Windsor Woods Ii
Homes for Sale in Clearwater, FL

Community in Clearwater · Pinellas County
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data22 years of closingsUpdated twice daily
Live · Windsor Woods Ii Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
33%
Cash buyers · Windsor Woods Ii
1 of 3 sales, 12 mo ending June 2025
Track record · 22 years of records
0
Failed listings · 2025
peaked at 2 in 2012
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Windsor Woods II sits in Clearwater, in the heart of Pinellas County, and pricing here is going to be driven by the individual home more than by any neighborhood-wide number. Without a current median or spread in front of me, I'd treat condition, updates, and lot position as the levers that move value in this pocket rather than assuming a floor or ceiling.

For a buyer, that means underwriting each listing on its own merits and not anchoring to a rumored range. For a seller, it means presentation and honest condition disclosure will do more for your outcome than chasing a headline figure. Come to the table with real comps, not aspirations.

Best for

  • Buyers prioritizing a central Pinellas County location over new-construction polish
  • Buyers willing to underwrite each home on its own condition and updates
  • Owner-occupants planning to hold rather than flip on a short timeline

Probably not for

  • Buyers who need a predictable, published price band before touring
  • Buyers wanting resort-style community amenities and heavy HOA programming
  • Investors chasing a quick, low-effort turnaround

The market around Windsor Woods Ii

Windsor Woods Ii is a small community — 8 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.

Across Pinellas County, 6,909 homes are active and 1,852 pending (21% under contract).

The housing mix here is 96% single family residence, 4% ?.

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

If we were buying in Windsor Woods Ii 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 Windsor Woods Ii.

Best Buy
Buyers who want a central Clearwater address within a defined community.
Biggest Risk
Value hinges on individual condition, so pricing can vary widely home to home.
Sweet Spot
A well-updated home priced against real recent comps.
Avoid If
You need a guaranteed price range or a large, amenity-heavy master-planned setting.

The location and the amenities are priced into every listing in Windsor Woods Ii. 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 small Clearwater community like Windsor Woods II, the difference between a fair deal and a mistake is knowing how each home compares to the last few that actually closed nearby. We work the Pinellas market on the ground, we read condition honestly, and we'll tell you when a listing isn't worth what it's asking.

Windsor Woods Ii in 15 seconds.

Best forBuyers who want a central Clearwater address within a defined community.
Biggest advantageA recognizable Pinellas County location with everyday convenience close at hand.
Biggest riskValue hinges on individual condition, so pricing can vary widely home to home.
Sweet spotA well-updated home priced against real recent comps.
Avoid ifYou need a guaranteed price range or a large, amenity-heavy master-planned setting.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • 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 Windsor Woods Ii sales matched to your home.

What is your Windsor Woods Ii home worth?

Get a no-obligation home value based on real comparable sales in Windsor Woods Ii, 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 Windsor Woods Ii on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

Do cash buyers compete in Windsor Woods Ii?
Cash buyers took 33% of Windsor Woods Ii sales in the 12 months ending June 2025 (1 of 3 closings, Stellar MLS).
Who is the best real estate agent for Windsor Woods Ii?
The best agent for Windsor Woods Ii 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 Windsor Woods Ii.
How do I find a top Clearwater real estate agent who knows Windsor Woods Ii?
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 Windsor Woods Ii and the wider Clearwater area.
Can Momentum Realty connect me with an agent for Windsor Woods Ii?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Windsor Woods Ii purchase or sale - no call center and no pressure.
Buyers prioritizing a central Pinellas County location over new-construction polishExcellent fit
Buyers willing to underwrite each home on its own condition and updatesExcellent fit
Owner-occupants planning to hold rather than flip on a short timelineExcellent fit
Buyers who need a predictable, published price band before touringProbably not
Buyers wanting resort-style community amenities and heavy HOA programmingProbably not
Investors chasing a quick, low-effort turnaroundProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2004 (14 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 your area comps.

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