244 WOODLAND DRIVE #244 Osprey, FL $ 225,000
244 WOODLAND DRIVE #244
$ 225,000
Open House 12/6 11am - 1pm
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244 WOODLAND DRIVE #244

Osprey, FL, 34229
$ 225,000
Bedrooms2 Baths2.0 Sq 1,325

Monthly Estimate*

$ 1,404

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View a Virtual Tour

Condo for sale in Osprey, FL

for $225,000 with 2 bedrooms and 2 full baths. This 1,325 square foot condo was built in 1980.

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.

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Open House

12/6/2025 11:00 AM - 1:00 PM
244 WOODLAND DRIVE #244 Osprey, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Condo Active

Price

$ 225,000

Bedrooms

2

Full Bath

2

Property Type

Condo

Taxes

$ 2,907

Style

Condominium

Year Built

1980

Town/City

Osprey

County/Region

Sarasota

MLS | Web ID

A4667419

Features
Interior
Interior Amenities ceiling fan(s)
Flooring carpet tile
Furnished Y/N furnished
Total Stories 1
Air Conditioning Y/N yes
Heating Y/N yes
Fireplace Y/N no
Half Baths 0
Laundry Features inside laundry closet
Total Bedrooms 2
Total Baths 2
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General
Sewer public sewer
Heating central electric
Cooling central air
Utilities bb/hs internet available cable available electricity connected phone available public sewer connected water connected
Possession close of escrow
Roof shingle
Appliances dishwasher dryer electric water heater range refrigerator washer
Zoning rmf1
Association Fee Includes community pool escrow reserves fund maintenance structure maintenance grounds manager pool maintenance recreational facilities sewer trash water
Construction Materials wood siding
Pets Allowed number limit yes
Year Built 1980
Levels one
Unit Number 244
Property Subtype condominium
Tax Year 2024
Ownership condominium
Community Features buyer approval required clubhouse community mailbox fitness center golf carts ok pool tennis court(s)
County sarasota
New Construction no
Property Type residential
Association Amenities clubhouse fitness center pool recreation facilities tennis court(s)
HOA Y
Subdivision Name pine run iii
Facing Direction west
Garage Y/N no
Total Rooms 4
Full Baths 2
Status active
Directions 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 blackb
City osprey
Association Name pine run iii/keys caldwell
Senior Community Y/N no
MLS Area 34229 - osprey
Lot Size Square Feet 0
Carport Y/N no
Listing Terms cash conventional
Land Lease Y/N no
Tax Annual Amount 2907
Home Warranty Y/N no
Additional Parcels Y/N no
Lease Considered Y/N yes
Virtual Tour https://www.propertypanorama.com/instaview/stellar/a4667419 https://05142016.aryeo.com/sites/aajnvgr/unbranded
Building Area Units square feet
Living Area Units square feet
Standard Status active
Occupancy Type tenant
Tax Lot 104
Legal Description unit 244 pine run sec 3
Minimum Lease 1 month
Water Access Y/N no
Monthly Condo Fee Amount 840
HOA Monthly Maintenance 0
Water View Y/N no
Flood Zone Code x
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Exterior
Exterior Amenities sliding doors
Parking Features assigned guest
Water Source public
Foundation Details slab
Building Area Total 1483
Lot Size Acres 0
Road Surface Type asphalt
Private Pool no
Waterfront Y/N no
Road Responsibility private maintained road
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Internal Only
Street Number 1 244
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* Excluded Features
List By
Keller Williams On The Water S

Broker

derek.edwards1123@gmail.com

Email

Affordability Calculator

$1,646
Per Month
85%
15%
0%
Monthly Principal & Interest
$1,404
Monthly Property Taxes
$242
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% 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. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
266288 Elementary School
265661 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
10/16/2025$225,000 Listed Price

Map


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244 WOODLAND DRIVE #244, Osprey, FL, 34229 is a Condo for sale at $225,000 with 1,325 sqft. 244 WOODLAND DRIVE #244 has 2 bedrooms, 2.0 baths, and was built in 1980. The property's zip code is 34229 which is in Osprey, FL