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Income producing 300k+/yr - Tucked behind a classic white picket fence in the heart of Old Town Key West just steps from Duval St, 805 Shavers Lane is a completely restored historic 3 Bedroom 3 Bath residence that seamlessly blends timeless island architecture with refined modern luxury. From arrival, the cheerful island exterior, standing-seam metal roof and Bahama shutters set the tone for authentic Key West charm. Inside, vaulted ceilings, wide-plank tile flooring & plantation shutters throughout create a bright breezy interior that balances natural light with privacy & comfort. At the heart of the home, the chef's kitchen features white shaker cabinetry, stone countertops, subway tile backsplash, premium stainless appliances & a gas range. The main living room is anchored by a striking Dade County pine accent wall, custom lighting, ample seating, with large sliding doors opening directly to the backyard. A custom built-in office nook provides a dedicated workstation, catering to today's work-from-anywhere lifestyle. Bedrooms function as true retreats, with the primary suite offering vaulted ceilings, designer finishes, & direct access to the pool. Spa-inspired bathrooms feature frameless glass showers, designer tile work, custom vanities, stone countertops, and curated lighting. The crown jewel is the private resort-style pool, heated for year-round enjoyment. Natural stone decking, lush tropical landscaping, café lighting, and multiple lounge areas create an intimate oasis. A custom illuminated octopus art installation overlooks the courtyard—symbolizing wisdom, resilience, & quiet guardianship—adding both meaning and a signature design element. This property holds a transient license & can transfer with full-service professional property management in place—consistently ranked among the top 10 rental homes in Key West with 198 five star reviews—making it a truly turnkey high-performing investment.

3 Beds ⋅ 3 Baths ⋅ 617956 MLS

Income producing 300k+/yr - Tucked behind a classic white picket fence in the heart of Old Town Key West just steps from Duval St, 805 Shavers Lane is a completely restored historic 3 Bedroom 3 Bath residence that seamlessly blends timeless island architecture with refined modern luxury. From arrival, the cheerful island exterior, standing-seam metal roof and Bahama shutters set the tone for authentic Key West charm. Inside, vaulted ceilings, wide-plank tile flooring & plantation shutters throughout create a bright breezy interior that balances natural light with privacy & comfort. At the heart of the home, the chef's kitchen features white shaker cabinetry, stone countertops, subway tile backsplash, premium stainless appliances & a gas range. The main living room is anchored by a striking Dade County pine accent wall, custom lighting, ample seating, with large sliding doors opening directly to the backyard. A custom built-in office nook provides a dedicated workstation, catering to today's work-from-anywhere lifestyle. Bedrooms function as true retreats, with the primary suite offering vaulted ceilings, designer finishes, & direct access to the pool. Spa-inspired bathrooms feature frameless glass showers, designer tile work, custom vanities, stone countertops, and curated lighting. The crown jewel is the private resort-style pool, heated for year-round enjoyment. Natural stone decking, lush tropical landscaping, café lighting, and multiple lounge areas create an intimate oasis. A custom illuminated octopus art installation overlooks the courtyard—symbolizing wisdom, resilience, & quiet guardianship—adding both meaning and a signature design element. This property holds a transient license & can transfer with full-service professional property management in place—consistently ranked among the top 10 rental homes in Key West with 198 five star reviews—making it a truly turnkey high-performing investment.

805 Shavers Ln, Key West

$3,562,500

BRAND NEW CONSTRUCTION. Four bedrooms, 4.5 bathrooms including guest quarters and pool. High end trim package includes Thermador appliances with wet bar, 58 bottle dual temperature wine cooler, beverage center, ice maker, induction stovetop. Upstairs and downstairs laundry. Riva European white oak wood flooring manufactured in Spain, white Thassos marble in primary first floor bath. Free standing bathtub in beautiful shower enclosure in second floor bath. Euro sliders that create a 16 foot opening to Ipe decking, oolite walking paths with crushed granite. Saltwater pool with all Pentair equipment, automation for heater/chiller, waterfall, LED lighting, 65K BTU multi speed pump. Remote controlled gate for secure off street parking and separate secure off street golf cart space. Lush landscaping with lighting and irrigation. Warranties still in place. Owner is Florida licensed real estate agent.

4 Beds ⋅ 5 Baths ⋅ 607845 MLS

BRAND NEW CONSTRUCTION. Four bedrooms, 4.5 bathrooms including guest quarters and pool. High end trim package includes Thermador appliances with wet bar, 58 bottle dual temperature wine cooler, beverage center, ice maker, induction stovetop. Upstairs and downstairs laundry. Riva European white oak wood flooring manufactured in Spain, white Thassos marble in primary first floor bath. Free standing bathtub in beautiful shower enclosure in second floor bath. Euro sliders that create a 16 foot opening to Ipe decking, oolite walking paths with crushed granite. Saltwater pool with all Pentair equipment, automation for heater/chiller, waterfall, LED lighting, 65K BTU multi speed pump. Remote controlled gate for secure off street parking and separate secure off street golf cart space. Lush landscaping with lighting and irrigation. Warranties still in place. Owner is Florida licensed real estate agent.

1233 Washington St, Key West

$3,500,000

Located in the heart of Old Town Key West, 316 Southard Street is a meticulously renovated single-family home that pairs modern comfort with classic Conch-style architecture. Originally built in 1938, the home has undergone a comprehensive renovation, blending timeless character with thoughtful, high-quality upgrades. Offering over 2,500 square feet of finished living space on a 6,165-square-foot lot, the residence features three bedrooms and three and a half bathrooms—well-proportioned for relaxed daily living and effortless entertaining. The ground-up renovation includes a new metal roof, all impact windows and doors, sound proofing in the walls, upgraded plumbing and electrical systems, a premium two zone HVAC installation, integrated indoor and outdoor sound system, and the addition of a custom-designed pool with integrated lighting and heating. The jaw dropping kitchen has a blend of the very best, from Wolf there is a gas stove, induction stove, steam oven, convection oven & microwave. Bertazzoni integrated refrigerator, freezer and wine fridge. Finally a top of the line Miele dishwasher rounds out the appliances. A thoughtfully designed rear addition, approved by the HARC, enhances both the function and flow of the home. Inside, historic elements are complemented by premium finishes, while outside, a partial wraparound porch, ample off-street parking, and color-adjustable smart lighting add both charm and convenience. The 12' x 24' pool and private yard create a quiet retreat, just steps from the vibrant energy of town. Positioned just blocks from the waterfront, restaurants, and cultural landmarks, this turnkey residence offers a rare opportunity to own a refined island home in one of Key West's most coveted locations. *Seller is a licensed Florida realtor.

