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Property for sale at 5909 WINDSONG OAK DRIVE, LEESBURG, FL, 34748
Property for sale at 5909 WINDSONG OAK DRIVE, LEESBURG, FL, 34748
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5909 Windsong Oak DriveLeesburg, FL, 34748

3beds
2baths
1,875sqft
Single Family Residence
Built in 2013
$258 Quarterly HOA Fee
$295,000
For sale
$289,000+$6,000 (2%)
Price per sqft
$157
Days on market
145
Listed
May 30
Last reduction
−$4,000
Oct 7, 2026
MLS #O6411614Updated Oct 7, 2026

About this property

One or more photo(s) has been virtually staged. Lowest Price per foot in Windsong at Leesburg! Welcome to 5909 Windsong Oak Drive NEAR the quiet cul-de-sac in the very back of this quiet community, in the desirable Windsong at Leesburg Subdivision—where modern comfort, convenience, and Florida living come together beautifully.

This move-in-ready home offers 1,875 square feet of thoughtfully designed living space featuring attractive stone accents, durable block-and-stucco construction, energy-efficient double-pane windows, and a spacious two-car garage.

Step through the impressive foyer and discover an open-concept floor plan highlighted by large ceramic tile flooring, abundant natural light, and spacious gathering areas perfect for entertaining or everyday living. The heart of the home is the oversized kitchen featuring rich espresso cabinetry, granite countertops, stainless steel appliances, abundant prep space, and a large dining area ideal for family dinners and holiday celebrations.

The expansive living room flows seamlessly to the large covered lanai through oversized sliding glass doors, creating the perfect indoor-outdoor lifestyle. Whether you're enjoying your morning coffee, relaxing after work, or hosting friends and family, this inviting space is designed to be enjoyed year-round.

The oversized primary suite serves as a private retreat with plenty of room for a sitting area, a huge walk-in closet, and a luxurious ensuite bath featuring dual vanities, solid-surface countertops, a soaking tub, and a separate walk-in shower. Secondary bedrooms are with comfort and privacy, while the oversized laundry room provides additional storage and functionality.

Beyond the home itself, Windsong at Leesburg offers exceptional community amenities with low HOA fees. Residents enjoy a beautiful community pool, covered seating and gathering areas, and a playground, creating the perfect setting for relaxation, recreation, and neighborhood gatherings.

Location is another standout feature. Conveniently situated near Publix, shopping, restaurants, medical facilities, and daily conveniences, everything you need is just minutes away. Outdoor enthusiasts will appreciate the close proximity to public boat ramps and the area's beautiful lakes, providing endless opportunities for boating, fishing, kayaking, and waterfront fun.

Commuters will love the easy drive to Clermont, Minneola, and surrounding Central Florida destinations, while wine enthusiasts can enjoy nearby weekends at Lakeridge Winery, one of Florida's premier wineries known for its scenic vineyards, festivals, and live entertainment.

If you've been searching for a great home in Leesburg with granite countertops, stainless steel appliances, an oversized primary suite, covered lanai, low HOA fees, community pool, playground, and convenient access to shopping, boating, and Clermont, then 5909 Windsong Oak Drive is the opportunity you've been waiting for.

Schedule your private showing today and discover why this exceptional home stands out from the competition.

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Property details

Property type
Single Family Residence
Street address
5909 Windsong Oak Drive
City
Leesburg
State
FL
ZIP code
34748
Year built
2013
New construction
No
Faces
East
Rooms
6
Living area
1,875 sqft
Total building area
2,526 sqft
Architectural style
Traditional
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 20, 2026 at 8:01 AM EDT

Price & sale history

Asking price increased by $6,000 (2.1%) since first listed.

EventPrice
Price increasedMLS #O6411614$295,000Change: +2.1%+$6,000
Listed for saleMLS #O6411614$289,000
History may be incomplete.
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Location

Property for sale at 5909 WINDSONG OAK DRIVE, LEESBURG, FL, 34748
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