Newest Homes for Sale in Chesterton, IN

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  /40

  $399,990

  • 3 Beds
  • 4 Baths
  • 2,425 Sq Ft

  504 Oakwood Dr, Chesterton, IN 46304

  Welcome to 504 Oakwood Drive in Chesterton! This beautifully maintained home offers the perfect blend of comfort, space, and functionality in a desirable neighborhood. From the moment you arrive, you'll appreciate the inviting curb appeal, mature landscaping, and pride of ownership throughout. Inside, you'll find bright and spacious living areas, an updated kitchen with ample cabinetry and

  Isaiah Williams Trueblood Real Estate, LLC

  504 Oakwood Dr, Chesterton, IN 46304
• Explore Chesterton

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  /31

  $320,000

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,844 Sq Ft

  590 E Oak Hill Rd, Chesterton, IN 46304

  Step inside to discover a bright, airy open-concept layout engineered for effortless living and seamless entertaining. 1,844 square feet of functional single-story design, this ranch includes four bedrooms and two full bathrooms, one of which in the primary is a suite dream ensuring great comfort and privacy for the entire household. The exterior is equally impressive. A standout feature is the

  Audrey Lemmons Coldwell Banker Realty

  590 E Oak Hill Rd, Chesterton, IN 46304
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  /22

  $339,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,419 Sq Ft

  1248 Dogwood Dr, Chesterton, IN 46304

  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,

  Jamie Bond Listing Leaders

  1248 Dogwood Dr, Chesterton, IN 46304
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  /24

  $240,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  355 S Boo Rd, Chesterton, IN 46304

  Gorgeous renovated home top to bottom! The front door opens up to the Living room complete with beautiful hardwood floors. The kitchen features lots of cabinets, Quartz counters. New stainless steel appliances are included! The main level family room is a cozy place to relax with vaulted ceilings! Master Bedroom and bath with Patio sliding door to a 20x12 concrete patio. Great location for the

  Brian Waters Mentor Listing Realty, Inc.

  355 S Boo Rd, Chesterton, IN 46304
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  /46

  $649,900

  • 4 Beds
  • 3.5 Baths
  • 2,878 Sq Ft

  1591 Hogan Ave, Chesterton, IN 46304

  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 exceptional golf course views. A grand foyer welcomes you into a thoughtfully designed floor plan featuring a private home office, formal dining room, and inviting living room anchored by a cozy fireplace and expansive windows

  Stefanie Neal BHHS Indiana Realty

  1591 Hogan Ave, Chesterton, IN 46304
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  /3

  $575,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,173 Sq Ft

  801 Ashwood Ln, Chesterton, IN 46304

  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 baths and a 3-car garage, all situated on a desirable corner lot. Step inside to a spacious foyer featuring a private office and convenient half bath before entering the impressive open-concept living space. The great room

  

  Tonia Dragon

  Better Homes and Gardens Real

  801 Ashwood Ln, Chesterton, IN 46304
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  /68

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 4,361 Sq Ft

  1712 Snead Ave, Chesterton, IN 46304

  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 Creek. Backing to tranquil water with desirable southern exposure, this exceptional property is filled with natural light while offering peaceful views from two rear patios. Designed for both comfortable living and effortless

  Danelisse Hill Realty Executives Premier

  1712 Snead Ave, Chesterton, IN 46304
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  /24

  $449,900

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  2645 W 1100 N, Chesterton, IN 46304

  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 on the covered patio surrounded by the sights and sounds of nature, or gather your guests around a fire pit in the secluded backyard. With no HOA and plenty of land, there is the opportunity to craft your vision on this exceptional

  Debra Lightfoot McColly Real Estate

  2645 W 1100 N, Chesterton, IN 46304
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  /27

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,131 Sq Ft

  252 S 21st St, Chesterton, IN 46304

  Welcome to 252 S 21st St in Chesterton! This well-maintained home offers valuable updates, flexible living space, and outstanding garage/storage options, all tucked away at the end of a cul-de-sac. When you walk through the front door, you'll notice the vinyl flooring and open floor plan, with the floors flowing naturally into the kitchen and dining area. The renovated bathrooms provide a modern,

