Keys of Sarasota
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George Predescu

REALTOR® · Horizon Realty International

242 Lookout Point Drive, Osprey, FL 34229

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For sale

$995,000

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY · MLS# A4711269 · Listed October 30, 2026

  • 4Beds
  • 2Baths
  • 2,413Sq ft
  • 1978Built
  • Waterfront
  • Private pool
  • Pool view
  • 2-car garage
  • 14 days listed
  • Open house Sun, Nov 15, 12:00 PM – 3:00 PM

About this home

Meticulously maintained, furnished four-bedroom residence in Southbay Yacht and Racquet Club, a sought-after waterfront community in Osprey. The community-owned marina features 172 boat slips accommodating vessels up to 55 feet within a protected, deep-water basin. HOA fees are just $218 per month. Enjoy the remodeled clubhouse overlooking the marina, offering an impressive array of amenities, including two kitchens, an elegant ballroom, a fitness center, a card room and an inviting living room complete with a grand piano. Outdoor enthusiasts will appreciate the pickleball and tennis courts, bocce ball, swimming pool, playground and convenient kayak launch and storage. The spacious great room and dining area are highlighted by a charming wood-burning fireplace, creating a warm and inviting atmosphere for entertaining family and friends. The thoughtfully designed split-bedroom floor plan provides added privacy for family and guests. Recent improvements include a new metal roof, hurricane-rated windows, newer A/C units and beautiful brick pavers enhancing both the driveway and pool area. Conveniently located between Sarasota and Venice, approximately 20 minutes from Siesta Key Beach and just a quarter mile from the Legacy Trail, offering miles of scenic paths and easy access to Oscar Scherer State Park. Enjoy nearby waterfront dining, shopping and local amenities just a short distance away. Osprey is also home to Pine View School for the Gifted, a highly regarded public school.

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Details

  • Single Family

    Type

  • 1978

    Year built

  • 0.28 acres

    Lot

  • 2 cars

    Garage

  • $219/mo

    HOA

  • $8,220/yr

    Property tax

  • X500

    Flood zone

  • $412

    Price per sq ft

Interior

Bedrooms
4
Bathrooms
2
Living area
2,413 sq ft
Stories
2
Furnished
Furnished

Features

  • Cathedral Ceiling(s)
  • High Ceilings
  • Open Floorplan
  • Primary Bedroom Main Floor
  • Split Bedroom
  • Vaulted Ceiling(s)
  • Walk-In Closet(s)

Flooring

  • Carpet
  • Ceramic Tile
  • Parquet

Laundry

  • Inside

Windows

  • Blinds
  • Drapes
  • Window Treatments

Pool & water

Pool
Private
Waterfront
Yes, 250 ft

Pool

  • In Ground
  • Deck
  • Gunite
  • Heated
  • Screen Enclosure
  • Solar Cover

Waterfront

  • Bay/Harbor

Exterior & lot

Lot size
0.28 acres
Garage
2 spaces
Roof
Metal
Construction
Block, Stucco
View
Pool

Features

  • Lighting
  • Private Entrance
  • Rain Gutters

Patio & porch

  • Covered
  • Deck
  • Patio
  • Porch
  • Screened

Lot

  • Landscaped
  • Near Marina
  • Paved

Parking

  • Circular Driveway
  • Garage Door Opener
  • Garage Faces Side
  • Oversized
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)

HOA fee includes

  • Common Area Taxes
  • Pool
  • Escrow Reserves Fund
  • Maintenance Grounds
  • Management
  • Recreational Facilities

Amenities

  • Basketball Court
  • Clubhouse
  • Elevators
  • Fence Restrictions
  • Fitness Center
  • Lobby Key Required
  • Pickleball Court(s)
  • Playground
  • Pool
  • Shuffleboard Court
  • Tennis Court(s)
  • Trail(s)

Community

  • Clubhouse
  • Deed Restrictions
  • Fitness Center
  • Golf Carts OK
  • Park
  • Pool
  • Tennis Court(s)
  • Street Lights

Appliances

  • Built-In Oven
  • Cooktop
  • Dishwasher
  • Disposal
  • Dryer
  • Electric Water Heater
  • Microwave
  • Refrigerator
  • Washer

Costs & building

Property tax
$8,220 (2025)
Flood zone
X500
Price per sq ft
$412
Year built
1978
Heating
Central, Electric
Cooling
Central Air
Days listed
14

Utilities & land

Zoning
RSF2
Water
Public
Sewer
Public Sewer
Road
Asphalt

Utilities

  • BB/HS Internet Available
  • Cable Available
  • Electricity Connected
  • Sewer Connected
  • Sprinkler Recycled
  • Water Connected

Location

242 LOOKOUT POINT DR

Monthly payment

$5,935 / month

Principal & interest
$5,031
Property taxes
$685
HOA
$219
Home insurance
enter below

Estimate only, not a loan offer. Rate is a starting value; taxes and HOA are as reported by the listing agent. Florida insurance (including flood) varies widely. Ask George for a lender referral.

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