Newest Homes for Sale in Chesterton, IN

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  /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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  /62

  $649,900

  • 3 Beds
  • 2.5 Baths
  • 2,854 Sq Ft

  1910 Catkin Cir, Chesterton, IN 46304

  Rarely available home in the sought after Tamarack subdivision. Elegant custom-built brick ranch with impressive curb appeal, lush landscaping, and a grand columned entry. Soaring ceilings, arched openings, abundant natural light, and hardwood floors create an inviting interior, while the spacious living room features a fireplace and flows easily into the formal dining room and breakfast area.

  Vince Kisala Coldwell Banker Real Estate Gr

  1910 Catkin Cir, 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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  /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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  /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
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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
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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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  /3

  $714,900

  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 new build 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 option, 9 foot

  Madison Young Brokerworks Group

  2519 Pradera Trail, Chesterton, IN 46304
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  /27

  $263,000

  $7K PRICE DROP

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

  252 S 21st St, Chesterton, IN 46304

  Back on market at no fault of seller! 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

  Cody Potocki Prestige Midwest Realty, LLC

  252 S 21st St, Chesterton, IN 46304
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  /2

  $699,900

  New Construction

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

  1719 S 23rd St, Chesterton, IN 46304

  Welcome to one of out most desirable floorplans in 1100 Woods! This is PROPOSED CONSTRUCTION and we invite you to visit 2179 W 1100 which is the model home for this listing. The Madeleine features a primary ensuite on the main level, a large office/den, a 20 ft foyer and great room and an oversized chefs kitchen with walk in pantry. Upstairs you will find 2 additional bedrooms, full bathroom and

  Madison Young Brokerworks Group

  1719 S 23rd St, Chesterton, IN 46304
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  /2

  $58,000

  • Land
  • 9,147 Sq Ft
  • $276,190 per Acre

  37 Karner Blue Ct, Chesterton, IN 46304

  Phase 3 is now open and ready for building. Lot 91 in one of Chesterton's newest neighborhoods. Conveniently located near the Chesterton High School and close to the South Shore Train, Indiana Toll Road, and Lake Michigan Indiana Dunes State Park. Drive out to see Where Nature is You Neighbor.

  

  Paul Boyter

  McColly Real Estate

  37 Karner Blue Ct, Chesterton, IN 46304
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  /2

  $614,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,880 Sq Ft

  2274 Pradera Trail, Chesterton, IN 46304

  Welcome to 1100 woods! A beautiful community of 35 homes located in the heart of Chesterton and across the street from Dogwood Park and walking distance to the Prairie Duneland trail. The Bassett Grove is PROPOSED CONSTRUCTION on LOT 30.. A 2 story with primary en suite on main level and 2 separate guest bedrooms upstairs with full bathroom. Standard finished include Luxury vinyl Plank flooring,

  Madison Young Brokerworks Group

  2274 Pradera Trail, Chesterton, IN 46304
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  /2

  $599,900

  New Construction

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  2246 Pradera Trail, Chesterton, IN 46304

  Welcome to 1100 woods! A beautiful community of 35 homes located in the heart of Chesterton and across the street from Dogwood Park and walking distance to the Prairie Duneland trail. The Windmill model is PROPOSED CONSTRUCTION on Lot 30. A sprawling ranch with an impressive great room and boasts 4 bedrooms and a full unfinished basement to give you 4,000 sqft of potential living space. Standard

  Madison Young Brokerworks Group

  2246 Pradera Trail, Chesterton, IN 46304
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  /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
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  /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
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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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  /44

  $649,500

  • 3 Beds
  • 3.5 Baths
  • 3,780 Sq Ft

  1429 Calais Ct, Chesterton, IN 46304

  Welcome to 1429 Calais Court, a beautifully maintained paired home nestled in the CHATEAUX DU CHAMBORDE area in the sought-after Sand Creek community of Chesterton. Offering the perfect blend of comfort, convenience, and low-maintenance living, this home is ideal for anyone looking to enjoy a relaxed lifestyle in one of Northwest Indiana's premier neighborhoods. Step inside to find a bright,

  

  Lisa Gaff

  White Hat Realty Group, LLC

  1429 Calais Ct, Chesterton, IN 46304
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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
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  /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
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  /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
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  /45

