Castle Woods
Homes for Sale in Clearwater, FL
All 1,282 homes for sale in Clearwater, FL · median $318,394 · 66 homes for sale in 33759 · Pinellas County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of November 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, 2,252 homes closed in the last 12 months at a median of $320,000, 47 median days on market, with 1,130 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $6,200 ($5,390 with the full homestead exemption).
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.
Figures in this note are as of July 14, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Castle Woods 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.
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.
Who Castle Woods is best for.
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, 88 homes are on the market and 27% are under contract — a steady corner of Clearwater.
Across Pinellas County, 6,539 homes are active and 1,627 pending (20% under contract).
In ZIP 33759 (Clearwater), 51 homes closed in the last 12 months at a median of $255K ($214/sq ft), up 22.7% year over year, with a median 50 days on market. Right now 18 active and 4 pending listings put supply at about 4.2 months — a balanced 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.
The Castle Woods buying strategy.
If we were buying in Castle 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 Castle Woods.
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.
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.
Tools for a Castle 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 Castle Woods sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Castle 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 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 →
| Location | Clearwater, Pinellas County, FL · ZIP 33759 |
|---|---|
| Homes in the community | 17 (FL DOR 2025 assessment roll) |
| Years built | 1984–1999 (median 1986) |
| Typical living area | 3,073 sq ft (median) |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 94% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2012 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Castle Woods key facts,” movewithmomentum.com/neighborhoods/castle-woods, data as of September 20, 2026.
Housing distress & ownership in Castle Woods, Clearwater
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
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 November 2026 through November 2026. Deemed reliable but not guaranteed.
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Clearwater guides & data
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- Flood zones
- Property taxes (Pinellas County)
- Homestead exemption (Pinellas County)
- Home insurance cost
Florida buyer guides
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Email me new listings in Castle 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 Castle Woods
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Castle Woods will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
How many homes are in Castle Woods?
What share of Castle Woods is owner-occupied?
When were the homes in Castle Woods built?
Who is the best real estate agent for Castle Woods?
How do I find a top Clearwater real estate agent who knows Castle Woods?
Can Momentum Realty connect me with an agent for Castle Woods?
Where is Castle Woods, and what county is it in?
Should you buy in Castle 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: November 12, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 33759)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-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.
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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 Castle Woods fits the bigger picture — live prices, inventory, and Momentum Scores: