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FLIP FLOPS INLCUDED! Some homes are just addresses. This one is a lifestyle. Tucked into the heart of Old Town Key West, this beautiful historic Conch home is wrapped in the warmth of original Dade County pine and rich hardwood floors -- the kind of craftsmanship that simply isn't built anymore. The main house offers three bedrooms and a fully renovated bath, anchored by a large kitchen with generous cabinet space.. A fully enclosed porch is your place for morning coffee, chatting around the table or dining while overlooking the pool. Central air conditioning keeps things cool. Every window and door has been upgraded to impact, giving you peace of mind alongside the charm. Step outside and the magic continues. A sparkling pool with a waterfall feature and Trex decking invites you to linger. An outdoor shower makes coming in from the water effortless. The fully fenced front and back yards create a private tropical sanctuary, and off-street parking -- a true luxury in Old Town -- takes the stress out of coming home. The guest cottage is its own retreat, offering one bedroom, one bath, and a Murphy bed that makes the space as flexible as your plans. Whether it becomes a private getaway for family and friends, a creative studio or a detached office, it gives this property a versatility that is genuinely rare. The location is the final piece that makes everything click. A ten-minute walk from Duval Street -live music, art galleries, open-air restaurants, theaters and the electric pulse that makes Key West unlike anywhere else on earth. 7 minutes the other way brings you to the White Street District know for Fausto's Food Palace, where locals have shopped for generations, and the legendary Sandy's Café. This property comes fully turn-key, bedding, housewares, pool toys, bicycles, and yes, flip flops are included. Whether you wanting a second home, a monthly vacation rental or simply ready to walk through the door and start living living in paradise.

4 Beds ⋅ 2 Baths ⋅ 619738 MLS

FLIP FLOPS INLCUDED! Some homes are just addresses. This one is a lifestyle. Tucked into the heart of Old Town Key West, this beautiful historic Conch home is wrapped in the warmth of original Dade County pine and rich hardwood floors -- the kind of craftsmanship that simply isn't built anymore. The main house offers three bedrooms and a fully renovated bath, anchored by a large kitchen with generous cabinet space.. A fully enclosed porch is your place for morning coffee, chatting around the table or dining while overlooking the pool. Central air conditioning keeps things cool. Every window and door has been upgraded to impact, giving you peace of mind alongside the charm. Step outside and the magic continues. A sparkling pool with a waterfall feature and Trex decking invites you to linger. An outdoor shower makes coming in from the water effortless. The fully fenced front and back yards create a private tropical sanctuary, and off-street parking -- a true luxury in Old Town -- takes the stress out of coming home. The guest cottage is its own retreat, offering one bedroom, one bath, and a Murphy bed that makes the space as flexible as your plans. Whether it becomes a private getaway for family and friends, a creative studio or a detached office, it gives this property a versatility that is genuinely rare. The location is the final piece that makes everything click. A ten-minute walk from Duval Street -live music, art galleries, open-air restaurants, theaters and the electric pulse that makes Key West unlike anywhere else on earth. 7 minutes the other way brings you to the White Street District know for Fausto's Food Palace, where locals have shopped for generations, and the legendary Sandy's Café. This property comes fully turn-key, bedding, housewares, pool toys, bicycles, and yes, flip flops are included. Whether you wanting a second home, a monthly vacation rental or simply ready to walk through the door and start living living in paradise.

928 United St, Key West

$1,200,000

**FOR STATISTICAL PURPOSES ONLY** Parking Lot with 12 parking spaces. Sold in conjunction with 419 Amelia Street (The Douglas House)

617394 MLS

**FOR STATISTICAL PURPOSES ONLY** Parking Lot with 12 parking spaces. Sold in conjunction with 419 Amelia Street (The Douglas House)

1108 Whitehead St, Key West

$1,200,000

Discover the charm of 2105 Fogarty Ave—an inviting Key West gem that blends character, comfort, and an ideal island lifestyle. From the moment you step inside, you'll find bright, welcoming spaces filled with personality and warmth. Each room offers thoughtful details and natural light, creating an atmosphere that feels instantly like home. Enjoy the lush, sun-filled garden—a private outdoor retreat surrounded by tropical landscaping, perfect for morning coffee, relaxing afternoons, or entertaining under the evening sky. Inside, the open-concept living area provides an easy flow for everyday living and gatherings, enhanced by tasteful décor and a relaxed Key West vibe. The kitchen combines modern functionality with timeless charm, offering everything you need to cook, connect, and enjoy time with friends and family. Every space in this home has been carefully curated to celebrate the unique spirit of island living. And with a prime location, you're just a short bicycle ride from Key West's lively dining scene, nightlife, and beautiful beaches. Experience the best of Key West at 2105 Fogarty Ave—a home where comfort meets coastal charm. Don't miss the opportunity to make it yours. Call to schedule a showing today!

4 Beds ⋅ 3 Baths ⋅ 617092 MLS

Discover the charm of 2105 Fogarty Ave—an inviting Key West gem that blends character, comfort, and an ideal island lifestyle. From the moment you step inside, you'll find bright, welcoming spaces filled with personality and warmth. Each room offers thoughtful details and natural light, creating an atmosphere that feels instantly like home. Enjoy the lush, sun-filled garden—a private outdoor retreat surrounded by tropical landscaping, perfect for morning coffee, relaxing afternoons, or entertaining under the evening sky. Inside, the open-concept living area provides an easy flow for everyday living and gatherings, enhanced by tasteful décor and a relaxed Key West vibe. The kitchen combines modern functionality with timeless charm, offering everything you need to cook, connect, and enjoy time with friends and family. Every space in this home has been carefully curated to celebrate the unique spirit of island living. And with a prime location, you're just a short bicycle ride from Key West's lively dining scene, nightlife, and beautiful beaches. Experience the best of Key West at 2105 Fogarty Ave—a home where comfort meets coastal charm. Don't miss the opportunity to make it yours. Call to schedule a showing today!

2105 Fogarty Ave, Key West

$1,200,000

This stunning, one-of-a-kind home, completed in 2019, offers unparalleled craftsmanship and attention to detail. From the moment you step inside, you'll be captivated by the luxurious features and custom finishes throughout. The rich, solid Caribbean Heart Pine floors add warmth and elegance, while the striking 20-foot pickled pine ceilings create an open, airy atmosphere. The custom-built kitchen cabinets are designed with both style and functionality in mind, perfect for any chef. Built with the highest standards, this home was constructed by the original contractor to meet all current building codes. With a foam-insulated roof and impact-resistant glass and doors, the property is designed for both comfort and durability. Situated above base flood elevation, you can feel confident in its resilience and safety. Featuring two spacious bathrooms and an additional half bath, the home offers ample space and convenience for everyday living. Whether you're relaxing in the beautifully designed interiors or enjoying the meticulously planned exterior, this property is truly in a league of its own. Additional adjoining commercial property may be available for acquisition at a separate negotiated price.

2 Beds ⋅ 3 Baths ⋅ 614473 MLS

This stunning, one-of-a-kind home, completed in 2019, offers unparalleled craftsmanship and attention to detail. From the moment you step inside, you'll be captivated by the luxurious features and custom finishes throughout. The rich, solid Caribbean Heart Pine floors add warmth and elegance, while the striking 20-foot pickled pine ceilings create an open, airy atmosphere. The custom-built kitchen cabinets are designed with both style and functionality in mind, perfect for any chef. Built with the highest standards, this home was constructed by the original contractor to meet all current building codes. With a foam-insulated roof and impact-resistant glass and doors, the property is designed for both comfort and durability. Situated above base flood elevation, you can feel confident in its resilience and safety. Featuring two spacious bathrooms and an additional half bath, the home offers ample space and convenience for everyday living. Whether you're relaxing in the beautifully designed interiors or enjoying the meticulously planned exterior, this property is truly in a league of its own. Additional adjoining commercial property may be available for acquisition at a separate negotiated price.