3 Beds ⋅ 4 Baths ⋅ 616386 MLS

Located in the heart of Old Town Key West, 316 Southard Street is a meticulously renovated single-family home that pairs modern comfort with classic Conch-style architecture. Originally built in 1938, the home has undergone a comprehensive renovation, blending timeless character with thoughtful, high-quality upgrades. Offering over 2,500 square feet of finished living space on a 6,165-square-foot lot, the residence features three bedrooms and three and a half bathrooms—well-proportioned for relaxed daily living and effortless entertaining. The ground-up renovation includes a new metal roof, all impact windows and doors, sound proofing in the walls, upgraded plumbing and electrical systems, a premium two zone HVAC installation, integrated indoor and outdoor sound system, and the addition of a custom-designed pool with integrated lighting and heating. The jaw dropping kitchen has a blend of the very best, from Wolf there is a gas stove, induction stove, steam oven, convection oven & microwave. Bertazzoni integrated refrigerator, freezer and wine fridge. Finally a top of the line Miele dishwasher rounds out the appliances. A thoughtfully designed rear addition, approved by the HARC, enhances both the function and flow of the home. Inside, historic elements are complemented by premium finishes, while outside, a partial wraparound porch, ample off-street parking, and color-adjustable smart lighting add both charm and convenience. The 12' x 24' pool and private yard create a quiet retreat, just steps from the vibrant energy of town. Positioned just blocks from the waterfront, restaurants, and cultural landmarks, this turnkey residence offers a rare opportunity to own a refined island home in one of Key West's most coveted locations. *Seller is a licensed Florida realtor.

316 Southard St, Key West

$3,500,000

If you are looking for Key West Luxury Island living at its best, then here it is 1235 Washington St. Island modernization with ultra-luxury high end finishes. This newly renovated residence is built above the current base flood elevation and designed to the latest building codes. Home features 4bedrooms/4 bathrooms of unparalleled style & sophistication. Complete with designer kitchen, build in cabinetry from Italy, quartz counter tops, and high end appliances. Home is built with CBS construction, spray foam insulation, hurricane impact windows & doors, and V-crimp metal roof which will help lower insurances and provide low maintenance. Interior has 10 ft. ceilings throughout and a grand vaulted ceiling in the living room area. Brand new salt water pool with water feature and separate pool house/guest quarters designed with carefree life style adds to the exceptional value of this amazing home. Home is furnished with new modern furniture inside and out and is available for purchase but not included in purchase price. Sit on your super beautiful front porch with tiger wood finishes and enjoy all Key West has to offer. Home is located on a 5,348 S.F. corner lot in one of the most prestigious and desirable areas of Key West. Lush tropical landscaping, irrigation, outdoor lighting, and off St. Parking completes this very desirable luxury property. Just a short distance too many of Key West fine restaurants, galleries, museums, White St. pier, & beaches. Don't miss out on this excellent opportunity to own this impressive and newly renovated luxury residence at 1235 Washington St.

4 Beds ⋅ 4 Baths ⋅ 607050 MLS

If you are looking for Key West Luxury Island living at its best, then here it is 1235 Washington St. Island modernization with ultra-luxury high end finishes. This newly renovated residence is built above the current base flood elevation and designed to the latest building codes. Home features 4bedrooms/4 bathrooms of unparalleled style & sophistication. Complete with designer kitchen, build in cabinetry from Italy, quartz counter tops, and high end appliances. Home is built with CBS construction, spray foam insulation, hurricane impact windows & doors, and V-crimp metal roof which will help lower insurances and provide low maintenance. Interior has 10 ft. ceilings throughout and a grand vaulted ceiling in the living room area. Brand new salt water pool with water feature and separate pool house/guest quarters designed with carefree life style adds to the exceptional value of this amazing home. Home is furnished with new modern furniture inside and out and is available for purchase but not included in purchase price. Sit on your super beautiful front porch with tiger wood finishes and enjoy all Key West has to offer. Home is located on a 5,348 S.F. corner lot in one of the most prestigious and desirable areas of Key West. Lush tropical landscaping, irrigation, outdoor lighting, and off St. Parking completes this very desirable luxury property. Just a short distance too many of Key West fine restaurants, galleries, museums, White St. pier, & beaches. Don't miss out on this excellent opportunity to own this impressive and newly renovated luxury residence at 1235 Washington St.

1235 Washington St, Key West

$3,422,500

Custom Bahamian Style Estate built in 2005! 3006 sq.ft. in Old Town X-Zone. 5 bedrooms and 5 and a half baths with generous front porches on both floors and a 2nd floor wrap around balcony in the back overlooking the pool and gardens. Spacious covered outdoor living area complements the large pool & spa. Luxurious chef's kitchen, top of the line appliances, open to great room/dining area with folding glass wall to pool and outdoor Viking grill and entertainment area, complete with additional dining table. Lush landscaping, multi-vehicle carport complete this stunning home, finished & furnished by David Smith from Fast Buck's at Home.

5 Beds ⋅ 6 Baths ⋅ 617334 MLS

Custom Bahamian Style Estate built in 2005! 3006 sq.ft. in Old Town X-Zone. 5 bedrooms and 5 and a half baths with generous front porches on both floors and a 2nd floor wrap around balcony in the back overlooking the pool and gardens. Spacious covered outdoor living area complements the large pool & spa. Luxurious chef's kitchen, top of the line appliances, open to great room/dining area with folding glass wall to pool and outdoor Viking grill and entertainment area, complete with additional dining table. Lush landscaping, multi-vehicle carport complete this stunning home, finished & furnished by David Smith from Fast Buck's at Home.

1022 Packer St, Key West

$3,400,000

Impeccably preserved historic residence located in the heart of Old Town Key West. Discover the enticing charm of Key West and stroll through the majestic tree lined streets from 715 Frances Street. A rare combination of Key West luxury and historic architecture, this beautiful eyebrow home is perfectly positioned on a large spacious lot on sought after X Flood zone keeping you high and dry. Three beautifully appointed bedrooms, all ensuite upgraded bathrooms with a master on the ground floor and two bedrooms on second Floor. Recently completed 360 sq. ft. gazebo completes the property adding a stunning entertainer's dream with outdoor kitchen, dining and seating area overlooking large saltwater pool, jacuzzi, and private garden. Gourmet kitchen finished with custom cabinetry, large countertops, gas Viking stove, Subzero appliances and glass chandeliers. Property is being sold turn key and is beautifully appointed with a stunning designer furniture package and interior plantation shutters. Additional features include full house generator, outdoor storage, off street parking for car and golf cart, outdoor shower, 2 new AC units and dehumidifier, new pool heater and chiller, new landscape lighting, new Ipe decking, Oolite stepping stones and bench, 3 new on-demand tankless hot water heaters, kevlar shutter package for entire house & 5 Camera security system.

3 Beds ⋅ 4 Baths ⋅ 613040 MLS

Impeccably preserved historic residence located in the heart of Old Town Key West. Discover the enticing charm of Key West and stroll through the majestic tree lined streets from 715 Frances Street. A rare combination of Key West luxury and historic architecture, this beautiful eyebrow home is perfectly positioned on a large spacious lot on sought after X Flood zone keeping you high and dry. Three beautifully appointed bedrooms, all ensuite upgraded bathrooms with a master on the ground floor and two bedrooms on second Floor. Recently completed 360 sq. ft. gazebo completes the property adding a stunning entertainer's dream with outdoor kitchen, dining and seating area overlooking large saltwater pool, jacuzzi, and private garden. Gourmet kitchen finished with custom cabinetry, large countertops, gas Viking stove, Subzero appliances and glass chandeliers. Property is being sold turn key and is beautifully appointed with a stunning designer furniture package and interior plantation shutters. Additional features include full house generator, outdoor storage, off street parking for car and golf cart, outdoor shower, 2 new AC units and dehumidifier, new pool heater and chiller, new landscape lighting, new Ipe decking, Oolite stepping stones and bench, 3 new on-demand tankless hot water heaters, kevlar shutter package for entire house & 5 Camera security system.

715 Frances St, Key West

$3,400,000

Unique opportunity to purchase a waterfront commercial property on US1 N. Roosevelt Blvd. Currently a restaurant with a large kitchen, two bars, and a private meeting hall. Owned by a Military Veteran Non-profit relocating to focus on community needs. CBS with metal roof boosts 27,000 sq ft lot size and 5,500 interior sq ft. This location sees about 40,000 cars daily, ensuring high exposure and visibility. This restaurant, with its capacity of over 150 seats, is eligible for the affordable SRX liquor license if desired. Please ensure that the operation remains undisturbed.

615841 MLS

Unique opportunity to purchase a waterfront commercial property on US1 N. Roosevelt Blvd. Currently a restaurant with a large kitchen, two bars, and a private meeting hall. Owned by a Military Veteran Non-profit relocating to focus on community needs. CBS with metal roof boosts 27,000 sq ft lot size and 5,500 interior sq ft. This location sees about 40,000 cars daily, ensuring high exposure and visibility. This restaurant, with its capacity of over 150 seats, is eligible for the affordable SRX liquor license if desired. Please ensure that the operation remains undisturbed.

2200 N Roosevelt Blvd, Key West

$3,400,000

A rare fusion of location, design, and cutting-edge finishes empowers this fantastic opportunity in Harbour Place in the Truman Annex! Designed as a full-sensory experience, this three bedroom, two bathroom gem is unparalleled in the city. Exceptional features include polished concrete floors, custom cabinetry and lighting, an updated floorplan and plenty of storage! Enjoy the spacious primary suite with soothing natural light, a gorgeous new spa-style bathroom and a private deck overlooking the charming neighborhood! Two more updated bedrooms with custom closets, finishes and views round out the three sided ambience of this one of a kind residence. Additional highlights include a professional kitchen featuring a working center island and an open air concept design. There are several outdoor entertaining areas which capture the panoramic views of the inner harbor, world famous Key West sunsets and the open water beyond! The Harbour Place waterfront community pool and private covered parking are steps away.

3 Beds ⋅ 2 Baths ⋅ 618398 MLS

A rare fusion of location, design, and cutting-edge finishes empowers this fantastic opportunity in Harbour Place in the Truman Annex! Designed as a full-sensory experience, this three bedroom, two bathroom gem is unparalleled in the city. Exceptional features include polished concrete floors, custom cabinetry and lighting, an updated floorplan and plenty of storage! Enjoy the spacious primary suite with soothing natural light, a gorgeous new spa-style bathroom and a private deck overlooking the charming neighborhood! Two more updated bedrooms with custom closets, finishes and views round out the three sided ambience of this one of a kind residence. Additional highlights include a professional kitchen featuring a working center island and an open air concept design. There are several outdoor entertaining areas which capture the panoramic views of the inner harbor, world famous Key West sunsets and the open water beyond! The Harbour Place waterfront community pool and private covered parking are steps away.

105 Front St Unit 122, Key West

$3,350,000

This stunning Gingerbread-style home seamlessly blends historic charm with modern luxury right in the heart of Old Town . A covered wraparound porch welcomes you into a bright, window-lined foyer, leading to an elegant living and dining area. Throughout, gorgeous pine floors and walls highlight the home's timeless character. The open gourmet kitchen, featuring high-end appliances, flows into the living room and out to the covered loggia through vanishing pocket doors, creating seamless indoor-outdoor living. With 3 or 4 bedrooms, the main floor offers two en-suite bedrooms + a custom office, while upstairs, a spacious sitting room with a breakfast bar leads to the primary suite, complete with dual closets and a private balcony overlooking the heated pool and lush backyard. Designed for relaxation and entertaining, the large covered back porch offers serene views of the tropical landscaping and tranquil pool waterfall. A gazebo-style outdoor living space expands your backyard retreat and could easily convert back into a guest cottage as it once was. A rolling front gate, off-street parking, and a charming front porch perfect for people-watching complete this exceptional property.

