Cheap homes for sale & real estate in Chesterton, IN

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NEW 19 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in Chesterton, IN:
This listing is back up with improvements! The dining room has new flooringand the utility room has new doors. Bring an offer to this motivated seller! Remodeled home in a highly desired location! Location is one of the key features of this home located 5 minutes from Hwy 49, the Dunes, and approximately 45 minutes from Chicago. The up and coming downtown Chesterton, YMCA, Chesterton Park, and splash pad are only 3 minutes away. Bailey Elementary & Montessori School are only a few blocks away. Featuring a spacious updated living room with a beautiful fireplace. The formal dining room is a wonderful addition to the home. The modern kitchen includes new flooring, cabinets, countertops,

$248,000

3 beds2 baths1,542 sq ft

656 S 4th St, Chesterton, IN 46304

Updated living room • New flooring • Utility room doors

(269) 469-3950

OPEN SUN, 1PM TO 3PM

ABOUT THIS HOME
Cheap Home for sale in Chesterton, IN:
Step into timeless charm with this beautifully maintained historic home! Meticulously cared for and move-in ready, this property offers the perfect blend of historic character and modern convenience. Spacious bedrooms throughout provide plenty of room to relax, while the main level primary bedroom features its own private sunroom, creating a peaceful retreat filled with natural light. The interior's fresh paint adds a clean, updated feel, while preserving the home's original charm. Outside, you'll find a truly enchanting, storybook like backyard that offers a beautiful setting for enjoying the outdoors. The garage is also equipped with an EV charging outlet for added convenience. Full of ch

$330,000

4 beds2.5 baths2,284 sq ft

303 E Porter, Chesterton, IN 46304

Storybook backyard • Ev charging outlet • Private sunroom

(219) 462-5478

ABOUT THIS HOME
Cheap Home for sale in Chesterton, IN:
Beautifully updated 3-bedroom, 2.5 bath two-story condo in Chesterton! This move-in ready home offers a spacious, functional layout with recent updates throughout. Enjoy a fully updated kitchen and bathrooms with Granite counters and lovely tile. All new flooring, lighting and plumbing fixtures. Attached garage. Primary Bedroom Suite including attached bath and walk-in-closet. Wonderful condo association that takes care of many exterior maintenance needs. A great opportunity to enjoy comfortable, convenient living without all the upkeep of a single family home!

$189,000

3 beds2.5 baths1,480 sq ft

1976 Laura Ln, Chesterton, IN 46304

New lighting • Attached garage • New flooring

(219) 306-8911

ABOUT THIS HOME
Cheap Home for sale in Chesterton, IN:
Immaculately Maintained & Move-In Ready in the Heart of Chesterton!Welcome home to this absolutely charming 3-bedroom, 2-bath home offering the perfect combination of character, comfort, and modern updates! Meticulously maintained and thoughtfully cared for, this home is truly a standout. From the moment you arrive, you'll appreciate the pride of ownership and attention to detail throughout. Enjoy peace of mind in the last 5 years all new windows, a new roof, brand new garage door, and newer mechanicals, allowing you to move right in and simply enjoy! The spacious, fully fenced backyard offers endless possibilities for entertaining, outdoor gatherings, pets, or simply relaxing in your

$339,999

3 beds1.5 baths1,488 sq ft

1610 S 5th St, Chesterton, IN 46304

2-car garage • New roof • New windows

(219) 548-8800

ABOUT THIS HOME
Cheap Home for sale in Chesterton, IN:
RANCH HOME ON TWO FENCED LOTS NEAR LAKE MICHIGAN & DOWNTOWN CHESTERTON! Enjoy the charm of Chesterton with room to make this inviting ranch your own! Ideal for first-time buyers, downsizers, or anyone seeking comfortable main-level living with extra space and flexibility. Located within the Duneland School Corporation, this home offers 3 bedrooms, 2 baths, and an oversized primary bedroom with room for a sitting area, home office, or child's sleeping and play area. Need another bedroom? Restore the original wall to create a fourth! The eat-in kitchen features a center island, all appliances included, and direct access to the deck and fenced backyard. The partially finished basement of

$325,000

3 beds2 baths2,296 sq ft

412 S 11th St, Chesterton, IN 46304

Fenced yard • Raised garden beds • Spacious deck

(219) 663-1986

Property at 208 S 13th St, Chesterton, IN 46304, 3 beds, 2 baths

$265,000

3 beds2 baths1,579 sq ft

208 S 13th St, Chesterton, IN 46304

(219) 462-2224

Property at 661 Graham Dr, Chesterton, IN 46304, 3 beds, 2.5 baths

$250,000

3 beds2.5 baths1,432 sq ft

661 Graham Dr, Chesterton, IN 46304

(219) 462-2411

Property at 620 S 18th St, Chesterton, IN 46304, 3 beds, 2 baths

$329,900

3 beds2 baths1,732 sq ft

620 S 18th St, Chesterton, IN 46304

(219) 926-1616

Property at 611 S 23 St, Chesterton, IN 46304, 4 beds, 2 baths

$285,000

4 beds2 baths1,792 sq ft

611 S 23 St, Chesterton, IN 46304

Property at 415 Sand Creek Dr N, Chesterton, IN 46304, 2 beds, 2.5 baths

$294,000

2 beds2.5 baths1,524 sq ft

415 Sand Creek Dr N, Chesterton, IN 46304

(219) 464-8521

Property at 2036 Texas St, Chesterton, IN 46304, 2 beds, 2 baths

$284,900

2 beds2 baths1,472 sq ft

2036 Texas St, Chesterton, IN 46304

Property at 35 E 900 N, Chesterton, IN 46304, 4 beds, 2 baths

$306,000

4 beds2 baths2,188 sq ft

35 E 900 N, Chesterton, IN 46304

(219) 762-8578

Property at 404 Wabash Ave, Chesterton, IN 46304, 2 beds, 1 bath

$299,999

2 beds1 bath1,190 sq ft

404 Wabash Ave, Chesterton, IN 46304

(219) 262-0086

Property at 1720 Hale Ave, Chesterton, IN 46304, 2 beds, 1.5 baths

$115,000

2 beds1.5 baths789 sq ft

1720 Hale Ave, Chesterton, IN 46304

(773) 618-9199

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

$409,900

3 beds2 baths2,304 sq ft

506 W Morgan Ave, Chesterton, IN 46304

(219) 462-5478

Property at 621 Goldeneye Cir, Chesterton, IN 46304, 2 beds, 2 baths

$436,000

2 beds2 baths1,542 sq ft

621 Goldeneye Cir, Chesterton, IN 46304

(219) 462-2411

Property at 1811 W Porter Ave, Chesterton, IN 46304, 4 beds, 2 baths

$299,900

4 beds2 baths1,080 sq ft

1811 W Porter Ave, Chesterton, IN 46304

(219) 225-2000

Property at 231 E 1200 N, Chesterton, IN 46304, 4 beds, 1.5 baths

$219,900

4 beds1.5 baths970 sq ft

231 E 1200 N, Chesterton, IN 46304

(219) 617-9710

Property at 350 Brown Ct, Chesterton, IN 46304, 3 beds, 2 baths

$280,000

3 beds2 baths1,368 sq ft

350 Brown Ct, Chesterton, IN 46304

(219) 926-1616

Property at 2330 Legend Cir E, Chesterton, IN 46304, 3 beds, 3 baths

$448,000

3 beds3 baths2,069 sq ft

2330 Legend Cir E, Chesterton, IN 46304

(219) 595-2007

Property at 408 S 11th St, Chesterton, IN 46304, 3 beds, 1 bath

$269,900

3 beds1 bath1,080 sq ft

408 S 11th St, Chesterton, IN 46304

(219) 786-7000

Property at 2108 Tupelo Ln, Chesterton, IN 46304, 2 beds, 2 baths

$215,000

2 beds2 baths1,152 sq ft

2108 Tupelo Ln, Chesterton, IN 46304

(219) 462-5478

Property at 441 S 4th St, Chesterton, IN 46304, 2 beds, 1.5 baths

$165,000

2 beds1.5 baths1,840 sq ft

441 S 4th St, Chesterton, IN 46304

Property at 1063 Frontage Rd, Chesterton, IN 46304, 3 beds, 2 baths

$199,900

3 beds2 baths1,764 sq ft

1063 Frontage Rd, Chesterton, IN 46304

(219) 462-5478

Property at 2332 Dakota St, Chesterton, IN 46304, 3 beds, 2.5 baths

$415,000

3 beds2.5 baths2,932 sq ft

2332 Dakota St, Chesterton, IN 46304

(219) 600-3596

Property at 201 S 8th St, Chesterton, IN 46304, 3 beds, 2 baths

$229,900

3 beds2 baths2,348 sq ft

201 S 8th St, Chesterton, IN 46304

(219) 292-7056

Property at 1100 Saratoga Ln, Chesterton, IN 46304, 2 beds, 1 bath

$159,000

2 beds1 bath962 sq ft

1100 Saratoga Ln, Chesterton, IN 46304

(219) 762-8578

Property at 1708 Tower St, Chesterton, IN 46304, 2 beds, 1 bath

$219,900

2 beds1 bath1,250 sq ft

1708 Tower St, Chesterton, IN 46304

(219) 241-2918

Property at 1247 Dogwood Dr, Chesterton, IN 46304, 5 beds, 1.5 baths

$349,000

5 beds1.5 baths1,728 sq ft

1247 Dogwood Dr, Chesterton, IN 46304

(269) 469-3950

Property at 378 Ballenisle Ct, Chesterton, IN 46304, 4 beds, 2.5 baths

$389,000

4 beds2.5 baths2,270 sq ft

378 Ballenisle Ct, Chesterton, IN 46304

(219) 310-1243

Property at 762 Dunewood Dr, Chesterton, IN 46304, 4 beds, 3 baths

$394,900

4 beds3 baths2,380 sq ft

762 Dunewood Dr, Chesterton, IN 46304

(219) 617-6700

Property at 1927 Cory Ln, Chesterton, IN 46304, 4 beds, 3 baths

$388,000

4 beds3 baths2,372 sq ft

1927 Cory Ln, Chesterton, IN 46304

(219) 462-5478

Property at 1430 N Veden Rd, Chesterton, IN 46304, 3 beds, 1.5 baths

$349,900

3 beds1.5 baths1,400 sq ft

1430 N Veden Rd, Chesterton, IN 46304

(219) 462-2224

Property at 429-431 Woodlawn Ave, Chesterton, IN 46304, 4 beds, 3 baths

$347,900

4 beds3 baths2,348 sq ft

429-431 Woodlawn Ave, Chesterton, IN 46304

(219) 462-5478

Property at 515 S Park Dr, Chesterton, IN 46304, 2 beds, 1 bath

$249,900

2 beds1 bath1,204 sq ft

515 S Park Dr, Chesterton, IN 46304

(219) 322-5508

Property at 1954 David Dr, Chesterton, IN 46304, 1 bed, 1 bath

$168,000

1 bed1 bath780 sq ft

1954 David Dr, Chesterton, IN 46304

(219) 999-8990

Property at 1248 Dogwood Dr, Chesterton, IN 46304, 3 beds, 2 baths

$325,000

3 beds2 baths1,419 sq ft

1248 Dogwood Dr, Chesterton, IN 46304

(219) 462-5478

Property at 1913 David Dr, Chesterton, IN 46304, 2 beds, 2 baths

$179,999

2 beds2 baths1,165 sq ft

1913 David Dr, Chesterton, IN 46304

(219) 406-0738

Property at 2342 Westwood Ln, Chesterton, IN 46304, 4 beds, 2 baths

$349,900

4 beds2 baths1,828 sq ft

2342 Westwood Ln, Chesterton, IN 46304

(219) 464-3531

Property at 1600 Melanie Ln, Chesterton, IN 46304, 3 beds, 2.5 baths

$449,900

3 beds2.5 baths1,857 sq ft

1600 Melanie Ln, Chesterton, IN 46304

(219) 786-7000

Property at 1717 Crocker St, Chesterton, IN 46304, 3 beds, 2 baths

$249,000

3 beds2 baths2,400 sq ft

1717 Crocker St, Chesterton, IN 46304

(219) 926-1616

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Based on information submitted to the MLS GRID as of Sat Nov 14 2026. 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.

Cheap Homes for Sale in Chesterton

There are currently 78 cheap homes for sale in Chesterton at a median listing price of $389K. 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 62 days and receive 1 offers. This map is refreshed with the newest listings in Chesterton every 15 minutes.

In the past month, 17 homes have been sold in Chesterton. In addition to houses in Chesterton, there were also 7 condos, 5 townhouses, and 3 multi-family units 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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