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$995,000

242 LOOKOUT POINT DRIVE, OSPREY, FL 34229

3D Tour
Active0 days on market

Beds

4

Baths

2

Sq Ft

2,413 sq ft

Year Built

1978

Lot Size

0.28 acres

Garage

2

About This Property

Meticulously maintained, furnished 4-bedroom residence in Southbay Yacht & 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, fitness center, card room, and 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-paver 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 biking and walking paths and easy access to Oscar Scherer State Park. Enjoy nearby waterfront dining, shopping, and local amenities just a short walk or golf cart ride away. Osprey is also home to Pine View School for the Gifted, a highly regarded public school.

Property Overview

Property TypeResidential
Sub TypeSingle Family Residence
MLS #A4711269
StatusActive
Year Built1978
Stories2
Total Rooms11
ConstructionBlock, Stucco
RoofShingle
FoundationSlab
FacesSouth
SubdivisionSOUTHBAY YACHT & RACQUET CLUB
CountySarasota
OwnershipFee Simple
FurnishedFurnished

Interior Features

InteriorCathedral Ceiling(s), High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s)
FlooringCarpet, Ceramic Tile, Parquet
AppliancesBuilt-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
LaundryInside
WindowsBlinds, Drapes, Window Treatments
CoolingCentral Air
HeatingCentral, Electric
FireplaceYes ()

Exterior & Lot

ExteriorIrrigation System, Lighting, Private Entrance, Rain Gutters, Sliding Doors
Lot Size0.28 acres (12,041 sq ft)
Lot FeaturesLandscaped, Near Marina
Road SurfacePaved, Asphalt
ViewPool

Pool & Spa

Private PoolYes
Pool FeaturesIn Ground, Deck, Gunite, Heated, Screen Enclosure, Solar Cover

Waterfront

WaterfrontYes
FeaturesBay/Harbor Front, Canal Front, Waterfront, Bay/Harbor

Utilities

WaterPublic
SewerPublic Sewer
UtilitiesBB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Sprinkler Recycled, Street Lights, Water Connected

Parking

GarageYes (2 spaces)

HOA & Community

HOAYes
HOA Fee$657 / Quarterly
Senior CommunityNo

Financial Details

List Price$995,000
Annual Taxes$8,220 (2025)
FinancingCash, Conventional
ZoningRSF2
Parcel #0158080025

Schools

ElementaryLaurel Nokomis Elementary
MiddleSarasota Middle
HighVenice Senior High

Directions

From US 41 (Tamiami Trail) in Osprey, turn west onto Southbay Drive into Southbay Yacht & Racquet Club. Turn left onto Danforth Lane, then right onto Lookout Point Drive. Property will be on the right.

Location

242 LOOKOUT POINT DRIVE, OSPREY, FL 34229

Listing Information

OfficePREMIER SOTHEBY'S INTERNATIONAL REALTY
ListedOctober 30, 2026

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Home Price

$995,000

20% ($199,000)
6.75%

Loan Term

Principal & Interest$5,163
Property Tax (est.)$912
Insurance (est.)$150
Total Monthly$6,225
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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. 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 last updated: October 30, 2026.

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