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Homes for Sale in Osprey, FL 34229

96 of 96 results

112 Osprey Point Dr, OSPREY, FL 34229
Active
Stellar MLS
$6,449,000
Single Family Residence
6 bd • 6 ba • 8,621 sq ft
112 Osprey Point Dr, OSPREY, FL 34229
DOUGLAS ELLIMAN
75 Osprey Point Dr, OSPREY, FL 34229
Active
Stellar MLS
$1,595,000
Single Family Residence
4 bd • 4 ba • 4,001 sq ft
75 Osprey Point Dr, OSPREY, FL 34229
COLDWELL BANKER REALTY
538 Dove Pointe, OSPREY, FL 34229
Active
Stellar MLS
$1,950,000
Single Family Residence
4 bd • 6 ba • 4,346 sq ft
538 Dove Pointe, OSPREY, FL 34229
GENEROUS PROPERTY
5100 Jessie Harbor Dr # 404, OSPREY, FL 34229
Active
Stellar MLS
$599,000
Condominium
2 bd • 2 ba • 2,143 sq ft
5100 Jessie Harbor Dr # 404, OSPREY, FL 34229
MICHAEL SAUNDERS & COMPANY
6100 Jessie Harbor Dr # 202, OSPREY, FL 34229
Active
Stellar MLS
$798,000
Condominium
3 bd • 4 ba • 3,771 sq ft
6100 Jessie Harbor Dr # 202, OSPREY, FL 34229
CORCORAN DWELLINGS REALTY
108 Villa Dr # 108, OSPREY, FL 34229
Active
Stellar MLS
$299,950
Villa
2 bd • 2 ba • 1,593 sq ft
108 Villa Dr # 108, OSPREY, FL 34229
LOKATION
2046 Cordes St, OSPREY, FL 34229
Active
Stellar MLS
$585,000
Single Family Residence
3 bd • 2 ba • 1,705 sq ft
2046 Cordes St, OSPREY, FL 34229
MICHAEL SAUNDERS & COMPANY
2309 Jessie Harbor Dr # 2402, OSPREY, FL 34229
Active
Stellar MLS
$497,000
Condominium
3 bd • 3 ba • 2,006 sq ft
2309 Jessie Harbor Dr # 2402, OSPREY, FL 34229
MICHAEL SAUNDERS & COMPANY
144 Park Trace Blvd, OSPREY, FL 34229
Pending
Stellar MLS
$850,000
Single Family Residence
4 bd • 3 ba • 2,468 sq ft
144 Park Trace Blvd, OSPREY, FL 34229
GOLF & BAY PROPERTIES LLC
264 Woods Point Rd # 264, OSPREY, FL 34229
Active
Stellar MLS
$695,000
Condominium
3 bd • 3 ba • 2,837 sq ft
264 Woods Point Rd # 264, OSPREY, FL 34229
MICHAEL SAUNDERS & COMPANY
Active
Stellar MLS
$999,900
Condominium
3 bd • 3 ba • 2,187 sq ft
14021 Bellagio Way # 404, OSPREY, FL 34229
PREMIER SOTHEBYS INTL REALTY
Active
Stellar MLS
$1,289,000
Single Family Residence
3 bd • 4 ba • 3,112 sq ft
156 Bishops Court Rd, OSPREY, FL 34229
DOUGLAS ELLIMAN
Active
Stellar MLS
$1,770,000
Single Family Residence
3 bd • 2 ba • 2,411 sq ft
206 Four Knot Ln, OSPREY, FL 34229
REALTY ONE GROUP MVP
Active
Stellar MLS
$1,495,000
Single Family Residence
3 bd • 3 ba • 2,591 sq ft
226 Saint James Park, OSPREY, FL 34229
KELLER WILLIAMS ON THE WATER S
Active
NABOR Naples
$1,770,000
Single Family Residence
3 bd • 2 ba • 2,411 sq ft
206 Four Knot Ln, OSPREY, FL 34229
Realty One Group MVP
Active
Stellar MLS
$525,000
Single Family Residence
4 bd • 2 ba • 1,861 sq ft
4428 Conchfish Ln, OSPREY, FL 34229
HORIZON REALTY INTERNATIONAL
Pending
Stellar MLS
$1,250,000
Condominium
3 bd • 3 ba • 2,203 sq ft
401 N Point Rd # 903, OSPREY, FL 34229
COLDWELL BANKER REALTY
Active
Stellar MLS
$1,100,000
Single Family Residence
5 bd • 4 ba • 3,354 sq ft
296 Pine Ranch Trl, OSPREY, FL 34229
BEYOND REALTY LLC
Active
Stellar MLS
$1,100,000
Single Family Residence
4 bd • 3 ba • 3,984 sq ft
907 Eagle Isle Ct, OSPREY, FL 34229
CENTURY 21 ROSEBAY
Active
Stellar MLS
$9,750,000
Single Family Residence
5 bd • 8 ba • 8,050 sq ft
1216 N Casey Key Rd, OSPREY, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
Active
Stellar MLS
$1,150,000
Single Family Residence
3 bd • 2 ba • 2,084 sq ft
