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Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located in the heart of Old Town Key West, less than a block from Duval Street's top dining and entertainment. This stunning five-bedroom, four-and-a-half-bath residence offers 3,663 sq. ft. of living space on an 8,227 sq. ft.oversized lot, providing rare space and privacy in one of the island's most desirable neighborhoods. Enter through the white picket fence and tropical courtyard to your grand Key West estate, where every detail has been thoughtfully designed. The first floor is set for entertaining, featuring a spacious living area and a chef's kitchen with stone countertops, an oversized island, custom cabinetry, and premium Sub-Zero, Viking, and Wolf appliances. A generous walk-in pantry adds extra storage convenience. The primary suite, also on the ground level, overlooks the pool and boasts a spa-inspired bath with dual showers, a freestanding soaking tub (with air bubble massage) and a large walk-in closet with one of two laundry areas. Outdoors, enjoy your private resort-style backyard with an oversized pool, covered lounge, and outdoor kitchen complete with gas grill, ice maker, and mini-fridge, perfect to grill up those fresh catches or hotdogs for the kids. Sonos speakers throughout set the tone to enjoy a relaxed Key West lifestyle. A floating living room staircase leads to two inviting guest rooms and a full bath. Two additional bedrooms currently serve as offices, each with en suite baths and private entrances, ideal for guest suites, studios, or remote workspaces (one includes a kitchenette). A climate-controlled standalone workshop offers a perfect space for projects, hobbies, or extra storage. Designed for both resilience and comfort, the home includes impact-rated doors and windows, a 30 KW Cummins diesel generator with 500-gallon fuel tank, smart home automation for lighting and shades, and off-street parking for two vehicles.

5 Beds ⋅ 5 Baths ⋅ 621141 MLS

Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located in the heart of Old Town Key West, less than a block from Duval Street's top dining and entertainment. This stunning five-bedroom, four-and-a-half-bath residence offers 3,663 sq. ft. of living space on an 8,227 sq. ft.oversized lot, providing rare space and privacy in one of the island's most desirable neighborhoods. Enter through the white picket fence and tropical courtyard to your grand Key West estate, where every detail has been thoughtfully designed. The first floor is set for entertaining, featuring a spacious living area and a chef's kitchen with stone countertops, an oversized island, custom cabinetry, and premium Sub-Zero, Viking, and Wolf appliances. A generous walk-in pantry adds extra storage convenience. The primary suite, also on the ground level, overlooks the pool and boasts a spa-inspired bath with dual showers, a freestanding soaking tub (with air bubble massage) and a large walk-in closet with one of two laundry areas. Outdoors, enjoy your private resort-style backyard with an oversized pool, covered lounge, and outdoor kitchen complete with gas grill, ice maker, and mini-fridge, perfect to grill up those fresh catches or hotdogs for the kids. Sonos speakers throughout set the tone to enjoy a relaxed Key West lifestyle. A floating living room staircase leads to two inviting guest rooms and a full bath. Two additional bedrooms currently serve as offices, each with en suite baths and private entrances, ideal for guest suites, studios, or remote workspaces (one includes a kitchenette). A climate-controlled standalone workshop offers a perfect space for projects, hobbies, or extra storage. Designed for both resilience and comfort, the home includes impact-rated doors and windows, a 30 KW Cummins diesel generator with 500-gallon fuel tank, smart home automation for lighting and shades, and off-street parking for two vehicles.

411 Louisa St, Key West

$530,000

Here is your opportunity to own a piece of paradise in Key West! This inviting home offers a great opportunity to start living in one of the most unique destinations in the Florida Keys. Inside, you'll find wood flooring throughout and comfortable living spaces filled with plenty of natural light. The recently remodeled kitchen is well positioned as the heart of the home and connects to the surrounding living area for everyday living and entertaining. Upstairs are two spacious bedrooms, each with large sliding glass doors that open to an inviting second-floor balcony--a great spot to enjoy your morning coffee or relax at the end of the day. Outside, the fully fenced property provides privacy and a great space for pets, entertaining, or simply spending time outdoors. Come see the possibilities and discover your own place in Key West!

2 Beds ⋅ 2 Baths ⋅ 621140 MLS

Here is your opportunity to own a piece of paradise in Key West! This inviting home offers a great opportunity to start living in one of the most unique destinations in the Florida Keys. Inside, you'll find wood flooring throughout and comfortable living spaces filled with plenty of natural light. The recently remodeled kitchen is well positioned as the heart of the home and connects to the surrounding living area for everyday living and entertaining. Upstairs are two spacious bedrooms, each with large sliding glass doors that open to an inviting second-floor balcony--a great spot to enjoy your morning coffee or relax at the end of the day. Outside, the fully fenced property provides privacy and a great space for pets, entertaining, or simply spending time outdoors. Come see the possibilities and discover your own place in Key West!

3228 Eagle Ave, Key West

$750,000

Positioned in the coveted X flood zone, this 2-bedroom, 2-bathroom townhome perfectly blends Old Town charm with modern convenience. As one of only two units in an exclusive boutique setting, it provides exceptional privacy just steps from local wellness hubs, neighborhood cafes, and historic sites. The efficient galley kitchen is outfitted with granite countertops and stainless-steel appliances, while the primary suite serves as a tribute to island heritage with historic Dade County Pine. Outdoor living is seamlessly integrated with a classic front porch for morning coffee and a fully fenced rear deck designed for private, starlit dinners. Complete with a transferable A/C warranty, and the flexibility of a primary home or monthly rental, this residence offers an effortless Key West lifestyle.

2 Beds ⋅ 2 Baths ⋅ 621130 MLS

Positioned in the coveted X flood zone, this 2-bedroom, 2-bathroom townhome perfectly blends Old Town charm with modern convenience. As one of only two units in an exclusive boutique setting, it provides exceptional privacy just steps from local wellness hubs, neighborhood cafes, and historic sites. The efficient galley kitchen is outfitted with granite countertops and stainless-steel appliances, while the primary suite serves as a tribute to island heritage with historic Dade County Pine. Outdoor living is seamlessly integrated with a classic front porch for morning coffee and a fully fenced rear deck designed for private, starlit dinners. Complete with a transferable A/C warranty, and the flexibility of a primary home or monthly rental, this residence offers an effortless Key West lifestyle.

1004 Watson St Unit 2, Key West

$9,495,000

Rare Opportunity: The Only Home For Sale on Crescent Beach, Sunset Key Welcome to 11 Sunset Key Drive -- a fully renovated retreat on the most exclusive private island in the Florida Keys, and the only property currently available on Crescent Beach. Accessible exclusively by private ferry, Sunset Key offers a rare combination of true seclusion and effortless proximity to Old Town Key West, just minutes away. Completely renovated in 2018 with over $1.7 million invested, this 3-bedroom, 2.5-bath, close to 3,000-square-foot home was rebuilt for easy island living: hurricane-impact doors and windows, an updated roof, all-new electrical and white oak engineered wood flooring, a new interior fire suppression sprinkler system, and a full exterior and interior repaint. The kitchen centers on a Sub-Zero refrigerator, new stainless appliances, new countertops and custom cabinetry, while the private pool/spa was rebuilt down to the plumbing with new handcrafted and hand painted tile, equipment, heater, LED lighting and all app-controlled. Fully furnished by Restoration Hardware and ready to move into exactly as it is. Ownership here includes access to an oceanfront restaurant, full-service spa, fitness center, tennis courts, and private beaches -- all steps from the front door. Sunset Key holds only a handful of homes, and Crescent Beach holds fewer still. Schedule your private showing today. See you soon!!!

3 Beds ⋅ 3 Baths ⋅ 621128 MLS

Rare Opportunity: The Only Home For Sale on Crescent Beach, Sunset Key Welcome to 11 Sunset Key Drive -- a fully renovated retreat on the most exclusive private island in the Florida Keys, and the only property currently available on Crescent Beach. Accessible exclusively by private ferry, Sunset Key offers a rare combination of true seclusion and effortless proximity to Old Town Key West, just minutes away. Completely renovated in 2018 with over $1.7 million invested, this 3-bedroom, 2.5-bath, close to 3,000-square-foot home was rebuilt for easy island living: hurricane-impact doors and windows, an updated roof, all-new electrical and white oak engineered wood flooring, a new interior fire suppression sprinkler system, and a full exterior and interior repaint. The kitchen centers on a Sub-Zero refrigerator, new stainless appliances, new countertops and custom cabinetry, while the private pool/spa was rebuilt down to the plumbing with new handcrafted and hand painted tile, equipment, heater, LED lighting and all app-controlled. Fully furnished by Restoration Hardware and ready to move into exactly as it is. Ownership here includes access to an oceanfront restaurant, full-service spa, fitness center, tennis courts, and private beaches -- all steps from the front door. Sunset Key holds only a handful of homes, and Crescent Beach holds fewer still. Schedule your private showing today. See you soon!!!

