Key West Homes for Sale, Single Family Houses, MLS Home Listings

Tucked away on a hidden lane just a half of block off of Duval Street, 1 and 2 Aronovitz Lane is a true diamond in the rough! A one of a kind opportunity that is being offered for the first time ever. This listing consists of two platted lots with a total of three development rights and 5,614 sq. ft. of land. The existing well maintained house at 2 Aronovitz Lane is a two bedroom/one bathroom Conch style cottage that is considered a non contributing structure according to HARC. This expands the available options for the redevelopment opportunities with the combined properties. The vacant lot at 1 Aronovitz Lane was once a legal duplex. The build back letter from the City of Key West is included in the documents section along with the surveys for each parcel being offered. The owner will only sell both parcels together. The time is now to make this unique property your very own island destination!

Tucked behind a new privacy fence, 1706 Seminary Street is a fully renovated home where thoughtful design meets laid-back Key West living. Set on a generous 7,480 square foot lot, this 3-bedroom, 3-bathroom (two en suite) home offers nearly 2,000 square feet of indoor space that has been completely reimagined to deliver easy, breezy island living with all the modern updates already done for you. Inside, youll find a gorgeous new kitchen with quartz waterfall-edge countertops, custom cabinetry, KitchenAide stainless steel appliances, and new flooring throughout. The spacious family room is surrounded by glass, filling the space with natural light, while a working fireplace adds warmth and charm. Sliding doors open directly to the pool deck, creating a seamless indoor-outdoor flow. A standout feature is the third bedroom, which has its own private entrance and the option to be used as a lock-out suite--ideal for guests, extended stays, or rental potential.Outdoors, meandering pathways guide you through lush landscaping to a resort-style L-shaped lap pool, two covered lounging areas, a Bahama-style outdoor dining space, a private outdoor shower, and a secure shed for additional storage. Whether youre looking for your full-time home or a part-time escape, this move-in ready residence has all the essentials for relaxed island living--just minutes from the best of Key West.

ELEVATE YOUR QUALITY OF LIFE. Positioned within the highly sought-after Casa Marina district with unique design 1104 South St will appeal to those who demand the best in quality design, finishes, and lifestyle. The indoor-outdoor spaces are seamlessly connected by stack-away sliding-glass doors, promoting a flawless integration of outdoor/indoor living with architectural detailing that adds a romantic touch. The property is surrounded by landscaped gardens and a tranquil pool with a water feature that provides the soothing sound of the water throughout the home. The new kitchen has ample counter space, is equipped with stainless appliances, and adjoins the dining room for easy communication between hosts and guests. The lower level contains office space, a full bedroom, and 1.5 baths. On the second floor, youll find an airy, light-filled master suite with a walk-in closet, ensuite bathroom with an oversized soaking tub and two adjoining balconies. A second guest suite is accessible from the circular exterior staircase, complete with a private balcony and bathroom. Garage and off-street parking, private entry, and courtyard designed for comfort and practicality while maintaining aesthetic excellence. This property presents an outstanding lifestyle or vacation rental investment opportunity. Schedule your private tour now.

Situated in the coveted Historic Seaport neighborhood, 1015 Eaton Street offers charm and convenience, creating the ultimate Key West lifestyle. This meticulously reimagined Historic Eyebrow home offers 4 bedrooms and 3 bathrooms thoughtfully designed for quintessential island life. As you enter through the white picket fence, the home welcomes you with an inviting front porch, ideal for soaking in the sights and energy of this sought-after neighborhood. Upon opening the front door adorned with a stained glass transom, you are greeted by Dade County pine floors and walls lined with elegant wallpaper. The airy open-concept kitchen and living space are highlighted by soaring ceilings and a waterfall island. Stainless steel appliances and a marble counter top complete this ideal chefs kitchen. Natural light cascades through expansive wall-to-wall sliding glass doors, seamlessly connecting the indoor and outdoor living areas.The main-level primary ensuite bedroom features a luxurious bath with a basalt accent wall, sleek natural finishes, and direct access to the pool area. A first-floor ensuite guest bedroom and two additional upstairs bedrooms ensure plenty of space for family and friends. Each bathroom features custom anti-fog mirrors, porcelain tiles, and exquisite accents, blending functionality with sophisticated design. IPE decking along with a dazzling saltwater pool and adjoining hot tub with a glass mosaic-tiled waterfall sets the stage for relaxation and entertaining. This fully fenced backyard oasis offers the ideal space for tanning and unwinding after a long day on the island.With its unbeatable location and close proximity to all Key West has to offer, from eclectic boutiques, waterfront dining, or the islands renowned attraction, 1015 Eaton Street offers a rare opportunity to embrace the vibrancy of island life. Schedule your private showing today and make this Historic Seaport home yours!

Discover the perfect blend of modern elegance and island charm in this updated 5-bedroom, 4-bathroom Key West retreat. Just blocks from the beach and moments from the vibrant energy of Duval Street, this fully furnished home is ideal for full-time residency or a high-performing investment property.Step inside to an inviting open floor plan featuring gorgeous gray-blue tile flooring and a stylish kitchen with premium finishes. The main level boasts spacious living and dining areas, while the upper level offers two additional rooms--perfect for guests, a home office, or a cozy den. With accommodations for up to 14 guests, this home is designed for both comfort and convenience.Outside, escape to your private oasis featuring a large deck, lush landscaping, and an expansive pool--perfect for relaxing or entertaining. A detached pool house adds incredible value, offering a 1-bedroom, 1-bathroom studio with a kitchenette.With new exterior paint and thoughtful updates throughout, this home is a rare opportunity to own a slice of paradise in Key West. Dont miss your chance to experience the best of island living!

Exceptional newly built (2023) 4-bedroom, 4 1/2-bath home situated on a corner lot in Key West, featuring a large saltwater, heated pool and hot tub. This home offers a blend of luxury and practicality with highlights including: a corner lot location, soaring ceilings on both levels, crown molding, and a full ensuite bath in every bedroom. The open-concept first floor is perfect for entertaining, with a spacious kitchen boasting a large island, white 42 cabinetry, and high-end appliances. The living area flows seamlessly into the kitchen and beautifully landscaped backyard with a pool and hot tub. A covered deck with fans provides a relaxing spot to enjoy the outdoors, while the fenced yard offers privacy. The second-floor laundry room includes ample cabinet storage, and the home is raised on piers above flood zone, with several private parking spaces. The first-floor primary suite features a walk-in closet and an ensuite with a 5 shower, double sinks, and a separate whirlpool tub. Built to the highest wind load and flood standards, this home is both a sanctuary and a fortress. Enjoy the perfect balance of privacy and convenience, just moments from all that Key West has to offer. Dont miss this rare opportunity to own your dream retreat! One of the owners is a licensed Florida real estate agent. Home appraised for $2.8 M in December, so you would have instant equity! Owner financing considered.

This Key West resort-style home sounds like an absolute dream! It combines the perfect blend of luxury, functionality, and tropical charm. With almost 2,800 sq ft of living space, 5 bedrooms, and 3 baths, its designed for both comfort and elegance. The fact that its just steps from White Street Pier and the beach makes it an ideal location for those who love coastal living. Some standout features includes an expansive lot at 7,775 sq ft, theres plenty of space for the lush tropical landscaping and custom amenities like the grilling area, electric gate, and the stunning 20x40 pool with a spillover spa (one of the largest pools in Key West). The heated and chilled pool makes it suitable for year-round enjoyment. Enjoy your own tropical Oasis with the daybed swing under the lanai next to a custom water feature is the perfect spot for relaxation. The tiki bar also sounds like a great place to unwind after a swim or a day out exploring Key West. The 12ft elevation and oversized windows let in tons of natural light, making the home feel airy and bright. The 20-foot cathedral ceilings add grandeur to the living areas, and the built-in bookshelves give the space a cozy, welcoming vibe. The High-end Kitchen with sleek countertops, stainless steel appliances, and top-notch finishes, the gourmet kitchen is both stylish and functional--perfect for entertaining guests or cooking up a family feast. This home seems to be a perfect blend of relaxation and luxury with a variety of features to enjoy both inside and out. It truly is a must-see for anyone looking to live in or invest in Key West!Separate Apartment: The one-bedroom, one-bath apartment is an added bonus--whether for a caretaker or potential extra income, it adds flexibility to the property.

This Key West resort-style home sounds like an absolute dream! It combines the perfect blend of luxury, functionality, and tropical charm. With almost 2,800 sq ft of living space, 5 bedrooms, and 3 baths, its designed for both comfort and elegance. The fact that its just steps from White Street Pier and the beach makes it an ideal location for those who love coastal living. Some standout features includes an expansive lot at 7,775 sq ft, theres plenty of space for the lush tropical landscaping and custom amenities like the grilling area, electric gate, and the stunning 20x40 pool with a spillover spa (one of the largest pools in Key West). The heated and chilled pool makes it suitable for year-round enjoyment. Enjoy your own tropical Oasis with the daybed swing under the lanai next to a custom water feature is the perfect spot for relaxation. The tiki bar also sounds like a great place to unwind after a swim or a day out exploring Key West. The 12ft elevation and oversized windows let in tons of natural light, making the home feel airy and bright. The 20-foot cathedral ceilings add grandeur to the living areas, and the built-in bookshelves give the space a cozy, welcoming vibe. The High-end Kitchen with sleek countertops, stainless steel appliances, and top-notch finishes, the gourmet kitchen is both stylish and functional--perfect for entertaining guests or cooking up a family feast. This home seems to be a perfect blend of relaxation and luxury with a variety of features to enjoy both inside and out. It truly is a must-see for anyone looking to live in or invest in Key West!Separate Apartment: The one-bedroom, one-bath apartment is an added bonus--whether for a caretaker or potential extra income, it adds flexibility to the property.

Nestled on one of the most coveted blocks in Key West, this exceptional property in the Historic District is brimming with character and untapped potential. Currently configured as four distinct apartments - (A) 2BR/1BA, (B) 2BR/2BA, (C) Studio/1BA, and (D) 1BR/1BA - totaling 2,671 sq. ft., each unit features its own private outdoor space, a well-appointed kitchen, ample storage, and high ceilings that enhance the homes historic charm. Steeped in history, the home showcases classic Dade County pine walls, intricate crown molding, original spindles, and timeless Key West architecture. While not currently producing as a high-income property due to its setup for professional housing, it presents an incredible investment opportunity with the right vision. Whether reimagined as a high-yield rental, transformed into a grand single-family residence, or curated as a private compound, the possibilities are endless. With top-rated restaurants, vibrant amenities, and beaches just a stroll or bike ride away, this address delivers the quintessential Key West lifestyle - where history, elegance, and opportunity intersect. Seize this moment. The best of Key West awaits.

Tranquil well maintained home professionally decorated on a private island five minutes off of Key West. Sunset Key. Tropical island living at its finest. The island has beautiful sand beaches , community resort style pool, tennis courts , fitness center, full service spa and a ocean front five star restaurant and bar. This exclusive community is dreamy and very secure. the ferry service to and from Key West runs 24 hours. Experience the serenity of truly being away from it all while just a short ferry ride to all Key West has to offer. Great investment opportunity for vacation rental.,history can be provided.

Nestled in the heart of Key Wests Historic Seaport District, this outstanding two-story residence is a true architectural gem. Tucked away on a tranquil lane with coveted off-street parking, the homes origins date back to the 1850s, showcasing timeless craftsmanship with stunning historic details, including rich Dade County Pine walls and flooring. Designed with both elegance and functionality in mind, the thoughtfully curated layout boasts a beautifully appointed kitchen that seamlessly flows into a vaulted living and dining area. A striking wall of French doors bathes the space in natural light and opens onto a spacious, newly renovated composite deck and covered porch--an idyllic setting overlooking the lushly landscaped pool area. The sparkling 23-foot heated saltwater pool, complete with a tranquil waterfall feature and swim jets, is the ultimate private oasis. Enhancing the outdoor experience, a wet bar and outdoor shower provide both luxury and convenience. The kitchen is equally impressive, featuring sleek stainless-steel appliances, gleaming granite countertops, and a built-in wine cooler--perfect for entertaining. The main level offers a well-appointed bedroom and a stylish full bathroom with a deep soaking tub and exquisite Brazilian slate flooring. A versatile den on this floor provides the flexibility to serve as an additional sleeping area, making it ideal for vacation rentals or accommodating guests. Upstairs, the primary suite is a private sanctuary, encompassing the entire second floor. This serene retreat features two generously sized closets and a beautifully designed en-suite bathroom adorned with Brazilian slate finishes. Recent updates include new AC systems and an energy-efficient on-demand water heater. For added peace of mind, storm shutters protect all windows and doors. Offering a rare blend of historic charm and modern luxuries, this exceptional Key West home is a true island treasure.

Introducing a Stunning New Build (2023): A Luxury 5-Bedroom, 5-Bathroom Home Step into modern elegance with this newly constructed 3,062 sq. ft. masterpiece on a 5,040 sq. ft. lot. Thoughtfully designed with premium materials and meticulous craftsmanship, this home offers exceptional living spaces and luxurious features that redefine comfort. Boasting 9+ ceilings on both floors, complemented by 8 solid doors, this home exudes grandeur. Porcelain wood-style tiles throughout the first floor, paired with LVT flooring upstairs, provide durability and style. All-wood cabinetry, built-in closets, and custom trimwork highlight attention to detail.Impressive Design Elements: A chefs dream with a sprawling 17-foot island featuring dual-sided cabinetry and seating for 8. Outfitted with professional appliances, a 36 gas stove, vent hood, and a separate bar area with a wine fridge. Dual laundry rooms, located on both floors, make everyday chores effortless. Two distinct living areas--one on each floor--ensure a harmonious balance for family gatherings and private retreats. Primary suite located on the main floor, includes a spacious walk-in closet and a lavish bathroom with dual showerheads, a clawfoot soaking tub, dual vanities with lighted mirrors, and a private water closet. Guest Room includes private entrance, which offers both flexibility and privacy.Built by a Certified General Contractor, this home exceeds current building code standards and State-of-the-Art Features: Impact-resistant windows and doors Double-strapped roof trusses and stainless-steel fasteners Custom seamless gutters and downspouts Spray foam insulation in walls, ceilings, and attic Ice & Water shield secondary roof protection under reflective insulation and aluminum standing seam roof

711 Olivia Street is a rare gem that fuses timeless Conch-style architecture with sophisticated, modern upgrades. This 3-bed, 3-bath home has been meticulously remodeled, creating a private sanctuary that honors its historic heritage while offering all the comforts of -contemporary living. The open-concept layout welcomes you with premium flooring & abundant natural light, all designed to enhance the seamless flow between indoor and outdoor spaces. At the center of the home is a beautifully appointed gourmet kitchen equipped with high-end appliances, a gas range, expansive counters, and custom cabinetry.Significant enhancements have been made with no detail overlooked. All windows, French doors, and sliders have been upgraded to hurricane-rated impact glass, while the original HARC-protected front windows remain beautifully preserved with hurricane shutters for protection. The roof is securely tied to the structure and treated with a specialized coating that reflects heat and seals out humidity. The outdoor space is a lush tropical retreat, surrounded by professionally designed landscaping featuring mature palms & vibrant orchids supported by an irrigation system. A heated pool with updated plumbing and a new pump invites you to relax in style, complete with a spacious deck and an outdoor kitchen. Further upgrades include spray foam insulation beneath the main home and throughout the pool house to enhance energy efficiency & guard against moisture. New AC units provide reliable comfort year-round. Smart home technology, a security system, and ductless climate control elevate the living experience with comfort & peace of mind. Situated on a 3,350 sq. ft. lot in the highly desirable X flood zone, this home also offers the rare advantage of off-street parking. More than just a home--its a refined blend of historic charm and luxury living in one of Key Wests most coveted neighborhoods.

