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Residential
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36,877 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 Jan 3, 2022

$12.9M
Cloister Grove Sub
1411 Via Tuscany, WINTER PARK FL, 32789
5 beds
10 baths
10,734 ft²
Sold on Feb 24, 2026

$12.9M
2203 VIA TUSCANY, WINTER PARK FL, 32789
6 beds
9 baths
12,190 ft²
Sold on Aug 28, 2026

$12.5M
Lake Maitland Manor
570 Manor Rd, Maitland, Winter Park FL, 32751
6 beds
10 baths
10,172 ft²
Sold on Sep 17, 2021

$12,495,000
Windermere Woods
1000 Genius, WINTER PARK FL, 32789
10 beds
12 baths
13,855 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 Jan 31, 2017

$10,999,000
Winter Park
656 N Interlachen, WINTER PARK FL, 32789
4 beds
11 baths
19,795 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 Jun 16, 2004

$9.5M
Mac Donald Robert Dhu Park
161 Palmer, WINTER PARK FL, 32789
6 beds
10 baths
14,415 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 Apr 19, 2019

$7,895,000
D D Cady Sub
866 Via Lugano, WINTER PARK FL, 32789
6 beds
10 baths
10,613 ft²
Sold on Nov 16, 2017

$7,495,000
Mac Donald Robert Dhu Park
161 Palmer, WINTER PARK FL, 32789
7 beds
12 baths
17,649 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 Feb 28, 2023

$7.2M
Town Of Winter Park Old Town
, WINTER PARK FL, 32789
4 beds
5 baths
5,377 ft²
Sold on Jan 8, 2025

$7M
N A
1245 Howell, WINTER PARK FL, 32792
7 beds
7 baths
6,540 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 Dec 15, 2011

$6,995,000
Winter Park Old Town
420 N Interlachen, WINTER PARK FL, 32789
5 beds
7 baths
9,399 ft²
Sold on Jan 16, 2018

$6,995,000
Town Of Winter Park
324 N Interlachen, WINTER PARK FL, 32789
5 beds
7 baths
8,738 ft²
Sold on Nov 13, 2019

$6,995,000
Cloister Grove Rep
1511 Via Tuscany, WINTER PARK FL, 32789
7 beds
11 baths
10,060 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 Aug 4, 2023

$6.9M
J Kronenberger Sub
1311 VIA TUSCANY, WINTER PARK FL, 32789
7 beds
8 baths
10,997 ft²



36,877 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 Jan 3, 2022

$12.9M
Cloister Grove Sub
1411 Via Tuscany, WINTER PARK FL, 32789
5 beds
10 baths
10,734 ft²
Sold on Feb 24, 2026

$12.9M
2203 VIA TUSCANY, WINTER PARK FL, 32789
6 beds
9 baths
12,190 ft²
Sold on Aug 28, 2026

$12.5M
Lake Maitland Manor
570 Manor Rd, Maitland, Winter Park FL, 32751
6 beds
10 baths
10,172 ft²
Sold on Sep 17, 2021

$12,495,000
Windermere Woods
1000 Genius, WINTER PARK FL, 32789
10 beds
12 baths
13,855 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 Jan 31, 2017

$10,999,000
Winter Park
656 N Interlachen, WINTER PARK FL, 32789
4 beds
11 baths
19,795 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 Jun 16, 2004

$9.5M
Mac Donald Robert Dhu Park
161 Palmer, WINTER PARK FL, 32789
6 beds
10 baths
14,415 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 Apr 19, 2019

$7,895,000
D D Cady Sub
866 Via Lugano, WINTER PARK FL, 32789
6 beds
10 baths
10,613 ft²
Sold on Nov 16, 2017

$7,495,000
Mac Donald Robert Dhu Park
161 Palmer, WINTER PARK FL, 32789
7 beds
12 baths
17,649 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 Feb 28, 2023

$7.2M
Town Of Winter Park Old Town
, WINTER PARK FL, 32789
4 beds
5 baths
5,377 ft²
Sold on Jan 8, 2025

$7M
N A
1245 Howell, WINTER PARK FL, 32792
7 beds
7 baths
6,540 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 Dec 15, 2011

$6,995,000
Winter Park Old Town
420 N Interlachen, WINTER PARK FL, 32789
5 beds
7 baths
9,399 ft²
Sold on Jan 16, 2018

$6,995,000
Town Of Winter Park
324 N Interlachen, WINTER PARK FL, 32789
5 beds
7 baths
8,738 ft²
Sold on Nov 13, 2019

$6,995,000
Cloister Grove Rep
1511 Via Tuscany, WINTER PARK FL, 32789
7 beds
11 baths
10,060 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 Aug 4, 2023

$6.9M
J Kronenberger Sub
1311 VIA TUSCANY, WINTER PARK FL, 32789
7 beds
8 baths
10,997 ft²



