Homes for Sale near Chesterton High School

• 

  

  

  /36

  $439,999

  • 3 Beds
  • 2.5 Baths
  • 2,633 Sq Ft

  3525 Drivers Way, Chesterton, IN 46304

  Beautiful home on a 0.25 acre corner lot in the Golfview Estates neighborhood! Enjoy your morning coffee on the covered front porch before stepping into the foyer/entryway with ceramic tile + high ceilings; the adjacent living room with gas log fireplace and vaulted cathedral ceiling makes for the perfect spot to cozy up & get lost in a good book! Your adorable eat-in kitchen has all stainless

  Shawn Spaw Stray Dog Properties, LLC

  3525 Drivers Way, Chesterton, IN 46304
• 

  

  

  /54

  $550,000

  • 5 Beds
  • 3 Baths

  808 Waverly Rd, Chesterton, IN 46304

  The 1916 brick Craftsman home is an exquisite blend of historical charm and modern comfort. With five bedrooms and three bathrooms, it offers ample space for family living and entertaining guests. The entire home boasts original oak and walnut finishes, showcasing the craftsmanship and attention to detail typical of the era. These timeless features contribute to the home's warm and inviting

  Katie Kupsik Keller Williams Realty SWM

  808 Waverly Rd, Chesterton, IN 46304
• 

  

  

  /43

  $489,000

  • 4 Beds
  • 3.5 Baths
  • 3,266 Sq Ft

  882 Hemingway Trail, Valparaiso, IN 46383

  Stunning Timberland home set on a lush lot offering privacy with mature trees. This inviting property features great curb appeal, boasting 4 spacious bedrooms, 4 baths, plus an office. From the moment you step inside, you feel an immediate sense of warmth and charm. You are greeted by an inviting foyer that is adjacent to the dining room, the perfect spot for sharing a meal. The well-appointed

  Julie Urbanski Coldwell Banker Realty

  882 Hemingway Trail, Valparaiso, IN 46383
• 

  

  

  /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
• 

  

  

  /42

  $549,000

  • 4 Beds
  • 2.5 Baths
  • 2,476 Sq Ft

  2011 Timberwood Ln, Chesterton, IN 46304

  Step inside to discover light-toned engineered hardwood floors and upscale details throughout. The formal dining room is elevated with classic wainscoting, adding timeless charm to the contemporary design.At the heart of the home, the gourmet kitchen is a chef's dream--equipped with 42-inch upper cabinets, quartz countertops, roll-out shelving, and premium appliances. A spacious walk-in pantry

  Stefanie Neal BHHS Executive Group RE

  2011 Timberwood Ln, Chesterton, IN 46304
• 

  

  /13

  $529,900

  • 3 Beds
  • 2 Baths
  • 1,827 Sq Ft

  2009 Timberwood Ln, Chesterton, IN 46304

  Come view this open concept ranch located in the highly sought after Easton Park subdivision. Upon entrance you are greeted with large vaulted ceilings, beautiful engineered wood floors and a stoned gas fireplace. Kitchen features vaulted ceilings, custom cabinetry with all quartz tops, oversized island, tile backsplash and all stainless steel appliances. Attached you will find the breakfast

  Jennifer Beauchamp Crown Executive Realty

  2009 Timberwood Ln, Chesterton, IN 46304
• 

  

  /30

  $445,000

  • 3 Beds
  • 2.5 Baths
  • 2,770 Sq Ft

  8 W Shakespeare Dr, Valparaiso, IN 46385

  Welcome to this custom built 2 story home with 3 bedrooms, 2.5 bathrooms and 2 car heated garage in the desirable Timberland Farms community in North Valparaiso. This beautiful home offers both style and functionality, perfect for modern living. The open-concept design flows seamlessly from the kitchen to dining and the spacious living areas. The kitchen features granite countertops, a large

  Patty Phillips Listing Leaders

  8 W Shakespeare Dr, Valparaiso, IN 46385
• 

  

