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Winter Park Pines Properties for Sale in Winter Park, FL

15 Matching Listings
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$298,888
Winter Park
-6.27% ($20,000) 5 Price Changes : Last Change 1 Day Ago
Winter Park Pines Condo  
3 Bed, 3 Baths , 1,374 SqFt
543 Warrenton Road Unit 543, Winter Park, FL 32792
Condominium - Waterfront No Days Listed: 210
$498,000
Winter Park
-10.26% ($60,000) 3 Price Changes : Last Change 39 Days Ago
Winter Park Pines
4 Bed, 2 Baths , 1,688 SqFt
2823 Cady Way, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 111
$515,000
Winter Park
Winter Park Pines
3 Bed, 2 Baths , 2,197 SqFt
2819 Scarlet Road, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 58
$519,900
Winter Park
Winter Park Pines
3 Bed, 2 Baths , 1,630 SqFt
519 Cornwall Road, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 77
$569,000
Winter Park
-1.04% ($6,000) 1 Price Change : Last Change 11 Days Ago
Winter Park Pines Rep  
3 Bed, 2 Baths , 1,579 SqFt
2779 Prince John Road, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 111
$575,000
Winter Park
Winter Park Pines
4 Bed, 2 Baths , 2,250 SqFt
715 Roughbeard Road, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 20
$580,000
Winter Park
-10.77% ($70,000) 10 Price Changes : Last Change 3 Days Ago
Winter Park Pines
3 Bed, 2 Baths , 1,420 SqFt
274 N Ranger Boulevard, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 269
$599,000
Winter Park
-4.16% ($26,000) 1 Price Change : Last Change 9 Days Ago
Winter Park Pines
3 Bed, 2 Baths , 2,309 SqFt
230 S Ranger Boulevard, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 69
$625,000
Winter Park
Winter Park Pines
4 Bed, 3 Baths , 2,197 SqFt
2712 Cady Way, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 56
$625,000
Winter Park
Winter Park Pines Rep  
3 Bed, 2 Baths , 1,670 SqFt
2707 Prince John Road, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 42
$640,000
Winter Park
Winter Park Pines Rep  
3 Bed, 2 Baths , 1,727 SqFt
2855 Lion Heart Road, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 40
$649,900
Winter Park
Winter Park Pines
3 Bed, 2 Baths , 1,844 SqFt
236 N Ranger Boulevard, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 27
$660,000
Winter Park
Winter Park Pines Rep  
3 Bed, 2 Baths , 1,975 SqFt
2732 Lion Heart Road, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 62
$674,900
Winter Park
-2.99% ($20,900) 1 Price Change : Last Change 12 Days Ago
Winter Park Pines Rep  
4 Bed, 4 Baths , 2,183 SqFt
2817 Prince John Road, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 35
$749,900
Winter Park
Winter Park Pines
5 Bed, 3 Baths , 2,419 SqFt
2925 Banchory Road, Winter Park, FL 32792
Single Family - Waterfront No Days Listed: 56


Data feed last updated 05-21-2025 at 9:00 PM
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Most Recent Sales - (30) - WINTER PARK PINES as of 2025-05-22
Sale Date Address Sale Price $/SF List Price Sq. Ft. Type Bd/Ba Days Listed
05-16-2025 2855 CADY WAY $538,500 $310 $549,900 1,736 Single Family Residence 3/2 116
05-02-2025 2925 BANCHORY ROAD $730,000 $301 $749,900 2,419 Single Family Residence 5/3 37
04-30-2025 2779 PRINCE JOHN ROAD $555,000 $351 $569,000 1,579 Single Family Residence 3/2 91
04-29-2025 519 CORNWALL ROAD $510,000 $312 $519,900 1,630 Single Family Residence 3/2 56
04-25-2025 633 LONDON ROAD $555,000 $313 $564,900 1,772 Single Family Residence 3/2 47
04-16-2025 744 LONDON ROAD $775,000 $276 $799,000 2,804 Single Family Residence 5/3 98
04-04-2025 513 CORNWALL ROAD $527,500 $304 $575,000 1,735 Single Family Residence 3/2 86
03-17-2025 336 SAINT DUNSTAN WAY $600,000 $349 $659,000 1,715 Single Family Residence 3/2 372
03-06-2025 236 N RANGER BOULEVARD $450,000 $244 $474,000 1,844 Single Family Residence 4/2 22
02-21-2025 326 S RANGER BOULEVARD $620,000 $297 $639,900 2,086 Single Family Residence 4/2 94
02-05-2025 2667 FITZHUGH ROAD $314,400 $111 $100,000 2,812 Single Family Residence 5/3 24
01-30-2025 2855 LION HEART ROAD $450,000 $260 $545,000 1,727 Single Family Residence 3/2 85
01-21-2025 417 GILBERT ROAD $650,000 $291 $675,000 2,231 Single Family Residence 4/3 125
01-03-2025 2925 BANCHORY ROAD $480,000 $198 $499,000 2,419 Single Family Residence 5/3 31
12-20-2024 721 ROUGHBEARD ROAD $500,000 $254 $559,000 1,964 Single Family Residence 4/2 59
12-18-2024 419 CORNWALL ROAD $550,000 $360 $550,000 1,524 Single Family Residence 3/2 30
12-17-2024 2765 BANCHORY ROAD $635,000 $409 $635,000 1,551 Single Family Residence 3/2 38
12-17-2024 2756 LION HEART ROAD $665,000 $430 $650,000 1,545 Single Family Residence 3/2 34
11-27-2024 610 S RANGER BOULEVARD $635,000 $228 $599,000 2,774 Single Family Residence 5/3 35
10-18-2024 2758 CADY WAY $500,000 $320 $515,000 1,560 Single Family Residence 3/2 52
10-18-2024 756 FRIAR ROAD UNIT 13 $665,000 $264 $672,400 2,518 Single Family Residence 4/2 80
09-17-2024 2845 KINGS DEER ROAD $475,000 $306 $500,000 1,552 Single Family Residence 3/2 44
09-04-2024 305 GILBERT ROAD $685,000 $337 $650,000 2,031 Single Family Residence 4/2 69
08-30-2024 326 S RANGER BOULEVARD $435,000 $208 $500,000 2,086 Single Family Residence 4/2 82
08-16-2024 754 GILBERT ROAD $670,000 $292 $725,000 2,289 Single Family Residence 4/3 106
08-08-2024 2840 CADY WAY $507,000 $360 $549,000 1,407 Single Family Residence 3/2 337
08-05-2024 429 S RANGER BOULEVARD $710,000 $429 $694,999 1,652 Single Family Residence 4/2 31
07-29-2024 603 WARRENTON ROAD $310,000 $251 $299,900 1,233 Villa 2/2 74
07-03-2024 2952 DE BROCY WAY $541,000 $291 $541,000 1,856 Single Family Residence 4/3 44
06-28-2024 2702 MERRIE OAKS ROAD $652,000 $346 $659,000 1,883 Single Family Residence 4/2 37
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  • Cardoso Realty
  • (954) 670-7884
  • 2151 NE 155 Street North Miami Beach, FL 33162
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