11355 WINDERMERE ROAD, Windermere, FL 34786
OFF MARKET

11355 WINDERMERE ROAD
Windermere, FL 34786

  • 5 Beds
  • 3 Baths
  • 3,358 sqft (on 0.89 acres)

$1,077,300

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $7,434/mo*
Refinance Your Home

$1,077,300

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $7,434/mo*
Refinance Your Home
5 Beds
3 Baths
3,358 sqft
(on 0.89 acres)

Home Value

Trulia Estimate
$1.08M
Since last month
Increased$19K (+1.8%)
Since last year
Increased$57K (+5.6%)
Since last sale
Increased$177K (+19.7%)
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 +141% in the last 10 years
MonthEstimated value
2026
August 2026$1.08M
July 2026$1.06M
June 2026$1.08M
May 2026$1.07M
April 2026$1.05M
March 2026$1.07M
February 2026$1.05M
January 2026$1.05M
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
2127 LILYPAD LANE, Windermere, FL
0.18
Single-Family Home
$1,200,000
07/01/26
4
3
3,349
2125 KANE PARK WAY, Windermere, FL
0.36
Single-Family Home
$960,000
08/13/26
4
3
2,743
11407 WILLOW GARDENS DRIVE, Windermere, FL
0.32
Single-Family Home
$1,200,000
07/20/26
5
3
3,501
11401 WILLOW STOWE LANE, Windermere, FL
0.27
Single-Family Home
$1,025,000
09/18/25
4
3
2,951
11472 PARK AVENUE NE, Windermere, FL
0.53
Single-Family Home
$880,000
06/17/26
5
3.5
3,166
2702 CARTER GROVE CIRCLE, Windermere, FL
0.46
Single-Family Home
$945,000
05/21/26
4
2.5
2,292
2635 TRYON PLACE, Windermere, FL
0.40
Single-Family Home
$1,375,000
06/12/26
6
4.5
4,027
11056 CLIPPER COURT, Windermere, FL
0.23
Single-Family Home
$1,675,000
04/15/26
5
6
6,375
1803 GLENBAY COURT, Windermere, FL
0.49
Single-Family Home
$800,000
02/13/26
4
3
3,040
11303 WINDERMERE ROAD, Windermere, FL
0.09
Single-Family Home
$2,550,000
06/22/26
5
5
5,277

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
11303 WINDERMERE ROAD, Windermere, FL 34786
0.09
$2,550,000
5
5
5,277
Recently Sold
11303 WINDERMERE ROAD LOT 26, Windermere, FL 34786
0.09
-
-
-
-
Off Market
2119 WILLOW BRICK ROAD, Windermere, FL 34786
0.08
$832,600
5
3
2,728
Off Market
2512 TRYON PLACE, Windermere, FL 34786
0.15
$1,100,000
4
3
3,478
For Sale
2140 LILYPAD LANE, Windermere, FL 34786
0.14
$1,010,200
5
4
3,372
Off Market
1295 ESTANCIA WOODS LOOP, Windermere, FL 34786
0.18
$1,450,800
4
5
4,098
Off Market
2523 TRYON PLACE, Windermere, FL 34786
0.17
$1,365,200
5
5
4,028
Off Market
2127 LILYPAD LANE, Windermere, FL 34786
0.19
$1,200,000
4
3
3,349
Recently Sold
11056 CLIPPER COURT, Windermere, FL 34786
0.23
$1,675,000
5
6
6,375
Recently Sold
1316 ESTANCIA WOODS LOOP, Windermere, FL 34786
0.24
$2,170,000
5
6.5
5,448
For Sale
11359 WILLOW GARDENS DRIVE, Windermere, FL 34786
0.22
$1,061,600
4
3
2,968
Off Market

Local Information

  • Map ViewExplore the area around 11355 WINDERMERE ROAD.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1930
Lot Size
0.89 acres
Living Area
3,358 sqft
Price/Sqft
$321
Parking
Garage
HOA
None