  /50

  $479,900

  • 4 Beds
  • 2.5 Baths
  • 3,287 Sq Ft

  244 Falcon Way, Valparaiso, IN 46385

  Fantastic 4 bedroom 2 story with finished basement and fantastic pond views. Just 7 years young, this home is nearly turnkey. Enjoy the gorgeous wood floors when you enter that work their way through the formal dining room/office and the fully appointed kitchen complete with a large island, ample cabinet and counter space and all appliances. Right off the eat-in kitchen is the large living

  Jason Utesch Realty Executives Premier

  244 Falcon Way, Valparaiso, IN 46385
• 

  

  /35

  $478,500

  • 9 Beds
  • 3.5 Baths
  • 4,200 Sq Ft

  501 Wabash Ave, Chesterton, IN 46304

  Right here, This Is The One! 501 Wabash Ave is a truly remarkableproperty in the heart of Chesterton, Indiana. Optionsabound...Generational living? Check. Income-producing property? Check.Beautiful open concept home with an apartment and guest suite forvisiting family and friends? Check. Boasting 4,200 square feet of livingspace, this property is as versatile as it is unique. The main area of

  Elizabeth Deutscher Listing Leaders

  501 Wabash Ave, Chesterton, IN 46304
• 

  

  /31

  $489,900

  • 4 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  1471 Delos Marr Ave, Chesterton, IN 46304

  Completed in July 2017 by Oltof Homes this property offers 0.17 acres (7,541 sq. ft.) of space, including a lush lawn with professionally installed sod, a deck (added in 2018), and a pergola (installed in 2020) for outdoor relaxation. Inside, the 4-bedroom, 2.5-bathroom home features a thoughtfully designed open kitchen with high ceilings, high cabinets with molding, a marble countertop, and

  Ryan Peters StreetFront, LLC

  1471 Delos Marr Ave, Chesterton, IN 46304
• 

  

  /20

  $414,900

  • 4 Beds
  • 2.5 Baths
  • 2,044 Sq Ft

  237 Cessna Dr, Chesterton, IN 46304

  4Bdrm/2.5Bth, Newer Constructed, 2-Sty Home w/ Full Basement and PRIVATE, WOODED BACKDROP in Chesterton's Corlin's Landing Subdivision, which is situated within the DUNELAND SCHOOL DISTRIST, Minutes from 80/94 Access Ramp for EASY COMMUTING! Stone and Vinyl-sided Exterior w/ Covered Entryway WELCOMES YOU into Foyer w/ Laminate Wood Plank Flooring and Architectural Pillars w/ Wainscoting to

  Lisa Thompson @properties/Christie's Intl RE

  237 Cessna Dr, Chesterton, IN 46304
• 

  

  /21

  $482,500

  • 4 Beds
  • 3.5 Baths
  • 3,917 Sq Ft

  378 Lake Vista Ct, Chesterton, IN 46304

  Welcome to Porter, Gateway to the Dunes. This home is priced to move. Sunlight floods this home which boasts 3,917 finished square feet of living space on a quiet cul-de-sac. Lake Pratt, a small lake for fishing is right outside the back yard of the home. The home site includes a wooded area that is a Shirley Heinz conservation area. The main floor primary bedroom with access to a full

  Mary K. Kaczka RE/MAX Lifestyles

  378 Lake Vista Ct, Chesterton, IN 46304
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  /26

  $444,900

  • 4 Beds
  • 2 Baths
  • 2,631 Sq Ft

  733 Meridian Rd, Valparaiso, IN 46385

  This charming 1.5-story home, situated on 2 acres within the Duneland School District, seamlessly combines modern updates with classic features. The main level includes a spacious bedroom, while the upper offers three additional bedrooms and a full bathroom. The living room, highlighted by a wood-burning stove, features hardwood flooring that extends into the kitchen, with the rest of the main

