Neighborhood · Winter Garden, Florida
Island Pointe
Low-HOA living with a straight shot to Orlando
3
Homes for sale
$599,999
Median list price
$250
Avg price / sqft
35
Median days on market
Island Pointe sits in the western Orange County stretch of Winter Garden, a pocket of family-scaled homes where the commute math works in your favor — downtown Orlando is about 27 minutes out, Universal roughly 28, and MCO around 36. It's the kind of place where you get real square footage (the median home runs about 2,319 sqft) without the premium HOA overhead you'll find in newer master-planned areas. Neighboring communities like Hickory Hut, Village I, and the growing Hamlin district round out the area's character.
Right now the market here is tight: just three active listings, with a median list price of $599,999 and a range of $587,000 to $625,000. Over the last year only five homes sold, at a median of $465,000, and sellers pulled in about 91% of asking on average — a sign there's room to negotiate. With homes moving in a median of 35 days, buyers have time to be deliberate but shouldn't expect a flood of choices.
Island Pointe is a community in Winter Garden, Florida.
Quick facts
$587,000 – $625K price range
2,319 sqft median home
$41/mo median HOA
5 sold in 12 months
Drive times
On the market now
Homes for sale in Island Pointe
$587,000$600,000
1085 CHASE DRIVE, WINTER GARDEN
4 bd · 3 ba · 2,967 sqft
$599,999$600,000
1005 CHASE DRIVE, WINTER GARDEN
4 bd · 2.5 ba · 2,319 sqft
$625,000
1075 CHASE DRIVE, WINTER GARDEN
4 bd · 2 ba · 2,125 sqft
Every active listing inside the Island Pointe boundary
Open full map search →The numbers that matter
The Island Pointe market
5
Sold, last 12 months
$465,000
Median sold price
91%
Sale-to-list ratio
What sellers actually get vs asking
5 days
Median time to sell
Island Pointe vs Winter Garden
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 33.9% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Island Pointe boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Island Pointe is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Island Pointe home
≈ $3,684/mo
$599,999 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
Population
920
Median age
33
Median income
$84,943
Median home value
$412,200
Beyond the listings
Living in Island 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.
Hobbies & Interests
Top 8% in the U.S.Natural Beauty
This population marvels at the beauty of nature, and they want to capture every breath-taking scene.
Active
Top 8% in the U.S.Functional Fitness
Looking good and reaching fitness goals is all about discipline: Eat right. Work hard. No excuses. This population is more likely to view working out as a means to an end.
Culture
Top 10% in the U.S.Sites to See
This population finds the most beautiful sites just by looking up. Sunrise, sunset or sometime in between, these people love to marvel at man-made and natural wonders.
Active
Top 12% in the U.S.Outdoor Adventures
Appreciating the outdoors, this population wants to actively engage with nature. Whether it's finding a new hiking trail or looking for the perfect spot to catch the sunset, they seek to explore the world around them.
Emotional
Top 16% 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.
On the calendar
Near Island Pointe
Jul
17
Fri
Ride the Cyclone
19:30
Ride the Cyclone is a musical about a Canadian chamber choir whose members die in a roller coaster accident and find themselves in limbo. A mechanical fortune teller invi…
Jul
24
Fri
Adam Ray
8:00pm
Adam Ray is an American comedian and actor who has appeared in many movies and TV shows including "Ghostbusters," "Spy," "Arrested Development," and "American Vandal." No…
Jul
25
Sat
Kaliente Fest
1:00 PM
The First Annual Kaliente 103.1 FM Fest, presented by Norsan Media and Sunwave Energy, promises a vibrant celebration of Latin culture, complete with live performances fr…
Jul
25
Sat
B.E.L.A.C. Childhood Cancer 5K
8:00 AM
The B.E.L.A.C. Foundation's annual Childhood Cancer 5K is a community-driven event that combines physical activity with philanthropy, aiming to raise awareness and funds…
Jul
29
Wed
Mumford & Sons
Mumford & Sons are a Grammy Award-winning British band that brought a modern edge to folk rock. With their signature blend of soaring harmonies and acoustic instrumentati…
Aug
9
Sun
Mon Laferte
8:00pm
Mon Laferte is a singer, songwriter, and musician from Chile who composes songs combining many genres like pop, bolero, rock, salsa, and cumbia. She is the biggest Chilea…
Straight answers
Island Pointe FAQs
Is Island Pointe a good place to live?+
It's a solid fit if you want space and a manageable commute — downtown Orlando is about 27 minutes out and Universal roughly 28. Homes are family-scaled at around 2,319 sqft, and the area connects to established western Winter Garden communities like Village F. Assigned schools include Dillard Street Elementary, Lakeview Middle, and Ocoee High.
Is Island Pointe expensive?+
It sits in the mid-range for the area, with a median list price of $599,999 and current listings running from $587,000 to $625,000. There are no $1M+ homes on the market here, and the median HOA is a modest $41 a month, so ongoing costs stay reasonable.
What do homes cost in Island Pointe?+
Active listings carry a median price of $599,999 at about $250 per square foot, though sold prices tell a different story — the median sale over the past year was $465,000. That gap between list and sold, plus the 91% average of asking, signals negotiating room for buyers.
How is the market in Island Pointe?+
It's a low-inventory market with just three active listings and only five sales in the past 12 months. Homes take a median of 35 days to sell, so pace is steady rather than frantic — you'll have time to evaluate but limited options at any given moment.
What about HOA fees and property taxes?+
The median HOA here is $41 a month, which is light compared to many newer communities in the region. Median annual property tax runs about $3,262, keeping the total carrying cost predictable for a home in this price range.
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 Island Pointe homes, in your inbox
A daily digest of new Winter Garden listings — straight from the MLS. Unsubscribe anytime.