and large kitchen pantry. Bedrooms have

  Cheryl Bonin CHERYL Real Estate Services, L

  225 Jefferson Ave, Chesterton, IN 46304
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  /49

  $739,999

  • 5 Beds
  • 6 Baths
  • 4,698 Sq Ft

  1874 Catkin Cir, Chesterton, IN 46304

  Motivated Seller! Rare related-living home with private pool in Chesterton. Flexible related living meets private staycation living in this expansive 4,600+ sq. ft. home located in the sought-after Tamarack subdivision. Thoughtfully designed for multi-generational living, hybrid work, and long-term flexibility, the home features a finished basement that functions as a private suite with direct

  Terri Recker @properties/Christie's Intl RE

  1874 Catkin Cir, Chesterton, IN 46304
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  /24

  $449,000

  • 3 Beds
  • 3 Baths
  • 2,952 Sq Ft

  2307 Legend Cir, Chesterton, IN 46304

  Absolutely beautiful 3/3 townhome offering in the ever-popular Village Green of Coffee Creek! This amazing ranch layout has nearly 3000 fin sq ft of living space. Upon entering, you are greeted with an airy, bright, and modern open-concept bed2/living/dining/kitchen, all moving towards the spacious 19x14 deck for your outdoor relaxation. This main level concludes with the cozy master suite,

  Michelle Gilbertsen McColly Real Estate

  2307 Legend Cir, Chesterton, IN 46304
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  /73

  $674,900 New Construction

  • 5 Beds
  • 4 Baths
  • 4,245 Sq Ft

  1010 Preserve Ln, Chesterton, IN 46304

  Stunning Brand New Home in The Preserves of Chesterton READY NOW!! Welcome to this exquisite, never-occupied residence nestled in the highly sought-after community of The Preserves of Chesterton. Built by a renowned builder who has proudly earned the Builder of the Year award for 12 consecutive years! This exceptional 4,200-square-foot home offers unparalleled craftsmanship and modern luxury.

  Holly Fisher Bach Investment Group

  1010 Preserve Ln, Chesterton, IN 46304
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  /21

  $529,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,241 Sq Ft

  2152 Redwood Ln, Chesterton, IN 46304

  Construction beginning March 2026-ready for move-in late summer! Introducing The Carmela floor plan! Boasting 4 bedrooms, 2.5 baths, main floor office, upstairs laundry room, and all 4 bedrooms have their own walk in closets! This fantastic floor plan checks every box! There's still time to make your own selections! On the main floor you'll find a convenient office, cozy living room with

  Michelle Renninger Better Homes and Gardens Real

  2152 Redwood Ln, Chesterton, IN 46304
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  /3

  $50,000

  • Land
  • 0.24 Acre
  • $208,333 per Acre

  45 Karner Ct, Chesterton, IN 46304

  Phase 3 of The Preserve is now ready for you to build your dream home! Lot 87 in a Cul-de-Sac with beautiful nature surrounding it in one of Chesterton's newest neighborhoods. Close to the Indiana Dunes State Park, South Shore Train, Chesterton High School, and Indiana Toll Road

  Amy Kooi-Day Better Homes and Gardens Real

  45 Karner Ct, Chesterton, IN 46304
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  /5

  $559,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  2218 Pradera Trail, Chesterton, IN 46304

  Introducing The Chestnut!This brand-new ranch model is under construction, and there's still time to personalize your finishes! Offering 3 bedrooms, 2 bathrooms, an open-concept kitchen with a large island, an unfinished basement, and a 3-car garage, this home is designed with both style and functionality in mind. Already featuring premium upgrades like LP siding, you'll also have hundreds of

