
Neighborhood · Kissimmee, Florida
Windsor Point
An easygoing Kissimmee address minutes from the parks
3
Homes for sale
$415,000
Median list price
$235
Avg price / sqft
124
Median days on market
Windsor Point sits in the heart of Osceola County's tourist corridor, where day-to-day life runs at a suburban pace but the big-ticket attractions are all a short drive away. Walt Disney World is about 24 minutes out, Orlando International Airport roughly 27, and Universal around 33 — the kind of geography that keeps both commuters and vacation-minded buyers interested. It's a smaller residential pocket surrounded by well-known Kissimmee communities like Storey Lake, Solara, and Windsor at Westside.
For buyers, this is a tight, low-inventory market — just three active listings right now, with a median list price of $420,000 and homes sitting around 53 days before they move. Over the past year only three homes have sold, at a median of $430,000, and sellers have been getting about 97% of asking. That combination means fair pricing and room to negotiate, but you'll want to act when the right listing appears rather than wait for a wide selection.
Windsor Point is a community in Kissimmee, Florida.
Quick facts
$397,500 – $450K price range
1,796 sqft median home
$80/mo median HOA
$2,700/mo median rent
3 sold in 12 months
Drive times
On the market now
Homes for sale in Windsor Point

$415,000$420,000
2930 WHITE CEDAR CIRCLE, KISSIMMEE
3 bd · 2 ba · 1,782 sqft

$450,000
2922 WILLOW CREEK LANE, KISSIMMEE
3 bd · 2 ba · 1,796 sqft

$397,500$399,000
2925 WILLOW CREEK LANE, KISSIMMEE
3 bd · 2 ba · 1,797 sqft
Every active listing inside the Windsor Point boundary
Open full map search →Find your fit
Browse Windsor Point
Where the market lives
The numbers that matter
The Windsor Point market
3
Sold, last 12 months
$430,000
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
123 days
Median time to sell
Windsor Point vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 4.9% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Windsor Point boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Windsor Point is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Windsor Point home
≈ $3,017/mo
$415,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$80/mo
Median HOA
From current listings inside the boundary
$2,700/mo
Median rent
Homes for rent inside the boundary
Population
1,562
Median age
32
Median income
$70,575
Median home value
$265,600
Beyond the listings
Living in Windsor Point
Hobbies & Interests
Top 12% in the U.S.Wanderlust
Always thinking about their next destination, this population loves exploring new places abroad or right in their own backyard. They hold onto past trips by sharing their favorite memories and pictures year round.
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.
Lifestyles
Top 24% in the U.S.Nerd Culture
These people aren't afraid to nerd out. Common activities include comic books, video games, and often intellectual pursuits.
Appearance oriented
Top 25% in the U.S.Body Art
Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.
Attitudes
Deal Seekers
These people are hunting discounts, contests, and promotions. The population loves a good sale, and they can't wait to share their bargain finds and winnings with friends and family.
Active
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.
People who close here
Our Kissimmee experts
Iain Robinson
Broker Associate
Dan Schriver
REALTOR®
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
Straight answers
Windsor Point FAQs
Is Windsor Point a good place to live?+
It's a practical choice if you value being central to Central Florida's main draws — Disney is about 24 minutes away, MCO airport around 27, and downtown Orlando roughly 34. The neighborhood sits among established Kissimmee communities, and assigned schools include the Osceola County School for the Arts. It suits both everyday residents and buyers who want proximity to the parks.
Is Windsor Point expensive?+
It's mid-range for the Kissimmee market, with a median list price of $420,000 and homes trading around $236 per square foot. The active listings run from $399,000 to $450,000, so you're looking at a fairly narrow, accessible band rather than luxury pricing — unlike the higher-end product you'll find in nearby Windsor at Westside.
What do homes cost in Windsor Point?+
Current listings sit between $399,000 and $450,000, with a median list price of $420,000 and a typical home around 1,796 square feet. Over the last 12 months the median sold price was $430,000, so buyers and sellers have been meeting close to that mark.
How is the market in Windsor Point?+
It's a small, slow-turning market — only three homes are active and three sold in the past year. Homes take a median of 53 days to sell, and sellers are averaging about 97% of their asking price, which points to realistic pricing and a modest amount of negotiating room. It compares to the tighter turnover you'd see in resort-oriented pockets like Storey Lake.
What are the HOA fees and property taxes?+
The median HOA is about $80 a month, which is on the lighter side for the area and keeps carrying costs down. Property taxes run around $6,479 a year at current values, so factor both into your monthly budget when comparing against communities like Solara.
Keep exploring
More Kissimmee 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 Windsor Point homes, in your inbox
A daily digest of new Kissimmee listings — straight from the MLS. Unsubscribe anytime.