A charming brick street invites you to this exceptionally custom built Estate in the heart of Winter Park & walking to Park Avenue. This home features five bedrooms, five & a half baths, with over 5,000 sq. ft., 3-way split plan with downstairs master, boasts impressive craftsmanship and spectacular views to pool and yard with a California Napa-inspired cabana. A Stone fireplace & old growth hickory floors warm the gathering room. Family room with two-story lofted Cypress beamed ceiling opens to a chef's kitchen with custom floor to ceiling cabinetry, expansive island, Calcutta Gold marble countertops, and stainless steel Wolfe/Subzero appliances. Kitchen opens to dining room with French doors on three sides with unobstructed views of the pool and backyard. Floor plan offers downstairs master suite with den, guest suite on the opposite side of the house, and a downstairs office. Upstairs features 2-bedroom suites with en-suite baths, each with an attached playroom, Tan oversized bonus/theater room and loft. The first-floor guest suite has separate entrance, full bath, wet bar, pool and park-like views. Nearly 17,000 sf lot, perfect for Florida living. Additional amenities include a private 12 x 9 den off master suite, operable storm shutters, Spanish Cedar custom windows, woodwork and doors, Bevelo gas lanterns, hickory and travertine flooring, Solid cherry interior doors and hardwood molding, 42" Isokern gas fireplace, copper gutters and flashing. Walk or bike to Park Avenue's boutiques and restaurants.