Longleaf
Homes for Sale in Estero, FL
All 255 homes for sale in Estero, FL · median $326,000 · 62 homes for sale in 34135 · Lee County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Florida Gulf Coast MLS
As of October 2026, Longleaf in Estero, FL has 2 homes for sale. Homes listed or recently sold were built 2004–2005; 3 of 3 report an HOA (median $413/mo); none of the 3 geocoded homes sit in a FEMA special flood hazard zone (median elevation 17 ft).
Last 30 days in Longleaf: 1 new listing (median asking $860,000). As of October 20, 2026, Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate.
Homes For Sale Right Now in Longleaf
Live MLS inventory for Longleaf. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Longleaf listings as of 2026-10-19, priced high to low. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. Tap any home to ask about it.
Longleaf's current MLS footprint in Estero is thin enough that we are working from a narrow closings window rather than a deep trend line. That matters: with only a couple of months of closed activity to look at, any single sale can swing the read on where pricing actually sits right now.
For a buyer, that means less certainty going in — you should lean on a comparable-by-comparable review rather than a community-wide average. For a seller, it means positioning matters more than usual, since there is not a long run of recent closings to anchor an asking price against.
Figures in this note are as of July 29, 2026. The live market numbers elsewhere on this page update nightly and are newer.
The 60-Second Overview
Longleaf sits within Estero in Lee County, an area where community-level MLS data is currently limited — the record here reflects a short, two-month closings window rather than an established trend.
County records show 5 qualified sales in Longleaf across 2024–2025 (4 in 2024, 1 in 2025), median $1M — 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.
The setting & the homes.
Aerial and on-site photos of Longleaf. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Longleaf
Longleaf
LongleafPhotos from Florida Gulf Coast MLS listings in Longleaf; content deemed reliable but not guaranteed.
Who Longleaf is best for.
Best for
- Buyers comfortable doing comp-by-comp diligence rather than leaning on aggregate community stats
- Sellers willing to price based on individual comparable sales rather than a long trend line
- Buyers or sellers already targeting Estero and Lee County who want a direct, current look at this specific community
Probably not for
- Buyers who want a long, well-documented price history before committing
- Sellers expecting a deep pool of recent comparable closings to justify an asking price
- Anyone relying on a published amenities list to make a decision without independent confirmation
The market around Longleaf
Longleaf is too small for its own price trend, so here is the market around it.
In ZIP 34135, 571 homes are on the market and 24% are under contract — a steady corner of Estero.
Across Lee County, 7,579 homes are active and 1,646 pending (18% under contract).
In ZIP 34135 (Estero), 1,388 homes closed in the last 12 months at a median of $476K ($285/sq ft), up 0.3% year over year, with a median 67 days on market. Right now 463 active and 136 pending listings — a buyer's market. See the live ZIP 34135 housing market and the Lee County market.
ZIP and county figures describe the wider market, not Longleaf specifically. Momentum Research analysis of MLS records.
Longleaf on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Florida Gulf Coast MLS. Map data © OpenStreetMap contributors.
The Longleaf buying strategy.
If we were buying in Longleaf today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 Longleaf.
A market with a short track record
There is not enough recent MLS closing volume in Longleaf to build a confident picture of pricing patterns, days-on-market norms, or how much condition drives spread between sales. What we can say is that the data available covers a two-month window — recent, but limited.
No specific community amenities are listed against current MLS records for Longleaf. That does not mean none exist; it means buyers and sellers should confirm amenity details directly rather than relying on what is or is not showing up in the listing data at this snapshot.
The location and the amenities are priced into every listing in Longleaf. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community with a thin MLS record, the value of local, hands-on comparison shopping goes up, not down. We pull the actual closed files, check them against current listings, and tell you plainly when the sample size is too small to lean on a stat alone.
Longleaf in 15 seconds.
Tools for a Longleaf buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Longleaf sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Longleaf, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Longleaf home worth?
Get a no-obligation home value based on real comparable sales in Longleaf, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Estero →
Recently off market in Longleaf
Homes in Longleaf that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 1 on record.
