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Winter Park: A Historical and Cultural Experience

The City of Winter Park is a hub for art and culture. Downtown Winter Park is known for its amazing shopping, dining and cultural experiences. This is most notably present on Park Avenue and Hannibal Square.

Majestic oak trees line picturesque brick roads. The downtown train station and Central Park complete a picture right out of a Norman Rockwell painting. You get a Main Street, USA feel with old Europe undertones as you shop and dine down the pet friendly walkways.

Winter Park is nestled in the middle of everything, just minutes from Downtown Orlando, but is truly in a class of its own. Amazing architecture, cultural events and quality of life are some of the things that make Winter Park such a highly desired place to live.

 

Hot Winter Park Properties

1321 Suffolk Road, Winter Park image
1321 Suffolk Road, Winter Park $340,000

Great for investor or new home builder!!! Located in the Orwin Manor neighborhood in Winter Park! Home includes APPROVED PLANS! The property has a large backyard, perfect...

  • 2 Beds
  • 1 Baths
  • Orwin Manor Westminster Sec SubDv.
  • 32789 Zip Code
1971 Karolina Avenue, Winter Park image
1971 Karolina Avenue, Winter Park $369,900 ▼

MOTIVATED SELLER! Don’t miss the chance to own this charming Winter Park FULLY FURNISHED home. This recently remodeled 2-bedroom, 1 bathroom home will surely impress. As ...

  • 2 Beds
  • 1 Baths
  • Karolina On Killarney SubDv.
  • 32789 Zip Code
2417 Lafayette Avenue, Winter Park image
2417 Lafayette Avenue, Winter Park $385,000

Bring your builder! Endless possibilities for a buyer looking for a lot in the highly desirable Winter Park zip code. Just minutes from I-4, Park Avenue, Winter Park Vill...

  • 2 Beds
  • 1 Baths
  • Winter Park Village SubDv.
  • 32789 Zip Code
1049 Formosa Avenue, Winter Park image
1049 Formosa Avenue, Winter Park $399,900 ▼

HIGHLY MOTIVATED SELLER, CONTACT ME TODAY TO VIEW THIS BEAUTIFUL HOME AT HEART OF WINTER PARK. TOTALLY REMODELED 3 BED/2 BATH SINGLE FAMILY HOME LOCATED IN COLLEGE PARK W...

  • 3 Beds
  • 2 Baths
  • Golfview Rep SubDv.
  • 32789 Zip Code
677 Depugh Street, Winter Park image
677 Depugh Street, Winter Park $412,000

A fabulous lot in a great location. The home is in need of major renovation or remove it and build new. Lots of new homes in the neighborhood. Walking distance to Park Av...

  • 3 Beds
  • 1 Baths
  • Carver Town First Add SubDv.
  • 32789 Zip Code
1620 Orange Avenue, Winter Park image
1620 Orange Avenue, Winter Park $414,900

Highly desirable and charming 2 bed / 2 bath in Orwin Manor (Winter Park address) with new A/C (6/2021), new shingle roof and mod-bitumen over garage (9/2022), new LG fri...

  • 2 Beds
  • 2 Baths
  • Orwin Manor Westminster Sec SubDv.
  • 32789 Zip Code
2620 Lotafun Avenue, Winter Park image
2620 Lotafun Avenue, Winter Park $440,000 ▼

Location, location, this amazing opportunity to build your DREAM HOME is here for you in prime location of Winter Park. The key and main value here is in the LAND!!!!. ...

  • 3 Beds
  • 1 Baths
  • Justamere Camp Rep SubDv.
  • 32789 Zip Code
630 W Swoope Avenue, Winter Park image
630 W Swoope Avenue, Winter Park $450,000 ▲

This Central Winter Park location, one mile from the Winter Park Mall provides a rare opportunity for investors.

  • 2 Beds
  • 1 Baths
  • Carver Town First Add SubDv.
  • 32789 Zip Code
1816 Azalea Avenue, Winter Park image
1816 Azalea Avenue, Winter Park $475,000 ▼

Seller says "RANCH STYLE, ONE FLOOR 3/2 TOTAL AREA 2,382 SQ FEET, LIVING AREA 1,584 SQ FEET CONVENTIONAL AND CASH-ONLY SALE What I love about this home. Th...

  • 3 Beds
  • 2 Baths
  • Temple Terrace SubDv.
  • 32789 Zip Code
1840 Anzle Avenue, Winter Park image
1840 Anzle Avenue, Winter Park $475,000 ▼

Investor's opportunity in desirable Sylvan Heights! Zoned R-1A, this 6,592 Sq ft. lot is waiting for you to bring your vision to life! The structure on the lot is gutted;...

  • 2 Beds
  • 2 Baths
  • Sylvan Heights SubDv.
  • 32789 Zip Code

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Winter Park Resources

  • City of Winter Park
  • Rollins College
  • Winter Park Chamber of Commerce