11 Sunset, Key West

$789,000

Welcome to 1422 Catherine Street in The Heart of Key West. Two structures with a total of two (2) bedrooms and two (2) bathrooms. The front structure is a one (1) bedroom and one (1) bathroom and the back structure is also a one (1) bedroom and one (1) bathroom. The front structure has just recently gone through a major improvement, totally redone foundation with concrete, new floors and totally updated. Outdoors is a perfect courtyard for dining under the stars or just hanging out and solving all the world's problems. There are also washer and dryer hook ups and an outdoor shower. This home is perfect for full time residents, second home or a great rental property. Call today for your private showing!

2 Beds ⋅ 2 Baths ⋅ 621112 MLS

Welcome to 1422 Catherine Street in The Heart of Key West. Two structures with a total of two (2) bedrooms and two (2) bathrooms. The front structure is a one (1) bedroom and one (1) bathroom and the back structure is also a one (1) bedroom and one (1) bathroom. The front structure has just recently gone through a major improvement, totally redone foundation with concrete, new floors and totally updated. Outdoors is a perfect courtyard for dining under the stars or just hanging out and solving all the world's problems. There are also washer and dryer hook ups and an outdoor shower. This home is perfect for full time residents, second home or a great rental property. Call today for your private showing!

1422 Catherine St, Key West

$836,000

WELCOME TO THE SANCTUARY-where privacy, tropical beauty, classic Key West style come together! Beyond the 2nd set of gates @ Key West Golf Club, this pristine courtyard spa home enjoys an enviable END LOCATION along a picturesque palm-lined lane. A RARE distinction: the ONLY one of 21 Sanctuary spa homes offering covered-carport access directly into the private courtyard/side yard! Classic KW charm begins at the wide front veranda, framed by vibrant tropical landscaping, polished stone & freshly painted exterior. Inside, natural light fills the inviting open floor plan w/taller ceilings & easy indoor/outdoor flow. The spacious island kitchen features granite countertops, abundant cabinetry/storage, all stainless-steel appliances, new dishwasher, mosaic tile backsplash & new 5-light Tiffany-style fixture delicately adorns the island. Extended granite surfaces offer generous prep space while the island opens beautifully to the great room. Cozy recessed lighting sets the ambiance, spacious enough to allow for beautiful dining setting. Double French doors off the living room reveal a private tropical courtyard--brick pavers, lush established gardens & covered outdoor living surround your own inground jacuzzi spa. Morning coffee, alfresco dining or an evening soak beneath the palms...this is quintessential Keys living! Upstairs are 2 generously sized bedrooms, each w/soaring vaulted ceilings & private en-suite bath. Primary bath offers expanded granite countertop, vessel-style sink, porcelain tub/shower glass doors & clever built-in towel storage. Guest bedroom is spacious w/a bath featuring upgraded lighting & tiled corner shower. Extras include on-demand hot water heater, storm shutters for most doors/windows, stack W/D, under-stair storage, termite protection plan. Enjoy KWGC's 24-hr Resident Services, 2 stunning pools (one w/tropical waterfalls), clubhouse/fitness center, lush Rees Jones-designed 18-hole golf course. A private Sanctuary retreat distinctly its own

2 Beds ⋅ 3 Baths ⋅ 621063 MLS

WELCOME TO THE SANCTUARY-where privacy, tropical beauty, classic Key West style come together! Beyond the 2nd set of gates @ Key West Golf Club, this pristine courtyard spa home enjoys an enviable END LOCATION along a picturesque palm-lined lane. A RARE distinction: the ONLY one of 21 Sanctuary spa homes offering covered-carport access directly into the private courtyard/side yard! Classic KW charm begins at the wide front veranda, framed by vibrant tropical landscaping, polished stone & freshly painted exterior. Inside, natural light fills the inviting open floor plan w/taller ceilings & easy indoor/outdoor flow. The spacious island kitchen features granite countertops, abundant cabinetry/storage, all stainless-steel appliances, new dishwasher, mosaic tile backsplash & new 5-light Tiffany-style fixture delicately adorns the island. Extended granite surfaces offer generous prep space while the island opens beautifully to the great room. Cozy recessed lighting sets the ambiance, spacious enough to allow for beautiful dining setting. Double French doors off the living room reveal a private tropical courtyard--brick pavers, lush established gardens & covered outdoor living surround your own inground jacuzzi spa. Morning coffee, alfresco dining or an evening soak beneath the palms...this is quintessential Keys living! Upstairs are 2 generously sized bedrooms, each w/soaring vaulted ceilings & private en-suite bath. Primary bath offers expanded granite countertop, vessel-style sink, porcelain tub/shower glass doors & clever built-in towel storage. Guest bedroom is spacious w/a bath featuring upgraded lighting & tiled corner shower. Extras include on-demand hot water heater, storm shutters for most doors/windows, stack W/D, under-stair storage, termite protection plan. Enjoy KWGC's 24-hr Resident Services, 2 stunning pools (one w/tropical waterfalls), clubhouse/fitness center, lush Rees Jones-designed 18-hole golf course. A private Sanctuary retreat distinctly its own

210 Golf Club Dr, Key West

$2,599,000

Welcome to a stunning transformation of a perfectly located Old Town home. Restored from the ground up to create a single level dream home totaling 3bd/2ba overlooking a beautiful pool and patio. Enjoy an open floor plan where the kitchen is truly the heart of the home complete with top of the line stainless Thermador appliances, quartz countertops and timeless cabinetry with a central island perfect for entertaining! Matching custom cabinetry extends into the quaint living room space offering thoughtful built in storage and a beautiful entertainment backdrop. Reclaimed Dade County pine has been lovingly restored into an accent wall rich with history and elegance. Vaulted ceilings finished in grasscloth and wood beams are found in every room of this home. Enjoy 2 spacious ensuite luxury bathrooms and a gorgeous poolside outdoor shower. Low maintenance composite decking surrounds the home and pool area that accommodates dining and lounging in or out of the pool with a sun shelf and waterfall. Lets not forget the darling covered front porch that welcomes you to this quiet lane cottage also offering off street parking. Carsten Lane is a one way driving lane stretching only one block located in the heart of Old Town known for its peaceful and private setting!

3 Beds ⋅ 2 Baths ⋅ 621061 MLS

Welcome to a stunning transformation of a perfectly located Old Town home. Restored from the ground up to create a single level dream home totaling 3bd/2ba overlooking a beautiful pool and patio. Enjoy an open floor plan where the kitchen is truly the heart of the home complete with top of the line stainless Thermador appliances, quartz countertops and timeless cabinetry with a central island perfect for entertaining! Matching custom cabinetry extends into the quaint living room space offering thoughtful built in storage and a beautiful entertainment backdrop. Reclaimed Dade County pine has been lovingly restored into an accent wall rich with history and elegance. Vaulted ceilings finished in grasscloth and wood beams are found in every room of this home. Enjoy 2 spacious ensuite luxury bathrooms and a gorgeous poolside outdoor shower. Low maintenance composite decking surrounds the home and pool area that accommodates dining and lounging in or out of the pool with a sun shelf and waterfall. Lets not forget the darling covered front porch that welcomes you to this quiet lane cottage also offering off street parking. Carsten Lane is a one way driving lane stretching only one block located in the heart of Old Town known for its peaceful and private setting!

812 Carsten Ln, Key West

$900,000

Centrally located and well-built, this spacious Key West townhome offers generous off-street parking with plenty of room for golf carts, an RV and guests. Inside, you'll find spacious bedrooms, ample storage and plenty of square footage for comfortable living. Enjoy a private outdoor area with endless possibilities for relaxing, entertaining or creating your own tropical retreat. Conveniently located near Old Town Key West, marinas, shopping, dining and all that Key West has to offer. This Home has no HOA Fees and enough space to store a boat and trailer. The Square Footage , Location and Price make it an Excellent Value!

2 Beds ⋅ 2 Baths ⋅ 621028 MLS

Centrally located and well-built, this spacious Key West townhome offers generous off-street parking with plenty of room for golf carts, an RV and guests. Inside, you'll find spacious bedrooms, ample storage and plenty of square footage for comfortable living. Enjoy a private outdoor area with endless possibilities for relaxing, entertaining or creating your own tropical retreat. Conveniently located near Old Town Key West, marinas, shopping, dining and all that Key West has to offer. This Home has no HOA Fees and enough space to store a boat and trailer. The Square Footage , Location and Price make it an Excellent Value!

2012 Roosevelt Dr, Key West

$1,500,000

Located within the private Sanctuary enclave of the Key West Golf Club, this 4-bedroom, 3-bath residence offers rare privacy, coveted west-facing sunset exposure, and direct frontage along the 18th hole of the Rees Jones-designed course, all within the City of Key West. With approximately only 10 homes in the entire Key West Golf Club community offering 1,800 square feet or more of living space, opportunities at this size are exceptionally limited and rarely come to market. Inside, new tile flooring runs throughout, complementing a bright, open floor plan designed for effortless everyday living and relaxed entertaining. Expansive living and dining areas are filled with natural light and transition seamlessly to the outdoor space, where a private pool overlooks manicured fairways and wide-open skies. The setting is tailor-made for sunset gatherings, evening swims, or simply unwinding as the sun drops over the course. The well-appointed kitchen remains connected to the main living areas, creating a functional and social heart of the home. Generously sized bedrooms provide flexibility for guests, family, or a dedicated home office. Upstairs, a private balcony captures elevated golf course views and dramatic western skies, offering a peaceful retreat that feels distinctly removed from the everyday. The double-gated Sanctuary adds an extra layer of privacy and security, while residents enjoy access to two community pools and a fitness center. The golf clubhouse is just a short walk away. Nearby dining and daily conveniences allow you to enjoy the island lifestyle without always heading downtown, while Old Town Key West remains just minutes away. Approximately 15 minutes from the historic district, this property delivers a rare balance of tranquil gated living and easy access to beaches, boating, dining, and the vibrant energy that defines Key West. A sunset-facing golf course residence of this size, in this setting doesn't come around often!

4 Beds ⋅ 3 Baths ⋅ 620988 MLS

Located within the private Sanctuary enclave of the Key West Golf Club, this 4-bedroom, 3-bath residence offers rare privacy, coveted west-facing sunset exposure, and direct frontage along the 18th hole of the Rees Jones-designed course, all within the City of Key West. With approximately only 10 homes in the entire Key West Golf Club community offering 1,800 square feet or more of living space, opportunities at this size are exceptionally limited and rarely come to market. Inside, new tile flooring runs throughout, complementing a bright, open floor plan designed for effortless everyday living and relaxed entertaining. Expansive living and dining areas are filled with natural light and transition seamlessly to the outdoor space, where a private pool overlooks manicured fairways and wide-open skies. The setting is tailor-made for sunset gatherings, evening swims, or simply unwinding as the sun drops over the course. The well-appointed kitchen remains connected to the main living areas, creating a functional and social heart of the home. Generously sized bedrooms provide flexibility for guests, family, or a dedicated home office. Upstairs, a private balcony captures elevated golf course views and dramatic western skies, offering a peaceful retreat that feels distinctly removed from the everyday. The double-gated Sanctuary adds an extra layer of privacy and security, while residents enjoy access to two community pools and a fitness center. The golf clubhouse is just a short walk away. Nearby dining and daily conveniences allow you to enjoy the island lifestyle without always heading downtown, while Old Town Key West remains just minutes away. Approximately 15 minutes from the historic district, this property delivers a rare balance of tranquil gated living and easy access to beaches, boating, dining, and the vibrant energy that defines Key West. A sunset-facing golf course residence of this size, in this setting doesn't come around often!

193 Golf Club Dr, Key West

$759,000

Opportunity in the desirable Lime Grove neighborhood of New Town Key West! Situated on an oversized corner lot, this CBS home offers 1,242 sq. ft. of living area, an expansive yard and plenty of possibilities for its next owner. Owned by the same family for decades, the property has been lovingly maintained and is ready for its next chapter. Originally designed as a three-bedroom home, two of the bedrooms were opened into one another by removing the dividing wall, creating one oversized bedroom. The third bedroom remains separate, and the original three-bedroom configuration could potentially be restored by a new owner by adding the dividing wall. The generous corner lot provides abundant outdoor space with plenty of room to create a tropical outdoor living area and potential for a pool. The property also includes a detached 483 sq. ft. CBS garage/workshop in need of significant repair and rehabilitation, offering the potential to restore and repurpose the structure. Attached to the rear of the garage is a 228 sq. ft. utility/laundry/storage space. Inside, the home retains much of its original character with ample potential for updating and personalization. Whether envisioned as a primary residence, long-term rental investment or renovation project, the spacious lot, CBS construction, flexible layout and New Town location provide a great foundation for its next chapter. Just steps from Lake McKillip, take an evening stroll along the public wooden walkway over the water and enjoy beautiful Key West sunsets. Conveniently located in New Town near shopping centers, schools, the senior center, beaches and everything the island has to offer. Bring your vision and discover the possibilities at 2804 Harris Avenue.

2 Beds ⋅ 1 Baths ⋅ 620989 MLS

Opportunity in the desirable Lime Grove neighborhood of New Town Key West! Situated on an oversized corner lot, this CBS home offers 1,242 sq. ft. of living area, an expansive yard and plenty of possibilities for its next owner. Owned by the same family for decades, the property has been lovingly maintained and is ready for its next chapter. Originally designed as a three-bedroom home, two of the bedrooms were opened into one another by removing the dividing wall, creating one oversized bedroom. The third bedroom remains separate, and the original three-bedroom configuration could potentially be restored by a new owner by adding the dividing wall. The generous corner lot provides abundant outdoor space with plenty of room to create a tropical outdoor living area and potential for a pool. The property also includes a detached 483 sq. ft. CBS garage/workshop in need of significant repair and rehabilitation, offering the potential to restore and repurpose the structure. Attached to the rear of the garage is a 228 sq. ft. utility/laundry/storage space. Inside, the home retains much of its original character with ample potential for updating and personalization. Whether envisioned as a primary residence, long-term rental investment or renovation project, the spacious lot, CBS construction, flexible layout and New Town location provide a great foundation for its next chapter. Just steps from Lake McKillip, take an evening stroll along the public wooden walkway over the water and enjoy beautiful Key West sunsets. Conveniently located in New Town near shopping centers, schools, the senior center, beaches and everything the island has to offer. Bring your vision and discover the possibilities at 2804 Harris Avenue.

2804 Harris Ave, Key West

$999,000

Charming Historic Old Town Key West Home, Ready for Its Next Chapter! Here's an opportunity for the buyer who sees possibility where others see a project. This 3-bedroom, 1.5-bath historic Key West home is tucked into the heart of Old Town, just minutes from the Historic Seaport, downtown, restaurants, shopping, and everything that makes island living so special. With classic Key West architecture, a welcoming front porch, hardwood floors, vintage windows, and plenty of original character, the home offers a wonderful starting point for a thoughtful renovation. The interior has been freshly painted, but this is a property that will require renovation and is best suited for a buyer ready to take on a true restoration project. Currently tenant occupied, the property also offers the advantage of existing rental income while a new owner makes plans, lines up contractors, or prepares for a future renovation or move-in. The existing floor plan includes generous living space, three bedrooms, a full bath downstairs, a half bath upstairs, and a private backyard with the potential to become a lush tropical retreat. For the right buyer, the appeal is undeniable: an authentic Old Town home, a highly desirable location, existing income, and the opportunity to restore, reimagine, and create something truly special. Bring your contractor, your creativity, and your vision. This one isn't pretending to be turnkey, but it just might be worth the work. *some photos digitally enhanced only to remove personal belongings

3 Beds ⋅ 2 Baths ⋅ 620987 MLS

Charming Historic Old Town Key West Home, Ready for Its Next Chapter! Here's an opportunity for the buyer who sees possibility where others see a project. This 3-bedroom, 1.5-bath historic Key West home is tucked into the heart of Old Town, just minutes from the Historic Seaport, downtown, restaurants, shopping, and everything that makes island living so special. With classic Key West architecture, a welcoming front porch, hardwood floors, vintage windows, and plenty of original character, the home offers a wonderful starting point for a thoughtful renovation. The interior has been freshly painted, but this is a property that will require renovation and is best suited for a buyer ready to take on a true restoration project. Currently tenant occupied, the property also offers the advantage of existing rental income while a new owner makes plans, lines up contractors, or prepares for a future renovation or move-in. The existing floor plan includes generous living space, three bedrooms, a full bath downstairs, a half bath upstairs, and a private backyard with the potential to become a lush tropical retreat. For the right buyer, the appeal is undeniable: an authentic Old Town home, a highly desirable location, existing income, and the opportunity to restore, reimagine, and create something truly special. Bring your contractor, your creativity, and your vision. This one isn't pretending to be turnkey, but it just might be worth the work. *some photos digitally enhanced only to remove personal belongings

506 Grinnell St, Key West

$3,700,000

Awarded the Florida Keys Preservation Star, this meticulously restored single-family home offers an enchanting blend of historic Key West charm, modern luxury, and high-yield investment potential. Holding a coveted TRANSIENT LICENSE allowing profitable nightly rentals, this turnkey Old Town sanctuary sits just a half-block from world-famous Duval Street while enjoying a prime position near boutique shops, fine dining, and the Southernmost Point. Step inside through iconic yellow doors into a bright, sunny retreat defined by historic Dade County pine walls, gingerbread balustrade details, high soaring ceilings, and rich natural light. The main level flows into an open-concept living area and a sleek white kitchen equipped with stainless steel appliances, ample prep space, and an oversized island with seating for six--perfect for gathering family and friends. Designed for indoor-outdoor living, double sliders spill out to a well-appointed, covered lanai featuring a large outdoor TV and a rare air-conditioned half bath. Beyond the lanai lies a private tropical oasis enveloped by lush palm trees and fencing. Take a refreshing dip in the 8' x 14' heated pool with its soothing water feature, lounge in the sunshine on the deck, or host alfresco dinners using the gas grill. The interior layout offers total comfort and privacy for guests. The main floor houses two king-bedroom suites complete with walk-in showers, including one with direct access to the poolside sanctuary. Tucked upstairs for added seclusion, the third ensuite bedroom features a queen bed, vaulted ceilings, and sunny exposure. Completely renovated with impact windows, and dedicated off-street parking, this property is designed for effortless ownership. Whether retained as a high-performing vacation rental with proven revenue projections or enjoyed as a private island getaway, this home offers a rare chance to own a piece of Key West paradise.

