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$759,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,886 Sq. Ft.
  • Updated 17 hours ago
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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.

Full Property Details for 8104 Jailene Dr

General

  • Price: $759,000
  • HOA FEE: $81/month
  • HOA FEE FREQ.: Annually
  • Taxes: $5,884 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6437963
  • Updated: 9/1/2026
  • Added to Site: 1 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
  • 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

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Listing agent

— 8104 Jailene Dr —

  • Corcoran Premier Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 8104 Jailene Dr

School District:Orange County School District
NameGradesDistance
Sunset Park Elementary School, Windermere, FL
12050 Overstreet Road, Windermere, FL 34786
K-51.3 mi
Horizon West Middle School
8200 Tattant Boulevard, Windermere, FL 34786
6-80.5 mi
Windermere High School
5523 Winter Garden Vineland Road, Windermere, FL 34786
9-122.4 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 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/01/2026
Listed
$759,000
87.41%
MLS
3/22/2018
Sold
$405,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 8104 Jailene Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,885
5%
$379,970
6%
2024
$5,600
8%
$359,554
3%
2023
$5,207
3%
$349,082
6%
2021
$5,034
-1%
$329,044
-3%
2022
$5,082
1%
$338,915
4%
2021
$5,034
2%
$324,501
2%
2019
$4,941
-21%
$317,205
-10%
2018
$6,248
28%
$353,610
15%
2017
$4,864
12%
$306,282
13%
2016
$4,332
-8%
$270,599
-5%
2015
$4,711
-1%
$285,697
1%
2014
$4,777
2%
$283,430
2%
2013
$4,689
—
$279,241
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Corcoran Premier Realty

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8104 Jailene Drive, Windermere, FL 34786 (MLS# O6437963) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 8104 Jailene Drive is currently listed for $759,000 and was received on September 01, 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.

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