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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.
| DAYS ON MARKET | 77 | LAST UPDATED | 10/16/2025 |
|---|---|---|---|
| TRACT | PINE RUN III | YEAR BUILT | 1980 |
| COMMUNITY | 34229 - Osprey | COUNTY | Sarasota |
| STATUS | Active | PROPERTY TYPE(S) | Condo/Townhouse/Co-Op |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| AMENITIES | Maintenance Grounds, Maintenance Structure, Sewer, Trash, Water |
| APPLIANCES | Dishwasher, Dryer, Electric Water Heater, Range, Refrigerator, Washer |
| AREA | 34229 - Osprey |
| CONSTRUCTION | Wood Siding |
| HEAT | Central, Electric |
| PARKING | Assigned, Guest |
| SEWER | Public Sewer |
| STORIES | 1 |
| SUBDIVISION | PINE RUN III |
| TAXES | 2685.2 |
| UTILITIES | Cable Available, Electricity Connected, Phone Available, Sewer Connected, Water Connected |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing provided by Derek Edwards, KELLER WILLIAMS ON THE WATER S, 941-803-7522
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 12/10/25 3:32 PM PST.
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