SEMINOLE COUNTY · CENTRAL FLORIDA

Homes for Sale in Longwood, FL

Seminole County · Greater Orlando · Florida

Active Listings in Longwood

THE NEIGHBORHOOD

The Seminole County town where the Wekiva Springs shoreline still shapes the residential logic.

THE STORY

Named for a Boston district, with 37 historic buildings to show for it.

Longwood incorporated in 1883 and took its name from a district in Boston, chosen by a former resident who had settled here. That New England thread runs through the town's origins more than once.

The Longwood Historic District was designated on October 5, 1990 and holds 37 historic buildings, most of them from the late 1800s and early 1900s. Two anchor it. The Longwood Hotel is one. The other is the Bradlee-McIntyre House, built between 1885 and 1888 for the wealthy Boston architect Nathaniel J. Bradlee, and moved to Longwood in its entirety in 1973 at a cost of more than $100,000 at the time. Relocating a house of that size intact was an unusual thing to attempt then and is the reason it survives.

That district is the reason Longwood reads differently from the Seminole County suburbs around it. Most of the county's stock is post-1970; Longwood has a walkable core of nineteenth-century buildings with the newer city built out around it.

The inventory reflects both layers: period houses on the historic blocks, 1970s and 1980s subdivision stock through the middle of the city, and larger lots on the Wekiva side to the west where the land runs toward the river and its protected corridor.

Longwood is served by Seminole County Public Schools. For buyers the choice is which Longwood they want, because a historic-district address and a Wekiva-side acreage parcel are different markets with different buyers, sharing a city name and little else.

Neighborhoods in Longwood

Frequently Asked

What buyers ask about Longwood

What is Longwood known for?

Longwood incorporated in 1883 and took its name from a district in Boston. The Longwood Historic District, designated on October 5, 1990, holds 37 historic buildings, anchored by the Longwood Hotel and the Bradlee-McIntyre House, built between 1885 and 1888 for Boston architect Nathaniel J. Bradlee and moved to Longwood intact in 1973 at a cost of more than $100,000 at the time.

What's the commute like from Longwood to downtown Orlando?

Longwood sits in central Seminole County with the I-4 corridor to its west, so the Orlando commute is a southbound run. The historic core sits away from the interstate, which is part of why it stays quiet. Drive times vary by which side of the city you are on, and the honest number depends on your street.

What types of homes are available in Longwood?

The inventory reflects two layers. Period houses sit on the historic blocks, 1970s and 1980s subdivision stock runs through the middle of the city, and larger lots sit on the Wekiva side to the west where the land runs toward the river and its protected corridor.

Are there gated subdivisions in Longwood?

Yes, and they are the top of the market. Alaqua, Alaqua Lakes and Wingfield North are gated, and they sit toward the Wekiva side where the land runs to the river corridor. The Longwood Historic District, by contrast, is an open walkable core of nineteenth-century buildings.

What's the property tax rate in Longwood?

Longwood incorporated in 1883, so a city rate applies here alongside Seminole County's. Which layer you buy changes the rest: a Longwood Historic District address sits under rules governing alteration, the 1970s and 1980s subdivisions carry conventional dues, and Wekiva-side acreage may carry a different classification. We check the parcel.

How do I get notified about new listings in Longwood?

Ask to join our buyer list for Longwood alerts.

What should I know before making an offer in Longwood?

Decide which Longwood you are buying first. A historic-district house among the 37 designated buildings needs the structure, roof and the district's rules on exterior alteration read carefully before you plan any change. Subdivision stock from the 1970s and 1980s needs era-appropriate inspection. Wekiva-side acreage needs the survey checked against the protected river corridor, plus well and septic where they apply.

Which pockets inside Longwood fit different priorities?

A Longwood Historic District address gives you a walkable core of nineteenth-century buildings, which is rare in a county where most stock is post-1970. The 1970s and 1980s subdivisions through the middle of the city are the conventional entry point. The Wekiva side to the west carries larger lots and the protected river corridor as a permanent edge.

What outdoor amenities are nearby?

The Wekiva side to the west runs toward the river and its protected corridor, which is the outdoor draw here and a durable open edge. In town, the Longwood Historic District's 37 buildings and the blocks around the Longwood Hotel and Bradlee-McIntyre House make the core walkable in a way the surrounding Seminole County suburbs are not.

Neighborhoods in Longwood

SPEAK WITH AN MCR AGENT

Looking in Longwood?

Our agents live and work in Central Florida. They'll know which streets to walk, which homes are coming off-market, and which numbers will actually pencil out.