Chesterton, IN Homes for Sale under $400,000

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  /21

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,194 Sq Ft

  206 Fieldstone Dr, Chesterton, IN 46304

  Welcome to this well-maintained 2-bedroom, 1.75-bath condo in the desirable Summer Tree community! Offering the convenience of low-maintenance living, this home is perfect for those looking to spend less time on upkeep and more time enjoying life. The thoughtfully designed ranch floor plan provides comfortable living spaces, spacious bedrooms, and the convenience of two bathrooms. Lawn care and

  

  Lisa Gaff

  White Hat Realty Group, LLC

  206 Fieldstone Dr, Chesterton, IN 46304
• Explore Chesterton

• 

  

  

  /3

  $125,000

  • Land
  • 4 Acres
  • $31,250 per Acre

  860 Quail Ridge Cir, Chesterton, IN 46304

  Welcome to the undeveloped phase of the desirable Hunters Glen Subdivision in Porter, Indiana--an excellent opportunity for builders or investors. This offering includes 8 spacious, wooded lots plus 2 additional parcels designated for roads and drainage infrastructure. Nestled in a peaceful, natural setting, this subdivision combines privacy with convenience. With easy access to I-94 and the

  

  Paul Boyter

  McColly Real Estate

  860 Quail Ridge Cir, Chesterton, IN 46304
• 

  

  

  /5

  $124,999

  • Land
  • 25,700 Sq Ft
  • $211,863 per Acre

  0 W Leewater Ave Unit NRA842379, Chesterton, IN 46304

  Discover the perfect setting to build your dream home on this beautiful 0.60-acre wooded homesite in the highly desirable lakeside community of Beverly Shores. Nestled among mature trees and the area's iconic rolling dunes, this property offers the ideal blend of privacy, natural beauty, and an unbeatable location. Surrounded by the breathtaking landscapes of Indiana Dunes National Park, you'll

  

  Jason Moon

  Trueblood Real Estate, LLC

  0 W Leewater Ave Unit NRA842379, Chesterton, IN 46304
• 

  

  

  /23

  $249,000

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  1717 Crocker St, Chesterton, IN 46304

  Move-in ready with built-in upside, this fully remodeled 11/2-story home offers three bedrooms and two full bathrooms. The basement bedroom and bathroom will be completed before closing. Recent improvements include new roof shingles, windows, doors, trim, abundant kitchen cabinets and countertops, whirlpool tub, waterproof vinyl plank flooring throughout, and central air conditioning. Enjoy

  

  Paul Boyter

  McColly Real Estate

  1717 Crocker St, Chesterton, IN 46304
• 

  

  

  /50

  $399,500

  • 3 Beds
  • 3 Baths
  • 2,332 Sq Ft

  1776 Indian Boundary Rd, Chesterton, IN 46304

  Bring your offer!!! Calling all buyers, contractors, and investors who see potential where others see projects. Some pictures are AI generated. See what the potential is when changing out the paint, carpet, laundry room flooring and stainless appliances. This 3-bed, 3-bath ranch home on a 0.77 acre lot in Chesterton is a rare chance to build instant equity in one of Northwest Indiana's most

  

  Lisa Gaff

  White Hat Realty Group, LLC

  1776 Indian Boundary Rd, Chesterton, IN 46304
• 

  

  /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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  /26

  $269,000

  $6K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,445 Sq Ft

  318 Village Square, Chesterton, IN 46304

  Charming Duneland Schools Townhome: Welcome home to 318 Village Square, a beautifully maintained 3-bedroom, 1.75-bath townhome tucked inside The Village in Burns Harbor -- Northwest Indiana's award-winning, walkable neighborhood.This low-maintenance townhome offers the perfect blend of comfortable everyday living and small-town charm, all within the highly rated Duneland School District. Step

  

  Lisa Gaff

  White Hat Realty Group, LLC

  318 Village Square, Chesterton, IN 46304
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  /8

  $399,000

  New Construction Open Fri 12PM - 4PM $31K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,289 Sq Ft

  1178 Putman Place, Chesterton, IN 46304

  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 refrigerator and freezer, a coffee bar, and an expansive island, this move-in-ready property is perfect for those seeking sleek and convenient living. Featuring a main floor bedroom and two additional bedrooms upstairs, as well as a

  

  Lisa Gaff

  White Hat Realty Group, LLC

  1178 Putman Place, Chesterton, IN 46304
• 

  

  /9

  $180,000

  • 3 Beds
  • 1 Bath
  • 825 Sq Ft

  359 Strongbow Trail, Chesterton, IN 46304

  This house is located in a quite neighborhood. This is a fixer up property. At this price this property is a steal. Kitchen and bathroom was remodeled in the recent past.

