Winterpark
What has actually sold in Winterpark over the last twelve months, and what is on the market there today.
across 24 sales in a year
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on the market today
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for the typical home
what sellers actually got
on the typical sale
of homes that sold
What kind of place it is
Association dues here run about $600 a month for the typical home, though they run from $487 to $692 depending on which building or product you are in. That is what the listings say they are paying, not a quote, and it is the number people forget when they work out what they can afford.
Listings here record SHADOWLAWN ELEMENTARY SCHOOL for elementary, then EAST NAPLES MIDDLE SCHOOL, NAPLES HIGH SCHOOL. Elementary is assigned by address, so confirm the particular house rather than the neighbourhood.
Read off the 38 homes for sale here, and listed only where most of those listings agree. Anything one or two agents claimed on their own is left out, which means this is shorter than the brochure and likelier to be true. Associations change their rules, so confirm anything that would change your mind.
What the association gives you
What it takes to buy here
The middle half of sales landed between $210,000 and $267,000. Half of everything sold went under contract inside 88 days.
Listings open in our search. The MLS requires an account before it will show you listing detail and sold prices, which takes a minute.
Before you offer on anything here
Your taxes reassess when you buy, so the seller's bill is not yours. Insurance depends on the roof and the flood zone. Both matter more than the price you negotiate.
Questions people ask about Winterpark
Is Winterpark gated?
No. Winterpark is an open neighbourhood with no gate on the entrance.
Is Winterpark a 55 and over community?
No. Winterpark is open to all ages.
What are the HOA fees in Winterpark?
Association dues run about $600 a month for the typical home, though they run from $487 to $692 depending on which building or product you are in, adding up every fee the listings disclose. Ask for the current budget and any assessment on the table before you offer, because dues are the part of the payment that moves after closing.
What schools serve Winterpark?
Listings name SHADOWLAWN ELEMENTARY SCHOOL, EAST NAPLES MIDDLE SCHOOL, NAPLES HIGH SCHOOL. Lee and Collier both reassign boundaries, so verify with the district for the exact address rather than trusting a listing from last season.
How much do homes in Winterpark sell for?
The median sale in Winterpark over the last twelve months was $236,250, across 24 closings. The middle half landed between $210,000 and $267,000. There are 18 homes for sale there today.
How long does it take to sell in Winterpark?
Half of what sold went under contract within 88 days. Sellers got 95.1% of what they asked. A home sitting far longer than that is usually telling you something about its price rather than about the neighbourhood.
Also in Naples
Golden Gate Estates
717 sales · 453 for sale
Naples Park
138 sales · 96 for sale
Isles Of Collier Preserve
128 sales · 49 for sale
Golden Gate City
118 sales · 37 for sale
Island Walk
111 sales · 27 for sale
Verona Walk
95 sales · 36 for sale
Thinking about Winterpark?
Numbers will not tell you which streets flood or which association is about to assess. Ring and ask.
Aggregated from Florida Gulf Coast Multiple Listing Service data, twelve months of closed sales filtered to homes. Information is deemed reliable but is not guaranteed accurate by the MLS. A median is not a valuation of any particular property. Rebuilt 2026-08-26.