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Contingent
    • $1,295,000

    4720 Waakeesha Dr, Oswego, IL 60543

    5beds
    3,600sqft
    : 
    $8,948/mo
    Get pre-qualified
    Single Family Residence
    Built in 2021
    1.04 Acres Lot
    $-- Zestimate®
    $360/sqft
    $52/mo HOA

    What's special

    Private officeOne-acre propertyLarge center islandElegant wide baseboardsCustom plantation shutters throughoutAdjoining weight roomCustom tile patio
    The ULTIMATE INDOOR SPORTS COMPLEX! Whether you're sinking three-pointers, hosting pickleball tournaments, practicing volleyball, flipping through gymnastics routines, rolling out yoga mats, or scoring a goal, this incredible 1600 sq ft indoor sports court (with sound absorbing panels) is unlike anything you've seen! Rain, snow, or scorching summer heat-it doesn't matter. The game is always on! Add the adjoining weight room, and every workout, practice, celebration, and family gathering happens right at home. And when the final buzzer sounds... it's time to make a splash outdoors! Centered around a spectacular 16' x 37' fiberglass saltwater pool with custom tile patio, automatic cover, and an easy-care chlorine-generating system, this outdoor space was designed for making family memories! This one-acre property with 22-zone irrigation system makes every day feel like a vacation! The sports court & pool may steal the spotlight...but the attached luxury home will steal your heart! Built in 2021, this one-of-a-kind custom estate blends modern luxury with thoughtful design at every turn. The breathtaking two-story family room features 20-foot ceilings, a dramatic floor-to-ceiling fireplace, and walls of windows that flood the home with natural light. A large interior picture window offers a direct view of the sports court, so you'll never miss the action. The chef's kitchen is as beautiful as it is functional, showcasing high-end JennAir appliances, a large center island, and everyone's favorite feature-a hidden walk-in pantry! The adjacent dining room is perfect for everything from casual family dinners to holiday gatherings, while the private office, custom plantation shutters throughout, elegant wide baseboards, and an oversized mudroom elevate everyday living. Upstairs you'll find four spacious bedrooms, including a primary suite with a tray ceiling and an large walk-in closet. The second bedroom also features its own walk-in closet, while the third bedroom offers the privacy of an attached ensuite bath. An enormous linen closet provides exceptional storage, and the thoughtfully designed laundry room is a dream with abundant cabinetry, built-in pull-out laundry hampers, two full-size washer/dryer combinations, plus a convenient pedestal washer that's perfect for small loads, delicates, or athletic wear. The finished basement level keeps the fun going with the incredible indoor sports court, adjoining weight room, ample storage closet, spacious recreation room, full bar (with gas and plumbing), an additional bedroom, and a full bathroom with direct access to the pool-perfect for rinsing off after a swim. Additional highlights include a four-car garage, dual HVAC, smart home technology for the thermostat and appliances, and a timeless Hardie Board and brick exterior designed for lasting beauty. Located in prestigious Henneberry Woods, surrounded by custom homes, scenic ponds, and walking trails, this is more than a luxury home - it's a lifestyle that's nearly impossible to duplicate. Train. Play. Splash. Repeat. Welcome home. (Ask your Realtor for the Video House Tour!)
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    Zillow last checked:

    Listing updated:

    Listed by:

    Carolyn Alzueta 630-244-0062,

    Charles Rutenberg Realty of IL,

    Hillary Lafferty 630-470-4804,

    Charles Rutenberg Realty of IL

    Source: MRED as distributed by MLS GRID,MLS#: 12694808MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Bedroom 5, Family Room, Play Room, Foyer, Mud Room, Office, Exercise Room
      Primary bedroom
      • Features: Flooring (Carpet), Window Treatments (Plantation Shutters), Bathroom (Full)
      • Level: Second
      • Area: 204 Square Feet
      • Dimensions: 17X12
      Bedroom 2
      • Features: Flooring (Carpet), Window Treatments (Plantation Shutters)
      • Level: Second
      • Area: 168 Square Feet
      • Dimensions: 12X14
      Bedroom 3
      • Features: Flooring (Carpet), Window Treatments (Plantation Shutters)
      • Level: Second
      • Area: 168 Square Feet
      • Dimensions: 12X14
      Bedroom 4
      • Features: Flooring (Carpet), Window Treatments (Plantation Shutters)
      • Level: Second
      • Area: 144 Square Feet
      • Dimensions: 12X12
      Bedroom 5
      • Features: Flooring (Carpet), Window Treatments (Plantation Shutters)
      • Level: Basement
      • Area: 156 Square Feet
      • Dimensions: 13X12
      Dining room
      • Features: Flooring (Engineered Hardwood), Window Treatments (Plantation Shutters)
      • Level: Main
      • Area: 180 Square Feet
      • Dimensions: 12X15
      Exercise room
      • Features: Flooring (Other)
      • Level: Basement
      • Area: 288 Square Feet
      • Dimensions: 12X24
      Family room
      • Features: Flooring (Engineered Hardwood), Window Treatments (Plantation Shutters)
      • Level: Main
      • Area: 324 Square Feet
      • Dimensions: 18X18
      Other
      • Features: Flooring (Carpet), Window Treatments (Plantation Shutters)
      • Level: Basement
      • Area: 864 Square Feet
      • Dimensions: 24X36
      Foyer
      • Features: Flooring (Engineered Hardwood)
      • Level: Main
      • Area: 112 Square Feet
      • Dimensions: 14X8
      Kitchen
      • Features: Kitchen (Eating Area-Breakfast Bar, Eating Area-Table Space, Island, Pantry-Walk-in), Flooring (Engineered Hardwood), Window Treatments (Plantation Shutters)
      • Level: Main
      • Area: 483 Square Feet
      • Dimensions: 23X21
      Laundry
      • Features: Flooring (Ceramic Tile), Window Treatments (Plantation Shutters)
      • Level: Second
      • Area: 56 Square Feet
      • Dimensions: 8X7
      Mud room
      • Features: Flooring (Ceramic Tile), Window Treatments (Plantation Shutters)
      • Level: Main
      • Area: 66 Square Feet
      • Dimensions: 11X6
      Office
      • Features: Flooring (Engineered Hardwood), Window Treatments (Plantation Shutters)
      • Level: Main
      • Area: 144 Square Feet
      • Dimensions: 12X12
      Play room
      • Features: Flooring (Simulated Wood)
      • Level: Basement
      • Area: 1247 Square Feet
      • Dimensions: 29X43
      Heating
      • Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Double Oven, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Stainless Steel Appliance(s), Range Hood, Water Softener
      • Laundry: Gas Dryer Hookup, In Unit, Laundry Closet, Sink
      Features
      • Vaulted Ceiling(s)
      • Basement: Finished,Exterior Entry,Egress Window,Partial Exposure,9 ft + pour,Concrete,Rec/Family Area,Sleeping Area,Storage Space,Daylight,Full
      • Number of fireplaces: 1
      • Fireplace features: Gas Log, Gas Starter, Family Room
      Interior area
      • Total structure area: 0
      • Total interior livable area: 3,600 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 4
      • Parking features: Asphalt, Garage Door Opener, Yes, Garage Owned, Attached, Garage
      • Attached garage spaces: 4
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: No Disability Access
      Features
      • Stories: 2
      • Pool features: In Ground
      • Fencing: Fenced
      Lot
      • Size: 1.04 Acres
      • Dimensions: 193x245x89x240
      Details
      • Parcel number: 0605394003
      • Special conditions: None
      • Other equipment: Water-Softener Owned, Ceiling Fan(s), Sump Pump, Sprinkler-Lawn

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Brick, Other
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 2021

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Features: Lake, Other
      • Security: Carbon Monoxide Detector(s)
      • Subdivision: Henneberry Woods
      HOA
      • Has HOA: Yes
      • Services included: None
      • HOA fee: $625 annually
      Location
      • Region: Oswego

      Financial & listing details

      • Price per square foot: $360/sqft
      • Tax assessed value: $929,121
      • Annual tax amount: $23,099
      • Date on market: 7/9/2026
      • Ownership: Fee Simple w/ HO Assn.

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/15/2026Listing removed$1,480,000$411/sqft
        Source: MRED as distributed by MLS GRID #12595560 Report a problem
        4/16/2026Listed for sale$1,480,000+3188.9%$411/sqft
        Source: MRED as distributed by MLS GRID #12595560 Report a problem
        12/19/2019Sold$45,000$13/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$24,602 -0.2%$309,707 +8.6%
        2023$24,647 -3.1%$285,060
        2022$25,441 +78.6%$285,060 +1854.9%
        2021$14,249 +1028.7%$14,582 +8%
        2020$1,262 $13,500 +67400%
        2019-- $20
        2018-- $20
        2017-- $20
        2016-- $20
        2015-- $20
        2014-- $20
        2013-- $20
        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: 60543

        Getting around

        3 / 100
        Car-Dependent
        23 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Hunt Club Elementary School
        • Middle: Traughber Junior High School
        • High: Oswego High School
        • District: 308

        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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