11755 Waterstone Loop Dr

Windermere, FL 34786

$1,535,000
Last Sold Price
5
Beds
3,665 Sq. Ft.
$419 / Sq. Ft.
3,665
Sq. Ft.
$419
per Sq. Ft.
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Closed 9/19/25
Closed 9/19/25
a front view of a house with a yard and tree

Description

Enjoy luxury living at its finest in this exceptional custom estate, Villa Milano, located within the sought after guard-gated community of Waterstone in Windermere. Built by Silliman Homes with exquisite architectural detail, this expansive one-story residence offers 3,665 square feet of impeccably designed living space, featuring 5 bedrooms, 5 full bathrooms, and a private office. A rare detached guest casita enhances the home's versatility with its own entrance, full kitchen, living area, full...Enjoy luxury living at its finest in this exceptional custom estate, Villa Milano, located within the sought after guard-gated community of Waterstone in Windermere. Built by Silliman Homes with exquisite architectural detail, this expansive one-story residence offers 3,665 square feet of impeccably designed living space, featuring 5 bedrooms, 5 full bathrooms, and a private office. A rare detached guest casita enhances the home's versatility with its own entrance, full kitchen, living area, full bath, and walk-in closet—ideal for guests, a private office, or poolside entertaining. The welcoming front courtyard, accented with timeless Chicago brick, sets the tone for refined outdoor living. Inside, soaring wood-detailed ceilings, abundant natural light, and uninterrupted views of the resort-style backyard create an inviting and open atmosphere. The formal dining room is spacious and sunlit, offering serene views of the beautifully landscaped front terrace. The gourmet kitchen is a true centerpiece, showcasing custom cabinetry, stainless steel appliances, a 5-burner gas cooktop, double ovens, granite countertops, a large island, and a walk-in pantry with concealed cabinet-door access. It opens seamlessly to the bright and inviting family room, complete with a stone-accented gas fireplace, custom wood paneled ceiling, and multiple sliding glass doors leading to the covered lanai. The luxurious owner’s suite features hardwood floors, two walk-in closets, private access to the pool area, and a spa-like bath with a seamless glass walk-in shower, soaking tub, and dual vanities. Two additional bedrooms are connected by a Jack-and-Jill bathroom, while a fourth bedroom and full bath are privately situated near the front of the home. The private office includes custom built-ins and access to a full bath, making it easily convertible to a sixth bedroom. Step outside to a true backyard oasis, complete with a custom-designed pool with water features, a heated spa, an expansive lanai with retractable screens, and an outdoor wet bar equipped with dual beverage refrigerators—perfect for entertaining. The fully fenced yard is beautifully landscaped for privacy and includes citrus trees, adding both charm and Florida flavor to the space. Additional highlights include an oversized 3-car tandem garage, 3 tankless water heater, two newer air handlers, custom shutters, Sonos audio system, no carpeting, spray foam insulation, freshly painted exterior, and premium designer finishes throughout. Waterstone is an exclusive enclave of just 120 homes along the shores of Lake Butler, offering 24-hour guarded security and a private pedestrian entrance to Windermere Preparatory School. Ideally located near upscale dining, world-class golf, boutique shopping, major theme parks, and zoned for A-rated Windermere schools. This immaculate, move-in ready estate is the essence of Florida luxury living and truly a must-see.
  1. Listed by Deb Schroeder • Brokerage DRE #1046651 • INFINITY REALTY GROUP LLC
    P: (407)-234-2256 C: (407)-234-2256 debschroeder@gmail.com

Property Details for 11755 Waterstone Loop Drive

Subdivision Name
WATERSTONE
Township
23
Garage Spaces
3
Waterfront
No
LISTING UPDATED: 09/19/2025 05:09 PM

Property Details for 11755 Waterstone Loop Drive

StatusClosed
MLS #O6308061
Days on Market60
Taxes$16,309 / year
HOA Fees$5,200 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2012
Lot Size0.29 AC / 12,580 SF
CountyOrange County
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Location

Listing Courtesy of INFINITY REALTY GROUP LLC, Deb Schroeder

Sold By COLDWELL BANKER HUBBARD HANSEN, Kaley Hansen

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Building Information for 11755 Waterstone Loop Drive

Stories-Year Built2012Building Size-Lot Size0.29 AC / 12,580 SF

Payment Calculator

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$9,274 per month

30 year fixed, 6.15% Interest

Principal and Interest

$7,481

Property Taxes

$1,359

HOA Dues

$433

The Payment Calculator is for illustrative purposes only.