  Madison Young Brokerworks Group

  2218 Pradera Trail, Chesterton, IN 46304
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  /9

  $279,999

  • Land
  • 0.53 Acre
  • $528,300 per Acre

  1441 Nelson Dr, Chesterton, IN 46304

  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,

  Ali Fowler Seramur Properties, LLC

  1441 Nelson Dr, Chesterton, IN 46304
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  /44

  $349,900

  • 3 Beds
  • 2.5 Baths
  • 2,167 Sq Ft

  1346 Essex Dr, Chesterton, IN 46304

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath home offering 2,167 sq ft of comfortable living in the heart of Porter! All three bedrooms are conveniently located upstairs, including a spacious primary suite complete with its own en suite bathroom and two separate closet areas. The additional bedrooms are generously sized, perfect for family, guests, or a dedicated home office. Enjoy

  Jarrod Carr @properties/Christie's Intl RE

  1346 Essex Dr, Chesterton, IN 46304
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  /22

  $289,000

  • 4 Beds
  • 2.5 Baths
  • 1,976 Sq Ft

  1198 Old Porter Rd, Chesterton, IN 46304

  Cute sprawling 4 bed, 2 1/2 bath manufactured ranch home on a crawl on over 1/2 acre lot in Porter waiting on new owners! Privacy awaits with the master bed with a walk-in closet and ensuite bath separated from the other 3 beds. Dining room is converted into a 5th bed which can be easily transformed back into a dining room with a removable 3/4 unattached wall. The eat-in kitchen has plenty of

  Lois Hanna McColly Real Estate

  1198 Old Porter Rd, Chesterton, IN 46304
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  /12

  $97,000

  • Land
  • 0.88 Acre
  • $109,704 per Acre

  133 Michael Dr, Chesterton, IN 46304

  Create the possible! These, in town, Duneland Cove lots have municipal water and sewer, gas and electric available. Convenient easy transit to highways, rails, shopping, schools, parks, playgrounds and within minutes to our beautiful Lake Michigan shoreline beaches, parks and trails. All permits required, No HOA, covenants and restrictions apply.

  Patty Raffin McColly Real Estate

  133 Michael Dr, Chesterton, IN 46304
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  /21

  $285,000

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  305 E Jackson St, Chesterton, IN 46304

  Welcome Home to this Beautifully Renovated Open-Concept Ranch, Ideally Located Within Minutes from the Breathtaking Beaches and Trails of Indiana Dunes National Park and Indiana Dunes State Park. This Move-In Ready Home Offers Over 1400 Finished Square Feet of Thoughtfully Updated Living Space, Featuring 3 Spacious Bedrooms Plus a Versatile Den/Office-Perfect for Remote Work. A Playroom, or Guest

  Jamie Bond Listing Leaders

  305 E Jackson St, Chesterton, IN 46304
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  /41

  $899,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,850 Sq Ft

  2179 W 1100 N, Chesterton, IN 46304

  The sought-after Madeleine Model is now available! 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

  Madison Young Brokerworks Group

  2179 W 1100 N, Chesterton, IN 46304
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  /39

  $349,900

  • 3 Beds
  • 2 Baths
  • 2,965 Sq Ft

  1012 N Meridian Rd, Chesterton, IN 46304

  TIMELESS ALL-BRICK RANCH WITH AN AFTERNOON SUN DRENCHED 20 x 24 SUN ROOM! Discover the perfect blend of classic elegance on a serene 0.83-acre lot. This 3-bedroom, 2-bathroom gem offers ultimate peace of mind with a whole-house generator (new in 2023), a new septic system (2016), 2 furnaces, 2 AC units, 2 sump pumps, and a newer water filtration system. The heart of the home is the spectacular 20

  Tami Bianco @properties/Christie's Intl RE

  1012 N Meridian Rd, Chesterton, IN 46304
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  /2

  $549,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,820 Sq Ft

  2350 Pradera Trail, Chesterton, IN 46304

  New Spec home to begin construction! Still time to choose your finishes! Introducing the Aspen on Lot 4 in 1100 Woods! This is proposed construction with a 2026 building completion date. Located in the heart of Chesterton across from Dogwood Park and the Prairie Duneland Trail. The Aspen model is ideal for those looking for a primary ensuite on main level with walk in closet, a large kitchen

  Madison Young Brokerworks Group

  2350 Pradera Trail, Chesterton, IN 46304

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