11755 Waterstone Loop Dr Windermere, FL 34786
Estimated payment $10,643/month
Total Views
8,043
5
Beds
5
Baths
3,665
Sq Ft
$435
Price per Sq Ft
Highlights
- Guest House
- Heated In Ground Pool
- Open Floorplan
- Windermere Elementary School Rated A
- Gated Community
- Living Room with Fireplace
About This Home
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.
Listing Agent
INFINITY REALTY GROUP LLC Brokerage Phone: 407-234-2256 License #3185131 Listed on: 05/15/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $16,309
Year Built
- Built in 2012
Lot Details
- 0.29 Acre Lot
- Northeast Facing Home
- Fenced
- Metered Sprinkler System
- Property is zoned P-D
HOA Fees
- $433 Monthly HOA Fees
Parking
- 3 Car Attached Garage
Home Design
- Brick Exterior Construction
- Slab Foundation
- Tile Roof
- Stucco
Interior Spaces
- 3,665 Sq Ft Home
- Open Floorplan
- Built-In Features
- Bar Fridge
- Crown Molding
- Ceiling Fan
- Gas Fireplace
- Double Pane Windows
- Shutters
- Sliding Doors
- Great Room
- Family Room Off Kitchen
- Living Room with Fireplace
- Formal Dining Room
- Home Office
- Inside Utility
Kitchen
- Eat-In Kitchen
- Built-In Oven
- Cooktop with Range Hood
- Microwave
- Dishwasher
- Stone Countertops
- Solid Wood Cabinet
- Disposal
Flooring
- Wood
- Tile
Bedrooms and Bathrooms
- 5 Bedrooms
- Primary Bedroom on Main
- Studio bedroom
- Walk-In Closet
- 5 Full Bathrooms
Laundry
- Laundry in unit
- Dryer
- Washer
Pool
- Heated In Ground Pool
- Heated Spa
- In Ground Spa
Outdoor Features
- Covered patio or porch
- Rain Gutters
Additional Homes
- Guest House
Schools
- Windermere Elementary School
- Bridgewater Middle School
- Windermere High School
Utilities
- Central Heating and Cooling System
- Underground Utilities
- Natural Gas Connected
- Tankless Water Heater
- Cable TV Available
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 115 / 1
- Assessor Parcel Number 24-23-27-9009-01-150
Community Details
Overview
- Association fees include 24-Hour Guard, common area taxes, escrow reserves fund, private road
- Sentry Management Duketta Dolo Association, Phone Number (407) 788-6700
- Visit Association Website
- Built by Silliman
- Waterstone Subdivision
- The community has rules related to deed restrictions, fencing
Security
- Gated Community
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $16,610 | $1,064,383 | -- | -- |
| 2024 | $15,491 | $1,064,383 | -- | -- |
| 2023 | $15,491 | $1,004,258 | $0 | $0 |
| 2022 | $15,039 | $975,008 | $190,000 | $785,008 |
| 2021 | $13,838 | $883,257 | $190,000 | $693,257 |
| 2020 | $12,325 | $775,717 | $190,000 | $585,717 |
| 2019 | $12,670 | $753,973 | $190,000 | $563,973 |
| 2018 | $9,763 | $609,838 | $0 | $0 |
| 2017 | $9,651 | $752,395 | $165,000 | $587,395 |
| 2016 | $9,625 | $736,123 | $165,000 | $571,123 |
| 2015 | $9,794 | $687,789 | $165,000 | $522,789 |
| 2014 | $9,904 | $644,092 | $130,000 | $514,092 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 06/09/2025 06/09/25 | For Sale | $1,595,000 | 0.0% | $435 / Sq Ft |
| 05/31/2025 05/31/25 | Pending | -- | -- | -- |
| 05/15/2025 05/15/25 | For Sale | $1,595,000 | +48.4% | $435 / Sq Ft |
| 04/22/2021 04/22/21 | Sold | $1,075,000 | 0.0% | $294 / Sq Ft |
| 02/23/2021 02/23/21 | Pending | -- | -- | -- |
| 02/18/2021 02/18/21 | For Sale | $1,075,000 | +31.9% | $294 / Sq Ft |
| 02/27/2019 02/27/19 | Sold | $815,000 | -4.1% | $222 / Sq Ft |
| 01/16/2019 01/16/19 | Pending | -- | -- | -- |
| 12/14/2018 12/14/18 | Price Changed | $849,990 | -1.1% | $231 / Sq Ft |
| 12/11/2018 12/11/18 | Price Changed | $859,400 | 0.0% | $234 / Sq Ft |
| 12/01/2018 12/01/18 | Price Changed | $859,500 | 0.0% | $234 / Sq Ft |
| 11/24/2018 11/24/18 | Price Changed | $859,800 | 0.0% | $234 / Sq Ft |
| 10/25/2018 10/25/18 | Price Changed | $859,900 | -2.2% | $234 / Sq Ft |
| 09/23/2018 09/23/18 | Price Changed | $879,000 | -0.1% | $239 / Sq Ft |
| 08/14/2018 08/14/18 | Price Changed | $880,000 | -1.1% | $239 / Sq Ft |
| 07/13/2018 07/13/18 | For Sale | $890,000 | -- | $242 / Sq Ft |
Source: Stellar MLS
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,075,000 | First American Title Ins Co | |
| Deed | $815,000 | None Available | |
| Interfamily Deed Transfer | -- | Attorney | |
| Deed | $100 | -- | |
| Special Warranty Deed | $140,000 | Attorney |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $559,000 | New Conventional | |
| Previous Owner | $600,000 | New Conventional | |
| Previous Owner | $417,000 | New Conventional | |
| Previous Owner | $465,300 | Construction |
Source: Public Records
Similar Homes in Windermere, FL
Source: Stellar MLS
MLS Number: O6308061
APN: 24-2327-9009-01-150
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