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Winter Park is a city located in Orange County, Florida, a city of about 25,000 residents. Famous for its stately trees, brick lined roads, spectacular homes, museums, shops along Park Avenue and it breathtaking parks.

Chartered in 1887 the city was originally used as a winter resort for the wealthy Northerners seeking refuge from the cold winters and looking for a warm tranquil place to relax, its main attractions to tourist were its lakes, warm temperatures and natural habitat.

Rollins College the oldest college on Florida and the nations premiere Liberal Arts College was founded ion Winter Haven in 1885 by New England Congregationalists who sought to bring their style to Florida liberal arts education. Rollins has been praised by magazines such as Time and U.S. New and World report has named it one of "America's Best Colleges".

With several lakes adjoining each other and home to Orlando´s many Lake Front Homes, Winter Park is now considered one of the most sought after residential areas a few minutes drive North of Downtown Orlando. Private Schools, Boutique Shops, Luxury Condos, Fine Dining Restaurants, Law Firms and Private Health Clinics are commonly associated with Winter Park.

Latest Winter Park Listings

1651 Mayfield Avenue, Winter Park image
1651 Mayfield Avenue, Winter Park $1,325,000

This is it! The modern farmhouse with every feature you've been looking for in your Winter Park home. New construction from one of the area's most popular builders, you'l...

  • 4 Beds
  • 4.5 Baths
  • Lake Knowles SubDv.
  • 32789 Zip Code
115 Conrad Court, Winter Park image
115 Conrad Court, Winter Park $320,000

This Winter Park gem is ideally located in the sought-after Winter Park area of Orlando. Situated in a quiet cul-de-sac this single story 3 bed, 2 bath home is beautifull...

  • 3 Beds
  • 2 Baths
  • Sells Terrace SubDv.
  • 32789 Zip Code
531 Selkirk Drive, Winter Park image
531 Selkirk Drive, Winter Park $475,500

WOW!!! This beautiful home located in downtown Winter Park, is a MUST SEE! This home has a very modern style to it, while being everything that a family home should be. T...

  • 3 Beds
  • 2 Baths
  • Kenilworth Shores Sec 03 SubDv.
  • 32792 Zip Code
1240 Woodmere Drive, Winter Park image
1240 Woodmere Drive, Winter Park $1,599,900

By far one of the most dramatic interiors of any home on the market in Winter Park. Award winning Brian Schlosser of NV design as created this exquisite remodel in the he...

  • 4 Beds
  • 2.5 Baths
  • Woodmere Terrace SubDv.
  • 32789 Zip Code
313 Beloit Avenue, Winter Park image
313 Beloit Avenue, Winter Park $1,050,000

A rare opportunity presents itself with this amazing new listing. Located just a short walking distance to the Winter Park Golf Course and a few blocks from Park Avenue, ...

  • 3 Beds
  • 2.5 Baths
  • Morseland Sub SubDv.
  • 32789 Zip Code
730 Via Lombardy, Winter Park image
730 Via Lombardy, Winter Park $1,075,000

This is your opportunity to live in the spectacular and highly sought after Sicilian Shores section in the "Via's" of Winter Park. The Via's is one of central Florida's m...

  • 3 Beds
  • 3 Baths
  • Sicilian Shores SubDv.
  • 32789 Zip Code
215 Blossom Lane, Winter Park image
215 Blossom Lane, Winter Park $450,000

Renovated in 2018 and move-in ready. In a great Winter Park location with deeded access to Lake Killarney. Situated on a large 0.35 acre lot in a quiet neighborhood with ...

  • 3 Beds
  • 2 Baths
  • Shores Lake Killarney SubDv.
  • 32789 Zip Code
1814 Walker Avenue, Winter Park image
1814 Walker Avenue, Winter Park $494,000

Beautifully remodeled property in the heart of Winter Park. This home features several upgrades that include fresh Interior and exterior paint, custom wood cabinets, quar...

  • 3 Beds
  • 2.5 Baths
  • Osceola Heights SubDv.
  • 32789 Zip Code
751 Pansy Avenue, Winter Park image
751 Pansy Avenue, Winter Park $425,000

Winter Park - Off Park Avenue in million dollar neighborhood!! Spacious 3 bdrm 2 bath bungalow on brick street with custom lamp posts. Home features living, dining & fa...

  • 3 Beds
  • 2 Baths
  • Dixie Terrace SubDv.
  • 32789 Zip Code
2185 Crandon Avenue, Winter Park image
2185 Crandon Avenue, Winter Park $255,000

Adorable 3 Bedrooms /1 Bathroom in the Heart of College Park, Close to Dubsdread Golf Course Area with Winter Park address. Dubsdread Golf Course right around corner. Hom...

  • 3 Beds
  • 1 Baths
  • Olympia Heights Annex SubDv.
  • 32789 Zip Code

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