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 Gulf’s 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.
Source: Stellar MLS
MLS#: A4667419
Additional Rooms:
Appliances: Washer,
Building Area Units: Square Feet
Building Elevator: False
Cooling Type: Central Air,
Fireplace: Wood Burning,
Floor Number: 1
Flooring: Tile,
Heating Type: Electric,
Stories Total: 1
Interior Features: Ceiling Fans(s),
Laundry Features: Laundry Closet,
Levels: One,
Living Area SQ ft: 1325
Living Area Meters: 123.10
Living Area Source: Public Records
Living Area Units: Square Feet
Room Count: 4
Spa:
Spa Features: In Ground,
Architectural Style: Ranch,
Attached Garage:
Carport: 0
Construction Materials:
Exterior Features: Sliding Doors,
Foundation Details: Slab,
Garage: 0
Garage Spaces:
Homestead: False
Lot Features: Paved,
Lot Size Dimensions:
Lot Size SqFt: 0
Lot Size Square Meters: 0
Other Structures: Tennis Court(s),
Parking Features: Guest,
Pool Private: 0
Property Condition: Completed,
Property Description:
Road Surface Type: Asphalt,
Roof: Shingle,
Sewer: Public Sewer,
Total Acreage: Non-Applicable
Utilities: Water Connected,
View Type: Water,
Water Access: False
Water Extras: False
Water Source: Public,
Water View: False
Water View Type:
Waterfront: Canal - Saltwater,
Window Features: Insulated Windows,
Additional Lease Restrictions: Buyer and Buyer's Agent to verify all restrictions with the Condo Association. No more than 25% of units may be leased at a time. Please visit website: www.pinerunosprey.org for more leasing info.
Association Fee Includes: Water,
Association Fee Requirement:
Available For Lease: True
List Price By Calculated SqFt: 169.81
Condo Fees: 840
Condo Fees Term: Monthly
Condo Land Included: False
Current Price: $225,000
Disclosures:
Existing Lease Tenant: True
Lease Restrictions: Buyer and Buyer's Agent to verify all restrictions with the Condo Association. No more than 25% of units may be leased at a time. Please visit website: www.pinerunosprey.org for more leasing info.
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Data last updated on Thursday, October 16, 2025 04:00:10 PM.