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Winter Park Real Estate Analysis

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Winter Park’s roots go back to the late 19th century, when it was established as a resort town catering to well-to-do northerners fleeing harsh New England winters. Charmed by the planned community’s natural beauty and architectural aesthetics, President Chester A. Arthur pronounced Winter Park to be “the prettiest place I have seen in Florida.”
Although a lot has changed in Winter Park since the 1880s, the visual charm of majestic, moss-draped oak trees, beautiful lakes, and classic Florida buildings still makes it one of Central Florida’s most desirable locations to live and work.
That sense of history is a point of pride for many Winter Park residents, but the city is far from being a museum piece (although there are several notable museums in town). A vibrant student community infuses Winter Park with a youthful energy that complements the classic views and high-end shopping; along with Full Sail University, Winter Park is also home to the private, liberal-arts-focused Rollins College, which was established as Florida’s first four-year college in 1885. Those two schools bring the city’s student population to nearly 10,000.
Due to Winter Park’s proximity to downtown Orlando (the two cities’ cores are separated by less than a 10-minute drive), residents of Winter Park are also ideally situated to take advantage of the offerings at the Orlando Museum of Art, the Orlando Shakespeare Theatre, the Orlando Ballet, the Orlando Philharmonic Orchestra, and many more cultural outlets.
To find homes in Winter Park, use our Real Estate Search with zip code 32789 and 32792.

Winter Park Real Estate Listings

Active Listings in Winter Park

3651 N Goldenrod Road, Unit 202 WINTER PARK, FL 32792
Photo of 3651 N Goldenrod Road, Unit 202, WINTER PARK, FL 32792 (MLS # S5022601)
2 beds 2 baths 840 sqft $97,800
1453 Lyndale Boulevard WINTER PARK, FL 32789
Photo of 1453 Lyndale Boulevard, WINTER PARK, FL 32789 (MLS # O5807827)
4 beds 3 baths 3,292 sqft $975,000
7473 Canford Court WINTER PARK, FL 32792
Photo of 7473 Canford Court, WINTER PARK, FL 32792 (MLS # O5806482)
2 beds 2 baths 1,365 sqft $147,500
263 Blossom Lane WINTER PARK, FL 32789
Photo of 263 Blossom Lane, WINTER PARK, FL 32789 (MLS # O5807617)
2 beds 1 bath 1,076 sqft $259,000
631 Grenadine Court, Unit 631 WINTER PARK, FL 32792
Photo of 631 Grenadine Court, Unit 631, WINTER PARK, FL 32792 (MLS # O5807668)
1 bed 1 bath 759 sqft $124,900
871 W Lyman Avenue WINTER PARK, FL 32789
Photo of 871 W Lyman Avenue, WINTER PARK, FL 32789 (MLS # O5807344)
3 beds 2 baths 940 sqft $279,900
1602 Arbor Park Drive WINTER PARK, FL 32789
Photo of 1602 Arbor Park Drive, WINTER PARK, FL 32789 (MLS # G5019720)
4 beds 2 baths 1,387 sqft $365,000
5224 Lake Howell Road WINTER PARK, FL 32792
Photo of 5224 Lake Howell Road, WINTER PARK, FL 32792 (MLS # O5793461)
4 beds 2 baths 1,917 sqft $289,900
289 Lewfield Circle, Unit 289 WINTER PARK, FL 32792
Photo of 289 Lewfield Circle, Unit 289, WINTER PARK, FL 32792 (MLS # O5807638)
1 bed 1 bath 678 sqft $89,900
315 E New England Avenue, Unit 3 WINTER PARK, FL 32789
Photo of 315 E New England Avenue, Unit 3, WINTER PARK, FL 32789 (MLS # O5807605)
3 beds 4 baths 3,839 sqft $1,999,999
340 Alberta Drive WINTER PARK, FL 32789
Photo of 340 Alberta Drive, WINTER PARK, FL 32789 (MLS # O5806685)
4 beds 4 baths 3,226 sqft $999,999
1923 Carrigan Avenue WINTER PARK, FL 32792
Photo of 1923 Carrigan Avenue, WINTER PARK, FL 32792 (MLS # S5022521)
2 beds 2 baths 932 sqft $224,900
5203 Poinsetta Avenue WINTER PARK, FL 32792
Photo of 5203 Poinsetta Avenue, WINTER PARK, FL 32792 (MLS # O5806564)
4 beds 2 baths 1,769 sqft $275,000
141 S Phelps Avenue WINTER PARK, FL 32789
Photo of 141 S Phelps Avenue, WINTER PARK, FL 32789 (MLS # O5807378)
6 beds 6 baths 5,378 sqft $1,500,000
1649 Magnolia Avenue WINTER PARK, FL 32789
Photo of 1649 Magnolia Avenue, WINTER PARK, FL 32789 (MLS # O5807198)
4 beds 4 baths 3,152 sqft $1,130,000

Sold Listings in Winter Park

MLS # O5788584 WINTER PARK, FL 32792
Photo of WINTER PARK, FL 32792 (MLS # O5788584)
3 beds 2 baths 1,030 sqft $188,000
405 Virginia Drive WINTER PARK, FL 32789
Photo of 405 Virginia Drive, WINTER PARK, FL 32789 (MLS # O5807238)
4 beds 3 baths 3,049 sqft $2,150,000
7753 Country Place, Unit H-7 WINTER PARK, FL 32792
Photo of 7753 Country Place, Unit H-7, WINTER PARK, FL 32792 (MLS # J906914)
3 beds 2 baths 1,230 sqft $154,500
1571 Mizell Avenue WINTER PARK, FL 32789
Photo of 1571 Mizell Avenue, WINTER PARK, FL 32789 (MLS # O5805807)
4 beds 4 baths 3,195 sqft $1,233,456
102 S Interlachen Avenue, Unit 206 WINTER PARK, FL 32789
Photo of 102 S Interlachen Avenue, Unit 206, WINTER PARK, FL 32789 (MLS # O5803948)
2 beds 2 baths 1,109 sqft $400,000
641 Palmer Avenue WINTER PARK, FL 32789
Photo of 641 Palmer Avenue, WINTER PARK, FL 32789 (MLS # O5802492)
5 beds 5 baths 5,041 sqft $1,400,000
2660 N Lakemont Avenue WINTER PARK, FL 32792
Photo of 2660 N Lakemont Avenue, WINTER PARK, FL 32792 (MLS # O5801481)
2 beds 1 bath 940 sqft $222,000
947 N Kentucky Avenue WINTER PARK, FL 32789
Photo of 947 N Kentucky Avenue, WINTER PARK, FL 32789 (MLS # J906066)
3 beds 3 baths 2,829 sqft $1,314,000
200 Saint Andrews Boulevard, Unit 206 WINTER PARK, FL 32792
Photo of 200 Saint Andrews Boulevard, Unit 206, WINTER PARK, FL 32792 (MLS # O5800408)
1 bed 1 bath 727 sqft $99,500
MLS # J905834 WINTER PARK, FL 32792
Photo of WINTER PARK, FL 32792 (MLS # J905834)
4 beds 3 baths 2,185 sqft $462,740
5040 Tangerine Avenue WINTER PARK, FL 32792
Photo of 5040 Tangerine Avenue, WINTER PARK, FL 32792 (MLS # O5799966)
4 beds 2 baths 1,784 sqft $260,000
4023 Waterview Loop WINTER PARK, FL 32792
Photo of 4023 Waterview Loop, WINTER PARK, FL 32792 (MLS # O5798899)
3 beds 3 baths 1,444 sqft $255,500
1546 Minnesota Avenue WINTER PARK, FL 32789
Photo of 1546 Minnesota Avenue, WINTER PARK, FL 32789 (MLS # O5799562)
3 beds 2 baths 1,125 sqft $179,000
1852 Maywood Road WINTER PARK, FL 32792
Photo of 1852 Maywood Road, WINTER PARK, FL 32792 (MLS # J905751)
4 beds 2 baths 1,582 sqft $318,000
3222 Netherwood Drive WINTER PARK, FL 32792
Photo of 3222 Netherwood Drive, WINTER PARK, FL 32792 (MLS # G5017893)
2 beds 2 baths 1,036 sqft $167,000

Winter Park School Data

Winter Park School Districts

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Winter Park Schools

Killarney Elementary School
K-5, public
Lakemont Elementary School
K-5, public
Brookshire Elementary School
PK-5, public
Aloma Elementary School
PK-5, public
Winter Park High School
9-12, public
Eastbrook Elementary School
PK-5, public
http://www.eastbrook.scps.k12.fl.us/
Lake Howell High School
9-12, public
http://www.lakehowell.scps.k12.fl.us/
St. Margaret Mary Catholic School
PK-8, private
http://www.smmknight.org/
Trinity Preparatory School
6-12, private
http://www.trinityprep.org
Covenant Christian School
PK-8, private
http://www.covenantchristian.net
St. John Lutheran School
PK-5, private
The Geneva School
PK-12, private
http://www.genevaschool.org
The Parke House Academy
PK-6, private
Winter Park 9th Grade Center
9, public
Christian Education at Woodruff Academy
PK-12, private
http://ce-wa.org/
Threshold Childhood Development Center
1-12, private
http://www.threshold-center.org/index.html
Circle Christian School
PK-12, private
https://circlechristianschool.org/
Alpha Christian Academy
PK-8, private
http://www.alphachristianacademy.com
International Community School
PK-12, private
http://icsfla.org
Winter Park Tech
n/a, public
Conductive Education Center Of
n/a, private
Full Circle Community School
K-5, private
School for Young Performers FL
n/a, private
The Community School
PK-8, private
Orlando Tech ACE
n/a, public