  Craig Hinchman McColly Real Estate

  359 Strongbow Trail, Chesterton, IN 46304
• 

  

  /21

  $269,900

  $14K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,204 Sq Ft

  515 S Park Dr, Chesterton, IN 46304

  Dianne Cline McColly Real Estate

  515 S Park Dr, Chesterton, IN 46304
• 

  

  /35

  $368,999

  Open Sat 12PM - 2PM $6K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,282 Sq Ft

  303 E Porter Ave, Chesterton, IN 46304

  Welcome to this charming, updated home located in the highly sought-after Morgan Park neighborhood! This move-in-ready home features new carpet throughout, fresh interior paint, new bathroom floor and major updates completed within the last 10 years, including the roof, furnace, air conditioning, and electrical system. With over 2,200 square feet of living space, this home offers four spacious

  Lacey Lafata McColly Real Estate

  303 E Porter Ave, Chesterton, IN 46304
• 

  

  /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

  $235,700

  $4K PRICE DROP

  • 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
• 

  

  /12

  $101,000

  $5K PRICE INCREASE

  • 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
• 

  

  /25

  $295,000

  $4K PRICE DROP

  • 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
• 

  

  /17

  $186,500

  $4K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,165 Sq Ft

  1913 David Dr, Chesterton, IN 46304

  Welcome Home! This 2 Bedroom 1.75 Bath main floor condo, has been meticulous updated and is ready for a new owner. Inside you will find newer flooring, kitchen cabinets, countertops, bathrooms, as well as newer stainless steel kitchen appliances. Main floor living at its finest! Outside you will find a patio that overlooks a large pond. This home is complete with a 1 car garage , with shelving

  Edwin Negron BluKey Realty

  1913 David Dr, Chesterton, IN 46304
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  /19

  $360,000

  • 3 Beds
  • 2.5 Baths
  • 1,979 Sq Ft

  803 Olde Towne Square, Chesterton, IN 46304

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath home in desirable Olde Towne Square! This spacious 2-story home offers an open-concept main level with a generous kitchen featuring ample cabinet and counter space, newer stove, and easy flow into the dining and living areas. The upper level features a large primary suite with walk-in closet and private bath, along with two additional

  Gina Florian Realty Executives Premier

  803 Olde Towne Square, 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
• 

  

  /5

  $259,000

  • Land
  • 36,067 Sq Ft
  • $312,802 per Acre

  1711 Littler Dr, Chesterton, IN 46304

  Gorgeous lot located in the gated Sand Creek community and ready for your dream home! Enjoy a beautiful setting with added privacy and access to neighborhood amenities. Situated in the highly sought-after Duneland School District, this is a fantastic opportunity to build in a desirable location. Bring your builder and start planning today!

  Cara Warren eXp Realty, LLC

  1711 Littler Dr, Chesterton, IN 46304
• 

  

  /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
• 

  

  /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
• 

  

  /21

  $300,000

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  829 Johnson St Unit A, Chesterton, IN 46304

  This charming 4-bedroom, 2 1/2-bathroom two-story home is located in a quiet, neighborhood and offers the perfect blend of comfort and value. Featuring a spacious layout with plenty of natural light, this home is ideal for anyone looking for ample space. Recent major updates include a brand-new roof, new furnace, and new air conditioner, providing peace of mind for years to come. Enjoy the

  Karisa Marek New Chapter Real Estate

  829 Johnson St Unit A, Chesterton, IN 46304
• 

  

  /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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  /47

  $364,900

  $15K PRICE DROP

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

  3624 Fairway Dr, Chesterton, IN 46304

  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 comfortable living space on a generously sized corner lot. Inside, you'll find soaring vaulted ceilings, beautiful bamboo hardwood flooring, multiple living areas that provide flexibility for everyday living and entertaining, and a

  Geremy Rinker @properties/Christie's Intl RE

  3624 Fairway Dr, Chesterton, IN 46304
• 

  

  /32

  $239,000

  • 3 Beds
  • 1 Bath
  • 825 Sq Ft

  405 Strongbow Trail, Chesterton, IN 46304

  This bright and airy, beautifully updated and completely remodeled three bedroom ranch is move- in ready today! Amazing creativity and attention to detail is evident from the moment you enter. The gorgeous vinyl plank flooring and modern neutral color palette are perfect for any decor. The spacious living room has a vaulted ceiling, eye-catching shiplap wall and decorative transom windows. The

  Nick Landers Coldwell Banker Realty

  405 Strongbow Trail, Chesterton, IN 46304
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  /37

  $389,900

  • 4 Beds
  • 2 Baths
  • 2,143 Sq Ft

  229 E Beam St, Chesterton, IN 46304

  Step into timeless charm with this completely renovated modern farmhouse inspired Cape Cod, where historic character meets modern luxury! This breathtaking 4-bedroom, 2-bath home features an open-concept design centered around a stunning kitchen with quartz countertops, a spacious pantry, new stainless steel appliances, oversized counter with seating, and an adjoining formal dining room perfect

  Wendy Hammonds Key Realty Indiana, LLC

  229 E Beam St, Chesterton, IN 46304
• 

  

  /17

  $100,000

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

  1300 N, 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

  1300 N, Chesterton, IN 46304
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  /33

  $307,500

  $12K 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
• 

  

  /20

  $274,500

  $16K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  322 Village Square, Chesterton, IN 46304

  Beautiful two-story townhome located in the desirable Chesterton School District! This well-maintained home features 3 spacious upper-level bedrooms, each equipped with ceiling fans and ample closet space. The main level offers a convenient laundry room with additional storage cabinets, a spacious living room with a cozy fireplace, and a beautifully designed kitchen with dining area, Corian

