FL

Buying and Selling a Home in Leesburg, FL

A historic downtown between Lake Harris and Lake Griffin, with no Villages bond or amenity fee.

Living in Leesburg

Leesburg FL neighborhoods give you the Central Florida lifestyle with more choices than The Villages alone. Leesburg is in Lake County, right next to The Villages, with a historic downtown that sits between Lake Harris and Lake Griffin on the Harris Chain of Lakes. Lili Whittington lives in The Villages next door and works Leesburg every week, so this isn't a town she only drives through.

Homes here include traditional neighborhoods with no age restriction, gated 55+ communities, and lakefront and acreage properties on the chain. You are also minutes from The Villages' golf, dining and recreation without living inside it.

How We Serve Leesburg

The Lili Whittington Group, with Soundings LLC, works Leesburg alongside The Villages every week. Lili has sold more than 450 homes in more than 20 years in Florida real estate, and she brings the same approach here: every listing marketed like its own brand, and every buyer matched to a home by how they want to live.

Many of our Leesburg clients are weighing it against The Villages. We know both well, so we can lay the two side by side honestly: price per square foot, monthly costs, amenities and daily life.

Leesburg Neighborhoods and Communities

The communities Lili sees most in and around Leesburg:

  • Plantation at Leesburg. A well-loved gated 55+ community, often considered by buyers who want an active-adult community outside The Villages.
  • Silver Lake Estates. A go-to for buyers who want acreage or lakefront living.
  • The Cascades, Venetian Bay and Palmora. Neighborhoods Lili works in regularly.
  • Harbor Hills. Another community Lili sells in often, near the Leesburg area.
  • Along the Harris Chain. Neighborhoods on the lakes, for buyers who want water views and boating.

Tell us what you're after and we'll narrow it to the right few. See buying a home in Leesburg.

Homes and Costs in Leesburg

Leesburg offers traditional single-family neighborhoods, gated 55+ communities, and lakefront and acreage properties. Buyers often find a lower price per square foot here than in The Villages, and homes outside The Villages don't carry its bond or amenity fee. Individual neighborhoods can have their own HOA or community fees, so we check those for every home.

Selling in Leesburg? Your buyer may be comparing your home with The Villages, and the listing should show why yours wins. See selling your home in Leesburg and what your Leesburg home is worth.

Moving to Leesburg

If you're relocating and not sure whether The Villages is for you, Leesburg is worth a day of your visit. You can live on a lake, in a traditional neighborhood, or in a 55+ community, and still be close to everything The Villages offers. Read relocating to Leesburg, downsizing in Leesburg, compare with The Villages, or talk to Lili.

Frequently Asked Questions

Why choose Leesburg instead of The Villages?

Some buyers want the same Central Florida lifestyle at a lower price per square foot, with no age restriction and more traditional neighborhoods. Others want to be near The Villages' golf, dining and recreation without living inside the 55+ community.

Are there 55+ communities in Leesburg?

Yes. Plantation at Leesburg is a gated 55+ community that many buyers consider.

Can I buy lakefront in Leesburg?

Yes. Leesburg sits on the Harris Chain of Lakes, and Silver Lake and neighborhoods along the chain offer lakefront and acreage options.

Explore more of The Villages

Ready to make your move with The Lili Whittington Group?