Gatehouse Woods in Belleair

Gatehouse Woods Homes for Sale in Belleair, FL

Established 1988 · Belleair · Pinellas County

A small gated single-family enclave of larger homes in the town of Belleair, coastal Pinellas County, set near the Belleair Country Club just south of Clearwater.

Gated Belleair enclaveLarger single-family homesNear Belleair Country Club
Live Market Pulse
50/100
Momentum
Buyer-Leaning Market (limited data)
Tight supply keeps sellers in control, but dated interiors still trade at a discount, so condition is where buyers win.
Free · No obligation
Unlock Off-Market Gatehouse Woods

Listings before the portals, true comps, and the renovation and carrying-cost math, before you tour.

Built fromLive Stellar MLS data14 years of closingsLocal renovation analysisUpdated twice daily
LiveMarket PulseStellar MLS
n/a
Median Price
0mo
Supply
84days
Avg DOM
Soft
Seller Leverage
n/a
Median $/Sqft
n/a
1-Yr Price Change
0now
Distress
Jon Brooks, founder of Momentum Realty
Jon's Current Read

"Gatehouse Woods is a small gated single-family enclave in the town of Belleair (ZIP 33756), coastal Pinellas County, just south of Clearwater. The read is a well-established, low-density pocket of larger homes, reported built around the year 2000 in the roughly 4,900 to 6,000-plus square foot range, set near the Belleair Country Club, rather than an entry-level or new-build product. Value here is driven by the home, the lot, and the prestige Belleair address; the reported association dues are modest, but confirm them. Confirm the association dues, scope, and reserves, the build year and systems, and comp within Gatehouse Woods by home and lot. Do not confuse this with other Belleair enclaves or with Belleair Beach, Belleair Bluffs, or Belleair Shore."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Gatehouse Woods is a small gated single-family enclave in the town of Belleair (ZIP 33756), coastal Pinellas County, set near the Belleair Country Club just south of Clearwater (neighborhood profiles and local listings). Treat all figures as reported and confirm with the listing and county.

Homes are reported as large single-family residences, with examples in the roughly 4,900 to 6,000-plus square foot range and four to six bedrooms, reported built around the year 2000 (neighborhood profiles). Confirm the build year, size, and features for the specific home.

The association is reported as a modest annual due, reflecting a small enclave rather than an amenity-heavy master plan. Confirm the association dues, scope, and reserves with the listing and the association before you offer.

Belleair is a distinct incorporated town with its own character and the Belleair Country Club nearby, and it sits within reach of Clearwater, the Gulf beaches, and downtown St. Petersburg. Confirm the build year, the systems, the association, and comp within Gatehouse Woods by home and lot.

Best for

  • Buyers who want a large single-family home in a small gated Belleair enclave
  • Buyers who value an established, low-density coastal Pinellas town near the country club
  • Buyers comfortable confirming the association and budgeting for a larger established home

Probably not for

  • Buyers who want new construction with current finishes and warranties
  • Buyers who want a small or entry-level home
  • Buyers who want a walkable urban setting or a no-HOA lot

How Gatehouse Woods is performing right now

50/100
momentum
Buyer-Leaning Market (limited data)
Seller's marketBalancedBuyer's market
0Months of supplytight
83Median days on marketdays
0 : 2Under contract vs for salestrong demand
0Sold in last 12 monthsliquidity
+0%Asking vs recent sold $/sqftroom to negotiate

Tight supply and strong demand favor sellers here. Homes still take about two months to sell, though, and with asking prices running above recent sales per square foot, a prepared buyer has room on anything overpriced. Reading each home against the real comps, not the headline trend, is where the edge is.

Live from Stellar MLS, as of June 25, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Gatehouse Woods listings and the trailing twelve months of closed sales.

8.6A- score
Momentum intelligence
Momentum buy score

Our proprietary read on how a home in Gatehouse Woods buys, holds, and resells. See the five factors.

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 2026-06-25, priced high to low. Listings courtesy of Stellar MLS as distributed by MLS GRID.. Tap any home to ask about it.

Listing locations from Stellar MLS; lot type inferred from listing descriptions. Destination pins are approximate. Map data © OpenStreetMap, tiles © CARTO. Flood, school, and commute overlays are on the roadmap.

The takeaway

The location is the everyday-convenience case: shopping, schools, and the major roads are all a manageable drive.

