Winter Park, FL - Most Valuable Residential Properties in 2025
Updated on November 19, 2025.
According to data from official Florida government agencies, among residential properties in Winter Park, FL, the following were the most valuable residential properties by Just Value in 2025. The most valuable residential property was 926 PALMER AVE ($29.24M), followed by 656 N INTERLACHEN AVE ($13.71M), 161 PALMER AVE ($13.27M), and 115 PALMER AVE ($10.11M).
The chart below shows the top 10 valuable residential properties, and the table below shows the top 200.
You can see similar information for other Florida cities.
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Data Source: Official Government Sites.
Winter Park, FL - Most Valuable Residential Properties in 2025
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| Address | Just Value ($) |
|---|---|
| 926 PALMER AVE, Winter Park, FL 32789 | 29242300 |
| 656 N INTERLACHEN AVE, Winter Park, FL 32789 | 13714310 |
| 161 PALMER AVE, Winter Park, FL 32789 | 13272830 |
| 115 PALMER AVE, Winter Park, FL 32789 | 10107790 |
| 1008 GENIUS DR, Winter Park, FL 32789 | 9617260 |
| 5 ISLE OF SICILY, Winter Park, FL 32789 | 9363600 |
| 1411 VIA TUSCANY, Winter Park, FL 32789 | 9292300 |
| 181 VIRGINIA DR, Winter Park, FL 32789 | 9101920 |
| 1551 VIA TUSCANY, Winter Park, FL 32789 | 8836120 |
| 1024 GENIUS DR, Winter Park, FL 32789 | 8747470 |
| 860 VIA LUGANO, Winter Park, FL 32789 | 8730130 |
| 420 N INTERLACHEN AVE, Winter Park, FL 32789 | 8634080 |
| 1211 COLLEGE PT, Winter Park, FL 32789 | 8544150 |
| 802 GEORGIA AVE, Winter Park, FL 32789 | 8343330 |
| 1301 ALBERTA DR, Winter Park, FL 32789 | 8194738 |
| 1220 N PARK AVE, Winter Park, FL 32789 | 8155580 |
| 6 ISLE OF SICILY, Winter Park, FL 32789 | 8120620 |
| 2203 VIA TUSCANY, Winter Park, FL 32789 | 7962230 |
| 225 PALMER AVE, Winter Park, FL 32789 | 7870170 |
| 1000 GENIUS DR, Winter Park, FL 32789 | 7860940 |
| 866 VIA LUGANO, Winter Park, FL 32789 | 7817920 |
| 4 ISLE OF SICILY, Winter Park, FL 32789 | 7812330 |
| 1151 PRESERVE POINT DR, Winter Park, FL 32789 | 7774780 |
| 700 N INTERLACHEN AVE, Winter Park, FL 32789 | 7698690 |
| 1461 VIA TUSCANY, Winter Park, FL 32789 | 7679920 |
| 1511 VIA TUSCANY, Winter Park, FL 32789 | 7645740 |
| 324 N INTERLACHEN AVE, Winter Park, FL 32789 | 7603320 |
| 2080 SUMMERLAND AVE, Winter Park, FL 32789 | 7526410 |
| 2 ISLE OF SICILY, Winter Park, FL 32789 | 7525200 |
| 10 ISLE OF SICILY, Winter Park, FL 32789 | 7495660 |
| 1016 GENIUS DR, Winter Park, FL 32789 | 7447840 |
| 1020 PALMER AVE, Winter Park, FL 32789 | 7299810 |
| 7 ISLE OF SICILY, Winter Park, FL 32789 | 7239190 |
| 850 VIA LUGANO, Winter Park, FL 32789 | 7107430 |
| 970 VIA LUGANO, Winter Park, FL 32789 | 7041000 |
| 9 ISLE OF SICILY, Winter Park, FL 32789 | 6995320 |
| 1159 PRESERVE POINT DR, Winter Park, FL 32789 | 6950490 |
| 1216 N PARK AVE, Winter Park, FL 32789 | 6922110 |
