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$184,900

  • For Sale
  • Active
  • Condo
  • 1 Bed
  • 1 Full Bath
  • 1 Partial Bath
  • 865 Sq. Ft.

Next open house:

Open House: 1:00 PM - 3:00 PM

Sunday 1/18 1:00 PM - 3:00 PM

238 Woodland Drive #238,Osprey, FL 34229

238 Woodland Drive #238OspreyFL34229

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GREAT NEW PRICE to live like you're on vacation every day in this beautiful one bedroom, one and a half bath, FIRST FLOOR condo in the popular community of Pine Run! Step inside and you'll find a welcoming, well-designed, floor plan that is beautifully decorated throughout. The primary bedroom has a beautiful UPDATED ensuite bathroom with a new hurricane window, dual closets and a private sliding patio door to the back lanai that lets the natural light in. The half bath is also UPDATED and has granite countertops. The UPDATED kitchen has plenty of cabinets for storage, beautiful granite countertops, a pass through counter to the dining area and a new hurricane impact sliding patio door letting in more natural light and opening to a cozy private patio. The screened-in lanai runs almost the entire length of the back of the condo and is a perfect space to enjoy the warm tropical breezes and views of the lush tropical landscaping. Lovely tile flooring in every room. Two pets are welcome here! A/C and water heater new in 2021. Plus you have your own brand new in 2025 stackable washer and dryer inside this unit. This condo comes with a covered one car carport and TWO outdoor storage closets; a perfect place to store your beach chairs and bicycle! Pine Run is a resort-style community in a fabulous location in Osprey with beautiful tropical landscaping and all kinds of amenities to enjoy from the two heated community pools, pickleball and tennis courts, club house with fitness room and outdoor kayak storage racks! During the season there are plenty of fun events to fill up your calendar. Close to Nokomis beach, in a great location between Sarasota and Venice where you will find delicious waterfront restaurants, boutique shoppes, festivals golfing, fishing, boating and more. This wonderful condo is ready right NOW for you to move in, relax and start having fun!

Full Property Details for 238 Woodland Dr #238

General

  • Price: $184,900
  • HOA FEE: $646/month
  • Taxes: $1,600 (2024)
  • Status: Active
  • Type: Condo
  • Source: MidFloridaRegionalMLS
  • MLS ID: N6140863
  • Updated: 1/3/2026
  • Added to Site: 102 day(s) ago

Rental Information

  • Min. Lease: 1 Month

Interior

  • Number of Rooms: 4
  • Interior Features: Ceiling Fan(s), Living Room/Dining Room Combo, Open Floorplan, Stone Counters, Window Treatments
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 1

Other Rooms

  • Laundry: Laundry Closet

Exterior

  • Exterior Features: Sidewalk, Sliding Doors, Storage
  • Deck/Patio: Covered, Patio, Screened
  • Porch/Patio/Deck: Covered, Patio, Screened

Parking

  • Carports: Yes
  • Carport: 1
  • Carport Spaces: 1
  • Covered Spaces: 1
  • Parking Features: Covered

Location

  • Area: 34229 - Osprey
  • County: Sarasota
  • Development Name: 34229 - Osprey
  • Subdivision: PINE RUN III
  • Driving Directions: From Sarasota head south on US 41 to right on Blackburn Point Rd., right on Woodland Dr. to 238 Woodland Dr. on the first floor.
  • Direction Faces: East

Community

  • Community Name: 34229 - Osprey
  • Community Features: Buyer Approval Required, Clubhouse, Community Mailbox, Deed Restrictions, Fitness Center, Pool, Tennis Court(s)
  • Association: Yes
  • Assoc. Name: Keys Caldwell
  • Assoc. Fees Include: Common Area Taxes, Community Pool, Escrow Reserves Fund, Insurance, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Manager, Pest Control, Pool Maintenance, Private Road, Recreational Facilities, Sewer, Trash, Water
  • Number of Pets: 2
  • Pet Restrictions: Please see Pine Run Rules and Regulations., / 101lbs.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Connected, Public, Sewer Connected

Structural Information

  • Exterior Const.: Wood Siding
  • Roof: Shingle
  • Windows: Blinds, Drapes
  • Stories/Levels: One
  • Square Feet: 865
  • Sq. Ft. Source: Public Records
  • Year Built: 1980

Lot Features

  • Property View: Garden, Trees/Woods
  • Street/Road Desc.: Paved

Financial Considerations

  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Condo Fee: $646
  • Condo Fee Freq: Monthly
  • Tax Amount: $1,600.15
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Condominium
  • Special Conditions: None
  • Legal Description: UNIT 238 PINE RUN SEC 3
  • Flood Zone Info: X
  • APN: 157012039
  • Property ID: 157012039
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.

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— 238 Woodland Dr #238 —

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 238 Woodland Dr #238

School District:Sarasota County School District
NameGradesDistance
Laurel Nokomis School
1900 Laurel Road East, Nokomis, FL 34275
PK-84.8 mi
Venice Senior High School
1 Indian Avenue, Venice, FL 34285
9-126.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 238 Woodland Dr #238 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/03/2026
Price Reduced
$184,900
-2.63%
MLS
10/08/2025
Listed
$189,900
26.6%
MLS
2/28/2019
Sold
$150,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 238 Woodland Dr #238

Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,156
-28%
$137,732
3%
2024
$1,600
6%
$133,850
3%
2023
$1,508
5%
$129,951
6%
2021
$1,438
-1%
$122,491
-3%
2022
$1,456
1%
$126,166
4%
2021
$1,438
11%
$120,800
7%
2019
$1,291
-2%
$112,400
-4%
2018
$1,322
-2%
$116,600
-1%
2017
$1,350
—
$117,214
2%
2016
$1,348
-10%
$114,803
73%
2015
$1,490
25%
$66,429
10%
2014
$1,193
12%
$60,390
10%
2013
$1,069
—
$54,900
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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238 Woodland Drive #238, Osprey, FL 34229 (MLS# N6140863) is a Condo property with 1 bedroom, 1 full bathroom and 1 partial bathroom. 238 Woodland Drive #238 is currently listed for $184,900 and was received on October 08, 2025. This property is listed by Kellie MacDonell from our Venice/Englewood Office.Want to learn more about 238 Woodland Drive #238? Do you have questions about finding other Condo real estate for sale in Osprey? You can browse all Osprey real estate or contact a Coldwell Banker agent to request more information.

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