Cypress Bend Of Countryside
Homes for Sale in Clearwater, FL
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 14 closed sales in Cypress Bend Of Countryside Unit One in Clearwater, FL since 2012, the most recent in November 2025. Across Clearwater as a whole, 1,267 homes closed in the last 12 months at a median of $315,000, 49 median days on market, with 393 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $6,110 ($5,290 with the full homestead exemption).
Part of the Countryside master-planned community in Clearwater, FL — see all Countryside homes for sale (28 listings across 16 villages and sections in the MLS).
Price here is driven far more by condition than by square footage. This is a built-out pocket of Countryside where homes went up between 1975 and 1988, with the middle of the range landing around 1977. At a median of roughly 1,815 living square feet, the floor plans are usable and consistent, so what separates one sale from the next is almost always updates: roof, systems, kitchens, and baths. Expect a wide spread in outcomes between a renovated home and one that still reads to its original era.
With about 128 homes and a homestead share near 84%, turnover is limited and most owners are settled in for the long haul. For a buyer, that means inventory is thin and you compete for the few that list; for a seller, it means a well-prepped, updated home stands out against a small field. Either way, pricing to the home's actual condition matters more than leaning on the median as a shortcut.
The 60-Second Overview
Cypress Bend Of Countryside Unit One is a small, established Clearwater enclave of roughly 128 homes inside Pinellas County's Countryside area, built out over the late 1970s and 1980s and largely owner-occupied today.
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 Cypress Bend Of Countryside is best for.
Best for
- Buyers seeking a settled, established Clearwater neighborhood with room to add value through updates
- Owner-occupants planning to hold long-term rather than flip
- Buyers with a renovation budget who can underwrite a 1970s-era home's systems
Probably not for
- Buyers who want move-in-ready new construction
- Buyers who need a large selection of active listings and quick turnover
- Investors chasing rapid resale in a low-turnover, owner-heavy pocket
The market around Cypress Bend Of Countryside
Cypress Bend Of Countryside 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).
ZIP and county figures describe the wider market, not Cypress Bend Of Countryside specifically. Momentum Research analysis of MLS records.
The Cypress Bend Of Countryside buying strategy.
If we were buying in Cypress Bend Of Countryside 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 Cypress Bend Of Countryside.
A built-out Countryside pocket
The construction window here is narrow, 1975 to 1988, with a median build year around 1977. That age tells you what to underwrite: original roofs, aging HVAC and water heaters, and plumbing or electrical that may or may not have been touched. None of that is a dealbreaker in a market this vintage, but it should shape your inspection budget and your offer.
The median living area of about 1,815 square feet points to real, functional single-family homes rather than starter boxes. Combine that with a homestead share near 84%, and you get a community where homes tend to be held and maintained rather than flipped. Lot use and any exterior updates will vary house to house, so walk each one on its own merits.
The location and the amenities are priced into every listing in Cypress Bend Of Countryside. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a small, low-turnover community like this, the difference between a strong buy and an overpay comes down to reading condition against the median, not the sticker. We help buyers price the deferred maintenance a 1970s-era home may carry, and we help sellers decide which updates actually move a sale in a market this thin. No inflated promises, just a grounded plan for a specific house.
Cypress Bend Of Countryside in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- 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 Cypress Bend Of Countryside 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 Cypress Bend Of Countryside sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Cypress Bend Of Countryside, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Cypress Bend Of Countryside home worth?
Get a no-obligation home value based on real comparable sales in Cypress Bend Of Countryside, 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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Should you buy in Cypress Bend Of Countryside?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2012 (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.
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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 local comps.
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See how Cypress Bend Of Countryside Unit One fits the bigger picture — live prices, inventory, and Momentum Scores: