Neighborhood · Sarasota, Florida
Longwood
City-adjacent living close to the coast
6
Homes for sale
$306,500
Median list price
$207
Avg price / sqft
109
Median days on market
Longwood sits in the orbit of downtown Sarasota, with the arts-and-dining energy of the Rosemary District and the older, tree-lined character of Indian Beach / Sapphire Shores within easy reach. The barrier-island beaches at Lido Key are a short drive west, and pockets like Sky Ranch keep the area feeling like a collection of small, distinct communities rather than one uniform subdivision. It's a spot for buyers who want proximity to the city without paying full downtown prices.
Right now this is a small, tight market — just 7 active listings with a median list price of $314,000, which reads as attainable against Sarasota's broader price picture. With inventory this thin and no recorded sales in the past twelve months, pricing here is best read alongside comparable Sarasota homes for sale nearby. Expect to move quickly when the right listing appears.
Longwood is a community in Sarasota, Florida.
Quick facts
$275,000 – $449K price range
1,506 sqft median home
$981/mo median HOA
$3,450/mo median rent
26 sold in 12 months
Drive times
On the market now
Homes for sale in Longwood
$314,000
4461 ASCOT CIRCLE N, SARASOTA
3 bd · 2 ba · 1,564 sqft
$299,000
4779 TIVOLI PLACE, SARASOTA
2 bd · 2 ba · 1,428 sqft
$449,000$473,000
4750 TIVOLI AVENUE, SARASOTA
3 bd · 2 ba · 1,911 sqft
$424,900$449,900
4870 TIVOLI COURT, SARASOTA
3 bd · 2 ba · 2,147 sqft
$275,000$300,000
4540 ASCOT CIRCLE N, SARASOTA
2 bd · 2 ba · 1,447 sqft
$285,000$298,000
4481 ASCOT CIRCLE N, SARASOTA
2 bd · 2 ba · 1,376 sqft
Every active listing inside the Longwood boundary
Open full map search →Find your fit
Browse Longwood
By feature — on the live map
Where the market lives
The numbers that matter
The Longwood market
26
Sold, last 12 months
$448,000
Median sold price
96%
Sale-to-list ratio
What sellers actually get vs asking
88 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
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
≈ $3,123/mo
$306,500 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
$3,450/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 works well for buyers who want to stay close to downtown Sarasota while keeping options like the Rosemary District and Lido Key's beaches within a short drive. The area is made up of smaller communities such as Sky Ranch and Indian Beach / Sapphire Shores, so the feel varies block to block. Homes are assigned to the Booker school cluster.
Is Longwood expensive?+
Compared with the wider Sarasota market, it's on the more attainable end — the median list price is $314,000. With only 7 active listings, the sample is small, so it's worth benchmarking against nearby Sarasota homes for sale. Prices can shift quickly when so few homes are available.
What do homes cost in Longwood?+
The current median list price is $314,000 across the 7 active listings. Detailed metrics like price per square foot and median home size aren't available for this small a market right now. Your agent can pull recent comps from surrounding neighborhoods to sharpen the picture.
How is the market here?+
Inventory is very limited, with just 7 homes actively listed and no closed sales recorded in the past twelve months. That thin activity means well-priced listings tend to move fast, so being ready to act matters. Watching nearby communities like Sky Ranch helps gauge demand.
What about HOA fees and property taxes?+
HOA and property tax figures aren't available in the current data for this area, which is common when the active pool is small. Costs will depend heavily on the specific community and home you choose. Ask your agent to confirm the exact figures on any listing before you write 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.
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