• Primary Photo - 221 Lookout Point Dr
  • Building Photo - 221 Lookout Point Dr
    Building Photo - 221 Lookout Point Dr
  • Building Photo - 221 Lookout Point Dr
    Building Photo - 221 Lookout Point Dr
$3,750 / Month

221 Lookout Point Dr

,

Osprey, FL 34229

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Edit Commute

Under 30 minutes

Commute Time is calculated at rush hour.
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941-400-5210

  • Bedrooms

    3

  • Bathrooms

    2.5

  • Square Feet

    2,155 sq ft

  • Available

    Available May 15

Highlights

  • Furnished
  • Solid Surface Countertops
  • Wine Refrigerator
  • Family Room Off Kitchen
  • 2 Car Attached Garage
  • Solid Wood Cabinet
221 Lookout Point Dr
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About This Home

$3,750 deposit, Available May 15

Southbay Yacht & Racquet club-Osprey Florida.$3750/mo Furnished/3Bed/2,5 Bath/Prime Bayside Location.Welcome to your tropical retreat in Southbay yacht and Racquet Club!This Beautiful single-family home sits on a spacious lot with lush landscaping,offering privacy and a relaxed coastal lifestyle just minutes from the beaches.3 Bedrooms/ 2.5 Bathrooms,Fully furnished with upscale Tommy Bahama Style decor.Newly upgraded Kitchen with granite countertops & new appliances.Renovated bathrooms with high-quality finishes.Bright open spaces with a modern tropical feel.Spacious lanai perfect for outdoor living and entertaintment.Large lot with beautiful tropical landscaping. Private Marina with boat slips & direct access to Little Sarasota Bay & Intracoastal Waterway.Newly remodeled clubhouse overlooks the marina and includes a ballroom with catering kitchen and dance floor,community room with kitchen and piano,entertaintment area,fitness center with aerobic and strenght-training equipment,card room,library and meeting room. Additional amenities include:Geomethermal heated pool and youth pool,covered outdoor patio and waterfront park,3 tennis courts,4 pickleball courts,2 shufflelboards courts,youth basketball court and playground,kayac storage,scenic walking trails and biking paths Southbay ideally located between Sarasota and Venice.Close to top-rated Pine View School,minutes to Gulf Coast Beaches. Enjoy Resort Style living in one of South Sarasota's most desirable waterfront communities.Schedule your showing today !Available May 15th-2026. An Exceptional opportunity to experience the best of Florida waterfront living. MLS# A4688034

221 Lookout Point Dr is a house located in Sarasota County and the 34229 ZIP Code.

* Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.

Home Details

Home Type

Single Family Detached Home

Year Built

Built in 1980

Bedrooms and Bathrooms

Walk-In Closet 2.5 Bathrooms 3 Bedrooms

Interior Spaces

Furnished Family Room Off Kitchen Ceiling Fan 2,155 Sq Ft Home 1-Story Property Window Treatments

Kitchen

Solid Surface Countertops Wine Refrigerator Solid Wood Cabinet Cooktop Ice Maker Microwave Dishwasher Disposal

Laundry

Laundry Room Dryer Washer

Listing and Financial Details

Security Deposit $3,750 Property Available on 5/15/26 12-Month Minimum Lease Term Application Fee: 0 Assessor Parcel Number 0158080020 Tenant pays for cleaning fee The owner pays for pest control Residential Lease

Lot Details

10,800 Sq Ft Lot

Parking

2 Car Attached Garage

Schools

Laurel Nokomis Elementary School Sarasota Middle School Venice Senior High School

Utilities

Thermostat Central Heating and Cooling System Electric Water Heater

Community Details

Overview

No Home Owners Association Southbay Yacht & Racquet Club Community Southbay Yacht & Racquet Club Subdivision

Pet Policy

Dogs Allowed Pet Size Limit Small pets allowed Pet Deposit $500 2 Pets Allowed

Fees and Policies

The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified. Use the Cost Calculator to determine costs based on your needs.

