Castle Woods
Homes for Sale in Clearwater, FL

All 1,174 homes for sale in Clearwater, FL · median $295,500 · 66 homes for sale in 33759 · Pinellas County homes for sale

Community in Clearwater · Pinellas County · ZIP 33759
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Built fromLive Stellar MLS data14 years of closingsUpdated twice daily

As of October 2026, the MLS records 12 closed sales in Castle Woods in Clearwater, FL since 2012, the most recent in May 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).

Live · Castle Woods Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Castle Woods is a small pocket in Clearwater, and the only hard number I can stand behind right now is that we're working off a mid-2026 snapshot. With no median, no day count, and no inventory read to lean on, price here is going to be driven by the specifics of each home — condition, updates, lot, and how long the seller has owned — rather than by any tidy community-wide figure.

For a buyer, that means underwriting each listing on its own merits instead of assuming a neighborhood 'going rate.' For a seller, it means the comps that matter are the closest, most recent, most similar homes — not a headline average. Until the data fills in, treat pricing here as a case-by-case exercise.

Nearby homes for sale

No active listings inside Castle WoodsHomes 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.

1830 OAK FOREST DRIVE
$425K · 0.1 mi away
2 bd · 2 ba · 1,713 sqft
1830 OAK FOREST DRIVE
Listed by COASTAL PROPERTIES GROUP INTERNATIONAL
1931 OAK RIDGE COURT
$850K · 0.2 mi away
5 bd · 4.5 ba · 3,984 sqft
1931 OAK RIDGE COURT
Listed by AXEN REALTY, LLC
255 LOS PRADOS DRIVE #255
$265K · 0.4 mi away
2 bd · 1 ba · 1,020 sqft
255 LOS PRADOS DRIVE #255
Listed by MIHARA & ASSOCIATES INC.
328 LOS PRADOS DRIVE #328
$315K · 0.5 mi away
3 bd · 2 ba · 1,250 sqft
328 LOS PRADOS DRIVE #328
Listed by CHARLES RUTENBERG REALTY INC
9 HARBOR COVE STREET
$525K · 0.7 mi away
3 bd · 2 ba · 1,781 sqft
9 HARBOR COVE STREET
Listed by KELLER WILLIAMS ST PETE REALTY
2935 FEATHER DRIVE #65-D
$174K · 0.7 mi away
2 bd · 1 ba · 812 sqft
2935 FEATHER DRIVE #65-D
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

Castle Woods is a defined residential enclave within Clearwater in Pinellas County, on Florida's Gulf side. It reads as a settled, self-contained pocket rather than a sprawling master-planned tract.

Stellar MLS sales records identify 14 homes in Castle Woods that have changed hands since 2012, built between 1984 and 1999 (median 1987), with a median living area of about 2,722 sq ft and a typical 4-bedroom, 3-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 comfortable evaluating each listing on its own condition and comparables rather than a neighborhood average
  • Coastal-Florida buyers who will budget for insurance and flood-zone realities up front
  • Buyers drawn to a smaller, self-contained Clearwater enclave over a sprawling development

Probably not for

  • Buyers who need a clear, published price range before they'll engage
  • Buyers unwilling to carry variable hurricane-season insurance and flood costs
  • Buyers seeking large-scale community amenities like clubhouses, pools, or gated infrastructure

The market around Castle Woods

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

In ZIP 33759, 87 homes are on the market and 28% 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 33759 (Clearwater), 140 homes closed in the last 12 months at a median of $300K ($243/sq ft), down 3.0% year over year, with a median 63 days on market. Right now 30 active and 14 pending listings put supply at about 4.6 months — a buyer's market. See the live ZIP 33759 housing market and the Pinellas County market.

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

If we were buying in Castle Woods 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 Castle Woods.

Best Buy
Buyers who want a settled Clearwater pocket and will underwrite each home individually.
Biggest Risk
Flood zone and insurance costs can swing sharply property to property.
Sweet Spot
A condition-appropriate home priced off recent, close comparables rather than a headline number.
Avoid If
You need a predictable price band or a large, amenity-heavy master-planned community.

Reading Castle Woods without a price sheet

Clearwater sits on the Pinellas peninsula, which shapes almost everything about owning here: proximity to the Gulf, hurricane-season considerations, flood-zone and elevation questions, and insurance costs that vary block to block. Those factors matter more to your carrying cost than any single list price, and they are worth verifying property by property.

Because we don't have a reliable price band for Castle Woods in this snapshot, the honest move is to price and negotiate off condition and direct comparables. Expect a wide spread between a dated original home and a fully updated one, and let the specifics — roof age, systems, flood status — do the talking.

“

The location and the amenities are priced into every listing in Castle Woods. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

We're a Northeast Florida brokerage that treats a thin data snapshot as a reason to dig harder, not to guess. In a small Pinellas pocket like Castle Woods, we'll pull the closest comparables, sort out flood zone and insurance exposure before you're under contract, and tell you plainly when a specific home — or the community itself — isn't the right fit.

Castle Woods in 15 seconds.

Best forBuyers who want a settled Clearwater pocket and will underwrite each home individually.
Biggest advantageA defined enclave on the Gulf-side Pinellas peninsula, close to coastal amenities.
Biggest riskFlood zone and insurance costs can swing sharply property to property.
Sweet spotA condition-appropriate home priced off recent, close comparables rather than a headline number.
Avoid ifYou need a predictable price band or a large, amenity-heavy master-planned community.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Castle Woods 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 Castle Woods.
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 Castle Woods sales matched to your home.

What is your Castle Woods home worth?

Get a no-obligation home value based on real comparable sales in Castle 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 Clearwater →

Real comps, not an automated estimate.
Buyers comfortable evaluating each listing on its own condition and comparables rather than a neighborhood averageExcellent fit
Coastal-Florida buyers who will budget for insurance and flood-zone realities up frontExcellent fit
Buyers drawn to a smaller, self-contained Clearwater enclave over a sprawling developmentExcellent fit
Buyers who need a clear, published price range before they'll engageProbably not
Buyers unwilling to carry variable hurricane-season insurance and flood costsProbably not
Buyers seeking large-scale community amenities like clubhouses, pools, or gated infrastructureProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 19, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2012 (12 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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Common questions about Castle Woods

Where is Castle Woods?

Castle Woods is a community in Clearwater, Pinellas County, Florida, ZIP 33759.

Are there homes for sale in Castle Woods right now?

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

Does Castle Woods have an HOA or CDD?

No HOA is on record for Castle 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.

Nearby Communities

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

FWForest Wood Estates0.1 mi away · 70 homes, built 1972–80, 1 for saleFWForest Wood Estate0.2 mi away · 19 homes, built 1973–07SLSalls Lake Park0.3 mi away · 97 homes, built 1970–21SLSalls Lake Park0.3 mi away · 178 homes, built 1930–02SLSalls Lake Park0.3 mi away · 97 homes, built 1970–21HOHomestead Oaks0.3 mi away · 38 homes, built 1989–04SLSalls Lake Park0.3 mi away · median $485K, 3 sales/12 moOHOld Harbor Place0.4 mi away · 70 homes, built 1995–01

Browse all neighborhood guides →

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Castle Woods Market Scorecard

No active listings

Castle Woods is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$889,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/1
Active/Pend/Sold

Typical home value in the 33759 ZIP is $348,675, about 9.4% above the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.