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$299,000

5909 Windsong Oak Dr

Leesburg, FL
Active
3
Bedrooms
2
Bathrooms
2,526
Square Feet
0.14
Lot Size (acres)
2013
Year Built
127
Days On Market

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.

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Listing Information

Listing Updated
08/25/2026
Listed By
Corey Lott, 4072220495 · NEXTHOME LOTT PREMIER REALTY, 4072220495
MLS#
O6411614
Source
Stellar MLS
Status
Active

Facts & Features

Location

Community Information

Address
5909 Windsong Oak Dr, Leesburg, FL 34748
City
Leesburg
County
Lake
Neighborhood
WINDSONG AT LEESBURG
Zip Code
34748

Architecture

Bedrooms
3
Bathrooms
2
Year Built
2013
Style
Traditional
Construction Materials
Block
Building Area
2,526 sq. ft.
Foundation
Slab
Roof
Shingle
Levels
One
Garage
Yes
Garage Spaces
2
Parking Features
Attached

Features & Amenities

Interior Features
Walk-In Closet(s), Stone Counters
Appliances
Dishwasher, Microwave, Refrigerator, Disposal
Flooring
Carpet, Ceramic Tile
Patio and Porch
Covered, Rear Porch
Community Features
Pool, Playground, Street Lights
Cooling
Central Air
Heating
Central

Property Features

Lot Size
0.14 Acres
Lot Features
Cleared, Paved
Water
Public
Sewer
Public Sewer
Utilities
Electricity Connected, Sewer Connected

Square Footage

Total
1,875 sq. ft.

Tax & Financial Information

List Price
$299,000
Annual Taxes
$3,578
Association Fee
$258 (paid Quarterly)

Schools

52/100
Lake Success Academy
7th & Above · Grades KG–12 · 4.8 mi
City
Howey in the Hills
Students
12
Student body
50% Black · 42% White · 8% Hispanic / Latino
Free/reduced lunch
33%
Phone
(352) 742-6985

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
08/03/2026Price change$299,000
05/30/2026Listed for sale$289,000

Listed by Corey Lott · NEXTHOME LOTT PREMIER REALTY · 4072220495

Listing information 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. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Stellar MLS. All rights reserved.

Last Updated: August 25, 2026 at 9:26 PM | Source: Stellar MLS | MLS#: O6411614

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