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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

1260 Alabama Drive WINTER PARK, FL 32789
Photo of 1260 Alabama Drive, WINTER PARK, FL 32789 (MLS # O5789322)
4 beds 5 baths 6,302 sqft $2,999,500
937 Grover Avenue WINTER PARK, FL 32789
Photo of 937 Grover Avenue, WINTER PARK, FL 32789 (MLS # O5792149)
3 beds 2 baths 1,626 sqft $485,000
1837 Blaine Terrace WINTER PARK, FL 32792
Photo of 1837 Blaine Terrace, WINTER PARK, FL 32792 (MLS # O5792070)
4 beds 2 baths 1,437 sqft $215,000
615 Minnesota Avenue WINTER PARK, FL 32789
Photo of 615 Minnesota Avenue, WINTER PARK, FL 32789 (MLS # O5791676)
3 beds 3 baths 1,910 sqft $405,000
3911 Woodglade Cove WINTER PARK, FL 32792
Photo of 3911 Woodglade Cove, WINTER PARK, FL 32792 (MLS # O5790247)
4 beds 2 baths 2,044 sqft $319,500
160 Glenridge Way WINTER PARK, FL 32789
Photo of 160 Glenridge Way, WINTER PARK, FL 32789 (MLS # O5791582)
4 beds 4 baths 3,709 sqft $1,385,000
533 Country Club Drive WINTER PARK, FL 32789
Photo of 533 Country Club Drive, WINTER PARK, FL 32789 (MLS # O5790778)
4 beds 4 baths 2,942 sqft $989,900
2890 Goldenrod Drive WINTER PARK, FL 32792
Photo of 2890 Goldenrod Drive, WINTER PARK, FL 32792 (MLS # O5790514)
4 beds 3 baths 2,744 sqft $725,000
700 Melrose Avenue, Unit D21 WINTER PARK, FL 32789
Photo of 700 Melrose Avenue, Unit D21, WINTER PARK, FL 32789 (MLS # O5791743)
1 bed 1 bath 871 sqft $169,000
759 London Road WINTER PARK, FL 32792
Photo of 759 London Road, WINTER PARK, FL 32792 (MLS # O5774977)
4 beds 3 baths 2,315 sqft $390,000
1371 Lyndale Boulevard WINTER PARK, FL 32789
Photo of 1371 Lyndale Boulevard, WINTER PARK, FL 32789 (MLS # O5789524)
3 beds 3 baths 2,687 sqft $689,000
4443 Glenview Lane WINTER PARK, FL 32792
Photo of 4443 Glenview Lane, WINTER PARK, FL 32792 (MLS # O5791133)
3 beds 2 baths 1,676 sqft $274,900
5148 Tangerine Avenue WINTER PARK, FL 32792
Photo of 5148 Tangerine Avenue, WINTER PARK, FL 32792 (MLS # O5791567)
4 beds 2 baths 1,784 sqft $290,000
7453 Daniel Webster Drive, Unit 8 WINTER PARK, FL 32792
Photo of 7453 Daniel Webster Drive, Unit 8, WINTER PARK, FL 32792 (MLS # O5791428)
1 bed 1 bath 786 sqft $72,900
2918 Antique Oaks Circle, Unit 25 WINTER PARK, FL 32792
Photo of 2918 Antique Oaks Circle, Unit 25, WINTER PARK, FL 32792 (MLS # O5780842)
2 beds 2 baths 1,018 sqft $140,000

Sold Listings in Winter Park

2091 Laurelwood Way WINTER PARK, FL 32792
Photo of 2091 Laurelwood Way, WINTER PARK, FL 32792 (MLS # J904991)
4 beds 3 baths 2,192 sqft $447,433
2918 Reef Knot Place WINTER PARK, FL 32792
Photo of 2918 Reef Knot Place, WINTER PARK, FL 32792 (MLS # J904986)
5 beds 5 baths 3,636 sqft $997,895
1240 Woodmere Drive WINTER PARK, FL 32789
Photo of 1240 Woodmere Drive, WINTER PARK, FL 32789 (MLS # J904971)
3 beds 3 baths 3,366 sqft $1,230,000
1000 S Semoran Boulevard, Unit 816 WINTER PARK, FL 32792
Photo of 1000 S Semoran Boulevard, Unit 816, WINTER PARK, FL 32792 (MLS # G5011654)
2 beds 2 baths 1,049 sqft $109,000
3778 Kinsley Place WINTER PARK, FL 32792
Photo of 3778 Kinsley Place, WINTER PARK, FL 32792 (MLS # J904916)
4 beds 3 baths 2,066 sqft $470,000
2199 Marsh Sedge Lane WINTER PARK, FL 32792
Photo of 2199 Marsh Sedge Lane, WINTER PARK, FL 32792 (MLS # J904687)
5 beds 4 baths 3,532 sqft $492,060
MLS # O5773961 WINTER PARK, FL 32792
Photo of WINTER PARK, FL 32792 (MLS # O5773961)
2 beds 2 baths 1,316 sqft $115,000
1945 Gunn Road WINTER PARK, FL 32792
Photo of 1945 Gunn Road, WINTER PARK, FL 32792 (MLS # O5787386)
3 beds 2 baths 1,438 sqft $275,000
453 N Interlachen Avenue WINTER PARK, FL 32789
Photo of 453 N Interlachen Avenue, WINTER PARK, FL 32789 (MLS # O5786880)
2 beds 3 baths 2,466 sqft $1,217,500
MLS # J904299 WINTER PARK, FL 32792
Photo of WINTER PARK, FL 32792 (MLS # J904299)
3 beds 2 baths 1,302 sqft $125,000
1840 W Fawsett Road WINTER PARK, FL 32789
Photo of 1840 W Fawsett Road, WINTER PARK, FL 32789 (MLS # O5703246)
5 beds 5 baths 4,129 sqft $6,000
511 Park North Court WINTER PARK, FL 32789
Photo of 511 Park North Court, WINTER PARK, FL 32789 (MLS # O5784029)
3 beds 3 baths 2,320 sqft $780,000
1945 Gunn Road WINTER PARK, FL 32792
Photo of 1945 Gunn Road, WINTER PARK, FL 32792 (MLS # G5015817)
3 beds 2 baths 1,438 sqft $242,000
1164 Dodd Road WINTER PARK, FL 32792
Photo of 1164 Dodd Road, WINTER PARK, FL 32792 (MLS # O5784682)
5 beds 4 baths 2,840 sqft $230,000
7031 Citrus Point Court WINTER PARK, FL 32792
Photo of 7031 Citrus Point Court, WINTER PARK, FL 32792 (MLS # O5783801)
3 beds 2 baths 1,246 sqft $203,500

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