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33040 Real Estate Homes For Sale - (Single Family Houses) in 33040 Zip Code

Total Listings 277
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$2,599,000
Key West
W C Maloney Diagram   - MM: 2.00
4 Bed, 4 Baths, 2,028 SqFt Days Listed: 222
-11.90% ($351,000) 1 Price Change : Last Change 16 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Beautiful Meadows Masterpiece located one of Key Wests idyllic neighborhoods. Built in 2020 using the finest materials and craftsmanship, this home combines the best of Key West Architecture with modern luxury finishes.Exquisite Nickel-grooved walls and stunning hardwood floors that create a warm and inviting atmosphere. The coffered ceilings, adorned with Dade County Pine add that extra touch of sophistication, while the impact windows and slider patio doors provide both beauty and peace of mind.The spectacular chefs kitchen is a culinary dream, showcasing quartz countertops and a premium viking appliance package. Overlooking the living and dining area, it opens up via two large pocket sliders to sun-kissed patio and heated pool and also features two electric awnings providing an element of shade.Each of the four bedrooms is en suite, with custom closets, custom Bahama shutters and stunning bathrooms, finished with luxurious marble, quartz and iridescent tile, ensuring comfort and style for everyone.Exterior package is equally impressive, featuring decorative shutters, full irrigation and lighting, mature tropical landscaping providing lots of privacy and light composite decking. Chicago brick walkway and off street parking add to the propertys charm and functionality.Located in an x-flood zone, this home was constructed using the highest level of building codes and standards with many luxurious features, resulting in an exceptional home in a beautiful neighborhood.

$2,599,000
Key West
Knights Subdivision   - MM: 2.00
4 Bed, 4 Baths, 1,854 SqFt Days Listed: 57
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome To The Little School House on Eliza! Step into a blend of history and elegance at 1320 Eliza Street -- a beautifully restored, spacious home with roots that reach deep into Key Wests storied past. Once a historic schoolhouse, this unique property was thoughtfully transformed into a warm, inviting residence that honors its architectural legacy while embracing modern comfort.Soaring ceilings, hardwood floors, and an abundance of natural light highlight the homes character, while expansive living spaces and a carefully updated layout provide room to relax, entertain, and create memories. With four bedrooms spread out throughout the property, this home is a perfect family retreat. The first floor features a very large Primary Bedroom with ensuite and a private porch, and also features a guest bedroom with ensuite with a private deck as well. The second floor features an additional guest bedroom that can easily be an office with a lot of storage. A fourth bedroom is located in the detached guest cottage, complete with a half bathroom and outdoor shower (making it a full Key West Bathroom). Overall, a fantastic layout! The private and completely fenced in backyard is perfect for entertaining with covered porches, outdoor seating and an in-ground custom spade-shaped pool with waterfall and a brand new pool heater. Lush tropical landscaping with irrigation and outdoor garden lighting makes this home truly special. This property also received a brand new roof in 2023. Schedule a showing today!

$2,600,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 2,205 SqFt Days Listed: 388
-17.46% ($550,000) 5 Price Changes : Last Change 121 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

New lower price! Gorgeous move in ready, 2,205 sq ft conch style home, where historic charm seamlessly blends with modern luxury situated in the best location in Old Town. Just steps from Duval St and one block from the ocean, beach and the Southernmost Point. Priced at $2,600,000 this exquisite property offers a turn- key experience that includes a fully furnished house, in addition with a Jeep Unlimited, making it easy to navigate the island and experience all that Key West has to offer. The ground floor has an inviting open floor plan with plenty of natural light filled rooms wrapped in Dade County pine and glorious flooring that allows for seamless flow between the living spaces, perfect for entertaining guests or simply unwinding after a day of adventure. With high ceilings and top-of-the-line finishes, every detail has been carefully curated to create a space the exudes elegance and comfort. The gourmet kitchen is a chefs dream with high end appliances generous countertops and custom cabinetry. Relax outside in the heated kidney shaped swimming pool surrounded by lush tropical landscaping or enjoy the covered pergola great for dining or shade. The 2nd floor has two double sized bedrooms with a spacious balcony with a glimpse of the ocean and Southernmost House. There is also a marvelous grand foyer with space for a small office. The 3rd floor master suite offers ultimate privacy encompassing the entire third floor which has a huge walk in closet with built in dressers drawers with quartz counters and lots of storage. The lavish master bathroom has a spa shower with a luxury rainfall shower head system. Double marble sink vanities, Vintage reclaimed wood walls and luxury vinyl flooring. While preserving its historic character, this home has been thoughtfully updated with modern amenities. Dont miss this opportunity to own a historic residence in Key Wests highly sought after neighborhood. Call today for your private showing

