State Road 44 in Leesburg, Florida, with the water tower
Photo: DanTD, CC BY-SA 4.0, via Wikimedia Commons

Leesburg has the cheapest asking price per square foot of any town in this series, lower household incomes than Tavares or Mount Dora, and it has grown fast since 2019. Those look like contradictions until you notice that more than half of what sells here is age-restricted, which is where this page starts.

$271,250
Median Sale Price
September 2026, 94 closed sales
28,461
Population
U.S. Census ACS 2023, up 25.5% since 2019
619
Active Listings
Active residential listings in the city, October 23, 2026
24.8 min
Mean Commute
Against 26.0 minutes from Tavares

Half of Leesburg Is Age-Restricted, and That Changes Everything

Half of what is for sale in Leesburg is in an age-restricted community. Those homes and the rest of the market price and sell differently, so the citywide median sits between them and describes neither.

Closed, Sep 2025 to Aug 2026Median pricePer sq ftDays to contractSales
55-plus communities$253,750$15371694
Everything else$300,000$17456575

An age-restricted home here runs about $46,250 less and takes about 15 more days to go under contract. The age-restricted half is also the larger half of what actually sells.

This one fact explains almost every number on this page. It is why Leesburg has the cheapest asking price per square foot of any town in this series and why the median household income looks so low. A 55-plus community is cheaper per foot because the product is smaller and simpler, it sells slower because the buyer pool is narrower, and the households in it are on retirement income rather than wages. None of that means the town is struggling. It means you are looking at two markets stacked on top of each other, and which one you are shopping decides everything about your price, your timeline and your negotiating position.

Who Leesburg Fits, and Who It Doesn't

Strong fit: buyers over 55 who want the widest choice of age-restricted communities in the four counties, which is genuinely what Leesburg offers; anyone paying cash from a home sale elsewhere, because sale prices here run lower than in Tavares or Mount Dora; buyers who want lake access and space without Clermont or Mount Dora pricing; investors who understand that a slower market means more room to negotiate.

Weaker fit: buyers under 55, who should know that half the listings they see online are not available to them and should filter accordingly before falling for a floor plan; anyone who needs to resell quickly, because the age-restricted half of this market takes longer to sell than the rest; families wanting a busy school-age community, since a larger share of what sells here is age-restricted than in Tavares or Mount Dora; anyone commuting to Orlando daily.

Still deciding between towns? We pulled the closed sales around a $300,000 budget and put Leesburg side by side with its neighbors: what $300,000 actually buys in each. Square footage, bedrooms, year built, and how many came with a pool.

Where Is Leesburg, and What Makes It Different?

Leesburg sits on the Harris Chain of Lakes in central Lake County, with US-27 and the turnpike running past it toward Clermont and Orlando. It has grown faster since 2019 than most towns in this series, and that growth has been heavily weighted toward age-restricted communities on the edges of town. The mean commute is 24.8 minutes, shorter than in Apopka or Ocoee, both closer to Orlando; it counts only residents who work, and with a large share of residents here retired, many households have no commute at all.

Leesburg Housing Market Snapshot (2026)

Over the last twelve months 1,251 homes sold in Leesburg at a median of $274,990, down 3.5% against the twelve months before. Per square foot, which strips out any change in the size of what sold, the figure fell 3.6%. In September 2026, 94 homes closed at a median of $271,250 and the typical one went under contract in 59 days. One month is too small a sample to read a direction from, which is why the twelve-month figure leads here. There are 619 active residential listings as of October 23, 2026, with a median asking price of $284,900, or $165 per square foot.

Wondering whether it is a buyer's or seller's market around Leesburg? We publish that answer for Lake County as a whole, from current MLS data: Is Lake County a buyer's or seller's market?

New Construction and Resale Are Not the Same Market

Every price figure quoted for Leesburg mixes brand new homes with existing ones. Split apart, the last twelve months looked like this.

What soldMedian, prior 12 monthsMedian, last 12 monthsChangeSales
New construction$350,000$335,110-4.2%102
Existing homes (resale)$270,000$263,381-2.5%1149
All sales combined$285,000$274,990-3.5%1251

Both halves moved the same way here, so the combined figure is a fair summary of Leesburg, which is not true everywhere.

Best Neighborhoods in Leesburg, FL: Communities to Know

Leesburg is organised more by age restriction than by geography. The practical first question is not which side of town, it is whether a community is 55-plus.