210 Patterson Ave, OSPREY, FL 34229
REALTY ONE GROUP MVP
Active
Stellar MLS
$409,900
Townhouse
2 bd • 2 ba • 1,725 sq ft
1811 Highland Rd, OSPREY, FL 34229
REALTY OF RIVERVIEW LLC
Active
Stellar MLS
$459,900
Condominium
3 bd • 3 ba • 2,594 sq ft
401 N Point Rd # 301, OSPREY, FL 34229
COLDWELL BANKER REALTY
Active
Stellar MLS
$1,495,000
Single Family Residence
3 bd • 4 ba • 2,913 sq ft
360 N Point Rd, OSPREY, FL 34229
COLDWELL BANKER REALTY
Active
Stellar MLS
$275,000
Condominium
1 bd • 1 ba • 623 sq ft
51 Macewen Dr # 12, OSPREY, FL 34229
COLDWELL BANKER REALTY
Active
Stellar MLS
$629,000
Condominium
3 bd • 3 ba • 2,203 sq ft
401 N Point Rd # 603, OSPREY, FL 34229
COLDWELL BANKER REALTY
Active
Stellar MLS
$560,000
Condominium
3 bd • 3 ba • 2,594 sq ft
409 N Point Rd # 401, OSPREY, FL 34229
COLDWELL BANKER REALTY
Active
Stellar MLS
$789,000
Single Family Residence
3 bd • 2 ba • 2,246 sq ft
21 Bayhead Ln, OSPREY, FL 34229
COLDWELL BANKER REALTY
Active
Stellar MLS
$285,000
Condominium
1 bd • 1 ba • 595 sq ft
51 Macewen Dr # 14, OSPREY, FL 34229
COLDWELL BANKER REALTY
Active
Stellar MLS
$525,000
Condominium
3 bd • 3 ba • 2,680 sq ft
3621 N Point Rd # 301, OSPREY, FL 34229
COLDWELL BANKER REALTY
Active
Stellar MLS
$317,000
Condominium
3 bd • 2 ba • 1,430 sq ft
4213 Expedition Way # 107, OSPREY, FL 34229
DALTON WADE INC
Active
Stellar MLS
$599,000
Condominium
3 bd • 3 ba • 2,055 sq ft
409 N Point Rd # 502, OSPREY, FL 34229
GENEROUS PROPERTY
Active
Stellar MLS
$615,000
Condominium
3 bd • 3 ba • 2,055 sq ft
385 N Point Rd # 402, OSPREY, FL 34229
GENEROUS PROPERTY
Active
Stellar MLS
$749,000
Single Family Residence
3 bd • 2 ba • 2,034 sq ft
103 Bishops Court Rd, OSPREY, FL 34229
GENEROUS PROPERTY
Active
Stellar MLS
$769,000
Single Family Residence
3 bd • 2 ba • 2,310 sq ft
13 Bayhead Ln, OSPREY, FL 34229
GENEROUS PROPERTY
Active
Stellar MLS
$875,000
Single Family Residence
3 bd • 2 ba • 2,271 sq ft
293 Turquoise Ln, OSPREY, FL 34229
GENEROUS PROPERTY
Active
Stellar MLS
$985,000
Condominium
3 bd • 3 ba • 2,203 sq ft
409 N Point Rd # 803, OSPREY, FL 34229
GENEROUS PROPERTY
Active
Stellar MLS
$1,100,000
Condominium
3 bd • 3 ba • 2,778 sq ft
385 N Point Rd # 304, OSPREY, FL 34229
GENEROUS PROPERTY
Active
Stellar MLS
$1,250,000
Condominium
3 bd • 3 ba • 2,594 sq ft
409 N Point Rd # 601, OSPREY, FL 34229
GENEROUS PROPERTY
Active
Stellar MLS
$1,395,000
Condominium
3 bd • 3 ba • 2,545 sq ft
3603 N Point Rd # 702, OSPREY, FL 34229
GENEROUS PROPERTY
Active
Stellar MLS
$1,595,000
Single Family Residence
3 bd • 4 ba • 4,241 sq ft
909 Macewen Dr, OSPREY, FL 34229
GENEROUS PROPERTY
Active
Stellar MLS
$1,995,000
Condominium
3 bd • 3 ba • 3,029 sq ft
401 N Point Rd # 1001, OSPREY, FL 34229
GENEROUS PROPERTY
Active
Stellar MLS
$2,395,000
Single Family Residence
3 bd • 4 ba • 4,519 sq ft
852 Macewen Dr, OSPREY, FL 34229
GENEROUS PROPERTY
Active
Beaches MLS
$1,100,000
Single Family Residence
5 bd • 3 ba • 3,912 sq ft
674 Clear Creek Dr, Sarasota, FL 34229
United Realty Group Inc.
Pending
Stellar MLS
$1,480,000
Condominium
3 bd • 3 ba • 2,594 sq ft
401 N Point Rd # 701, OSPREY, FL 34229
COLDWELL BANKER REALTY
Pending
Stellar MLS
$1,050,000
Single Family Residence
3 bd • 2 ba • 2,255 sq ft
292 Turquoise Ln, OSPREY, FL 34229
COLDWELL BANKER REALTY
Active
Stellar MLS
$4,790,000
