Southbay Yacht & Racquet Club Homes

Southbay Yacht & Racquet Club is located West of Trail, adjacent to and South of Blackburn Point Road and the Blackburn Point swing bridge that goes to North Casey Key. Southbay is all Single-Family Homes and features a full Marina with depths deep enough for sailboats and yachts up to 55 feet. Southbay also offers access to multiple pools, a covered outdoor lounge area, Tennis courts, Pickle ball courts, Shuffleboard courts, a Basketball court, a playground, kayak storage, 5 miles of walking trails, and a waterfront park.

Homes for Sale in the Southbay Yacht & Racquet Community

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$2,299,900

180 Lookout Point Drive, OSPREY

5 Beds 4 Baths 3,236 SqFt Residential MLS® # A4672222

$2,299,000

312 Yacht Harbor Drive, OSPREY

4 Beds 4 Baths 2,572 SqFt Residential MLS® # A4667293

$1,175,000

1235 Yacht Harbor Drive, OSPREY

3 Beds 3 Baths 2,698 SqFt Residential MLS® # A4673945

$1,175,000

219 Keel Way, OSPREY

3 Beds 3 Baths 2,735 SqFt Residential MLS® # A4666970

$1,125,000

↓ $25,000

1218 Yacht Harbor Drive, OSPREY

3 Beds 3 Baths 3,297 SqFt Residential MLS® # A4663579

Open House

$995,000

1486 Landview Lane, OSPREY

3 Beds 2 Baths 1,869 SqFt Residential

Open House

Sun, Feb 22nd, 2026 @ 1pm - 4pm

MLS® # D6144630

$974,900

↓ $25,095

1602 Southbay Drive, OSPREY

4 Beds 4 Baths 2,980 SqFt Residential MLS® # A4665288

$936,000

172 Sea Anchor Drive, OSPREY

3 Beds 3 Baths 2,283 SqFt Residential MLS® # A4671745

$820,000

↓ $30,000

123 Windward Drive, OSPREY

3 Beds 2 Baths 1,894 SqFt Residential MLS® # A4656319

$750,000

↓ $50,000

102 Windward Drive, OSPREY

3 Beds 3 Baths 2,134 SqFt Residential MLS® # A4671793

$749,900

186 Windward Drive, OSPREY

3 Beds 2 Baths 2,505 SqFt Residential MLS® # N6142087

$4,500

1355 Southbay Drive, OSPREY

3 Beds 2 Baths 2,367 SqFt Residential Lease MLS® # A4677804

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