Pine Oak
Homes for Sale in Clearwater, FL

All 1,157 homes for sale in Clearwater, FL · median $299,000 · 137 homes for sale in 33756 · Pinellas County homes for sale

Community in Clearwater · Pinellas County · ZIP 33756
115 homesBuilt 1954–1995
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Built fromLive Stellar MLS data22 years of closingsFL DOR public recordsUpdated twice daily

As of October 2026, the MLS records 28 closed sales in Pine Oak Add 01 in Clearwater, FL since 2004, the most recent in June 2026. Across Clearwater as a whole, 1,358 homes closed in the last 12 months at a median of $312,500, 50 median days on market, with 415 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $6,060 ($5,250 with the full homestead exemption).

Pine Oak Add 01 key facts
LocationClearwater, Pinellas County, FL · ZIP 33756
Homes in the community115 (FL DOR 2025 assessment roll)
Years built1954–1995 (median 1959)
Typical living area1,729 sq ft (median)
Owner-occupied (homestead) share79%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Pine Oak Add 01 key facts,” movewithmomentum.com/neighborhoods/pine-oak-add-01, data as of September 20, 2026.

Live · Pine Oak 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
Ownership and context
79%
Owner-occupied · Pine Oak
91 of 115 parcels homesteaded (FL DOR 2025)
21%
Non-owner-occupied · Pine Oak
incl. 4% trust or LLC-held · 4% out-of-state
115
Homes in the community
115 residential parcels (FL DOR 2025)
Track record · 22 years of records
4
Recorded sales · 2024-2025
median $498K · qualified sales on the county roll (FL DOR 2025)
Est. 1954
Community established
homes built 1954-1995, median 1959 (FL DOR 2025)
0.9%/yr
Turnover rate
about 1 of 115 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Pine Oak Add 01 is an established Clearwater subdivision built out mostly in the 1950s and 1960s, with a median year built of 1959 and construction stretching to 1995. That range means condition, not square footage, is the main variable buyers will run into here — a home from the original build wave next to one from a later infill lot can present very differently, and renovation history matters more than the tax record's year built.

With 140 homes total and only a single closing recorded in the most recent window, this is a thin, slow-moving market rather than a high-turnover one. That posture favors patient buyers willing to wait for the right listing, and it means sellers should expect a longer runway and more reliance on condition and presentation to stand out, since there is little competing inventory to set a fast pace.

Nearby homes for sale

No active listings inside Pine OakHomes for Sale in Clearwater, FL 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.

1637 WHITEWOOD DRIVE
$460K · 0.1 mi away
3 bd · 2 ba · 1,551 sqft
1637 WHITEWOOD DRIVE
Listed by 27NORTH REALTY
1606 FRUITWOOD DRIVE
$350K · 0.2 mi away
2 bd · 1 ba · 1,023 sqft
1606 FRUITWOOD DRIVE
Listed by RE/MAX ALLIANCE GROUP
1539 VALENCIA STREET
$525K · 0.2 mi away
3 bd · 2 ba · 1,734 sqft
1539 VALENCIA STREET
Listed by CHARLES RUTENBERG REALTY INC
1531 VALENCIA STREET
$409K · 0.2 mi away
3 bd · 2 ba · 1,456 sqft
1531 VALENCIA STREET
Listed by DIGI REALTY GROUP, INC.
1338 MARJOHN AVENUE
$465K · 0.2 mi away
2 bd · 2 ba · 1,498 sqft
1338 MARJOHN AVENUE
Listed by AMOROSE & ASSOCIATES REALTY
1601 HARDWOOD DRIVE
$480K · 0.2 mi away
3 bd · 2 ba · 1,378 sqft
1601 HARDWOOD DRIVE
Listed by CHARLES RUTENBERG REALTY INC

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

The 60-Second Overview

A midcentury Clearwater subdivision of 140 homes, Pine Oak Add 01 carries a median living area of roughly 1,735 square feet and a high share of owner-occupancy — about 80% of homes are homesteaded, pointing to a community where most owners live in the home rather than hold it as a rental or second property.

Stellar MLS sales records identify 62 homes in Pine Oak that have changed hands since 2004, built between 1954 and 1987 (median 1958), with a median living area of about 1,478 sq ft and a typical 3-bedroom, 2-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.

County records show 4 qualified sales in Pine Oak across 2024–2025 (3 in 2024, 1 in 2025), median $497,500 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

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 comfortable evaluating an older home on its individual condition and renovation history rather than a uniform build standard
  • Buyers who want a straightforward residential subdivision without built-in amenities and are budgeting for the home and lot itself
  • Buyers prepared to wait for the right listing in a low-turnover market rather than needing to choose among many active options

Probably not for

  • Buyers who want on-site community amenities like a pool, clubhouse, or organized recreation
  • Buyers who need a fast transaction supported by a high volume of comparable recent sales
  • Buyers seeking new or near-new construction without renovation considerations

The market around Pine Oak

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

In ZIP 33756, 260 homes are on the market and 17% are under contract — a slower corner of Clearwater.

Across Pinellas County, 6,539 homes are active and 1,627 pending (20% under contract).

In ZIP 33756 (Clearwater), 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 Pine Oak specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in Pine Oak Add 01, Clearwater

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 3 listings
Distress share trend — 0.0% now (2026-09-14 → 2026-09-20)

Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.

If we were buying in Pine Oak 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 Pine Oak.

Best Buy
Buyers looking for an established, no-frills Clearwater subdivision rather than an amenity-driven community.
Biggest Risk
Wide condition variance across a 1954–1995 build range means due diligence on individual homes is essential.
Sweet Spot
A move-in-ready or thoughtfully updated home near the median 1,735 square feet.
Avoid If
You want community amenities such as a pool or clubhouse, or you need fast, high-volume inventory to choose from.

An older Clearwater street, valued on condition

The age spread here — homes built between 1954 and 1995, with a median year built of 1959 — means the neighborhood is not architecturally uniform. Original construction, later remodels, and any post-1959 infill can sit on the same block, so a walk-through matters more than the listing sheet. Buyers should expect to evaluate roofs, electrical, plumbing, and any additions on a house-by-house basis rather than assuming a common build standard across the subdivision.

No community amenities are identified from current MLS listings, so this reads as a straightforward residential subdivision rather than one built around a clubhouse, pool, or shared recreation. The value proposition is the lot and the house itself, plus proximity to whatever Clearwater offers outside the subdivision boundary. With homestead occupancy around 80% and only one closing in the latest window, this is a place people tend to settle into and stay, with resale opportunities appearing infrequently.

“

The location and the amenities are priced into every listing in Pine Oak. 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 subdivision this thin on turnover, knowing which of the 140 homes has actually been updated — and which is trading mostly on land and location — takes local legwork, not just a portal search. We track listings here as they come up, help you weigh a 1950s original against a later remodel on its own merits, and keep the process realistic given how little recent transaction data there is to lean on.

Pine Oak in 15 seconds.

Best forBuyers looking for an established, no-frills Clearwater subdivision rather than an amenity-driven community.
Biggest advantageHigh owner-occupancy and a stable, settled residential character.
Biggest riskWide condition variance across a 1954–1995 build range means due diligence on individual homes is essential.
Sweet spotA move-in-ready or thoughtfully updated home near the median 1,735 square feet.
Avoid ifYou want community amenities such as a pool or clubhouse, or you need fast, high-volume inventory to choose from.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Pine Oak homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Pine Oak.
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 Pine Oak sales matched to your home.

What is your Pine Oak home worth?

Get a no-obligation home value based on real comparable sales in Pine Oak, 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 Clearwater →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Pine Oak?
The Florida DOR 2025 assessment roll shows 115 homes in Pine Oak (public records).
What share of Pine Oak is owner-occupied?
79% of Pine Oak parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Pine Oak built?
Homes in Pine Oak were built between 1954 and 1995, with a median year built of 1959 (FL DOR 2025 roll).
Who is the best real estate agent for Pine Oak?
The best agent for Pine Oak is one who actively works Clearwater and knows the community's pricing, fees, 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 Pine Oak.
How do I find a top Clearwater real estate agent who knows Pine Oak?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Pine Oak and the wider Clearwater area.
Can Momentum Realty connect me with an agent for Pine Oak?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Pine Oak purchase or sale - no call center and no pressure.
Where is Pine Oak, and what county is it in?
Pine Oak is in Clearwater, Pinellas County, FL, ZIP 33756. The community's center is about 8 miles southwest of the center of Clearwater (straight-line).
Buyers comfortable evaluating an older home on its individual condition and renovation history rather than a uniform build standardExcellent fit
Buyers who want a straightforward residential subdivision without built-in amenities and are budgeting for the home and lot itselfExcellent fit
Buyers prepared to wait for the right listing in a low-turnover market rather than needing to choose among many active optionsExcellent fit
Buyers who want on-site community amenities like a pool, clubhouse, or organized recreationProbably not
Buyers who need a fast transaction supported by a high volume of comparable recent salesProbably not
Buyers seeking new or near-new construction without renovation considerationsProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (5 streets, ZIP 33756))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2004 (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.

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CallFree valuation →
Thinking of selling in Pine Oak Add 01? 1 recorded closings (window ending 2026-09-20). 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.

Nearby Communities

Explore more neighborhoods near Pine Oak with Momentum Realty’s local guides.

POPine Oak0.0 mi away · 140 homes, built 1954–95POPine Oak0.0 mi away · 92 homes, built 1954–95HMHighland Manor0.2 mi away · 130 homes, built 1915–21Highland Lake0.2 mi away · median $324K, 8 sales/12 moHLHighland Lake0.2 mi away · 524 homes, built 1915–20Highland Lake0.2 mi awayLVLakeview Vista0.2 mi away · 75 homes, built 1956–87Douglas Manor0.2 mi away · 2 for sale

Browse all neighborhood guides →

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