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Contingent
    • $535,000

    4355 S Lake Park Ave APT 2N, Chicago, IL 60653

    3beds
    2,600sqft
    : 
    $4,399/mo
    Get pre-qualified
    Condominium, Duplex, Single Family Residence
    Built in 2012
    -- sqft lot
    $-- Zestimate®
    $206/sqft
    $336/mo HOA

    What's special

    Loft with a skylightGarage parkingSpectacular rooftop sundeckFour private terracesWired sound throughoutDesigner lightingIn-unit laundry
    Welcome to The Windsor, an exceptional duplex-up penthouse residence in the heart of North Kenwood offering approximately 2,600 square feet of sophisticated living space. This expansive 3-bedroom plus loft (optional 4th bedroom), 3.5-bath home combines elegant design, modern finishes, and breathtaking city and lake views. The main living area showcases rich hardwood flooring, crown molding, custom wainscoting, designer lighting, and an open-concept layout ideal for entertaining. The chef's kitchen features illuminated 54-inch glass cabinetry, granite countertops, a breakfast bar, built-in pantry, and high-end stainless steel appliances. Designed for comfort and luxury, the home offers two spacious primary suites, each with spa-inspired ensuite bathrooms featuring heated floors, dual vanities, body-spray rain showers, and generous walk-in closets. The fourth bedroom has been thoughtfully converted into a loft with a skylight, creating a flexible space ideal for a home office, media room, or guest accommodations. Additional features include in-unit laundry, wired sound throughout, abundant storage, garage parking, and a new hot water tank installed in 2026. Outdoor living is unmatched with four private terraces, newly stained and sealed in 2026, plus access to a spectacular rooftop sundeck showcasing panoramic views of Lake Michigan and the Chicago skyline. Perfectly situated just steps from the 43rd Street pedestrian bridge providing direct lakefront access, this home is moments from Mariano's, Metra, shopping, restaurants, Lake Shore Drive, Oakwood Beach, and all that Hyde Park and the South Lakefront have to offer. Experience luxury penthouse living with the space, style, and location rarely found in today's market.
    56 days
    |
    412
    |
    29
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Robin L Conner 773-220-3255,

    Keller Williams Preferred Rlty

    Source: MRED as distributed by MLS GRID,MLS#: 12668198MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Loft
      Primary bedroom
      • Features: Flooring (Hardwood), Bathroom (Full, Double Sink, Tub & Separate Shwr)
      • Level: Main
      • Area: 195 Square Feet
      • Dimensions: 15X13
      Bedroom 2
      • Features: Flooring (Hardwood)
      • Level: Second
      • Area: 195 Square Feet
      • Dimensions: 15X13
      Bedroom 3
      • Features: Flooring (Hardwood)
      • Level: Second
      • Area: 169 Square Feet
      • Dimensions: 13X13
      Dining room
      • Features: Flooring (Hardwood)
      • Level: Main
      • Area: 40 Square Feet
      • Dimensions: 8X5
      Kitchen
      • Features: Kitchen (Eating Area-Breakfast Bar, Custom Cabinetry, Granite Counters, Updated Kitchen), Flooring (Hardwood)
      • Level: Main
      • Area: 90 Square Feet
      • Dimensions: 10X9
      Living room
      • Features: Flooring (Hardwood)
      • Level: Main
      • Area: 221 Square Feet
      • Dimensions: 17X13
      Loft
      • Features: Flooring (Hardwood), Window Treatments (Skylight(s))
      • Level: Second
      • Area: 100 Square Feet
      • Dimensions: 10X10
      Heating
      • Natural Gas, Forced Air, Radiant Floor
      Cooling
      • Central Air
      Appliances
      • Included: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer
      • Laundry: Upper Level, Washer Hookup, Electric Dryer Hookup, In Unit
      Features
      • 1st Floor Bedroom, 1st Floor Full Bath, Built-in Features, Walk-In Closet(s), High Ceilings, Granite Counters
      • Flooring: Hardwood
      • Windows: Screens, Skylight(s)
      • Basement: None
      Interior area
      • Total structure area: 0
      • Total interior livable area: 2,600 sqft

      Property

      Parking
      • Total spaces: 1
      • Parking features: Garage Door Opener, Yes, Garage Owned, Detached, Garage
      • Garage spaces: 1
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: No Disability Access
      Features
      • Patio & porch: Roof Deck, Deck
      • Exterior features: Balcony
      • Fencing: Fenced
      • Has view: Yes
      • View description: Back of Property
      • Has water view: Yes
      • Water view: Back of Property
      Details
      • Parcel number: 20024000801008
      • Special conditions: None
      • Other equipment: Intercom

