Neighborhood · Sarasota, Florida
Crestwood Villas
Low-maintenance living close to everything Sarasota
3
Homes for sale
$309,900
Median list price
$182
Avg price / sqft
81
Median days on market
Crestwood Villas is a small, tight-knit villa community in Sarasota County, built for people who want space and low upkeep without giving up proximity to the coast. You're a manageable drive from the beaches of Lido Key, the galleries and green space around Indian Beach / Sapphire Shores, and the restaurants and parks of Arlington Park. The neighborhood leans quiet and residential, which is exactly the point for buyers trading yard work for time back.
The market here is compact and steady rather than frantic. With just 3 active listings and 13 homes sold in the past year, inventory is thin, but sellers are only pulling about 95% of asking and homes are sitting a median of 81 days — leverage a patient buyer can use. Median list sits at $309,900 while the median sold price was $265,000, so there's real room to negotiate against list. If you want to see how it compares to the wider market, browse Sarasota homes for sale alongside your Crestwood search.
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, low-maintenance villa community with easy access to Sarasota's coast and culture. You're a short drive from Lido Key and central-city amenities, and the neighborhood is assigned to Ashton Elementary, Sarasota Middle, and Sarasota High School.
Is Crestwood Villas expensive?+
By Sarasota standards, it's relatively accessible — the median list price is $309,900 and homes run about $182 per square foot. The most recent 12 months saw a median sold price of $265,000, well below what waterfront and downtown neighborhoods command.
What do homes cost in Crestwood Villas?+
Active listings currently range from $269,500 to $327,500, with a median around $309,900 for roughly 1,803 sqft. Because homes are closing near 95% of asking, expect real deals to land closer to the recent $265,000 median sold price.
How is the market in Crestwood Villas right now?+
Inventory is thin, with just 3 active listings and 13 sales over the past year, but the pace favors buyers who can wait. Homes sit a median of 81 days on market and sellers get about 95% of asking, so there's room to negotiate.
What about HOA fees and property taxes?+
The median HOA here runs about $700 per month, which typically covers the exterior maintenance that makes villa living low-effort. Property taxes are modest at a median of roughly $3,117 per year — worth budgeting alongside the monthly dues.
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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