Open: 05/25 - 1:30am to 4:00pm

photo 1: 340 OSPREY POINT DR, OSPREY FL 34229

Courtesy of RE/MAX ALLIANCE GROUP 941-724-3448

Active

340 OSPREY POINT DR, OSPREY FL 34229

$2,500,000

Price

5

Beds

7

Baths

6,001

Sq. Ft.

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.

Listing Type

Residential

Property Type

Single Family Residence

Built Year

1998

Levels

One

Price/Sqft

--

Lot Size Acre

0.78

Status

Active

Days on Realoq

50

Living Area

6,001 Sq. Ft.

Lot Size Sqft

34,125 Sq. Ft.

Location

HOA Management Company
  • LIGHTHOUSE PROPERTY MGT. / HOPE ROOT
HOA Management Company Phone
  • 941-460-5560
Fee Frequency
  • Quarterly
Fee
  • $475
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)
Laundry Features
  • Inside, Laundry Room
Pool
  • Auto Cleaner, Child Safety Fence, Deck, Gunite, In Ground, Screen Enclosure
Garage Spaces
  • 3
Roof
  • Tile
Foundation
  • Slab
Architecture
  • Custom
Materials
  • Block
Lot Information
  • Cleared, Oversized Lot, Paved
View
  • Trees\/Woods
Water Source
  • Public
Parcel Number
  • 0142030009
Agent

Lee Brewer

Brokerage

RE/MAX ALLIANCE GROUP

Source AOR

Sarasota

Listing ID #

A4647690

This content last updated on 05/25/2025 09:35 AM. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

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Based on information submitted to the MLS GRID as of 05/25/2025 09:35 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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