Four Seasons

Winter Park, FL
Average Sales Price
$164,500
Median Sales Price
$164,500
Population
-
Total Listings
2
Discover Life in Four Seasons with Mike Vein
At a Glance
Four Seasons is inside City of Winter Park limits in Orange County. Winter Park was incorporated as a town in 1887 and is home to Rollins College. Homes are zoned for Brookshire Elementary, Glenridge Middle and Winter Park High School, according to Orange County Public Schools' 2026-27 school zones. The association is Four Seasons Condominium Association of Winter Park, Inc.
Homes & Builders
Orange County Property Appraiser records show 316 condominium units on one 19-acre parcel, all built in 1970; the condominium plat was recorded in 1981. There are 102 one-bedroom, 170 two-bedroom and 44 three-bedroom units, ranging from about 730 to 1,320 square feet. MLS listings describe low-rise buildings, including some two-story townhouse-style units.
Amenities
MLS listings and realtor sites describe three pools, tennis, shuffleboard, a clubhouse with a library, a fitness center and laundry facilities.

Four Seasons Homes for Sale

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Four Seasons Homes Sold in the Past 12 Months

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Four Seasons: Local Questions Answered

Where is Four Seasons in Winter Park?

Four Seasons is at 200 Saint Andrews Boulevard in the City of Winter Park, in Orange County, on a single 19-acre parcel. Units have Winter Park 32792 addresses and are inside City of Winter Park limits. The full name is Four Seasons Condominiums of Winter Park.

What types of homes are in Four Seasons?

Four Seasons has 316 condominium units, all built in 1970, according to Orange County Property Appraiser records: 102 one-bedroom, 170 two-bedroom and 44 three-bedroom units of about 730 to 1,320 square feet. The condominium plat was recorded in 1981. There are no single-family homes.

How much do condos cost in Four Seasons?

Over the past two years (MLS data, October 2026), condos in Four Seasons sold 31 times for a median of about $180,000, ranging from about $130,000 to $263,000. For today's listings, see the top of this page.

What are the HOA fees in Four Seasons?

Recent MLS listings show condo association dues of about $430 to $451 per month as of October 2026. Orange County property records and Florida's official list of special districts don't show a community development district (CDD) for Four Seasons, but check the property tax bill for any special assessments. The association is Four Seasons Condominium Association of Winter Park, Inc.

What schools serve Four Seasons?

Orange County Public Schools' 2026-27 school zones place Four Seasons in Brookshire Elementary, Glenridge Middle and Winter Park High School.

Zoning can change and varies by street, so confirm a specific address with Orange County Public Schools' Find My School tool, and compare school grades in the Florida School Accountability Reports.

What amenities does Four Seasons have?

MLS listings and realtor sites describe three pools, tennis, shuffleboard, a clubhouse with a library, a fitness center and laundry facilities. The community covers a single 19-acre parcel. Confirm current amenities and rules with Four Seasons Condominium Association of Winter Park, Inc.

Can you rent condos in Four Seasons short term?

No Four Seasons-specific rental rules turned up in our research, though MLS listings show some units are leased. Condo documents often limit leasing, so confirm the current rules with the association before buying if you plan to rent.

Have questions about Four Seasons?

Ask me about homes, pricing, schools, commute, or the best streets to focus on. I'm a full-service local agent backed by a trusted network of professionals, so every step from first showing to closing day is handled.

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