Winter Park, FL Homes & Real Estate for Sale

Page 12 of 22
424 listings
7577 DOCKSIDE STREET, Winter Park, FL 32792
Single-Family Home

$360,000

  • 3 bed |
  • 2 bath |
  • 1,245 sqft |
7577 DOCKSIDE STREET Winter Park, FL 32792

#O6412514 - KELLER WILLIAMS ADVANTAGE REALTY

2006 CORNELL AVENUE, Winter Park, FL 32789
Single-Family Home For Sale

$328,000

  • 2 bed |
  • 1 bath |
  • 797 sqft |
2006 CORNELL AVENUE Winter Park, FL 32789

#O6412789 - FLORIDA HOME TEAM REALTY LLC

5503 ALBERT DRIVE, Winter Park, FL 32792
Single-Family Home For Sale

$399,990

  • 3 bed |
  • 2 bath |
  • 1,366 sqft |
5503 ALBERT DRIVE Winter Park, FL 32792

#S5151098 - AXEN REALTY, LLC

1840 ASTER DRIVE, Winter Park, FL 32792
Single-Family Home For Sale

$409,900

  • 3 bed |
  • 2 bath |
  • 1,667 sqft |
1840 ASTER DRIVE Winter Park, FL 32792

#O6412364 - KONA REALTY SERVICES LLC

641 NORTHWOOD CIRCLE, Winter Park, FL 32789
Single-Family Home For Sale

$1,599,000

  • 3 bed |
  • 5 bath |
  • 2,756 sqft |
641 NORTHWOOD CIRCLE Winter Park, FL 32789

#O6412554 - PREMIER SOTHEBY'S INTL. REALTY

2054 EASTBROOK BOULEVARD, Winter Park, FL 32792
Single-Family Home For Sale

$500,000

  • 4 bed |
  • 3 bath |
  • 2,031 sqft |
2054 EASTBROOK BOULEVARD Winter Park, FL 32792

#V4949389 - LPT REALTY, LLC

4798 TANGERINE AVENUE 4798, Winter Park, FL 32792
Condominium

$175,000

  • 2 bed |
  • 2 bath |
  • 1,058 sqft |
  • 0.32 acre lot
4798 TANGERINE AVENUE 4798 Winter Park, FL 32792

#S5150136 - LPT REALTY, LLC

229 ALEXANDER PLACE, Winter Park, FL 32789
Single-Family Home For Sale

$4,250,000

  • 4 bed |
  • 6 bath |
  • 4,431 sqft |
  • 0.27 acre lot
229 ALEXANDER PLACE Winter Park, FL 32789

#O6412911 - COMPASS FLORIDA LLC

860 N DENNING DRIVE, Winter Park, FL 32789
Single-Family Home For Sale

$699,900

  • 3 bed |
  • 3 bath |
  • 1,411 sqft |
860 N DENNING DRIVE Winter Park, FL 32789

#O6412589 - OUTLET REALTY

2157 LAKE DRIVE, Winter Park, FL 32789
Single-Family Home

$689,000

  • 3 bed |
  • 3 bath |
  • 2,124 sqft |
  • 0.33 acre lot
2157 LAKE DRIVE Winter Park, FL 32789

#O6412258 - SHORES REAL ESTATE

649 N PARK AVENUE, Winter Park, FL 32789
Town Home For Sale

$3,500,000

  • 3 bed |
  • 5 bath |
  • 3,180 sqft |
649 N PARK AVENUE Winter Park, FL 32789

#O6411141 - PREMIER SOTHEBY'S INTL. REALTY

2803 BANCHORY ROAD, Winter Park, FL 32792
Single-Family Home For Sale

$474,000

  • 4 bed |
  • 2 bath |
  • 1,596 sqft |
2803 BANCHORY ROAD Winter Park, FL 32792

#O6404011 - EXP REALTY LLC

1320 GLADIOLAS DR, Winter Park, FL 32792
Single-Family Home For Sale

$474,000

  • 4 bed |
  • 2 bath |
  • 1,624 sqft |
  • 0.32 acre lot
1320 GLADIOLAS DR Winter Park, FL 32792

#O6412139 - OPTIMA REAL ESTATE

1850 ASTER DRIVE, Winter Park, FL 32792
Single-Family Home

$485,000

  • 4 bed |
  • 3 bath |
  • 1,656 sqft |
1850 ASTER DRIVE Winter Park, FL 32792

#TB8513990 - EXP REALTY LLC

1571 WOODLAND AVENUE, Winter Park, FL 32789
Single-Family Home For Sale

$6,000,000

  • 5 bed |
  • 8 bath |
  • 7,397 sqft |
  • 0.38 acre lot
1571 WOODLAND AVENUE Winter Park, FL 32789

#O6411706 - CHARLES RUTENBERG REALTY ORLANDO

723 SYMONDS AVENUE, Winter Park, FL 32789
Single-Family Home For Sale

$1,800,000

  • 4 bed |
  • 4 bath |
  • 3,065 sqft |
723 SYMONDS AVENUE Winter Park, FL 32789

#O6406823 - KELLER WILLIAMS WINTER PARK

840 W CANTON AVENUE, Winter Park, FL 32789
Single-Family Home

$649,900

  • 3 bed |
  • 2 bath |
  • 1,370 sqft |
840 W CANTON AVENUE Winter Park, FL 32789

#O6412754 - REAL BROKER, LLC

241 W LAKE SUE AVENUE, Winter Park, FL 32789
Single-Family Home

$995,000

  • 3 bed |
  • 3 bath |
  • 2,304 sqft |
  • 0.28 acre lot
241 W LAKE SUE AVENUE Winter Park, FL 32789

#O6411621 - COLDWELL BANKER REALTY

1404 BORDER DRIVE, Winter Park, FL 32789
Single-Family Home For Sale

$1,100,000

  • 4 bed |
  • 4 bath |
  • 2,469 sqft |
1404 BORDER DRIVE Winter Park, FL 32789

#O6412140 - THE AGENCY FL

946 ENCLAVE PLACE, Winter Park, FL 32792
Single-Family Home For Sale

$2,175,000

  • 5 bed |
  • 5 bath |
  • 3,989 sqft |
946 ENCLAVE PLACE Winter Park, FL 32792

#O6411633 - CORCORAN PREMIER REALTY

Presented by - MBA Realty Group, Inc.

Popular Neighborhoods in Winter Park, FL

Popular Zip Codes in Winter Park, FL

Veterans United Homefront
IDX Listings courtesy of Stellar MLS as distributed by MLS GRID. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The use of the MLS GRID Data may be subject to an end user license agreement prescribed by the applicable MLS if any and as amended from time to time

Based on information submitted to the MLS GRID as of date and time noted. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

IDX Copyright 2026 My Florida Regional Multiple Listing Service DBA Stellar MLS. The real estate listing data marked with this icon comes from the IDX program of the Stellar MLS system. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Properties displayed may be listed or sold by various participants in the MLS. Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

For questions call 1-833-252-8030

Copyright © 2026 MBA Realty Group, Inc. and Did You Serve, LLC. Homefront.com is NOT affiliated with any government agencies, including the VA. Homefront.com is a service of Did You Serve, LLC. Veterans United and the Veterans United House logo are registered trademarks of Mortgage Research Center, LLC, used under license agreement. Terms of Use.

Connect with an Agent
Get paired with a top VA-friendly agentGet an Agent