Chesterton, IN Homes

/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

Paul Boyter

McColly Real Estate

(219) 587-9907

1717 Crocker St, Chesterton, IN 46304
/24
$1,800 Per Month
- 4 Beds
- 2 Baths
- 2,050 Sq Ft
- House for Rent
800 S 2nd St, Chesterton, IN 46304

4 bedroom 2 bathroom home sitting on 1 acre with 20 x 30 barn located in Chesterton, IN. This house also has an unfinished basement and 1 car detached garage. Lease start date of June 1, 2026. Please submit the free online application at and if approved we will contact you to schedule a showing.

800 S 2nd St, Chesterton, IN 46304
/32
$515,000

Sold Dec 12, 2025

997 N 250 E, Chesterton, IN 46304
- 3 Beds
- 2.5 Baths
- 2,610 Sq Ft
- Built 1994
Last Sold Summary
- 1% Above List Price
- $197/SF
- 2 Days On Market
Current Estimated Value $526,108

Last Listing Agent Kayla Jones Listing Leaders

997 N 250 E, Chesterton, IN 46304

/32
Est $276,724

Not Listed For Sale

10 Hjelm Rd, Chesterton, IN 46304
- 3 Beds
- 1.5 Baths
- 1,120 Sq Ft
- Built 1960
10 Hjelm Rd, Chesterton, IN 46304

Last Sold Summary
- 3 Days On Market

/26
$459,999

Pending
- 3 Beds
- 3.5 Baths
- 3,777 Sq Ft
1570 Indian Boundary Rd, Chesterton, IN 46304

Welcome home to this beautifully maintained sprawling ranch nestled on a nearly 3/4-acre lot in desirable Chesterton! Offering 3 bedrooms, 4 bathrooms, and the potential for a 4th bedroom in the finished basement, this home provides an abundance of space both inside and out. From the moment you arrive, you'll appreciate the pride of ownership and exceptional care that has gone into maintaining

Jason Moon

Trueblood Real Estate, LLC

(219) 500-5764

1570 Indian Boundary Rd, Chesterton, IN 46304
/14
$1,195 Per Month
- 2 Beds
- 1 Bath
- 889 Sq Ft
- Condo for Rent
119 Scarborough Ct Unit H2, Chesterton, IN 46304

Welcome to Abbey Lane Apartments, located in the charming town of Chesterton, IN. Our community offers a range of amenities that will enhance your lifestyle. Dive into relaxation at our sparkling pool, perfect for those hot summer days. Stay active and fit in our state-of-the-art gym, equipped with everything you need for a great workout. With covered parking, you can protect your vehicle from

119 Scarborough Ct Unit H2, Chesterton, IN 46304
/24
$635,000

Sold May 29, 2026

2005 Timberwood Ln, Chesterton, IN 46304
- 4 Beds
- 2.5 Baths
- 2,481 Sq Ft
- Built 2024
Last Sold Summary
- 5% Below List Price
- $256/SF
- 571 Days On Market
Current Estimated Value $617,829

Last Listing Agent Megan Heckard Century 21 Alliance Group

2005 Timberwood Ln, Chesterton, IN 46304

/39
Est $364,726

Not Listed For Sale

301 Primrose Cir, Chesterton, IN 46304
- 4 Beds
- 3 Baths
- 2,356 Sq Ft
- Built 1984
301 Primrose Cir, Chesterton, IN 46304

Last Sold Summary
- 0 Days On Market

/9
$164,999

$10K PRICE DROP Pending
- Land
- 3.38 Acres
- $48,816 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

Tonia Dragon

Better Homes and Gardens Real

(219) 544-5708

0-2 E 1050 N, Chesterton, IN 46304
/22
$327,500

Sold Nov 26, 2025

809 Olde Towne Square, Chesterton, IN 46304
- 3 Beds
- 2 Baths
- 1,340 Sq Ft
- Built 2004
Last Sold Summary
- 4% Below List Price
- $244/SF
- 24 Days On Market
Current Estimated Value $325,677

Last Listing Agent Amanda Klimczak Realty Executives Premier

809 Olde Towne Square, Chesterton, IN 46304

/24
Est $320,123

Not Listed For Sale

801 Fox Point Dr, Chesterton, IN 46304
- 4 Beds
- 2.5 Baths
- 2,018 Sq Ft
- Built 1977
801 Fox Point Dr, Chesterton, IN 46304

Last Sold Summary
- 2 Days On Market

/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.

