One or more photo(s) has been virtually staged. Turnkey-Furnished & Best Value in Pine Run Now Offered at $200,000 (Recently Reduced $25,000). Move right in and start enjoying the Florida lifestyle with this beautifully updated 2-bedroom, 2-bath condo offering 1,325 square feet of bright, open living. Featuring vaulted ceilings and an airy layout, this residence feels spacious and inviting from the moment you walk in.
The kitchen showcases stainless steel appliances, a sleek glass backsplash, and a sunlit breakfast nook perfect for everyday living or entertaining. The primary suite offers direct access to the screened lanai, creating a seamless indoor-outdoor flow with peaceful views of lush, private greenery.
Being sold turnkey-furnished, this is a true move-in-ready opportunity just bring your suitcase. Located in the highly sought-after Pine Run community, residents enjoy resort-style amenities including two heated pools, tennis and pickleball courts, a fitness center, clubhouse, and over 20 acres of scenic walking trails.
All just minutes from Nokomis Beach, Casey Key, dining, and shopping. Low-maintenance, turnkey living at an unbeatable price, ideal for full-time, seasonal, or investment use.
The kitchen showcases stainless steel appliances, a sleek glass backsplash, and a sunlit breakfast nook perfect for everyday living or entertaining. The primary suite offers direct access to the screened lanai, creating a seamless indoor-outdoor flow with peaceful views of lush, private greenery.
Being sold turnkey-furnished, this is a true move-in-ready opportunity just bring your suitcase. Located in the highly sought-after Pine Run community, residents enjoy resort-style amenities including two heated pools, tennis and pickleball courts, a fitness center, clubhouse, and over 20 acres of scenic walking trails.
All just minutes from Nokomis Beach, Casey Key, dining, and shopping. Low-maintenance, turnkey living at an unbeatable price, ideal for full-time, seasonal, or investment use.
Property Details
Price:
$200,000
MLS #:
A4667419
Status:
Active
Beds:
2
Baths:
2
Type:
Condo
Subtype:
Condominium
Subdivision:
PINE RUN III
Neighborhood:
34229osprey
Listed Date:
Oct 16, 2025
Finished Sq Ft:
1,325
Total Sq Ft:
1,483
Year Built:
1980
See this Listing
Schools
Interior
Appliances
Dishwasher, Dryer, Electric Water Heater, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Tile
Heating
Central, Electric
Interior Features
Ceiling Fan(s)
Laundry Features
Inside, Laundry Closet
Levels
One
Exterior
Association Amenities
Clubhouse, Fitness Center, Pool, Recreation Facilities, Tennis Court(s)
Community Features
Buyer Approval Required, Clubhouse, Community Mailbox, Fitness Center, Golf Carts OK, Pool, Tennis Court(s)
Construction Materials
Wood Siding
Direction Faces
West
Exterior Features
Sliding Doors
Parking Features
Assigned, Guest
Roof
Shingle
Financial
HOA Includes
Community Pool, Escrow Reserves Fund, Maintenance Structure, Maintenance Grounds, Manager, Pool Maintenance, Recreational Facilities, Sewer, Trash, Water
HOA Name
Pine Run III/Keys Caldwell
HOA Phone
941.408.8293
Tax Year
2025
Taxes
$2,685
Map
Community
- Address244 WOODLAND DRIVE UNIT 244 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, 244 WOODLAND DRIVE UNIT 244 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 1,325 square feet of living space, and was originally constructed in 1980. The current price per square foot is $151. The average price per square foot for Condo listings in OSPREY is $339. The average listing price for Condo in OSPREY is $724,220. To schedule a showing of MLS#a4667419 at 244 WOODLAND DRIVE UNIT 244 in OSPREY, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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Courtesy of KELLER WILLIAMS ON THE WATER S. 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. 244 WOODLAND DRIVE UNIT 244
OSPREY, FL