  Cody Potocki Prestige Midwest Realty, LLC

  252 S 21st St, Chesterton, IN 46304
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  /32

  $434,900

  • 4 Beds
  • 2.5 Baths
  • 2,031 Sq Ft

  1452 Gossett Mill Ave, Chesterton, IN 46304

  Take a look at this beautifully maintained two-story home located just minutes away from the Indiana Dunes National Lakeshore, easy access to commuting, close to shopping, and located within the DUNELAND school corporation! This home features 4 bedrooms, 2.5 bathrooms, and over 2000 finished square feet with a full unfinished basement, FENCED-IN YARD, and custom landscaping with tons of plantings

  Alex Nickla Realty Executives Premier

  1452 Gossett Mill Ave, Chesterton, IN 46304
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  /3

  $199,900

  • Land
  • 10.1 Acres
  • $19,792 per Acre

  62 W 1000 N, Chesterton, IN 46304

  10 Acre Estate Lot in Unincorporated Porter County. Lot A of a recorded, approved 5 lot subdivision Branham Meadows AVAILABLE in Chesterton, Indiana. This platted homesite offers approximately 340 feet of frontage on 1000 N and a deep 1,294-foot lot, ideal for a custom home, hobby farm, or long-term land investment in Northwest Indiana's Duneland area. The plat is recorded and approved, giving

  Justin Berggren Coldwell Banker Market Connect

  62 W 1000 N, Chesterton, IN 46304
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  /3

  $199,900

  • Land
  • 10.1 Acres
  • $19,792 per Acre

  76 W 1000 N, Chesterton, IN 46304

  10 Acre Estate Lot in Unincorporated Porter County, Chesterton IN. Lot C of a recorded, approved 5 lot subdivision Branham Meadows. All lots are conventionally shaped rectangular/square for ideal residential development with no trees to clear! This platted homesite offers approximately 340 feet of frontage on 1000 N and a deep 1,294-foot lot, ideal for a custom home, hobby farm, or long-term land

  Justin Berggren Coldwell Banker Market Connect

  76 W 1000 N, Chesterton, IN 46304
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  /3

  $199,900

  • Land
  • 11.11 Acres
  • $17,993 per Acre

  981 N 100 W, Chesterton, IN 46304

  Get Away From The Crowd with this 11 acre Estate Lot in beautiful rural setting located in Unincorporated Porter County, Chesterton IN, away from neighbors but close to town and highway access! Lot E of a recorded, approved 5 lot subdivision. This platted homesite offers approximately 500 feet of frontage on 100 W and a deep 1,050 foot lot, ideal for a custom home, hobby farm, or long-term land

  Justin Berggren Coldwell Banker Market Connect

  981 N 100 W, Chesterton, IN 46304
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  /6

  $115,000

  • Land
  • 2.76 Acres
  • $41,667 per Acre

  0 Haglund Rd Unit NRA842106, Burns Harbor, IN 46304

  Prime 2.76 acre parcel in Burns Harbor with unbeatable proximity to the Indiana Dunes National Lakeshore and major transportation routes. Whether you're planning a custom build or exploring investment potential, this lot offers space, location, and flexibility. Minutes from beaches, trails, shopping, and commuter highways -- a strategic spot in a rapidly growing area.

  Steven Wilson Century 21 Alliance Group

  0 Haglund Rd Unit NRA842106, Burns Harbor, IN 46304
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  /3

  $199,900

  • Land
  • 10.1 Acres
  • $19,791 per Acre

  84 W 1000 N, Chesterton, IN 46304

  10 acre ESTATE LOT parcel in newly subdivided Branham Meadows in UNINCORPORATED Porter County, CHESTERTON, IN. Lot D of a recorded, approved 5 lot subdivision. This platted homesite offers approximately 516 feet of frontage on 1000 N and a deep 903 foot lot, ideal for a custom home, hobby farm, or long-term land investment in Northwest Indiana's Duneland area. The plat is recorded and approved,

  Justin Berggren Coldwell Banker Market Connect

  84 W 1000 N, Chesterton, IN 46304
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  /42

  $585,000

  • 4 Beds
  • 4 Baths
  • 3,893 Sq Ft

  180 Primrose Cir, Chesterton, IN 46304

  This custom built, one owner home is it! Enjoy your beautifully covered full front porch on the radius of Primrose Circle. This dream home location incorporates a circular flow with large public spaces. Kitchen, living, dining, sitting rooms and 1/2 bath flow seamlessly together spilling out into the screened-in porch which steps onto the connecting deck. Efficiency is also a factor with the

