321 Lookout Point Drive Osprey, FL 34229
Listing Courtesy of: MLS LogoSTELLAR as distributed by MLS GRID / Listed By: Steve Abbe, Coldwell Banker Realty - Contact:  941-383-6411

  321 Lookout Point Drive Osprey, FL 34229

Pending (7 Days)
$3,100,000 (USD)
3
BED
4
BATH
3,122
SQFT

Description

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.

MLS #:
A4697345
Taxes
$16,002(2025)
Lot Size
0.34 acres
Type
Single-Family Home
Year Built
1978
County
Sarasota County

Listed By

Steve Abbe, Coldwell Banker Realty, Contact: 941-383-6411
Source
STELLAR
Last checked Jul 4 2026 at 4:13 AM EDT
Bathroom Details
  • Full Bathrooms: 3
  • Half Bathroom: 1
Interior Features
  • Unfurnished
  • Appliances: Dishwasher
  • Appliances: Built-In Oven
  • Appliances: Cooktop
  • High Ceilings
Subdivision
  • Southbay Yacht & Racquet Club
Property Features
  • Foundation: Slab
Heating and Cooling
  • Central
  • Central Air
Pool Information
  • In Ground
Homeowners Association Information
  • Dues: $657/Quarterly
Flooring
  • Carpet
  • Wood
  • Tile
Exterior Features
  • Stucco
  • Roof: Tile
Utility Information
  • Utilities: Water Source: Public, Electricity Connected
  • Sewer: Public Sewer
School Information
  • Elementary School: Laurel Nokomis Elementary
  • Middle School: Sarasota Middle
  • High School: Venice Senior High
Garage
  • 19X22
Stories
  • 2
Living Area
  • 3,122 sqft
Additional Information: Longboat Key | 941-383-6411
Location
   
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2026. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 7/3/26 21:13
Based on information submitted to the MLS GRID as of 7/4/2026 00:13. 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.