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.
For sale
$759,000
8104 JAILENE DRIVE, WINDERMERE, FL 34786
4beds
2,886sqft
Single Family Residence
Built in 2012
6,000 Square Feet Lot
$-- Zestimate®
$263/sqft
$81/mo HOA
What's special
Screened poolButler pantryFresh interior paintTopazio white granite countertopsPrivacy and outdoor livingOpen light-filled floor planWasher and dryer
- 6 days
- 997
- 69
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Jay Martin 407-496-8613,
CORCORAN PREMIER REALTY 407-965-1155
Source: Stellar MLS,MLS#: O6437963
Originating MLS: Orlando Regional

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 208 Square Feet
- Dimensions: 16x13
Bonus room
- Features: Built-in Closet
- Level: Second
- Area: 361 Square Feet
- Dimensions: 19x19
Kitchen
- Level: First
- Area: 216 Square Feet
- Dimensions: 18x12
Living room
- Level: First
- Area: 247 Square Feet
- Dimensions: 19x13
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Microwave, Range, Refrigerator
- Laundry: Inside
Features
- Ceiling Fan(s)
- Flooring: Carpet, Ceramic Tile, Hardwood
- Has fireplace: No
Interior area
- Total structure area: 3,629
- Total interior livable area: 2,886 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Deck, Patio, Porch
- Exterior features: Irrigation System, Lighting, Private Entrance, Sidewalk
- Has private pool: Yes
- Pool features: Gunite
Lot
- Size: 6,000 Square Feet
- Dimensions: 50 x 120
- Residential vegetation: Trees/Landscaped
Details
- Parcel number: 352327476600430
- Zoning: P-D
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 2012
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available
Community & HOA
Community
- Features: Deed Restrictions, Pool
- Security: Security System Owned, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: LAKE SAWYER SOUTH PH 05
HOA
- Has HOA: Yes
- HOA fee: $81 monthly
- HOA name: Tiffany Castille
Location
- Region: Windermere
Financial & listing details
- Price per square foot: $263/sqft
- Tax assessed value: $619,928
- Annual tax amount: $5,884
- Date on market: 9/1/2026
- Cumulative days on market: 7 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Asphalt
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/1/2026 | Listed for sale | $759,000+87.4%$263/sqft |
Source: | ||
| 3/23/2018 | Sold | $405,000-3.8%$140/sqft |
Source: Public Record Report a problem | ||
| 2/3/2018 | Price change | $420,900-0.9%$146/sqft |
Source: OFFERPAD BROKERAGE #T2916132 Report a problem | ||
| 1/13/2018 | Price change | $424,900-0.7%$147/sqft |
Source: OFFERPAD BROKERAGE #T2916132 Report a problem | ||
| 12/14/2017 | Price change | $427,900-0.5%$148/sqft |
Source: OFFERPAD BROKERAGE #T2916132 Report a problem | ||
| 11/30/2017 | Listed for sale | $429,900+5.6%$149/sqft |
Source: OFFERPAD BROKERAGE #T2916132 Report a problem | ||
| 11/17/2017 | Sold | $407,000+6.3%$141/sqft |
Source: Public Record Report a problem | ||
| 8/3/2015 | Sold | $383,000-1.5%$133/sqft |
Source: Public Record Report a problem | ||
| 6/7/2015 | Price change | $389,000-1%$135/sqft |
Source: RE/MAX Magic #O5346302 Report a problem | ||
| 5/25/2015 | Price change | $393,000-3%$136/sqft |
Source: RE/MAX Magic #O5346302 Report a problem | ||
| 5/5/2015 | Price change | $405,000-4.7%$140/sqft |
Source: RE/MAX Magic #O5346302 Report a problem | ||
| 4/16/2015 | Listed for sale | $425,000-2.3%$147/sqft |
Source: RE/MAX Magic #O5346302 Report a problem | ||
| 3/12/2015 | Listing removed | $435,000$151/sqft |
Source: RE/MAX Marketplace Ii #O5346302 Report a problem | ||
| 2/12/2015 | Listed for sale | $435,000+20.8%$151/sqft |
Source: RE/MAX GATEWAY #O5346302 Report a problem | ||
| 10/30/2012 | Sold | $360,200$125/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $5,600 +7.5% | $359,554 +3% |
| 2023 | $5,207 +2.5% | $349,082 +3% |
| 2022 | $5,082 +1% | $338,915 +3% |
| 2021 | $5,035 +0.8% | $329,044 +1.4% |
| 2020 | $4,996 +1.1% | $324,501 +2.3% |
| 2019 | $4,941 -20.9% | $317,205 -10.3% |
| 2018 | $6,248 | $353,610 +1.9% |
| 2017 | $6,248 +28.5% | $346,883 +12.3% |
| 2016 | $4,864 +12.3% | $308,802 +4.5% |
| 2015 | $4,332 -9.3% | $295,421 +0.5% |
| 2014 | $4,777 +1.9% | $293,958 +5.3% |
| 2013 | $4,689 +327.7% | $279,241 +458.5% |
| 2012 | $1,096 +115.6% | $50,000 +75.4% |
| 2011 | $508 | $28,500 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 34786
Nearby schools
Schools provided by the listing agent
- Elementary: Sunset Park Elem
- Middle: Bridgewater Middle
- High: West Orange High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.





