Neighborhood · Sarasota, Florida
Five Points
Downtown Sarasota living at the center of it all
45
Homes for sale
$1,745,000
Median list price
—
Avg price / sqft
—
Median days on market
Five Points sits at the heart of downtown Sarasota, where the city's grid converges and neighborhoods like the Rosemary District and [Arlington Park] give way to walkable streets, waterfront proximity, and a mix of urban energy and coastal calm. Within easy reach you'll find the beaches of Lido Key and the bayfront charm of Indian Beach / Sapphire Shores, plus quieter enclaves like Sky Ranch just beyond the core. This is a place for buyers who want to live where things happen without giving up the water and the light that define this stretch of the Gulf Coast.
The market here leans high-end: 45 active listings with a median list price of $1,745,000 tell you this is a premium pocket of the wider Sarasota market. With no recorded sales in the past twelve months among these listings, pricing is driven by asking values rather than a deep transaction history, so working with an agent who knows the block-by-block story matters more than usual. Expect to compete on quality and location rather than volume.
Five Points is a community in Sarasota, Florida.
Quick facts
Drive times
On the market now
Homes for sale in Five Points
View all 45 →
$2,950,000
1390 MAIN STREET UNIT 803, SARASOTA
2 bd · 2.5 ba · 2,392 sqft
$699,000
1350 MAIN STREET UNIT 707, SARASOTA
2 bd · 2 ba · 1,165 sqft
$1,995,000
33 S PALM AVENUE UNIT 701, SARASOTA
3 bd · 3.5 ba · 2,229 sqft
$1,499,500
111 S PINEAPPLE AVENUE UNIT 1013, SARASOTA
2 bd · 2.5 ba · 1,577 sqft
$899,999
101 S GULFSTREAM AVENUE UNIT 10B, SARASOTA
3 bd · 2 ba · 1,400 sqft
$6,895,000
1390 MAIN STREET UNIT 1505, SARASOTA
4 bd · 4.5 ba · 4,428 sqft
$345,000$375,000
33 S GULFSTREAM AVENUE UNIT 404, SARASOTA
1 bd · 1 ba · 754 sqft
$425,000
1221 N PALM AVENUE UNIT 202, SARASOTA
1 bd · 1 ba · 663 sqft
$850,000$895,000
1255 N GULFSTREAM AVENUE UNIT 205, SARASOTA
2 bd · 2 ba · 1,656 sqft
$2,195,000
33 S PALM AVENUE UNIT 901, SARASOTA
3 bd · 3.5 ba · 2,032 sqft
$999,000
33 S PALM AVENUE UNIT 904, SARASOTA
2 bd · 2 ba · 1,122 sqft
$1,300,000
1255 N GULFSTREAM AVENUE UNIT 507, SARASOTA
2 bd · 2 ba · 1,672 sqft
Every active listing inside the Five Points boundary
Open full map search →The numbers that matter
The Five Points market
Five Points vs Sarasota
Median list price
Median sold price — 3-yr, 3-mo rolling
▼ 32.2% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Five Points boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Five Points is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Five Points home
≈ $11,004/mo
$1,745,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
1,252
Median age
68
Median income
$78,978
Median home value
$869,264
Beyond the listings
Living in Five Points
Lifestyles
Top 2% 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.
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.
Relationships
Top 6% in the U.S.Love & Romance
Love is in the air when this population is present. Includes people expressing their feelings for significant others in special ways. Common activities include anniversaries and date nights.
Entertainment
Top 7% in the U.S.Film Lovers
Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.
Culture
Top 7% in the U.S.Dance Devotion
Some dance for fitness, others for fun, and a few turn it into a profession. No matter how these people groove to the music, their love for dance is what bonds them.
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.
On the calendar
Near Five Points
Jul
14
Tue
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
14
Tue
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
14
Tue
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
14
Tue
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
14
Tue
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…
Jul
14
Tue
In the Flesh: The Nude in Japanese Art
In the Flesh: The Nude in Modern Japan is an intriguing exploration of the evolution of the nude as a subject in Japanese art, from the late 19th century to the postwar p…
Straight answers
Five Points FAQs
Is Five Points a good place to live?+
It's one of the most central places to live in Sarasota, with downtown, the Rosemary District, and the bayfront all close at hand. If you want walkability paired with quick access to Lido Key's beaches, this location is hard to beat. It suits buyers who prioritize being in the middle of the action.
Is Five Points expensive?+
Yes — it's a premium pocket, with a median list price of $1,745,000 across the 45 active listings. That puts it well above much of the broader Sarasota market. Buyers should come prepared for a high-end price point.
What do homes cost in Five Points?+
Current asking prices center on a median of $1,745,000, with 45 homes on the market right now. Because pricing here reflects a central, downtown-adjacent location, values run higher than outlying areas. An agent can help you read where individual listings sit within that range.
How is the market in Five Points?+
There are 45 active listings, but no closed sales recorded among them in the past twelve months, so the market is defined more by asking prices than by a running sales tally. That makes local pricing guidance especially valuable. Homes near Lido Key and the bayfront tend to hold their premium.
What about HOA fees and property taxes?+
We don't have current HOA or property tax figures for the Five Points listings on hand, and they can vary widely between condos, townhomes, and single-family properties in a downtown-adjacent area like this. Reach out and we'll pull the exact numbers for any property you're considering before you make an offer.
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.
Never miss a listing
New Five Points homes, in your inbox
A daily digest of new Sarasota listings — straight from the MLS. Unsubscribe anytime.