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.

Features
: Central, Electric
: Central Air
: Guest, Assigned
: BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected
: Public Sewer
: Inside, Laundry Closet
: Ceiling Fans(s)
: Carpet, Tile
: Sliding Doors
Appliances
: Dishwasher, Electric Water Heater, Range, Refrigerator, Dryer, Washer
Address Map
US
FL
Sarasota
Osprey
34229
WOODLAND
244
DRIVE
W83° 30' 54.7''
N27° 10' 53.5''
RMF1
244
34229 - Osprey
Head 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 Blackburn Point Rd, Turn right onto Woodland Dr, Home will be on the left
West
Additional Info
KELLER WILLIAMS ON THE WATER S
Derek Edwards
$0
$0
Additional Information
: Public
https://www.propertypanorama.com/instaview/stellar/A4667419
https://05142016.aryeo.com/sites/aajnvgr/unbranded
2
2025-10-16
: One
: Slab
: Wood Siding
: Clubhouse, Fitness Center, Pool, Tennis Court(s), Golf Carts OK, Buyer Approval Required, Community Mailbox
1483
Clubhouse,Fitness Center,Pool,Recreation Facilities,Tennis Court(s)
Financial
: Maintenance Structure, Maintenance Grounds, Management, Pool, Recreational Facilities, Sewer, Trash, Water, Escrow Reserves Fund
2685.2
Listing Information
281527794
281521326
Cash,Conventional
Active
2025-12-09T16:16:09Z
Stellar
: None
2025-10-16T15:53:57Z

244 Woodland Dr #244, Osprey, Florida 34229

Residential For Sale

2 Bedrooms
2 Bathrooms
1,325 Sqft
$225,000
Listing ID #A4667419
Basic Details
Listing Type : For Sale
Listing ID : A4667419
Price : $225,000
Bedrooms : 2
Bathrooms : 2
Square Footage : 1,325 Sqft
Year Built : 1980
Full Bathrooms : 2
Listing Status : Active
Property Sub Type : Condominium
Roof : Shingle
Minimum Lease Period : 1 Month
Agent info
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