A beautiful 7,000+ Sq.Ft. Country Estate on 5.49 Acres located within the esteemed Village of Matinecock. This extraordinary property boasts two separate homes with private driveways and addresses; an 8 Bedroom, 8.5 Bathroom Main Residence and a 3 Bedroom, 2 Bathroom Guest House. The professionally manicured landscape features 2 Greenhouses, a Natural Spring-Fed Lily Pond and an In-ground Pool and Detached Pool House/ Cabana with a kitchenette, changing rooms and a full bathroom. This coveted historic estate exudes classic character and has been meticulously renovated including the installation of new floors, windows, custom window treatments and a full-house heating system. Interior details include multiple Wood Burning/ Marble Fireplaces, Winding Staircases, a first-floor Primary Suite with a spacious walk-in closet and a newly redesigned Eat-In-Kitchen with Stainless Steel Viking/SubZero appliances, exposed brick and wood beams, a Brass Sink and elegant stone countertops. Additional home details include a wireless Speaker System, a Butler's Pantry with Cooling Drawers/Auxiliary Dishwashers, a Mud Room with built-in cubbies, a two-story sun-lit Den, an oversized Loft/Playroom, a finished walk-up attic, a three-car garage and a private Guest Wing / In-Law Suite with its very own entrance. Painted clapboard, green shutters and copper gutters outfit the exterior of the home. Succeeding the fully gated driveway, outdoor amenities include an entertaining patio with a built-in grilling station and an elevated slate terrace, overlooking the home's storybook pond and scenic grounds. Situated within close proximity to world-renowned Gold/Country Clubs, neighboring Villages and North Shore Beaches. Located within the Locust Valley Central School District.