Gulf To Bay Estates
Homes for Sale in Clearwater, FL

All 1,140 homes for sale in Clearwater, FL · median $285,000 · 32 homes for sale in 33765 · Pinellas County homes for sale

Community in Clearwater · Pinellas County · ZIP 33765
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Built fromLive Stellar MLS data14 years of closingsUpdated twice daily

As of September 2026, the MLS records 28 closed sales in Gulf To Bay Estates in Clearwater, FL since 2012, the most recent in July 2026. Across Clearwater as a whole, 1,267 homes closed in the last 12 months at a median of $315,000, 49 median days on market, with 393 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $6,110 ($5,290 with the full homestead exemption).

Live · Gulf To Bay Estates Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
1
Sold · last 12 mo
10-yr average: about 2 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Price here is driven less by square footage than by condition and lot. The homes are mid-century originals with a median build year of 1962 and a compact median footprint near 1,307 square feet, so what separates one closing from the next is renovation state — updated systems and kitchens command a premium, dated stock trades lower. At a median of $350,000 and roughly $280 per square foot, you are paying for location and updated condition, not size.

Market posture is tight and quick. Median days on market sits at 11, which tells sellers that correctly priced, presentable homes move fast, and tells buyers there is little room to dawdle on the good ones. With a median around $350,000 and a large existing base of homes, the leverage favors the prepared party on both sides — sellers who stage and price to condition, buyers who have financing lined up before they tour.

Nearby homes for sale

No active listings inside Gulf To Bay Estates 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.

2338 NASH STREET
$325K · 0.0 mi away
2 bd · 1.5 ba · 993 sqft
2338 NASH STREET
Listed by CAPSTONE REALTY & ASSOCIATES
2301 WHITMAN STREET
$348K · 0.1 mi away
2 bd · 2 ba · 1,154 sqft
2301 WHITMAN STREET
Listed by VREELAND REAL ESTATE LLC
2366 SHELLEY STREET #10
$157K · 0.1 mi away
1 bd · 1 ba · 585 sqft
2366 SHELLEY STREET #10
Listed by GOLD REAL ESTATE SOLUTIONS
2353 SHELLEY STREET #19
$125K · 0.1 mi away
1 bd · 1 ba · 585 sqft
2353 SHELLEY STREET #19
Listed by FUTURE HOME REALTY INC
2353 SHELLEY STREET #15
$155K · 0.1 mi away
1 bd · 1 ba · 585 sqft
2353 SHELLEY STREET #15
Listed by EXP REALTY LLC
2 N FERNWOOD AVENUE #25
$108K · 0.2 mi away
2 bd · 1 ba · 800 sqft
2 N FERNWOOD AVENUE #25
Listed by RE/MAX ELITE REALTY

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Gulf To Bay Estates is an established mid-century pocket of Clearwater in Pinellas County, built out largely between 1956 and 1996, with a settled owner-occupant base — homestead exemptions cover roughly 61% of homes.

Stellar MLS sales records identify 56 homes in Gulf To Bay Estates that have changed hands since 2004, built between 1960 and 1967 (median 1963), with a median living area of about 1,105 sq ft and a typical 2-bedroom, 1.5-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.

Best for

  • Buyers targeting the mid-$300s who want an established Clearwater address over raw size
  • Renovators comfortable updating a mid-century home and pricing their offer to condition
  • Long-hold owner-occupants who value a settled, largely homesteaded street pattern

Probably not for

  • Buyers who need new or near-new construction with modern systems already in place
  • Anyone requiring large living space, since the median footprint runs small near 1,307 square feet
  • Buyers who need a slow, low-pressure search — the 11-day median leaves little time to deliberate

The market around Gulf To Bay Estates

Gulf To Bay Estates is too small for its own price trend, so here is the market around it.

In ZIP 33765, 48 homes are on the market and 21% are under contract — a steady corner of Clearwater.

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

In ZIP 33765 (Clearwater), 120 homes closed in the last 12 months at a median of $368K ($238/sq ft), up 6.1% year over year, with a median 50 days on market. Right now 24 active and 6 pending listings put supply at about 4.5 months — a balanced market. See the live ZIP 33765 housing market and the Pinellas County market.

