Trisha Kannon

Broker License ID: 475178168

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$ 780,000

$ 799,000 2.4%

Est. payment -/mo

Sold on 08/28/2026

5029 W Windsor AVE Chicago, IL 60630

5 Beds

4 Baths

2,900 SqFt

UPDATED:

Key Details

Sold Price $780,000

Property Type Single Family Home

Sub Type Detached Single

Listing Status Sold

Purchase Type For Sale

Square Footage 2,900 sqft

Price per Sqft $268

MLS Listing ID 12693284

Sold Date 08/28/26

Bedrooms 5

Full Baths 4

Year Built 1921

Annual Tax Amount $10,049

Tax Year 2024

Lot Dimensions 35 X 126 X 35 X 126

Property Sub-Type Detached Single

Property Description

Spectacular fully-renovated 5-bedroom, 4-bathroom residence delivering master-class craftsmanship and sophisticated modern design in a highly desirable Jefferson Park location. From the curb, the home makes a bold statement with its striking dark exterior contrasted by crisp white trim. Inside, a complete top-to-bottom transformation unfolds across an expansive, light-filled open-concept main floor, accented by gleaming hardwood flooring and premium finishes throughout. The custom chef's kitchen serves as the home's centerpiece, boasting pristine white cabinetry, high-end appliances, and an oversized entertainment island. Upstairs, the luxurious primary suite offers a serene, spa-inspired retreat, complemented by beautifully appointed bathrooms. The fully finished lower level dramatically expands your living space, ideal for a media room, home gym, or guest quarters. Step outside to a private outdoor oasis featuring a spacious deck, generous backyard, and a brand-new concrete driveway leading to a detached garage. Perfectly positioned for effortless city living, this home offers unbeatable location convenience just minutes from the Kennedy Expressway (I-90) and steps from the Jefferson Park Transit Center for seamless Blue Line and Metra access. True turn-key luxury.

Location

State IL

County Cook

Area Chi - Portage Park

Rooms

Basement Finished, Exterior Entry, Full

Interior

Interior Features 1st Floor Bedroom, 1st Floor Full Bath, Separate Dining Room, Pantry

Heating Natural Gas, Forced Air

Cooling Central Air

Flooring Hardwood

Fireplace N

Appliance Range, Refrigerator, Washer, Dryer

Exterior

Garage Spaces 2.0

Building

Building Description Brick, No

Sewer Public Sewer

Water Lake Michigan

Level or Stories 2 Stories

Structure Type Brick

New Construction false

Schools

Elementary Schools Portage Park Elementary School

High Schools Schurz High School

School District 299 , 299, 299

Others

HOA Fee Include None

Ownership Fee Simple

Special Listing Condition None

Listed by Wahbe Askar of Sky High Real Estate Inc.
Bought with Eric Newman of @properties Christie's International Real Estate

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Phone

+1(847) 293-4866

trisha.kannon@cbrealty.com