FL
Sarasota
OSPREY
34229
321 LOOKOUT POINT DRIVE
321 LOOKOUT POINT DRIVE, OSPREY, FL 34229
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Listing Type
Single Family
Listing Status
Active
77
$3,100,000

Home Details for 321 LOOKOUT POINT DRIVE

Price
$3,100,000
Type
Residential
Bedrooms
3
Total Bathrooms
4
Full Bathrooms
3
Half Bathrooms
1
Square feet
3122
Year built
1978
Lot size acres
0.34
County
Sarasota
Total rooms
7
Garage
2
MLS Listing#
A4697345
Hoa
656.62
Property 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.

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Property Features
  • Cooling Information
    • Central Air
  • Heating Information
    • Central
  • Water Features
    • Public
  • House Interior
    • High Ceilings
  • Utilities
    • Electricity Connected
  • Garage
    • 1
  • Parking
    • Attached
School Information
School Information for 321 LOOKOUT POINT DRIVE, OSPREY, FL 34229
Elementary School
Laurel Nokomis Elementary
Middle School
Sarasota Middle
High School
Venice Senior High
Listing Courtesy: COLDWELL BANKER REALTY - 941-383-6411
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.
Last Updated: 2026-06-27 05:01:29
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EXIT REALTY 4CORNERS
49503 Hwy 27 Unit B, Davenport, FL 33897
Kregg Smith
License #: BK3302418
License #: 10301223973
Associate Broker
Office
863 344 3948
Agent
607 235 6515
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