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49 Osprey Point Drive

Osprey, FL 34229

4 beds
4 baths
3,953 sqft
~1/2 acre lot
$757 per sqft
1989 build
– on site

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, airy ambiance, while large windows frame stunning lake views, offering the perfect backdrop for the sparkling pool and expansive spa, complete with tranquil water features. With disappearing sliders throughout, the home can let the air and light flow easily from outside to in. Enjoy breathtaking sunsets from your private oasis or stroll a kayak or paddleboard to the nearby boat launch for effortless access to Sarasota Bay and the Gulf, thanks to the newly reopened Midnight Pass. Situated on a secluded .40-acre lot, this property offers a serene retreat, featuring a Zen garden surrounded by lush landscaping. Residents of The Oaks enjoy world-class amenities, including championship golf, fine dining, tennis, fitness, and swimming. At 49 Osprey Point Drive, every detail has been meticulously crafted for those who seek refined living and unparalleled elegance.

Listing courtesy of STELLAR_MLS / MICHAEL SAUNDERS & COMPANY

Last checked: Checking… • Last updated Mar 6, 2025 •

MLS# A4642364 —

The Building

Year Built:

1989
New Construction:

false
Architectural Style:

Contemporary
Construction Materials:

Block
Levels:

One
Stories Total:

1
Roof:

Tile
Foundation Details:

Slab
Patio And Porch Features:

Covered
Security Features:

Gated Community
Green Indoor Air Quality:

Whole House Vacuum System
Building Area Total:

5227
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Built-in Features
Flooring:

Concrete
Additional Rooms:

Formal Living Room Separate
Fireplace:

true
Fireplace Features:

Family Room

Room Dimensions

Living Area:

3953
Living Area Units:

Square Feet
Living Area Source:

Public Records

Location

Directions:

From US 41 go South to Osprey Point Drive. West on Osprey point drive, show gate guard your card. 49 Osprey Point is on the right.
Latitude:

27.208176
Longitude:

-82.493517
Coordinates:

-82.493517, 27.208176

The Property

Parcel Number:

0142060007
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Features:

Landscaped
Lot Size Acres:

0.4
Lot Size Area:

17230
Lot Size SqFt:

17230
Lot Size Units:

Square Feet
Total Acres:

1/4 to less than 1/2
Zoning:

RSF1
Direction Faces:

North
View:

false
Exterior Features:

Outdoor Shower
Vegetation:

Mature Landscaping
Water Source:

Public
Road Surface Type:

Asphalt
Flood Zone Code:

X
Additional Parcels:

false
Homestead:

true
Lease Restrictions:

true
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

135
Tax Legal Description:

LOT 135 OAKS
Tax Book Number:

2111-2937
Tax Annual Amount:

14206.23

Beds

Bedrooms Total:

4

Baths

Total Baths:

3.5
Total Baths:

4
Full Baths:

3
Half Baths:

1

The Listing

Virtual Tour URL Unbranded:

https://player.vimeo.com/video/1040436272?h=22c4b657f0&badge=0&autopause=0&player_id=0&app_id=58479
Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Cable Connected
Sewer:

Public Sewer

Appliances

Appliances:

Dishwasher
Laundry Features:

Inside

Schools

Elementary School:

Laurel Nokomis Elementary
Middle Or Junior School:

Sarasota Middle
High School:

Venice Senior High

The Community

Subdivision Name:

OAKS
Senior Community:

false
Community Features:

Bay/Harbor Front
Waterview:

Lake
Waterview:

true
Water Access:

Lake
Water Access:

true
Water Extras:

Fishing Pier
Waterfront:

true
Waterfront Features:

Bay/Harbor Front
Spa:

true
Spa Features:

Heated
Pool Private:

true
Pool Features:

Fiber Optic Lighting
Pets Allowed:

Yes
# of Pets:

3
Association Amenities:

Clubhouse
Association:

true
Association Fee:

5700
Association Fee Frequency:

Annually
Association Fee Requirement:

Required
Monthly HOA Amount:

475
Ownership:

Fee Simple
Association Approval Required:

true

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

2
Carport:

false
Covered Spaces:

2
Parking Features:

Workshop in Garage

Monthly cost estimate

Asking price

$2,995,000

Expense	Monthly cost
Mortgage	$16,037
Taxes	$1,183
Insurance	$823
HOA fees	$475
Utilities	$217 See report
Total	$18,735/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
3/5/25 Mar 5, 2025	Listed / Active	STELLAR_MLS	$2,995,000	274.4% (47.6% / YR)
5/30/19 May 30, 2019		STELLAR_MLS	$800,000

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This house located in Oaks, Osprey, FL 34229 is currently for sale for $2,995,000. 49 Osprey Point Drive is a 3,953 square foot house with 4 beds and 4 baths that has been on Estately for 4 days. 49 Osprey Point Drive is in the Oaks neighborhood of Osprey and has a WalkScore® of 6, making it car-dependent. This house is in the attendance area of Venice High School and Laurel Nokomis School.

Listing Courtesy of: STELLAR_MLS and MICHAEL SAUNDERS & COMPANY.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.