Single Family Residence
4 bd • 6 ba • 5,087 sq ft
101 Osprey Point Dr, OSPREY, FL 34229
DOUGLAS ELLIMAN
Pending
Stellar MLS
$420,000
Single Family Residence
3 bd • 2 ba • 1,478 sq ft
212 Washington Ave, OSPREY, FL 34229
MARK SPAIN REAL ESTATE
Active
Stellar MLS
$529,000
Single Family Residence
4 bd • 2 ba • 2,203 sq ft
583 Pine Ranch East Rd, OSPREY, FL 34229
GALLERY PROPERTIES INTERNATIONAL
Active
Stellar MLS
$5,999,999
Single Family Residence
4 bd • 5 ba • 5,337 sq ft
313 Lookout Point Dr, OSPREY, FL 34229
MICHAEL SAUNDERS & COMPANY
Active
Stellar MLS
$319,000
Townhouse
2 bd • 3 ba • 1,240 sq ft
1819 Highland Rd, OSPREY, FL 34229
MICHAEL SAUNDERS & COMPANY
Active
Stellar MLS
$109,900
Manufactured Home
2 bd • 2 ba • 864 sq ft
348 Tropic Dr, OSPREY, FL 34229
FINE PROPERTIES
Active
Stellar MLS
$760,000
Single Family Residence
3 bd • 2 ba • 2,474 sq ft
1495 Landview Ln, OSPREY, FL 34229
PAT WILLIAMS REALTY, LLC
Active
Stellar MLS
$719,000
Condominium
3 bd • 2 ba • 1,937 sq ft
280 Hidden Bay Dr # 302, OSPREY, FL 34229
BERKSHIRE HATHAWAY HOMESERVICE
Active
Stellar MLS
$165,900
Condominium
1 bd • 1 ba • 586 sq ft
701 Pine Run Dr # 701, OSPREY, FL 34229
PAT WILLIAMS REALTY, LLC
Active
Stellar MLS
$2,199,999
Single Family Residence
4 bd • 4 ba • 4,578 sq ft
154 Lookout Point Dr, OSPREY, FL 34229
FLAT FEE MLS REALTY
Pending
Stellar MLS
$550,000
Single Family Residence
3 bd • 2 ba • 1,731 sq ft
547 Meadow Sweet Cir, OSPREY, FL 34229
MICHAEL SAUNDERS & COMPANY
Active
Stellar MLS
$540,000
Condominium
3 bd • 3 ba • 2,040 sq ft
1140 Beachcomber Ct # 11, OSPREY, FL 34229
LISTWITHFREEDOM.COM
Active
Stellar MLS
$249,900
Condominium
2 bd • 2 ba • 1,325 sq ft
116 Woodland Pl # 116, OSPREY, FL 34229
PAT WILLIAMS REALTY, LLC
Pending
Stellar MLS
$285,000
Condominium
2 bd • 2 ba • 1,316 sq ft
108 Woodland Pl # 108, OSPREY, FL 34229
PAT WILLIAMS REALTY, LLC
Active
Stellar MLS
$1,095,000
Single Family Residence
4 bd • 3 ba • 2,770 sq ft
403 Longbow Trl, OSPREY, FL 34229
DALTON WADE INC
Active
Stellar MLS
$510,000
Single Family Residence
3 bd • 2 ba • 2,004 sq ft
4429 Conchfish Ln, OSPREY, FL 34229
EXP REALTY, LLC
Active
Stellar MLS
$739,000
Single Family Residence
3 bd • 2 ba • 2,328 sq ft
299 Turquoise Ln, OSPREY, FL 34229
BRIGHT REALTY
Active
Stellar MLS
$700,000
Condominium
2 bd • 2 ba • 1,932 sq ft
242 Hidden Bay Dr # 602, OSPREY, FL 34229
FIRST LIGHT REAL ESTATE
Active
Stellar MLS
$284,900
Townhouse
2 bd • 2 ba • 1,244 sq ft
184 Explorer Dr, OSPREY, FL 34229
DALTON WADE INC
Pending
Stellar MLS
$2,750,000
Single Family Residence
4 bd • 5 ba • 5,323 sq ft
447 E Macewen Dr, OSPREY, FL 34229
COLDWELL BANKER REALTY
Pending
Stellar MLS
$1,800,000
Single Family Residence
3 bd • 4 ba • 3,665 sq ft
222 Saint James Park, OSPREY, FL 34229
COLDWELL BANKER REALTY
Pending
Stellar MLS
$3,100,000
Single Family Residence
3 bd • 4 ba • 3,122 sq ft
321 Lookout Point Dr, OSPREY, FL 34229
COLDWELL BANKER REALTY
Pending
Stellar MLS
$1,200,000
Single Family Residence
4 bd • 3 ba • 2,474 sq ft
700 Faith Ave, OSPREY, FL 34229
LACEY REALTY INC
Active
Stellar MLS
$1,950,000
Single Family Residence
5 bd • 6 ba • 4,885 sq ft
97 Sugar Mill Dr, OSPREY, FL 34229
PALM PARADISE REALTY GROUP
Active
Stellar MLS
$1,165,000
Single Family Residence
3 bd • 3 ba • 2,830 sq ft
1527 Buoy Ln, OSPREY, FL 34229
BRIGHT REALTY
Active
