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About Homes in Winter Park, FL


Located near downtown there is plenty of whimsical charm, stunning landscapes, and beautiful architecture in Winter Park. Settled in the late 1880’s Winter Park quickly grew as one of Orlando’s more opulent communities with its amazing cluster of freshwater lakes as well as its proximity to expensive shopping, country clubs, museums, and the private Rollins College. Weekends in Winter Park for residents are filled boating on private lakes, shopping down the famous Park Ave corridor, and visiting some of the finest dining establishments in the Orlando area.

 

Close to Downtown Orlando, many homeowners choose Winter Park for its proximity to many corporations taking residence in Downtown as well as affluent private schools for their children, and private clubs for extracurricular activities. Many historical sites have been claimed throughout the city of Winter Garden such as Casa Feliz, Leu Gardens, and Mead Gardens.  Residents of Winter Park describe living in the area as the perfect balance between new world conveniences and old world charm.

 

Due to the popular setting of Winter Park in the early 1900’s, many homes have been renovated to keep the overall turn of the century charm but providing the new world features home buyers are looking for. As most properties in this area have been kept by families from generation to generation buyers will find a home renovated to suit their needs or the perfect customization opportunity in the perfect area. With homes ranging from the mid $100k’s for first time homebuyers all the way up to custom homes on private lakes in the $10M or more, there is a home for every buyer and budget in Winter Park.

Call us today to find your perfect home within Winter Park’s beautiful landscapes! With the variety of available properties we will be sure to find you your dream home in one of Orlando’s most sought after communities!

 

Homes for Sale in Winter Park, FL

1144 N Pennsylvania Avenue, Winter Park image
1144 N Pennsylvania Avenue, Winter Park $1,299,000

Elegant and classic one-story home with an unbelievable downtown Winter Park location, walking distance to Park Avenue’s shops, restaurants, and 9-hole Winter Park Golf C...

  • 2 Beds
  • 2.5 Baths
  • Morseland Sub SubDv.
  • 32789 Zip Code
2811 Woodside Avenue, Winter Park image
2811 Woodside Avenue, Winter Park $430,000

Wonderful opportunity to Build New or remodel, in a highly desirable Winter Park location! Surrounded by newly built, million dollar plus homes. Zones for Audubon Park k-...

  • Orangewood Park SubDv.
  • 32789 Zip Code
1224 Park Green Place, Winter Park image
1224 Park Green Place, Winter Park — 1224 $350,000

Well maintained 3 Bedroom / 2 Bath Townhome w/ loft and attached 2-Car Garage in the heart of Winter Park with low monthly HOA! Found in the highly sought after and quiet...

  • 3 Beds
  • 2 Baths
  • Park Green SubDv.
  • 32789 Zip Code
1832 Magnolia Avenue, Winter Park image
1832 Magnolia Avenue, Winter Park $719,900

Wow! Just where do we start to describe this amazing house in sought after Winter Park. Is it the fully updated interior with fresh paint, new lux vinyl flooring, custom ...

  • 5 Beds
  • 3.5 Baths
  • Temple Terrace SubDv.
  • 32789 Zip Code
1265 Park Pointe Lane, Winter Park image
1265 Park Pointe Lane, Winter Park $815,000

Imagine coming home to this gorgeous, one-story, Winter Park pool home! The bright and open living space has rich wood flooring, 10ft ceilings, and a charming fireplace ...

  • 4 Beds
  • 3 Baths
  • Park Pointe Rep SubDv.
  • 32789 Zip Code
1925 Woodcrest Drive Unit E, Winter Park image
1925 Woodcrest Drive Unit E, Winter Park — E $259,000

LOCATION, LOCATION, LOCATION! Welcome home to this charming, first floor 2/2 Condo in WINTER PARK! The Oaks is a quaint 11 unit community on a quiet street close to all. ...

  • 2 Beds
  • 2 Baths
  • Oaks Condo SubDv.
  • 32792 Zip Code
3630 Hawthorne Lane, Winter Park image
3630 Hawthorne Lane, Winter Park $439,900

Incredible opportunity on this meticulously maintained, and fully updated 3-bedroom, 2-bathroom Winter Park home. This home features vaulted ceilings, and a wonderful spl...

  • 3 Beds
  • 2 Baths
  • Garden Lake Estates Unit 1 SubDv.
  • 32792 Zip Code
2312 Kestrel Perch Place, Winter Park image
2312 Kestrel Perch Place, Winter Park $775,000

As you step foot inside, a warm and inviting feeling of "WELCOME HOME!" embraces you. You'll be awestruck by the sheer elegance of this single family home, as it boasts e...

  • 4 Beds
  • 4 Baths
  • Meadows At Hawks Crest SubDv.
  • 32792 Zip Code
1213 Densmore Drive, Winter Park image
1213 Densmore Drive, Winter Park $499,500

Welcome home! Check out this beautifully renovated 4 Bedroom 2 Bath home located in the heart of Winter Park. Brand New ROOF, New AC, and Newly updated Electrical system....

  • 4 Beds
  • 2 Baths
  • Winter Park Estates SubDv.
  • 32792 Zip Code
723 Monmouth Way, Winter Park image
723 Monmouth Way, Winter Park $725,000

Welcome home to the Winter Park Pines with its beautiful tree-lined streets and where the mailman still delivers to your doorstep! This hard-to-find, SPACIOUS 5 bedroom...

  • 5 Beds
  • 3 Baths
  • Winter Park Pines SubDv.
  • 32792 Zip Code
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1420 Celebration Blvd, #200
Celebration, Florida 34747
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