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244 Woodland Drive , #244

Osprey, FL 34229
  • $215,000
  • STATUS: Active
  • ON SITE: 98 Days
  • ID#: A4667419
Price Reduced
UPDATED: 80 min ago
$215,000
  • 2
    BEDS
  • N/A
    ACRES
  • 2
    BATHS
  • 0
    1/2 BATHS
  • 1,325
    SQFT
  • $162
    $/SQFT
Neighborhood:
Type:
Condo
Built:
1980
County:
Area:

School Ratings & Info

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.

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-01-23T11:47:11.75.
www.sellmynapleshouse.com/homes/168945712
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244 Woodland Drive , #244 Osprey, FL 34229

  • Price: $215,000
  • Status: Active
  • On Site: 98 Days
  • Updated: 80 min ago
  • ID#: A4667419
2
Beds
2
Baths
0
½ Baths
N/A
Acres
1,325
SQFT
$162
$/SQFT
1980
Built
Neighborhood:
Pine Run III
County:
Sarasota
Area:
Osprey
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.
Exterior Features

Carport Yn No Construction Materials Wood Siding Direction Faces West Exterior Features Sliding Doors Foundation Details Slab Parking Features AssignedGuest Pool Private Yn No Road Surface Type Asphalt Roof Shingle Water Access Yn No Water Extras Yn No Water View Yn No Waterfront Feet Total 0 Waterfront Yn No

Interior Features

Appliances DishwasherDryerElectric Water HeaterRangeRefrigeratorWasher Building Area Total 1483 Building Elevator Yn No Cooling Central Air Cooling YN Yes Fireplace Yn No Flooring CarpetTile Furnished Furnished Heating CentralElectric Heating YN Yes Interior Features Ceiling Fan(s) Laundry Features InsideLaundry Closet Levels One Rooms Primary Bedroom (Ceiling Fan(s)En Suite BathroomBuilt-in Closet) Kitchen Living Room (Ceiling Fan(s)) Bedroom 2 (Ceiling Fan(s)Built-in Closet) Sewer Public Sewer Stories Total 2 Water Source Public

Property Features

Additional Lease Restrictions Buyer and Buyer's Agent to verify all restrictions with the Condo Association. No more than 25% of units may be leased at a time. Please visit website: www.pinerunosprey.org for more leasing info. Approval Process Application must be completed and a non-refundable fee of $50.00 paid by buyer to Pine Run Condo Association. Application must be turned in by owner Association Amenities ClubhouseFitness CenterPoolRecreation FacilitiesTennis Court(s) Association Approval Required Yn Yes Association Fee Includes Community PoolEscrow Reserves FundMaintenance StructureMaintenance GroundsManagerPool MaintenanceRecreational FacilitiesSewerTrashWater Association Montly Maint Amt Add To Hoa 0 Association Yn No Building Name Number 244 Cdd Yn No Community Features Buyer Approval RequiredClubhouseCommunity MailboxFitness CenterGolf Carts OKPoolTennis Court(s) Condo Fee Monthly Amount 840 Condo Fees 840 Condo Fees Term Monthly Condo Land Included Yn No Down Payment Resource Yes Flood Zone Code X Floor Number 2 Garage Yn No Homestead Yn No Lease Considered YN Yes Lease Restrictions YN Yes Listing Terms CashConventional Minimum Lease 1 Month Month To Month Or Weekly Yn Yes New Construction Yn No Number Of Pets 2 Ownership Condominium Pet Restrictions Buyer and Buyer's Agent to verify all restrictions with the Condo Association Pets Allowed Number LimitYes Property Sub Type Condominium Realtor Info As-IsAssoc approval requiredNo Sign Senior Community Yn No Special Listing Conditions None Sw Subdiv Community Name Pine Run Tax Annual Amount 2685.2 Total Annual Fees 10080 Total Monthly Fees 840 Utilities BB/HS Internet AvailableCable AvailableElectricity ConnectedPhone AvailablePublicSewer ConnectedWater Connected Yrs Of Owner Prior To Leasing Re Yes Zoning RMF1


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of KELLER WILLIAMS ON THE WATER S: 941-803-7522.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-01-23T11:47:11.75.
 
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