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For sale
    • Price cut: $20K (9/5)
    $1,549,000

    11027 HAWKSHEAD COURT, WINDERMERE, FL 34786

    5beds
    3,486sqft
    : 
    $10,597/mo
    Get pre-qualified
    Single Family Residence
    Built in 2003
    0.37 Acres Lot
    $1,494,200 Zestimate®
    $444/sqft
    $637/mo HOA

    What's special

    Turfed putting greenDedicated officeMove-in-ready pool homePrivate backyard retreatOpen-concept floor planPremium pella doorsBeautifully updated luxury home
    Back on market due to buyer non-performance. Exceptional value in Lake Butler Sound! Welcome to 11027 Hawkshead Court, a beautifully updated luxury home in Windermere, FL offering 4 bedrooms, a dedicated office, 4 bathrooms, approximately 3,500 square feet, and a private 0.4-acre corner lot within one of Central Florida's premier guard-gated communities with 24-hour roving security. Extensively renovated between 2022 and 2026, this move-in-ready pool home blends timeless design, quality craftsmanship, and high-end finishes throughout. The open-concept floor plan is anchored by a chef's kitchen featuring upgraded countertops, a 7-foot built-in Dacor refrigerator with dual ice makers, 5-burner Dacor gas cooktop, double wall ovens with steam cooking, and abundant prep and storage space. New flooring throughout creates a seamless flow, while 12-foot ceilings in the main living areas and primary suite enhance the home's spacious feel. Designed for both everyday living and entertaining, the home showcases custom built-ins with a rolling library ladder, a striking entertainment wall with fireplace and built-in lighting, and a thoughtfully designed split floor plan. A private office with custom built-in shelving offers the perfect work-from-home space. The spacious primary suite is privately positioned away from the secondary bedrooms and features dual California Closets and a spa-inspired bath with marble tile, a custom vanity, and a freestanding soaking tub. Two secondary bedrooms share a Jack-and-Jill bathroom, while the fourth bedroom has its own full bath, making it ideal for guests, teens, or multigenerational living. Step outside to your own private backyard retreat featuring a gas-heated pool and raised spa, multiple covered and open-air entertaining areas, a turfed putting green, and an additional fenced grassy side yard. Situated on a premium corner lot bordered by two quiet cul-de-sacs, the outdoor living spaces provide exceptional privacy and tranquility. Additional upgrades include premium Pella doors, interior and exterior paint, a whole-home owned water softener system, new flooring throughout, a new septic drain field, custom California Closet systems, and numerous additional improvements that make this home truly move-in ready. Located in the Reserve at Lake Butler Sound, this exceptional property offers luxury, privacy, and convenience just minutes from downtown Windermere, top-rated schools, world-class golf, fine dining, shopping, and Orlando's premier attractions. A rare opportunity to own a meticulously updated luxury home in one of Windermere's most sought-after communities.
    74 days
    1,537
    115

    Zillow last checked:

    Listing updated:

    Listed by:

    Justyna Tchorni 407-969-4324,

    KENNEDY REALTY GROUP LLC 407-590-6192

    Source: Stellar MLS,MLS#: O6417606MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Attic, Den/Library/Office, Great Room
      Primary bedroom
      • Features: Ceiling Fan(s), Dual Closets
      • Level: First
      • Area: 360 Square Feet
      • Dimensions: 15x24
      Bedroom 2
      • Features: Jack & Jill Bathroom, Built-in Closet
      • Level: First
      • Area: 156 Square Feet
      • Dimensions: 12x13
      Bedroom 3
      • Features: Jack & Jill Bathroom, Walk-In Closet(s)
      • Level: First
      • Area: 156 Square Feet
      • Dimensions: 12x13
      Bedroom 4
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 168 Square Feet
      • Dimensions: 14x12
      Primary bathroom
      • Features: Built-In Shelving, Built-In Shower Bench, Dual Sinks, En Suite Bathroom, Exhaust Fan, Multiple Shower Heads, Rain Shower Head, Tub with Separate Shower Stall
      • Level: First
      Bathroom 2
      • Features: Built-In Shelving, Built-In Shower Bench, Dual Sinks, Exhaust Fan, Jack & Jill Bathroom, Tub With Shower
      • Level: First
      Bathroom 3
      • Features: Built-In Shelving, Shower No Tub
      • Level: First
      Bathroom 4
      • Features: Exhaust Fan
      • Level: First
      Balcony porch lanai
      • Features: Ceiling Fan(s)
      • Level: First
      Dinette
      • Level: First
      • Area: 100 Square Feet
      • Dimensions: 10x10
      Dining room
      • Level: First
      • Area: 169 Square Feet
      • Dimensions: 13x13
      Family room
      • Level: First
      Kitchen
      • Features: Breakfast Bar, Kitchen Island, Pantry
      • Level: First
      • Area: 195 Square Feet
      • Dimensions: 13x15
      Living room
      • Features: Built-In Shelving
      • Level: First
      Office
      • Level: First
      • Area: 144 Square Feet
      • Dimensions: 12x12
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Water Softener, Wine Refrigerator
      • Laundry: Laundry Room
      Features
      • Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, L Dining, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
      • Flooring: Luxury Vinyl, Marble, Porcelain Tile, Tile
      • Doors: Sliding Doors
      • Windows: Window Treatments
      • Has fireplace: Yes
      • Fireplace features: Electric, Gas, Living Room, Master Bedroom
      Interior area
      • Total structure area: 4,148
      • Total interior livable area: 3,486 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Covered, Driveway, Garage Door Opener
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 33X18
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Front Porch, Screened
      • Exterior features: Irrigation System, Sidewalk
      • Has private pool: Yes
      • Pool features: Heated, In Ground, Lighting, Screen Enclosure
      • Has spa: Yes
      • Spa features: Heated, In Ground
      Lot
      • Size: 0.37 Acres
      • Features: Corner Lot, Landscaped, Level, Private, Sidewalk
      Details
      • Parcel number: 192328739200720
      • Zoning: P-D
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Stucco
      • Foundation: Slab
      • Roof: Tile
      Condition
      • Completed
      • New construction: No
      • Year built: 2003

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Fire Hydrant, Natural Gas Connected, Sewer Connected, Sprinkler Well, Street Lights, Water Connected
      Green energy
      • Indoor air quality: No Smoking-Interior Buildg

      Community & HOA

      Community
      • Features: Dock, Gated Community - Guard, Golf Carts OK, Sidewalks
      • Security: Gated Community, Security Gate
      • Pet fee: $0 monthly
      • Subdivision: RESERVE AT LAKE BUTLER SOUND
      HOA
      • Has HOA: Yes
      • Amenities included: Gated, Security
      • Services included: 24-Hour Guard
      • HOA fee: $637 monthly
      • HOA name: Cheryl Drake
      • HOA phone: 352-243-4595
      Location
      • Region: Windermere

      Financial & listing details

      • Price per square foot: $444/sqft
      • Tax assessed value: $1,016,078
      • Annual tax amount: $16,956
      • Date on market: 6/23/2026
      • Cumulative days on market: 58 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        $1,494,200

