Osprey & Nokomis Pool Homes for Sale

Every pool home currently for sale in Osprey & Nokomis — pulled live from the Stellar MLS and updated continuously. Pair this with the free Osprey & Nokomis market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.

24+ Pool Homes in the Osprey & Nokomis area

116 Woodland Pl #116, FL116 Woodland Pl #116, FL
Stellar MLS
ActiveCondominium360°

$242,900

116 Woodland Pl #116

Osprey, FL 34229

2 bd · 2 ba · 1,325 sqft

Pine Run Ii

MLS ID #A4696616, PAT WILLIAMS REALTY, LLC.

Listing provided by Stellar MLS

296 Pine Ranch Trl, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,000,000

296 Pine Ranch Trl

Osprey, FL 34229

5 bd · 4 ba · 3,354 sqft

Pine Ranch East

MLS ID #A4704317, BEYOND REALTY LLC.

Listing provided by Stellar MLS

780 Sarabay Rd #16, FL
Stellar MLS
ActiveCondominium360°

$424,900

780 Sarabay Rd #16

Osprey, FL 34229

2 bd · 2 ba · 1,574 sqft

Heron Bay Club Sec I

MLS ID #TB8528486, RMS ELITE PROPERTIES.

Listing provided by Stellar MLS

5100 Jessie Harbor Dr #404, FL5100 Jessie Harbor Dr #404, FL
Stellar MLS
ActiveCondominium360°

$599,000

5100 Jessie Harbor Dr #404

Osprey, FL 34229

2 bd · 2 ba · 2,143 sqft

Blackburn Harbor Residences

MLS ID #A4703484, MICHAEL SAUNDERS & COMPANY.

Listing provided by Stellar MLS

401 N Point Rd #703, FL401 N Point Rd #703, FL
Stellar MLS
ActiveCondominium360°

$1,200,000

401 N Point Rd #703

Osprey, FL 34229

3 bd · 3 ba · 2,203 sqft

Meridian At The Oaks Preserve

MLS ID #A4707244, GENEROUS PROPERTY.

Listing provided by Stellar MLS

1116 Bayhead Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$775,000

1116 Bayhead Ln

Osprey, FL 34229

3 bd · 3 ba · 2,168 sqft

Oaks

MLS ID #A4710194, MICHAEL SAUNDERS & COMPANY.

Listing provided by Stellar MLS

23 Siesta Cir W, FL
Stellar MLS
ActiveManufactured Home360°

$165,000

23 Siesta Cir W

Osprey, FL 34229

2 bd · 2 ba · 924 sqft

Arbors

MLS ID #A4706691, COLDWELL BANKER SARASOTA CENT..

Listing provided by Stellar MLS

312 Yacht Harbor Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$2,250,000

312 Yacht Harbor Dr

Osprey, FL 34229

3 bd · 4 ba · 2,572 sqft

Southbay Yacht & Racquet Club

MLS ID #A4711327, PREMIER SOTHEBY'S INTERNATIONAL REALTY.

Listing provided by Stellar MLS

293 Hidden Bay Dr #103, FL
Stellar MLS
ActiveCondominium360°

$413,999

293 Hidden Bay Dr #103

Osprey, FL 34229

3 bd · 2 ba · 1,568 sqft

Lake Vista Iv Hidden Bay Community

MLS ID #A4709599, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

242 Lookout Point Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$995,000

242 Lookout Point Dr

Osprey, FL 34229

4 bd · 2 ba · 2,413 sqft

Southbay Yacht & Racquet Club

MLS ID #A4711269, PREMIER SOTHEBY'S INTERNATIONAL REALTY.

Listing provided by Stellar MLS

335 Park Trace Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$689,000

335 Park Trace Blvd

Osprey, FL 34229

3 bd · 2 ba · 2,326 sqft

Park Trace Estates

MLS ID #A4704665, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

1811 Highland Rd, FL
Stellar MLS
ActiveTownhouse360°

$425,000

1811 Highland Rd

Osprey, FL 34229

2 bd · 2 ba · 1,725 sqft

Towns-End Shores

MLS ID #TB8443161, REALTY OF RIVERVIEW LLC.

