11550 Waterstone Loop Dr, Windermere, FL 34786
OFF MARKET

$2,866,700

Trulia Estimate
  • 6 Beds
  • 7 Baths
  • 7,235 sqft (on 0.62 acres)

11550 Waterstone Loop Dr, Windermere, FL 34786

Est. Refi. Payment $19,674/mo*
Refinance Your Home
Currently Off Market - Sold Feb 11, 2021 for $2,075,000

Home Value

Trulia Estimate
$2.87M
Since last month
Decreased$15K (-0.5%)
Since last year
Increased$70K (+2.5%)
Since last sale
Increased$792K (+38.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +84% in the last 10 years
MonthEstimated value
2026
August 2026$2.87M
August 2026$2.86M
July 2026$2.88M
June 2026$2.87M
May 2026$2.86M
April 2026$2.85M
March 2026$2.83M
February 2026$2.8M
January 2026$2.75M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
11418 WATERSTONE LOOP DRIVE, Windermere, FL
0.24
Single-Family Home
$2,849,000
05/29/26
5
5.5
5,501
6109 ORTA COURT, Windermere, FL
0.20
Single-Family Home
$4,029,999
04/10/26
5
6
5,895
1404 KELSO BOULEVARD, Windermere, FL
0.39
Single-Family Home
$2,075,000
09/15/25
5
5
4,197
6222 LECCO WAY, Windermere, FL
0.25
Single-Family Home
$1,550,000
02/06/26
5
3.5
3,967
11755 WATERSTONE LOOP DRIVE, Windermere, FL
0.32
Single-Family Home
$1,535,000
09/19/25
5
5
3,665
5024 SAWYER COVE WAY, Windermere, FL
0.68
Single-Family Home
$3,100,000
04/30/26
5
6.5
5,501
5909 OXFORD MOOR BOULEVARD, Windermere, FL
0.75
Single-Family Home
$1,980,000
11/24/25
4
5
5,457
11706 WATERSTONE LOOP DRIVE, Windermere, FL
0.29
Single-Family Home
$1,370,000
11/04/25
4
3.5
3,586
5502 MARLEON DRIVE, Windermere, FL
0.87
Single-Family Home
$2,050,000
10/20/25
6
4.5
6,355
5061 SAWYER COVE WAY, Windermere, FL
0.59
Single-Family Home
$2,350,000
08/04/26
5
4.5
3,888

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
11629 WATERSTONE LOOP DRIVE, Windermere, FL 34786
0.10
$2,525,400
4
4.5
4,441
Off Market
11628 WATERSTONE LOOP DR DRIVE, Windermere, FL 34786
0.12
$2,571,100
5
6
5,161
Off Market
6133 ORTA COURT, Windermere, FL 34786
0.14
$3,435,900
5
6
6,066
Off Market
12012 WATERSTONE LOOP DRIVE, Windermere, FL 34786
0.17
$2,094,900
5
5.5
4,715
Off Market
6127 ORTA COURT, Windermere, FL 34786
0.16
-
4
4.5
4,685
Off Market
6109 ORTA COURT, Windermere, FL 34786
0.20
$4,029,999
5
6
5,895
Recently Sold
6222 LECCO WAY, Windermere, FL 34786
0.25
$1,550,000
5
3.5
3,967
Recently Sold
6228 LECCO WAY, Windermere, FL 34786
0.25
$1,248,500
4
3
2,755
Off Market
11412 WATERSTONE LOOP DRIVE, Windermere, FL 34786
0.24
$2,995,200
5
5.5
5,757
Off Market
11449 WATERSTONE LOOP DRIVE, Windermere, FL 34786
0.23
$6,069,100
6
5.5
6,235
Off Market
11418 WATERSTONE LOOP DRIVE, Windermere, FL 34786
0.24
$2,849,000
5
5.5
5,501
Recently Sold
11802 WATERSTONE LOOP DRIVE, Windermere, FL 34786
0.28
$1,350,000
4
4.5
3,396
Recently Sold

Local Information

  • Map ViewExplore the area around 11550 Waterstone Loop Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2014
Lot Size
0.62 acres
Living Area
7,235 sqft
Price/Sqft
$396
Parking
Garage

