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$759,000
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Property Description
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.
Full Property Details
Full Property Details for 8104 Jailene Dr
General
- Sold For: $759,000
- HOA FEE: $81/month
- HOA FEE FREQ.: Annually
- Taxes: $5,884 (2025)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6437963
- Added to Site: 46 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 4
- Interior Features: Ceiling Fan(s)
- Appliances: Dishwasher, Microwave, Range, Refrigerator
- Furnishings: Negotiable
- Flooring: Carpet, Ceramic Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite
- Security/Safety: Security System Owned, Smoke Detector(s)
Exterior
- Exterior Features: Irrigation System, Lighting, Private Entrance, Sidewalk
- Deck/Patio: Covered, Deck, Patio, Porch
- Porch/Patio/Deck: Covered, Deck, Patio, Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway
Location
- Area: 34786 - Windermere
- County: Orange
- Development Name: 34786 - Windermere
- Subdivision: LAKE SAWYER SOUTH PH 05
- Driving Directions: Drive to Jailene , home is on right backing up to conservation
- Direction Faces: North
School Information
- Elementary School: Sunset Park Elem
- Middle School: Bridgewater Middle
- High School: West Orange High
Community
- Community Name: 34786 - Windermere
- Community Features: Deed Restrictions, Pool
- Association: Yes
- Assoc. Name: Tiffany Castille
- Pet Restrictions: Please verify with association
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Stories/Levels: Two
- Square Feet: 2,886
- Sq. Ft. Source: Public Records
- Living Area: 2,886 Sq. Ft.
- Year Built: 2012
Lot Features
- Lot Size (Acres): 0.2
- Lot Size (Sq. Ft.): 6,000
- Lot Size: 6000
- Lot Dimensions: 50 x 120
- Street/Road Desc.: Asphalt
Financial Considerations
- Association Fee: $972
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $5,884
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LAKE SAWYER SOUTH PHASE 5 76/40 LOT 43
- Flood Zone Info: x
- APN: 352327476600430
- Property ID: 352327476600430
- Block/Lot/Section: 02/
Listed by Corcoran Premier Realty
Sold by Compass Florida Llc
Get Pre-Approved Today
Schools
Schools serving 8104 Jailene Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Sunset Park Elementary School, Windermere, FL 12050 Overstreet Road, Windermere, FL 34786 | K-5 | 1.3 mi |
Horizon West Middle School 8200 Tattant Boulevard, Windermere, FL 34786 | 6-8 | 0.5 mi |
Windermere High School 5523 Winter Garden Vineland Road, Windermere, FL 34786 | 9-12 | 2.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 8104 Jailene Dr
Date
Details
Price
Change
Source
10/09/2026
Sold
$759,000
—
MLS
9/01/2026
Listed
$759,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
8104 Jailene Drive, Windermere, FL 34786 (MLS# O6437963) is a Single Family property that was sold at $759,000 on October 09, 2026. Want to learn more about 8104 Jailene Drive? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

