236 Woodland Dr, Osprey, FL 34229
What This Condo Offers
Property Id: 310276
IN 2026, AVAILABLE SEP 10 to OCT 10. IN 2027, AVAILABLE BEGINNING MAY 15. Light, airy home in Pine Run overlooks established native... landscaping. Copious sliding doors, windows & high ceilings. Beautifully updated kitchen offer views to outdoors. Carport + 1 visitor parking space. A nature lovers paradise, this laid-back, quiet & desirable community is close to Casey Key, Blackburn Point Park & Intracoastal Waterway. A rare find & well-kept secret in Osprey, nestled between Sarasota and Venice. Community features 2 pools, tennis & pickle ball courts, kayak racks and exercise room. Legacy Bicycle Trail, Historic Spanish Point & Oscar Scherer State Park located within a few miles. Top floor unit. Small dogs allowed. No smokers.
Annual term NOT available / $1900 monthly / 1 month minimum term . $100 discount for term of 2 or more months
Other: $1900 deposit / Add $300 for small dog / Credit & background check $55 / HOA application fee $100 / Cleaning fee $150 / Internet included / Electricity not included & billed monthly
Unit
- $1,900 / month
- 2 Beds
- 2 Baths
- 1325 sq. ft.
- Available Sep 10
Condo Features
- Cable Ready
- Dishwasher
- Freezer
- Furnished
- Hardwood Floors
- Microwave
- Oven
- Refrigerator
- Tile Floors
- Vaulted Ceiling
- Washer/Dryer
Community Features
- Fitness Center
- Pool
- Spa
- Utilities Included
236 Woodland Dr is a condo for rent in Osprey, FL
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
One-Time Basics
Due at Move-In
- Security Deposit - Refundable$1,900
Dogs
- Dogs Allowed
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.
Explore Commute Options
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--

Get In Touch
Osprey, FL 34229

Area Scores
Walkability
Fairly walkable40 / 100
Transit
Limited public transit20 / 100
Driveability
Exceptionally drivable90 / 100
Bikeability
Moderately bikeable60 / 100
Soundscore ™
Active75 / 100
Travel and Transit

Local Education
Primary and Secondary Schools
European Academy Of Early Education
Grades PK-5
Private
Laurel Nokomis School
Grades PK-8
Public
Venice Senior High School
Grades 9-12
Public
Victory Baptist Academy
Grades K-12
Private
NewGate School
Grades PK-12
Private
Data provided by GreatSchools.org © 2026. All rights reserved.
Colleges and Universities
School
Commute Time (Distance)
Ringling Coll. of Art & Design
Drive: 27 min (14.9 mi)
Discover Venice/Englewood, Osprey, FL
Shopping Centers
Shoppers will appreciate 236 Woodland Dr proximity to 1080-1098 S Tamiami Trl, Osprey Plaza, and The Shops at Casey Key. 1080-1098 S Tamiami Trl is 0.5 miles away, and Osprey Plaza is within a 4 minute walk.
Parks and Recreation
Recreational activities near 236 Woodland Dr are plentiful. Discover 2 parks within 4.2 miles, including Oscar Scherer State Park and Laurel Park.
Airports
Living in Venice/Englewood provides easy access to Sarasota/Bradenton International, located just 32 minutes from 236 Woodland Dr.




