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242 LOOKOUT POINT DRIVE

House For Sale
$995,000

BTC: 12.99634274

ETH: 442.22222222

5 days
Waterfront
4 bds
2 ba
2,413 sqft

Overview

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.

Location

Florida • OSPREY • 34229 • House • For Sale • Waterfront

Details

Type:
Residential
Parking:
Circular Driveway / Garage Door Opener / Garage Faces Side / Oversized
Year Built:
1978
Lot:
0.28 Acres
Heating:
Central / Electric
Price/sqft:
$412
Cooling:
Central Air
HOA:
$657

Valuation

Our model vs. what's actually selling nearby.
Estimate
$995,000
$599K – $1.3M
Confidence Low
List vs. estimate
At estimate
List $995,000 · +0.0%
List is in line with recent comparable activity.
Price per sq ft
$412
+4.9% vs. city median $392
Based on
5 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$8,220
2025
HOA
$657/qtr
Common Area Taxes, Community Pool, Escrow Reserves Fund
Pool
In Ground
View
Pool
Waterfront
Bay/Harbor Front, Canal Front
Garage
2 car garage
Furnished
Furnished
Pets
Allowed
All facts and features

  • Flooring

    • Carpet

    • Ceramic Tile

    • Parquet

    Heating

    • Central

    • Electric

    Cooling

    • Central Air

    Appliances

    • Built-In Oven

    • Cooktop

    • Dishwasher

    • Disposal

    • Dryer

    • Electric Water Heater

    • Microwave

    • Refrigerator

    • Washer

    Other interior features

    • Cathedral Ceiling(s)

    • High Ceilings

    • Open Floorplan

    • Primary Bedroom Main Floor

    • Split Bedroom

    • Vaulted Ceiling(s)

    • Walk-In Closet(s)

    Bedrooms and bathrooms

    • Bedrooms: 4

    • Full bathrooms: 2

  • Parking

    • Circular Driveway

    • Garage Door Opener

    • Garage Faces Side

    • Oversized

    Property

    • Levels: Multi/Split

    • Pool Private: Yes

    • Exterior Features: Irrigation System / Lighting / Private Entrance / Rain Gutters / Sliding Doors

    Lot

    • Lot: 0.28 Acres

    Other Property Information

    • Parcel Number: 0158080025

    • Zoning: RSF2

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • BB/HS Internet Available

    • Cable Available

    • Electricity Connected

    • Sewer Connected

    • Sprinkler Recycled

    • Street Lights

    • Water Connected

  • Other financial information

    • HOA: $657

    • HOA Frequency: Quarterly

    • Annual tax amount: $8,220

  • Source details

    • MLS ID: A4711269

    Other facts

    • Construction Materials: Block / Stucco

    • Foundation Details: Slab

    • Fireplace Features: Living Room / Wood Burning

    • Laundry Features: Inside

    • Lot Features: Landscaped / Near Marina

    • Patio And Porch Features: Covered / Deck / Patio / Porch / Screened

    • Pool Features: In Ground / Deck / Gunite / Heated / Screen Enclosure / Solar Cover

    • Window Features: Blinds / Drapes / Window Treatments

    • Direction Faces: West

    • Architectural Style: Florida

    • Waterfront: Yes

    • Fireplace: Yes

    • Water Body Name: LITTLE SARASOTA BAY

    • Garage Spaces: 2

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 2413

    • Water Source: Public

    • Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB

Private inquiry
Talk to the advisor on this listing.
Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

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Market around this address

Live counts in the same area.
View all
This zip
34229
117
median $760K
Active
Same city
OSPREY
117
median $760K
Active
Same type
House
56
median $1.1M
Active
Similar price
$696K – $1.3M
36
median $877K
Active

The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY