Key West FL Real Estate & Homes for Sale

Nestled in the Storied Heart of Old Town Key West, This Grand Estate is a Masterpiece of Luxury & History. Spanning a majestic 8,397 Sq. Ft. Lot, the property at 1014 Southard St. Invites you into a world where classic charm meets modern elegance.With 4 bedrooms and 3.5 Baths and over 3,000 Sq. Ft. of Interior Space across two separate structures, enjoy an unparalleled gem in one of Key West's most coveted Neighborhoods. Constructed in 1899 by renowned William Cash, this Estate radiates a colonial grandeur, enriched with a cranberry cut -glass transom sophisticated dark green shutters & classic French Doors.The Current Owners have Meticulously Restored the property using only the finest selection of materials, from River Reclaimed Old Growth HardWood Floors in Living room and Hallways, to stunning Blue Castle Limestone in Master Suite and Kitchen and continued through the Magnificent Garden and pool to the Separate Guest Quarters. Smarthome features have been introduced, including Zigbee Lights integrated with Home assistant, sensor mix's, Ecobee Thermostats, 6 Node Eero Mesh Network, Abode Alarm Systems & Nest protect Sensors.The Master Suite located on the ground level is a Peaceful Sanctuary with private Library & Den, exceptional ensuite, three sets of French doors and opens out to the magnificent Saltwater Pool and Tropical landscaped Garden. Two additional bedrooms on Second Floor in Main house share a Bath and Private veranda.Separate Cottage provides exceptional guest Quarters and can be accessed from Roberts Lane for additional convenience. Stunning Post & Beam Cathedral Ceilings, Limestone floor, Built-in Bar and Kitchenette and spacious living room offers excellent space for entertaining with deck and pool access.Additional features include, One off Street Parking Spot, equipped with Tesla Charging Station & New 2023 Generator powered by dual propane tanks.Welcome to Key West Living at It's Fines

Centrally located in the X flood zone of Old Town, this charming 2 bedroom 2 bathroom features off-street parking, screened in private porch, metal roof, arched ceilings, and an abundance of natural light. Excellent walking/biking location with easy access to Duval St, White St, beaches, and the top restaurants. Whether you're looking for a full-time residence, a vacation rental, or a place to retire to in the future, this property has endless possibilities. Own your piece of paradise today!

This hidden gem of a home, located in Key West's vibrant Historic Seaport, is both beautiful and rare. The property runs from Eaton Street to Thompson Lane allowing for multiple vehicle off street parking through the large gates on the Lane. Walking in through the front door one can't help to notice the very high ceilings, uncommon to most of these traditional homes. A set of large custom barn doors offers both an option for added privacy, and a design element that lends interest to the front receiving room. The amazing chefs kitchen has all the comforts at arm's length, with an open layout inviting for social meals and fun gatherings. The three upstairs bedrooms, two on suite, provide ample space for a family or guests. The charming ground floor one bedroom attached studio offers a bonus private space for guests to stay in, or a perfect home office. An additional air-conditioned work/craft room adds to the uniqueness of this home. French doors open from both the main home and the studio onto a large back yard. There is plenty of additional space to add a pool, if desired, near the roomy back deck which the seller has already quoted. The wrap-around porches (1500 sq. ft.) are a dream surrounded by lush landscape in a serene setting. Impact windows and doors provide extra peace of mind and ensure energy efficiency. This traditional Key West home is thoughtfully updated to maximize comfort while keeping the old town charm. All of these just steps away from great restaurants, shops, and amenities. A must see.

