
Neighborhood · Kissimmee, Florida
Windsor Point
An easygoing Kissimmee address close to the theme parks
4
Homes for sale
$424,500
Median list price
$229
Avg price / sqft
33
Median days on market
Windsor Point is a compact residential pocket of Kissimmee built for people who want a quiet street and a short commute in equal measure. Homes here run around 1,797 square feet, and the location puts Walt Disney World about 24 minutes away and Orlando International Airport roughly 27 minutes out — handy whether you work in hospitality or just like weekend trips to the parks. It sits among some of the area's best-known communities, from Storey Lake to Solara, giving buyers plenty of nearby character to compare against.
The market here is small and steady rather than frantic. With just four active listings and a median list price of $424,500, inventory is tight, but homes are moving in about 33 days and sellers are collecting roughly 98% of asking. That combination tells you well-priced homes get taken seriously, so a prepared buyer should be ready to act when the right one lists.
Windsor Point is a community in Kissimmee, Florida.
Quick facts
$400,000 – $450K price range
1,797 sqft median home
$80/mo median HOA
3 sold in 12 months
Drive times
On the market now
Homes for sale in Windsor Point

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

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

$429,000$439,000
2989 WHITE CEDAR CIRCLE, KISSIMMEE
3 bd · 2 ba · 2,063 sqft

$400,000$405,000
2925 WILLOW CREEK LANE, KISSIMMEE
3 bd · 2 ba · 1,797 sqft
Every active listing inside the Windsor Point boundary
Open full map search →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
≈ $2,898/mo
$424,500 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
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.
On the calendar
Near Windsor Point
Jul
12
Sun
Sunset Saturday Artisan Market
Visitors will revel in the lively Sunset Saturday Artisan Market, teeming with local crafters and unique vendors from Central Florida. Event-goers can enjoy rhythm-filled…
Jul
12
Sun
Sunset Craft, Food, and Drink Market
This market is a bubbling hub of creativity with over 20 artisan vendors from across Florida. Attendees can indulge in hand-crafted food and beverages while dancing to th…
Jul
12
Sun
Rumba Brunch
11:30am
Every Sunday, attendees have the opportunity to immerse themselves in the authentic rumba music played live by wandering guitarists and vocalists. To accompany the riveti…
Jul
12
Sun
Promenade Second Sunday Car and Truck Show
The Second Sunday Car and Truck Show is a monthly gathering of classic to modern vehicles of all makes and models, complete with a DJ spinning a mix of classic rock and t…
Jul
12
Sun
Bands, Brew, and BBQ
Bands, Brew, and BBQ delivers the ultimate combination of great music, mouthwatering barbecue, and refreshing craft beer. With live performances by talented artists, an a…
Jul
24
Fri
Taste of Wisconsin
Taste of Wisconsin is a must-visit annual event for food enthusiasts looking to indulge in the state's culinary delights. With over 100 food vendors offering a variety of…
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 quiet residential neighborhood with strong location perks — Walt Disney World is about 24 minutes away and Orlando International Airport around 27. Families also have Osceola County School for the Arts among the assigned schools, and the modest $80 median HOA keeps day-to-day costs reasonable.
Is Windsor Point expensive?+
It sits in a comfortable mid-market range, with a median list price of $424,500 and active homes running from $400,000 to $450,000. That's a fairly narrow band, so you know roughly what to budget compared to pricier nearby options like Solivita.
What do homes cost in Windsor Point?+
Homes here average about $229 per square foot at a median size of roughly 1,797 square feet, which works out to a median list price of $424,500. Over the past year, four homes sold at a median price of $412,500.
How is the market in Windsor Point?+
It's a small, steady market with just four active listings and four sales in the last 12 months. Homes take a median of 33 days to sell and sellers net about 98% of asking, so realistically priced listings don't linger.
What about HOA fees and property taxes?+
The median HOA here is about $80 a month, which is on the lighter side for the Kissimmee area. Property taxes run around $4,448 a year at current values, so factor both into your monthly carrying cost.
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.
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