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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
Exceptional Winter Park Living! Discover this newer, two-story SMART corner townhome, ideally situated in a highly desirable Winter Park location. Showcasing attractive a...
- 3 Beds
- 3 Baths
- O6450090 MLS
- Osprey Custom Homes Bldg.
A rare opportunity in Windward Square! This spacious 3-bedroom, 2-bath home offers 1,783 square feet of living space and 2,107 total square feet, along with sought-after ...
- 3 Beds
- 2 Baths
- O6454266 MLS
- 2535 Bldg.
Photos coming soon. Experience timeless elegance and exceptional living in the heart of Winter Park! Nestled along a charming, quiet brick-lined street just moments from ...
- 4 Beds
- 4 Baths
- O6453655 MLS
Discover the charm of Winter Park Gardens, a sought-after 55+ community nestled among more than 8 acres of lush landscaping, majestic live oak trees, winding walking path...
- 2 Beds
- 2 Baths
- S5160491 MLS
- Condo Building 4 Bldg.
Under Construction. Exceptional waterfront living meets European-inspired design in this new Vimaro Homes residence on Lake Sylvan. Positioned on an oversized Winter Park...
- 5 Beds
- 6 Baths
- O6450422 MLS
Under Construction. Nestled on a quiet street on an oversized homesite in Winter Park, this stunning new construction home by David Weekley Homes blends timeless design w...
- 4 Beds
- 5 Baths
- TB8563139 MLS
Under Construction. NEW CONSTRUCTION! New photos coming soon! Photos of a similar model. Welcome to Winter Park Grove — Winter Park’s newest community by one of the area'...
- 4 Beds
- 4 Baths
- O6454003 MLS
Under Construction. Welcome to your NEW Home! This residence to-be-built is a rare single story home. This bright open floor-plan features a large great room open to the ...
- 4 Beds
- 3 Baths
- O6453173 MLS
Spacious living, valuable updates, and easy condo ownership come together at 4940 Tangerine Avenue in Winter Park’s established Wrenwood community! This generously sized ...
- 3 Beds
- 2 Baths
- O6450304 MLS
- 4940 Bldg.
South Interlachen Place offers exclusive townhome living in a pristine location with sweeping city views from the rooftop deck over the treetops of Winter Park and Park A...
- 3 Beds
- 5 Baths
- O6453558 MLS
- South Interlachen Place Bldg.
Move-In Ready & Priced to Sell! Nestled in a prime Winter Park location, this 3-bedroom, 2-bathroom completely renovated and upgraded single-story home delivers effort...
- 3 Beds
- 2 Baths
- O6453291 MLS
Under Construction. In the heart of Winter Park’s coveted Tree Streets, this stunning residence brings together impeccable finishes, a striking architectural presence, an...
- 5 Beds
- 5 Baths
- O6452896 MLS
URBAN CONVENIENCE MEETS QUIET "OLD FLORIDA" CHARM! Rarely does a truly move-in-ready home hit the market in the heart of Seminole County Winter Park—especially one with n...
- 3 Beds
- 2 Baths
- O6453931 MLS
Build your dream home in one of Winter Park’s most desirable locations. This 66.6’ x 127’ homesite at 1780 Bryan Avenue offers a rare opportunity to secure the last rema...
- O6453790 MLS
English cottage–inspired architecture, enchanting gardens and a setting directly across from Lake Sylvan introduce this exquisitely renovated Winter Park residence. Set a...
- 3 Beds
- 3 Baths
- O6453807 MLS
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