Gatehouse Woods
Homes for Sale in Belleair, FL
All 76 homes for sale in Belleair, FL · median $779,000 · 62 homes for sale in 33756 · Pinellas County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, Gatehouse Woods in Belleair, FL has 2 homes for sale. As of November 2026, the MLS records 5 closed sales in Gatehouse Woods in Belleair, FL since 2007, the most recent in August 2023. Across Belleair as a whole, 102 homes closed in the last 12 months at a median of $722,500, 60 median days on market, with 67 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $14,010 ($13,190 with the full homestead exemption).
Gatehouse Woods is a small enclave of just twelve homes, and with only two active listings as of this snapshot, pricing here is set listing by listing rather than by any broad trend line. What moves value is size and condition: the median living area runs to 5,334 square feet, well above typical resale stock, so buyers are paying for space, layout, and how well a given home has been maintained more than for comparable sales density.
With homestead exemptions filed on a bit over 58% of these homes, a meaningful share of the community functions as primary residences rather than pure investment or seasonal holdings. For a seller, that means marketing a genuinely lived-in home matters; for a buyer, it means patience - inventory here turns over slowly, and the right unit may not surface again soon once it's gone.
Figures in this note are as of July 22, 2026. The live market numbers elsewhere on this page update nightly and are newer.
The 60-Second Overview
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.
Who Gatehouse Woods is best for.
Best for
- Buyers prioritizing generous square footage over a fast search-to-close timeline
- Buyers comfortable navigating a gated, deed-restricted community and verifying HOA terms directly
- Buyers planning a longer-term hold who can wait for the right listing among very few active homes
Probably not for
- Buyers who want to compare many similar active listings before deciding
- Buyers seeking a smaller, lower-maintenance footprint
- Buyers who need a quick, high-inventory turnaround on their search
The market around Gatehouse Woods
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), 168 homes closed in the last 12 months at a median of $355K ($257/sq ft), down 0.8% year over year, with a median 51 days on market. Right now 30 active and 8 pending listings put supply at about 2.1 months - a healthy 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.
24% of homes for sale in ZIP 33756 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 (2026-11-07).
Gatehouse Woods Market Scorecard
Gatehouse Woods is currently a thin data market. Limited supply, a median asking price of $2,491,500, and homes go under contract in about 165 days.
Typical home value in the 33756 ZIP is $362,892, about 13.6% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Homes For Sale Right Now in Gatehouse Woods
Live MLS inventory for Gatehouse Woods. 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 Gatehouse Woods listings as of 2026-09-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2007 through 2023. Tap any home to ask about it.
Life at Gatehouse Woods
- Security · reported on 1 of 1 listings
- Deed Restrictions · reported on 1 of 1 listings
- Golf Carts OK · reported on 1 of 1 listings
- Golf · reported on 1 of 1 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
The Gatehouse Woods buying strategy.
If we were buying in Gatehouse Woods 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 Gatehouse Woods.
A small, security-gated pocket built for scale
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.
The location and the amenities are priced into every listing in Gatehouse Woods. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
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.
Gatehouse Woods in 15 seconds.
Email me new listings in Gatehouse Woods
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 Gatehouse Woods
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Gatehouse Woods will answer, and the answer is published on this page for the next buyer.
HOA, CDD & Fees
- HOA dues reported around $900/year (about $75/month) · median of 64 MLS listings, most billed annually
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $900 a year ($75 a month) - the median AssociationFee across 64 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, 2026-10.
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Gatehouse Woods 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 Gatehouse Woods sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Gatehouse Woods, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Gatehouse Woods home worth?
Get a no-obligation home value based on real comparable sales in Gatehouse Woods, 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 Belleair →
Should you buy in Gatehouse Woods?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 12, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2007 (5 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 Stellar 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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The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. A Momentum agent can price yours against live local comps.
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See how Gatehouse Woods fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Gatehouse Woods
Where is Gatehouse Woods?
Gatehouse Woods is a community in Belleair, Pinellas County, Florida, ZIP 33756.
Are there homes for sale in Gatehouse Woods right now?
Yes - 2 active and 0 pending listings as of the last feed refresh (twice daily). They are listed on this page.
Does Gatehouse Woods have an HOA or CDD?
No HOA is on record for Gatehouse Woods in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