About this House

Set within the luxurious and exclusive guarded community of Waterstone, this contemporary masterpiece combines grandeur and elegance for your enjoyment of living. Spanning over 7,000 square feet of living space and resting on over half of an acre corner lot, this home is the quintessential dwelling place for life in 2021. Upon entering, an impressive two-story foyer and formal living space greets you and invites you in. The entrance space boasts 24-foot ceilings, a formal dining room, a beautiful gas fireplace and a massive curved wall window with picturesque views of your pool. Enjoy living in an open and inviting floor plan that flows magnificently throughout and is perfectly designed for family gatherings and entertaining guests. Continue through the first floor to find your gourmet kitchen featuring an oversized island, butler's pantry, Sub-Zero refrigerator, built-in espresso machine, double ovens and a six-burner Wolf gas range. The kitchen opens up gracefully to the family room which is adorned with an additional fireplace surrounded by a custom stone accent wall. The first-floor owner's retreat beckons you with its curved windows, dual oversized walk-in closets and is accompanied by an additional flex room. Other features of the owner's suite include a shower with dual full-body shower panels, two water closets and an oversized soaker tub. The first floor also features an additional en-suite bedroom, two powder rooms and an extra bedroom, perfect for a dedicated office space. A staircase adorned with wood and wrought iron railing leads you to your second floor and continues to unfold sheer elegance. An additional owner's suite is located off to your right and provides more comfortable living for your family or guests. Two spacious bedrooms and a large loft occupy the remaining space on the second floor. Outside, the lush landscape, saltwater pool, spa and summer kitchen deliver an abundance of space for outdoor enjoyment and exemplifies the epitome of Central Florida living. An exclusive sanctuary, this home represents a refined, opulent lifestyle, both inside and out. Waterstone is home to just 117 luxurious residences and features a private pathway to Windermere Preparatory School.
11550 Waterstone Loop Dr, Windermere, FL 34786 is a 6 bedroom, 8 bathroom, 7,235 sqft single-family home built in 2014. It last sold for $2,075,000 on Feb 11, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,866,700, with a rent estimate of $7,925/month.

Home Details for 11550 Waterstone Loop Dr

Interior Features

Heating & Cooling
Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Other, Carpet, HardwoodGated Entry
Interior Details
AtticNumber of Rooms: 15Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Office, Pantry, Recreation RoomWet BarCeiling Fan
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: TileDeckExterior: StuccoGardenLawnPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2014Year Updated: 2014
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.62 acres

Price and Tax history

DateEventPrice
Feb 11, 2021
Source: Stellar MLS #O5918009
Sold
$2,075,000
Jan 29, 2021
Source: Agent Provided
Pending
$2,100,000
Jan 29, 2021
Source: Agent Provided
PendingToActive
$2,100,000
Jan 29, 2021
Source: Stellar MLS #O5918009
Pending
$2,100,000
Jan 21, 2021
Source: Stellar MLS #O5918009
Listed For Sale
$2,100,000

Market trends in Windermere

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$814K
$92.5KMoM
Sale-to-List Price
97.2%
0.1%MoM
Price per sq ft
$292
$18MoM
Available listings
296
11MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Windermere

At least 271 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 92 % Say there are sidewalks

  • 87 % Say car is needed

  • 87 % Say parking is easy

  • 81 % Say people would walk alone at night

  • 80 % Say it's quiet

  • 80 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 75 % Say streets are well-lit

