Southbay, Osprey FL Real Estate

7Results

Browse active property listings in the Southbay neighborhood of Osprey, FL. Michael Saunders & Company can assist with more details or showing arrangements. Create an account to save listings and receive alerts on new opportunities.

Newest
New Listing
275 Lookout Point Drive Osprey FL 34229

$4,590,000

Osprey, FL

275 Lookout Point Drive

  • 5 Beds
  • 5 Baths
  • 0.38 Acres
  • 5,279 SqFt
  • 6 Days on Market
MLS#: A4707430

$5,299,999

Osprey, FL

313 Lookout Point Drive

  • 4 Beds
  • 5 Baths
  • 0.41 Acres
  • 5,337 SqFt
  • 183 Days on Market
MLS#: A4688995
New Listing

$1,399,000

Osprey, FL

1417 Landview Lane

  • 4 Beds
  • 4 Baths
  • 0.27 Acres
  • 3,255 SqFt
  • 26 Days on Market
MLS#: A4705553

$2,095,000

Osprey, FL

154 Lookout Point Drive

  • 4 Beds
  • 4 Baths
  • 0.32 Acres
  • 4,578 SqFt
  • 40 Days on Market
MLS#: TB8543439

$1,690,000

Osprey, FL

SOUTH BAY

206 Four Knot Lane

  • 3 Beds
  • 2 Baths
  • 0.3 Acres
  • 2,411 SqFt
  • 105 Days on Market
MLS#: 226021461
Open House

$1,690,000

Osprey, FL

206 Four Knot Lane

NEXT OPEN HOUSE:

Sun 10/11 1:00 PM to 3:00 PM

  • 3 Beds
  • 2 Baths
  • 0.3 Acres
  • 2,411 SqFt
  • 105 Days on Market
MLS#: A4695429

$1,100,000

Osprey, FL

1527 Buoy Lane

  • 3 Beds
  • 3 Baths
  • 0.27 Acres
  • 2,830 SqFt
  • 183 Days on Market
MLS#: A4688266

Real Estate & Homes for Sale in Southbay, Osprey FL

Southbay Yacht and Racket Club is an established waterfront community in Osprey, Florida, featuring custom homes, a clubhouse, heated pool, lighted tennis courts, and miles of walking paths. The community also offers a private deep-water marina with boat slips for residents, while its location provides convenient access to Gulf beaches, parks, shopping, dining, and Sarasota-area attractions. Learn more about Southbay Yacht and Racket Club!

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of October 7, 2026 1:39 PM EDT. 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. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

Based on information submitted to Gulf Coast as of October 7, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or Gulf Coast.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.