Neighborhood · Sarasota, Florida
Gillespie Park
Downtown-Adjacent Living With Room to Breathe
16
Homes for sale
$1,245,000
Median list price
$578
Avg price / sqft
182
Median days on market
Gillespie Park sits at the northern edge of downtown Sarasota, close enough to walk to Five Points and the shops of the Rosemary District, yet far enough to feel like its own quiet grid of streets. The neighborhood shares easy proximity to the arts and beach access that pull people to Sarasota in the first place, with Lido Key and the historic homes of Indian Beach / Sapphire Shores just a short drive away.
Right now the picture is tight: 16 active listings with a median list price of $1,245,000. With no recorded sales in the past twelve months and a small inventory pool, this is a market where pricing is set by what sellers ask rather than a deep bench of comparable trades — so a buyer benefits from a sharp local read on each property.
Gillespie Park is a community in Sarasota, Florida.
Quick facts
$475,000 – $3.0M price range
1,902 sqft median home
$1,095/mo median HOA
$1,780/mo median rent
13 sold in 12 months
Drive times
On the market now
Homes for sale in Gillespie Park
View all 16 →
$1,995,000
1738 7TH STREET, SARASOTA
5 bd · 3.5 ba · 3,337 sqft
$725,000$749,000
1649 8TH STREET, SARASOTA
4 bd · 2 ba · 1,820 sqft
$750,000
1743 8TH STREET, SARASOTA
3 bd · 2 ba · 1,400 sqft
$1,195,000$1,250,000
1775 7TH STREET, SARASOTA
3 bd · 2 ba · 1,793 sqft
$1,995,000$2,100,000
1755 7TH STREET, SARASOTA
4 bd · 4 ba · 4,451 sqft
$749,000$799,000
1862 6TH STREET, SARASOTA
3 bd · 3 ba · 1,419 sqft
$550,000$575,000
1681 8TH STREET, SARASOTA
2 bd · 1 ba · 1,080 sqft
$479,900$499,900
1672 10TH STREET, SARASOTA
6 bd · 4 ba · 1,983 sqft
$2,500,000$2,600,000
1755 8TH STREET, SARASOTA
9 bd · 7 ba · 5,372 sqft
$1,295,000
640 N OSPREY AVENUE, SARASOTA
3 bd · 3 ba · 1,738 sqft
$1,795,000$1,850,000
417 N OSPREY AVENUE, SARASOTA
4 bd · 4.5 ba · 3,154 sqft
$475,000
941 N OSPREY AVENUE, SARASOTA
2 bd · 2 ba · 1,550 sqft
Every active listing inside the Gillespie Park boundary
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Browse Gillespie Park
By feature — on the live map
Where the market lives
The numbers that matter
The Gillespie Park market
13
Sold, last 12 months
$735,000
Median sold price
93%
Sale-to-list ratio
What sellers actually get vs asking
138 days
Median time to sell
Gillespie Park vs Sarasota
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 76.3% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Gillespie Park boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Gillespie Park is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Gillespie Park home
≈ $8,501/mo
$1,245,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$1,095/mo
Median HOA
From current listings inside the boundary
$1,780/mo
Median rent
Homes for rent inside the boundary
Population
1,001
Median age
37
Median income
$57,142
Median home value
$546,427
Beyond the listings
Living in Gillespie Park
Relationships
Top 4% in the U.S.Networking
Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.
Lifestyles
Top 6% in the U.S.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.
Appearance oriented
Top 6% in the U.S.All About Hair
Passionate about all things hair, this population is talking about hair tutorials or the hottest celebrity blowout.
Beliefs
Top 7% 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.
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.
Entertainment
Top 12% in the U.S.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.
Straight answers
Gillespie Park FAQs
Is Gillespie Park a good place to live?+
It's one of the more walkable pockets in Sarasota, sitting on the northern edge of downtown with the Rosemary District and Five Points close by. You get proximity to the arts, dining, and beach access at Lido Key while staying on a quieter residential grid.
Is Gillespie Park expensive?+
The current median list price is $1,245,000 across 16 active listings, which places it firmly in Sarasota's higher tier. Because inventory is small and there were no recorded sales in the past twelve months, pricing leans on what individual sellers are asking rather than a steady stream of comparables.
What do homes cost in Gillespie Park?+
Right now the median list price is $1,245,000 among the 16 homes actively on the market. Price per square foot and home-size data aren't available for this small pool, so it's worth walking each property to understand what that number actually buys.
How is the market in Gillespie Park?+
It's a thin, slow-moving market: 16 homes are listed today and zero have sold in the past twelve months, so there's no recent median sold price or days-on-market figure to lean on. That means each listing stands largely on its own, and a buyer should expect to negotiate off the ask rather than a well-established sale trend.
What about HOA fees and property taxes?+
HOA and property-tax figures aren't reported for the current Gillespie Park listings, which is common for an established in-town neighborhood without a single community association. Expect these costs to vary property by property, so confirm the specifics on any home you're considering.
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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