$2,600,000
Key West
Old Town Unrecord   - MM: 0.00
5 Bed, 5 Baths, 2,303 SqFt Days Listed: 130
-5.45% ($150,000) 1 Price Change : Last Change 20 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 710 Ashe Street, a masterfully restored 1889 Eyebrow home, where historic charm and contemporary comfort converge in one of Key Wests most sought-after locations. This exceptional property, complete with a detached guest house, offers a versatile and elegant living experience--perfect for families, in-laws, or lucrative rental opportunities (rental figures available upon request). The main residence boasts three bedrooms, two bathrooms, and 1,282 square feet of refined living space. Step onto the inviting front porch, where classic island colors set the stage for the warmth and sophistication within. Inside, original hardwood floors, soaring 9-foot ceilings, and a beautifully preserved staircase pay homage to the homes rich history, while modern enhancements seamlessly elevate the experience. A thoughtfully designed brand-new gourmet kitchen showcases Cafe appliances, custom cabinetry, and French doors that open to a private backyard retreat--perfect for alfresco dining, relaxing in the lounge area, or unwinding in the spa after a day of island adventures. Upstairs, two additional bedrooms share a beautifully appointed bathroom that blends timeless elegance with contemporary finishes. Tucked behind the main home, the renovated guest house offers two bedrooms, one bathroom, and 1,021 square feet under roof. Accessible via a private walkway, this stunning retreat features an open-concept layout, where a stylish kitchen, sunlit living space, and designer finishes create an inviting atmosphere for guests or potential rental income. Located on one of Old Towns most exclusive and picturesque blocks, this remarkable property places you just moments from Key Wests finest dining, boutique shopping, and historic landmarks. Whether you seek a serene island escape or a savvy investment opportunity, 710 Ashe Street is a rare find in paradise.

$2,649,000
Key West
Key West Fwdn Subdivision   - MM: 4.00
4 Bed, 4 Baths, 2,410 SqFt Days Listed: 375
Under Constru - Active - Waterfront No
Side of Island: Median - Dockage: None

Introducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key West, FL, designed for modern luxury and comfort. Current plans call for 4-bedrooms, 4-bathrooms but could be altered by a Buyer. Also, opportunity for buyer to customize high-end finishes to their personal taste. The entire lot was raised almost two feet and the home will be built above flood elevation, this energy-efficient ICF (Insulated Concrete Forms) home features a 1-car garage and a private pool, perfect for relaxation and entertaining. The spacious, open floor plan includes a gourmet kitchen and 3 primary suites, ensuring ample space and comfort for family and guests. Dont miss the chance to make this extraordinary home yours!

$2,650,000
Key West
Tropical Bldt & Investment Co   - MM: 2.00
3 Bed, 3 Baths, 1,818 SqFt Days Listed: 55
-7.83% ($225,000) 1 Price Change : Last Change 7 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Prime Mid-Town location - walk or bike to White Street pier, Tennis and Pickle ball, and Higgs Beach. Spanning over 1800 square feet, This home is easy one level living, completely fenced, has multiple off street parking spaces- covered and uncovered, and a remote control entrance gate for parking. The Main home has 2 bedrooms, 2 full bathrooms,, an additional private jetted tub area and an outdoor shower, and a 1 bedroom, 1 bath cottage, with an additional outdoor shower. Blue Island Landscape lighting in the front and back of the house, a home security system, and Impact Windows and Doors. An additional second bedroom/ bathroom provides guests with a private suite. The Kitchen has stainless appliances, quartz counters and island , additional storage, and steps away- an additional Wet bar with wine fridge, two additional refrigerator drawers, and beautiful Hansen and Bringle cabinetry. Within the last 2 years, There is a New Pool Heater/ Chiller, New HVAC for Main house and Guest cottage, New jetted tub in Primary Bathroom, New Washer/ Dryer, Hansen and Bringle Cabinetry, New Wet bar with Wine Fridge and additional refrigerator drawers for additional beverages. New security system, remote controlled blinds in the Main house and Guest house, New gas tank-less hot water heater, and Carrera marble showers in the Guest Bathrooms ! This home is being sold furnished with an exclusion list to be provided.

$2,650,000
Key West
George W Nichols Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,970 SqFt Days Listed: 60
-1.85% ($50,000) 1 Price Change : Last Change 17 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Beautiful home in the Casa Marina District. Completely remodeled in 2020 and the guest cottage is new construction. Main home has two bedrooms and two full bathrooms and one half bathroom , with one of the bedroom and bathroom located exclusively on the second floor. Living area and kitchen have vaulted ceilings with a beutiful open floor plan perfect for entertaining that opens up to the heated and chilled pool. The cottage has one bedroom and one bath with a separate living area off the pool, perfect for guests or a large home office space. The home is an active vacation rental. Perfect for an investor or someone wanting ot off-set the costs of a second home. Minutes away from the beaches, parks, bocce courts and still walking distance or a nice bike ride to downtown Key Wests exciting activities. There is a driveway for parking and ample street parking as well. The landscaping has an irrigation system for worry free maintainence and the yard offers an amazing outdoor entertaining space. The entire property is secured away with a fence for privacy. This is a must see listing, dont miss out! We cant wait to show it to you.

$2,650,000
Key West
Sunset Key   - MM: 0.00
2 Bed, 2 Baths, 1,681 SqFt Days Listed: 93
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

First Time on the Market! Surprising water views combined with maximum privacy are the signature advantages of this luxurious and well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction and added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 and a half bath home has been well maintained and never rented. Years of planting and care have gone into creating maximum privacy with lush landscaping in all directions. The pure realization of a true tropical escape: quiet, serene and secure, with no automobiles, world class amenities including an oceanfront restaurant and bar, full service spa, beautiful sand beaches, community resort style pool, tennis courts and fitness center. Plus Overlook has its own separate heated swimming pool as well. All of this just a quick ferry ride available every half hour to connect to all the action that Key West has to offer. A truly unique island experience! Check it out.

$2,750,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,962 SqFt Days Listed: 42
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Tucked away on one of Old Towns most peaceful lanes and just a short stroll from Duval Street and the Historic Seaport, this vibrant newly renovated, 3-bedroom, 3.5-bathroom home is the ultimate blend of eclectic island style and upscale comfort.From the moment you arrive, 1017 Angela Street welcomes you with bold colors and playful design. The front porch offers an idyllic spot to start or end your days. As you enter the home, youre greeted by Historic Dade County Pine lined walls and an abundance of natural light filled with personality, wood floors, and colorful finishes. The kitchen offers granite countertops and stainless steel appliances with a separate expansive dining area that opens through impact rated French doors to the backyard perfect for entertaining or enjoying the island breeze. Downstairs you will also find a primary suite offering convenience and privacy.As you make your way up a custom-painted staircase, youll find two additional ensuite bedrooms, a second primary bedroom with a luxurious spa-like bath and a cozy reading nook that overlooks the shaded canopies below, and an additional guest suite.Outside you will find a beautifully landscaped backyard with a heated pool and an upgraded pool system, spa, outdoor shower, Trex decking, and tropical foliage and fruit trees that provide shade and seclusion. Whether youre dining alfresco under the stars or lounging poolside, this outdoor space is designed for island-style entertaining and sets the tone for relaxed island living. With off-street parking and a strong track record as a top-performing monthly vacation rental, this home is ideal as a personal escape, income-generating property, or both.

$2,795,000
Key West
Key West Investment Co Subdiv   - MM: 1.00
4 Bed, 4 Baths, 1,931 SqFt Days Listed: 100
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Excellent opportunity to purchase a luxurious, modern, and refined single family home in one of the best neighborhoods in Key West. This 4bed/3bath completely renovated and modern home is being offered completely furnished with all new furniture and ready for new owners. Just over 1930 S.F. of beautiful living spaceand situated on a 5,896 S. F. corner lot. This CBS home has all hurricane impact rated windows & doors, flood panels for all doors, and 25 KW Generac stand by whole house generator. There is an abundance of windows & doors allowing for plenty of natural light throughout the home. True chefs kitchen features gorgeous cabinets & counter tops with all stainless steel appliances. Dual ovens, gas stove top range, and wine cooler make your kitchen complete. The kitchen opens up to your amazing living & dining room areas. From there you will find this opens up to a super nice covered outdoor patio area, in ground, salt water, and heated 27L X 9W Jacuzzi & pool with water fall. Ready to kick back and relax. Outdoor areas have travertine tiles throughout and have lush native tropical landscaping with lighting & irrigation systems. Property has a 1 car covered carport and CBS privacy fencing around entire property. This home is located within walking distance to Higgs Beach, White St. Pier, and a short distance to Key West Best restaurants, beaches, museums, and art galleries. This is truly a home where modern luxury meets Key West paradise. Listing agents are related to the sellers.

$2,795,000
Key West
Benj Alburys Subdivisiond   - MM: 1.00
4 Bed, 4 Baths, 2,030 SqFt Days Listed: 32
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This quintessential Key West retreat is not a drive-by. In true Key West style, the modest facade conceals an oversized outdoor space and multiple private areas. Steeped in history, rich in character, and designed for comfort, this home invites you to enjoy lazy, shady afternoons and starlit evenings in your own tropical oasis. Nestled on a lot-and-a-half in the sought-after Meadows neighborhood, this beautifully maintained compound features a two-bedroom, two-bath main house, a charming carriage house converted into a private ensuite cabana, and a separate pool house with a sitting room and half bath and an additional bedroom and full bathroom. Thoughtfully updated, the property boasts new air conditioning throughout, a tankless hot water system, a high-efficiency washer and dryer, and luxury appliances from Miele, Sub-Zero and Bosch. The lush garden, a haven for butterflies, showcases prized lignum vitae trees and a vibrant collection of tropical foliage and flowering plants. Inside, the home is both stylish and inviting, seamlessly flowing onto the expansive outdoor deck. Here, youll find a heated pool, a separate hot tub, an outdoor shower, and plenty of space to relax or entertain. Theres even off-street parking for a small car or golf cart (though street parking is readily available). Just a block and a half from Garrison Bight and minutes by bike to Duval Street, the harbor, or Higgs Beach, this home offers both tranquility and accessibility. Whether youre looking for the perfect entertaining space or a private retreat, this distinctive property delivers in every way.

$2,799,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,223 SqFt Days Listed: 439
-19.91% ($696,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

First time on the market in over 50 years! This property is a plant lovers paradise. The owner spent his entire life collecting plants and seeds from all over the world and created a quiet serene and private oasis in the middle of Old Town Key West, on a huge oversized lot. Some of the rare plants and palms are found nowhere else in the continental United States. The main house has many structural upgrades, but the best thing is that the existing carport has HARC approved plans to turn it into a large guest cottage or studio. This is an artist/musicians dream. Quiet solitude in the middle of Key West to stimulate creative juices, or just to chill out in paradise.

$2,799,000
Key West
Martello Towers   - MM: 1.00
3 Bed, 3 Baths, 2,001 SqFt Days Listed: 18
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Blending the elegance of Danish modern architecture with the laid-back charm of island life in Key West is 1110 Johnson Street. The spacious 2000 sq ft, three-bedroom, two-bathroom home which also boasts a den and breakfast nook sits on a large, private 7500 sq ft land parcel located in the prestigious Casa Marina district on the most coveted, quiet, one-way street. The property offers plenty of room for privacy, relaxation and entertaining. Enjoy just a two-block walk to the Atlantic Ocean, Higgs Beach, White Street Pier and Salute which adds to your lifestyle options. There is also easy walking distance to the location of the monthly Walk on White event (art walk) and the weekly Key West Artisans Market (during season). With limited car traffic, Johnson Street is very quiet and perfect for jogging, dog walking and bicycling. The homes unique, widely admired front double doors are a focal point of the home. The grandiose living room opens fully to an expansive 510 sq ft covered screened in porch which is perfect for dining, entertaining and enjoying the quiet outdoors. In the evenings, crickets chirp softly as ocean breezes blow through the palms on the property. The home feels far removed from the rest of the busy world and very much in touch with nature. But if desired the screened porch could be closed in to add to the indoor living space. Additional features include a carport, off-street parking for up to three vehicles and a large, gated and bricked patio backyard shaded by a bottle brush tree which is surrounded by large ferns. There is potential for adding a second story for open ocean views, mother-in-law quarters/4th bedroom, a 12 x 24 ft pool and a pool house which makes this home even more enticing (architect plans available). Its truly a rare opportunity for anyone looking to embrace the Key West lifestyle while enjoying the ultimate in privacy, tranquility and modern comforts.

$2,800,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 2,049 SqFt Days Listed: 106
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure.

$2,895,000
Key West
Webb Realty Co Subdivision   - MM: 1.00
4 Bed, 4 Baths, 2,880 SqFt Days Listed: 176
-12.14% ($400,000) 2 Price Changes : Last Change 45 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Located in the highly regarded Casa Marina neighborhood, this exceptional property offers a unique opportunity to own a piece of Key West history. Ernest Hemingway the iconic literary figure once called this house his Winter retreat during 1928 -1929, where he penned the timeless classic, A FAREWELL TO ARMS. This sprawling single story property spans an impressive 8100 square feet, occupying a prominent corner lot, with a reimagined interior floor-plan. Constructed with white-painted Savannah brick over a wood frame, this residence exudes classic charm with a modern twist. Tall ceilings and a welcoming fireplace create an inviting atmosphere. Sliding glass doors seamlessly connect the interior to the outdoor patio, allowing for a harmonious blend of indoor and outdoor living spaces. The outdoor space is a tropical paradise, complete with a heated pool and soothing water feature. The main house features 3 bedrooms, 2 bathrooms, and a laundry area. Two of the bedrooms share a bathroom, while the primary suite offers a generously sized bathroom with a bath tub, double sinks, and an indoor and an outdoor shower. Enjoy the airy ambiance of the open floor plan, with a spacious living room and dining area that together span over approximately 1200 square feet. The modern kitchen is well-appointed, with easy access to the pool area and the charming conch-style 1/1 guesthouse. The main house has a semi-circular driveway and can accommodate 3-4 cars. The guesthouse also includes its own entrance on Walton Street and an off-street parking space.

$2,895,000
Key West
New Town Unrecord   - MM: 3.00
3 Bed, 3 Baths, 3,461 SqFt Days Listed: 194
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 3615 Eagle Avenue, a stunning, spacious, custom built residence surrounded by its own private botanical garden. The oversized double door entryway indicates what awaits you on the inside. Large sweeping rooms with high cathedral ceilings, gorgeous tile floors, double doors opening to the garden from every room, all designed with one-level living and an emphasis on engaging one eye to the stunning nature that surrounds you. The chef in your family will dance with delight in the spacious kitchen built for creating and entertaining with new Sub Zero refrigerator, gas stove, two dishwashers, wine cooler, and ice machine. Each room has been upgraded with impact windows and doors with views of the luscious tropical delights that await you outside from every angle. Currently configured as a three bedroom with an additional spacious office that would easily convert to a fourth bedroom. Master suite privately located in front of the house with a newly renovated master bath that exudes luxury and style. The 12,000 sq. ft. lot encompasses a large thrilling botanical garden full of life with an emphasis on native plants and palms attracting all the local birds and butterflies. A covered pavilion overlooking the 33 pool and spa with a sand walkway that meanders through the tropical plants. A double car garage with built in storage with additional off-street covered parking for three more vehicles to store all the family toys. House is equipped with a generator, lots of storage, separate utility entryway, exterior lighting and irrigation. Book your showing today to see this extraordinary home as you wont be disappointed.