3 Beds ⋅ 4 Baths ⋅ 620985 MLS

Awarded the Florida Keys Preservation Star, this meticulously restored single-family home offers an enchanting blend of historic Key West charm, modern luxury, and high-yield investment potential. Holding a coveted TRANSIENT LICENSE allowing profitable nightly rentals, this turnkey Old Town sanctuary sits just a half-block from world-famous Duval Street while enjoying a prime position near boutique shops, fine dining, and the Southernmost Point. Step inside through iconic yellow doors into a bright, sunny retreat defined by historic Dade County pine walls, gingerbread balustrade details, high soaring ceilings, and rich natural light. The main level flows into an open-concept living area and a sleek white kitchen equipped with stainless steel appliances, ample prep space, and an oversized island with seating for six--perfect for gathering family and friends. Designed for indoor-outdoor living, double sliders spill out to a well-appointed, covered lanai featuring a large outdoor TV and a rare air-conditioned half bath. Beyond the lanai lies a private tropical oasis enveloped by lush palm trees and fencing. Take a refreshing dip in the 8' x 14' heated pool with its soothing water feature, lounge in the sunshine on the deck, or host alfresco dinners using the gas grill. The interior layout offers total comfort and privacy for guests. The main floor houses two king-bedroom suites complete with walk-in showers, including one with direct access to the poolside sanctuary. Tucked upstairs for added seclusion, the third ensuite bedroom features a queen bed, vaulted ceilings, and sunny exposure. Completely renovated with impact windows, and dedicated off-street parking, this property is designed for effortless ownership. Whether retained as a high-performing vacation rental with proven revenue projections or enjoyed as a private island getaway, this home offers a rare chance to own a piece of Key West paradise.

530 Catherine St, Key West

$549,000

NEW LISTING!!! This Key West estate townhome is ready for you to move in! This well-maintained, owner-occupied home is bright and features two bedrooms, centrally located in town. The updated kitchen boasts granite countertops, a tile backsplash, ample cabinet space, a breakfast bar, and a dining area. A convenient half bath is located on the main level, along with full-size laundry. The spacious second floor includes two large bedrooms with generous closets, bamboo flooring, and balcony access. There is a modern full bath on the second floor and a linen closet in the hallway. Additional features include impact-rated doors and windows, ductless AC units on the bedroom level, a storage shed, and more. Enjoy a large fenced yard perfect for entertaining and pets with room for gardens. Best of all, there are no HOA fees!

2 Beds ⋅ 2 Baths ⋅ 620955 MLS

NEW LISTING!!! This Key West estate townhome is ready for you to move in! This well-maintained, owner-occupied home is bright and features two bedrooms, centrally located in town. The updated kitchen boasts granite countertops, a tile backsplash, ample cabinet space, a breakfast bar, and a dining area. A convenient half bath is located on the main level, along with full-size laundry. The spacious second floor includes two large bedrooms with generous closets, bamboo flooring, and balcony access. There is a modern full bath on the second floor and a linen closet in the hallway. Additional features include impact-rated doors and windows, ductless AC units on the bedroom level, a storage shed, and more. Enjoy a large fenced yard perfect for entertaining and pets with room for gardens. Best of all, there are no HOA fees!

3207 Eagle Ave, Key West

$649,000

Beautiful ''Bungalow'' style townhome in the highly sought after Key West Golf Club. Professionally landscaped yard and new paver walkway with landscape lighting and irrigation system invites you into this fully furnished 2 bedroom and 1.5 bath home with quartz countertops, stainless appliances and brand new 2026 central A/C. Relax on the screened in porch over looking the fairway of the Rees-Jones designed 18 hole Golf Course. KWGC community includes 2 heated swimming pools, fitness center, butterfly gardens and 24 hour gated security.

2 Beds ⋅ 2 Baths ⋅ 620917 MLS

Beautiful ''Bungalow'' style townhome in the highly sought after Key West Golf Club. Professionally landscaped yard and new paver walkway with landscape lighting and irrigation system invites you into this fully furnished 2 bedroom and 1.5 bath home with quartz countertops, stainless appliances and brand new 2026 central A/C. Relax on the screened in porch over looking the fairway of the Rees-Jones designed 18 hole Golf Course. KWGC community includes 2 heated swimming pools, fitness center, butterfly gardens and 24 hour gated security.

30 Kingfisher Ln, Key West

$3,600,000

Discover modern island luxury at 119 Simonton Street, a premier end-unit townhouse nestled within the exclusive gated community of Old Town Villas. Built in 2018 and spanning a generous 2,691 square feet, this residence seamlessly blends sophisticated contemporary design with the timeless allure of Key West. The interior features new white oak flooring that leads you through an open-concept living space. The kitchen is a true standout, boasting elegant granite countertops and a custom kitchen island--a unique feature in the community. For the ultimate convenience, a private elevator services all four floors of the home, transporting you from the air-conditioned two-car garage to the spectacular rooftop terrace where you can view daily sunrises over the Historic Key West Marina and sunsets over Mallory Square, both a very short walk away. The top floor features a rare full bathroom and a flexible bonus room ideal for a home office or guest suite. Whether you're mixing drinks at the custom wet bar or lounging on the terrace, this level serves as the ultimate private retreat for taking in breathtaking panoramic views. Peace of mind is built into the architecture with full impact-rated windows and doors and a durable metal roof, ensuring the home is as secure as it is beautiful. The third floor has two primary bedrooms featuring large walk-in closets and balconies. The lifestyle offered here is unparalleled, situated just one block off the vibrant energy of Duval Street. You are steps away from the island's best dining and boutiques, yet you can retreat instantly to the quiet security of a gated community. Spend your afternoons lounging by the large tropical community pool and cabana area, enjoying a level of comfort and convenience unsurpassed in the heart of Old Town. With a rare two-car garage and an unbeatable location, this residence captures the very best of the Florida Keys lifestyle.

4 Beds ⋅ 4 Baths ⋅ 620913 MLS

Discover modern island luxury at 119 Simonton Street, a premier end-unit townhouse nestled within the exclusive gated community of Old Town Villas. Built in 2018 and spanning a generous 2,691 square feet, this residence seamlessly blends sophisticated contemporary design with the timeless allure of Key West. The interior features new white oak flooring that leads you through an open-concept living space. The kitchen is a true standout, boasting elegant granite countertops and a custom kitchen island--a unique feature in the community. For the ultimate convenience, a private elevator services all four floors of the home, transporting you from the air-conditioned two-car garage to the spectacular rooftop terrace where you can view daily sunrises over the Historic Key West Marina and sunsets over Mallory Square, both a very short walk away. The top floor features a rare full bathroom and a flexible bonus room ideal for a home office or guest suite. Whether you're mixing drinks at the custom wet bar or lounging on the terrace, this level serves as the ultimate private retreat for taking in breathtaking panoramic views. Peace of mind is built into the architecture with full impact-rated windows and doors and a durable metal roof, ensuring the home is as secure as it is beautiful. The third floor has two primary bedrooms featuring large walk-in closets and balconies. The lifestyle offered here is unparalleled, situated just one block off the vibrant energy of Duval Street. You are steps away from the island's best dining and boutiques, yet you can retreat instantly to the quiet security of a gated community. Spend your afternoons lounging by the large tropical community pool and cabana area, enjoying a level of comfort and convenience unsurpassed in the heart of Old Town. With a rare two-car garage and an unbeatable location, this residence captures the very best of the Florida Keys lifestyle.

119 Simonton St, Key West

$995,000

Completely remodeled to the studs in 2024, this exceptional Key West condo is truly turn-key and move in ready. The home has been meticulously maintained and shows beautifully in every detail. Everything in the unit is new, from the finishes and fixtures to the systems. Central air conditioning and a security alarm are already in place for immediate comfort and peace of mind. This 953 sq. ft.unit features an oversized primary bedroom with a true walk-in closet, a spa inspired -large shower with a waterfall showerhead, and high-end details throughout. An additional 195 sq ft covered front porch expands the living space and is protected by premium motorized electronic screens that raise and lower at the touch of a remote-a significant high end upgrade. Located in a desirable three-unit condo association, the HOA fee covers exterior insurance and water, keeping ownership simple and predictable.. Enjoy classic Key West living with lush tropical landscaping including bamboo and a private heated pool. Super clean, super nice, and ready for immediate occupancy.

2 Beds ⋅ 2 Baths ⋅ 620885 MLS

Completely remodeled to the studs in 2024, this exceptional Key West condo is truly turn-key and move in ready. The home has been meticulously maintained and shows beautifully in every detail. Everything in the unit is new, from the finishes and fixtures to the systems. Central air conditioning and a security alarm are already in place for immediate comfort and peace of mind. This 953 sq. ft.unit features an oversized primary bedroom with a true walk-in closet, a spa inspired -large shower with a waterfall showerhead, and high-end details throughout. An additional 195 sq ft covered front porch expands the living space and is protected by premium motorized electronic screens that raise and lower at the touch of a remote-a significant high end upgrade. Located in a desirable three-unit condo association, the HOA fee covers exterior insurance and water, keeping ownership simple and predictable.. Enjoy classic Key West living with lush tropical landscaping including bamboo and a private heated pool. Super clean, super nice, and ready for immediate occupancy.

1116 Truman Ave Unit A, Key West

$849,500

Nestled in the serene Bay Manor neighborhood, this beautiful single-family home seamlessly blends comfort with tropical charm. The home boasts a master suite, complemented by 2 additional well-sized bedrooms and 2 full baths. Enjoy a kitchen featuring sleek granite counter tops. A large pantry/laundry room enhances functionality, while the expansive backyard offers ample space for entertaining and a pool. The rear yard is highlighted by a carport and a large cabana-style building, perfect for gatherings or relaxation. Mature trees, lush greenery, a fruit bearing mango tree and a privacy fence surround the property, providing a private and tranquil setting. Conveniently located in New Town near schools and shopping with off street parking. Just a short drive to Key West's vibrant downtown, offering dining, shopping, and cultural attractions. Nearby parks and waterfront areas provide opportunities for boating, fishing, and enjoying the island's natural beauty. Whether you're seeking a vacation retreat, investment property, or full-time residence, this property presents an ideal opportunity to experience the laid-back Key West. One of the listing realtors is related to the sellers.

3 Beds ⋅ 2 Baths ⋅ 620866 MLS

Nestled in the serene Bay Manor neighborhood, this beautiful single-family home seamlessly blends comfort with tropical charm. The home boasts a master suite, complemented by 2 additional well-sized bedrooms and 2 full baths. Enjoy a kitchen featuring sleek granite counter tops. A large pantry/laundry room enhances functionality, while the expansive backyard offers ample space for entertaining and a pool. The rear yard is highlighted by a carport and a large cabana-style building, perfect for gatherings or relaxation. Mature trees, lush greenery, a fruit bearing mango tree and a privacy fence surround the property, providing a private and tranquil setting. Conveniently located in New Town near schools and shopping with off street parking. Just a short drive to Key West's vibrant downtown, offering dining, shopping, and cultural attractions. Nearby parks and waterfront areas provide opportunities for boating, fishing, and enjoying the island's natural beauty. Whether you're seeking a vacation retreat, investment property, or full-time residence, this property presents an ideal opportunity to experience the laid-back Key West. One of the listing realtors is related to the sellers.

2928 Fogarty Ave, Key West

$2,350,000

Set within the exclusive enclave of The Sanctuary at Key West Golf Club, this rare offering presents two distinct residences united as one extraordinary parcel -- a configuration unlike anything currently available on the Key West market. Verandas and porches wrap the property, framing sweeping views of the lake and the emerald fairways of the 17th hole, while tiled floors flow throughout both residences, blurring the line between the two homes and the tropical air outside. At the heart of it all, a resort-caliber pool measuring an impressive 12 x 30 feet anchors a 1,500 square foot outdoor terrace, where long tables are set for twelve or more, indoors and out, beneath the Key West sky. With 6 bedrooms and 5.5 bathrooms spread across 2,840 square feet, this dual-residence estate is purpose-built for the multigenerational family, offering the rare gift of togetherness paired with independence -- separate structures for separate households, united by a single spectacular pool deck built for gathering. For the discerning second-home buyer or investor, the dual-dwelling design opens the door to flexible living arrangements or income-generating potential, a configuration increasingly coveted in today's Key West market. This is more than a home -- it is a once-in-a-lifetime opportunity to establish a family legacy on one of Key West's most coveted golf course settings. Here, generations will gather beneath the verandas, celebrate over long tables set for twelve, and watch the sun set over the 17th green. This is Key West living, reimagined for the modern family -- and passed down for generations to come.

6 Beds ⋅ 6 Baths ⋅ 620852 MLS

Set within the exclusive enclave of The Sanctuary at Key West Golf Club, this rare offering presents two distinct residences united as one extraordinary parcel -- a configuration unlike anything currently available on the Key West market. Verandas and porches wrap the property, framing sweeping views of the lake and the emerald fairways of the 17th hole, while tiled floors flow throughout both residences, blurring the line between the two homes and the tropical air outside. At the heart of it all, a resort-caliber pool measuring an impressive 12 x 30 feet anchors a 1,500 square foot outdoor terrace, where long tables are set for twelve or more, indoors and out, beneath the Key West sky. With 6 bedrooms and 5.5 bathrooms spread across 2,840 square feet, this dual-residence estate is purpose-built for the multigenerational family, offering the rare gift of togetherness paired with independence -- separate structures for separate households, united by a single spectacular pool deck built for gathering. For the discerning second-home buyer or investor, the dual-dwelling design opens the door to flexible living arrangements or income-generating potential, a configuration increasingly coveted in today's Key West market. This is more than a home -- it is a once-in-a-lifetime opportunity to establish a family legacy on one of Key West's most coveted golf course settings. Here, generations will gather beneath the verandas, celebrate over long tables set for twelve, and watch the sun set over the 17th green. This is Key West living, reimagined for the modern family -- and passed down for generations to come.

287 & 289 Golf Club Dr, Key West

$779,000

Turnkey Old Town Key West condo! 2 Bedrooms/2 Full Baths/ Fully Furnished/Pool-side/Rentals through March 2027! Welcome to your turnkey piece of Old Town Key West. This first-floor, poolside 2 Bedroom.2 Bath condo is fully furnished, ready to enjoy now, and comes with future rentals already booked through March 2027. Whether you're looking for a Key West getaway or an established vacation rental, this property offers the flexibility to do both. The open and comfortable layout features 2 Bedrooms and 2 Full bathrooms, making it especially appealing for vacation guests, couples traveling together, or personal use. The condo is being sold fully furnished, allowing the next owner to begin enjoying or renting it immediately without the time and expense of furnishing a property. Enjoy your own private covered outdoor living area with grill, wet bar, and seating-perfect for morning coffee, outdoor dining ,or relaxing after a day on the island. The shared pool is just steps away. Inside, you will find central air conditioning ,a washer and dryer, and a mix of tile and wood flooring. A new metal roof and hurricane panels provide additional piece of mind. Located on Truman Avenue in Old Town, you're within easy reach of Duval Street, White Street, the Historic Seaport, restaurants ,galleries, and the best of Key West. Walk or bike to explore the island, then return to your own comfortable retreat. For the investor, the established vacation rental set-up and bookings already in place through March 2027 provide an immediate opportunity for continued rental income. For the owner seeking a second home, this fully furnished condo is ready to enjoy from day one. Two bedrooms, two baths, private outdoor space, pool access and a prime Old Town location make this a truly turnkey Key West opportunity!

2 Beds ⋅ 2 Baths ⋅ 620829 MLS

Turnkey Old Town Key West condo! 2 Bedrooms/2 Full Baths/ Fully Furnished/Pool-side/Rentals through March 2027! Welcome to your turnkey piece of Old Town Key West. This first-floor, poolside 2 Bedroom.2 Bath condo is fully furnished, ready to enjoy now, and comes with future rentals already booked through March 2027. Whether you're looking for a Key West getaway or an established vacation rental, this property offers the flexibility to do both. The open and comfortable layout features 2 Bedrooms and 2 Full bathrooms, making it especially appealing for vacation guests, couples traveling together, or personal use. The condo is being sold fully furnished, allowing the next owner to begin enjoying or renting it immediately without the time and expense of furnishing a property. Enjoy your own private covered outdoor living area with grill, wet bar, and seating-perfect for morning coffee, outdoor dining ,or relaxing after a day on the island. The shared pool is just steps away. Inside, you will find central air conditioning ,a washer and dryer, and a mix of tile and wood flooring. A new metal roof and hurricane panels provide additional piece of mind. Located on Truman Avenue in Old Town, you're within easy reach of Duval Street, White Street, the Historic Seaport, restaurants ,galleries, and the best of Key West. Walk or bike to explore the island, then return to your own comfortable retreat. For the investor, the established vacation rental set-up and bookings already in place through March 2027 provide an immediate opportunity for continued rental income. For the owner seeking a second home, this fully furnished condo is ready to enjoy from day one. Two bedrooms, two baths, private outdoor space, pool access and a prime Old Town location make this a truly turnkey Key West opportunity!