3 Beds ⋅ 4 Baths ⋅ 614012 MLS

This stunning Gingerbread-style home seamlessly blends historic charm with modern luxury right in the heart of Old Town . A covered wraparound porch welcomes you into a bright, window-lined foyer, leading to an elegant living and dining area. Throughout, gorgeous pine floors and walls highlight the home's timeless character. The open gourmet kitchen, featuring high-end appliances, flows into the living room and out to the covered loggia through vanishing pocket doors, creating seamless indoor-outdoor living. With 3 or 4 bedrooms, the main floor offers two en-suite bedrooms + a custom office, while upstairs, a spacious sitting room with a breakfast bar leads to the primary suite, complete with dual closets and a private balcony overlooking the heated pool and lush backyard. Designed for relaxation and entertaining, the large covered back porch offers serene views of the tropical landscaping and tranquil pool waterfall. A gazebo-style outdoor living space expands your backyard retreat and could easily convert back into a guest cottage as it once was. A rolling front gate, off-street parking, and a charming front porch perfect for people-watching complete this exceptional property.

1020 Southard St, Key West

$3,300,000

'For Statistical Purposes Only.'

4 Beds ⋅ 3 Baths ⋅ 617173 MLS

'For Statistical Purposes Only.'

1231 South Street, Key West

$3,300,000

Discover a rare investment and lifestyle opportunity at 'Zen Villa,' a prestigious compound anchored in the coveted X-Flood Zone of Old Town, Key West. Spanning a spacious 5,891 SF lot, this unique offering encompasses three distinct residences: the luxurious main estate at 400 Aronovitz Lane and two charming, income-generating cottages at 621 and 623 Whitehead Street. The main residence is a masterpiece of contemporary island design. Step inside to an airy lounge defined by soaring 18-foot cathedral ceilings and a chic wet bar featuring granite finishes and a premium beverage center—perfect for entertaining. The open-concept floor plan dissolves the lines between indoors and out, leading you through expansive glass sliders to a tropical sanctuary. Designed by renowned landscape architect Craig Reynolds, the private courtyard features a heated pool with a tranquil water feature, lush native flora, and ambient lighting. Accommodations in the main house are nothing short of spectacular. The first-floor primary suite serves as a spa-like retreat with marble finishes and a steam shower. Upstairs, a second primary suite offers a private covered porch with an outdoor shower, while a cozy guest room invites relaxation with a deep soaking tub. The value of this compound is unmatched, with the two Whitehead Street cottages (1BD/1BA each) providing immediate rental income or flexible guest housing. Zoned Historic Residential Office (HRO) with an ADA-compliant entrance, the property offers versatile live-work possibilities. Complete with 3+ off-street parking spaces and located steps from Duval Street and Fort Zachary Taylor, Zen Villa is your ultimate key to paradise.

5 Beds ⋅ 6 Baths ⋅ 615720 MLS

Discover a rare investment and lifestyle opportunity at 'Zen Villa,' a prestigious compound anchored in the coveted X-Flood Zone of Old Town, Key West. Spanning a spacious 5,891 SF lot, this unique offering encompasses three distinct residences: the luxurious main estate at 400 Aronovitz Lane and two charming, income-generating cottages at 621 and 623 Whitehead Street. The main residence is a masterpiece of contemporary island design. Step inside to an airy lounge defined by soaring 18-foot cathedral ceilings and a chic wet bar featuring granite finishes and a premium beverage center—perfect for entertaining. The open-concept floor plan dissolves the lines between indoors and out, leading you through expansive glass sliders to a tropical sanctuary. Designed by renowned landscape architect Craig Reynolds, the private courtyard features a heated pool with a tranquil water feature, lush native flora, and ambient lighting. Accommodations in the main house are nothing short of spectacular. The first-floor primary suite serves as a spa-like retreat with marble finishes and a steam shower. Upstairs, a second primary suite offers a private covered porch with an outdoor shower, while a cozy guest room invites relaxation with a deep soaking tub. The value of this compound is unmatched, with the two Whitehead Street cottages (1BD/1BA each) providing immediate rental income or flexible guest housing. Zoned Historic Residential Office (HRO) with an ADA-compliant entrance, the property offers versatile live-work possibilities. Complete with 3+ off-street parking spaces and located steps from Duval Street and Fort Zachary Taylor, Zen Villa is your ultimate key to paradise.

400 Aronovitz Ln, Key West

$3,285,000

Situated on one of Old Town Key West's most desirable and historic streets, this beautifully updated William Street residence blends timeless island charm with modern comfort. Just steps from the Historic Seaport, Duval Street, and many of the island's best restaurants, the location captures the very essence of Key West living. Featured in Coastal Living Magazine, this architectural gem occupies one of the most coveted blocks in the Historic District. Styled as a colorful beachside cottage, the two-story home offers four bedrooms and three baths, including a flexible den or fourth bedroom, and showcases classic Dade County pine floors and an abundance of French doors that flood the interiors with natural light and open effortlessly to the outdoors. The main level features a spacious living room, formal dining room, and a private primary suite with direct access to the lush poolside setting and outdoor dining pavilion. The chef's kitchen is designed for both everyday living and entertaining, boasting stone and copper countertops, professional-grade stainless steel appliances, and seamless flow to a pergola-covered outdoor dining, perfect for hosting memorable gatherings. Upstairs, two generously sized bedrooms share a stunning, renovated bathroom with refined finishes, offering comfort and privacy for family or guests. The outdoor spaces create a true private oasis, complete with a large swimming pool, sun patio, built-in wet bar, laundry room, and additional storage. A separate one-bedroom guest cottage with its own bathroom provides ideal accommodations for visitors or extended stays. Gated off-street parking adds convenience and privacy, an exceptional feature in Old Town. Thoughtfully designed and ideally located, 418 William Street exemplifies the modern Key West lifestyle, where historic character, elegant updates, and effortless indoor-outdoor living come together in perfect harmony.

