Never before available is one of the largest custom designed homes built with no expense spared by the original owners. Located oceanfront adjacent to its own private beach, 32 Sunset Key drive at 3635 square feet, features six bedrooms all of which are ensuite and seven full baths. Upon entering the home your eyes will be fixed on the coffered wood panel ceilings and tumble marble floors. Once in the spacious indoor entertaining area you will appreciate the ease of how the living room, dining room and kitchen flow together and leads you outdoors. Once outside be amazed by the custom design built in rock pool complete with hot tub and two story slide loved by everyone 9 to 99. Entertain guest without going inside from the ample outdoor kitchen with full bath, shower and laundry facility.

The creators of this home made sure they checked ALL of the boxes. 5 bedrooms, 5.5 baths, 3 first floor primary suites, guest cottage, 2 driveways, garage and with over 10,000 square feet of breathtaking landscape! Like a make-believe world but real, this home contains perfectly dressed and accessorized spaces that create their own, charmed world. Directly in the center of Old Town on one of the finest streets, it belonged to one of Key Wests founding families for generations before being salvaged and lovingly renovated by the current owners. Sparing no expense, they modernized all the inner workings (security, control systems, storm-proofing, structural elements) but mined the past for craftsmanship and aesthetic elements.

411 - 415 Grinnell is a spectacular unique property in the heart of Old Town Key West. The property consists of two single family homes that sit on a double lot. The main house, 4 bedrooms, 4.5 baths, is an impeccable modern architectural masterpiece constructed in 2019 of solid concrete and steel but has the appearance of a traditional Key West Conch House with a rooftop deck. The guest house was built in 1918 and meticulously restored in 2012, it features 2 bedrooms, 2.5 baths and is finished to perfection. Each home has a true open concept blending the indoors with a lush tropically landscaped three-tiered pool area with Ipe decking and an outdoor shower.These homes were perfectly designed to maximize space and privacy. (see More)

Come home to Sunset Key and enjoy all the ambiance and attractions of Key West only seven minutes away while preserving maximum peacefulness and privacy on a beautiful, private island, just off shore from Old Town Key West. This three-bedroom, three bath oceanfront residence features a private homeowner beach, heated pool/hot tub, vaulted living area, spacious main-level master suite plus two additional upper-level bedrooms and baths, solid hardwood and natural stone flooring inside and out and a comfortable warm island decor throughout. Sunset Key is an idyllic island oasis featuring a gourmet restaurant, spa, fitness center, private homeowner beaches, tennis courts, ferry service and a location nestled in a perfectly secluded spot in Key West harbor.

Talk about views! This three-bedroom, three-bathroom waterfront home has incredible panoramic views of Key West Harbour and the historic waterfront. No expense was spared on this elegant Sunset Key residence. This house has it all, from hardwood and tile floors throughout, to a chefs kitchen with granite counter-tops, comfortable living and dining area, a covered outdoor patio, and an in-ground pool. Sunset Key Island is only three minutes from historic downtown Key west by an island ferry which runs 24 hours a day and leaves from the Opal Key Resort & Marina. Walk to one of the islands three beaches. Even though it is an off-shore island, Sunset Key Island has full city utilities and services, and amenities such as tennis, a full-service spa, and a gourmet restaurant.

New Listing! Key West oasis on a canal with pool. New boat lifts to be installed. Amazing opportunity in Key West for a waterfront estate with garage parking. 0 Go Lane is a stunning 4BR/3.5 bath home and 2 Go Lane offers 2BR/1bath. 0 Go Lane has a master suite with water views, en suite bath, balcony and huge walk-in closet. Chefs kitche, breakfast room, formal dining room, wet bar. Upper levels offer three bedrooms. Elevator access to all levels. Pool is 45x55 with waterfall and grill area. 2 Go Lane is elevated with three car garage and spacious screened in porch. This is the perfect island retreat! New boat lifts to be installed 12k lbs and 15k lbs.

You Could Actually Live in This Historic Key West Church with 14.5 Thick Native Coral Walls, A 2 Story Bell Tower and, Flex Space with multiple bed and commercial licenses. Buy yourself a Dream Job in the Hot Vacation Rental Market (30-Day Minimum). Key West Vacation Rentals are prime RN and this has 2 Turn Key Rental Apartments that are absolutely beautiful and, renovated with high end finishes, and imported furnishings, That All Stay. Live Large in the middle of Everything In One of the most Ravishing and Iconic Gothic Key West Residential/Commercial Converted Churches. Built at the Turn-Of-The-Century you are 112 Steps to Duval Street, 1 Block To the Hemmingway House, 1 Block to the Key West Lighthouse, and Near to The Little White House, and, The Southernmost Buoy 90 Miles to Havana

Old Town Gem on Fleming! This historical masterpiece, once featured on This Old House, boasts of gorgeous hardwood floors and millwork, plus an elegant first floor master suite, a private office/library with custom built shelving and an open floorplan with the dining and the living rooms combined with several sets of French doors leading the the charming rear covered deck which is perfect for outdoor entertainment and lounging.The gourmet kitchen features handsome cabinetry, granite counter tops, high end appliances and plenty of storage.The second floor includes two more charming bedrooms and a split bathroom.

A notable Historic Grand Key West Home in the heart Of Old Town with 5 bedrooms and 5.5 baths. Entering you are greeted by 12 ft. ceilings on both the first and second floors. A project spanning 3 years earned the owner a ceramic star for historic renovation. You can easily see the original details of the crown molding, stained glass, and Dade pine wood flooring. Off the foyer there is a front parlor with an adjoining living room and a formal dining room, which are adjacent to a dream Kitchen with Carrera marble countertops, and top of the line appliances. 4 sets of French doors and transom windows reveal a wrap around porch leading to a large pool and expansive yard. New HVAC throughout X Zone. Off Street Parking on Albury St.

Conch Casa Grande is the largest home in Truman Annex, with 4636 sq ft of living space. With 11 foot ceilings and detailed woodwork, this grand home captures the essence of another era. Just off the front hall is the first of six bedrooms. There are four bedrooms on the 2nd floor, and a 6th bedroom on the 3rd floor. All six bedrooms have en suite bathrooms. This home has a TRUMAN ANNEX SPECIAL TRANSIENT LICENSE, which has already generated over $300,000 this year in gross annual income. This is a potential short sale. It is a condition of entering into a sales contract that the Buyer separately purchase from Seller the furniture and art work presently on the premises.

Lushly landscaped oasis with 3 story, detached single family home w/ classic Key West architectural design in the Truman Annex, including the special Truman Annex transient license. Enjoy your own heated pool w/ waterfall. The first level is an open design including kitchen, dining, living area, powder room; and, just off the dining, a den thats easily converted to additional sleeping quarters. The 2nd level has laundry and 2 main suites sharing a spacious deck overlooking the pool. The 3rd floor has 2, dormered bedrooms w/ shared bath. Up just one more set of stairs is a widow walk w/ glorious vistas of Old Town & sunset over the Gulf. Wood floors throughout, impact glass windows & doors, and pool house w/ powder room & outdoor shower abutting a two-car garage with electric gate.

1200 Whitehead St is the Old Town Key West classic youve been dreaming of! The contemporary renovation complements the homes historic origin with rich hardwood flooring throughout the open floor-plan providing seamless indoor/outdoor living & entertaining. A beautifully appointed kitchen with sleek cabinetry, Quartz countertops & Bosch appliances. Five bedrooms & 5 baths include a beautifully designed master with ensuite & private balcony that overlooks the pool. A forest of lush tropical landscaping add to the privacy of the home & tranquil pool area. The expansive lot provides ample off street parking and a garage! From every major utility updated to impact doors and hardie-board siding 1200 Whitehead offers the historic charm without the historic maintenance. Schedule your tour now!

Nothing compares to this extraordinary Old Town Key West residence. It exudes charm, history, and style and is located on William Street - in the heart of Old Town. This historic home, Gideon Lowe House was built in 1866, and records show that it first housed the youngest son of wealthy Bahamian settlers. This property has been thoughtfully and expertly renovated through every ownership and maintained its historical footprint. As an award-winning home, it is one of the most exquisite in the Key West historic district melting together conch-style roots with tasteful upgrades to accommodate any buyer. Complete with three bedrooms and three and one-half recently remodeled bathrooms, this luxurious home offers remarkable amenities such as large walk-in closets, Dade County pine throughout,

Behind the privacy wall of tropical landscaping in the coveted Historic District, this grand island residence is the culmination of privacy, style, and entertainment. Your perfect indoor-outdoor lifestyle awaits in an L-shaped home with exquisite Brazilian Cherry Wood floors and formal living and dining rooms framed by impact French doors showcasing a custom-built pool, spa, and water feature. Rarely does a home embody both warm and grand aesthetics while providing unlimited social and family possibilities. Chefs kitchen and plenty of custom cabinetry fulfill culinary ideals. There is a true downstairs master bedroom with an ensuite bathroom and French impact doors leading out to the backyard and pool...

