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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.
DAYS ON MARKET | 6 | LAST UPDATED | 4/5/2025 |
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TRACT | OAKS | YEAR BUILT | 1998 |
COMMUNITY | 34229 - Osprey | GARAGE SPACES | 3.0 |
COUNTY | Sarasota | STATUS | Active |
PROPERTY TYPE(S) | Single Family |
Elementary School | Laurel Nokomis Elementary |
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Jr. High School | Laurel Nokomis Middle |
High School | Venice Senior High |
ADDITIONAL DETAILS | |
AIR | Central Air, Zoned |
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AIR CONDITIONING | Yes |
APPLIANCES | Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer |
AREA | 34229 - Osprey |
CONSTRUCTION | Block |
EXTERIOR | Outdoor Shower |
FIREPLACE | Yes |
GARAGE | Yes |
HEAT | Central, Electric, Exhaust Fan |
HOA DUES | 475 |
INTERIOR | Built-in Features, Cathedral Ceiling(s), Coffered Ceiling(s), Crown Molding, Dry Bar, Eat-in Kitchen, High Ceilings, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s) |
LOT | 0.78 acre(s) |
LOT DESCRIPTION | Cleared, Paved, Waterfront |
PARKING | Attached |
POOL | Yes |
POOL DESCRIPTION | Gunite, In Ground, Screen Enclosure, Private |
SEWER | Public Sewer |
STORIES | 1 |
STYLE | Custom |
SUBDIVISION | OAKS |
TAXES | 21512.93 |
UTILITIES | Cable Available, Cable Connected, Electricity Connected, Underground Utilities |
VIEW | Yes |
VIEW DESCRIPTION | Water, Trees/Woods |
WATER | Public |
WATER ACCESS | NORTH CREEK |
WATERFRONT | Yes |
WATERFRONT DESCRIPTION | Creek |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing provided by Lee Brewer, RE/MAX ALLIANCE GROUP, 941-954-5454
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 4/10/25 12:18 AM PDT.
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