Cypress Bend Of Countryside Unit One
Homes for Sale in Clearwater, FL

Community in Clearwater · Pinellas County
128 homesBuilt 1975–1988
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Built fromLive Stellar MLS data14 years of closingsFL DOR public recordsUpdated twice daily
Live · Cypress Bend Of Countryside Unit One Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
84%
Owner-occupied · Cypress Bend Of Countryside Unit One
108 of 128 parcels homesteaded (FL DOR 2025)
16%
Non-owner-occupied · Cypress Bend Of Countryside Unit One
incl. 4% trust or LLC-held · 5% out-of-state
33%
Cash buyers · Cypress Bend Of Countryside Unit One
2 of 6 sales, 12 mo ending June 2021
128
Homes in the community
128 residential parcels (FL DOR 2025)
Track record · 14 years of records
Est. 1975
Community established
homes built 1975-1988, median 1977 (FL DOR 2025)
0
Failed listings · 2025
peaked at 2 in 2020
Jon Brooks, founder of Momentum Realty
Jon's Current Read

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.

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 Unit One

Cypress Bend Of Countryside Unit One is a small community — 5 recorded sales on file, most recently in 2025 — 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 Cypress Bend Of Countryside Unit One specifically. Momentum Research analysis of MLS records.

If we were buying in Cypress Bend Of Countryside Unit One today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 Unit One.

Best Buy
Buyers who want an established Countryside address and functional single-family square footage.
Biggest Risk
Age-driven maintenance — roofs, HVAC, and systems on homes built 1975 to 1988.
Sweet Spot
An updated home near the median size of roughly 1,815 square feet.
Avoid If
You need new construction or a large, fast-moving pool of listings to choose from.

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 Unit One. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

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 Unit One in 15 seconds.

Best forBuyers who want an established Countryside address and functional single-family square footage.
Biggest advantageA stable, largely owner-occupied pocket where updated homes clearly stand apart.
Biggest riskAge-driven maintenance — roofs, HVAC, and systems on homes built 1975 to 1988.
Sweet spotAn updated home near the median size of roughly 1,815 square feet.
Avoid ifYou need new construction or a large, fast-moving pool of listings to choose from.

HOA, CDD & Fees

In short
  • 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.

The takeaway

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 Unit One sales matched to your home.

What is your Cypress Bend Of Countryside Unit One home worth?

Get a no-obligation home value based on real comparable sales in Cypress Bend Of Countryside Unit One, 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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Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Cypress Bend Of Countryside Unit One?
The Florida DOR 2025 assessment roll shows 128 homes in Cypress Bend Of Countryside Unit One (public records).
What share of Cypress Bend Of Countryside Unit One is owner-occupied?
84% of Cypress Bend Of Countryside Unit One parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Cypress Bend Of Countryside Unit One built?
Homes in Cypress Bend Of Countryside Unit One were built between 1975 and 1988, with a median year built of 1977.0 (FL DOR 2025 roll).
Do cash buyers compete in Cypress Bend Of Countryside Unit One?
Cash buyers took 33% of Cypress Bend Of Countryside Unit One sales in the 12 months ending June 2021 (2 of 6 closings, Stellar MLS).
Who is the best real estate agent for Cypress Bend Of Countryside Unit One?
The best agent for Cypress Bend Of Countryside Unit One is one who actively works Clearwater and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Cypress Bend Of Countryside Unit One.
How do I find a top Clearwater real estate agent who knows Cypress Bend Of Countryside Unit One?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Cypress Bend Of Countryside Unit One and the wider Clearwater area.
Can Momentum Realty connect me with an agent for Cypress Bend Of Countryside Unit One?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Cypress Bend Of Countryside Unit One purchase or sale - no call center and no pressure.
Buyers seeking a settled, established Clearwater neighborhood with room to add value through updatesExcellent fit
Owner-occupants planning to hold long-term rather than flipExcellent fit
Buyers with a renovation budget who can underwrite a 1970s-era home's systemsExcellent fit
Buyers who want move-in-ready new constructionProbably not
Buyers who need a large selection of active listings and quick turnoverProbably not
Investors chasing rapid resale in a low-turnover, owner-heavy pocketProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (4 streets, ZIP 33761))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-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.

Own a home here?

You just read the data. Now see what your home is worth.

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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More Clearwater & St. Petersburg & Pinellas County guides

Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of St. Petersburg & Pinellas County or the full Neighborhood Finder.

Thinking of selling in CYPRESS BEND OF COUNTRYSIDE UNIT ONE? 1 recorded closings (window ending 2026-08-02). See the Pinellas County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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