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$375,000 Just Listed
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Property Description
Welcome to 5516 Windsong Oak Drive, an exceptionally upgraded, light & bright 3-bedroom, 2-bath home featuring a huge 3-car garage, a 0.28-acre homesite, & a cozy covered back porch, perfect for morning coffee or evening relaxation. Built in 2020 by Hanover Family Builders, this home offers a rare combination of premium finishes, thoughtful upgrades, & long-term affordability. All appliances, including the washer and dryer, plus all window treatments, are included. The community also features a pool & playground just moments from your front door. Step inside and you'll immediately appreciate the spacious feel created by the 9-foot, 3-inch ceilings, abundant natural light, upgraded porcelain tile flooring throughout the main living areas & bathrooms, designer matte black hardware and fixtures, ceiling fans, stylish lighting with dimmers, and upgraded door hardware. This is far from a cookie-cutter home-every finish has been thoughtfully enhanced. The beautifully appointed kitchen serves as the heart of the home, featuring upgraded cherry cabinetry with 42-inch upper cabinets, elegant angled crown molding, convenient triple-drawer base cabinets, quartz countertops, a Kohler Vault K-15160-CP stainless steel double-basin apron-front sink, garbage disposal, three designer pendant lights, and a microwave vented directly to the exterior. A spacious center island with a breakfast bar overlooks the family room, creating an ideal layout for entertaining. Just beyond, the covered back porch extends your living space outdoors, making gatherings with family and friends effortless. The primary suite is a true retreat, enhanced with two additional windows that fill the room with natural light. The spa-inspired bathroom features a frameless glass shower, an upgraded Kohler electric push-button rainfall shower system, a private water closet, a matching triple-drawer vanity cabinet, a ceiling fan, and custom barn doors. The impressive 8-foot by 6-foot walk-in closet has been professionally customized with built-in shelving and storage, offering exceptional organization. The oversized, insulated 3-car garage is a standout feature, boasting 11-foot ceilings, a 200-amp electrical service upgrade-perfect for EV charging, welding, or a workshop-pre-wiring for the third bay, and a keypad-entry garage door opener. Additional upgrades include a spacious laundry room with a double-basin stainless steel utility sink, an upgraded Samsung washer and dryer with steam features, a whole-house water filtration system requiring no filter changes, and a water softener. The exterior of the home has also been freshly painted, and the upgraded paver driveway and front porch add beautiful curb appeal. The value extends well beyond the upgrades. This home offers an incredible 2.7% FHA transferable interest rate-ask for details. For additional peace of mind, the air conditioning system has been fully serviced with maintenance components replaced and includes a one-year Del-Air warranty. Outdoor enthusiasts will appreciate being just moments from the community's beautiful 30-acre nature preserve, while Pear Park, located less than a quarter mile away, offers hiking trails, pickleball courts, and a dog park. Conveniently located near The Villages, you'll enjoy easy access to premier shopping, dining, golf, and entertainment. 5516 Windsong Oak Drive presents an exceptional opportunity to own a truly upgraded home in one of Lake County's most desirable communities.
Full Property Details
Full Property Details for 5516 Windsong Oak Dr
General
- Price: $375,000
- HOA FEE: $88/month
- HOA FEE FREQ.: Quarterly
- Taxes: $3,272 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6430490
- Updated: 8/5/2026
- Added to Site: 3 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 12
- Interior Features: Ceiling Fan(s), Kitchen and Family Room Combination, Open Floorplan, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
- Appliances: Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Filtration System, Water Softener
- Furnishings: Negotiable
- Flooring: Carpet, Porcelain Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Shared Amenities: Playground, Pool
Exterior
- Exterior Features: Irrigation System, Sliding Doors
- Deck/Patio: Rear Porch
- Porch/Patio/Deck: Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Driveway, Garage Door Opener
Location
- Area: 34748 - Leesburg
- County: Lake
- Development Name: 34748 - Leesburg
- Subdivision: WINDSONG AT LEESBURG
- Driving Directions: From the Turnpike & US-27, take 27 N. Turn right onto Windsong Oak Dr, home will be on the right.
- Direction Faces: North
Community
- Community Name: 34748 - Leesburg
- Community Features: Community Mailbox, Deed Restrictions, Playground, Pool, Sidewalks
- Optional Amenities: Playground, Pool
- Association: Yes
- Assoc. Name: .
- Pet Restrictions: Buyer and buyer's agent are responsible for independently verifying all pet restrictions, and any other applicable community rules and regulations prior to purchase. I can help if requested.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Windows: Blinds, Double Pane Windows, Low-Emissivity Windows
- Stories/Levels: Two
- Square Feet: 1,704
- Sq. Ft. Source: Builder
- Year Built: 2020
Lot Features
- Property View: Trees/Woods
- Lot Size (Acres): 0.28
- Lot Size (Sq. Ft.): 12,092
- Lot Size: 12092
- Lot Dimensions: 100' x 117'
- Frontage: Street Paved
- Street/Road Desc.: Paved
Financial Considerations
- Association Fee: $265
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $3,272.03
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WINDSONG AT LEESBURG PB 57 PG 36-39 LOT 17 ORB 5553 PG 2086
- Flood Zone Info: X
- APN: 242024230000001700
- Property ID: 242024230000001700
Listed by Lokation
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Schools
Schools serving 5516 Windsong Oak Dr
School District:Lake County School District
| Name | Grades | Distance |
|---|---|---|
Leesburg Elementary School 2229 South Street, Leesburg, FL 34748 | PK-5 | 5.7 mi |
Oak Park Middle School 2101 South Street, Leesburg, FL 34748 | 6-8 | 5.8 mi |
Leesburg High School 1401 Yellow Jacket Way, Leesburg, FL 34748 | 9-12 | 6 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 5516 Windsong Oak Dr
Date
Details
Price
Change
Source
8/04/2026
Listed
$375,000
43.72%
MLS
9/24/2020
Sold
$260,915
—
Public Record
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
Tax History for 5516 Windsong Oak Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,272
3%
$242,240
3%
2024
$3,191
—
$235,420
3%
2024
$3,191
4%
$228,790
3%
2023
$3,056
5%
$222,130
6%
2021
$2,923
-4%
$209,385
-3%
2022
$3,037
4%
$215,660
419%
2021
$2,923
673%
$41,580
133%
2019
$378
29%
$17,820
10%
2018
$293
—
$16,200
—
2017
$294
-1%
$16,200
—
2016
$298
3%
$16,200
—
2015
$289
5%
$16,200
—
2014
$276
24%
$16,200
33%
2013
$223
—
$12,150
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5516 Windsong Oak Dr
5516 Windsong Oak Drive, Leesburg, FL 34748 (MLS# O6430490) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5516 Windsong Oak Drive is currently listed for $375,000 and was received on August 04, 2026. Want to learn more about 5516 Windsong Oak Drive? Do you have questions about finding other Single Family real estate for sale in Leesburg? You can browse all Leesburg real estate or contact a Coldwell Banker agent to request more information.

