To schedule a showing of 5909 Windsong Oak Drive, Leesburg, Florida, Call David Shippey at 863-521-4517 TODAY!

$315,000 Increase +$26,000
5909 Windsong Oak Drive
Leesburg, FL 34748
  • 3Beds
  • 2.00Total Baths
  • 2 Full, 0 HalfBaths
  • 1,875SqFt
  • 2013Year Built
  • 0.14Acres
  • MLS# O6411614
  • Residential
  • SingleFamilyResidence
  • Active


Overview

One or more photo(s) has been 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 communitywhere 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.



Agriculture / Farm

Association Fees / Info

Community Features:  CommunityMailbox, Playground, Pool, StreetLights, Sidewalks

Pets Allowed:  Yes

Hoa Frequency Rate:  258

Association:  Yes

Hoa Fees Frequency:  Quarterly

Association Fee Includes:  Pools

Bathroom Info

Total Baths:  2.00

Fullbaths:  2

Building Info

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Traditional

Pool Features:  Community

Patio:  RearPorch, Covered

Exterior Features:  SprinklerIrrigation

Fees / Restrictions

Financial

Original Price:  $289,000

Garage / Parking

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Green Indoor Air Quality:  Ventilation

Interior Features

Floors:  Carpet, CeramicTile

Levels:  One

Laundry Features:  Inside, LaundryRoom

Interior Features:  BuiltInFeatures, StoneCounters, SplitBedrooms, WalkInClosets, WoodCabinets

Appliances:  Dishwasher, Disposal, Microwave, Refrigerator

Lot Info

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

Lot Size Units:  Acres

Lot Size Acres:  0.14

Lot Sqft:  6,226

Lot Desc:  Cleared, DeadEnd, Landscaped

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  24

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block

Stories:  1

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  6

Sqft Info

Sqft:  1,875

Bulding Area Sqft:  2,526

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  85

Tax Legal Description:  WINDSONG AT LEESBURG PB 57 PG 36-39 LOT 85 ORB 5709 PG 1474

Tax Block:  00

Tax Annual Amount:  3578

Tax Book Number:  1474

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir

Cooling:  Yes

Heating:  Yes

Utilities:  ElectricityConnected, HighSpeedInternetAvailable, SewerConnected

Waterfront / Water

Schools

Elem:  Leesburg Elementary

Middle:  Oak Park Middle

High:  Leesburg High

Directions

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

This listing courtesy of Nexthome Lott Premier Realty 

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Price & Status History (on davidshippey.com since Sat, May 30th 2026)
  • Original Price: $289,000
  • Current Price: $315,000
  • Price Increased: $26,000
Date ChangedFromTo
06/02/2026$289,000 $315,000 Increase by $26,000

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If you have any questions on 5909 Windsong Oak Drive, Leesburg, Florida, please call David Shippey at 863-521-4517.


MLS# O6411614 located at 5909 Windsong Oak Drive, Leesburg, Florida is brought to you by David Shippey REALTOR®

5909 Windsong Oak Drive, Leesburg, Florida has 3 Beds, 2 Full Bath, and 0 Half Bath.
The MLS Number for 5909 Windsong Oak Drive, Leesburg, Florida is O6411614.
The price for 5909 Windsong Oak Drive, Leesburg, Florida is $315,000.
The status of 5909 Windsong Oak Drive, Leesburg, Florida is Active.
The subdivision of 5909 Windsong Oak Drive, Leesburg, Florida is Windsong At Leesburg.
The home located at 5909 Windsong Oak Drive, Leesburg, Florida was built in 2026.