Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$200,000

  • For Sale
  • Active
  • Condo
  • 2 Beds
  • 2 Full Baths
  • 1,325 Sq. Ft.
  • Updated 3 days ago
See This Home
Save This Home
See This Home
Save This Home
Turnkey-Furnished & Best Value in Pine Run Now Offered at $200,000 (Recently Reduced $25,000). Move right in and start enjoying the Florida lifestyle with this beautifully updated 2-bedroom, 2-bath condo offering 1,325 square feet of bright, open living. Featuring vaulted ceilings and an airy layout, this residence feels spacious and inviting from the moment you walk in. The kitchen showcases stainless steel appliances, a sleek glass backsplash, and a sunlit breakfast nook perfect for everyday living or entertaining. The primary suite offers direct access to the screened lanai, creating a seamless indoor-outdoor flow with peaceful views of lush, private greenery. Being sold turnkey-furnished, this is a true move-in-ready opportunity just bring your suitcase. Located in the highly sought-after Pine Run community, residents enjoy resort-style amenities including two heated pools, tennis and pickleball courts, a fitness center, clubhouse, and over 20 acres of scenic walking trails. All just minutes from Nokomis Beach, Casey Key, dining, and shopping. Low-maintenance, turnkey living at an unbeatable price, ideal for full-time, seasonal, or investment use.

Full Property Details for 244 Woodland Dr #244

General

  • Price: $200,000
  • HOA FEE: $840/month
  • Taxes: $2,685 (2025)
  • Status: Active
  • Type: Condo
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4667419
  • Updated: 4/16/2026
  • Added to Site: 185 day(s) ago

Rental Information

  • Min. Lease: 1 Month

Interior

  • Number of Rooms: 4
  • Interior Features: Ceiling Fan(s)
  • Appliances: Dishwasher, Dryer, Electric Water Heater, Range, Refrigerator, Washer
  • Furnishings: Furnished
  • Flooring: Carpet, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Laundry: Inside, Laundry Closet

Additional Information

  • Shared Amenities: Clubhouse, Fitness Center, Pool, Recreation Facilities, Tennis Court(s)

Exterior

  • Exterior Features: Sliding Doors

Parking

  • Parking Features: Assigned, Guest

Location

  • Area: 34229 - Osprey
  • County: Sarasota
  • Development Name: 34229 - Osprey
  • Subdivision: PINE RUN III
  • Driving 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 Blackburn Point Rd, Turn right onto Woodland Dr, Home will be on the left
  • Direction Faces: West

Community

  • Community Name: 34229 - Osprey
  • Community Features: Buyer Approval Required, Clubhouse, Community Mailbox, Fitness Center, Golf Carts OK, Pool, Tennis Court(s)
  • Optional Amenities: Clubhouse, Fitness Center, Pool, Recreation Facilities, Tennis Court(s)
  • Assoc. Name: Pine Run III/Keys Caldwell
  • Assoc. Fees Include: Community Pool, Escrow Reserves Fund, Maintenance Structure, Maintenance Grounds, Manager, Pool Maintenance, Recreational Facilities, Sewer, Trash, Water
  • Number of Pets: 2
  • Pet Restrictions: Buyer and Buyer's Agent to verify all restrictions with the Condo Association

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Wood Siding
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,325
  • Sq. Ft. Source: Public Records
  • Year Built: 1980

Lot Features

  • Street/Road Desc.: Asphalt

Financial Considerations

  • Condo Fee: $840
  • Condo Fee Freq: Monthly
  • Tax Amount: $2,685.2
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Condominium
  • Special Conditions: None
  • Legal Description: UNIT 244 PINE RUN SEC 3
  • Flood Zone Info: X
  • APN: 157012043
  • Property ID: 157012043

Listed by Keller Williams On The Water S

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 244 Woodland Dr #244 —

  • Keller Williams On The Water S

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 244 Woodland Dr #244

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 ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 244 Woodland Dr #244 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/02/2026
Price Reduced
$200,000
-6.98%
MLS
1/21/2026
Price Reduced
$215,000
-4.44%
MLS
10/16/2025
Listed
$225,000
8.96%
MLS
3/09/2021
Sold
$206,500
—
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 244 Woodland Dr #244

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,166
-25%
$188,800
-8%
2024
$2,907
-9%
$204,400
-13%
2023
$3,190
39%
$233,900
52%
2021
$2,302
-21%
$154,200
-27%
2022
$2,927
27%
$210,800
53%
2021
$2,302
15%
$137,800
6%
2019
$2,008
3%
$130,200
3%
2018
$1,941
-2%
$126,500
-1%
2017
$1,971
1%
$128,400
-1%
2016
$1,961
10%
$129,600
26%
2015
$1,786
4%
$102,729
10%
2014
$1,720
13%
$93,390
10%
2013
$1,528
—
$84,900
—
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.