Belleair Country Club~3 to 5 min · approximate
Downtown Clearwater~5 to 10 min · approximate
Clearwater Beach~15 to 20 min · approximate
Downtown St. Petersburg~25 to 30 min · approximate
Tampa International Airport (TPA)~30 to 40 min · approximate
St. Pete-Clearwater International (PIE)~15 to 20 min · approximate

Distances and drive times are approximate and vary with traffic. Confirm your real commute at your real departure time.

Nearby Communities

Explore more neighborhoods near Gatehouse Woods with Momentum Realty’s local guides.

BIBelleview IslandBelleair, FL · 0.5 miPPPelican PlaceNorthBelleair, FL · 0.5 miHOHarbor Oaks Homes for Sale in Clearwater, FLClearwater, FL · 0.7 miDPDexter Park Homes for Sale in Clearwater, FLClearwater, FL · 0.9 miSSSalls Sub,South Clearwater Homes for SaleClearwater, FL · 1.0 miMPMilton Park Homes for Sale in Clearwater, FLClearwater, FL · 1.0 miHCHarold CourtTownhomesClearwater, FL · 1.1 miRHRenaissanceSquare Homes for Sale in Clearwater, FLClearwater, FL · 1.1 miBFBelleair Forest,Town of Belleair Homes for SaleBelleair, FL · 1.2 mi

Browse all Florida neighborhood guides →

Carrying cost · the no-CDD edge

No CDD bond means thousands less per year than newer master plans.

Typical CDD community~$2,500/yr
Gatehouse Woods (no CDD)$0/yr

Roughly $25,000 saved over 10 years in carrying cost, before resale.

Illustrative. NE Florida CDD assessments commonly run $1,500-$3,500+/yr and vary by community; verify per property.

Schools

15-Second Take
  • Pinellas County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Confirm current ratings before relying on them
  • Private and parochial options nearby

Gatehouse Woods is served by Pinellas County Public Schools. Assignment is by address and can change, so confirm the exact zoned elementary, middle, and high schools for any specific home, plus any magnet or choice options. Treat published ratings as a starting point, not the full story.

Buying with schools in mind? We can confirm the exact zoned schools for any Gatehouse Woods address.

The takeaway

What actually shapes value in and around Gatehouse Woods, sourced and dated. We do not publish rumor.

Recent Developments in Gatehouse Woods

Our read on what is being built around Gatehouse Woods, scored for direction, significance, and how close the effect lands. The full sourced timeline follows below.

Net OutlookBullishThe structural story is a small gated enclave of larger homes in the established town of Belleair near the country club. The watch items are the association and its dues, the build era and systems of the individual home, and the home and lot themselves.

Gated enclave in the established town of Belleair

BullishA small gated pocket of larger homes in a distinct, low-density coastal town near the Belleair Country Club supports steady demand and a defensible address. impact
SignificanceRadius: Belleair

Gated enclave in the established town of Belleair

Established build era around 2000

NeutralHomes reported built around 2000 carry the systems and finishes of that era; the roof, HVAC, and updates vary by home, so comp by home and condition. impact
SignificanceRadius: Enclave

Established build era around 2000

Coastal Pinellas location and beach access

BullishProximity to Clearwater, the Gulf beaches, and two airports supports the appeal and resale backdrop of Belleair addresses. impact
SignificanceRadius: Submarket

Coastal Pinellas location and beach access

Direction, significance, and effect-radius ratings are Momentum's proprietary, qualitative read of the sourced items below, not investment advice or a prediction for any specific home.

Development, infrastructure, retail, and school activity affecting Gatehouse Woods, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated June 2026.

Showing the latest, scroll for all updates ↓

  1. June 2026
    Environment

    Pinellas beach renourishment funding restored after standoff

    The U.S. Army Corps of Engineers again funded Pinellas County beach renourishment after a decade-long standoff over easements, supporting the county's Gulf shoreline that draws residents and visitors (WUSF). Why it matters: Healthy, maintained Pinellas beaches near Belleair support the broader appeal and stability of coastal Pinellas communities like Gatehouse Woods. Source

  2. February 2026
    Environment

    Pinellas County beach renourishment project set to wrap up

    A Pinellas County beach renourishment project was reported set to wrap up, restoring sand along county beaches after prolonged delays (WUSF). Why it matters: Restored beaches reinforce the quality-of-life and resale backdrop for coastal Pinellas towns near the Gulf, including Belleair. Source

Development alerts for Gatehouse WoodsGet a short monthly email when something new is approved, funded, or opens near Gatehouse Woods.

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Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

If we were buying in Gatehouse Woods, this is the order of operations we would run, and the one we run for our clients.

