Chesterton, IN homes for sale & real estate

115 homes

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NEW 22 HRS AGO

ABOUT THIS HOME
Chesterton, IN Homes for Sale
Escape to your own private paradise on this stunning 14+ acre property, where a tree-lined driveway winds gracefully through mature hardwoods, welcoming you home the moment you arrive. This is more than a home -- it's a lifestyle. The charming main farmhouse offers 4 spacious bedrooms and 2.5 baths, with an open and inviting floor plan centered around a gorgeous brand-new stone fireplace with efficient wood-burning insert -- perfect for cozy evenings. Recently upgraded with all-new Andersen windows featuring cutting-edge technology that blocks almost all harmful UV rays, your furniture, flooring, and curtains will stay vibrant for years. Crafted from patented Fibrex(r) composite material, t

$925,000

4 beds2.5 baths2,494 sq ft

450 E Greening Rd, Chesterton, IN 46304

Tree-lined driveway • Finished loft • Large pole barn

(219) 227-8454

OPEN SAT, 2PM TO 4PM

ABOUT THIS HOME
Chesterton, IN Homes for Sale
Welcome to Westchester Village, a sought-after condo community in Chesterton, just 7 minutes south of Lake Michigan's shoreline and the Indiana Dunes. This beautifully updated 3-bedroom, 2.5-bath condo offers 1,480 finished square feet of comfortable, low-maintenance living with serene pond views. Step inside to an inviting main level featuring hardwood flooring, a bright living area, and a flexible den with laundry closet. The kitchen impresses with abundant cabinetry, a new white farmhouse sink, matte black Kohler faucet, and new microwave, making it both stylish and functional. Upstairs, you'll find all three bedrooms tucked away for privacy, including a spacious primary suite. Freshly p

$210,000

3 beds2.5 baths1,480 sq ft

1949 David Dr, Chesterton, IN 46304

Hardwood flooring • Pond views • White farmhouse sink

(219) 462-2411

NEW 23 HRS AGO

ABOUT THIS HOME
Chesterton, IN Homes for Sale
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 interior doors add warmth and character throughout. Ideally located near downtown Chesterton and Porter, the South Shore Train Station, and the breathtaking Indiana Dunes State Park, this property combines modern comfort with unbeatable access to Northwest Indiana's top amenities.

$499,900

6 beds5 baths— sq ft

150-152 N 16th St, Chesterton, IN 46304

Near porter • Durable lvp flooring • 8,276 sq ft lot

(219) 926-1616

NEW 23 HRS AGO

ABOUT THIS HOME
Chesterton, IN Homes for Sale
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 interior doors add warmth and character throughout. Ideally located near downtown Chesterton and Porter, the South Shore Train Station, and the breathtaking Indiana Dunes State Park, this property combines modern comfort with unbeatable access to Northwest Indiana's top amenities.

$525,000

6 beds5 baths— sq ft

140-142 N Jackson Blvd, Chesterton, IN 46304

Durable lvp flooring • 8,276 sq ft lot • 2 garage spots

(219) 926-1616

3D WALKTHROUGH

ABOUT THIS HOME
Chesterton, IN Homes for Sale
* * Professional photos coming soon!! * * Don't miss this one!! Welcome to your dream home in the heart of Chesterton, Indiana! This beautiful residence offers the perfect blend of charm and modern convenience. With three spacious bedrooms and two full baths, this home has been tastefully updated to meet the needs of today's discerning buyer. Step inside and admire the finishes, including a kitchen that opens onto a delightful deck, perfect for al fresco dining or simply enjoying your morning coffee. The walk-out lower level provides additional living space, ideal for a family room, office, home gym or primary bedroom. The backyard offers a generous space for entertaining, gardening, or

