Neighborhood · Davenport, Florida
Windsor Island
Resort-style pool homes minutes from the parks
108
Homes for sale
$641,950
Median list price
$213
Avg price / sqft
102
Median days on market
Windsor Island is a gated, amenity-driven community in Davenport where nearly every home comes with its own pool — 99 of the 102 active listings, in fact — making it a favorite for both full-time families and short-term rental owners. You're about 30 minutes from Walt Disney World and roughly 45 to downtown Orlando, Universal, and MCO, so the theme-park lifestyle is close without living on top of it. It sits among some of Davenport's best-known resort neighborhoods, alongside Champions Gate, Solterra Resort, and Providence.
For buyers, this is a market with real inventory and room to negotiate: 102 homes are active with a median list price of $649,500, and properties are averaging 104 days on market. Sellers are getting about 97% of asking, so there's leverage for a prepared buyer. If Windsor Island's price point stretches your budget, it's worth comparing against other Davenport homes for sale and communities like Highlands Reserve.
Windsor Island is a community in Davenport, Florida.
Quick facts
$399,000 – $989K price range
3,110 sqft median home
$712/mo median HOA
$3,100/mo median rent
58 sold in 12 months
Drive times
On the market now
Homes for sale in Windsor Island
View all 108 →
$540,000
1880 SUMMER DRIVE, DAVENPORT
5 bd · 5.5 ba · 2,621 sqft
$515,000
4290 LANA AVENUE, DAVENPORT
5 bd · 4 ba · 2,293 sqft
$980,000
2126 LELANI CIRCLE, DAVENPORT
10 bd · 8 ba · 4,399 sqft
$929,900
4361 LANA AVENUE, DAVENPORT
10 bd · 8 ba · 4,399 sqft
$899,990
4473 KAIPO ROAD, DAVENPORT
8 bd · 6 ba · 4,036 sqft
$879,000
3028 MAHALO DRIVE, DAVENPORT
10 bd · 8 ba · 4,399 sqft
$870,000
3083 MAHALO DRIVE, DAVENPORT
10 bd · 8 ba · 4,399 sqft
$849,900
2127 LELANI CIRCLE, DAVENPORT
10 bd · 8 ba · 4,399 sqft
$750,000
3281 LILAC WAY, DAVENPORT
7 bd · 5.5 ba · 3,282 sqft
$745,000
3712 LANA AVENUE, DAVENPORT
8 bd · 6.5 ba · 4,036 sqft
$745,000
3707 LANA AVENUE, DAVENPORT
8 bd · 6 ba · 4,036 sqft
$740,000
3325 LILAC WAY, DAVENPORT
7 bd · 5.5 ba · 3,234 sqft
Every active listing inside the Windsor Island boundary
Open full map search →Find your fit
Browse Windsor Island
By feature — on the live map
Where the market lives
The numbers that matter
The Windsor Island market
58
Sold, last 12 months
$574,000
Median sold price
96%
Sale-to-list ratio
What sellers actually get vs asking
112 days
Median time to sell
Windsor Island vs Davenport
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 12.2% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Windsor Island boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Windsor Island is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Windsor Island home
≈ $5,080/mo
$641,950 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$712/mo
Median HOA
From current listings inside the boundary
$3,100/mo
Median rent
Homes for rent inside the boundary
Beyond the listings
Living in Windsor Island
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 Davenport experts
Straight answers
Windsor Island FAQs
Is Windsor Island a good place to live?+
It's a gated, resort-style community where 99 of 102 active listings have private pools, so daily life leans toward outdoor and amenity living. Families are assigned to Ridge Community High School, Lake Alfred-Addair Middle School, and Loughman Oaks Elementary School, and the theme parks are close by. It works well for both full-time residents and owners running short-term rentals.
Is Windsor Island expensive?+
It's a mid-to-upper tier of the Davenport market, with a median list price of $649,500 and listings ranging from $419,900 to $989,000. Homes average about $218 per square foot on a median size of 3,113 square feet. There are no listings above $1M currently, so it stays below the luxury bracket you'll find in some resort communities.
What do homes cost in Windsor Island?+
Active listings have a median list price of $649,500, while the median sold price over the past 12 months was $550,000 across 59 sales. That gap reflects both the mix of homes selling and a market where sellers average about 97% of asking. You'll see a spread from roughly $419,900 up to $989,000.
How is the market in Windsor Island?+
There are 102 active listings with homes sitting a median of 104 days on market, so buyers generally have time to shop and negotiate. Sellers are getting about 97% of asking price on average, and 59 homes sold over the past year. Compared to faster-moving Davenport homes for sale, this is a patient, inventory-rich segment.
What about HOA fees and property taxes?+
The median HOA runs about $710 per month, which is on the higher side and typically reflects the gated access and resort amenities. Median property tax is roughly $9,421 per year. If you're weighing rental potential, the median rent in the area is around $3,500 per month.
Keep exploring
More Davenport 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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