Stellar MLS
$425,000
Villa
2 bd • 2 ba • 1,574 sq ft
780 SARABAY ROAD #16, OSPREY, FL 34229
RMS ELITE PROPERTIES
Active
NABOR Naples
$749,900
Single Family Residence
3 bd • 3 ba • 2,621 sq ft
1117 Millpond Ct, OSPREY, FL 34229
Hovland Realty, LLC
Active
Stellar MLS
$419,000
Single Family Residence
3 bd • 2 ba • 1,760 sq ft
524 Sarabay Rd, OSPREY, FL 34229
SUN N SAND REAL ESTATE LLC
Active
Stellar MLS
$700,000
Single Family Residence
4 bd • 4 ba • 2,950 sq ft
759 Fordingbridge Way, OSPREY, FL 34229
BEYCOME OF FLORIDA LLC
Active
Stellar MLS
$89,000
Dock-Rackominium
0 bd • 0 ba • 0 sq ft
570 Blackburn Point Rd # 23, OSPREY, FL 34229
MICHAEL SAUNDERS & COMPANY
Active
Stellar MLS
$775,000
Condominium
3 bd • 3 ba • 1,950 sq ft
260 Hidden Bay Dr # 402, OSPREY, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
Active
Stellar MLS
$185,000
Manufactured Home
2 bd • 2 ba • 1,199 sq ft
320 Tropic Dr, OSPREY, FL 34229
RE/MAX PALM
Active
Stellar MLS
$36,000
Dock-Rackominium
0 bd • 0 ba • 0 sq ft
570 Blackburn Point Rd # 26, OSPREY, FL 34229
BRIGHT REALTY
Active
Stellar MLS
$395,000
Condominium
2 bd • 2 ba • 1,255 sq ft
7204 Jessie Harbor Dr # 7204, OSPREY, FL 34229
GENEROUS PROPERTY
Active
Stellar MLS
$299,000
Condominium
2 bd • 2 ba • 1,135 sq ft
4226 Frontier Ln # 103, OSPREY, FL 34229
COLDWELL BANKER REALTY
Active
Stellar MLS
$1,900,000
Single Family Residence
5 bd • 8 ba • 5,986 sq ft
916 Macewen Dr, OSPREY, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
Active
Stellar MLS
$99,500
Dock-Rackominium
0 bd • 0 ba • 0 sq ft
570 Blackburn Point Rd # 36, OSPREY, FL 34229
BRIGHT REALTY
Active
Stellar MLS
$700,000
Condominium
3 bd • 2 ba • 1,799 sq ft
14041 Bellagio Way # 214, OSPREY, FL 34229
COLDWELL BANKER REALTY
Active
Stellar MLS
$825,000
Single Family Residence
3 bd • 2 ba • 2,188 sq ft
599 Pine Ranch East Rd, OSPREY, FL 34229
GENEROUS PROPERTY
Active
Stellar MLS
$6,475,000
Single Family Residence
5 bd • 6 ba • 4,096 sq ft
121 N Casey Key Rd, OSPREY, FL 34229
DOUGLAS ELLIMAN
Active
Stellar MLS
$3,295,000
Single Family Residence
3 bd • 5 ba • 2,572 sq ft
135 Tina Island Dr, OSPREY, FL 34229
GENEROUS PROPERTY
Active
Stellar MLS
$39,500
Dock-Rackominium
0 bd • 0 ba • 0 sq ft
570 Blackburn Point Rd # 11, OSPREY, FL 34229
MICHAEL SAUNDERS & COMPANY
Active
Stellar MLS
$649,000
Single Family Residence
3 bd • 2 ba • 2,058 sq ft
110 Pine Ave, OSPREY, FL 34229
BRIGHT REALTY
Active
Stellar MLS
$109,000
Dock-Rackominium
0 bd • 0 ba • 0 sq ft
570 Blackburn Point Rd # 13, OSPREY, FL 34229
BRIGHT REALTY
Active
Stellar MLS
$115,000
Dock-Rackominium
0 bd • 0 ba • 0 sq ft
570 Blackburn Point Rd # 43, OSPREY, FL 34229
BRIGHT REALTY
Active
Stellar MLS
$299,990
Townhouse
2 bd • 2 ba • 1,135 sq ft
4296 Expedition Way # 104, OSPREY, FL 34229
EXP REALTY LLC
Active
Stellar MLS
$2,399,000
Single Family Residence
4 bd • 4 ba • 3,953 sq ft
49 Osprey Point Dr, OSPREY, FL 34229
MICHAEL SAUNDERS & COMPANY
Active
Stellar MLS
$235,000
Condominium
1 bd • 1 ba • 595 sq ft
51 Macewen Dr # 5, OSPREY, FL 34229
342 REAL ESTATE
Active
Stellar MLS
$2,700,000
Single Family Residence
6 bd • 7 ba • 6,246 sq ft
236 Saint James Park, OSPREY, FL 34229
MICHAEL SAUNDERS & COMPANY
Pending
Stellar MLS
$829,000
Single Family Residence
4 bd • 3 ba • 2,876 sq ft
1211 Lost Creek Ct, OSPREY, FL 34229
GENEROUS PROPERTY