4 Beds ⋅ 3 Baths ⋅ 618233 MLS

Situated on one of Old Town Key West's most desirable and historic streets, this beautifully updated William Street residence blends timeless island charm with modern comfort. Just steps from the Historic Seaport, Duval Street, and many of the island's best restaurants, the location captures the very essence of Key West living. Featured in Coastal Living Magazine, this architectural gem occupies one of the most coveted blocks in the Historic District. Styled as a colorful beachside cottage, the two-story home offers four bedrooms and three baths, including a flexible den or fourth bedroom, and showcases classic Dade County pine floors and an abundance of French doors that flood the interiors with natural light and open effortlessly to the outdoors. The main level features a spacious living room, formal dining room, and a private primary suite with direct access to the lush poolside setting and outdoor dining pavilion. The chef's kitchen is designed for both everyday living and entertaining, boasting stone and copper countertops, professional-grade stainless steel appliances, and seamless flow to a pergola-covered outdoor dining, perfect for hosting memorable gatherings. Upstairs, two generously sized bedrooms share a stunning, renovated bathroom with refined finishes, offering comfort and privacy for family or guests. The outdoor spaces create a true private oasis, complete with a large swimming pool, sun patio, built-in wet bar, laundry room, and additional storage. A separate one-bedroom guest cottage with its own bathroom provides ideal accommodations for visitors or extended stays. Gated off-street parking adds convenience and privacy, an exceptional feature in Old Town. Thoughtfully designed and ideally located, 418 William Street exemplifies the modern Key West lifestyle, where historic character, elegant updates, and effortless indoor-outdoor living come together in perfect harmony.

418 William St, Key West

$3,250,000

Situated in the prestigious heart of Old Town, 906 Southard Street is an impeccably restored Historic Key West eyebrow house filled with timeless architectural character. This Home has off street parking, pool and all that Key West Charm you are looking for. A large ipe wood front porch adorned with classic gingerbread trim and iconic gas lanterns welcomes you to the refined residence. This home offers three (3) spacious bedrooms, each with its own private ensuite bathroom, ensuring comfort and privacy for residents and guests alike. The gourmet kitchen is a chef's masterpiece, featuring Carrera marble countertops, cherrywood cabinets, a gas Viking Professional range, two Liebherr refrigerators, and a dedicated ice maker and wine fridge. Adjacent, the skylight-lit dining area provides an inviting, sophisticated setting perfect for both intimate dinners and entertaining. Designed for indoor-outdoor living, the property features an outdoor dining area, with an ipe wood covered porch, a heated pool with waterfall feature, surrounded by lush tropical landscaping for complete relaxation and privacy. Additional premium amenities include a whole house generator, brick-paved, gated driveway with car port, and a spacious storage shed for added convenience. Thoughtfully curated and beautifully appointed, this exceptional residence offers a rare opportunity to own a piece of Key West history while enjoying the finest modern comforts. Call today for your private showing! Some photo have been virtually staged.

3 Beds ⋅ 3 Baths ⋅ 617607 MLS

Situated in the prestigious heart of Old Town, 906 Southard Street is an impeccably restored Historic Key West eyebrow house filled with timeless architectural character. This Home has off street parking, pool and all that Key West Charm you are looking for. A large ipe wood front porch adorned with classic gingerbread trim and iconic gas lanterns welcomes you to the refined residence. This home offers three (3) spacious bedrooms, each with its own private ensuite bathroom, ensuring comfort and privacy for residents and guests alike. The gourmet kitchen is a chef's masterpiece, featuring Carrera marble countertops, cherrywood cabinets, a gas Viking Professional range, two Liebherr refrigerators, and a dedicated ice maker and wine fridge. Adjacent, the skylight-lit dining area provides an inviting, sophisticated setting perfect for both intimate dinners and entertaining. Designed for indoor-outdoor living, the property features an outdoor dining area, with an ipe wood covered porch, a heated pool with waterfall feature, surrounded by lush tropical landscaping for complete relaxation and privacy. Additional premium amenities include a whole house generator, brick-paved, gated driveway with car port, and a spacious storage shed for added convenience. Thoughtfully curated and beautifully appointed, this exceptional residence offers a rare opportunity to own a piece of Key West history while enjoying the finest modern comforts. Call today for your private showing! Some photo have been virtually staged.

906 Southard St, Key West

$3,250,000

This British designer has spent over twenty years crafting contemporary properties in a luxurious Caribbean setting. Well-known for attention to detail and a commitment to sourcing the finest materials, this builder's constructions are exceptional. The spacious living room effortlessly merges with the outdoors upon opening the storm-proof sliding doors, creating a seamless transition between interior and exterior space..........The house features elegant tile floors throughout the first floor, while the second level is distinguished by luxurious hickory wood flooring. The dining room is tailored to accommodate a bespoke layout, complete with ambient mood lighting and refined cove molding. A a generously proportioned bedroom and bathroom, complete with private access to the pool area, are nestled at the rear of the first floor. This stunning four-bedroom, five-bathroom residence boasts an impressive 2,628 square feet of living space, set amidst a meticulously landscaped 5,600 square-foot lot. The masterful landscaping is the work of a renowned expert, celebrated for work on the most exclusive properties in the Florida Keys..........The main bedroom of this stunning residence has a beautiful bathroom with soaking tub, huge closet and sliding doors that open onto the upstairs balcony. The expansive wrap-around balcony also provides access to the two additional bedrooms, each featuring their own bathroom. The property's reflective metal cool roof is engineered to optimize energy efficiency and provide year-round comfort. Three independent air conditioning units ensure a consistently cool environment. There is also a 500 gallon underground gas tank and a 2.2 kw house generator. Additional features include off-street parking for multiple vehicles, a private driveway, and secure electronic gates and security camera system, solidifying this property's reputation as a masterpiece of timeless craftsmanship. Once you step inside, its allure will undoubtedly capture your heart

