Windsong/Leesburg
Homes for Sale in Leesburg, FL

All 626 homes for sale in Leesburg, FL · median $285,000 · 457 homes for sale in 34748 · Lake County homes for sale

Community in Leesburg · Lake County · ZIP 34748
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Built fromLive Stellar MLS data12 years of closingsUpdated twice daily

As of September 2026, the MLS records 4 closed sales in Windsong/Leesburg Ph 2 in Leesburg, FL since 2014, the most recent in August 2026. Across Leesburg as a whole, 836 homes closed in the last 12 months at a median of $282,000, 71 median days on market, with 305 homes for sale today. At that median and Lake County's FY2025-26 rate of 16.65 mills, annual property tax runs about $4,690 ($4,020 with the full homestead exemption).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

Windsong in Leesburg does not have enough active MLS data behind it right now to support a stats-driven read — no price, no days-on-market, no listing volume worth quoting. What we can say is that current listings show no community amenities documented in the MLS record, which itself is a data point: this is a name on a plat, not a marketed lifestyle community.

For a buyer or seller, that means pricing here will be set almost entirely by the individual home — lot, condition, square footage, upgrades — rather than by a community identity or shared amenity package. Treat any conversation about value as a house-by-house conversation, not a neighborhood-average one.

Nearby homes for sale

No active listings inside Windsong/Leesburg Ph 2 right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.

5605 WINDSONG OAK DRIVE
$330K · 0.1 mi away
4 bd · 3 ba · 2,236 sqft
5605 WINDSONG OAK DRIVE
Listed by OPENDOOR BROKERAGE LLC
5909 WINDSONG OAK DRIVE
$299K · 0.2 mi away
3 bd · 2 ba · 1,875 sqft
5909 WINDSONG OAK DRIVE
Listed by NEXTHOME LOTT PREMIER REALTY
26209 NEWCOMBE CIRCLE
$249K · 0.2 mi away
2 bd · 2 ba · 1,514 sqft
26209 NEWCOMBE CIRCLE
Listed by COLDWELL BANKER VANGUARD EDGE
5516 WINDSONG OAK DRIVE
$315K · 0.2 mi away
3 bd · 2 ba · 1,704 sqft
5516 WINDSONG OAK DRIVE
Listed by LOKATION
26245 NEWCOMBE CIRCLE
$360K · 0.2 mi away
3 bd · 2.5 ba · 2,377 sqft
26245 NEWCOMBE CIRCLE
Listed by GLOVEN REALTY
26180 FEATHERGRASS CIRCLE
$285K · 0.2 mi away
3 bd · 2 ba · 1,432 sqft
26180 FEATHERGRASS CIRCLE
Listed by COLDWELL BANKER REALTY

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Windsong/Leesburg Ph 2 sits in Leesburg, Lake County, with no community amenities currently identified in the MLS feed, meaning this is a straightforward residential subdivision rather than an amenity-anchored one.

Stellar MLS sales records identify 7 homes in Windsong/Leesburg that have changed hands since 2014, built between 2006 and 2023 (median 2008), with a median living area of about 1,555 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

County records show 10 qualified sales in Windsong/Leesburg across 2024–2025 (6 in 2024, 4 in 2025), median $335,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Best for

  • A buyer prioritizing the house itself over community features or a clubhouse
  • Someone comfortable pricing a property from individual comps rather than community-wide trends
  • A buyer targeting Leesburg specifically who is flexible on amenity access

Probably not for

  • Anyone who wants an HOA-run pool, gate, or clubhouse as part of the purchase
  • A buyer who needs a deep resale-history data set before making an offer
  • Someone shopping by community reputation rather than the specific home and lot

The market around Windsong/Leesburg

Windsong/Leesburg is too small for its own price trend, so here is the market around it.

In ZIP 34748, 583 homes are on the market and 18% are under contract — a slower corner of Leesburg.

Across Lake County, 3,179 homes are active and 1,077 pending (25% under contract).

