Osprey Homes for Sale

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.

366 CREEK COURT, OSPREY
Active

$1,049,000

366 CREEK COURT

OSPREY, FL 34229

4 bed
3 bath
2,775 sqft

MLS# A4708943 · Listing courtesy of KELLER WILLIAMS ON THE WATER S

401 N POINT ROAD #404, OSPREY
Active

$1,025,000

401 N POINT ROAD #404

OSPREY, FL 34229

3 bed
3 bath
2,778 sqft

MLS# A4708169 · Listing courtesy of COLDWELL BANKER REALTY

120 VILLA DRIVE #120, OSPREY
Active

$465,000

120 VILLA DRIVE #120

OSPREY, FL 34229

2 bed
2 bath
1,404 sqft

MLS# A4708477 · Listing courtesy of MANGROVE REALTY ASSOCIATES

422 BLUE GARDEN LANE, OSPREY
Active

$1,445,000

422 BLUE GARDEN LANE

OSPREY, FL 34229

3 bed
4 bath
3,872 sqft

MLS# A4707058 · Listing courtesy of COLDWELL BANKER REALTY

145 EDGEWOOD DRIVE, OSPREY
Active

$175,000

145 EDGEWOOD DRIVE

OSPREY, FL 34229

2 bed
2 bath
960 sqft

MLS# A4707317 · Listing courtesy of GENEROUS PROPERTY

717 PINE RUN DR. #717, OSPREY
Active

$159,900

717 PINE RUN DR. #717

OSPREY, FL 34229

1 bed
1 bath
586 sqft

MLS# A4708286 · Listing courtesy of PAT WILLIAMS REALTY, LLC

250 HIDDEN BAY DRIVE #302, OSPREY
Active

$625,000

250 HIDDEN BAY DRIVE #302

OSPREY, FL 34229

3 bed
2 bath
1,937 sqft

MLS# A4706421 · Listing courtesy of COLDWELL BANKER REALTY

401 POINT ROAD #703, OSPREY
Active

$1,200,000

401 POINT ROAD #703

OSPREY, FL 34229

3 bed
3 bath
2,203 sqft

MLS# A4707244 · Listing courtesy of GENEROUS PROPERTY

275 LOOKOUT POINT DRIVE, OSPREY
Active

$4,590,000

275 LOOKOUT POINT DRIVE

OSPREY, FL 34229

5 bed
5 bath
5,279 sqft

MLS# A4707430 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

256 TURQUOISE LANE, OSPREY
Pending

$995,000

256 TURQUOISE LANE

OSPREY, FL 34229

3 bed
2 bath
2,351 sqft

MLS# A4707269 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

155 SEA ANCHOR DRIVE, OSPREY
Pending

$895,000

155 SEA ANCHOR DRIVE

OSPREY, FL 34229

3 bed
3 bath
2,683 sqft

MLS# A4707489 · Listing courtesy of PAT WILLIAMS REALTY, LLC

1104 MALLARD MARSH DRIVE, OSPREY
Active Under Contract

$799,000

1104 MALLARD MARSH DRIVE

OSPREY, FL 34229

3 bed
3 bath
2,678 sqft

MLS# A4697695 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

385 NORTH POINT ROAD #701, OSPREY
Active

$1,399,000

385 NORTH POINT ROAD #701

OSPREY, FL 34229

3 bed
3 bath
2,594 sqft

MLS# A4707336 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

650 OAKS CREEK COURT, OSPREY
Active

$3,700,000

650 OAKS CREEK COURT

OSPREY, FL 34229

4 bed
4 bath
4,314 sqft

MLS# A4707301 · Listing courtesy of COLDWELL BANKER REALTY

7303 JESSIE HARBOR DRIVE #7303, OSPREY
Active

$449,000

7303 JESSIE HARBOR DRIVE #7303

OSPREY, FL 34229

3 bed
2 bath
1,883 sqft

MLS# A4706429 · Listing courtesy of COLDWELL BANKER REALTY

385 N POINT ROAD #401, OSPREY
Active

$695,000

385 N POINT ROAD #401

OSPREY, FL 34229

3 bed
3 bath
2,594 sqft

MLS# A4707057 · Listing courtesy of COLDWELL BANKER REALTY

3603 POINT ROAD #202, OSPREY
Active

$629,400

3603 POINT ROAD #202

OSPREY, FL 34229

3 bed
3 bath
3,147 sqft

MLS# A4707579 · Listing courtesy of GENEROUS PROPERTY

1346 THORNAPPLE DRIVE, OSPREY
Active

$540,000

1346 THORNAPPLE DRIVE

OSPREY, FL 34229

3 bed
2 bath
2,248 sqft

MLS# A4707282 · Listing courtesy of RE/MAX ALLIANCE GROUP

33 BISHOPS COURT ROAD #118, OSPREY
Active

$679,000

33 BISHOPS COURT ROAD #118

OSPREY, FL 34229

2 bed
3 bath
1,890 sqft

MLS# A4707242 · Listing courtesy of GENEROUS PROPERTY

256 SUGAR MILL, OSPREY
Active

$1,399,000

256 SUGAR MILL

OSPREY, FL 34229

3 bed
3 bath
2,695 sqft

MLS# A4707187 · Listing courtesy of KIMBERLITE WEST REALTY LLC

23 SIESTA CIRCLE, OSPREY
Active

$165,000

23 SIESTA CIRCLE

OSPREY, FL 34229

2 bed
2 bath
924 sqft

MLS# A4706691 · Listing courtesy of COLDWELL BANKER SARASOTA CENT.

324 OSPREY POINT DRIVE, OSPREY
Active

$3,700,000

324 OSPREY POINT DRIVE

OSPREY, FL 34229

5 bed
5 bath
6,234 sqft

MLS# A4706333 · Listing courtesy of COLDWELL BANKER REALTY

17 BAYHEAD LANE, OSPREY
Active

$1,295,000

17 BAYHEAD LANE

OSPREY, FL 34229

3 bed
2 bath
2,850 sqft

MLS# A4706711 · Listing courtesy of COLDWELL BANKER REALTY

385 N POINT ROAD #301, OSPREY
Pending

$750,000

385 N POINT ROAD #301

OSPREY, FL 34229

3 bed
3 bath
2,594 sqft

MLS# A4706542 · Listing courtesy of COLDWELL BANKER REALTY

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.

Call (941) 899-3045Text GeorgeSend a message

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Oct 9, 2026, 3:15 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