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244 Woodland Drive 244, Osprey, FL 34229

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For Sale

$225,000

2 beds • 2 baths • 1,325 sqft

Estimated Payment

$      /mo. †

APR for 30 years

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  • Condominium
    Property type

  • $169.81
    Price per square foot

  • 41-50 Years Old
    Age

Explore this Property

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.
MLS# A4667419

Courtesy Of Keller Williams on the Water Sarasota

(941) 803-7522

Open Houses

November

9

Sunday

In Person

Sunday, November 9, 2025

11:00AM - 1:00PM

Property Features

  • Age
    41-50 Years Old
  • Amenities
    Ceiling Fan
  • Appliances
    Dishwasher, Dryer, Range, Refrigerator, Washer
  • Architecture Style
    Other
  • Exterior Type
    Wood Siding
  • Floor Covering
    Carpet, Tile
  • Rooms
    Kitchen, Living Room

Map and Directions

Directions to 244 Woodland Drive 244, Osprey, FL 34229

Home seller CENTURY 21 Schmidt Real Estate

Get to know the neighborhood. A local affiliated CENTURY 21 office will help you set up tours, give advice, and negotiate with sellers.

CENTURY 21 Schmidt Real Estate

(941) 485-0021
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This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.