$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
$599,000
1650 Hogan Ave, Chesterton, IN 46304
Paul Boyter
McColly Real Estate
(219) 342-2742
$1,198,999
1458 Spyglass Cir, Chesterton, IN 46304
Jason Moon
Trueblood Real Estate, LLC
(219) 257-0314
$629,900
1550 Hogan Ave, Chesterton, IN 46304
Meghan Maddox
MTM Realty Group
(219) 312-7441
$294,900
327 S 18th St, Chesterton, IN 46304
Jeff McCormick
McCormick Real Estate, Inc.
(219) 506-3994
$1,149,999
1040 Country Creek Ln, Chesterton, IN 46304
Lisa Gaff
White Hat Realty Group, LLC
(219) 544-5367
$365,000
200 Ivy St, Chesterton, IN 46304
Lisa Gaff
White Hat Realty Group, LLC
(219) 336-0887
$437,900 New Construction
Elements 2700 Plan at The Preserve Indiana - Elements, Chesterton, IN
Allen Edwin Homes
Builder
$474,900 New Construction
28 Karner Blue Ct, Chesterton, IN 46304
Allen Edwin Homes
Builder
$2,950,000
1700 Littler Dr, Chesterton, IN 46304
John Reagan Blackrock Real Estate Services
$409,900 New Construction
24 Karner Blue Ct, Chesterton, IN 46034
Allen Edwin Homes
Builder
$379,900 New Construction
26 Karner Blue Ct, Chesterton, IN 46304
Allen Edwin Homes
Builder
$390,900 New Construction
Integrity 2280 Plan at The Preserve Indiana, Chesterton, IN
Allen Edwin Homes
Builder
$400,900 New Construction
Elements 2200 Plan at The Preserve Indiana - Elements, Chesterton, IN
Allen Edwin Homes
Builder
$411,900 New Construction
Elements 2390 Plan at The Preserve Indiana - Elements, Chesterton, IN
Allen Edwin Homes
Builder
$550,000
808 Waverly Rd, Chesterton, IN 46304
Katie Kupsik Keller Williams Realty SWM
$650,000
928 N Calumet Ave, Chesterton, IN 46304
Heather Gould Brokerworks Group
$412,900
237 Cessna Dr, Chesterton, IN 46304
Lisa Thompson @properties/Christie's Intl RE
$410,000
2141 Larchwood Ave, Chesterton, IN 46304
Steven Koleno Beycome Brokerage Realty LLC
$449,000
1544 Colonial Dr, Chesterton, IN 46304
Alexis Metcalf Seramur Properties, LLC
$419,900
701 S Park Dr, Chesterton, IN 46304
Marianne Easter Berkshire Hathaway HomeService
$439,900
412 S 15th St, Chesterton, IN 46304
Andrea Galvez Realest.com
$449,900
1125 N 350 E, Chesterton, IN 46304
Lisa Herma RE/MAX Executives
$449,900
604 Oakwood Dr, Chesterton, IN 46304
Noreen Adams BHHS Executive Realty
$424,999
3525 Drivers Way, Chesterton, IN 46304
Shawn Spaw Stray Dog Properties, LLC
$599,900
359 E Burdick Rd, Chesterton, IN 46304
Cheryl Bonin CHERYL Real Estate Services, L
$549,000
2011 Timberwood Ln, Chesterton, IN 46304
Stefanie Neal BHHS Executive Group RE
$499,900
981 Michael Dr, Chesterton, IN 46304
David Gring Century 21 Alliance Group
$449,900 Open Sun 12PM - 5PM
499 Magnolia Ln, Chesterton, IN 46304
Michelle Renninger Better Homes and Gardens Real
$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
$335,900
1040 Waverly Rd, Chesterton, IN 46304
Jessica Colburn-Hernandez Better Homes and Gardens Real
$340,000
647 N Calumet Rd, Chesterton, IN 46304
Lynn Palmer McColly Real Estate
$140,000
209 S 15th St, Chesterton, IN 46304
Shelley Seely Realty Executives Premier
$279,900
420 Bowser Ave, Chesterton, IN 46304
Tina Raffin McColly Real Estate
$269,900
260 Ivy St, Chesterton, IN 46304
Kerri Burkus Better Homes and Gardens Real
$1,600,000
1701 Snead Ave, Chesterton, IN 46304
Ali Fowler Seramur Properties, LLC
$349,900
317 W Oak Hill Rd, Chesterton, IN 46304
Laurie Anderson Century 21 Alliance Group
$344,999
1083 Pearson Rd, Chesterton, IN 46304
Frances Mari Lassalle Realty Executives Premier
$309,000
309 E 1400 N, Chesterton, IN 46304
Amy Blind Pine Lake Realty
Showing Results 1 - 40, Page 1 of 3
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 60 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 $335,000, down 4% from the median home sale price over the previous 12 months.
In Chesterton, there are currently 85 houses for sale, offering an array of options for potential buyers. With houses priced between $140,000 to $2,950,000, there's a range to accomodate every budget. As of September, 2025 the median home price in Chesterton is $369,000, while the average sale price is $399,154, offering insights into the local housing market. On average, houses spend 60 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.