Estimate the Cost for 244 Woodland Dr #244

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Keller Williams On The Water S

Similar Properties near 244 Woodland Dr #244

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

211 Woodland Dr, Osprey, FL 34229 - Photo 1
$200,000

211 Woodland Dr  #211  Osprey, FL 34229

  • Condo
  • Active
  • 2
    Beds
  • 2
    Total Baths
  • 1,223
    Sq. Ft.
Listed by Better Homes and Gardens Real Estate Atchley Prope
800 Capri Isles Blvd, Venice, FL 34292 - Photo 1
$200,000

800 Capri Isles Blvd  #124  Venice, FL 34292

  • Condo
  • Active
  • 2
    Beds
  • 2
    Total Baths
  • 1,120
    Sq. Ft.
Listed by Gulf Shores Realty
1405 Pine Lake Dr, Venice, FL 34285 - Photo 1
$199,999
Open House

1405 Pine Lake Dr  #5  Venice, FL 34285

  • Condo
  • Active
  • Updated 7 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,160
    Sq. Ft.
Listed by Results Realty Group Llc
335 3 Lakes Ln, Venice, FL 34285 - Photo 1
$199,990

335 3 Lakes Ln  #B  Venice, FL 34285

  • Condo
  • Active
  • Updated 9 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,064
    Sq. Ft.
Listed by Keller Williams Island Life Real Estate

Just Listed near 244 Woodland Dr #244

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

328 Bocelli Dr, North Venice, FL 34275 - Photo 1 Just Listed
$999,990

328 Bocelli Dr  North Venice, FL 34275

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 4
    Total Baths
  • 2,561
    Sq. Ft.
Listed by Neal Communities Realty, Inc.
110 Portofino Dr, North Venice, FL 34275 - Photo 1 Just Listed
$1,100,000

110 Portofino Dr  North Venice, FL 34275

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 3,136
    Sq. Ft.
Listed by List With 1 Realty
296 Maraviya Blvd, Nokomis, FL 34275 - Photo 1 Just Listed
$1,750,000
Open House

296 Maraviya Blvd  Nokomis, FL 34275

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 3,724
    Sq. Ft.
Listed by Ron Suponcic (941) 320-2682 and Bozena Suponcic (941) 350-2453
723 Portia St N, Nokomis, FL 34275 - Photo 1 Just Listed
$535,000

723 Portia St N  Nokomis, FL 34275

  • Single Family
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,214
    Sq. Ft.
Listed by Tony Martin (586) 873-2849

Price Reduced near 244 Woodland Dr #244

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

301 Padova Way, North Venice, FL 34275 - Photo 1 Price Reduced
-$20,000 (-5.9%)
$319,000

301 Padova Way  North Venice, FL 34275

  • Single Family
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,272
    Sq. Ft.
Listed by Sharon Rehm (941) 223-2628
202 Bella Vista Terrace, North Venice, FL 34275 - Photo 1 Price Reduced
-$50,000 (-7.7%)
$599,000

202 Bella Vista Terrace  #D  North Venice, FL 34275

  • Condo
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 2,376
    Sq. Ft.
Listed by Deborah Polizzi (585) 451-4224
133 Bella Vista Terrace, North Venice, FL 34275 - Photo 1 Price Reduced
-$20,000 (-3.45%)
$559,000

133 Bella Vista Terrace  #32C  North Venice, FL 34275

  • Condo
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,326
    Sq. Ft.
Listed by Sharon Rehm (941) 223-2628
214 Martellago Dr, North Venice, FL 34275 - Photo 1
$675,000

214 Martellago Dr  North Venice, FL 34275

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 2,170
    Sq. Ft.
Listed by Exp Realty Llc

Recent Sales near 244 Woodland Dr #244

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

216 Woodland Dr, Osprey, FL 34229 - Photo 1 Sold
$220,000

216 Woodland Dr  #216  Osprey, FL 34229

  • Condo
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,325
    Sq. Ft.
Listed by Pat Williams Realty, Llc
Sold by White Sands Paradise Realty
201 Woodland Dr, Osprey, FL 34229 - Photo 1 Sold
$200,000

201 Woodland Dr  #201  Osprey, FL 34229

  • Condo
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,316
    Sq. Ft.
Listed by Preferred Properties Of Venice Inc
Sold by Compass Florida Llc
226 Woodland Dr, Osprey, FL 34229 - Photo 1 Sold
$200,000

226 Woodland Dr  Osprey, FL 34229

  • Condo
  • Closed
  • 1
    Bed
  • 2
    Total Baths
  • 865
    Sq. Ft.
Listed by Stellar Non-Member Office
Sold by Compass Florida Llc and Kellie MacDonell
238 Woodland Dr, Osprey, FL 34229 - Photo 1 Sold
$170,000

238 Woodland Dr  #238  Osprey, FL 34229

  • Condo
  • Closed
  • 1
    Bed
  • 2
    Total Baths
  • 865
    Sq. Ft.
Listed by Kellie MacDonell
Sold by Pat Williams Realty, Llc

244 Woodland Drive #244, Osprey, FL 34229 (MLS# A4667419) is a Condo property with 2 bedrooms and 2 full bathrooms. 244 Woodland Drive #244 is currently listed for $200,000 and was received on October 16, 2025. Want to learn more about 244 Woodland Drive #244? 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.

Tour this property