242 Lookout Point Drive, FL
Stellar MLS
1 / 1

$995,000

242 Lookout Point DriveOsprey, FL 34229

Listing updated: October 31, 2026 at 12:00 PM ET

Active
Stellar MLSListing courtesy of Premier Sotheby'S International Realty · Thomas Netzel · MLS #A4711269 · Active · 941-364-4000
4
Beds
2
Baths
2,413
Sq Ft
0.28
Acres
1978
Built
◆Waterfront◆Water access◆Private pool◆Fireplace◆$412/sqft◆360° tour
Single Family Residence

Property type

1978

Year built

12,041 sqft

Lot size

$412

Price / sq ft

$219/mo

HOA dues

1

Day on market

2

Garage spaces

X500

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$5,031
Property taxes$685
Home insurance (est.)$456
HOA dues$219

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history1 days on market

  1. Status: Active
    Oct 30, 2026
  2. Listed$995,000
    Oct 30, 2026

Property Documents

Documents the listing agent has made public for this property. Free to view and download.

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
1
Subdivision
Southbay Yacht & Racquet Club
County
Sarasota
Year built
1978
Living area
2,413 sq ft
Price/sq ft
$412
Building area
3,414 sq ft (Public Records)
Lot size
12,041 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X500 (12115C0236G)
Garage
2 spaces
Pool
Private pool
Annual taxes
$8,220 (2025)
Parcel #
0158080025
Zoning
RSF2
MLS #
A4711269

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Interior Details

Bedrooms
4
Full bathrooms
2
Flooring
Carpet, Ceramic Tile, Parquet
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
Interior features
Cathedral Ceiling(s), High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s)
Laundry
Inside
Stories / Levels
Multi/Split
Direction faces
West
Fireplace
Yes

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Circular Driveway, Garage Door Opener, Garage Faces Side, Oversized

HOA & Financial

HOA fee
$657 / Quarterly
Monthly HOA
$219/mo
Total monthly fees
$219/mo
Total annual fees
$2,628
HOA name
Rachelle Freed
CDD
No
Min lease term
3 Months
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Contact HOA

Exterior & Construction

Exterior features
Lighting, Private Entrance, Rain Gutters
Construction materials
Block, Stucco
Roof
Metal
Foundation
Slab
Pool
Private pool
Waterfront
Yes
Water access
Yes
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Sprinkler Recycled, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryLaurel Nokomis ElementaryGreatSchools ↗
MiddleSarasota MiddleGreatSchools ↗
High SchoolVenice Senior HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Great Room14x18
Kitchen11x18
Dining Room18x12
Primary Bedroom16x16
Bedroom 215x13
Bedroom 315x13
Primary Bathroom10x11
Loft15x15
Balcony/Porch/Lanai29x13
Bathroom 29x8
Foyer7x18

Listing Details

Listing date
2026-10-23
On market date
2026-10-30
Original list price
$995,000
Occupant type
Owner
MLS area
34229 - Osprey
Listing AOR
Sarasota - Manatee
Status changed
2026-10-30
Tax legal description
LOT 267 SOUTHBAY YACHT & RACQUET CLUB

Flood risk

Moderate riskFEMA Zone X500Panel 12115C0236G

Moderate-risk area (0.2% annual-chance / “500-year” floodplain). Flood insurance is recommended but usually not required.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

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.

Based on information submitted to the MLS GRID as of October 31, 2026 at 12:00 PM ET. 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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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