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Chesterton Condos for Sale

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  • 2111 Tupelo Ln, Chesterton, IN 46304
    2111 Tupelo Ln, Chesterton, IN 46304
    2111 Tupelo Ln, Chesterton, IN 46304
    /15

    $180,000 Open Sun 11AM - 1PM

    • 2 Beds
    • 1 Bath
    • 962 Sq Ft

    2111 Tupelo Ln, Chesterton, IN 46304

    MOTIVATED SELLER!! Welcome to this charming 2-bedroom, 1-bath MAIN-level condo in the heart of Chesterton! Situated on a desirable corner unit, this home offers extra privacy and maintenance-free living -- say goodbye to lawn care and snow removal.Step inside and you'll love the bright and open feel, with newer LVP flooring flowing throughout. The kitchen is stocked with plenty of cabinet space,

    Jacquelyn Brubaker Coldwell Banker Real Estate Gr

    2111 Tupelo Ln, Chesterton, IN 46304
  • 1108 Saratoga Ln, Chesterton, IN 46304
    1108 Saratoga Ln, Chesterton, IN 46304
    1108 Saratoga Ln, Chesterton, IN 46304
    /20

    $170,000

    • 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
  • 2119 Dogwood Ln, Chesterton, IN 46304
    2119 Dogwood Ln, Chesterton, IN 46304
    2119 Dogwood Ln, 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
  • 2121 Tupelo Ln, Chesterton, IN 46304
    2121 Tupelo Ln, Chesterton, IN 46304
    2121 Tupelo Ln, Chesterton, IN 46304
    /17

    $174,900

    • 2 Beds
    • 1 Bath
    • 1,228 Sq Ft

    2121 Tupelo Ln, Chesterton, IN 46304

    WANTED: NEW HOMEOWNERS! This maintenance-free 2-bedroom, 1-bath main floor condo with a 1-car garage is move-in ready. Step into a bright and cozy open-concept living area featuring a warm fireplace and two new sliding glass doors that open to a private patio and your new backyard. The updated kitchen showcases a brand-new quartz countertop & deep sink, a pantry, and plenty of cabinetry for extra

    Nikola Trajceski Listing Leaders

    2121 Tupelo Ln, Chesterton, IN 46304
  • 1615 Melanie Ln, Chesterton, IN 46304
    1615 Melanie Ln, Chesterton, IN 46304
    1615 Melanie Ln, Chesterton, IN 46304
    /21

    $409,900 New Construction

    • 3 Beds
    • 3 Baths
    • 1,954 Sq Ft

    1615 Melanie Ln, Chesterton, IN 46304

    Check out our new screened-in porch in the newest building -now complete! The open concept living spaces you'll find soaring cathedral ceilings, fireplace, stylish floors underfoot, abundant soft-close cabinetry with 42'' uppers, elegant quartz countertops, all of your kitchen appliances, and triple sliding door overlooking the golf-course views. In the master you'll find a stunning custom

    Michelle Renninger Better Homes and Gardens Real

    1615 Melanie Ln, Chesterton, IN 46304
Indiana Porter County Chesterton Chesterton

Condos for Sale in Chesterton, Chesterton

Why Live in Chesterton
Chesterton, formerly known as “Coffee Creek,” is a charming neighborhood characterized by its locally owned businesses and serene parks. The downtown area is walkable, featuring a town square with various amenities, restaurants, and events. The neighborhood offers a mix of home styles, including ranch-style homes, Split-Levels, Cape Cods, Colonial Revivals, and modern traditional houses. Gated communities on the east side surround Sand Creek Country Club, featuring large properties on spacious lots. The Duneland School Corporation serves Chesterton, with highly rated schools such as Brummitt Elementary School, Westchester Intermediate School, Chesterton Middle School, and Chesterton Senior High School. For things to do, residents can visit Indiana Dunes National Park, the sandy beaches along Lake Michigan, and numerous sports fields at Dogwood Park. Coffee Creek Park and Westchester Migratory Bird Sanctuary offer additional outdoor activities. Dining options range from Octave Grill to Lucrezia Café, with casual and upscale choices available. Chesterton Brewery and Running Vines Winery provide local craft beers and wines. The seasonal Chesterton European Market and annual Wine and Beer Fest are popular community events. Commuters have access to Interstates 94, 80, and 90, with Chicago 45 miles away and the South Shore Commuter Rail Line 3 miles away. Chicago Midway International Airport is also 45 miles away, and Northwest Health–Porter in Valparaiso is the nearest hospital.
Learn more about living in Chesterton

Home Trends in Chesterton, IN

On average, homes in Chesterton, IN sell after 62 days on the market compared to the national average of 52 days. The median sale price for homes in Chesterton, IN over the last 12 months is $338,745, down 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$338,745
Median Single Family Sale Price
$374,950
Median Townhouse Sale Price
$375,000
Median 2 Bedroom Sale Price
$230,000
Average Price Per Sq Ft
$184
Number of Homes for Sale
69
Last 12 months Home Sales
226
Months of Supply
3.70
Median List Price
$380,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-6%
How to Buy a Home How to Finance a Home How to Sell a Home

In Chesterton, there are currently 5 condos for sale, providing a range of options for prospective buyers. With condos ranging from $170,000 to $409,900, there's something for every budget. As of September, 2025 the median home price in Chesterton, Chesterton is $380,000, while the average sale price is $377,389, providing insight into local market trends. On average, condos spend 62 days on the market before being sold. Whether you're considering condominiums, apartments for sale, or modern condos, there are options available to suit your needs. Explore the variety of condos for sale in Chesterton, Chesterton, and find the perfect place to call home.

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