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$759,000
New Listing

8104 JAILENE DRIVE
WINDERMERE, FL 34786

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
2,886
SqFt
$263
/SqFt
2012
Built
Subdivision:
LAKE SAWYER SOUTH PH 05
County:
Orange

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(407) 803-4049
8104 JAILENE DRIVE8104 JAILENE DRIVE8104 JAILENE DRIVE8104 JAILENE DRIVE
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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.

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Listing Snapshot
Price 
$759,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
2,886 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.2 Acres
Year Built 
2012
MLS® Number 
O6437963
Status 
Active
Property Tax 
$5,884
HOA/Condo/Coop Fees 
$81 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
7 hours agoListing updated with changes from the MLS®
8 hours agoListing first seen on site
General Features
Acres 
0.2
Attached Garage 
Yes
Direction Faces 
North
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Parking 
DrivewayAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Security System OwnedSmoke Detector(s)
Sewer 
Public Sewer
SqFt Total 
3629
Utilities 
Cable Available
Water Source 
Public
Zoning 
P-D
Interior Features
Appliances 
DishwasherMicrowaveRangeRefrigerator
Cooling 
Central Air
Flooring 
CarpetCeramic TileWood
Furnished 
Negotiable
Heating 
Central
Laundry Features 
Inside
Bonus Room 
Dimensions - 19x19Level - Second
Living Room 
Dimensions - 19x13Level - First
Master Bedroom 
Dimensions - 16x13Level - First
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Exterior Features
Construction Details 
BlockStucco
Exterior 
LightingPrivate Entrance
Patio And Porch 
CoveredDeckPatioPorch
Pool Features 
GunitePrivate
Private Pool 
Yes
Roof 
Shingle
Community Features
Association Dues 
972
Community Features 
Pool
Financing Terms Available 
CashConventionalFHAVA Loan
HOA Fee Frequency 
Annually
MLS Area 
34786 - Windermere
Roads 
Asphalt
Township 
23
Schools
School District
Unknown
Elementary School
Sunset Park Elem
Middle School
Bridgewater Middle
High School
West Orange High
Listing courtesy of CORCORAN PREMIER REALTY (407) 496-8613



Listing information is provided by Participants of the Stellar MLS. 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. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-09-01 11:32 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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