4 Beds ⋅ 5 Baths ⋅ 616940 MLS

This British designer has spent over twenty years crafting contemporary properties in a luxurious Caribbean setting. Well-known for attention to detail and a commitment to sourcing the finest materials, this builder's constructions are exceptional. The spacious living room effortlessly merges with the outdoors upon opening the storm-proof sliding doors, creating a seamless transition between interior and exterior space..........The house features elegant tile floors throughout the first floor, while the second level is distinguished by luxurious hickory wood flooring. The dining room is tailored to accommodate a bespoke layout, complete with ambient mood lighting and refined cove molding. A a generously proportioned bedroom and bathroom, complete with private access to the pool area, are nestled at the rear of the first floor. This stunning four-bedroom, five-bathroom residence boasts an impressive 2,628 square feet of living space, set amidst a meticulously landscaped 5,600 square-foot lot. The masterful landscaping is the work of a renowned expert, celebrated for work on the most exclusive properties in the Florida Keys..........The main bedroom of this stunning residence has a beautiful bathroom with soaking tub, huge closet and sliding doors that open onto the upstairs balcony. The expansive wrap-around balcony also provides access to the two additional bedrooms, each featuring their own bathroom. The property's reflective metal cool roof is engineered to optimize energy efficiency and provide year-round comfort. Three independent air conditioning units ensure a consistently cool environment. There is also a 500 gallon underground gas tank and a 2.2 kw house generator. Additional features include off-street parking for multiple vehicles, a private driveway, and secure electronic gates and security camera system, solidifying this property's reputation as a masterpiece of timeless craftsmanship. Once you step inside, its allure will undoubtedly capture your heart

1610 South Street, Key West

$3,200,000

Located on Georgia Street, this stunning newly built retreat captures the timeless charm of Key West with a sophisticated modern twist, offering a lifestyle of exceptional luxury just one block from the beach and the Casa Marina district. This beautifully designed residence features four bedrooms, each serving as a private sanctuary complete with spa-inspired en-suite baths and spacious walk-in closets. A serene palette of calming hues is elevated by elegant Eastern Accents linens, custom window treatments, and handcrafted wood shutters that welcome the island breeze. Designer wallpaper worthy of an Architectural Digest feature adds artistry and personality throughout, transforming every bedroom into a luxurious retreat. The open-concept floor plan seamlessly blends indoor and outdoor living, creating an effortless setting for both relaxation and entertaining. The gourmet kitchen, elegant dining area, and inviting living spaces all flow beautifully together while overlooking the spectacular saltwater pool. Outside, sleek glass railings, and lush mature landscaping create a private, resort-style oasis where every day feels like a vacation. The kitchen is truly a showpiece -- a masterful blend of form and function where every detail has been thoughtfully curated. A large statement island anchors the space, inviting conversation. Brass-accented light fixtures cast a warm glow overhead, perfectly complementing the stunning designer backsplash and layered finishes that bring the entire space together. Additional features include impact-resistant windows and patio doors, as well as convenient off-street parking.

4 Beds ⋅ 5 Baths ⋅ 620048 MLS

Located on Georgia Street, this stunning newly built retreat captures the timeless charm of Key West with a sophisticated modern twist, offering a lifestyle of exceptional luxury just one block from the beach and the Casa Marina district. This beautifully designed residence features four bedrooms, each serving as a private sanctuary complete with spa-inspired en-suite baths and spacious walk-in closets. A serene palette of calming hues is elevated by elegant Eastern Accents linens, custom window treatments, and handcrafted wood shutters that welcome the island breeze. Designer wallpaper worthy of an Architectural Digest feature adds artistry and personality throughout, transforming every bedroom into a luxurious retreat. The open-concept floor plan seamlessly blends indoor and outdoor living, creating an effortless setting for both relaxation and entertaining. The gourmet kitchen, elegant dining area, and inviting living spaces all flow beautifully together while overlooking the spectacular saltwater pool. Outside, sleek glass railings, and lush mature landscaping create a private, resort-style oasis where every day feels like a vacation. The kitchen is truly a showpiece -- a masterful blend of form and function where every detail has been thoughtfully curated. A large statement island anchors the space, inviting conversation. Brass-accented light fixtures cast a warm glow overhead, perfectly complementing the stunning designer backsplash and layered finishes that bring the entire space together. Additional features include impact-resistant windows and patio doors, as well as convenient off-street parking.

1522 Georgia St, Key West

$3,100,000

Exquisite Old Town residence just completed! Rare opportunity to own your Key West dream home designed to satisfy both peace of mind and self-indulging luxuries. This historic structure has been rebuilt from the foundation up to create the perfect harmony of historic restoration, structural integrity and custom design. Luxurious 5 bed/ 4 bath including a detached poolside cabana and off-street parking. An exceptional floor plan perfectly combines open concept living and defined spaces with attention to both function and elegance. Practice your culinary skills in a luxury kitchen with a high end appliance package to include Viking and Subzero. Delight in the perfect combination of indoor/outdoor living with custom door wall and sliders off bedrooms that lead to vast covered porches both up and down that cater to space for both dining and lounging Relax around the custom pool with sun shelf and waterfall or on the sunny poolside patio surrounded with tropical vegetation. Located in the X flood zone plus new roof and new impact windows/doors throughout lend itself to energy saving, sound proofing, insurance discounts and ease of ownership. An ideal combination of historic character,a modern floor plan, sprawling spaces and designer finishes await you in this Key West dream home!

5 Beds ⋅ 4 Baths ⋅ 617913 MLS

Exquisite Old Town residence just completed! Rare opportunity to own your Key West dream home designed to satisfy both peace of mind and self-indulging luxuries. This historic structure has been rebuilt from the foundation up to create the perfect harmony of historic restoration, structural integrity and custom design. Luxurious 5 bed/ 4 bath including a detached poolside cabana and off-street parking. An exceptional floor plan perfectly combines open concept living and defined spaces with attention to both function and elegance. Practice your culinary skills in a luxury kitchen with a high end appliance package to include Viking and Subzero. Delight in the perfect combination of indoor/outdoor living with custom door wall and sliders off bedrooms that lead to vast covered porches both up and down that cater to space for both dining and lounging Relax around the custom pool with sun shelf and waterfall or on the sunny poolside patio surrounded with tropical vegetation. Located in the X flood zone plus new roof and new impact windows/doors throughout lend itself to energy saving, sound proofing, insurance discounts and ease of ownership. An ideal combination of historic character,a modern floor plan, sprawling spaces and designer finishes await you in this Key West dream home!

1114 Grinnell St, Key West

$3,100,000

Some homes are renovated. This one was restored - with the kind of patience and reverence that only comes once in a generation. 1230 South Street is a five-bedroom, five-and-a-half-bath estate that stands apart not simply for what it has, but for what it represents: a masterwork of historical accuracy and modern luxury, executed without compromise. Original Dade County Pine runs throughout the interiors, grounding the home in its authentic Key West heritage. Rich ipe decking frames the outdoor living spaces with warmth and permanence. Every impact-rated window and door has been selected to honor the home's historic character while delivering the peace of mind today's discerning buyer expects. At the heart of the property, a brand-new heated pool anchors the lush tropical grounds - part private resort, part quiet sanctuary. A newly constructed pool cottage extends the possibilities further, offering rare flexibility for guests, extended family, or a private studio. On an island where space is increasingly precious, this kind of versatility is genuinely hard to find. Inside, natural light moves generously through rooms that shift effortlessly between intimate and expansive. Each bedroom suite has been thoughtfully considered - private, refined, unhurried. The boundary between indoors and out dissolves entirely. But 1230 South Street carries a significance that no spec sheet can fully capture. It is among the final projects of Michael Pelkey, the beloved Key West designer whose work helped define the island's aesthetic for decades. His signature is everywhere - restrained yet soulful, luxurious yet deeply rooted in place. To live here is to inhabit a piece of Key West design history. To own it is to become its steward. Steps from beaches, dining, and the cultural heartbeat of the island, yet fully removed from it when you want to be - this is the rare offering that delivers on every promise. Not just a home. A legacy.

5 Beds ⋅ 6 Baths ⋅ 618118 MLS

Some homes are renovated. This one was restored - with the kind of patience and reverence that only comes once in a generation. 1230 South Street is a five-bedroom, five-and-a-half-bath estate that stands apart not simply for what it has, but for what it represents: a masterwork of historical accuracy and modern luxury, executed without compromise. Original Dade County Pine runs throughout the interiors, grounding the home in its authentic Key West heritage. Rich ipe decking frames the outdoor living spaces with warmth and permanence. Every impact-rated window and door has been selected to honor the home's historic character while delivering the peace of mind today's discerning buyer expects. At the heart of the property, a brand-new heated pool anchors the lush tropical grounds - part private resort, part quiet sanctuary. A newly constructed pool cottage extends the possibilities further, offering rare flexibility for guests, extended family, or a private studio. On an island where space is increasingly precious, this kind of versatility is genuinely hard to find. Inside, natural light moves generously through rooms that shift effortlessly between intimate and expansive. Each bedroom suite has been thoughtfully considered - private, refined, unhurried. The boundary between indoors and out dissolves entirely. But 1230 South Street carries a significance that no spec sheet can fully capture. It is among the final projects of Michael Pelkey, the beloved Key West designer whose work helped define the island's aesthetic for decades. His signature is everywhere - restrained yet soulful, luxurious yet deeply rooted in place. To live here is to inhabit a piece of Key West design history. To own it is to become its steward. Steps from beaches, dining, and the cultural heartbeat of the island, yet fully removed from it when you want to be - this is the rare offering that delivers on every promise. Not just a home. A legacy.

1230 South Street, Key West

$3,095,000

Welcome to 512 Emma Street, an immaculate 4-bedroom, 4-bathroom home located behind the gates of the prestigious Truman Annex, widely regarded as Key West's premier neighborhood. From this coveted address, you're just steps from beaches, shops, restaurants, the amphitheater, nightlife, and all the charm of Old Town. Inside, the first floor offers bright, open living with luxury finishes throughout. The kitchen and living room flow together seamlessly, creating an inviting space for relaxing or entertaining. A guest bedroom with a full bath is conveniently located on this level. Upstairs, the primary suite serves as a serene retreat with an ensuite bathroom and a spacious balcony overlooking the lush backyard. This floor also includes another guest bedroom and full bath, providing comfortable accommodations for family and visitors. Your backyard is a private tropical oasis featuring a wraparound covered deck—perfect for hosting, relaxing, and al fresco dining. The focal point of the backyard is the beautiful pool surrounded by tropical landscaping. At the rear of the property, a detached 1-bedroom, 1-bathroom guest cottage offers unmatched privacy for guests or owners during their stays. The charm continues out front with a beautiful front porch, ideal for savoring your morning coffee, enjoying a sunset cocktail, or simply people-watching in this idyllic neighborhood. A dedicated carport adds convenience rarely found in Key West. Whether used as a primary residence, vacation home, or luxury rental, 512 Emma Street offers exceptional comfort, privacy, and an unbeatable location in the heart of Key West.

4 Beds ⋅ 4 Baths ⋅ 617988 MLS

Welcome to 512 Emma Street, an immaculate 4-bedroom, 4-bathroom home located behind the gates of the prestigious Truman Annex, widely regarded as Key West's premier neighborhood. From this coveted address, you're just steps from beaches, shops, restaurants, the amphitheater, nightlife, and all the charm of Old Town. Inside, the first floor offers bright, open living with luxury finishes throughout. The kitchen and living room flow together seamlessly, creating an inviting space for relaxing or entertaining. A guest bedroom with a full bath is conveniently located on this level. Upstairs, the primary suite serves as a serene retreat with an ensuite bathroom and a spacious balcony overlooking the lush backyard. This floor also includes another guest bedroom and full bath, providing comfortable accommodations for family and visitors. Your backyard is a private tropical oasis featuring a wraparound covered deck—perfect for hosting, relaxing, and al fresco dining. The focal point of the backyard is the beautiful pool surrounded by tropical landscaping. At the rear of the property, a detached 1-bedroom, 1-bathroom guest cottage offers unmatched privacy for guests or owners during their stays. The charm continues out front with a beautiful front porch, ideal for savoring your morning coffee, enjoying a sunset cocktail, or simply people-watching in this idyllic neighborhood. A dedicated carport adds convenience rarely found in Key West. Whether used as a primary residence, vacation home, or luxury rental, 512 Emma Street offers exceptional comfort, privacy, and an unbeatable location in the heart of Key West.

