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Newest Homes for Sale in Chesterton, IN

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  • /2

    $549,900

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

    2350 Pradera Trail, Chesterton, IN 46304

    New Spec home to begin construction! Still time to choose your finishes! Introducing the Aspen on Lot 4 in 1100 Woods! This is proposed construction with a 2027 building completion date. 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

    Madison Young Brokerworks Group

    2350 Pradera Trail, Chesterton, IN 46304
  • /23

    $567,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    2431 Pradera Trail, Chesterton, IN 46304

    Our largest cottage home, the Willow, presents over 1900 square feet of expansive living space. This proposed construction is on one of the very last tree lined lots and includes a look out basement and 3 car garage. Pictures are of previous build. It offers numerous design opportunities, this comfortable home is prepared to accommodate your lifestyles every need. The heart of the home is crafted

    Madison Young Brokerworks Group

    2431 Pradera Trail, Chesterton, IN 46304
  • /20

    $314,900

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,310 Sq Ft

    702 Admiral Dr, Chesterton, IN 46304

    New Price! Welcome to this wonderful ranch-style home located in the desirable Porter Cove subdivision. Step inside to discover front foyer, vaulted ceilings, lovely view to your backyard and laminate flooring that create a bright and inviting atmosphere. The Living area is large enough for your Dining Table. The kitchen offers abundant cabinet space, along with a pantry and a conveniently

    Claudia Miller Forrest Century 21 Circle

    702 Admiral Dr, Chesterton, IN 46304
  • /39

    $369,999

    $5K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,282 Sq Ft

    303 E Porter Ave, Chesterton, IN 46304

    Welcome to this charming historic home in the heart of Chesterton, located in the highly sought-after Morgan Park neighborhood. This property offers four generously sized bedrooms, each with ample closet space, along with three bathrooms. The main-level primary suite features a walk-in closet and a private bathroom complete with a relaxing whirlpool tub and a sunroom surrounded with windows. The

    Lacey Lafata McColly Real Estate

    303 E Porter Ave, Chesterton, IN 46304
  • /79

    $975,000

    New Construction
    • 6 Beds
    • 4.5 Baths
    • 5,003 Sq Ft

    2227 W 1100 N, Chesterton, IN 46304

    Exceptional, New Construction 6 Bedroom, 4.5 bath home with over 5000 square feet of living space overlooking Dogwood Park in Chesterton! Home is situated on almost half an acre, on one of the few large, premium lots in the community. Home is filled with luxury upgrades and high-end finishes. Main floor offers a private primary ensuite complete with soaking tub, tiled shower, dual vanity, and

    Amy Redman Dunes Realty, LLC

    2227 W 1100 N, Chesterton, IN 46304
  • /41

    $899,999

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

    2179 W 1100 N, Chesterton, IN 46304

    The sought-after Madeleine Model is now available and MOVE IN READY! One of our most desirable floorplans and on one of the largest lots of the community, this home combines thoughtful design with high-end finishes throughout. Step inside to a grand foyer with wainscoting and stunning two-story views. The main level offers a private primary suite, tucked away from the main living areas, complete

    Madison Young Brokerworks Group

    2179 W 1100 N, Chesterton, IN 46304
  • /22

    $335,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,542 Sq Ft

    656 S 4th St, Chesterton, IN 46304

    Motivated seller! Completely remodeled home in a desirable location! Location is one of the key features of this home located 5 minutes from Hwy 49, the Dunes, and approximately 45 minutes from Chicago. The up and coming downtown Chesterton, YMCA, Chesterton Park, and splash pad are only 3 minutes away. Featuring a spacious updated living room with a beautiful fireplace. The formal dining room is

    Jasmine Gonzalez Coldwell Banker Realty

    656 S 4th St, Chesterton, IN 46304
  • /53

    $319,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,788 Sq Ft

    1412 Essex Dr, Chesterton, IN 46304

    Freshly updated Split-level located just outside Chicago & minutes from Lake Michigan. Set in the desirable Porter Cove community you'll instantly love this open concept home complete with brand new carpet, just painted, & updated bathrooms making it turn-key. 3 bedroom & 2 baths on upper level with main level offering living room, dining/flex room, & large eat-in kitchen leading out to the

    Agent Photo

    Nick Scalise

    Listing Leaders

    (219) 800-2451

    1412 Essex Dr, Chesterton, IN 46304
  • /80

    $398,500

    Open Sun 1PM - 3PM $7K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,348 Sq Ft

    1367 Dixon Pkwy, Chesterton, IN 46304

    PRICE REDUCED!!! 1367 Dixon Parkway, Chesterton IN 46304. Beautifully updated and truly move-in ready, this 5-Bedroom, 3-Bath home, offers over 2,300 sq ft in sought-after Porter Cove and has everything you've been looking for! The main level features a bright living room with a cathedral ceiling, a generous primary suite with an ensuite bath, two additional bedrooms, and an updated full bath.

