Osprey Condos for Sale

43 condos for sale in Osprey, median asking price $629,000, mostly $246,000 – $1,240,000. Osprey (ZIP 34229). Nokomis has its own page. As of Oct 9, 2026.

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

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

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

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

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

3621 N POINT ROAD #403, OSPREY
Active

$700,000

3621 N POINT ROAD #403

OSPREY, FL 34229

3 bed
3 bath
2,680 sqft

MLS# A4705730 · Listing courtesy of COLDWELL BANKER REALTY

109 WOODLAND PLACE, OSPREY
Active

$244,900

109 WOODLAND PLACE

OSPREY, FL 34229

2 bed
2 bath
1,223 sqft

MLS# A4705745 · Listing courtesy of PREFERRED SHORE LLC

401 N POINT ROAD #303, OSPREY
Pending

$445,000

401 N POINT ROAD #303

OSPREY, FL 34229

3 bed
3 bath
2,203 sqft

MLS# A4706051 · Listing courtesy of COLDWELL BANKER REALTY

401 N POINT ROAD #903, OSPREY
Pending

$1,250,000

401 N POINT ROAD #903

OSPREY, FL 34229

3 bed
3 bath
2,203 sqft

MLS# A4705080 · Listing courtesy of COLDWELL BANKER REALTY

401 N POINT ROAD #701, OSPREY
Pending

$1,480,000

401 N POINT ROAD #701

OSPREY, FL 34229

3 bed
3 bath
2,594 sqft

MLS# A4704870 · Listing courtesy of COLDWELL BANKER REALTY

1140 BEACHCOMBER COURT #11, OSPREY
Active

$540,000

1140 BEACHCOMBER COURT #11

OSPREY, FL 34229

3 bed
3 bath
2,040 sqft

MLS# W7888943 · Listing courtesy of LISTWITHFREEDOM.COM

5100 JESSIE HARBOR DRIVE #404, OSPREY
Active

$599,000

5100 JESSIE HARBOR DRIVE #404

OSPREY, FL 34229

2 bed
2 bath
2,143 sqft

MLS# A4703484 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

409 POINT ROAD #803, OSPREY
Active

$985,000

409 POINT ROAD #803

OSPREY, FL 34229

3 bed
3 bath
2,203 sqft

MLS# A4703407 · Listing courtesy of GENEROUS PROPERTY

264 WOODS POINT ROAD #264, OSPREY
Active Under Contract

$695,000

264 WOODS POINT ROAD #264

OSPREY, FL 34229

3 bed
3 bath
2,837 sqft

MLS# A4703025 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

260 HIDDEN BAY DRIVE #402, OSPREY
Active

$775,000

260 HIDDEN BAY DRIVE #402

OSPREY, FL 34229

3 bed
3 bath
1,950 sqft

MLS# A4701000 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

701 PINE RUN DRIVE #701, OSPREY
Pending

$151,000

701 PINE RUN DRIVE #701

OSPREY, FL 34229

1 bed
1 bath
586 sqft

MLS# A4700416 · Listing courtesy of PAT WILLIAMS REALTY, LLC

2309 JESSIE HARBOR DRIVE #2402, OSPREY
Active

$480,000

2309 JESSIE HARBOR DRIVE #2402

OSPREY, FL 34229

3 bed
3 bath
2,006 sqft

MLS# A4698434 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

7204 JESSIE HARBOR DRIVE #7204, OSPREY
Active

$395,000

7204 JESSIE HARBOR DRIVE #7204

OSPREY, FL 34229

2 bed
2 bath
1,255 sqft

MLS# A4697473 · Listing courtesy of GENEROUS PROPERTY

110 WOODLAND PLACE #110, OSPREY
Active Under Contract

$215,000

110 WOODLAND PLACE #110

OSPREY, FL 34229

2 bed
2 bath
1,325 sqft

MLS# A4696738 · Listing courtesy of COLDWELL BANKER REALTY

116 WOODLAND PLACE #116, OSPREY
Active

$249,900

116 WOODLAND PLACE #116

OSPREY, FL 34229

2 bed
2 bath
1,325 sqft

MLS# A4696616 · Listing courtesy of PAT WILLIAMS REALTY, LLC

More in Osprey

Condos for Sale nearby

Questions about Osprey Condos for Sale

How many condos are for sale in Osprey?

43 condos 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 condos in Osprey?

The median asking price is $629,000; most are listed between $246,000 and $1,240,000. 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 condos?

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, 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