Countryside Woods
Homes for Sale in Clearwater, FL

A small, fully established Clearwater neighborhood of early-1980s-to-early-1990s homes on the more modest side of the square-footage scale, where updates and upkeep separate one listing from the next.

Stellar MLS sales records identify 21 homes in Countryside Woods that have changed hands since 2004, built between 1987 and 1989 (median 1988), with a median living area of about 1,360 sq ft and a typical 2-bedroom, 2.5-bath layout; 100% are townhomes. 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.

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

In ZIP 33761, 156 homes are on the market and 26% 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 33761 (Clearwater), 561 homes closed in the last 12 months at a median of $170K ($170/sq ft), down 7.1% year over year, with a median 51 days on market. Right now 74 active and 25 pending listings put supply at about 4.3 months — a buyer's market. See the live ZIP 33761 housing market and the Pinellas County market.

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

• Curlew Creek Elementary-PN · Elementary
• Safety Harbor Middle-PN · Middle
• Countryside High-PN · High

Zoned schools reflect the assignments reported on recent Countryside Woods listings and can change; always confirm with Pinellas County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Countryside Woods address.

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.

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.

Listings in this community report association dues of about $195 per month ($2,340 a year) — the median AssociationFee across 12 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.