Vintage homes for sale & real estate in Monroe County, FL

Vintage Home for sale in Monroe County, FL:

Historic Old Town Charm Meets Modern Luxury. Situated next to the iconic Key West Cemetery, this legal duplex sits proudly on the island's highest point, offering an unbeatable location with unmatched peace of mind. With the original Conch House built in the late 1800s, this historic estate captures the classic romance of classic island architecture while providing a passive income opportunity. It is the ultimate configuration for a buyer looking to live the island dream in a beautiful residence while utilizing the separate unit as a legal rental to offset living costs. The main house is a spacious sanctuary featuring 4 bedrooms and 3 bathrooms. Every room blends historic character with mod

Vintage Home for sale in Monroe County, FL:

A TROPICAL OASIS IN NEW TOWN! Turnkey, fully furnished, and ready to enjoy, this private tropical retreat in Key West's Elamar Estates area of New Town makes island living effortless. Set on a 6,132 SF lot, this Mid Century Modern inspired home offers 1,751 SF of living space and an 80 SF pool house. Completely remodeled down to the studs in 2007, the residence features an open floor plan connecting the living room, dining room, Florida room, and kitchen, complete with premium appliances, including a Thermador five burner gas range. All main living areas overlook the lush backyard and a 28 x 12 foot heated kidney shaped pool. Two master suites, a third full bathroom with a Jacuzzi style

Vintage Home for sale in Monroe County, FL:

Close to Duval Street but away from the hubbub, this immaculately presented one bedroom condo is just a few blocks from Smathers Beach and vibrant White Street with its restaurants, cafes, gourmet food store, galleries and fitness studios and just a walkable, rideable, half mile from the Atlantic and a mile from the Historic Seaport District and Gulf. .. .. .. The condo is part of a very well run and maintained six-unit association in a highly desirable location that is peaceful and quiet. Adorable ''Sandbar Cottage'' is one of four condos located in the beautiful old 1928 yellow house part of the compound on the corner of Seminary St and Leon St. .. .. .. The large windows, glass impact fr

Vintage Home for sale in Monroe County, FL:

Charming Florida Keys Cottage Tucked Away on a Quiet Dead-End Street! 4 bedrooms, 3 bathrooms, plus a den/office, and an additional 500+ sq. ft. air-conditioned workshop/garage/utility room. Enjoy the added perks of living in the Village of Islamorada, where residents can launch their boats at Founders Park free of charge with valid proof of residency. The park also features a new playground and a beautiful beach, making it a wonderful spot for family fun and enjoying the Florida Keys lifestyle. Nestled among beautiful mature trees on a peaceful dead-end street, this charming Florida Keys cottage offers the perfect blend of privacy, character, and island living. Built with solid concrete