11415 Waterstone Loop Dr, Windermere, FL 34786
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Property image
OFF MARKET

11415 Waterstone Loop Dr
Windermere, FL 34786

  • 5 Beds
  • 7 Baths
  • 4,845 sqft

$1,952,700

Trulia Estimate
as of Aug 22, 2026

$1,952,700

Trulia Estimate
as of Aug 22, 2026
  • 5 Beds
  • 7 Baths
  • 4,845 sqft

Home Highlights

Property Type
Single-Family Home
Living Area
4,845 sqft
Price/Sqft
$403
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 11415 Waterstone Loop Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Amazing Opportunity to live in one of the Most Gorgeous Neighborhoods in Windermere, FL in the Gated Community of WATERSTONE. A Spectacular House that includes 5 Bedrooms with their own Bathrooms plus 2 more Guest Bathrooms, a Beautiful Living/ Dining Area, a Home Office, 2 Family Rooms, a Game Room with Bar. Exterior Amenities include a Private Canal connecting to Lake Butler, a large covered Lanai, Pool and Jacuzzi. Just a few minutes from Shopping Centers and Zoned for A+ Schools including Windermere Prep. Don't Miss out the opportunity to live in this Beautiful Place yhat you will love to call HOME
Rent includes Pool and Lawn Care.

Included in rent:
1. Pool Maintenance
2. Lawn Care
11415 Waterstone Loop Dr, Windermere, FL 34786 is a 5 bedroom, 7 bathroom, 4,845 sqft single-family home. It last sold for $848,612 on Dec 26, 2012 (8,833% above the $9,500 asking price). More recently, it was listed as a rental in February 2025 with an asking price of $10,500 per month. That rental listing was removed on May 11, 2025. It is currently off market. The Trulia Estimate is $1,952,700, with a rent estimate of $7,723/month.

Home Details for 11415 Waterstone Loop Dr

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Year

Interior Features

Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central Air
Levels, Entrance, & Accessibility
Floors: Carpet, Tile

Exterior Features

Pool
Pool
Parking & Garage
Parking: Attached Off Street, On Site

Comparable Sales for 11415 Waterstone Loop Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
11418 WATERSTONE LOOP DRIVE, Windermere, FL
0.05
Single-Family Home
$2,849,000
05/29/26
5
5.5
5,501 sqft
6314 CLEARMEADOW COURT, Windermere, FL
0.15
Single-Family Home
$795,000
04/09/26
4
3
2,581 sqft
6222 LECCO WAY, Windermere, FL
0.28
Single-Family Home
$1,550,000
02/06/26
5
3.5
3,967 sqft
6720 WINTER GARDEN VINELAND ROAD, Windermere, FL
0.33
Single-Family Home
$1,194,000
08/25/25
5
4
3,554 sqft
6321 CLEARMEADOW COURT, Windermere, FL
0.20
Single-Family Home
$850,000
08/27/25
4
3
2,560 sqft
11755 WATERSTONE LOOP DRIVE, Windermere, FL
0.35
Single-Family Home
$1,535,000
09/19/25
5
5
3,665 sqft
11802 WATERSTONE LOOP DRIVE, Windermere, FL
0.32
Single-Family Home
$1,350,000
04/17/26
4
4.5
3,396 sqft
11821 WATERSTONE LOOP DRIVE, Windermere, FL
0.30
Single-Family Home
$1,500,000
04/29/26
4
4.5
3,447 sqft
11457 ARBORSIDE BEND WAY, Windermere, FL
0.15
Single-Family Home
$655,000
09/30/25
4
3
2,184 sqft
6564 LAGOON STREET, Windermere, FL
0.38
Single-Family Home
$1,830,000
03/06/26
5
4.5
3,685 sqft

Nearby homes

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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
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  • 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
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  • 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
    Flag
  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
    0
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  • 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
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LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
May 11, 2025
Source: Zillow Rentals
ListingRemoved
$9,500
Mar 11, 2025
Source: Zillow Rentals
PriceChange
$9,500
Price decreased by 10%
Feb 8, 2025
Source: Zillow Rentals
Listed For Rent
$10,500
Feb 8, 2025
Source: Stellar MLS #S5115897
ListingRemoved
$10,500
Jan 14, 2025
Source: Stellar MLS #S5115897
PriceChange
$10,500
Price decreased by 13%

Frequently asked questions about 11415 Waterstone Loop Dr

  • What is 11415 Waterstone Loop Dr estimated to be worth?
    Trulia's estimated value for 11415 Waterstone Loop Dr in Windermere, FL is $1,952,700.
  • What is the price history for 11415 Waterstone Loop Dr?
    11415 Waterstone Loop Dr in Windermere, FL last sold for $848,612 in December 2012.
  • 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 11415 Waterstone Loop Dr have air conditioning?
    Yes, 11415 Waterstone Loop Dr in Windermere, FL has air conditioning.
  • Does 11415 Waterstone Loop Dr have a pool?
    Yes, 11415 Waterstone Loop Dr in Windermere, FL has a pool.

Homes for rent near 11415 Waterstone Loop Dr

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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