Westchester
Homes for Sale in Fort Myers, FL

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.

Westchester is too small for its own price trend, so here is the market around it.

In ZIP 33901, 205 homes are on the market and 20% are under contract — a steady corner of Fort Myers.

Across Lee County, 7,579 homes are active and 1,646 pending (18% under contract).

In ZIP 33901 (Fort Myers), 251 homes closed in the last 12 months at a median of $352K ($198/sq ft), down 5.5% year over year, with a median 68 days on market. Right now 152 active and 33 pending listings put supply at about 608.0 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.

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.

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.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.