


$759,000
8104 Jailene Drive
Windermere, FL 34786
Listing updated: September 1, 2026 at 4:38 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveSep 1, 2026
- Listed$759,000Sep 1, 2026
- Price increased$759,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Lake Sawyer South Ph 05
- County
- Orange
- Year built
- 2012
- Living area
- 2,886 sq ft
- Price/sq ft
- $263
- Building area
- 3,629 sq ft (Public Records)
- Lot size
- 6,000 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- x
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $5,884 (2025)
- Parcel #
- 35-23-27-4766-00-430
- Zoning
- P-D
- MLS #
- O6437963
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Half bathrooms
- 1
- Flooring
- Carpet, Ceramic Tile, Wood
- Appliances
- Dishwasher, Microwave, Range, Refrigerator
- Interior features
- Ceiling Fans(s)
- Laundry
- Inside
- Stories / Levels
- Two
- Direction faces
- North
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Driveway
HOA & Financial
- HOA fee
- $972 / Annually
- Monthly HOA
- $81/mo
- Total monthly fees
- $81/mo
- Total annual fees
- $972
- HOA name
- Tiffany Castille
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Please verify with association
- Approval process
- Please verify with association
Exterior & Construction
- Exterior features
- Lighting, Private Entrance, Sidewalk
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | 18x12 |
| Living Room | First | 19x13 |
| Primary Bedroom | First | 16x13 |
| Bonus Room | Second | 19x19 |
Listing Details
- Listing date
- 2026-09-01
- On market date
- 2026-09-01
- Original list price
- $759,000
- Occupant type
- Vacant
- MLS area
- 34786 - Windermere
- Listing AOR
- Orlando Regional
- Status changed
- 2026-09-01
- Tax legal description
- LAKE SAWYER SOUTH PHASE 5 76/40 LOT 43
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Drive to Jailene , home is on right backing up to conservation
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of September 1, 2026 at 4:38 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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