Property Description

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.

Features
: In Ground, Gunite, Deck, Screen Enclosure, Auto Cleaner, Child Safety Fence
: Central, Electric, Exhaust Fan
: Central Air, Zoned
: Gas, Living Room
: Custom
: Sliding Doors, Hurricane Shutters, Irrigation System, Outdoor Shower
: Ceramic Tile, Carpet, Wood, Marble
: Ceiling Fans(s), Crown Molding, Thermostat, Vaulted Ceiling(s), Cathedral Ceiling(s), Walk-In Closet(s), Eat-in Kitchen, Built-in Features, Solid Wood Cabinets, High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Kitchen/Family Room Combo, Stone Counters, Dry Bar, Coffered Ceiling(s)
: Laundry Room, Inside
1
: Public Sewer
: Cable Connected, Electricity Connected, Public, Underground Utilities, BB/HS Internet Available, Street Lights
: Creek
Appliances
: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Electric Water Heater, Built-In Oven
Address Map
US
FL
Sarasota
Osprey
OAKS
34229
OSPREY POINT DR
340
W83° 30' 27.1''
N27° 12' 33.5''
Southwest
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.
34229 - Osprey
RE1
Neighborhood
Laurel Nokomis Elementary
Venice Senior High
Laurel Nokomis Middle
Additional Information
: Public
NORTH CREEK
https://youtu.be/j GYa A4h4AV0
2025-04-05
: Paved, Cleared, Oversized Lot
: One
3
: Slab
: Block
: Fitness Center, Pool, Tennis Court(s), Golf, Deed Restrictions, Buyer Approval Required, No Truck/RV/Motorcycle Parking, Special Community Restrictions
7306
1
Financial
475
Quarterly
: Guard - 24 Hour, Escrow Reserves Fund, Fidelity Bond, Private Road
1
21512.93
Listing Information
266504069
281518938
Cash,Conventional
Active
2025-04-06T10:49:27Z
Stellar
: None
2025-04-05T18:44:38Z

Residential For Sale

340 Osprey Point Dr, Osprey, Florida 34229

5 Bedrooms
7 Bathrooms
6,001
$2,500,000
Listing ID #A4647690
Basic Details
Property Type : Residential
Listing Type : For Sale
Listing ID : A4647690
Price : $2,500,000
View : Trees/Woods
Bedrooms : 5
Bathrooms : 7
Half Bathrooms : 2
Square Footage : 6,001
Year Built : 1998
Lot Area : 0.78 Acre
Office Name : RE/MAX ALLIANCE GROUP
Agent Name : Lee Brewer
Full Bathrooms : 5
Property Sub Type : Single Family Residence
Roof : Tile
Waterfront Yn : 1
Listing Status : Active
Agent info
Contact Agent