ZIP and county figures describe the wider market, not Gulf To Bay Estates specifically. Momentum Research analysis of MLS records.

If we were buying in Gulf To Bay Estates today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 Gulf To Bay Estates.

Best Buy
Buyers who want an established Clearwater location and a compact single-story to renovate or hold.
Biggest Risk
Mid-century age means condition risk — roofs, systems, and hidden updates vary widely home to home.
Sweet Spot
An updated-but-honest mid-century home priced to its actual condition near the $350,000 median.
Avoid If
You want new construction, large square footage, or a home with zero deferred maintenance.

A condition-driven mid-century market

This is a mature neighborhood: 269 homes with build years running from 1956 to 1996 and a median of 1962. That age spread matters more than any headline price. A house here can be a lightly touched original or a full remodel, and the median price of $350,000 sits in the middle of a wide condition-driven spread. Read the roof, the electrical, and the HVAC before you read the list price.

The homestead share near 61% points to a stable, owner-held street pattern rather than a churn of rentals. Combined with the small median footprint around 1,307 square feet, the inventory rewards buyers who want a manageable single-story to update on their own terms. Sellers benefit from that same stability — turnover is deliberate, and well-prepared listings meet a fast market at an 11-day median.

The location and the amenities are priced into every listing in Gulf To Bay Estates. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a condition-driven market this old, the number that matters is not the median — it is what a specific home needs. We walk the systems and the true remodel scope with you, price to condition rather than to the block, and move at the pace an 11-day median demands. That is the difference between overpaying for someone else's cosmetics and buying the right project at the right basis.

Gulf To Bay Estates in 15 seconds.

Best forBuyers who want an established Clearwater location and a compact single-story to renovate or hold.
Biggest advantageA stable, owner-held base and a location that keeps well-prepared homes moving.
Biggest riskMid-century age means condition risk — roofs, systems, and hidden updates vary widely home to home.
Sweet spotAn updated-but-honest mid-century home priced to its actual condition near the $350,000 median.
Avoid ifYou want new construction, large square footage, or a home with zero deferred maintenance.

HOA, CDD & Fees

In short
  • HOA status not on record. Verify any dues before you offer
  • Any club/amenity membership is billed separately

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

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Gulf To Bay Estates sales matched to your home.

What is your Gulf To Bay Estates home worth?

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Real comps, not an automated estimate.
Buyers targeting the mid-$300s who want an established Clearwater address over raw sizeExcellent fit
Renovators comfortable updating a mid-century home and pricing their offer to conditionExcellent fit
Long-hold owner-occupants who value a settled, largely homesteaded street patternExcellent fit
Buyers who need new or near-new construction with modern systems already in placeProbably not
Anyone requiring large living space, since the median footprint runs small near 1,307 square feetProbably not
Buyers who need a slow, low-pressure search — the 11-day median leaves little time to deliberateProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2012 (28 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.

Own a home here?

You just read the data. Now see what your home is worth.

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.

Looking to buy here? Search homes for sale →

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CallFree valuation →
Thinking of selling in Gulf To Bay Estates? 1 recorded closings (window ending 2026-09-12). See the Pinellas County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Common questions about Gulf To Bay Estates

Where is Gulf To Bay Estates?

Gulf To Bay Estates is a community in Clearwater, Pinellas County, Florida, ZIP 33765.

Are there homes for sale in Gulf To Bay Estates right now?

No active listings inside Gulf To Bay Estates at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Gulf To Bay Estates have an HOA or CDD?

No HOA is on record for Gulf To Bay Estates 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.

Nearby Communities

Explore more neighborhoods near Gulf To Bay Estates with Momentum Realty’s local guides.

SGShelley Gardens 2 Condo0.1 mi away · median $155K, 3 sales/12 moETEastwood Terrace0.2 mi awayWSWashington Square At Clearwater Condo0.2 mi away · 1 for saleGTGulf To Bay Acres0.3 mi awayGBGulf Bay Acres0.3 mi away

Browse all neighborhood guides →

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