3440 Duck Ave, Key West

$1,184,000

Welcome to 1006 16th Terrace, a charming two-story residence nestled in the New Town area of Key West, Florida. Whether you are looking for a single-family home or a Multigenerational living arrangement, this property at 1006 16th Terrace combines comfort, functionality & the charm of Key West living. Home boasts 5 bedrooms and 3 bathrooms offering a floorplan that will accommodate multiple situations. The exterior of the home is a testament to meticulous landscaping, creating a serene & inviting atmosphere. A detached storage unit provides additional space for a multitude of uses. The residence features a two-zone air conditioning system, ensuring optimal comfort throughout the year. The home has been recently painted, adding to its fresh & well-kept appearance. The original ground level home was built in 1965; however, the second story addition was built in 1993, with an open floorplan, bamboo floors and a window view of the Gulf of American. Enjoy the oversized balcony among the many trees. The home is equipped with storm rated windows and doors for your added protection. Some of the room photos have been virtually staged...

5 Beds ⋅ 4 Baths ⋅ 614318 MLS

Welcome to 1006 16th Terrace, a charming two-story residence nestled in the New Town area of Key West, Florida. Whether you are looking for a single-family home or a Multigenerational living arrangement, this property at 1006 16th Terrace combines comfort, functionality & the charm of Key West living. Home boasts 5 bedrooms and 3 bathrooms offering a floorplan that will accommodate multiple situations. The exterior of the home is a testament to meticulous landscaping, creating a serene & inviting atmosphere. A detached storage unit provides additional space for a multitude of uses. The residence features a two-zone air conditioning system, ensuring optimal comfort throughout the year. The home has been recently painted, adding to its fresh & well-kept appearance. The original ground level home was built in 1965; however, the second story addition was built in 1993, with an open floorplan, bamboo floors and a window view of the Gulf of American. Enjoy the oversized balcony among the many trees. The home is equipped with storm rated windows and doors for your added protection. Some of the room photos have been virtually staged...

1006 16th Ter, Key West

$1,180,000

Tropical charm, flexible living, and a fantastic location—welcome to 2109 Seidenberg Avenue in the heart of Key West's New Town. This updated 3-bedroom, 2-bath home includes a separate, fully equipped guest cottage—perfect for visiting friends and family or as a private space for extended stays. From the moment you arrive, you'll feel the laid-back island vibe. Light flows through the home's open and airy layout, accented by beautiful hardwood floors and a remodeled kitchen with stainless steel appliances. The main home invites relaxation, while the tropical landscaping, mango tree, and welcoming front and back porches make enjoying island life a breeze. Enjoy peace of mind with hurricane impact windows and doors, plus a brand-new roof completed in July 2024. The low-maintenance turf front yard keeps things clean and green all year round, and the detached garage adds extra storage or parking flexibility. Whether you're looking for a primary residence, tropical retreat, or a Key West home with guest space built in, 2109 Seidenberg delivers. Just minutes from beaches, schools, shopping, and all the fun the island has to offer. The home comes fully furnished (minus a few personal paintings), so you can settle in and start enjoying island life from day one.

4 Beds ⋅ 3 Baths ⋅ 614452 MLS

Tropical charm, flexible living, and a fantastic location—welcome to 2109 Seidenberg Avenue in the heart of Key West's New Town. This updated 3-bedroom, 2-bath home includes a separate, fully equipped guest cottage—perfect for visiting friends and family or as a private space for extended stays. From the moment you arrive, you'll feel the laid-back island vibe. Light flows through the home's open and airy layout, accented by beautiful hardwood floors and a remodeled kitchen with stainless steel appliances. The main home invites relaxation, while the tropical landscaping, mango tree, and welcoming front and back porches make enjoying island life a breeze. Enjoy peace of mind with hurricane impact windows and doors, plus a brand-new roof completed in July 2024. The low-maintenance turf front yard keeps things clean and green all year round, and the detached garage adds extra storage or parking flexibility. Whether you're looking for a primary residence, tropical retreat, or a Key West home with guest space built in, 2109 Seidenberg delivers. Just minutes from beaches, schools, shopping, and all the fun the island has to offer. The home comes fully furnished (minus a few personal paintings), so you can settle in and start enjoying island life from day one.

2109 Seidenberg Ave, Key West

$1,175,000

The Secret Garden House on Johnson Lane is more than a home, this is a hidden sanctuary in the heart of Old Town Key West -- a soulful retreat where historic architecture, tropical landscape, and effortless indoor-outdoor living exist in complete harmony. Rich in character, creativity, and quiet beauty, the property captures the essence of authentic island living with a sense of intimacy and calm that feels worlds away. Celebrated for its distinctive design, the home has been featured in Design Within Reach Magazine and other notable publications highlighting its iconic interpretation of tropical modernism and handcrafted island living. Originally built as two modest cigar workers' cottages in the early 1900s, the homes were thoughtfully joined and transformed into a one-of-a-kind compound that honors the simplicity and artistry of old Key West. Lush exotic and indigenous landscaping unfolds as a private garden escape layered with mature palms, native plantings, orchids, and a rare working well that speaks to the home's historic roots. Natural light and warm ocean breezes move effortlessly throughout the interiors. Skylights, louvered openings, covered breezeways, and disappearing sliders create a seamless connection between inside and out, while handcrafted details and natural materials bring warmth and texture to every space. The interiors are understated yet deeply refined -- exposed beams, whitewashed walls, custom built-ins, lofted spaces, and quiet corners designed for reading, creating, and gathering. Every room feels intentional, balancing simplicity with an unmistakable sense of soul. Outdoor living is woven into the experience of the home. Intimate decks, shaded seating areas, and garden pathways invite slow mornings, candlelit dinners, and evenings spent beneath the palms surrounded by the sounds of the tropics. Private, artistic, and entirely authentic, this is the kind of Key West property rarely offered.

2 Beds ⋅ 2 Baths ⋅ 619811 MLS

The Secret Garden House on Johnson Lane is more than a home, this is a hidden sanctuary in the heart of Old Town Key West -- a soulful retreat where historic architecture, tropical landscape, and effortless indoor-outdoor living exist in complete harmony. Rich in character, creativity, and quiet beauty, the property captures the essence of authentic island living with a sense of intimacy and calm that feels worlds away. Celebrated for its distinctive design, the home has been featured in Design Within Reach Magazine and other notable publications highlighting its iconic interpretation of tropical modernism and handcrafted island living. Originally built as two modest cigar workers' cottages in the early 1900s, the homes were thoughtfully joined and transformed into a one-of-a-kind compound that honors the simplicity and artistry of old Key West. Lush exotic and indigenous landscaping unfolds as a private garden escape layered with mature palms, native plantings, orchids, and a rare working well that speaks to the home's historic roots. Natural light and warm ocean breezes move effortlessly throughout the interiors. Skylights, louvered openings, covered breezeways, and disappearing sliders create a seamless connection between inside and out, while handcrafted details and natural materials bring warmth and texture to every space. The interiors are understated yet deeply refined -- exposed beams, whitewashed walls, custom built-ins, lofted spaces, and quiet corners designed for reading, creating, and gathering. Every room feels intentional, balancing simplicity with an unmistakable sense of soul. Outdoor living is woven into the experience of the home. Intimate decks, shaded seating areas, and garden pathways invite slow mornings, candlelit dinners, and evenings spent beneath the palms surrounded by the sounds of the tropics. Private, artistic, and entirely authentic, this is the kind of Key West property rarely offered.

816 Johnson Ln, Key West

$1,170,000

Hidden away on one of Old Town's most storied streets, 1016 Varela St. Rear is the kind of Key West address that feels like a private discovery. Originally constructed in the 1920s, this piece of living Key West history has been thoughtfully renovated while honoring the character that only a century of island life can impart. Tucked discreetly behind the street, the fully restored 3-bedroom, 3-bathroom residence offers a rare sense of seclusion in the heart of historic Old Town -- without sacrificing a single step of the legendary walkability that defines this neighborhood. Duval Street, world-class dining, the harbor, and the full tapestry of Key West life are all moments away on foot. Arrive home to a covered front porch -- the quintessential Key West perch for morning coffee or evening cocktails. Inside, soaring cathedral ceilings flood the living spaces with light and volume, while refinished hardwood floors, an updated kitchen, and impact windows throughout speak to a renovation done with care and intention. The private rear yard offers room for a pool, a rare opportunity to create your own tropical retreat in the heart of Old Town. A separate upstairs apartment with its own private entrance offers exceptional flexibility: a sanctuary for a young adult, an elegant in-law suite, or an income-producing rental that helps carry the property. For the discerning buyer, two details stand above the rest: 1016 Varela Rear sits in an X flood zone -- the premier flood designation in the Keys, carrying no flood insurance requirement -- and the property carries an assumable VA loan, a remarkable financial advantage for qualified buyers in today's market. In Old Town Key West, a century-old home with this much flexibility and this little compromise is extraordinarily rare. Welcome to your hidden corner of paradise.

