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.
Sold for $1,535,000 on 09/19/25
$1,535,000
11755 Waterstone Loop Dr, Windermere, FL 34786
5beds
3,665sqft
Single Family Residence
Built in 2012
0.29 Acres Lot
$1,534,900 Zestimate®
$419/sqft
$6,649 Estimated rent
Owner options
What's special
Zillow last checked: 7 hours ago
Listing updated: September 19, 2025 at 02:09pm
Listing Provided by:
Deb Schroeder 407-234-2256,
INFINITY REALTY GROUP LLC 407-234-2256
Bought with:
Kaley Hansen, 3252025
COLDWELL BANKER HUBBARD HANSEN
Source: Stellar MLS,MLS#: O6308061
Originating MLS: Orlando Regional

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 5
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 300 Square Feet
- Dimensions: 15x20
Bedroom 2
- Features: Storage Closet
- Level: First
- Area: 144 Square Feet
- Dimensions: 12x12
Bedroom 3
- Features: Storage Closet
- Level: First
- Area: 180 Square Feet
- Dimensions: 15x12
Bedroom 4
- Features: Storage Closet
- Level: First
- Area: 154 Square Feet
- Dimensions: 14x11
Dining room
- Level: First
- Area: 210 Square Feet
- Dimensions: 14x15
Great room
- Level: First
- Area: 378 Square Feet
- Dimensions: 21x18
Kitchen
- Level: First
- Area: 221 Square Feet
- Dimensions: 13x17
Office
- Level: First
- Area: 143 Square Feet
- Dimensions: 13x11
Other
- Level: First
- Area: 392 Square Feet
- Dimensions: 28x14
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Bar Fridge, Oven, Cooktop, Dishwasher, Disposal, Microwave, Range Hood, Tankless Water Heater
- Laundry: Inside
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)
- Flooring: Tile, Hardwood
- Doors: Sliding Doors
- Windows: Double Pane Windows, Shutters, Window Treatments
- Has fireplace: Yes
- Fireplace features: Gas, Living Room
Interior area
- Total structure area: 5,245
- Total interior livable area: 3,665 sqft
Property
Parking
- Total spaces: 3
- Parking features: Garage - Attached
- Attached garage spaces: 3
- Details: Garage Dimensions: 21X38
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Rear Porch, Screened
- Exterior features: Irrigation System, Rain Gutters, Sprinkler Metered
- Has private pool: Yes
- Pool features: Heated, In Ground
- Has spa: Yes
- Spa features: Heated, In Ground
- Fencing: Fenced
Lot
- Size: 0.29 Acres
- Features: Sidewalk
Details
- Additional structures: Guest House
- Parcel number: 242327900901150
- Zoning: P-D
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick, Stucco
- Foundation: Slab
- Roof: Tile
Condition
- New construction: No
- Year built: 2012
Details
- Builder name: Silliman
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected
Community & neighborhood
Community
- Community features: Deed Restrictions, Sidewalks
Location
- Region: Windermere
- Subdivision: WATERSTONE
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $433 monthly
- Amenities included: Fence Restrictions, Gated
- Services included: 24-Hour Guard, Common Area Taxes, Reserve Fund, Private Road
- Association name: Sentry Management - Duketta Dolo
- Association phone: 407-788-6700
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Ownership: Fee Simple
- Road surface type: Paved
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Estimated market value
$1,534,900