137 Osprey Point Dr

Osprey, FL 34229

$1,345,000
Price
4
Beds
3,303 Sq. Ft.
$407 / Sq. Ft.
3,303
Sq. Ft.
$407
per Sq. Ft.
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Pending
Pending

Description

Under contract-accepting backup offers. Although built in the 20th century, this home looks as authentic as the French manor house it was modeled after. The façade features a soft, light-colored stucco exterior accented by rustic stonework, creating a warm and inviting presence. Gracefully arched windows and classic dormers enhance the wooden shingle roof, which is crowned by two stately chimneys that add to the home's old-world charm. A gently curved brick-bordered walkway leads through a beautifully...Under contract-accepting backup offers. Although built in the 20th century, this home looks as authentic as the French manor house it was modeled after. The façade features a soft, light-colored stucco exterior accented by rustic stonework, creating a warm and inviting presence. Gracefully arched windows and classic dormers enhance the wooden shingle roof, which is crowned by two stately chimneys that add to the home's old-world charm. A gently curved brick-bordered walkway leads through a beautifully landscaped front yard, where manicured shrubs and vibrant flowering plants frame the path to the entrance. Bathed in sunlight under a clear blue sky, the entire scene feels like a serene countryside retreat—refined, welcoming, and effortlessly picturesque. In the main house, you’ll find high ceilings throughout, two bathrooms, three bedrooms, a formal dining room, and a large, dedicated office. Separate from the main home is a large, one-bedroom casita with a vaulted ceiling, full bath, kitchenette, and room for a workspace. The huge, fully-screened, 1,000 SF courtyard is beautiful with a vaulted pool cage, pool with built-in waterfall and a spa, and both sunny and shady areas perfect for morning coffee, lunch, or evening cocktails. This home has everything to serve your needs, including those of multigenerational living and visiting guests. Step inside this courtyard style home and you will be greeted by a lovingly maintained, spacious, open floor plan interior. The high ceilings, skylights, and doors surrounding the courtyard ensure that every inch of the home is filled with light. The kitchen features a wide expanse of countertops including two sinks, a range with an ultra-quiet external fan range hood, and a dishwasher. Surrounded by maple cabinetry and including a built-in microwave and refrigerator, this space will bring the joy of cooking to a chef of any level. The master suite is huge and features two walk-in closets, and an incredible bathroom with clerestory windows, dual sinks in the main area of the bathroom and one in the water closet, a jetted tub and a separate walk-in shower. The two guest bedrooms within the main part of the house are good sized, and there is a large laundry room with a utility sink and new washer and dryer. Add to this all the practical features of A NEWER ROOF, IMPACT EXTERIOR FACING WINDOWS, RECENTLY REDONE POOL SURFACE AND EQUPIMENT, AND A 2 CAR GARAGE WITH TONS OF STORAGE SPACE, and you have everything you need to live an incredible lifestyle in The Oaks Bayside. Membership in The Oaks Club, Sarasota’s premier golf and country club, is mandatory with homeownership.

Property Details for 137 Osprey Point Drive

Subdivision Name
OAKS BAYSIDE
Township
38
Garage Spaces
2
Waterfront
No

Open Houses

Sunday, Mar 1st

1:00 PM - 3:00 PM

Public

LISTING UPDATED: 02/28/2026 10:35 PM

Property Details for 137 Osprey Point Drive

StatusPending
MLS #A4669444
Days on Market103
Taxes$8,449 / year
HOA Fees$5,700 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1996
Lot Size0.34 AC / 14,760 SF
CountySarasota County
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Location

Listing Courtesy of COLDWELL BANKER REALTY, Steve Abbe
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Building Information for 137 Osprey Point Drive

Stories-Year Built1996Building Size-Lot Size0.34 AC / 14,760 SF

Payment Calculator

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$7,734 per month

30 year fixed, 6.15% Interest

Principal and Interest

$6,555

Property Taxes

$704

HOA Dues

$475

The Payment Calculator is for illustrative purposes only.

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Property Information for 137 Osprey Point Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 5239.0
  • Building Area Units: Square Feet
  • Direction Faces: West
  • Directions: Rte. 41/Tamiami Trail S. to The Oaks Bayside entrance/Osprey Point Dr. West through guard gate. Follow Osprey Point Dr. to address.
  • Elementary School: Laurel Nokomis Elementary
  • Middle Or Junior School: Sarasota Middle
  • High School: Venice Senior High
  • Mls Major Change Type: Pending
  • Major Change Type: Pending
  • Listing Service: Full Service
  • Senior Community: No
  • SW Subdiv Community Name: The Oaks
  • Unit Number: No
  • Street Number: 137
  • Street Name: OSPREY POINT
  • Street Suffix: DRIVE
  • State: FL
  • City: OSPREY
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association Approval Required: Yes
  • Association Fee Requirement: Required
  • Association Name: Access Management / Hope Root
  • Association Phone: 888-813-3435
  • Association: Yes
  • CDD: No
  • Number Of Pets: 3
  • Tax Book Number: 2111-2937
  • Tax Legal Description: LOTS 167 OAKS
  • Tax Lot: 167
  • Tax Year: 2024
Property
Lot Information
  • Additional Parcels: No
  • Parcel Number: 0144010010
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: No
  • Water Extras: No
  • Zoning: RSF1
  • Living Area: 3303
Property and Assessments
  • Year Built Numeric: 1996
  • Flood Zone Code: X500
  • Flood Zone Date: 03-27-2024
  • Flood Zone Panel: 12115C0228G
  • Homestead: Yes
  • 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: Stucco
  • Exterior Features: Outdoor Grill, Private Mailbox, Rain Gutters, Sliding Doors
  • Foundation Details: Slab
  • Levels: One
  • Pool Features: In Ground
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Shake
  • Spa: Yes
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 3
  • Appliances: Dishwasher, Microwave, Range Hood
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Carpet, Tile
  • Heating: Heat Pump
  • Interior Features: Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
  • Laundry Features: Inside
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 6.0
  • Water View: No
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Dogs OK

Property History for 137 Osprey Point Drive

DateEvent & SourcePriceAppreciation
Feb 28, 2026

Pending

MFRMLS #A4669444

—
Jan 31, 2026

Price Change

MFRMLS #A4669444

$1,345,000—
Nov 17, 2025

Listed (Active)

MFRMLS #A4669444

$1,425,000—
DateEvent & SourcePrice
02/28/2026

Pending

MFRMLS #A4669444

—
01/31/2026

Price Change

MFRMLS #A4669444

$1,345,000
11/17/2025

Listed (Active)

MFRMLS #A4669444

$1,425,000

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

Public Records for 137 Osprey Point Drive

Taxable ValueLand-Additions-Total-
Tax Record2025$7,800 ($650 / month)
Home Facts
Beds4Baths3Total Finished SqFt3,303 SqFtAbove Grade Finished SqFt3,303 SqFtStories1Lot Size14,760 SqFtStyleSingle Family ResidenceYear Built1996Year Renovated2011ZoningRSF1CountySARASOTAAPN0144-01-0010

Schools near 137 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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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 COLDWELL BANKER REALTY, Steve Abbe

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.