8104 JAILENE DRIVE WINDERMERE FL 34786 | MLS #O6437963

8104 JAILENE DRIVE
WINDERMERE, FL, 34786
$759,000
4 Beds
3.5 Baths
2,886 SqFt
0.2 Acres
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MLS #O6437963 image #0
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 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 a butler pantry, stainless steel appliances with a Bosch dishwasher, and 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. 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.

Property Details

Price:
$759,000
MLS #:
O6437963
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
LAKE SAWYER SOUTH PH 05
Neighborhood:
34786windermere
Listed Date:
Sep 1, 2026
Finished Sq Ft:
2,886
Total Sq Ft:
3,629
Lot Size:
6,000 sqft / 0.20 acres (approx)
Year Built:
2012
Pool34786 – Windermere34786windermereLake Sawyer South Ph 05Sunset Park ElemBridgewater MiddleWest Orange HighPlease Verify With AssociationNo MinimumPets Allowed

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Schools

Elementary School:
Sunset Park Elem
Middle School:
Bridgewater Middle
High School:
West Orange High

Interior

Appliances
Dishwasher, Microwave, Range, Refrigerator
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Ceramic Tile, Hardwood
Heating
Central
Interior Features
Ceiling Fan(s)
Laundry Features
Inside
Levels
Two

Exterior

Attached Garage YN
1
Community Features
Deed Restrictions, Pool
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
North
Exterior Features
Irrigation System, Lighting, Private Entrance, Sidewalk
Garage Spaces
2
Open Parking YN
1
Parking Features
Driveway
Patio And Porch Features
Covered, Deck, Patio, Porch
Roof
Shingle
Security Features
Security System Owned, Smoke Detector(s)

Financial

HOA Fee
$972
HOA Fee Frequency
Annually
HOA Name
Tiffany Castille
Tax Year
2025
Taxes
$5,884

Map

Community

Subdivisions in WINDERMERE

Market Summary

Current real estate data for Single Family in WINDERMERE as of Sep 03, 2026
245
Single Family Listed
115
Avg DOM
462
Avg $ / SqFt
$2,345,911
Avg List Price

Property Summary

    Located in the LAKE SAWYER SOUTH PH 05 subdivision, 8104 JAILENE DRIVE WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $759,000 and features 4 beds, 4 baths, and has approximately 2,886 square feet of living space, and was originally constructed in 2012. The current price per square foot is $263. The average price per square foot for Single Family listings in WINDERMERE is $462. The average listing price for Single Family in WINDERMERE is $2,345,911. To schedule a showing of MLS#o6437963 at 8104 JAILENE DRIVE in WINDERMERE, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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8104 JAILENE DRIVE
WINDERMERE, FL