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Property Information for 11755 Waterstone Loop Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 5245.0
  • Building Area Units: Square Feet
  • Community Features: Deed Restrictions, Sidewalks
  • Direction Faces: Northeast
  • Directions: From 535, Turn into Waterstone. Give guard name and address.
  • Elementary School: Windermere Elem
  • Middle Or Junior School: Bridgewater Middle
  • High School: Windermere High School
  • Mls Major Change Type: Sold
  • Major Change Type: Closed
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 11755
  • Street Name: WATERSTONE LOOP
  • Street Suffix: DRIVE
  • State: FL
  • City: WINDERMERE
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage Dimensions: 21X38
  • Garage: Yes
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Includes: 24-Hour Guard, Common Area Taxes, Escrow Reserves Fund, Private Road
  • Association Fee Requirement: Required
  • Association Name: Sentry Management - Duketta Dolo
  • Association Phone: 407-788-6700
  • Association: Yes
  • CDD: No
  • Tax Block: 1
  • Tax Book Number: 74/131
  • Tax Legal Description: WATERSTONE 74/131 LOT 115
  • Tax Lot: 115
  • Tax Year: 2024
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Sidewalk
  • Parcel Number: 242327900901150
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: No
  • Water Extras: No
  • Zoning: P-D
  • Living Area: 3665
Property and Assessments
  • Year Built Numeric: 2012
  • Association Amenities: Fence Restrictions, Gated
  • Flood Zone Code: X
  • Flood Zone Date: 09-25-2009
  • Flood Zone Panel: 12095C0380F
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 27
  • Public Survey Section: 24
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Builder Name: Silliman
  • Construction Materials: Brick, Stucco
  • Exterior Features: Irrigation System, Rain Gutters, Sliding Doors, Sprinkler Metered
  • Fencing: Fenced
  • Foundation Details: Slab
  • Levels: One
  • Other Structures: Guest House
  • Patio And Porch Features: Covered, Rear Porch, Screened
  • Pool Features: Heated, In Ground
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Tile
  • Spa Features: Heated, In Ground
  • Spa: Yes
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 5
  • Additional Rooms: Den/Library/Office, Family Room, Formal Dining Room Separate, Inside Utility
  • Appliances: Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Microwave, Range Hood, Tankless Water Heater
  • Cooling: Central Air
  • Fireplace Features: Gas, Living Room
  • Fireplace: Yes
  • Flooring: Tile, Hardwood
  • Heating: Central
  • Interior Features: Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Window Treatments
  • Laundry Features: Inside
  • Living Area Source: Builder
  • Living Area Units: Square Feet
  • Room Count: 9.0
  • Water View: No
  • Window Features: Double Pane Windows, Shutters, Window Treatments
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 11755 Waterstone Loop Drive

DateEvent & SourcePriceAppreciation
Sep 19, 2025

Sold

MFRMLS #O6308061

$1,535,000—
Aug 20, 2025

Pending

MFRMLS #O6308061

—
Aug 1, 2025

Listed (Active)

MFRMLS #O6308061

—
Jul 4, 2025

Pending

MFRMLS #O6308061

—
Jun 9, 2025

Listed (Active)

MFRMLS #O6308061

—
May 31, 2025

Pending

MFRMLS #O6308061

—
May 15, 2025

Listed (Active)

MFRMLS #O6308061

$1,595,000—
Apr 22, 2021

Sold (Public Record)

Public Record #1459498030

$1,075,000—
Apr 22, 2021

Sold (Public Record)

Public Record #1459459416

$1,075,000

+13.7% / yr

Apr 22, 2021

Sold

MFRMLS #O5923562

$1,075,000—
Feb 23, 2021

Pending

MFRMLS #O5923562

—
Feb 18, 2021

Listed (Active)

MFRMLS #O5923562

$1,075,000—
Feb 27, 2019

Sold (Public Record)

Public Record #640524293

$815,000—
Feb 27, 2019

Sold

MFRMLS #O5719786

$815,000—
Jan 16, 2019

Pending

MFRMLS #O5719786

—
Jul 13, 2018

Listed (Active)

MFRMLS #O5719786

$890,000—
Sep 12, 2015

Withdrawn

MFRMLS #O5349622

$993,000—
Feb 25, 2015

Listed (Active)

MFRMLS #O5349622

$995,000—
DateEvent & SourcePrice
09/19/2025

Sold

MFRMLS #O6308061

$1,535,000
08/20/2025

Pending

MFRMLS #O6308061

—
08/01/2025

Listed (Active)

MFRMLS #O6308061

—
07/04/2025

Pending

MFRMLS #O6308061

—
06/09/2025

Listed (Active)

MFRMLS #O6308061

—
05/31/2025

Pending

MFRMLS #O6308061

—
05/15/2025

Listed (Active)

MFRMLS #O6308061

$1,595,000
04/22/2021

Sold (Public Record)

Public Record #1459498030

$1,075,000
04/22/2021

Sold (Public Record)

Public Record #1459459416

$1,075,000

+13.7% / yr

04/22/2021

Sold

MFRMLS #O5923562

$1,075,000
02/23/2021

Pending

MFRMLS #O5923562

—
02/18/2021

Listed (Active)

MFRMLS #O5923562

$1,075,000
02/27/2019

Sold (Public Record)

Public Record #640524293

$815,000
02/27/2019

Sold

MFRMLS #O5719786

$815,000
01/16/2019

Pending

MFRMLS #O5719786

—
07/13/2018

Listed (Active)

MFRMLS #O5719786

$890,000
09/12/2015

Withdrawn

MFRMLS #O5349622

$993,000
02/25/2015

Listed (Active)

MFRMLS #O5349622

$995,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 11755 Waterstone Loop Drive

Taxable ValueLand-Additions-Total-
Tax Record2024$16,610 ($1,384 / month)
Home Facts
Beds5Total Finished SqFt3,654 SqFtAbove Grade Finished SqFt3,654 SqFtStories1Lot Size12,580 SqFtStyleSingle Family ResidenceYear Built2012ZoningP-DCountyORANGEAPN24-23-27-9009-01-150Fireplace TypeHas Fireplace

Schools near 11755 Waterstone Loop Drive

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Windermere Elementary School
Public - PK to 5
Cornerstone Academy Charter
Charter - K to 8
Bridgewater Middle School
Public - 6 to 8
Cornerstone Charter Academy High School
Charter - 9 to 12
Rating
School
Distance
Windermere Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Bridgewater Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of INFINITY REALTY GROUP LLC, Deb Schroeder

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 09/19/2025 05:09 PM