About this House

Step inside this welcoming Windermere home, sitting on almost 1 acre, with endless possibilities! Located in one of the most sought-after zip codes, homes like these do not come available often. The primary, split plan residence boasts 4 bedrooms and 2 full bathrooms including the master en-suite bath. 3 gorgeous bay windows and 2 skylights provide ample natural light in this home. The Apartment over the 2 care garage offers almost 500 sqft, a kitchen, and full bathroom. The Workshop behind the garage which could be converted into another living space provides 640 sqft. 3 separate BOAT RAMP ACCESS points are less than 4 miles away! Fernwood Boat Ramp is open to Windermere residents only at just 1.8 miles away with direct access to LAKE BUTLER. Lake Down is a public boat ramp only 2.4 miles away, and R.D. Keen park also is public and 3.8 miles away with access to Lake Palmer. DOWNTOWN WINDERMERE is 1.5 miles away offering restaurants, a wine shop and brewery, coffee bar, and is the central spot for many fun events throughout the year. Windermere Elementary is just around the corner at .5 miles away. Windermere Recreation Center is 1 mile away and offers a park, playground, tennis courts, pavilion space, and boardwalk out to Lake Crescent. This property has been loved for many generations and is ready for its new owner! Come tour this home today.
11355 WINDERMERE ROAD, Windermere, FL 34786 is a 5 bedroom, 3 bathroom, 3,358 sqft single-family home built in 1930. It last sold for $900,000 on Dec 20, 2023 (5% below the $950,000 asking price). It is currently off market. The Trulia Estimate is $1,077,300, with a rent estimate of $5,336/month.
Last check for updates: about 2 hours ago
Listed by Lana Larrivee, (407) 341-8814
PREFERRED RE BROKERS III, (407) 440-4900
Bought with: Magdalena Dillaha, REAL PROPERTY INTERNATIONAL, (407) 909-8000
Originating MLS: Lake and Sumter
Source: Stellar MLS, MLS#O6145125
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

Home Details for 11355 WINDERMERE ROAD

Interior Features

Interior Details
Number of Rooms: 7Types of Rooms: Master Bedroom, Dining Room, Garage Apartment, Great Room, Kitchen, Living Room, Workshop
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3358 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Water ConnectedAppliances: Dishwasher, Dryer, Freezer, Microwave, Range, Refrigerator, Washer, Water SoftenerDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Has a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Skylight(s)Flooring: Carpet, Laminate, Luxury Vinyl, Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Carpet, Laminate, Luxury Vinyl, Tile
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleExterior: Irrigation System, StorageFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Garage
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 54

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, Brick, Vinyl SidingNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 062328000000013

Price & Status

Price
List Price: $950,000
Status Change & Dates
Off Market Date: Mon Nov 20 2023

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINDERMERECommunity: NONE

Building

Building Area
Building Area: 4284 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Lake and SumterNo HOA

Lot Information

Lot Area: 0.89 acres

Listing Info

Special Conditions: None

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6145125Showing Requirements: Lockbox - Electronic, ShowingTimeUniversal Property Id: US-12095-N-062328000000013-R-N

Price and Tax history

DateEventPrice
Dec 20, 2023
Source: Stellar MLS #O6145125
Sold
$900,000
Nov 21, 2023
Source: Stellar MLS #O6145125
Pending
$950,000
Nov 2, 2023
Source: Stellar MLS #O6145125
PriceChange
$950,000
Price decreased by 4%
Sep 27, 2023
Source: Stellar MLS #O6145125
Listed For Sale
$990,000

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
    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
    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
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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
    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
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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
    Flag
  • Windy
    "Nice , clean , safe area . Okay with my kids playing out side with other kids. Nice pool area friendly people . "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 11355 WINDERMERE ROAD

  • What is 11355 WINDERMERE ROAD estimated to be worth?
    Trulia's estimated value for 11355 WINDERMERE ROAD is $1,077,300.
  • What is the price history for 11355 WINDERMERE ROAD?
    11355 WINDERMERE ROAD last sold for $900,000 in December 2023.
  • 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 11355 WINDERMERE ROAD have air conditioning?
    Yes, 11355 WINDERMERE ROAD has air conditioning.
  • Does 11355 WINDERMERE ROAD have laundry facilities?
    Yes, 11355 WINDERMERE ROAD has in-unit laundry.

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Off Market Homes Near 11355 WINDERMERE ROAD

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