As of Q2 2023, the average price per square foot for Winter Park condominiums is approximately $315, though this varies significantly by neighborhood and building quality. Luxury buildings along Park Avenue and with lake views can command $400-$600 per square foot, while more modest condos in the outskirts average $250-$350 per square foot.

HOA fees in Winter Park typically range from $300-$800 per month depending on the building's amenities and services. Luxury high-rises with concierge, valet, and resort-style amenities may have fees exceeding $1,000/month. These fees generally cover:

• Building maintenance and insurance
• Landscaping and common area upkeep
• Security and front desk services
• Pool and fitness center maintenance
• In some cases, basic cable and internet

Winter Park has a mix of all-ages and 55+ communities. The most notable age-restricted option is The Mayflower Retirement Community, which offers independent living cottages and apartments. Most other condominium buildings in Winter Park are open to residents of all ages, making the area popular with both empty nesters and young professionals alike.

Parking varies by building:

• Downtown/Park Avenue condos: Typically offer 1-2 assigned spaces in a secured garage, sometimes with additional guest parking
• Luxury high-rises: Often include valet parking services and additional storage spaces
• Garden-style complexes: Usually provide open parking lots with assigned spaces
• Street parking in downtown Winter Park is limited and often metered

Most newer buildings meet or exceed city requirements of 1.5 spaces per bedroom.

Winter Park condos have shown strong appreciation, though at slightly different rates than single-family homes:

Condos offer easier maintenance and often better locations, while single-family homes provide more space and privacy. The choice depends on lifestyle preferences and investment goals.