Paul Boyter

McColly Real Estate

(317) 922-1693

25 Karner Blue Ct, Chesterton, IN 46034
/19
$203,000

Sold Jun 05, 2026

1608 W Porter Ave, Chesterton, IN 46304
- 2 Beds
- 1 Bath
- 800 Sq Ft
- Built 1953
Last Sold Summary
- 2% Above List Price
- $254/SF
- 3 Days On Market
Current Estimated Value $199,376

Last Listing Agent Jessica Cardin Realty Executives Premier

1608 W Porter Ave, Chesterton, IN 46304

/23
Est $296,876

Not Listed For Sale

760 S Park Dr, Chesterton, IN 46304
- 3 Beds
- 1 Bath
- 1,184 Sq Ft
- Built 1954
760 S Park Dr, Chesterton, IN 46304

Last Sold Summary
- 46 Days On Market

/30
$275,000

Pending
- 3 Beds
- 2 Baths
- 1,064 Sq Ft
616 S 20th St, Chesterton, IN 46304

Welcome to the heart of Chesterton! This beautifully maintained 3-bedroom, 1.75-bath ranch offers the perfect blend of comfort, convenience, and small-town charm. From the moment you arrive, you'll appreciate the inviting curb appeal, spacious fenced backyard, and detached 2-car garage, providing plenty of room for vehicles, hobbies, and storage. Step inside to discover a warm and welcoming floor

Lisa Gaff

White Hat Realty Group, LLC

(219) 268-8425

616 S 20th St, Chesterton, IN 46304
/56
$345,000

Sold Feb 27, 2026

781 David Blvd, Chesterton, IN 46304
- 3 Beds
- 2.5 Baths
- 2,515 Sq Ft
- Built 1998
Last Sold Summary
- $137/SF
Current Estimated Value $348,145

Last Listing Agent Shelly Grimm White Hat Realty Group, LLC

781 David Blvd, Chesterton, IN 46304

/18
Est $89,284

Not Listed For Sale

405 Strongbow Trail, Chesterton, IN 46304
- 3 Beds
- 1 Bath
- 825 Sq Ft
- Built 1955
405 Strongbow Trail, Chesterton, IN 46304

Last Sold Summary
- 2 Days On Market

/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.

Paul Boyter

McColly Real Estate

(219) 351-8110

43 Karner Blue Ct, Chesterton, IN 46304
/22
$298,000

Sold May 11, 2026

2375 Indian Boundary Rd, Chesterton, IN 46304
- 2 Beds
- 2 Baths
- 2,049 Sq Ft
- Built 1955
Last Sold Summary
- 5% Below List Price
- $145/SF
- 75 Days On Market
Current Estimated Value $307,008

Last Listing Agent Lisa Thompson @properties/Christie's Intl RE

2375 Indian Boundary Rd, Chesterton, IN 46304

/21
Est $223,342

Not Listed For Sale

1120 W Lincoln Ave, Chesterton, IN 46304
- 4 Beds
- 1 Bath
- 1,176 Sq Ft
- Built 1955
1120 W Lincoln Ave, Chesterton, IN 46304

Last Sold Summary
- 2 Days On Market

/47
$289,900
- 3 Beds
- 2 Baths
- 1,305 Sq Ft
612 S Jackson Blvd, Chesterton, IN 46304

Located less than 1 hour from Chicago this All Brick Ranch will be the perfect place to call home. Set on a quite street & offering a wooded backdrop you'll instantly fall in love. Solid oak floors throughout the main level with updated Bathrooms, windows, Furnace & AC. Primary Bedroom offers attached ensuite along with 2 additional bedrooms & full bathroom. Spacious basement features daylight

Nick Scalise

Listing Leaders

(219) 268-8627

612 S Jackson Blvd, Chesterton, IN 46304
/19
$369,900

Sold Sep 17, 2025

22 Karner Blue Ct, Chesterton, IN 46304
- 4 Beds
- 2.5 Baths
- 2,276 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $163/SF
- 78 Days On Market
Current Estimated Value $312,632

Allen Edwin Homes The Preserve Indiana

22 Karner Blue Ct, Chesterton, IN 46304

/21
Est $432,436

Not Listed For Sale

1620 Melanie Ln, Chesterton, IN 46304
- 3 Beds
- 3 Baths
- 1,954 Sq Ft
- Built 2025
1620 Melanie Ln, Chesterton, IN 46304

Last Sold Summary
- 1 Day On Market

/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.

Paul Boyter

McColly Real Estate

(317) 542-3806

23 Karner Blue Ct, Chesterton, IN 46034
/30
$345,000

Sold Mar 06, 2026

196 Spring View Dr, Chesterton, IN 46304
- 4 Beds
- 4 Baths
- 2,300 Sq Ft
- Built 2006
Last Sold Summary
- $150/SF
- 7 Days On Market
Current Estimated Value $347,203

Last Listing Agent Karen Maynard McColly Real Estate

196 Spring View Dr, Chesterton, IN 46304

/44
Est $336,847

Not Listed For Sale

29 Karner Blue, Chesterton, IN 46304
- 4 Beds
- 2.5 Baths
- 2,276 Sq Ft
- Built 2025
29 Karner Blue, Chesterton, IN 46304

Last Sold Summary
- 36 Days On Market

/15
$499,900
- 6 Beds
- 6 Baths
- 2,896 Sq Ft
150 16th St, Chesterton, IN 46304

This newly completed duplex was finished in 2024. This exceptional investment property features two spacious units--each offering 3 bedrooms, 3 bathrooms, and a convenient one-car garage. Both sides are currently leased, providing immediate rental income. The main level showcases durable LVP flooring, while the primary suite includes a generous walk-in closet. Quality finishes such as 6-panel oak