        $1.42M - $1.57M

        $6,595/mo

        Price history

        DateEventPrice
        9/5/2026Price change$1,549,000-1.3%$444/sqft
        Source: Stellar MLS #O6417606 Report a problem
        7/9/2026Price change$1,569,000-1.8%$450/sqft
        Source: Stellar MLS #O6417606 Report a problem
        6/23/2026Listed for sale$1,597,000+79.6%$458/sqft
        Source: Stellar MLS #O6417606 Report a problem
        12/21/2024Listing removed$889,000$255/sqft
        Source: Stellar MLS #O5971381 Report a problem
        12/22/2021Sold$889,000$255/sqft
        Source: Public Record Report a problem
        11/1/2021Pending sale$889,000$255/sqft
        Source: Stellar MLS #O5971381 Report a problem
        10/30/2021Listed for sale$889,000$255/sqft
        Source: Stellar MLS #O5971381 Report a problem
        10/15/2021Pending sale$889,000$255/sqft
        Source: Stellar MLS #O5971381 Report a problem
        10/12/2021Price change$889,000-5.4%$255/sqft
        Source: Stellar MLS #O5971381 Report a problem
        9/9/2021Listed for sale$940,000-18.2%$270/sqft
        Source: Stellar MLS #O5971381 Report a problem
        7/24/2020Listing removed$4,500$1/sqft
        Source: REVOLUTION REALTY #O5879465 Report a problem
        7/21/2020Listed for rent$4,500+13.9%$1/sqft
        Source: REVOLUTION REALTY #O5879465 Report a problem
        2/8/2020Listing removed$3,950$1/sqft
        Source: REVOLUTION REALTY Report a problem
        1/25/2020Price change$3,950-6%$1/sqft
        Source: REVOLUTION REALTY Report a problem
        12/14/2019Listed for rent$4,200-4.5%$1/sqft
        Source: Zillow Rental Manager Report a problem
        8/4/2019Listing removed$4,400$1/sqft
        Source: REVOLUTION REALTY Report a problem
        7/4/2019Listed for rent$4,400+15.8%$1/sqft
        Source: REVOLUTION REALTY Report a problem
        6/28/2018Listing removed$3,800$1/sqft
        Source: REVOLUTION REALTY #O5716395 Report a problem
        6/23/2018Listed for rent$3,800-1.3%$1/sqft
        Source: REVOLUTION REALTY #O5716395 Report a problem
        6/2/2016Listing removed$3,850+1.3%$1/sqft
        Source: NeJame Property Management & Leasing Report a problem
        6/19/2013Listing removed$3,800$1/sqft
        Source: Apex International Brokerage #O5147806 Report a problem
        3/22/2013Listed for rent$3,800$1/sqft
        Source: Apex International Brokerage #O5147806 Report a problem
        11/30/2007Listing removed$1,149,000$330/sqft
        Source: Obeo #o4656358 Report a problem
        11/14/2007Listed for sale$1,149,000+18.5%$330/sqft
        Source: Obeo #o4656358 Report a problem
        9/15/2006Sold$970,000+68.3%$278/sqft
        Source: Stellar MLS #O4707253 Report a problem
        11/20/2003Sold$576,500$165/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$15,980 +12%$916,640 +10%
        2023$14,267 +16.6%$833,309 +10%
        2022$12,231 +29.5%$757,554 +32.7%
        2021$9,446 +3%$571,024 +3.9%
        2020$9,167 -13.6%$549,589 -12.7%
        2019$10,616 +0.5%$629,523 +1.7%
        2018$10,567 $618,882 +1.7%
        2017$10,567 +0.7%$608,446 +2%
        2016$10,497 +0%$596,728 +5.8%
        2015$10,495 +9%$563,946 +7.8%
        2014$9,631 +9%$522,938 +8.7%
        2013$8,840 -1%$481,168 -0.3%
        2012$8,926 -3.3%$482,400 -3%
        2011$9,233 -2.4%$497,378 -4.9%
        2010$9,458 $523,219 -5.7%
        2009-- $554,923 -28.3%
        2008$12,627 -12.7%$773,863 -11.4%
        2007$14,470 +65%$873,525 +40.3%
        2006$8,768 +0.1%$622,606 +20.4%
        2005$8,757 -2.1%$517,154 +5.2%
        2004$8,942 +305.1%$491,621 +327.5%
        2003$2,207 +1%$115,000
        2002$2,186 $115,000
        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.
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        Climate risks

        Neighborhood: 34786

        Getting around

        3 / 100
        Car-Dependent
        26 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Windermere Elem
        • Middle: Bridgewater Middle
        • High: Windermere High School

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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