744 S 2nd St, Chesterton, IN 46304
What's special
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.
- 12 days
- 1,448
- 88
Travel times
Living Room
Kitchen
Primary Bedroom
Zillow last checked:
Listing updated:
Krystal Bialata,
Blackrock Real Estate Services 219-262-0086
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Bonus Room, Other Room, Primary Bedroom, Living Room, Kitchen, Dining Room, Bedroom 4, Bedroom 3, Bedroom 2
Primary bedroom
- Level: Upper
- Area: 196
- Dimensions: 14.0 x 14.0
Bedroom 2
- Level: Upper
- Area: 168
- Dimensions: 14.0 x 12.0
Bedroom 3
- Level: Upper
- Area: 170
- Dimensions: 17.0 x 10.0
Bonus room
- Level: Main
- Area: 143
- Dimensions: 13.0 x 11.0
Dining room
- Level: Main
- Area: 234
- Dimensions: 18.0 x 13.0
Kitchen
- Level: Main
- Area: 196
- Dimensions: 14.0 x 14.0
Living room
- Level: Main
- Area: 169
- Dimensions: 13.0 x 13.0
Other
- Level: Main
- Area: 35
- Dimensions: 7.0 x 5.0
Other
- Level: Main
- Area: 60
- Dimensions: 12.0 x 5.0
Sunroom
- Level: Main
- Area: 299
- Dimensions: 23.0 x 13.0
Heating
- Forced Air, Natural Gas
Appliances
- Included: Dryer, Washer, Stainless Steel Appliance(s), Refrigerator, Microwave, Gas Water Heater, Dishwasher, Disposal
- Laundry: Lower Level, Sink
Features
- Ceiling Fan(s), Walk-In Closet(s), Entrance Foyer
- Basement: Full,Storage Space
- Has fireplace: No
Interior area
- Total structure area: 2,067
- Total interior livable area: 2,067 sqft
- Finished area above ground: 2,067
Property
Parking
- Total spaces: 2.5
- Parking features: Detached, Driveway, Off Street, Garage Door Opener
- Garage spaces: 2.5
- Has uncovered spaces: Yes
Features
- Levels: Two
- Patio & porch: Deck, Screened, Rear Porch, Porch, Front Porch, Enclosed
- Exterior features: Rain Gutters
- Pool features: None
- Fencing: Partial
- Has view: Yes
- View description: Neighborhood
Lot
- Size: 8,363 Square Feet
- Features: Back Yard, Paved, Landscaped, Front Yard, Corner Lot
Details
- Parcel number: 640601254008000023
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- New construction: No
- Year built: 1910
Utilities & green energy
- Electric: 100 Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Natural Gas Connected, Electricity Connected
Community & HOA
Community
- Subdivision: Old Chesterton
HOA
- Has HOA: No
Location
- Region: Chesterton
Financial & listing details
- Price per square foot: $201/sqft
- Tax assessed value: $248,000
- Annual tax amount: $2,506
- Date on market: 10/2/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,FHA,Conventional
Price history
| Date | Event | Price |
|---|---|---|
| 10/5/2026 | Pending sale | $415,000$201/sqft |
Source:  NIRA as distributed by MLS GRID #846230 Report a problem | ||
| 10/2/2026 | Listed for sale | $415,000+181.3%$201/sqft |
Source: NIRA as distributed by MLS GRID #846230 Report a problem | ||
| 5/19/2017 | Sold | $147,551+2.5%$71/sqft |
Source: NIRA as distributed by MLS GRID #409268 Report a problem | ||
| 3/14/2017 | Pending sale | $144,000$70/sqft |
Source: LaSalle Realty Group #409268 Report a problem | ||
| 2/27/2017 | Listed for sale | $144,000-16.8%$70/sqft |
Source: LaSalle Realty Group #409268 Report a problem | ||
| 6/24/2011 | Sold | $173,000-3.9%$84/sqft |
Source: NIRA as distributed by MLS GRID #285396 Report a problem | ||
| 4/27/2011 | Listed for sale | $180,000$87/sqft |
Source: RE/MAX Affiliates #285396 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,487 +9.6% | $248,000 +6.9% |
| 2024 | $2,268 +4.8% | $232,100 +9.3% |
| 2023 | $2,164 -3.7% | $212,300 +8.6% |
| 2022 | $2,247 +3.5% | $195,500 -3.6% |
| 2021 | $2,170 +13.4% | $202,800 +3.4% |
| 2020 | $1,914 +3.8% | $196,100 +12.9% |
| 2019 | $1,844 +11.5% | $173,700 +4.6% |
| 2018 | $1,654 | $166,100 +4% |
| 2017 | $1,654 -0.4% | $159,700 -3.2% |
| 2016 | $1,660 -3.7% | $165,000 +8% |
| 2014 | $1,724 +12.9% | $152,800 +5.2% |
| 2013 | $1,527 +1.7% | $145,300 -3.3% |
| 2012 | $1,501 +5.8% | $150,200 -3.3% |
| 2011 | $1,419 +5.6% | $155,400 +2.3% |
| 2010 | $1,344 +2.3% | $151,900 -0.8% |
| 2009 | $1,314 | $153,100 +9.9% |
| 2006 | -- | $139,300 +3.2% |
| 2005 | -- | $135,000 |
Monthly payment
Estimated market value
Not available
Estimated sales range
Not available
$2,325/mo
Climate risks
Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.