Winter Park, FL VA-Eligible Homes & Real Estate for Sale

Page 17 of 19
362 listings
1018 TURNER ROAD, Winter Park, FL 32789
Pending

$835,000

  • 3 bed |
  • 2 bath |
  • 2,237 sqft |
  • 0.49 acre lot
1018 TURNER ROAD Winter Park, FL 32789

#O6314546 - WEMERT GROUP REALTY LLC

952 MOSS LANE, Winter Park, FL 32789
Single-Family Home For Sale

$1,359,950

  • 4 bed |
  • 4 bath |
  • 3,474 sqft |
952 MOSS LANE Winter Park, FL 32789

#TB8388549 - THE SHOP REAL ESTATE CO.

151 N ORLANDO AVENUE 118, Winter Park, FL 32789
Condominium For Sale

$299,999

  • 2 bed |
  • 1 bath |
  • 710 sqft |
151 N ORLANDO AVENUE 118 Winter Park, FL 32789

#O6311340 - FLORIDA DREAMS REALTY GRP INC

185 SYLVAN BOULEVARD, Winter Park, FL 32789
Pending

$2,590,000

  • 4 bed |
  • 5 bath |
  • 3,138 sqft |
185 SYLVAN BOULEVARD Winter Park, FL 32789

#O6304627 - COMPASS FLORIDA LLC

1742 WILLA CIRCLE, Winter Park, FL 32792
Pending

$470,000

  • 4 bed |
  • 2 bath |
  • 2,313 sqft |
  • 0.49 acre lot
1742 WILLA CIRCLE Winter Park, FL 32792

#O6309904 - CENTURY 21 CARIOTI

151 N ORLANDO AVENUE 204, Winter Park, FL 32789
Pending

$229,000

  • 2 bed |
  • 1 bath |
  • 710 sqft |
  • 0.28 acre lot
151 N ORLANDO AVENUE 204 Winter Park, FL 32789

#O6307468 - MAINFRAME REAL ESTATE

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

$154,000

  • 1 bed |
  • 1 bath |
  • 678 sqft |
296 LEWFIELD CIRCLE Winter Park, FL 32792

#TB8384159 - HOMECOIN.COM

2487 HARBOUR WAY, Winter Park, FL 32792
Town Home For Sale

$319,900

  • 3 bed |
  • 3 bath |
  • 1,803 sqft |
2487 HARBOUR WAY Winter Park, FL 32792

#O6303931 - WRA BUSINESS & REAL ESTATE

1399 ALOMA AVENUE, Winter Park, FL 32789
Single-Family Home For Sale

$650,000

  • 3 bed |
  • 2 bath |
  • 1,804 sqft |
1399 ALOMA AVENUE Winter Park, FL 32789

#O6304495 - FLORIDA HOMES REALTY & MTG

2614 PARKLAND DRIVE, Winter Park, FL 32789
Single-Family Home For Sale

$1,994,000

  • 4 bed |
  • 4 bath |
  • 3,307 sqft |
2614 PARKLAND DRIVE Winter Park, FL 32789

#O6301489 - JW GASTON LLC

3254 OAK LAKE PLACE 137, Winter Park, FL 32792
Town Home For Sale

$214,900

  • 2 bed |
  • 3 bath |
  • 1,031 sqft |
  • 1.43 acre lot
3254 OAK LAKE PLACE 137 Winter Park, FL 32792

#O6298927 - GLOBAL ENTERPRISE REALTY GROUP

2500 LEE ROAD 208, Winter Park, FL 32789
Condominium For Sale

$190,000

  • 2 bed |
  • 2 bath |
  • 956 sqft |
2500 LEE ROAD 208 Winter Park, FL 32789

#O6297570 - KELLER WILLIAMS REALTY AT THE PARKS

740 BAFFIE AVENUE, Winter Park, FL 32789
Pending

$420,000

  • 3 bed |
  • 2 bath |
  • 1,456 sqft |
740 BAFFIE AVENUE Winter Park, FL 32789

#O6345637 - CREEGAN GROUP

101 S INTERLACHEN AVENUE 104, Winter Park, FL 32789
Condominium For Sale

$635,000

  • 2 bed |
  • 2 bath |
  • 949 sqft |
101 S INTERLACHEN AVENUE 104 Winter Park, FL 32789

#O6290188 - KELLY PRICE & COMPANY LLC

3071 GEORGE MASON AVENUE 5, Winter Park, FL 32792
Condominium For Sale

$89,900

  • 1 bath |
  • 549 sqft |
  • 10.07 acre lot
3071 GEORGE MASON AVENUE 5 Winter Park, FL 32792

#O6289736 - CASTLE & COTTAGE REALTY LLC

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

$948,000

  • 3 bed |
  • 2 bath |
  • 2,114 sqft |
250 CORTLAND AVENUE Winter Park, FL 32789

#O6290084 - EXP REALTY LLC

1444 PELICAN BAY TRAIL, Winter Park, FL 32792
Pending

$999,950

  • 4 bed |
  • 3 bath |
  • 3,121 sqft |
  • 0.57 acre lot
1444 PELICAN BAY TRAIL Winter Park, FL 32792

#S5122502 - TRANSCEND REALTY

5325 CYPRESS RESERVE PLACE, Winter Park, FL 32792
Pending

$918,000

  • 5 bed |
  • 4 bath |
  • 3,598 sqft |
5325 CYPRESS RESERVE PLACE Winter Park, FL 32792

#O6288234 - LPT REALTY, LLC

7706 COUNTRY PL 7706, Winter Park, FL 32792
Condominium For Sale

$225,000

  • 3 bed |
  • 2 bath |
  • 1,230 sqft |
7706 COUNTRY PL 7706 Winter Park, FL 32792

#O6285927 - REALTY TECH INC

1400 ALABAMA DRIVE, Winter Park, FL 32789
Pending

$5,895,000

  • 5 bed |
  • 9 bath |
  • 7,916 sqft |
  • 0.72 acre lot
1400 ALABAMA DRIVE Winter Park, FL 32789

#O6285791 - THE AGENCY FL

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 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. 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 © 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