Own a piece of Key West history! Opportunity awaits at this charming 4-bedroom, 3-bathroom home now available for the first time over half a century. Built prior to 1899, and ideally located in the heart of Old Key West, the property offers two separate structures - a 3-bedroom 2-bathroom main home and a private 1-bedroom 1-bathroom guest cottage - perfect for accommodating up to 8 guests. Just steps away from World-Famous Duval Street, the islands best beaches, Truman Waterfront Park, and top-rated restaurants, this property offers the ultimate island lifestyle. Features include a 96 deep lot, a spacious hot tub, and a turnkey vacation rental business with over $54,000 in confirmed bookings. Situated in the preferred X-500 flood zone, this is a rare opportunity to acquire a prime piece of Key West real estate with established rental history. Schedule your private showing today!

710 William Street is a charming 2 bedroom home with a private pool and off-street parking in Historic Old Town Key West Located in the heart of the iconic Old Town Key West, this 2 bedroom, 2.5 bathroom home offers the perfect blend of historic charm and modern comfort. Just steps away from renowned restaurants, boutique shops, art galleries, and the world-famous Duval Street, this home places you in the center of the islands vibrant culture.The bright and inviting living room features hardwood floors and high ceilings, creating an open, airy atmosphere. The open-concept dining area flows into the updated kitchen, which boasts ample cabinetry and modern appliances. Both bedrooms are generously sized, offering a peaceful retreat for rest and relaxation.Step outside into your own private oasis, featuring a lush backyard and a sparkling private pool--ideal for cooling off or unwinding after a day of island adventures. The home also offers a charming front porch, perfect for enjoying the tropical breeze or watching the world go by.For even more outdoor enjoyment, head up to the stunning rooftop deck, where you can take in panoramic views of the Key West skyline, enjoy sunbathing, or entertain guests under the stars.For added convenience, this property includes off-street parking, a rare and valuable feature in Old Town Key West.Embrace the unique lifestyle of Old Town Key West with this exceptional home, offering a combination of location, character, and modern amenities. Dont miss your chance to own a piece of paradise with a private pool and off-street parking in one of the most sought-after areas in the Keys!

This light-filled and airy home is priced at appraisal price, and is being offered furnished, excluding some artwork and personal items. With 2 bedrooms and 2 baths, 1,242 sq ft of indoor living space (per appraisal), it boasts a vaulted ceiling in the living and kitchen area, the kitchen as the heart of the home. With a view of the pool from the kitchen, entertain your family and friends in a wide open space. The master bedroom, en suite, has a view of the rear garden with French doors opening onto the cozy and covered back porch sitting area. Situated on a corner lot of 4,842 sq ft, theres bricked off-street parking leading into a garage with electrical and plumbing. Appraisal and Floor Plan are found in the Documents.

Completely transformed by its new owner into a one-of-a-kind masterpiece. Every inch of the house has been meticulously renovated, including a breathtaking $50,000 custom mermaid bath with a mermaid mural crafted entirely from exquisite tile. The home now features impeccable Dade County pine details throughout, while preserving the original Spanish cedar kitchen cabinets that add a touch of historic charm. The outdoor space has a full restaurant style bar, an outdoor kitchen and, offering an outdoor shower and a soaking pool. The outdoor living area is nothing short of extraordinary, perfect for relaxing or entertaining.This corner property is located just five houses from Duval Street, this home is a once in a lifetime opportunity. Use while youre in town and rent seasonally or monthly if you like. So many wonderful options. Call now for your private in person or video showing. Proof of funds required. The seller has renovated an approximately 500-square-foot patio deck, transforming it into an exceptional outdoor living area. This space includes a fully equipped outdoor kitchen, a cocktail soaking pool, an outdoor shower, and a restaurant-style sports bar, creating a unique and expansive space for relaxation and entertainment. These features significantly enhance the functionality and livability of the home, making it feel and function like a much larger property. The house itself offers (((3))) bedrooms, including the spacious Master Bedroom with private lockout entrance and a beautifully renovated full en suite bath, for a total of ((2)) two large full bathrooms, providing comfort and convenience for guests.

Welcome to this turn of the century conch house. This home has been in the same family since 1913 and is now available for a new owner who can appreciate its classic architectural style and expansive yard. The wrap around porch provides a wonderful place to relax in the shade and enjoy the Old Town neighborhood. There is a large living room, separate dining room and 3 bedrooms and 2 baths. The home has high ceilings and there is an attached carport for off street parking. This home is a rare find for a buyer looking to preserve the charm of our building heritage with such a sizeable yard.

Welcome to 2809 Flagler Ave, a beautifully updated residence that seamlessly blends classic charm with modern convenience. Originally built in 1953, this home has been enhanced with a thoughtfully designed two stories new addition in 2002 increasing both its space and functionality.The interior of the home is adorned with stunning 3/4 inch red oak flooring, providing a durable and elegant finish throughout. One of the standout features is the spacious office, perfect for remote work or study, which can also double as an additional bedroom if needed and a designated laundry room. Every room/bedroom is equipped with individual closet, ensuring ample storage space for all your belongings.Adjacent to the carport, youll find a large pantry/storage area, making it easy to unload groceries and store items conveniently. The yard also includes a separate storage shed, ideal for gardening tools, bicycles, or other outdoor equipment.Located in the heart of Key West, this charming and well-appointed house offers the perfect blend of comfort, convenience, and style. Dont miss the opportunity to make this delightful home your own.For more information or to schedule a viewing, contact us today! Thank you

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.

Walking into this stunning three bedroom and two bathroom, completely remodeled home and youll say I am home. An entertainers dream come true. Upgraded kitchen will greet you at your front door where any top chef can work their magic in. The kitchen is connected to a very comfortable living room to watch any game or favorite show in, lock the world away and just enjoy. Two very good sized guest rooms with a remodeled guest bathroom, that any friends or family would love to stay in. The Primary/Master Bedroom is saved for the Kings and Queens of this domain, large room with a total spa atmosphere completely redone primary/master bathroom, wash all your troubles away and forget about the day in this part of the house. Step outside to a brand new pool thats big enough to enjoy but a perfect size for you to just chill. Large backyard with engineered wood decking for all your entertaining needs. A wonderful Key West neighborhood that is still very close to everything, but just an arms reach out of the hustle and bustle of the island to make this home a perfect place to just call it home. Owner is a licensed real estate agent in Florida, and listing agent.

Now priced to sell with this $50,000 price improvement! 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 just $1,440,000.

Indulge in island living at The Rose Resort at 1501 Rose Street! Located on an expansive corner lot in the Midtown West neighborhood of Key West, this two bedroom and two bathroom home with a stunning pool, is now available to you!A pergola-inspired entryway welcomes you to the neighborhood landmark home, and upon stepping inside youre greeted by a bright and airy foyer with vaulted ceilings and tons of natural light. The spacious and inviting living room runs nearly the full length of the home and offers new tiled floors. A designated formal dining area is adjacent to the recently updated kitchen, which also has a window-side bistro table, perfect for breakfast or lunch. The vaulted-ceiling kitchen is filled with natural light thanks in part to two large stained-glass windows etched with colorful tropical flowers. It also has solid wood cabinets, pristine white quartz countertops with geode-inspired tile backsplash, in addition to high end stainless steel appliances. We only cook with gas at this stove, gas range is rare in Key West, but not in this kitchen. French doors give access directly from here to the backyard. The oversized primary bedroom with ensuite bath comes complete with a built-in office nook, and French doors that lead directly to the private backyard. Perfect guest bedroom with a guest bathroom across the hall from the guest bedroom, makes this home just perfect. This home comes with two driveways (one on Rose St. and another on Leon St.) with a service entrance giving access directly to the backyard lanai. The private backyard offers a heated pool, covered lanai, and additional storage. This home has a ton of storage space, again very rare for a Key West home. Completely private backyard, total privacy for you and your friends to feel very comfortable in this resort style backyard. Take a walk to the beach or jump on your bike and explore all that Key West has to offer.Call today for your private showing!