PRICE IMPROVEMENT! This beautiful single-story Mid-Century Modern Home with separate Guest House is situated on an oversized corner lot in Midtown Key West. The spacious backyard features a large heated pool with waterfalls, a new Tiki Hut, and an outdoor shower. The 10,000+ sq ft lot is fenced for security and privacy, with three covered off-street parking spaces. Inside the main house, you'll find three bedrooms, including two suites. The open floor plan is ideal for entertaining and the floor-to-ceiling door panels open to allow those wonderful tropical breezes to come through. The gourmet kitchen is fully equipped with everything an experienced chef might need to create wonderful meals and the indoor dining area opens to the pool deck. The Guest House has its own living area and full kitchen, plus a bedroom and full bath. Being offered turnkey, this beautiful property has been fully renovated with modern touches and special attention to every detail!

This Historic Florida Keys Foundation Ceramic Star Preservation Award winning classic conch house was built in 1906, and has been historically recreated from the ground up. This is essentially a brand-new home. The property boasts off-street parking and a heated dip pool. It is being offered as fully furnished and turnkey.Located in the X-Zone on one of Old Town's most quintessential streets, the spacious porches provide ample room to relax. Classic painted tiles greet you on the porch as you enter the home to find reclaimed heart pine flooring throughout. The open floor plan with a line of sight from the living room to the pool deck creates a space that is equally ideal for both relaxing and entertaining. The original tongue and groove Dade County Pine was removed, refinished, and reinstalled to provide a warm welcoming atmosphere. Several Dade County Pine beams were repurposed into a hand-crafted newel post and stair rail. An L-Shaped kitchen overlooks the heated dip pool, and features custom craftsman shaker cabinets and quartz countertops. The master bedroom with en suite bath and walk-in shower is conveniently located on the 1st floor. The two guest bedrooms, each with their own en suite bath, are located on the 2nd floor and feature vaulted ceilings.Completely rewired, replumbed, and insulated with foam, this home is now fully compliant with the current building code greatly reducing insurance costs. Additionally, new foundations and a metal shingle roof with a reinforced frame were installed. Smart switches, appliances, locks and ethernet allow you to control the home from your phone. The irrigation system provides for low maintenance of the property's tropical landscaping. The home is fitted with fabric hurricane shutters that provide the necessary protection and insurance discounts, while being able to be conveniently stored. Don't miss out on this incredible opportunity to own a truly one-of-a-kind property in the heart of Old Town!

Immerse yourself and come home to prestigious Sunset Key and enjoy all the ambiance and attractions of Key West, just minutes away, while preserving maximum peacefulness and privacy on a beautiful, private island, just offshore from Old Town Key West. Complete with four bedrooms and four bathrooms, this oceanfront residence features a large .19 acre waterfront lot with sixty-three feet of shoreline, expansive ocean and Key West Harbor views, heated pool, spacious, vaulted living area, upper-level master suite plus one additional upper-level en suite bedroom, two main-level bedrooms and baths, natural stone flooring inside and out, golf cart parking and separate garage, electric roll-down hurricane shutters surrounding patios and a rich, 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.

Exceptional 360' PRIVACY SW facing S of Truman X-zone. LOW INSURANCES. A+ LOCATION! Duval grocery shops beaches QUIET away from tourism & traffic. Wonderful neighbors. Gated covered tiled car port/outdoor dining patio w EV charger. Quintessential Key West charm, high ceilings dade pine original claw foot tub! . Lush garden courtyard Pond & water fountain + upper patio. Renos 2000- 2015. Generous rooms well separated abundant natural light. Attention to detail: Crown moldings & chandeliers. Kitchen Viking pro appliances Formal dining. 2 master bedrooms each with en suites. Finished storage space. Well maintained home exuding the passion and love that the owners have put into it over the years. plantation shutters, security system, garden lights etc etc.

Stunning 2 story spa home in the Sanctuary of the Key West Golf Course. Beautifully appointed home that offers a charming backyard with a covered patio and built in heated spa. 2 bedrooms 2 full bathrooms and a half bath on the main level. A private covered parking bay conveys. Gated community, 24-hr. security, 2 fabulous pools, Community Center Building/Fitness Room and more.