$2,925,000
Key West
Monroe Investement Co Subdivi   - MM: 2.00
4 Bed, 4 Baths, 3,656 SqFt Days Listed: 15
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Fully renovated and redefined mid-century home, perfectly tailored for modern island living. Located on one of the most desirable streets in Key West, this turnkey property sits on an oversized 9,500 square foot lot in the heart of the island. Offering over 3,600 square feet of thoughtfully designed living space, the home features four bedrooms, four full bathrooms and a bonus room ideal for guests or a home office. The layout offers privacy and flexibility, with main-level guest rooms and an upstairs suite featuring cathedral ceilings, a spa-like bath and a spacious closet. The open-concept design is made for entertaining, with a sleek chefs kitchen featuring custom cabinetry, double ovens, an induction range and a walk-in pantry. Two laundry rooms and a second kitchen area upstairs add extra convenience and flexibility.Slide open the expansive glass doors and step into your own private resort. The living space transitions effortlessly to the outdoors, where youll find tropical landscaping, multiple lounge areas, a covered porch for dining or relaxing and a heated lap pool with a stunning 28-foot custom waterfall. Theres also an outdoor shower and a dedicated poolside half bath.Additional upgrades include new electrical and plumbing systems, three new central AC units, an irrigation system and a full furnishings package. The home also includes garage and driveway parking.Modern, stylish, and centrally located--this is Key West living at its finest.

$2,949,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,426 SqFt Days Listed: 143
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Discover your dream home at the prestigious Truman Annex Community, situated on the serene Admirals Lane. This two-story detached single-family residence offers a perfect blend of comfort and elegance with 3 bedrooms and 3 full bathrooms. Enhanced by impact windows and doors, the house also features a private carport for added convenience. Adjacent to the property lies a shared community pool, ideal for relaxation and enjoyment. Inside, the main living area boasts exquisite travertine floors, creating a luxurious ambiance. Open the French doors to the composite wood back deck, where outdoor dining, barbecues, and lounging become a daily indulgence. The fully equipped kitchen is a culinary haven, catering to every chefs desires. With one bedroom on the first floor and two bedrooms on the second floor, each with a private bathroom, this home is designed for utmost comfort and privacy. Emphasizing its prime location, this property is just a stones throw from Duval Street, the Key West White House, and the Key West Harbor, all while being nestled within the security of a gated community. Live out your Key West dreams in this exceptional property that epitomizes the essence of island living.

$2,950,000
Key West
Moffats Subdivision   - MM: 2.00
4 Bed, 4 Baths, 2,449 SqFt Days Listed: 80
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Not a duplex! This beautiful property consists of two single family homes surrounded by tropical foliage. This one-of-a-kind compound blends island charm and character. Offering a 3 bedroom 4-bath Conch house with a large separate 1 bedroom 1 bath home with a full kitchen. The 3 bedrooms, 4 bath home has wall-to-wall Dade County pine with an open floor plan and a chefs kitchen. The open concept living space flows effortlessly into a sleek kitchen with quartz countertops, stainless steel appliances, and offers a tranquil escape just steps from the pool. The second, 1 bedroom, 1-bath home provides secluded privacy for visitors or a lucrative rental opportunity. Surrounded by lush, mature landscaping and brick pathways, the private courtyard creates a peaceful hideaway, perfect dip in the heated oversized pool. Steps from Key Wests vibrant restaurants, galleries, and historic landmark.

$2,950,000
Shark Key
Shark Key   - MM: 11.00
3 Bed, 3 Baths, 3,329 SqFt Days Listed: 274
-17.94% ($645,000) 4 Price Changes : Last Change 51 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

If island living is your dream, 39 Cannon Royal Drive in Shark Key is the perfect place to make it a reality. Located in one of the most exclusive and sought-after gated communities in the Florida Keys, this Caribbean-inspired estate offers a tropical escape like no other.Set within this private community, the home boasts stunning, panoramic waterfront views of the Gulf of Mexico, all while being just minutes from the vibrant energy of Key West. The moment you step inside, youre greeted by soaring ceilings and a grand staircase, offering a dramatic entry to the open-concept living spaces. Every corner of this home is designed to maximize its breathtaking surroundings, with the primary bedroom, kitchen, and living areas all enjoying expansive water views.This tropical retreat offers 3 spacious bedrooms, a dedicated office, and the rare convenience of a garage--blending luxury and practicality seamlessly. Outside, the inviting pool serves as your personal oasis, while the prime waterfront location opens the door to endless adventures. Boating, paddleboarding, and kayaking are just steps away, with space to keep a flats boat for easy access to sandbars and world-class fishing.Whether youre searching for a winter retreat or a year-round sanctuary, 39 Cannon Royal Drive is the ultimate escape to island paradise.Shark Key amenities include tennis courts, pickleball courts, swimming lagoon, clubhouse and a private beach.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 06-16-2025.
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