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Residential
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1,591 places
Sold on Mar 29, 2024

$13.5M
Cloister Grove Sub
1461 Via Tuscany, WINTER PARK FL, 32789
5 beds
6 baths
8,353 ft²
Sold on Feb 24, 2026

$12.9M
2203 VIA TUSCANY, WINTER PARK FL, 32789
6 beds
9 baths
12,190 ft²
Sold on Sep 11, 2024

$11,795,000
Ellno Willo
181 Virginia, WINTER PARK FL, 32789
5 beds
8 baths
8,188 ft²
Sold on Mar 29, 2024

$10.95M
Isle Of Sicily
4 Isle Of Sicily, WINTER PARK FL, 32789
5 beds
8 baths
9,522 ft²
Sold on Jan 15, 2025

$9,995,000
Maitland Shores
2040 Venetian, WINTER PARK FL, 32789
6 beds
8 baths
8,082 ft²
Sold on May 2, 2025

$8,995,000
Green Oaks Rep 02
2001 BETT MAR, WINTER PARK FL, 32789
8 beds
9 baths
8,583 ft²
Sold on Aug 28, 2026

$8.95M
Windsong Preserve Point
1120 PRESERVE POINT, WINTER PARK FL, 32789
7 beds
11 baths
11,255 ft²
Sold on Oct 13, 2023

$8.5M
0000
1190 N PARK, WINTER PARK FL, 32789
8 beds
10 baths
19,619 ft²
Sold on Jun 28, 2024

$7.25M
Chapman Chase Plan Town Wint
1001 Anchorage, WINTER PARK FL, 32789
5 beds
7 baths
9,075 ft²
Sold on May 15, 2026

$6,997,000
Sicilian Shores
1821 PINETREE, WINTER PARK FL, 32789
5 beds
7 baths
5,006 ft²
Sold on Feb 10, 2025

$6,975,000
Morse Pennsylvania Twnhms
654 W Morse, WINTER PARK FL, 32789
5 beds
8 baths
8,752 ft²
Sold on Nov 18, 2024

$6.8M
Winter Park
500 N Interlachen, WINTER PARK FL, 32789
4 beds
5 baths
4,581 ft²
Sold on Jul 31, 2026

$6.7M
Osceola Shores Sec 03
405 LAKEWOOD, WINTER PARK FL, 32789
4 beds
3 baths
4,208 ft²
Sold on Aug 21, 2026

$6,495,000
Osceola Place
550 PALMER, WINTER PARK FL, 32789
5 beds
7 baths
5,939 ft²
Sold on Dec 12, 2023

$6,475,000
Robert Dhu Macdonald Park
901 GOLFVIEW TERRACE, WINTER PARK FL, 32789
5 beds
6 baths
5,406 ft²
Sold on Nov 4, 2025

$6.3M
Camwood
1308 GREEN COVE, WINTER PARK FL, 32789
4 beds
6 baths
6,981 ft²
Sold on Jun 21, 2024

$5,999,000
Cloister Grove Sub
1460 Via Tuscany, WINTER PARK FL, 32789
6 beds
8 baths
7,535 ft²
Sold on Nov 7, 2025

$5,999,000
J Kronenberger Sub
1240 HARDING STREET, WINTER PARK FL, 32789
5 beds
6 baths
6,708 ft²
Sold on Dec 20, 2023

$5,995,000
Residences Condo, Unit 601
300 S INTERLACHEN, WINTER PARK FL, 32789
4 beds
5 baths
5,430 ft²
Sold on Feb 27, 2026

$5,895,000
J Kronenberger Sub
1400 ALABAMA, WINTER PARK FL, 32789
5 beds
9 baths
7,916 ft²
Sold

$5.8M
Timberlane Shores
541 VIRGINIA, WINTER PARK FL, 32789
4 beds
4 baths
4,725 ft²
Sold on Sep 25, 2024

$5.75M
Sicilian Shores
1761 Pinetree, WINTER PARK FL, 32789
5 beds
6 baths
4,792 ft²
Sold on Aug 15, 2025

$5.75M
Galloway Place Rep
1333 ALBERTA, WINTER PARK FL, 32789
3 beds
4 baths
3,738 ft²
Sold on Oct 30, 2025

$5.7M
Thomas M Henkels Add
374 HENKEL, WINTER PARK FL, 32789
5 beds
6 baths
4,735 ft²


