Neighborhood · Siesta Key, Florida
Woodside
Small Siesta Key enclave with mainland-school access
Woodside is a compact neighborhood on the Siesta Key side of Sarasota County, part of the barrier-island community that draws people for its quiet residential streets and proximity to the water. It's a place where you're close to everything Siesta Key homes for sale are known for, yet the pocket itself stays low-key, with small communities like Princes Gate anchoring the area.
For buyers, the reality here is scarcity: there are currently no active listings in Woodside, so this is a watch-and-wait market. Over the last 12 months just three homes sold, at a median price of $210,000, and sellers took home about 90% of asking on average. If Woodside is on your list, keeping an eye on the live map is the best way to catch inventory the moment it appears.
Woodside is a community in Siesta Key, Florida.
Quick facts
$3,200/mo median rent
3 sold in 12 months
On the market now
Homes for sale in Woodside
Nothing active right now.
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Every active listing inside the Woodside boundary
Open full map search →The numbers that matter
The Woodside market
3
Sold, last 12 months
$210,000
Median sold price
90%
Sale-to-list ratio
What sellers actually get vs asking
21 days
Median time to sell
Woodside vs Siesta Key
Live Stellar MLS data — every listing and closed sale inside the Woodside boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Woodside is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
Population
303
Median age
47
Median income
$91,414
Median home value
$455,100
Beyond the listings
Living in Woodside
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.
Hobbies & Interests
Top 7% in the U.S.Bookish
Always seeking the next book, article, or poem to read, this activity is prevalent in areas where reading is a way of life. Although a solo activity, the expression of the love of books is a bonding, communal experience.
Beliefs
Top 8% 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.
Active
Top 12% 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.
Food & Drink
Top 13% 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.
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
Woodside FAQs
Is Woodside a good place to live?+
Woodside is a quiet residential pocket tied to the Siesta Key community, with small enclaves like Princes Gate and easy access to the island. It appeals to buyers who want a low-key setting close to the water, and low turnover suggests residents are happy to stay.
Is Woodside expensive?+
Compared to much of Siesta Key, Woodside has been surprisingly accessible: the median sold price over the last 12 months was $210,000. With no active listings right now, though, pricing on the next home to hit the market is hard to pin down and worth watching closely.
What do homes cost in Woodside?+
The most recent data shows three homes sold in the past year at a median of $210,000, with sellers netting about 90% of their asking price on average. Because there are currently zero active listings, buyers should track the live map to see new inventory as it comes on.
How is the Woodside market right now?+
It's a thin, low-inventory market with no homes currently active and just three sales in the last 12 months. The 90% average sale-to-list ratio points to buyers having some negotiating room, but the limited supply means you'll need to move when a listing appears among the Siesta Key homes for sale.
What about renting, HOA, and schools in Woodside?+
Median rent in the area runs about $3,200 a month, while specific HOA and property-tax figures aren't currently available and vary by community. Homes here are assigned to Gulf Gate Elementary School, Brookside Middle, and Riverview High.
Keep exploring
More Siesta Key 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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