Windsor Park 2Nd Add
Homes for Sale in Clearwater, FL
True comps, carrying-cost math, and listings before the portals.
Windsor Park 2Nd Add is a small, established pocket of Clearwater — 57 homes built between 1962 and 1988, with the middle of the pack dating to 1968. At a median of roughly 1,785 square feet, these are mid-century-era single-family homes, and in a subdivision this age condition is the price story. Two homes of similar footprint can trade well apart depending on roof, systems, and whether the kitchen and baths have been touched. There is no single price band here; expect a wide spread driven by updates, not square footage.
The other number that matters is the homestead share: about 83% of these homes are owner-occupied on homestead. That points to a tightly held, low-churn street where inventory is thin and turnover is slow. For a seller, a well-maintained or updated home has scarcity working in its favor. For a buyer, patience matters — you may wait for the right listing rather than choose from many, and you should underwrite the cost of bringing an older home current.
Who Windsor Park 2Nd Add is best for.
Best for
- Buyers targeting an established Clearwater location who will renovate an older home to their taste
- Long-hold owner-occupants who value a stable, low-turnover street over inventory selection
- Buyers with a renovation budget who want to buy on condition and build equity through updates
Probably not for
- Buyers who need newer construction and modern systems out of the box
- Shoppers who want many active listings to compare at once
- Buyers with no contingency budget for the maintenance older homes typically require
The market around Windsor Park 2Nd Add
Windsor Park 2Nd Add is a small community — 4 recorded sales on file, most recently in 2018 — 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).
Homes here are single family residence.
ZIP and county figures describe the wider market, not Windsor Park 2Nd Add specifically. Momentum Research analysis of MLS records.
The Windsor Park 2Nd Add buying strategy.
If we were buying in Windsor Park 2Nd Add 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 Windsor Park 2Nd Add.
An older, owner-held Clearwater pocket
With a build window of 1962 to 1988 and a median year built of 1968, this is a neighborhood where you buy the bones and the location, then judge each house on what has been done to it since. Median living area sits near 1,785 square feet — enough room to work with, but the meaningful variable is mechanical and cosmetic condition. Roof age, plumbing and electrical updates, window replacement, and kitchen/bath renovation will separate one asking price from another far more than layout will.
The 82.5% homestead share tells you this is a place people stay. That stability keeps supply limited, so listings can be worth acting on when they appear rather than waiting for a comparable that may not come soon. Buyers should budget for inspection findings typical of homes of this vintage; sellers who have already handled the big-ticket systems should document that work, because it is exactly what commands the top of this market.
The location and the amenities are priced into every listing in Windsor Park 2Nd Add. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a 57-home neighborhood with thin turnover, comps are scarce and condition-adjusted pricing is everything. We read each home on its actual systems and updates rather than a blanket price-per-foot, and we know how to position an updated home against a dated one — on either side of the deal.
Windsor Park 2Nd Add in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Windsor Park 2Nd Add 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 Windsor Park 2Nd Add sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windsor Park 2Nd Add, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Windsor Park 2Nd Add home worth?
Get a no-obligation home value based on real comparable sales in Windsor Park 2Nd Add, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Frequently Asked Questions
How many homes are in Windsor Park 2Nd Add?
What share of Windsor Park 2Nd Add is owner-occupied?
When were the homes in Windsor Park 2Nd Add built?
Do cash buyers compete in Windsor Park 2Nd Add?
Who is the best real estate agent for Windsor Park 2Nd Add?
How do I find a top Clearwater real estate agent who knows Windsor Park 2Nd Add?
Can Momentum Realty connect me with an agent for Windsor Park 2Nd Add?
Should you buy in Windsor Park 2Nd Add?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (3 streets, ZIP 33755)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2013 (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. 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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