Winter Park, FL Homes & Real Estate for Sale

Page 19 of 27
523 listings
208 BREWER AVENUE, Winter Park, FL 32789
Single-Family Home For Sale

$925,000

  • 4 bed |
  • 4 bath |
  • 2,173 sqft |
  • 0.34 acre lot
208 BREWER AVENUE Winter Park, FL 32789

#O6330008 - COMPASS FLORIDA LLC

2708 LION HEART ROAD, Winter Park, FL 32792
Pending

$525,000

  • 3 bed |
  • 2 bath |
  • 1,785 sqft |
2708 LION HEART ROAD Winter Park, FL 32792

#O6327241 - BHHS FLORIDA REALTY

3370 CEDAR SPRINGS PLACE 156, Winter Park, FL 32792
Condominium For Sale

$198,500

  • 2 bed |
  • 3 bath |
  • 1,031 sqft |
  • 5.93 acre lot
3370 CEDAR SPRINGS PLACE 156 Winter Park, FL 32792

#O6326460 - SPRINGHILL PROPERTIES LLC

1221 RICHMOND ROAD, Winter Park, FL 32789
Single-Family Home For Sale

$5,450,000

  • 5 bed |
  • 6 bath |
  • 5,164 sqft |
  • 0.34 acre lot
1221 RICHMOND ROAD Winter Park, FL 32789

#O6321906 - KELLER WILLIAMS WINTER PARK

3102 HEARTLEAF PLACE, Winter Park, FL 32792
Single-Family Home For Sale

$625,827

  • 4 bed |
  • 3 bath |
  • 2,672 sqft |
  • 1.4 acre lot
3102 HEARTLEAF PLACE Winter Park, FL 32792

#O6323967 - RE/MAX CENTRAL REALTY

1620 HOWELL BRANCH ROAD, Winter Park, FL 32789
Pending

$675,000

  • 3 bed |
  • 4 bath |
  • 1,984 sqft |
1620 HOWELL BRANCH ROAD Winter Park, FL 32789

#O6326651 - THE WILKINS WAY LLC

1000 S SEMORAN BOULEVARD 703, Winter Park, FL 32792
Pending

$1,299 /mo

  • 1 bed |
  • 1 bath |
  • 735 sqft |
  • 6.04 acre lot
1000 S SEMORAN BOULEVARD 703 Winter Park, FL 32792

#O6325394 - CENTURY 21 CARIOTI

3425 FERNDELL DRIVE, Winter Park, FL 32792
Single-Family Home For Sale

$409,000

  • 3 bed |
  • 2 bath |
  • 1,516 sqft |
3425 FERNDELL DRIVE Winter Park, FL 32792

#O6325015 - LOKATION

1270 ARLINGTON PLACE, Winter Park, FL 32789
Single-Family Home For Sale

$1,599,000

  • 3 bed |
  • 4 bath |
  • 2,964 sqft |
1270 ARLINGTON PLACE Winter Park, FL 32789

#O6324320 - RE/MAX 200 REALTY

640 N PARK AVENUE 3, Winter Park, FL 32789
Rental Available

$3,700 /mo

  • 2 bed |
  • 2 bath |
  • 897 sqft |
  • 0.56 acre lot
640 N PARK AVENUE 3 Winter Park, FL 32789

#O6324814 - FANNIE HILLMAN & ASSOCIATES

2020 VENETIAN WAY, Winter Park, FL 32789
Rental Available

$8,990 /mo

  • 4 bed |
  • 4 bath |
  • 4,188 sqft |
  • 0.63 acre lot
2020 VENETIAN WAY Winter Park, FL 32789

#O6324414 - PALMANO GROUP RE BROKERAGE LLC

2478 WHITEHALL CIRCLE, Winter Park, FL 32792
Pending

$650,000

  • 3 bed |
  • 2 bath |
  • 2,256 sqft |
  • 0.27 acre lot
2478 WHITEHALL CIRCLE Winter Park, FL 32792

#O6328694 - LPT REALTY, LLC

960 GEORGIA AVENUE, Winter Park, FL 32789
Pending

$5,350 /mo

  • 4 bed |
  • 4 bath |
  • 3,654 sqft |
  • 0.58 acre lot
960 GEORGIA AVENUE Winter Park, FL 32789

#O6325648 - CORCORAN PREMIER REALTY

311 E MORSE BOULEVARD 7-5, Winter Park, FL 32789
Condominium For Sale

$359,000

  • 1 bed |
  • 1 bath |
  • 482 sqft |
  • 2.77 acre lot
311 E MORSE BOULEVARD 7-5 Winter Park, FL 32789

#O6308664 - CHARLES RUTENBERG REALTY ORLANDO

7707 COUNTRY PLACE 4, Winter Park, FL 32792
Condominium For Sale

$259,900

  • 2 bed |
  • 2 bath |
  • 1,068 sqft |
  • 871 sqft lot
7707 COUNTRY PLACE 4 Winter Park, FL 32792

#S5130467 - WEICHERT REALTORS HALLMARK PRO

770 W WEBSTER AVENUE, Winter Park, FL 32789
Pending

$725,000

  • 4 bed |
  • 2 bath |
  • 1,008 sqft |
  • 0.34 acre lot
770 W WEBSTER AVENUE Winter Park, FL 32789

#O6323574 - KELLER WILLIAMS WINTER PARK

770 W WEBSTER AVENUE REAR LOT, Winter Park, FL 32789
Pending

$725,000

  • 0.34 acre lot
770 W WEBSTER AVENUE REAR LOT Winter Park, FL 32789

#O6323647 - KELLER WILLIAMS WINTER PARK

1695 LEE ROAD D116, Winter Park, FL 32789
Condominium For Sale

$155,000

  • 3 bed |
  • 2 bath |
  • 1,149 sqft |
  • 0.41 acre lot
1695 LEE ROAD D116 Winter Park, FL 32789

#S5130337 - LA ROSA REALTY KISSIMMEE

3651 N GOLDENROD ROAD E205, Winter Park, FL 32792
Condominium For Sale

$174,900

  • 2 bed |
  • 2 bath |
  • 840 sqft |
3651 N GOLDENROD ROAD E205 Winter Park, FL 32792

#O6323065 - COLDWELL BANKER 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.

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