340 Osprey Point Dr
Osprey, FL 34229
- 5 beds
- 7 baths
- 6,001 sqft
- ~3/4 acre lot
- $416 per sqft
- 1998 build
- – on site
Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of Sarasota’s most prestigious gated communities. Surrounded by majestic oak trees and lush tropical landscaping, this extraordinary residence offers the perfect blend of elegance, comfort, and privacy. A brand-new roof (2024) crowns this sprawling estate, while a pavered circular driveway leads to a spacious 3-car side-load garage. Stately columns welcome you to the grand double-door entry, where you’ll step inside to find gleaming marble floors, soaring ceilings, and plantation shutters that set the stage for timeless sophistication. The thoughtfully designed floor plan includes a private office with built-ins and French doors, and a flexible open space with a dramatic backlit tray ceiling—ideal for a formal dining room, music room, or library. The formal living room features a stunning picture window that brings the outdoors in, along with a cozy fireplace and direct access to the luxurious pool area. The chef’s kitchen is a true showstopper, complete with an aquarium window breakfast nook, expansive breakfast bar, dual sinks, center island, double wall ovens, and a butler’s pantry. It opens seamlessly into the family room, where sliding glass doors, a wood-burning fireplace, wet bar, and built-in desk create a warm and inviting space for everyday living and entertaining. The primary suite is a tranquil retreat with a sunlit sitting area, private access to the pool, and a spa-inspired en suite bath with a walk-in shower and soaking tub that overlook your private tropical paradise. Step outside to your own resort-style oasis, where a sparkling pool, separate spa, travertine deck, and covered patio offer the ultimate in outdoor living. With over 6,000 square feet of living space, this estate features 5 bedrooms, 5 full bathrooms, and 2 half baths, along with two newer A/C systems (2023). As a resident of The Oaks, you’ll have access to The Oaks Club’s world-class amenities, including two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center, and fine dining. Ideally located near top-rated Pine View School, Historic Spanish Point, Casey Key, and Oscar Scherer State Park, this home offers both tranquility and convenience. Don’t miss your chance to own this exceptional estate—schedule your private tour today and experience the luxury of life at The Oaks Bayside.
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Checking…
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Last updated Apr 6, 2025
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MLS# A4647690 —
The Building
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Year Built:1998
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New Construction:false
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Architectural Style:Custom
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Construction Materials:Block
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Levels:One
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Roof:Tile
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Foundation Details:Slab
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Security Features:Gated Community
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Building Area Total:7306
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Building Area Units:Square Feet
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Building Area Source:Owner
Interior
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Interior Features:Built-in Features
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Furnished:Unfurnished
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Flooring:Carpet
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Fireplace:true
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Fireplace Features:Gas
Room Dimensions
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Living Area:6001
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Living Area Units:Square Feet
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Living Area Source:Owner
Location
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Directions:Take Tamiami Trail south to Osprey, continue south to the Oaks Club on the right hand side of the road, Turn right at Osprey Point Road, stop at guard house proceed to the first street turn right, follow past the first stop sign to the house on the right side.
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Latitude:27.209309
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Longitude:-82.492481
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Coordinates:-82.492481, 27.209309
The Property
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Parcel Number:0142030009
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Property Type:Residential
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Property Subtype:Single Family Residence
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Lot Features:Cleared
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Lot Size Acres:0.78
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Lot Size Area:34125
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Lot Size SqFt:34125
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Lot Size Units:Square Feet
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Total Acres:1/2 to less than 1
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Zoning:RE1
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Direction Faces:Southwest
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View:Trees/Woods
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View:true
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Exterior Features:Hurricane Shutters
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Water Source:Public
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Road Responsibility:Private Maintained Road
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Road Surface Type:Paved
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Road Frontage Type:Street Paved
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Flood Zone Code:AE
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Additional Parcels:false
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Homestead:true
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Lease Restrictions:true
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Land Lease:false
Listing Agent
- Contact info:
- Agent phone:
- (941) 724-3448
- Office phone:
- (941) 954-5454
Taxes
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Tax Year:2024
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Tax Lot:8
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Tax Legal Description:LOT 8 & SLY 1/2 OF LOT 9 DESC AS BEG AT MOST SLY COR OF LOT 9 TH N-43-34-41-W 14.18 FT TH WLY ALG CURVE TO LEFT 63.45 FT TH N-36- 44-16-E 185.66 FT TO MHWL OF NORTH CREEK TH S-55-19-55-E ALG SAID
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Tax Book Number:2111-2937
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Tax Annual Amount:21512.93
Beds
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Bedrooms Total:5
Baths
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Total Baths:6
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Total Baths:7
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Full Baths:5
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Half Baths:2
The Listing
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Virtual Tour URL Unbranded:https://youtu.be/jGYaA4h4AV0
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Virtual Tour URL Unbranded 2:https://tours.snaphouss.com/340ospreypointdriveospreyfl34229?b=0
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Special Listing Conditions:None
Heating & Cooling
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Heating:Central
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Heating:true
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Cooling:Central Air
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Cooling:true
Utilities
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Utilities:BB/HS Internet Available
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Sewer:Public Sewer
Appliances
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Appliances:Built-In Oven
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Laundry Features:Inside
Schools
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Elementary School:Laurel Nokomis Elementary
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Middle Or Junior School:Laurel Nokomis Middle
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High School:Venice Senior High
The Community
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Subdivision Name:OAKS
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Senior Community:false
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Community Features:Water Access
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Waterview:Creek
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Waterview:true
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Water Access:Creek
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Water Access:true
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Water Extras:Bridges - No Fixed Bridges
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Water Body Name:NORTH CREEK
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Waterfront:true
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Waterfront Features:Waterfront
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Spa Features:Heated
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Pool Private:true
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Pool Features:Auto Cleaner
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Pets Allowed:Yes
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Pet Restrictions:Refer to docs.
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# of Pets:3
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Association:true
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Association Fee:475
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Association Fee Frequency:Quarterly
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Association Fee Includes:24-Hour Guard
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Association Fee Requirement:Required
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Monthly HOA Amount:158.33
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Amenities Additional Fees:Membership required. See association docs for details.
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Ownership:Fee Simple
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Association Approval Required:true
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Waterfront Feet Total:200
Parking
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Garage:true
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Attached Garage:true
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Garage Spaces:3
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Carport:false
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Covered Spaces:3
Monthly cost estimate

Asking price
$2,500,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$13,386
|
Taxes | $1,792 |
Insurance | $687 |
HOA fees | $158 |
Utilities | $285 See report |
Total | $16,308/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
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4/5/25
Apr 5, 2025
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Listed / Active | STELLAR_MLS | $2,500,000 | 13.6% (10.8% / YR) |
1/1/24
Jan 1, 2024
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STELLAR_MLS | $2,200,000 | -11.8% | |
11/21/23
Nov 21, 2023
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STELLAR_MLS | $2,495,000 |