8104 Jailene Dr Windermere, FL 34786
Windermere AreaEstimated payment $4,739/month
Highlights
- Gunite Pool
- Deck
- Bonus Room
- Sunset Park Elementary School Rated A-
- Wood Flooring
- Covered Patio or Porch
About This Home
Welcome to 8104 Jailene Drive, a beautifully updated 4-bedroom, 3.5-bath pool home offering nearly 2,900 square feet of thoughtfully designed living space in the desirable Lake Sawyer community in Windermere.
Set against a peaceful conservation backdrop with no rear neighbors, this home pairs privacy and outdoor living with a long list of recent improvements—including a NEW ROOF completed in May 2026, fresh interior paint, French drains, and landscape lighting that beautifully highlights the property after sunset.
Inside, an open, light-filled floor plan creates an easy flow for both everyday living and entertaining. The centrally located kitchen features upgraded cabinetry, Topazio White granite countertops, stainless steel appliances, and a Bosch dishwasher, with generous workspace and storage. Custom details continue throughout the home, including upgraded wood and laminate flooring, a built-in credenza in the family room and built-in shelving in the office.
The spacious primary suite offers a private retreat of its own, complete with a separate sitting area, oversized walk-in closet with built-in cabinetry, and direct access to the pool and patio. Step outside to the screened pool and enjoy a private backyard setting surrounded by mature landscaping and peaceful conservation views—an ideal place to unwind, entertain, or spend a quiet Florida afternoon.
Additional conveniences include a washer and dryer, Vivant security system, and an attached 2-car garage. Some furnishings may also be negotiable.
Lake Sawyer residents enjoy a community pool, basketball and tennis courts, walking trails, dog-walking areas, and more, all in a sought-after Windermere location convenient to shopping, dining, top area attractions, and everything that makes this part of Central Florida such a desirable place to call home. With significant updates already completed and an inviting indoor-outdoor lifestyle, 8104 Jailene Drive is ready for its next chapter.
Listing Agent
CORCORAN PREMIER REALTY Brokerage Phone: 407-965-1155 License #3097299 Listed on: 09/01/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $5,884
Year Built
- Built in 2012
Lot Details
- 6,000 Sq Ft Lot
- Lot Dimensions are 50x120
- North Facing Home
- Private Entrance
- Irrigation Equipment
- Landscaped with Trees
- Property is zoned P-D
HOA Fees
- $81 Monthly HOA Fees
Parking
- 2 Car Attached Garage
- Driveway
Home Design
- Bi-Level Home
- Slab Foundation
- Shingle Roof
- Block Exterior
- Stucco
Interior Spaces
- 2,886 Sq Ft Home
- Ceiling Fan
- Living Room
- Bonus Room
- Laundry in unit
Kitchen
- Range
- Microwave
- Bosch Dishwasher
- Dishwasher
Flooring
- Wood
- Carpet
- Ceramic Tile
Bedrooms and Bathrooms
- 4 Bedrooms
Home Security
- Security System Owned
- Fire and Smoke Detector
Outdoor Features
- Gunite Pool
- Deck
- Covered Patio or Porch
- Exterior Lighting
Schools
- Sunset Park Elementary School
- Bridgewater Middle School
- West Orange High School
Utilities
- Central Heating and Cooling System
- High Speed Internet
- Cable TV Available
Listing and Financial Details
- Legal Lot and Block 43 / 02/
- Assessor Parcel Number 35-23-27-4766-00-430
Community Details
Overview
- Tiffany Castille Association
- Lake Sawyer South Ph 05 Subdivision
- The community has rules related to deed restrictions
Recreation
- Community Pool
Map
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $5,885 | $379,970 | ||
| 2024 | $5,207 | $369,981 | ||
| 2023 | $5,207 | $349,082 | $0 | $0 |
| 2022 | $5,082 | $338,915 | $0 | $0 |
| 2021 | $5,035 | $329,044 | $0 | $0 |
| 2020 | $4,796 | $324,501 | $0 | $0 |
| 2019 | $4,941 | $317,205 | $0 | $0 |
| 2018 | $6,248 | $353,610 | $55,000 | $298,610 |
| 2017 | $4,864 | $346,883 | $55,000 | $291,883 |
| 2016 | $4,332 | $308,802 | $55,000 | $253,802 |
| 2015 | $4,711 | $295,421 | $55,000 | $240,421 |
| 2014 | $4,777 | $293,958 | $55,000 | $238,958 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 09/01/2026 09/01/26 | For Sale | $759,000 | +87.4% | $263 / Sq Ft | |
| 03/22/2018 03/22/18 | Sold | $405,000 | -3.8% | $140 / Sq Ft | View Prior Sale |
| 02/19/2018 02/19/18 | Pending | -- | -- | -- | |
| 02/02/2018 02/02/18 | Price Changed | $420,900 | -0.9% | $146 / Sq Ft | |
| 01/12/2018 01/12/18 | Price Changed | $424,900 | -0.7% | $147 / Sq Ft | |
| 12/14/2017 12/14/17 | Price Changed | $427,900 | -0.5% | $148 / Sq Ft | |
| 11/29/2017 11/29/17 | For Sale | $429,900 | -- | $149 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $405,000 | First American Title Insuran | |
| Warranty Deed | $407,000 | First American Title Insuran | |
| Warranty Deed | $383,000 | Treasure Title Ins Agency In | |
| Special Warranty Deed | $360,200 | Attorney |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $399,485 | VA | |
| Previous Owner | $392,192 | VA | |
| Previous Owner | $288,111 | New Conventional |
Source: Stellar MLS
MLS Number: O6437963
APN: 35-2327-4766-00-430
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Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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Ask me questions while you tour the home.