Perched high above the South Glastonbury countryside, this extraordinary two-residence property offers a rare opportunity to combine luxury living with income potential. Sweeping orchard views, breathtaking sunsets and distant Hartford skyline views create an unforgettable setting with exceptional appeal for multigenerational living, luxury rentals or potential short-term rental use, subject to applicable approvals. Two parcels. Two residences. Multiple possibilities. The property includes 571 Woodland St, with the residences on approximately 1 acre, plus 541 Woodland St, an additional approximately 1-acre parcel. The main residence offers 4 bedrooms, 2 full baths, soaring ceilings, walls of glass, private balconies, sauna and attached 3-car garage. The private guest residence features 1 bedroom plus loft, 2 full baths, kitchen, living and dining areas, fireplace, laundry and private balcony. Ideal for an owner-occupant seeking supplemental income or an investor exploring luxury rental opportunities. A distinctive lifestyle property where privacy, flexibility and investment potential converge.