11629 WATERSTONE LOOP DRIVE, Windermere, FL 34786
OFF MARKET

11629 WATERSTONE LOOP DRIVE
Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 4,441 sqft (on 1.01 acres)

$2,524,800

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $17,377/mo*
Refinance Your Home

$2,524,800

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $17,377/mo*
Refinance Your Home
4 Beds
4.5 Baths
4,441 sqft
(on 1.01 acres)

Home Value

Trulia Estimate
$2.52M
Since last month
Increased$20K (+0.8%)
Since last year
Increased$287K (+12.7%)
Since last sale
Increased$245K (+10.6%)
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 +66% in the last 10 years
MonthEstimated value
2026
August 2026$2.54M
July 2026$2.52M
June 2026$2.52M
May 2026$2.53M
April 2026$2.52M
March 2026$2.52M
February 2026$2.43M
January 2026$2.32M
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
1404 KELSO BOULEVARD, Windermere, FL
0.41
Single-Family Home
$2,075,000
09/15/25
5
5
4,197
11418 WATERSTONE LOOP DRIVE, Windermere, FL
0.29
Single-Family Home
$2,849,000
05/29/26
5
5.5
5,501
11706 WATERSTONE LOOP DRIVE, Windermere, FL
0.20
Single-Family Home
$1,370,000
11/04/25
4
3.5
3,586
6222 LECCO WAY, Windermere, FL
0.18
Single-Family Home
$1,550,000
02/06/26
5
3.5
3,967
6564 LAGOON STREET, Windermere, FL
0.51
Single-Family Home
$1,830,000
03/06/26
5
4.5
3,685
6109 ORTA COURT, Windermere, FL
0.14
Single-Family Home
$4,029,999
04/10/26
5
6
5,895
11802 WATERSTONE LOOP DRIVE, Windermere, FL
0.20
Single-Family Home
$1,350,000
04/17/26
4
4.5
3,396
11821 WATERSTONE LOOP DRIVE, Windermere, FL
0.25
Single-Family Home
$1,500,000
04/29/26
4
4.5
3,447
12699 HAWKSTONE DRIVE, Windermere, FL
0.68
Single-Family Home
$1,951,000
07/01/26
4
4.5
3,751
11755 WATERSTONE LOOP DRIVE, Windermere, FL
0.24
Single-Family Home
$1,535,000
09/19/25
5
5
3,665

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
11628 WATERSTONE LOOP DR DRIVE, Windermere, FL 34786
0.06
$2,566,400
5
6
5,161
Off Market
6133 ORTA COURT, Windermere, FL 34786
0.04
$3,473,500
5
6
6,066
Off Market
6127 ORTA COURT, Windermere, FL 34786
0.06
-
4
4.5
4,685
Off Market
12012 WATERSTONE LOOP DRIVE, Windermere, FL 34786
0.11
$2,086,900
5
5.5
4,715
Off Market
6109 ORTA COURT, Windermere, FL 34786
0.14
$4,029,999
5
6
5,895
Recently Sold
6222 LECCO WAY, Windermere, FL 34786
0.18
$1,550,000
5
3.5
3,967
Recently Sold
6228 LECCO WAY, Windermere, FL 34786
0.19
$1,252,800
4
3
2,755
Off Market
11754 WATERSTONE LOOP DRIVE, Windermere, FL 34786
0.20
$1,297,500
4
3
3,049
Off Market
11748 WATERSTONE LOOP DRIVE, Windermere, FL 34786
0.20
$1,332,800
5
4
3,235
Off Market
11802 WATERSTONE LOOP DRIVE, Windermere, FL 34786
0.20
$1,350,000
4
4.5
3,396
Recently Sold
11706 WATERSTONE LOOP DRIVE, Windermere, FL 34786
0.20
$1,370,000
4
3.5
3,586
Recently Sold

Local Information

  • Map ViewExplore the area around 11629 WATERSTONE LOOP DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2015
Lot Size
1.01 acres
Living Area
4,441 sqft
Price/Sqft
$569
Parking
3 Car Garage
HOA
$400/Monthly