3 Beds ⋅ 3 Baths ⋅ 619952 MLS

Hidden away on one of Old Town's most storied streets, 1016 Varela St. Rear is the kind of Key West address that feels like a private discovery. Originally constructed in the 1920s, this piece of living Key West history has been thoughtfully renovated while honoring the character that only a century of island life can impart. Tucked discreetly behind the street, the fully restored 3-bedroom, 3-bathroom residence offers a rare sense of seclusion in the heart of historic Old Town -- without sacrificing a single step of the legendary walkability that defines this neighborhood. Duval Street, world-class dining, the harbor, and the full tapestry of Key West life are all moments away on foot. Arrive home to a covered front porch -- the quintessential Key West perch for morning coffee or evening cocktails. Inside, soaring cathedral ceilings flood the living spaces with light and volume, while refinished hardwood floors, an updated kitchen, and impact windows throughout speak to a renovation done with care and intention. The private rear yard offers room for a pool, a rare opportunity to create your own tropical retreat in the heart of Old Town. A separate upstairs apartment with its own private entrance offers exceptional flexibility: a sanctuary for a young adult, an elegant in-law suite, or an income-producing rental that helps carry the property. For the discerning buyer, two details stand above the rest: 1016 Varela Rear sits in an X flood zone -- the premier flood designation in the Keys, carrying no flood insurance requirement -- and the property carries an assumable VA loan, a remarkable financial advantage for qualified buyers in today's market. In Old Town Key West, a century-old home with this much flexibility and this little compromise is extraordinarily rare. Welcome to your hidden corner of paradise.

1016 Varela St Unit Rear, Key West

$1,165,000

Rare opportunity to own a luxury 2-bedroom, 2-bath condo-hotel residence with full transient nightly rental rights at the renowned Santa Maria Suites Resort. This turnkey property generated nearly $200,000 in actual gross rental revenue in 2025, offering strong income performance while preserving the flexibility of personal use. Located just one block from world-famous Duval Street, the resort blends a prime Old Town location with a private, resort-style atmosphere. Owners and guests enjoy walkability to dining and shopping while returning home to a quiet luxury setting. This residence is one of the few desirable single-level, pool-facing units in the complex. The layout features spacious living and dining areas, a well-equipped kitchen, and two comfortable bedroom suites.. Built in 2006 and consistently recognized as one of the island's premier resorts, the property offers amenities including off-street parking, 24-hour fitness center, and concierge services. Comprehensive interior renovations to the units, along with upgrades to the pool and gym, are planned for completion in 2027. The current owner has paid nearly the entire special assessment related to these improvements. Buyers may choose their own management company or negotiate with the existing on-site operator. All reservations within 180 days of closing must be honored. The property is being sold fully furnished and with future bookings in place, providing a seamless transition and immediate income continuity. Whether you are seeking a high-performing investment, a second home, or a hybrid ownership model, this residence delivers income potential in one of the most supply-constrained markets in the country. Own a piece of Key West that works for you — financially and personally.

2 Beds ⋅ 2 Baths ⋅ 618368 MLS

Rare opportunity to own a luxury 2-bedroom, 2-bath condo-hotel residence with full transient nightly rental rights at the renowned Santa Maria Suites Resort. This turnkey property generated nearly $200,000 in actual gross rental revenue in 2025, offering strong income performance while preserving the flexibility of personal use. Located just one block from world-famous Duval Street, the resort blends a prime Old Town location with a private, resort-style atmosphere. Owners and guests enjoy walkability to dining and shopping while returning home to a quiet luxury setting. This residence is one of the few desirable single-level, pool-facing units in the complex. The layout features spacious living and dining areas, a well-equipped kitchen, and two comfortable bedroom suites.. Built in 2006 and consistently recognized as one of the island's premier resorts, the property offers amenities including off-street parking, 24-hour fitness center, and concierge services. Comprehensive interior renovations to the units, along with upgrades to the pool and gym, are planned for completion in 2027. The current owner has paid nearly the entire special assessment related to these improvements. Buyers may choose their own management company or negotiate with the existing on-site operator. All reservations within 180 days of closing must be honored. The property is being sold fully furnished and with future bookings in place, providing a seamless transition and immediate income continuity. Whether you are seeking a high-performing investment, a second home, or a hybrid ownership model, this residence delivers income potential in one of the most supply-constrained markets in the country. Own a piece of Key West that works for you — financially and personally.

1401 Simonton St Unit 16, Key West

$1,160,000

Wonderfully charming townhome on peaceful Porter Lane in the Truman Annex, this 2 bedroom/2.5 bathroom home has been completed updated. From the kitchen with the oversized quartz counter tops and self closing cabinets, to the beautifully done two full bathrooms (and 1/2 bathroom) to the flooring (engineered vinyl and tile), to the Asics decking, this place hits all the boxes. Add in impact windows and doors for safety and peace and quiet to the plantation shutters throughout the townhome and this has it all. The patio out back is perfect for grilling and a spot to enjoy the outdoor life of Key West. The pool is a short walk down the lane. Included is a covered carport with storage. Location is fabulous with Duval St just two blocks away and Mallory Square, the Truman Waterfront, the Coffee Butler Amphitheater and Ft Zachary Taylor State Park just a short walk. This is the perfect spot for your Key West home.

2 Beds ⋅ 3 Baths ⋅ 617609 MLS

Wonderfully charming townhome on peaceful Porter Lane in the Truman Annex, this 2 bedroom/2.5 bathroom home has been completed updated. From the kitchen with the oversized quartz counter tops and self closing cabinets, to the beautifully done two full bathrooms (and 1/2 bathroom) to the flooring (engineered vinyl and tile), to the Asics decking, this place hits all the boxes. Add in impact windows and doors for safety and peace and quiet to the plantation shutters throughout the townhome and this has it all. The patio out back is perfect for grilling and a spot to enjoy the outdoor life of Key West. The pool is a short walk down the lane. Included is a covered carport with storage. Location is fabulous with Duval St just two blocks away and Mallory Square, the Truman Waterfront, the Coffee Butler Amphitheater and Ft Zachary Taylor State Park just a short walk. This is the perfect spot for your Key West home.

548 Porter Ln, Key West

$1,150,000

Welcome home! Charming Old Town Key West Cottage with Off-Street Parking. Situated on a desirable corner lot in Old Town, this 2-bedroom, 1-bath conch cottage offers the quintessential Key West lifestyle. Inside, natural light highlights the home's historic Dade County pine walls and original wood floors, blending timeless character with modern comfort. The updated kitchen and dining area create an inviting space for entertaining, flowing seamlessly into the living room and extending to a private outdoor retreat. Located in the desirable X flood zone, this property combines historic charm, modern updates, and an exceptional location--everything you need to experience the best of Key West living.

2 Beds ⋅ 1 Baths ⋅ 620334 MLS

Welcome home! Charming Old Town Key West Cottage with Off-Street Parking. Situated on a desirable corner lot in Old Town, this 2-bedroom, 1-bath conch cottage offers the quintessential Key West lifestyle. Inside, natural light highlights the home's historic Dade County pine walls and original wood floors, blending timeless character with modern comfort. The updated kitchen and dining area create an inviting space for entertaining, flowing seamlessly into the living room and extending to a private outdoor retreat. Located in the desirable X flood zone, this property combines historic charm, modern updates, and an exceptional location--everything you need to experience the best of Key West living.

1124 Watson St, Key West

$1,150,000

New Listing! Discover Your Tropical Oasis in a Mid-Century 3BR/3BA Home in Midtown West. This secluded corner property is ideally located near beaches, pickleball/tennis courts, dog park, Old Town Key West, and other KW attractions. Enhance your living experience with this resort-like home, meticulously designed for entertaining with tropically landscaped, fenced yard, expansive deck, sizable in-ground swimming pool and rooms that open onto a large, lush tropical courtyard pool area. Main Level offers a generously sized living room featuring a fireplace, tall ceilings, a sun-drenched great room with French doors to pool area, built-in banquette seating with storage for the perfect reading nook, and open space for dining indoors when not using the covered outdoor area. Primary Suite boasts a tall wood beam ceiling, attached bathroom featuring a custom stonework shower and double vanities, walk-in closet with built-ins, and access to the pool and a private garden area. The second level has guest room with a modern en suite bathroom and large closets. Additional bedroom on main level is perfect for guests with private deck entrance and attached bath. Outdoor space is amazing with a large, covered deck ideal for al fresco dining or enjoying a book in the shade. Ample outdoor space with plenty of yard space, garden areas, and gated off-street parking. Central AC. Corner lot with 7200+ sq ft. Heated Pool.

