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$1,350,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 3,679 Sq. Ft.
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One or more photo(s) has been virtually staged. Custom Home located in the exclusive gated community of The Oaks Bayside with a private pool and spa. Just across the street from Sarasota Bay. Recent improvements include updated bathrooms and a newer kitchen (with Thermador appliances) and all freshly painted. This 4 bedroom, 3 bathroom plus bonus room house is in ideal size to maintain while fully enjoying with your family and guests. All rooms overlook the pool area with large windows allowing lots of natural light yet still completely private. The large primary bedroom has two walk-in closets and meanders into a master bath paradise. Large dining room, over-sized two car garage, laundry located next to the kitchen. The Oaks Bayside private security gate and 24-hour guard service. The Oaks has two golf courses; one was designed by Arthur hills and the other designed by Frye Stratka. A 40,000 sq. foot clubhouse offers three outstanding dining venues. Rounding out the resort are twelve HAR-TRU tennis courts, main pool and playground. Membership to Sarasota's finest country club, The Oaks, is available and required with property purchase. The Oaks Club is close to a wealth of natural and cultural amenities, dining and shopping, centers of learning, and a thousand and one ways to enjoy the great outdoors. Make this home yours today! A little TLC will go a long way! Easy to show!

Full Property Details for 133 Osprey Point Dr

General

  • Price: $1,350,000
  • HOA FEE: $1,221/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $13,343 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4664295
  • Updated: 12/17/2025
  • Added to Site: 131 day(s) ago

Rental Information

  • Min. Lease: 6 Months

Interior

  • Number of Rooms: 7
  • Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Vaulted Ceiling(s), Walk-In Closet(s)
  • Appliances: Dishwasher, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile, Marble, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside

Additional Information

  • Shared Amenities: Gated, Tennis Court(s)
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground
  • Spa: Yes
  • Security/Safety: Gated Community, Smoke Detector(s)

Exterior

  • Exterior Features: French Doors, Outdoor Kitchen, Rain Gutters
  • Deck/Patio: Covered, Deck, Patio, Porch
  • Porch/Patio/Deck: Covered, Deck, Patio, Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Circular Driveway, Off Street

Location

  • Area: 34229 - Osprey
  • County: Sarasota
  • Development Name: 34229 - Osprey
  • Subdivision: OAKS
  • Driving Directions: US 41. South to Osprey. Guard Gated community of the Oaks is on the West side of US 41. Show ID to guard. Follow road back to 133 Osprey Point Dr.
  • Direction Faces: West

School Information

  • Elementary School: Laurel Nokomis Elementary
  • Middle School: Laurel Nokomis Middle
  • High School: Venice Senior High

Community

  • Community Name: 34229 - Osprey
  • Community Features: Deed Restrictions, Golf, Pool, Tennis Court(s)
  • Optional Amenities: Gated, Tennis Court(s)
  • Association: Yes
  • Assoc. Name: The Oaks
  • Assoc. Fees Include: 24-Hour Guard, Manager, Private Road, Security
  • Number of Pets: 3
  • Pet Restrictions: refer to community docs

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

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

Structural Information

  • Architectural Info: Custom, Florida
  • Architectural Style: Custom, Florida
  • Exterior Const.: Block, Stucco
  • Roof: Tile
  • Stories/Levels: One
  • Square Feet: 3,679
  • Sq. Ft. Source: Public Records
  • Year Built: 1987

Additional Structures

  • Other Structures: Outdoor Kitchen

Lot Features

  • Property View: Pool
  • Lot Size (Acres): 0.48
  • Lot Size (Sq. Ft.): 20,817
  • Lot Size: 20817
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt

Financial Considerations

  • Association Fee: $3,664
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $13,343
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 166 OAKS
  • Flood Zone Info: AE & X
  • APN: 144010011
  • Property ID: 144010011
  • Block/Lot/Section: 3

Listed by Own Srq Llc

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— 133 Osprey Point Dr —

  • Own Srq Llc

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 133 Osprey Point Dr

School District:Sarasota County School District
NameGradesDistance
Laurel Nokomis School
1900 Laurel Road East, Nokomis, FL 34275
PK-86.8 mi
Venice Senior High School
1 Indian Avenue, Venice, FL 34285
9-128.7 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 133 Osprey Point Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/17/2025
Price Reduced
$1,350,000
-10%
MLS
11/17/2025
Price Reduced
$1,500,000
-3.23%
MLS
11/03/2025
Price Reduced
$1,550,000
-3.12%
MLS
9/07/2025
Listed
$1,600,000
221.29%
MLS
2/09/2016
Sold
$498,000
—
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 133 Osprey Point Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$13,343
6%
$1,076,700
6%
2023
$12,592
54%
$1,013,500
64%
2021
$8,165
-16%
$616,500
-27%
2022
$9,709
19%
$838,900
46%
2021
$8,165
-9%
$575,400
-15%
2019
$8,966
4%
$674,300
4%
2018
$8,606
-4%
$646,000
-3%
2017
$8,960
29%
$662,600
35%
2016
$6,941
-27%
$492,300
-27%
2015
$9,494
11%
$672,000
6%
2014
$8,536
—
$632,257
2%
2013
$8,557
—
$622,913
—
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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133 Osprey Point Drive, Osprey, FL 34229 (MLS# A4664295) is a Single Family property with 4 bedrooms and 3 full bathrooms. 133 Osprey Point Drive is currently listed for $1,350,000 and was received on September 07, 2025. Want to learn more about 133 Osprey Point Drive? Do you have questions about finding other Single Family 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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