  Patty Raffin McColly Real Estate

  180 Primrose Cir, Chesterton, IN 46304
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  /50

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 2,970 Sq Ft

  1089 N 200 W, Chesterton, IN 46304

  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 acres. You will notice quality craftsmanship & attention to detail throughout the home. Surrounded by mature trees and abundant wildlife, the property features a cleared walking trail, a dedicated hunting area, a cozy fire pit, an

  Lauren Piazza Realty Executives Premier

  1089 N 200 W, Chesterton, IN 46304
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  /3

  $199,900

  • Land
  • 10.1 Acres
  • $19,792 per Acre

  68 W 1000 N, Chesterton, IN 46304

  10 Acre Estate Lot in unincorporated Porter County, rural Chesterton IN. Lot B of a recorded, approved 5 lot subdivision Branham Meadows. This platted homesite is a conventional rectangular lot with no trees to clear! The site offers approximately 340 feet of frontage on 1000 N and a deep 1,294-foot lot, ideal for a custom home, hobby farm, or long-term land investment in Northwest Indiana's

  Justin Berggren Coldwell Banker Market Connect

  68 W 1000 N, Chesterton, IN 46304
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  /33

  $340,000

  • 4 Beds
  • 2 Baths
  • 2,760 Sq Ft

  131 Westchester Ct, Chesterton, IN 46304

  Welcome home to this spacious 4-bedroom, 2-bathroom home situated on nearly half an acre in a peaceful, wooded setting right in the heart of town. The finished walk-out basement provides additional living space with direct access to the backyard, while the expansive back deck is perfect for entertaining or simply relaxing and enjoying the serene surroundings. All appliances are included, making

  

  Paul Boyter

  McColly Real Estate

  131 Westchester Ct, Chesterton, IN 46304
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  /23

  $330,000

  • 2 Beds
  • 1.5 Baths
  • 1,208 Sq Ft

  67 W 1050 N, Chesterton, IN 46304

  Located on just under 2.5 acres in Chesterton, this property is surrounded by mature trees. A long driveway leads to the home, which is set back from the road for added privacy. Recent improvements include new vinyl flooring installed in 2025 and a brand-new roof in 2026. All kitchen appliances are included. Additional features include an attached garage and a convenient combined laundry room and

  Alissa Johns @properties/Christie's Intl RE

  67 W 1050 N, Chesterton, IN 46304
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  /30

  $330,000

  • 4 Beds
  • 2.5 Baths
  • 1,755 Sq Ft

  892 Essex Dr, Chesterton, IN 46304

  Welcome to this beautifully maintained 4-bedroom, 2.5-bath home in the desirable Porter Cove neighborhood! This spacious tri-level home offers a functional layout with plenty of room for both everyday living and entertaining. The main level features a bright and inviting living room, along with an open kitchen and dining area, creating the perfect space for gathering with family and friends.

  Matt Dorsch Trueblood Real Estate

  892 Essex Dr, Chesterton, IN 46304
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  /5

  $389,000

  • Land
  • 1.44 Acres
  • $270,139 per Acre

  1022 N Old State Rd 49, Chesterton, IN 46304

  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. Across Highway 49 you will find Culver's, AJ's Pizza, Popeye's, Dunkin Donuts, Hilton Garden Inn, Bob Evans, and multiple medical and office buildings.

  

  Paul Boyter

  McColly Real Estate

  1022 N Old State Rd 49, Chesterton, IN 46304
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  /38

  $869,900

  • 4 Beds
  • 4.5 Baths
  • 4,299 Sq Ft

  1035 Kilarney Rd, Chesterton, IN 46304

  Behind the gates of prestigious Sand Creek, this beautiful custom residence blends timeless architecture with thoughtfully curated designer updates, creating a home that is both elegant and inviting. Rich hardwood flooring, extensive millwork, designer selected custom lighting, and refined finishes elevate every space while offering exceptional comfort. At the heart of the home, the fully

  Stefanie Neal BHHS Indiana Realty

  1035 Kilarney Rd, Chesterton, IN 46304
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  /30

  $245,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft

  1796 Texas St, Chesterton, IN 46304

  ESTATE SALE - OPPORTUNITY KNOCKS! Bring your design ideas to this rare, ranch-style end-unit townhome in Chesterton's desirable Park View Place! This 2-bedroom, 2-full-bath "Jewel" features a phenomenal open-concept layout highlighted by soaring cathedral ceilings and an abundance of natural light. The massive primary suite is a true retreat, boasting a huge master bath with a Shower and a large