3 Beds ⋅ 3 Baths ⋅ 616401 MLS

New Listing! Discover Your Tropical Oasis in a Mid-Century 3BR/3BA Home in Midtown West. This secluded corner property is ideally located near beaches, pickleball/tennis courts, dog park, Old Town Key West, and other KW attractions. Enhance your living experience with this resort-like home, meticulously designed for entertaining with tropically landscaped, fenced yard, expansive deck, sizable in-ground swimming pool and rooms that open onto a large, lush tropical courtyard pool area. Main Level offers a generously sized living room featuring a fireplace, tall ceilings, a sun-drenched great room with French doors to pool area, built-in banquette seating with storage for the perfect reading nook, and open space for dining indoors when not using the covered outdoor area. Primary Suite boasts a tall wood beam ceiling, attached bathroom featuring a custom stonework shower and double vanities, walk-in closet with built-ins, and access to the pool and a private garden area. The second level has guest room with a modern en suite bathroom and large closets. Additional bedroom on main level is perfect for guests with private deck entrance and attached bath. Outdoor space is amazing with a large, covered deck ideal for al fresco dining or enjoying a book in the shade. Ample outdoor space with plenty of yard space, garden areas, and gated off-street parking. Central AC. Corner lot with 7200+ sq ft. Heated Pool.

1730 Flagler Ave, Key West

$1,150,000

Experience the charm of Old Town Key West with this rare ground-floor corner residence at 918 Southern Street, Unit 105. This beautifully appointed two-bedroom, two-bath condo combines the ease of single-level living with timeless island style. The spacious wraparound porch, unique to this corner unit, offers an inviting space to relax in the shade of lush tropical landscaping, perfect for morning coffee, evening cocktails, or casual entertaining. Inside, the home is filled with natural light from multiple exposures, enhancing its open and airy floor plan. The well-designed layout provides both comfort and privacy, making it ideal as a primary residence, vacation retreat, or investment property. Set within an intimate community, residents enjoy exclusive access to a sparkling shared pool—a private oasis in the heart of Old Town. Step outside your door and you're just moments from Key West's world-renowned dining, shopping, galleries, and cultural landmarks, as well beaches and vibrant waterfront attractions. This property is a rare opportunity to enjoy the best of both worlds: the tranquility of a private retreat and the excitement of Old Town living at your doorstep. Please note that Highest and best offer must be submitted before Monday October 6, 1PM This is an Active Monthly rental...

2 Beds ⋅ 2 Baths ⋅ 616634 MLS

Experience the charm of Old Town Key West with this rare ground-floor corner residence at 918 Southern Street, Unit 105. This beautifully appointed two-bedroom, two-bath condo combines the ease of single-level living with timeless island style. The spacious wraparound porch, unique to this corner unit, offers an inviting space to relax in the shade of lush tropical landscaping, perfect for morning coffee, evening cocktails, or casual entertaining. Inside, the home is filled with natural light from multiple exposures, enhancing its open and airy floor plan. The well-designed layout provides both comfort and privacy, making it ideal as a primary residence, vacation retreat, or investment property. Set within an intimate community, residents enjoy exclusive access to a sparkling shared pool—a private oasis in the heart of Old Town. Step outside your door and you're just moments from Key West's world-renowned dining, shopping, galleries, and cultural landmarks, as well beaches and vibrant waterfront attractions. This property is a rare opportunity to enjoy the best of both worlds: the tranquility of a private retreat and the excitement of Old Town living at your doorstep. Please note that Highest and best offer must be submitted before Monday October 6, 1PM This is an Active Monthly rental...

918 Southard St Unit 105, Key West

$1,150,000

Welcome to 2827 Staples Avenue, a beautifully updated Key West residence where timeless island charm meets modern living. From its manicured front lawn framed by tropical landscaping and a welcoming front porch, to its private backyard retreat, this home captures the essence of easy Key West living. Inside, the open layout flows effortlessly with vaulted ceilings, abundant natural light, and a blend of hardwood and modern plank flooring. The remodeled kitchen features quartz countertops, shaker cabinetry, and stainless steel appliances, while the bathrooms have been thoughtfully designed with spa-inspired finishes including a soaking tub, dual vanities, and a walk-in shower. A dedicated laundry room and multiple living areas provide comfort and convenience. Step outside to your private tropical retreat, complete with a sparkling pool, covered porch with fans and string lighting, lush landscaping, and a custom-built bar perfect for entertaining family and friends. What truly sets this property apart is the solar panel system, designed to provide energy efficiency and keep electric bills almost nonexistent—an incredible benefit rarely found in the Keys. Centrally located in Midtown, this home offers the perfect blend of style, sustainability, and the relaxed island lifestyle, just minutes from beaches, dining, and Old Town.

4 Beds ⋅ 2 Baths ⋅ 616764 MLS

Welcome to 2827 Staples Avenue, a beautifully updated Key West residence where timeless island charm meets modern living. From its manicured front lawn framed by tropical landscaping and a welcoming front porch, to its private backyard retreat, this home captures the essence of easy Key West living. Inside, the open layout flows effortlessly with vaulted ceilings, abundant natural light, and a blend of hardwood and modern plank flooring. The remodeled kitchen features quartz countertops, shaker cabinetry, and stainless steel appliances, while the bathrooms have been thoughtfully designed with spa-inspired finishes including a soaking tub, dual vanities, and a walk-in shower. A dedicated laundry room and multiple living areas provide comfort and convenience. Step outside to your private tropical retreat, complete with a sparkling pool, covered porch with fans and string lighting, lush landscaping, and a custom-built bar perfect for entertaining family and friends. What truly sets this property apart is the solar panel system, designed to provide energy efficiency and keep electric bills almost nonexistent—an incredible benefit rarely found in the Keys. Centrally located in Midtown, this home offers the perfect blend of style, sustainability, and the relaxed island lifestyle, just minutes from beaches, dining, and Old Town.

2827 Staples Ave, Key West

$1,150,000

This spacious 3-bedroom, 2-bathroom home is ideal for entertaining and perfectly suited for large family gatherings. Nestled on an oversized, fully fenced corner lot, this tropical oasis features a sparkling saltwater pool, an enclosed garage, and gated parking in the front. A second gated entrance at the rear provides additional space for extra vehicles, an RV, boat, or trailer. The garage also includes a removable access panel, allowing for convenient golf-cart parking inside. Step through the front door into an inviting open-concept living and dining area that flows seamlessly into a well-appointed kitchen complete with a breakfast bar and a generous walk-in pantry. The three bedrooms are thoughtfully positioned in separate corners of the home for optimal privacy. The primary suite offers French doors opening to the backyard and a large en-suite bath with a soaking tub, double vanities, and an oversized spa shower. The second bedroom also features an en-suite bath and sliding doors leading directly to the pool area. A bonus room—currently used as an office—can easily serve as a fourth bedroom or playroom, and the large laundry room provides plenty of additional storage. Just off the kitchen pantry sits the enclosed garage, equipped with a workshop, second refrigerator/freezer, and abundant storage space. This smart home allows you to control blinds, lighting, fans, and thermostat from your phone. The home is powered by Tesla solar batteries/panels, keeping monthly electric bills impressively low. Call for your private showing today.

3 Beds ⋅ 2 Baths ⋅ 617841 MLS

This spacious 3-bedroom, 2-bathroom home is ideal for entertaining and perfectly suited for large family gatherings. Nestled on an oversized, fully fenced corner lot, this tropical oasis features a sparkling saltwater pool, an enclosed garage, and gated parking in the front. A second gated entrance at the rear provides additional space for extra vehicles, an RV, boat, or trailer. The garage also includes a removable access panel, allowing for convenient golf-cart parking inside. Step through the front door into an inviting open-concept living and dining area that flows seamlessly into a well-appointed kitchen complete with a breakfast bar and a generous walk-in pantry. The three bedrooms are thoughtfully positioned in separate corners of the home for optimal privacy. The primary suite offers French doors opening to the backyard and a large en-suite bath with a soaking tub, double vanities, and an oversized spa shower. The second bedroom also features an en-suite bath and sliding doors leading directly to the pool area. A bonus room—currently used as an office—can easily serve as a fourth bedroom or playroom, and the large laundry room provides plenty of additional storage. Just off the kitchen pantry sits the enclosed garage, equipped with a workshop, second refrigerator/freezer, and abundant storage space. This smart home allows you to control blinds, lighting, fans, and thermostat from your phone. The home is powered by Tesla solar batteries/panels, keeping monthly electric bills impressively low. Call for your private showing today.

1221 20th St, Key West

$1,135,000

Welcome to 1120 Stump Lane, a beautifully renovated 2-bedroom, 2-bath retreat tucked away on a highly desirable and quiet lane in the heart of Old Town Key West. This turnkey home offers true peace of mind, with major updates completed in recent years, including a new roof, plumbing, air conditioning systems, and electrical. Impact windows and doors further enhance comfort and security. From the moment you arrive, you'll be charmed by the inviting front porch, classic wood shutters, and quality craftsmanship throughout. Inside, the living room welcomes you with stunning vaulted ceilings and an airy, open feel. The thoughtfully designed floor plan flows seamlessly into the fully renovated kitchen, featuring an island, bar top with seating, quartz countertop, upgraded appliances, and abundant cabinetry. The first floor also offers a guest bedroom, a full bath, and a convenient laundry area. Upstairs, the primary suite provides a peaceful escape, complete with an ensuite bathroom, office nook, built-ins, and two closets for ample storage. Step outside to your private backyard oasis, where a composite deck and low-maintenance yard create the perfect setting for sunbathing, relaxing, or enjoying an al fresco meal. The location is unbeatable--just a short stroll to top-rated restaurants, the historic seaport, charming shops and boutiques, and world-famous Duval Street--yet quietly removed on a serene, private lane. Move right in and start enjoying the best of Key West living.

2 Beds ⋅ 2 Baths ⋅ 618951 MLS

Welcome to 1120 Stump Lane, a beautifully renovated 2-bedroom, 2-bath retreat tucked away on a highly desirable and quiet lane in the heart of Old Town Key West. This turnkey home offers true peace of mind, with major updates completed in recent years, including a new roof, plumbing, air conditioning systems, and electrical. Impact windows and doors further enhance comfort and security. From the moment you arrive, you'll be charmed by the inviting front porch, classic wood shutters, and quality craftsmanship throughout. Inside, the living room welcomes you with stunning vaulted ceilings and an airy, open feel. The thoughtfully designed floor plan flows seamlessly into the fully renovated kitchen, featuring an island, bar top with seating, quartz countertop, upgraded appliances, and abundant cabinetry. The first floor also offers a guest bedroom, a full bath, and a convenient laundry area. Upstairs, the primary suite provides a peaceful escape, complete with an ensuite bathroom, office nook, built-ins, and two closets for ample storage. Step outside to your private backyard oasis, where a composite deck and low-maintenance yard create the perfect setting for sunbathing, relaxing, or enjoying an al fresco meal. The location is unbeatable--just a short stroll to top-rated restaurants, the historic seaport, charming shops and boutiques, and world-famous Duval Street--yet quietly removed on a serene, private lane. Move right in and start enjoying the best of Key West living.

1120 Stump Ln, Key West

$1,130,000

Welcome to one of Key West's most inviting neighborhoods, where tree-lined streets and a true sense of community create the perfect backdrop for Island Living. From 1705 Von-Phister, you can bike to the beach in minutes, take the golf cart to downtown for dining and entertainment or simply relax at home in a quiet, family friendly setting. This property's elevation is at 6.5 Ft and has an assumable & affordable flood Insurance Policy of $1900 per year. One Level living with 3 spacious bedrooms, 2 of which are ensuite and all three have great closet space. Master bedroom features a double patio door leading out to the rear garden with private sun filled new deck area and ample space available for a pool; permitting currently in progress. All 3 bathrooms have been recently updated with new fixtures, floors and a stunning combination of Ceramic tile & quartz Stone. Exterior features two structures, one of which could be a pool cabana or work studio, already equipped with power. The second structure is smaller offers an excellent storage option. A generous side yard side offers a convenient entrance from your vehicle and additional storage of kayaks, paddleboards, bikes and scooters. Off street parking and large spacious front garden. A neighborhood gem that offers convenience and community - ready to be enjoyed from the moment you sign on the dotted Line. Being offered furnished to facilitate a stress-free move-in experience.

3 Beds ⋅ 3 Baths ⋅ 616522 MLS

Welcome to one of Key West's most inviting neighborhoods, where tree-lined streets and a true sense of community create the perfect backdrop for Island Living. From 1705 Von-Phister, you can bike to the beach in minutes, take the golf cart to downtown for dining and entertainment or simply relax at home in a quiet, family friendly setting. This property's elevation is at 6.5 Ft and has an assumable & affordable flood Insurance Policy of $1900 per year. One Level living with 3 spacious bedrooms, 2 of which are ensuite and all three have great closet space. Master bedroom features a double patio door leading out to the rear garden with private sun filled new deck area and ample space available for a pool; permitting currently in progress. All 3 bathrooms have been recently updated with new fixtures, floors and a stunning combination of Ceramic tile & quartz Stone. Exterior features two structures, one of which could be a pool cabana or work studio, already equipped with power. The second structure is smaller offers an excellent storage option. A generous side yard side offers a convenient entrance from your vehicle and additional storage of kayaks, paddleboards, bikes and scooters. Off street parking and large spacious front garden. A neighborhood gem that offers convenience and community - ready to be enjoyed from the moment you sign on the dotted Line. Being offered furnished to facilitate a stress-free move-in experience.

1705 Von Phister St, Key West

$1,125,000

Nestled along the lush 16th fairway of the Key West Golf Club, this beautifully upgraded 3-bedroom, 2.5-bath residence offers the perfect blend of privacy, style, and island charm. A rare find, the home also includes a versatile office space that can easily serve as a fourth bedroom , ideal for guests or a growing family. Step inside the 1600 sqft area to discover a bright, open floor plan with an updated kitchen featuring modern cabinetry, stainless appliances, and sleek stone countertops. The living room opens to an expansive, fully-screened back porch and sun deck overlooking your private pool, complete with a gazebo, definitely a perfect oasis for relaxing or entertaining after a round of golf. Upstairs, the primary suite offers its own screened patio with tranquil views of the tropical landscaping and golf course beyond and high cathedral ceilings. Both bathrooms have been tastefully renovated with contemporary finishes, while the entire home is equipped with hurricane shutters, including coverage for the porches and upper decks. Additional highlights include: Covered two-car carport, low-maintenance tropical landscaping, quiet cul-de-sac location within the gated community (Sanctuary) and access to resort-style amenities including two heated pools, fitness center, and 24-hour security Whether as a full-time residence or a luxury retreat, 283 Golf Club Drive delivers the best of island living just minutes from Old Town Key West.

3 Beds ⋅ 3 Baths ⋅ 616899 MLS

Nestled along the lush 16th fairway of the Key West Golf Club, this beautifully upgraded 3-bedroom, 2.5-bath residence offers the perfect blend of privacy, style, and island charm. A rare find, the home also includes a versatile office space that can easily serve as a fourth bedroom , ideal for guests or a growing family. Step inside the 1600 sqft area to discover a bright, open floor plan with an updated kitchen featuring modern cabinetry, stainless appliances, and sleek stone countertops. The living room opens to an expansive, fully-screened back porch and sun deck overlooking your private pool, complete with a gazebo, definitely a perfect oasis for relaxing or entertaining after a round of golf. Upstairs, the primary suite offers its own screened patio with tranquil views of the tropical landscaping and golf course beyond and high cathedral ceilings. Both bathrooms have been tastefully renovated with contemporary finishes, while the entire home is equipped with hurricane shutters, including coverage for the porches and upper decks. Additional highlights include: Covered two-car carport, low-maintenance tropical landscaping, quiet cul-de-sac location within the gated community (Sanctuary) and access to resort-style amenities including two heated pools, fitness center, and 24-hour security Whether as a full-time residence or a luxury retreat, 283 Golf Club Drive delivers the best of island living just minutes from Old Town Key West.

