340 Osprey Point Dr, Osprey, FL 34229
For Sale $2,500,000
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Listing Agent: Lee Brewer
Agent Phone:
941-724-3448
Agent Email:
lee@leebrewer.com
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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.
Built-in Features
Cathedral Ceiling(s)
Ceiling Fans(s)
Coffered Ceiling(s)
Crown Molding
Dry Bar
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Primary Bedroom Main Floor
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Vaulted Ceiling(s)
Walk-In Closet(s)
Taxes: $21.00
Tax Year: 2024
HOA Fee 1: $475.00
HOA Frequency 1: Quarterly
Condo Fee Frequency: Quarterly
Hurricane Shutters
Outdoor Shower
Sliding Doors
Built-In Oven
Cooktop
Dishwasher
Disposal
Dryer
Electric Water Heater
Microwave
Refrigerator
Washer
Trees/Woods
Creek
Elementary School: Laurel Nokomis Elementary
Middle School: Laurel Nokomis Middle
Junior High: Laurel Nokomis Middle
High School: Venice Senior High
MLS Area: 34229 - Osprey
Price per Square Feet: $416.60
Water: Public
Lot Desc.: Cleared, Oversized Lot, Paved
Construction: Block
Date Listed: 2025-04-05 18:44:38
Pool: Yes
Pool Type: Auto Cleaner, Child Safety Fence, Deck, Gunite, In Ground, Screen Enclosure
Furnished: Unfurnished
Garage Spaces: 3
Flooring: Carpet, Ceramic Tile, Marble, Wood
Roof: Tile
Heating: Central, Electric, Exhaust Fan
Cooling: Central Air, Zoned
Pets: Yes
Sewer: Public Sewer
Listing Courtesy Of: Re/Max Alliance Group
lee@leebrewer.com
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.
Property Details
Price: $2,500,000
Sq Ft: 6,001
($417 per sqft)
Bedrooms: 5
Bathrooms: 5
Partial Baths: 2
City: Osprey
County: Sarasota
Type: Single Family Reside
Development: Oaks
Acres: 0.78
Virtual Tour/Floorplan: View
Year Built: 1998
Listing Number: A4647690
Status Code: A-Active
Taxes: $21.00
Tax Year: 2024
Garage:
3
Furnishings: Unfurnished
Pets Allowed: Yes
Interior Features:
Built-in Features
Cathedral Ceiling(s)
Ceiling Fans(s)
Coffered Ceiling(s)
Crown Molding
Dry Bar
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Primary Bedroom Main Floor
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Vaulted Ceiling(s)
Walk-In Closet(s)
Financial Information:
Taxes: $21.00
Tax Year: 2024
HOA Fee 1: $475.00
HOA Frequency 1: Quarterly
Condo Fee Frequency: Quarterly
Exterior Features:
Hurricane Shutters
Outdoor Shower
Sliding Doors
Equipment:
Built-In Oven
Cooktop
Dishwasher
Disposal
Dryer
Electric Water Heater
Microwave
Refrigerator
Washer
View:
Trees/Woods
Waterfront Description:
Creek
School Information:
Elementary School: Laurel Nokomis Elementary
Middle School: Laurel Nokomis Middle
Junior High: Laurel Nokomis Middle
High School: Venice Senior High
Additional Information:
MLS Area: 34229 - Osprey
Price per Square Feet: $416.60
Water: Public
Lot Desc.: Cleared, Oversized Lot, Paved
Construction: Block
Date Listed: 2025-04-05 18:44:38
Pool: Yes
Pool Type: Auto Cleaner, Child Safety Fence, Deck, Gunite, In Ground, Screen Enclosure
Furnished: Unfurnished
Garage Spaces: 3
Flooring: Carpet, Ceramic Tile, Marble, Wood
Roof: Tile
Heating: Central, Electric, Exhaust Fan
Cooling: Central Air, Zoned
Pets: Yes
Sewer: Public Sewer
Map of 340 Osprey Point Dr, Osprey, FL 34229
Listing Courtesy Of: Re/Max Alliance Group
lee@leebrewer.com