Welcome to your dream retreat, nestled in one of Key Wests most sought-after neighborhoods. This meticulous 4-bedroom, 2-bath residence guarantees luxury and comfort. The property features a spacious open floor plan with lots of natural light through the plantation shutters in the living room and bedrooms, designed to maximize both elegance and functionality. A large laundry room with built in cabinetry adds additional space and convenience. This residence is an easy lock and go home with impact windows and doors, metal roof and concrete block construction. Enjoy the convenience of covered off-street parking with electric gate, and envision creating your own private oasis with ample space for a stunning pool with mature landscaping already in place. The home is equipped with a whole house propane generator, ensuring uninterrupted comfort and peace of mind.Embrace the luxury of a residence where every detail is thoughtfully considered, providing you with an unparalleled Key West living experience.

Welcome to your own outdoor living paradise at this single-family home in the heart of Key West! This CBS construction gem offers over 1,200 square feet of living space upstairs, featuring an open concept living/ kitchen with beautiful butcher block countertops, stainless steel appliances, and rustic concrete floors. The large primary bedroom boasts an ensuite bathroom for ultimate comfort and privacy.The property includes a 812sqft CBS two-car garage with a convenient side entrance, ensuring easy access and ample parking. Enjoy the Florida sunshine in your extra large 21x16 pool, complete with a tranquil waterfall. The 5,000 square foot lot is entirely enclosed by a concrete privacy fence, boasting a secluded oasis. A spiral staircase by the pool leads directly to the primary suite and walk around balcony. Then travel to the widows walk on the roof to soak in the sun!The 10x8 concrete utility building by the pool houses an outdoor kitchen and bar space, perfect for entertaining and enjoying a game by the pool. The approximately 500 square feet of extra enclosed downstairs space includes a finished pool bath with shower plus a separate finished area with a full bathroom, ideal for use as a guest suite or extra living space, with its own private side entrance.Located just blocks from all the attractions Key West has to offer, this home provides the perfect blend of vibrant island living and a warm, hometown neighborhood feel. Dont miss your chance to own this exceptional Key West property!

Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 2623 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Please note that advanced notice is required to arrange showings.

Welcome to 247 Golf Club Dr., a stunning oasis located in the gated enclave of The Sanctuary within the Key West Golf Club. This freestanding, meticulously maintained residence rests on a generous lot offering panoramic views of the golf courses pristine fairways & a tranquil lake. Upon entering, youre greeted by rich hardwood flooring that flows seamlessly throughout, enhancing this residences open-concept design. The living room is perfectly positioned to capture the serene beauty of the golf course, creating a harmonious blend of indoor-outdoor living with large French doors opening to a fully screened back porch. The main level features a versatile room that can easily function as a 4th bedroom, den, or formal dining area, offering adaptable space to complement any lifestyle. The kitchen is stylish and functional, featuring custom cabinetry, granite, & stainless steel appliances. Each bathroom has been tastefully updated with high-end faucets & each room has automatic light dimmers. Experience the pinnacle of outdoor luxury with a newly tiled and resurfaced heated private pool, beautifully framed by brick walkways & patios that meander through the lush, landscaped grounds. An outdoor shower completes this tropical haven. Upstairs, the primary suite serves as a serene escape, featuring a private veranda--ideal for enjoying quiet morning coffee or unwinding with a good book. The 2 additional bedrooms are equally inviting, each offering balcony access for moments of relaxation & sharing a beautifully appointed bathroom. A newer central AC system ensures cool comfort, while a newer pool heater keeps the pool inviting throughout the year. Accordion shutters provide peace of mind, while the carport & additional off-street parking enhance convenience. Key West Golf Club community residents enjoy access to 2 resort-style pools, a fitness center, & 24-hour staffed security--all surrounded by lush tropical landscaping & impeccably maintained grounds.

Discover your dream home in the prestigious Sanctuary at the Key West Golf Club. This 3-bedroom, 2.5-bath single-family residence overlooks the 18th fairway with a spacious private backyard.Inside, the open-concept floor plan offers bright and airy living spaces, including a flexible downstairs bedroom--ideal as a sitting area or office. The large kitchen includes a convenient half bath, while the generous living area opens through French doors to a large covered porch and private pool--perfect for entertaining and unwinding in a serene setting.Upstairs, two bedrooms share a covered balcony and full bath, while the expansive primary suite features a private en suite bath and its own large porch. Additional highlights include off-street parking for two vehicles and a carport.Located in a gated, private community, residents enjoy access to two resort-style pools, a fitness center, and 24-hour security.Dont miss this rare opportunity--schedule your private showing today!

