133 Osprey Point Dr

Osprey, FL 34229

$1,350,000
Price
4
Beds
3,679 Sq. Ft.
$367 / Sq. Ft.
3,679
Sq. Ft.
$367
per Sq. Ft.
a view of house with a garden
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a kitchen with stainless steel appliances granite countertop a stove oven and a refrigerator
wooden floor in an empty room with a window
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a view of a garden with a bench
a kitchen with stainless steel appliances granite countertop a sink stove and cabinets
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a bathroom with a granite countertop sink a mirror and a shower
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Description

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...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!
  1. Listed by Lisa Warren-Wallace • Brokerage DRE #1052310 • OWN SRQ LLC
    P: (941)-400-4084 C: (941)-400-4084 Lisa@OWNSRQ.com

Property Details for 133 Osprey Point Drive

Architectural Style
Custom, Florida
Subdivision Name
OAKS
Township
38
Garage Spaces
2
View
Pool
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 12/17/2025 07:32 PM

Property Details for 133 Osprey Point Drive

StatusActive
MLS #A4664295
Days on Market111
Taxes$13,343 / year
HOA Fees$14,656 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1987
Lot Size0.48 AC / 20,817 SF
CountySarasota County

Location

Listing Courtesy of OWN SRQ LLC, Lisa Warren-Wallace
Add your commute

Building Information for 133 Osprey Point Drive

Stories-Year Built1987Building Size-Lot Size0.48 AC / 20,817 SF

Payment Calculator

$8,913 per month

30 year fixed, 6.15% Interest

Principal and Interest

$6,580

Property Taxes

$1,112

HOA Dues

$1,221

The Payment Calculator is for illustrative purposes only.

Property Information for 133 Osprey Point Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 5363.0
  • Building Area Units: Square Feet
  • Community Features: Deed Restrictions, Golf, Pool, Tennis Court(s)
  • Direction Faces: West
  • 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.
  • Elementary School: Laurel Nokomis Elementary
  • Middle Or Junior School: Laurel Nokomis Middle
  • High School: Venice Senior High
  • Mls Major Change Type: Price Decrease
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • SW Subdiv Community Name: Oaks
  • Unit Number: No
  • Street Number: 133
  • Street Name: OSPREY POINT
  • Street Suffix: DRIVE
  • State: FL
  • City: OSPREY
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
  • Parking Features: Circular Driveway, Off Street
Taxes and HOA Information
  • Association Approval Required: Yes
  • Association Fee Includes: 24-Hour Guard, Manager, Private Road, Security
  • Association Fee Requirement: Required
  • Association Name: The Oaks
  • Association: Yes
  • CDD: No
  • Number Of Pets: 3
  • Other Fees Amount: $664
  • Other Fees Term: Quarterly
  • Pet Restrictions: refer to community docs
  • Tax Block: 3
  • Tax Book Number: 2111-2937
  • Tax Legal Description: LOT 166 OAKS
  • Tax Lot: 166
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: FloodZone, Near Golf Course
  • Parcel Number: 0144010011
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: No
  • Water Extras: No
  • Zoning: RSF1
  • Zoning Compatible: Yes
  • Living Area: 3679
Property and Assessments
  • Year Built Numeric: 1987
  • Association Amenities: Gated, Tennis Court(s)
  • Flood Zone Code: AE & X
  • Home Warranty: No
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 18
  • Public Survey Section: 04
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Available, Electricity Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: French Doors, Outdoor Kitchen, Rain Gutters
  • Foundation Details: Slab
  • Levels: One
  • Other Structures: Outdoor Kitchen
  • Patio And Porch Features: Covered, Deck, Patio, Porch
  • Pool Features: In Ground
  • Pool Private: Yes
  • Pool: Private, Community
  • Pool Private: Yes
  • Roof: Tile
  • Security Features: Gated Community, Smoke Detector(s)
  • Spa: Yes
  • Vegetation: Mature Landscaping
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 3
  • Additional Rooms: Bonus Room, Den/Library/Office, Formal Dining Room Separate, Inside Utility
  • Appliances: Dishwasher, Range, Refrigerator
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Carpet, Ceramic Tile, Marble, Hardwood
  • Heating: Central
  • 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)
  • Laundry Features: Inside
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 7.0
  • Water View: No
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Breed Restrictions, Dogs OK, Yes

Property History for 133 Osprey Point Drive

DateEvent & SourcePriceAppreciation
Dec 17, 2025

Price Change

MFRMLS #A4664295

$1,350,000—
Nov 17, 2025

Price Change

MFRMLS #A4664295

$1,500,000—
Nov 3, 2025

Price Change

MFRMLS #A4664295

$1,550,000—
Oct 23, 2025

Listed (Active)

MFRMLS #A4664295

—
Sep 11, 2025

Pending

MFRMLS #A4664295

—
Sep 7, 2025

Listed (Active)

MFRMLS #A4664295

$1,600,000—
May 14, 2025

Withdrawn

GAMLS #10520806

$5,000—
May 12, 2025

Listed (Active)

GAMLS #10520806

$5,000—
Jul 23, 2017

Withdrawn

MFRMLS #A4174463

$1,125,000—
Jan 12, 2017

Listed (Active)

