Key West Homes on the Bay / Gulf Side For Sale

Welcome to your tropical retreat at the Key West Golf Club! This updated 2-bedroom, 1.5-bathroom townhome offers a unique blend of comfort, style, and stunning views of the picturesque Hole #2.Property Highlights:Spacious Upstairs Bedrooms: Both bedrooms feature vaulted ceilings and access to private porches, creating serene outdoor spaces perfect for morning coffee or sunset relaxation.Fully Furnished & Turnkey: Move right in! This home is being sold as-is, fully furnished, providing a seamless and convenient transition for the new owners.Modern Upgrades: Enjoy brand-new HVAC, freshly painted interiors, new flooring, and sleek stainless steel appliances, offering a fresh and contemporary living experience.Outdoor Living: Expand your living space with multiple porches, including a downstairs tropical setting ideal for entertaining or unwinding in the Florida sunshine.Community & Amenities: Nestled within the Key West Golf Club Development, residents enjoy an array of first-class amenities, including:24-Hour Security: Feel secure with gated access and round-the-clock security services.Resort-Style Pools: Dive into relaxation with two heated pools, one featuring serene tropical waterfalls.Clubhouse & Fitness Center: Stay active and connected with an on-site fitness room and clubhouse facilities.Lush Landscaping: Stroll through beautifully tree-lined streets, surrounded by lush, mature landscaping that defines the islands charm.Additional Features:Customized Hurricane Fabric: Easy-to-install hurricane protection for all doors and windows ensures peace of mind during storm season.Dont miss this opportunity to become part of the vibrant Key West Golf Club community. Schedule your private tour today and experience the perfect blend of island living and modern convenience.The association fee is $510 per month--visit [KWGC HOA](https://www.kwgchoa.com/documents/) for detailed community association information.

Nestled within the charming and storied streets of Key Wests old town, this exquisite property presents an unparalleled opportunity to own a slice of paradise in one of the most coveted locations in the Florida Keys. Located in the heart of the historic district, mere steps away from the pristine beaches and the vibrant entertainment scene of Key West. Enjoy the convenience of living within walking distance to Duval Street, the famous Mallory Square, and all the captivating sights and sounds of this charming island. Whether youre looking for a full-time residence, a vacation getaway, or an investment property, this beautiful Key West home offers it all. Live the island dream in a historic setting where every day feels like a vacation. This property is a true gem!

Discover the ultimate in low-maintenance living with this charming, move-in ready single-level home, ideally located just a short stroll from the prestigious Key West Yacht Club, vibrant shops, top-tier restaurants, marinas, and the shimmering waters of the Gulf of Mexico. Enjoy the quintessential Key West lifestyle with easy access to beaches, downtown, and the islands endless attractions--all just a leisurely bike ride away.This rare gem boasts a spacious master suite with three closets, including a generous walk-in closet and two additional single closets for all your storage needs. A set of elegant French doors opens directly onto a serene back patio, creating a peaceful retreat that seamlessly blends with the private backyard, offering ample space for future enhancements like a pool.Built with durability in mind, this solid concrete block home features a metal roof that has withstood high winds with no damage, providing peace of mind for years to come. A tall privacy fence encircles the property, ensuring seclusion while still offering large side yard space for RV parking--a true rarity in this prime location.Dont miss this exceptional opportunity to own a slice of paradise in Key West!

Step into this bright and airy two-story single-family move in ready home nestled in the heart of Historic Old Town Key West. Boasting 3 inviting bedrooms, 2 baths, and an open floor plan with a spacious kitchen and dining or bonus room, this residence offers the perfect blend of comfort and entertainment space. With the added convenience of off-street parking for 2 vehicles and its prime location within walking distance to an array of restaurants, clubs, and the waterfront, this home presents a wealth of flexibility for your ideal living experience.

Welcome home! Attention snowbirds, investors, locals - A slice of island paradise nestled on a rare double lot with a luxurious self-contained 640 sq ft guest cottage with endless potential. A secluded oasis nestled within a private 8 walled fortress covered in Ficus vine & landscaped to absolute perfection, featuring a sparkling pool w/lounging shelf & charming tiled sea turtles. Youll enjoy more parking than just about any home on the island w/a paved circular drive PLUS a 320sq ft carport perfect for storing your cars & toys! Loads of street parking too! Embrace a low-maintenance lifestyle w/tile throughout the home and guesthouse & plantation shutters throughout the main house. Truly a masterpiece of color with a variety of mature palms & drought-tolerant landscape offering a lush tropical canopy guaranteed to sooth your soul. This immaculate island home offers the perfect opportunity for those needing quarters for parents, live-in help, a savvy real estate investment strategy, an extraordinary home-office or the ultimate man-cave or she-shed! Just minutes to beaches, Duval St, downtown nightlife, bases & multiple boat launches. Metal roof, impact windows and many other value-adding features - too many to list, this home is truly a MUST-see!

Enjoy Key West living on one of our most picturesque Old Town lanes. Located in the heart of the historic district and near the seaport, everything you want in Key West is right out your door. Built in the early 1900s, over the years the home was converted into a legal 2-unit property with separate water & electric accounts, however easily returned to a single family residence. The current configuration is upstairs (large 1 BR & 1 BA with a sleeping loft) and downstairs (2 BR & 1.5 BA) units, with an exterior staircase. Both units have a front & rear porch, balcony, or deck. For your parking convenience, an off-street spot is in front of the property. Lease information available upon request. Competitively priced for $1,490,000.

This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with with stainless steel appliances. The primary bedroom suite offers large closet plus a walk-in closet and room opens to the lovely pool area. Additional bedroom has sliding glass doors opening to the expansive side fenced yard with tropical landscape. All three bedrooms are generously sized. Bonus screened in porch area for relaxing or entertaining. Surrounded by a privacy fence, the large pool area features plenty of outdoor space for poolside lounging, dining and hosting guests. The detached 1 bedroom/1 bath two story cottage makes the perfect guest space or rental unit with full kitchen, ductless AC units, and private gated entrance. Oversized lot allows for plenty of parking for your autos, boat, or RV. Shed and lots of storage space. Low maintenance artificial turf yard. Impacted rated windows and doors.

KEY WEST DUPLEX! This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with with stainless steel appliances. The primary bedroom suite offers large closet plus a walk-in closet and room opens to the lovely pool area. Additional bedroom has sliding glass doors opening to the expansive side fenced yard with tropical landscape. All three bedrooms are generously sized. Bonus screened in porch area for relaxing or entertaining. Surrounded by a privacy fence, the large pool area features plenty of outdoor space for poolside lounging, dining and hosting guests. The detached 1 bedroom/1 bath two story cottage makes the perfect guest space or rental unit with full kitchen, ductless AC units, and private gated entrance. Oversized lot allows for plenty of parking for your autos, boat, or RV. Shed and lots of storage space. Low maintenance artificial turf yard. Impacted rated windows and doors.

NEW LISTING! First time on the market in over 45 years! This historic home built by the Roberts Family is located on a quiet cul-de-sac lane in Old Town Key West. Tucked away and just off Frances St, 608 Roberts Lane (formerly known as Cates Lane as well as Darwin Court dates back to the late 1800s. This is a classic Conch home with light filled rooms, Dade County Pine, and hard wood flooring is classic Key West architecture. The main level with spacious foyer opens to the living room and separate kitchen with table space. There is main level bedroom and full bath. The second floor boasts an expansive home office, art studio, possible 3rd bedroom, or lounge space along with primary bedroom and full bath. There is ample storage space with custom built-in closets throughout the upper floor. Low maintenance yard with tropical landscape, deck area is perfect for dining el fresco or relaxing in paradise. The shed has a full size washer & dryer along with room for tools. Absolutely charming home that has been owner-occupied and never used as a rental. This lovely gem of a home hidden in Old Town near fine dining, shopping and just blocks to famous Duval Street. Dade county pine, ductless central AC, tall ceilings, and a classic front porch & yard with picket fence all make this home the perfect island residence. Desirable X Flood Zone and low assumable flood insurance $809/yr! (Tax record shows year built 1933, home is shown on older Sanborn maps Circa 1899)

Nestled in a quiet lane in Old Town Key West, this charming 2-bedroom, 2-bathroom, low maintenance single-family Conch house is the perfect blend of historic charm and modern convenience. Located just a short stroll from the Historic Seaport, Duval Street, restaurants, and vibrant art galleries, this home offers an amazing combination of location and lifestyle. Relax on the cozy front porch, the perfect spot to watch the world go by while sipping a cocktail or just enjoying a quiet moment.Renovated to perfection in 2006, the house underwent a meticulous transformation adhering to FEMA and the Historic Architectural Review Commn. standards. This renovation earned the Historic Florida Keys Foundations highest preservation award for its seamless blend of timeless craftsmanship and modern reliability. It was restored to the same footprint it had in 1892.Inside, youll find warm Dade County Pine walls, vintage Bakelite doorknobs, and sleek Northstar appliances. Theres even a cozy dining nook, a sweet spot for sharing meals or sipping your morning coffee. The kitchen features custom cabinetry, stainless steel, marble countertops, and a design that balances function and style.Practical upgrades include a fully revamped foundation and substructure, elevation for added security (and lower Insurance), central air conditioning, new electrical and plumbing.Off-street parking is a rare perk in this sought-after neighborhood, making it easy to enjoy all that Key West has to offer. Whether youre seeking a full-time residence, a vacation getaway, or an investment opportunity, this home checks every box. Schedule your private showing today and own a piece of Key West history!

Motivated Seller, priced to sell. Come take a look at this beautiful home located in the Sanctuary at the coveted gate community of Key West Golf Club. This unique property with views of the 17th fairway boasts with an oversized lot with a private pool, with new equipment and has been recently resurfaced. The pool and side yard are surrounded by an enormous deck offering ample outdoor space for relaxing or entertaining complete with sunshades. Lush tropical landscaping makes you feel that you are in an oasis while offering plenty of privacy. Upon entering you will see this home is ready to move in complete with furnishings. The upgrades are plentiful, complete with new luxury vinyl flooring, quartz countertops, fresh painting complete, stainless steel appliances and more. Screened porches off the living room and master bedroom offer additional outdoor living space with views of the lake and the golf course. 3 bedrooms are located upstairs, and a bonus room/den or office on the first floor. Convenient half bath downstairs leads to a private outdoor shower. Off street parking for two vehicles, one covered, additional parking spot prefect for golf cart, moped, bicycles. The community offers 24 hour manned gate, additional gates at the entry to the Sanctuary, two community pools and gym for residents. Security system in place for your convenience. Come and take a look at this home you wont want to miss this one.

Experience the charm of Old Town living at 923 Eaton St, a beautifully updated historic home featuring three bedrooms and two full bathrooms, ideally situated just steps from the Historic Seaport and a short stroll to Duval Street. Offered turn-key, this property combines classic Key West architecture with modern enhancements, making it perfect for enjoying the local lifestyle.Inside, youll find Dade County Pine walls, hardwood floors, and renovated kitchen and bathrooms. The second floor boasts two inviting bedrooms, while the first floor offers a charming bunk room. Step outside to discover a spacious 10x20 ft heated pool and a private tropical backyard oasis, perfect for outdoor relaxation. Additional features include a newer metal roof, an impact-rated sliding glass door leading to the rear deck, and efficient ductless AC units.This charming home is fully furnished and ready for you to move right in or to generate a reliable income as an investment property, allowing you to enjoy all that Key West living has to offer!

Beautiful 3 bedroom 2.5 bath home being offered Turn-key, perfect walking location to restaurants, historic waterfront, shopping and all the nightlife on Duval St . Spacious open floor plan for easy living and entertaining friends and family includes the ever important first floor bedroom, half bath and laundry room. Just off the kitchen/ dining area sneak out to the hot tub to relax, or outdoor patio for dining with plenty of shade and privacy. Back inside, make your way up the gorgeous staircase to the second level to find an oversized master bedroom with walk in closet and ensuite bath. The second floor also includes the third bedroom and second full bathroom! 400 White St is a home you wont want to leave ! Call today to schedule your private tour.

Experience the quintessential Key West lifestyle in this beautifully transformed gem in the heart of Old Towns Solaris Hill. Restored and reimagined in 2022, this unique home seamlessly blends modern comfort with the historic charm of an 1889 cigar makers factory, as noted in Key West Sanborn maps. Enter through an inviting white picket fence to a spacious front porch, perfect for enjoying lazy afternoons with a cool drink or chatting with neighbors under swaying palms.Inside, a refreshing breeze welcomes you into an airy foyer with exquisite hickory hardwood floors, custom lighting, and a stunning locally crafted floating staircase that serves as a stylish focal point. The chef-inspired kitchen is the heart of the home, equipped with top-of-the-line Wolf appliances and a Sub-Zero refrigerator, all nestled in custom cabinetry with gorgeous soapstone countertops. An eye-catching iron and marble island takes center stage, surrounded by a handcrafted Cle tile wall that sets the scene for culinary adventures.Bright and inviting, the spacious living area features two sets of impact-rated French doors, enhancing the essence of indoor-outdoor living, where you can bask in the gentle sea breeze. Original Dade County pine adds warmth and character throughout. The retreat-like primary bedroom and two thoughtfully designed guest bedrooms offer ample relaxation space, each with beautifully upgraded bathrooms featuring custom tiles and Kohler fixtures.Step outside to your personal oasis, complete with a brand-new saltwater pool surrounded by tropical landscaping and a travertine deck, ideal for sun-soaked gatherings or starlit evenings. An outdoor shower adds a refreshing touch, while a custom-built privacy fence ensures your sanctuary from the outside world.Enjoy the convenience of private off-street parking and proximity to the vibrant culture, dining, and entertainment that Key West offers. Duval Street is just two blocks away, with nightlife and fabulous restaurants.