1

Confirm the association dues and scope, reported as a modest annual due, with reserves, with the listing and the association.

2

Confirm the build year and condition, since homes here are reported built around 2000 and updated unevenly by owner.

3

Inspect the roof, HVAC, and any pool, the big-ticket systems on a larger established home, and budget for their age.

4

Read the specific home and lot, its layout, updates, and position within the gated enclave.

5

Comp within Gatehouse Woods by home and lot, not against other Belleair enclaves or newer coastal builds.

Best Buy
A sound, updated larger home on a good lot in Gatehouse Woods, priced to its condition with the association clear.
Biggest Risk
Underbudgeting roof, HVAC, or other systems on a larger established home, or comparing to new construction.
Best Lot
Lot size, position within the gate, and the home's updates separate listings more than the name.
Smart Timing
Confirm the association, the build year, and the systems before you write.
The takeaway

On mobile, tap any heading below to open it. This is the home by home, lot by lot, club and renovation detail, organized so you can jump straight to what matters to you.

Community Details at a Glance

Gatehouse Woods is a small gated single-family enclave in the town of Belleair (ZIP 33756), coastal Pinellas County, set near the Belleair Country Club just south of Clearwater. Homes are reported as large single-family residences, with examples in the roughly 4,900 to 6,000-plus square foot range, reported built around the year 2000, and the association is reported as a modest annual due. Confirm all figures with the listing. Homes are zoned to Pinellas County Schools by address; verify zoning with the district.

The takeaway

Three honest price bands. Condition and lot, not the square footage alone, decide where a home lands.

Entry: more original or dated larger homes

The most attainable product is larger homes that are more original or dated and will need updates. Budget for the roof, HVAC, and cosmetics on a big floor plan, and confirm the systems before assuming a value.

Lowest entry
Mid: updated homes on solid lots

The core is larger homes with meaningful updates on solid lots inside the gate. Condition, the systems, and the quality of the update separate these more than square footage alone.

Most inventory
High: well-updated homes on the best lots

The top end is the best-updated larger homes on the most desirable lots in the enclave. These trade on condition, the systems, and the lot in a prestige Belleair address.

Strongest resale

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

Entry: more original or dated larger homes
The most attainable product is larger homes that are more original or dated and will need updates. Budget for the roof, HVAC, and cosmetics on a big floor plan, and confirm the systems before assuming a value.
Mid: updated homes on solid lots
The core is larger homes with meaningful updates on solid lots inside the gate. Condition, the systems, and the quality of the update separate these more than square footage alone.
High: well-updated homes on the best lots
The top end is the best-updated larger homes on the most desirable lots in the enclave. These trade on condition, the systems, and the lot in a prestige Belleair address.

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

15-Second Take
  • Renovation math decides the deal
  • Better lots and views resell strongest
  • Roof and HVAC age drive the insurance quote
  • Interior lots are where buyers overpay
Jon Brooks, Momentum Realty
Operator Note

Most buyers overpay on interior lots in the back half of the community. A sharp renovation can distract you, but the weaker resale position follows the lot, not the finishes. We read the homesite before the kitchen.

No CDD on the tax billStrong
Central Belleair locationStrong
Scarce, established homesitesStrong
Established, in-demand locationPositive
All-resale 1990s conditionManage it

Momentum analysis based on the community's structure, location, lot scarcity, and housing stock. Not a guarantee of future value.

Jon Brooks, Momentum Realty
Operator Note

The strongest value pocket is usually a renovated home on a good lot priced just under the next tier up. Buyers chasing the single biggest house often pay top prices for what is really a renovation project.

5 Mistakes Buyers Make in Gatehouse Woods

15-Second Take
  • Calling the listing agent (who works for the seller)
  • Misjudging the renovation budget
  • Overpaying for an interior lot
  • Underbudgeting the carrying costs
  • Skipping the roof, HVAC, and systems check

The same five mistakes cost buyers the most in any market. Every one is avoidable with the right preparation before you tour.

The gated Belleair address and the larger homes are priced into every Gatehouse Woods listing. The deal is won on the home, the systems, the association, and the lot, not the sticker.

Jon Brooks · Founder, Momentum Realty
8.0B+ · Buy Score
Resale Strength8.2/10
Renovation Risk5.4/10
Location Efficiency8.5/10
Long-Term Defensibility8.0/10
Carrying Cost Advantage6.8/10

Momentum Intelligence Scores are our proprietary, qualitative assessment based on the analysis on this page, on a 0 to 10 scale. They are a framework for comparing communities, not a guarantee of future value or advice on a specific home.

