8014 Jailene Dr, Windermere, FL 34786
OFF MARKET

8014 Jailene Dr
Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,322 sqft

$603,600

Trulia Estimate
as of Jun 6, 2026
Est. Refi. Payment $4,157/mo*
Refinance Your Home

$603,600

Trulia Estimate
as of Jun 6, 2026
Est. Refi. Payment $4,157/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,322 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

WOW - A rare CONSERVATION LOT with a POND view. Come home and enjoy this serene view everyday! The home you have been waiting for is now available in Lake Sawyer's Berkshire Park. This one owner 3-bedroom, 2.5-bathroom house on a private conservation lot has everything you're looking for and pride of ownership shows throughout. This home has a semi-custom floor plan that makes privacy and entertaining easy. The split floor plan has the Primary Bedroom at the back of the house. This spacious bedroom features an ensuite bathroom with dual vanities, walk-in shower, private water closet, and oversized walk-in closet, plus a bonus Sitting Room, Office/Den or Nursery. Bedrooms 2 and 3 are towards the front, sharing a full bathroom with tub/shower combo. The open concept features a spacious kitchen with granite countertops, 42’ cabinets with crown molding, stainless steel appliances and a huge island for prep work and bar seating! A breakfast nook is just off the kitchen for your morning coffee. Sliding doors open to take the party outdoors! Beautiful Travertine Tile complements the gorgeous outdoor views in your screened Lanai (37'x15'). The interior mud room/laundry room is conveniently located adjacent to the 2-car garage. Full of upgrades, this property strives to make life easy. You're going to love this community with its proximity to major roadways (429, 408, Turnpike, etc), schools, shopping, entertainment, Disney, and all the amenities including Pool, Playground, Basketball Court, Tennis Courts, Paved Walking Trails, and water features throughout. Low HOA fees.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from August 30, 2024

Home Highlights

Parking
2 Car Garage
Outdoor
Porch
View
Trees/Woods, Water, Pond
HOA
$54/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 8014 Jailene Dr

Interior Features

Interior Details
Number of Rooms: 11Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Balcony Porch Lanai, Den, Dinette, Dining Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2322 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Electricity Connected, Sewer Connected, Street Lights, Water ConnectedAppliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, WasherDishwasherDryerLaundry: 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: BlindsDoor: Sliding DoorsFlooring: Ceramic Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Ceramic Tile
View
Has a ViewView: Trees/Woods, Water, Pond

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Front Porch, Rear Porch, ScreenedVegetation: Mature Landscaping, Trees/LandscapedExterior: Irrigation SystemFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 19x20No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Garage Door Opener
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 6

Property Information

Year Built
Year Built: 2012
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 352327476600470

Price & Status

Price
List Price: $595,000
Status Change & Dates
Off Market Date: Wed Jul 31 2024Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINDERMERECommunity: LAKE SAWYER SOUTH PH 05
School Information
Elementary School: Sunset Park ElemJr High / Middle School: Horizon West Middle SchoolHigh School: Windermere High School

Building

Building Details
Builder Model: Newcastle ll
Building Area
Building Area: 2810 Square Feet

Community

Community Features: Clubhouse, Deed Restrictions, Park, Playground, PoolNot Senior Community
Other
Playground

HOA

HOA Name: Leland Management / Tiffany CastilleAssociation for this Listing: Lake and SumterHas an HOAHOA Fee: $54/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: G5085035Water ViewWater View: Water, PondShowing Requirements: Appointment Only, ShowingTimeUniversal Property Id: US-12095-N-352327476600470-R-N

Additional Information

HOA Amenities: Clubhouse,Park,Playground,Pool
Last check for updates: about 16 hours ago
Listed by Tina St. Clair, (352) 552-3754
ST. CLAIR REALTY GROUP, LLC, (352) 552-3754
Bought with: Kyle Li, (407) 808-9080, UNIONE REALTY INC, (407) 808-9080
Originating MLS: Lake and Sumter
Source: Stellar MLS, MLS#G5085035
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 History for 8014 Jailene Dr

DatePriceEventSource
08/30/2024$580,000Sold
Stellar MLS #G5085035
08/01/2024$595,000PendingStellar MLS #G5085035
07/31/2024$595,000PriceChange
Stellar MLS #G5085035
07/26/2024$614,900Listed For SaleStellar MLS #G5085035
10/24/2012$286,200Sold
N/A

Market trends in Windermere

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$698K
$15KMoM
Sale-to-List Price
97.2%
0.0%MoM
Price per sq ft
$268
$8MoM
Available listings
293
3MoM
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Property Tax and Assessment

Year2024
Tax$4,717
Assessment$509,766
Home facts updated by county records

Comparable Sales for 8014 Jailene Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
7924 Brofield Ave, Windermere, FL
0.16
Single-Family Home
$640,000
05/13/26
3
2.5
1,709
12867 Woodmere Close Dr, Windermere, FL
0.11
Single-Family Home
$625,000
09/08/25
4
3.5
2,837
12815 Westside Village Loop, Windermere, FL
0.37
Single-Family Home
$630,000
02/04/26
3
2.5
2,463
7885 Berkshire Oak Aly, Windermere, FL
0.31
Single-Family Home
$545,000
04/27/26
4
2.5
2,214
7628 Brofield Ave, Windermere, FL
0.35
Single-Family Home
$680,000
10/03/25
4
3.5
2,610
7837 Berkshire Oak Aly, Windermere, FL
0.35
Single-Family Home
$485,000
09/24/25
3
2.5
1,904
11091 Bagley Aly, Windermere, FL
0.38
Single-Family Home
$539,900
11/20/25
4
2.5
2,222
13225 Charfield St, Windermere, FL
0.42
Single-Family Home
$649,000
10/17/25
4
3.5
2,628
7616 Colbury Ave, Windermere, FL
0.34
Single-Family Home
$675,000
02/24/26
4
3.5
2,794
11037 Bagley Aly, Windermere, FL
0.41
Single-Family Home
$450,000
09/04/25
3
2.5
1,904

Nearby homes

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Assigned Schools

These are the assigned schools for 8014 Jailene Dr.
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 270 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

  • 79 % 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
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  • 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
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  • 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
    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
    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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Homes for sale near 8014 Jailene Dr

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Off Market Homes Near 8014 Jailene Dr

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Homes for rent near 8014 Jailene Dr

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8014 Jailene Dr, Windermere, FL 34786 is a 3 bedroom, 3 bathroom, 2,322 sqft single-family home built in 2012. This property is not currently available for sale. 8014 Jailene Dr was last sold on Aug 30, 2024 for $580,000 (3% lower than the asking price of $595,000). The current Trulia Estimate for 8014 Jailene Dr is $603,600.