
Neighborhood · Sarasota, Florida
Longwood
Compact Sarasota living close to the coast
5
Homes for sale
$475,000
Median list price
$244
Avg price / sqft
32
Median days on market
Longwood sits within easy reach of central Sarasota, putting you a short drive from the beaches at Lido Key and the walkable energy of the Rosemary District. It's a quieter residential pocket where a pool in the backyard is the norm rather than the exception, and where the pace favors buyers who want proximity without the density of downtown. Neighbors here trade the hustle of the city center for a manageable footprint that still connects to everything Sarasota does well.
The market is small and moves at a measured pace. With just 5 active listings and a median list price of $435,000, inventory is tight, and homes are taking a median of 51 days to sell — so there's room to negotiate, with sellers landing about 95% of asking over the past year. If you're comparing options, it's worth looking at nearby Arlington Park and the broader pool of Sarasota homes for sale to understand where the value sits.
Longwood is a community in Sarasota, Florida.
Quick facts
$424,000 – $499K price range
1,911 sqft median home
$981/mo median HOA
$2,200/mo median rent
27 sold in 12 months
Drive times
On the market now
Homes for sale in Longwood

$499,000
4848 TIVOLI AVENUE, SARASOTA
3 bd · 2 ba · 1,989 sqft

$475,000
5816 BEAURIVAGE AVENUE, SARASOTA
3 bd · 2 ba · 1,775 sqft

$485,000$499,999
6104 NICOLE DRIVE, SARASOTA
3 bd · 2 ba · 1,759 sqft

$424,000$435,000
4468 ASCOT CIRCLE N, SARASOTA
2 bd · 2 ba · 2,079 sqft

$425,000$439,000
4750 TIVOLI AVENUE, SARASOTA
3 bd · 2 ba · 1,911 sqft
Every active listing inside the Longwood boundary
Open full map search →Find your fit
Browse Longwood
By feature — on the live map
The numbers that matter
The Longwood market
27
Sold, last 12 months
$445,000
Median sold price
95%
Sale-to-list ratio
What sellers actually get vs asking
93 days
Median time to sell
Longwood vs Sarasota
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 54.6% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Longwood boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Longwood is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Longwood home
≈ $4,074/mo
$475,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$981/mo
Median HOA
From current listings inside the boundary
$2,200/mo
Median rent
Homes for rent inside the boundary
Population
617
Median age
54
Median income
$123,095
Median home value
$411,371
Beyond the listings
Living in Longwood
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
Top 9% in the U.S.Green Thumb
From tiny sprouts and window plants, to flower arrangements and designing a landscape, this population has an affinity for all things green.
Culture
Top 10% in the U.S.Artistic Appreciation
Galleries, city murals, and skillful latte art gets this population excited. They're always on the lookout for creative expression.
Food & Drink
Top 12% in the U.S.Ingredient Attentive
These folks are conscious about what they eat. They're looking for ingredients that not only taste great, but also have great nutritional benefits.
Active
Top 14% in the U.S.Yoga Advocates
Improving flexibility, strength, and overall well-being is the yogi's aim. This population is looking for the right community, instruction, and accessories.
Attitudes
Top 15% in the U.S.Volunteering & Giving
Expressing a desire to give back and do good for the community, this behavior emphasizes charity. Common activities include volunteering, fundraisers, and donations.
Straight answers
Longwood FAQs
Is Longwood a good place to live?+
It's a solid fit if you want a quieter residential setting close to central Sarasota and the coast, with beaches at Lido Key a short drive away. The neighborhood leans toward single-family homes with pools, and it's convenient to downtown amenities without being in the thick of them. Homes here are assigned to Emma E. Booker Elementary, Booker Middle, and Booker High School.
Is Longwood expensive?+
It's positioned in the mid-range for Sarasota, with a median list price of $435,000 and active listings running from $289,000 to $549,000. At an average of $227 per square foot, it's approachable compared with waterfront-heavy areas like Indian Beach / Sapphire Shores. There are currently no listings above $1M, so this stays firmly in the everyday-buyer territory.
What do homes cost in Longwood?+
The median list price is $435,000 and the median home is about 1,823 square feet. Over the past 12 months, 27 homes sold at a median price of $445,000, so recent sales have tracked slightly above current asking prices.
How is the market in Longwood right now?+
It's a small, steady market with just 5 active listings and homes taking a median of 51 days to sell. Sellers are getting about 95% of asking on average, which leaves buyers some negotiating room. If inventory feels thin, it's worth widening your search to Arlington Park and nearby neighborhoods.
What about HOA fees and property taxes?+
The median HOA runs about $981 per month, which is on the higher side and often reflects added community services or maintenance, so confirm what's included per property. Property taxes come in around $3,864 per year, and if you're weighing renting versus buying, the median rent here is about $2,875 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.
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