Neighborhood · Sarasota, Florida
Cherokee Park
Old-Sarasota grandeur, minutes from 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 most established addresses — a canopied enclave of large-lot estates just south of downtown, where architecture leans grand and lots feel generous. You're close to the water, close to Lido Key's beaches, and a short hop from the culture and dining of the Rosemary District, yet the streets themselves stay quiet and residential.
This is a low-inventory, high-ticket market, so buyers should come prepared. Right now there are just three active listings with a median list price of $5,900,000, and homes here trade at a premium relative to the broader Sarasota market. If you're weighing Cherokee Park against nearby options like Indian Beach / Sapphire Shores, expect fewer choices but larger, more distinctive homes.
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.
On the calendar
Near Cherokee Park
Jul
11
Sat
Seventeenth-Century Dutch Paintings from The Museum of Fine Arts, Boston
This long-term installation showcases five exceptional examples of 17th-century Dutch painting, featuring a dramatic seascape, an expansive landscape, and captivating por…
Jul
11
Sat
FX Toy Shows
Collectors and enthusiasts can bring all their cherished playtime possessions to life, getting them appraised by expert doll and toy buyers on-site. Moreover, visitors ca…
Jul
11
Sat
Robert Louis Stevenson: A Child’s Garden of Verses
10:00am
This exhibition celebrates childhood and the imagination of youth through the words and images of A Child's Garden of Verses, a beloved children's poetry book by the reno…
Jul
11
Sat
As Earth Is To Sky
This exhibition showcases the second installment of a transformative collection of abstract and minimalist art, featuring works in wood, steel, copper, and bronze by reno…
Jul
11
Sat
Venice Doll Club and FX Toy Shows
The FX Toy Show, once hailed as the Super Bowl of collectible toy shows, was the largest of its kind in the Southeastern United States from 1990 to 2006. Now, it's making…
Jul
11
Sat
ReptiDay
The event strictly adheres to the recent Florida law changes, disallowing the display of pet Iguanas and Tegus, regardless of permit status. Attendees are encouraged to v…
Straight answers
Cherokee Park FAQs
Is Cherokee Park a good place to live?+
It's an established, quiet residential enclave close to downtown Sarasota and the Gulf beaches, which is a big part of the appeal. Homes are large — the median is around 6,355 square feet — and assigned schools include Southside Elementary, Brookside Middle, and Sarasota High. If you want space and privacy without giving up proximity to Lido Key and city amenities, it delivers.
Is Cherokee Park expensive?+
Yes — it's one of Sarasota's higher-end neighborhoods. The median list price is $5,900,000 and homes average about $1,057 per square foot, with active listings ranging from $2,095,000 to $12,750,000. Every current listing sits in the $1M-plus tier.
What do homes cost in Cherokee Park?+
Over the last 12 months, eight homes sold at a median price of $2,825,000, while the three homes on the market today carry a median list price of $5,900,000. That gap reflects the mix and scale of what's currently listed. Compared with the wider Sarasota area, this is a premium address.
How is the market in Cherokee Park?+
It's a low-inventory, patient market — just three active listings, with a median of 96 days on market. Sellers are getting about 92% of asking on average, so there's room to negotiate, and only eight homes changed hands in the past year. Buyers who move deliberately and know values here tend to do well.
What about HOA fees and property taxes?+
HOA costs are minimal, with a median around $27 per month, which is typical for an established neighborhood of individual estates. Property taxes are the bigger line item — the median is about $34,625 per year, reflecting the high home values in this pocket of Sarasota.
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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