  • One-Time Basics
    • Due at Application
      • Application Fee Per Applicant
        Charged per applicant.
        $0
    • Due at Move-In
      • Security Deposit - Refundable
        Charged per unit.
        $3,750

Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

Details

Property Information

  • Furnished Units Available

Contact

  • Listed by Elizabeth Anzellini | Keller Williams On The Water S
  • Phone Number
  • Contact
  • Source
    Stellar MLS
Information is provided by My Florida Regional MLS DBA Stellar MLS. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) 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. Copyright © 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved.
Location Get Directions
Neighborhood

The peaceful waterfront community of Venice and Englewood sits on Florida’s west coast overlooking the Gulf of Mexico. Originally established to provide lemon groves, the town retains a natural Old Florida feel with few buildings reaching higher than three or four stories. Fort Myers and Sarasota lie within commuting distance, and Sarasota Bradenton International Airport lies just 30 miles away.

Dotted with charming 50s-style beach homes and vibrant apartment rentals, the area is quintessentially Florida. Back on the mainland, you'll find plenty of golf courses and several parks where residents and visitors can enjoy outdoor activities such as fishing, cycling, and kayaking. With its stunning, unspoiled beaches and a pleasant year-round climate, you’ll feel as though you’re on a permanent vacation when you live in an Englewood/Venice apartment.

Learn more about living in Venice/Englewood 
Amenities
  • Furnished
Education
Colleges & Universities Distance
Colleges & Universities Distance
Ringling Coll. of Art & Design
Drive: 28 min 15.4 mi
SCF, Sarasota, Venice
Drive: 28 min 16.3 mi
New College of Florida
Drive: 32 min 17.1 mi
SCF, Sarasota, Lakewood Ranch
Drive: 30 min 21.8 mi
221 Lookout Point Dr is within 28 minutes or 15.4 miles from Ringling Coll. of Art & Design. It is also near SCF, Sarasota, Venice and New College of Florida.
Transportation

221 Lookout Point Dr is near Sarasota/Bradenton International, located 18.0 miles or 33 minutes away, and Punta Gorda, located 41.4 miles or 53 minutes away.

Airports Distance
Airports Distance
Sarasota/Bradenton International
 Drive: 33 min 18.0 mi
Punta Gorda
 Drive: 53 min 41.4 mi
Getting Around
Somewhat Walkable
Walkability
30 / 100
Minimal Public Transit
Transit
10 / 100
Exceptionally Drivable
Drivability
90 / 100
Moderately Bikeable
Bikeability
60 / 100

Scores provided by

What do Walkability, Transit, Drivability, and Bikeability mean? Walkability measures the walking distance to day-to-day needs. Transit measures access to public transportation. Drivability measures congestion, parking availability, and access to major roads. Bikeability measures the suitability for cycling. How It Works
-
Soundscore™
- / 100

Traffic

-

Airport

-

Businesses

-

Scores provided by

HowLoud What is a Sound Score Rating? A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources. How It Works
Points of Interest

Time and distance from 221 Lookout Point Dr.

Shopping Centers Distance
Shopping Centers Distance
The Shops at Casey Key
Walk: 13 min 0.7 mi
Osprey Plaza
Drive: 3 min 1.3 mi
Newton Plaza
Drive: 3 min 1.5 mi
221 Lookout Point Dr has 3 shopping centers within 1.5 miles, which is about a 3-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Oscar Scherer State Park
 Drive: 5 min 1.5 mi
Laurel Park
 Drive: 7 min 3.9 mi
Pocono Trail Preserve
 Drive: 9 min 5.1 mi
Curry Creek Preserve
 Drive: 12 min 6.8 mi
Twin Lakes Park
 Drive: 18 min 12.4 mi
221 Lookout Point Dr has 5 parks within 12.4 miles, including Oscar Scherer State Park, Laurel Park, and Pocono Trail Preserve.
Hospitals Distance
Hospitals Distance
Venice Regional Bayfront Health
Drive: 13 min 6.8 mi
Doctors Hospital of Sarasota
Drive: 19 min 14.1 mi
221 Lookout Point Dr is 6.8 miles from Venice Regional Bayfront Health, and is convenient to other hospitals, including Doctors Hospital of Sarasota.
Military Bases Distance
Military Bases Distance
Governmental U.S. Coast Guard
Drive: 83 min 67.9 mi
MacDill Air Force Base
Drive: 99 min 76.6 mi
221 Lookout Point Dr is 67.9 miles from Governmental U.S. Coast Guard, and is convenient to other military bases, including MacDill Air Force Base.

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