Active Under Contract
Price CutPrice Drop: $25K (10/13)
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Single family home for sale at 5253 W Wrightwood Ave, Chicago, IL 60639 | MLS# 12755220 | Listing updated on 2026-10-13
Photo 1 of Single family home for sale at 5253 W Wrightwood Ave, Chicago, IL 60639 | MLS# 12755220 | Listing updated on 2026-10-13
Photo 2 of Single family home for sale at 5253 W Wrightwood Ave, Chicago, IL 60639 | MLS# 12755220 | Listing updated on 2026-10-13
Photo 3 of Single family home for sale at 5253 W Wrightwood Ave, Chicago, IL 60639 | MLS# 12755220 | Listing updated on 2026-10-13
Photo 4 of Single family home for sale at 5253 W Wrightwood Ave, Chicago, IL 60639 | MLS# 12755220 | Listing updated on 2026-10-13
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$499,900

Monthly Est:$2,488

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths
  • Beds Icon--sqft

5253 W Wrightwood Ave, Chicago, IL 60639

$2,488/moEst:

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  • Single Family Residence

  • Built in 1926

  • $-- HOA

  • -- sqft lot

  • --/sqft

Description

BIG lovingly maintained updated and preserved brick bungalow with tons of intact vintage charm AND new kitchen & baths on tree lined street. 4 bedrooms (2 up, 2 main level), 3 full baths (1 on each floor), finished basement, 2.5 car garage. Beautiful bright front living room with original stained glass (restored) windows and decorative fireplace flanked by wood book cases with matching glass, vintage tile foyer entryway with coat closet, and large separate dining room with arched top glass door separating the entertaining space from the living quarters and kitchen. New kitchen (2022) features quartz countertops, imported tile backsplash, stainless steel appliances, and carefully designed cabinetry for smart efficient storage (including toe kick drawers) and adjacent breakfast nook and family room hang-out space. Rounding out the main level are two sizable bedrooms and a new full bathroom with shower and vanity. On the 2nd floor, this home has two large bedrooms and a spacious new bathroom with tub/shower combo and vanity. The full basement is finished with tile and drywall and has a laundry room with laundry sink, mini kitchen (cabinets, sink), one full bathroom, abundant storage space, and good ceiling height. Excellent natural light, original oak and maple hardwood flooring, original wood trim, new replacement windows, combination central AC/heat (upstairs) and radiant/boiler heat (throughout house), drain tile+sump, and newer (2023) tear-off roof (on house and garage). Sitting on a 30x125 (extra wide) lot, this home has a cute front yard with a mature magnolia tree, a large back yard space with tons of potential for gardening and entertaining, and an insulated heated 2.5-car garage with epoxy floors & party door, ready to host vehicles and parties & projects. Picturesquely located across from 3+ acre Cragin Park with brand new field house, walking paths, softball fields, soccer/football field, tennis courts, a basketball court, a volleyball court, a playground with a wading/spray pad, and lots of programs for kids, idyllic 5253 W Wrightwood Ave balances historical charm and modern conveniences.

  • Houzeo last checked: 2 minutes ago
  • Listing updated: October 13, 2026 at 5:40 pm
  • Listing Provided by: Michelle Liffick | Jameson Sotheby's Intl Realty (312) 751-0300
  • Source: MRED MLS-IL | MLS#: 12755220 MRED MLS-IL

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Cook County

  • City

    Chicago

  • Neighborhood

    Belmont Cragin

  • Year Built

    1926

  • HOA Fees

    -

  • Finished Area

    - sqft

  • Lot Size

    -- sqft lot

  • Basement Area

    - sqft

  • MLS Name

    MRED MLS

  • MLS Number

    12755220

  • MLS Status

    Contingent

  • Days on Market

    49

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 3

  • Breakfast Room

    Level: Main

    Area: 90.00 Square Feet

    Dimensions: 10X9

  • Recreation Room

    Level: Basement

    Area: 660.00 Square Feet

    Dimensions: 30X22

  • Bonus Room

    Level: Basement

    Area: 361.00 Square Feet

    Dimensions: 19X19

  • Storage

    Level: Basement

    Area: 120.00 Square Feet

    Dimensions: 12X10

  • Bedroom 2

    Level: Second

    Area: 285.00 Square Feet

    Dimensions: 19X15

  • Bedroom 3

    Level: Main

    Area: 187.00 Square Feet

    Dimensions: 17X11

  • Bedroom 4

    Level: Main

    Area: 130.00 Square Feet

    Dimensions: 13X10

  • Dining Room

    Level: Main

    Area: 180.00 Square Feet

    Dimensions: 15X12

  • Family Room

    Level: Main

    Area: 120.00 Square Feet

    Dimensions: 12X10

  • Kitchen

    Level: Main

    Area: 169.00 Square Feet

    Dimensions: 13X13

  • Laundry

    Level: Basement

    Area: 50.00 Square Feet

    Dimensions: 10X5

  • Living Room

    Level: Main

    Area: 272.00 Square Feet

    Dimensions: 17X16

  • Master Bedroom

    Level: Second

    Area: 300.00 Square Feet

    Dimensions: 20X15

Interior

  • Appliances

    Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Stainless Steel Appliance(s)

  • Window Features

    Screens, Some Stained Glass

  • Interior Features

    1st Floor Bedroom, 1st Floor Full Bath, Built In Features, Walk In Closet(s), Historic/period Mlwk, Separate Dining Room, Replacement Windows, Quartz Counters

  • Cooling

    Central Air, Partial, Window Unit(s)

  • Heating

    Natural Gas, Forced Air, Steam, Sep Heating Systems 2+

  • Flooring

    Hardwood

  • Sewer

    Public Sewer

Construction

  • Year Built

    Year Built: 1926

  • Home type

    Single Family Residence

  • Architectural Style

    Bungalow

  • Construction Materials

    Brick

  • Roof

    Asphalt

Utilities & Energy

  • Water Source

    Lake Michigan

  • Parking Features

    Garage Door Opener, Heated Garage, Yes, Garage Owned, Detached, Garage

  • Basement

    Finished, Exterior Entry, Full

  • Laundry Features

    Laundry Closet

  • Electric

    Circuit Breakers, 200+ Amp Service

  • Fireplace Features

    Decorative

Other Features

  • Community Features

    Clubhouse, Park, Tennis Court(s), Curbs, Sidewalks, Street Lights, Street Paved

Price History

DateEventPrice

10/13/2026

Source: mls_logoMRED MLS-IL #MRD12755220

Contingent (Active Under Contract)

$499,900

$0/sqft

10/06/2026

Source: mls_logoMRED MLS-IL #MRD12755220

Price Decreased

$499,900 -4.76%

$0/sqft

09/22/2026

Source: mls_logoMRED MLS-IL #MRD12755220

Price Decreased

$524,900 -4.55%

$0/sqft

09/10/2026

Source: mls_logoMRED MLS-IL #MRD12755220

Listed for Sale

$549,900 +100.04%

$0/sqft

09/05/2014

Source: mls_logoMRED MLS-IL #MRD08620307

Price Increased

$274,900 +5.73%

$0/sqft

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This representation is based in whole or in part on data supplied by Midwest Real Estate Data, LLC through Oct 30, 2026, 10:00AM. Midwest Real Estate Data, LLC does not guarantee nor is it in any way responsible for its accuracy. Data maintained by Midwest Real Estate Data LLC may not reflect all real estate activity in the market.

Based on information submitted to the MLS GRID as of Oct 30, 2026, 10:00AM. All data is obtained from various sources and has not been, and will not be, verified by broker or MLS GRID. Supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. Some IDX listings have been excluded from this website. Information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID, MRED or Houzeo. The use of the MLS GRID Data may be subject to an end user license agreement. Properties displayed may be listed or sold by various participants in the MLS,

Listings courtesy of MRED as distributed by MLS GRID. ©2026 Midwest Real Estate Data LLC. All Rights Reserved

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