Chesterton, IN Homes for Sale with Garage

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  $1,198,999

  • 6 Beds
  • 6.5 Baths
  • 7,047 Sq Ft

  1458 Spyglass Cir, Chesterton, IN 46304

  Golf Course Luxury in Sand CreekSet within the private, gated Sand Creek community, this stunning custom estate overlooks Lake Hole 1 and sits just steps from the clubhouse and its amenities.Spanning more than 7,000 square feet, the home offers 6 bedrooms and 6 baths, with a layout designed for both everyday living and impressive entertaining. The two-story foyer opens to a sun-filled great room

  

  Jason Moon

  Trueblood Real Estate, LLC

  (219) 257-0314

  1458 Spyglass Cir, Chesterton, IN 46304
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  Explore Chesterton

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  /39

  $629,900

  • 4 Beds
  • 2.5 Baths
  • 3,397 Sq Ft

  1550 Hogan Ave, Chesterton, IN 46304

  Welcome to this exquisite Sand Creek home, where sophisticated design meets cozy comfort. Nestled in Chesterton's sought-after Sand Creek subdivision, this stately four-bedroom, two-and-a-half-bath home offers a lifestyle of elegance and ease.Step inside and be captivated by the grandeur of the two-story foyer and its sweeping curved staircase. The main level is designed for both impressive

  

  Meghan Maddox

  MTM Realty Group

  (219) 312-7441

  1550 Hogan Ave, Chesterton, IN 46304
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  $439,000

  • 4 Beds
  • 3.5 Baths
  • 2,992 Sq Ft

  2131 Pepperbush Ave, Chesterton, IN 46304

  Desirable Westwood Manor Subdivision in Chesterton!Located in the award-winning Duneland School District, this meticulously maintained and move-in-ready home offers 4 bedrooms, 4 bathrooms, a loft office area, and a finished basement with a flex room that could serve as a 5th bedroom, office, or game room.The main level features a spacious eat-in kitchen with a generous pantry and sliding doors

  

  Jason Moon

  Trueblood Real Estate, LLC

  (219) 348-8090

  2131 Pepperbush Ave, Chesterton, IN 46304
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  $599,000

  • 4 Beds
  • 3 Baths
  • 3,066 Sq Ft

  1650 Hogan Ave, Chesterton, IN 46304

  Located in the desirable Sand Creek community, this stunning 4-bedroom, 3-bath home seamlessly blends luxury, comfort, and modern updates. The home features LED lighting throughout, hardwood floors, crown molding, and a stone fireplace just five years old. The main floor and upper level both include convenient laundry areas, while the huge primary suite offers a tray ceiling, brand-new carpet,

  

  Paul Boyter

  McColly Real Estate

  (219) 342-2742

  1650 Hogan Ave, Chesterton, IN 46304
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  $294,900

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  327 S 18th St, Chesterton, IN 46304

  Discover your dream home in Chesterton, just minutes from the scenic Indiana Dunes! This expansive tri-level residence boasts 3 generous bedrooms and 2 updated bathrooms. Enjoy two large living areas, perfect for entertaining or relaxing. The home features fresh flooring and new countertops throughout, adding a modern touch. Outside, a spacious fenced-in yard offers ample room for equipment

  

  Jeff McCormick

  McCormick Real Estate, Inc.

  (219) 506-3994

  327 S 18th St, Chesterton, IN 46304
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  /24

  $380,000

  • 4 Beds
  • 2.5 Baths
  • 3,199 Sq Ft

  448 Cherry Hills Dr, Chesterton, IN 46304

  Welcome home!! So many upgrades in this 4 bed 2.5 bath townhome! NEW roof, NEW stainless appliances, NEW HVAC! Too many to list! Home has been professionally painted and has new carpet, New concrete driveway, and sidewalk! Great condition--all you need to do is move right in! The basement is plumbed for another bath and is 1/2 finished for your expansion needs. Do not miss this beauty! It is a

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 400-7626

  448 Cherry Hills Dr, Chesterton, IN 46304
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  $1,149,999

  • 3 Beds
  • 3 Baths
  • 4,964 Sq Ft

  1040 Country Creek Ln, Chesterton, IN 46304

  Make this detailed custom architect, designer, builders Lodge YOURS. Come home, relax, and enjoy every day. Experience the pleasure of true country living on this 4.46-acre retreat with a meandering creek, fruit trees, and fenced pasture. Each and every detail of this 5,000 sf country lodge smart home has been meticulously chosen, from the welcoming wrap-around porch and solid hickory front door,

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 544-5367

  1040 Country Creek Ln, Chesterton, IN 46304
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  /25

  $379,000 Open Sat 10AM - 1PM

  • 3 Beds
  • 2 Baths
  • 2,115 Sq Ft

  401 S 15th St, Chesterton, IN 46304

  This exceptional turnkey Airbnb property is a rare find, nestled in the top-rated Duneland School District, boasting 5-star guest reviews and confirmed bookings that extend into the fall. Perfect for investors or first-time buyers, this home offers immediate cash flow along with long-term potential. Fully furnished and ready to move in or rent out, the home comes complete with modern amenities.

