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 Osprey & Nokomis

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

1328 Thornapple Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$749,900

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

250 Hidden Bay Dr #302, FL
Stellar MLS
ActiveCondominium360°

$625,000

250 Hidden Bay Dr #302

Osprey, FL 34229

3 bd · 2 ba · 1,937 sqft

Edgewater/Hidden Bay Ph 1 Bldg

MLS ID #A4706421, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

402 Macewen Dr, FL
Stellar MLS
ActiveSingle Family Residence

$1,590,000

402 Macewen Dr

Osprey, FL 34229

3 bd · 4 ba · 3,565 sqft

Oaks

MLS ID #A4706228, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

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

$4,590,000

275 Lookout Point Dr

Osprey, FL 34229

5 bd · 5 ba · 5,279 sqft

Southbay Yacht & Racquet Club

MLS ID #A4707430, MICHAEL SAUNDERS & COMPANY.

Listing provided by Stellar MLS

401 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

206 Four Knot Ln, FL206 Four Knot Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,690,000

206 Four Knot Ln

Osprey, FL 34229

3 bd · 2 ba · 2,411 sqft

Southbay Yacht & Racquet Club

MLS ID #A4695429, REALTY ONE GROUP MVP.

Listing provided by Stellar MLS

907 Eagle Isle Ct, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,100,000

907 Eagle Isle Ct

Osprey, FL 34229

4 bd · 3 ba · 3,984 sqft

Rivendell The Woodlands

MLS ID #A4703534, CENTURY 21 ROSEBAY.

Listing provided by Stellar MLS

1036 Oak Meadow Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$630,000

1036 Oak Meadow Ln

Osprey, FL 34229

4 bd · 2 ba · 2,186 sqft

Rivendell, Unit 3-A

MLS ID #A4701532, BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE.

Listing provided by Stellar MLS

1104 Mallard Marsh Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$799,000

1104 Mallard Marsh Dr

Osprey, FL 34229

3 bd · 3 ba · 2,678 sqft

Rivendell, The Woodlands

MLS ID #A4697695, PREMIER SOTHEBY'S INTERNATIONAL REALTY.

Listing provided by Stellar MLS

13 Bayhead Ln, FL13 Bayhead Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$769,000

13 Bayhead Ln

Osprey, FL 34229

3 bd · 2 ba · 2,310 sqft

Oaks

MLS ID #A4645829, GENEROUS PROPERTY.

Listing provided by Stellar MLS

409 N Point Rd #502, FL409 N Point Rd #502, FL
Stellar MLS
ActiveCondominium360°

$575,000

409 N Point Rd #502

Osprey, FL 34229

3 bd · 3 ba · 2,055 sqft

Meridian At The Oaks Preserve

MLS ID #A4621353, GENEROUS PROPERTY.

Listing provided by Stellar MLS

14041 Bellagio Way #214, FL14041 Bellagio Way #214, FL
Stellar MLS
ActiveCondominium360°

$700,000

14041 Bellagio Way #214

Osprey, FL 34229

3 bd · 2 ba · 1,799 sqft

Villas At Bellagio Harbor Village

MLS ID #A4689731, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

385 North Point Rd #701, FL
Stellar MLS
ActiveCondominium360°

$1,399,000

385 North Point Rd #701

Osprey, FL 34229

3 bd · 3 ba · 2,594 sqft

Meridian At The Oaks Preserve

MLS ID #A4707336, MICHAEL SAUNDERS & COMPANY.

Listing provided by Stellar MLS

109 Woodland Pl, FL
Stellar MLS
ActiveCondominium360°

$255,000

109 Woodland Pl

Osprey, FL 34229

2 bd · 2 ba · 1,223 sqft

Pine Run Ii

MLS ID #A4705745, PREFERRED SHORE LLC.

Listing provided by Stellar MLS

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

$249,900

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

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

121 N Casey Key Rd, FL121 N Casey Key Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$6,475,000

121 N Casey Key Rd

Osprey, FL 34229

4 bd · 6 ba · 4,096 sqft

Casey Key

MLS ID #A4667263, DOUGLAS ELLIMAN.

Listing provided by Stellar MLS

3621 N Point Rd #403, FL
Stellar MLS
ActiveCondominium360°

$700,000

3621 N Point Rd #403

Osprey, FL 34229

3 bd · 3 ba · 2,680 sqft

Meridian

MLS ID #A4705730, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

650 Oaks Creek Ct, FL
Stellar MLS
ActiveSingle Family Residence360°

$3,700,000

650 Oaks Creek Ct

Osprey, FL 34229

4 bd · 4 ba · 4,314 sqft

Oaks 2 Ph 2

MLS ID #A4707301, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

385 N Point Rd #401, FL
Stellar MLS
ActiveCondominium360°

$695,000

385 N Point Rd #401

Osprey, FL 34229

3 bd · 3 ba · 2,594 sqft

Meridian At The Oaks Preserve

MLS ID #A4707057, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

7303 Jessie Harbor Dr #7303, FL
Stellar MLS
ActiveCondominium360°

$449,000

7303 Jessie Harbor Dr #7303

Osprey, FL 34229

3 bd · 2 ba · 1,883 sqft

Heron House

MLS ID #A4706429, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

4296 Expedition Way #104, FL4296 Expedition Way #104, FL
Stellar MLS
ActiveTownhouse360°

$289,000

4296 Expedition Way #104

Osprey, FL 34229

2 bd · 2 ba · 1,135 sqft

Bay Street Village

MLS ID #A4694926, EXP REALTY LLC.

Listing provided by Stellar MLS

3603 N Point Rd #202, FL
Stellar MLS
ActiveCondominium360°

$629,400

3603 N Point Rd #202

Osprey, FL 34229

3 bd · 3 ba · 3,147 sqft

Meridian At The Oaks Preserve

MLS ID #A4707579, GENEROUS PROPERTY.

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 October 2, 2026 at 3:47 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