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$1,535,000
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Property 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 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.
Full Property Details
Full Property Details for 11755 Waterstone Loop Dr
General
- Sold For: $1,535,000
- HOA FEE: $433/month
- Taxes: $16,309 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6308061
- Added to Site: 246 day(s) ago
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 9
- Interior Features: Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Window Treatments
- Fireplace: Yes
- Fireplace(s): Gas, Living Room
- Appliances: Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Microwave, Range Hood, Tankless Water Heater
- Flooring: Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 5
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Inside
Additional Information
- Shared Amenities: Fence Restrictions, Gated
- Pool: Yes
- Private Pool: Yes
- Pool Description: Heated, In Ground
- Spa: Yes
- Spa Description: Heated, In Ground
Exterior
- Exterior Features: Irrigation System, Rain Gutters, Sliding Doors, Sprinkler Metered
- Deck/Patio: Covered, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Rear Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
Location
- Area: 34786 - Windermere
- County: Orange
- Development Name: 34786 - Windermere
- Subdivision: WATERSTONE
- Driving Directions: From 535, Turn into Waterstone. Give guard name and address.
- Direction Faces: Northeast
School Information
- Elementary School: Windermere Elem
- Middle School: Bridgewater Middle
- High School: Windermere High School
Community
- Community Name: 34786 - Windermere
- Community Features: Deed Restrictions, Sidewalks
- Optional Amenities: Fence Restrictions, Gated
- Association: Yes
- Assoc. Name: Sentry Management - Duketta Dolo
- Assoc. Fees Include: 24-Hour Guard, Common Area Taxes, Escrow Reserves Fund, Private Road
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected
Structural Information
- Builder: Silliman
- Exterior Const.: Brick, Stucco
- Roof: Tile
- Windows: Double Pane Windows, Shutters, Window Treatments
- Stories/Levels: One
- Square Feet: 3,665
- Sq. Ft. Source: Builder
- Living Area: 3,665 Sq. Ft.
- Year Built: 2012
Additional Structures
- Other Structures: Guest House
Lot Features
- Lot Size (Acres): 0.29
- Lot Size (Sq. Ft.): 12,580
- Lot Size: 12580
- Street/Road Desc.: Paved
- Fencing (Description): Fenced
Financial Considerations
- Association Fee: $433
- Assoc Fee Freq.: Monthly
- Assoc Fee Desc.: Required
- Tax Amount: $16,309
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WATERSTONE 74/131 LOT 115
- Flood Zone Info: X
- APN: 242327900901150
- Property ID: 242327900901150
- Block/Lot/Section: 1
Listed by Infinity Realty Group Llc
Sold by Coldwell Banker Hubbard Hansen
Get Pre-Approved Today
Schools
Schools serving 11755 Waterstone Loop Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Windermere Elementary School 11125 Park Avenue, Windermere, FL 34786 | K-5 | 2.7 mi |
Bridgewater Middle School 5600 Tiny Road, Winter Garden, FL 34787 | 6-8 | 2.9 mi |
Windermere High School 5523 Winter Garden Vineland Road, Windermere, FL 34786 | 9-12 | 1.1 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 11755 Waterstone Loop Dr
Date
Details
Price
Change
Source
9/19/2025
Sold
$1,535,000
-3.76%
MLS
5/15/2025
Listed
$1,595,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
11755 Waterstone Loop Drive, Windermere, FL 34786 (MLS# O6308061) is a Single Family property that was sold at $1,535,000 on September 19, 2025. Want to learn more about 11755 Waterstone Loop Drive? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

