29

Chesterton, IN Homes for Sale with Acreage

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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
  • /5

    $389,000

    • Land
    • 1.44 Acres
    • $270,139 per Acre

    1022 N Old State Rd 49, Chesterton, IN 46304

    This 1.44 acre lot is located close to the Indiana Toll Road, I-94, the South Shore train station, The Indiana Dunes State Park, and the Indiana Dunes National Park. Across Highway 49 you will find Culver's, AJ's Pizza, Popeye's, Dunkin Donuts, Hilton Garden Inn, Bob Evans, and multiple medical and office buildings.

    Agent Photo

    Paul Boyter

    McColly Real Estate

    1022 N Old State Rd 49, Chesterton, IN 46304
  • /5

    $110,000

    • Land
    • 1.36 Acres
    • $80,882 per Acre

    369 Ridgeview Dr, Chesterton, IN 46304

    Imagine your dream home nestled among the trees on this beautiful 1.36-acre corner lot at 369 Ridgeview Drive. Located in Woodridge Hills, a private Jackson Township community known for its spacious wooded homesites and impressive custom residences, this property offers the rare opportunity to create a home designed entirely around your lifestyle. The generous corner setting provides flexibility

    Agent Photo

    Lisa Gaff

    White Hat Realty Group, LLC

    369 Ridgeview Dr, Chesterton, IN 46304
  • /3

    $125,000

    • Land
    • 4 Acres
    • $31,250 per Acre

    860 Quail Ridge Cir, 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 Cir, Chesterton, IN 46304
  • /44

    $1,479,999

    $20K PRICE DROP
    • 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

    1137 N 475 E, 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
  • /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
  • /42

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,941 Sq Ft

    397 E 1300 N, Chesterton, IN 46304

    Trade traffic for trailheads and design a home that completely reflects your soul. Tucked away on an expansive 2.03-acre wooded lot in Chesterton, this solid tri-level property is a dream canvas for the visionary buyer ready to bring a high-contrast, moody aesthetic to life. With 2,531 square feet, three bedrooms, and three bathrooms, plus a bonus room, the spacious layout features great

    Shawn Franz Brokerworks Group

    397 E 1300 N, 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
  • /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
  • /11

    $675,000

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

    0 W 1050 N, Chesterton, IN 46304

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

    Michelle Renninger Brokerworks Group

    0 W 1050 N, Chesterton, IN 46304
  • /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
  • /51

    $399,999

    $60K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,088 Sq Ft

    141 W 900 N, Chesterton, IN 46304

    Looking for a place in Chesterton where you can actually breathe? This peaceful 2.2-acre country retreat offers the perfect balance of wide-open green space and a home designed for everyone to have their own corner. The main house features airy vaulted ceilings, a large country kitchen with stainless steel appliances, and oversized bedrooms with deep closets, plus extra attic storage in both

    Vince Kisala Coldwell Banker Real Estate Gr

    141 W 900 N, Chesterton, IN 46304
  • /33

    $307,500

    $12K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,310 Sq Ft

    701 Pearson Rd, Chesterton, IN 46304

    Nestled on approximately 1.16 acres of beautifully sized grounds, this 3-bedroom, 1.5-bath home offers a distinctive split level mid-century modern-inspired aesthetic clean lines, expansive windows, and an abundance of natural light throughout. The spacious living room features a limestone hearth fireplace, creating a warm focal point for the main living area. The kitchen offers a generous amount

    Matt Evans RE/MAX Lifestyles

    701 Pearson Rd, Chesterton, IN 46304
  • /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
  • /50

    $625,000

    • 4 Beds
    • 3.5 Baths
    • 2,970 Sq Ft

    1089 N 200 W, Chesterton, IN 46304

    First Time on the Market! Proudly offered by its original owner, this exceptional property presents a rare opportunity to own a private retreat nestled on 5 picturesque acres. You will notice quality craftsmanship & attention to detail throughout the home. Surrounded by mature trees and abundant wildlife, the property features a cleared walking trail, a dedicated hunting area, a cozy fire pit, an

    Lauren Piazza Realty Executives Premier

    1089 N 200 W, Chesterton, IN 46304
  • /50

    $849,000

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

    1147 N 400 E, Chesterton, IN 46304

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

    Lesley Sweeney Encore Sotheby's International

    1147 N 400 E, Chesterton, IN 46304
  • /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
  • /2

    $374,000

    • Land
    • 10.1 Acres
    • $37,030 per Acre

    Tbd County Road 1050 N, Chesterton, IN 46304

    Make your move on this 10 + AC parcel that is *PUD designated* towards a light industrial/commercial type use. Located on 1050 N LaHayne Rd just off IN Hwy 149 N near Burns Harbor, this property provides tremendous access to all region highways such as I-94, Hwy 20 and Hwy 12. Buyer to verify site for intended use. Property surrounds the Springdale retention pond and has inlets for storm sewers

    Matt Evans RE/MAX Lifestyles

    Tbd County Road 1050 N, Chesterton, IN 46304
  • /12

    $125,000

    • Land
    • 1.32 Acres
    • $94,575 per Acre

    898 Lot 131 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

    898 Lot 131 Michael Dr, 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
  • /17

    $250,000

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

    1065 N 50 W, Chesterton, IN 46304

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

    Marina Klein Blackrock Real Estate Services

    1065 N 50 W, Chesterton, IN 46304
  • /79

    $900,000

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

    229 E Morgan Ave, Chesterton, IN 46304

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

    Alexis Metcalf Seramur Properties, LLC

    229 E Morgan Ave, Chesterton, IN 46304
  • /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
  • /3

    $199,900

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

    68 W 1000 N, Chesterton, IN 46304

    10 Acre Estate Lot in unincorporated Porter County, rural Chesterton IN. Lot B of a recorded, approved 5 lot subdivision Branham Meadows. This platted homesite is a conventional rectangular lot with no trees to clear! The site 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

    Justin Berggren Coldwell Banker Market Connect

    68 W 1000 N, Chesterton, IN 46304
  • /8

    $675,000

    $2M PRICE DROP
    • Land
    • 20 Acres
    • $33,750 per Acre

    0 St Rd 149 Unit NRA824925, Portage, IN 46368

    Prime 20-acre development opportunity located on the border of Portage and Chesterton. This highly desirable location offers strong growth potential and convenient access to major roads, schools, shopping, and amenities. All utilities are available, including NIPSCO, sewer, and water, and preliminary engineering has already been completed for an additional phase of an existing subdivision, making

    Jaclyn Gore-Williams Listing Leaders

    0 St Rd 149 Unit NRA824925, Portage, IN 46368

Home Price Trends

Median Sale Price
$360,000
Median Single Family Sale Price
$377,000
Median Townhouse Sale Price
$399,500
Median 2 Bedroom Sale Price
$237,000
Average Price Per Sq Ft
$188
Number of Homes for Sale
67
Last 12 months Home Sales
379
Months of Supply
2.10
Median List Price
$377,450
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
9%
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