$300,000

3 beds2 baths2,080 sq ft

1807 W Porter Ave, Chesterton, IN 46304

Walk-out lower level • 8,364 sq ft lot • Garage

(219) 315-2505

Property at 2034 Texas St, Chesterton, IN 46304, 3 beds, 2 baths

$279,900

3 beds2 baths1,623 sq ft

2034 Texas St, Chesterton, IN 46304

(219) 531-2288

Property at 2350 Pradera Trl, Chesterton, IN 46304, 3 beds, 2.5 baths

$529,900

3 beds2.5 baths1,820 sq ft

2350 Pradera Trl, Chesterton, IN 46304

(219) 786-7000

Property at 1034 N 350 E, Chesterton, IN 46304, 3 beds, 3 baths

$449,900

3 beds3 baths2,636 sq ft

1034 N 350 E, Chesterton, IN 46304

(888) 611-3912

Property at 1329 N 375 E, Chesterton, IN 46304, 4 beds, 3 baths

$559,900

4 beds3 baths2,872 sq ft

1329 N 375 E, Chesterton, IN 46304

(219) 262-0086

Property at 17 E 900 N, Chesterton, IN 46304, 3 beds, 3 baths

$359,900

3 beds3 baths1,866 sq ft

17 E 900 N, Chesterton, IN 46304

(219) 531-2288

Property at 5 W Golfwood Rd, Beverly Shores, IN 46301, 3 beds, 3 baths

$594,900

3 beds3 baths2,580 sq ft

5 W Golfwood Rd, Beverly Shores, IN 46301

(219) 872-4811

Property at 1521 Birdie Way, Chesterton, IN 46304, 4 beds, 3 baths

$459,000

4 beds3 baths3,260 sq ft

1521 Birdie Way, Chesterton, IN 46304

(219) 762-8578

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 353 Cherry Hills Dr, Chesterton, IN 46304, 4 beds, 3.5 baths

$449,900

4 beds3.5 baths3,112 sq ft

353 Cherry Hills Dr, Chesterton, IN 46304

(219) 472-2004

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 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 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 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 28 Karner Blue Ct, Chesterton, IN 46304, 4 beds, 2.5 baths

$429,900

4 beds2.5 baths2,735 sq ft

28 Karner Blue Ct, Chesterton, IN 46304

(269) 321-2610

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

$250,000

3 beds2 baths1,765 sq ft

1288 N Brummitt Rd, Chesterton, IN 46304

(219) 246-5200

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 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 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 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 1617 Melanie Ln, Chesterton, IN 46304, 3 beds, 3 baths

$419,900

3 beds3 baths1,954 sq ft

1617 Melanie Ln, Chesterton, IN 46304

(219) 786-7000

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

$380,000

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 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 710 Idlewild Ln, Chesterton, IN 46304, 4 beds, 2.5 baths

$649,000

4 beds2.5 baths2,733 sq ft

710 Idlewild Ln, Chesterton, IN 46304

(219) 999-8990

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 30 Karner Blue Ct, Chesterton, IN 46304, 4 beds, 2.5 baths

$399,900

4 beds2.5 baths2,276 sq ft

30 Karner Blue Ct, Chesterton, IN 46304

(269) 321-2610

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

$444,900

4 beds2.5 baths2,031 sq ft

1452 Gossett Mill Ave, Chesterton, IN 46304

(219) 662-5445

Property at 2132 Pradera Trl, Chesterton, IN 46304, 4 beds, 2.5 baths

$584,900

4 beds2.5 baths2,524 sq ft

2132 Pradera Trl, Chesterton, IN 46304

(219) 227-8454

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 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 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

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Based on information submitted to the MLS GRID as of Thu Nov 20 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.

Average home prices near Chesterton, IN

Cities

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Zip Codes

46368 homes for sale
$310,000
46304 homes for sale
$385,000

Chesterton, IN real estate trends

All Home Types trends in Chesterton, IN

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$329,125

+12.1% YoY | Oct 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2025

Growth

% YoY

Chesterton, IN

$329,125

+12.1%

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