    Alan Harrell McColly Real Estate

    1367 Dixon Pkwy, Chesterton, IN 46304
  • /42

    $700,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,866 Sq Ft

    2017 Wildwood Ct, Chesterton, IN 46304

    Style & grace refined in this magnificently outfitted home in Chesterton's Easton Park. The custom wainscotting, the wide plank engineered hardwood, the tasteful cabinet finishes adorned by quartz countertops, and the light fixtures all speak to timeless natural warmth, comfort and quality. French doors lead to front den with beautifully-crafted waffle ceiling. Generous windows throughout the

    Matt Evans RE/MAX Lifestyles

    2017 Wildwood Ct, Chesterton, IN 46304
  • /21

    $440,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    124 Beverly Dr, Chesterton, IN 46304

    Welcome to this beautifully maintained 2-story home featuring 4 bedrooms and 3 baths with plenty of storage space. The updated kitchen showcases newer cabinetry, granite countertops, and stunning wood flooring throughout the main level. This smoke-free home is ideally located near schools, shopping, banks, downtown businesses, and the Post Office. Enjoy convenient access to the Beaches just 3.6

    Joseph Maggio McColly Real Estate

    124 Beverly Dr, Chesterton, IN 46304
  • /13

    $64,900

    $5K PRICE DROP
    • Land
    • 1.46 Acres
    • $44,452 per Acre

    000 Grady St, Chesterton, IN 46304

    Nature lover's paradise. Beautiful 1.46 acres lot in town. Coffee Creek runs through the south and west of the property. Coffee Creek is a tributary of Lake Michigan. Take a short kayak ride from Coffee Creek in your yard to the Calumet River and then on to Lake Michigan. Go catch some fresh salmon, see deer, beavers and a host of other nature sights. Build a new home on this property and enjoy

    Susan Jackson BHHS Indiana Realty

    000 Grady St, Chesterton, IN 46304
  • /34

    $350,000

    • 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
  • /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
  • /29

    $725,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,617 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 offers the perfect blend of durability, efficiency, and country charm. Built with nearly 1-foot-thick steel frame walls, this is an incredibly solid, well-built home designed for strength, efficiency, and long-term peace of mind. The home also features shingles with an approximately 60-year roof life, a

    Sarah Eenigenburg Better Homes and Gardens Real

    1251 N Mineral Springs Rd, Chesterton, IN 46304
  • /41

    $479,900

    $15K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,057 Sq Ft

    2425 Dickinson Rd, Chesterton, IN 46304

    Looking for a spacious ranch home with partially finished basement, direct trail access, outdoor living spaces, and flexible work-from-home rooms? This custom-built property checks every box. Set on a corner lot overlooking the Coffee Creek watershed preserve, this custom Craftsman style ranch offers privacy, nature views, and trail access directly across the street for walking, hiking, running,

    Melissa Capellari Coldwell Banker Real Estate Gr

    2425 Dickinson Rd, Chesterton, IN 46304
  • /44

    $1,499,999

    • 4 Beds
    • 4.5 Baths
    • 5,809 Sq Ft

    1137 N 475 E, Chesterton, IN 46304

    Welcome to your private Northwest Indiana retreat in desirable Jackson Township--where space, luxury, and nature come together on just over 15 stunning acres. This all-brick estate offers the perfect blend of elegance and outdoor adventure, featuring 4 bedrooms and 5 bathrooms, thoughtfully designed for both everyday living and unforgettable entertaining. Inside, you'll find a generously sized

    Agent Photo

    Lisa Gaff

    White Hat Realty Group, LLC

    (219) 247-7380

    1137 N 475 E, Chesterton, IN 46304
  • /38

    $799,900

    • 5 Beds
    • 3 Baths
    • 2,700 Sq Ft

    2102 Pradera Trail, Chesterton, IN 46304

    Welcome to this stunning luxury home in Chesterton, offering the perfect blend of elegance, comfort,and modern upgrades. This beautifully designed residence features five spacious bedrooms and three full bathrooms, ideal for both everyday living and entertaining. Step inside to soaring cathedral ceilings, gleaming hardwood floors and a thoughtfully designed layout that includes a formal dining

    Elias Quintero Bloom/Sanchez Realty Inc.

