Winter Park Real Estate

1608 Tysor Drive

$189,900

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Most Expensive

4324 Woodlawn Drive

$341,000

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Least Expensive

Winter Park Listings Summary

Winter Park - Town vs. County Stats

Avg Price in Winter Park: $219,800 / County Avg $649,000

34%

Avg Sq. Ft. in Winter Park: 1,233 / County Avg 2,467

50%

Avg Price per/sqft in Winter Park:$178 / County Avg $263

68%

Avg Year Built in Winter Park: 1979 / County Avg 2007

99%

Avg Days on Website in Winter Park: 100 / County Avg 91

110%

Winter Park Real Estate Market Health

New Listings

Reductions

Foreclosures

Short Sales

The Oceanaire Realty

1417 Millstone Landing Drive
Raleigh, NC 27603

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Copyright 2026 Triangle MLS, Inc. of North Carolina. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Triangle MLS, Inc. of North Carolina. Real estate listings held by brokerage firms other than The Oceanaire Realty are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers. Brokers make an effort to deliver accurate information, but buyers should independently verify any information on which they will rely in a transaction. The listing broker shall not be responsible for any typographical errors, misinformation, or misprints, and they shall be held totally harmless from any damages arising from reliance upon this data. This data is provided exclusively for consumer's personal, noncommercial use. Closed (sold) listings may have been listed and/or sold by a real estate firm other than the firm(s) featured on this website. Closed data is not available until the sale of the property is recorded in the MLS. Home sale data is not an appraisal, CMA, competitive or comparative market analysis, or home valuation of any property. Listings marked with an icon are provided courtesy of the Triangle MLS, Inc. of North Carolina, Internet Data Exchange Database. This site is monitored for scraping. Any use of listing data obtained from this web site, other than by a consumer looking to purchase real estate, is prohibited. This data has been updated as of September 21, 2026 7:23 PM UTC

The data relating to real estate on this web site comes in part from the Internet Data Exchange program of Hive MLS LLC, and is updated as of September 21, 2026 6:49 PM UTC All information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither listing broker(s) nor The Oceanaire Realty shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. © 2026 Hive MLS LLC Show More...