3742 Eagle Avenue embodies modern luxury and elegance at every turn. Located in one of Key Wests most desirable neighborhoods and newly completed following a head to toe renovation, this new kid on the block is sure to catch your eye! A grand front entrance draws you in to find a spacious open concept living area, with travertine tile throughout, complete with a stunning fireplace and views of the pool! A beautifully designed modern kitchen aligns effortlessly with stainless steel Bosch appliances, wine cooler, and granite countertops for family dinners or entertaining friends.The Master bedroom has been designed with elegant inset ceiling details, ensuite master bath and direct pool access and views. Guest house, enormous heated pool, lush landscaping, privacy fence and garage

Welcome to this spectacular, stunning and one of a kind home located on Admirals Lane in the prestigious Truman Annex, just steps away from all that Old Town, Key West has to offer. This custom, three story gem with a great rental history has 5 bedrooms and 4 baths, with the main floor boasting a large entryway with soaring ceilings, an open gourmet kitchen, breakfast area and living room all over looking the magnificent pool through a wall of French doors. Theres also a formal dining room and two other sitting/entertaining areas, one of which opens up with a wall of glass doors on two sides for a true indoor/outdoor living space. . Upstairs on the second level is the large master suite and three more bedrooms, a laundry room, and a cozy sitting porch. The private third third floor has

Incredible opportunity to own both a delightful single family home in the coveted Truman Annex gated community AND a Four Bedroom Transiently Licensed Turn Key Luxury Vacation Rental Investment Home, fully outfitted to the highest standard and projected to achieve rental income in excess of $200,000 in the first calendar year of active rental. Collect the revenue of an exceptional vacation home with a special transient license, with the benefit of visiting and enjoying your beautifully classic yet unique Eyebrow home in the heart of Old Town - complete with sunny private pool, covered deck, and magnificently landscaped grounds featuring waterfalls of orchids spilling from a gorgeous Gumbo Limbo tree. Previously a full time residence...

This is the only four bedroom interior home available on beautiful Sunset Key Island! Amazing waterfront views, as this property is directly across the street from other waterfront properties. Sunset Key Island is one of the most prestigious and idyllic communities in the Florida Keys. Only minutes from Historic Downtown Key West, this island community is readily accessible via the Sunset Key Ferry which runs 24 hours a day. Sunset Key has a luxury resort, giving the residents access to a gourmet restaurant, ample parking on the Key West side, tennis courts, three private homeowner beaches just a couple minute walk from this incredible island home, and much more. Make an appointment today to see this incredible island community and experience true island living.

Come home to Sunset Key and enjoy all the ambiance and attractions of Key West only seven minutes away while preserving maximum peacefulness and privacy on a beautiful, private island, just off shore from Old Town Key West. This three-bedroom, three bath Victorian-style residence features a luxurious kitchen and spa-quality baths, private pool, spacious veranda, top-level lookout with ocean views and wet-bar, solid hardwood and natural stone flooring inside and out, private balconies from each bedroom and a comfortable warm island decor throughout. Sunset Key is an idyllic island oasis featuring a gourmet restaurant, spa, fitness center, private homeowner beaches, tennis courts, ferry service and a location nestled in a perfectly secluded spot in Key West harbor.

Brand-new renovated home on an oversized 10,450 s.f. corner lot. Modern architecture leads you through the privacy gates into the stunning entryway covered w/ marble tile. Impact windows & doors, extremely quiet & energy efficient. Large open floorplan of the main home has 2 bedrooms on one end & the master on the other. 3 bedrooms & 3 baths plus the 2-story cottage home w/ 1 bedroom & 1 bath. Attention to detail is what separates this home, the Hanson & Bringle custom cabinetry, made in Key West, classy clean countertops, & Samsung stainless appliances. Porcelain tile floors throughout the concrete construction home. The pavered backyard has an inviting large, heated pool w/ fabulous water features plus a matching outdoor shower surrounded by privacy & native landscaping. 2 carports