Osprey, FL Real Estate & Homes for Sale

100 of 648 results

3718 BOCA POINTE DRIVE, SARASOTA, FL 34238
Active
$1,650,000
4 bd • 4 ba • 5,345 sq ft
3718 BOCA POINTE DRIVE, SARASOTA, FL 34238
8250 SANDERLING ROAD, SARASOTA, FL 34242
Active
$18,900,000
5 bd • 7 ba • 15,146 sq ft
8250 SANDERLING ROAD, SARASOTA, FL 34242
385 N POINT ROAD UNIT 503, OSPREY, FL 34229
Active
$690,000
Condo
3 bd • 3 ba • 2,423 sq ft
385 N POINT ROAD UNIT 503, OSPREY, FL 34229
915 SEASIDE DRIVE UNIT 312, Weeks 32-33, SARASOTA, FL 34242
Active
$10,000
Condo
3 bd • 2 ba • 1,860 sq ft
915 SEASIDE DRIVE UNIT 312, Weeks 32-33, SARASOTA, FL 34242
385 N POINT ROAD UNIT 704, OSPREY, FL 34229
Active
$1,500,000
Condo
3 bd • 3 ba • 3,106 sq ft
385 N POINT ROAD UNIT 704, OSPREY, FL 34229
1300 N PORTOFINO DRIVE UNIT 305, SARASOTA, FL 34242
Active
$467,000
Condo
1 bd • 2 ba • 865 sq ft
1300 N PORTOFINO DRIVE UNIT 305, SARASOTA, FL 34242
110 VISTA HERMOSA CIRCLE UNIT 106B, SARASOTA, FL 34242
Active
$459,000
Condo
2 bd • 2 ba • 980 sq ft
110 VISTA HERMOSA CIRCLE UNIT 106B, SARASOTA, FL 34242
1848 SOUTHPOINTE DRIVE, SARASOTA, FL 34231
Active
$800,000
4 bd • 3 ba • 2,631 sq ft
1848 SOUTHPOINTE DRIVE, SARASOTA, FL 34231
915 SEASIDE DRIVE UNIT 511, Weeks 16-17, SARASOTA, FL 34242
Active
$60,000
Condo
4 bd • 4 ba • 2,765 sq ft
915 SEASIDE DRIVE UNIT 511, Weeks 16-17, SARASOTA, FL 34242
1216 N CASEY KEY ROAD, OSPREY, FL 34229
Active
$10,750,000
5 bd • 8 ba • 15,522 sq ft
1216 N CASEY KEY ROAD, OSPREY, FL 34229
Active
$4,650,000
Condo
4 bd • 4 ba • 2,773 sq ft
1035 SEASIDE DRIVE UNIT 503, SARASOTA, FL 34242
Active
$1,395,000
Condo
3 bd • 3 ba • 2,904 sq ft
3603 N POINT ROAD UNIT 702, OSPREY, FL 34229
Active
$8,000,000
8 bd • 9 ba • 6,469 sq ft
7007 POINT OF ROCKS ROAD, SARASOTA, FL 34242
Active
$589,000
Condo
2 bd • 2 ba • 1,230 sq ft
1250 N PORTOFINO DRIVE UNIT 408, SARASOTA, FL 34242
Active
$6,400,000
5 bd • 5 ba • 7,337 sq ft
3240 CASEY KEY ROAD, NOKOMIS, FL 34275
Active
$32,500
Condo
0 bd • 0 ba • 0 sq ft
570 BLACKBURN POINT ROAD UNIT 38, OSPREY, FL 34229
Active
$625,000
Condo
3 bd • 3 ba • 2,968 sq ft
3621 N POINT ROAD UNIT 301, OSPREY, FL 34229
Active
$125,000
Condo
3 bd • 3 ba • 1,920 sq ft
915 SEASIDE DRIVE UNIT 606, Weeks 14-17, SARASOTA, FL 34242
Active
$115,000
Condo
3 bd • 3 ba • 2,015 sq ft
915 SEASIDE DRIVE UNIT 410, Weeks 4-7, SARASOTA, FL 34242
Active
$399,000
Condo
1 bd • 1 ba • 1,128 sq ft
1624 STICKNEY POINT ROAD UNIT 24-407, SARASOTA, FL 34231
Active
$80,000
Condo
3 bd • 2 ba • 1,860 sq ft
915 SEASIDE DRIVE UNIT 312, Weeks 8-9, SARASOTA, FL 34242
Active
$575,000
2 bd • 2 ba • 1,860 sq ft
1648 IDLE LANE, SARASOTA, FL 34231
Active
$1,995,000
Condo
3 bd • 3 ba • 3,355 sq ft
401 N POINT ROAD UNIT 1001, OSPREY, FL 34229
Active
$3,000,000
Condo
3 bd • 3 ba • 2,304 sq ft
6512 MIDNIGHT PASS ROAD UNIT 301, SARASOTA, FL 34242
Active
$36,000
Condo
0 bd • 0 ba • 0 sq ft
570 BLACKBURN POINT ROAD UNIT 26, OSPREY, FL 34229
Active
$189,000
Condo
2 bd • 2 ba • 1,023 sq ft
2300 STICKNEY POINT ROAD UNIT 102, SARASOTA, FL 34231
Active
$275,000
Condo
2 bd • 2 ba • 1,810 sq ft
7170 WOOD CREEK DRIVE UNIT 40, SARASOTA, FL 34231
Active
$42,500
Condo
0 bd • 0 ba • 0 sq ft
570 BLACKBURN POINT ROAD UNIT 11, OSPREY, FL 34229
Active
$4,275,000
Condo
3 bd • 4 ba • 2,602 sq ft
1035 SEASIDE DRIVE UNIT 305, SARASOTA, FL 34242
Active
$9,750,000
3 bd • 4 ba • 9,905 sq ft
3761 CASEY KEY ROAD, NOKOMIS, FL 34275
Active
$1,500,000
2 bd • 3 ba • 4,414 sq ft
7716 CLUB LANE, SARASOTA, FL 34238
Active
$2,695,000
4 bd • 4 ba • 5,703 sq ft
8560 HERON LAGOON CIRCLE, SARASOTA, FL 34242
Active
$1,049,000
Condo
2 bd • 2 ba • 1,415 sq ft
6518 MIDNIGHT PASS ROAD UNIT 407, SARASOTA, FL 34242
Active
$149,900
Condo
1 bd • 1 ba • 759 sq ft
4138 CENTRAL SARASOTA PARKWAY UNIT 1516, SARASOTA, FL 34238
Active
$200,000
Condo
2 bd • 2 ba • 1,387 sq ft
211 WOODLAND DRIVE UNIT 211, OSPREY, FL 34229
Active
$654,000
3 bd • 2 ba • 2,696 sq ft
5573 LUCIA PLACE, SARASOTA, FL 34238
Active
$75,000
Condo
3 bd • 3 ba • 1,920 sq ft
915 SEASIDE DRIVE UNIT 504, Weeks 6-7, SARASOTA, FL 34242
Active
$174,500
Condo
2 bd • 2 ba • 951 sq ft
2280 STICKNEY POINT ROAD UNIT 432, SARASOTA, FL 34231
Active
$519,000
Condo
2 bd • 2 ba • 1,555 sq ft
786 SARABAY ROAD UNIT 19, OSPREY, FL 34229
Active
$699,000
Condo
3 bd • 2 ba • 2,032 sq ft
242 HIDDEN BAY DRIVE UNIT 302, OSPREY, FL 34229
Active
$655,000
Condo
2 bd • 3 ba • 2,052 sq ft
57 BISHOPS COURT ROAD UNIT 121, OSPREY, FL 34229
Active
$399,000
Condo
2 bd • 2 ba • 1,368 sq ft
1519 PELICAN POINT DRIVE UNIT 288, SARASOTA, FL 34231
Active
$275,000
Condo
2 bd • 2 ba • 1,226 sq ft
4205 CASTLEBRIDGE LANE UNIT 1112, SARASOTA, FL 34238
Active
$329,000
Condo
1 bd • 1 ba • 937 sq ft
1520 PELICAN POINT DRIVE UNIT BA251, SARASOTA, FL 34231
Active
$349,000
Condo
2 bd • 2 ba • 1,330 sq ft
1708 GLENHOUSE DRIVE UNIT 313, SARASOTA, FL 34231
Active
$730,000
2 bd • 2 ba • 2,776 sq ft
7261 VILLA D ESTE DRIVE, SARASOTA, FL 34238
Active
$699,000
Condo
3 bd • 2 ba • 1,736 sq ft
14041 BELLAGIO WAY UNIT 415, OSPREY, FL 34229
Active
$144,900
2 bd • 2 ba • 959 sq ft
2224 CA D ORO DRIVE, SARASOTA, FL 34238
Active
$2,250,000
4 bd • 4 ba • 5,670 sq ft
433 E MACEWEN DRIVE, OSPREY, FL 34229
Active
$6,750,000
6 bd • 6 ba • 5,515 sq ft
7152 POINT OF ROCKS CIRCLE, SARASOTA, FL 34242
Active
$1,795,000
3 bd • 4 ba • 2,928 sq ft
7221 PLOVERS WAY, SARASOTA, FL 34242
Active
$2,800,000
3 bd • 4 ba • 3,328 sq ft
8213 MIDNIGHT PASS ROAD, SARASOTA, FL 34242
Active
$240,000
Condo
2 bd • 2 ba • 1,209 sq ft
4106 CENTRAL SARASOTA PARKWAY UNIT 1023, SARASOTA, FL 34238
Active
$3,700,000
4 bd • 4 ba • 6,661 sq ft
3201 CASEY KEY ROAD, NOKOMIS, FL 34275
Active
$575,000
2 bd • 2 ba • 2,463 sq ft
