Gatehouse Woods
Homes for Sale in Belleair, FL

Built out mostly in the 1990s (median year built 1996, with homes dating from 1989 to 2002), Gatehouse Woods is a compact, gated enclave in Belleair oriented around larger-format homes rather than volume turnover.

Stellar MLS sales records identify 8 homes in Gatehouse Woods that have changed hands since 2004, built between 1989 and 2002 (median 1998), with a median living area of about 5,400 sq ft and a typical 5-bedroom, 4.5-bath layout; 100% are single-family homes. Source: Stellar 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.

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

In ZIP 33756, 258 homes are on the market and 14% are under contract — a slower corner of Belleair.

Across Pinellas County, 6,628 homes are active and 1,729 pending (21% under contract).

In ZIP 33756 (BELLEAIR), 534 homes closed in the last 12 months at a median of $355K ($257/sq ft), down 1.9% year over year, with a median 45 days on market. Right now 124 active and 24 pending listings put supply at about 4.7 months - a balanced market. See the live ZIP 33756 housing market and the Pinellas County market.

ZIP and county figures describe the wider market, not Gatehouse Woods specifically. Momentum Research analysis of MLS records.

This is not a subdivision where you compare a dozen similar listings side by side - with only twelve homes total and two currently active, each property functions almost as its own market. The defining physical trait is square footage: a median of 5,334 living square feet puts these homes well outside starter or mid-size resale categories, and that scale shapes everything from lot use to maintenance expectations.

Community amenities on file include security, deed restrictions, golf cart access, and proximity to golf, which points toward a gated, low-turnover setting with an established rule structure rather than an open, amenity-heavy resort model. Buyers should verify current HOA terms and access directly, since MLS-reported amenities can lag what's actually enforced or available today.

With only two homes active at a time, missing a listing here often means waiting months for the next one. We track this community closely enough to flag a new listing, a price adjustment, or a quiet pre-market conversation before it's broadly visible, and we can walk you through what deed restrictions and gate access actually mean day to day before you commit.

Listings in this community report association dues of about $75 per month ($900 a year) - the median AssociationFee across 30 MLS records, normalised to a monthly figure; most are billed annually. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

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