Beautifully renovated 3rd floor end unit, footsteps away from the Atlantic Ocean. 2 bedrooms, 2 baths corner unit. This home has been upgraded with newer kitchen, bathrooms, flooring, crown molding, base boards, pocket door, owners lock out, appliances, AC, lighting fixtures and paint. The Salt Ponds Condominiums is a charming community, nestled in the Salt Ponds area of our island. Located right across the street from the Atlantic Ocean, perfect for walking, bicycling or roller blading to the beach. Some of the many amenities the complex offers are a large pool, hot tub, tennis courts and separate storage room. This wont last long.

Congratulations, you just found your dream home! Located in the historic of old town KEY WEST, it is within walking distance of all amenities. A short distance by bike or car to HISTORIC SEAPORT ,beaches, bocce, and pickle ball courts. This two-story features 2 porches in front and 1 in the rear. Enjoy the 450 sq.ft. private deck with lush landscaping. Easy to show call today!

Escape the noise of the city and enjoy the simple pleasures of life in this 4-bedroom, 3-bath home. Nestled on Solares Hill in the X Zone and tucked away on a charming lane, this property offers a unique living experience. Step into a home that exudes rustic charm with timeless, rich wood flooring and vaulted beamed ceilings. The sitting area is enhanced by a built-in hutch, perfect for displaying cherished china or storing essentials. The kitchen features sleek Corian countertops, a propane stove, and additional Whirlpool appliances. French doors create an open and airy atmosphere connecting the living and dining areas to a cocktail pool and outdoor sitting space on new wood decking. This tranquil oasis is perfect for unwinding on sunny afternoons, with the added luxury of an outdoor shower. Two comfortable bedrooms share a spacious bathroom. One bedroom features Dade County accent walls which adds a unique and stylish touch. The master bedroom is a sanctuary within your home, a place where you can unwind and recharge having access to the outdoor deck. The ensuite bathroom welcomes light through a porthole window. As you ascend the outdoor steps, you'll discover an addition to this property - an oversized studio. This unique space offers a private sun deck entrance, a full kitchen, and a bathroom. The property is equipped with Kevlar hurricane shutters, a roof less than 3 years old and offers a rare gem: two coveted off-street parking spaces. This location makes for a wonderful monthly rental opportunity.

Welcome to your new Key West home! Move in ready and located in desirable midtown! This spacious 1,412 sq. ft. 3 bedroom, 2 full bathroom single family home is CBS constructed and fenced in on a 5000 sq. ft. corner lot. With plenty of on-street parking, this home also features off-street parking and a coveted attached car garage with abundant storage under same roof line (1694 gross sq. ft.). This home features a spacious chef lovers kitchen with granite counters, stainless steel appliances, and lots of cabinet space. Other notable features include, a brand new Central A/C system, new metal roof, new neutral colored wood look tile flooring throughout, newly constructed impact resistant windows and back door, a tankless water heater, new maintenance free artificial grass lining the front lawn, fresh exterior paint and built in closet drawers. Convenient midtown location is close to the Key West Yacht Club, shopping, restaurants, schools and just minutes from Downtown and Historic Seaport. This property also comes with ample room to store your boat, trailer or RV and is about a 1/4 mile from the City Boat Ramp. Call today to set up a showing!

