11755 Waterstone Loop Drive
WINDERMERE, FL 34786
- 5 beds
- 5 baths
- 3,665 sqft
- 12,580 sqft lot
- $435 per sqft
- 2012 build
- – on site
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.
Last checked:
As a licensed real estate brokerage, Estately has access to the same database professional Realtors use: the Multiple Listing Service (or MLS). That means we can display all the properties listed by other member brokerages of the local Association of Realtors—unless the seller has requested that the listing not be published or marketed online.
The MLS is widely considered to be the most authoritative, up-to-date, accurate, and complete source of real estate for-sale in the USA.
Estately updates this data as quickly as possible and shares as much information with our users as allowed by local rules. Estately can also email you updates when new homes come on the market that match your search, change price, or go under contract.
Checking…
•
Last updated May 15, 2025
•
MLS# O6308061 —
The Building
-
Year Built:2012
-
New Construction:false
-
Builder Name:Silliman
-
Construction Materials:Brick
-
Levels:One
-
Roof:Tile
-
Foundation Details:Slab
-
Window Features:Double Pane Windows
-
Patio And Porch Features:Covered
-
Building Area Total:5245
-
Building Area Units:Square Feet
-
Building Area Source:Public Records
Interior
-
Interior Features:Built-in Features
-
Flooring:Tile
-
Additional Rooms:Den/Library/Office
-
Fireplace:true
-
Fireplace Features:Gas
Room Dimensions
-
Living Area:3665
-
Living Area Units:Square Feet
-
Living Area Source:Builder
Location
-
Directions:From 535, Turn into Waterstone. Give guard name and address.
-
Latitude:28.473314
-
Longitude:-81.566619
-
Coordinates:-81.566619, 28.473314
The Property
-
Parcel Number:242327900901150
-
Property Type:Residential
-
Property Subtype:Single Family Residence
-
Lot Features:Sidewalk
-
Lot Size Acres:0.29
-
Lot Size Area:12580
-
Lot Size SqFt:12580
-
Lot Size Units:Square Feet
-
Total Acres:1/4 to less than 1/2
-
Zoning:P-D
-
Direction Faces:Northeast
-
View:false
-
Exterior Features:Irrigation System
-
Fencing:Fenced
-
Water Source:Public
-
Road Surface Type:Paved
-
Flood Zone Code:X
-
Flood Zone Panel:12095C0380F
-
Additional Parcels:false
-
Homestead:true
-
Lease Restrictions:true
-
Land Lease:false
Listing Agent
- Contact info:
- Agent phone:
- (407) 234-2256
- Office phone:
- (407) 234-2256
Taxes
-
Tax Year:2024
-
Tax Lot:115
-
Tax Block:1
-
Tax Legal Description:WATERSTONE 74/131 LOT 115
-
Tax Book Number:74/131
-
Tax Annual Amount:$16,309
Beds
-
Bedrooms Total:5
Baths
-
Total Baths:5
-
Total Baths:5
-
Full Baths:5
The Listing
-
Special Listing Conditions:None
Heating & Cooling
-
Heating:Central
-
Heating:true
-
Cooling:Central Air
-
Cooling:true
Utilities
-
Utilities:Cable Connected
-
Sewer:Public Sewer
Appliances
-
Appliances:Bar Fridge
-
Laundry Features:Inside
Schools
-
Elementary School:Windermere Elem
-
Middle Or Junior School:Bridgewater Middle
-
High School:Windermere High School
The Community
-
Subdivision Name:WATERSTONE A D E F G H J L
-
Senior Community:false
-
Community Features:Deed Restrictions
-
Waterview:false
-
Water Access:false
-
Waterfront:false
-
Spa:true
-
Spa Features:Heated
-
Pool Private:true
-
Pool Features:Heated
-
Pets Allowed:Yes
-
Association Amenities:Fence Restrictions
-
Association:true
-
Association Fee:433.33
-
Association Fee Frequency:Monthly
-
Association Fee Includes:24-Hour Guard
-
Association Fee Requirement:Required
-
Monthly HOA Amount:433.33
-
Ownership:Fee Simple
-
Association Approval Required:false
Parking
-
Garage:true
-
Attached Garage:true
-
Garage Spaces:3
-
Garage Dimensions:21X38
-
Carport:false
-
Covered Spaces:3
Extra Units
-
Other Structures:Guest House
Monthly cost estimate

Asking price
$1,595,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$8,540
|
Taxes | $1,359 |
Insurance | $438 |
HOA fees | $433 |
Utilities | $237 See report |
Total | $11,007/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
---|---|---|---|---|
5/15/25
May 15, 2025
|
Listed / Active | STELLAR_MLS | $1,595,000 | 48.4% (11.9% / YR) |
4/22/21
Apr 22, 2021
|
STELLAR_MLS | $1,075,000 | 31.9% (14.8% / YR) | |
2/27/19
Feb 27, 2019
|
STELLAR_MLS | $815,000 |