    2102 Pradera Trail, Chesterton, IN 46304
  • /15

    $849,500

    New Construction
    • 3 Beds
    • 3 Baths
    • 2,446 Sq Ft

    0-1 E 1050 N, Chesterton, IN 46304

    **PROPOSED CONSTRUCTION ** Introducing The Ozark Ranch, a thoughtfully designed proposed construction home offering the perfect blend of modern comfort, functional layout, and peaceful rural living. Situated on a spacious, 3.38-acre parcel, this future home provides the ideal setting for those seeking privacy, room to grow, and the ability to personalize their dream space. This beautifully

    Agent Photo

    Tonia Dragon

    Better Homes and Gardens Real

    (219) 247-7948

    0-1 E 1050 N, Chesterton, IN 46304
  • /13

    $1,240,000

    New Construction $5K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,398 Sq Ft

    0-2 E 1050 N, Chesterton, IN 46304

    **PROPOSED CONSTRUCTION** Experience the PAXTON model the perfect blend of space, style, and flexibility with this stunning proposed construction, ideally situated on a picturesque 3.38-acre homesite in the highly sought-after Duneland School Corporation. Designed with both everyday living and entertaining in mind, this expansive 5-bedroom, 4.5-bath home offers a thoughtfully crafted open-concept

    Agent Photo

    Tonia Dragon

    Better Homes and Gardens Real

    (219) 247-7106

    0-2 E 1050 N, Chesterton, IN 46304
  • /5

    $55,000

    • Land
    • 8,276 Sq Ft
    • $289,474 per Acre

    1251 Monterey Dr, Chesterton, IN 46304

    Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social

    Christina Harber Blackrock Real Estate Services

    1251 Monterey Dr, Chesterton, IN 46304
  • /5

    $70,000

    • Land
    • 10,890 Sq Ft
    • $280,000 per Acre

    999 Monterey Dr, Chesterton, IN 46304

    Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social

    Christina Harber Blackrock Real Estate Services

    999 Monterey Dr, Chesterton, IN 46304
  • /5

    $57,000

    • Land
    • 8,712 Sq Ft
    • $285,000 per Acre

    981 Monterey Dr, Chesterton, IN 46304

    Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social

    Christina Harber Blackrock Real Estate Services

    981 Monterey Dr, Chesterton, IN 46304
  • /5

    $70,000

    • Land
    • 12,632 Sq Ft
    • $241,379 per Acre

    1301 Monterey Dr, Chesterton, IN 46304

    Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social

    Christina Harber Blackrock Real Estate Services

    1301 Monterey Dr, Chesterton, IN 46304
  • /9

    $174,900

    • Land
    • 3.38 Acres
    • $51,746 per Acre

    0-1 E 1050 N, Chesterton, IN 46304

    Discover the possibilities with this beautiful 3.38-acre parcel. Located in the highly desirable Jackson Township and within the award-winning Duneland School Corporation, this property offers the perfect opportunity to build the home of your dreams. Enjoy the space, privacy, and peaceful surroundings while still being just minutes from major highways and the amenities of Chesterton. With endless

    Agent Photo

    Tonia Dragon

    Better Homes and Gardens Real

    (219) 544-5939

    0-1 E 1050 N, Chesterton, IN 46304
  • /5

    $55,000

    • Land
    • 7,840 Sq Ft
    • $305,556 per Acre

    1181 Monterey Dr, Chesterton, IN 46304

    Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social

    Christina Harber Blackrock Real Estate Services

    1181 Monterey Dr, Chesterton, IN 46304
  • /5

    $57,000

    • Land
    • 10,454 Sq Ft
    • $237,500 per Acre

    901 Monterey Dr, Chesterton, IN 46304

    Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social

    Christina Harber Blackrock Real Estate Services

    901 Monterey Dr, Chesterton, IN 46304
  • /9

    $174,900

    • Land
    • 3.38 Acres
    • $51,746 per Acre

    0-2 E 1050 N, Chesterton, IN 46304

    Discover the possibilities with this beautiful 3.38-acre parcel. Located in the highly desirable Jackson Township and within the award-winning Duneland School Corporation, this property offers the perfect opportunity to build the home of your dreams. Enjoy the space, privacy, and peaceful surroundings while still being just minutes from major highways and the amenities of Chesterton. With endless