| 3 ISLE OF SICILY, Winter Park, FL 32789 | 6890890 |
| 1135 PRESERVE POINT DR, Winter Park, FL 32789 | 6722490 |
| 1 ISLE OF SICILY, Winter Park, FL 32789 | 6589780 |
| 1150 N PARK AVE, Winter Park, FL 32789 | 6502500 |
| 800 N INTERLACHEN AVE, Winter Park, FL 32789 | 6458420 |
| 1111 PRESERVE POINT DR, Winter Park, FL 32789 | 6368385 |
| 1143 PRESERVE POINT DR, Winter Park, FL 32789 | 6323520 |
| 950 PALMER AVE, Winter Park, FL 32789 | 6309820 |
| 8 ISLE OF SICILY, Winter Park, FL 32789 | 6265120 |
| 1250 N PARK AVE, Winter Park, FL 32789 | 6185138 |
| 1202 N PARK AVE, Winter Park, FL 32789 | 6172270 |
| 1666 SUMMER WAY, Winter Park, FL 32789 | 6111160 |
| 1941 LEGION DR, Winter Park, FL 32789 | 6066330 |
| 642 N INTERLACHEN AVE, Winter Park, FL 32789 | 6028940 |
| 1360 ALABAMA DR, Winter Park, FL 32789 | 6010770 |
| 1001 ANCHORAGE CT, Winter Park, FL 32789 | 5964550 |
| 992 GENIUS DR, Winter Park, FL 32789 | 5954540 |
| 242 CHASE AVE, Winter Park, FL 32789 | 5953550 |
| 550 VIA LUGANO, Winter Park, FL 32789 | 5941230 |
| 1218 N PARK AVE, Winter Park, FL 32789 | 5915570 |
| 201 CHASE AVE, Winter Park, FL 32789 | 5902470 |
| 716 KIWI CIR, Winter Park, FL 32789 | 5851140 |
| 1194 N PARK AVE, Winter Park, FL 32789 | 5794980 |
| 53 PALMER AVE, Winter Park, FL 32789 | 5792860 |
| 219 GENIUS DR, Winter Park, FL 32789 | 5749840 |
| 2001 BETT MAR LN, Winter Park, FL 32789 | 5746050 |
| 600 SEMINOLE DR, Winter Park, FL 32789 | 5710620 |
| 1621 VIA TUSCANY, Winter Park, FL 32789 | 5674060 |
| 1206 N PARK AVE, Winter Park, FL 32789 | 5671680 |
| 235 GENIUS DR, Winter Park, FL 32789 | 5666330 |
| 900 PALMER AVE, Winter Park, FL 32789 | 5617500 |
| 240 TRISMEN TER, Winter Park, FL 32789 | 5603051 |
| 1120 PRESERVE POINT DR, Winter Park, FL 32789 | 5558645 |
| 1245 HOWELL PT, Winter Park, FL 32792 | 5555113 |
| 243 GENIUS DR, Winter Park, FL 32789 | 5510760 |
| 1136 PRESERVE POINT DR, Winter Park, FL 32789 | 5493890 |
| 303 GENIUS DR, Winter Park, FL 32789 | 5350640 |
| 500 E LAKE SUE AVE, Winter Park, FL 32789 | 5248260 |
| 208 N INTERLACHEN AVE, Winter Park, FL 32789 | 5205260 |
| 736 KIWI CIR, Winter Park, FL 32789 | 5187570 |
| 1420 VIA TUSCANY, Winter Park, FL 32789 | 5172020 |
| 110 OSCEOLA CT, Winter Park, FL 32789 | 5150290 |
| 1741 VIA GENOA, Winter Park, FL 32789 | 5142430 |
| 797 PINETREE RD, Winter Park, FL 32789 | 5134500 |
| 401 LAKEWOOD DR, Winter Park, FL 32789 | 5117260 |
| 654 W MORSE BLVD, Winter Park, FL 32789 | 5106240 |
| 2040 VENETIAN WAY, Winter Park, FL 32789 | 5098300 |
| 1169 LAKEVIEW DR, Winter Park, FL 32789 | 5029070 |
| 147 VIRGINIA DR, Winter Park, FL 32789 | 5025330 |
| 1212 N PARK AVE, Winter Park, FL 32789 | 5018100 |
| 1310 GREEN COVE RD, Winter Park, FL 32789 | 4989620 |
| 460 E WEBSTER AVE, Winter Park, FL 32789 | 4988470 |
| 901 GOLFVIEW TER, Winter Park, FL 32789 | 4975280 |
| 1520 SUMMERLAND AVE, Winter Park, FL 32789 | 4973440 |
| 227 GENIUS DR, Winter Park, FL 32789 | 4965160 |
| 1500 SUMMERLAND AVE, Winter Park, FL 32789 | 4944655 |
| 520 N INTERLACHEN AVE, Winter Park, FL 32789 | 4933370 |
| 1731 PINETREE RD, Winter Park, FL 32789 | 4932760 |
| 1460 VIA TUSCANY, Winter Park, FL 32789 | 4895670 |
| 600 BONITA DR, Winter Park, FL 32789 | 4865550 |
| 300 S INTERLACHEN AVE UNIT 601, Winter Park, FL 32789 | 4864500 |
| 300 S INTERLACHEN AVE UNIT 604, Winter Park, FL 32789 | 4864500 |
| 555 SYLVAN DR, Winter Park, FL 32789 | 4840030 |
| 968 PALMER AVE, Winter Park, FL 32789 | 4822240 |
| 540 N INTERLACHEN AVE, Winter Park, FL 32789 | 4797950 |
| 1750 VIA TUSCANY, Winter Park, FL 32789 | 4762790 |
| 1800 SUMMERLAND AVE, Winter Park, FL 32789 | 4695750 |
| 1312 GREEN COVE RD, Winter Park, FL 32789 | 4653590 |
| 935 GREENTREE DR, Winter Park, FL 32789 | 4649160 |
| 211 GENIUS DR, Winter Park, FL 32789 | 4626900 |
| 1013 TEMPLE GRV, Winter Park, FL 32789 | 4621680 |
| 1821 PINETREE RD, Winter Park, FL 32789 | 4611860 |
| 1400 GREEN COVE RD, Winter Park, FL 32789 | 4610300 |
| 730 VIA LUGANO, Winter Park, FL 32789 | 4587910 |
| 1807 VIA AMALFI, Winter Park, FL 32789 | 4584320 |
| 728 KIWI CIR, Winter Park, FL 32789 | 4579840 |
| 1400 ALABAMA DR, Winter Park, FL 32789 | 4565030 |
| 1308 GREEN COVE RD, Winter Park, FL 32789 | 4542430 |
| 1081 N PARK AVE, Winter Park, FL 32789 | 4531380 |
| 2008 VENETIAN WAY, Winter Park, FL 32789 | 4531190 |
| 1901 GIPSON GREEN LN, Winter Park, FL 32789 | 4527060 |
| 1402 GREEN COVE RD, Winter Park, FL 32789 | 4511550 |
| 616 SEMINOLE DR, Winter Park, FL 32789 | 4495680 |
| 1003 TEMPLE GRV, Winter Park, FL 32789 | 4487170 |
| 203 GENIUS DR, Winter Park, FL 32789 | 4485880 |
| 2120 VENETIAN WAY, Winter Park, FL 32789 | 4456430 |
| 490 E WEBSTER AVE, Winter Park, FL 32789 | 4447200 |
| 751 BONITA DR, Winter Park, FL 32789 | 4440560 |
| 1830 GIPSON GREEN LN, Winter Park, FL 32789 | 4433182 |
| 531 VIRGINIA DR, Winter Park, FL 32789 | 4413000 |
| 771 PINETREE RD, Winter Park, FL 32789 | 4407480 |
| 75 PALMER AVE, Winter Park, FL 32789 | 4398440 |
| 1100 PALMER AVE, Winter Park, FL 32789 | 4372240 |
| 1760 GAINES WAY, Winter Park, FL 32789 | 4345440 |
| 433 E NEW ENGLAND AVE, Winter Park, FL 32789 | 4344900 |
| 1316 GREEN COVE RD, Winter Park, FL 32789 | 4336000 |
| 500 N INTERLACHEN AVE, Winter Park, FL 32789 | 4323860 |
| 511 W CANTON AVE, Winter Park, FL 32789 | 4306600 |
| 1845 PINETREE RD, Winter Park, FL 32789 | 4302680 |
| 720 VIA BELLA, Winter Park, FL 32789 | 4293510 |
| 381 VIRGINIA DR, Winter Park, FL 32789 | 4291110 |
| 253 E WEBSTER AVE, Winter Park, FL 32789 | 4284170 |
| 300 S INTERLACHEN AVE UNIT 501, Winter Park, FL 32789 | 4257260 |
| 1112 PRESERVE POINT DR, Winter Park, FL 32789 | 4252620 |
| 1000 OLD ENGLAND AVE, Winter Park, FL 32789 | 4236890 |
| 343 CHEROKEE LN, Winter Park, FL 32789 | 4226910 |
| 716 N INTERLACHEN AVE, Winter Park, FL 32789 | 4225370 |
| 704 KIWI CIR, Winter Park, FL 32789 | 4219870 |
| 801 ELIZABETH DR, Winter Park, FL 32789 | 4216942 |
| 394 HENKEL CIR, Winter Park, FL 32789 | 4213760 |
| 301 VIRGINIA DR, Winter Park, FL 32789 | 4171740 |
| 1551 LAUREL RD, Winter Park, FL 32789 | 4144070 |
| 790 VIA LUGANO, Winter Park, FL 32789 | 4143290 |
| 1610 VIA TUSCANY, Winter Park, FL 32789 | 4136630 |
| 840 N PARK AVE, Winter Park, FL 32789 | 4129030 |
| 1404 GREEN COVE RD, Winter Park, FL 32789 | 4125280 |
| 476 SYLVAN DR, Winter Park, FL 32789 | 4122593 |
| 1128 PRESERVE POINT DR, Winter Park, FL 32789 | 4118330 |
| 11 ISLE OF SICILY, Winter Park, FL 32789 | 4114860 |
| 1381 COLLEGE PT, Winter Park, FL 32789 | 4107300 |
| 400 LAKEWOOD DR, Winter Park, FL 32789 | 4077930 |
| 375 VIRGINIA DR, Winter Park, FL 32789 | 4073410 |
| 117 GENIUS DR, Winter Park, FL 32789 | 4069710 |
| 790 N INTERLACHEN AVE, Winter Park, FL 32789 | 4063980 |
| 610 PALMER AVE, Winter Park, FL 32789 | 4046240 |
| 2040 SUMMERLAND AVE, Winter Park, FL 32789 | 4039850 |
| 953 LINCOLN CIR, Winter Park, FL 32789 | 4038320 |
| 1201 ALBERTA DR, Winter Park, FL 32789 | 4027555 |
| 731 PINETREE RD, Winter Park, FL 32789 | 4025080 |
| 225 TRISMEN TER, Winter Park, FL 32789 | 4024930 |
| 227 VIRGINIA DR, Winter Park, FL 32789 | 4021320 |
| 984 GENIUS DR, Winter Park, FL 32789 | 3989800 |
| 471 VIRGINIA DR, Winter Park, FL 32789 | 3985950 |
| 275 E WEBSTER AVE, Winter Park, FL 32789 | 3984830 |
| 785 VIA LOMBARDY, Winter Park, FL 32789 | 3982800 |
| 201 GENIUS DR, Winter Park, FL 32789 | 3961470 |
| 975 GREENTREE DR, Winter Park, FL 32789 | 3904750 |
| 1327 ALBERTA DR, Winter Park, FL 32789 | 3901520 |
| 460 VIRGINIA DR, Winter Park, FL 32789 | 3881960 |
| 900 N PARK AVE, Winter Park, FL 32789 | 3880100 |
| 231 CHELTON CIR, Winter Park, FL 32789 | 3877290 |
| 300 S INTERLACHEN AVE UNIT 204, Winter Park, FL 32789 | 3875410 |
| 600 VIA LUGANO, Winter Park, FL 32789 | 3873880 |
| 2161 SHARON RD, Winter Park, FL 32789 | 3868110 |
| 2219 AZALEA PL, Winter Park, FL 32789 | 3866850 |
| 1025 ANCHORAGE CT, Winter Park, FL 32789 | 3853150 |
| 1231 VIA SALERNO, Winter Park, FL 32789 | 3848750 |
| 651 PINETREE RD, Winter Park, FL 32789 | 3834830 |
| 1260 ALABAMA DR, Winter Park, FL 32789 | 3833780 |
| 171 GENIUS DR, Winter Park, FL 32789 | 3830250 |
| 690 N NEW YORK AVE, Winter Park, FL 32789 | 3797470 |
| 850 GEORGIA AVE, Winter Park, FL 32789 | 3797270 |
| 930 KEYES AVE, Winter Park, FL 32789 | 3795870 |
| 721 VIRGINIA DR, Winter Park, FL 32789 | 3777300 |
| 1761 PINETREE RD, Winter Park, FL 32789 | 3766880 |
| 675 OSCEOLA AVE, Winter Park, FL 32789 | 3760120 |
| 247 VIRGINIA DR, Winter Park, FL 32789 | 3756260 |
| 1208 N PARK AVE, Winter Park, FL 32789 | 3755270 |
| 1602 SUMMERLAND AVE, Winter Park, FL 32789 | 3731520 |
| 1210 N PARK AVE, Winter Park, FL 32789 | 3718450 |
| 1930 VIA VENETIA, Winter Park, FL 32789 | 3714800 |
| 300 S INTERLACHEN AVE UNIT 102, Winter Park, FL 32789 | 3712600 |
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