  Marcy Norman Trendsetters Realty, LLC

  733 Meridian Rd, Valparaiso, IN 46385
• 

  

  /43

  $459,900 Open Sun 2:30PM - 4:30PM

  • 4 Beds
  • 3 Baths
  • 3,382 Sq Ft

  4120 Abercrombie Dr, Chesterton, IN 46304

  SELLER IS MOTIVATED AND READY TO SELL!! Nestled in the desirable Abercrombie Woods, this stunning 1.5 story brick home offers a perfect blend of elegance and functionality. The kitchen, main floor bathrooms and the laundry room have been beautifully updated with new quartz countertops. Enjoy enhanced privacy with custom wood blinds throughout, and peace of mind with a Guardian backup generator,

  Kayla Jones Listing Leaders

  4120 Abercrombie Dr, Chesterton, IN 46304
• 

  

  /48

  $414,000

  • 5 Beds
  • 2.5 Baths
  • 2,984 Sq Ft

  530 S 23rd St, Chesterton, IN 46304

  An amazing addition to this completely renovated house by a proven professional builder! Now nearly 3,000 SF--a tremendous opportunity as your new home! New kitchen with breakfast nook, quartz countertops, new cabinetry, new appliance package, and a classy contemporary feature wall. Living room blends into nicely sized dining space. Main floor bedroom next to 3/4 hall bath. 3 bedrooms upstairs

  Matt Evans RE/MAX Lifestyles

  530 S 23rd St, Chesterton, IN 46304
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  /44

  $479,999

  • 3 Beds
  • 2 Baths
  • 1,827 Sq Ft

  2029 Timberwood Ln, Chesterton, IN 46304

  Step into this stunning 3-bedroom, 2-bath ranch home in the sought-after Easton Park subdivision of Chesterton. Built in 2021, this home offers all the benefits of new construction without the wait!Enjoy an open-concept design with vaulted ceilings, engineered hardwood floors, and a cozy gas fireplace in the living room. The custom kitchen is a chef's dream, featuring upgraded professional

  Jamie Crisman-Garcia Realty Executives Premier

  2029 Timberwood Ln, Chesterton, IN 46304
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  /20

  $449,900 Open Sun 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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  /37

  $265,000

  • 3 Beds
  • 2 Baths
  • 2,342 Sq Ft

  6585 Old Porter Rd, Portage, IN 46368

  This all brick 3 bedroom, 2 bath ranch home with a finished basement is nestled on 1.3attractive acres and is ready for its new owners! This property boasts oak floors, mainlevel living, a crafter/maker workshop, plus two additional outbuildings for storage andparking. When you walk in the front door you'll appreciate the well maintained woodfloors that run throughout the living room, hallway and

  Elizabeth Deutscher Listing Leaders

  6585 Old Porter Rd, Portage, IN 46368
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  /6

  $130,000

  • 2 Beds
  • 1 Bath
  • 1,048 Sq Ft

  121 Franklin St, Chesterton, IN 46304

  Opportunity awaits with this 2-bedroom, 1-bath home located in the heart of Porter. Nestled on a quiet street, this property is a rare opportunity with a DOUBLE lot and is perfect for those looking to invest, renovate, or create their dream home. With some vision and TLC, this home has the potential to truly shine. Outside, enjoy the large yard with mature trees--perfect for a garden, outdoor

  Justin Higer Century 21 Circle

  121 Franklin St, Chesterton, IN 46304
• 

  

  /18

  $106,700

  • 1 Bed
  • 1 Bath
  • 776 Sq Ft

  2529 Mccool Rd, Portage, IN 46368

  WOW you cannot get a better location! If you are looking for a starter home, downsizing or looking to add a rental to your portfolio you must see this one! Just steps away from the Prairie Dunland Rail for Trails and Imagination Glen Sports Complex. Close to Indiana Toll Road, I-94, South Shore Trail Station, Lake Michigan and Indiana Dunes. Close to major shopping, restaurants and down town

  Nicole Pleasant Listing Leaders

  2529 Mccool Rd, Portage, IN 46368
• 

  

  /25

  $230,000

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  715 Eagle Creek Rd, Valparaiso, IN 46385

  Welcome to this well kept ranch, that's updated and ready for its next owner! As you enter you will see new carpet throughout the spacious living room, down the hall, and all 3 bedrooms. In the master bedroom you will find not only a half bath but also the convenience of a laundry room. The kitchen has an eat-in island with an attached dining area. Last but not least enjoy some extra entertaining

  Elena Taddei Banga Realty, LLC

  715 Eagle Creek Rd, Valparaiso, IN 46385
• 

  

  /20

  $170,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft

  1108 Saratoga Ln, Chesterton, IN 46304

  This charming 3-bedroom, 1.75-bathroom home is now ready to be yours! In the desirable Westchester Village boasting1,376 sq ft of living space, this property features a spacious loft, perfect for a home office or additional livingarea. You can enjoy the brand new flooring throughout, and the main level bathroom has been updated with a newaccessible shower. The main bedroom includes an en suite

  Isabella Sanchez Listing Leaders MVPs

  1108 Saratoga Ln, Chesterton, IN 46304
• 

  

  /18

  $330,000

  • 3 Beds
  • 1.5 Baths
  • 2,932 Sq Ft

  505 Jefferson Ave, Chesterton, IN 46304

  Chesterton 3 bedroom, Beautifully updated throughout, New Kitchen,New Baths, New Flooring, New lighting, appli ances, finished basement,Large family room, attached garage

  Brent Stegenga Complete Asset Protection Serv

  505 Jefferson Ave, Chesterton, IN 46304
• 

  

  /21

  $257,900

  • 4 Beds
  • 2 Baths
  • 1,988 Sq Ft

  1935 Samuelson Rd, Portage, IN 46368

  Rarely available brick duplex has two 2 bedroom, 1 bath with laundry rooms. Separately fenced back yards with 2 storage sheds. Long time tenants on month-to-month leases. Rents are low, and could be much higher. New roof will be done prior to closing. All appliances included. Please DO NOT DISTURB TENANTS. Showings on Wednesdays between 12 and 5pm and Saturdays from 10am to 2pm. Please

  Linda Dore HomeSmart Legacy

  1935 Samuelson Rd, Portage, IN 46368
• 

  

  /11

  $164,900

  • 3 Beds
  • 1 Bath
  • 1,336 Sq Ft

  2419 Orange St, Portage, IN 46368

  Great opportunity to purchase this 3-bedroom home for investment or primary residence. Main floor bedroom, bath and laundry. Spacious back yard.

  Amy Redman Dunes Realty, LLC

  2419 Orange St, Portage, IN 46368
• 

  

  /16

  $320,000

  • 4 Beds
  • 2.5 Baths
  • 1,758 Sq Ft

  829 Johnson St Unit B, Chesterton, IN 46304

  Porter home located near Dogwood Park is ready for new owners! This charming two story is 1758 sqft with 4 bedrooms and 2.5 bath. The neighborhood is quaint and full of beautiful mature trees. The main bedroom has an en-suite bathroom, large walk-in closet and vaulted ceilings throughout. 3 more bedrooms and a full bath are perfectly situated on the second floor. Dining room features a gas

  Shawna Burcham Dunes Realty, LLC

  829 Johnson St Unit B, Chesterton, IN 46304
• 

  

  /17

  $325,000

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  1182 N 450 E, Chesterton, IN 46304

  Welcome to this meticulously maintained ranch, complete with a finished basement and the bonus of an enclosed sunroom, all set on a beautifully landscaped 1-acre lot. Just minutes from downtown Chesterton and with easy access to expressways, this 3-bedroom, 2-bath home offers a warm, welcoming interior. The spacious living room features gleaming hardwood floors and abundant windows that fill the

  Cindy Malmquist Key Realty Indiana, LLC

  1182 N 450 E, Chesterton, IN 46304
• 

  

