$439,000
- 4 Beds
- 3.5 Baths
- 2,992 Sq Ft
2131 Pepperbush Ave, Chesterton, IN 46304

Jason Moon
Trueblood Real Estate, LLC
(219) 348-8090
$439,000
2131 Pepperbush Ave, Chesterton, IN 46304
Jason Moon
Trueblood Real Estate, LLC
(219) 348-8090
$1,199,999
1458 Spyglass Cir, Chesterton, IN 46304
Jason Moon
Trueblood Real Estate, LLC
(219) 912-2020
$599,000
1650 Hogan Ave, Chesterton, IN 46304
Paul Boyter
McColly Real Estate
(219) 342-2742
$294,900
327 S 18th St, Chesterton, IN 46304
Jeff McCormick
McCormick Real Estate, Inc.
(219) 506-3994
$480,000
544 Windridge Dr, Chesterton, IN 46304
Lisa Gaff
White Hat Realty Group, LLC
(219) 946-4396
$1,159,999
1040 Country Creek Ln, Chesterton, IN 46304
Lisa Gaff
White Hat Realty Group, LLC
(219) 544-5367
$544,900
2592 Ritter St, Chesterton, IN 46304
David Taylor
McColly Real Estate
(219) 400-3758
$1,149,999
1108 N 350 E, Chesterton, IN 46304
Lisa Gaff
White Hat Realty Group, LLC
(219) 992-4187
$375,000
200 Ivy St, Chesterton, IN 46304
Lisa Gaff
White Hat Realty Group, LLC
(219) 336-0887
$335,900
606 S 18th St, Chesterton, IN 46304
Crystal Soliday @properties/Christie's Intl RE
$549,000
2011 Timberwood Ln, Chesterton, IN 46304
Stefanie Neal BHHS Executive Group RE
$529,900
2009 Timberwood Ln, Chesterton, IN 46304
Jennifer Beauchamp Crown Executive Realty
$650,000
808 Waverly Rd, Chesterton, IN 46304
Katie Kupsik Keller Williams Realty SWM
$478,500 Open Sun 12PM - 2PM
501 Wabash Ave, Chesterton, IN 46304
Elizabeth Deutscher Listing Leaders
$610,000
263 E Paul Revere Ct, Chesterton, IN 46304
Danek Znika Brokerworks Group
$489,900
1471 Delos Marr Ave, Chesterton, IN 46304
Ryan Peters StreetFront, LLC
$487,500 Open Sun 1PM - 3PM
378 Lake Vista Ct, Chesterton, IN 46304
Mary K. Kaczka RE/MAX Lifestyles
$438,500
333 Mount Jackson Ave, Chesterton, IN 46304
Lauren Defauw McColly Real Estate
$469,900
4120 Abercrombie Dr, Chesterton, IN 46304
Kayla Jones Listing Leaders
$479,999
2029 Timberwood Ln, Chesterton, IN 46304
Jamie Crisman-Garcia Realty Executives Premier
$449,900 New Construction
499 Magnolia Ln, Chesterton, IN 46304
Michelle Renninger Better Homes and Gardens Real
$429,900 New Construction
24 Karner Blue Ct, Chesterton, IN 46034
Eric Kovalak Copper Bay Realty, LLC
$383,990 New Construction
ESSEX, Chesterton, IN 46304
Century Complete
$328,990 New Construction
NANDINA, Chesterton, IN 46304
Century Complete
$360,990 New Construction
DUPONT, Chesterton, IN 46304
Century Complete
$439,900 Open Sun 12PM - 5PM
2310 Redwood Ln, Chesterton, IN 46304
Michelle Renninger Better Homes and Gardens Real
$459,900 Open Sun 12PM - 5PM
490 Magnolia Ln, Chesterton, IN 46304
Michelle Renninger Better Homes and Gardens Real
$479,900 Open Sun 12PM - 5PM
810 Idlewild Ln, Chesterton, IN 46385
Michelle Renninger Better Homes and Gardens Real
$289,000
312 S 22nd St, Chesterton, IN 46304
Cathlena Reynoso BS Realty Services Indiana LLC
$220,000
608 S 21st St, Chesterton, IN 46304
Aaron Bagsby Keller Williams Lafayette
$220,000
605 Jefferson Ave, Chesterton, IN 46304
Cveta Gass Ned Realty, LLC
$359,900
1151 Burns Blvd, Chesterton, IN 46304
Karen Maynard McColly Real Estate
$349,599
196 Spring View Dr, Chesterton, IN 46304
Karen Maynard McColly Real Estate
$1,799,900
1702 Snead Ave, Chesterton, IN 46304
Stefanie Neal BHHS Executive Group RE
$409,900
108 Washington Ave, Chesterton, IN 46304
Amy Redman Dunes Realty, LLC
$950,000
1500 Nelson Dr, Chesterton, IN 46304
Valerie Rosenblum McColly Real Estate
$319,900
708 S 18th St, Chesterton, IN 46304
Lisa Mullins @properties/Christie's Intl RE
$1,599,999 Open Sun 1PM - 3PM
1240 Ryder Rd, Chesterton, IN 46304
Susie Jaskowiak @properties/Christie's Intl RE
$349,900
1239 Dogwood Dr, Chesterton, IN 46304
Tina Goodwin Better Homes and Gardens Real
$369,900
1450 Maximilian Dr, Chesterton, IN 46304
Gene Brock Realty Executives Premier
Showing Results 1 - 40, Page 1 of 2
Chesterton, Indiana, formerly known as "Coffee Creek," is a small town with a vibrant atmosphere, offering a blend of local businesses and serene parks. The downtown area is walkable, featuring a variety of locally owned restaurants and shops such as Chesterton Toys and Tethan’s Candy & Confections. Dining options range from savory burgers at Octave Grill to authentic Italian cuisine at Lucrezia Café. For beverages, Chesterton Brewery and Running Vines Winery are popular spots. The town hosts the seasonal Chesterton European Market from May to October, where residents can shop for local produce and handmade goods. Chesterton's housing market includes a mix of single-family homes, condominiums, and townhouses, with styles ranging from modest ranches to modern Colonials. The Duneland School Corporation serves the area, with highly rated schools like Brummitt Elementary and Chesterton Senior High School. Outdoor activities abound with the Sand Creek Country Club's golf courses, Indiana Dunes National Park, and numerous parks such as Dogwood Park and Coffee Creek Park. For commuters, Interstates 94, 80, and 90 provide access to Chicago, 45 miles away, and the South Shore Commuter Rail Line is just 3 miles away. Chicago Midway International Airport is also 45 miles from Chesterton, and Northwest Health–Porter in Valparaiso is the nearest hospital for healthcare needs.
On average, homes in Chesterton, IN sell after 64 days on the market compared to the national average of 70 days. The median sale price for homes in Chesterton, IN over the last 12 months is $439,900, down 4% from the median home sale price over the previous 12 months.
In Chesterton, there are currently 80 houses for sale, offering an array of options for potential buyers. With houses priced between $199,000 to $1,799,900, there's a range to accomodate every budget. As of August, 2025 the median home price in Chesterton is $439,900, while the average sale price is $455,222, offering insights into the local housing market. On average, houses spend 64 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Chesterton, IN and find the perfect place to call home.