  Tysheea Liggins McColly Real Estate

  322 Village Square, Chesterton, IN 46304
• 

  

  /23

  $309,900

  $39K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft

  769 S Calumet Rd, Chesterton, IN 46304

  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

  Carla Ebert-Kienitz Century 21 Circle

  769 S Calumet Rd, Chesterton, IN 46304
• 

  

  /27

  $364,999

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

  117 Washington Ave, Chesterton, IN 46304

  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 bathrooms, and 3 inviting fireplaces, creating the perfect blend of comfort, warmth, and timeless charm. The thoughtfully designed floor plan provides generous living spaces ideal for both everyday living and entertaining guests.

  Daniel Meyer Listing Leaders

  117 Washington Ave, Chesterton, IN 46304
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  /34

  $345,000

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,592 Sq Ft

  1395 Waverly Rd, Chesterton, IN 46304

  Set on nearly an acre and within 5 minutes of the Indiana Dunes National Lakeshore, this well-maintained and spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort, flexibility, and convenience to parks, beaches and transportation. With its location and layout, it presents not only as a wonderful single family home but also an excellent investment opportunity as a vacation home or

  Tina Raffin McColly Real Estate

  1395 Waverly Rd, Chesterton, IN 46304
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  /29

  $309,000

  • 4 Beds
  • 3 Baths
  • 1,788 Sq Ft

  1412 Essex Dr, Chesterton, IN 46304

  Welcome to this 4-bedroom, 3-bathroom tri-level home located in the Porter Cove neighborhood of Chesterton. The upper level features three bedrooms, including the primary suite with its own private ensuite bathroom, while the lower level offers a fourth bedroom, an additional living room, and a newly finished third bathroom with a walk-in shower and glass doors, creating a flexible space for

  Natalie Martin Listing Leaders

  1412 Essex Dr, Chesterton, IN 46304
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  /28

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft

  1592 Harrington Ave, Chesterton, IN 46304

  Enjoy the sights and sounds of nature and easy living in this charming 2 bedroom, 2 bath ranch home located on the edge of Morgan's Corner near the Coffee Creek watershed. Relax with your morning coffee on the inviting covered front porch looking out to a peaceful wooded setting. Step inside to a welcoming foyer with a convenient coat closet. A versatile front bedroom, perfect as a guest room or

  Tina Raffin McColly Real Estate

  1592 Harrington Ave, Chesterton, IN 46304
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  /9

  $220,000

  • Land
  • 1.07 Acres
  • $205,607 per Acre

  1909 Chamborde Ln, Chesterton, IN 46304

  WOW! Beautiful new lots in the NEWEST part of Sand Creek. Located in the gated community! Schedule your tour today! Lot 2 is located on the East Side of Chamborde Lane and is the 2nd lot in on the left as you enter the street. 1.07 Acres. Contact for gate code to tour.

  Stefanie Neal BHHS Indiana Realty

  1909 Chamborde Ln, Chesterton, IN 46304
• 

  /2

  $374,000

  • Land
  • 10.1 Acres
  • $37,030 per Acre

  Tbd County Road 1050 N, Chesterton, IN 46304

  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 Burns Harbor, this property provides tremendous access to all region highways such as I-94, Hwy 20 and Hwy 12. Buyer to verify site for intended use. Property surrounds the Springdale retention pond and has inlets for storm sewers

  Matt Evans RE/MAX Lifestyles

  Tbd County Road 1050 N, Chesterton, IN 46304
• 

  

  /9

  $279,999

  • Land
  • 23,086 Sq Ft
  • $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
• 

  

  /26

  $359,900

  $15K PRICE INCREASE

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft

  2342 Westwood Ln, Chesterton, IN 46304

  Move-in ready and loaded with updates, this turn-key tri-level offers the space, style, and location today's buyers are searching for. Situated in the award-winning Duneland School District, you'll enjoy being just minutes from downtown Chesterton, the Indiana Dunes National Park, Lake Michigan beaches, the South Shore Line, Coffee Creek Preserve, shopping, dining, and major commuter routes.

  Melissa Capellari Coldwell Banker Real Estate Gr

  2342 Westwood Ln, Chesterton, IN 46304
• 

  

  /15

  $167,000

  • 2 Beds
  • 1 Bath
  • 962 Sq Ft

  1100 Saratoga Ln, Chesterton, IN 46304

  Maintenance-Free Living at Its Best! Welcome home to this beautifully maintained main-level ranch-style condominium offering comfort, convenience, and an unbeatable location. This inviting home features 2 bedrooms and 1 beautifully remodeled bathroom, along with a warm and welcoming living room highlighted by a cozy fireplace and sliding glass doors leading to the patio--perfect for relaxing or

  Kelly White McColly Real Estate

  1100 Saratoga Ln, Chesterton, IN 46304
• 

  

  /12

  $125,000

  • Land
  • 1.32 Acres
  • $94,575 per Acre

  898 Lot 131 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

  898 Lot 131 Michael Dr, Chesterton, IN 46304

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