COUNTRYSIDE WOODS
Homes for Sale in CLEARWATER, FL
True comps, carrying-cost math, and listings before the portals.
Countryside Woods is a compact, built-out community in Clearwater — 60 homes, all delivered between 1984 and 1993, with a median living area around 1,349 square feet. At this size and vintage, price is driven less by floor plan and more by condition: whether a home still carries its original kitchen, baths, roof, and systems, or has been updated. Expect a wide spread between move-in-ready and project houses, and read each listing on its own merits rather than the community average.
The closing data here is thin — this snapshot reflects a single closing window, so treat any read on price direction as directional, not definitive. With roughly 65% of homes homesteaded, owner-occupancy runs high and turnover tends to be modest, which means inventory can be scarce. For buyers, that argues for patience and readiness to move when a well-kept home lists. For sellers, condition and preparation do most of the work in a market this small.
Who COUNTRYSIDE WOODS is best for.
Best for
- Buyers seeking a right-sized, single-story-era Clearwater home who value a settled, owner-occupied setting
- Renovation-minded buyers comfortable budgeting for roof and systems on a home of this vintage
- Long-hold owners who want a low-turnover neighborhood and are willing to wait for the right listing
Probably not for
- Buyers who need significantly more than roughly 1,349 square feet of living space
- Anyone who wants a large selection of homes to tour on a fixed timeline
- Buyers wanting new construction or a home with all major systems already modern
The market around COUNTRYSIDE WOODS
COUNTRYSIDE WOODS is a small community — 25 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.
In ZIP 33761, 154 homes are on the market and 23% are under contract — a steady corner of CLEARWATER.
Across Pinellas County, 6,999 homes are active and 1,872 pending (21% under contract).
The housing mix here is 93% townhouse, 4% condominium, 1% single family residence.
ZIP and county figures describe the wider market, not COUNTRYSIDE WOODS specifically. Momentum Research analysis of MLS records.
The COUNTRYSIDE WOODS buying strategy.
If we were buying in COUNTRYSIDE 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 COUNTRYSIDE WOODS.
A condition-driven pocket of Pinellas
With every home built inside a single decade and a median footprint near 1,349 square feet, Countryside Woods is remarkably consistent in scale. That consistency is useful: it makes comparisons cleaner, and it puts the spotlight on what actually varies — the state of the roof, HVAC, plumbing, kitchens, and baths in homes now several decades old. A renovated house and an original one can sit far apart in value even with near-identical square footage.
The high homestead share points to a settled, owner-occupied community where homes don't cycle onto the market often. That works in an owner's favor over time but limits choice for buyers, who may wait for the right listing rather than pick from several. When inventory is this tight, being pre-approved and decisive matters more than in a higher-turnover area.
The location and the amenities are priced into every listing in COUNTRYSIDE WOODS. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a small, condition-sensitive community like this, the value is in the detail — pulling permit history, reading the age of major systems, and pricing a home against its true comparable rather than the neighborhood average. We track when Countryside Woods homes actually list, and because they don't come up often, we help buyers stay ready to act and help sellers prep so their home stands apart in a low-inventory market.
COUNTRYSIDE WOODS 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 COUNTRYSIDE 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 COUNTRYSIDE WOODS sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in COUNTRYSIDE 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 COUNTRYSIDE WOODS home worth?
Get a no-obligation home value based on real comparable sales in COUNTRYSIDE 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.
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Frequently Asked Questions
How many homes are in COUNTRYSIDE WOODS?
What share of COUNTRYSIDE WOODS is owner-occupied?
When were the homes in COUNTRYSIDE WOODS built?
Do cash buyers compete in COUNTRYSIDE WOODS?
Who is the best real estate agent for COUNTRYSIDE WOODS?
How do I find a top CLEARWATER real estate agent who knows COUNTRYSIDE WOODS?
Can Momentum Realty connect me with an agent for COUNTRYSIDE WOODS?
Should you buy in COUNTRYSIDE WOODS?
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 (20 streets, ZIP 33761)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2014 (33 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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