Step inside 1511 South Street -- a fully reimagined Key West residence where modern design and island living come together in a private tropical oasis. Completed renovations in 2024/2025 have transformed both the main house and guest cottage into thoughtfully curated spaces with high-end finishes and effortless indoor-outdoor flow. Behind the gate, youll find a lush, low-maintenance landscape and multiple updated outdoor entertaining areas, perfect for gatherings or quiet relaxation. Complete privacy surrounds the property, allowing you to enjoy the serenity of island life just moments from the heart of Key West. Inside the main house, vaulted ceilings and an open-concept layout create a sense of space and light, with every room offering access to the outdoors through its own impact-rated door. The living, dining, and kitchen areas connect seamlessly, with a commercial-style kitchen featuring open shelving, high-end appliances, and direct access to the covered carport--ideal for everyday convenience. French doors open to an 18 x 14 Caribbean-inspired loggia and a custom outdoor kitchen by Paradise Grills, perfectly positioned alongside the heated pool. Surrounded by new stonework and low-maintenance WEARDECK composite decking, the pool area is just one of several outdoor spaces designed to make entertaining effortless. Each of the main houses bedrooms opens directly to the pool, while the large laundry room provides additional storage and functionality. Just beyond the pool, the two-story guest cottage offers flexibility and comfort, with a bedroom and bathroom on each level, generous walk-in closets, and a dedicated generator for added peace of mind. Additional features include multiple outdoor storage closets, an air-conditioned attic above the carport, and a canvas-covered rear yard that expands your living space even further. Understated from the street, yet unforgettable once inside--this property is a private retreat designed for the best of Key West living.

This town house is in the award-winning Truman Annex and is located on a private lane surrounded by charming custom-built homes. The generous open floor plan features 10-foot ceilings both on the first and second levels with hardwood floors and crown molding. Enjoy the theater style kitchen with quartz countertops and stainless-steel appliances with a gas cook top. The large living and dining area feature custom built-ins and ample storage. The beautiful rear tiled patio enjoys ample room for outdoor living & entertaining and includes additional storage space. The 2nd floor has two generous size bedrooms with private baths. Impact rated windows and doors. Includes the special Truman Annex transient rental license with restrictions.

Dona Calabash - Located just a half a block from the upper end of Duval Street this charming Old Town beauty has it all! Three bedrooms including a luxurious master suite with spa bath, two guest bedrooms and two full baths. The gourmet kitchen features commercial grade stainless appliances, granite countertops and plenty of storage. Rear French doors open to a covered deck and the refreshing pool and surrounding lush gardens. The adjacent cabana house has a beautifully appointed bath and cozy sleeping/sitting area. Features here also include high ceilings, hardwood Brazilian cherry floors, Dade County pine feature walls, gorgeous grounds and a convenient electric gate for the off street parking for multiple vehicles. This property has been meticulously designed and maintained for the discerning new owners! Walking distance to the ocean, restaurants, shops and nightlife and still have privacy & quiet, this special fully appointed property is a must see.! Very easy to show!

Gorgeous tropical gardens greet you to this enchanting home in the coveted Casa Marina neighborhood. Enjoy a spacious 3 beds/ 2.5 baths with pool and off-street parking. While the home is complete with all the amenities one would expect in an island home the improvements are intentionally simple yet thoughtful to preserve its vintage charm. Through the front door you will be welcomed to a spacious sitting room that can adapt to your personal needs as a generous bonus space. Just past the two guest rooms with shared bath you will find a striking greatroom with soaring 2 story ceiling heights that flood the room with natural light. Enjoy the open yet dedicated dining room and a delightful petite kitchen that overlooks the pool and back gardens. The upstairs is reserved for the primary suite alone and boasts a unique balcony overlooking the great room for a spacious open and airy feel. Thoughtful improvements carry to the outside with low maintenance composite decking, full exterior paint just completed and storage for your extras. Come take a look at this gracious home awaiting someone to adore its thoughtful preservations and authentic charm.

