321 LOOKOUT POINT Drive, OSPREY, FL 34229

bedrooms 3
bathrooms 4
|House
AUD $4,453,383
USD $3,100,000
Published on: 27 Jun 2026
Last updated on: 03 Oct 2026
321 LOOKOUT POINT Drive, OSPREY, FL 34229
321 LOOKOUT POINT Drive, OSPREY, FL 34229
321 LOOKOUT POINT Drive, OSPREY, FL 34229
+77
321 LOOKOUT POINT Drive, OSPREY, FL 34229
  • 77
Property ID: 110109061631
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Residential, OSPREY, FL

321 LOOKOUT POINT Drive, OSPREY, FL 34229
Experience the epitome of waterfront living in the sought-after Southbay neighborhood. This 3 bedroom, 3.5 bath home is ideally positioned on a peninsula, providing sweeping panoramic water views. The moment you step inside, you will be mesmerized by the breathtaking bay views through a plethora of windows and sliding glass doors that flood the space with natural light. The open, main level is designed for both comfort and style, with vaulted ceilings, unobstructed water views from every room and hardwood floors. The kitchen is uniquely designed, featuring an extended breakfast bar, high end designer cabinets and stainless steel appliances. The great room, with wet bar, has views so perfect, they almost feel like artwork. The new clear view lanai screens provide a gorgeous tropical back drop to the pool and spa. Host friends and loved ones, using the outdoor kitchen and setting area for a fun-filled dinner, and watch the sun set, painting the sky with a golden glow. The first floor master suite consists of a spacious bedroom, a spa-like bathroom, and a separate area utilized as a private study. Upstairs you will find two additional en suite bedrooms. One opens to the new deck, has views over the Dryman Bay out to Casey Key, and is large enough to use as a second master suite. While the views and location of this home are drop-dead gorgeous, practical features also abound. This home has impact windows and doors, a brand new washer and dryer, and recently replaced roof, AC and tankless hot water heater. Southbay Yacht and Racquet Club has a seven-acre deep-water marina accommodating boats up to 55 feet with slips available to homeowners. It has an updated clubhouse and fitness center overlooking the bay, complete with a ballroom, catering kitchen, meeting room and library. Community amenities also include a geothermal heated pool, children's pool, tennis, pickleball, shuffleboard, basketball and kayak storage. Residents enjoy 20 acres of lush common grounds and five miles of walking trails, plus a vibrant calendar of social events.

Property Details

Basic Info

Property Type
House
Listing Status
Pending
Land Size
1,375.93 m2
Building Size
290.04 m2
Year Built
1978
Rooms
3 bedroom(s), 4 bathroom(s)
Num Floors
2
County
Sarasota
Parcel ID
0158020018
Provider
Stellar MLS
Subdivision
SOUTHBAY YACHT & RACQUET CLUB
Brokerage Office Name
Coldwell Banker
Brokerage Office Phone
(813) 754-3586
Neighbourhoods
SOUTHBAY YACHT & RACQUET CLUB
Address
321 LOOKOUT POINT Drive, OSPREY, FL 34229

Nearby Schools

TypeSchool nameDistrict name
HighVenice Senior HighNot available
ElementaryLaurel Nokomis ElementaryNot available
MiddleSarasota MiddleNot available
JuniorhighSarasota MiddleNot available

Tax History

YearTax amount
2025USD $16002AUD $22,988*

*Converted price in your currency provided by Open Exchange Rates. Exchange rates are subject to continuous change. Neither realestate.com.au nor its affiliates guarantee that the conversion reflects current conversion rates and are not responsible for any inaccuracies. realestate.com.au recommends that you independently verify any information before relying on it.

Contact Agent
Steve Abbe
COLDWELL BANKER REALTY
595 Bay Isles, Longboat Key, FL 34228
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595 Bay Isles, Longboat Key, FL 34228
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      Property ID: 110109061631

      Original Property ID: 3yd-MFRMLSFL-A4697345
      Data provided by Stellar MLS, MLS #: A4697345
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