Winter Park, FL Homes & Real Estate for Sale

Page 7 of 22
424 listings
2189 SUSSEX ROAD, Winter Park, FL 32792
Single-Family Home

$375,000

  • 4 bed |
  • 3 bath |
  • 1,776 sqft |
2189 SUSSEX ROAD Winter Park, FL 32792

#O6423782 - PROPERTY LOGIC RE

1133 BELLA LAGO COVE, Winter Park, FL 32792
Single-Family Home For Sale

$2,100,000

  • 3 bed |
  • 2 bath |
  • 1,765 sqft |
  • 6.64 acre lot
1133 BELLA LAGO COVE Winter Park, FL 32792

#O6425181 - LPT REALTY, LLC

1310 FAIRVIEW AVENUE, Winter Park, FL 32789
Single-Family Home For Sale

$925,000

  • 4 bed |
  • 3 bath |
  • 2,552 sqft |
  • 0.36 acre lot
1310 FAIRVIEW AVENUE Winter Park, FL 32789

#O6424108 - FLORIDA PROPERTY SPECIALIST

2905 PARKLAND DRIVE, Winter Park, FL 32789
Pending

$3,395,000

  • 6 bed |
  • 8 bath |
  • 4,850 sqft |
  • 0.36 acre lot
2905 PARKLAND DRIVE Winter Park, FL 32789

#O6422550 - UNITED REAL ESTATE PREFERRED

1754 TAYLOR AVENUE, Winter Park, FL 32789
Single-Family Home For Sale

$2,569,999

  • 5 bed |
  • 5 bath |
  • 3,670 sqft |
1754 TAYLOR AVENUE Winter Park, FL 32789

#O6421927 - ONE LUXURY INTERNATIONAL LLC

2824 WOODSIDE AVENUE, Winter Park, FL 32789
Single-Family Home For Sale

$600,000

  • 2 bed |
  • 2 bath |
  • 912 sqft |
2824 WOODSIDE AVENUE Winter Park, FL 32789

#O6423146 - PARKSIDE PROPERTIES, LLC

1823 SUNSET DRIVE, Winter Park, FL 32789
Single-Family Home For Sale

$2,549,000

  • 5 bed |
  • 5 bath |
  • 3,479 sqft |
1823 SUNSET DRIVE Winter Park, FL 32789

#O6421690 - ONE LUXURY INTERNATIONAL LLC

250 KILLARNEY, Winter Park, FL 32789
Single-Family Home For Sale

$1,600,000

  • 4 bed |
  • 4 bath |
  • 2,568 sqft |
250 KILLARNEY Winter Park, FL 32789

#O6419382 - FLORIDA PROPERTY SPECIALIST

1695 LEE ROAD B108, Winter Park, FL 32789
Condominium For Sale

$88,999

  • 1 bed |
  • 1 bath |
  • 638 sqft |
  • 0.41 acre lot
1695 LEE ROAD B108 Winter Park, FL 32789

#O6422568 - LOKATION

1250 S DENNING DRIVE 109, Winter Park, FL 32789
Condominium For Sale

$190,000

  • 1 bed |
  • 1 bath |
  • 658 sqft |
  • 0.3 acre lot
1250 S DENNING DRIVE 109 Winter Park, FL 32789

#R4911491 - FAIRBANKS REALTY

1500 GAY ROAD 18D, Winter Park, FL 32789
Condominium

$275,000

  • 2 bed |
  • 2 bath |
  • 1,026 sqft |
1500 GAY ROAD 18D Winter Park, FL 32789

#O6422691 - MAVREALTY

3621 HAWTHORNE LANE, Winter Park, FL 32792
Pending

$415,000

  • 3 bed |
  • 2 bath |
  • 1,525 sqft |
3621 HAWTHORNE LANE Winter Park, FL 32792

#S5153086 - AXEN REALTY, LLC

2611 LOTAFUN AVENUE, Winter Park, FL 32789
Single-Family Home

$449,000

  • 3 bed |
  • 2 bath |
  • 1,838 sqft |
2611 LOTAFUN AVENUE Winter Park, FL 32789

#O6422197 - KELLY PRICE & COMPANY LLC

5184 LAZY OAKS DRIVE, Winter Park, FL 32792
Condominium For Sale

$280,000

  • 2 bed |
  • 2 bath |
  • 1,008 sqft |
5184 LAZY OAKS DRIVE Winter Park, FL 32792

#O6422366 - PAINE-ANDERSON PROPERTIES, INC

7500 WAUNATTA COURT, Winter Park, FL 32792
Pending

$299,900

  • 3 bed |
  • 2 bath |
  • 1,998 sqft |
  • 0.26 acre lot
7500 WAUNATTA COURT Winter Park, FL 32792

#TB8525179 - FUTURE HOME REALTY INC

777 HALIFAX AVENUE, Winter Park, FL 32792
Single-Family Home For Sale

$1,500,000

  • 5 bed |
  • 5 bath |
  • 3,109 sqft |
777 HALIFAX AVENUE Winter Park, FL 32792

#O6422901 - SAFFORD REAL ESTATE LLC

7509 GLENMOOR LANE, Winter Park, FL 32792
Pending

$499,500

  • 3 bed |
  • 2 bath |
  • 2,067 sqft |
  • 0.25 acre lot
7509 GLENMOOR LANE Winter Park, FL 32792

#O6421887 - RE/MAX PRIME PROPERTIES

729 MONMOUTH WAY, Winter Park, FL 32792
Single-Family Home

$799,000

  • 4 bed |
  • 3 bath |
  • 2,332 sqft |
  • 0.26 acre lot
729 MONMOUTH WAY Winter Park, FL 32792

#O6422168 - KELLER WILLIAMS WINTER PARK

252 SCOTTSDALE SQ 252, Winter Park, FL 32792
Condominium For Sale

$85,000

  • 2 bed |
  • 2 bath |
  • 1,085 sqft |
252 SCOTTSDALE SQ 252 Winter Park, FL 32792

#O6421977 - CHARLES RUTENBERG REALTY ORLANDO

2305 SUN VALLEY CIR, Winter Park, FL 32792
Condominium For Sale

$279,900

  • 2 bed |
  • 2 bath |
  • 1,295 sqft |
2305 SUN VALLEY CIR Winter Park, FL 32792

#O6421422 - MARKET CONNECT REALTY LLC

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