MLS Listings for Sale in Chesterton, IN

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ABOUT THIS HOME
MLS Listings for Sale in Chesterton, IN
Nestled on 5 private acres, this spacious ranch offers four bedrooms (potentially five) plus a dedicated office and three bathrooms, with the convenience of an attached three-car garage and a detached two-car garage for hobbies, storage, or a workshop. The bright, open living spaces flow effortlessly to a well-appointed kitchen, while the split-bedroom layout provides privacy and comfort. With almost 2900 square feet of additional finished space, this home offers even more versatility and living area. Enjoy tranquil outdoor surroundings and room to roam, all just seven minutes from the Dunes National Lakeshore and five minutes into town--off the beaten path yet close to shopping, dining, an

$559,900

4 beds3 baths2,872 sq ft

1329 N 375 E, Chesterton, IN 46304

Private acres • Split-bedroom layout • Dedicated office

(219) 262-0086

ABOUT THIS HOME
MLS Listings for Sale in Chesterton, IN
This charming 3-bedroom, 2-bath ranch offers 945 square feet of comfortable living space. The galley kitchen features elegant cherry cabinets and comes fully equipped with a refrigerator, stove, dishwasher, microwave, and washer and dryer. Additional storage is available in the convenient storage shed. Enjoy outdoor living in the private backyard, ideal for relaxing or entertaining. Located close to downtown Chesterton, this home provides an easy commute to Chicago via I-94, the Indiana Toll Road, or the South Shore Train. Just minutes away from Indiana Dunes State Park and Lake Michigan's beaches, it's perfect for those seeking both convenience and natural beauty.

$210,000

3 beds1.5 baths945 sq ft

507 E Indiana Ave, Chesterton, IN 46304

Galley kitchen • Cherry cabinets • Private backyard

(219) 926-1616

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
MLS Listings for Sale in Chesterton, IN
WOW! Immaculate 2-Story with finished basement & 3-car garage in a great neighborhood. Main level offers an inviting foyer with coat closet, office, an open concept kitchen with an abundance of cabinets, granite countertops, island with electrical, undermount sink with window overlooking the backyard, pantry and all appliances included, dining area with sliders to composite decking, living room with fireplace and built in shelving, large laundry area with closet and 1/4 bath off the kitchen. A striking staircase to the 4 bedrooms, full hallway bath, master suite with counter height double vanity & make up area, walk-in closet, jetted tub, step-in shower and laundry chute. Baseme

$459,000

4 beds3 baths3,260 sq ft

1521 Birdie Way, Chesterton, IN 46304

Pantry • Open concept kitchen • Undermount sink

(219) 762-8578

ABOUT THIS HOME
MLS Listings for Sale in Chesterton, IN
Charming Farmhouse on 2 Acres in Chesterton Welcome to this beautiful 3-bedroom, 3-bath farmhouse set on a serene 2-acre lot in Chesterton. This home blends classic character with modern updates -- including new flooring, fresh paint, and an updated upstairs bathroom. Enjoy a spacious yard perfect for entertaining, gardening, or simply relaxing under the open sky. The property also includes a small outbuilding, ideal for a home office, gym, studio, or play space.

$359,900

3 beds3 baths1,866 sq ft

17 E 900 N, Chesterton, IN 46304

Spacious yard • Farmhouse on 2 acres • Small outbuilding

(219) 531-2288

OPEN SUN, 11AM TO 1PM

ABOUT THIS HOME
MLS Listings for Sale in Chesterton, IN
Welcome Home! Come take a look at all of the updates and amenities including custom kitchen and bathrooms, upstairs laundry, ceiling fans in all of the bedrooms and a master suite with a tray ceiling and fireplace. Sump pump was replaced in 2025, Hot water heater in 2024, Roof, Furnace and A/C in 2023. Close to the Indiana Dunes, walking paths, park and expressways for easy commuting. Nothing to do but move your boxes in and make it your own!

$449,900

4 beds3.5 baths3,112 sq ft

353 Cherry Hills Dr, Chesterton, IN 46304

Custom kitchen • Master suite • Sump pump

(219) 472-2004

Property at 2121 Tupelo Ln, Chesterton, IN 46304, 2 beds, 1 bath

$174,900

2 beds1 bath1,228 sq ft

2121 Tupelo Ln, Chesterton, IN 46304

(219) 462-5478

Property at 1609 S 5th St, Chesterton, IN 46304, 4 beds, 2.5 baths

$379,900

4 beds2.5 baths2,484 sq ft

1609 S 5th St, Chesterton, IN 46304

(219) 462-2224

Property at 422 Jefferson Ave, Chesterton, IN 46304, 2 beds, 1.5 baths

$285,000

2 beds1.5 baths1,506 sq ft

422 Jefferson Ave, Chesterton, IN 46304

(888) 724-2836

Property at 1226 Dogwood Dr, Chesterton, IN 46304, 4 beds, 2 baths

$324,900

4 beds2 baths1,827 sq ft

1226 Dogwood Dr, Chesterton, IN 46304

(219) 462-5478

Property at 2011 Timberwood Ln, Chesterton, IN 46304, 4 beds, 2.5 baths

$544,000

4 beds2.5 baths2,476 sq ft

2011 Timberwood Ln, Chesterton, IN 46304

Property at 2009 W Porter Ave, Chesterton, IN 46304, 4 beds, 2 baths

$264,900

4 beds2 baths1,664 sq ft

2009 W Porter Ave, Chesterton, IN 46304

(219) 762-8578

Property at 1008 Preserve Ln, Chesterton, IN 46304, 5 beds, 3 baths

$385,000

5 beds3 baths2,232 sq ft

1008 Preserve Ln, Chesterton, IN 46304

(219) 531-6683

Property at 1817 W Porter Ave, Chesterton, IN 46304, 4 beds, 2.5 baths

$295,000

4 beds2.5 baths1,956 sq ft

1817 W Porter Ave, Chesterton, IN 46304

(219) 926-1616

Property at 2114 Tupelo Ln, Chesterton, IN 46304, 3 beds, 2 baths

$180,000

3 beds2 baths1,318 sq ft

2114 Tupelo Ln, Chesterton, IN 46304

(219) 462-5478

Property at 1288 N Brummitt Rd, Chesterton, IN 46304, 3 beds, 2 baths

$275,000

3 beds2 baths1,765 sq ft

1288 N Brummitt Rd, Chesterton, IN 46304

(219) 246-5200

Property at 1887 Jacob Ln, Chesterton, IN 46304, 3 beds, 2 baths

$319,900

3 beds2 baths1,443 sq ft

1887 Jacob Ln, Chesterton, IN 46304

(219) 462-5478

Property at 701 S Park Dr, Chesterton, IN 46304, 5 beds, 3.5 baths

$386,000

5 beds3.5 baths3,246 sq ft

701 S Park Dr, Chesterton, IN 46304

(269) 469-8300

Property at 975 N 250 E, Chesterton, IN 46304, 4 beds, 2.5 baths

$350,000

4 beds2.5 baths3,828 sq ft

975 N 250 E, Chesterton, IN 46304

(219) 462-2411

Property at 2332 Hickory Grove St, Chesterton, IN 46304, 4 beds, 2.5 baths

$435,777

4 beds2.5 baths2,408 sq ft

2332 Hickory Grove St, Chesterton, IN 46304

(219) 462-2224

Property at 2335 Legend Cir E, Chesterton, IN 46304, 5 beds, 4 baths

$549,900

5 beds4 baths2,648 sq ft

2335 Legend Cir E, Chesterton, IN 46304

(219) 548-8800

Property at 506 W Morgan Ave, Chesterton, IN 46304, 3 beds, 2 baths

$419,900

3 beds2 baths2,304 sq ft

506 W Morgan Ave, Chesterton, IN 46304

(219) 462-5478

Property at 1730 S 11th St, Chesterton, IN 46304, 3 beds, 1 bath

$289,900

3 beds1 bath1,580 sq ft

1730 S 11th St, Chesterton, IN 46304

(219) 462-5478

Property at 2513 Springdale St, Chesterton, IN 46304, 2 beds, 2 baths

$315,000

2 beds2 baths1,601 sq ft

2513 Springdale St, Chesterton, IN 46304

(219) 262-0086

Property at 401 S 15th St, Chesterton, IN 46304, 3 beds, 2 baths

$360,000

3 beds2 baths2,115 sq ft

401 S 15th St, Chesterton, IN 46304

(219) 315-2505

Property at 1452 Gossett Mill Ave, Chesterton, IN 46304, 4 beds, 2.5 baths

$449,900

4 beds2.5 baths2,031 sq ft

1452 Gossett Mill Ave, Chesterton, IN 46304

(219) 662-5445

Property at 131 N 18th St, Chesterton, IN 46304, 3 beds, 1.5 baths

$270,000

3 beds1.5 baths2,064 sq ft

131 N 18th St, Chesterton, IN 46304

(219) 786-7000

Property at 1038 N Meridian Rd, Chesterton, IN 46304, 0.5 baths

$675,000

0 beds0.5 baths— sq ft

1038 N Meridian Rd, Chesterton, IN 46304

(219) 531-6683

Property at 1040 Kilarney Rd, Chesterton, IN 46304, 6 beds, 5 baths

$989,900

6 beds5 baths7,047 sq ft

1040 Kilarney Rd, Chesterton, IN 46304

(219) 464-8521

Property at 1108 Saratoga Ln, Chesterton, IN 46304, 3 beds, 2 baths

$175,000

3 beds2 baths1,196 sq ft

1108 Saratoga Ln, Chesterton, IN 46304

(219) 213-2279

Property at 604 Oakwood Dr, Chesterton, IN 46304, 4 beds, 2.5 baths

$439,900

4 beds2.5 baths2,820 sq ft

604 Oakwood Dr, Chesterton, IN 46304

(219) 663-1986

Property at 647 N Calumet Rd, Chesterton, IN 46304, 4 beds, 2 baths

$299,900

4 beds2 baths2,076 sq ft

647 N Calumet Rd, Chesterton, IN 46304

(219) 322-5508

Property at 1544 Colonial Dr, Chesterton, IN 46304, 4 beds, 3.5 baths

$425,000

4 beds3.5 baths2,950 sq ft

1544 Colonial Dr, Chesterton, IN 46304

(219) 548-8800

Property at 1125 N 350 E, Chesterton, IN 46304, 4 beds, 3.5 baths

$424,900

4 beds3.5 baths3,264 sq ft

1125 N 350 E, Chesterton, IN 46304

(219) 987-2230

Property at 1908 Catkin Cir, Chesterton, IN 46304, 3 beds, 3.5 baths

$745,000

3 beds3.5 baths4,764 sq ft

1908 Catkin Cir, Chesterton, IN 46304

(219) 462-5478

Property at 1458 Spyglass Cir, Chesterton, IN 46304, 6 beds, 6.5 baths

$1,099,999

6 beds6.5 baths7,047 sq ft

1458 Spyglass Cir, Chesterton, IN 46304

(219) 558-0469

Property at 928 N Calumet Ave, Chesterton, IN 46304, 5 beds, 3.5 baths

$620,000

5 beds3.5 baths3,440 sq ft

928 N Calumet Ave, Chesterton, IN 46304

(219) 405-4112

Property at 1500 Nelson Dr, Chesterton, IN 46304, 6 beds, 4 baths

$875,000

6 beds4 baths4,789 sq ft

1500 Nelson Dr, Chesterton, IN 46304

(219) 462-2411

Property at 1700 Littler Dr, Chesterton, IN 46304, 5 beds, 9.5 baths

$2,950,000

5 beds9.5 baths17,178 sq ft

1700 Littler Dr, Chesterton, IN 46304

(219) 262-0086

Property at 606 S 18th St, Chesterton, IN 46304, 4 beds, 2.5 baths

$325,900

4 beds2.5 baths2,148 sq ft

606 S 18th St, Chesterton, IN 46304

(219) 531-2288

Property at 399 Conestoga Dr, Chesterton, IN 46304, 3 beds, 2 baths

$289,000

3 beds2 baths1,046 sq ft

399 Conestoga Dr, Chesterton, IN 46304

(219) 221-4047

Property at 359 E Burdick Rd, Chesterton, IN 46304, 3 beds, 2 baths

$599,900

3 beds2 baths2,417 sq ft

359 E Burdick Rd, Chesterton, IN 46304

(219) 714-7148

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Based on information submitted to the MLS GRID as of Wed Nov 12 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

MLS Listings for Sale in Chesterton

There are currently 88 mls listings for sale in Chesterton at a median listing price of $422K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chesterton stay on the market for 67 days and receive 1 offers. This map is refreshed with the newest listings in Chesterton every 15 minutes.

In the past month, 34 homes have been sold in Chesterton. In addition to houses in Chesterton, there were also 8 condos, 7 townhouses, and 1 multi-family unit for sale in Chesterton last month. Find your dream home in Chesterton using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Chesterton are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chesterton. Our Chesterton real estate stats and trends will give you more information about home buying and selling trends in Chesterton. If you're looking to sell your home in the Chesterton area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chesterton with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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