Winter Park, FL Homes & Real Estate for Sale

Page 1 of 36
707 listings
2007 STRATHAVEN ROAD, Winter Park, FL 32792New listing icon New - 1 day ago
Single-Family Home For Sale

$545,000

  • 4 bed |
  • 2 bath |
  • 1,699 sqft |
  • 10,019 sqft lot
2007 STRATHAVEN ROAD Winter Park, FL 32792

#O6334081 - KELLER WILLIAMS WINTER PARK

2500 LEE ROAD 235, Winter Park, FL 32789New listing icon New - 1 day ago
Rental Available

$1,550 /mo

  • 2 bed |
  • 1 bath |
  • 851 sqft |
  • 4,356 sqft lot
2500 LEE ROAD 235 Winter Park, FL 32789

#O6334045 - NEW HEIGHTS REALTY GROUP

430 OLOLU DRIVE, Winter Park, FL 32789New listing icon New - 1 day ago
Rental Available

$3,000 /mo

  • 2 bed |
  • 1 bath |
  • 920 sqft |
  • 10,019 sqft lot
430 OLOLU DRIVE Winter Park, FL 32789

#O6334034 - MILLER GRANT AND COMPANY

5255 SEMINOLE AVENUE, Winter Park, FL 32792New listing icon New - 1 day ago
Rental Available

$3,200 /mo

  • 4 bed |
  • 3 bath |
  • 2,170 sqft |
  • 6,970 sqft lot
5255 SEMINOLE AVENUE Winter Park, FL 32792

#O6334019 - COLDWELL BANKER RESIDENTIAL RE

240 ORANGE TERRACE DRIVE, Winter Park, FL 32789New listing icon New - 1 day ago
Single-Family Home For Sale

$550,000

  • 4 bed |
  • 2 bath |
  • 1,718 sqft |
  • 10,454 sqft lot
240 ORANGE TERRACE DRIVE Winter Park, FL 32789

#O6330690 - A+ REALTY PROFESSIONALS, INC

166 SCOTTSDALE SQUARE 166, Winter Park, FL 32792New listing icon New - 1 day ago
Condominium For Sale

$90,000

  • 2 bed |
  • 2 bath |
  • 1,020 sqft |
  • 8,712 sqft lot
166 SCOTTSDALE SQUARE 166 Winter Park, FL 32792

#O6334243 - YORK MILLS REALTY LLC

3521 BALSAM DRIVE, Winter Park, FL 32792New listing icon New - 1 day ago
Single-Family Home For Sale

$385,000

  • 4 bed |
  • 2 bath |
  • 1,678 sqft |
  • 0.25 acre lot
3521 BALSAM DRIVE Winter Park, FL 32792

#O6333257 - DALTON WADE INC

1849 VIBURNUM LANE, Winter Park, FL 32792New listing icon New - 1 day ago
Single-Family Home For Sale

$455,000

  • 4 bed |
  • 2 bath |
  • 1,627 sqft |
  • 7,841 sqft lot
1849 VIBURNUM LANE Winter Park, FL 32792

#O6333863 - REAL BROKER, LLC

680 GRENADINE COURT S, Winter Park, FL 32792New listing icon New - 1 day ago
Condominium For Sale

$190,000

  • 1 bed |
  • 1 bath |
  • 759 sqft |
  • 3,485 sqft lot
680 GRENADINE COURT S Winter Park, FL 32792

#O6333296 - KELLER WILLIAMS WINTER PARK

8136 LAZY BEAR LANE, Winter Park, FL 32792New listing icon New - 1 day ago
Single-Family Home For Sale

$524,900

  • 4 bed |
  • 2 bath |
  • 1,843 sqft |
  • 5,663 sqft lot
8136 LAZY BEAR LANE Winter Park, FL 32792

