115 Tanglewylde Rd⋅Lake Peekskill, NY

This storybook Sears Roebuck home is a rare find. Built in 1929 and made to last, it’s nestled in the hillside above Lake Peekskill—ideal for those who value privacy, nature, and character. Inside, you’ll find original hardwood floors, a statuesque stone fireplace, and the magnificence of the Great Hall with vaulted ceilings, rich woodwork, and an ornate chandelier. The kitchen and bathroom have been thoughtfully updated, including a new stove and refreshed fixtures, blending modern convenience with the home’s historic charm. Outside, the property continues to impress with a hot tub, outdoor fireplace, and two expansive patio spaces. A newly added custom powder-coated steel balcony with a circular staircase creates a striking architectural feature and enhances the indoor-outdoor flow. The grounds offer a sense of whimsy and tranquility, with spaces to relax—from summer afternoons in the hammock to winter evenings by the fire as snow falls among the pines. Enjoy lake access at one of three nearby beaches and picturesque views in every season. The peaceful neighborhood feels tucked away, yet all essentials are within a 10-minute drive. Downtown Peekskill, Metro-North service to NYC, and the Hudson River waterfront are close at hand. Offered with the option to be delivered fully furnished, providing a seamless move-in or turnkey retreat opportunity. Park in your two-car carport and follow the fairytale stairs up to your own private retreat.