Open House Sunday 4/21 from 11am to 1pm!Nestled in the heart of Old Town Key West, this historic gem boasts an impeccable blend of classic architecture and modern amenities. With a rich history dating back to the late1800's, this captivating residence offers the perfect opportunity to own a piece of Key West's storied past. Listed on the National Register of Historic Places and awarded the Gold Star for Historic Preservations, 516 Elizabeth St. is the perfect example of a Classical Revival Eyebrow House - a style unique to Key West. The roof overhangs over the second floor windows onto classic porch columns giving the suggested appearance of 'eyebrows' providing protection from rain and sun allowing the inside to have fresh air even during the hot summer months. Upon entering the home, original Dade County pine walls, high 10ft ceilings, original double hung wooden windows exude the timeless elegance of a bygone era. While preserving its historic character, this home has been thoughtfully updated with modern amenities. The kitchen features custom wooden cabinets and stainless steel appliances and all bathrooms are beautifully renovated. Enjoy the convenience of contemporary living without compromising on the historic appeal. The primary bedroom and bathroom upstairs provide a tranquil retreat, and the guest bedroom downstairs with it's own bathroom is convenient and comfortable.French doors lead from the formal dining room and kitchen to a large sundeck with a covered dining area and extra lounging space to entertain. Pool plans are available for the next owner. This home has a rich history, with tales of past occupants, the Pinder family, and the unique stories of its heritage adding an extra layer of prestige and historical significance to its charm.This historic home is a rare find in a prime location, offering the best of both worlds. Sold furnished (art work excluded)!

Welcome to 846 Olivia St, this over 1800 sqft three bedroom three full bathroom c property with off street parking is a hidden gem nestled in the heart of Old Town Key West. With its prime location, this home offers the perfect blend of tranquility and convenience. Surrounded by luxurious palms and a large Mango tree, this Historic home has new 2023 Hurricane resistant Windows, 2022 detailed exterior and 2021 roofing system. This 3 bedroom, 3 bath home boasts 1,817 square feet of living space and off street parking. In addition to a spacious living room with high ceilings, the first floor also offers a primary bedroom with ensuite bathroom and a second full bathroom. The second floor features two bedrooms, a full bathroom, and a sun deck with exterior stairs. The home is located at one of the highest areas of the island and is a short walk to many restaurants and the Historic Seaport. First floor has a long exterior porch on Packer as well as a conventional one on Olivia showcasing the original carved Mahogany front door. Currently used as a vacation rental, it is being offered fully furnished turnkey.

$500,000 ANNUAL RENTAL INCOME! EXCLUSIVELY LUXURIOUS COMPOUND IN KEY WEST!With its special transient license, The Royal Compound is currently generating $500,000 a year from first-class guests who will accept only the best in vacation homes. What's interesting is that most of the rental income comes from monthly rentals, so you can expect almost as much income without a transient license. This extraordinary home is situated on one of the largest lots (14,183 SF) in Truman Annex and is being offered as the ultimate turnkey property. There are a total of 5 bedrooms and 4 bathrooms: 3 bedrooms and 2 bathrooms in the main house and two 1 bedroom, 1 bathroom private cottages. This expansive property includes a covered seating and dining area under the gazebo, which overlooks the resort-style heated pool and outdoor kitchen. The value of this home is not only its privacy with exotic landscaping, but its ability to generate income when you are away. Schedule your private showing of The Royal Compound to appreciate the uniqueness of this one-of-a-kind property!

This stunning home in Casa Marina is nearly finished being completely remade from top to bottom. One large Master and two Guest bedrooms on the main floor all with en-suite baths and their own entrances to the large wraparound porch. The wide hallway opens up into the large living/dining/kitchen space with soaring 20 foot ceiling and skylights - all the hallway and kitchen/dining walls are done in Shiplap. The kitchen has an island with sink & electrical connect as well as seating for 6 and a wet bar, two pantries and the Full Viking Appliances professional package. There is also a laundry room with a 1/2 bath that opens onto the back deck next to the 15'X8' pool with water feature. The Shiplap continues up the stairs to the 2 additional bedrooms with en-suite baths and balcony overlooking the main living room. All exterior doors are Mahogany impact with impact transoms and all windows are impact as well. Property will be professionally landscaped including grass in the front yard and will have 4ft white picket fence on border. Also, a 250 gallon propane tank will be buried, hooked up to gas stove & on demand water heater and generator ready. Off Street Parking for 3 cars. All electrical, plumbing & HVAC is installed - waiting on sprinkler installation due to start 11/6 then walls will be added and photos will be updated. Construction expected to be finished January 2024.

Experience the epitome of luxury in this exquisite 3BD/3BA residence nestled in the heart of Old Town Key West, just a stone's throw from the Southernmost Point and mere steps away from the iconic Duval Street. Indulge in the unparalleled convenience of having Key West's renowned restaurants, museums, and art galleries at your doorstep, with the beach a leisurely bike ride away. Step into the modern charm of this meticulously maintained home, which was thoughtfully constructed in 2002. Enjoy the convenience of an open floor plan that seamlessly combines the living, dining, and kitchen areas. Revel in the sleek and stylish stainless steel appliances, complemented by the elegance of granite countertops and custom cabinetry. High vaulted ceilings create an inviting sense of space, while a harmonious blend of tile and wood floors adds a touch of sophistication. Into the backyard oasis, where a delightful heated and chilled pool awaits, ensconced in the lush embrace of tropical foliage. The custom tiki hut beckons you to entertain in style, making this outdoor space perfect for hosting gatherings with family and friends. The grandeur of the master bedroom is unparalleled, with a jaw-dropping en suite bath and an expansive walk-in closet, offering a retreat within your own home. Recent enhancements include fresh paint, the pool's artful re-tiling and resurfacing, and the installation of a brand-new Central A/C system, ensuring your comfort and satisfaction. Don't let this extraordinary opportunity slip through your fingers!

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 won't want to leave ! Call today to schedule your private tour.

Excellent water views and outstanding income! This 2 bedroom 2.5 bath unit comes with 2 transient licenses and the option of renting the unit out together or utilizing the lockout floor plan. This end unit is in the best location on the property, with added privacy and extra windows.

Located in the Seaport District of Old Town Key West this 2 bedroom 2 bathroom Conch house would make a great full-time residence or perfect vacation rental home. The interior has a split floor plan with a bedroom and full bathroom upstairs and second bedroom and bath on the first floor. This home comes with a whole house generator, heated pool, outdoor shower, temperature controlled storage shed and 1 off street parking spot. Walking distance to many restaurants, bars, shops, the Seaport and Duval Street. Perfect for the boatowner or dock rat; walk to your boat and then after fishing or diving have a beer and walk home. ,Now with an outdoor TV setup. Furnishings, not including wall art and personal items, with very few exceptions will be included. Exceptions will include all glass topped end and coffee tables, grandfather clock, safe and some decorative pillows.

One of Key West's most iconic historic homes, this property has an amazing story to tell. Built in 1869 in the classical Bahama-House style by noted carpenter Robert Watson. It was extensively remodeled in1902. More recently, and over a five-plus year period, it was painstakingly resurrected with a fanatical drive to recapture and display its historical attributes and seamlessly incorporate the latest modern technology and features. The result is a property embodying Old Key West with an understated elegance while providing the most advanced amenities demanded by a discerning buyer.A magnificent house in an incredibly special location, it affords a unique way to experience Key West.You are mere steps from our finest restaurants, world renown music venues, theaters and shopping.Yet, once you pass through the gates, you enter your own private oasis.This expansive property has a generous 3,342 square feet of living space. The stunning Great Room offers a seamless flow between the large living space, the gourmet kitchen, a spacious dining room and is open to the pool area through 18' doors. There are five ensuite bedrooms including first and second floor primary suites. Adjacent to the feature-rich pool is a luxurious self-contained guest cottage. To the front of the property is gated parking for three vehicles.If you are looking for the best location to experience Key West coupled with the best in tropical livingthat Key West can offer, you must experience Key West from this property.

