Welcome to 88 Caldwell Rd where the vacation lifestyle you've been dreaming of can be yours year-round! Tucked away on a spacious 1.05-acre lot in the waterfront community of Chesapeake Isle, this 3-bedroom, 2-full-bath home offers the perfect blend of privacy, outdoor living, and access to the water. Step inside to a newly remodeled kitchen featuring granite countertops and stainless steel appliances. The flexible floor plan offers plenty of room to spread out, including a possible 4th bedroom, home office, guest space, or bonus room in the basement. A walkout basement provides direct access to the fenced backyard, while the large front deck and backyard patio give you multiple places to entertain, or simply enjoy the peaceful wooded surroundings. Big-ticket updates and features add even more value, including HVAC in 2020, water heater in 2022, whole-house generator, and attached garage with interior access. The large driveway provides plenty of parking with room for your boat, trailer, and other outdoor toys. Chesapeake Isle is a water enthusiast's dream, offering a community boat ramp, mooring area, dinghy and kayak storage, private beach, pavilion, and volleyball/pickleball court, along with an active community social calendar. Enjoy easy access to the Elk and North East Rivers and spend your weekends boating, kayaking, fishing, or relaxing by the water. Located next to Elk Neck State Park and Turkey Point Lighthouse and just minutes from downtown North East's restaurants, shops, marinas, and waterfront attractions, this home puts outdoor adventure and small-town charm right at your fingertips. Bring your boat, bring your toys, and start enjoying the Chesapeake lifestyle!