Neighborhood · Sarasota, Florida
Cherokee Park
Old-growth oaks and estate living near downtown
3
Homes for sale
$6,950,000
Median list price
$1,326
Avg price / sqft
211
Median days on market
Cherokee Park is one of Sarasota's established estate enclaves, where mature oak canopies shade generous lots and the pace feels a world away from the pressure of the coast — even though downtown and the bay are minutes off. It's a neighborhood of larger homes on larger parcels, with a handful of properties sitting on or near the water. Families here are zoned for Southside Elementary and Sarasota High, and the location keeps you close to Arlington Park, the Rosemary District, and the beaches of Lido Key.
For a buyer, this is a thin, high-end market — just 3 active listings right now, with a median list price of $6,950,000 and a range running from $2,690,000 up to $11,995,000. Homes are substantial, with a median size around 5,450 square feet and pricing near $1,326 per square foot. Inventory moves deliberately here, so expect to shop patiently and negotiate on terms more than on a crowded field of comparables.
Cherokee Park is a community in Sarasota, Florida.
Quick facts
$2,690,000 – $12M price range
5,450 sqft median home
$27/mo median HOA
10 sold in 12 months
Drive times
On the market now
Homes for sale in Cherokee Park
$2,690,000
1722 NORTH DRIVE, SARASOTA
3 bd · 2 ba · 2,193 sqft
$6,950,000$6,990,000
1504 S LODGE DRIVE, SARASOTA
4 bd · 3.5 ba · 5,450 sqft
$11,995,000$12,750,000
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
10
Sold, last 12 months
$2,825,000
Median sold price
91%
Sale-to-list ratio
What sellers actually get vs asking
144 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
▼ 49.0% 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
≈ $39,355/mo
$6,950,000 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 suits buyers who want estate-scale homes and mature landscaping while staying close to downtown Sarasota and the beaches of Lido Key. The neighborhood is zoned for Southside Elementary, Brookside Middle, and Sarasota High, and it sits near Arlington Park and the Rosemary District. With only a handful of homes, it stays quiet and private.
Is Cherokee Park expensive?+
Yes — this is one of Sarasota's premium pockets, with a median list price of $6,950,000 and pricing averaging around $1,326 per square foot. Even the most accessible active listing starts at $2,690,000. Buyers should come prepared for estate-level pricing.
What do homes cost in Cherokee Park?+
Current active listings range from $2,690,000 to $11,995,000, with a median list price of $6,950,000. Over the last 12 months, 8 homes sold at a median of $2,825,000, so actual closings have run well below the current list median. The gap reflects how much variation there is across these estate-scale properties.
How is the market in Cherokee Park?+
It's a thin, patient market — just 3 homes are active and the typical listing sits about 112 days before selling. Sellers have been netting around 92% of asking price, which leaves real room to negotiate. With only 8 sales in the past year, each listing stands largely on its own.
What about HOA fees and property taxes?+
The HOA burden is light, with a median of just $27 per month. Property taxes, however, track the high home values — the median annual tax here is about $29,996. Budget for the tax line well more than the association 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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