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This stunning 5-bedroom, 5-bathroom home, completely reimagined and rebuilt in 2023, offers 3,062 sq. ft. of luxurious living space on a 5,040 sq. ft. lot. Featuring 9-foot ceilings, custom wood cabinetry, porcelain wood-look tile and luxury vinyl flooring, the home showcases exceptional craftsmanship throughout. The chef's kitchen is a true centerpiece, featuring an impressive 17-foot island with seating for eight, professional grade appliances, a 36-inch gas range with vented hood, and a wine refrigerator. The spacious primary suite features a walk-in closet and a spa inspired wet room with dual showerheads, a clawfoot soaking tub, and dual vanities. Additional conveniences include laundry areas on both floors and abundant storage, including attic and under-home space. Built with durability and efficiency in mind, the home features impact resistant windows, spray foam insulation, and a double strapped aluminum standing seam roof. The backyard offers an inviting outdoor retreat, highlighted by a heated pool and traditional thatched chickee hut, perfect for relaxing or entertaining in true Key West style. From the moment you step inside, you'll appreciate the striking architectural symmetry, exquisite craftsmanship, and meticulous attention to detail that make this exceptional Key West residence truly one of a kind. *Please note that some photos have been digitally staged or altered*

5 Beds ⋅ 5 Baths ⋅ 621768 MLS

This stunning 5-bedroom, 5-bathroom home, completely reimagined and rebuilt in 2023, offers 3,062 sq. ft. of luxurious living space on a 5,040 sq. ft. lot. Featuring 9-foot ceilings, custom wood cabinetry, porcelain wood-look tile and luxury vinyl flooring, the home showcases exceptional craftsmanship throughout. The chef's kitchen is a true centerpiece, featuring an impressive 17-foot island with seating for eight, professional grade appliances, a 36-inch gas range with vented hood, and a wine refrigerator. The spacious primary suite features a walk-in closet and a spa inspired wet room with dual showerheads, a clawfoot soaking tub, and dual vanities. Additional conveniences include laundry areas on both floors and abundant storage, including attic and under-home space. Built with durability and efficiency in mind, the home features impact resistant windows, spray foam insulation, and a double strapped aluminum standing seam roof. The backyard offers an inviting outdoor retreat, highlighted by a heated pool and traditional thatched chickee hut, perfect for relaxing or entertaining in true Key West style. From the moment you step inside, you'll appreciate the striking architectural symmetry, exquisite craftsmanship, and meticulous attention to detail that make this exceptional Key West residence truly one of a kind. *Please note that some photos have been digitally staged or altered*

2827 Harris Ave, Key West

$1,650,000

Welcome to 1809 Seidenberg nestled in Mid Town Key West with one of the larger pools on the island. The open floor plan with an entire wall of pocket sliders provide the perfect setting for large gatherings and enjoying indoor/outdoor living, island style! In addition the home will be sold turn key with over $60k of rentals on the books in 2027. Low maintenance CBS construction with turf yard and mature landscaping make this a stress free Key West getaway. Schedule your private tour now!

3 Beds ⋅ 2 Baths ⋅ 621680 MLS

Welcome to 1809 Seidenberg nestled in Mid Town Key West with one of the larger pools on the island. The open floor plan with an entire wall of pocket sliders provide the perfect setting for large gatherings and enjoying indoor/outdoor living, island style! In addition the home will be sold turn key with over $60k of rentals on the books in 2027. Low maintenance CBS construction with turf yard and mature landscaping make this a stress free Key West getaway. Schedule your private tour now!

1809 Seidenberg Ave, Key West

1901 S Roosevelt Blvd Unit 208E, Key West

$1,349,000

Ocean Views & Island Living at La Brisa - Key West. Wake up to ocean views and embrace the Key West lifestyle! Rarely available, this 3-bedroom, 2-bath condominium in the gated La Brisa community offers direct ocean views and an exceptional location directly across from Smathers Beach. Whether you're looking for a full-time residence, a seasonal island retreat, or an investment opportunity, Unit 208E offers an inviting combination of coastal living, everyday comfort, and resort-style amenities. The open-concept living and dining areas flow seamlessly into the updated kitchen, creating a bright, welcoming space for relaxing or entertaining. Sliding glass doors lead to a private balcony where you can savor your morning coffee, enjoy the ocean breeze, and take in the beautiful water views. The primary suite is a peaceful retreat, featuring ocean views through a large picture window, direct balcony access, generous closet space, and a private en-suite bath. Two additional bedrooms provide flexible space for family and guests or even a home office Convenience is built in, with assigned covered parking and a dedicated storage area located next to the elevator. La Brisa is a professionally managed, gated community known for its well-maintained grounds and impressive amenities, including a heated swimming pool, hot tub, saunas, clubhouse, lighted tennis/pickleball court, car wash area, grilling area, and complimentary EV charging station. Just steps from Smathers Beach and close to bike paths, Key West International Airport, local restaurants, and the island's many attractions, this condominium puts the best of Key West within easy reach. Your island lifestyle starts here. Experience the ocean views, enjoy the amenities, and make Unit 208E at La Brisa your own. Move-in ready and available for immediate occupancy.

3 Beds ⋅ 2 Baths ⋅ 621474 MLS

Ocean Views & Island Living at La Brisa - Key West. Wake up to ocean views and embrace the Key West lifestyle! Rarely available, this 3-bedroom, 2-bath condominium in the gated La Brisa community offers direct ocean views and an exceptional location directly across from Smathers Beach. Whether you're looking for a full-time residence, a seasonal island retreat, or an investment opportunity, Unit 208E offers an inviting combination of coastal living, everyday comfort, and resort-style amenities. The open-concept living and dining areas flow seamlessly into the updated kitchen, creating a bright, welcoming space for relaxing or entertaining. Sliding glass doors lead to a private balcony where you can savor your morning coffee, enjoy the ocean breeze, and take in the beautiful water views. The primary suite is a peaceful retreat, featuring ocean views through a large picture window, direct balcony access, generous closet space, and a private en-suite bath. Two additional bedrooms provide flexible space for family and guests or even a home office Convenience is built in, with assigned covered parking and a dedicated storage area located next to the elevator. La Brisa is a professionally managed, gated community known for its well-maintained grounds and impressive amenities, including a heated swimming pool, hot tub, saunas, clubhouse, lighted tennis/pickleball court, car wash area, grilling area, and complimentary EV charging station. Just steps from Smathers Beach and close to bike paths, Key West International Airport, local restaurants, and the island's many attractions, this condominium puts the best of Key West within easy reach. Your island lifestyle starts here. Experience the ocean views, enjoy the amenities, and make Unit 208E at La Brisa your own. Move-in ready and available for immediate occupancy.

1901 S Roosevelt Blvd Unit 208E, Key West

$2,195,000

Completed in 2025, this brand-new, elevated two-story home rises above the surrounding homes and is built above flood level. Excellent location close to the beach. Category 5 hurricane-rated construction, impact windows and doors, and Hardie board siding combine coastal style with storm protection. The home offers 3 bedrooms and 3 bathrooms, plus an office currently set up with bunk beds as a fourth sleeping space. Separate laundry room. The backyard is a gorgeous tropical retreat. A large heated pool and spa are surrounded by a gorgeous stone deck, lush landscaping and dramatic evening lighting. A huge poolside Tiki hut creates a spectacular setting for shaded dining, lounging and entertaining, while a putting green adds to the fun. Generous gathering areas and a completely fenced yard make this outdoor oasis perfect for sunny afternoons and unforgettable evenings beneath the palms. Inside, bright, open living and dining spaces flow into a beautiful kitchen with white cabinetry, stainless steel appliances, a blue tile backsplash and a generous island with seating. Balconies extend the living space outdoors. Beneath the home, a large covered area offers room to watch sports, relax and entertain, or serve as a carport. A permitted downstairs enclosure provides valuable storage and pool cabana. New construction, an elevated setting and an exceptional backyard come together in one remarkable property. Don't miss your opportunity to make this tropical escape your own!

3 Beds ⋅ 2 Baths ⋅ 621461 MLS

Completed in 2025, this brand-new, elevated two-story home rises above the surrounding homes and is built above flood level. Excellent location close to the beach. Category 5 hurricane-rated construction, impact windows and doors, and Hardie board siding combine coastal style with storm protection. The home offers 3 bedrooms and 3 bathrooms, plus an office currently set up with bunk beds as a fourth sleeping space. Separate laundry room. The backyard is a gorgeous tropical retreat. A large heated pool and spa are surrounded by a gorgeous stone deck, lush landscaping and dramatic evening lighting. A huge poolside Tiki hut creates a spectacular setting for shaded dining, lounging and entertaining, while a putting green adds to the fun. Generous gathering areas and a completely fenced yard make this outdoor oasis perfect for sunny afternoons and unforgettable evenings beneath the palms. Inside, bright, open living and dining spaces flow into a beautiful kitchen with white cabinetry, stainless steel appliances, a blue tile backsplash and a generous island with seating. Balconies extend the living space outdoors. Beneath the home, a large covered area offers room to watch sports, relax and entertain, or serve as a carport. A permitted downstairs enclosure provides valuable storage and pool cabana. New construction, an elevated setting and an exceptional backyard come together in one remarkable property. Don't miss your opportunity to make this tropical escape your own!

1716 Laird St, 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!

3 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

$3,398,000

Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout. Marvel at the attention to detail in the updated kitchen featuring a waterfall island and all new stainless steel appliances. Outside, a heated salt pool, equipped with automation and a water feature, invites you to unwind amidst the lush turf and enchanting landscape lighting. Relish in unparalleled privacy with a comprehensive privacy wall and fencing, enhanced by a Mosquito Nix system for a pleasant outdoor experience. Enjoy the added conveniences of a whole-house automatic generator and on-demand gas water heater. Nestled in an environment that offers the best waterfront living, your lifestyle is enhanced by limitless opportunities for boating and fishing--right from your backyard: automatic front gates, circular driveway, and awning-covered parking round out this unparalleled offering. Elevate your life with this matchless blend of luxury and oceanic freedom!

3 Beds ⋅ 4 Baths ⋅ 619475 MLS

Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout. Marvel at the attention to detail in the updated kitchen featuring a waterfall island and all new stainless steel appliances. Outside, a heated salt pool, equipped with automation and a water feature, invites you to unwind amidst the lush turf and enchanting landscape lighting. Relish in unparalleled privacy with a comprehensive privacy wall and fencing, enhanced by a Mosquito Nix system for a pleasant outdoor experience. Enjoy the added conveniences of a whole-house automatic generator and on-demand gas water heater. Nestled in an environment that offers the best waterfront living, your lifestyle is enhanced by limitless opportunities for boating and fishing--right from your backyard: automatic front gates, circular driveway, and awning-covered parking round out this unparalleled offering. Elevate your life with this matchless blend of luxury and oceanic freedom!

3034 Riviera Dr, Key West

$1,975,000

NEW PRICE!! Key West WATERFRONT Home with a POOL! This expansive two-story residence has everything you need, featuring a first-floor primary suite, ample off-street parking, and a canal for boating enthusiasts, along with a fantastic pool area complete with a tiki hut for shaded relaxation. With 4 bedrooms and 3 bathrooms, this home spans 2,080 sq. ft. and is just minutes away from Old Town Key West. Nestled on a cul-de-sac, Jamaica Drive is the perfect island oasis--simply drop your paddleboard in from your backyard! The kitchen is chef-ready, offering plenty of cabinet space and a large island. The open floor plan is designed for entertaining, seamlessly flowing to the backyard area with tiki hut, canal views, and a beautiful swimming pool. The first floor includes a primary suite with a luxurious bath, walk-in closet, and pool access. There are three spacious bedrooms located on the second floor. Additional features include central AC, ductless units, a workshop, soundproof windows, impact-rated doors, and hurricane panels. Saltwater pool with chiller and heater. Perfect canal home with seawall without leaving KW!

