Keys of Sarasota
Talk to George

George Predescu

REALTOR® · Horizon Realty International

321 Lookout Point Drive, Osprey, FL 34229

EmailFacebook
Sold

Sold $2,910,000

Closed Oct 6, 2026 · Last asking price $3,100,000

Listing courtesy of COLDWELL BANKER REALTY · MLS# A4697345 · Listed June 26, 2026

Buyer's brokerage: EXP REALTY LLC

  • 3Beds
  • 4Baths
  • 3,122Sq ft
  • 1978Built
  • Private pool
  • 2-car garage

About this home

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.

Read more ›

Details

  • Single Family

    Type

  • 1978

    Year built

  • 0.34 acres

    Lot

  • 2 cars

    Garage

  • $219/mo

    HOA

  • $16,002/yr

    Property tax

  • AE*

    Flood zone

Interior

Bedrooms
3
Bathrooms
4 (1 half)
Living area
3,122 sq ft
Stories
2
Furnished
Unfurnished

Features

  • High Ceilings

Flooring

  • Carpet
  • Tile
  • Wood

Laundry

  • Inside

Pool & water

Pool
Private

Pool

  • In Ground

Exterior & lot

Lot size
0.34 acres
Garage
2 spaces
Roof
Tile
Construction
Stucco

Features

  • Balcony
  • Outdoor Grill
  • Outdoor Kitchen
Show all details (Community & HOA · Appliances · Costs & building · Utilities & land) ›

Community & HOA

Community
Southbay Yacht & Racquet Club
Subdivision
Southbay Yacht & Racquet Club
County
Sarasota
HOA
$219/mo ($657 quarterly)

Appliances

  • Built-In Oven
  • Cooktop
  • Dishwasher

Costs & building

Property tax
$16,002 (2025)
Flood zone
AE*
Price per sq ft
$993
Year built
1978
Heating
Central
Cooling
Central Air

Utilities & land

Zoning
RSF2
Water
Public
Sewer
Public Sewer
Road
Paved

Utilities

  • Electricity Connected

Location

321 LOOKOUT POINT DR

Similar homes for sale in Osprey (34229)

See all homes for sale in Osprey ›

Recently sold nearby

Sales in 34229 over the last month. Properties displayed may be listed or sold by various participants in the MLS.

Information deemed reliable but not guaranteed.

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Oct 18, 2026, 9:00 PM EDT. 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.

IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by MLS GRID.

Some IDX listings have been excluded from this website (this site shows active for-sale and for-rent listings in its service area and honors seller opt-out requests).

Notice a listing that's inaccurate? Email listings@keysofsarasota.com and we'll correct or remove it. See our full IDX / DMCA policy for details.