Westchester
Homes for Sale in Fort Myers, FL
All 1,441 homes for sale in Fort Myers, FL · median $240,000 · 193 homes for sale in 33901 · Lee County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Florida Gulf Coast MLS
As of November 2026, the MLS records 1 closed sale in Westchester in Fort Myers, FL, the most recent in October 2026. Across Fort Myers as a whole, 1,227 homes closed in the last 12 months at a median of $357,500, 65 median days on market, with 123 homes for sale today. At that median and Lee County's FY2025-26 rate of 15.97 mills, annual property tax runs about $5,710 ($5,040 with the full homestead exemption).
Westchester is a narrow-band build: nearly every home here went up between 2002 and 2005, with a median year built of 2004. That kind of construction consistency means buyers are comparing homes with similar-age systems, similar-era floor plans, and similar large footprints rather than a mixed bag of decades, which simplifies condition-based comparisons but also means the whole inventory ages together.
The closings data in the current window is thin, so we are not citing a median sale price here — there simply isn't enough recent transaction volume to state one with confidence. That thinness cuts both ways: sellers should not assume rapid turnover, and buyers should expect fewer directly comparable recent sales to lean on when negotiating.
Figures in this note are as of July 29, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Westchester right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Westchester in Fort Myers is a Lee County community built almost entirely within a single early-2000s window, distinguished less by any advertised amenity package than by consistently large living spaces and a high share of owner-occupied homes.
Florida Gulf Coast MLS sales records identify 5 homes in Westchester that have changed hands, built between 1972 and 1977 (median 1977), with a median living area of about 1,160 sq ft and a typical 2-bedroom, 2-bath layout; 100% are condominiums. Source: Florida Gulf Coast MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
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.
Who Westchester is best for.
Best for
- Buyers seeking a larger living area (median near 3,934 sq ft) in a single-family setting
- Buyers comfortable comparing homes from one consistent construction era (2002-2005) rather than mixed vintages
- Buyers or sellers prepared to work with limited recent closing data when setting price expectations
Probably not for
- Buyers who require a documented community amenity package such as a clubhouse or pool as a condition of purchase
- Buyers wanting a smaller or more compact floor plan
- Investors expecting a high-turnover rental market, given the high owner-occupancy share
The market around Westchester
Westchester is too small for its own price trend, so here is the market around it.
In ZIP 33901, 204 homes are on the market and 15% are under contract — a slower corner of Fort Myers.
Across Lee County, 10,622 homes are active and 1,899 pending (15% under contract).
In ZIP 33901 (Fort Myers), 41 homes closed in the last 12 months at a median of $362K ($227/sq ft), with a median 54 days on market. Right now 55 active and 4 pending listings put supply at about 16.1 months — a soft market. See the live ZIP 33901 housing market and the Lee County market.
ZIP and county figures describe the wider market, not Westchester specifically. Momentum Research analysis of MLS records.
The Westchester buying strategy.
If we were buying in Westchester 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 Westchester.
One build era, one large floor plan
With 123 homes and a construction span of just 2002 to 2005, Westchester reads as a single-phase development rather than a community that grew in stages over multiple decades. The median living area of 3,934 square feet points to homes built for space first, which shapes who this fits: buyers looking for a larger footprint under one roof rather than a compact or starter-sized plan.
Current MLS listings do not surface a defined amenity package for the community, so buyers should not assume a clubhouse, pool, or gated common area is part of the deal, that needs to be confirmed directly rather than inferred from the market data. Meanwhile the homestead share sits at nearly 80 percent, indicating most homes here are owner-occupied primary residences rather than held as rentals or second homes, a signal of settled ownership patterns rather than a high-turnover investment corridor.
The location and the amenities are priced into every listing in Westchester. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community with a tight build window and limited recent closings, pricing a home correctly means leaning on the right comparables rather than a generic neighborhood average. We track what's actually moving in Westchester, verify amenity and HOA details listing by listing since none are standardized in the MLS record, and help buyers and sellers read a thin-data market accurately instead of guessing.
Westchester in 15 seconds.
Tools for a Westchester 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 Westchester sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Westchester, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Westchester home worth?
Get a no-obligation home value based on real comparable sales in Westchester, 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 Fort Myers →
Should you buy in Westchester?
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 2, 2026) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-11-11 |
| Historical depth | Closed-sale records back to 2026 (1 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.
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