- 21780 Longleaf Trail Drive · off market
| Location | Estero, Lee County, FL · ZIP 34135 |
|---|---|
| Homes in the community | 61 (FL DOR 2025 assessment roll) |
| Years built | 2003–2005 (median 2004) |
| Typical living area | 4,033 sq ft (median) |
| For sale right now | 2 active, 1 pending · median asking $796,500 |
| Owner-occupied (homestead) share | 54% |
Data as of September 20, 2026. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Longleaf key facts,” movewithmomentum.com/neighborhoods/longleaf, data as of September 20, 2026.
Just listed in Longleaf
The newest homes for sale in Longleaf right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 21891 Longleaf Trail Dr $860,000 · 3 bd · 3 ba · 2,489 sq ft · new today Courtesy of John R Wood Properties
- 21900 Longleaf Trail Dr $849,000 · 4 bd · 3 ba · 2,453 sq ft · 257 days on market Courtesy of Local Real Estate LLC
- 22140 Long Leaf Trail Dr $741,500 · 3 bd · 2 ba · 2,000 sq ft · 287 days on market Courtesy of Pineywoods Realty
Checked against the MLS Oct 20, 2026. All new listings in this market.
Every Home for Sale in Longleaf Right Now (3)
All 3 active and pending Longleaf listings with a detail page, newest first, refreshed twice a day from the MLS.
- 21891 Longleaf Trail Dr · $860,000 · 3 bd / 3 ba · listed Oct 17, 2026 · listed by John R Wood Properties
- 21900 Longleaf Trail Dr · $849,000 · 4 bd / 3 ba · listed Jul 22, 2026 · listed by Local Real Estate LLC
- 22140 Long Leaf Trail Dr · $741,500 · 3 bd / 2 ba · listed Jul 22, 2026 · listed by Pineywoods Realty
More Estero home searches
- All homes for sale in Estero, FL
- Homes for sale in Lee County, FL
- Homes under $300K in Estero
- Homes from $300K to $500K in Estero
- 4-bedroom homes for sale in Estero
- Estero home values: what is my house worth?
- ZIP 34135 housing scorecard
- 6 coming-soon communities in Lee County
Estero guides & data
- Market data
- Best neighborhoods (ranked by data)
- Flood zones
- Home insurance cost
- New construction
- ZIP codes
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
Real estate agent in Estero? Join Momentum in Estero: 100% commission, one $12K cap.
Email me new listings in Longleaf
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Longleaf
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Longleaf will answer, and the answer is published on this page for the next buyer.
What it really costs to own in Longleaf
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| Property tax | Current owners' bills run a median of $10,907/yr across 6 listings here (MLS tax records, 2026-10-20). |
|---|---|
| HOA dues | Median $4,954/year (about $413/month) across 3 MLS listings (most billed annually; 2026-10-20). Dues cover what the documents say they cover; ask for the budget and reserve study. |
| Home and flood insurance | The average Citizens Property Insurance premium in Lee County is $2,197/yr (6,508 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 2005 across 6 listings. An original roof here would be about 21 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
Estimated carrying cost at the median asking price, before the mortgage: about $1,505/month (tax $909, HOA $413, insurance $183). An estimate from the sources above, not a quote.
20% of homes for sale in ZIP 34135 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-20).
Frequently Asked Questions
How many homes are in Longleaf?
What share of Longleaf is owner-occupied?
When were the homes in Longleaf built?
Who is the best real estate agent for Longleaf?
How do I find a top Estero real estate agent who knows Longleaf?
Can Momentum Realty connect me with an agent for Longleaf?
Where is Longleaf, and what county is it in?
Should you buy in Longleaf?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Florida Gulf Coast MLS, refreshed twice daily (last: October 19, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 34135)) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2013 (61 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 Florida Gulf Coast 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 Florida Gulf Coast MLS member average and 8 days faster, and we’ll price yours against live local comps.
Looking to buy here? Search homes for sale →
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See how Longleaf fits the bigger picture — live prices, inventory, and Momentum Scores:
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