Introducing a Spectacular 2192 Sq Ft Waterfront Residence with 3 Bedrooms and 2 Bathrooms, offering an Abundance of Dock Space for all Your Boating Enthusiasts! This Exquisite Property is Your Ultimate Private Oasis. Unwind on the Inviting Covered Back Deck, where you can marvel at the mesmerizing aquatic life in the crystal-clear waters, and indulge in birdwatching amidst the lush mangroves in the tranquil bay. Immerse yourself in the tranquility of this waterfront haven, just moments away from the historic charm of Old Town Key West. This residence showcases breathtaking panoramic water views! Revel in relaxed moments and dining on the covered rear veranda, providing a front-row seat to the serene waterscape. The minimal HOA fee encompasses cable TV, sewer, and upkeep of common areas. Don't miss the opportunity to experience this exceptional gem of a home. Reach out today to schedule a viewing!

In a neighborhood renowned for its unique and distinctive homes, this exceptional masterpiece truly stands apart. Nestled on a spacious corner lot in the prestigious Casa Marina neighborhood, this property underwent a comprehensive renovation in 2020, resulting in a stunning residence featuring 4 Bedrooms/ 3 Bathrooms, and nearly 2,100 square feet of living space. Situated on an expansive 10,000 square foot lot, this home offers a wealth of appealing features. The heart of this home is its exquisite Chef's Kitchen, equipped with top-of-the-line Dacor appliances and adorned with custom-built bespoke cabinetry. Inside, you'll find vaulted ceilings and energy-efficient LED lighting that work in harmony with all-new hurricane-rated impact windows and doors, flooding the interior with abundant natural light. The open floor plan lends itself to effortless and enjoyable gatherings with family and friends. This property also boasts a state-of-the-art 2-Zone Central A/C system, complete with linear air conditioning vents, ensuring a comfortably cool environment throughout the year. All the bedrooms are equipped with built-in closets, and the master bedroom, located at the rear of the home, provides an ensuite bath and direct access to the lanai through sliding glass doors. Step into the backyard, and you'll discover a custom-built, in-ground heated pool with a water feature, surrounded by elegant travertine decking and a spacious covered patio--an oasis for relaxation and entertainment. The front yard has been thoughtfully designed for low maintenance, featuring artificial grass and outdoor lighting that accentuates the tropical foliage in the evenings.Moreover, this property offers a rare one-car garage and ample off-street parking in the driveway. It also boasts a new standing seam roof, which not only enhances the aesthetic but also qualifies for additional wind insurance credits as well as a whole house generator!

Circa 1892, this charming Old Town Key West Hideaway checks the boxes! Two bedrooms and two baths, built in the X-Flood Zone, and with coveted off-street Parking! After a day on the water, It's a mere three-block stroll to the fanfare of Duval with its Fine Dining, Theatre, Live Music, Vibrant Nightlife, Galleries, Museums, and so very much more which, let's face it, made you fall in love with this Tiny Little Island Paradise with its Rich History and Diverse Community! The home also boasts Dade County Pine, cathedral ceilings, and both a front porch & rear patio deck with hot tub to relax and soak up all this Tropical Ambiance to your heart's delight. Additional features include French Doors allowing for lots of afternoon natural light in the living room & kitchen, stainless refrigerator and designer range, wood & tiled floors, and Central A/C. Located in a quaint and private neighborhood. Are you Ready!

TRANSIENTLY licensed income producing single family home in the center of Old Town and in the X flood zone. Located just steps from Key West's best restaurants, shops and attractions. The property was completely gutted to the studs in 2012, offering the classic Old Town charm with modern finishes.Four bedrooms, four en suite baths, Transient license, private pool, impact windows/doors and parking! You have a winner here! As you enter the home you will be greeted with an open concept living and dining space. French doors open up to your private pool and bar giving you ample space to enjoy indoor and outdoor living. A large hallway extends the length of the home and each bedroom can be accessed from the hallway. The rear bedroom offers its own private entrance. Going outside you will find a beautiful L shaped pool with decking, a large bar and lounge chairs. The perfect space to enjoy happy hour with friends or a quiet morning soaking up the sun with a cup of coffee. If an easily managed, low maintenance, private and tranquil home is what you are looking for, look no further!Available to purchased with main house as a large 11 BR/ 11 BA Estate. See MLS #605218