In ZIP 34748 (Leesburg), 1,072 homes closed in the last 12 months at a median of $290K ($161/sq ft), down 2.6% year over year, with a median 70 days on market. Right now 240 active and 63 pending listings put supply at about 5.0 months — a buyer's market. See the live ZIP 34748 housing market and the Lake County market.

ZIP and county figures describe the wider market, not Windsong/Leesburg specifically. Momentum Research analysis of MLS records.

If we were buying in Windsong/Leesburg today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Windsong/Leesburg.

Best Buy
Buyers focused on a specific house and lot rather than a shared amenity package.
Biggest Risk
Very limited current MLS data means value has to be built from scratch on each listing.
Sweet Spot
Someone who has already ruled out amenity-driven communities and wants a plain residential lot in Leesburg.
Avoid If
You are shopping specifically for community amenities or an established resale track record to anchor your offer.

A subdivision without a marketed identity

Some Leesburg communities lean on a clubhouse, a gate, or a pool to shape how they show and sell. Windsong Ph 2 does not currently carry any of that in the record — no amenities are listed against active MLS inventory. That is not a flaw, just a fact worth knowing before you tour: what you are buying here is the house and the lot, not a package of shared features.

Because there is not enough current listing data to characterize typical pricing, condition spread, or turnover here, the honest move is to treat every listing in Windsong on its own terms. Pull comps from the immediate streets, not the community name, and expect the usual Lake County range of build years and update levels rather than a uniform look.

“

The location and the amenities are priced into every listing in Windsong/Leesburg. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a community this thin on public market data, the value of an agent shifts from reciting stats to doing the legwork — pulling actual recent closings on the street, checking permit history, and walking the lot before you commit to a number. That is the work we do here rather than leaning on a community narrative that does not exist yet in the data.

Windsong/Leesburg in 15 seconds.

Best forBuyers focused on a specific house and lot rather than a shared amenity package.
Biggest advantagePricing here is driven by the individual property, not community-wide comps or fees.
Biggest riskVery limited current MLS data means value has to be built from scratch on each listing.
Sweet spotSomeone who has already ruled out amenity-driven communities and wants a plain residential lot in Leesburg.
Avoid ifYou are shopping specifically for community amenities or an established resale track record to anchor your offer.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Windsong/Leesburg homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Windsong/Leesburg.
In short
  • HOA status not on record. Verify any dues before you offer
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Windsong/Leesburg sales matched to your home.

What is your Windsong/Leesburg home worth?

Get a no-obligation home value based on real comparable sales in Windsong/Leesburg, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

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Real comps, not an automated estimate.
A buyer prioritizing the house itself over community features or a clubhouseExcellent fit
Someone comfortable pricing a property from individual comps rather than community-wide trendsExcellent fit
A buyer targeting Leesburg specifically who is flexible on amenity accessExcellent fit
Anyone who wants an HOA-run pool, gate, or clubhouse as part of the purchaseProbably not
A buyer who needs a deep resale-history data set before making an offerProbably not
Someone shopping by community reputation rather than the specific home and lotProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2014 (4 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

Own a home here?

You just read the data. Now see what your home is worth.

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.

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Common questions about Windsong/Leesburg

Where is Windsong/Leesburg?

Windsong/Leesburg is a community in Leesburg, Lake County, Florida, ZIP 34748.

Are there homes for sale in Windsong/Leesburg right now?

No active listings inside Windsong/Leesburg at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Windsong/Leesburg have an HOA or CDD?

No HOA is on record for Windsong/Leesburg in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

More Leesburg & Lake County guides

Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Lake County or the full Neighborhood Finder.

Nearby Communities

Explore more neighborhoods near Windsong/Leesburg with Momentum Realty’s local guides.

Windsong At Leesburg0.0 mi away · median $339K, 7 sales/12 moHighland Lakes0.6 mi away · median $248K, 43 sales/12 moPlantation At Leesburg Greentree0.8 mi away · median $232K, 6 sales/12 moPAPlantation At Leesburg Greentree Village0.8 mi awayPlantation At Leesburg Magnolia Point0.9 mi away · 89 homes, built 1974–97, 1 for sale

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