Single Story homes for sale & real estate in Chesterton, IN

20 homes

Sort:

Recommended

ABOUT THIS HOME
Single Story Home for sale in Chesterton, IN:
This immaculate half duplex features threetwo bedrooms and 2 baths, offering 1,623 finished square feet on a crawl space. Enjoy beautiful wood and partial pond views from the back deck. As you enter, you'll find a spacious 7 x 17 ft ceramic-tiled foyer that opens up to a vaulted great room, complete with large nine-foot sliding glass doors leading out to the rear deck. The home features a split-bedroom layout: two bedrooms and a full bath are located at the front, while the primary ensuite overlooks the backyard. The primary bedroom includes a three-quarter bathroom and a walk-in closet. Additionally, the utility room features a laundry tub, extra storage, access to the crawl space, and ove

$279,900

3 beds2 baths1,623 sq ft

2034 Texas St, Chesterton, IN 46304

$12 HOA • 2 garage spots • Built 1998

(219) 531-2288

ABOUT THIS HOME
Single Story Home for sale in Chesterton, IN:
Set in a prime location, this ranch home has been remodeled and is ready for you to move in! Discover this beautiful 4-bedroom, 2-bath home, offering 1,664 square feet of living space. KEY FEATURES include- Kitchen: The large kitchen features newer cabinets, tiled backsplash, an island with seating, butcher block top, and all appliances. The kitchen opens into the flexible dining room, which can be also used as a 2nd living area. The spacious great room at the rear of the home is complete with a rebuilt gas fireplace, which is sure to keep you warm and cozy this winter! Great room also has an exterior door that provides access to the back yard. The primary bedroom and full bath are situate

$264,900

4 beds2 baths1,664 sq ft

2009 W Porter Ave, Chesterton, IN 46304

Remodeled • Newer cabinets • Butcher block top

(219) 762-8578

3D WALKTHROUGH

ABOUT THIS HOME
Single Story Home for sale in Chesterton, IN:
Move-in ready, maintenance-free main-floor condo with a 1-car garage! A bright, open-concept living area features a cozy gas fireplace, and two new sliding doors to a private patio & your new backyard. The updated kitchen offers a brand-new quartz countertop, deep sink, pantry, and abundant cabinetry. Down the hall are two generous bedrooms, including a primary bedroom with a walk-in closet, an updated bath, and convenient in-unit laundry. Enjoy peace of mind with a brand-new A/C. HOA covers all utilities except gas and electric, plus lawn care, snow removal, and exterior maintenance. Minutes to downtown Chesterton, parks, schools, restaurants, shopping, and I-94 - this home blends co

$174,900

2 beds1 bath1,228 sq ft

2121 Tupelo Ln, Chesterton, IN 46304

Quartz countertop • Walk-in closet • Main-floor condo

(219) 462-5478

ABOUT THIS HOME
Single Story Home for sale in Chesterton, IN:
Cute ranch home on a 1.25 acre corner lot in a beautiful, serene area of Chesterton just minutes from the Indiana Dunes! Endless potential awaits as you step into the sprawling open-concept living room and adjoining eat-in kitchen, boasting ample counter & cabinet space before you make your way into the HUGE family room with brick facade accent wall and walkout access to the adorable backyard! You'll find three spacious bedrooms and a full bathroom on the other side of the home, as well as a large storage quarters/pantry and utility/laundry room (washer + dryer stay) with a bonus 3/4 bath off the back of the house! There's a detached garage that's plenty big enough to house all your t

$250,000

3 beds2 baths1,765 sq ft

1288 N Brummitt Rd, Chesterton, IN 46304

Walkout access • Corner lot • 1.25 acre lot

(219) 246-5200

ABOUT THIS HOME
Single Story Home for sale in Chesterton, IN:
Discover Effortless Living in This Well maintained 3 Bedroom, 2 Bath Main Floor Condo- The Perfect Blend of Comfort, Convenience, and Location. Centrally Located to Schools and Just Minutes from Chesterton's Vibrant Downtown District and the Breathtaking Indiana Dunes National Lakeshore, Community Amenities include (2) Tennis Courts, Pond with Bridge, Walking Path and a Pickleball Court Coming Spring 2026!!! This Home Offers the Best of Small-Town Charm and Natural Beauty. Enjoy the Semi- Open Concept with an Eat-In Kitchen, Large Living Area with Fireplace and (2) New Sliders with access to Private Deck. The Primary Suite Features a Private Bath and Ample Closet Space, While Two Additional

$180,000

3 beds2 baths1,318 sq ft

2114 Tupelo Ln, Chesterton, IN 46304

Private deck • Large living area • In-unit laundry

(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 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 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 706 Idlewild Ln, Chesterton, IN 46304, 3 beds, 2 baths

