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$495,500 Just Listed
Property Description
This stunning turn-of-the-century home is so much more than a house--it is truly a one of a kind estate nestled in the heart of the quaint village of Paw Paw! Every corner holds a treasure of days past, when every detail was handcrafted and made to last. Filled with charm and history, this home has been meticulously maintained from top to bottom; from the sunny porches to the nearly 2 acres of lushly landscaped yard...the love and care that has been put into this property, alongside the history you can sense in every detail, makes this home a crown jewel of our little village! Step into the gorgeous entryway where you are immediately greeted with breathtaking original woodwork and a cozy fireplace, get whisked away into the formal living room and dining room, where the leaded glass windows fill the twelve foot tall ceilings with incredible natural light! The kitchen is charming and cozy with a beautiful separate walk-in pantry, and an adjacent spacious and sunny 4-seasons room that is the perfect place to spend time with friends and family while waiting for dinner to be done! The main floor also offers a full bathroom and bedroom with a walk in closet. Head upstairs on your grand main staircase, or the sweet little spiral staircase off the kitchen hallway! On the second floor you will find 3 more spacious bedrooms and a nursery/office or whatever you may need! The craftsmanship and charm of this home truly shines in these bedrooms...the master bedroom has an attached "dressing room" fit for a queen and each room offers ample closet space and storage! The attic holds incredible potential for another bedroom or living space! The 1.75 acre grounds also include an herb/garden shed, another storage shed, and an impressive 40x60 outbuilding/garage with plenty of room for all your hobbies, tools, toys, vehicles & more! Truly as soon as you drive onto this breathtaking property you can imagine a horse and buggy pulled up under the porte-cochere, you can picture a garden party happening on the back deck, you can feel the charm and history as you make your way around the circular driveway, and the only thing you have left to do now is make it yours and start creating your own story in this beautiful home sweet home!
Full Property Details
Full Property Details for 344 Flagg St
General
- Price: $495,500
- Taxes: $8,293 (2025)
- Status: Active
- Type: Single Family
- Source: MRED
- MLS ID: 12704050
- Updated: 7/15/2026
- Added to Site: 2 day(s) ago
Interior
- Basement: Unfinished
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 1
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Parking
- Garage: Yes
- Garage Spaces: 3
- Total Spaces: 9
- Parking Features: Gravel, Circular Driveway, Yes, Detached, Garage
Location
- Area: Paw Paw
- County: Lee
- Township: Wyoming
- Driving Directions: Chicago Road to Paw Paw, then North on Flagg to home.
School Information
- School District: 271
- Elem School District: 271
- Midd School District: 271
- High School District: 145
- High School: Indian Creek Middle School
- Private School: Indian Creek Middle School
Community
- Assoc. Fees Include: None
Heating & Cooling
- Cooling Type: Window Unit(s), Wall Unit(s)
- Heating Type: Steam
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Info: Victorian
- Architectural Style: Victorian
- Construction: Cedar
- Exterior Const.: Cedar
- Basement: Yes
- Basement Desc.: Unfinished, Full
- Square Feet: 2,133
- Sq. Ft. Source: Landlord/Tenant/Seller
- Year Built: 1891
- Built Before 1978: Yes
Lot Features
- Lot Size (Acres): 1.75
- Lot Size Range: 1.0 to 1.99 Acres
- Lot Dimensions: 340.56 x 113.8 x 200 x 200 x 164 x 319.87 x 69.96
Financial Considerations
- Assessment Year: 1891
- Tax Amount: $8,293
- Tax Year: 2025
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Fee Simple
- Property ID: 22181040602800
Listed by Gaines Realty
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Schools
Schools serving 344 Flagg St
School District:Lee Center Community Unit School District 271
| Name | Grades | Distance |
|---|---|---|
Paw Paw Elementary School PO Box 37, Paw Paw, IL 61353 | K-5 | 0.3 mi |
Paw Paw Junior High School PO Box 37, Paw Paw, IL 61353 | 6-8 | 0.3 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 344 Flagg St
Date
Details
Price
Change
Source
7/14/2026
Listed
$495,500
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 344 Flagg St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,293
14%
$110,558
18%
2024
$7,283
22%
$93,693
18%
2021
$5,961
—
$79,401
15%
2021
$5,961
9%
$68,912
8%
2020
$5,488
2%
$63,808
3%
2019
$5,390
-1%
$61,949
3%
2018
$5,420
—
$60,145
1%
2018
$5,420
7%
$59,730
3%
2017
$5,088
2%
$57,991
—
2016
$5,012
—
$57,991
—
2015
$5,034
—
$57,991
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 344 Flagg St
344 Flagg Street, Paw Paw, IL 61353 (MLS# 12704050) is a Single Family property with 4 bedrooms, 1 full bathroom and 1 partial bathroom. 344 Flagg Street is currently listed for $495,500 and was received on July 14, 2026. Want to learn more about 344 Flagg Street? Do you have questions about finding other Single Family real estate for sale in Paw Paw? You can browse all Paw Paw real estate or contact a Coldwell Banker agent to request more information.
