Neighborhood · Winter Garden, Florida
Wintermere Pointe
Lakeside living minutes from Disney and downtown Orlando
3
Homes for sale
$795,000
Median list price
$243
Avg price / sqft
1
Median days on market
Wintermere Pointe sits in the western stretch of Winter Garden, a pocket of established homes near neighbors like Hickory Hut and the growing Hamlin district. It's the kind of place where families settle in for the long haul — assigned to West Orange High, Sunridge Middle, and Lake Whitney Elementary, with pool homes and generous floor plans that average nearly 3,200 square feet. Weekends are easy here: Walt Disney World is about 21 minutes out, Universal roughly 22, and downtown Orlando just 19.
The market is tight and moves fast. With only 3 active listings and a median 4 days on market, buyers should come ready to make decisions — homes near Village I and Village F don't linger. Sellers are getting 99% of asking on average, so lowball offers rarely land.
Wintermere Pointe is a community in Winter Garden, Florida.
Quick facts
$790,000 – $925K price range
3,381 sqft median home
$92/mo median HOA
$3,400/mo median rent
12 sold in 12 months
Drive times
On the market now
Homes for sale in Wintermere Pointe
$925,000
2491 PRAIRIE VIEW DRIVE, WINTER GARDEN
5 bd · 3 ba · 3,739 sqft
$790,000
2242 WINTERMERE POINTE DRIVE, WINTER GARDEN
5 bd · 4 ba · 3,381 sqft
$795,000
2157 WINTERMERE POINTE DRIVE, WINTER GARDEN
5 bd · 3.5 ba · 3,197 sqft
Every active listing inside the Wintermere Pointe boundary
Open full map search →Find your fit
Browse Wintermere Pointe
By feature — on the live map
The numbers that matter
The Wintermere Pointe market
12
Sold, last 12 months
$610,500
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
18 days
Median time to sell
Wintermere Pointe vs Winter Garden
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 13.4% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Wintermere Pointe boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Wintermere Pointe is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Wintermere Pointe home
≈ $4,931/mo
$795,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$92/mo
Median HOA
From current listings inside the boundary
$3,400/mo
Median rent
Homes for rent inside the boundary
Population
300
Median age
31
Median income
$127,292
Median home value
$462,800
Beyond the listings
Living in Wintermere Pointe
Hobbies & Interests
Top 1% 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.
Emotional
Top 4% in the U.S.Awestruck
Great things are meant to be shared, and this population is eager to show others what they find to be amazing, beautiful and exciting.
Culture
Top 9% in the U.S.Dance Devotion
Some dance for fitness, others for fun, and a few turn it into a profession. No matter how these people groove to the music, their love for dance is what bonds them.
Lifestyles
Top 10% in the U.S.Wealth Signaling
Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.
Relationships
Top 10% in the U.S.Happily Ever After
Whether it's the stress of wedding planning or looking back on that special day, this population has their eyes and hearts focused on lifelong commitment.
Food & Drink
Top 11% 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.
Straight answers
Wintermere Pointe FAQs
Is Wintermere Pointe a good place to live?+
It's a strong fit for families who want space and a central location — homes average nearly 3,200 square feet and feed into West Orange High, Sunridge Middle, and Lake Whitney Elementary. You're about 19 minutes from downtown Orlando and 21 from Disney, with a manageable $92 median monthly HOA. The neighborhood sits comfortably among established communities like Hickory Hut.
Is Wintermere Pointe expensive?+
It sits in the upper-middle range for Winter Garden, with a median list price of $795,000 and current listings spanning $565,000 to $925,000. That said, homes that actually sold over the past year had a median price of $580,000, so there's room to find value below the headline list numbers.
What do homes cost in Wintermere Pointe?+
Active listings run from $565,000 to $925,000 with a median list of $795,000, working out to about $257 per square foot. Over the last 12 months, 11 homes sold at a median of $580,000 — a reminder that final sale prices often land under peak asking. Nearby Hamlin offers additional options worth comparing.
How is the market in Wintermere Pointe?+
It's fast and competitive. With just 3 active listings and a median of only 4 days on market, well-priced homes move quickly, and sellers are collecting 99% of asking on average. Buyers should be pre-approved and ready to act.
What about HOA fees and property taxes?+
The HOA runs a modest median of $92 per month, and median property taxes come in around $5,275 a year. If you're weighing a rental instead, the median rent here is about $3,600 per month.
Keep exploring
More Winter Garden 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.
Never miss a listing
New Wintermere Pointe homes, in your inbox
A daily digest of new Winter Garden listings — straight from the MLS. Unsubscribe anytime.