283 Golf Club Dr, Key West

$1,125,000

Ocean Views! Over 2730 interior sq ft townhome with Ocean Views! This is the largest floor plan at SeaSide Court. Boasting 6 balconies - 4 bed - 4 bath - 3 levels over private garage. Only one other of these largest floor plans has come up for sell in the MLS in three years! Concrete construction with impact rated windows & doors gives you lock it & leave convenience. Features stainless steel kitchen appliances, two garden tubs & four showers. For your convenience it has trash and laundry chutes on multiple floors plus parking for three cars (one inside private garage, one in exclusive space outside the garage and one is in open parking around the pool). No attached unit on one side of this town home. On the ground level you have garage, interior storage, laundry room and covered area leading out to a secluded (fenced) courtyard. This is a great space for entertaining, dinning, bar area, etc... to enjoy our mild winter weather. Some owners in this community have built small, private pools in their court yards (this one does NOT have a private pool). Up on the roof you'll find a small, private roof top deck for enjoying sunrises, sunsets, star gazing or working on your tan! The SeaSide complex is gated, has two pools and a club house with weight / work out room. The private elevator goes from the ground level up to all three levels & has just been serviced. The roof-top deck is accessible from a 'ships ladder' only. Proof of funds or mortgage pre-qual required before showing and must accompany all offers. HOA fees cover wind insurance but not flood. See documents tab for Assoc docs, budget, etc...

4 Beds ⋅ 4 Baths ⋅ 617821 MLS

Ocean Views! Over 2730 interior sq ft townhome with Ocean Views! This is the largest floor plan at SeaSide Court. Boasting 6 balconies - 4 bed - 4 bath - 3 levels over private garage. Only one other of these largest floor plans has come up for sell in the MLS in three years! Concrete construction with impact rated windows & doors gives you lock it & leave convenience. Features stainless steel kitchen appliances, two garden tubs & four showers. For your convenience it has trash and laundry chutes on multiple floors plus parking for three cars (one inside private garage, one in exclusive space outside the garage and one is in open parking around the pool). No attached unit on one side of this town home. On the ground level you have garage, interior storage, laundry room and covered area leading out to a secluded (fenced) courtyard. This is a great space for entertaining, dinning, bar area, etc... to enjoy our mild winter weather. Some owners in this community have built small, private pools in their court yards (this one does NOT have a private pool). Up on the roof you'll find a small, private roof top deck for enjoying sunrises, sunsets, star gazing or working on your tan! The SeaSide complex is gated, has two pools and a club house with weight / work out room. The private elevator goes from the ground level up to all three levels & has just been serviced. The roof-top deck is accessible from a 'ships ladder' only. Proof of funds or mortgage pre-qual required before showing and must accompany all offers. HOA fees cover wind insurance but not flood. See documents tab for Assoc docs, budget, etc...

43 Seaside South Ct, Key West

$1,125,000

PRICED TO SELL! 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, you'll 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, it's situated next to one of the island's rare nature preserves, giving you direct access to peaceful trails and beautiful natural surroundings. Don't miss out on this extraordinary opportunity piece of paradise which has it all.

5 Beds ⋅ 3 Baths ⋅ 614774 MLS

PRICED TO SELL! 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, you'll 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, it's situated next to one of the island's rare nature preserves, giving you direct access to peaceful trails and beautiful natural surroundings. Don't miss out on this extraordinary opportunity piece of paradise which has it all.

1609 Trinidad Dr, Key West

$1,119,000

Beautifully appointed two-story, single family residence offers approx. 1,600 sq ft of living space with three bedrooms plus a flexible bonus room ideal for a home office or optional fourth sleeping area, complete with custom built-in bookcases. The open-concept main living area flows effortlessly into a spacious screened porch, while the primary suite enjoys its own open balcony showcasing tranquil golf course vistas. Interior features include crown molding, ceramic plank floors upstairs and a generous kitchen that anchors the main living space for easy entertaining. Upstairs, the split-bedroom layout provides privacy, with the primary suite separated from the guest rooms and framed by peaceful lake views. Offered fully furnished for added convenience, this home also features a metal roof, accordion and roll-down shutters, fenced exterior, and two open parking spaces. Residents of Key West Golf Club enjoy resort like amenities including gated security, clubhouse access, community pool, on-site management, cable, and common area maintenance all included in the monthly HOA.

3 Beds ⋅ 3 Baths ⋅ 618584 MLS

Beautifully appointed two-story, single family residence offers approx. 1,600 sq ft of living space with three bedrooms plus a flexible bonus room ideal for a home office or optional fourth sleeping area, complete with custom built-in bookcases. The open-concept main living area flows effortlessly into a spacious screened porch, while the primary suite enjoys its own open balcony showcasing tranquil golf course vistas. Interior features include crown molding, ceramic plank floors upstairs and a generous kitchen that anchors the main living space for easy entertaining. Upstairs, the split-bedroom layout provides privacy, with the primary suite separated from the guest rooms and framed by peaceful lake views. Offered fully furnished for added convenience, this home also features a metal roof, accordion and roll-down shutters, fenced exterior, and two open parking spaces. Residents of Key West Golf Club enjoy resort like amenities including gated security, clubhouse access, community pool, on-site management, cable, and common area maintenance all included in the monthly HOA.

6 Spoonbill Way, Key West

$1,112,500

Charming Key West Home on a Quiet Cul-de-Sac, centrally located in Mid-Town Key West. This spacious and inviting 4-bedroom, 3-bathroom home offers the ultimate blend of relaxation and functionality. Designed for both everyday comfort and effortless entertaining. The open floor plan provides three separate living areas on three different floors, perfect for large families or for extended family. Enjoy tranquility and privacy all while being minutes away from beaches, dining, entertainment, and world-famous Duval Street. The backyard is perfect for entertaining; it features a covered an outdoor kitchen and dining area with lots of cabinets and storage. Low maintenance property with plenty of off-street parking. Metal roof installed in 2020. Additionally, the home is equipped with solar panels that keep the electric bills at a minimum. Owners are licensed real estate professionals .

4 Beds ⋅ 3 Baths ⋅ 616187 MLS

Charming Key West Home on a Quiet Cul-de-Sac, centrally located in Mid-Town Key West. This spacious and inviting 4-bedroom, 3-bathroom home offers the ultimate blend of relaxation and functionality. Designed for both everyday comfort and effortless entertaining. The open floor plan provides three separate living areas on three different floors, perfect for large families or for extended family. Enjoy tranquility and privacy all while being minutes away from beaches, dining, entertainment, and world-famous Duval Street. The backyard is perfect for entertaining; it features a covered an outdoor kitchen and dining area with lots of cabinets and storage. Low maintenance property with plenty of off-street parking. Metal roof installed in 2020. Additionally, the home is equipped with solar panels that keep the electric bills at a minimum. Owners are licensed real estate professionals .

2614 Seidenberg Ave, Key West

$1,110,000

30 foot pool, 3 bedroom, 2 bath home on a large, beautifully landscaped lot in Midtown West, Key West. Now $1.143m. Four blocks from the beach, 1713 Rose is nestled away with its three sister streets, in a quiet, serene neighborhood full of wonderful residents. A 5 minute walk to White Street Pier, Higgs Beach, Salute Restaurant, bocce/tennis courts and numerous parks (including a dog park), this location can't be beat. Close to downtown, and convenient to shopping, you are close to everything you could need or want, but are rewarded with a large, fenced yard, gigantic pool, off-street parking and the privacy everyone desires. 1713 Rose offers a spacious, eat-in kitchen w/ granite counters, solid wood cabinetry, double oven & newer, high-end SS appliances. Large livingroom with vaulted, 9ft ceilings connects to the dining area and leads to a covered lanai through French doors. Two spacious bedrooms w/ generous closets and a smaller guestroom (currently set up as an office) provide plenty of space for you and overnight company. There is also a 12 x 24 workshop with electricity that could be finished off to add almost 300 sf of additional living space. There are one and a 1/2 baths inside and an outside, full bathroom off the rear of house near the pool. Ceramic, easy to maintain, tile is throughout the home. The shining star of the property is its 12 x 30 ft, concrete lap pool. It is exquisite and perfectly maintained with heat and a brand new pump! The pool is surrounded with beautiful, lush vegetation to create a stunning view from the livingroom. Decking surrounds the pool and encompasses the entire rear of the house, offering multiple areas to relax and dine outside. Other valuable features include: New 200 amp electrical in 2012, plus additional sub panels for workshop, pool and exterior lighting. New central ac 2024, whole house generator and an elevated 8x10 steel storage shed. Come see!

