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Two charming Conch Style Island homes located on one parcel in Old Town Key West. Moments away from the Historic Seaport and all the happenings of Duval Street, you will find the ''Jewel Box''. Each home is private and features 3 bedrooms and 3 bathrooms, as well as their own private pools. From the time you open the front home's classic wooden gate you are greeted by quintessential Key West style and character. Abundant and tropical foliage welcome you home, while the wrap around front porch is the perfect spot to people watch and enjoy island living at its absolute finest. Inside the front cottage, wood floors and painted white walls line the space, while sophisticated island style surrounds. This 1,279 sq ft home offers 3 bedrooms with en suite bathrooms and an additional half bath. Vaulted ceilings and wooden beams showcase the home's architectural design and details. Skylights bring in abundant natural light in nearly every room. The living room area spills out onto the covered porch with a beautiful, heated pool. There is a tandem off-street parking spot on the right side with a private entrance into the garden area, where leaf-stamped walkways emit a French feel. Wander through the lush grounds of this 7,796 sq ft lot to the back property and you will find the second home that is newly built two-story cottage. This home boasts 1,714 sq ft of living space with magnificent Hickory hardwood floors throughout, whitewashed Cypress wood interior walls and slate tile in the bathrooms. A large kitchen with a ILVE range and ample cabinet space flows into the living/dining room. Sliding glass doors and a bedroom with a passthrough bathroom complete the first floor. Make your way up the Craftsman staircase to the additional guest bedroom and bathroom with closet space. Across the way is the Primary retreat with an oversized bathroom and private balcony that overlooks this stunning picturesque property. Do not miss this rare Old Town opportunity!