Southold, North Fork - Private Bayfront Community Living Discover effortless, upscale living in the coveted Angel Shores bayfront community, complete with private association access to a pristine sugar-sand beach. Set on a beautifully landscaped, ultra-private lot backing to over 20 acres of protected preserve land-with only one immediate neighboring home-this exceptional 2,300 sq ft contemporary ranch offers rare privacy, serenity, and sophistication in one of the North Fork's most desirable locations. The expansive property also provides ample space for an in-ground pool or additional outdoor amenities. Designed for true ease of one-floor living, the home features soaring vaulted ceilings that enhance the light-filled living and dining areas, creating an inviting space for both everyday comfort and entertaining. Step outside to approximately 1,500 sq ft of expansive decking-perfect for hosting gatherings or enjoying quiet moments surrounded by mature landscaping and natural beauty. The thoughtfully designed layout offers ideal separation and privacy, featuring 2.5 baths: a private owner's suite with en-suite full bath, generous walk-in closet, and dedicated office area; two guest bedrooms situated on the opposite side of the home with a shared full bath; plus a convenient half bath located near the den. The spacious kitchen with breakfast area flows seamlessly into the living spaces, while the cozy den with fireplace adds warmth and charm. Extensive upgrades elevate both convenience and peace of mind, including a whole-house automatic generator, new furnace, new central air conditioning, new washer and dryer, and a new oil tank. An oversized buried propane tank offers flexibility for future gas appliances, pool heating, or additional enhancements. A high-tech security system adds another layer of comfort. The full, unfinished basement provides abundant storage with potential for additional living space and features a two-car garage with separate driveway access, ideal for service entry-while the circular driveway ensures a grand and practical welcome for visitors. Enjoy close proximity to additional beaches, marinas, renowned restaurants, boutique shopping, and the celebrated North Fork Wine Trail. Whether you're seeking a full-time residence or a refined weekend retreat, this home delivers the very best of North Fork living in a peaceful, private setting.