4 Beds ⋅ 3 Baths ⋅ 619096 MLS

NEW PRICE!! Key West WATERFRONT Home with a POOL! This expansive two-story residence has everything you need, featuring a first-floor primary suite, ample off-street parking, and a canal for boating enthusiasts, along with a fantastic pool area complete with a tiki hut for shaded relaxation. With 4 bedrooms and 3 bathrooms, this home spans 2,080 sq. ft. and is just minutes away from Old Town Key West. Nestled on a cul-de-sac, Jamaica Drive is the perfect island oasis--simply drop your paddleboard in from your backyard! The kitchen is chef-ready, offering plenty of cabinet space and a large island. The open floor plan is designed for entertaining, seamlessly flowing to the backyard area with tiki hut, canal views, and a beautiful swimming pool. The first floor includes a primary suite with a luxurious bath, walk-in closet, and pool access. There are three spacious bedrooms located on the second floor. Additional features include central AC, ductless units, a workshop, soundproof windows, impact-rated doors, and hurricane panels. Saltwater pool with chiller and heater. Perfect canal home with seawall without leaving KW!

1620 Jamaica Dr, Key West

2601 S Roosevelt Blvd Unit 204A, Key West

$599,000

Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath residence located in the desirable 'A' building at Key West by the Sea. This bright and airy condo designed to capture natural light and showcase the stunning beach and ocean scenery. The unit was upgraded through the 2018 Airport Noise Improvement Project and includes hurricane-impact, sound-insulated windows and doors, providing exceptional tranquility throughout the home. Energy-efficient ductless mini-split A/C systems in both the living area and bedroom offer customized comfort year-round. Situated directly across the street from iconic Smathers Beach, this location is ideal for beach lovers and outdoor enthusiasts alike. Enjoy swimming, sunbathing, and watersports, or take advantage of the wide, paved beachfront promenadeâ€'perfect for biking, jogging, skating, or leisurely sunset strolls. The gated Key West by the Sea community offers resort-style amenities including two swimming pools, two tennis courts, a clubhouse, four conveniently located laundry rooms, bike racks, a car-wash station, and a pet walking area. The community is pet-friendly and well maintained, with condo fees covering building insurance, cable TV, security, pest control, and full grounds and building maintenance. After the first year of ownership, the unit may be rented with a minimum two-month term, adding flexibility and investment potential. Whether you're searching for a serene island retreat, a full-time residence, or a smart coastal investment, this oceanview condo delivers the best of Key West livingâ€'location, views, and lifestyleâ€'all in one exceptional package.

1 Beds ⋅ 1 Baths ⋅ 618286 MLS

Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath residence located in the desirable 'A' building at Key West by the Sea. This bright and airy condo designed to capture natural light and showcase the stunning beach and ocean scenery. The unit was upgraded through the 2018 Airport Noise Improvement Project and includes hurricane-impact, sound-insulated windows and doors, providing exceptional tranquility throughout the home. Energy-efficient ductless mini-split A/C systems in both the living area and bedroom offer customized comfort year-round. Situated directly across the street from iconic Smathers Beach, this location is ideal for beach lovers and outdoor enthusiasts alike. Enjoy swimming, sunbathing, and watersports, or take advantage of the wide, paved beachfront promenadeâ€'perfect for biking, jogging, skating, or leisurely sunset strolls. The gated Key West by the Sea community offers resort-style amenities including two swimming pools, two tennis courts, a clubhouse, four conveniently located laundry rooms, bike racks, a car-wash station, and a pet walking area. The community is pet-friendly and well maintained, with condo fees covering building insurance, cable TV, security, pest control, and full grounds and building maintenance. After the first year of ownership, the unit may be rented with a minimum two-month term, adding flexibility and investment potential. Whether you're searching for a serene island retreat, a full-time residence, or a smart coastal investment, this oceanview condo delivers the best of Key West livingâ€'location, views, and lifestyleâ€'all in one exceptional package.

2601 S Roosevelt Blvd Unit 204A, Key West

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