  /18

  $310,000

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

  2829 Cheryl St, Portage, IN 46368

  Custom built, open concept ranch with cathedral ceiling in living room, dining room, and kitchen. Sky lights, recessed lighting, tilt in windows, brick fireplace, and an enclosed porch are just a few features. Master bedroom greets you with french doors, a tray ceiling, a walk-in closet, and a full bath with a garden tub and seperate shower. Two other bedrooms finish off the this split level

  Sarah Minton Advanced Real Estate, LLC

  2829 Cheryl St, Portage, IN 46368
• 

  

  /35

  $750,000

  • 3 Beds
  • 2.5 Baths
  • 5,234 Sq Ft

  1251 N Mineral Springs Rd, Chesterton, IN 46304

  Welcome to your dream retreat! This all-brick, one-owner home sits on 6 spacious acres and blends functionality with country charm perfectly. Outside, you'll find two large Quonsets with ample storage space, plus a second driveway ideal for work vehicles, tractors, or any project you have in mind. The property also features a fenced area ready for horses--or whatever you'd like.Inside, large,

  Reid Rothrock New Chapter Real Estate

  1251 N Mineral Springs Rd, Chesterton, IN 46304
• 

  

  /24

  $219,600

  • 3 Beds
  • 1 Bath
  • 984 Sq Ft

  125 Wabash Ave, Chesterton, IN 46304

  Don't miss your chance to own this charming and beautifully updated 3 bedroom, 1 full bathroom home in the heart of Chesterton! Offering nearly 1,000 square feet of inviting living space, this move in ready property is perfect for its next owners.Step inside to a cozy enclosed front porch that can be a welcoming spot for morning coffee or relaxing in the evening. The great sized living room flows

  Ashli Rowe Redlow Group, Inc.

  125 Wabash Ave, Chesterton, IN 46304
• 

  

  /27

  $319,000

  • 4 Beds
  • 3 Baths
  • 1,721 Sq Ft

  542 Dunewood Dr, Chesterton, IN 46304

  Splendid location, just steps from Baily Elementary and Chesterton Middle School in your backyard. This 4 bedroom, 3 bathroom, ranch home boasts 1721 square feet of living space. Much has been upgraded in this home within the last 5 years including roof, siding, furnace, a/c, and windows! Cherry wood flooring adorns much of the main level. Sizable living room with cherry flooring and a huge

  Beth Janes Trueblood Real Estate, LLC

  542 Dunewood Dr, Chesterton, IN 46304
• 

  

  /21

  $205,000

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  2119 Dogwood Ln, Chesterton, IN 46304

  Main Floor, Move-In Ready & Maintenance Free!Live the good life in this three bedroom, two bathroom condo with waterfront pond views in Chesterton's Westchester Village. Bright, spacious, and ready from day one- no projects, no yard work, no hassle. Just minutes to Lake Michigan beaches, charming downtown Chesterton, dining, shopping, expressways and the South Shore train for an easy commute into

  Stephanie Cowger Blackrock Real Estate Services

  2119 Dogwood Ln, Chesterton, IN 46304
• 

  

  /33

  $224,749

  • 4 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  740 Imperial Rd, Valparaiso, IN 46385

  Totally Rebuilt Roof August 2025! Complete Tear off with Architectural Shingles. All new decking, framing, pitched rafters, roof boots, fascia boards, soffits, & ridge cap attic ventilation! Sprawling Remodeled Ranch Home on 1/4 Acre Corner Lot (140 x 77) with fenced back and side yard and a handy 12 x 10 storage shed. This Home Sweet Home FEATURES Include: 24 x 6 Front Porch Deck, New Storm

  Jeff Safrin F.C. Tucker 1st Team Real Esta

  740 Imperial Rd, Valparaiso, IN 46385
• 

  

