Home

Properties at The Real Estate Blvd ®

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
Gunite, In Ground, Child Safety Fence, Deck, Screen Enclosure, Auto Cleaner
Central, Electric, Exhaust Fan
Zoned, Central Air
Trees/woods
Yes
Unfurnished
Built-in Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Electric Water Heater
Deed Restrictions, Pool, Waterfront, Water Access, Golf, No Truck/rv/motorcycle Parking, Special Community Restrictions, Buyer Approval Required, Tennis Court(s), Fitness Center
Sliding Doors, Irrigation System, Outdoor Shower, Hurricane Shutters
Living Room, Gas
Carpet, Ceramic Tile, Hardwood, Marble
3
Cathedral Ceiling(s), Eating Space In Kitchen, Walk-in Closet(s), Solid Wood Cabinets, Stone Counters, Crown Molding, Kitchen/family Room Combo, Split Bedroom, Thermostat, Vaulted Ceiling(s), Dry Bar, Coffered Ceiling(s), Built-in Features, Primary Bedroom Main Floor, Ceiling Fan(s), High Ceilings
Inside, Laundry Room
Cleared, Oversized Lot
Tile
Gated Community, Security System, Security Gate
Public Sewer
Heated, In Ground
Cable Connected, Electricity Connected, Bb/hs Internet Available, Public, Street Lights, Underground Utilities
Waterfront, Creek
Address Map
FL
Sarasota
OSPREY
34229
340 OSPREY POINT DR
0
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.
OAKS
Additional Info
RE/MAX ALLIANCE GROUP
Lee Brewer
Custom
$475
Quarterly
Escrow Reserves Fund, 24-hour Guard, Private Road, Fidelity Bond
Block
0
Laurel Nokomis Elementary
Slab
Venice Senior High
One
266504069
281518938
Cash, Conventional
Laurel Nokomis Middle
Street Paved
No
$21,513
2024
Public
RE1
04/05/2025 18:47:59
$0

340 OSPREY POINT DR, OSPREY, Florida 34229

340 OSPREY POINT DR, OSPREY, Florida 34229

5 Bedrooms
5 Bathrooms
6,001 Sqft
$2,500,000
Listing ID #A4647690
Basic Details
Property Type : Residential
Listing Type : For Sale
Listing ID : A4647690
Price : $2,500,000
Bedrooms : 5
Rooms : 12
Bathrooms : 5
Half Bathrooms : 2
Square Footage : 6,001 Sqft
Year Built : 1998
Lot Area : 34,125 Sqft
Standard Status : Active
Bathrooms Total : 6
Building Area : 7,306 Sqft
MLS Status : Active
Property Type : Single Family Residence
Contact Agent
Mortgage Calculator
$
$ %
years
%
$ %per year
$ %per year

$