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   Winter Park
Winter Park Real Estate, see all IDX MLS listing below or choose a price range:


Up to 150k  |  150k to 250k  |  250K to 500k  |  500k to 1 million  |  Over 1 million

Minutes from Downtown Orlando, Park Avenue is the center of Winter Park and it is where people stroll up and down the brick streets to window shop or meet friends at one of the many outdoor cafes.  The world famous Art Festival is held twice yearly and attracts thousands of interested fans.

Homes in the Winter Park area are known for their character and old world charm. Many of the newer built condos in Winter Park are being sold to the younger professionals who are looking for a quieter neighborhood. Winter Park is located in Orange County and borders Orlando to the north.

The Winter Park chain of lakes passes through the center of the city and Rollins College adorns the southern most end of Park Ave.

   

   Properties for Sale in this Community
These properties are for sale in Winter Park only.

Property Types Available in Winter Park:
All Properties


1 of 682
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MLS# O4989010
  Community:   TWELVE OAKS 1220 PARK AVE N $20,000,000 
  Bedrooms:  5 Bathrooms:  5 Year Built:  2003 Sq Ft: 11,931 View more details 
CASA DEL MONDO - HOUSE OF THE WORLD. IMAGINE THE LOOK OF AN ITALIAN MEDITERRANEAN MANSION SET IN A HAWAIIAN RAIN FOREST ON THE SHORES OF A TAHITIAN LAGOON BUT INSTEAD ITS A 1.5...
LISTING COURTESY OF Coldwell Banker Residential RE

2 of 682
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MLS# O4949379
  Community:   WINTER PARK OLD TOWN 420 INTERLACHEN AVE N $6,995,000 
  Bedrooms:  5 Bathrooms:  7 Year Built:  1938 Sq Ft: 9,399 View more details 
Welcome to the Premier home on the Winter Park chain of lakes. Constructed in 1938 in the Italianate style and updated in 1989, this home has the grace of the old combined with...
LISTING COURTESY OF Winter Park Land Co.

3 of 682
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MLS# O4962779
  Community:   BRS RESERVE 1424 SARAZENS PL $6,000,000 
              View more details 
Opportunities like this only come once in a lifetime. The last big parcel of land in Winter Park. This is a premiere opportunity to build your dream home on an incredible EIGHT...
LISTING COURTESY OF Premier Realty Partners Inc

4 of 682
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MLS# O4992176
  Community:   ISLE OF SICILY 3 ISLE OF SICILY $5,500,000 
  Bedrooms:  4 Bathrooms:  4 Year Built:  1932 Sq Ft: 7,531 View more details 
Four Winds, the site of James Gamble Rogers' 1929 home on the Isle of Sicily, is available for purchase. This magnificent French Provencial Normandy style home underwent major...
LISTING COURTESY OF Coldwell Banker Residential RE

5 of 682
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MLS# O4978340
  Community:   WINDSONG ESTS SEC 2 $5,350,000 
  Bedrooms:  6 Bathrooms:  7 Year Built:  2003 Sq Ft: 8,653 View more details 
Exquisite luxury yet warm and livable. This privately gated home is surrounded by water on 3 sides and located in the exclusive Estates section of Windsong.From the Brazilian...
LISTING COURTESY OF Keller Williams Heritage Rlty

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MLS# O4954715
  Community:   WINTER PARK 1250 PARK AVE N $5,300,000 
  Bedrooms:  5 Bathrooms:  5 Year Built:  2001 Sq Ft: 8,207 View more details 
Exquisite lake front home situated on 157 ft on the shores of Lake Maitland in the heart of Olde Winter Park. Exclusive Winter Park chain of lakes. Amazing 1.5 acre lot is meticulously...
LISTING COURTESY OF Coldwell Banker Residential RE

7 of 682
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MLS# O4922532
  Community:   WINDSONG PRESERVE POINT 1136 PRESERVE POINT DR $4,995,000 
  Bedrooms:  6 Bathrooms:  6 Year Built:  2008 Sq Ft: 10,662 View more details 
Chateau Sur Le Lac...Breathtaking French style estate in desirable Windsong of Winter Park. With six bedrooms, 6 full and 3 half baths, this home is unique in design and detail....
LISTING COURTESY OF Parkland International Realtyl Realty, Inc.

8 of 682
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MLS# O4977457
  Community:   MACDONALD ROBERT DHU PK 115 PALMER AVE $4,500,000 
  Bedrooms:  4 Bathrooms:  4 Year Built:  1989 Sq Ft: 9,007 View more details 
Lake Maitland Winter Park Estate in a premier location - walk to Park Ave. The residence is situated on 1.5 acres with approx. 280' on the water. New custom slate roof, pavered...
LISTING COURTESY OF Coldwell Banker Residential RE

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MLS# O4954703
  Community:   RESIDENCES CONDO 300 INTERLACHEN AVE S 604 $4,300,000 
  Bedrooms:  5 Bathrooms:  4 Year Built:  2005 Sq Ft: 5,770 View more details 
Ultimate in luxury living in downtown Winter Park, Florida! This stunning five bedroom, four and one half-bath two-story Penthouse condominium combines lock-and-leave convenience...
LISTING COURTESY OF Kelly Price & Company LLC

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MLS# O4987220
  Community:   WINTER PARK 490 WEBSTER AVE E $4,250,000 
  Bedrooms:  4 Bathrooms:  4 Year Built:  1930 Sq Ft: 4,971 View more details 
Classic and Beautiful Gamble Rogers. This Winter Park direct lakefront Lake Osceola home has been lovingly restored and enlarged. Gracefully situated on almost an acre of lawn...
LISTING COURTESY OF Coldwell Banker Residential RE


 
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