8146 JAILENE DRIVE, Windermere, FL 34786
SOLD
AUG 6, 2026

$555,000

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,099 sqft

8146 JAILENE DRIVE, Windermere, FL 34786

Est. Refi. Payment $4,011/mo*
Refinance Your Home
Currently Off Market - Sold Aug 6, 2026 for $555,000 (3% below list price)

Home Value

Trulia Estimate
$555K
Since last month
Decreased$1K (-0.2%)
Since last year
Increased$11K (+2%)
Since last sale
Decreased$1K (-0.3%)
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 +75% in the last 10 years
MonthEstimated value
2026
September 2026$554K
August 2026$555K
July 2026$567K
June 2026$547K
May 2026$545K
April 2026$543K
March 2026$542K
February 2026$539K
January 2026$529K
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
12815 WESTSIDE VILLAGE LOOP, Windermere, FL
0.26
Single-Family Home
$630,000
02/04/26
3
2.5
2,463
7924 BROFIELD AVENUE, Windermere, FL
0.30
Single-Family Home
$640,000
05/13/26
3
2.5
1,709
12661 CALDERDALE AVENUE, Windermere, FL
0.48
Single-Family Home
$480,000
12/30/25
3
2
1,696
13430 HOPKINTON COURT, Windermere, FL
0.55
Single-Family Home
$560,000
06/16/26
3
2
1,732
12796 GARRIDAN AVENUE, Windermere, FL
0.46
Single-Family Home
$500,000
10/14/25
3
2
1,696
7885 BERKSHIRE OAK ALLEY, Windermere, FL
0.26
Single-Family Home
$545,000
04/27/26
4
2.5
2,214
7837 BERKSHIRE OAK ALLEY, Windermere, FL
0.30
Single-Family Home
$485,000
09/24/25
3
2.5
1,904
7451 FAIRGROVE AVENUE, Windermere, FL
0.58
Single-Family Home
$580,000
04/13/26
3
2
2,092

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
8014 JAILENE DRIVE, Windermere, FL 34786
0.14
$595,000
3
2.5
2,322
Off Market
7949 JAILENE DR, Windermere, FL 34786
0.16
$688,700
4
3.5
3,015
Off Market
12856 WOODMERE CLOSE DRIVE, Windermere, FL 34786
0.17
$554,900
3
2
2,210
Off Market
12867 WOODMERE CLOSE DRIVE, Windermere, FL 34786
0.19
$614,900
4
3.5
2,837
Off Market
12688 SALOMON COVE DRIVE, Windermere, FL 34786
0.22
$830,000
4
3.5
3,133
Recently Sold
12676 SALOMON COVE DRIVE, Windermere, FL 34786
0.23
$1,300,000
6
4
3,667
For Sale
12821 WESTSIDE VILLAGE LOOP, Windermere, FL 34786
0.26
$725,500
5
3.5
3,689
Off Market
12730 SALOMON COVE DRIVE, Windermere, FL 34786
0.23
$392,500
3
2.5
1,644
Off Market
7897 BERKSHIRE OAK ALLEY, Windermere, FL 34786
0.24
$559,200
4
2.5
1,986
Off Market
12815 WESTSIDE VILLAGE LOOP, Windermere, FL 34786
0.26
$630,000
3
2.5
2,463
Recently Sold
12851 WESTSIDE VILLAGE LOOP, Windermere, FL 34786
0.27
$802,700
5
3.5
3,694
Off Market

Local Information

  • Map ViewExplore the area around 8146 JAILENE DRIVE.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2012
2,099 sqft
$264/sqft
2 Car Garage
HOA $81/mo

