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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
This WINTER PARK POOL HOME is set on a corner lot with entrances from both Palmer Avenue and Temple Drive. Located within Winter Park's exclusive J Kronenberger community...
- 4 Beds
- 5 Baths
- O6426530 MLS
WHAT A GEM! Tucked away in a private, sought after community and so conveniently located in breathtaking Winter Park. Here’s a beautifully maintained, upgraded and move-i...
- 2 Beds
- 2 Baths
- O6427536 MLS
- 2904 Bldg.
Welcome to 2433 Grand Teton Circle in the sought-after Cedarwood Village community of Winter Park, where move-in ready living, thoughtful updates, and an unbeatable locat...
- 3 Beds
- 3 Baths
- O6427336 MLS
- Cedarwood Vilage Bldg.
Okay, let's talk about this one. Yes, there's green carpet. Yes, it needs your vision. I know exactly what you're thinking right now. But hear me out, because this house ...
- 3 Beds
- 2 Baths
- O6427460 MLS
Virtually Staged. Welcome to a residence where timeless design meets modern sophistication in the highly sought-after Winter Park Pines community—one of Winter Park's mos...
- 4 Beds
- 2 Baths
- O6427246 MLS
Medical Office Conversion Opportunity directly across from Advent Health Winter Park Hospital. Existing building offers potential for professional office conversion or ca...
- O6426997 MLS
Medical Office Conversion Opportunity directly across from Advent Health Winter Park Hospital. Existing building offers potential for professional office conversion or ca...
- O6426909 MLS
Step into this beautifully designed townhome featuring an open-concept kitchen, dining, and living area—perfect for everyday living and entertaining. The modern kitchen b...
- 3 Beds
- 3 Baths
- O6426457 MLS
- 2033 Bldg.
Rare opportunity to own a charming Duplex on a corner lot in the heart of Winter Park! Located walking distance to Mead gardens and Orange Ave, and less than a mile from ...
- 2 Beds
- 2 Baths
- O6425358 MLS
Rare opportunity to acquire an established church property on 6.21 acres with outstanding frontage and visibility along one of the area's busiest corridors. The existing ...
- O6426621 MLS
Short Sale. Welcome to this luxury, home in the heart of Winter Park. Less than a mile away from Park Ave. Winter Park that offers entertainment, restaurants, farmers mar...
- 5 Beds
- 5 Baths
- O6424364 MLS
A great opportunity to own land in one of Winter Park's most sought-after pockets. This property's true value lies in its prime homesite. You can build your dream home o...
- O6426549 MLS
Virtually Staged. Conveniently located just minutes from I-4, downtown Orlando, and Winter Park, this versatile home offers the perfect blend of comfort, flexibility, and...
- 3 Beds
- 2 Baths
- W7887744 MLS
Own a piece of Lake Killarney, a rare opportunity to build your dream water-view estate in the heart of Winter Park. This exceptional homesite offers direct access to pri...
- 3 Beds
- 3 Baths
- O6415977 MLS
Own a piece of Lake Killarney, a rare opportunity to build your dream water-view estate in the heart of Winter Park. This exceptional homesite offers direct access to pri...
- 4 Beds
- 1 Baths
- O6415950 MLS
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