Neighborhood · Kissimmee, Florida
Windsor Palms
Gated resort living minutes from Disney
27
Homes for sale
$275,000
Median list price
$210
Avg price / sqft
54
Median days on market
Windsor Palms sits in that sweet spot of Kissimmee where a gated community feels like a getaway — the majority of homes here are behind a gate, and roughly a third come with a private pool. It's a short drive to the theme parks, with Walt Disney World about 23 minutes away and Universal Orlando around 40, which is why so many owners split their time between everyday living and short-term rental income. If you like the resort-community pattern, you'll find plenty of neighbors in that world across Kissimmee, from Storey Lake to Windsor at Westside and Solara.
For a buyer today, this is an approachable market. There are 27 active listings with a median list price of $275,000, and homes are averaging around $210 per square foot on a median size near 1,400 square feet. Properties are taking a median of 54 days to sell, and over the past year sellers have collected about 96% of asking — enough room to negotiate without a fire sale. Compare it against nearby Lake Marion Village if you want a sense of how the resort-style price points line up.
Windsor Palms is a community in Kissimmee, Florida.
Quick facts
$210,000 – $350K price range
1,402 sqft median home
$515/mo median HOA
$1,991/mo median rent
33 sold in 12 months
Drive times
On the market now
Homes for sale in Windsor Palms
View all 27 →
$349,000
2367 SILVER PALM DRIVE, KISSIMMEE
3 bd · 3 ba · 1,440 sqft
$279,900
2303 BUTTERFLY PALM WAY UNIT 303, KISSIMMEE
3 bd · 2 ba · 1,268 sqft
$234,900
2302 BUTTERFLY PALM WAY UNIT 301, KISSIMMEE
3 bd · 2 ba · 1,402 sqft
$229,000
8103 COCONUT PALM WAY UNIT 302, KISSIMMEE
2 bd · 2 ba · 1,022 sqft
$325,000
2382 SILVER PALM DRIVE E, KISSIMMEE
3 bd · 3 ba · 1,440 sqft
$240,000
2305 SILVER PALM DRIVE UNIT 302, KISSIMMEE
3 bd · 2 ba · 1,402 sqft
$230,000
8107 COCONUT PALM WAY UNIT 205, KISSIMMEE
3 bd · 2 ba · 1,402 sqft
$230,000
8102 PRINCESS PALM LANE UNIT #305, KISSIMMEE
3 bd · 2 ba · 1,268 sqft
$324,900
2356 SILVER PALM DRIVE, KISSIMMEE
3 bd · 3 ba · 1,440 sqft
$210,000
8103 COCONUT PALM WAY UNIT 205, KISSIMMEE
3 bd · 2 ba · 1,402 sqft
$230,000
2307 BUTTERFLY PALM WAY UNIT 102, KISSIMMEE
2 bd · 2 ba · 1,022 sqft
$279,000$289,900
2301 BUTTERFLY PALM WAY UNIT 101, KISSIMMEE
3 bd · 2 ba · 1,402 sqft
Every active listing inside the Windsor Palms boundary
Open full map search →Find your fit
Browse Windsor Palms
By feature — on the live map
Where the market lives
The numbers that matter
The Windsor Palms market
33
Sold, last 12 months
$230,000
Median sold price
96%
Sale-to-list ratio
What sellers actually get vs asking
67 days
Median time to sell
Windsor Palms vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 16.7% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Windsor Palms boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Windsor Palms is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Windsor Palms home
≈ $2,479/mo
$275,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$515/mo
Median HOA
From current listings inside the boundary
$1,991/mo
Median rent
Homes for rent inside the boundary
Beyond the listings
Living in Windsor Palms
Hobbies & Interests
Bookish
Always seeking the next book, article, or poem to read, this activity is prevalent in areas where reading is a way of life. Although a solo activity, the expression of the love of books is a bonding, communal experience.
Hobbies & Interests
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
Natural Beauty
This population marvels at the beauty of nature, and they want to capture every breath-taking scene.
Hobbies & Interests
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.
Hobbies & Interests
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.
Hobbies & Interests
Animal Advocates
Passionate about animal welfare, this population wants to know how best to care for their own pets (with toys and training) and help other animals find their fur-ever home.
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 Palms FAQs
Is Windsor Palms a good place to live?+
It's a gated resort-style community with easy theme-park access — Disney is about 23 minutes and MCO airport roughly 36. Assigned schools include Osceola County School for the Arts, Celebration High School, and Westside K-8 School. The mix of pool homes and a secure gate makes it popular with both full-time owners and vacation-rental investors.
Is Windsor Palms expensive?+
Not by Central Florida resort-community standards — the median list price is $275,000 and active listings run from $210,000 to $350,000. Homes average about $210 per square foot, and none of the current inventory crosses the $1M mark. It's a reasonable entry point if you're comparing it against pricier options around Kissimmee.
What do homes cost in Windsor Palms?+
Right now there are 27 active listings with a median list price of $275,000 and a median home size around 1,402 square feet. Over the last 12 months, 33 homes sold at a median price of $230,000. Sellers averaged about 96% of their asking price, so there's typically some negotiating room.
How is the market in Windsor Palms?+
It's steady, with homes taking a median of 54 days to sell and 33 closings over the past year. With 27 active listings and sellers getting about 96% of asking, buyers have time to be selective without a bidding-war frenzy. Pool and gated homes tend to move on the stronger end of that range.
What about HOA fees and property taxes?+
The median HOA here is $515 a month, which is on the higher side and typically reflects the gated, resort-style amenities and services. Median property tax runs about $3,659 a year. Factor both into your monthly numbers, especially if you're weighing rental income against carrying costs.
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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