Neighborhood · Clearwater, Florida
Trails Of Countryside
Quiet North Clearwater living with room to breathe
1
Homes for sale
$745,000
Median list price
$309
Avg price / sqft
205
Median days on market
Trails Of Countryside sits in the north Clearwater corridor, where established streets and a low-key residential feel put you within easy reach of the wider Clearwater homes for sale market. Homes here run larger than the county average — a median of 2,411 square feet — with the kind of space families look for when they want a settled, non-touristy pocket of Pinellas County. It's the sort of neighborhood you choose for the schools and the calm rather than the nightlife, though Downtown and the Sand Key beaches are both a short drive away.
This is a thin, slow-moving market, so buyers should set expectations accordingly. There's currently a single active listing at $745,000, and only two homes sold over the past year — but those sellers held their ground, closing at 99% of asking. If you're comparing options across Clearwater, it's worth also watching nearby On Top Of The World and Cove Cay, where inventory turns over more often.
Trails Of Countryside is a community in Clearwater, Florida.
Quick facts
$745,000 – $745K price range
2,411 sqft median home
$8/mo median HOA
2 sold in 12 months
Drive times
On the market now
Homes for sale in Trails Of Countryside
Every active listing inside the Trails Of Countryside boundary
Open full map search →Find your fit
Browse Trails Of Countryside
By feature — on the live map
The numbers that matter
The Trails Of Countryside market
2
Sold, last 12 months
$737,500
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
115 days
Median time to sell
Trails Of Countryside vs Clearwater
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 2.8% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Trails Of Countryside boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Trails Of Countryside is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Trails Of Countryside home
≈ $5,059/mo
$745,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$8/mo
Median HOA
From current listings inside the boundary
Population
350
Median age
35
Median income
$99,828
Median home value
$418,300
Beyond the listings
Living in Trails Of Countryside
Appearance oriented
Top 5% in the U.S.All About Hair
Passionate about all things hair, this population is talking about hair tutorials or the hottest celebrity blowout.
Hobbies & Interests
Top 6% in the U.S.Engine Enthusiast
This population loves working on and showing off their cars, trucks and motorcycles. You can find them researching car shows and the hottest models on the lot.
Hobbies & Interests
Top 8% in the U.S.Wanderlust
Always thinking about their next destination, this population loves exploring new places abroad or right in their own backyard. They hold onto past trips by sharing their favorite memories and pictures year round.
Attitudes
Top 16% in the U.S.Deal Seekers
These people are hunting discounts, contests, and promotions. The population loves a good sale, and they can't wait to share their bargain finds and winnings with friends and family.
Appearance oriented
Top 20% in the U.S.Body Art
Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.
Appearance oriented
Smart Chic
Passionate about style, smart chic searches high and low for the perfect look - but not one that will break the bank.
Straight answers
Trails Of Countryside FAQs
Is Trails Of Countryside a good place to live?+
It's a quiet, family-oriented pocket of north Clearwater with larger homes and assigned schools including Countryside High School and Curlew Creek Elementary. The vibe is residential and settled rather than beachy or busy, though Sand Key and its beaches are an easy drive when you want the water.
Is Trails Of Countryside expensive?+
It sits in the upper-mid range for Clearwater, with the current listing at $745,000 and last year's median sold price at $737,500. At roughly $309 per square foot for larger 2,400-square-foot homes, you're paying for space rather than a premium beachfront address.
What do homes cost in Trails Of Countryside?+
Right now there's one active listing at $745,000, and the two homes that sold in the past year had a median price of $737,500. Expect prices to cluster in the mid-$700s for the typical 2,411-square-foot home.
How is the market in Trails Of Countryside?+
It's a very thin, slow market — one active listing, two sales in the last twelve months, and a median 205 days on market. The upside for sellers is pricing power, with recent closings landing at about 99% of asking, so buyers should come prepared to negotiate on well-priced homes.
What are the HOA fees and property taxes like?+
The HOA is remarkably light at a median of about $8 per month, so monthly community costs are minimal. Property taxes run higher, with a median around $10,993 per year, which is typical for homes in this price and size range.
Keep exploring
More Clearwater neighborhoods
Neighborhood boundary by edgeAI; listings matched to the polygon. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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