Homes for sale under $350k in Chesterton, IN

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ABOUT THIS HOME
Homes for sale under $350k in Chesterton, IN
BRING OFFER - GENUINE COUNTRY FEEL!!! Days gone by are back!!! This updated country Farmhouse is situated on almost TWO ACRES in JACKSON TOWNSHIP!!!! Over 3000 sq ft - many many many POSSIBILITIES HERE! Unique set up so Bring your imagination and ideas. . Once was a two unit home - there is Room enough to grow and then some - FIVE bedrooms - THREE baths. NEW ROOF - NEW FURNACE - NEW DRIVE AND MORE!!! Move up to Country living - Discover a new idea every step as you walk though all three Floors - Your minutes from town - school and highways when your ready to Leave the tranquility of this gem!

$350,000

4 beds2.5 baths3,828 sq ft

975 N 250 E, Chesterton, IN 46304

Three floors • New furnace • New drive

(219) 462-2411

ABOUT THIS HOME
Homes for sale under $350k 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.

$349,900

3 beds3 baths1,866 sq ft

17 E 900 N, Chesterton, IN 46304

Spacious yard • Farmhouse on 2 acres • Small outbuilding

(219) 531-2288

ABOUT THIS HOME
Homes for sale under $350k in Chesterton, IN
This Turn of the Century Two Story located in Chesterton's Historic District has so much curb appeal. There is a 2.5 car newer garage, pvc fenced yard and a privacy fenced HOT TUB. .. .nicely landscaped with mature fruit trees. Interior features 9' ceiling height, hardwood floors, spacious formal living and dining rooms, an enclosed front and back porch and large kitchen pantry. Bedrooms have walk-in closets and attached bathrooms.

$339,900

3 beds2 baths1,600 sq ft

225 Jefferson Ave, Chesterton, IN 46304

Pvc fenced yard • Mature fruit trees • Large kitchen pantry

(219) 714-7148

ABOUT THIS HOME
Homes for sale under $350k in Chesterton, IN
Don’t miss your opportunity to view this charming four-bedroom, two-full-bath home located in Chesterton, Indiana! From the moment you step inside, you’ll fall in love with the character and warmth this home offers. One of the bedrooms is conveniently located on the main level, giving you great flexibility for guests, an office, or main-floor living. The location is truly ideal, situated in Duneland School District and within walking distance to parks, downtown Chesterton, and more. You’re also just minutes from the Indiana Dunes National Park, making it easy to enjoy beaches, trails, and all the natural beauty the area has to offer. Outside, the property features a spacio

$330,000

4 beds2 baths1,924 sq ft

525 S Calumet Rd, Chesterton, IN 46304

Main level bedroom • Fenced in yard • 0.45 acre lot

ABOUT THIS HOME
Homes for sale under $350k in Chesterton, IN
Extensive Updates Throughout! This home has been beautifully remodeled with numerous recent improvements, including: Interior Upgrades: New paint in master bedroom, master bath, and fish tank room. Downstairs bedroom features new paneling. Utility room has a new floor. New doors and trim installed throughout most of the home. Main Floor Bathroom: Completely remodeled with an oversized tub, new vanity, toilet, lighting, and tile. Flooring: New laminate flooring on both the main level and lower-level bedroom. Kitchen & Laundry: Kitchen features new black stainless Samsung appliances. Laundry area includes a new stackable black stainless Samsung washer and dryer, plus a utility sink. Foy

$319,850

4 beds2 baths1,827 sq ft

1226 Dogwood Dr, Chesterton, IN 46304

New lighting • New vanity • Oversized tub

(219) 462-5478

Property at 1325 Indian Boundary Rd, Chesterton, IN 46304, 2 beds, 1 bath

$299,900

2 beds1 bath1,692 sq ft

1325 Indian Boundary Rd, Chesterton, IN 46304

(219) 926-1616

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 511 E Morgan Ave, Chesterton, IN 46304, 4 beds, 2 baths

$299,000

4 beds2 baths2,375 sq ft

511 E Morgan Ave, Chesterton, IN 46304

(219) 227-8454

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 327 S 18th St, Chesterton, IN 46304, 3 beds, 2 baths

$294,900

3 beds2 baths1,680 sq ft

327 S 18th St, Chesterton, IN 46304

(219) 663-9300

Property at 1807 W Porter Ave, Chesterton, IN 46304, 3 beds, 2 baths

$290,000

3 beds2 baths2,080 sq ft

1807 W Porter Ave, Chesterton, IN 46304

(219) 315-2505

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

$275,000

2 beds1.5 baths1,506 sq ft

422 Jefferson Ave, Chesterton, IN 46304

(888) 724-2836

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 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 2111 Tupelo Ln, Chesterton, IN 46304, 2 beds, 1 bath

$180,000

2 beds1 bath962 sq ft

2111 Tupelo Ln, Chesterton, IN 46304

(219) 464-3531

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

$173,900

2 beds1 bath1,228 sq ft

2121 Tupelo Ln, Chesterton, IN 46304

(219) 462-5478

Property at 304 E Jackson Rd, Chesterton, IN 46304, 3 beds, 1.5 baths

$103,000

3 beds1.5 baths1,336 sq ft

304 E Jackson Rd, Chesterton, IN 46304

(219) 926-1616

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NEW CONSTRUCTION

ABOUT THIS HOME
Homes for sale under $350k in Chesterton, IN
New Construction Home to be built in Woodland Ridge located in Michigan City school district ready in 15 days. RESNET energy smart construction will save owner over 1000 yearly plus home has 10-year structural warranty! Welcome home to an open concept, raised ranch style home, which includes 2,072 square feet of finished living space on two levels. The main level features a spacious open concepts great room and kitchen, both with vaulted ceilings. The large kitchen includes a 48 inch extended edge island, white cabinets, quartz counters and tile backsplash. Patio slider door in great room has access to a 10x10 deck. The primary bedroom suite is also located on the upper level and includes a

$349,900

4 beds2 baths2,072 sq ft

127 Bellflower Dr, Michigan City, IN 46360

Spacious great room • Open concept • Raised ranch style

(269) 321-2610

READY TO BUILD

$347,990

3 beds3 baths1,900 sq ft

The Coral Cottage Plan, Burns Harbor, IN 46304

Covered porch • Minutes from beach • Private office

Listing provided by Zillow

ABOUT THIS HOME
Homes for sale under $350k in Chesterton, IN
WOW--MUST SEE! Beautifully updated 5-bedroom, 3-bath home located in a quiet cul-de-sac. Enjoy the inviting covered front porch and spacious back deck--perfect for entertaining. The fenced yard provides plenty of room for outdoor enjoyment. Major updates include a new roof and gutters (2020) and a furnace approximately 8 years old. Additional upgrades include a new overhead garage door, front entry door, and custom mailbox. The garage has been insulated and finished with carsiding for a polished look. Inside, you'll love the custom fireplace and mantel, luxury vinyl plank flooring in the lower level, and the newly added full bath featuring a jetted tub and tiled surround. The home also feat

$347,850

5 beds3 baths2,464 sq ft

2449 Ontario St, Portage, IN 46368

Covered front porch • Spacious back deck • Fenced yard

(219) 462-5478

ABOUT THIS HOME
Homes for sale under $350k in Chesterton, IN
Beautifully updated 4 bedroom 4 bathroom 2 story with finished basement built in 2018. 9 Foot main floor with Bright Living room with gas Fireplace open to a Big Kitchen. Tall wood cabinets with Granite Countertops, Glass Tile Back Splash, New Stainless Steel Appliances. Main Floor Primary Bedroom with Large En Suite with Double Vanity and big Walk in Closet. There is also a main floor Laundry room another 1/2 bath and a walkout to a private patio area! Three more nice size bedrooms plus small loft area are upstairs. The Finished Basement has a large Rec Room with additional room for game area. There is a new Custom Bathroom with Tile Shower, Vinyl Plank flooring and New vanity. Many recen

$347,429

4 beds3.5 baths2,376 sq ft

326 Clifford Way, Chesterton, IN 46304

Finished basement • Private patio area • Custom bathroom

(219) 663-3835

ABOUT THIS HOME
Homes for sale under $350k in Chesterton, IN
Welcome Home to 1164 Tanya Street - a beautifully maintained home one family has enjoyed for two decades. This well-loved gem is located directly across from the neighborhood playground in Harbor Trails, a quiet, subdivision. If you are in search of an affordable, peaceful community with access to the highly acclaimed Chesterton schools, major transportation hubs and recreation, this home may be for you. Positioned between U. S. 20 to the south, I-80/94, the Indiana Toll Road and U. S. 12 to the north and a 10-minute drive to the South Shore train station, this quiet street offers affordable living in the coveted Duneland area with easy access to Chicago, South Bend and Michigan. The playgr

$347,000

3 beds3 baths2,908 sq ft

1164 Tanya St, Chesterton, IN 46304

Quiet street • Well-kept ranch • 0.27 acre lot

(219) 934-6300

READY TO BUILD

$344,990

3 beds3 baths1,800 sq ft

The Surf Plan, Burns Harbor, IN 46304

Bonus morning room • Open concept living • Laundry room

Listing provided by Zillow

Property at 6620 Timberwood Ave, Portage, IN 46368, 4 beds, 3 baths

$344,900

4 beds3 baths1,950 sq ft

6620 Timberwood Ave, Portage, IN 46368

(219) 786-7000

Property at ASPEN Plan, Chesterton, IN 46304, 3 beds, 2.5 baths

$340,990

3 beds2.5 baths1,455 sq ft

ASPEN Plan, Chesterton, IN 46304

Listing provided by Zillow

Property at 586 Fargo Rd, Westville, IN 46391, 5 beds, 3 baths

$339,999

5 beds3 baths2,342 sq ft

586 Fargo Rd, Westville, IN 46391

(219) 262-0086

Property at 43 Elderberry Ln, Valparaiso, IN 46383, 4 beds, 2.5 baths

$339,990

4 beds2.5 baths1,774 sq ft

43 Elderberry Ln, Valparaiso, IN 46383

(812) 260-7228

Property at 6290 Glenbrook Ave, Portage, IN 46368, 2 beds, 2 baths

$335,000

2 beds2 baths1,638 sq ft

6290 Glenbrook Ave, Portage, IN 46368

(219) 464-8521

Property at 3721 Chadwick St, Portage, IN 46368, 3 beds, 2 baths

$334,908

3 beds2 baths1,649 sq ft

3721 Chadwick St, Portage, IN 46368

(219) 472-2004

Property at 3265 Atlanta Blvd, Portage, IN 46368, 3 beds, 3.5 baths

$333,000

3 beds3.5 baths1,938 sq ft

3265 Atlanta Blvd, Portage, IN 46368

(269) 469-3950

Property at 6635 Lakewood Ave, Portage, IN 46368, 5 beds, 2 baths

$330,000

5 beds2 baths2,148 sq ft

6635 Lakewood Ave, Portage, IN 46368

(219) 786-7000

Property at 6363 Glenbrook Ave, Portage, IN 46368, 3 beds, 2 baths

$330,000

3 beds2 baths1,756 sq ft

6363 Glenbrook Ave, Portage, IN 46368

(219) 462-2224

Property at 6373 Jasmine Ave, Portage, IN 46368, 3 beds, 2 baths

$329,000

3 beds2 baths1,500 sq ft

6373 Jasmine Ave, Portage, IN 46368

Property at NANDINA Plan, Chesterton, IN 46304, 3 beds, 2.5 baths

$328,990

3 beds2.5 baths1,558 sq ft

NANDINA Plan, Chesterton, IN 46304

Listing provided by Zillow

Property at 1180 Harbor Way, Burns Harbor, IN 46304, 2 beds, 1 bath

$320,000

2 beds1 bath982 sq ft

1180 Harbor Way, Burns Harbor, IN 46304

(219) 315-2505

Property at 1959 Greentree St, Portage, IN 46368, 4 beds, 3 baths

$320,000

4 beds3 baths2,976 sq ft

1959 Greentree St, Portage, IN 46368

(317) 590-8788

Property at 1162 Chesterfield Ave, Chesterton, IN 46304, 4 beds, 3.5 baths

$319,900

4 beds3.5 baths1,792 sq ft

1162 Chesterfield Ave, Chesterton, IN 46304

(219) 663-3835

Based on information submitted to the MLS GRID as of Tue Dec 23 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.

Homes for sale under $350k in Chesterton

There are currently 20 homes for sale under $350k in Chesterton. 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 79 days and receive 1 offers. This map is refreshed with the newest listings in Chesterton every 15 minutes.

In the past month, 19 homes have been sold in Chesterton. In addition to houses in Chesterton, there were also 9 condos, 6 townhouses, and 2 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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