Stunner in Key West!Live on the same street where Tennessee Williams called home for 34 years! This stunningly renovated 3BR/3BA residence in Midtown Key West blends modern luxury with island charm. Featuring a gourmet chefs kitchen, spa-like bathrooms, impact windows, new roof, and a heated pool & spa, this turnkey home is designed for comfort and entertaining. With a 3-car carport and lush landscaping, its the perfect Key West oasis just minutes from the best dining, shopping, and nightlife

Located in the heart of historic Key West, this beautifully renovated conch cottage offers a perfect blend of classic charm and modern comfort. Just three blocks from Duval Street and half a block from the Truman Annex, it sits in a quiet yet walkable neighborhood close to top attractions. This flexible two- or three-bedroom home features tall ceilings, new impact windows, 3/4 inch wood flooring, and rich Dade County pine walls. The dining room flows into the well appointed kitchen, where Dade County pine counters complement high-end appliances, including a Sub-Zero refrigerator, Big Chill gas stove, and dishwasher. A rare oversized laundry and utility room provides extra space for projects or storage. Originally built in the late 1800s -early 1900s, this historic gem has a classic front porch and a private backyard retreat filled with fruit trees--mango, avocado, and Key lime, its a butterflys haven. With the Truman Water Park, Amphitheater, and Fort Zachary Taylor Beach just moments away, this is island living at its finest.

Welcome to your dream home in the heart of Key Wests New Town! This beautiful 3-bedroom, 2-bathroom residence offers the perfect blend of comfort and convenience. Step inside to discover a spacious and inviting interior, featuring an open-concept living area. The true highlight of this property is the private backyard oasis. Imagine spending your days lounging by the pool, hosting gatherings on the expansive deck, or simply enjoying the serene surroundings. The outdoor area is perfect for both entertaining guests and unwinding in your own private paradise. Parking will never be a hassle with off-street parking available, providing convenience and peace of mind. Recently renovated with new impact doors and windows and hardiboard siding! Located in the desirable New Town neighborhood, this home is just a short distance from an array of dining and shopping options, ensuring you are never far from the vibrant lifestyle Key West has to offer. Dont miss the opportunity to own this slice of paradise. Schedule a showing today and experience the best of Key West living! Great opportunity for investors or 1031 exchange buyers. Long term renters in place. Call for details.

This expansive 5-bedroom, 3-bathroom home is situated on a giant lot and offers a host of premium features, including a huge pool, outdoor kitchen, detached studio/office, and a mother-in-law lockout suite. With a neutral palette that exudes elegance and serenity, this home combines aesthetic charm with durable construction. Built to last, this home is protected with impact windows and doors, a sturdy metal roof, and solid concrete block construction, offering you peace of mind.The main house consists of 3 bedroom and 2 baths. Directly off the kitchen, youll find the perfect space for entertaining or relaxation--- a covered lanai with an outdoor kitchen that overlooks a luxurious sizable pool. A convenient pool shower is nearby, and a mudroom is thoughtfully positioned just off the pool, making post-swim clean-up a breeze. The mother-in-law lockout suite which includes 2 bedrooms and 1 bath offers privacy for your guests or can serve as a fantastic rental income opportunity. In addition to the mother-in-law suite is a detached studio ideal for a home office, art studio, or yoga room.The fully fenced yard is lined with lush tropical fruit trees, adding to the island charm. With off-street parking, a large garage, and ample storage space, this home is equipped to store all your toys, tools and more. Centrally located, this home provides the perfect balance--insulated from the island commotion, yet just minutes from shopping, schools, beaches, and a short bike ride to Old Town Key West. Additionally, its situated next to one of the islands rare nature preserves, giving you direct access to peaceful trails and beautiful natural surroundings. Dont miss out on this extraordinary opportunity piece of paradise which has it all.