Sarasota MLS Listings

/ Sarasota MLS
Save
Ask
Tour
Hide
Share
$225,000
3 Days On Site

244 WOODLAND DRIVE 244
OSPREY, FL 34229

For Sale|Condominium|Active
2
Beds
2
Total Baths
2
Full Baths
1,325
SqFt
$170
/SqFt
1980
Built
Subdivision:
PINE RUN III
County:
Sarasota
Call Now: 941-265-2455
Is this the listing for you? We can help make it yours.
941-265-2455
244 WOODLAND DRIVE 244244 WOODLAND DRIVE 244244 WOODLAND DRIVE 244244 WOODLAND DRIVE 244
Save
Ask
Tour
Hide
Share

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.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$225,000
Days On Site 
3 Days
Bedrooms 
2
Inside Area (SqFt) 
1,325 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
1980
MLS® Number 
A4667419
Status 
Active
Property Tax 
$2,907
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
yesterdayListing updated with changes from the MLS®
4 days agoListing first seen on site
General Features
Direction Faces 
West
Foundation 
Slab
Levels 
One
Number Of Stories 
1
Parking 
AssignedGuest
Pets 
Number LimitYes
Property Sub Type 
Condominium
Sewer 
Public Sewer
SqFt Total 
1483
Utilities 
Cable AvailableElectricity ConnectedPhone AvailableSewer ConnectedWater Connected
Water Source 
Public
Zoning 
RMF1
Interior Features
Appliances 
DishwasherDryerElectric Water HeaterRangeRefrigeratorWasher
Cooling 
Central Air
Flooring 
CarpetTile
Furnished 
Furnished
Heating 
CentralElectric
Laundry Features 
InsideLaundry Closet
Bedroom 2 
Level - FirstFeatures - Ceiling Fan(s)
Kitchen 
Level - First
Living Room 
Level - FirstFeatures - Ceiling Fan(s)
Master Bedroom 
Level - FirstFeatures - Ceiling Fan(s)
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
Wood Siding
Roof 
Shingle
Community Features
Association Amenities 
ClubhouseFitness CenterPoolRecreation FacilitiesTennis Court(s)
Community Features 
ClubhouseFitness CenterPoolTennis Court(s)
Financing Terms Available 
CashConventional
MLS Area 
34229 - Osprey
Roads 
Asphalt
Township 
38
Listing courtesy of KELLER WILLIAMS ON THE WATER S 9419293183



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-10-20 02:27 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Save
Ask
Tour
Hide
Share