9559 FOREST HILLS CIRCLE, SARASOTA, FL 34238
Active
$699,000
3 bd • 2 ba • 2,480 sq ft
110 PINE AVENUE, OSPREY, FL 34229
Active
$1,200,000
4 bd • 3 ba • 2,474 sq ft
700 FAITH AVENUE, OSPREY, FL 34229
Active
$349,000
Condo
3 bd • 2 ba • 1,565 sq ft
1636 BROOKHOUSE DRIVE UNIT 230, SARASOTA, FL 34231
Active
$1,899,000
3 bd • 4 ba • 5,162 sq ft
12012 LEGACY ESTATES BOULEVARD, SARASOTA, FL 34238
Active
$1,299,000
2 bd • 2 ba • 1,994 sq ft
8534 HERON LAGOON CIRCLE, SARASOTA, FL 34242
Active
$2,100,000
4 bd • 4 ba • 5,824 sq ft
448 E MACEWEN DRIVE, OSPREY, FL 34229
Active
$330,000
Condo
1 bd • 1 ba • 999 sq ft
1520 PELICAN POINT DRIVE UNIT 155, SARASOTA, FL 34231
Active
$269,900
Condo
1 bd • 1 ba • 1,000 sq ft
1630 STICKNEY POINT ROAD UNIT 101, SARASOTA, FL 34231
Active
$1,000,000
Condo
2 bd • 2 ba • 2,348 sq ft
1374 MOONMIST DRIVE UNIT B1, SARASOTA, FL 34242
Active
$599,000
Condo
3 bd • 3 ba • 2,250 sq ft
409 N POINT ROAD UNIT 502, OSPREY, FL 34229
Active
$699,000
Condo
3 bd • 3 ba • 3,541 sq ft
3603 N POINT ROAD UNIT 202, OSPREY, FL 34229
Active
$449,900
3 bd • 2 ba • 1,380 sq ft
2343 EUGENE STREET, SARASOTA, FL 34231
Active
$99,000
1 bd • 1 ba • 889 sq ft
2037 CHAMPION STREET, SARASOTA, FL 34231
Active
$2,895,000
Condo
5 bd • 7 ba • 4,404 sq ft
6910 MIDNIGHT PASS ROAD UNIT A, SARASOTA, FL 34242
Active
$129,900
Condo
2 bd • 2 ba • 887 sq ft
2094 GONDOLA DRIVE UNIT 145, SARASOTA, FL 34238
Active
$164,900
Condo
2 bd • 2 ba • 1,144 sq ft
2282 PIAZZA DRIVE UNIT 117, SARASOTA, FL 34238
Active
$2,650,000
Condo
2 bd • 3 ba • 1,805 sq ft
1035 SEASIDE DRIVE UNIT 404, SARASOTA, FL 34242
Active
$499,990
2 bd • 2 ba • 1,872 sq ft
7460 MARIANA DRIVE, SARASOTA, FL 34231
Active
$525,000
Condo
3 bd • 2 ba • 1,712 sq ft
1511 PELICAN POINT DRIVE UNIT 279, SARASOTA, FL 34231
Active
$375,000
Condo
2 bd • 2 ba • 1,297 sq ft
1752 STICKNEY POINT ROAD UNIT 102, SARASOTA, FL 34231
Active
$4,300,000
3 bd • 5 ba • 6,405 sq ft
7233 PINE NEEDLE ROAD, SARASOTA, FL 34242
Active
$676,990
4 bd • 4 ba • 3,736 sq ft
9882 CRYSTAL ISLES CIRCLE, SARASOTA, FL 34241
Active
$10,600,000
4 bd • 5 ba • 12,596 sq ft
3210 CASEY KEY ROAD, NOKOMIS, FL 34275
Active
$1,199,000
3 bd • 3 ba • 3,685 sq ft
1527 BUOY LANE, OSPREY, FL 34229
Active
$5,650,000
7 bd • 9 ba • 8,903 sq ft
6536 PEACOCK ROAD, SARASOTA, FL 34242
Active
$230,000
Condo
2 bd • 2 ba • 1,562 sq ft
7214 CLOISTER DRIVE UNIT 7214, SARASOTA, FL 34231
Active
$475,000
Condo
3 bd • 2 ba • 1,528 sq ft
1633 BOATHOUSE CIRCLE UNIT 232, SARASOTA, FL 34231
Active
$2,725,000
4 bd • 4 ba • 3,568 sq ft
8555 HERON LAGOON CIRCLE, SARASOTA, FL 34242
Active
$1,250,000
Condo
3 bd • 3 ba • 2,837 sq ft
409 N POINT ROAD UNIT 601, OSPREY, FL 34229
Active
$449,900
Condo
2 bd • 2 ba • 1,731 sq ft
12410 OSORIO COURT UNIT 203, SARASOTA, FL 34238
Active
$399,990
3 bd • 3 ba • 2,254 sq ft