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 491-2354

  401 S 15th St, Chesterton, IN 46304
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  /21

  $390,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  Integrity 2280 Plan at The Preserve Indiana, Chesterton, IN

  The Integrity 2280 is a traditional 2-story floor plan with a footprint designed for optimal and inclusive living & storage.

  

  Allen Edwin Homes

  Builder

  0 the Preserve Indiana St Unit 36494274, Chesterton, IN
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  /12

  $400,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,246 Sq Ft

  Elements 2200 Plan at The Preserve Indiana - Elements, Chesterton, IN

  The Elements 2200 is a traditional 2-story floor plan with a footprint designed for optimal and inclusive living & storage.

  

  Allen Edwin Homes

  Builder

  0 Elements St Unit 36474152, Chesterton, IN
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  $411,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,393 Sq Ft

  Elements 2390 Plan at The Preserve Indiana - Elements, Chesterton, IN

  The Elements 2390 is a traditional 2-story floor plan with a footprint designed for optimal and inclusive living & storage.

  

  Allen Edwin Homes

  Builder

  0 Elements St Unit 36474213, Chesterton, IN
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  /4

  $437,900 New Construction

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

  Elements 2700 Plan at The Preserve Indiana - Elements, Chesterton, IN

  The Elements 2700 is a traditional 2-story floor plan with a footprint designed for optimal and inclusive living & storage.

  

  Allen Edwin Homes

  Builder

  0 Elements St Unit 36503155, Chesterton, IN
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  $449,900 New Construction

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

  28 Karner Blue Ct, Chesterton, IN 46304

  New construction home in The Preserve, located in Duneland School Corp. RESNET energy smart construction will save owner over 1K yearly plus home has 10-year structural warranty! Welcome home, to over 2,700 sq. ft. of living space that seamlessly blends space with style. The large two-story foyer greets you and leads past a den or study continuing into the expansive great room and large dining

  

  Allen Edwin Homes

  Builder

  28 Karner Blue Ct, Chesterton, IN 46304
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  $2,950,000

  • 5 Beds
  • 9.5 Baths
  • 17,178 Sq Ft

  1700 Littler Dr, Chesterton, IN 46304

  Experience Unparalleled Luxury in This 17,178 Sq. Ft. Sand Creek EstateSophistication, craftsmanship, and prestige define this extraordinary 5-bedroom, 10-bathroom estate, located just one hour from Chicago in the exclusive Sand Creek community. Designed and built in 2003 by renowned interior designer and architect David Julian, this custom masterpiece offers breathtaking golf course views of

  John Reagan Blackrock Real Estate Services

  1700 Littler Dr, Chesterton, IN 46304
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  /29

  $399,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,393 Sq Ft

  24 Karner Blue Ct, Chesterton, IN 46034

  New construction home in The Preserve, located in Duneland School Corp. RESNET energy smart construction will save owner over 1K yearly plus home has 10-year structural warranty! Welcome home to over 2300 sq. ft. of open floor plan. The front entry greets guests and leads past a den, which will have French doors, and a powder bath, into a large great room, open to dining nook and kitchen. Dining

  

  Allen Edwin Homes

  Builder

  24 Karner Blue Ct, Chesterton, IN 46034
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  /21

  $379,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  26 Karner Blue Ct, Chesterton, IN 46304

  New construction home in The Preserve Indiana, located in Duneland School Corp. RESNET energy smart construction will save owner over 1K yearly plus home has 10-year structural warranty! With over 2,200 sq ft of living space this floorplan is sure to please with its convenience & style! The main floor welcomes into the foyer, with a convenient powder bath tucked away, and past a den that

  

  Allen Edwin Homes

  Builder

  26 Karner Blue Ct, Chesterton, IN 46304
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  $570,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 4.5 Baths
  • 3,269 Sq Ft

  263 E Paul Revere Ct, Chesterton, IN 46304

  Once Upon a Time... in Chesterton...This storybook Victorian had a glow up! Fresh paint, some shiny updates, and a deep clean so the next lucky owners can waltz right in and start their happily-ever-after. Oh, and did we mention? It's on a full acre. With no HOA. That means no dues, no approvals, and no cranky committee telling you where your garden gnome can live. Inside, you'll find over 3,200

  Danek Znika Brokerworks Group

  263 E Paul Revere Ct, Chesterton, IN 46304
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  $575,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,502 Sq Ft

  1041 N Meridian Rd, Chesterton, IN 46304

  Escape to your own slice of Indiana paradise at this stunning all-brick home in Chesterton. Nestled on nearly 5 private acres, this property offers a peaceful, secluded lifestyle with all the conveniences you need. Step inside this spacious 4-bedroom, 2.5-bathroom residence and you'll find plenty of room for family and entertaining across its nearly 2,00 square feet. The home also features a

  Josh Pavich McColly Real Estate

  1041 N Meridian Rd, Chesterton, IN 46304
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  $650,000

  • 5 Beds
  • 3.5 Baths
  • 3,440 Sq Ft

  928 N Calumet Ave, Chesterton, IN 46304

  Beautifully Updated Colonial-Style Home on 4.34 Acres - Move-In Ready! LISTED BELOW APPRAISED VALUE!!! Appraisal on hand upon request. BONUS INCOME - BOTH parcels each have Billboard Rental Income contracts transferable with the sale! CALL NOW!! Welcome to this stunning 3,440 sq ft Colonial-style home, originally built in 2002 and thoughtfully updated throughout. Inside, you'll find 5

  Heather Gould Brokerworks Group

  928 N Calumet Ave, Chesterton, IN 46304
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  /25

  $439,999

  • 4 Beds
  • 3.5 Baths
  • 2,950 Sq Ft

  1544 Colonial Dr, Chesterton, IN 46304

  Fantastic 2 story home in the sought after Villages of Sand Creek. Located in Duneland Schools and convenient to 80/94, 90 and the South Shore line this home checks all the boxes. hardwood floors throughout the main level, bright kitchen with pantry and granite tops, living room has fireplace and is flooded with natural light. Upstairs is 4 ample sized bedrooms. the fully finished basement has

  Alexis Metcalf Seramur Properties, LLC

  1544 Colonial Dr, Chesterton, IN 46304
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  /47

  $449,900

  • 4 Beds
  • 3.5 Baths
  • 3,264 Sq Ft

  1125 N 350 E, Chesterton, IN 46304

  Welcome to this sprawling one owner ranch, perfectly situated on 2 acres of peaceful, park-like surroundings! From the moment you arrive, the charm of this property is undeniable. The thoughtfully designed floor plan offers both style and functionality, with spacious gathering areas, abundant natural light, and seamless flow throughout. The heart of the home is a beautifully appointed kitchen

  Lisa Herma RE/MAX Executives

  1125 N 350 E, Chesterton, IN 46304
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  /35

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  604 Oakwood Dr, Chesterton, IN 46304

  Quick Possession! This charming two story home will not disappoint you as you are welcomed by a large wrap-around front covered porch. The foyer is spacious. The main level has a private parlor or den whichever fits your personal needs. Formal dining room with French Doors leading to the great room / living area and kitchen combination.The kitchen was completely redone when the 16' X 30'

  Noreen Adams BHHS Executive Realty

  604 Oakwood Dr, Chesterton, IN 46304
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  /21

  $599,900

  • 3 Beds
  • 2 Baths
  • 2,417 Sq Ft

  359 E Burdick Rd, Chesterton, IN 46304

  Welcome home to this attractive, well maintained 3 BR/2BA Chalet style home in Jackson Township. This property features a detached garage with a 2 Bedroom upper level apartment that currently rents for 1,250 per month thru 9/30/25. The apartment has seperate utilities and it's own well and septic system. The home exterior boasts over 700 sq.ft. of decking, 4.35 acres of land and includes a

  Cheryl Bonin CHERYL Real Estate Services, L

  359 E Burdick Rd, Chesterton, IN 46304
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  /49

  $497,500

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

  981 Michael Dr, Chesterton, IN 46304

  BRAND NEW ROOF JUST INSTALLED! Complete with a warranty for your piece of mind for decades to come! Not to mention amazing value for this remarkable home! Stunning 4-Bedroom Home on Expansive Corner Lot - Ideal for Entertaining! Welcome to this beautifully appointed 4-bedroom, 2.5-bath home nestled in a prime location within the highly rated Duneland School System. This home offers peace of mind,

  David Gring Century 21 Alliance Group

  981 Michael Dr, Chesterton, IN 46304
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  /20

  $449,900 Open Sat 12PM - 5PM

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft

  499 Magnolia Ln, Chesterton, IN 46304

  New construction ranch home with a full basement-ready for your instant enjoyment! The newest phase of Easton Park is a quiet retreat located within minutes of award-winning schools, commuter expressways, and the IN Dunes National Lakeshore. The Zachary floor plan offers an almost 1,600 sq. ft. ranch floor plan plus a full basement! Upon entrance you'll find the expansive kitchen where you'll

  Michelle Renninger Better Homes and Gardens Real

  499 Magnolia Ln, Chesterton, IN 46304
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  /20

  $439,900 Open Sat 12PM - 5PM

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft

  2310 Redwood Ln, Chesterton, IN 46304

  New construction ranch home with a full basement-ready for your enjoyment June 2025! The newest phase of Easton Park is a quiet retreat located within minutes of award-winning schools, commuter expressways, and the IN Dunes National Lakeshore. The Zachary floor plan offers an almost 1,600 sq. ft. ranch floor plan plus a full basement! Upon entrance you'll find the expansive kitchen where

  Michelle Renninger Better Homes and Gardens Real

  2310 Redwood Ln, Chesterton, IN 46304
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  /21

  $459,900 Open Sat 12PM - 5PM

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  490 Magnolia Ln, Chesterton, IN 46304

  Now building Easton Park Villa Homes Phase 2! The newest phase of Easton Park is a quiet retreat located within minutes of award-winning schools, commuter expressways, and the IN Dunes National Lakeshore. The brand new Gail floor plan offers 1,710 sq. ft. ranch floor plan plus a full basement, now with a relaxing covered rear patio! Upon entrance you'll find the expansive kitchen where you'll

  Michelle Renninger Better Homes and Gardens Real

  490 Magnolia Ln, Chesterton, IN 46304
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  $335,000

  • 4 Beds
  • 2 Baths
  • 2,449 Sq Ft

  419 Jefferson Ave, Chesterton, IN 46304

  Welcome to the heart of Chesterton! This 4 bed, 2 bath charmer sits on a big corner lot and is just a short stroll to Chesterton Park--pickleball, tennis, splash pad, baseball, you name it! Plus, you're close to downtown and the beach. Talk about location, location, location! The wide covered front porch is made for morning coffee and evening chats. Inside, you'll love the light pouring through

  Jacquelyn Brubaker Coldwell Banker Real Estate Gr

  419 Jefferson Ave, Chesterton, IN 46304
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  $459,000

  • 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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  $198,000

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  2121 Dogwood Ln, Chesterton, IN 46304

  Welcome to your dream home at 2121 Dogwood Lane, Chesterton, IN 46304! HOA includes water, sewage, and trash! This stunning, renovated 3-bedroom, 2-bathroom upper-unit condo offers 1,368 sqft of modern living space with no neighbors above, ensuring peace and privacy. Enjoy breathtaking pond views from your private balcony, perfect for morning coffee or evening relaxation. The home features a

  Christopher Mihajlovich Haven Realty

  2121 Dogwood Ln, Chesterton, IN 46304
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  $304,900

  • 3 Beds
  • 2.5 Baths
  • 2,624 Sq Ft

  514 S Park Dr, Chesterton, IN 46304

  Nestled in the quaint and desirable South Park Acres Neighborhood, this beautifully maintained 3 bedroom, 3 bath home offers warmth, character, and plenty of space for comfortable living. With only two owners, this property has been meticulously cared for inside and out. Stepping inside the front door the welcoming slate-tiled entryway leads to the living room and the main hallway to the

  Tina Raffin McColly Real Estate

  514 S Park Dr, Chesterton, IN 46304
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  /23

  $169,900

  • 2 Beds
  • 2 Baths
  • 916 Sq Ft

  120 Pine Dr Unit A, Chesterton, IN 46304

  This charming ground-level condominium offers two spacious bedrooms and two full bathrooms, providing comfort and privacy. The unit is conveniently located on the ground floor, making it easily accessible. It also includes a garage and additional storage space, perfect for keeping your belongings organized. It's an ideal blend of comfort and convenience!

  Judy Rooney-Davis Century 21 Circle

  120 Pine Dr Unit A, Chesterton, IN 46304
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  /24

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft

  619 S 22nd St, Chesterton, IN 46304

  Who's looking for that ranch in Chesterton? This 3-bedroom home may be the one! One end of the house has all 3 bedrooms, with new carpet, while the other end has the living room, kitchen, dining room, and family room with a wood burning fireplace. Off the back of the house is a three seasons room to enjoy those spring, summer, and fall evenings. The garage has an electric hung heater for all

  Zachary Sliwa The Lyons Group Real Estate

  619 S 22nd St, Chesterton, IN 46304
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  $359,500

  • 3 Beds
  • 2 Baths
  • 2,139 Sq Ft

  327 Indiana St, Chesterton, IN 46304

  Mortgage Rates have recently dropped! Take advantage of the lower rates before it's too late. Located in award-winning Chesterton school district with Yost Elementary School just down the street. Outdoor lovers will appreciate being just 6 minutes from Indiana Dunes National Park and a short ride to the Shores of Lake Michigan. Plus you're only moments from the festivals, concerts and charm of

  Tammy Moran McColly Real Estate

  327 Indiana St, Chesterton, IN 46304
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  $335,900 Open Sun 11AM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 2,527 Sq Ft

  1040 Waverly Rd, Chesterton, IN 46304

  Welcome to this beautifully maintained 3 bedroom, 2 bath home perfectly situated on a corner lot in Porter, Indiana--just 2 miles from Porter Beach. Step inside to find the enclosed 3 seasons room--ideal for a home office, craft space, or cozy retreat, kitchen, formal dining room, and sunken living room. The screened-in back porch overlooks a tranquil live koi pond, creating the perfect spot to

  Jessica Colburn-Hernandez Better Homes and Gardens Real

  1040 Waverly Rd, Chesterton, IN 46304
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  /20

  $212,500

  • 3 Beds
  • 2 Baths
  • 1,338 Sq Ft

  1915 David Dr, Chesterton, IN 46304

  CAREFREE LIVING CONDO, ready for you! Step into this beautifully updated 3 bedroom 1 3/4 bath upstairs flat with one car garage. Over 1300 ft., this space provides you the ample accommodations and the room to move about. Kitchen appliances, Ring doorbell, and Nest smart thermostat to stay. Primary bedroom features, a large closet and a three-quarter en suite bath with shower. Enjoy the outdoor

  Matt Evans RE/MAX Lifestyles

  1915 David Dr, Chesterton, IN 46304
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  /28

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  317 W Oak Hill Rd, Chesterton, IN 46304

  Welcome Home! This cozy 3-bedroom ranch sits perfectly on generous corner lot. The large living room with gas fireplace is open to the kitchen featuring an abundance of cabinet and counterspace, pantry, breakfast bar, and dining nook. There are 3 bedrooms including the master suite with attached 3/4 bath and WIC. Enjoy the bright sunroom-perfect for relaxing with your morning coffee, or

  Laurie Anderson Century 21 Alliance Group

  317 W Oak Hill Rd, Chesterton, IN 46304
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  /26

  $284,900

  • 3 Beds
  • 2.5 Baths
  • 1,727 Sq Ft

  1239 Fox Hollow Dr, Chesterton, IN 46304

  Welcome to this spacious 3 bedroom, 2.5 bath, 2 car garage townhome in the desirable Summer Tree community of Porter. Offering 1,727 sq. ft. of living space, this home features an open-concept main floor with a bright living room, dining area, and kitchen perfect for entertaining. Main level 1/2 bath and a convenient upstairs laundry. The upper level includes a large primary suite with private

  Diana Gomez Listing Leaders

  1239 Fox Hollow Dr, Chesterton, IN 46304
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  /29

  $344,999

  • 5 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  1083 Pearson Rd, Chesterton, IN 46304

  Spacious and stylish 5-bedroom, 2.5-bath raised ranch set on an expansive private lot! This beautifully updated home features an open floor plan with a stunning kitchen complete with stainless steel appliances. The private master suite offers a relaxing retreat, while the newly refinished lower level boasts a large family room, additional bedroom, half bath, laundry room, and a versatile flex

  Frances Mari Lassalle Realty Executives Premier

  1083 Pearson Rd, Chesterton, IN 46304
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  /22

  $309,000

  • 3 Beds
  • 2 Baths
  • 2,023 Sq Ft

  309 E 1400 N, Chesterton, IN 46304

  Welcome to endless possibilities in the country like setting in Chesterton. This home has so much to offer with the right touches to make it your own. Large 1.40 Acre lot, above ground pool, storage shed and wrap around deck. Nearby Shopping, Lake Michigan and so many things. SOLD AS IS

  Amy Blind Pine Lake Realty

  309 E 1400 N, Chesterton, IN 46304

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