Data Powered by Home Junction, Inc.

ZIP 34229 local snapshot

Osprey · Sarasota County · FL

Population

7,237

Median household income

$93,949

Median home value

$635,800

Census owner-occupied value estimate ($635,800) reflects ACS survey data with a longer lag than current MLS list prices ($754,950 median on this page).

Homeownership rate

88.8%

Housing tenure

Owner-occupied 88.8% · Renter-occupied 11.2%

88.8% own

Owner-occupiedRenter-occupied

How ZIP 34229 compares to Sarasota County

Benchmarks use Census ACS data across 25 ZIP codes in Sarasota County.

Median home value

43% above the county average
ZIP 34229$635,800
Sarasota County average$444,236

Median household income

10% above the county average
ZIP 34229$93,949
Sarasota County average$85,331

Homeownership rate

15% above the county average
ZIP 3422988.8%
Sarasota County average77.5%

Nearby ZIP code comparison

See how ZIP 34229 stacks up against neighboring areas by median home value and income.

ZIPAreaMedian home valueMedian income
34229Osprey$635,800$93,949
34275Nokomis$435,600$84,503
34238Sarasota$532,800$94,583
34232Sarasota$332,600$81,041
34231Sarasota$363,400$69,721
34242Sarasota$995,900$122,143

Source: U.S. Census Bureau ACS 5-year estimates · Data as of Sep 2026