Skip main navigation
Off market
  • $1,059,700

    420 E Waterside Dr Unit 4414, Chicago, IL 60601

    3beds
    1,900sqft
    Apartment
    Built in ----
    -- sqft lot
    $1,059,700 Zestimate®
    $558/sqft
    $6,739 Estimated rent

    Home value

    $1,059,700

    $954,000 - $1.18M

    $6,739/mo

    Zestimate® history
    Loading
    Loading...

    Owner options

    List your home for rent

    $6,739/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $6,739/mo

    Rent Zestimate®

    Refinance and save

    $6,237/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $6,237/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    What's special

    **Video of the unit available upon request. Very rare 3-bedroom, 3-bath penthouse now available at the coveted Regatta! This stunning home features unobstructed panoramic views of the lake, river, and Navy Pier clearing the Chandler for truly breathtaking sightlines. The spacious open-concept living, dining, and kitchen area is ideal for both everyday living and entertaining. The upgraded kitchen includes 1.5" granite countertops, 42" walnut cabinetry, and stainless steel appliances. Floor-to-ceiling 10' windows flood the space with natural light and lead to a large private balcony. The expansive primary suite offers a huge walk-in closet, automatic shades, and a spa-like bathroom with dual vanities, separate soaking tub, and walk-in shower. Two additional generously sized bedrooms feature organized closets and access to two additional full stone bathrooms. Additional highlights include: - Recently added wide-plank hardwood flooring throughout - In unit washer/dryer - Two premium side-by-side garage parking spaces available ($200 per month each, located directly across from elevator) The Regatta offers full-service, resort-style amenities including: - 24-hour door staff - Indoor pool & hot tub - Updated fitness center - Sundeck - Theater room - Party room - Game room/lounge Unbeatable location just steps from Michigan Avenue, Mariano's, the lakefront, Riverwalk, and Lakeshore East Park. Available as early as May 15th. 12-15 month lease. Rent includes gas, heat, internet, and cable. Tenant pays electric. Two side-by-side garage parking spot available for $200 p/m each. Pet rent $100 p/m (if applicable). $2500 admin fee. Renters insurance required. Application Link available upon request. Minimum Credit 720+. No Airbnb or short term rentals.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Zillow last checked:

    Listing updated:

    Source: Zillow Rentals

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 3
    Heating
    • Forced Air
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, Freezer, Microwave, Oven, Refrigerator, Washer
    • Laundry: In Unit
    Features
    • Walk In Closet
    • Flooring: Hardwood, Tile
    Interior area
    • Total interior livable area: 1,900 sqft

    Property

    Parking
    • Parking features: Attached
    • Has attached garage: Yes
    • Details: Contact manager
    Accessibility
    • Accessibility features: Disabled access
    Features
    • Exterior features: 24-Hour Door Staff, Additional Unit Storage, Bicycle storage, Cable included in rent, Dry Cleaner Service, Electricity not included in rent, Game Room, Gas included in rent, Heating included in rent, Heating system: Forced Air, Internet included in rent, Kids Room, On-Site Management, Package Receiving, Resident Lounges & Party Rooms, Sundeck, Theater, Walk In Closet
    • Pool features: Pool
    • Has spa: Yes
    • Spa features: Hottub Spa
    Details
    • Parcel number: 17104000351321

    Construction

    Type & style
    • Home type: Apartment
    • Property subtype: Apartment

    Utilities & green energy

    • Utilities for property: Cable, Gas, Internet

    Community & HOA

    Community
    • Features: Fitness Center, Pool
    • Deposit fee: $0
    • Application fee: $125
    • Administrative fee: $2,500
    HOA
    • Amenities included: Fitness Center, Pool
    Location
    • Region: Chicago

    Financial & listing details

    • Price per square foot: $558/sqft
    • Tax assessed value: $955,000
    • Annual tax amount: $19,187
    • Date on market: 5/7/2026
    • Date available: 05/15/2026
    • Lease term: 1 Year

    Price history

    DateEventPrice
    5/17/2026Listing removed$7,000$4/sqft
    Source: Zillow Rentals Report a problem
    5/7/2026Price change$7,000+0.7%$4/sqft
    Source: Zillow Rentals Report a problem
    4/9/2026Price change$6,950-3.5%$4/sqft
    Source: Zillow Rentals Report a problem
    3/25/2026Listed for rent$7,200+30.9%$4/sqft
    Source: Zillow Rentals Report a problem
    3/30/2016Listing removed$5,500$3/sqft
    Source: @properties #09123171 Report a problem
    1/25/2016Listed for rent$5,500$3/sqft
    Source: Zillow Rental Manager Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$19,187 -8.8%$95,500 -4.3%
    2023$21,046 +2.6%$99,748
    2022$20,516 +2.3%$99,748
    2021$20,058 -0.2%$99,748 +10.6%
    2020$20,090 +1.8%$90,182 -8.2%
    2019$19,740 +1.7%$98,253
    2018$19,408 +14.7%$98,253 +25.1%
    2017$16,914 +7.5%$78,570
    2016$15,737 +9.3%$78,570
    2015$14,398 +7.8%$78,570 +9.2%
    2014$13,353 +2%$71,970
    2013$13,090 +1.4%$71,970
    2012$12,915 +9.4%$71,970 -1.2%
    2011$11,810 -0.4%$72,880
    2010$11,859 +4.4%$72,880
    2009$11,365 +2%$72,880 -6.1%
    2008$11,138 +21.8%$77,647 +20.5%
    2007$9,148 $64,412
    Find assessor info on the county website

    Neighborhood: New Eastside

    Nearby schools

    GreatSchools rating
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $1,059,700
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $1,059,700