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Chesterton, IN Homes for Sale under $300,000

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  • /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

    214 Woodlawn Ave, Chesterton, IN 46304
  • /12

    $58,000

    • Land
    • 8,276 Sq Ft
    • $305,263 per Acre

    47 Karner Blue Ct, Chesterton, IN 46034

    Phase 3 is now open and ready for building. Lot 86 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 Your Neighbor.

    Agent Photo

    Paul Boyter

    McColly Real Estate

    47 Karner Blue Ct, Chesterton, IN 46034
  • /14

    $54,000

    • Land
    • 8,276 Sq Ft
    • $284,211 per Acre

    1005 Preserve Ln, Chesterton, IN 46304

    Phase 3 is now open and ready for building. Lot 93 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 Your Neighbor.

    Agent Photo

    Paul Boyter

    McColly Real Estate

    1005 Preserve Ln, Chesterton, IN 46304
  • /23

    $249,000

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

    1717 Crocker St, Chesterton, IN 46304

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

    Agent Photo

    Paul Boyter

    McColly Real Estate

    1717 Crocker St, Chesterton, IN 46304
  • /13

    $58,000

    • Land
    • 11,761 Sq Ft
    • $214,815 per Acre

    25 Karner Blue Ct, Chesterton, IN 46034

    Phase 3 is now open and ready for building. Lot 70 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 Your Neighbor.

    Agent Photo

    Paul Boyter

    McColly Real Estate

    25 Karner Blue Ct, Chesterton, IN 46034
  • /2

    $54,000

    • Land
    • 8,276 Sq Ft
    • $284,211 per Acre

    43 Karner Blue Ct, Chesterton, IN 46304

    Phase 3 is now open and ready for building. Lot 88 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 Your Neighbor.

    Agent Photo

    Paul Boyter

    McColly Real Estate

    43 Karner Blue Ct, Chesterton, IN 46304
  • /12

    $58,000

    • Land
    • 8,276 Sq Ft
    • $305,263 per Acre

    23 Karner Blue Ct, Chesterton, IN 46034

    Phase 3 is now open and ready for building. Lot 71 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 Your Neighbor.

    Agent Photo

    Paul Boyter

    McColly Real Estate

    23 Karner Blue Ct, Chesterton, IN 46034
  • /4

    $150,000

    • Land
    • 4 Acres
    • $37,500 per Acre

    860 Quail Ridge Dr, Chesterton, IN 46304

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

    Agent Photo

    Paul Boyter

    McColly Real Estate

    860 Quail Ridge Dr, Chesterton, IN 46304
  • /11

    $58,000

    • Land
    • 9,583 Sq Ft
    • $263,636 per Acre

    27 Karner Blue Ct, Chesterton, IN 46034

    Phase 3 is now open and ready for building. Lot 69 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 Your Neighbor.

    Agent Photo

    Paul Boyter

    McColly Real Estate

    27 Karner Blue Ct, Chesterton, IN 46034
  • /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
  • /7

    $60,000

    $90K PRICE DROP
    • Land
    • 1.03 Acres
    • $58,252 per Acre

    Tbd Union Ave, Chesterton, IN 46304

    Rare 1-Acre Wooded Lot in a Desirable Established Area! Conveniently located near schools, shopping, dining, and major commuter routes. The seller has obtained a land-clearing quote of approximately 10k, with costs varying based on how much of the lot the buyer chooses to clear. Enjoy the privacy, flexibility, and space to build your dream home. Large lots like this are hard to find - the seller

    Marko Nestorovski McColly Real Estate

    Tbd Union Ave, Chesterton, IN 46304
  • /2

    $95,000

    $10K PRICE DROP
    • Land
    • 1.92 Acres
    • $49,479 per Acre

    108 Indian Boundary Rd, Chesterton, IN 46304

    High traffic commercial lots. Two adjoining commercial properties totaling almost 2 acres on Indian Boundary Road. The property is zoned Business 2 which enables most retail applications, medical uses, and office functions. Property is in a TIF district.

    Nick Sommer Century 21 Alliance Group

    108 Indian Boundary Rd, 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
  • /24

    $240,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    355 S Boo Rd, Chesterton, IN 46304

    Gorgeous renovated home top to bottom! The front door opens up to the Living room complete with beautiful hardwood floors. The kitchen features lots of cabinets, Quartz counters. New stainless steel appliances are included! The main level family room is a cozy place to relax with vaulted ceilings! Master Bedroom and bath with Patio sliding door to a 20x12 concrete patio. Great location for the

    Brian Waters Mentor Listing Realty, Inc.

