5+ Days Ago
Highlights
- Community room
- Tennis courts
- Modern kitchen
- Fitness center
- Playground
- Granite countertops
Location
221 Lookout Point Dr, Osprey, FL 34229, USA
Tour 221 Lookout Point Dr
Contact
Keller Williams on the Water Sarasota
Nearby rentals
Renter hub
Property management
Apartments for rent Cape CoralApartments for rent St. PetersburgApartments for rent Port CharlotteApartments for rent SarasotaApartments for rent HancockApartments for rent North PortApartments for rent RuskinApartments for rent BradentonApartments for rent Punta GordaApartments for rent MarinerApartments for rent PalmettoApartments for rent Sarasota-BradentonApartments for rent VeniceApartments for rent DiplomatApartments for rent Burnt StoreApartments Near Me
Houses for rent SarasotaHouses for rent St. PetersburgHouses for rent BradentonHouses for rent VeniceHouses for rent Punta GordaHouses for rent Sarasota-BradentonHouses for rent Lakewood RanchHouses for rent Longboat KeyHouses for rent Port CharlotteHouses for rent Treasure IslandHouses for rent South PasadenaHouses for rent Kings Point CondominiumsHouses for rent Sun City CenterHouses for rent Coquina KeyHouses for rent Rosemary DistrictHouses for rent near me
Property Overview
221 Lookout Point Dr offers a range of notable features, including a community room, tennis courts, modern kitchen, fitness center, playground, and granite countertops. The array of 75 photos provides potential renters with a comprehensive view of the property, enhancing their decision-making. With amenities that support fitness and wellness, such as patios for fresh air and an on-site gym, this location encourages an active lifestyle while enjoying comfortable living.
This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.
Things you’ll love
Images Available
Great for
Wellness
Amenities for 221 Lookout Point Dr
Features
| Ceiling Fan | Central Air |
| Electric Heating | Furnished |
| Walk-in Closet |
Appliances
| Dishwasher | In-Unit Laundry |
Community
| Fitness Center |
Grounds
| Garage Parking | Outdoor Space |
| Storage | Swimming Pool |
Other
| Two Rooms |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
Advertisement
About 221 Lookout Point Dr
Property Status: Active 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. Office Phone: (941) 803-7522 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 221 Lookout Point Dr compares to other nearby properties.
Positives
- Images Available
- There are at least 10 photos of this address
Address details
| Zip code | 34229 |
|---|---|
| Type | House for rent |
Get the latest listings anytime, anywhere
Receive similar listings in the area, download our app, and more.
Rent trends in Osprey
3-bedroom apartments at 221 Lookout Point Dr cost about 1% less than the average rent price for 3-bedroom apartments in Osprey.
Median rents as of Apr 4 2026.
Osprey
| Month | Median Rent |
|---|---|
| April 2024 | $3,937 |
| May 2024 | $3,650 |
| June 2024 | $3,850 |
| July 2024 | $4,000 |
| August 2024 | $4,300 |
| September 2024 | $4,087 |
| October 2024 | $3,775 |
| November 2024 | $3,599 |
| December 2024 | $3,187 |
| January 2025 | $3,837 |
| February 2025 | $4,825 |
| March 2025 | $4,650 |
| April 2025 | $4,587 |
| May 2025 | $5,000 |
| June 2025 | $4,750 |
| July 2025 | $4,580 |
| August 2025 | $4,371 |
| September 2025 | $4,587 |
| October 2025 | $5,114 |
| November 2025 | $5,070 |
| December 2025 | $4,612 |
| January 2026 | $4,232 |
| February 2026 | $4,235 |
| March 2026 | $4,218 |
| April 2026 | $3,795 |
Affordability calculator
Can I afford to live at 221 Lookout Point Dr?
Bedrooms
3 bedroomsRent-to-income ratio
30%
Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income
$150,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $150,000 annually to afford this 3-bedrooms monthly rent price of $3,750.
For more information on rent affordability, visit our rent calculator.
Schools near 221 Lookout Point Dr
Laurel Nokomis School
1900 laurel rd e
nokomis, FL, 34275
PK, K-8Public
A-
Sarasota Virtual Academy
4748 beneva rd
sarasota, FL, 34233
K-12Public
Sarasota Virtual School
1960 landings blvd
sarasota, FL, 34231
K-12Public
B-
Oak Park School
7285 hand rd
sarasota, FL, 34241
K-12Public
Children First
1723 n orange ave
sarasota, FL, 34234
PKPublic
Advertisement
Internet available near 221 Lookout Point Dr
Neighborhood
NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.
Getting around Osprey near 221 Lookout Point Dr
Walking
3/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Driving
9/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
6/10
Peddling isn’t a problem with cyclist-friendly streets and bikeable destinations.
Transit
1/10
FYI, there are little to no public transit options within walking distance.
Points of interest for 221 Lookout Point Dr, Osprey
Groceries
7/10
At least one grocery store within a 15-minute walk
Shopping
3/10
Some shops within walking distance
Cafes
4/10
Few or no cafés within walking distance
Restaurants
3/10
Few or no restaurants within walking distance
Primary schools
2/10
No elementary schools within a 30-minute walk
High schools
2/10
No high schools within a 30-minute walk
Parks
9/10
Large amount of park space nearby
Nightlife
3/10
Few or no bars within walking distance
Compare similar properties nearby
- dogs and cats ok
- garage parking
- on-site laundry
- dogs and cats ok
- garage parking
- on-site laundry
Venice Isles Luxury Apartments
Our team has verified this companyVenice Farms • 2600 Executive Dr
2–3 Beds
$1,845–$3,145
- dogs and cats ok
- garage parking
- on-site laundry
- dogs and cats ok
- garage parking
- on-site laundry
- dogs and cats ok
- garage parking
- on-site laundry
- dogs and cats ok
- garage parking
- on-site laundry
15077 Shady Palms Ln #NA, Nokomis, FL, 34275
Our team has verified this company15077 Shady Palms Ln #NA
4 Beds
$3,500
- dogs and cats ok
- garage parking
- on-site laundry
4608 Masefield Pl, Sarasota-Bradenton, FL, 34241
Our team has verified this companyBent Tree Village • 4608 Masefield Pl
3 Beds
$2,740
- dogs and cats ok
- garage parking
- on-site laundry
- dogs and cats ok
- garage parking
- on-site laundry
- dogs and cats ok
- garage parking
- on-site laundry
Venice Isles Luxury Apartments
Our team has verified this companyVenice Farms • 2600 Executive Dr
2–3 Beds
$1,845–$3,145
- dogs and cats ok
- garage parking
- on-site laundry
- dogs and cats ok
- garage parking
- on-site laundry
- dogs and cats ok
- garage parking
- on-site laundry
- dogs and cats ok
- garage parking
- on-site laundry
15077 Shady Palms Ln #NA, Nokomis, FL, 34275
Our team has verified this company15077 Shady Palms Ln #NA
4 Beds
$3,500
- dogs and cats ok
- garage parking
- on-site laundry
4608 Masefield Pl, Sarasota-Bradenton, FL, 34241
Our team has verified this companyBent Tree Village • 4608 Masefield Pl
3 Beds
$2,740
- dogs and cats ok
- garage parking
- on-site laundry
Check availability
Advertisement