Windsor Island

It's best understood as a resort-style community geared toward vacation homes and rentals, with 107 of 110 active listings offering private pools and 66 sitting behind gates. Families are assigned to Ridge Community High School and Loughman Oaks Elementary, and the location puts Walt Disney World about 30 minutes away. If you want amenities and proximity to the parks over a traditional walkable neighborhood, it fits well.

It sits in the mid-to-upper tier for Davenport, with a median list price of $656,950 and active homes ranging from $400,000 to $989,000. That said, the median sold price over the past year was $550,000, so buyers are landing well under many list prices. Average pricing works out to about $218 per square foot.

Active listings run from $400,000 up to $989,000, with a median list of $656,950 and no homes currently above the $1M mark. The typical home is around 3,113 square feet at roughly $218 per square foot. Recent sales have clustered near the $550,000 median.

There are 110 active listings against 54 sales in the past 12 months, so inventory is healthy and buyers have leverage. Homes are taking a median of 88 days to sell, and sellers are averaging about 97% of their asking price. That combination means well-prepared offers often have negotiating room.

Expect a median HOA of about $703 per month, which is on the higher side and typically reflects the resort amenities and gated access common in these communities. The median annual property tax runs around $9,550. Both are worth factoring into your monthly carrying costs, especially if you're buying as a rental investment.