    355 S Boo Rd, Chesterton, IN 46304
  • /14

    $215,000

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,117 Sq Ft

    407 Michigami Trail, Chesterton, IN 46304

    Charming three bedroom, one bathroom ranch just steps from everything downtown Chesterton has to offer! Situated on a desirable corner lot, this home features a spacious fenced backyard and a screened-in patio- perfect for relaxing, entertaining, or enjoying quiet evenings outdoors. Inside, you'll find an updated kitchen, remodeled bathroom and newly installed central air, along with a

    Stephanie Cowger Blackrock Real Estate Services

    407 Michigami Trail, Chesterton, IN 46304
  • /2

    $61,500

    • Land
    • 8,712 Sq Ft
    • $307,500 per Acre

    1032 Preserve Ln, Chesterton, IN 46304

    Lot 26 is for sale located in the Preserve Subdivision in Chesterton. This beautiful lot is bordered by the nature preserve on two sides and is ready for you to bring your builder and build your new home. Located near Chesterton High School, close to Lake Michigan's Indiana Dunes State Park, the South Shore Train and Indiana Toll Road. Lake Michigan water. All soil tests have been completed!

    Patty Phillips Listing Leaders

    1032 Preserve Ln, Chesterton, IN 46304
  • /12

    $101,000

    $5K PRICE INCREASE
    • Land
    • 1.11 Acres
    • $90,966 per Acre

    135 Michael Dr, Chesterton, IN 46304

    Create the possible! These in town, Duneland Cove lots, have municipal water & sewer, gas and electric available. Convenient easy transit to highways, rails, shopping, schools, parks, playgrounds and within minutes to our beautiful Lake Michigan shoreline beaches, parks and trails. All permits required, No HOA, covenants and restrictions apply.

    Patty Raffin McColly Real Estate

    135 Michael Dr, Chesterton, IN 46304
  • /2

    $85,000

    • Land
    • 32,060 Sq Ft
    • $115,489 per Acre

    1475 Snead Ave, Chesterton, IN 46304

    ALL OFFERS WILL BE LOOKED AT!! Gorgeous vacant lot located in Sand Creek. Build your DREAM HOME! So many possibilities.

    Karen Maynard McColly Real Estate

    1475 Snead Ave, Chesterton, IN 46304
  • /25

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    1749 Green Meadow Ln, Chesterton, IN 46304

    Nice, solid all-brick ranch on a desirable corner lot directly across from the high school! This well-maintained home features a spacious eat-in kitchen with newer luxury vinyl hardwood flooring, a formal dining room, and all newer stainless steel appliances included. A built-in doggie door and sliders lead to a privacy-fenced backyard--perfect for pets and entertaining. Major updates include a

    Diana Smoot McColly Real Estate

    1749 Green Meadow Ln, Chesterton, IN 46304
  • /2

    $84,999

    • Land
    • 12,632 Sq Ft
    • $293,100 per Acre

    1915 Toms Ct, Chesterton, IN 46304

    Only an hour from Chicago sits a picturesque neighborhood behind private gates. Sand Creek offers upscale living in an exclusive neighborhood. Unique estate homes line the streets of this sought-after subdivision. This is one of the last lots available before this community is completely sold out. If you have been dreaming about building a home, this is the time and place to do it.

    Alexis Metcalf Seramur Properties, LLC

    1915 Toms Ct, 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
  • /5

    $259,000

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

    1711 Littler Dr, Chesterton, IN 46304

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

    Cara Warren eXp Realty, LLC

    1711 Littler Dr, Chesterton, IN 46304
  • /3

    $199,900

    • Land
    • 10.1 Acres
    • $19,792 per Acre

    62 W 1000 N, Chesterton, IN 46304

    10 Acre Estate Lot in Unincorporated Porter County. Lot A of a recorded, approved 5 lot subdivision Branham Meadows AVAILABLE in Chesterton, Indiana. This platted homesite offers approximately 340 feet of frontage on 1000 N and a deep 1,294-foot lot, ideal for a custom home, hobby farm, or long-term land investment in Northwest Indiana's Duneland area. The plat is recorded and approved, giving

    Justin Berggren Coldwell Banker Market Connect

    62 W 1000 N, Chesterton, IN 46304
  • /3

    $199,900

    • Land
    • 10.1 Acres
    • $19,792 per Acre

    76 W 1000 N, Chesterton, IN 46304

    10 Acre Estate Lot in Unincorporated Porter County, Chesterton IN. Lot C of a recorded, approved 5 lot subdivision Branham Meadows. All lots are conventionally shaped rectangular/square for ideal residential development with no trees to clear! This platted homesite offers approximately 340 feet of frontage on 1000 N and a deep 1,294-foot lot, ideal for a custom home, hobby farm, or long-term land

    Justin Berggren Coldwell Banker Market Connect

    76 W 1000 N, Chesterton, IN 46304
  • /19

    $248,000

    $2K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,183 Sq Ft

    270 Woodlawn Ave, Chesterton, IN 46304

    Welcome to 270 Woodlawn Ave in Chesterton. This beautifully remodeled 3-bedroom home offers soaring ceilings, bright open living spaces, and updates throughout. Newer mechanicals provide added peace of mind, making this home truly move-in ready. Located just minutes from downtown, parks, and the Indiana Dunes, this home combines charm, comfort, and exceptional value in a highly desirable area.

    Carson Brand Listing Leaders

    270 Woodlawn Ave, Chesterton, IN 46304
  • /3

    $199,900

    • Land
    • 11.11 Acres
    • $17,993 per Acre

    981 N 100 W, Chesterton, IN 46304

    Get Away From The Crowd with this 11 acre Estate Lot in beautiful rural setting located in Unincorporated Porter County, Chesterton IN, away from neighbors but close to town and highway access! Lot E of a recorded, approved 5 lot subdivision. This platted homesite offers approximately 500 feet of frontage on 100 W and a deep 1,050 foot lot, ideal for a custom home, hobby farm, or long-term land

    Justin Berggren Coldwell Banker Market Connect

    981 N 100 W, Chesterton, IN 46304
  • /3

    $199,900

    • Land
    • 10.1 Acres
    • $19,791 per Acre

    84 W 1000 N, Chesterton, IN 46304

    10 acre ESTATE LOT parcel in newly subdivided Branham Meadows in UNINCORPORATED Porter County, CHESTERTON, IN. Lot D of a recorded, approved 5 lot subdivision. This platted homesite offers approximately 516 feet of frontage on 1000 N and a deep 903 foot lot, ideal for a custom home, hobby farm, or long-term land investment in Northwest Indiana's Duneland area. The plat is recorded and approved,

    Justin Berggren Coldwell Banker Market Connect

    84 W 1000 N, Chesterton, IN 46304
  • /20

    $85,000

    • 4 Beds
    • 1 Bath

    1182 N Salt Creek Rd, Chesterton, IN 46304

    Fantastic Investor Opportunity on Nearly an Acre with Approved Plans Included! Perfect for investors, rehabbers, or flippers looking for a project with major potential. Originally a 3 bed, 1 bath home, this property now comes with architect approved blueprints to expand the layout into a 4 bed, 2 bath residence with an open concept kitchen and living room. Situated on almost one acre, the lot

    Irmaliz Rosa Santiago Favela Real Estate, LLC

    1182 N Salt Creek Rd, Chesterton, IN 46304
  • /17

    $100,000

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

    1300 N, Chesterton, IN 46304

    Build-ready wooded homesite in desirable Pine Township. This approximately 1.5 plus acre parcel offers privacy and natural surroundings while still being conveniently located near Chesterton, major highways, and the Indiana Dunes. Significant due diligence work has already been completed, including wetland delineation, septic feasibility investigation, and site planning identifying a viable

    Christina Lee The Lyons Group Real Estate

    1300 N, Chesterton, IN 46304
  • /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
  • /20

    $290,000

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

    322 Village Square, Chesterton, IN 46304

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

    Tysheea Liggins McColly Real Estate

    322 Village Square, Chesterton, IN 46304
  • /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
  • /12

    $97,000

    $5K PRICE INCREASE
    • Land
    • 38,515 Sq Ft
    • $109,704 per Acre

    133 Michael Dr, Chesterton, IN 46304

    Create the possible! These, in town, Duneland Cove lots have municipal water and sewer, gas and electric available. Convenient easy transit to highways, rails, shopping, schools, parks, playgrounds and within minutes to our beautiful Lake Michigan shoreline beaches, parks and trails. All permits required, No HOA, covenants and restrictions apply.

    Patty Raffin McColly Real Estate

    133 Michael Dr, Chesterton, IN 46304
  • /22

    $117,500

    • Land
    • 20,908 Sq Ft
    • $244,792 per Acre

    1941 Bramble Trace, Chesterton, IN 46304

    Rare Opportunity. Prime Location. Desirable Homesite. Exceptional Value. Bring your own builder and create the custom home you've always envisioned on this premium half-acre homesite in the prestigious gated community of Sand Creek. Ideally positioned near the cul-de-sac at Bramble Trace and Kilarney Court, this exceptional lot offers serene views of the newly developed waterway and fountain,

    Stefanie Neal BHHS Indiana Realty

    1941 Bramble Trace, 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

    $220,000

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

    1909 Chamborde Ln, Chesterton, IN 46304

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

    Stefanie Neal BHHS Indiana Realty

    1909 Chamborde Ln, Chesterton, IN 46304
  • /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
  • /9

    $279,999

    • Land
    • 23,086 Sq Ft
    • $528,300 per Acre

    1441 Nelson Dr, Chesterton, IN 46304

    Presenting one of the final opportunities to own a GOLF COURSE lot in the highly sought-after gated community of Sand Creek. This spacious half-acre lot offers stunning views and direct frontage on the renowned 27-hole championship golf course, providing an ideal setting to design and build the custom home of your dreams. Located within one of Northwest Indiana's most prestigious neighborhoods,

    Ali Fowler Seramur Properties, LLC

    1441 Nelson Dr, Chesterton, IN 46304
  • /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

Showing Results 1 - 40, Page 1 of 2

Home Price Trends

Median Sale Price
$362,745
Median Single Family Sale Price
$379,900
Median Townhouse Sale Price
$331,750
Median 2 Bedroom Sale Price
$240,000
Average Price Per Sq Ft
$189
Number of Homes for Sale
70
Last 12 months Home Sales
386
Months of Supply
2.20
Median List Price
$379,995
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
13%
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