Countryside Pines
Homes for Sale in Clearwater, FL

Community in Clearwater · Pinellas County
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data11 years of closingsUpdated twice daily
Live · Countryside Pines Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
33%
Cash buyers · Countryside Pines
1 of 3 sales, 12 mo ending June 2022
Track record · 11 years of records
0
Failed listings · 2024
peaked at 3 in 2024
Jon Brooks, founder of Momentum Realty
Jon's Current Read

The honest starting point on Countryside Pines is that we have no closings in the current window to work from. That means no reliable median, no days-on-market read, no sense of where the price is actually clearing right now. Anyone quoting you a hard number for this community today is guessing.

For a buyer, that argues for patience and comparison shopping against nearby Clearwater and broader Pinellas inventory rather than anchoring to a single listing. For a seller, it means pricing has to be built from the home itself — condition, updates, lot — and from live competition, not from recent neighborhood comps that simply are not there yet.

Best for

  • Buyers who can evaluate a home on its own condition and location and are patient enough to wait for the right listing
  • Sellers willing to price from live competition and current market feedback rather than a neighborhood median
  • Value-focused shoppers already comparing across the broader Clearwater and Pinellas market

Probably not for

  • Buyers who want a firm, data-backed median and days-on-market figure before making an offer
  • Sellers expecting recent in-community comps to justify their asking price
  • Anyone needing to transact quickly on the assumption of a well-established, liquid local market

The market around Countryside Pines

Countryside Pines is a small community — 4 recorded sales on file, most recently in 2024 — 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).

The housing mix here is 76% single family residence, 24% townhouse.

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

If we were buying in Countryside Pines 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 Countryside Pines.

Best Buy
Buyers and sellers comfortable working from current comparables rather than settled neighborhood history.
Biggest Risk
With no recent closings, price discovery is uncertain and a single sale can swing expectations.
Sweet Spot
A well-condition home priced off live Pinellas competition, not assumptions.
Avoid If
You need confirmed comps and a clear median before you will act.

Reading a market with no recent trades

The absence of closings in the current window is not automatically a red flag — small communities can simply go quiet — but it does remove the usual guardrails. Without a working median or a days-on-market figure, price discovery here happens deal by deal, and each transaction that does close will carry outsized weight in setting expectations.

Practically, that puts the emphasis back on the individual home and on the wider Clearwater and Pinellas context. Location within the community, condition, and how a given listing stacks up against comparable inventory just outside it will tell you more right now than any community-level average could.

The location and the amenities are priced into every listing in Countryside Pines. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

When the neighborhood data is thin, the work shifts to judgment: pulling live comparables from the surrounding Clearwater and Pinellas market, pressure-testing a list price against real competition, and telling you plainly when a number is unsupported. That is exactly the situation where a broker who will say "we don't know yet" is worth more than one who fills the gap with a guess.

Countryside Pines in 15 seconds.

Best forBuyers and sellers comfortable working from current comparables rather than settled neighborhood history.
Biggest advantageA quieter trade record means less anchoring to stale comps and more room to price on the merits of the home.
Biggest riskWith no recent closings, price discovery is uncertain and a single sale can swing expectations.
Sweet spotA well-condition home priced off live Pinellas competition, not assumptions.
Avoid ifYou need confirmed comps and a clear median before you will act.

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 Countryside Pines sales matched to your home.

What is your Countryside Pines home worth?

Get a no-obligation home value based on real comparable sales in Countryside Pines, 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

Do cash buyers compete in Countryside Pines?
Cash buyers took 33% of Countryside Pines sales in the 12 months ending June 2022 (1 of 3 closings, Stellar MLS).
Who is the best real estate agent for Countryside Pines?
The best agent for Countryside Pines 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 Countryside Pines.
How do I find a top Clearwater real estate agent who knows Countryside Pines?
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 Countryside Pines and the wider Clearwater area.
Can Momentum Realty connect me with an agent for Countryside Pines?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Countryside Pines purchase or sale - no call center and no pressure.
Buyers who can evaluate a home on its own condition and location and are patient enough to wait for the right listingExcellent fit
Sellers willing to price from live competition and current market feedback rather than a neighborhood medianExcellent fit
Value-focused shoppers already comparing across the broader Clearwater and Pinellas marketExcellent fit
Buyers who want a firm, data-backed median and days-on-market figure before making an offerProbably not
Sellers expecting recent in-community comps to justify their asking priceProbably not
Anyone needing to transact quickly on the assumption of a well-established, liquid local marketProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2015 (11 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 COUNTRYSIDE PINES? 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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