STUNNING EXECUTIVE 4/5 BR, 3 BA, 3-Car Garage POOL Home on a CONSERVATION LOT with a POND VIEW in sought-after Winding Hollow! This BEAUTIFULLY UPDATED home sits on a 1/3 ACRE OVERSIZED LOT with a neighbor on one side only and no neighbors across the street! In addition, it's ZONED for SOUGHT-AFTER WINTER SPRINGS SCHOOLS! You'll be impressed from the moment you enter…from the Open floor plan with its VAULTED & VOLUME CEILINGS, UPGRADED High-End LIGHT FIXTURES & fans, LOVELY Porcelain Tile and Laminate Wood FLOORS to the PLANTATION SHUTTERS THROUGHOUT…QUALITY AND STYLE are standout themes! With all the recent updates, this home will be practically worry-free…NEW ROOF-2017; NEWER A/C'S – 2018 & 2019; BRAND NEW KITCHEN REFRIDGERATOR, RANGE (New Nov. 2020) & NEWER D/W – 2018; NEWER WATER HEATER – 2019; NEWER WASHER/DRYER – 2018. The generous-sized Dining Room is open to the Family Room with its intriguing vaulted ceilings and its magnificent view of the POOL/LANAI & Conservation. You'll love the dramatic 18' Soaring Ceilings in the Family Rm that allow you to see all the way up to the 2nd floor loft/bonus room (was the 5th BR option), plus the lovely wood-burning fireplace. The Upgraded Kitchen is open to the family room and features GRANITE COUNTERS, RAISED WOOD CABINETRY and a large Breakfast bar plus there's a Breakfast Nook that overlooks the SPARKLING POOL/LANAI. The Master Bedroom is on the 1st floor is highlighted by a lovely Trey Ceiling and features its own SITTING AREA, perfect for a home office, gym or nursery! The Master Bath features a lovely jetted garden tub, a separate glass-enclosed shower, dual sinks with cultured marble counters and two spacious walk-in closets. There's another BR downstairs with an adjacent full bath, UPDATED WITH GRANITE COUNTERS, new sink and more…perfect as a guest room! Upstairs there is a spacious LOFT/BONUS AREA, two more BR's and an additional bath. And the view of the Pristine Pond from the second floor is AMAZING! This home is perfect for entertaining indoors and out, especially with the generous-sized BRICK-PAVED LANAI with its 24x12 Covered area plus its 60 x 12 screened enclosure around the pool…all of this overlooking a Serene CONSERVATION area…where you can feel at ‘one with Nature!' This is one of the few homes with a 3-car garage, so there's plenty of room for storage of all your family's ‘toys.' Winding Hollow is known for its walking trails and park, and is close to the 23-Mile Cross-Seminole Trail, close to the Winter Springs Town Center with its numerous shops and restaurants; and convenient to SR 434, 17-92 and the 417 for easy commuting to Downtown Orlando, the Airport, UCF, Siemens & the Research Park. This home has everything you've been looking for and more!