Winter Park, FL Homes & Real Estate for Sale

Page 20 of 22
422 listings
3220 NETHERWOOD DRIVE, Winter Park, FL 32792
Town Home For Sale

$268,950

  • 2 bed |
  • 2 bath |
  • 1,036 sqft |
3220 NETHERWOOD DRIVE Winter Park, FL 32792

#O6374172 - THE FIRM RE

1840 ANZLE AVENUE, Winter Park, FL 32789
Single-Family Home For Sale

$1,750,000

  • 4 bed |
  • 3 bath |
  • 2,350 sqft |
1840 ANZLE AVENUE Winter Park, FL 32789

#O6374102 - B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

432 W SWOOPE AVENUE, Winter Park, FL 32789
Town Home For Sale

$695,000

  • 4 bed |
  • 4 bath |
  • 2,317 sqft |
  • 0.5 acre lot
432 W SWOOPE AVENUE Winter Park, FL 32789

#O6375719 - COLDWELL BANKER RESIDENTIAL RE

205 LEWFIELD CIRCLE 205, Winter Park, FL 32792
Condominium For Sale

$182,900

  • 2 bed |
  • 2 bath |
  • 927 sqft |
  • 871 sqft lot
205 LEWFIELD CIRCLE 205 Winter Park, FL 32792

#S5141588 - LPT REALTY, LLC

1523 MILLER AVENUE, Winter Park, FL 32789
Single-Family Home For Sale

$1,400,000

  • 5 bed |
  • 4 bath |
  • 3,164 sqft |
1523 MILLER AVENUE Winter Park, FL 32789

#O6371649 - CHARLES RUTENBERG REALTY ORLANDO

4469 OLD BEAR RUN, Winter Park, FL 32792
Pending

$1,799,999

  • 5 bed |
  • 5 bath |
  • 4,288 sqft |
  • 0.74 acre lot
4469 OLD BEAR RUN Winter Park, FL 32792

#O6375415 - LPT REALTY, LLC

2500 LEE RD. 222, Winter Park, FL 32789
Condominium For Sale

$184,900

  • 1 bed |
  • 1 bath |
  • 645 sqft |
2500 LEE RD. 222 Winter Park, FL 32789

#O6368580 - HOMESMART

1695 LEE ROAD E204, Winter Park, FL 32789
Condominium For Sale

$108,000

  • 2 bed |
  • 1 bath |
  • 881 sqft |
  • 0.41 acre lot
1695 LEE ROAD E204 Winter Park, FL 32789

#O6366205 - LOKATION

2612 ROXBURY ROAD, Winter Park, FL 32789
Single-Family Home For Sale

$630,000

  • 5 bed |
  • 3 bath |
  • 2,472 sqft |
2612 ROXBURY ROAD Winter Park, FL 32789

#S5139410 - EXP REALTY LLC

151 N ORLANDO AVENUE #115, Winter Park, FL 32789
Condominium For Sale

$290,000

  • 2 bed |
  • 1 bath |
  • 710 sqft |
151 N ORLANDO AVENUE #115 Winter Park, FL 32789

#O6362403 - CREEGAN GROUP

2217 SUSSEX ROAD, Winter Park, FL 32792
Single-Family Home

$499,000

  • 4 bed |
  • 2 bath |
  • 2,092 sqft |
2217 SUSSEX ROAD Winter Park, FL 32792

#O6362648 - PREFERRED REAL ESTATE BROKERS

1885 TEMPLE DRIVE, Winter Park, FL 32789
Single-Family Home For Sale

$2,195,000

  • 5 bed |
  • 4 bath |
  • 3,691 sqft |
1885 TEMPLE DRIVE Winter Park, FL 32789

#O6359471 - COMPASS FLORIDA LLC

2612 ROXBURY ROAD, Winter Park, FL 32789
Single-Family Home For Sale

$630,000

  • 5 bed |
  • 3 bath |
  • 2,472 sqft |
2612 ROXBURY ROAD Winter Park, FL 32789

#S5137596 - EXP REALTY LLC

311 SCOTTSDALE SQUARE 311, Winter Park, FL 32792
Condominium For Sale

$109,500

  • 1 bed |
  • 1 bath |
  • 785 sqft |
311 SCOTTSDALE SQUARE 311 Winter Park, FL 32792

#O6355536 - EMPIRE NETWORK REALTY

550 PALMER AVENUE, Winter Park, FL 32789
Pending

$6,495,000

  • 5 bed |
  • 7 bath |
  • 5,939 sqft |
  • 0.48 acre lot
550 PALMER AVENUE Winter Park, FL 32789

#O6349188 - FANNIE HILLMAN & ASSOCIATES

607 ELLEN DRIVE, Winter Park, FL 32789
Single-Family Home For Sale

$1,389,500

  • 4 bed |
  • 5 bath |
  • 2,812 sqft |
607 ELLEN DRIVE Winter Park, FL 32789

#O6354269 - KELLY PRICE & COMPANY LLC

721 PANSY AVENUE, Winter Park, FL 32789
Single-Family Home

$1,850,000

  • 4 bed |
  • 4 bath |
  • 2,653 sqft |
721 PANSY AVENUE Winter Park, FL 32789

#O6352857 - PREMIER SOTHEBY'S INTL. REALTY

7471 CANFORD COURT 19, Winter Park, FL 32792
Condominium For Sale

$199,000

  • 2 bed |
  • 2 bath |
  • 1,393 sqft |
  • 6.71 acre lot
7471 CANFORD COURT 19 Winter Park, FL 32792

#G5103114 - IAD FLORIDA LLC

1120 PRESERVE POINT DRIVE, Winter Park, FL 32789
Single-Family Home

$8,950,000

  • 7 bed |
  • 11 bath |
  • 11,255 sqft |
  • 1.63 acre lot
1120 PRESERVE POINT DRIVE Winter Park, FL 32789

#O6350054 - PREMIER SOTHEBY'S INTL. REALTY

2336 SUN VALLEY CIRCLE BLDG 20, Winter Park, FL 32792
Condominium For Sale

$285,000

  • 2 bed |
  • 2 bath |
  • 1,669 sqft |
2336 SUN VALLEY CIRCLE BLDG 20 Winter Park, FL 32792

#O6342993 - PR REAL ESTATE SERVICES

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