This gorgeous custom built MULTI-GENERATIONAL home with separate GUEST HOUSE sits on a private and park-like setting in the highly coveted 24 HR GUARD GATED community of CYPRESS POINT in DR. PHILLIPS. This 4016 SF one story home features 5 bedrooms, 4 and a half bathrooms, 3 car garage and is located on a quiet street. FRESHLY PAINTED inside and out, this home boasts a beautiful updated POOL and SPA with a huge lanai, SOLAR HEATING, screened enclosure, POOL BATH, STEAM SAUNA and an amazing SUMMER KITCHEN for your outdoor entertaining with top of line Kitchen Aid outdoor appliances. Off of the pool sits a GUEST HOUSE with bedroom, sitting area, kitchenette, walk-in closet, full bathroom, it's own private entrance and slider's out to the pool! Upon entering the home you are welcomed by 14ft and 20ft ceilings and into a lovely foyer that opens to a formal living room and dining room, with spectacular views of the pool through a wall of sliding glass doors. The timeless TRAVERTINE flooring throughout the common areas of the home is warm and welcoming. The GOURMET kitchen features top of the line appliances, custom cabinetry, granite countertops, an eat-in breakfast nook and a smart island prep space with sink! The OPEN CONCEPT family room welcomes you with an abundance of NATURAL LIGHT, a wood burning FIREPLACE, WET BAR, and sliders out to the pool. The spacious Owner's Retreat boasts two custom closets, a relaxing SITTING AREA with access out to the pool, and a REMODELED En-Suite bathroom with porcelain tile floors, a garden tub, separate walk-in shower, and two custom vanities. Two secondary bedrooms on the other side of the home with a REMODELED Jack 'n' Jill Bathroom are perfect for family and guests! You will also find a half bath off the family room/kitchen. The fourth bedroom, conveniently located off the Owner's Retreat, would make a great flex space for an Office or Nursery - and conveniently located across the hall is the POOL BATH! This light and bright beauty has custom millwork including crown molding, chair rails and 8ft interior doors, as well as a surround system with speakers in the family room, master bedroom and pool lanai. PLANTATION SHUTTERS throughout! SPACIOUS laundry room with counters for folding and cabinets for STORAGE! The lawn irrigation is connected to a WELL PUMP SYSTEM, offering tremendous savings and a termite bond offers peace of mind. The community is situated between Lake Tibet and Lake Sheen and includes: a lake front park with tennis courts, basketball court, playground, dock for fishing or launching your kayak or paddleboard, clubhouse and nature trail. Zoned in a great school district and just minutes to fine dining on Restaurant Row, all of the Theme Parks, World-class golf and the Butler Chain of Lakes. Not to mention a very quick drive to the Orlando International Airport, downtown Orlando and the Mall at Millenia for best in class shopping!