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$450,000 Just Listed

  • For Sale
  • Active
  • Condo
  • 3 Beds
  • 1 Full Bath
  • Updated 1 day ago

Next open house:

Open House: 12:00 PM - 2:00 PM

Saturday 5/30 12:00 PM - 2:00 PM

4258 N Winchester Avenue #2,Chicago, IL 60613

4258 N Winchester Avenue #2ChicagoIL60613

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Join us at 4258 N Winchester Avenue #2 on:

  • Open House: 12:00 PM - 2:00 PM

    Sunday 5/31 12:00 PM - 2:00 PM

    4258 N Winchester Avenue #2,Chicago, IL 60613
    4258 N Winchester Avenue #2ChicagoIL60613

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Nestled on a tree-lined street in the heart of North Center, this 3 bed/1 bath classic vintage walk-up in a corner building is flooded with natural light and full of charm. The spacious living space features east facing bay windows and access to the covered balcony and formal dining area perfect for entertaining. The large kitchen offers granite countertops, stainless steel appliances, great storage, and original built-in. Fully renovated bath and in-unit laundry. The oversized primary bedroom includes bay window and walk-in closet. Two additional well-sized bedrooms complete the layout. Original doors, moldings, and hardwood floors throughout. Easy street parking. Additional storage + laundry in the common area. Steps to the Brown Line, Ravenswood Metra, Mariano's, Trader Joe's, and Welles Park.

Full Property Details for 4258 N Winchester Ave #2

General

  • Price: $450,000
  • HOA FEE: $532/month
  • Taxes: $7,680 (2024)
  • Status: Active
  • Type: Condo
  • Source: MRED
  • MLS ID: 12656939
  • Updated: 5/27/2026
  • Added to Site: 2 day(s) ago

Interior

  • Basement: None
  • Interior Features: Storage
  • Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Shared Amenities: Storage

Exterior

  • Exterior Features: Balcony

Location

  • Area: CHI - North Center
  • County: Cook
  • Township: North Chicago
  • Driving Directions: Southeast corner of Cullom (one-way east) and Winchester (one-way north)

School Information

  • School District: 299
  • Elem School District: 299
  • Midd School District: 299
  • High School District: 299
  • Elementary School: Ravenswood Elementary School

Community

  • Assoc. Fees Include: Heat, Water, Insurance, Exterior Maintenance, Lawn Care, Scavenger
  • Pets Allowed: Yes
  • Pets: Cats OK, Dogs OK
  • Pet Restrictions: Cats OK, Dogs OK, / 999lbs.
  • Mgmt. Company: Self Managed

Heating & Cooling

  • Cooling Type: Wall Unit(s)
  • Heating Type: Radiator(s)

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Structure Type: Condo
  • Construction: Brick
  • Exterior Const.: Brick
  • Basement Desc.: None
  • Sub-Flooring: Hardwood
  • Entry Floor Number: 2
  • Stories/Levels: 3
  • Sq. Ft. Source: Not Reported
  • Year Built: 1910
  • Built Before 1978: Yes

Unit Information

  • Units in Building: 6

Lot Features

  • Lot Dimensions: COMMON

Animals

  • Animals Allowed: Cats OK, Dogs OK

Financial Considerations

  • Association Fee: $532
  • Assoc Fee Freq.: Monthly
  • Assessment Year: 1910
  • Tax Amount: $7,680
  • Tax Year: 2024
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Condo
  • Property ID: 14184060411002

Listed by Baird & Warner

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— 4258 N Winchester Ave #2 —

  • Baird & Warner

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NMLS#: 1598647

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Save up to an additional 20% by bundling your home and auto together!

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Find the right home insurance for your new home!

with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Schools serving 4258 N Winchester Ave #2

School District:Chicago Public School District 299
NameGradesDistance
Ravenswood Elementary School
4332 North Paulina Street, Chicago, IL 60613
PK-80.3 mi
Lake View High School
4015 North Ashland Avenue, Chicago, IL 60613
9-120.6 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 4258 N Winchester Ave #2 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/27/2026
Listed
$450,000
43.54%
MLS
12/01/2020
Sold
$313,500
—
Public Record
Get Price Alerts and Save Property
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 for 4258 N Winchester Ave #2

Year
Property Taxes
Change
Tax Assessment
Change
2023
$6,752
—
$38,226
19%
2023
$6,752
3%
$31,999
—
2022
$6,582
2%
$31,999
—
2021
$6,435
23%
$31,999
20%
2020
$5,230
1%
$26,579
-9%
2019
$5,172
2%
$29,173
—
2018
$5,084
34%
$29,173
39%
2017
$3,795
2%
$21,005
—
2016
$3,707
10%
$21,005
—
2015
$3,368
-18%
$21,005
-15%
2014
$4,116
2%
$24,754
—
2013
$4,024
1%
$24,754
—
2012
$3,994
—
$24,754
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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4258 N Winchester Avenue #2, Chicago, IL 60613 (MLS# 12656939) is a Condo property with 3 bedrooms and 1 full bathroom. 4258 N Winchester Avenue #2 is currently listed for $450,000 and was received on May 27, 2026. Want to learn more about 4258 N Winchester Avenue #2? Do you have questions about finding other Condo real estate for sale in North Center? You can browse all North Center real estate or contact a Coldwell Banker agent to request more information.

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