Neighborhood · Winter Park, Florida
Kawilla Crest
Roomy Winter Park homes with pools and quiet streets
2
Homes for sale
$762,000
Median list price
$248
Avg price / sqft
30
Median days on market
Kawilla Crest is a small residential pocket in Winter Park where homes run large and the pace stays neighborly. Sized around 3,000 square feet with pools a common feature, these are properties built for families who want space without leaving the amenities of Winter Park behind. You're within reach of nearby communities like Lake Killarney, Winter Park Pines, and the shops and restaurants of Hannibal Square.
For buyers, the market here is tight and moves at a measured clip. With just two active listings and a median list price of $762,000, inventory is thin, so serious buyers should be ready to act when the right home surfaces. Homes are spending about a month on the market, and sellers have been getting roughly 92% of asking — meaning there's room to negotiate but not a fire sale.
Kawilla Crest is a community in Winter Park, Florida.
Quick facts
$639,000 – $885K price range
3,093 sqft median home
$41/mo median HOA
$5,950/mo median rent
1 sold in 12 months
On the market now
Homes for sale in Kawilla Crest
$639,000
1908 CYRIL COURT, WINTER PARK
4 bd · 2.5 ba · 2,471 sqft
$885,000$889,000
4571 KAWILLA CREST PLACE, WINTER PARK
6 bd · 5 ba · 3,715 sqft
Every active listing inside the Kawilla Crest boundary
Open full map search →Find your fit
Browse Kawilla Crest
By feature — on the live map
Where the market lives
The numbers that matter
The Kawilla Crest market
1
Sold, last 12 months
$684,000
Median sold price
92%
Sale-to-list ratio
What sellers actually get vs asking
56 days
Median time to sell
Kawilla Crest vs Winter Park
Median list price
Price per sqft
Days on market
Live Stellar MLS data — every listing and closed sale inside the Kawilla Crest boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Kawilla Crest is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Kawilla Crest home
≈ $4,989/mo
$762,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$41/mo
Median HOA
From current listings inside the boundary
$5,950/mo
Median rent
Homes for rent inside the boundary
Population
804
Median age
49
Median income
$139,250
Median home value
$390,600
Beyond the listings
Living in Kawilla Crest
Food & Drink
Top 1% in the U.S.Coffee Connoisseur
Morning java. Cup of Joe. Caffeine in an IV. Whatever they call it, this population loves coffee and the culture around it.
Appearance oriented
Top 2% in the U.S.Smart Chic
Passionate about style, smart chic searches high and low for the perfect look - but not one that will break the bank.
Food & Drink
Top 3% in the U.S.Sweet Treats
This population has a sweet tooth, and they're looking for treats to satisfy their sugar craving, including candy, cupcakes and flavorful toppings.
Hobbies & Interests
Top 3% in the U.S.Handcrafted
The only thing more beautiful than handmade decor? The hands that made it. This population appreciates the time and care put into one-of-a-kind pieces.
Emotional
Top 4% in the U.S.Happy Place
Expressing feelings of safety, comfort and happiness - especially with loved ones.
Appearance oriented
Top 5% in the U.S.All About Hair
Passionate about all things hair, this population is talking about hair tutorials or the hottest celebrity blowout.
People who close here
Our Winter Park experts
Straight answers
Kawilla Crest FAQs
Is Kawilla Crest a good place to live?+
It's a quiet, family-oriented pocket of Winter Park with large homes averaging around 3,093 square feet and a low $41 monthly HOA. Both current listings feature pools, and the neighborhood sits close to established communities like Eastbrook. Low turnover — one sale in the past year — points to residents who put down roots.
Is Kawilla Crest expensive?+
It sits in the upper-middle of the Winter Park market, with a median list price of $762,000 and homes ranging from $639,000 to $885,000. At roughly $248 per square foot, you're paying for space rather than a premium waterfront or gated address. Property taxes run a median of about $8,672 a year.
What do homes cost in Kawilla Crest?+
Active listings currently span $639,000 to $885,000, with a median list price of $762,000. Over the past 12 months the one home that sold closed at $684,000. Expect around 3,000 square feet of living space at roughly $248 per square foot.
How is the market in Kawilla Crest right now?+
Inventory is very tight — just two homes are active — and they're taking a median of about 29.5 days to sell. Sellers have been getting close to 92% of their asking price, so there's modest negotiating room. Because so few homes trade here, buyers should be prepared to move quickly when one lists.
What about HOA fees and property taxes?+
The HOA is refreshingly low at a median of $41 per month, so you get community structure without a heavy monthly cost. Property taxes run a median of about $8,672 per year, in line with homes in this price range. If you're renting instead, the median rent here is around $5,950 a month.
Keep exploring
More Winter Park 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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