Neighborhood · Sarasota, Florida
Crestwood Villas
Easygoing Sarasota villa living, close to everything
3
Homes for sale
$309,900
Median list price
$182
Avg price / sqft
77
Median days on market
Crestwood Villas is the kind of low-key Sarasota community where the pace stays relaxed and the day-to-day is refreshingly simple. You're within reach of the Rosemary District and Five Points downtown scene, the beaches of Lido Key, and the arts-and-water character of Indian Beach / Sapphire Shores. Families here are zoned for Ashton Elementary, Sarasota Middle, and Sarasota High School.
For buyers, this is a small, tightly held pocket — there are just three active listings right now, with a median list price of $324,900. That price point makes Crestwood Villas one of the more attainable ways into the Sarasota market, especially compared to the waterfront neighborhoods nearby. With so little inventory, moving decisively when the right villa appears matters more than waiting for a bigger selection.
Crestwood Villas is a community in Sarasota, Florida.
Quick facts
$269,500 – $328K price range
1,803 sqft median home
$700/mo median HOA
$2,648/mo median rent
13 sold in 12 months
Drive times
On the market now
Homes for sale in Crestwood Villas
$309,900$324,900
5368 KELLY DRIVE UNIT 17, SARASOTA
3 bd · 2 ba · 1,944 sqft
$327,500
5371 CRESTLAKE BOULEVARD UNIT 68, SARASOTA
2 bd · 2 ba · 1,382 sqft
$269,500$279,500
5478 KELLY DRIVE UNIT 7, SARASOTA
3 bd · 2 ba · 1,803 sqft
Every active listing inside the Crestwood Villas boundary
Open full map search →Find your fit
Browse Crestwood Villas
By feature — on the live map
Where the market lives
The numbers that matter
The Crestwood Villas market
13
Sold, last 12 months
$265,000
Median sold price
95%
Sale-to-list ratio
What sellers actually get vs asking
49 days
Median time to sell
Crestwood Villas vs Sarasota
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 12.9% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Crestwood Villas boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Crestwood Villas is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Crestwood Villas home
≈ $2,803/mo
$309,900 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$700/mo
Median HOA
From current listings inside the boundary
$2,648/mo
Median rent
Homes for rent inside the boundary
Population
550
Median age
63
Median income
$110,521
Median home value
$324,800
Beyond the listings
Living in Crestwood Villas
Appearance oriented
Top 8% in the U.S.Body Art
Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.
Active
Top 10% in the U.S.Functional Fitness
Looking good and reaching fitness goals is all about discipline: Eat right. Work hard. No excuses. This population is more likely to view working out as a means to an end.
Food & Drink
Top 10% in the U.S.Fueling for Fitness
A population characterized by healthy eating. Often pre-planning for meals for the purpose of fitness and convenience. Likely to participate in meal prep trends.
Beliefs
Top 13% in the U.S.Local Engagement
These citizens want to make their neighborhood a better, more beautiful place to live. They're attentive to the needs and affairs of the local community.
Active
Top 15% in the U.S.Fitness Obsession
Passionate about strength training, this population relies heavily on the encouragement of the exercise community. While these people seek the latest fitness techniques, they're also interested in supplements and equipment.
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.
Straight answers
Crestwood Villas FAQs
Is Crestwood Villas a good place to live?+
It's a good fit if you want a quiet, manageable villa community with quick access to downtown Sarasota, Lido Key beaches, and the Rosemary District. Families also benefit from being zoned for Ashton Elementary, Sarasota Middle, and Sarasota High School.
Is Crestwood Villas expensive?+
Not by Sarasota standards — the median list price is $324,900, which sits well below what you'd pay in the waterfront neighborhoods nearby. It's one of the more attainable ways into the Sarasota area.
What do homes cost in Crestwood Villas?+
Right now there are three active listings with a median list price of $324,900. Inventory is limited, so the available homes give you a focused snapshot rather than a wide range to compare.
How is the market in Crestwood Villas?+
It's a small, tightly held community with just three homes currently on the market and no recorded sales in the past twelve months. That means when a villa comes up, it's worth acting quickly, since options don't stay open for long.
What about HOA fees and property taxes?+
Specific HOA and property tax figures aren't available in the current data for Crestwood Villas. As a villa community, some fees are typical, so ask your agent to confirm the exact monthly and annual costs on any listing before you make an offer.
Keep exploring
More Sarasota 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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