Embrace the unique opportunity for eco-friendly Key West living, with significantly reduced electric bills. The solar panel system, installed by Salt Air, features 39 high-efficiency solar modules, each delivering 327 watts, for a total capacity of 12.75 kilowatts. Designed for low maintenance, this system is fully covered under warranty for your peace of mind. The system is upgraded to ensure that panels unaffected by shading continue to generate power efficiently. It charges and stores the energy produced, and once fully charged, it sells any excess energy back to Keys Energy. This exceptional one level home features expansive impact windows and sliding glass doors, seamlessly blending indoor and outdoor spaces. The fully-equipped kitchen, anchored by a spacious eat-in island, is perfect for intimate dinners or hosting grand soirees.Step into the master bedroom, where sliding doors lead to your tranquil swimming pool and a private ensuite bathroom. Adjacent to the master suite, a convenient half-bath, and a versatile office space that could serve as an additional living space or extension to your master suite. The guest wing includes two bedrooms sharing a bath, along with a charming outside guest cottage complete with a full bathroom--ideal for a guest suite, gym, or art studio.Nestled in the coveted Midtown neighborhood, this home is just a short bike ride from Old Town and mere moments from Higgs Beach and White Street Pier. Dont miss the chance to experience this distinctive Key West gem, where modern luxury and sustainable living

If you are looking for location and a historic home, this wonderful home is tucked away on one of Old Town Key Wests most peaceful lanes. This charming Conch home won the distinguished Historic Florida Keys Preservation Star in 1988 and has been in the same family for over 40 years--a true testament to its warmth, character, and enduring appeal. The main house features generously sized rooms, high ceilings, and Dade County pine walls, all beautifully restored by local craftsmen. Attached to the main house is a versatile studio apartment, originally part of the homes original footprint and easily convertible back into a grand primary suite. In addition, there is a detached studio cottage perfect for guests or additional income. Part of the historic preservation focused on the large wraparound front porch with delicate gingerbread trim. The original water cistern was turned into a pool. This residence is a living piece of Key Wests vibrant history. Jimmy Buffett used to live next door for some time writing his book and songs. Now available as part of an estate sale, dont miss your opportunity to be the next steward of this extraordinary legacy.

This stunning Florida ranch-style home has been completely remodeled to offer a blend of modern luxury and comfortable living. From the moment you step inside, youll be captivated by the expansive open floor plan, which creates a seamless flow between the living spaces, ideal for both everyday living and entertaining.The heart of the home is the chefs kitchen, featuring high-end Cafe appliances with elegant bronze finishes, ensuring both style and functionality for any culinary enthusiast. Whether youre preparing a gourmet meal or enjoying a casual breakfast, the spacious layout offers ample room and top-of-the-line finishes that elevate the entire space.With four generously-sized bedrooms and three and a half baths, this home offers the perfect balance of privacy and shared space. Each bathroom is meticulously updated, offering sleek, modern fixtures and luxurious finishes. The master suite is an oasis of tranquility, complete with a spa-like ensuite bath designed for relaxation.Every detail of this home has been thoughtfully updated, including all new electric and plumbing systems, ensuring both convenience and peace of mind. The entire property is protected with brand-new impact-resistant glass, adding security and energy efficiency to the already impressive home.The oversized corner lot offers privacy and plenty of room for outdoor activities. The new in-ground pool is an entertainers dream, providing a private retreat where you can relax and soak in the Florida sunshine. The massive back porch is perfect for hosting gatherings, with ample seating under the cool breeze of ceiling fans. The space is designed with tropical landscaping, creating a lush, serene environment that enhances the homes connection to nature.This home combines the best of modern design with the timeless charm of its original style. With meticulous attention to detail and a perfect blend of indoor and outdoor living spaces.