Neighborhood · Sarasota, Florida
Cherokee Park
Sarasota's estate address just off the bay
3
Homes for sale
$5,900,000
Median list price
$1,057
Avg price / sqft
96
Median days on market
Cherokee Park is one of Sarasota's oldest and most established estate enclaves, a canopied residential pocket where large lots, mature trees, and generous setbacks set the tone. Homes here run big — the median size is over 6,300 square feet — and the neighborhood sits within easy reach of downtown, the Rosemary District, and the beaches at Lido Key. It's a quiet, high-end address for buyers who want space and privacy without leaving the city.
The market here is thin and expensive, which is exactly what you'd expect at this tier. There are just 3 active listings today, priced from $2,095,000 to $12,750,000 with a median ask of $5,900,000, while 8 homes sold over the past year at a median of $2,825,000. If you're comparing options, it's worth looking at nearby Indian Beach / Sapphire Shores and the broader pool of Sarasota homes for sale to understand where Cherokee Park fits.
Cherokee Park is a community in Sarasota, Florida.
Quick facts
$2,095,000 – $13M price range
6,355 sqft median home
$27/mo median HOA
8 sold in 12 months
Drive times
On the market now
Homes for sale in Cherokee Park
$5,900,000
1655 SOUTH DRIVE, SARASOTA
5 bd · 7 ba · 6,355 sqft
$2,095,000$2,245,000
1714 SOUTH DRIVE, SARASOTA
4 bd · 4 ba · 3,105 sqft
$12,750,000$13,250,000
3000 SOUTHWEST DRIVE, SARASOTA
5 bd · 5.5 ba · 8,125 sqft
Every active listing inside the Cherokee Park boundary
Open full map search →Find your fit
Browse Cherokee Park
By feature — on the live map
The numbers that matter
The Cherokee Park market
8
Sold, last 12 months
$2,825,000
Median sold price
92%
Sale-to-list ratio
What sellers actually get vs asking
96 days
Median time to sell
Cherokee Park vs Sarasota
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 53.0% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Cherokee Park boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Cherokee Park is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Cherokee Park home
≈ $34,208/mo
$5,900,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$27/mo
Median HOA
From current listings inside the boundary
Population
383
Median age
59
Median income
$101,818
Median home value
$1,484,400
Beyond the listings
Living in Cherokee Park
Lifestyles
Wealth Signaling
Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.
Entertainment
Lighthearted Fun
This population is all about keeping the mood light and good, clean fun. Common activities include spending time outdoors, catching up with friends, and dancing.
Lifestyles
Nerd Culture
These people aren't afraid to nerd out. Common activities include comic books, video games, and often intellectual pursuits.
Pieces of History
You can find these people researching an upcoming exhibit at the natural history museum or learning about a famous monument. This population enjoys learning about the past.
Hobbies & Interests
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.
Appearance oriented
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.
Straight answers
Cherokee Park FAQs
Is Cherokee Park a good place to live?+
It's one of Sarasota's established estate neighborhoods, defined by large homes, mature tree cover, and proximity to downtown and the Gulf beaches. Assigned schools include Southside Elementary, Brookside Middle, and Sarasota High. The character is quiet and residential, appealing to buyers who want privacy and space within the city.
Is Cherokee Park expensive?+
Yes — it's a high-end market with a median list price of $5,900,000 and active homes ranging from $2,095,000 to $12,750,000. Even the sold data tells the story, with 8 homes trading over the past year at a median of $2,825,000. For context on the wider market, compare it against other Sarasota homes for sale.
What do homes cost in Cherokee Park?+
Active listings currently span $2,095,000 to $12,750,000, with a median of $5,900,000 and an average of $1,057 per square foot. Homes here are large — the median size is 6,355 square feet — so you're paying for real estate scale as much as location.
How is the market in Cherokee Park?+
It's a small, slow-moving luxury market with just 3 active listings and a median 96 days on market. Sellers are getting about 92% of asking on average, so there's room to negotiate, and the low turnover means buyers should be ready to move when the right home appears.
What about HOA fees and property taxes?+
The median HOA here is just $27 a month, which is very low for a neighborhood at this price level. Property taxes are the bigger line item, with a median of about $34,625 a year reflecting the high home values.
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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