  /4

  $117,500

  • Land
  • 0.48 Acre
  • $244,792 per Acre

  1941 Bramble Trace, Chesterton, IN 46304

  Gated Golf Community Lot - Ready to Build in Sand CreekBuild your dream home in the sought-after Sand Creek Subdivision in Chesterton. This nearly half-acre finished lot offers public water, public sewer, and underground electric at the site. Located on paved roads with a peaceful pond view, the property provides an ideal setting within one of Northwest Indiana's premier gated communities.Lot

  Joseph Wootan Listwithfreedom.com Inc

  1941 Bramble Trace, Chesterton, IN 46304
• 

  

  /32

  $350,000

  • 4 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  502 Honeyshade Dr, Chesterton, IN 46304

  This beautiful 4-bedroom, 2.5-bathroom home sits on a corner lot with close to an acre of land in the sought out area of Graham Woods. Offering both privacy and plenty of room to grow. With 2,144 square feet of living space, there's ample room to spread out and make your dreams a reality.All four generously sized bedrooms are located on the second floor, perfect for keeping your living and

  Lacey Lafata McColly Real Estate

  502 Honeyshade Dr, Chesterton, IN 46304
• 

  

  /6

  $125,000

  • Land
  • 3.50 Acres
  • $35,714 per Acre

  800 Waverly Rd, Chesterton, IN 46304

  Home parcel number : 640326431001000026

  Katie Kupsik Keller Williams Realty SWM

  800 Waverly Rd, Chesterton, IN 46304
• 

  

  /22

  $344,900

  • 4 Beds
  • 2.5 Baths
  • 2,996 Sq Ft

  6728 Joseph Ave, Portage, IN 46368

  LOCATION LOCATION LOCATION Close to DUNELAND BIKE TRAIL!!!Spaced out - large rooms add to the value of this sizeable 2 story Home with over 2900 sq ft - 4 bedrooms - 2 1/2 baths - 2 1/2 car Attached garage ! Main floor primary with private bathroom and Oversized walk in closet - Main floor laundry room - Solid Decision - Solid House! You will be happy with this GEM!

  Karen Maynard McColly Real Estate

  6728 Joseph Ave, Portage, IN 46368
• 

  

  /19

  $209,900

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  761 Capitol Rd, Valparaiso, IN 46385

  This delightful ranch-style home offers a perfect blend of comfort and convenience. Featuring 3 spacious bedrooms and 1.5 bathrooms, this home is ideal for families, first-time buyers, or those looking for easy one-level living. Enjoy the warmth of natural light throughout the open floor plan, along with a cozy kitchen that flows into a welcoming dining area. Garage has been converted to

  Luis Sosa Banga Realty, LLC

  761 Capitol Rd, Valparaiso, IN 46385
• 

  

  /19

  $400,000

  • 3 Beds
  • 1.5 Baths
  • 2,219 Sq Ft

  229 W 700 N, Valparaiso, IN 46385

  Have you been looking for that property that is tucked away, yet close to everything you can make your own? Then make sure you take a look at this solid home ready to be updated with unlimited potential! Over 2,000 square feet of main floor living area awaits you with tons of windows overlooking 7 acres of serene land. Three ample sized bedrooms are complimented with large closets, the main

  Heather Compton Boulder Bay Realty Group

  229 W 700 N, Valparaiso, IN 46385
• 

  

  /10

  $270,000

  • 4 Beds
  • 2 Baths
  • 1,664 Sq Ft

  1019-1021 S 18th St, Chesterton, IN 46304

  Looking for a low-maintenance investment property? This duplex is a perfect addition to your portfolio. Located at the end of a quiet, peaceful wooded street, this property offers tenants a tranquil living environment while providing you with immediate rental income.Left side is currently rented with a long term tenant, and 2 years remaining on her lease. The right side is currently vacant.

  Vince Kisala Coldwell Banker Real Estate Gr

  1019-1021 S 18th St, Chesterton, IN 46304

Showing Results 41 - 80, Page 2 of 6