321 Lookout Point Drive, Osprey, FL 34229
$3,100,000 - Pending
Property Details
Price: $3,100,000
Sq Ft: 3,122
($993 per sqft)
Bedrooms: 3
Bathrooms: 3
Partial Baths: 1
City:Osprey
County:Sarasota
Type:Single Family
Development:Southbay Yacht And Racquet Club
Subdivision:Southbay Yacht & Racquet Club
Acres:0.3400
Virtual Tour/Floorplan:View
Year Built:1978
Listing Number:A4697345
Status Code:Pending
Taxes:$16,001.71
Tax Year: 2025
Garage: 2
/ Y
Furnishings: Unfurnished
Pets Allowed: Yes
Total Recurring Fees: $219
Total Recurring Fee Frequency: 0.00
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Equipment:
Built-In Oven
Cooktop
Dishwasher
Interior Features:
High Ceilings
Exterior Features:
Balcony
Outdoor Grill
Outdoor Kitchen
Sliding Doors
Financial Information:
Taxes: $16,001.71
Tax Year: 2025
Association Fee: $656.62
Association Fee Frequency: Quarterly
Room Dimensions:
Laundry: Inside
School Information:
Elementary School: Laurel Nokomis Elementary
Middle School: Sarasota Middle
Junior High: Sarasota Middle
High School: Venice Senior High
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View Virtual Tour
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 Area: 34229 - Osprey
Total Square Footage: 4,469
Price per Square Feet: $992.95
Total Floors: 2
Water: Public
Construction: Stucco
Date Listed: 2026-06-26 00:00:00
Pool: Y
Pool Description: In Ground
Furnished: Unfurnished
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Carpet, Tile, Wood
Roof: Tile
Heating: Central
Cooling: Central Air
Laundry: Inside
Pets: Yes
Sewer: Public Sewer
Parcel ID: 0158020018
Listing Courtesy Of: Coldwell Banker Realty
steveabbe@pga.com
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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Additional Information:
MLS Area: 34229 - Osprey
Total Square Footage: 4,469
Price per Square Feet: $992.95
Total Floors: 2
Water: Public
Construction: Stucco
Date Listed: 2026-06-26 00:00:00
Pool: Y
Pool Description: In Ground
Furnished: Unfurnished
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Carpet, Tile, Wood
Roof: Tile
Heating: Central
Cooling: Central Air
Laundry: Inside
Pets: Yes
Sewer: Public Sewer
Parcel ID: 0158020018
Map of 321 Lookout Point Drive, Osprey, FL 34229
Listing Courtesy Of: Coldwell Banker Realty
steveabbe@pga.com
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Location
2100 Constitution Boulevard
Sarasota, FL 34231
Contact
Jennifer Leblanc, Broker
941-400-0374
IDX information is provided exclusively for consumers’ personal, noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. The data relating to real estate for sale on this Website comes in part from the Broker Reciprocity Program (BR Program) of My Florida Regional MLS DBA Stellar MLS. The source of this real property information is the copyrighted and proprietary database compilation of the My Florida Regional MLS DBA Stellar MLS and © 2026. Information last refreshed: 2026-07-12 12:03:17
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