#O6333749 - FANNIE HILLMAN & ASSOCIATES

200 SAINT ANDREWS BOULEVARD 2206, Winter Park, FL 32792New listing icon New - 1 day ago
Condominium For Sale

$199,000

  • 2 bed |
  • 2 bath |
  • 987 sqft
200 SAINT ANDREWS BOULEVARD 2206 Winter Park, FL 32792

#O6329320 - KELLER WILLIAMS WINTER PARK

1028 PRINCESS GATE BOULEVARD, Winter Park, FL 32792New listing icon New - 1 day ago
Single-Family Home For Sale

$495,900

  • 5 bed |
  • 3 bath |
  • 2,044 sqft |
  • 10,454 sqft lot
1028 PRINCESS GATE BOULEVARD Winter Park, FL 32792

#O6332577 - LA ROSA REALTY CW PROPERTIES L

2812 WOODSIDE AVENUE, Winter Park, FL 32789New listing icon New - 1 day ago
Single-Family Home For Sale

$625,000

  • 3 bed |
  • 2 bath |
  • 1,842 sqft |
  • 7,405 sqft lot
2812 WOODSIDE AVENUE Winter Park, FL 32789

#O6329315 - KELLER WILLIAMS WINTER PARK

640 N PARK AVENUE 4, Winter Park, FL 32789New listing icon New - 2 days ago
Rental Available

$2,000 /mo

  • 1 bed |
  • 1 bath |
  • 673 sqft |
  • 0.56 acre lot
640 N PARK AVENUE 4 Winter Park, FL 32789

#O6317085 - UNITED REAL ESTATE PREFERRED

3053 GEORGE MASON AVENUE 7, Winter Park, FL 32792New listing icon New - 2 days ago
Condominium For Sale

$130,000

  • 2 bed |
  • 2 bath |
  • 1,030 sqft |
  • 4,356 sqft lot
3053 GEORGE MASON AVENUE 7 Winter Park, FL 32792

#O6333224 - RE/MAX 200 REALTY

690 S LAKEMONT AVENUE, Winter Park, FL 32792New listing icon New - 2 days ago
Single-Family Home For Sale

$550,000

  • 4 bed |
  • 3 bath |
  • 1,897 sqft |
  • 9,148 sqft lot
690 S LAKEMONT AVENUE Winter Park, FL 32792

#O6333846 - KELLER WILLIAMS REALTY AT THE PARKS

3149 NICHOLSON DRIVE, Winter Park, FL 32792New listing icon New - 2 days ago
Rental Available

$2,700 /mo

  • 4 bed |
  • 2 bath |
  • 1,756 sqft |
  • 10,019 sqft lot
3149 NICHOLSON DRIVE Winter Park, FL 32792

#O6333834 - SPECIALIZED PROPERTY MANAGEMENT

1368 BLUE STEM LANE, Winter Park, FL 32792New listing icon New - 2 days ago
Rental Available

$4,750 /mo

  • 4 bed |
  • 4 bath |
  • 2,589 sqft |
  • 6,970 sqft lot
1368 BLUE STEM LANE Winter Park, FL 32792

#A4661278 - ECO LUXE REALTY

1500 GAY ROAD 3B, Winter Park, FL 32789New listing icon New - 3 days ago
Rental Available

$2,099 /mo

  • 2 bed |
  • 2 bath |
  • 1,100 sqft |
  • 2,178 sqft lot
1500 GAY ROAD 3B Winter Park, FL 32789

#O6333528 - SPECIALIZED PROPERTY MANAGEMENT

1767 MEADOWGOLD LANE, Winter Park, FL 32792
Pending

$359,000

  • 3 bed |
  • 2 bath |
  • 1,368 sqft |
  • 5,663 sqft lot
1767 MEADOWGOLD LANE Winter Park, FL 32792

#O6333097 - RE/MAX TOWN & COUNTRY REALTY

Presented by - MBA Realty Group, Inc.

Veterans United Homefront
IDX Listings courtesy of Stellar MLS as distributed by MLS GRID.

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.

IDX Copyright 2025 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. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided exclusively for consumers’ personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. 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 © 2025 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.