5029 W Windsor Ave Chicago, IL 60630
Jefferson Park NeighborhoodEstimated payment $5,225/month
Highlights
- Wood Flooring
- Formal Dining Room
- Living Room
- Main Floor Bedroom
- 2 Car Detached Garage
- Laundry Room
About This Home
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.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $10,049
Year Built
- Built in 1921 | Remodeled in 2026
Lot Details
- Lot Dimensions are 35 x 126 x 35 x 126
Parking
- 2 Car Detached Garage
- No Garage
- Parking Available
- Driveway
- Parking Included in Price
Home Design
- Brick Exterior Construction
Interior Spaces
- 2,900 Sq Ft Home
- 2-Story Property
- Family Room
- Living Room
- Formal Dining Room
- Wood Flooring
- Range
Bedrooms and Bathrooms
- 5 Bedrooms
- 5 Potential Bedrooms
- Main Floor Bedroom
- Bathroom on Main Level
- 4 Full Bathrooms
Laundry
- Laundry Room
- Dryer
- Washer
Finished Basement
- Basement Fills Entire Space Under The House
- Exterior Basement Entry
- Finished Basement Bathroom
Schools
- Portage Park Elementary School
- Schurz High School
Utilities
- Forced Air Heating and Cooling System
- Heating System Uses Natural Gas
- Lake Michigan Water
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $8,867 | $55,790 | $15,313 | $40,477 |
| 2024 | $8,867 | $50,001 | $15,313 | $34,688 |
| 2023 | $8,644 | $42,000 | $12,250 | $29,750 |
| 2022 | $8,644 | $42,000 | $12,250 | $29,750 |
| 2021 | $8,451 | $42,000 | $12,250 | $29,750 |
| 2020 | $6,304 | $28,282 | $6,343 | $21,939 |
| 2019 | $6,248 | $31,080 | $6,343 | $24,737 |
| 2018 | $6,143 | $31,080 | $6,343 | $24,737 |
| 2017 | $6,532 | $30,328 | $5,687 | $24,641 |
| 2016 | $6,078 | $30,328 | $5,687 | $24,641 |
| 2015 | $5,561 | $30,328 | $5,687 | $24,641 |
| 2014 | $4,530 | $28,799 | $5,250 | $23,549 |
| 2013 | $4,421 | $28,799 | $5,250 | $23,549 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 07/15/2026 07/15/26 | Pending | -- | -- | -- | |
| 07/13/2026 07/13/26 | For Sale | $799,000 | 0.0% | $276 / Sq Ft | |
| 07/13/2026 07/13/26 | Pending | -- | -- | -- | |
| 07/06/2026 07/06/26 | For Sale | $799,000 | 0.0% | $276 / Sq Ft | |
| 07/05/2026 07/05/26 | Off Market | $799,000 | -- | -- | |
| 07/01/2026 07/01/26 | For Sale | $799,000 | +148.1% | $276 / Sq Ft | |
| 05/06/2024 05/06/24 | Sold | $322,000 | +11.0% | $183 / Sq Ft | View Prior Sale |
| 04/13/2024 04/13/24 | Pending | -- | -- | -- | |
| 04/04/2024 04/04/24 | For Sale | $290,000 | -- | $165 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $322,000 | None Listed On Document | |
| Quit Claim Deed | -- | None Available |
Source: Midwest Real Estate Data (MRED)
MLS Number: 12693284
APN: 13-16-218-025-0000
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Listings courtesy of Midwest Real Estate Data (MRED) as distributed by MLS GRID.
Based on information submitted to the MLS GRID
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