MFRMLS #A4174463

$1,149,000—
Feb 12, 2016

Sold

MFRMLS #N5905426

$498,000—
Feb 9, 2016

Sold (Public Record)

Public Record #565350034

$498,000

-4.5% / yr

Jan 19, 2016

Pending

MFRMLS #N5905426

—
Sep 24, 2015

Listed (Active)

MFRMLS #N5905426

$584,900—
Oct 4, 2014

Withdrawn

MFRMLS #A3988297

$499,999—
Nov 22, 2013

Listed (Active)

MFRMLS #A3988297

$549,900—
May 23, 2013

Expired

MFRMLS #A3960837

$530,000—
May 23, 2012

Listed (Active)

MFRMLS #A3960837

$549,000—
Aug 15, 2008

Withdrawn

MFRMLS #A374610

$1,150,000—
Jan 28, 2008

Listed (Active)

MFRMLS #A374610

$1,150,000—
Apr 8, 2005

Sold (Public Record)

Public Record #156360172

$817,500—
Apr 8, 2005

Sold

MFRMLS #A265930

$817,500—
Apr 8, 2005

Pending

MFRMLS #A265930

—
Aug 21, 2004

Listed (Active)

MFRMLS #A265930

$829,000—
Jul 17, 2004

Expired

MFRMLS #A248281

$795,000—
Nov 18, 2003

Listed (Active)

MFRMLS #A248281

$825,000—
DateEvent & SourcePrice
12/17/2025

Price Change

MFRMLS #A4664295

$1,350,000
11/17/2025

Price Change

MFRMLS #A4664295

$1,500,000
11/03/2025

Price Change

MFRMLS #A4664295

$1,550,000
10/23/2025

Listed (Active)

MFRMLS #A4664295

—
09/11/2025

Pending

MFRMLS #A4664295

—
09/07/2025

Listed (Active)

MFRMLS #A4664295

$1,600,000
05/14/2025

Withdrawn

GAMLS #10520806

$5,000
05/12/2025

Listed (Active)

GAMLS #10520806

$5,000
07/23/2017

Withdrawn

MFRMLS #A4174463

$1,125,000
01/12/2017

Listed (Active)

MFRMLS #A4174463

$1,149,000
02/12/2016

Sold

MFRMLS #N5905426

$498,000
02/09/2016

Sold (Public Record)

Public Record #565350034

$498,000

-4.5% / yr

01/19/2016

Pending

MFRMLS #N5905426

—
09/24/2015

Listed (Active)

MFRMLS #N5905426

$584,900
10/04/2014

Withdrawn

MFRMLS #A3988297

$499,999
11/22/2013

Listed (Active)

MFRMLS #A3988297

$549,900
05/23/2013

Expired

MFRMLS #A3960837

$530,000
05/23/2012

Listed (Active)

MFRMLS #A3960837

$549,000
08/15/2008

Withdrawn

MFRMLS #A374610

$1,150,000
01/28/2008

Listed (Active)

MFRMLS #A374610

$1,150,000
04/08/2005

Sold (Public Record)

Public Record #156360172

$817,500
04/08/2005

Sold

MFRMLS #A265930

$817,500
04/08/2005

Pending

MFRMLS #A265930

—
08/21/2004

Listed (Active)

MFRMLS #A265930

$829,000
07/17/2004

Expired

MFRMLS #A248281

$795,000
11/18/2003

Listed (Active)

MFRMLS #A248281

$825,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 133 Osprey Point Drive

Taxable ValueLand$720,700Additions$709,900Total$1,430,600
Tax Record2025$15,099 ($1,258 / month)
Home Facts
Beds3Baths3Total Finished SqFt3,679 SqFtAbove Grade Finished SqFt3,679 SqFtStories1Lot Size20,817 SqFtStyleSingle Family ResidenceYear Built1987Year Renovated2002ZoningRSF1CountySARASOTAAPN0144-01-0011Fireplace TypeHas Fireplace

Schools near 133 Osprey Point Drive

This home is within Sarasota.
Rating
School
Type
Grades
Distance
Laurel Nokomis School
Public - PK to 8
Venice Senior High School
Public - 9 to 12
Pine View School
Public - 2 to 12
Imagine School At Palmer Ranch
Charter - PK to 8
Rating
School
Distance
Laurel Nokomis School
PublicPK to 8

Venice Senior High School
Public9 to 12

Pine View School
Public2 to 12

Imagine School At Palmer Ranch
CharterPK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 133 Osprey Point Drive, Osprey, FL 34229

133 Osprey Point Drive is a single family home for sale in Osprey, FL 34229. This property was listed for sale on September 7, 2025 by OWN SRQ LLC, it's currently listed at $1,350,000. It has been on the market for a total of 111 days and was last sold on February 12, 2016. This listing's school district is Sarasota. Nearby schools include Laurel Nokomis School, Venice Senior High School and Pine View School. 133 Osprey Point Drive is a 4-bed, 3-bath, 3,679 sqft single family home built in 1987.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of OWN SRQ LLC, Lisa Warren-Wallace

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.