    Agent Photo

    Tonia Dragon

    Better Homes and Gardens Real

    (219) 544-5708

    0-2 E 1050 N, Chesterton, IN 46304
  • /5

    $56,000

    • Land
    • 8,712 Sq Ft
    • $280,000 per Acre

    1291 Monterey Dr, Chesterton, IN 46304

    Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social

    Christina Harber Blackrock Real Estate Services

    1291 Monterey Dr, Chesterton, IN 46304
  • /5

    $58,000

    • Land
    • 13,503 Sq Ft
    • $187,097 per Acre

    1171 Monterey Dr, Chesterton, IN 46304

    Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social

    Christina Harber Blackrock Real Estate Services

    1171 Monterey Dr, Chesterton, IN 46304
  • /5

    $55,000

    • Land
    • 8,276 Sq Ft
    • $289,474 per Acre

    1271 Monterey Dr, Chesterton, IN 46304

    Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social

    Christina Harber Blackrock Real Estate Services

    1271 Monterey Dr, Chesterton, IN 46304
  • /2

    $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
  • /45

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 3,538 Sq Ft

    474 E 1200 N, Chesterton, IN 46304

    If you've been searching for privacy, nature, and room to breathe, this 10-acre wooded retreat in Jackson Township delivers it all. Tucked away down a private drive, this custom home makes a striking first impression with its dramatic glass and wrought iron entry door designed to welcome fresh air and natural light into the home. Inside, the layout is both impressive and comfortable. The foyer is

    Susie Jaskowiak @properties/Christie's Intl RE

    474 E 1200 N, Chesterton, IN 46304
  • /18

    $409,900

    New Construction Open Fri 12PM - 4PM
    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    1180 Putman Place, Chesterton, IN 46304

    Welcome home to the Village of Burns Harbor, a charming duneland community where small-town warmth meets everyday convenience. Introducing The Ironwood, a stunning new construction model thoughtfully designed with comfort, style, and modern living in mind. This beautifully upgraded home features durable and attractive LVP siding, offering both curb appeal and low-maintenance living. Step inside

    Agent Photo

    Lisa Gaff

    White Hat Realty Group, LLC

    (219) 587-6379

    1180 Putman Place, Chesterton, IN 46304
  • /19

    $250,000

    • Land
    • 1.68 Acres
    • $148,810 per Acre

    123 & 127 Venturi Dr, Chesterton, IN 46304

    Location, Location, Location. Two adjacent Commercial building sites totaling 1.7 acres in established, fast growing Chesterton business park. Excellent location just South of downtown, off Calumet Rd., West of Highway 49 and quick access to the Indiana Toll Road and Highway 94. Utilities to the site, favorable B-3 Business Zoning.

    Dawn Bernhardt Blackrock Real Estate Services

    123 & 127 Venturi Dr, Chesterton, IN 46304
  • /21

    $594,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,892 Sq Ft

    840 Idlewild Ln, Chesterton, IN 46304

    This newly constructed ranch-style home presents an exceptional opportunity for buyers seeking quality craftsmanship and thoughtful design within the highly regarded Easton Park community. Encompassing approximately 1,892 square feet of well-appointed living space, the residence offers a refined single-story floor plan that balances elegance with everyday functionality. Upon entering, vaulted

    Dawn Collins Collins & Collins Exec Realty

    840 Idlewild Ln, Chesterton, IN 46304
  • /65

    $1,289,900

    • 5 Beds
    • 6 Baths
    • 7,084 Sq Ft

    1240 Ryder Rd, Chesterton, IN 46304

    Perfectly positioned along the fairway in the gated Sand Creek community, this impressive custom residence blends grand scale living with thoughtful design and exceptional versatility. From the moment you enter, a dramatic two-story foyer sets the tone, opening to inviting living spaces and a sweeping catwalk overlooking the heart of the home. The two-story great room is anchored by a striking

    Stefanie Neal BHHS Indiana Realty

    1240 Ryder Rd, Chesterton, IN 46304
  • /58

    $290,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,046 Sq Ft

    214 Woodlawn Ave, Chesterton, IN 46304

    Escape to your own private paradise at 214 Woodlawn Ave in Chesterton, IN, where this enchanting 1905 craftsman-inspired home sits on a breathtaking 1.66-acre wooded lot, enveloped in mature pines and lush greenery for ultimate seclusion and natural beauty. Just a leisurely stroll from downtown Chesterton's eclectic shops, cozy cafes, and community events, and mere minutes from the stunning

    Agent Photo

    Aaron Bagsby

    Keller Williams Realty - LAF

    (219) 327-5063

    214 Woodlawn Ave, Chesterton, IN 46304
  • /7

    $75,000

    $75K PRICE DROP
    • Land
    • 1.03 Acres
    • $72,816 per Acre

    Tbd Union Ave, Chesterton, IN 46304

    One-acre undeveloped wooded lot now available in a desirable, established area. Conveniently located near schools, shopping, and local amenities with easy commuting access. A rare lot size offering privacy and flexibility, ready for your future development plans.

    Marko Nestorovski McColly Real Estate

    Tbd Union Ave, Chesterton, IN 46304
  • /8

    $429,900

    New Construction Open Fri 12PM - 4PM
    • 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

    Agent Photo

    Lisa Gaff

    White Hat Realty Group, LLC

    (219) 312-5054

    1178 Putman Place, Chesterton, IN 46304

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