25

Price Reduced Homes for Sale in Chesterton, IN

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  • /44

    $385,000

    $40K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,360 Sq Ft

    455 Woodlawn Ave Unit 457, Chesterton, IN 46304

    Here's your opportunity to enjoy homeownership while generating rental income! This well-maintained duplex offers an ideal owner-occupied investment, with the neighboring rental unit helping offset your monthly mortgage payment. The spacious owner's residence features 2 bedrooms, 2 bathrooms, and a finished basement that provides plenty of additional living and entertaining space. The adjoining

    Agent Photo

    Paul Boyter

    McColly Real Estate

    455 Woodlawn Ave Unit 457, Chesterton, IN 46304
  • /21

    $220,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,194 Sq Ft

    206 Fieldstone Dr, Chesterton, IN 46304

    Welcome to this well-maintained 2-bedroom, 1.75-bath condo in the desirable Summer Tree community! Offering the convenience of low-maintenance living, this home is perfect for those looking to spend less time on upkeep and more time enjoying life. The thoughtfully designed ranch floor plan provides comfortable living spaces, spacious bedrooms, and the convenience of two bathrooms. Lawn care and

    Agent Photo

    Lisa Gaff

    White Hat Realty Group, LLC

    206 Fieldstone Dr, Chesterton, IN 46304
  • /28

    $399,900

    $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,380 Sq Ft

    762 Dunewood Dr, Chesterton, IN 46304

    This meticulously updated four-bedroom, three-bathroom residence is situated in a prime Chesterton location. The interior features a thoughtfully redesigned kitchen equipped with custom hickory cabinetry, granite countertops, and premium stainless-steel appliances. Abundant natural light fills the living room through a newly installed expansive window, flowing seamlessly into a spacious dining

    Amy Redman Dunes Realty, LLC

    762 Dunewood Dr, Chesterton, IN 46304
  • /9

    $172,500

    $8K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 825 Sq Ft

    359 Strongbow Trail, Chesterton, IN 46304

    Have you been looking for a house where sweat equity could make you MONEY! Then this is the property you have been looking for. Check the MLS active, pending and sold properties to see what houses in the subdivision are going for. This house has street appeal, plus a newer kitchen and bathroom. New carpeting is needed thru out the house. Some walls need paneling patched or drywall installed, and

    Craig Hinchman McColly Real Estate

    359 Strongbow Trail, Chesterton, IN 46304
  • /34

    $367,999

    $7K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,282 Sq Ft

    303 E Porter Ave, Chesterton, IN 46304

    Welcome to this charming and beautifully updated home in the highly sought-after Morgan Park neighborhood! Move-in ready and full of character, this spacious home offers over 2,200 square feet of living space, featuring four generously sized bedrooms with excellent closet space. The main-level primary suite offers a private full bathroom and a bright, inviting sunroom--perfect for enjoying your

    Lacey Lafata McColly Real Estate

    303 E Porter Ave, Chesterton, IN 46304
  • /22

    $325,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,419 Sq Ft

    1248 Dogwood Dr, Chesterton, IN 46304

    Deal Fell Thru No Fault to Seller!!! Perfectly Located Just Minutes from the Indiana Dunes National Park and Lakeshore. This Classic Ranch is Nestled Among Mature Trees in a Quant Neighborhood, Offering a Rare Blend of Quality Craftsmanship and Commuter Convenience. The Open -Concept Design Features Vaulted Ceilings, Stunning Cedar Accents, and an Original 1963 Floor to Ceiling Brick Fireplace

    Jamie Bond Listing Leaders

    1248 Dogwood Dr, Chesterton, IN 46304
  • /7

    $55,000

    $95K PRICE DROP
    • Land
    • 1.03 Acres
    • $53,398 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
  • /17

    $490,000

    $5K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 2,712 Sq Ft

    1250 Lawson Ln, Chesterton, IN 46304

    Excellent investment opportunity in the heart of Porter! Built in 2019, this well-maintained duplex features two spacious townhome-style units, each offering 3 bedrooms, 2.5 bathrooms, an attached garage, and approximately 1,530 square feet of living space. Both units are currently leased through August 31, 2026, providing immediate cash flow with additional rental upside. Tenants pay all

