$1,599,000
Active
533 COUNTRY CLUB DRIVE,
Winter Park, FL 32789
4 Bed
4 Bath
2,942 sq ft
Offered By: KELLER WILLIAMS WINTER PARK
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,599,000
Active
1864 GRINNELL TERRACE,
Winter Park, FL 32789
5 Bed
4 Bath
3,028 sq ft
Offered By: COLDWELL BANKER REALTY
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,595,000
Active
1113 VIA DEL MAR,
Winter Park, FL 32789
3 Bed
2 Bath
2,012 sq ft
Offered By: BAY HILL REALTY LLC
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,550,000
Active
901 ENCLAVE PLACE,
Winter Park, FL 32792
4 Bed
4 Bath
2,738 sq ft
Offered By: CORCORAN PREMIER REALTY
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,550,000
Active
- Price Reduced: $48K
2430 CHANTILLY AVENUE,
Winter Park, FL 32789
4 Bed
4 Bath
2,916 sq ft
Offered By: KELLY PRICE & COMPANY LLC
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,550,000
Active
1257 WADING WATERS CIRCLE,
Winter Park, FL 32792
6 Bed
5 Bath
5,239 sq ft
Offered By: RE/MAX TOWN & COUNTRY REALTY
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,550,000
Active
905 ENCLAVE PLACE,
Winter Park, FL 32792
4 Bed
4 Bath
2,756 sq ft
Offered By: CORCORAN PREMIER REALTY
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,499,000
Active
641 NORTHWOOD CIRCLE,
Winter Park, FL 32789
3 Bed
5 Bath
2,756 sq ft
Offered By: PREMIER SOTHEBY'S INTL. REALTY
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,498,000
Active
1841 LAKE SPIER DRIVE,
Winter Park, FL 32789
3 Bed
4 Bath
2,467 sq ft
Offered By: FANNIE HILLMAN & ASSOCIATES
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,495,000
Active
462 W LYMAN AVENUE,
Winter Park, FL 32789
3 Bed
3 Bath
1,944 sq ft
Offered By: PREMIER SOTHEBY'S INTL. REALTY
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,495,000
Active
446 MELROSE AVENUE,
Winter Park, FL 32789
4 Bed
2 Bath
2,640 sq ft
Offered By: PREMIER SOTHEBY'S INTL. REALTY
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,485,000
Active
- Price Reduced: $10K
1570 PALMER AVENUE,
Winter Park, FL 32789
4 Bed
4 Bath
3,048 sq ft
Offered By: PARK TOWN REAL ESTATE LLC
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,450,000
Active
100 S VIRGINIA AVENUE, #201,
Winter Park, FL 32789
3 Bed
3 Bath
2,756 sq ft
Offered By: KELLY PRICE & COMPANY LLC
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,449,000
Active
150 E READING WAY,
Winter Park, FL 32789
3 Bed
3 Bath
2,080 sq ft
Offered By: FANNIE HILLMAN & ASSOCIATES
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,449,000
Active
777 HALIFAX AVENUE,
Winter Park, FL 32792
5 Bed
5 Bath
3,109 sq ft
Offered By: SAFFORD REAL ESTATE LLC
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,419,900
Active
1546 MILLER AVENUE,
Winter Park, FL 32789
4 Bed
4 Bath
2,984 sq ft
Offered By: RE/MAX EXCLUSIVE COLLECTION
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,399,900
Active
1737 INDIANA AVENUE,
Winter Park, FL 32789
4 Bed
4 Bath
2,984 sq ft
Offered By: LOKATION
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,399,000
Active
512 W SWOOPE AVENUE,
Winter Park, FL 32789
3 Bed
3 Bath
2,585 sq ft
Offered By: COLDWELL BANKER REALTY
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,380,000
Active
1751 GOODRICH AVENUE,
Winter Park, FL 32789
4 Bed
4 Bath
2,170 sq ft
Offered By: EXP REALTY LLC
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,369,000
Active
1473 BERKSHIRE AVENUE,
Winter Park, FL 32789
5 Bed
4 Bath
2,446 sq ft
Offered By: KARDOSH REALTY
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,350,000
Active
1320 ORCHID AVENUE,
Winter Park, FL 32789
4 Bed
4 Bath
2,998 sq ft
Offered By: EXP REALTY LLC
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,349,000
Active
- New
1939 WOODCREST DRIVE,
Winter Park, FL 32792
4 Bed
4 Bath
2,575 sq ft
Offered By: LA ROSA REALTY PREMIER LLC
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,300,000
Active
504 W SWOOPE AVENUE,
Winter Park, FL 32789
3 Bed
3 Bath
2,563 sq ft
Offered By: COMPASS FLORIDA LLC
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
$1,299,000
Active
102 BELL PLACE,
Winter Park, FL 32792
4 Bed
4 Bath
2,459 sq ft
Offered By: KELLER WILLIAMS WINTER PARK
Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
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Copyright 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. Information deemed reliable but is not guaranteed. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of My Florida Regional MLS DBA Stellar MLS. Real estate listings held by brokerage firms other than the owner of this page include the name of the listing broker. Information provided is for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This site will be monitored for 'scraping' and any use of search facilities of data on the site other than by a consumer looking to purchase real estate is prohibited. Listing broker has attempted to offer accurate data, but buyers are advised to confirm all items. Information last updated on October 21, 2026 01:33 AM - ET
Based on information submitted to the MLS GRID as of October 21, 2026 01:33 AM - ET. 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. Properties displayed may be listed or sold by various participants in the MLS. Some listings have been excluded from this website.
IDX information is provided exclusively for consumers’ personal noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time.
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