
Neighborhood · Clearwater, Florida
Winding Wood 2
Attainable Clearwater living with fast Tampa access
2
Homes for sale
$268,950
Median list price
$191
Avg price / sqft
28
Median days on market
Winding Wood 2 is a compact, low-key pocket of Clearwater where the appeal is practical: an easy footprint, mature streets, and a location that keeps you close to everything Pinellas County does well. It sits within reach of the beaches on Sand Key, the revitalized restaurants and events Downtown, and the wider mix of Clearwater homes for sale that draw buyers to this stretch of the Gulf coast. Nearby communities like On Top Of The World and Cove Cay round out the area's range of lifestyles.
For a buyer today, this is one of the more accessible entry points in Clearwater. Active listings are limited — just 3 on the market — with a median list price of $249,900 and homes averaging around 1,405 square feet at about $187 per square foot. Properties here move: median days on market is 11, and over the last year 15 homes sold at a median of $221,000, with sellers collecting about 94% of asking.
Winding Wood 2 is a community in Clearwater, Florida.
Quick facts
$247,999 – $290K price range
1,405 sqft median home
$688/mo median HOA
14 sold in 12 months
Drive times
On the market now
Homes for sale in Winding Wood 2

$289,900
2655 BARKSDALE COURT, CLEARWATER
3 bd · 2 ba · 1,405 sqft

$247,999
2630 CEDAR VIEW COURT UNIT 0, CLEARWATER
3 bd · 2 ba · 1,405 sqft
Every active listing inside the Winding Wood 2 boundary
Open full map search →Find your fit
Browse Winding Wood 2
By feature — on the live map
The numbers that matter
The Winding Wood 2 market
14
Sold, last 12 months
$215,500
Median sold price
94%
Sale-to-list ratio
What sellers actually get vs asking
26 days
Median time to sell
Winding Wood 2 vs Clearwater
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Winding Wood 2 boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Winding Wood 2 is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Winding Wood 2 home
≈ $2,507/mo
$268,950 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$688/mo
Median HOA
From current listings inside the boundary
Population
620
Median age
59
Median income
$58,980
Median home value
$181,800
Beyond the listings
Living in Winding Wood 2
Appearance oriented
Top 1% in the U.S.Smart Chic
Passionate about style, smart chic searches high and low for the perfect look - but not one that will break the bank.
Appearance oriented
Top 1% in the U.S.Trend Trackers
This population lives as fast as the culture. They like to keep up with the latest trends, especially when it comes to apparel and accessories.
Hobbies & Interests
Top 2% in the U.S.Handcrafted
The only thing more beautiful than handmade decor? The hands that made it. This population appreciates the time and care put into one-of-a-kind pieces.
Attitudes
Top 2% 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 4% in the U.S.Body Art
Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.
Lifestyles
Top 6% in the U.S.Nerd Culture
These people aren't afraid to nerd out. Common activities include comic books, video games, and often intellectual pursuits.
People who close here
Our Clearwater experts
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.
Never miss a listing
New Winding Wood 2 homes, in your inbox
A daily digest of new Clearwater listings — straight from the MLS. Unsubscribe anytime.
