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Winter Park Real Estate

Located just northeast of Orlando, Winter Park is a place of parks, trails and lakes, of brick avenues, historic architecture and tree canopied streets. Nestled among the beautiful Winter Park Chain of Lakes (popular destinations for boating, fishing, and water-skiing enthusiasts), Winter Park is also known for its quaint shopping areas, its museums, and its popular festivals.

Winter Park's 30,000 residents are proud of their town's history, with several buildings over a century old. Few Central Florida communities can claim such a heritage. Community spirit is also evident in the variety of wonderful annual festivals, including the Bach Festival and the acclaimed Sidewalk Art Festival. Winter Park neighborhoods reflect this sense of community and history. The average price for a home here is $456,656 - this includes everything from sun-bleached haciendas in the $250K range, to exquisite Tudor style homes just under $1 million.

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Winter Park Florida Homes & Condos MLS

Winter Park was the first centrally planned community in Florida; since its early beginnings as a 19th century resort destination, the city has always been a perfect place for both relaxation and recreation. With a number of wealthy and notable families residing in areas of Winter Park, this lovely city is generally considered to be one of the richest in Florida.

We have a good interactive MLS Map Search, (for a faster search use Property Search) providing a detailed overview of Winter Park real estate and other Central Florida homes for sale. "Mouse over" the markers on the map and you'll see the listing price and a picture of the property. Click on the icon to call up more information, or a bigger photo, or to inquire about the property. For a more specialized and faster search, my Winter Park MLS Property Search narrows things down. It lets you select from a range of options.

Winter Park Foreclosure Properties

If this market, there is an ever-increasing supply of foreclosure properties available. To get a look at some of the recent foreclosure homes to go on the market, please visit our foreclosure properties page. For a more complete list or more information, please feel free to contact me or email me directly. You can also call or text me at (407) 421-1052!

Winter Park Homes for Sale

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
350 Properties Found. Showing Page 1 of 59
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As Beautiful Inside As It Is Outside, This Magnificent...

$6,995,000
Winter Park, FL
6 br, 9 ba, 10,314 ft² Residential
Price:
$6,995,000
City:
Winter Park
Beds:
6
Baths:
9
Type:
Residential
MLS® #:
O5162608
Provider:
Fannie Hillman & Associates

As Beautiful Inside As It Is Outside, This Magnificent One-of-a-kind Lakefront Estate Is Located In The...

Photo of Listing #O5162608

Elegant Lakefront Estate In The Heart Of Downtown Winter...

$6,950,000
Winter Park, FL
4 br, 5 ba, 6,372 ft² Residential
Price:
$6,950,000
City:
Winter Park
Beds:
4
Baths:
5
Type:
Residential
MLS® #:
O5113660
Provider:
Fannie Hillman & Associates

Elegant Lakefront Estate In The Heart Of Downtown Winter Park! This Magnificent Showplace Estate Home...

Photo of Listing #O5113660

This Beautiful Lakefront Home Brings History And The...

$6,600,000
Winter Park, FL
7 br, 11 ba, 8,000 ft² Residential
Price:
$6,600,000
City:
Winter Park
Beds:
7
Baths:
11
Type:
Residential
MLS® #:
O5138786
Provider:
Regal R.e. Professionals Llc

This Beautiful Lakefront Home Brings History And The Present Day Together And Will Simply Take Your Breath...

Photo of Listing #O5138786

This Italian Inspired Waterfront Estate Is Located...

$5,995,000
Winter Park, FL
5 br, 6 ba, 9,425 ft² Residential
Price:
$5,995,000
City:
Winter Park
Beds:
5
Baths:
6
Type:
Residential
MLS® #:
O5161813
Provider:
Global Realty Acquisitions Inc

This Italian Inspired Waterfront Estate Is Located On Lake Mizell, On The Winter Park Chain Of Lakes...

Photo of Listing #O5161813

Stunning Winter Park Chain-of-lakes Estate. Only A...

$3,399,000
Winter Park, FL
5 br, 6 ba, 6,713 ft² Residential
Price:
$3,399,000
City:
Winter Park
Beds:
5
Baths:
6
Type:
Residential
MLS® #:
O4853377
Provider:
Kelly Price & Company Llc

Stunning Winter Park Chain-of-lakes Estate. Only A Short Walk From Park Avenue, This Five-bedroom Pool...

Photo of Listing #O4853377

Chain Of Lakes Executive Estate With Amazing Guest...

$3,275,000
Winter Park, FL
4 br, 6 ba, 5,656 ft² Residential
Price:
$3,275,000
City:
Winter Park
Beds:
4
Baths:
6
Type:
Residential
MLS® #:
O5146644
Provider:
Kelly Price & Company Llc

Chain Of Lakes Executive Estate With Amazing Guest House Nestled In The Heart Of Olde Winter Park. Sprawling...

Photo of Listing #O5146644
 

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