449 WEBBS COVE, Osprey, FL 34229

• 4 beds |
• 4 baths |
• 5,287 sqft

Property Description

A custom-built Baron estate of timeless elegance, overlooking a tranquil lake from a quiet cul-de-sac within one of the region’s most coveted guard-gated communities. Located in Oaks Bayside, oak-canopied streets, private bay access, and a peaceful setting define everyday living—just steps from the community’s private day dock on Little Sarasota Bay for kayaking and sunset views. Offering 5,287 square feet of living space, the home features four bedrooms, an office, a study, and 3½ baths, with a floor plan designed for both refined entertaining and comfortable living. Travertine marble and rich hardwood floors extend beneath coffered and tray ceilings, while aquarium windows and impact glass fill the interiors with natural light and frame serene lake views. A gas fireplace anchors the living room, and surround sound enhances the main living areas, all flowing seamlessly to the screened lanai. The chef’s kitchen is appointed with Wolf and Sub-Zero appliances, an oversized island with bar seating, and a walk-through pantry. A casual dining area adjoins the kitchen, while a separate formal dining room accommodates more formal gatherings. A wet bar with a large-capacity wine refrigerator and custom cabinetry adds a sophisticated entertaining element. The primary suite offers a private sitting area and a luxurious bath with separate vanities, individual dressing areas, private water closets, and two walk-in closets with custom built-ins. Three additional bedrooms are thoughtfully positioned for family or guests, along with a spacious office, separate study, and a five-seat home theater. Outdoors, the expansive screened lanai is designed for year-round living, featuring a pool, spa, fountain, covered seating, and a full outdoor kitchen overlooking the lake and lush tropical landscaping. An elegant circular paver drive and a three-car garage with epoxy floors and extensive storage enhance both form and function. Additional highlights include a whole-home vacuum system, solid wood doors, impact windows, a cedar closet, and abundant storage throughout. Located in Flood Zone X for added peace of mind. The Oaks Country Club offers 2 championship 18 hole golf courses, Tennis, pickleball, croquet, bocce, and an abundance of social activities to stay engaged in all the club has to offer. Ideally located near downtown Sarasota, Siesta Key Beach, and renowned cultural destinations, Oaks Bayside offers a rare blend of privacy and convenience. Membership to The Oaks Club is required. A wonderful opportunity to live in one of the finest country clubs in Florida.

Listing Status:

Active

Date Added:

May 1, 2026

Data Last Updated:

May 14, 2026 at 2:21AM

Listing Office:

MICHAEL SAUNDERS & COMPANY : 941-966-8000

Listing Agent:

Rosalie Phillips : 941-544-4430

MLS ID:

A4688291

Interior

• General: Built-in FeaturesCeiling Fans(s)Central VaccumCoffered Ceiling(s)Crown MoldingDry BarHigh CeilingsKitchen/Family Room ComboOpen FloorplanSolid Wood CabinetsSplit BedroomStone CountersThermostatTray Ceiling(s)Vaulted Ceiling(s)Walk-In Closet(s)Wet BarWindow Treatments
• Rooms: Den/Library/OfficeFormal Dining Room SeparateFormal Living Room SeparateGreat RoomInside UtilityMedia RoomStorage Rooms
• Appliances: Bar FridgeBuilt-In OvenConvection OvenCooktopDishwasherDisposalDryerElectric Water HeaterExhaust FanKitchen Reverse Osmosis SystemRefrigeratorWasherWater Filtration SystemWater PurifierWater SoftenerWine Refrigerator
• Laundry: Electric Dryer HookupInsideLaundry RoomWasher Hookup
• Flooring: CarpetTravertineWood
• A/C: Central Air
• Heating: CentralElectric
• Fireplace: GasLiving RoomFireplace

Exterior

• General: French DoorsGardenLightingOutdoor GrillOutdoor KitchenPrivate EntrancePrivate MailboxPrivate YardRain GuttersSliding DoorsSprinkler MeteredIn Ground
• Style: CustomTraditional
• Other Structures: EnclosedFront PorchDeckScreenedPatioCovered
• Pool: GuniteIn GroundLightingOutside Bath AccessScreen EnclosureTile
• Parking: Circular DrivewayGarage Door OpenerGarage Faces SideOversizedParking Pad

Construction

• Roofing: Tile
• Windows: BlindsShadesWindow Treatments
• General: BlockBrickStuccoOneBlockSlab

Location

• Road/Access: AsphaltPaved
• HOA Amenities: Basketball CourtClubhouseElevatorsFitness CenterGatedGolf CoursePickleball Court(s)PoolSecurityVehicle RestrictionsWheelchair AccessGuard - 24 HourCommon Area TaxesEscrow Reserves FundManagementPrivate RoadSecurity2950.0Semi-Annually
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: LOT 161 OAKS0142040028
• View: Water

Utilities

• Utilities: BB/HS Internet AvailableCable ConnectedElectricity ConnectedPropanePublicSewer ConnectedSprinkler WellUnderground UtilitiesWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple