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OSPREY, FL 34229 244 WOODLAND DRIVE #244

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Presented By: KELLER WILLIAMS ON THE WATER S with 941-803-7522. - 941-803-7522
  • MLS# A4667419
  • 10/16/2025
  • Request Tour
  • Request Info
  • Beds • 2
  • Baths • 2
  • SQFT • 1,325

Home Details

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.
Presented By: KELLER WILLIAMS ON THE WATER S with 941-803-7522. - 941-803-7522

Interior Features for 244 WOODLAND DRIVE #244

Bedrooms

Total Bedrooms2

Bathrooms

Half Baths0
Total Baths2

Other Interior Features

LivingAreaSourcepublic records
Air Conditioning Y/NYes
Fireplace Y/NNo
Flooringcarpet, tile
Furnished Y/Nfurnished
Heating Y/NYes
Interior Amenitiesceiling fan(s)
Laundry Featuresinside, laundry closet
Total Stories1

General for 244 WOODLAND DRIVE #244

Additional Parcels Y/NNo
Appliancesdishwasher, dryer, electric water heater, range, refrigerator, washer
Association Amenitiesclubhouse, fitness center, pool, recreation facilities, tennis court(s)
Association Fee Includescommunity pool, escrow reserves fund, maintenance structure, maintenance grounds, manager, pool maintenance, recreational facilities, sewer, trash, water
Association Namepine run iii/keys caldwell
Building Area Unitssquare feet
Carport Y/NNo
Cityosprey
Community Featuresbuyer approval required, clubhouse, community mailbox, fitness center, golf carts ok, pool, tennis court(s)
Construction Materialswood siding
Coolingcentral air
Countysarasota
Directionshead 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 blackb
Facing Directionwest
Flood Zone Codex
Flood Zone Code XY
Full Baths2
Garage Y/NNo
HOAYes
HOA Monthly Maintenance
Heatingcentral, electric
Home Warranty Y/NNo
Land Lease Y/NNo
Lease Considered Y/NYes
Legal Descriptionunit 244 pine run sec 3
Levelsone
Listing Termscash, conventional
Living Area Unitssquare feet
Lot Size Square Feet
MLS Area34229 - osprey
Minimum Lease1 month
ModificationTimestamp2025-10-18t16:05:05.267z
Monthly Condo Fee Amount840
New ConstructionNo
Occupancy Typetenant
Ownershipcondominium
Pets Allowednumber limit, yes
Possessionclose of escrow
Property Subtypecondominium
Property Typeresidential
Roofshingle
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
Sewerpublic sewer
Standard Statusactive
Statusactive
Subdivision Namepine run iii
Tax Annual Amount2907
Tax Lot104
Tax Year2024
Total Rooms4
Unit Number244
Utilitiesbb/hs internet available, cable available, electricity connected, phone available, public, sewer connected, water connected
Virtual TourClick here
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built1980
Zoningrmf1

Exterior for 244 WOODLAND DRIVE #244

Building Area Total1483
Exterior Amenitiessliding doors
Foundation Detailsslab
Lot Size Acres
Parking Featuresassigned, guest
Private PoolNo
Road Responsibilityprivate maintained road
Road Surface Typeasphalt
Water Sourcepublic
Waterfront Y/NNo

Additional Details

Price History

Steven Silcock

Broker Owner
Price $225,000
MLS#A4667419
List Date 10/16/2025
Property Type Condos
Phone 407.574.0218
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