9666 Wildoak Dr, Windermere, FL 34786
OFF MARKET

$1,038,900

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 3,667 sqft (on 0.51 acres)

9666 Wildoak Dr, Windermere, FL 34786

Est. Refi. Payment $7,189/mo*
Refinance Your Home
Currently Off Market - Sold Jun 10, 2015 for $480,000

Home Value

Trulia Estimate
$1.04M
Since last month
Increased$4K (+0.4%)
Since last year
Decreased$6K (-0.6%)
Since last sale
Increased$552K (+115%)
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 +98% in the last 10 years
MonthEstimated value
2026
August 2026$1.03M
July 2026$1.03M
June 2026$1.06M
May 2026$1.06M
April 2026$1.05M
March 2026$1.06M
February 2026$1.05M
January 2026$1.02M
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
9792 WILD OAK DRIVE, Windermere, FL
0.12
Single-Family Home
$700,000
02/13/26
3
3.5
3,102
9631 HOLLYGLEN PLACE, Windermere, FL
0.14
Single-Family Home
$710,000
11/25/25
4
2.5
2,854
1947 BROADLEAF COURT, Windermere, FL
0.32
Single-Family Home
$1,000,000
09/03/25
5
3.5
3,646
9669 WESTOVER CLUB CIRCLE, Windermere, FL
0.44
Single-Family Home
$675,000
07/29/26
4
4
3,435
1906 MAPLE LEAF DRIVE, Windermere, FL
0.35
Single-Family Home
$750,000
09/30/25
4
2.5
2,701
1804 MAPLE LEAF DRIVE, Windermere, FL
0.42
Single-Family Home
$1,025,000
02/19/26
4
3.5
2,971
2015 WOODY DRIVE, Windermere, FL
0.10
Single-Family Home
$670,000
11/14/25
3
2
2,042
2014 DOWN WOODS LANE, Windermere, FL
0.29
Single-Family Home
$1,390,000
07/28/26
4
3.5
3,344
1735 MAPLE LEAF DRIVE, Windermere, FL
0.42
Single-Family Home
$825,000
02/11/26
4
2.5
2,771
9447 WESTOVER CLUB CIRCLE, Windermere, FL
0.45
Single-Family Home
$765,000
09/10/25
4
3
2,568

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
9676 WILD OAK DRIVE, Windermere, FL 34786
0.02
$739,700
4
2.5
2,856
Off Market
2045 WOODY DRIVE, Windermere, FL 34786
0.06
$913,300
5
3
2,831
Off Market
9712 PLEASANCE CIRCLE, Windermere, FL 34786
0.10
$1,393,300
5
3.5
4,614
Off Market
9700 PLEASANCE CIRCLE, Windermere, FL 34786
0.09
$885,600
4
3
2,733
Off Market
2015 WOODY DRIVE, Windermere, FL 34786
0.10
$670,000
3
2
2,042
Recently Sold
9798 WILD OAK DRIVE, Windermere, FL 34786
0.11
$1,014,000
4
3
3,407
Off Market
2009 WOODY DRIVE, Windermere, FL 34786
0.12
$1,150,000
4
3
3,540
For Sale
9792 WILD OAK DRIVE, Windermere, FL 34786
0.12
$700,000
3
3.5
3,102
Recently Sold
9631 HOLLYGLEN PLACE, Windermere, FL 34786
0.14
$710,000
4
2.5
2,854
Recently Sold
1942 HEMPEL AVENUE, Windermere, FL 34786
0.14
$1,410,000
5
3.5
4,780
Off Market
2520 MEADOWVIEW CIRCLE, Windermere, FL 34786
0.18
$823,700
4
2
2,560
Off Market
9720 NEARWATER PLACE, Windermere, FL 34786
0.22
$4,283,900
4
5
6,119
Off Market

Local Information

  • Map ViewExplore the area around 9666 Wildoak 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
1975
Lot Size
0.51 acres
Living Area
3,667 sqft
Price/Sqft
$283
Parking
Garage

About this House

HUGE PRICE REDUCTION !! Seller This HOME is in 'Move In" condition!!!! French inspired architecture and mature trees lend a classic charm to this home. WINDERMERE DOWNS is located on the shores of beautiful Lake Down. As a homeowner in Windermere Downs, you too will be able to launch your boat,canoe,kayaks a small sailing vessel on to the Butler Chain of Lakes. Note too that your property also features a private area with seperate access to park your boat. So you won't have to use your garage for boat storage! This home offers a wonderful layout with large pool, lanai and screened patio. LARGE garage with workshop and lots of storage. Living room, Family and Game room all on first floor with access to pool,half bath and screened porch. Lush landscaping and large open lanai set the scene for wonderful entertaining and relaxation. Private community park,beach, dock and boat launch as well as playground and 2 tennis courts for neighborhood residents only. Newly renovated home that is ready to move in to! Roof was replaced in 2013 and has a Full Warranty that is transferrable. Gas cooking!
9666 Wildoak Dr, Windermere, FL 34786 is a 4 bedroom, 4 bathroom, 3,667 sqft single-family home built in 1975. It last sold for $480,000 on Jun 10, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,038,900, with a rent estimate of $5,870/month.

Home Details for 9666 Wildoak Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details
Types of Rooms: Dining Room, Family Room, Recreation Room
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: WoodPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1975Year Updated: 1981
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.51 acres

Price and Tax history

DateEventPrice
Jun 10, 2015
Source: N/A
Sold
$480,000
Mar 4, 2015
Source: Agent Provided
PriceChange
$499,900
Price decreased by 9%
Jan 15, 2015
Source: Agent Provided
Listed For Sale
$549,900
Apr 22, 2013
Source: N/A
Sold
$457,700
Feb 1, 2013
Source: Agent Provided
Listed For Sale
$525,000

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

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
    Flag
  • 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
    Flag
  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 9666 Wildoak Dr

  • What is 9666 Wildoak Dr estimated to be worth?
    Trulia's estimated value for 9666 Wildoak Dr in Windermere, FL is $1,038,900.
  • What is the price history for 9666 Wildoak Dr?
    9666 Wildoak Dr in Windermere, FL last sold for $480,000 in June 2015.
  • 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 9666 Wildoak Dr have air conditioning?
    Yes, 9666 Wildoak Dr in Windermere, FL has air conditioning.
  • Does 9666 Wildoak Dr have a pool?
    Yes, 9666 Wildoak Dr in Windermere, FL has a pool.

Explore by feature - Pet Friendly

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Off Market Homes Near 9666 Wildoak Dr

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