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$319,000 Just Listed

  • For Sale
  • Active
  • Condo
  • 2 Beds
  • 1 Full Bath
  • Updated 2 days ago
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Multiple offers received. Best and final due Sunday at 3pm. A spacious and sun-filled 2-bedroom home perfectly situated on beautiful, tree-lined Winthrop Avenue! This updated residence features hardwood floors throughout and a large living room with three oversized windows and a cozy fireplace - with the option to mount your TV above for optimal viewing and relaxation. The chef's kitchen is designed for entertaining with a gas range, walk-in pantry, breakfast bar seating, and a seamless flow into the separate dining room - all opening to a huge private deck for outdoor dining and relaxation. A long hallway separates the living and bedroom areas, providing privacy and a natural flow throughout the home. The updated bathroom offers a modern walk-in shower and an efficient toilet for style and functionality. Additional highlights include enormous private storage, a laundry room, and convenient bike storage in the basement. This well-maintained, pet-friendly 3-story brick building offers heat and water included in the monthly assessment. Secured off-street parking is also included. Ideally located between the lakefront and Andersonville, close to the CTA Red Line, Mariano's, shops, and restaurants. A perfect blend of space, comfort, and location!

Full Property Details for 5253 N Winthrop Ave #2

General

  • Price: $319,000
  • HOA FEE: $632/month
  • Taxes: $4,463 (2023)
  • Status: Active
  • Type: Condo
  • Source: MRED
  • MLS ID: 12507837
  • Updated: 2/13/2026
  • Added to Site: 5 day(s) ago

Interior

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

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2

Additional Information

  • Shared Amenities: Storage
  • Other Features: School Bus Service, Commuter Bus, Commuter Train

Parking

  • Total Spaces: 1
  • Parking Features: Assigned, Off-Street, Yes, Owned

Location

  • Area: CHI - Edgewater
  • County: Cook
  • Township: Lake View
  • Driving Directions: Broadway to Berwyn, East to Winthrop, South to property

School Information

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

Community

  • Assoc. Fees Include: Heat, Water, Parking, Insurance, Exterior Maintenance, Scavenger, Snow Removal
  • Pets Allowed: Yes
  • Pets: Cats OK, Dogs OK, Number Limit
  • Pet Restrictions: Cats OK, Dogs OK, Number Limit, / 999lbs.
  • Mgmt. Company: Connected Property Management

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Lake Michigan, 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
  • Built Before 1978: Yes

Unit Information

  • Units in Building: 25

Lot Features

  • Lot Dimensions: COMMON

Animals

  • Animals Allowed: Cats OK, Dogs OK, Number Limit

Financial Considerations

  • Association Fee: $632
  • Assoc Fee Freq.: Monthly
  • Parking Included: Yes
  • Tax Amount: $4,463
  • Tax Year: 2023
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Condo
  • Property ID: 14082110431017

Listed by Baird & Warner

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Listing agents

— 5253 N Winthrop Ave #2 —

  • Baird & Warner

  • 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 5253 N Winthrop Ave #2

School District:Chicago Public School District 299
NameGradesDistance
Goudy Technology Academy
5120 North Winthrop Avenue, Chicago, IL 60640
K-80.2 mi
Senn High School
5900 North Glenwood Avenue, Chicago, IL 60660
9-120.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5253 N Winthrop Ave #2 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/11/2026
Listed
$319,000
34.6%
MLS
4/08/2020
Sold
$237,000
—
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 5253 N Winthrop Ave #2

Year
Property Taxes
Change
Tax Assessment
Change
2023
$4,463
-11%
$24,467
—
2022
$5,032
2%
$24,467
—
2021
$4,920
27%
$24,467
19%
2020
$3,873
—
$20,490
-10%
2019
$3,866
2%
$22,672
—
2018
$3,800
19%
$22,672
24%
2017
$3,198
1%
$18,229
—
2016
$3,151
10%
$18,229
—
2015
$2,860
-15%
$18,229
-12%
2014
$3,382
2%
$20,795
—
2013
$3,304
1%
$20,795
—
2012
$3,284
—
$20,795
—
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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5253 N Winthrop Avenue #2, Chicago, IL 60640 (MLS# 12507837) is a Condo property with 2 bedrooms and 1 full bathroom. 5253 N Winthrop Avenue #2 is currently listed for $319,000 and was received on February 11, 2026. Want to learn more about 5253 N Winthrop Avenue #2? Do you have questions about finding other Condo real estate for sale in Edgewater? You can browse all Edgewater real estate or contact a Coldwell Banker agent to request more information.

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