Neighborhood · Sarasota, Florida
Cherokee Park
West of Trail living just south of downtown
3
Homes for sale
$6,950,000
Median list price
$1,173
Avg price / sqft
124
Median days on market
Cherokee Park sits in the coveted West of Trail corridor of Sarasota, a quiet enclave of oversized lots, mature oak canopy, and estate-scale homes minutes from the bay and downtown. The neighborhood trades pace for privacy — expect big pools, deep setbacks, and a handful of true waterfront properties rather than a dense grid of houses. It's the kind of address that puts the beaches of Lido Key and the galleries of the Rosemary District within a short drive while feeling worlds removed from the traffic.
This is a thin, high-end market: just 3 homes are active right now, with a median list price of $6,950,000 and only 8 sales closing over the past year at a median of $2,825,000. Homes here take their time — the median listing spends about 124 days on market, and sellers are netting roughly 92% of asking. If you're shopping Cherokee Park, patience and a willingness to negotiate matter more than speed, and comparing it against nearby options like Indian Beach / Sapphire Shores is worth your time.
Cherokee Park is a community in Sarasota, Florida.
Quick facts
$2,095,000 – $13M price range
5,450 sqft median home
$25/mo median HOA
8 sold in 12 months
Drive times
On the market now
Homes for sale in Cherokee Park
$6,950,000$6,990,000
1504 S LODGE DRIVE, SARASOTA
4 bd · 3.5 ba · 5,450 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
≈ $38,139/mo
$6,950,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$25/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 most private West of Trail enclaves, with large lots, tree cover, and estate homes averaging 5,450 sqft. Assigned schools include Southside Elementary, Brookside Middle, and Sarasota High. The trade-off is a very small, slow-moving market — only 8 homes sold in the past year.
Is Cherokee Park expensive?+
Yes — this is a luxury market. The median list price is $6,950,000 and active homes range from $2,095,000 to $12,750,000, with an average of $1,173 per square foot. Even the median sold price over the past year was $2,825,000, so budget accordingly compared to broader Sarasota homes for sale.
What do homes cost in Cherokee Park?+
Currently the 3 active listings run from $2,095,000 to $12,750,000, with a median list price of $6,950,000. Actual closings tell a more grounded story: the median sold price over the last 12 months was $2,825,000, and homes average around $1,173 per square foot.
How is the market in Cherokee Park?+
It's a thin, patient market — just 3 homes are active and 8 sold over the past year. The median listing sits about 124 days on market, and sellers are getting roughly 92% of asking on average, which means there's real room to negotiate.
What about HOA fees and property taxes?+
The median HOA is a modest $25/month, so ongoing association costs are minimal here. Property taxes are the bigger line item, with a median around $15,432 per year reflecting the neighborhood's 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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