Tucked away in the charming community of Pine Run, this uniquely designed two-story condo offers the perfect blend of privacy, comfort, and Florida lifestyle living in the heart of Osprey. This spacious 2-bedroom, 2-bath residence features a layout offering the primary suite on the first floor—ideal for ease of living and added privacy. The main level offers an inviting living and dining area filled with natural light, creating a warm and welcoming space for both relaxing and entertaining. The primary bedroom retreat provides generous space, ample closet storage, and a well-appointed en-suite bath. Upstairs, you’ll find a loft that is designed to be the second bedroom and full bath, perfect for guests, a home office, or seasonal visitors. The two-story design enhances privacy while maintaining an open and airy feel throughout. Pine Run is truly a hidden gem, known for its lush, mature landscaping and tranquil setting. Residents enjoy a peaceful, maintenance-free lifestyle just minutes from Gulf beaches, waterfront dining, shopping, and the cultural attractions of Sarasota. Whether you’re searching for a full-time residence or a seasonal retreat, this condo offers the ideal combination of comfort, location, and relaxed coastal living.
Property Details
Price:
$200,000
MLS #:
A4684191
Status:
Active
Beds:
2
Baths:
2
Type:
Condo
Subtype:
Condominium
Subdivision:
PINE RUN III
Neighborhood:
34229osprey
Listed Date:
Feb 27, 2026
Finished Sq Ft:
1,223
Total Sq Ft:
1,387
Lot Size:
191,784 sqft / 4.40 acres (approx)
Year Built:
1980
See this Listing
Schools
Elementary School:
Laurel Nokomis Elementary
Middle School:
Laurel Nokomis Middle
High School:
Venice Senior High
Interior
Appliances
Dryer, Electric Water Heater, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Tile
Heating
Central
Laundry Features
Inside, Laundry Closet
Exterior
Association Amenities
Fitness Center, Pickleball Court(s), Tennis Court(s)
Community Features
Buyer Approval Required, Clubhouse, Fitness Center, Pool
Construction Materials
Wood Frame
Exterior Features
Sidewalk, Sliding Doors
Roof
Shingle
Financial
HOA Includes
Community Pool, Escrow Reserves Fund, Maintenance Structure, Pool Maintenance
HOA Name
Keys-Caldwell, Inc
Tax Year
2025
Taxes
$2,526
Map
Community
- Address211 WOODLAND DRIVE UNIT 211 OSPREY FL
- SubdivisionPINE RUN III
- CityOSPREY
- CountySarasota
- Zip Code34229
Subdivisions in OSPREY
- ARBORS
- BAY ACRES – RESUB
- BAY OAKS ESTATES
- BAY STREET VILLAGE
- BAYPOINTE VISTA 1
- BISHOPSCOURT TOWNHOME ONE
- BLACKBURN HARBOR RESIDENCES
- BLACKBURN HARBOR WATERFRONT VILLAS
- BLACKBURN POINT MARINA VILLAGE
- BLACKBURN POINT WOODS
- CASEY KEY
- CORDES COVE
- DRY SLIPS AT BELLAGIO VILLAGE
- EDGEWATER/HIDDEN BAY PH 1 BLDG
- EDGEWATER/HIDDEN BAY PH 3
- HERON BAY CLUB SEC I
- HERON HOUSE
- HIDDEN BAY
- HIDDEN BAY; LAKE VISTA
- LAKE VISTA
- MERIDIAN AT THE OAKS PRESERVE
- NORTH CREEK ESTATES
- OAKS
- OAKS 2 PH 1
- OAKS 2 PH 2
- OAKS 2 PHASE 2
- OAKS 3 PH 1
- OSPREY EXECUTIVE PARK
- OSPREY PARK 2
- PALMER
- PALMS/CASEY KEY
- PARK TRACE ESTATES
- PHASE 2 OF BAY STREET
- PINE RANCH
- PINE RANCH EAST
- PINE RUN I
- PINE RUN II
- PINE RUN III
- RIVENDELL
- RIVENDELL WOODLANDS
- SARABAY ACRES
- SAUNDERS V A RESUB
- SIESTA REV RESUB OF PT
- SORRENTO SHORES
- SORRENTO VILLAS 1
- SORRENTO VILLAS 2
- SOUTH CREEK
- SOUTHBAY YACHT & RACQUET CLUB
- THE OAKS
- TOWNS-END SHORES
- VILLAS AT BELLAGIO HARBOR VILLAGE
- VILLAS AT OSPREY HARBOR VILLAGE
- VILLAS AT THE OSPREY HARBOR VILLAGE
- VILLAS/HARBOR VILLAGE
- WEBBS W D ADD
- WILLOWBEND
- WILLOWBEND PH 1
- WILLOWBEND PH 2
- WILLOWBEND PH 3
- WILLOWBEND PH 4
- WINDSOR LODGE AT THE OAKS
Market Summary
Property Summary
- Located in the PINE RUN III subdivision, 211 WOODLAND DRIVE UNIT 211 OSPREY FL is a Condo for sale in OSPREY, FL, 34229. It is listed for $200,000 and features 2 beds, 2 baths, and has approximately 1,223 square feet of living space, and was originally constructed in 1980. The current price per square foot is $164. The average price per square foot for Condo listings in OSPREY is $325. The average listing price for Condo in OSPREY is $725,579. To schedule a showing of MLS#a4684191 at 211 WOODLAND DRIVE UNIT 211 in OSPREY, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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Courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 211 WOODLAND DRIVE UNIT 211
OSPREY, FL









