Historic Classic Revival Home in the Heart of Old Town Key WestNestled in the charming heart of Old Town, this stunning Classic Revival home, built in 1890 by the esteemed ship captain Benjamin Saunders, has been beautifully restored in the past two years, blending historic elegance with modern comforts. Situated just two blocks from the vibrant Duval Street and within close proximity to the historic seaport, renowned restaurants, and local attractions, this home offers the perfect combination of privacy and convenience.Spanning two lots, this remarkable property boasts a brand-new 40-foot pool surrounded by mature landscaping, providing an oasis of complete privacy. With over 2,450 square feet of living space, the home features three spacious bedrooms and three full bathrooms, offering ample room for both relaxation and entertainment.Multiple verandas and porches invite you to enjoy the gentle tropical breeze and views of the lush surroundings, while maintaining the essence of old-world charm. This Key West treasure offers a rare opportunity to own a piece of local history, complete with modern updates that cater to todays lifestyle.Dont miss your chance to make this captivating home your very own slice of paradise in the heart of Key West!

Indulge in the allure of Coastal living with this honored 2023 Historic Preservation Award winning home. Meticulously restored and updated in 2022, this residence epitomizes timeless elegance and relaxed sophistication. Situated on an expansive 5800 sq ft private corner lot.Step onto the welcoming front porch, complete with a classic Porch Swing and charming Bahama Shutters, epitomizing quintessential Key West charm. Inside, the living spaces blend traditional elements with tropical flair, featuring crisp white walls, Dade County Pine, and tall windows framing lush views of the Tropical landscape.The main floor boasts a thoughtfully designed layout, with a Primary Bedroom featuring a new Bath addition and spacious Walk-in closet, ensuring accessibility and privacy.An exceptional highlight of this home is its soaring dining room ceiling, creating an unmatched ambiance for dining experiences. Additionally, the Bonus Room serves as a versatile space, doubling as a Library and potential Fourth Bedroom, complete with a cozy Loft reading nook.The kitchen seamlessly merges Historic charm with modern convenience, showcasing custom Thomasville Nouveau cabinetry, a Nantucket Fireclay Sink, Calcutta quartz countertops, and premium Cafe and Miele appliances.Upstairs, two spacious Guest Bedrooms and full bath offer a tranquil retreat, providing luxury, comfort, and privacy for visitors. Outside, discover a Resort styled lush tropical oasis that seamlessly extends the homes inviting interior. Relax on the covered deck or by the 30x10 Saltwater pool, accompanied by a charming resident mermaid.A unique historic Decorative Roof metal trim, newly installed Carport with dropdown storage, Electric car charger, and Shower elevate the outdoor experience, offering an unparalleled Key West atmosphere. You will be drawn to exploring the charming courtyard with brick pathways, indigenous plants, fruit trees, and Peaceful moments at this beautiful Key West home.

Welcome to a truly one-of-a-kind historic masterpiece in Key Wests coveted Meadows neighborhood. This exquisite estate seamlessly blends timeless charm with modern luxury. Nestled on a rare 11,200 sq. ft. lot, the property offers over 4,180 sq. ft. of living space, including a detached one-bedroom guest quarters, creating the ideal balance of comfort, style, and functionality.Stepping onto the grounds, youre immediately transported to a serene tropical oasis surrounded by meticulously designed landscaping featuring mature native foliage and aromatic tropical plants. At the heart of the backyard lies an expansive saltwater pool and spa with a cascading waterfall, framed by historic Key West curbstones. Durable Ipe wood decking and a spacious patio enhance the estates natural beauty and functionality. A lighted gazebo with a built-in grill and cabinetry provides the perfect setting for outdoor dining and entertaining.Inside, the homes historic elegance is unmistakable. Soaring 14-foot coffered ceilings, intricate crown molding, and original wood floors reflect masterful craftsmanship. The gourmet kitchen is a chefs dream, overlooking the pool and outdoor spaces. It features a six-burner Viking stove, dual ovens, dual dishwashers, and a 1,000-bottle wine cellar--ideal for both intimate gatherings and formal entertaining.Privacy and tranquility abound throughout the estate. The separate one-bedroom guest quarters offer a secluded retreat for visitors, while a luxurious steam room elevates relaxation. Every detail has been thoughtfully curated to preserve the homes historic character while enhancing modern comfort.Ideally located in a prime historic neighborhood, the estate is within walking distance of the vibrant Historic Seaport, Key West Bight Marina, Atlantic beaches, and Duval Streets renowned dining, shopping, and nightlife. This legacy property is more than a home--its a true piece of Key West history in a setting that simply cannot be duplicated

Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. A recently sold $3.5M, 4000 sq. ft. home was torn down just to obtain a buildable lot on Hilton Haven. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront pool, 15,000 lb. boat lift and convenient dock while overlooking the Key West Yacht Club and Garrison Bight. On the north side, enjoy unencumbered views from the serene, covered entry porch of the Gulf of Mexico with a deeded 75 by 300 bay bottom parcel. Upon entering through the handsome oversized wooden doors, you are greeted by the living rooms custom hand built beamed wood cathedral ceiling and a majestic staircase. The current sunroom, converted into a dining room, features French doors that open to views of the pool and harbor. The expansive deck leads down to the lower entertaining level. The chefs kitchen is designed for entertaining, equipped with ample counter space, Viking appliances, and a Fisher Paykel cooktop. The first-floor primary suite opens to the rear private deck and dock. Completing the first floor are the laundry room, a half-bath, a full bath, and a charming guest bedroom. The sunroom with a wet bar and bathroom provides access to the one car garage, and second staircase leading to the second-floor office with custom wood paneling, cabinetry, a full bath and deck with views of the Florida Bay and Garrison Bight. The second floor provides a bonus game room and hosts two additional bedrooms connected by a beautiful bathroom. Throughout this meticulously renovated residence, the present owner has incorporated vaulted ceilings on all levels, custom woodwork, and built-ins, creating a truly spectacular living space. https://show.tours/e/4vNFpvG

Historic Luxury Meets Modern Elegance in Old Town Key West!Step into a piece of Key West history with this remarkable home built in 1869 by Robert Watson, now completely reimagined as a luxury retreat while preserving its historic charm. Located on iconic lower Simonton Street, X Flood, this 6,608 sq ft sanctuary boasts 3,342 sq ft of living space with 5 en-suite bedrooms, including two primary suites, each with its own unique luxuries. The 1st-floor suite offers a jetted shower with chromotherapy lighting, while the 2nd-floor suite includes a private porch and soaking tub.This estate blends old-world craftsmanship with modern amenities, featuring a gourmet chefs kitchen with Viking, KitchenAid, and Bosch appliances, plus a separate dining room with a private porch--perfect for morning coffee. The spacious great room, with 20-foot retractable doors, opens directly to the outdoor oasis where youll find an 18,000-gallon saltwater pool with swim-up bar, waterfall, and color LED lighting, plus a separate spa for ultimate relaxation.The detached guest house with kitchenette is ideal for visitors or extended family. Entertain outdoors with the fully equipped outdoor kitchen and al-fresco dining areas surrounded by lush tropical landscaping for complete privacy.Historic touches, including restored windows, doors, and custom woodwork, blend seamlessly with modern upgrades like a whole-house Generac generator, hurricane shutters, and advanced smart-home technology--control everything from pool settings to security from your phone.With gated parking for 3 cars, EV charging station, and just steps from the best dining and entertainment in Key West, this estate offers the rare opportunity to own a piece of history while enjoying unparalleled luxury. Dont miss out on a home that offers everything youve been searching for, and more! Step into Luxury! For the Discerning Few: Arrange Your Exclusive Private Showing Today!Video Tour https://tinyurl.com/522Simon

Experience unparalleled island living on Sunset Key, an exclusive island community located in the heart of Key West Harbor. Accessible 24 hours a day via a dedicated island ferry, this extraordinary home offers the ultimate blend of privacy, luxury, and convenience. All this just a four minute boat ride from the vibrant streets of Key West.This bright and airy 4-bedroom residence is designed to capture breathtaking open ocean views. Large windows bathe the home in natural light, creating an inviting and serene atmosphere. The heart of the home is a fabulous chefs kitchen equipped with top-of-the-line appliances, perfect for creating culinary masterpieces while taking in the views of the sparkling water.Step outside to your beach-front oasis, where you can unwind and enjoy the gentle sea breeze or take in a spectacular sunset over the Gulf of Mexico. On the island, a wealth of world-class amenities awaits, including a gourmet restaurant, a rejuvenating spa, tennis courts, and more, ensuring your every need is met in this tropical paradise.With unparalleled luxury, exceptional views, and exclusive island living, this property offers the perfect retreat in one of the most sought-after destinations in the world.