1,591 places
Sold on Mar 29, 2024

$13.5M
Cloister Grove Sub
1461 Via Tuscany, WINTER PARK FL, 32789
5 beds
6 baths
8,353 ft²
Sold on Feb 24, 2026

$12.9M
2203 VIA TUSCANY, WINTER PARK FL, 32789
6 beds
9 baths
12,190 ft²
Sold on Sep 11, 2024

$11,795,000
Ellno Willo
181 Virginia, WINTER PARK FL, 32789
5 beds
8 baths
8,188 ft²
Sold on Mar 29, 2024

$10.95M
Isle Of Sicily
4 Isle Of Sicily, WINTER PARK FL, 32789
5 beds
8 baths
9,522 ft²
Sold on Jan 15, 2025

$9,995,000
Maitland Shores
2040 Venetian, WINTER PARK FL, 32789
6 beds
8 baths
8,082 ft²
Sold on May 2, 2025

$8,995,000
Green Oaks Rep 02
2001 BETT MAR, WINTER PARK FL, 32789
8 beds
9 baths
8,583 ft²
Sold on Aug 28, 2026

$8.95M
Windsong Preserve Point
1120 PRESERVE POINT, WINTER PARK FL, 32789
7 beds
11 baths
11,255 ft²
Sold on Oct 13, 2023

$8.5M
0000
1190 N PARK, WINTER PARK FL, 32789
8 beds
10 baths
19,619 ft²
Sold on Jun 28, 2024

$7.25M
Chapman Chase Plan Town Wint
1001 Anchorage, WINTER PARK FL, 32789
5 beds
7 baths
9,075 ft²
Sold on May 15, 2026

$6,997,000
Sicilian Shores
1821 PINETREE, WINTER PARK FL, 32789
5 beds
7 baths
5,006 ft²
Sold on Feb 10, 2025

$6,975,000
Morse Pennsylvania Twnhms
654 W Morse, WINTER PARK FL, 32789
5 beds
8 baths
8,752 ft²
Sold on Nov 18, 2024

$6.8M
Winter Park
500 N Interlachen, WINTER PARK FL, 32789
4 beds
5 baths
4,581 ft²
Sold on Jul 31, 2026

$6.7M
Osceola Shores Sec 03
405 LAKEWOOD, WINTER PARK FL, 32789
4 beds
3 baths
4,208 ft²
Sold on Aug 21, 2026

$6,495,000
Osceola Place
550 PALMER, WINTER PARK FL, 32789
5 beds
7 baths
5,939 ft²
Sold on Dec 12, 2023

$6,475,000
Robert Dhu Macdonald Park
901 GOLFVIEW TERRACE, WINTER PARK FL, 32789
5 beds
6 baths
5,406 ft²
Sold on Nov 4, 2025

$6.3M
Camwood
1308 GREEN COVE, WINTER PARK FL, 32789
4 beds
6 baths
6,981 ft²
Sold on Jun 21, 2024

$5,999,000
Cloister Grove Sub
1460 Via Tuscany, WINTER PARK FL, 32789
6 beds
8 baths
7,535 ft²
Sold on Nov 7, 2025

$5,999,000
J Kronenberger Sub
1240 HARDING STREET, WINTER PARK FL, 32789
5 beds
6 baths
6,708 ft²
Sold on Dec 20, 2023

$5,995,000
Residences Condo, Unit 601
300 S INTERLACHEN, WINTER PARK FL, 32789
4 beds
5 baths
5,430 ft²
Sold on Feb 27, 2026

$5,895,000
J Kronenberger Sub
1400 ALABAMA, WINTER PARK FL, 32789
5 beds
9 baths
7,916 ft²
Sold

$5.8M
Timberlane Shores
541 VIRGINIA, WINTER PARK FL, 32789
4 beds
4 baths
4,725 ft²
Sold on Sep 25, 2024

$5.75M
Sicilian Shores
1761 Pinetree, WINTER PARK FL, 32789
5 beds
6 baths
4,792 ft²
Sold on Aug 15, 2025

$5.75M
Galloway Place Rep
1333 ALBERTA, WINTER PARK FL, 32789
3 beds
4 baths
3,738 ft²
Sold on Oct 30, 2025

$5.7M
Thomas M Henkels Add
374 HENKEL, WINTER PARK FL, 32789
5 beds
6 baths
4,735 ft²


