Trails Of Countryside
Homes for Sale in Clearwater, FL
True comps, carrying-cost math, and listings before the portals.
The 60-Second Overview
Trails Of Countryside market snapshot (as of July 15, 2026): the median sale price is about $765K ($304 per sq ft over the trailing 12 months of closed sales), and a median 48 days on market for closed sales.
Trails Of Countryside is a community of 78 homes in Clearwater, Pinellas County, built between 1978 and 2000 (median 1987.0), with a median living area of about 2,908 square feet. 91% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 15 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($765K) IS the median in the snapshot above.
Windows contain 0 to 6 sales each (4 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.
The Trails Of Countryside buying strategy.
If we were buying in Trails 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 Trails Of Countryside.
A closer look at the Trails Of Countryside market
At a median of $304 per square foot, Trails Of Countryside prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The housing stock is 78 homes built between 1978 and 2000, and 91% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
The location and the amenities are priced into every listing in Trails Of Countryside. The deal is won or lost on condition, the comps, and the renovation math.
HOA, CDD & Fees
- 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.
Tools for a Trails 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 Trails 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 Trails 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 Trails Of Countryside home worth?
Get a no-obligation home value based on real comparable sales in Trails 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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Frequently Asked Questions
What is the median home price in Trails Of Countryside?
How long do homes in Trails Of Countryside take to sell?
How many homes are in Trails Of Countryside?
What share of Trails Of Countryside is owner-occupied?
When were the homes in Trails Of Countryside built?
Do cash buyers compete in Trails Of Countryside?
Who is the best real estate agent for Trails Of Countryside?
How do I find a top Clearwater real estate agent who knows Trails Of Countryside?
Can Momentum Realty connect me with an agent for Trails Of Countryside?
Data sources & freshness
| Community market stats | Stellar MLS closed sales, 12-month windows ending July 15, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (6 streets, ZIP 33761)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2012 (27 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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