
5516 WINDSONG OAK DRIVE, LEESBURG, FL, 34748
Active2 days on marketListed Aug 4, 2026MLS #O6430490
Come see it
Upcoming open house
Sun, Aug 9
12:00 PM – 2:00 PM
About this home
5516 WINDSONG OAK DRIVE
Welcome to 5516 Windsong Oak Drive, an exceptionally upgraded, light & bright 3-bedroom, 2-bath home featuring a huge 3-car garage, a 0.28-acre homesite, & a cozy covered back porch, perfect for morning coffee or evening relaxation. Built in 2020 by Hanover Family Builders, this home offers a rare combination of premium finishes, thoughtful upgrades, & long-term affordability. All appliances, including the washer and dryer, plus all window treatments, are included. The community also features a pool & playground just moments from your front door. Step inside and you'll immediately appreciate the spacious feel created by the 9-foot, 3-inch ceilings, abundant natural light, upgraded porcelain tile flooring throughout the main living areas & bathrooms, designer matte black hardware and fixtures, ceiling fans, stylish lighting with dimmers, and upgraded door hardware. This is far from a cookie-cutter home—every finish has been thoughtfully enhanced. The beautifully appointed kitchen serves as the heart of the home, featuring upgraded cherry cabinetry with 42-inch upper cabinets, elegant angled crown molding, convenient triple-drawer base cabinets, quartz countertops, a Kohler Vault K-15160-CP stainless steel double-basin apron-front sink, garbage disposal, three designer pendant lights, and a microwave vented directly to the exterior. A spacious center island with a breakfast bar overlooks the family room, creating an ideal layout for entertaining. Just beyond, the covered back porch extends your living space outdoors, making gatherings with family and friends effortless. The primary suite is a true retreat, enhanced with two additional windows that fill the room with natural light. The spa-inspired bathroom features a frameless glass shower, an upgraded Kohler electric push-button rainfall shower system, a private water closet, a matching triple-drawer vanity cabinet, a ceiling fan, and custom barn doors. The impressive 8-foot by 6-foot walk-in closet has been professionally customized with built-in shelving and storage, offering exceptional organization. The oversized, insulated 3-car garage is a standout feature, boasting 11-foot ceilings, a 200-amp electrical service upgrade—perfect for EV charging, welding, or a workshop—pre-wiring for the third bay, and a keypad-entry garage door opener. Additional upgrades include a spacious laundry room with a double-basin stainless steel utility sink, an upgraded Samsung washer and dryer with steam features, a whole-house water filtration system requiring no filter changes, and a water softener. The exterior of the home has also been freshly painted, and the upgraded paver driveway and front porch add beautiful curb appeal. The value extends well beyond the upgrades. This home offers an incredible 2.7% FHA transferable interest rate—ask for details. For additional peace of mind, the air conditioning system has been fully serviced with maintenance components replaced and includes a one-year Del-Air warranty. Outdoor enthusiasts will appreciate being just moments from the community's beautiful 30-acre nature preserve, while Pear Park, located less than a quarter mile away, offers hiking trails, pickleball courts, and a dog park. Conveniently located near The Villages, you'll enjoy easy access to premier shopping, dining, golf, and entertainment. 5516 Windsong Oak Drive presents an exceptional opportunity to own a truly upgraded home in one of Lake County's most desirable communities.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,704
Sqft
0.28 ac
Lot size
3
Garage
2020
Year built
Two
Levels
$220
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$2,894 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$2,894/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+34.2%
$/sqft vs Leesburg actives
$220 vs $172
Days on market
2 vs 57 typical
Where $220/sqft sits among the 400 Leesburg actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Leesburg
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Leesburg. See the full Leesburg guide →
LEESBURG 34748 — neighborhood snapshot
Population
45,960
Median age
60.4
Median income
$53,768
Median home value
$226,200
Avg household
2.14
Households w/ children
3,516
For the school run
Lake County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Leesburg market
$269K → $290K
Leesburg median sold, yr/yr
96.1%
Sale-to-list ratio (12 mo)
206 of 400
Leesburg actives have cut their price
Median sold price, Leesburg, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 34% above the LEESBURG 34748 median. See the full Leesburg market guide →
Paper trail
This home's history
Reality check
What actually sold near 5516 WINDSONG OAK DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Oct ’25$339,400
5515 WINDSONG OAK DR · same community
4 bd · 2 ba · 1,749 sqft · $194/sqft · 108 DOM
Sold · Jul ’26$305,000
26016 SINGING LARK COURT · same community
4 bd · 2 ba · 1,868 sqft · $163/sqft · 155 DOM
Sold · Jul ’26$380,000
5712 BRISTLELEAF COURT · same community
4 bd · 2.5 ba · 2,600 sqft · $146/sqft · 117 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 5516 WINDSONG OAK DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5516 WINDSONG OAK DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
5516 WINDSONG OAK DRIVE FAQs
What would the monthly payment be for 5516 WINDSONG OAK DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,894/mo — principal and interest, the actual property-tax bill, the $88/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 5516 WINDSONG OAK DRIVE?+
The association fee works out to $88 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 5516 WINDSONG OAK DRIVE?+
The most recent tax bill on record (2025) was $3,272. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 5516 WINDSONG OAK DRIVE?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Leesburg?+
At $375,000, this home is listed about 25% above the Leesburg median of $299,000. The market section on this page shows how the area is trending.
Which schools are assigned to 5516 WINDSONG OAK DRIVE?+
Oak Park Middle School (middle), Leesburg Elementary School (elementary), Leesburg High School (high) — Lake County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$375,000 runs 34% above the LEESBURG 34748 median.
02Trees/Woods views
The trees/woods view is part of what you're buying — views hold value independently of the structure.
03Fresh on the market
Only 2 days on market in a Leesburg market that averages 57 — if it fits, move quickly.
Keep looking
Similar homes nearby
Listing courtesy of LOKATION · Gregory Buckley. MLS #O6430490.
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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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