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 18 closed sales in Cypress Bend Of Countryside Unit Two in Clearwater, FL since 2009, the most recent in April 2026. 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).
Cypress Bend Of Countryside Unit Two is a small, tightly defined pocket of about 70 homes in Clearwater's Countryside area, all built within a two-year window in the late 1970s. Because the housing stock is so uniform in age and sits around 2,081 square feet, price here is driven less by size or vintage and more by condition and updates. The spread between an original-systems home and a fully renovated one can be wide, so the number that matters is what a specific house has had done to it.
With roughly 81% of homes carrying a homestead exemption, this is predominantly owner-occupied and turnover is limited. That tends to keep inventory thin, which favors sellers who present a clean, updated home and rewards buyers who move decisively when the right listing appears. Given only one recent closing, treat any single sale as a data point, not a trend, and price against condition rather than headline comps.
The 60-Second Overview
This is a compact late-1970s enclave in the Countryside section of Clearwater, where the homes are consistent in age and footprint, and the real variable buyers are pricing is how much updating each house has received.
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 targeting a settled, owner-occupied pocket who value stability over turnover
- Buyers comfortable renovating a late-1970s home and budgeting for updates to systems and finishes
- Buyers who can act quickly and stay pre-approved when limited inventory comes available
Probably not for
- Buyers who want a newer or recently built home
- Buyers needing many active listings to compare at once
- Buyers unwilling to underwrite the cost of updating an original-condition home
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 uniform 1970s pocket where condition is the whole story
Everything here was built in 1977 or 1978, with a median living area around 2,081 square feet. That uniformity is useful: you are largely comparing like to like on layout and lot era, which means the differentiator between one home and the next is what has been done to it since. Roof, HVAC, kitchens, baths, windows, and any structural updates should anchor your read on value far more than the year built.
The high homestead share, around 81%, points to a community held by long-term owners rather than investors, which historically means fewer listings at any given time. For buyers, that argues for being pre-approved and ready to act; for sellers, it means a well-prepared home can stand out simply because there is little to compete with. Because only one home closed in the recent window, lean on condition-based pricing and current active inventory instead of trying to extrapolate from a single sale.
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 70-home community with light turnover and thin recent sales data, generic comps will steer you wrong. We price and evaluate on condition and updates line by line, watch active and pending inventory closely, and tell you plainly when a listing is priced for its finishes and when it is priced for its potential.
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 2009 (18 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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See how Cypress Bend Of Countryside Unit Two fits the bigger picture — live prices, inventory, and Momentum Scores: