$1,569,000
$28K PRICE DROP

11027 Hawkshead Ct Windermere, FL 34786

Windermere Area

Estimated payment $10,665/month

Total Views 3,680
5 Beds
3.5 Baths
3,486 Sq Ft
$450 Price per Sq Ft

Highlights

  • Community Boat Dock
  • Gated Community
  • Fireplace in Primary Bedroom
  • Screened Pool
  • Open Floorplan
  • Private Lot

About This Home

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.

Listing Agent

Justyna Tchorni

KENNEDY REALTY GROUP LLC Brokerage Phone: 407-590-6192 License #3600218 Listed on: 06/23/2026

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $16,956

Year Built

  • Built in 2003

Lot Details

  • 16,286 Sq Ft Lot
  • South Facing Home
  • Landscaped
  • Private Lot
  • Corner Lot
  • Level Lot
  • Well Sprinkler System
  • Property is zoned P-D

HOA Fees

  • $637 Monthly HOA Fees

Parking

  • 3 Car Attached Garage
  • Garage Door Opener
  • Driveway

Home Design

  • Entry on the 1st floor
  • Slab Foundation
  • Tile Roof
  • Stucco

Interior Spaces

  • 3,486 Sq Ft Home
  • 1-Story Property
  • Open Floorplan
  • Built-In Features
  • Shelving
  • Crown Molding
  • High Ceiling
  • Ceiling Fan
  • Electric Fireplace
  • Gas Fireplace
  • Window Treatments
  • Sliding Doors
  • Great Room
  • Family Room
  • Living Room with Fireplace
  • L-Shaped Dining Room
  • Home Office
  • Security Gate
  • Attic

Kitchen

  • Eat-In Kitchen
  • Dinette
  • Built-In Double Oven
  • Cooktop with Range Hood
  • Recirculated Exhaust Fan
  • Microwave
  • Dishwasher
  • Wine Refrigerator
  • Stone Countertops
  • Solid Wood Cabinet
  • Trash Compactor
  • Disposal

Flooring

  • Brick
  • Marble
  • Tile
  • Luxury Vinyl Tile

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Fireplace in Primary Bedroom
  • Split Bedroom Floorplan
  • En-Suite Bathroom
  • Walk-In Closet
  • Jack-and-Jill Bathroom
  • Freestanding Bathtub
  • Soaking Tub
  • Bathtub With Separate Shower Stall
  • Shower
  • Rain Shower Head
  • Multiple Shower Heads
  • Built-In Shower Bench

Laundry

  • Laundry Room
  • Dryer
  • Washer

Pool

  • Screened Pool
  • Heated In Ground Pool
  • Heated Spa
  • In Ground Spa
  • Fence Around Pool
  • Pool Lighting

Schools

  • Windermere Elementary School
  • Bridgewater Middle School
  • Windermere High School

Utilities

  • Central Heating and Cooling System
  • Vented Exhaust Fan
  • Thermostat
  • Natural Gas Connected
  • 1 Water Well
  • Gas Water Heater
  • Water Softener
  • 1 Septic Tank
  • Cable TV Available

Additional Features

  • Smoke Free Home
  • Covered Patio or Porch

Listing and Financial Details

Community Details

Overview

  • Association fees include 24-Hour Guard
  • Cheryl Drake Association, Phone Number (352) 243-4595
  • Visit Association Website
  • Reserve At Lake Butler Sound Subdivision
  • The community has rules related to allowable golf cart usage in the community

Recreation

  • Community Boat Dock

Security

  • Security Guard
  • Gated Community

Home Details

Home Type

Single Family

Est. Annual Taxes

$16,956

Year Built

Built in 2003

Lot Details

0.37 Acres

HOA Fees

$637 per month

Parking

3

Listing Details

  • HOA Fee Includes: Guard - 24 Hour
  • Property Type: Residential
  • Property Condition: Completed
  • Property Sub Type: Single Family Residence
  • Construction Materials: Stucco
  • Fireplace: Yes
  • Living Area: 3486
  • Lot Size Acres: 0.37
  • New Construction: No
  • Year Built: 2003
  • Building Area Total: 4148
  • Lot Size Sq Ft: 16286
  • Status: Active
  • Ownership: Fee Simple
  • Entry Level: 1
  • Building Area Total Srch Sq M: 385.36
  • Escrow City: Winter Park
  • Escrow State: FL
  • Escrow Street Name: W Morse Blvd
  • Floor Number: 1
  • Minimum Lease: 6 Months
  • RATIO Current Price By Calculate: 450.09
  • Total Acreage: 1/4 to less than 1/2
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • MFR_CommunityAssociationWaterFeatures: Dock
  • Attribution Contact: 407-590-6192
  • Tax Year: 2025
  • Special Features: VirtualTour

Interior Features

  • Fireplace Features: Electric, Gas, Living Room, Primary Bedroom
  • Living Area Units: Square Feet
  • Flooring: Luxury Vinyl, Marble, Tile
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Interior Amenities: Built-in Features, Ceiling Fans(s), Crown Molding, Eat-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), Window Treatments
  • Appliances Included: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Water Softener, Wine Refrigerator
  • Foundation Details: Slab
  • Total Bedrooms: 5
  • Levels: One
  • Other Equipment: Irrigation Equipment
  • Spa Features: Heated, In Ground
  • Spa Yn: Yes
  • Stories: 1
  • Additional Rooms: Attic,Den/Library/Office,Great Room
  • Living Area Meters: 323.86

Exterior Features

  • Direction Faces: South
  • Pool Features: Heated, In Ground, Lighting, Screen Enclosure
  • Exterior Features: Sidewalk, Sliding Doors
  • Roof: Tile
  • Home Warranty: No
  • Pool Private: Yes
  • Waterfront: No
  • Patio and Porch Features: Covered, Front Porch, Screened
  • Road Surface Type: Asphalt
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 3
  • Garage Yn: Yes
  • Parking Features: Covered, Driveway, Garage Door Opener

Utilities

  • Utilities: Cable Connected, Electricity Connected, Fire Hydrant, Natural Gas Connected, Sewer Connected, Sprinkler Well, Water Connected
  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: Laundry Room
  • Sewer: Septic Tank
  • Water Source: Public
  • Number Of Septics: 1
  • Number of Wells: 1

Condo/Co-op/Association

  • Community Features: Gated Community - Guard, Golf Carts OK, Sidewalks, Street Lights
  • Association Amenities: Gated, Security
  • Association Fee: 637
  • Association Fee Frequency: Monthly
  • Association Name: Cheryl Drake
  • Phone: 352-243-4595
  • Association: Yes
  • Security: Gated Community, Security Gate
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0
  • Association Fee Requirement: Required
  • Association Email: cheryl.drake@sentrymgt.com
  • Association URL: https://www.sentrymgt.com/

Fee Information

  • Total Annual Fees: 7644.00
  • Total Monthly Fees: 637.00
  • Monthly HOA Amount: 637.00

Schools

  • Elementary School: Windermere Elem
  • High School: Windermere High School
  • Middle Or Junior School: Bridgewater Middle

Lot Info

  • Zoning: P-D
  • Parcel Number: 19-23-28-7392-00-720
  • Additional Parcels: No
  • Lot Features: Corner Lot, Landscaped, Level, Private, Sidewalk, Paved
  • Flood Zone Code: 12095C

Green Features

  • Green Indoor Air Qlty: No Smoking-Interior Buildg

Rental Info

  • Furnished: Unfurnished
  • Pets Allowed: Yes
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: Verify with HOA

Tax Info

  • Tax Annual Amount: 16956
  • Tax Block: 92
  • Tax Book Number: 73
  • Tax Lot: 72

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

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
2026 $16,956 $1,037,360 $285,000 $752,360
2025 $16,956 $1,050,770 $285,000 $765,770
2024 $14,267 $1,008,304
2023 $14,267 $964,649 $285,000 $679,649
2022 $12,231 $757,554 $185,000 $572,554
2021 $9,446 $571,024 $185,000 $386,024
2020 $8,801 $549,589 $160,000 $389,589
2019 $10,616 $629,523 $160,000 $469,523
2018 $10,567 $618,882 $160,000 $458,882
2017 $10,497 $608,446 $160,000 $448,446
2016 $10,495 $596,728 $160,000 $436,728
2015 $10,173 $563,946 $130,000 $433,946
2014 $9,631 $522,938 $125,000 $397,938
Source: Public Records

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
07/09/2026 07/09/26 Price Changed $1,569,000 -1.8% $450 / Sq Ft
06/23/2026 06/23/26 For Sale $1,597,000 +79.6% $458 / Sq Ft
12/20/2021 12/20/21 Sold $889,000 0.0% $256 / Sq Ft View Prior Sale
10/31/2021 10/31/21 Pending -- -- --
10/30/2021 10/30/21 For Sale $889,000 0.0% $256 / Sq Ft
10/15/2021 10/15/21 Pending -- -- --
10/12/2021 10/12/21 Price Changed $889,000 -5.4% $256 / Sq Ft
09/07/2021 09/07/21 For Sale $940,000 0.0% $270 / Sq Ft
06/26/2018 06/26/18 Rented $3,800 0.0% --
06/23/2018 06/23/18 For Rent $3,800 -- --
Source: Stellar MLS

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
Warranty Deed $889,000 None Listed On Document
Warranty Deed $970,000 Northstar Title Agency Inc
Warranty Deed $576,500 First Florida Title Svcs Llc
Source: Public Records

Mortgage 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 Status Loan Amount Loan Type
Open $711,200 New Conventional
Previous Owner $959,500 New Conventional
Previous Owner $727,500 Purchase Money Mortgage
Previous Owner $242,500 Credit Line Revolving
Previous Owner $100,000 Credit Line Revolving
Previous Owner $650,000 Unknown
Previous Owner $547,650 Purchase Money Mortgage
Source: Public Records

Source: Stellar MLS

MLS Number: O6417606

Stellar MLS

APN: 19-2328-7392-00-720

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