      Construction

      Type & style
      • Home type: Condo
      • Property subtype: Condominium, Duplex, Single Family Residence
      Materials
      • Brick
      • Foundation: Concrete Perimeter
      Condition
      • New construction: No
      • Year built: 2012

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Public Sewer
      • Water: Lake Michigan, Public

      Community & HOA

      Community
      • Security: Carbon Monoxide Detector(s)
      HOA
      • Has HOA: Yes
      • Amenities included: Storage, Sundeck, Security Door Lock(s), Intercom, Private Laundry Hkup
      • Services included: Parking, Insurance, Exterior Maintenance, Lawn Care, Snow Removal
      • HOA fee: $336 monthly
      Location
      • Region: Chicago

      Financial & listing details

      • Price per square foot: $206/sqft
      • Tax assessed value: $484,810
      • Annual tax amount: $9,106
      • Date on market: 6/4/2026
      • Ownership: Condo

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/9/2026Contingent$535,000$206/sqft
        Source: MRED as distributed by MLS GRID #12668198 Report a problem
        7/1/2026Listed for sale$535,000$206/sqft
        Source: MRED as distributed by MLS GRID #12668198 Report a problem
        6/17/2026Contingent$535,000$206/sqft
        Source: MRED as distributed by MLS GRID #12668198 Report a problem
        6/4/2026Listed for sale$535,000$206/sqft
        Source: MRED as distributed by MLS GRID #12668198 Report a problem
        12/20/2025Listing removed$535,000$206/sqft
        Source: MRED as distributed by MLS GRID #12387982 Report a problem
        11/3/2025Price change$535,000-1.8%$206/sqft
        Source: MRED as distributed by MLS GRID #12387982 Report a problem
        9/5/2025Price change$545,000-1.8%$210/sqft
        Source: MRED as distributed by MLS GRID #12387982 Report a problem
        7/31/2025Price change$554,900-0.9%$213/sqft
        Source: MRED as distributed by MLS GRID #12387982 Report a problem
        6/13/2025Listed for sale$560,000-6.5%$215/sqft
        Source: MRED as distributed by MLS GRID #12387982 Report a problem
        11/4/2024Listing removed$599,000$230/sqft
        Source: MRED as distributed by MLS GRID #12168196 Report a problem
        9/19/2024Listed for sale$599,000-4.2%$230/sqft
        Source: MRED as distributed by MLS GRID #12168196 Report a problem
        9/17/2024Listing removed$625,000$240/sqft
        Source: MRED as distributed by MLS GRID #12150936 Report a problem
        9/11/2024Listed for sale$625,000+15.8%$240/sqft
        Source: MRED as distributed by MLS GRID #12150936 Report a problem
        2/18/2022Listing removed--
        Source: RE/MAX International Report a problem
        9/1/2021Listed for sale$539,900$208/sqft
        Source: RE/MAX International #11188646 Report a problem
        8/27/2021Pending sale$539,900$208/sqft
        Source: RE/MAX International #11111675 Report a problem
        8/26/2021Listed for sale$539,900$208/sqft
        Source: RE/MAX International #11188646 Report a problem
        8/26/2021Pending sale$539,900$208/sqft
        Source: RE/MAX International #11111675 Report a problem
        8/13/2021Listed for sale$539,900$208/sqft
        Source: RE/MAX International #11188646 Report a problem
        6/15/2021Pending sale$539,900$208/sqft
        Source: RE/MAX International #11111675 Report a problem
        6/4/2021Listed for sale$539,900+22.5%$208/sqft
        Source: RE/MAX International #11111675 Report a problem
        11/17/2020Listing removed$440,900$170/sqft
        Source: Rayburn Realty Group INC #10848154 Report a problem
        10/12/2020Listed for sale$440,900$170/sqft
        Source: Rayburn Realty Group INC #10848154 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$9,107 +12.5%$48,481 +16.7%
        2023$8,096 -15.5%$41,549 -16.9%
        2022$9,580 +2.1%$49,999
        2021$9,385 +38.8%$49,999 +49.4%
        2020$6,762 +0.6%$33,456 -9.3%
        2019$6,722 +1.7%$36,889
        2018$6,608 +18.7%$36,889 +26.2%
        2017$5,566 +4%$29,233
        2016$5,355 -8%$29,233 -15%
        2015$5,818 +1%$34,373 +2.2%
        2014$5,762 +15.9%$33,625 +23%
        2013$4,973 $27,345
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: North Kenwood

        Getting around

        71 / 100
        Very Walkable
        61 / 100
        Good Transit
        83 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: 299

        Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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