IN 2026, AVAILABLE JULY 20 TO AUGUST 20 & SEPTEMBER 10 to OCTOBER 10. IN 2027, AVAILABLE BEGINNING MAY 15.
Welcome to Pine Run, home to fortunate people on 27 acres! This light & airy upstairs home overlooks lushly wooded, established native Florida landscaping. Copious sliding doors and windows, high ceilings in living room and ample closets. Bedrooms and living room have balconies. Beautifully updated kitchen offer views to serene outdoors. This is truly a nature lovers paradise! Laid-back, quiet and a desirable community just steps away from Casey Key, Blackburn Point Park and the Intracoastal Waterway. This area is truly a rare find and a well-kept secret in unassuming Osprey, nestled between Sarasota and Venice. The community features two pools, tennis and pickle ball courts, kayak racks and exercise room. The Legacy Bicycle Trail, Historic Spanish Point and Oscar Scherer State Park are within a mile or so of the community.
(Please note this is a second floor unit.)
IN 2026, AVAILABLE JUL 20 TO AUG 20 & SEP 10 TO OCT 10. IN 2027, AVAILABLE BEGINNING MAY 15.
Annual rental not available. One month minimum term. No smokers. Furnished. Rent includes internet, water, trash/recycling, HOA fees & community amenities. Electricity not included in rent & is payable monthly. Must complete HOA application & be approved ($100) and background/credit check ($55). $1900 deposit; additional $300 deposit for dog
239 Woodland Dr
Osprey, FL 34229
Apartment building
1-3 beds
Available units
This building may have units for rent or for sale. Select a unit to contact.
What's special
Community features two poolsAmple closetsViews to serene outdoorsBeautifully updated kitchenKayak racks
Facts, features & policies
Building amenities
Other
- Swimming pool
Unit features
Flooring
- Hardwood
Neighborhood: 34229
Areas of interest
Use our interactive map to explore the neighborhood and see how it matches your interests.
Travel times
Walk, Transit & Bike Scores
Walk Score®
/ 100
Car-DependentBike Score®
/ 100
Somewhat BikeableNearby schools in Osprey
Laurel Nokomis School
Grades PK-8 • 4.8 miles8/10
GreatSchools® Rating
Test Score Rating
8/10Student Progress Rating
8/10Venice Senior High School
Grades 9-12 • 6.6 miles7/10
GreatSchools® Rating
Test Score Rating
7/10College Readiness Rating
8/10Student Progress Rating
5/10Nearby apartments for rent
Listing order may reflect relevance, quality, and paid promotion.
Frequently asked questions
What is the walk score of 239 Woodland Dr?
239 Woodland Dr has a walk score of 42, it's car-dependent.
What schools are assigned to 239 Woodland Dr?
The schools assigned to 239 Woodland Dr include Laurel Nokomis School and Venice Senior High School.
What neighborhood is 239 Woodland Dr in?
239 Woodland Dr is in the 34229 neighborhood in Osprey, FL.
