Hero
Gallery 2
Gallery 3
Gallery 4
Gallery 5
Gallery 6
Gallery 7
Gallery 8
Gallery 9
Gallery 10
Gallery 11
Gallery 12
Gallery 13
Gallery 14
Gallery 15
Gallery 16
Gallery 17
Gallery 18
Gallery 19
Gallery 20
Gallery 21
Gallery 22
Gallery 23
Gallery 24
Gallery 25
Gallery 26
Gallery 27
Gallery 28
Gallery 29
Gallery 30
Gallery 31
Gallery 32
Gallery 33
Gallery 34
Gallery 35
Gallery 36
Gallery 37
Gallery 38

5909 WINDSONG OAK DRIVE LEESBURG, FL 34748

Listed by: NEXTHOME LOTT PREMIER REALTY 407-222-0495 Agent: Corey Lott 407-222-0495 Corey@NextHomeLott.com

update time: 06/18/2026 11:38:13

Virtually Staged. Lowest Price per foot in Windsong at Leesburg! Seller will put on a NEW Roof prior to closing with accepted contract! Welcome to 5909 Windsong Oak Drive NEAR the quiet culdesac in the very back of this quiet community, in the desirable Windsong at Leesburg community—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 move-in-ready 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.

US HWY 27 north to Leesburg to Windsong Oak Dr. home on left at back of community.

Property Details

Location

+

Interior Features

+

Exterior Features

+

School

+

Additional Information

+

Nearby Properties

Stellar MLS logoInformation Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website comes in part from the Stellar MLS. Listings identified with the Stellar MLS logo are not necessarily those of the website owner. If you believe any Stellar MLS listing contains material that infringes your copyrighted work, please click hereto review the Stellar MLS DMCA policy and learn how to submit a takedown request. © 2026 Stellar MLS. All rights reserved. Stellar MLS data last updated at 2026-06-18 11:38:13. For issues with IDX contact stdreamer123@gmail.com

Listing Information Disclaimer
The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of Stellar MLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither TAMPA MILRA nor Stellar MLS shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

Consumer Usage Agreement
IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Disclaimer
TEMPA MILRA is a real estate agent affiliated with Compass. Compass Florida, LLC d/b/a Compass is a licensed real estate broker and abides by equal housing opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from sources deemed reliable but is subject to errors, omissions, changes in price, condition, sale, or withdrawal without notice. No statement is made as to accuracy of any description. All measurements and square footages are approximate. This is not intended to solicit property already listed. Nothing herein shall be construed as legal, accounting or other professional advice outside the realm of real estate brokerage.

Last Updated: 2026-06-19 09:01:53 (Data is updated at least every 12 hours). Some properties which appear for sale on this website may subsequently have sold and may no longer be available.
© 2026 Stellar MLS. All rights reserved.

  • TAMPA MILRA
  • 16001 Bella Woods Dr, Tampa, FL 33647
  • 727-324-7184

Copyright@ TAMPA MILRA All rights reserved.

Contact