Paul Boyter

McColly Real Estate

(219) 946-4328

150 16th St, Chesterton, IN 46304
/25
$360,000

Sold Aug 08, 2025

1733 Briarcliffe Ct, Chesterton, IN 46304
- 4 Beds
- 2.5 Baths
- 2,176 Sq Ft
- Built 1979
Last Sold Summary
- 4% Below List Price
- $165/SF
- 10 Days On Market
Current Estimated Value $366,261

Last Listing Agent Christine Benko SCHUPP Real Estate

1733 Briarcliffe Ct, Chesterton, IN 46304

/21
Est $415,500

Not Listed For Sale

1624 Melanie Ln, Chesterton, IN 46304
- 3 Beds
- 3 Baths
- 1,954 Sq Ft
- Built 2024
1624 Melanie Ln, Chesterton, IN 46304

Last Sold Summary
- 0 Days On Market

/35
$679,000
- 4 Beds
- 2.5 Baths
- 2,409 Sq Ft
18 Blue Grass Way, Chesterton, IN 46304

Welcome to The Preserve, where nature is your neighbor. Situated at the end of a quiet cul-de-sac and bordered by woods on two sides, this exceptional quality-built 4-bedroom, 3-bathroom two-story home offers privacy, luxury, and outstanding outdoor living. The beautifully landscaped backyard is designed for entertaining and recreation, featuring an in-ground pool with an automatic retractable

Paul Boyter

McColly Real Estate

(219) 912-8043

18 Blue Grass Way, Chesterton, IN 46304
/37
$410,000

Sold Feb 18, 2026

1034 N 350 E, Chesterton, IN 46304
- 3 Beds
- 3 Baths
- 2,636 Sq Ft
- Built 1979
Last Sold Summary
- 9% Below List Price
- $156/SF
- 95 Days On Market
Current Estimated Value $421,164

Last Listing Agent Jana Caudill eXp Realty, LLC

1034 N 350 E, Chesterton, IN 46304

/17
Not Listed For Sale

2302 Redwood Ln, Chesterton, IN 46304
- 3 Beds
- 2 Baths
- 1,676 Sq Ft
- Built 2025
2302 Redwood Ln, Chesterton, IN 46304

Last Sold Summary
- 106 Days On Market

/30
$249,900

Under Contract
- 2 Beds
- 1 Bath
- 2,150 Sq Ft
220 S 7th St, Chesterton, IN 46304

Experience the Charm of Small-Town Living with all the Conveniences of a Vibrant Community right Outside your Door. Ideally located just steps from the local YMCA and only minutes from Splash Pads, Pickleball Courts, Parks, Shopping & Dining, this Inviting Home offers the Perfect Blend of Comfort, Recreation & Connection. Well-Maintained 2-Bedroom, 1-Bath Home features a fully finished basement

Annette McIntyre

Realty Executives Premier

(219) 271-7726

220 S 7th St, Chesterton, IN 46304
/22
$310,000

Sold Jul 21, 2025

753 Essex Dr, Chesterton, IN 46304
- 3 Beds
- 2 Baths
- 1,416 Sq Ft
- Built 2001
Last Sold Summary
- $219/SF
- 30 Days On Market
Current Estimated Value $312,832

Last Listing Agent Laura Ross Brokerworks Group

753 Essex Dr, Chesterton, IN 46304

/4
Est $341,987

Not Listed For Sale

83 Hepburn Ct, Chesterton, IN 46304
- 4 Beds
- 3 Baths
- 1,774 Sq Ft
- Built 2025
83 Hepburn Ct, Chesterton, IN 46304

Last Sold Summary
- 130 Days On Market

/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

Paul Boyter

McColly Real Estate

(219) 533-9620

860 Quail Ridge Dr, Chesterton, IN 46304
/2
$50,000

Sold May 27, 2026

1003 Preserve Ln, Chesterton, IN 46034
- Land
- 8,276 Sq Ft
- $263,158 per Acre
Last Sold Summary
- 11% Below List Price
- 0 Days On Market
Last Listing Agent Paul Boyter McColly Real Estate

1003 Preserve Ln, Chesterton, IN 46034

/8
Not Listed For Sale

1401 Brassie Ave, Chesterton, IN 46304
1401 Brassie Ave, Chesterton, IN 46304

Last Sold Summary
- 607 Days On Market

/9
$164,999

$10K PRICE DROP Pending
- Land
- 3.38 Acres
- $48,816 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

Tonia Dragon

Better Homes and Gardens Real

(219) 544-5939

0-1 E 1050 N, Chesterton, IN 46304
/2
$632,000

Sold Apr 17, 2026

2311 Pradera Trail, Chesterton, IN 46304
- 3 Beds
- 2 Baths
- 1,900 Sq Ft
- Built 2025
Last Sold Summary
- $333/SF
- 0 Days On Market
Current Estimated Value $629,617

Last Listing Agent Madison Young Brokerworks Group

2311 Pradera Trail, Chesterton, IN 46304

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Chesterton, IN Homes

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