1. Florida
2. Osprey
3. 244 WOODLAND DRIVE 244

244 WOODLAND DRIVE 244, Osprey, FL 34229

• 2 beds |
• 2 baths |
• 1,325 sqft

Property Description

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.

Listing Status:

Active

Date Added:

October 16, 2025 at 05:00AM

Listing Office:

KELLER WILLIAMS ON THE WATER S : 941-803-7522

Listing Agent:

Derek Edwards : 941-929-3183

MLS ID:

A4667419

Interior

• General: Ceiling Fans(s)
• Appliances: DishwasherDryerElectric Water HeaterRangeRefrigeratorWasher
• Laundry: InsideLaundry Closet
• Flooring: CarpetTile
• A/C: Central Air
• Heating: CentralElectric

Exterior

• General: Sliding Doors
• Parking: AssignedGuest

Construction

• Roofing: Shingle
• General: Wood SidingOneSlab

Location

• Road/Access: Asphalt
• HOA Amenities: ClubhouseFitness CenterPoolRecreation FacilitiesTennis Court(s)PoolEscrow Reserves FundMaintenance StructureMaintenance GroundsManagementRecreational FacilitiesSewerTrashWater
• Originating MLS: mfrmls
• County: Sarasota

Lot

• Zoning: RMF1UNIT 244 PINE RUN SEC 30157012043

Utilities

• Utilities: BB/HS Internet AvailableCable AvailableElectricity ConnectedPhone AvailablePublicSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: mfrmls
• Ownership: Condominium

This listing courtesy of Derek Edwards, KELLER WILLIAMS ON THE WATER S