Neighborhood · Sarasota, Florida
Five Points
Downtown Sarasota living at the center of it all
35
Homes for sale
$1,400,000
Median list price
$950
Avg price / sqft
143
Median days on market
Five Points sits at the heart of downtown Sarasota, where the streets converge and the city's energy is at its most concentrated. This is walkable urban living surrounded by neighborhoods like the Rosemary District, the leafy streets of Arlington Park, and the barrier-island calm of Lido Key just a short drive west. It's an area that draws buyers who want to trade the car for their own two feet and be near the culture, dining, and waterfront that define the city.
The market here leans decidedly high-end: the median list price is $1,400,000 and 24 of the 35 active listings are priced above $1M. Condos and new construction shape much of the inventory — 13 of the active listings are new construction — and homes take their time, with a median 155 days on market. Over the past year 60 homes sold at a median of $1,112,500, with sellers collecting about 94% of asking, so there's real room to negotiate if you know where to look across Sarasota.
Five Points is a community in Sarasota, Florida.
Quick facts
$299,900 – $8.3M price range
2,112 sqft median home
$2,179/mo median HOA
$5,000/mo median rent
61 sold in 12 months
Drive times
On the market now
Homes for sale in Five Points
View all 35 →
$1,400,000
1255 N GULFSTREAM AVENUE UNIT 1101, SARASOTA
3 bd · 2 ba · 1,923 sqft
$1,395,000
33 S PALM AVENUE UNIT 1503, SARASOTA
2 bd · 2 ba · 1,122 sqft
$1,249,000
111 S PINEAPPLE AVENUE UNIT 716, SARASOTA
2 bd · 2.5 ba · 1,688 sqft
$789,000
235 COCOANUT AVENUE UNIT 108B, SARASOTA
2 bd · 3.5 ba · 2,290 sqft
$299,900
33 S GULFSTREAM AVENUE UNIT 305, SARASOTA
1 bd · 1 ba · 754 sqft
$1,300,000
235 COCOANUT AVENUE UNIT 101A, SARASOTA
2 bd · 3.5 ba · 2,116 sqft
$899,999
101 S GULFSTREAM AVENUE UNIT 10B, SARASOTA
3 bd · 2 ba · 1,400 sqft
$850,000$895,000
1255 N GULFSTREAM AVENUE UNIT 205, SARASOTA
2 bd · 2 ba · 1,656 sqft
$589,000
101 S GULFSTREAM AVENUE UNIT 14D, SARASOTA
2 bd · 2 ba · 1,220 sqft
$5,895,000
1390 MAIN STREET UNIT 1602, SARASOTA
3 bd · 3.5 ba · 3,727 sqft
$1,300,000
1255 N GULFSTREAM AVENUE UNIT 507, SARASOTA
2 bd · 2 ba · 1,672 sqft
$899,900$949,900
100 CENTRAL AVENUE UNIT H716, SARASOTA
2 bd · 2.5 ba · 1,725 sqft
Every active listing inside the Five Points boundary
Open full map search →Find your fit
Browse Five Points
By feature — on the live map
Where the market lives
The numbers that matter
The Five Points market
61
Sold, last 12 months
$1,100,000
Median sold price
94%
Sale-to-list ratio
What sellers actually get vs asking
74 days
Median time to sell
Five Points vs Sarasota
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 43.8% 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
≈ $10,816/mo
$1,400,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$2,179/mo
Median HOA
From current listings inside the boundary
$5,000/mo
Median rent
Homes for rent inside the boundary
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.
Straight answers
Five Points FAQs
Is Five Points a good place to live?+
It's downtown Sarasota at its most central, ideal for buyers who want a walkable, urban lifestyle close to dining, culture, and the waterfront. Nearby you have the beaches of Lido Key and the character of the Rosemary District, all within a short trip. Assigned schools include Alta Vista Elementary, Booker Middle, and Booker High.
Is Five Points expensive?+
Yes — it's one of Sarasota's premium urban markets, with a median list price of $1,400,000 and 24 of 35 active listings priced above $1M. The average price per square foot runs about $944, and listings range widely from $299,900 up to $8,275,000.
What do homes cost in Five Points?+
Over the past 12 months, 60 homes sold at a median price of $1,112,500, while current active listings carry a median of $1,400,000. The median home size is around 2,112 square feet, and inventory includes 13 new-construction options among the Sarasota listings.
How is the market right now?+
It's a buyer-friendly stretch at the high end — homes take a median 155 days to sell, and sellers are averaging about 94% of their asking price. With 35 active listings against 60 sales in the past year, patient buyers have room to negotiate.
What about HOA fees and taxes?+
Because much of the inventory is condos and newer construction, HOA fees run high, with a median of $2,179 per month. Median annual property tax comes in around $12,608, and if you're weighing renting first, the median rent is about $5,000 per month.
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.