For Sale
3D Tour3D Tour
Single family home for sale at 5909 Windsong Oak Dr, Leesburg, FL 34748 | MLS# O6411614 | Listing updated on 2026-10-07
Photo 1 of Single family home for sale at 5909 Windsong Oak Dr, Leesburg, FL 34748 | MLS# O6411614 | Listing updated on 2026-10-07
Photo 2 of Single family home for sale at 5909 Windsong Oak Dr, Leesburg, FL 34748 | MLS# O6411614 | Listing updated on 2026-10-07
Photo 3 of Single family home for sale at 5909 Windsong Oak Dr, Leesburg, FL 34748 | MLS# O6411614 | Listing updated on 2026-10-07
Photo 4 of Single family home for sale at 5909 Windsong Oak Dr, Leesburg, FL 34748 | MLS# O6411614 | Listing updated on 2026-10-07
35+
Beds Icon

Virtual Tour

Beds Icon

Street View

$295,000

Monthly Est:$1,468

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,875sqft

5909 Windsong Oak Dr, Leesburg, FL 34748

$1,468/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 2013

  • $86/mo HOA

  • 6,226 sqft lot

  • $157/sq.ft

Description

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 floor
ing, 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.

  • Houzeo last checked: 9 minutes ago
  • Listing updated: October 7, 2026 at 2:01 pm
  • Listing Provided by: Corey Lott (407) 222-0495 | NEXTHOME LOTT PREMIER REALTY (407) 222-0495
  • Source: Stellar MLS-FL | MLS#: O6411614 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Lake County

  • City

    Leesburg

  • Neighborhood

    --

  • Year Built

    2013

  • HOA Fees

    $86/mo

  • Finished Area

    1,875 sqft

  • Lot Size

    6,226 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6411614

  • MLS Status

    Active

  • Days on Market

    133

  • Cumulative Days on Market

    130

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

HOA Management

Dave Ellis

HOA Fees

$258/ Quarterly

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Pool Pool

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

  • Primary Bedroom

    Level: First

    Area: 221.00 Square Feet

    Dimensions: 17x13

  • Kitchen

    Level: First

    Area: 120.00 Square Feet

    Dimensions: 12x10

  • Dinette

    Level: First

    Area: 120.00 Square Feet

    Dimensions: 10x12

  • Bedroom 2

    Level: First

    Area: 132.00 Square Feet

    Dimensions: 12x11

  • Bedroom 3

    Level: First

    Area: 120.00 Square Feet

    Dimensions: 12x10

  • Living Room

    Level: First

    Area: 260.00 Square Feet

    Dimensions: 20x13

Interior

  • Appliances

    Dishwasher, Disposal, Microwave, Refrigerator

  • Sewer

    Public Sewer

  • Interior Features

    Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk In Closet(s)

  • Flooring

    Carpet, Ceramic Tile

  • Cooling

    Central Air

  • Heating

    Central

  • Exterior Features

    Sidewalk

Construction

  • Year Built

    Year Built: 2013

  • Home type

    Single Family Residence

  • Foundation Details

    Slab

  • Roof

    Shingle

  • Construction Materials

    Block

  • Architectural Style

    Traditional

Utilities & Energy

  • Utilities

    Bb/hs Internet Available, Electricity Connected, Sewer Connected

  • Laundry Features

    Inside, Laundry Room

  • Water Source

    Public

Other Features

  • Lot Features

    Cleared, Sidewalk, Street Dead End, Paved

  • Community Features

    Community Mailbox, Playground, Pool, Street Lights

  • Vegetation

    Mature Landscaping

  • Subdivision Name

    Windsong At Leesburg

  • Patio And Porch Features

    Covered, Rear Porch

Price History

DateEventPrice

08/03/2026

Source: mls_logoStellar MLS-FL #MFRO6411614

Price Decreased

$299,000 -0.33%

$159/sqft

06/26/2026

Source: mls_logoStellar MLS-FL #MFRO6411614

Price Decreased

$300,000 -1.64%

$160/sqft

06/18/2026

Source: mls_logoStellar MLS-FL #MFRO6411614

Price Decreased

$305,000 -3.17%

$163/sqft

06/02/2026

Source: mls_logoStellar MLS-FL #MFRO6411614

Price Increased

$315,000 +6.78%

$168/sqft

05/30/2026

Source: mls_logoStellar MLS-FL #MFRO6411614

Listed for Sale

$295,000 +2.08%

$157/sqft

Show more

Nearby Homes

Based on information from Stellar MLS® through Oct 11, 2026, 05:45AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

Advertising Broker: Fred McGill | Simple Showing, Inc