5029 W Windsor Avenue Chicago, IL $ 799,000
5029 W Windsor Avenue
$ 799,000
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5029 W Windsor Avenue

Chicago, IL, 60630
$ 799,000
Bedrooms5 Baths4.0 Sq 2,900

Monthly Estimate*

$ 5,045

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Single Family Home for sale in Chicago, IL

for $799,000 with 5 bedrooms and 4 full baths. This 2,900 square foot home was built in 1921.

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.

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Single Family Contingent

Price

$ 799,000

Bedrooms

5

Full Bath

4

Property Type

Single Family

Taxes

$ 10,049

Style

Year Built

1921

Town/City

Chicago

County/Region

Cook

MLS | Web ID

12693284

Features
General
Living Area 2900
Sewer Public Sewer
Heating Natural Gas Forced Air
Cooling Central Air
Possession Closing
Appliances Range Refrigerator Washer Dryer
Garage Spaces 2
Association Fee Includes None
Construction Materials Brick
Year Built 1921
Township Jefferson
Tax Year 2024
Ownership Fee Simple
Assoc Fee Paid Per Not Applicable
County Cook
New Construction N
Property Type Residential Detached Single
Contingency Attorney/Inspection
Total Rooms 9
Full Baths 4
Status Contingent
Directions West of 90 on Lawrence Avenue to North on Milwaukee to West Windsor Avenue to property
High School Schurz High School
City Chicago
High School District 299
MLS Area CHI - Portage Park
Elementary School Portage Park Elementary School
Tax Annual Amount 10049.38
Additional Parcels Y/N N
Standard Status Active Under Contract
Middle/Junior School District 299
Elementary School District 299
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Interior
Interior Amenities 1st Floor Bedroom 1st Floor Full Bath Separate Dining Room Pantry
Basement Finished Exterior Entry Full
Flooring Hardwood
Half Baths 0
Total Bedrooms 4
Room Type Bedroom 5
Total Baths 4
Bedrooms Possible 5
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Exterior
Parking Features Concrete No Garage Yes Garage Owned Detached Garage
Water Source Lake Michigan
Total Parking 2
Lot Dimensions 35 X 126 X 35 X 126
Waterfront Y/N N
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* Excluded Features
List By
Sky High Real Estate Inc.

Broker

Whbeaskar@yahoo.com

Email

Affordability Calculator

$5,882
Per Month
86%
14%
0%
Monthly Principal & Interest
$5,045
Monthly Property Taxes
$837
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
1539711 Elementary School
566846 Middle School
Schurz High School High School
Pricing History
DatePricePrice ChangeDescription
7/1/2026$799,000 Listed Price

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5029 W Windsor Avenue, Chicago, IL, 60630 is a Single Family Home for sale at $799,000 with 2,900 sqft. 5029 W Windsor Avenue has 5 bedrooms, 4.0 baths, and was built in 1921. The property's zip code is 60630 which is in Chicago, IL