    Tariq Suboh Ellsbury Group

    1250 Lawson Ln, Chesterton, IN 46304
  • /55

    $525,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,596 Sq Ft

    131 Beverly Dr, Chesterton, IN 46304

    Stunning, updated 2-story home nestled on a private, wooded 0.56-acre in-town lot in Chesterton! A grand 2-story entry welcomes you with luxury vinyl plank flooring extending throughout the main level, featuring a formal dining room. French doors from a den/office and flow into the family room, highlighted by a gas-start fireplace and a wall of windows showcasing the woods. The open-concept

    John Guest Coldwell Banker Realty

    131 Beverly Dr, Chesterton, IN 46304
  • /24

    $230,700

    $9K PRICE DROP
    • 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
  • /38

    $839,900

    $30K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,299 Sq Ft

    1035 Kilarney Rd, Chesterton, IN 46304

    Within the gated Sand Creek community, this beautiful custom residence blends timeless architecture with thoughtfully curated designer updates, creating a home that is both elegant and inviting. Rich hardwood flooring, extensive millwork, designer selected custom lighting, and refined finishes elevate every space while offering exceptional comfort. At the heart of the home, the fully renovated

    Stefanie Neal BHHS Indiana Realty

    1035 Kilarney Rd, Chesterton, IN 46304
  • /21

    $295,000

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    829 Johnson St Unit A, Chesterton, IN 46304

    This charming 4-bedroom, 2 1/2-bathroom two-story home is located in a quiet, neighborhood and offers the perfect blend of comfort and value. Featuring a spacious layout with plenty of natural light, this home is ideal for anyone looking for ample space. Recent major updates include a brand-new roof, new furnace, and new air conditioner, providing peace of mind for years to come. Enjoy the

    Karisa Marek New Chapter Real Estate

    829 Johnson St Unit A, Chesterton, IN 46304
  • /47

    $353,900

    $26K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,975 Sq Ft

    3624 Fairway Dr, Chesterton, IN 46304

    This is the opportunity you've been waiting for at 3624 Fairway Drive in Chesterton's Golfview Estates! Offering nearly 2,000 square feet, this 4-bedroom, 2-bath quad-level delivers the space, versatility, and location today's buyers are searching for. Inside, vaulted ceilings and warm bamboo hardwood flooring welcome you into a home featuring multiple living areas, a fireplace, and flexible

    Geremy Rinker @properties/Christie's Intl RE

    3624 Fairway Dr, Chesterton, IN 46304
  • /35

    $374,900

    $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,143 Sq Ft

    229 E Beam St, Chesterton, IN 46304

    MAJOR UPDATES! New roof, windows, furnace, central air & more providing peace of mind for years to come! The seller has completed extensive renovations and is ready to make a deal so take advantage of this incredible opportunity! Step into timeless charm with this completely renovated modern farmhouse inspired Cape Cod, where historic character meets modern luxury! This breathtaking 4-bedroom,

    Wendy Hammonds Key Realty Indiana, LLC

    229 E Beam St, Chesterton, IN 46304
  • /17

    $89,000

    $11K PRICE DROP
    • Land
    • 1.54 Acres
    • $57,792 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
  • /18

    $270,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,542 Sq Ft

    656 S 4th St, Chesterton, IN 46304

    Price Improvement from this motivated seller! Bring an offer! Remodeled home in a highly desired 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. Bailey Elementary & Montessori School are only a few

    Jasmine Gonzalez Coldwell Banker Realty

    656 S 4th St, Chesterton, IN 46304
  • /62

    $625,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,854 Sq Ft

    1910 Catkin Cir, Chesterton, IN 46304

    Rarely available home in the sought after Tamarack subdivision. Elegant custom-built brick ranch with impressive curb appeal, lush landscaping, and a grand columned entry. Soaring ceilings, arched openings, abundant natural light, and hardwood floors create an inviting interior, while the spacious living room features a fireplace and flows easily into the formal dining room and breakfast area.

    Vince Kisala Coldwell Banker Real Estate Gr

    1910 Catkin Cir, Chesterton, IN 46304
  • /52

    $529,900

    $95K PRICE DROP
    • 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
  • /65

    $735,000

    $15K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 4,284 Sq Ft

    1909 Catkin Cir, Chesterton, IN 46304

    Welcome to 1909 Catkin Circle, an impressive fully updated Modern Farmhouse located in the highly desirable Tamarack Subdivision of Chesterton. Situated on nearly half an acre with beautiful pond views, this 4,284 sq. ft. home offers exceptional indoor and outdoor living with mature landscaping surrounding the property and an expansive wraparound porch. Inside, you'll find 3 bedrooms and 3.5

    Gabriel Mihut Realest.com

    1909 Catkin Cir, Chesterton, IN 46304
  • /26

    $399,000

    $51K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    2645 W 1100 N, Chesterton, IN 46304

    LUXURY MEETS NATURE in this exceptional 3 bedroom, 2 bath ranch, perfectly nestled on a .92 acre wooded lot! This custom built home offers an open-concept design with soaring vaulted ceilings in the kitchen, dining, and living areas. Every detail was thoughtfully designed for comfort, including polished concrete floors with radiant in-floor heat throughout the home. The beautifully appointed

    Debra Lightfoot McColly Real Estate

    2645 W 1100 N, Chesterton, IN 46304
  • /57

    $390,000

    $15K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,372 Sq Ft

    1927 Cory Ln, Chesterton, IN 46304

    Quality-built home that has been beautifully maintained and is truly move-in ready! This open-concept tri-level floor plan makes exceptional use of every square foot. The spacious primary suite features a vaulted ceiling, walk-in closet, and private full bath with a double vanity and a relaxing whirlpool tub. The new updated kitchen offers quartz counter tops, new dishwasher, abundant cabinetry,

    Marco Trevino Listing Leaders

    1927 Cory Ln, Chesterton, IN 46304
  • /40

    $425,000

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,932 Sq Ft

    2332 Dakota St, Chesterton, IN 46304

    Welcome to 2332 Dakota Street--a beautifully **FULLY RENOVATED Cape Cod** in the highly sought-after **Duneland School District!** Nearly 3,000 sq. ft. of finished living space has been thoughtfully updated from top to bottom, offering the charm of an established home with the finishes, comfort, and peace of mind of something new. Major upgrades include a **NEW ROOF, NEW FURNACE, NEW CENTRAL A/C,

    Shelly Grimm White Hat Realty Group, LLC

    2332 Dakota St, Chesterton, IN 46304
  • /49

    $425,000

    $70K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,444 Sq Ft

    947 Sandpiper Dr, Chesterton, IN 46304

    This property offers the ideal combination of location, lot, and lifestyle. Located in Duneland Cove, this nearly 3,000-square-foot home features 3 bedrooms, 3 bathrooms, and a 3-car garage, all just minutes from shopping, healthcare, major highways, rail access, and the shoreline beaches of Lake Michigan. The main level's circular floor plan connects the living room, dining room, kitchen, and

    Patty Raffin McColly Real Estate

    947 Sandpiper Dr, Chesterton, IN 46304
  • /18

    $242,900

    $7K PRICE DROP
    • Land
    • 4.12 Acres
    • $58,956 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 run to the property, soil borings have been completed, all other permits needed.

    Marina Klein Blackrock Real Estate Services

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

    $875,000

    $25K PRICE DROP
    • 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

Home Price Trends

Median Sale Price
$359,900
Median Single Family Sale Price
$380,000
Median Townhouse Sale Price
$439,500
Median 2 Bedroom Sale Price
$240,000
Median 1 Bedroom Sale Price
$172,500
Average Price Per Sq Ft
$187
Number of Homes for Sale
25
Last 12 months Home Sales
379
Months of Supply
2.20
Median List Price
$379,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
7%
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