About this House

One or more photo(s) has been virtually staged. Come home to luxury in your own private oasis with this custom Silliman Home, located in the highly desired, guard gated community of Waterstone. Set upon a full acre, this hard to come by premier lot overlooks a wooded Cypress tree conservation area. With true Mediterranean style this "Villa Rosa" model is lined with sliding glass doors and windows. From the moment you walk in the home you are greeted with amazing views of the pool and outdoor living spaces. Perfect for Florida's climate, this plan offers a host of outdoor living space including a resort style pool and spa, all travertine decking and is very accessible from many areas throughout the home. This large L shaped lanai features retractable motorized screens, stone gas fireplace and large summer kitchen with a gas grill and outdoor Sub-Zero refrigerator. Great for entertaining, the entire home features surround sound inside and out. Upon the heart of the home, the Chef's kitchen includes two large islands with two double sinks, dining nook, and an immense "hidden" walk-in pantry, with high-end Wolf and Sub-Zero appliances, including a Wolf Induction cooktop. This all overlooks the family room and exterior living spaces. The right wing of the home features the primary suite, which includes a large walk-in California closet and breakfast bar, including sink, refrigerator, and cabinets for additional storage. The left wing includes 3 bedrooms, 3 baths, and an oversized flex room. The home features a Culligan water softener system and natural gas throughout, including tankless gas water heaters and a large utility room with gas or electric washer/dryer hookups. There is an ample amount of storage in this home, especially with an oversized 3 car garage, complete with epoxy finished floors and service door entry, you will be able to fit all of your storage and motor vehicle needs. Waterstone is conveniently located around the corner from Windermere Preparatory School with “private” gated access, Windermere High School, minutes from Disney, shopping, dining, and all that Central Florida has to offer. Book your showing now and don’t miss your opportunity to call this amazing property home!
11629 WATERSTONE LOOP DRIVE, Windermere, FL 34786 is a 4 bedroom, 5 bathroom, 4,441 sqft single-family home built in 2015. It last sold for $2,300,000 on Jun 25, 2024 (8% below the $2,490,000 asking price). It is currently off market. The Trulia Estimate is $2,524,800, with a rent estimate of $7,285/month.

Home Details for 11629 WATERSTONE LOOP DRIVE

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Primary Bedroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4441 Square Feet
Appliances & Utilities
Utilities: Electricity Available, Electricity Connected, Water Available, Water ConnectedAppliances: Oven, Convection Oven, Cooktop, Dishwasher, Microwave, Range Hood, RefrigeratorDishwasherLaundry: Inside,Laundry RoomMicrowaveRefrigerator
Heating & Cooling
Heating: Central,Heat PumpHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: OutsideHas a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Door: Outdoor KitchenFlooring: Carpet, Tile, Hardwood
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Carpet, Tile, Hardwood
View
No View
Security
Security: Gated Community

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Covered, Rear Porch, Wrap AroundExterior: Outdoor KitchenFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Oversized
Pool
Pool: In GroundPool
Frontage
Road Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 53

Property Information

Year Built
Year Built: 2015
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: BlockNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 242327900900210

Price & Status

Price
List Price: $2,490,000
Status Change & Dates
Off Market Date: Mon May 13 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: WINDERMERECommunity: WATERSTONE
School Information
Elementary School: Windermere ElemJr High / Middle School: Bridgewater MiddleHigh School: Windermere High School

Building

Building Area
Building Area: 6769 Square Feet

Community

Not Senior Community

HOA

HOA Name: Sentry Management/Duketta DoloHOA Phone: 407-788-6700Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $400/Monthly

Lot Information

Lot Area: 1.0132 Acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, Other, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6188996Showing Considerations: LockboxShowing Requirements: Appointment Only, Call Before Showing, Call Listing Agent, Lockbox - Electronic, See Remarks, ShowingTimeUniversal Property Id: US-12095-N-242327900900210-R-N
Last check for updates: about 8 hours ago
Listed by Scott Heilman, (407) 234-4566
REDFIN CORPORATION, (407) 708-9747
Bought with: Miranda Earnest, (321) 624-0287, COLDWELL BANKER REALTY, (407) 333-8088
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6188996
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Price and Tax history

DateEventPrice
Jun 25, 2024
Source: Stellar MLS #O6188996
Sold
$2,300,000
May 14, 2024
Source: Stellar MLS #O6188996
Pending
$2,490,000
Mar 21, 2024
Source: Stellar MLS #O6188996
Listed For Sale
$2,490,000
Apr 7, 2015
Source: N/A
Sold
$1,389,900
Aug 21, 2014
Source: Agent Provided
PriceChange
$1,459,900
Price increased by 2%

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
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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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
    0
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  • 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
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  • 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
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  • 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."
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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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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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Apartments for Rent

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Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Outdoor Space

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Homes for sale near 11629 WATERSTONE LOOP DRIVE

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Off Market Homes Near 11629 WATERSTONE LOOP DRIVE

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Frequently asked questions about 11629 WATERSTONE LOOP DRIVE

  • What is 11629 WATERSTONE LOOP DRIVE estimated to be worth?
    Trulia's estimated value for 11629 WATERSTONE LOOP DRIVE in Windermere, FL is $2,524,800.
  • What is the price history for 11629 WATERSTONE LOOP DRIVE?
    11629 WATERSTONE LOOP DRIVE in Windermere, FL last sold for $2,300,000 in June 2024.
  • 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 11629 WATERSTONE LOOP DRIVE have air conditioning?
    Yes, 11629 WATERSTONE LOOP DRIVE in Windermere, FL has air conditioning.
  • Does 11629 WATERSTONE LOOP DRIVE have a pool?
    Yes, 11629 WATERSTONE LOOP DRIVE in Windermere, FL has a pool.