5909 Windsong Oak Drive, FL

$289,000

5909 Windsong Oak Drive

Leesburg, FL 34748

Active
3
Beds
2
Baths
1,875
Sq Ft
0.14
Acres
2013
Built
$154/sqft
🏠Single Family Residence

Property type

🏗️2013

Year built

📐6,226 sqft

Lot size

📊$154

Price / sq ft

🏘️$86/mo

HOA dues

📅3

Days on market

🚗2

Garage spaces

🌊X

Flood zone

About this home

One or more photo(s) has been virtually staged. 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.

Estimated monthly payment

Principal & interest$1,461
Property taxes$298
Home insurance (est.)$132
HOA dues$86

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history3 days on market

  1. Status: Active
    May 30, 2026
  2. Listed$289,000
    May 30, 2026
  3. Price increased$289,000

Virtual Tour

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
3
Subdivision
Windsong At Leesburg
County
Lake
Year built
2013
Living area
1,875 sq ft
Price/sq ft
$154
Building area
2,526 sq ft (Public Records)
Lot size
6,226 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12069C0480E)
Garage
2 spaces
Annual taxes
$3,578 (2025)
Parcel #
24-20-24-2300-000-08500
Zoning
RES
MLS #
O6411614

Interior Details

Bedrooms
3
Full bathrooms
2
Flooring
Carpet, Ceramic Tile
Appliances
Dishwasher, Disposal, Microwave, Refrigerator
Interior features
Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
Laundry
Inside, Laundry Room
Stories / Levels
One
Direction faces
East

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

HOA fee
$258 / Quarterly
Monthly HOA
$86/mo
Total monthly fees
$86/mo
Total annual fees
$1,032
HOA name
Dave Ellis
CDD
No
Homestead exemption
Yes
Min lease term
7 Months
Listing terms
Cash, Conventional, FHA, USDA Loan, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
See HOA Bylaws

Exterior & Construction

Exterior features
Sidewalk, Sliding Doors
Construction materials
Block
Roof
Shingle
Foundation
Slab
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
BB/HS Internet Available, Electricity Connected, Sewer Connected

Community

Pets allowed
Yes

Schools

ElementaryCLeesburg ElementaryGreatSchools ↗
MiddleOak Park MiddleGreatSchools ↗
High SchoolCLeesburg HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Primary BedroomFirst17x13
KitchenFirst12x10
DinetteFirst10x12
Bedroom 2First12x11
Bedroom 3First12x10
Living RoomFirst20x13

Listing Details

Listing date
2026-05-30
On market date
2026-05-30
Original list price
$289,000
Occupant type
Vacant
MLS area
34748 - Leesburg
Listing AOR
Orlando Regional
Status changed
2026-05-30
Tax legal description
WINDSONG AT LEESBURG PB 57 PG 36-39 LOT 85 ORB 5709 PG 1474

Flood risk

Minimal riskFEMA Zone XPanel 12069C0480E

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

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

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

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.

Based on information submitted to the MLS GRID as of June 2, 2026 at 6:51 AM ET. All data is obtained from various sources and may not have been verified by 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.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA