Osprey Homes for Sale · Page 4
127 homes for sale in Osprey, median asking price $750,000, mostly $203,000 – $2,640,000. All residential listings: houses, condos, townhomes and villas. Osprey (ZIP 34229). Nokomis has its own page. As of Oct 9, 2026.
$1,595,000
75 OSPREY POINT DRIVE
OSPREY, FL 34229
MLS# A4695145 · Listing courtesy of COLDWELL BANKER REALTY
$1,495,000
360 N POINT ROAD
OSPREY, FL 34229
MLS# A4695959 · Listing courtesy of COLDWELL BANKER REALTY
$289,000
4296 EXPEDITION WAY #104
OSPREY, FL 34229
MLS# A4694926 · Listing courtesy of EXP REALTY LLC
$4,790,000
101 OSPREY POINT DRIVE
OSPREY, FL 34229
MLS# A4694716 · Listing courtesy of DOUGLAS ELLIMAN
$699,000
103 BISHOPS COURT ROAD
OSPREY, FL 34229
MLS# A4694468 · Listing courtesy of GENEROUS PROPERTY
$185,000
320 TROPIC DRIVE
OSPREY, FL 34229
MLS# A4692490 · Listing courtesy of RE/MAX PALM
$719,000
280 HIDDEN BAY DRIVE #302
OSPREY, FL 34229
MLS# A4690813 · Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICE
$1,289,000
156 BISHOPS COURT ROAD
OSPREY, FL 34229
MLS# A4691664 · Listing courtesy of DOUGLAS ELLIMAN
$275,000
51 MACEWEN DRIVE #12
OSPREY, FL 34229
MLS# A4690540 · Listing courtesy of COLDWELL BANKER REALTY
$3,295,000
135 TINA ISLAND DRIVE
OSPREY, FL 34229
MLS# A4692366 · Listing courtesy of GENEROUS PROPERTY
$798,000
6100 JESSIE HARBOR DRIVE #202
OSPREY, FL 34229
MLS# A4690969 · Listing courtesy of CORCORAN DWELLINGS REALTY
$1,950,000
97 SUGAR MILL DRIVE
OSPREY, FL 34229
MLS# A4691789 · Listing courtesy of PALM PARADISE REALTY GROUP
$499,999
4429 CONCHFISH LANE
OSPREY, FL 34229
MLS# A4689967 · Listing courtesy of EXP REALTY, LLC
$999,900
14021 BELLAGIO WAY #404
OSPREY, FL 34229
MLS# N6144070 · Listing courtesy of PREMIER SOTHEBYS INTL REALTY
$699,000
5100 JESSIE HARBOR DRIVE #304
OSPREY, FL 34229
MLS# A4690942 · Listing courtesy of COLDWELL BANKER REALTY
$560,000
409 NORTH POINT ROAD #401
OSPREY, FL 34229
MLS# A4690812 · Listing courtesy of COLDWELL BANKER REALTY
$285,000
51 MAC EWEN DRIVE #14
OSPREY, FL 34229
MLS# A4690371 · Listing courtesy of COLDWELL BANKER REALTY
$235,000
51 MACEWEN DRIVE #5
OSPREY, FL 34229
MLS# A4689838 · Listing courtesy of 342 REAL ESTATE
$700,000
759 FORDINGBRIDGE WAY
OSPREY, FL 34229
MLS# O6399774 · Listing courtesy of BEYCOME OF FLORIDA LLC
$700,000
14041 BELLAGIO WAY #214
OSPREY, FL 34229
MLS# A4689731 · Listing courtesy of COLDWELL BANKER REALTY
$1,100,000
1527 BUOY LANE
OSPREY, FL 34229
MLS# A4688266 · Listing courtesy of BRIGHT REALTY
$5,299,999
313 LOOKOUT POINT DRIVE
OSPREY, FL 34229
MLS# A4688995 · Listing courtesy of MICHAEL SAUNDERS & COMPANY
$299,000
4226 FRONTIER LANE #103
OSPREY, FL 34229
MLS# A4687965 · Listing courtesy of COLDWELL BANKER REALTY
$2,850,000
14401 MASTHEAD DRIVE
OSPREY, FL 34229
MLS# A4684834 · Listing courtesy of MICHAEL SAUNDERS & COMPANY
More in Osprey
Homes for Sale nearby
Questions about Osprey Homes for Sale
How many homes are for sale in Osprey?
127 homes are listed on this site as of Oct 9, 2026, from Stellar MLS. The list updates every hour.
What is the median asking price of homes in Osprey?
The median asking price is $750,000; most are listed between $203,000 and $2,640,000. These are asking prices, not sale prices.
Can George help me buy in Osprey?
Yes. George Predescu, REALTOR® with Horizon Realty International, can set up showings for any listing here, including ones listed by other brokers. Call or text (941) 899-3045.
Want to see one of these homes?
George Predescu, REALTOR® with Horizon Realty International, can answer questions and set up showings.
Listings courtesy of Stellar MLS as distributed by MLS GRID
Based on information submitted to the MLS GRID as of Oct 9, 2026, 6:00 PM EDT. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some IDX listings have been excluded from this website. Full IDX / DMCA disclaimer