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244 WOODLAND DRIVE 244
OSPREY FL 34229 US

$225,000

Active Listing ID A4667419
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2 bed
bath icon
2.00 Bath (2 Full)
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Condominium

$225,000

Active Listing ID A4667419
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244 WOODLAND DRIVE 244 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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Property Features

  • Facts
  • Property Type: Residential
  • Property Sub-type: Condominium
  • Features
  • Full Bathrooms: 2
  • Cooling System: Central Air
  • Exterior Finish: Sliding Doors
  • Floor Covering: Carpet, Tile
  • Roof Type: Shingle
  • Heating Fuels: Central, Electric (Heating)

Property

  • propertytype: Residential
  • propertysubtype: Condominium
  • listprice: 225000
  • unparsedaddress: 244 WOODLAND DRIVE
  • unitnumber: 244
  • postalcity: OSPREY
  • stateorprovince: FL
  • country: US
  • postalcode: 34229
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0
  • lotsizeunits: Acres
  • livingarea: 1325
  • livingareaunits: Square Feet
  • latitude: 27.181514
  • longitude: -82.484805
  • listagentfullname: Derek Edwards
  • listagentemail: derek.edwards1123@gmail.com
  • listagentkey: 3yd-MFRMLSFL-281527794
  • listagentmlsid: 281527794
  • listagentpreferredphone: 9418037522
  • listagentofficephone: 9418037522
  • listofficekey: 3yd-MFRMLSFL-281521326
  • listagentstatelicense: 3363878
  • listofficemlsid: 281521326
  • disclaimer: Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 1980
  • listingcontractdate: 2025-09-25
  • listagenturl: http://www.kwsarasotametro.com
  • countyorparish: Sarasota
  • parcelnumber: 0157012043
  • appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Wood Siding
  • flooring: Carpet, Tile
  • heating: Central, Electric (Heating)
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Assigned, Guest
  • roof: Shingle
  • waterfrontyn: False
  • franchiseaffiliation: Keller Williams Realty
  • interiorfeatures: Ceiling Fans(s)
  • exteriorfeatures: Sliding Doors
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bedroom 1, Bedroom 2, Kitchen, Living Room
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -82.4848, 27.181515
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Keller Williams on the Water Sarasota", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"klrw953@kw.com", "ListBrokerageCity":"Sarasota", "ListBrokerageCountry":"US", "ListBrokerageEmail":"klrw953@kw.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/9ca15cf19fb311e3a8c722000acb8497/20170324192254211.png", "ListBrokerageName":"Keller Williams on the Water Sarasota", "ListBrokeragePhone":"941-803-7522", "ListBrokeragePostalCode":"34236", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":"Ste 600", "ListBrokerageUnparsedAddress":"1549 Ringling Blvd", "ListBrokerageWebsiteUrl":"http://www.kwsarasotametro.com", "ListOfficeAddress1":"1549 Ringling Blvd Suite 600", "ListOfficeAddress2":"Main Office", "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Sarasota", "ListOfficeCountry":"US", "ListOfficeEmail":"salliewagner@kw.com", "ListOfficePostalCode":"34236", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Condominium - OSPREY, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/244-Woodland-Dr_Osprey_FL_34229_M55463-93622?f=listhub&s=MFRMLSFL&m=A4667419&c=rexren", "MLSModificationTimestamp":"2025-10-17T10:06:10Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Condominium", "RawPropertyType":"Residential", "RoomCount":4, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":2907, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/18/2025 4:38:52 PM GMT
Source Updated Date: 12/15/2025 6:45:15 PM GMT

Courtesy of: Derek Edwards, KELLER WILLIAMS ON THE WATER S, derek.edwards1123@gmail.com

Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.