  • The 55-plus communities, half the market, generally cheaper per square foot, smaller and simpler product, and a narrower buyer pool when it comes time to sell
  • The lakefront and Lake Harris side, where the water access is, and where the general-market pricing runs highest
  • The historic downtown, the older core, small and walkable in a way the newer parts of town are not
  • The US-27 and turnpike corridor, newer general-market construction and the shortest run south toward Clermont

If you are under 55, filter for it before you shop, or you will spend a weekend touring homes you cannot buy.

Leesburg vs. Tavares vs. Mount Dora: The Honest Comparison

 LeesburgTavaresMount Dora
Median asking price$284,900$329,949$459,990
Median $/sq ft$165$188$225
Mean commute24.8 minutes26.0 minutes28.8 minutes
Median household income$47,506$57,644$69,931
Population28,46119,73816,812

Tavares is the closest comparison and shares the same shape, a third of its market age-restricted and priced above Leesburg. Mount Dora is the step up: a genuine downtown, considerably higher sale prices, and a much smaller age-restricted share. Leesburg is where the money goes furthest of the three.

Schools, Commute, and Day-to-Day Life

Lake County Schools serves the city, and assignment varies by address rather than by city name, so confirm the zoning for the specific property before you buy on a school reputation.

Mean travel time to work is 24.8 minutes, against 26.0 from Tavares.

Is Leesburg, FL Safe?

Leesburg's reported violent crime rate is 403.0 per 100,000 residents against 280.8 for Florida as a whole, so it runs above the state figure, and the context matters more than the number. Rates are calculated against resident population while the offense count includes everyone passing through, so a town that draws more workers, shoppers or visitors each day than it has residents will read higher than its residents' own risk.

Figures are reported offenses from the FBI Crime Data Explorer for the Leesburg Police Department (ORI FL0350200), 2023, the most recent year that agency reported in a usable form. Reporting years differ between agencies, so this is compared to the Florida rate for the same year and is not comparable to another town's page.

Cost of Living in Leesburg, FL

Housing is the line that moves a Central Florida budget. Leesburg's median asking price is $284,900 against a median household income of $47,506, which puts a home at about 6.00 times household income here. That ratio, rather than the sticker price, is the number worth carrying between towns, and it is why a cheaper town is not automatically a more affordable one. In Leesburg that ratio needs a caveat, because the people earning the median income here and the people buying the homes are largely not the same group. Half this market is age-restricted, so a large share of buyers arrive with cash from selling a house somewhere else rather than qualifying on local wages. Read the ratio as a description of the resident population, not of what a buyer can afford.

Florida charges no state income tax, so the property tax line matters more here than it would elsewhere, and a homestead exemption reduces the taxable value of a primary residence. Millage varies by taxing district, so treat any single quoted rate as an estimate until the specific parcel is checked.

Frequently Asked Questions

Is Leesburg, FL a good place to live?

It depends on whether your income comes with you. Against the 60 places this site tracks across Orange, Seminole, Lake and Volusia counties, with that group's middle last measured on October 9, 2026, the median asking price of $284,900 is lower than most and the mean commute of 24.8 minutes is shorter than most. The median household income here is $47,506, which puts housing at 6.00 times income, a heavier load than in most of those places. For remote workers and retirees who bring their income with them, that matters less. For someone earning a local wage, it is tighter than the sticker price suggests. Who it fits, and who it does not, is laid out at the top of this page.

What is the median home price in Leesburg, FL?

The median sale price was $271,250 in September 2026 across 94 closed sales. Over the last twelve months 1,251 homes sold at a median of $274,990, down 3.5% against the twelve months before. The median asking price across 619 active listings is $284,900, or $165 per square foot.

Is Leesburg cheaper than Tavares?

On the asking median, yes: $284,900 against $329,949. Measured against household income, Leesburg is at 6.00 times income and Tavares at 5.72, so on that basis Tavares is the more affordable of the two. See what $300,000 buys in each town.

Is Leesburg, FL safe?

The reported violent crime rate runs above the Florida average, though city rates are measured against resident population while the offense count includes everyone passing through.

What is the cost of living in Leesburg, FL?

Housing is the deciding line. A median asking price of $284,900 against a median household income of $47,506 puts a home at roughly 6.00 times income, and Florida charges no state income tax, which shifts weight onto the property tax line.

What school district serves Leesburg, FL?

Lake County Schools. Assignment varies by address within the city, so confirm the zoning for the specific property.

Thinking About a Move to Leesburg?

I work these four counties every week and I will tell you when a town is wrong for you. If you want the numbers for your budget before you tour anything, start with what $300,000 buys across Leesburg and its neighbors, or call me at 407-616-9019.

You can also browse homes for sale in Leesburg, which updates with current inventory.