  $395,000

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,270 Sq Ft

  378 Ballenisle Ct, Chesterton, IN 46304

  Spacious and inviting 4-bedroom, 2.5-bath home conveniently located near the heart of Chesterton, just minutes from the beautiful Indiana Dunes National Park, shopping, dining, and more! This well-maintained home offers plenty of room to spread out with a large living room, formal dining room, and an oversized eat-in kitchen that opens to the cozy family room featuring a gas fireplace. Main floor

  Rosie Michiaels McColly Real Estate

  378 Ballenisle Ct, Chesterton, IN 46304
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  /44

  $425,000

  • 4 Beds
  • 3.5 Baths
  • 2,360 Sq Ft

  455 Woodlawn Ave Unit 457, Chesterton, IN 46304

  Here's your opportunity to enjoy homeownership while generating rental income! This well-maintained duplex offers an ideal owner-occupied investment, with the neighboring rental unit helping offset your monthly mortgage payment. The spacious owner's residence features 2 bedrooms, 2 bathrooms, and a finished basement that provides plenty of additional living and entertaining space. The adjoining

  

  Paul Boyter

  McColly Real Estate

  455 Woodlawn Ave Unit 457, Chesterton, IN 46304
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  /11

  $675,000

  • Land
  • 52.29 Acres
  • $12,909 per Acre

  0 W 1050 N, Chesterton, IN 46304

  Imagine the possibilities! 52 acres ready for your dreams to be built here! There's even a 2 acre stocked pond! Approximately 880ft. of frontage on 1050N, and 2,500 ft. frontage on 150W. Zoned R-1 Residential. Property is currently farmed and is subject to crop rights. Located minutes from access to commuter expressways, South Shore train station, Lake Michigan and the Indiana Dunes National

  Michelle Renninger Brokerworks Group

  0 W 1050 N, Chesterton, IN 46304
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  /25

  $268,500

  $2K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,108 Sq Ft

  1020 Sievert St, Chesterton, IN 46304

  Beautifully updated 3-bedroom, 2-bath ranch in Porter with highly sought-after Chesterton schools! Nestled on a quiet, low-traffic street, this move-in-ready home offers an ideal location near Indiana Dunes National Park, major highways, shopping, and dining. Inside, you'll find two beautifully remodeled bathrooms, luxury vinyl plank flooring, fresh paint, updated light fixtures, ceiling fans in

  Rocky Guernsey Key Realty Indiana, LLC

  1020 Sievert St, 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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  /50

  $849,000

  • 4 Beds
  • 4 Baths
  • 4,028 Sq Ft

  1147 N 400 E, Chesterton, IN 46304

  Nestled on a private, wooded 4.5-acre lot in Chesterton's Jackson Township within the Duneland School District, this captivating multi-level home blends distinctive mid-century character with more than 4,300 square feet of versatile living space. Floor-to-ceiling windows, clean architectural lines, serene wooded and open views, and a year-round flowing creek create a peaceful setting that feels

  Lesley Sweeney Encore Sotheby's International

  1147 N 400 E, 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
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  /56

  $679,000

  Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,409 Sq Ft

  18 Blue Grass Way, Chesterton, IN 46304

  Only 3 years young- this new construction build was completed by one of NWI's most prestigious builders in the desirable Preserve neighborhood known for its thick tree lines of protected land! A backyard oasis is already complete for you and makes this home the best value you could be looking for in Chesterton! It's not everyday you see a backyard like this - inground pool with automatic safety

  Madison Young Brokerworks Group

  18 Blue Grass Way, 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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  /7

  $74,000

  • Land
  • 13,068 Sq Ft
  • $246,667 per Acre

  1800 Bramble Trace, Chesterton, IN 46304

  A unique opportunity awaits in the gated Sand Creek community, where very few vacant lots remain! Bring your own builder and create the home you've been dreaming of. Thanks to the lot's unique layout, it offers exciting design possibilities within one of Northwest Indiana's most sought-after neighborhoods. Ideally located just one hour from downtown Chicago, Sand Creek offers the perfect balance

  Stefanie Neal BHHS Indiana Realty

  1800 Bramble Trace, 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
• 

  

  /17

  $250,000

  • Land
  • 4.12 Acres
  • $60,680 per Acre

  1065 N 50 W, Chesterton, IN 46304

  Acreage in Liberty Township! Beautiful 4.12 Acre Lot in the sought out Duneland School District with just a 3 minute drive to Chestertion High School & 5 minutes to downtown Chesterton. No HOA, natural gas & electric have already been run to the property, soil borings have been completed, all other permits needed.

  Marina Klein Blackrock Real Estate Services

  1065 N 50 W, Chesterton, IN 46304
• 

  /2

  $559,900

  New Construction

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

  2350 Pradera Trail, Chesterton, IN 46304

  Introducing the Aspen on Lot 4 in 1100 Woods! PROPOSED CONSTRUCTION***** 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 island for extra seating to gather, and plenty of storage. Kitchen over looks your great room and dining for an open

  Madison Young Brokerworks Group

  2350 Pradera Trail, Chesterton, IN 46304
• 

  /2

  $519,900

  New Construction

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

  2420 Pradera Trail, Chesterton, IN 46304

  Introducing The Chestnut - A Brand New Custom Ranch Floorplan on Lot 6! This thoughtfully designed ranch offers the perfect blend of style and function, featuring an open-concept layout with a spacious great room with optional fireplace, dining area, and kitchen complete with quartz countertops and upgrade options available. The primary ensuite provides a private retreat, while generous guest

  Madison Young Brokerworks Group

  2420 Pradera Trail, Chesterton, IN 46304
• 

  /2

  $569,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  2431 Pradera Trail, Chesterton, IN 46304

  Welcome home to The Prescott in 1100 Woods! PROPOSED CONSTRUCTION on lot 16- one of the last tree lined lots of the subdivision. Large 2000 sqft ranch with unfinished lookout basement with 3 car garage is the perfect blend of main level living with room to expand to almost 4000 sqft when finishing the basement. The view from your living room and deck is only of trees giving you a beautiful

  Madison Young Brokerworks Group

  2431 Pradera 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
• 

  

  /79

  $900,000

  • 5 Beds
  • 5 Baths
  • 6,360 Sq Ft

  229 E Morgan Ave, Chesterton, IN 46304

  Step into a timeless masterpiece where history, craftsmanship, and tradition come together in one of Chesterton's most iconic neighborhoods. Proudly positioned at the heart of this cherished community on ONE ACRE this extraordinary three-story residence has been lovingly preserved while offering the space and amenities desired for modern living. Rich in architectural character, the home showcases

  Alexis Metcalf Seramur Properties, LLC

  229 E Morgan Ave, Chesterton, IN 46304
• 

  

  /13

  $449,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,857 Sq Ft

  1602 Melanie Ln, Chesterton, IN 46304

  Nestled on an absolutely stunning wooded homesite, this brand new 3 bedroom home is sure to impress! Completion November-just in time for the holidays! Come and enjoy the maintenance-free lifestyle, where all of your snow removal and landscaping is taken care of for you. Upon entrance you'll find a spacious mudroom with plenty of room for storage, and a convenient desk space for a home office. On

  Michelle Renninger Brokerworks Group

  1602 Melanie Ln, Chesterton, IN 46304
• 

  

  /13

  $449,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,857 Sq Ft

  1600 Melanie Ln, Chesterton, IN 46304

  Nestled on an absolutely stunning wooded homesite, this brand new 3 bedroom home is sure to impress! Completion November-just in time for the holidays! Come and enjoy the maintenance-free lifestyle, where all of your snow removal and landscaping is taken care of for you. Upon entrance you'll find a spacious mudroom with plenty of room for storage, and a convenient desk space for a home office. On

  Michelle Renninger Brokerworks Group

  1600 Melanie Ln, Chesterton, IN 46304
• 

  /2

  $529,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  1036 Preserve Ln, Chesterton, IN 46304

  Discover the perfect blend of thoughtful design, modern comfort, and peaceful surroundings in this new construction home. Offering over 2,100 square feet in The Preserve, this premium homesite is uniquely positioned with protected wetlands bordering one side and extending behind the backyard, creating exceptional privacy and picturesque year-round views. The open-concept floor plan seamlessly

  

  Paul Boyter

  McColly Real Estate

  1036 Preserve Ln, Chesterton, IN 46304

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