Tranquil Coastal Living in Pine Run 244 Woodland Dr, Osprey, FL 34229 Tucked beneath a canopy of mature oaks and palms, this beautifully updated 2-bedroom, 2-bath condo captures the easy, natural rhythm of coastal Florida living. Nestled within the sought-after Pine Run community, it offers both peace and connection just minutes from the beaches of Casey Key, charming Venice, and downtown Sarasota. Step inside to discover light-filled spaces, a warm neutral palette, and a welcoming open layout. The kitchen stands out with stainless-steel appliances, a stylish glass backsplash, and playful custom cabinetry that adds personality and character. A cozy breakfast nook sits beside a large window overlooking lush greenery, creating the perfect spot to start your day. The spacious living and dining areas flow naturally toward a screened lanai with vaulted wood ceilings, where you can sip coffee in the morning or unwind at sunset to the sounds of nature. Both bedrooms are roomy and inviting, with the primary suite opening directly to the lanai for that indoor-outdoor lifestyle Florida is famous for. Pine Run offers resort-style amenities in a natural, park-like setting two heated pools, tennis and pickleball courts, a fitness center, clubhouse, and kayak storage. With 20+ acres of native trees, walking trails, and tropical landscaping, this community feels worlds away yet sits moments from Tamiami Trail, dining, marinas, and the Gulfs turquoise waters. Highlights: 2 Bedrooms, 2 Bathrooms, 1, 325 Sq Ft Open, light-filled interior with stylish kitchen and breakfast nook Vaulted, wood-ceiling lanai with peaceful treetop views Primary suite with private lanai access Full laundry, ample storage, and designated carport parking Low-maintenance living with exceptional amenities Minutes to Nokomis Beach, Casey Key, and downtown Sarasota Live easy. Breathe deep. Welcome home to Pine Run.
Property Features
Bedrooms
- Bedrooms: 2
- Primary Bedroom Level: First
- Bedroom 2 Level: First
Other Rooms
- Total Rooms: 4
- Living Room Level: First
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Interior Features
- Ceiling Fans(s)
- Furnished Description: Furnished
- Flooring: Carpet, Tile
Appliances
- Dishwasher
- Dryer
- Electric Water Heater
- Range
- Refrigerator
- Washer
- Laundry Features: Inside, Laundry Closet
Heating and Cooling
- Cooling Features: Central Air
- Heating Features: Central, Electric
Kitchen and Dining
Exterior and Lot Features
- Sliding Doors
- Road Responsibility: Private Maintained Road
- Road Surface Type: Asphalt
Garage and Parking
- Parking Features: Assigned, Guest
Homeowners Association
- Association Amenities: Clubhouse, Fitness Center, Pool, Recreation Facilities, Tennis Court(s)
- Association Fee Includes: Pool, Escrow Reserves Fund, Maintenance Structure, Maintenance Grounds, Management, Recreational Facilities, Sewer, Trash, Water
- Calculated Total Monthly Association Fees: 840
- Association Name: Pine Run III/Keys Caldwell
- Association Phone: 9414088293
- Pets Allowed: Number Limit, Yes
- Pet Description: Pet Restrictions: Buyer and Buyer's Agent to verify all restrictions with the Condo Association, Number Of Pets: 2
Condo Info
- Unit Floor In Building: 1
Rental Info
- Lease Term: Minimum Lease: 1 Month
Amenities and Community Features
- Community Features: Buyer Approval Required, Clubhouse, Community Mailbox, Fitness Center, Golf Carts OK, Pool, Tennis Court(s)
Other Property Info
- Annual Tax Amount: 2907
- Source Listing Status: Active
- County: Sarasota
- Directions: Head south on I-75 S, Use the right 2 lanes to take exit 200 for FL-681 S toward Venice/Osprey, Continue onto FL-681, Slight right to merge onto US-41 N/N Tamiami Trl toward Osprey, Turn left onto Blackburn Point Rd, Turn right onto Woodland Dr, Home will be on the left
- Tax Year: 2024
- Ownership: Condominium
- Source Property Type: Residential
- Area: 34229 - Osprey
- Property Subtype: condo
- Source Neighborhood: PINE RUN III
- Parcel Number: 0157012043
- Postal Code Plus 4: 9430
- Public Survey Range: 18
- Public Survey Section: 15
- Subdivision: PINE RUN III
- Township: 38
- Zoning: RMF1
- Property Features: Condo Fees: 840 Monthly
- Property Subtype: Condominium
- Source System Name: C2C
Building and Construction
- Total Square Feet Living: 1325
- Year Built: 1980
- Building Area Source: Public Records
- Building Area Total: 1483
- Building Name: 244
- Construction Materials: Wood Siding
- Direction Faces: West
- Foundation Details: Slab
- Levels: One
- Living Area Source: Public Records
- Living Area Units: Square Feet
- Property Age: 45
- Roof: Shingle
- Levels or Stories: 1
- Building Total Stories: 1
Utilities
- Sewer: Public Sewer
- BB/HS Internet Available
- Cable Available
- Electricity Connected
- Phone Available
- Public
- Sewer Connected
- Water Connected
- Water Source: Public