$542,650

3 beds2 baths1,800 sq ft

706 Idlewild Ln, Chesterton, IN 46304

(219) 999-8990

Property at 2375 Indian Boundary Rd, Chesterton, IN 46304, 2 beds, 2 baths

$324,900

2 beds2 baths2,049 sq ft

2375 Indian Boundary Rd, Chesterton, IN 46304

(219) 440-0070

Property at 2009 Timberwood Ln, Chesterton, IN 46304, 3 beds, 2 baths

$499,900

3 beds2 baths1,827 sq ft

2009 Timberwood Ln, Chesterton, IN 46304

(219) 746-3226

Property at 2307 Legend Cir, Chesterton, IN 46304, 3 beds, 3 baths

$454,000

3 beds3 baths2,952 sq ft

2307 Legend Cir, Chesterton, IN 46304

(219) 926-1616

Property at 1874 Catkin Cir, Chesterton, IN 46304, 5 beds, 5 baths

$749,999

5 beds5 baths4,698 sq ft

1874 Catkin Cir, Chesterton, IN 46304

(219) 440-0070

Property at 499 Magnolia Ln, Chesterton, IN 46304, 3 beds, 2 baths

$419,900

3 beds2 baths1,590 sq ft

499 Magnolia Ln, Chesterton, IN 46304

(219) 999-8990

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

$309,000

2 beds1 bath1,692 sq ft

1325 Indian Boundary Rd, Chesterton, IN 46304

(219) 926-1616

Property at 2218 Pradera Trl, Chesterton, IN 46304, 3 beds, 2 baths

$549,900

3 beds2 baths1,800 sq ft

2218 Pradera Trl, Chesterton, IN 46304

(219) 786-7000

Property at 2310 Redwood Ln, Chesterton, IN 46304, 3 beds, 2 baths

$439,900

3 beds2 baths1,590 sq ft

2310 Redwood Ln, Chesterton, IN 46304

(219) 999-8990

Property at 2420 Pradera Trl, Chesterton, IN 46304, 3 beds, 2 baths

$494,900

3 beds2 baths1,800 sq ft

2420 Pradera Trl, Chesterton, IN 46304

(219) 786-7000

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

NEW 3 HRS AGO

ABOUT THIS HOME
Single Story Home for sale in Chesterton, IN:
Welcome home to this immaculate 3 bedroom, 1.5 bath ranch on a quarter acre, with a privacy-fenced yard. Many updates. New furnace in 2025. Newer hot water heater. Remodeled half bath. Freshly painted interior. New carpet in all three bedrooms. Many updated light fixtures. Eat-in kitchen with new slider to the deck and huge yard. There's even a fire pit! Move-in ready, just minutes to schools, shopping, restaurants, parks and more.

$211,500

3 beds1.5 baths1,008 sq ft

317 Midway Dr, Valparaiso, IN 46385

0.25 acre lot • $25 HOA • Garage

(219) 464-3531

ABOUT THIS HOME
Single Story Home for sale in Chesterton, IN:
Welcome to this Spacious, Move-in ready 3-bedroom, 2 bath home offering 1,484 sq. ft. of comfortable living space. The inviting living room features a bay window, fireplace, and built-in bookshelves. An open-concept kitchen and dining area overlook the family room, complete with patio sliding doors and a wood-burning stove. The freshly painted hallway and bedrooms enhance the home's appeal, and newer kitchen cabinets provide an updated look. Enjoy outdoor living with patio doors leading to a large backyard and a covered front porch. The primary bedroom offers direct access to a full bath. Additional highlights include a separate laundry room, attached 1-car garage, roof only 2 years old, A/

$249,900

3 beds2 baths1,484 sq ft

754 Governor Rd, Valparaiso, IN 46385

0.25 acre lot • $25 HOA • Garage

(219) 462-5478

ABOUT THIS HOME
Single Story Home for sale in Chesterton, IN:
A rare find in today's market, a solid brick ranch on a corner lot that is priced to sell! This 3 bedroom 2 bathroom home is ready for new owners. Bring your vision and make this ranch your own. 3 spacious bedrooms on the main floor with a semi-finished basement below give you lots of flexibility. Situated on a private corner lot, you will be amazed and how secluded you feel while still being close to everything.

$275,000

3 beds1.5 baths2,642 sq ft

6416 Old Porter Rd, Portage, IN 46368

0.65 acre lot • 2 garage spots • Car-dependent

(219) 218-1181

ABOUT THIS HOME
Single Story Home for sale in Chesterton, IN:
Attention all investors, garage lovers, and/or anyone who's interested in having your tenants make your mortgage payments for you!! Terrific opportunity to buy this desirable duplex-the day after you own it, it'll start making money for you. .. turn-key the way it sits or give it a little TLC and really spiff it up-the choice is yours. Identically laid out units feature Newer windows, HVAC, some appliances, newly replaced carpeting, pantry in each kitchen, plentiful closet space, and a roof only about a year old over it all! Then, there's the Garage!! 2-story and oversized footprint (30x24) 1/2 finished "man-cave" on the upper level, with roughed in 3/4 bath. Brand new furnace in

$289,000

4 beds2 baths2,144 sq ft

1333 Sunset Ave, Chesterton, IN 46304

0.59 acre lot • 2 garage spots • Car-dependent

(219) 263-9233

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
Single Story Home for sale in Chesterton, IN:
Welcome to this beautiful completely renovated ranch home, perfect for first time buyers, or those looking to downsize without the burden of escalating HOA fees. Every detail has been thoughtfully addressed, and every inch of its efficient layout has been maximized for modern living. The heart of the home is its brand new kitchen with new cabinetry, granite counters, stylish backsplash, & stainless steel appliances. The bathroom has been tastefully updated with a tiled shower/tub surround, and all new modern fixtures. All new flooring throughout. All new lighting fixtures throughout. All brand new mission style interior and closet doors. New mission style front entry door. Entire inter

$229,900

3 beds1 bath960 sq ft

729 Imperial Rd, Valparaiso, IN 46385

8,712 sq ft lot • 2 garage spots • Car-dependent

(219) 462-2411

ABOUT THIS HOME
Single Story Home for sale in Chesterton, IN:
Welcome to this exceptional ranch home nestled on over an acre of private land in Valparaiso's Liberty Township. With both generous indoor living spaces and impressive outdoor amenities, this isn't just a house-- It's a lifestyle. Step inside to a main level that welcomes you with an inviting large living room adjacent kitchen & dining room with ample natural light and a cozy den with fireplace. The basement takes entertaining to another level: a massive, finished space with built-in bar, pool table area and storage. Outside, enjoy your own private oasis: a heated in-ground pool with composite deck, pool house, fire pit and spacious yard. The garage setup is equally impressive detache

$385,000

3 beds1.5 baths1,843 sq ft

984 N 200 W, Valparaiso, IN 46385

1.1 acre lot • 3 garage spots • Pool

(219) 292-7056

Property at 6600 Central Ave, Portage, IN 46368, 4 beds, 2.5 baths

$347,900

4 beds2.5 baths2,890 sq ft

6600 Central Ave, Portage, IN 46368

(219) 462-2224

Property at 7044 Sherwood Ave, Portage, IN 46368, 5 beds, 2 baths

$280,000

5 beds2 baths1,770 sq ft

7044 Sherwood Ave, Portage, IN 46368

(708) 798-1111

Property at 767-1 Heritage Rd, Valparaiso, IN 46385, 3 beds, 1 bath

$209,900

3 beds1 bath1,344 sq ft

767-1 Heritage Rd, Valparaiso, IN 46385

(219) 462-5478

Property at 411 Nantucket Rd, Valparaiso, IN 46385, 3 beds, 1.5 baths

$239,000

3 beds1.5 baths1,008 sq ft

411 Nantucket Rd, Valparaiso, IN 46385

(888) 611-3912

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 308 Rankin St, Chesterton, IN 46304, 3 beds, 1 bath

$254,900

3 beds1 bath1,238 sq ft

308 Rankin St, Chesterton, IN 46304

(219) 714-7148

Property at 120 Pine Dr Unit H, Chesterton, IN 46304, 2 beds, 2 baths

$174,900

2 beds2 baths1,132 sq ft

120 Pine Dr Unit H, Chesterton, IN 46304

(219) 762-8578

Property at 6417 Mound Ave, Portage, IN 46368, 3 beds, 2 baths

$352,608

3 beds2 baths1,880 sq ft

6417 Mound Ave, Portage, IN 46368

(219) 472-2004

Property at 319 Michigami Trl, Chesterton, IN 46304, 3 beds, 1 bath

$237,900

3 beds1 bath1,433 sq ft

319 Michigami Trl, Chesterton, IN 46304

(219) 462-5478

Property at 1177 Harbor Way, Burns Harbor, IN 46304, 2 beds, 1 bath

$274,900

2 beds1 bath1,010 sq ft

1177 Harbor Way, Burns Harbor, IN 46304

(219) 315-2505

Property at 1179 Harbor Way, Burns Harbor, IN 46304, 2 beds, 1 bath

$254,000

2 beds1 bath982 sq ft

1179 Harbor Way, Burns Harbor, IN 46304

(219) 315-2505

Property at 337 Clifford Way, Chesterton, IN 46304, 3 beds, 2 baths

$320,000

3 beds2 baths1,536 sq ft

337 Clifford Way, Chesterton, IN 46304

(219) 746-7964

Property at 755-1 Baltimore Rd, Valparaiso, IN 46385, 3 beds, 1.5 baths

$254,900

3 beds1.5 baths1,296 sq ft

755-1 Baltimore Rd, Valparaiso, IN 46385

(219) 987-2230

Property at 1178 Harbor Way, Burns Harbor, IN 46304, 2 beds, 1 bath

$279,000

2 beds1 bath1,010 sq ft

1178 Harbor Way, Burns Harbor, IN 46304

(219) 315-2505

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.

Single Story Homes for Sale in Chesterton

There are currently 20 single story homes for sale in Chesterton at a median listing price of $425K. 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 68 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.

More real estate resources for Chesterton, IN

Nearby Cities

Zip Codes

Nearby Cities with Single Story Homes

More to explore in Chesterton, IN

How to buy a house in Chesterton, IN

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Indiana

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.