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        Key Biscayne, FL 33149
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      Miami Association of REALTORS®

      MIAMI ASSOCIATION OF REALTORS® All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Multiple Listing Service. Real estate listings held by brokerage firms other than Marjo Realty Co. may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS.

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      Lakeside College Town Near Orlando

      Houses in Winter Park, FL

      Welcome to Winter Park, the Orange County city of tree-lined Park Avenue, Rollins College, and a chain of lakes just north of downtown Orlando.

      Winter Park sits in Orange County, Florida, immediately north of downtown Orlando, and is widely regarded as one of the region's most distinctive cities. It was conceived in the late 19th century as a winter resort for Northerners arriving by rail, and its identity still flows from that origin — a planned community of lakes, tree-lined streets, and a walkable commercial avenue built around the railroad. Its population is about 30,000. The city's defining institutions are Rollins College and Park Avenue. Rollins, founded in 1885, is the oldest college in Florida, and its 70-acre campus of Spanish and Mediterranean Revival architecture sits directly across from Park Avenue, the city's central shopping and dining street. Together they give Winter Park an academic, cultured atmosphere unusual for a city of its size, with a steady presence of students, faculty, and visitors. Water is central to the city's geography. The Winter Park Chain of Lakes — six lakes connected by narrow canals — cuts through the community, creating a boating and paddling culture and shaping its lakefront neighborhoods. Many streets are shaded by ancient live oaks and moss-draped trees, reinforcing the garden-city feel that first drew the city's founders. Winter Park functions as an established, close-in suburb of Orlando. SunRail commuter rail and Amtrak stop at its station, linking the city to downtown Orlando and the wider region, while Interstate 4 runs nearby. Public schools belong to Orange County Public Schools, one of the nation's largest districts, anchored locally by Winter Park High School. The city suits households drawn to historic homes, lake access, a walkable downtown, and rail access to Orlando, who value character and culture over new-construction sprawl.

      Population 29,795
      County Orange County
      Active Listings 606
      Browse by Listing Type
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      Frequently Asked Questions

      What county is Winter Park in?

      Winter Park is located in Orange County, Florida, just north of downtown Orlando. It covers about 10.2 square miles, with a significant portion of its area made up of the Winter Park Chain of Lakes.

      What college is located in Winter Park?

      Winter Park is home to Rollins College, a private liberal arts college founded in 1885 and the oldest college in Florida. Its 70-acre campus, known for Spanish and Mediterranean Revival architecture, sits directly across from the city's Park Avenue district.

      Does Winter Park have a train station?

      Yes. The Winter Park station is served by SunRail commuter rail, which links the city to downtown Orlando and points across Central Florida, and by Amtrak's Floridian and Silver Meteor intercity trains, making rail access a defining feature of the city.

      What is Park Avenue in Winter Park?

      Park Avenue is Winter Park's central shopping and dining street, running alongside the Rollins College campus. It is known for its boutiques, cafés, restaurants, and seasonal events, and serves as the city's main gathering place.

      What are the Winter Park Chain of Lakes?

      The Winter Park Chain of Lakes is a series of six interconnected lakes joined by narrow canals, popular for paddleboarding, kayaking, boating, and fishing. The lakes sit near the heart of the city and anchor its waterside culture.

      MARKET SNAPSHOT

      The Market at a Glance

      How homes have been selling here over the last 90 days.

      home_work New This Week 34
      Went Under Contract 0
      trending_down Price Reductions 0
      payments Median Sale Price $508,750 +6.2%
      square_foot Price per Sq Ft $302
      schedule Avg Days on Market 57
      sell Homes Sold 278
      percent Sale-to-List Ratio 98.0%
      inventory_2 Months of Inventory 4.6

      Price & Sales History

      Market data reflects closed sales over the last 90 days and is provided for informational purposes.

      BROWSE BY ZIP

      Zip Codes

      Browse listings by postal code in this area.

      010 homes for saleMedian sale$295K1 sale in the last 90 days
      003 homes for saleMedian sale$295K
      0001 home for saleMedian sale$295K
      00006 homes for saleMedian sale$295K
      0000026 homes for saleMedian sale$370KPer sq ft$199 sales in the last 90 days
      006034 homes for saleMedian sale$235KPer sq ft$7273 sales in the last 90 days
      006231 home for saleMedian sale$240KPer sq ft$19214 sales in the last 90 days
      006462 homes for saleMedian sale$1.5MPer sq ft$59625 sales in the last 90 days
      006921 home for saleMedian sale$345KPer sq ft$20613 sales in the last 90 days
      007292 homes for saleMedian sale$170KPer sq ft$1653 sales in the last 90 days
      007731 home for saleMedian sale$318KPer sq ft$60312 sales in the last 90 days
      080301 home for saleMedian sale$235KPer sq ft$19625 sales in the last 90 days
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      405 Lake Fair Lane For Sale
      $434,990
      405 Lake Fair LaneWinter Park, FL 32789
      • 3 bd
      • 2 ba
      • Built 1957
      • A12062271
      7641 Village Green Drive For Sale
      $549,000
      7641 Village Green DriveWinter Park, FL 32792
      • 3 bd
      • 3 ba
      • 1602 sqft
      • Built 1972
      • B26017812
      570 Manor Rd, Maitland Active With Contract
      $12,500,000
      570 Manor Rd, MaitlandWinter Park, FL 32751
      • 6 bd
      • 8.5 ba
      • 10172 sqft
      • Built 1996
      • A11776219
      3

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