Longleaf Real Estate

About Longleaf

Longleaf is a Southwest Florida community in Estero where the NABOR MLS currently shows 4 active listings, asking $741,500 to $860,000, averaging 246 days on market, with 1 closed sale recorded here in the last 90 days. Waterfront Realty Group, Inc. has worked this market as an independent, Realtor-owned brokerage since 1986, and pairs every customer with a Sales Associate who knows these streets, waterways, and price trends firsthand.

Figures reflect the active Longleaf inventory shown on this page, drawn live from the Naples Area Board of REALTORS® (NABOR) MLS. Closed-sale counts cover the trailing 90 days.

$860,000

21891 Longleaf Trail DR

3 bd · 2.5 ba · 2,489 sf

Listing courtesy of John R Wood Properties

Source: NABOR MLS

$849,000

21750 Longleaf Trail DR

4 bd · 2.5 ba · 2,517 sf

Listing courtesy of Compass Florida LLC

Source: NABOR MLS

$849,000

21900 Longleaf Trail DR

4 bd · 2.5 ba · 2,453 sf

Listing courtesy of Local Real Estate LLC

Source: NABOR MLS

$741,500

22140 Long Leaf Trail DR

3 bd · 2 ba · 2,000 sf

Listing courtesy of Pineywoods Realty

Source: NABOR MLS

Listing data provided via the Naples Area Board of REALTORS® (NABOR) MLS. Information deemed reliable but not guaranteed. Equal Housing Opportunity. © 2026 Waterfront Realty Group, Inc. License CQ257718. All rights reserved.