  • 64 % Say yards are well-kept

  • 60 % Say they plan to stay for at least 5 years

  • 59 % Say it's walkable to grocery stores

  • 56 % Say there's wildlife

  • 55 % Say it's walkable to restaurants

  • 54 % Say neighbors are friendly

  • 40 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Anjalique Creative Concepts
    "We’ve lived in this area for 5 years and absolutely love it! The people in the community are always friendly, welcoming and supportive of one another. All the surrounding neighborhoods are well maintained and there are always organized activities in the community that makes it fun to meet new residents moving in."
    0
    Flag
  • Snkdrwbwms
    "Very safe area. Police is very present and effective. Amazing place to live. I will definitely be here forever."
    0
    Flag
  • Valentina
    "Trick or treating is big but it’s more about small groups of neighbors doing things together rather than large activities in the entire neighborhood."
    0
    Flag
  • Juliana Daurio
    "I moved to Windermere in 2004. When my kids were 3 and 4. This feels like home since then. Now that my kids are gone I see no need to move. I have many nice neighbors and enjoy everything that this area has to offer. "
    0
    Flag
  • Snkdrwbwms
    "Great neighborhood! I live here for 12 years and intend to stay. Very safe with great administrative support from the HOA. "
    0
    Flag
  • Snkdrwbwms
    "Easy to go everywhere. Sometimes traffic delays due to school drop off and pick up. I love to live here."
    0
    Flag
  • Juliana Daurio
    "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
    0
    Flag
  • Datylberman
    "I work at home so I’m not versed in the commute anywhere.many people in Windermere work at hone also.friends who work downtown are happy with their commute."
    0
    Flag
  • John Malloy
    "Work from home Commute to stores, health care, friendly community. Safe and secure in my neighborhood. "
    0
    Flag
  • Garrett Hendrickson
    "Some home owners don’t want neighbors dogs to relieve themselves in their yard. This is even if you clean up after your pet. "
    0
    Flag
  • Ngandhi62
    "Great areas to walk dogs and great puppy parks. Very close convenient veterinarians and pet supply stores. There are also many pet owners in area, therefore a nice social community is created."
    5
    Flag
  • Sean H.
    "It is a very pet friendly neighborhood. And has many fenced in dog areas and 90% of people are respectful enough to clean up after their dogs."
    3
    Flag
  • Limegreenlilo
    "Quiet & neighbors look out for one another. We have a FB page for residents to help each other out. I have been a resident ten years and love living here. HOA is good and they keep everything nice."
    0
    Flag
  • Carylpalmerini17
    "Great place to raise children and just enjoy life. Schools are amazing and the 4th is no joke. Get a move on ....."
    3
    Flag
  • Carylpalmerini17
    "Great place to live in. Everyone has been kind, neighborhood is well kept, activities are always taking place. "
    3
    Flag
  • Shariel A.
    "tons of baggies available. tons of space and good clean environment for your pets. worth living for safety and pet compliance. "
    1
    Flag
  • Msldancer
    "See lots of dogs in the area, most are very social. But I do not like that some owners do not put their dogs on leashes, they also then get mad when you come by even though you’re dog is leashes as it should be."
    2
    Flag
  • Mckenziejl
    "They would like the many trails and dog parks. Most of the neighborhoods are not gated or man guarded, so you can easily move in and out of them. Each neighborhood is unique and wherher you're going for walk with or without you pet, the time would be enjoyable."
    0
    Flag
  • Jessica
    "30min or less to get to any of the central Florida locations. Some locations can even see fireworks. Traffic can be a little heavy during the am/pm rush but nothing super crazy."
    2
    Flag
  • Stephanie F.
    "Easy to get to Disney. I work on Disney property. High traffic during rush hour times. Very quick during non peak rush hour times. "
    1
    Flag
  • Afanador713
    "Great parks for families to bike, walk and enjoy a picnic. The area is beautiful, homes are very well cared for."
    0
    Flag
  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
    0
    Flag
  • David M.
    "I’ve lived in Windermere for 3+ years and absolutely love it! Great schools, homes and atmosphere! Wouldnt live in any other neighborhood! "
    0
    Flag
  • Jessica
    "lots of families and super safe and pet friendly. also super active community and lots of greenspace to excercise in. "
    2
    Flag
  • Fabiana B.
    "Great family neighborhood. Great Lakes for water activities. Good for walking with your family, pet or go for a bike ride. "
    1
    Flag
  • Dasom.jang
    "It’s a nice and safe area to live in. There isn’t much going on, but there are food truck nights once a month, and farmer’s market on every Saturday in Winter Garden. "
    0
    Flag
  • John F.
    "I have lived in Windermere for 20 years. Very safe and good clean people. The cops are very responsive and people are rich and have class "
    0
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  • Anthony G.
    "People are very family oriented. Neighbors came about the appearance and condition of their property."
    0
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  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
    0
    Flag
  • Evelyn T.
    "It’s a small oasis away from the hustle and bustle of such a vacation heavy town. I love getting to feel like I’m actually away from work and in a calm space but still be a 20 minute commute."
    1
    Flag
  • Alex P.
    "Great neighborhood. Family oriented. Great schools. Affluent, but not overly pretentious. Not much to in town. "
    0
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  • Jessica M.
    "Great neighborhood, great people, great atmosphere. I always love visiting this area. Communities are kept clean and look inviting. "
    1
    Flag
  • Jamesgkoshy
    "Quiet neighborhood, that is short distance to major attractions. Safe with great schools. Beautiful, clean and uncrowded. "
    0
    Flag
  • Loypippin
    "It’s a safe area but growing too quickly. Too many new houses and schools getting crowded. The schools are great, but need to be built faster to keep up. "
    1
    Flag
  • Beverly B.
    "It is very safe well lighted small community with many families with and without children. Everyone is friendly and keep their properties in great shape"
    0
    Flag
  • Joanna T.
    "Accessibility, close to highways, malls, restaurants. the community is safe and they have frequent events for the family"
    1
    Flag
  • Princess J.
    "Great place to live, and I feel safe in this area. I moved to this area when I moved to Florida and it was the best decision. "
    1
    Flag
  • Windy
    "Nice , clean , safe area . Okay with my kids playing out side with other kids. Nice pool area friendly people . "
    0
    Flag

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Frequently asked questions about 11550 Waterstone Loop Dr

  • What is 11550 Waterstone Loop Dr estimated to be worth?
    Trulia's estimated value for 11550 Waterstone Loop Dr in Windermere, FL is $2,866,700.
  • What is the price history for 11550 Waterstone Loop Dr?
    11550 Waterstone Loop Dr in Windermere, FL last sold for $2,075,000 in February 2021.
  • Is Windermere a buyer's or seller's market?
    Windermere is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Windermere?
    The median sale price in Windermere is $814K. That is up $92.5K from the prior month.
  • Does 11550 Waterstone Loop Dr have air conditioning?
    Yes, 11550 Waterstone Loop Dr in Windermere, FL has air conditioning.
  • Does 11550 Waterstone Loop Dr have a pool?
    Yes, 11550 Waterstone Loop Dr in Windermere, FL has a pool.

Explore by feature - Pet Friendly

48 pet-friendly rentals in Windermere, FL

Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

84 rentals with a pool in Windermere, FL

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Explore by feature - Outdoor Space

21 rentals with an outdoor space in Windermere, FL

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