6056 DRY TORTUGAS DRIVE, SARASOTA, FL 34241
Active
$595,000
3 bd • 2 ba • 2,685 sq ft
7687 ULIVA WAY, SARASOTA, FL 34238
Active
$1,195,000
Condo
3 bd • 3 ba • 2,925 sq ft
6275 MIDNIGHT PASS ROAD UNIT 6275, SARASOTA, FL 34242
Active
$719,000
4 bd • 3 ba • 3,619 sq ft
8809 HAVENRIDGE DRIVE, SARASOTA, FL 34238
Active
$159,000
Condo
2 bd • 2 ba • 1,601 sq ft
207 RUBENS DRIVE UNIT G, NOKOMIS, FL 34275
Active
$450,000
Condo
3 bd • 2 ba • 2,018 sq ft
5235 PARISIENNE PLACE UNIT 101B28, SARASOTA, FL 34238
Active
$59,000
Condo
3 bd • 3 ba • 1,920 sq ft
915 SEASIDE DRIVE UNIT 607, Weeks 14-15, SARASOTA, FL 34242
Active
$59,000
Condo
3 bd • 3 ba • 1,920 sq ft
915 SEASIDE DRIVE UNIT 606, Weeks 12-13, SARASOTA, FL 34242
Active
$609,000
4 bd • 2 ba • 2,895 sq ft
472 PARK TRACE BOULEVARD, OSPREY, FL 34229
Active
$2,750,000
4 bd • 3 ba • 3,780 sq ft
7614 PENINSULAR DRIVE, SARASOTA, FL 34231
Active
$225,000
Condo
1 bd • 2 ba • 1,099 sq ft
1508 PELICAN COVE ROAD UNIT 231, SARASOTA, FL 34231
Active
$649,000
Condo
2 bd • 2 ba • 1,279 sq ft
9393 MIDNIGHT PASS ROAD UNIT 606, SARASOTA, FL 34242
Active
$664,000
3 bd • 3 ba • 3,080 sq ft
8684 WOODBRIAR DRIVE, SARASOTA, FL 34238
Active
$3,750,000
5 bd • 5 ba • 6,629 sq ft
8008 MIDNIGHT PASS ROAD, SARASOTA, FL 34242
Active
$775,000
Condo
2 bd • 2 ba • 1,029 sq ft
6312 MIDNIGHT PASS ROAD UNIT 305S, SARASOTA, FL 34242
Page 1 of 7 (648 results)
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Lubbock Association of REALTORS®

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Greater El Paso Association of REALTORS®

The data relating to real estate for sale on this web site comes in part from the IDX Program of the Greater El Paso Association of REALTORS®. Real estate listings held by brokerage firms other than Zillow, Inc are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing brokers. Listing data is deemed reliable but not guaranteed. Copyright 2026 the Greater El Paso Association of REALTORS®, MLS Inc. All rights reserved.

Laredo Association of REALTORS®

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Central Texas MLS

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ZIP Codes Near Osprey

3423834249342313424234233342293423934241

Osprey, FL Market Summary

Current MLS market statistics for active listings in this area.

Active listings126
New listings last 30 days20
Median list price$737,000
Median price per sq ft$365
List price range$32,500 - $10,750,000
Median bedrooms3
Median bathrooms3
Median living area2,251 sq ft
Typical HOA fees$120 – $5,700 / month

Medians are based on 126 sampled active listings when available.

Osprey Area Overview

Population5,943
Median Household Income$103,516
Median Age64.5
Land Area5.23 sq mi
Water Area0.85 sq mi
Population Density1,137.2 / sq mi
Owner-Occupied Housing86.6%

Source: U.S. Census Bureau (ACS 5-year estimates)