906 Truman Ave Unit 2, Key West

$649,999

Welcome home to 101 Golf Club Drive, the key to your slice of paradise! This home is nestled mid-way in the gated Key West Golf Course Community and a short walk to pools, fitness center, butterfly garden, and a club house. From the home, the back faces unobstructed views of the 1st Fairway, while the front faces the quaint, white picket fence lined drive. Upstairs, each bedroom has its own bathroom and balcony, providing privacy to you and your family or guests. No need to make upgrades as new stainless steel appliances, hot water heater, flooring, insulation & paint are throughout! The home has also been recently tented with warranty, giving an additional peace of mind your home is protected. Whether this is your full time home, vacation property, or investment, 101 Golf Club Dr is move in ready for you to start enjoying the Key West lifestyle!!

2 Beds ⋅ 2 Baths ⋅ 620825 MLS

Welcome home to 101 Golf Club Drive, the key to your slice of paradise! This home is nestled mid-way in the gated Key West Golf Course Community and a short walk to pools, fitness center, butterfly garden, and a club house. From the home, the back faces unobstructed views of the 1st Fairway, while the front faces the quaint, white picket fence lined drive. Upstairs, each bedroom has its own bathroom and balcony, providing privacy to you and your family or guests. No need to make upgrades as new stainless steel appliances, hot water heater, flooring, insulation & paint are throughout! The home has also been recently tented with warranty, giving an additional peace of mind your home is protected. Whether this is your full time home, vacation property, or investment, 101 Golf Club Dr is move in ready for you to start enjoying the Key West lifestyle!!

101 Golf Club Dr, Key West

$649,000

There are homes that simply check the boxes--then there are homes that immediately feel like ''home.'' Tucked on a quiet, 1-way lane w/in Key West Golf Club, 19 Spoonbill enjoys a superbly tranquil setting overlooking the lush, colorful Butterfly Garden/pond. The pace seems to slow. From the newly built composite rear veranda/rear steps, the gentle trickle of water from the Butterfly Garden statue becomes part of the soundtrack. Tropical greenery creates a peaceful backdrop for morning coffee/afternoon relaxation/evening glass of wine. Exceptional Location. Community Center/Fitness Room/HOA Office are just steps away, while the spectacular lagoon-shaped community pool w/tropical waterfalls is only a short stroll through the garden or down the inviting lane. Everyday living feels a little more like a Key West escape. Inside/out, this pristine residence has been given an extraordinary level of care. Freshly painted throughout, the home is sparkling, warm & inviting! For the homeowner seeking a property where the hard work has already been done, this one is the answer. Impressive exterior renovation. The entire front fence/gate has been meticulously rebuilt, posts/pickets re-secured w/ stainless-steel fasteners, 5 new pressure-treated wood panels. Front lower veranda has been completely rebuilt, enhanced w/new composite picture framing, rich English Walnut composite decking/new stair stringers, posts wrapped in composite sleeves/new composite railings. Upper belt/trim on the front/rear replaced w/Azek, secured w/stainless fasteners. Side/rear fencing was carefully re-secured, new pickets/new gate added. Freshly painted white trim/soffits/gutters/rails/balusters complete the polished exterior presentation. 4 brand-new stainless Frigidaire Gallery Series appliances. Wainscoting accented stairwell/rich wooden stairs/flooring upstairs, 2 glorious upper verandas, new lighting fixtures, 2021 AC, tented in 2018/continued Orkin treatment plan, solar lighting. LOOK NO FURTHER

2 Beds ⋅ 2 Baths ⋅ 620820 MLS

There are homes that simply check the boxes--then there are homes that immediately feel like ''home.'' Tucked on a quiet, 1-way lane w/in Key West Golf Club, 19 Spoonbill enjoys a superbly tranquil setting overlooking the lush, colorful Butterfly Garden/pond. The pace seems to slow. From the newly built composite rear veranda/rear steps, the gentle trickle of water from the Butterfly Garden statue becomes part of the soundtrack. Tropical greenery creates a peaceful backdrop for morning coffee/afternoon relaxation/evening glass of wine. Exceptional Location. Community Center/Fitness Room/HOA Office are just steps away, while the spectacular lagoon-shaped community pool w/tropical waterfalls is only a short stroll through the garden or down the inviting lane. Everyday living feels a little more like a Key West escape. Inside/out, this pristine residence has been given an extraordinary level of care. Freshly painted throughout, the home is sparkling, warm & inviting! For the homeowner seeking a property where the hard work has already been done, this one is the answer. Impressive exterior renovation. The entire front fence/gate has been meticulously rebuilt, posts/pickets re-secured w/ stainless-steel fasteners, 5 new pressure-treated wood panels. Front lower veranda has been completely rebuilt, enhanced w/new composite picture framing, rich English Walnut composite decking/new stair stringers, posts wrapped in composite sleeves/new composite railings. Upper belt/trim on the front/rear replaced w/Azek, secured w/stainless fasteners. Side/rear fencing was carefully re-secured, new pickets/new gate added. Freshly painted white trim/soffits/gutters/rails/balusters complete the polished exterior presentation. 4 brand-new stainless Frigidaire Gallery Series appliances. Wainscoting accented stairwell/rich wooden stairs/flooring upstairs, 2 glorious upper verandas, new lighting fixtures, 2021 AC, tented in 2018/continued Orkin treatment plan, solar lighting. LOOK NO FURTHER

19 Spoonbill Way, Key West

$12,500,000

A distinguished offering on one of Key West's most coveted private island enclaves, 32 Sunset Key Drive embodies the ease, elegance, and exclusivity of waterfront living. One of the largest custom residences on Sunset Key, this 3,635-square-foot oceanfront estate was conceived by its original owners with an unwavering commitment to craftsmanship, comfort, and detail. Set beside its own private beach, the home features six ensuite bedrooms and seven full baths, creating a refined retreat designed for gracious hosting and effortless relaxation. Inside, coffered wood-paneled ceilings, tumbled marble, and solid oak floors lend depth, texture, and timeless coastal sophistication. Expansive living, dining, and kitchen spaces open naturally to the outdoors, blurring the line between interior comfort and the island's spectacular waterfront setting. Beyond, a custom rock pool with a hot tub and two-story slide evokes the atmosphere of a private resort, while a fully equipped outdoor kitchen, full bath, shower, and laundry facility elevate every gathering with ease and intention. Hop on the five minute ferry ride to your island paradise, enjoy the fabulous spa and dine at the acclaimed restaurant Latitudes. Truly, this is a one of a kind opportunity for the discerning buyer.

6 Beds ⋅ 7 Baths ⋅ 620770 MLS

A distinguished offering on one of Key West's most coveted private island enclaves, 32 Sunset Key Drive embodies the ease, elegance, and exclusivity of waterfront living. One of the largest custom residences on Sunset Key, this 3,635-square-foot oceanfront estate was conceived by its original owners with an unwavering commitment to craftsmanship, comfort, and detail. Set beside its own private beach, the home features six ensuite bedrooms and seven full baths, creating a refined retreat designed for gracious hosting and effortless relaxation. Inside, coffered wood-paneled ceilings, tumbled marble, and solid oak floors lend depth, texture, and timeless coastal sophistication. Expansive living, dining, and kitchen spaces open naturally to the outdoors, blurring the line between interior comfort and the island's spectacular waterfront setting. Beyond, a custom rock pool with a hot tub and two-story slide evokes the atmosphere of a private resort, while a fully equipped outdoor kitchen, full bath, shower, and laundry facility elevate every gathering with ease and intention. Hop on the five minute ferry ride to your island paradise, enjoy the fabulous spa and dine at the acclaimed restaurant Latitudes. Truly, this is a one of a kind opportunity for the discerning buyer.

32 Sunset, Key West

$2,980,000

PRICE IMPROVEMENT- Classic Key West charm and sophistication abound, with traditional grace yet modern conveniences, this wasn't just a simple remodel. This was a carefully thought out, complete and careful renovation of this Old Town treasure. This home is carefree, furnished, and turnkey-bring your personal bag and you are home immediately. A worry free and easily maintained 3 bedroom, 2 and & ½ bath home, master bath ensuite, on one of the most prestigious streets in Key West, this home is constantly photographed, whether it's the location, the style, or the carefully chosen color pallet by the current owners, we're not sure, but regardless, many are drawn to this home and its beautifully tailored look. Whether you want to people watch on the front porch and sip your coffee or cocktail, or withdraw to the secluded private back yard and lounge around the pool reading a Hemingway novel, who's legendary home is a mere stroll moments away out the gate one direction, or go the opposite direction to the Atlantic Ocean and the Southernmost Point Buoy, everything Key West is only minutes away from this front door, your front door. Your new home. And by new, that's what we mean-this home was carefully and completely renovated in the last couple years, essentially creating a classic Key West house, with all the comfort and benefits of a new home. A completely custom Bosch appliance filled kitchen, with virtually every modern convenience a new home would hold. Modern upscale interior, zoned central A/C system with whole-house ventilating dehumidifier, advanced internet modem and router system, maintenance free composite decking, complete security and camera system, are just a few of the extra steps the owners took when creating a time-honored but luxurious, self contained and above the norm renovation of this truly one of a kind Key West home. Lets set up your private showing today.

3 Beds ⋅ 3 Baths ⋅ 620747 MLS

PRICE IMPROVEMENT- Classic Key West charm and sophistication abound, with traditional grace yet modern conveniences, this wasn't just a simple remodel. This was a carefully thought out, complete and careful renovation of this Old Town treasure. This home is carefree, furnished, and turnkey-bring your personal bag and you are home immediately. A worry free and easily maintained 3 bedroom, 2 and & ½ bath home, master bath ensuite, on one of the most prestigious streets in Key West, this home is constantly photographed, whether it's the location, the style, or the carefully chosen color pallet by the current owners, we're not sure, but regardless, many are drawn to this home and its beautifully tailored look. Whether you want to people watch on the front porch and sip your coffee or cocktail, or withdraw to the secluded private back yard and lounge around the pool reading a Hemingway novel, who's legendary home is a mere stroll moments away out the gate one direction, or go the opposite direction to the Atlantic Ocean and the Southernmost Point Buoy, everything Key West is only minutes away from this front door, your front door. Your new home. And by new, that's what we mean-this home was carefully and completely renovated in the last couple years, essentially creating a classic Key West house, with all the comfort and benefits of a new home. A completely custom Bosch appliance filled kitchen, with virtually every modern convenience a new home would hold. Modern upscale interior, zoned central A/C system with whole-house ventilating dehumidifier, advanced internet modem and router system, maintenance free composite decking, complete security and camera system, are just a few of the extra steps the owners took when creating a time-honored but luxurious, self contained and above the norm renovation of this truly one of a kind Key West home. Lets set up your private showing today.

1019 Whitehead St, Key West

3930 S Roosevelt Blvd Unit N108, Key West

$475,000

NEW PRICE.....Welcome to this beautifully updated condo at 3930 S. Roosevelt Blvd. #N108, offering the perfect blend of comfort, convenience, and island living. Overlooking the sparkling community pool, this inviting residence features a tastefully remodeled kitchen with modern finishes, newer flooring throughout, and a bright, open living space designed for easy living and entertaining. Enjoy your morning coffee or evening cocktail with relaxing pool views, while the covered parking bay provides the added convenience and protection every Key West homeowner appreciates. Residents also enjoy outstanding community amenities, including a newly completed state-of-the-art fitness center, adding even more value to this desirable complex. Located just minutes from beaches, shopping, dining, and Old Town Key West, this move-in-ready condo is ideal as a full-time residence, vacation getaway, or investment property. Don't miss this opportunity to own a beautifully updated piece of paradise in one of Key West's most desirable locations. Call today to set up your showing.... Very easy to show

2 Beds ⋅ 2 Baths ⋅ 620690 MLS

NEW PRICE.....Welcome to this beautifully updated condo at 3930 S. Roosevelt Blvd. #N108, offering the perfect blend of comfort, convenience, and island living. Overlooking the sparkling community pool, this inviting residence features a tastefully remodeled kitchen with modern finishes, newer flooring throughout, and a bright, open living space designed for easy living and entertaining. Enjoy your morning coffee or evening cocktail with relaxing pool views, while the covered parking bay provides the added convenience and protection every Key West homeowner appreciates. Residents also enjoy outstanding community amenities, including a newly completed state-of-the-art fitness center, adding even more value to this desirable complex. Located just minutes from beaches, shopping, dining, and Old Town Key West, this move-in-ready condo is ideal as a full-time residence, vacation getaway, or investment property. Don't miss this opportunity to own a beautifully updated piece of paradise in one of Key West's most desirable locations. Call today to set up your showing.... Very easy to show

3930 S Roosevelt Blvd Unit N108, Key West

3930 S Roosevelt Blvd Unit W314, Key West

$499,000

This bright, private 2BR/2BA corner unit sits at the end of the west wing, with an extra window that fills the space with light and only one shared wall for real quiet. This unit comes with covered parking. The kitchen is outfitted with stainless steel appliances, and a full-size washer and dryer means laundry day never means leaving home. A covered parking space (#122) comes with the sale. Las Salinas Condominiums is one of the best-kept communities in Key West, and it shows. The pool is sun-drenched and inviting, and the fitness center may be the best on the island, with private access to cardio and strength rooms that are always spotless and always stocked with quality equipment. Monthly fees of $535 cover building insurance, exterior maintenance, and full on-site management, so ownership here is refreshingly hands-off. Step outside and you're close to a grocery store, a day spa, and a bus stop for easy island transportation. Just past the entrance, the two-mile Smathers Beach promenade is calling, whether that's a sunrise walk, a bike ride, or a spot to watch the sky change color every evening. Add in open-lot parking for a second vehicle, plus storage and bicycle rooms, and this is a home built for the way you actually want to live in Key West. Call today to schedule a private showing.

2 Beds ⋅ 2 Baths ⋅ 620689 MLS

This bright, private 2BR/2BA corner unit sits at the end of the west wing, with an extra window that fills the space with light and only one shared wall for real quiet. This unit comes with covered parking. The kitchen is outfitted with stainless steel appliances, and a full-size washer and dryer means laundry day never means leaving home. A covered parking space (#122) comes with the sale. Las Salinas Condominiums is one of the best-kept communities in Key West, and it shows. The pool is sun-drenched and inviting, and the fitness center may be the best on the island, with private access to cardio and strength rooms that are always spotless and always stocked with quality equipment. Monthly fees of $535 cover building insurance, exterior maintenance, and full on-site management, so ownership here is refreshingly hands-off. Step outside and you're close to a grocery store, a day spa, and a bus stop for easy island transportation. Just past the entrance, the two-mile Smathers Beach promenade is calling, whether that's a sunrise walk, a bike ride, or a spot to watch the sky change color every evening. Add in open-lot parking for a second vehicle, plus storage and bicycle rooms, and this is a home built for the way you actually want to live in Key West. Call today to schedule a private showing.

3930 S Roosevelt Blvd Unit W314, Key West

$4,995,000

Welcome to an extraordinary oceanfront residence in the exclusive Casa Caselles community, where two townhomes have been masterfully combined into one spectacular 4,224 sq. ft. luxury retreat. Completely reimagined, this one-of-a-kind home features a private interior elevator with automatic doors accessing all floors, exceptional craftsmanship, and effortless oceanfront and poolside living. Offering 4 en-suite bedrooms, 4.5 baths, 2 expansive living rooms divided by a wall insulated with commercial soundproofing, an exercise room, and a hidden office seamlessly integrated into the custom kitchen, the residence is designed for everyday comfort and grand-scale entertaining. The chef's kitchen centers around an oversized island with custom European-style cabinetry, premium quartz countertops, a BlueStar gas range, paneled Sub-Zero refrigerator, Cove dishwasher, U-Line ice maker, wine refrigerator, and Perlick refrigerator/freezer drawers. The family room includes an electric fireplace and custom wet bar with refrigerator drawers, dishwasher, and built-in cabinetry. Travertine flooring, custom built-ins, hidden storage, recessed lighting, remote-controlled window coverings, and in-wall TV wiring reflect meticulous attention to detail. Every major system has been replaced, including electrical, plumbing, insulation, and HVAC. Twelve balconies and hurricane-rated sliding glass doors provide beautiful light in every room, while a whole-house generator provides peace of mind. The luxurious primary suite offers a custom walk-in closet, and every bedroom has private balcony access. A guest suite includes a zero-entry shower for added comfort and accessibility. Tiled courtyards, expanded entertaining terraces, covered parking for four vehicles, an outdoor shower, and multiple laundry areas enhance daily living. Residents also enjoy an oceanfront pool overlooking the Atlantic, completing one of Key West's most distinctive waterfront residences.

4 Beds ⋅ 5 Baths ⋅ 620618 MLS

Welcome to an extraordinary oceanfront residence in the exclusive Casa Caselles community, where two townhomes have been masterfully combined into one spectacular 4,224 sq. ft. luxury retreat. Completely reimagined, this one-of-a-kind home features a private interior elevator with automatic doors accessing all floors, exceptional craftsmanship, and effortless oceanfront and poolside living. Offering 4 en-suite bedrooms, 4.5 baths, 2 expansive living rooms divided by a wall insulated with commercial soundproofing, an exercise room, and a hidden office seamlessly integrated into the custom kitchen, the residence is designed for everyday comfort and grand-scale entertaining. The chef's kitchen centers around an oversized island with custom European-style cabinetry, premium quartz countertops, a BlueStar gas range, paneled Sub-Zero refrigerator, Cove dishwasher, U-Line ice maker, wine refrigerator, and Perlick refrigerator/freezer drawers. The family room includes an electric fireplace and custom wet bar with refrigerator drawers, dishwasher, and built-in cabinetry. Travertine flooring, custom built-ins, hidden storage, recessed lighting, remote-controlled window coverings, and in-wall TV wiring reflect meticulous attention to detail. Every major system has been replaced, including electrical, plumbing, insulation, and HVAC. Twelve balconies and hurricane-rated sliding glass doors provide beautiful light in every room, while a whole-house generator provides peace of mind. The luxurious primary suite offers a custom walk-in closet, and every bedroom has private balcony access. A guest suite includes a zero-entry shower for added comfort and accessibility. Tiled courtyards, expanded entertaining terraces, covered parking for four vehicles, an outdoor shower, and multiple laundry areas enhance daily living. Residents also enjoy an oceanfront pool overlooking the Atlantic, completing one of Key West's most distinctive waterfront residences.

