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340 Osprey Point Dr, Osprey, FL 34229

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For Sale

$2,500,000

5 beds • 5 baths • 2 half baths • 6,001 sqft

Estimated Payment

$      /mo. †

APR for 30 years

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  • Single Family Detached
    Property type

  • $416.60
    Price per square foot

  • 21-30 Years Old
    Age

  • Pool
    Amenities

Explore this Property

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.
MLS# A4647690

Courtesy Of RE/MAX Alliance Group

(941) 954-5454

Property Features

  • Age
    21-30 Years Old
  • Amenities
    Vaulted Ceiling, Pool, Ceiling Fan, Security System, Security System, Water Front
  • Appliances
    Cooktop, Dishwasher, Dryer, Garbage Disposer, Microwave, Refrigerator, Washer
  • Architecture Style
    Other
  • Exterior Type
    Block
  • Fireplace
    Fireplace
  • Floor Covering
    Carpet, Marble, Tile, Tile - Ceramic, Wood
  • Lot Size
    0.78 Acres
  • Roof Type
    Tile
  • Rooms
    Dining Room, Family Room, Great Room, Kitchen, Living Room, Office

Map and Directions

Directions to 340 Osprey Point Dr, Osprey, FL 34229

Home seller CENTURY 21 Schmidt Real Estate

Get to know the neighborhood. A local affiliated CENTURY 21 office will help you set up tours, give advice, and negotiate with sellers.

CENTURY 21 Schmidt Real Estate

(941) 485-0021
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Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Information being provided is 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. Information being provided is 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.

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This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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