Davenport · Polk County · Gated

Windsor Hills Homes for Sale

Gated resort-style community minutes from Disney with tiered HOA structure and vacation rental amenities.

Live ListingsFrom $180KGated
Active Listings

Homes for sale in Windsor Hills

Price
Beds
Baths
For Sale / All Types
About

Inside Windsor Hills

Windsor Hills is a gated resort-style residential community located in Davenport, Florida, positioned as both a primary residence option and a short-term vacation rental investment. The community features 24-hour security with gated access, providing residents with controlled entry and a secure living environment. The property encompasses a diverse mix of housing types, including condominiums, townhomes, and single-family villas, each with its own private amenities like screened-in pools.

The subdivision operates under a tiered homeowner association structure. The Master Community Association charges approximately $1,117.97 per quarter and covers basic cable and internet, landscaping, clubhouse amenities, 24-hour gated security, sports courts, roadways, sidewalks, and common area maintenance. Additional sub-associations serve specific property types: The Enclave for single-family villas, The Vistas for townhomes, and The Ventura for condominiums, each with supplemental quarterly fees ranging from roughly $506 to $737 depending on the property type.

The community’s resort-style amenities are extensive and cater to both vacation rentals and year-round residents. A 10,000-square-foot clubhouse serves as the hub, featuring a lagoon-style pool with water slide, bubbling hot tub, kids splash zone, patio areas, gaming room with billiards and arcade games, fitness center, and movie theater. Additional facilities include basketball, tennis, and volleyball courts, a putting green, modern playgrounds, and interconnected walking and biking trails throughout the property. Cable television and internet service are included in master association dues.

While exact school assignments were not definitively confirmed through official Polk County records, nearby educational options include Four Corners Charter School in Davenport and Celebration K-8 School in neighboring Celebration for elementary and middle school students. Home prices range from approximately $180,000 for smaller condominiums to over $465,000 for larger single-family homes, positioning the community as accessible to a range of buyer profiles, including both vacation rental investors and permanent residents seeking resort-style living near central Florida attractions.

Community at a Glance

The facts

HOA / Month
$280-$373
School District
Polk County Public Schools
Questions, Answered

Frequently asked

What is the price range for homes in Windsor Hills?

Homes in Windsor Hills range from approximately $180,000 for 2-bedroom condominiums to over $465,000 for larger single-family pool homes with 5 or 6 bedrooms. Mid-range townhomes typically sell between $300,000 and $420,000. Prices vary based on property type, size, amenities, and condition. For the most current listings and specific pricing, contact a Market Connect Realty agent serving the Davenport area.

Is Windsor Hills a gated community?

Yes, Windsor Hills is a fully gated community with 24-hour manned security and gated access. All residents and visitors must present photo identification and applicable documentation to enter the community. The gated structure and security personnel provide controlled access and enhanced safety for residents throughout the day and night.

What schools are zoned for Windsor Hills?

While exact zoning assignments were not definitively confirmed through official sources, nearby schools serving the area include Four Corners Charter School in Davenport for elementary and middle grades (K-8), and Celebration K-8 School in neighboring Celebration. The high school level is covered by the assigned Osceola County School District campus. For official school assignments specific to your address, contact Polk County Public Schools or a local Market Connect Realty agent.

What are the HOA fees in Windsor Hills?

HOA fees in Windsor Hills operate on a tiered structure. The Master Community Association charges approximately $1,117.97 per quarter (roughly $373 monthly) covering cable, internet, landscaping, security, and common amenities. Additional sub-association fees for specific property types range from $506-$737 quarterly. Total monthly HOA costs typically range from $280-$373 depending on your property type and which sub-associations apply.

What amenities does Windsor Hills offer?

Windsor Hills features extensive resort-style amenities including a 10,000+ square foot clubhouse, lagoon pool with waterslide and hot tub, kids splash zone, fitness center, movie theater, game room, billiards, arcade games, basketball/tennis/volleyball courts, putting green, modern playgrounds, walking and biking trails, and basic cable and internet service. All amenities are included in HOA fees.

How many homes are in Windsor Hills?

The exact total number of homes in Windsor Hills was not confirmed from available sources. The community is described as containing multiple residential sections with a mix of condominiums, townhomes, and single-family villas. For current resident counts, contact the homeowners association or a local real estate agent specializing in Windsor Hills.

Is short-term rental allowed in Windsor Hills?

Yes, short-term rental is allowed in Windsor Hills and the community is actively marketed as a vacation rental investment property. Many residents own homes specifically for vacation rental purposes and rent to visitors seeking accommodations near Disney World and central Florida attractions. Property managers are commonly employed to manage bookings and guest services for rental properties.

What year was Windsor Hills developed?

The exact development start year for Windsor Hills was not confirmed from available sources. A related HOA, Windsor Estates Community Homeowners Association in Davenport, was established in 2003. For comprehensive development history and phases, consult with the Windsor Hills homeowners association office or a Market Connect Realty agent familiar with the community's timeline.