1616 Atlantic Blvd Unit 11, Key West

$849,000

Adorable 2 bed ,1.5 bath single family home in Pearlman neighborhood with separate 1-1 cottage anchored by a picturesque Royal Poinciana tree out front! Features a large (16 X 15) screen room between the main house & the cottage. You can pass from the main house thru the screened room into the cottage & still be under roof. Cottage does have its own separate entrance. Use the cottage as an extension of the main house or as separate living space, she-shed, man-cave, studio, work out room or home office. Roof replaced in 2016. Exposed beam ceilings in kitchen and dining areas. For those familiar with the 'Sunshine Homes' in KW, you know they were built with crawl spaces between the ground & the floor, taller attics w/ pull-down stairs, beautiful hard wood floors & asbestos siding. Most of main house still has original hard wood floors & the cottage has bamboo flooring. Sellers say interior of house did not flood during Wilma. 3712 Duck affords you yard space, room for pool, carport with additional off-street parking & one of KW's most desirable New Town neighborhoods. Convenient location is close to schools, shopping, theaters, medical offices, ball fields, beach, airport, golf course & hospital. Just a short ride into Old Town & world-famous Duval St.. Make your next home at 3712 Duck Ave!

3 Beds ⋅ 3 Baths ⋅ 620501 MLS

Adorable 2 bed ,1.5 bath single family home in Pearlman neighborhood with separate 1-1 cottage anchored by a picturesque Royal Poinciana tree out front! Features a large (16 X 15) screen room between the main house & the cottage. You can pass from the main house thru the screened room into the cottage & still be under roof. Cottage does have its own separate entrance. Use the cottage as an extension of the main house or as separate living space, she-shed, man-cave, studio, work out room or home office. Roof replaced in 2016. Exposed beam ceilings in kitchen and dining areas. For those familiar with the 'Sunshine Homes' in KW, you know they were built with crawl spaces between the ground & the floor, taller attics w/ pull-down stairs, beautiful hard wood floors & asbestos siding. Most of main house still has original hard wood floors & the cottage has bamboo flooring. Sellers say interior of house did not flood during Wilma. 3712 Duck affords you yard space, room for pool, carport with additional off-street parking & one of KW's most desirable New Town neighborhoods. Convenient location is close to schools, shopping, theaters, medical offices, ball fields, beach, airport, golf course & hospital. Just a short ride into Old Town & world-famous Duval St.. Make your next home at 3712 Duck Ave!

3712 Duck Ave, Key West

$725,000

''Seaport Sanctuary'' Located within the Land's End compound steps away from the Historic Key West Seaport and Harbor Walk. This 1 bedroom 1 bath conch cottage features an open floor plan with a storage loft, cathedral ceilings and hardwood floors. Nestled down a brick pathway across from the residents only heated pool. Professionally maintained landscaping surrounds this 6 freestanding conch home complex. Call today!

1 Beds ⋅ 1 Baths ⋅ 620493 MLS

''Seaport Sanctuary'' Located within the Land's End compound steps away from the Historic Key West Seaport and Harbor Walk. This 1 bedroom 1 bath conch cottage features an open floor plan with a storage loft, cathedral ceilings and hardwood floors. Nestled down a brick pathway across from the residents only heated pool. Professionally maintained landscaping surrounds this 6 freestanding conch home complex. Call today!

308 Margaret St Unit 3, Key West

$1,825,000

RARE OPPORTUNITY TO PURCHASE IN CASA MARINA FOR ONLY $835 PRICE PER SQUARE FOOT. (34% BELOW market value) Life feels a little different in Casa Marina. The streets are quieter, the homes are beautifully maintained, and everything from the beach to Old Town is just a short walk or bike ride away. Tucked within one of Key West's most desirable neighborhoods, 1115 South Street captures everything people love about living here. Step inside and the home immediately feels open and inviting. Ten foot ceilings, warm Brazilian cherry floors, and an abundance of natural light create spaces that feel both elegant and comfortable. The entire first floor is designed for gathering, anchored by an impressive kitchen with abundant cabinetry, expansive countertops, and high end appliances that make cooking and entertaining equally enjoyable. As beautiful as the interior is, your attention naturally shifts outdoors. French doors open to a private tropical backyard where a large swimming pool, separate hot tub, and coral stone patios with IPE decking create a peaceful setting for relaxing or entertaining. Surrounded by mature landscaping, the backyard feels like your own private retreat. With both bedrooms located upstairs, the home offers a thoughtful separation between everyday living and personal space. The primary suite even enjoys its own balcony overlooking the backyard, providing a quiet place to begin or end the day. Beautifully maintained and thoughtfully designed, this is a home where every detail encourages you to slow down, entertain often, and enjoy the best of Key West living.

2 Beds ⋅ 2 Baths ⋅ 620470 MLS

RARE OPPORTUNITY TO PURCHASE IN CASA MARINA FOR ONLY $835 PRICE PER SQUARE FOOT. (34% BELOW market value) Life feels a little different in Casa Marina. The streets are quieter, the homes are beautifully maintained, and everything from the beach to Old Town is just a short walk or bike ride away. Tucked within one of Key West's most desirable neighborhoods, 1115 South Street captures everything people love about living here. Step inside and the home immediately feels open and inviting. Ten foot ceilings, warm Brazilian cherry floors, and an abundance of natural light create spaces that feel both elegant and comfortable. The entire first floor is designed for gathering, anchored by an impressive kitchen with abundant cabinetry, expansive countertops, and high end appliances that make cooking and entertaining equally enjoyable. As beautiful as the interior is, your attention naturally shifts outdoors. French doors open to a private tropical backyard where a large swimming pool, separate hot tub, and coral stone patios with IPE decking create a peaceful setting for relaxing or entertaining. Surrounded by mature landscaping, the backyard feels like your own private retreat. With both bedrooms located upstairs, the home offers a thoughtful separation between everyday living and personal space. The primary suite even enjoys its own balcony overlooking the backyard, providing a quiet place to begin or end the day. Beautifully maintained and thoughtfully designed, this is a home where every detail encourages you to slow down, entertain often, and enjoy the best of Key West living.

1115 South Street, Key West

$979,000

When value matters, this solid concrete New Town home stands apart with one of the most compelling price-per-square-foot opportunities on the market. Substantial 4-bedroom, 2-bath home featuring a dedicated office, offering an exceptional combination of comfort and functionality. Situated on an expansive 8,448-square-foot corner lot, the property provides 2,111 square feet of living space, two driveways, off-street parking with an attached carport, a Tesla charging station, and ample room to add a pool. Designed for easy living and entertaining, the open-concept kitchen and living area is enhanced by soaring cathedral ceilings with exposed beams and an abundance of large, light-filtering windows that create a bright and inviting atmosphere throughout. A welcoming front porch, set back amongst mature trees, provides the perfect place to relax and unwind. The elevated home features double-pane windows, noise-dampening door improvements, a V-crimp metal roof, and beautiful terrazzo floors that add timeless Key West character. The solid concrete construction offers lasting durability and an excellent foundation to fine-tune and personalize the home to suit your vision. The fully walled property provides privacy and generous outdoor space. With its larger-than-average footprint, oversized corner lot, two driveways, and endless potential for a backyard pool oasis, this home presents an outstanding opportunity to enjoy the very best of Key West living. Whether you're searching for a comfortably sized family home just or a property with the perfect canvas to create your dream home, this opportunity offers exceptional value.

4 Beds ⋅ 2 Baths ⋅ 620453 MLS

When value matters, this solid concrete New Town home stands apart with one of the most compelling price-per-square-foot opportunities on the market. Substantial 4-bedroom, 2-bath home featuring a dedicated office, offering an exceptional combination of comfort and functionality. Situated on an expansive 8,448-square-foot corner lot, the property provides 2,111 square feet of living space, two driveways, off-street parking with an attached carport, a Tesla charging station, and ample room to add a pool. Designed for easy living and entertaining, the open-concept kitchen and living area is enhanced by soaring cathedral ceilings with exposed beams and an abundance of large, light-filtering windows that create a bright and inviting atmosphere throughout. A welcoming front porch, set back amongst mature trees, provides the perfect place to relax and unwind. The elevated home features double-pane windows, noise-dampening door improvements, a V-crimp metal roof, and beautiful terrazzo floors that add timeless Key West character. The solid concrete construction offers lasting durability and an excellent foundation to fine-tune and personalize the home to suit your vision. The fully walled property provides privacy and generous outdoor space. With its larger-than-average footprint, oversized corner lot, two driveways, and endless potential for a backyard pool oasis, this home presents an outstanding opportunity to enjoy the very best of Key West living. Whether you're searching for a comfortably sized family home just or a property with the perfect canvas to create your dream home, this opportunity offers exceptional value.

1500 5th St, Key West