Listing provided by Stellar MLS

455 Oak Point Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$600,000

455 Oak Point Rd

Osprey, FL 34229

4 bd · 3 ba · 3,192 sqft

Blackburn Point Woods

MLS ID #A4709067, PREMIER SOTHEBY'S INTERNATIONAL REALTY.

Listing provided by Stellar MLS

260 Hidden Bay Dr #402, FL260 Hidden Bay Dr #402, FL
Stellar MLS
ActiveCondominium360°

$760,000

260 Hidden Bay Dr #402

Osprey, FL 34229

3 bd · 3 ba · 1,950 sqft

Edgewater/Hidden Bay Bldg B Ph

MLS ID #A4701000, PREMIER SOTHEBY'S INTERNATIONAL REALTY.

Listing provided by Stellar MLS

1328 Thornapple Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$719,900

1328 Thornapple Dr

Osprey, FL 34229

3 bd · 2 ba · 2,174 sqft

Willowbend Ph 1

MLS ID #A4705435, RIVER HILLS PROPERTIES, LLC B.

Listing provided by Stellar MLS

6100 Jessie Harbor Dr #202, FL6100 Jessie Harbor Dr #202, FL
Stellar MLS
ActiveCondominium360°

$798,000

6100 Jessie Harbor Dr #202

Osprey, FL 34229

3 bd · 4 ba · 3,771 sqft

Blackburn Harbor Residences

MLS ID #A4690969, CORCORAN DWELLINGS REALTY.

Listing provided by Stellar MLS

871 Macewen Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$3,190,000

871 Macewen Dr

Osprey, FL 34229

5 bd · 6 ba · 5,218 sqft

Oaks

MLS ID #A4710732, PREMIER SOTHEBY'S INTERNATIONAL REALTY.

Listing provided by Stellar MLS

21 Bayhead Ln, FL21 Bayhead Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$789,000

21 Bayhead Ln

Osprey, FL 34229

3 bd · 2 ba · 2,246 sqft

Bishopscourt At The Oaks Preserve

MLS ID #A4664085, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

1474 Landview Ln, FL
Stellar MLS
ActiveSingle Family Residence

$1,485,999

1474 Landview Ln

Osprey, FL 34229

4 bd · 3 ba · 3,246 sqft

Southbay Yacht & Racquet Club

MLS ID #TB8558888, ANGELA FOWLER REAL ESTATE, LLC.

Listing provided by Stellar MLS

524 Sarabay Rd, FL524 Sarabay Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$419,000

524 Sarabay Rd

Osprey, FL 34229

3 bd · 2 ba · 1,760 sqft

Bay Acres - Resub

MLS ID #A4676179, SUN N SAND REAL ESTATE LLC.

Listing provided by Stellar MLS

156 Bishopscourt Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,289,000

156 Bishopscourt Rd

Osprey, FL 34229

3 bd · 4 ba · 3,112 sqft

Oaks

MLS ID #A4710966, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

472 Park Trace Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$595,000

472 Park Trace Blvd

Osprey, FL 34229

4 bd · 2 ba · 2,217 sqft

Park Trace Estates

MLS ID #A4711323, MEDWAY REALTY.

Listing provided by Stellar MLS

452 Blue Garden Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,925,000

452 Blue Garden Ln

Osprey, FL 34229

3 bd · 4 ba · 3,910 sqft

Oaks

MLS ID #A4711003, GENEROUS PROPERTY.

Listing provided by Stellar MLS

1417 Landview Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,349,999

1417 Landview Ln

Osprey, FL 34229

4 bd · 4 ba · 3,255 sqft

Southbay Yacht & Racquet Club

MLS ID #A4705553, PAT WILLIAMS REALTY, LLC.

Listing provided by Stellar MLS

More Osprey & Nokomis Homes for Sale

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

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.

Based on information submitted to the MLS GRID as of November 5, 2026 at 2:24 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA