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Discover the refined charm of Winter Park, FL, a picturesque city just north of Orlando where oak-lined streets, scenic lakes, and elegant architecture create an atmosphere of timeless beauty. Stroll across Park Avenue — Winter Park’s cultural and culinary heart — filled with boutique shops, sidewalk cafés, and lush Central Park hosting seasonal festivals. Immerse yourself in the arts at gems like the Charles Hosmer Morse Museum of American Art or the Rollins Museum of Art, tour historic Casa Feliz, or unwind in the green tranquility of Mead Botanical Garden or Kraft Azalea Park. Whether you love lakeside walks, weekend farmers’ markets, or exploring unique museums, there’s always something delightful here — and plenty of opportunity when you explore homes for sale Winter Park FL to call this sophisticated oasis home.

Homes for Sale in Winter Park

3370 Cedar Springs Place Unit 156, Winter Park image
3370 Cedar Springs Place Unit 156, Winter Park — Hidden Oaks $179,990 ▼

Ideally situated just minutes from Full Sail University, UCF, and major retailers, this well-appointed 2-bedroom, 2.5-bath townhome-style condo offers both comfort and co...

  • 2 Beds
  • 3 Baths
  • O6326460 MLS
  • Hidden Oaks Bldg.
311 E Morse Boulevard Unit 7-5, Winter Park image
311 E Morse Boulevard Unit 7-5, Winter Park — #7-5 $299,000 ▼

Major Price Improvement! Here is your rare opportunity to own a studio apartment in Whispering Waters, a 55+ iconic Condominium located just steps from Park Avenue and fa...

  • 1 Beds
  • 1 Baths
  • O6308664 MLS
  • #7-5 Bldg.
151 N Orlando Avenue Unit 118, Winter Park image
151 N Orlando Avenue Unit 118, Winter Park — 118 $299,999 ▲

Investment opportunity! Discover this hidden gem—a 2-bed, 1-bath condo nestled in the heart of Winter Park. Situated in the serene Lake Killarney Condos, this property of...

  • 2 Beds
  • 1 Baths
  • O6311340 MLS
  • 118 Bldg.
3071 George Mason Avenue Unit 5, Winter Park image
3071 George Mason Avenue Unit 5, Winter Park — 3071 $89,900 ▼

Charming Studio Condo Near UCF & Full Sail – Ideal Investment or Cozy Retreat! Welcome to this well-maintained ground-floor studio condo, offering 549 square feet of com...

  • 1 Baths
  • O6289736 MLS
  • 3071 Bldg.
1695 Lee Road Unit C202, Winter Park image
1695 Lee Road Unit C202, Winter Park — Waterfall Cove C-202 $205,000 ▼

This property located in a peaceful community IN WINTER PARK. and easy access to FL I-4 , short drive distance to Rollins College, UCF, Valencia college, Hospitals, shop...

  • 3 Beds
  • 2 Baths
  • O6285607 MLS
  • Waterfall Cove C-202 Bldg.
3377 N Forsyth Road, Winter Park image
3377 N Forsyth Road, Winter Park $725,000

Property currently used as "Doggie Day Care" - zone C-3 Wholesale Commercial. Small building (600 sq ft) at back of property currently not used - could be for storage. Us...

  • O6173998 MLS

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