Osprey, FL Homes & Real Estate for Sale

Page 1 of 6
109 listings
299 TURQUOISE LANE, Osprey, FL 34229
Single-Family Home For Sale

$739,000

  • 3 bed |
  • 2 bath |
  • 2,328 sqft |
299 TURQUOISE LANE Osprey, FL 34229

#A4701662 - BRIGHT REALTY

260 HIDDEN BAY DRIVE 402, Osprey, FL 34229
Condominium For Sale

$775,000

  • 3 bed |
  • 3 bath |
  • 1,950 sqft |
260 HIDDEN BAY DRIVE 402 Osprey, FL 34229

#A4701000 - PREMIER SOTHEBY'S INTERNATIONAL REALTY

1036 OAK MEADOW LANE, Osprey, FL 34229
Single-Family Home For Sale

$630,000

  • 4 bed |
  • 2 bath |
  • 2,186 sqft |
1036 OAK MEADOW LANE Osprey, FL 34229

#A4701532 - BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

547 MEADOW SWEET CIRCLE, Osprey, FL 34229
Single-Family Home For Sale

$550,000

  • 3 bed |
  • 2 bath |
  • 1,731 sqft |
547 MEADOW SWEET CIRCLE Osprey, FL 34229

#A4701316 - MICHAEL SAUNDERS & COMPANY

701 PINE RUN DRIVE 701, Osprey, FL 34229
Condominium For Sale

$172,000

  • 1 bed |
  • 1 bath |
  • 586 sqft |
  • 6.97 acre lot
701 PINE RUN DRIVE 701 Osprey, FL 34229

#A4700416 - PAT WILLIAMS REALTY, LLC

486 YACHT HARBOR DRIVE, Osprey, FL 34229
Pending

$1,400,000

  • 3 bed |
  • 4 bath |
  • 2,939 sqft |
  • 0.28 acre lot
486 YACHT HARBOR DRIVE Osprey, FL 34229

#A4700109 - PAT WILLIAMS REALTY, LLC

780 SARABAY ROAD 16, Osprey, FL 34229
Single-Family Home For Sale

$425,000

  • 2 bed |
  • 2 bath |
  • 1,574 sqft |
780 SARABAY ROAD 16 Osprey, FL 34229

#TB8528486 - RMS ELITE PROPERTIES

120 WOODLAND PLACE 120, Osprey, FL 34229
Condominium

$299,000

  • 2 bed |
  • 2 bath |
  • 1,325 sqft |
120 WOODLAND PLACE 120 Osprey, FL 34229

#D6148025 - EXP REALTY LLC

329 BAY VISTA AVENUE, Osprey, FL 34229
Single-Family Home For Sale

$419,000

  • 2 bed |
  • 2 bath |
  • 1,346 sqft |
  • 0.47 acre lot
329 BAY VISTA AVENUE Osprey, FL 34229

#A4699464 - THE SHORELINE FL REALTY LLC

108 WOODLAND PLACE 108, Osprey, FL 34229
Condominium For Sale

$285,000

  • 2 bed |
  • 2 bath |
  • 1,316 sqft |
  • 4.39 acre lot
108 WOODLAND PLACE 108 Osprey, FL 34229

#A4699279 - PAT WILLIAMS REALTY, LLC

2309 JESSIE HARBOR DRIVE 2402, Osprey, FL 34229
Condominium For Sale

$497,000

  • 3 bed |
  • 3 bath |
  • 2,006 sqft |
2309 JESSIE HARBOR DRIVE 2402 Osprey, FL 34229

#A4698434 - MICHAEL SAUNDERS & COMPANY

2251 JESSIE HARBOR DRIVE 2101, Osprey, FL 34229
Condominium

$359,000

  • 2 bed |
  • 2 bath |
  • 1,400 sqft |
2251 JESSIE HARBOR DRIVE 2101 Osprey, FL 34229

#A4698891 - KELLER WILLIAMS ON THE WATER S

903 TRANQUILITY CIRCLE, Osprey, FL 34229
Single-Family Home

$739,900

  • 3 bed |
  • 3 bath |
  • 2,622 sqft |
  • 0.27 acre lot
903 TRANQUILITY CIRCLE Osprey, FL 34229

#A4700143 - COLDWELL BANKER SARASOTA CENT.

916 MACEWEN DRIVE, Osprey, FL 34229
Single-Family Home For Sale

$1,900,000

  • 5 bed |
  • 8 bath |
  • 5,986 sqft |
  • 1.2 acre lot
916 MACEWEN DRIVE Osprey, FL 34229

#A4698153 - PREMIER SOTHEBY'S INTERNATIONAL REALTY

4213 EXPEDITION WAY 107, Osprey, FL 34229
Condominium For Sale

$317,000

  • 3 bed |
  • 2 bath |
  • 1,430 sqft |
4213 EXPEDITION WAY 107 Osprey, FL 34229

#A4698337 - DALTON WADE INC

321 LOOKOUT POINT DRIVE, Osprey, FL 34229
Pending

$3,100,000

  • 3 bed |
  • 4 bath |
  • 3,122 sqft |
  • 0.34 acre lot
321 LOOKOUT POINT DRIVE Osprey, FL 34229

#A4697345 - COLDWELL BANKER REALTY

206 FOUR KNOT LANE, Osprey, FL 34229
Single-Family Home For Sale

$1,790,000

  • 3 bed |
  • 2 bath |
  • 2,411 sqft |
  • 0.3 acre lot
206 FOUR KNOT LANE Osprey, FL 34229

#A4695429 - REALTY ONE GROUP MVP

1495 LANDVIEW LANE, Osprey, FL 34229
Single-Family Home For Sale

$775,000

  • 3 bed |
  • 2 bath |
  • 2,474 sqft |
  • 0.31 acre lot
1495 LANDVIEW LANE Osprey, FL 34229

#A4697993 - PAT WILLIAMS REALTY, LLC

919 TRANQUILITY CIRCLE, Osprey, FL 34229
Pending

$774,900

  • 4 bed |
  • 4 bath |
  • 2,854 sqft |
  • 0.33 acre lot
919 TRANQUILITY CIRCLE Osprey, FL 34229

#N6144801 - AYERS AND ASSOCIATES REAL ESTATE

7204 JESSIE HARBOR DRIVE 7204, Osprey, FL 34229
Condominium For Sale

$395,000

  • 2 bed |
  • 2 bath |
  • 1,255 sqft |
7204 JESSIE HARBOR DRIVE 7204 Osprey, FL 34229

#A4697473 - GENEROUS PROPERTY

Presented by - MBA Realty Group, Inc.

Popular Neighborhoods in Osprey, FL

Popular Zip Codes in Osprey, FL

Veterans United Homefront
IDX 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. The use of the MLS GRID Data may be subject to an end user license agreement prescribed by the applicable MLS if any and as amended from time to time

Based on information submitted to the MLS GRID as of date and time noted. 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. Some IDX listings have been excluded from this website.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

IDX Copyright 2026 My Florida Regional Multiple Listing Service DBA Stellar MLS. The real estate listing data marked with this icon comes from the IDX program of the Stellar MLS system. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Properties displayed may be listed or sold by various participants in the MLS. Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

For questions call 1-833-252-8030

Copyright © 2026 MBA Realty Group, Inc. and Did You Serve, LLC. Homefront.com is NOT affiliated with any government agencies, including the VA. Homefront.com is a service of Did You Serve, LLC. Veterans United and the Veterans United House logo are registered trademarks of Mortgage Research Center, LLC, used under license agreement. Terms of Use.

Connect with an Agent
Get paired with a top VA-friendly agentGet an Agent