Recently Listed Open House 10/3 12pm - 3pm
744 S 2nd Street
Chesterton, IN, 46304 $ 415,000
Bedrooms3 Baths2.1 Sq 2,067 Monthly Estimate*
$ 2,620
for $415,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,067 square foot home was built in 1910 on a lot size of 0.192.
Step inside a piece of Chesterton history, where more than a century of character blends beautifully with timeless updates. Nestled in the heart of Chesterton, this is the kind of home that simply can't be recreated. Walking through the front door, the foyer greets you with original woodwork all around and three directions to explore, including a sitting room that flows into the adjacent living and dining room. Oak and birch hand-sculpted hardwood flooring complements the home's original character. The updated kitchen features white cabinetry, quartz countertops and stainless steel appliances, with a view into the rustic-inspired enclosed screened porch and backyard. Going up either set of hardwood stairs, you will find a primary suite rarely expected in a home of this era, featuring a beautiful tiled walk-in shower and a spacious walk-in closet. There are 2 more generously sized bedrooms and an updated full bathroom with a timeless look. The 23x13 enclosed back porch extends your living space, making it the perfect place to spend mornings and evenings enjoying the sights and sounds of nature. Outside, beautifully established landscaping and an abundance of flowers create a setting as special as the home. An oversized 2-car detached garage also offers additional storage above. Major updates include approximate ages of: roof 2 yrs, water heater 4 yrs, and furnace & A/C 9 yrs. The 1,028 sq. ft. unfinished basement has the Nova waterproofing system, allowing for even more possibilities and potential additional living space. All appliances included! Enjoy a short walk to downtown Chesterton, a walking path leading to Bailly Elementary, and a short drive to Indiana Dunes National Park and Lake Michigan. A home filled with history, character and a story ready for its next chapter. Don't miss this rare opportunity to own a home of this era that has been beautifully updated.
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Open House
10/3/2026 12:00 PM - 3:00 PM
10/4/2026 11:00 AM - 2:00 PM
744 S 2nd Street Chesterton, IN
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesInteriorInterior Amenities Ceiling Fan(s) Walk-In Closet(s) Entrance Foyer
Fireplace Y/N N
Above Grade Finished Area 2067
Half Baths 1
3/4 Baths 0
Laundry Features Lower Level Sink
Total Bedrooms 3
Room Type Bonus Room Other Room Primary Bedroom Living Room Kitchen Dining Room Bedroom 4 Bedroom 3 Bedroom 2
Total Baths 3
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GeneralSewer Public Sewer
Heating Forced Air Natural Gas
Utilities Cable Connected Natural Gas Connected Electricity Connected
Appliances Dryer Washer Stainless Steel Appliance(s) Refrigerator Microwave Gas Water Heater Gas Range Dishwasher Disposal
Garage Spaces 2.5
Patio/Porch Features Deck Screened Rear Porch Porch Front Porch Enclosed
Pool Features None
Year Built 1910
Electric 100 Amp Service
View Neighborhood
Township Westchester
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
County Porter
New Construction N
Property Type Residential
HOA N
Subdivision Name Old Chesterton
Garage Y/N Y
Total Rooms 10
Full Baths 2
Status Active
Directions From State Rd. 49 head west on Porter Ave. then head south on 2nd St. to home.
City Chesterton
High School District Duneland School Corporation
Lot Size Square Feet 8364
Listing Terms Cash FHA Conventional
Property Attached Y/N N
Tax Annual Amount 2506
Standard Status Active
Legal Description 67 N&S & 125 E&W WEST OF 2ND ST & N OF IVY ST 1-36-6 .20A
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ExteriorExterior Amenities Rain Gutters
Fencing Partial
Parking Features Detached Driveway Off Street Garage Door Opener
Lot Features Back Yard Paved Landscaped Front Yard Corner Lot
Water Source Public
Lot Size Acres 0.192
Lot Size Source Assessor
Waterfront Y/N N
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* Excluded FeaturesList ByKrystal BialataListing Agent
Blackrock Real Estate ServicesBroker
SELLWITHKB@GMAIL.COMEmail
Affordability Calculator
- Monthly Principal & Interest
- $2,620
- Monthly Property Taxes
- $209
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Chesterton, IN
Average List Price $509,184
Percent of Sale Price 23%
About Chesterton, IN 13,978 Population
19% Since 2002
$ 68,928 Median Income
40.34 Median Age
32% Households with Children
Trends Information provided by ATTOM Data Solutions.
4586225 Elementary School
4586212 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 10/2/2026 | $415,000 | | Listed Price |