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11755 Waterstone Loop Dr, Windermere, FL 34786

$1,595,000

Charming single-story home with lush landscaping and a brick walkway leading to the front door at 11755 Waterstone Loop Dr, Windermere, FL 34786
  • Bedrooms

    5

  • Baths

    5

  • Sq. Feet

    3665

  • Year Built

    2012

  • Days On Market

    3

  • $/SqFt

    $435

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Home 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.

  • MLS #: O6308061
  • Address: 11755 Waterstone Loop Dr
  • Levels: One
  • City: Windermere
  • Zip: 34786
  • County: Orange
  • Subdivision: Waterstone
  • Community Features: Deed Restrictions,Sidewalks
  • Elementary School: Windermere Elem
  • Middle School: Bridgewater Middle
  • High School: Windermere High School
  • Private Pool: True
  • Pool Features: Heated,In Ground
  • Spa Features: Heated,In Ground
  • Water Feet: 0
  • Interior Features: Built-in Features,Ceiling Fans(s),Crown Molding,Eat-in Kitchen,Kitchen/Family Room Combo,Open Floorplan,Primary Bedroom Main Floor,Solid Wood Cabinets,Stone Counters,Walk-In Closet(s),Window Treatments
  • Appliances: Bar Fridge,Built-In Oven,Cooktop,Dishwasher,Disposal,Dryer,Microwave,Range Hood,Tankless Water Heater,Washer
  • Fireplace Desc: Gas,Living Room
  • Floor Covering: Tile,Wood
  • Additional Rooms: Den/Library/Office,Family Room,Formal Dining Room Separate,Inside Utility
  • Exterior Features: Rain Gutters,Sliding Doors,Sprinkler Metered
  • Exterior Contruction: Brick,Stucco
  • Foundation: Slab
  • Front Exposure: Northeast
  • Roof: Tile
  • Building Sqft: 5245

Available now at $1,595,000

Approximate Room Sizes / Descriptions

Great Room21x18First
Dining Room14x15FirstWood
Kitchen13x17FirstTile
Office13x11FirstWood
Studio28x14FirstWood
Primary Bedroom15x20FirstWood
Bedroom 212x12FirstWood
Bedroom 315x12FirstWood
Bedroom 414x11FirstWood
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 3
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air
  • Heating: Central
  • Utilities: Cable Connected,Electricity Connected,Natural Gas Connected,Sewer Connected,Underground Utilities,Water Connected
  • Lot Sqft: 12580.00
  • Lot Acres: 0.2900
  • Total Acre: 1/4 to less than 1/2
  • Lot Num: 115
  • HOA Fees: $433 Monthly
  • HOA Monthly Amount: $433
  • HOA/Community Assoc: Required
  • Senior Community: False
  • Style: Single Family Residence
  • Location: Sidewalk
  • Maintenance Includes: Common Area Taxes,Escrow Reserves Fund,Guard - 24 Hour,Private Road
  • Pets Allowed: Yes
  • : 407-234-2256

Neighborhood

The average asking price of a 5 bedroom Windermere home in this zip code is $2,414,486 (51.4% more than this home).

This home is priced at $435/sqft, which is 7.5% less than similar homes in the 34786 zip code.

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Financial

  • Approx Payment:$7,759*
  • Taxes:$16,309

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (407) 485-1814 and speak with one of our real estate consultants.

Listing Courtesy of INFINITY REALTY GROUP LLC. For information or to schedule a viewing of this property (MLS# O6308061), call: 407-485-1814

11755 Waterstone Loop Dr, Windermere FL is a single family home of 3665 sqft and is currently priced at $1,595,000 . This single family home has 5 bedrooms. A comparable home for sale at 12860 Jacob Grace Ct in Windermere is listed at $1,949,900. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures in Windermere, FL. Wauseon Ridge, Tildens Grove and Butler Bay are nearby neighborhoods. MLS O6308061 has been posted on this site since 5/15/2025 (today).

2025 5/17/2025.

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