About this House

What's unique:Water and conservation viewNatural lightQuiet dead-end streetLarge walk-in showerSpacious walk-in closet
Listed below recent appraisal! Welcome to this beautifully maintained Ashton Woods built, single-story home in the highly sought-after Reserve at Berkshire Park in Windermere, Florida. Used primarily as a second home since it was built, this move-in-ready 3-bedroom, 2-bath residence has seen only light seasonal use and offers exceptional pride of ownership, showing like new. Situated on a premium pond-front homesite with tranquil conservation views, you'll also enjoy the magical bonus of nightly Disney fireworks from your covered lanai. This thoughtfully designed split-bedroom layout offers an open-concept living space bathed in natural light, highlighted by a generous great room, a cheerful café-style dining area, and a stylish kitchen featuring rich espresso cabinetry, quartz countertops, a stacked-stone backsplash, and plenty of room for both everyday living and entertaining. Additional highlights include generously sized secondary bedrooms, a spacious two-car garage, beautifully maintained landscaping, and added peace of mind with an HVAC system installed in 2021, featuring a recently replaced compressor. Residents of the Reserve at Berkshire Park enjoy low HOA fees, a community pool, and access to highly rated Orange County schools. Conveniently located just minutes from Walt Disney World, Horizon West, shopping, dining, and major highways, this exceptional home offers the perfect combination of location, lifestyle, and value in one of Windermere's most desirable communities.
8146 JAILENE DRIVE, Windermere, FL 34786 is a 3 bedroom, 2 bathroom, 2,099 sqft single-family home built in 2012. It last sold for $555,000 on Aug 6, 2026 (3% below the $574,900 asking price). More recently, it was listed as a rental in August 2026 with an asking price of $3,100 per month. That rental listing was removed on August 9, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $555,000, with a rent estimate of $3,137/month.
Last check for updates: about 5 hours ago
Listed by Chris Bunnell, (321) 287-4230
EXP REALTY LLC, (888) 883-8509
Bought with: Kyle Li, (407) 808-9080, UNIONE REALTY INC, (407) 808-9080
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6420838
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 8146 JAILENE DRIVE

Interior Features

Interior Details
Number of Rooms: 11Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Balcony Porch Lanai, Den, Dining Room, Foyer, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2099 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Public, Sewer Connected, Sprinkler Meter, Street Lights, Underground Utilities, Water ConnectedAppliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, WasherDishwasherDisposalDryerLaundry: Inside,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Window TreatmentsDoor: Sliding DoorsFlooring: Carpet, Ceramic Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Carpet, Ceramic Tile
View
Has a ViewView: Water, Trees/Woods, Pond

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Front Porch, Porch, Rear PorchVegetation: Mature Landscaping, Trees/LandscapedExterior: Irrigation System, Lighting, Sprinkler Metered, Sidewalk, Rain GuttersFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 20x24No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Garage Door Opener
Frontage
WaterfrontWaterfront: PondResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Paved, AsphaltOn Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 9

Property Information

Year Built
Year Built: 2012
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Florida,Traditional
Building
Construction Materials: Stone, Stucco, BlockNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 352327476600360

Price & Status

Price
List Price: $574,900Price Per Sqft: $264/sqft
Status Change & Dates
Off Market Date: Fri Jul 10 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINDERMERECommunity: LAKE SAWYER SOUTH PHASE 5
School Information
Elementary School: Sunset Park ElemJr High / Middle School: Horizon West Middle SchoolHigh School: Windermere High School

Building

Building Area
Building Area: 2900 Square Feet

Community

Community Features: Deed Restrictions, Playground, Pool, Sidewalks, Tennis Court(s)Not Senior Community
Other
Playground

HOA

HOA Fee Includes: Community Pool, Manager, Recreational FacilitiesHOA Name: Tiffany CastilleHOA Phone: 407-906-0491Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $81/Monthly

Lot Information

Lot Area: 5999 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6420838Water ViewWater View: Water, PondShowing Requirements: Appointment Only, Call Listing Agent, Lockbox - Electronic, See Remarks, ShowingTimeUniversal Property Id: US-12095-N-352327476600360-R-N

Additional Information

HOA Amenities: Basketball Court,Fence Restrictions,Pickleball Court(s),Playground,Pool,Recreation Facilities,Tennis Court(s)

Price and Tax history

DateEventPrice
Aug 9, 2026
Source: Zillow Rentals
ListingRemoved
$3,100
Aug 6, 2026
Source: Stellar MLS #O6420838
Sold
$555,000
Aug 6, 2026
Source: Zillow Rentals
Listed For Rent
$3,100
Jul 10, 2026
Source: eXp Realty #O6420838
Contingent
$574,900
Jul 1, 2026
Source: eXp Realty #O6420838
Listed For Sale
$574,900

Market trends in Windermere

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$856K
$41.5KMoM
Sale-to-List Price
96.8%
0.4%MoM
Price per sq ft
$297
$5MoM
Available listings
274
22MoM

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
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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
    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 8146 JAILENE DRIVE

  • What is 8146 JAILENE DRIVE estimated to be worth?
    Trulia's estimated value for 8146 JAILENE DRIVE in Windermere, FL is $555,000.
  • What is the price history for 8146 JAILENE DRIVE?
    8146 JAILENE DRIVE in Windermere, FL last sold for $555,000 in August 2026.
  • 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 $856K. That is up $41.5K from the prior month.
  • Does 8146 JAILENE DRIVE have air conditioning?
    Yes, 8146 JAILENE DRIVE in Windermere, FL has air conditioning.
  • Does 8146 JAILENE DRIVE have a pool?
    Yes, 8146 JAILENE DRIVE in Windermere, FL has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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