3 Beds ⋅ 2 Baths ⋅ 618806 MLS

30 foot pool, 3 bedroom, 2 bath home on a large, beautifully landscaped lot in Midtown West, Key West. Now $1.143m. Four blocks from the beach, 1713 Rose is nestled away with its three sister streets, in a quiet, serene neighborhood full of wonderful residents. A 5 minute walk to White Street Pier, Higgs Beach, Salute Restaurant, bocce/tennis courts and numerous parks (including a dog park), this location can't be beat. Close to downtown, and convenient to shopping, you are close to everything you could need or want, but are rewarded with a large, fenced yard, gigantic pool, off-street parking and the privacy everyone desires. 1713 Rose offers a spacious, eat-in kitchen w/ granite counters, solid wood cabinetry, double oven & newer, high-end SS appliances. Large livingroom with vaulted, 9ft ceilings connects to the dining area and leads to a covered lanai through French doors. Two spacious bedrooms w/ generous closets and a smaller guestroom (currently set up as an office) provide plenty of space for you and overnight company. There is also a 12 x 24 workshop with electricity that could be finished off to add almost 300 sf of additional living space. There are one and a 1/2 baths inside and an outside, full bathroom off the rear of house near the pool. Ceramic, easy to maintain, tile is throughout the home. The shining star of the property is its 12 x 30 ft, concrete lap pool. It is exquisite and perfectly maintained with heat and a brand new pump! The pool is surrounded with beautiful, lush vegetation to create a stunning view from the livingroom. Decking surrounds the pool and encompasses the entire rear of the house, offering multiple areas to relax and dine outside. Other valuable features include: New 200 amp electrical in 2012, plus additional sub panels for workshop, pool and exterior lighting. New central ac 2024, whole house generator and an elevated 8x10 steel storage shed. Come see!

1713 Rose St, Key West

$1,105,000

Positioned in Old Town, Key West, 1118 Eaton Street blends 1925 character with contemporary luxury. This 2 bedroom, 2.5 bathroom residence is turn-key and move-in ready, having undergone a comprehensive renovation in 2017. Every inch of the home has been updated, providing modern systems within a classic Key West frame--including a premium metal roof installed in 2020. The interior is a celebration of island style, anchored by a stunning Dade County Pine staircase and railings that serve as a timeless focal point. Designed for effortless living, the layout features a desirable first-floor primary bedroom complete with a spacious, ensuite bathroom. The kitchen is outfitted with stainless steel appliances, while the convenience of an interior laundry room ensures modern functionality. In addition to the bedrooms, the home offers a versatile bonus room ideal for a home office, a quiet reading nook, or guest overflow that could accommodate a twin bed. Step outside to a private oasis with a cocktail pool and waterfall feature adorned with stunning blue mosaic tiles that creates a mesmerizing focal point. Lush landscaping surrounds the property, with towering palms and vibrant flora creating a sense of total seclusion. Located just moments from the Historic Seaport, local dining, and everyday essentials, this address offers a blend of walkability and relaxed island living.

2 Beds ⋅ 3 Baths ⋅ 619523 MLS

Positioned in Old Town, Key West, 1118 Eaton Street blends 1925 character with contemporary luxury. This 2 bedroom, 2.5 bathroom residence is turn-key and move-in ready, having undergone a comprehensive renovation in 2017. Every inch of the home has been updated, providing modern systems within a classic Key West frame--including a premium metal roof installed in 2020. The interior is a celebration of island style, anchored by a stunning Dade County Pine staircase and railings that serve as a timeless focal point. Designed for effortless living, the layout features a desirable first-floor primary bedroom complete with a spacious, ensuite bathroom. The kitchen is outfitted with stainless steel appliances, while the convenience of an interior laundry room ensures modern functionality. In addition to the bedrooms, the home offers a versatile bonus room ideal for a home office, a quiet reading nook, or guest overflow that could accommodate a twin bed. Step outside to a private oasis with a cocktail pool and waterfall feature adorned with stunning blue mosaic tiles that creates a mesmerizing focal point. Lush landscaping surrounds the property, with towering palms and vibrant flora creating a sense of total seclusion. Located just moments from the Historic Seaport, local dining, and everyday essentials, this address offers a blend of walkability and relaxed island living.

1118 Eaton St, Key West

$1,100,000

Don't miss this rare opportunity to own a legal duplex on a spacious 10,000 SqFt corner lot! The main residence, solid CBS construction, offers 2 bedrooms, 2 bathrooms, and a generous 2,004 SqFt of living space. The open-concept layout features a large living room, a well-appointed kitchen with an adjoining dining area, and plenty of natural light. There's also a garage, laundry room, and potential to easily add a third bedroom. The separate 2-bedroom, 1-bath cottage spans 660 SqFt—perfect for rental income, extended family, or a private guest house. Outside, the expansive yard offers endless possibilities. With plenty of space for a custom patio, outdoor kitchen, or fire pit, it's the ideal setup for entertaining, weekend gatherings, or simply enjoying the outdoors. Plenty of parking for multiple vehicles, a boat, or a trailer—perfect for those who need both space and versatility. Whether you're an investor or looking for a multi-generational living solution, this property is packed with potential and ready to make your vision a reality!

4 Beds ⋅ 3 Baths ⋅ 618862 MLS

Don't miss this rare opportunity to own a legal duplex on a spacious 10,000 SqFt corner lot! The main residence, solid CBS construction, offers 2 bedrooms, 2 bathrooms, and a generous 2,004 SqFt of living space. The open-concept layout features a large living room, a well-appointed kitchen with an adjoining dining area, and plenty of natural light. There's also a garage, laundry room, and potential to easily add a third bedroom. The separate 2-bedroom, 1-bath cottage spans 660 SqFt—perfect for rental income, extended family, or a private guest house. Outside, the expansive yard offers endless possibilities. With plenty of space for a custom patio, outdoor kitchen, or fire pit, it's the ideal setup for entertaining, weekend gatherings, or simply enjoying the outdoors. Plenty of parking for multiple vehicles, a boat, or a trailer—perfect for those who need both space and versatility. Whether you're an investor or looking for a multi-generational living solution, this property is packed with potential and ready to make your vision a reality!

1409 4th St, Key West

$1,100,000

Charming Old Town gem with endless possibilities Discover a rare opportunity in the heart of Old Town Key West! This property sits on an exceptionally large lot — a true find in this historic neighborhood. With plenty of room to expand, you can create your own island oasis by adding a pool, enlarging the existing home, or even building a separate guest cottage. Just a short stroll to lively Duval Street, you'll be steps away from world-class dining, art galleries, and live music — all while enjoying the peace and character of a classic Key West street. This home has never before been on the market, making it a truly special offering with incredible potential to customize your dream retreat in paradise.

3 Beds ⋅ 1 Baths ⋅ 616947 MLS

Charming Old Town gem with endless possibilities Discover a rare opportunity in the heart of Old Town Key West! This property sits on an exceptionally large lot — a true find in this historic neighborhood. With plenty of room to expand, you can create your own island oasis by adding a pool, enlarging the existing home, or even building a separate guest cottage. Just a short stroll to lively Duval Street, you'll be steps away from world-class dining, art galleries, and live music — all while enjoying the peace and character of a classic Key West street. This home has never before been on the market, making it a truly special offering with incredible potential to customize your dream retreat in paradise.

705 Chapman Ln, Key West

$1,100,000

Centrally located in the heart of Key West, this beautifully restored traditional Conch-style home offers two legal units and exceptional versatility. The first-floor residence features two bedrooms and two bathrooms, a charming covered front porch, and thoughtfully updated interiors that maintain authentic island character. Upstairs, a bright and airy two-bedroom, one-bath home enjoys its own dedicated outdoor space and separate washer and dryer. A shared decked heated pool area provides the perfect tropical retreat, surrounded by lush landscaping for privacy and relaxation. Additional highlights include off-street parking for two vehicles and a proven rental history, with two exceptional tenants currently in place. This is an outstanding investment opportunity with a current combined income of $5600 or potential owner-occupied property with income-producing flexibility — a true slice of Key West charm and convenience.

4 Beds ⋅ 3 Baths ⋅ 617150 MLS

Centrally located in the heart of Key West, this beautifully restored traditional Conch-style home offers two legal units and exceptional versatility. The first-floor residence features two bedrooms and two bathrooms, a charming covered front porch, and thoughtfully updated interiors that maintain authentic island character. Upstairs, a bright and airy two-bedroom, one-bath home enjoys its own dedicated outdoor space and separate washer and dryer. A shared decked heated pool area provides the perfect tropical retreat, surrounded by lush landscaping for privacy and relaxation. Additional highlights include off-street parking for two vehicles and a proven rental history, with two exceptional tenants currently in place. This is an outstanding investment opportunity with a current combined income of $5600 or potential owner-occupied property with income-producing flexibility — a true slice of Key West charm and convenience.

1527 Von Phister St, Key West

$1,100,000

This 4-unit tropical compound spans nearly 9,500 sq. ft. and includes a spacious 3BD/3.5BA main home plus three charming 1BD/1BA cottages. Enjoy resort-style living with a pool, tiki bar, and lush outdoor space. This property offers flexibility for employee housing, long-term rentals, or a 'Key West Melrose Place'-style retreat. Centrally located near beaches, dining, and Old Town—live and earn in paradise!

6 Beds ⋅ 7 Baths ⋅ 617165 MLS

This 4-unit tropical compound spans nearly 9,500 sq. ft. and includes a spacious 3BD/3.5BA main home plus three charming 1BD/1BA cottages. Enjoy resort-style living with a pool, tiki bar, and lush outdoor space. This property offers flexibility for employee housing, long-term rentals, or a 'Key West Melrose Place'-style retreat. Centrally located near beaches, dining, and Old Town—live and earn in paradise!

1824 Fogarty Ave, Key West

$1,095,000

Tropical Waterfront Sanctuary with Room for a Pool — Your Island Dream Awaits Welcome to 1513 5th Street, a hidden tropical retreat nestled in the heart of Key West that perfectly blends coastal charm, modern comforts, and endless potential. Tucked away behind lush, mature landscaping, this private and beautifully renovated 3-bedroom, 2-bathroom home offers a rare opportunity to live waterfront while being just minutes from beaches, shops, restaurants, and the best of island life. Situated on a generous 7,789 sq ft lot, this property is a true sanctuary, complete with serene water views and direct access to kayaking and paddleboarding right from your own backyard. Nature lovers and outdoor enthusiasts will delight in the peaceful mangrove setting—ideal for launching into your next adventure or enjoying quiet sunrise moments by the water's edge. Inside, the home boasts 1,611 sq ft of bright, airy living space, thoughtfully updated to honor the laid-back Key West lifestyle. The spacious Florida room serves as the heart of the home—flooded with natural light and surrounded by verdant tropical views, it's the perfect place to relax, entertain, or simply soak up the serenity of your surroundings. The primary suite offers a private oasis, complete with a home office, yoga studio, personal gym, or creative space—whatever fits your lifestyle. Wake up to soft breezes and the sights and sounds of nature just outside your window. Journey outside and you'll find ample space to add a custom pool, creating your own tropical resort-style setting. With room to lounge, garden, and entertain, the fully fenced yard is a an outdoor living dream. A dedicated golf cart space and off-street parking add convenience and ease, while a detached structure on the property offers even more flexibility. Whether you envision a potters studio, guest suite, workshop, or quiet retreat, the possibilities are as limitless as the setting is!

3 Beds ⋅ 2 Baths ⋅ 615954 MLS

Tropical Waterfront Sanctuary with Room for a Pool — Your Island Dream Awaits Welcome to 1513 5th Street, a hidden tropical retreat nestled in the heart of Key West that perfectly blends coastal charm, modern comforts, and endless potential. Tucked away behind lush, mature landscaping, this private and beautifully renovated 3-bedroom, 2-bathroom home offers a rare opportunity to live waterfront while being just minutes from beaches, shops, restaurants, and the best of island life. Situated on a generous 7,789 sq ft lot, this property is a true sanctuary, complete with serene water views and direct access to kayaking and paddleboarding right from your own backyard. Nature lovers and outdoor enthusiasts will delight in the peaceful mangrove setting—ideal for launching into your next adventure or enjoying quiet sunrise moments by the water's edge. Inside, the home boasts 1,611 sq ft of bright, airy living space, thoughtfully updated to honor the laid-back Key West lifestyle. The spacious Florida room serves as the heart of the home—flooded with natural light and surrounded by verdant tropical views, it's the perfect place to relax, entertain, or simply soak up the serenity of your surroundings. The primary suite offers a private oasis, complete with a home office, yoga studio, personal gym, or creative space—whatever fits your lifestyle. Wake up to soft breezes and the sights and sounds of nature just outside your window. Journey outside and you'll find ample space to add a custom pool, creating your own tropical resort-style setting. With room to lounge, garden, and entertain, the fully fenced yard is a an outdoor living dream. A dedicated golf cart space and off-street parking add convenience and ease, while a detached structure on the property offers even more flexibility. Whether you envision a potters studio, guest suite, workshop, or quiet retreat, the possibilities are as limitless as the setting is!

1513 5th St, Key West

$1,075,000

At the quiet, palm-lined intersection of Packer and Catherine Streets, you'll find this picture-perfect 1928 cottage that truly captures the essence of classic Key West living. Lovingly maintained and effortlessly stylish, 1127 Packer Street blends island charm with relaxed coastal elegance, making it an ideal retreat in one of Key West's most desirable neighborhoods. The colorful and bright cottage is perfectly positioned on the corner offering front porch views of the island. Step inside to find a light-filled interior that radiates warmth and island comfort. Decorated with thoughtful coastal touches, the home's two bedrooms and one bath offer an inviting space to unwind and recharge. High ceilings and hardwood floors nod to the home's historic roots, while breezy, open living areas create a relaxed flow that feels both timeless and refreshed. The outdoor space is equally enchanting. Tucked behind lush tropical landscaping, you'll find a private fully fenced brick-paved courtyard with low-maintenance AstroTurf and an outdoor shower—perfect for rinsing off after a day at the beach or enjoying a tranquil moment in the sun. Whether you're entertaining friends under the palms or sipping coffee as the island wakes up, this space is designed for laid-back enjoyment. An irrigation system ensures the vibrant garden stays green with ease. Location is everything, and this home delivers. Situated just six blocks from both Higgs Beach and Upper Duval Street, you're never far from the best of Key West—be it sun-soaked days by the ocean or evenings exploring world-class galleries, dining, and entertainment. With walkable streets, charming architecture, and a strong sense of community, Old Town living doesn't get much better than this. Whether you're dreaming of a full-time residence, a seasonal escape, or a tropical investment opportunity, this delightful turn-key cottage offers an unmatched combination of coastal charm, convenience, and character.

2 Beds ⋅ 1 Baths ⋅ 614899 MLS

At the quiet, palm-lined intersection of Packer and Catherine Streets, you'll find this picture-perfect 1928 cottage that truly captures the essence of classic Key West living. Lovingly maintained and effortlessly stylish, 1127 Packer Street blends island charm with relaxed coastal elegance, making it an ideal retreat in one of Key West's most desirable neighborhoods. The colorful and bright cottage is perfectly positioned on the corner offering front porch views of the island. Step inside to find a light-filled interior that radiates warmth and island comfort. Decorated with thoughtful coastal touches, the home's two bedrooms and one bath offer an inviting space to unwind and recharge. High ceilings and hardwood floors nod to the home's historic roots, while breezy, open living areas create a relaxed flow that feels both timeless and refreshed. The outdoor space is equally enchanting. Tucked behind lush tropical landscaping, you'll find a private fully fenced brick-paved courtyard with low-maintenance AstroTurf and an outdoor shower—perfect for rinsing off after a day at the beach or enjoying a tranquil moment in the sun. Whether you're entertaining friends under the palms or sipping coffee as the island wakes up, this space is designed for laid-back enjoyment. An irrigation system ensures the vibrant garden stays green with ease. Location is everything, and this home delivers. Situated just six blocks from both Higgs Beach and Upper Duval Street, you're never far from the best of Key West—be it sun-soaked days by the ocean or evenings exploring world-class galleries, dining, and entertainment. With walkable streets, charming architecture, and a strong sense of community, Old Town living doesn't get much better than this. Whether you're dreaming of a full-time residence, a seasonal escape, or a tropical investment opportunity, this delightful turn-key cottage offers an unmatched combination of coastal charm, convenience, and character.

1127 Packer St, Key West