Why our read on Gatehouse Woods is different.

Most pages on this community are an automated estimate wrapped in stock copy. This one is built from the live Stellar MLS feed, fourteen years of closed sales, and a renovation-by-renovation read of what actually moves value here, lot by lot. No Zestimate, no guesswork.

Live Stellar MLS feed14 years of closed salesRenovation-premium analysisLot-by-lot, no automated estimates
Jon Brooks, founder of Momentum Realty. A housing economist with a background in real estate investment banking at Deutsche Bank and consulting at Ernst & Young, who has built and analyzed Northeast Florida real estate from the ground up.

Which Lots & Views Hold Value Best

Where the value actually sits. Each home is shaded by its price per square foot (a value read, not just a price) and ringed by lot type, so you can see at a glance which pockets carry a real, durable premium and where a renovation play makes sense.

Value ($/sqft)
$261 value$401 premium
Lake / waterPreserveInterior

Fill = price per square foot; ring = lot type, inferred from listing descriptions. Sold homes are shown by realized $/sqft (lot type not always recorded). Asking and recent-sold figures from Stellar MLS; for orientation, not an appraisal.

15-Second Take
  • Lot size, position within the gate, and updates separate homes more than the name.
  • Established build base means the systems shape carrying cost.
  • Confirm the association and the lot per home.

In a gated enclave like Gatehouse Woods, the home and its condition set value, with the lot and the systems shaping the rest. Lot size, position inside the gate, and the quality of any updates carry premiums. Compare a home against the closest sale on a comparable lot within Gatehouse Woods, confirm the association, and confirm the roof, HVAC, and systems before the finishes.

Gatehouse Woods in 15 seconds.

Best forBuyers who want a large single-family home in a small gated enclave in the established town of Belleair.
Strong onGated setting, larger homes, the prestige Belleair address, and proximity to the country club, Clearwater, and the beaches.
WatchThe association and its dues, the build era, the roof, HVAC, and systems, and the individual home and lot.
Not forBuyers who want new construction, a small or entry-level home, or a walkable urban or no-HOA setting.
The edgeReading the larger home and its systems and comping by home within the gate finds the value in a prestige address.

HOA, CDD & Fees

15-Second Take
  • Small gated enclave; association reported as a modest annual due.
  • Confirm dues, scope, and reserves with the association.
  • Larger homes; homeowners carry their own systems.
  • Prestige Belleair address near the country club holds value.
  • Roof, HVAC, and any pool are part of the carrying picture.

Gatehouse Woods is a small gated enclave, and the association is reported as a modest annual due rather than an amenity-heavy master plan. Treat any figure as reported and confirm the association's dues, scope, and reserves with the listing and the association before you offer.

Where it applies, the association generally covers the gate and common areas, while individual homeowners typically carry their own roof, pool, systems, and yard. Confirm exactly what the association covers for the specific home.

This is a small gated single-family enclave rather than an amenity-driven master plan; the Belleair Country Club is nearby, and town and coastal amenities serve the setting. Confirm any neighborhood features and any country-club membership separately with the listing and the club.

The takeaway

Selling here is won on condition and view, not the Zestimate. The right number comes from closed comps matched to your renovation level and lot.

Momentum listings (YTD)
97.98%
Sold-to-list ratio across our market for our agents, sellers keeping more of their price.
Market average (YTD)
96.73%
The broader metro average sold-to-list ratio over the same period.
Momentum days on market
64 days
Median days on market for our listings, faster sales mean less carrying cost and stronger leverage.
Market days on market
72 days
The broader metro median over the same period.

Sold-to-list and days-on-market figures reflect Momentum Realty listings versus our market average, year to date. Your home's result depends on pricing, condition, lot, view, and preparation.

In Gatehouse Woods, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Gatehouse Woods, a home priced to the community average instead of its true condition and view either leaves money on the table or sits. A renovated kitchen, newer roof and HVAC, and a golf or lake view all deserve to show up in your price, and a buyer pool reading renovation math needs to be shown why your home is worth it. We build that case with real comps and a pricing strategy for the current market.

What is your Gatehouse Woods home worth?

Get a no-obligation home value based on real comparable sales in Gatehouse Woods matched to your condition, lot, and view, 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 homes for sale in Gatehouse Woods on the map →
Or get your Gatehouse Woods home value & selling guide →

Real comps, not a Zestimate.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Pinellas County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$1,609/mo
Pinellas County typical true cost to own
$110/mo
Pinellas County typical home insurance
No CDD
No community development district bond

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

How much local inventory is already under contract

20% 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 (2026-06-25).

Gatehouse Woods Market Scorecard

Thin data

Gatehouse Woods is currently a thin data. Limited supply, a median asking price of $2,531,500, and homes go under contract in about 84 days.

n/a
Months supply
$2,531,500
Median list
n/a
Median sold
$460
Per sqft
84
Days on mkt
2/0/0
Active/Pend/Sold

Typical home value in the 33756 ZIP is $360,045, about 13.3% 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.

Frequently Asked Questions

What is Gatehouse Woods?
A small gated single-family enclave of larger homes in the town of Belleair (ZIP 33756), coastal Pinellas County, near the Belleair Country Club just south of Clearwater.
Is Gatehouse Woods gated?
It is reported as a gated enclave. Confirm access and any restrictions with the listing and the association.
What kinds of homes are in Gatehouse Woods?
Large single-family homes, reported with examples in the roughly 4,900 to 6,000-plus square foot range and four to six bedrooms, reported built around the year 2000. Confirm the specifics for each home.
When was Gatehouse Woods built?
Homes are reported built around the year 2000. Treat any build figure as reported and confirm with the listing and the Pinellas County Property Appraiser.
Is there an HOA in Gatehouse Woods?
Yes, reported as a small association with a modest annual due. Confirm the dues, scope, and reserves with the listing and the association.
Where is Gatehouse Woods located?
In the town of Belleair (ZIP 33756), coastal Pinellas County, near the Belleair Country Club, just south of Clearwater and within reach of the Gulf beaches and St. Petersburg.
How far is Gatehouse Woods from Clearwater Beach?
Roughly 15 to 20 minutes by car, depending on the route and time of day. Drive times are approximate; confirm for the specific address.
What schools serve Gatehouse Woods?
Homes are zoned to Pinellas County Schools by address. Assignments change, so verify the exact zoned schools with the district.
Is membership in the Belleair Country Club included?
No. The country club is nearby but membership is separate from any neighborhood association. Confirm membership terms with the club and the association status with the listing.
Is Gatehouse Woods a good investment?
The gated Belleair address near the country club supports steady demand, but value is home-and-condition specific given the larger established homes. Confirm the association, the build year, the systems, and the home before deciding.
What should I check before buying in Gatehouse Woods?
The association and its dues, the build year and condition, the roof, HVAC, and other systems, the lot, and the Belleair location.
Should I use the listing agent to buy in Gatehouse Woods?
No. The listing agent works for the seller. Where the larger home, the systems, and the build era swing value, having your own representation is the highest-leverage decision you make.
Who is the best real estate agent for Gatehouse Woods?
The best agent for Gatehouse Woods is one who actively works Belleair and knows the community's pricing, HOA and CDD details, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Gatehouse Woods.
How do I find a top Belleair real estate agent who knows Gatehouse Woods?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Gatehouse Woods and the wider Belleair area.
Can Momentum Realty connect me with an agent for Gatehouse Woods?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Gatehouse Woods purchase or sale — no call center and no pressure.
You want a large single-family home in a small gated Belleair enclaveExcellent fit
You value an established, low-density coastal Pinellas town near the country clubExcellent fit
You are comfortable confirming the association and budgeting for a larger established homeExcellent fit
You want new construction with current finishes and warrantiesProbably not
You want a small or entry-level homeProbably not
You want a walkable urban setting or a no-HOA lotProbably not

Get the inside read on Gatehouse Woods

Whether you are buying a renovation project, comparing the lots and views, weighing the carrying costs, or selling your Gatehouse Woods home, tell us what you need. Every inquiry comes straight to us. We represent you, not the seller, and what your agent is paid is negotiable and set in a written buyer agreement up front. No obligation, no spam, no high-pressure follow-up.

We respond personally, usually the same day.

You are all set.

A Momentum Realty Gatehouse Woods specialist will reach out personally, usually the same day.

Thinking about hiring an agent here? How to find the best real estate agent in Gatehouse Woods — what to look for, questions to ask, and your local expert.
Stellar MLS logoMLS GRID logo
Photography on this page is sourced from active and recently sold MLS listings in this community and remains the property of the listing brokerage and/or photographer. Listings courtesy of Stellar MLS as distributed by MLS GRID. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing; deemed reliable but not guaranteed by MLS GRID.

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