  Silvia Fonseca Coldwell Banker Realty

  1796 Texas St, Chesterton, IN 46304
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  /22

  $117,500

  • Land
  • 20,908 Sq Ft
  • $244,792 per Acre

  1941 Bramble Trace, Chesterton, IN 46304

  Rare Opportunity. Prime Location. Desirable Homesite. Exceptional Value. Bring your own builder and create the custom home you've always envisioned on this premium half-acre homesite in the prestigious gated community of Sand Creek. Ideally positioned near the cul-de-sac at Bramble Trace and Kilarney Court, this exceptional lot offers serene views of the newly developed waterway and fountain,

  Stefanie Neal BHHS Indiana Realty

  1941 Bramble Trace, Chesterton, IN 46304
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  /42

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 1,941 Sq Ft

  397 E 1300 N, Chesterton, IN 46304

  Trade traffic for trailheads and design a home that completely reflects your soul. Tucked away on an expansive 2.03-acre wooded lot in Chesterton, this solid tri-level property is a dream canvas for the visionary buyer ready to bring a high-contrast, moody aesthetic to life. With 2,531 square feet, three bedrooms, and three bathrooms, plus a bonus room, the spacious layout features great

  Shawn Franz Brokerworks Group

  397 E 1300 N, Chesterton, IN 46304
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  /47

  $374,900

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,975 Sq Ft

  3624 Fairway Dr, Chesterton, IN 46304

  Welcome to Golfview Estates! This 4-bedroom, 2-bath quad-level home offers nearly 2,000 square feet of living space on a large corner lot. Features include vaulted ceilings, bamboo hardwood flooring, multiple living areas, a fireplace, and a spacious two-tier deck perfect for entertaining. Conveniently located near the Indiana Dunes, South Shore Line, Prairie Duneland Trail, and major highways

  Geremy Rinker @properties/Christie's Intl RE

  3624 Fairway Dr, Chesterton, IN 46304
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  /27

  $364,999

  • 3 Beds
  • 3 Baths
  • 2,109 Sq Ft

  117 Washington Ave, Chesterton, IN 46304

  Welcome home to this beautifully maintained ranch in the heart of Chesterton! NEW ROOF! Offering 3 bedrooms, 3 bathrooms, and an impressive 3 fireplaces, this spacious home combines comfort, character, and convenience. The thoughtfully designed layout provides plenty of room for everyday living and entertaining alike. Cozy up by one of the fireplaces during Indiana winters or enjoy the ease of

  Daniel Meyer Listing Leaders

  117 Washington Ave, Chesterton, IN 46304
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  /34

  $475,000

  $24K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,809 Sq Ft

  1669 Gossett Mill Ave, Chesterton, IN 46304

  Better than new and loaded with thoughtful upgrades, this beautiful ranch home offers the perfect blend of comfort, convenience, and low-maintenance living. Ideally located near walking trails, restaurants, and everyday amenities, you'll love the lifestyle this location provides. Step inside to discover over 1800 square feet of this open concept floor plan featuring three spacious bedrooms and

  Kelly Royster Blackrock Real Estate Services

  1669 Gossett Mill Ave, Chesterton, IN 46304
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  /28

  $449,900

  • 5 Beds
  • 3.5 Baths
  • 3,225 Sq Ft

  2640 Bogey Blvd, Chesterton, IN 46304

  Welcome to Dogwood Estates! This stunning 4/5-bedroom, 4-bath home is ready for you to make it your own. Featuring newer siding from 2021 that's resistant to mildew, fading, and warping, it also boasts a finished basement with a 5th bedroom or rec room, complete with a wet bar. Upstairs, the spacious master suite offers hardwood floors, a bath with dual sinks, and his-and-hers closets, including

  Marcy Norman Trendsetters Realty, LLC

  2640 Bogey Blvd, Chesterton, IN 46304
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  /33

  $312,500

  $7K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,310 Sq Ft

  701 Pearson Rd, Chesterton, IN 46304

  Nestled on approximately 1.16 acres of beautifully sized grounds, this 3-bedroom, 1.5-bath home offers a distinctive split level mid-century modern-inspired aesthetic clean lines, expansive windows, and an abundance of natural light throughout. The spacious living room features a limestone hearth fireplace, creating a warm focal point for the main living area. The kitchen offers a generous amount

  Matt Evans RE/MAX Lifestyles

  701 Pearson Rd, Chesterton, IN 46304
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  /78

  $1,000,000

  • 5 Beds
  • 5 Baths
  • 5,102 Sq Ft

  1245 Kilarney Rd, Chesterton, IN 46304

  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 appliances, granite countertops, wood floors, carpet, new Spa like master bath, oversized heated 3 car garage, brand new finished basement, and the list goes on. Enjoy relaxing fireside at your secluded backyard oasis this home is an

  Ali Fowler Seramur Properties, LLC

  1245 Kilarney Rd, Chesterton, IN 46304
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  /17

  $342,500

  $8K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,484 Sq Ft

  1622 Port Cove Dr, Chesterton, IN 46304

  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, built in 1999. This well-maintained residence perfectly blends functionality and relaxation in a desirable neighborhood. Step inside to find a spacious and inviting layout. The tri-level design provides excellent separation of

  Brian Manning Listing Leaders

  1622 Port Cove Dr, Chesterton, IN 46304
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  /35

  $259,900

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  704 S 22nd St, Chesterton, IN 46304

  ONLY 10 to 15 MINUTES to LAKE MICHIGAN'S SANDY BEACHES! ENJOY PEACE, QUIET, & SERENITY from your charming 3-bedroom ranch with a detached 1.5-car garage plus off-street parking! This lovely home is set back, away from the roadway. Enjoy soothing, natural views from your back yard & screened porch. Set on a spacious landscaped lot, next to a private, wooded area, this unique home boasts

  Lauren Defauw McColly Real Estate

  704 S 22nd St, Chesterton, IN 46304
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  /51

  $569,000

  • 3 Beds
  • 2.5 Baths
  • 2,822 Sq Ft

  1215 Bostwick Ave, Chesterton, IN 46304

  Like new and absolutely stunning, this beautifully designed ranch home in the heart of Chesterton offers the perfect combination of style, comfort, and low-maintenance living. Professionally decorated by a local interior designer, every room feels Like it was pulled straight from the pages of a magazine. Featuring 3 bedrooms, a finished basement, and exceptional storage throughout, this home

  Ali Fowler Seramur Properties, LLC

  1215 Bostwick Ave, Chesterton, IN 46304
• 

  

  /11

  $216,000

  • 3 Beds
  • 1 Bath
  • 945 Sq Ft

  1025 W Porter Ave, Chesterton, IN 46304

  This adorable 3 bedroom one bath home is ready for new owners. Kitchen has been updated. Quartz counter top with stainless steel sink and appliances. 1.5 car garage and storage shed as well. Yard is fenced. Duneland schools.

  Marcy Norman Trendsetters Realty, LLC

  1025 W Porter Ave, Chesterton, IN 46304
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  /24

  $439,900

  New Construction $60K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,735 Sq Ft

  40 Karner Blue Ct, Chesterton, IN 46304

  New construction home in The Preserve in the Duneland School Corp. This 2,735 square foot home makes an unforgettable impression. Off the foyer, a private den with French doors offers a quiet, refined space for a home office or study, while a discreetly placed powder room at the front of the home adds convenience without interrupting the flow. The heart of the home unfolds into a spacious great

  Allen Edwin Homes Builder

  40 Karner Blue Ct, Chesterton, IN 46304
• 

  

  /25

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  1749 Green Meadow Ln, Chesterton, IN 46304

  Nice, solid all-brick ranch on a desirable corner lot directly across from the high school! This well-maintained home features a spacious eat-in kitchen with newer luxury vinyl hardwood flooring, a formal dining room, and all newer stainless steel appliances included. A built-in doggie door and sliders lead to a privacy-fenced backyard--perfect for pets and entertaining. Major updates include a

  Diana Smoot McColly Real Estate

  1749 Green Meadow Ln, Chesterton, IN 46304
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  /26

  $699,000

  $26K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,983 Sq Ft

  543 Windridge Dr, Chesterton, IN 46304

  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 main level showcases beautiful hardwood floors, a cozy fireplace an open concept living area, a separate den that could be turned into a fifth bedroom and a formal dining room. The well-appointed kitchen offers abundant cabinetry,

  Lana Conroy Coldwell Banker Realty

  543 Windridge Dr, Chesterton, IN 46304
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  /46

  $475,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,444 Sq Ft

  947 Sandpiper Dr, Chesterton, IN 46304

  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, and a 3-car garage, all just minutes from shopping, healthcare, major highways, rail access, and the shoreline beaches of Lake Michigan. The main level's circular floor plan connects the living room, dining room, kitchen, and

  Patty Raffin McColly Real Estate

  947 Sandpiper Dr, Chesterton, IN 46304

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