512 Emma St, Key West

$3,050,000

A true Key West classic. The kind of home people come here dreaming of finding. Tucked away in the Casa Marina neighborhood, one of the island's most coveted enclaves, this property captures that unmistakable blend of tropical elegance, privacy, and effortless island living. The location alone is exceptional. Just three blocks from the beach, tennis courts, and a short stroll to some of Key West's best dining. But it's what happens beyond the gates that truly sets this home apart. Inside, the design is both refined and inviting. Custom built by an award winning architect, the home is filled with natural light, soaring ceilings, and a seamless connection between indoor and outdoor living. Every space flows effortlessly into the next, leading you out to a lush tropical oasis that feels completely private. An incredible orchid garden, mature landscaping, and multiple outdoor living areas create a setting that is both tranquil and unforgettable. The primary suite opens to its own private terrace, perfect for quiet mornings or unwinding at the end of the day. Guest spaces each enjoy their own connection to the outdoors, offering comfort and privacy for everyone. And behind the beauty, there is substance. This home has been meticulously maintained and thoughtfully upgraded with impact features, solar panels, a whole home generator, updated mechanical systems, and smart home technology throughout. It is designed for both peace of mind and modern convenience. Whether you are looking for the perfect winter escape or a full time residence, this home delivers something rare. Easy. Effortless. And unmistakably Key West.

3 Beds ⋅ 3 Baths ⋅ 619421 MLS

A true Key West classic. The kind of home people come here dreaming of finding. Tucked away in the Casa Marina neighborhood, one of the island's most coveted enclaves, this property captures that unmistakable blend of tropical elegance, privacy, and effortless island living. The location alone is exceptional. Just three blocks from the beach, tennis courts, and a short stroll to some of Key West's best dining. But it's what happens beyond the gates that truly sets this home apart. Inside, the design is both refined and inviting. Custom built by an award winning architect, the home is filled with natural light, soaring ceilings, and a seamless connection between indoor and outdoor living. Every space flows effortlessly into the next, leading you out to a lush tropical oasis that feels completely private. An incredible orchid garden, mature landscaping, and multiple outdoor living areas create a setting that is both tranquil and unforgettable. The primary suite opens to its own private terrace, perfect for quiet mornings or unwinding at the end of the day. Guest spaces each enjoy their own connection to the outdoors, offering comfort and privacy for everyone. And behind the beauty, there is substance. This home has been meticulously maintained and thoughtfully upgraded with impact features, solar panels, a whole home generator, updated mechanical systems, and smart home technology throughout. It is designed for both peace of mind and modern convenience. Whether you are looking for the perfect winter escape or a full time residence, this home delivers something rare. Easy. Effortless. And unmistakably Key West.

1020 Von Phister St, Key West

$3,050,000

'For Statistical Purposes Only'

4 Beds ⋅ 3 Baths ⋅ 619395 MLS

'For Statistical Purposes Only'

421 Virginia St, Key West

$3,000,000

Welcome to 3446 Riviera Drive, a TRIPLE LOT, canal front estate w/ 104 ft of water frontage. Exceptional opportunity to buy into the coveted Riviera community w/ a 3124 sf pool home & almost 14,000 sf land. 4 bed/ 3 full bath main house, one level living (2536 SF) w/ rare 350 sf garage. Covered porch overlooks the peaceful canal. Living areas have magnificent light as sun moves across the back through a wall of windows. Terrazzo floors offer easy maintenance & a soothing, mid-century vibe. Huge primary, en suite BR with 2 cedar closets & private door to patio and sparkling pool. BIG guest bedrooms w/ large closets. Newer central ac system & impact windows/doors add value to this spectacular property. Above garage sits a 2/1 apartment, built in 2014. Private entry & a tree-top terrace (mango tree grows up through deck!), perfect for extended family, company or supplemental income. Sitting high above water line & neighboring properties, this .3+ acre property offers the utmost privacy. Expansive circular, bricked driveway for vehicles/vessels/RV. Concrete wall & a gated drive tuck you into your own secluded sanctuary. Lush vegetation on sides & mangroves across canal create a serene, natural backdrop to enjoy true island living. 104 feet of concrete seawall with trex decking offers ample dock space. It rests below the elevated yard to keep views from pool unobstructed. No neighbors across the canal as it is protected, non-buildable land. Whether lounging poolside, dining al fresco or paddling your kayak, nature and relaxation is paramount w/ tropical fish, manatees & beautiful birds passing through. Straight shot to open water from your backyard. 2.5 miles to Old Town. Compounds of this size are exceedingly rare on Riviera. This space, coupled with a pool, water frontage & privacy make this a unicorn real estate investment. If boating from your backyard is key AND you want a Key West address, Riviera IS the place to be! Apartment pics coming soon. Showings start 3/10

6 Beds ⋅ 4 Baths ⋅ 618972 MLS

Welcome to 3446 Riviera Drive, a TRIPLE LOT, canal front estate w/ 104 ft of water frontage. Exceptional opportunity to buy into the coveted Riviera community w/ a 3124 sf pool home & almost 14,000 sf land. 4 bed/ 3 full bath main house, one level living (2536 SF) w/ rare 350 sf garage. Covered porch overlooks the peaceful canal. Living areas have magnificent light as sun moves across the back through a wall of windows. Terrazzo floors offer easy maintenance & a soothing, mid-century vibe. Huge primary, en suite BR with 2 cedar closets & private door to patio and sparkling pool. BIG guest bedrooms w/ large closets. Newer central ac system & impact windows/doors add value to this spectacular property. Above garage sits a 2/1 apartment, built in 2014. Private entry & a tree-top terrace (mango tree grows up through deck!), perfect for extended family, company or supplemental income. Sitting high above water line & neighboring properties, this .3+ acre property offers the utmost privacy. Expansive circular, bricked driveway for vehicles/vessels/RV. Concrete wall & a gated drive tuck you into your own secluded sanctuary. Lush vegetation on sides & mangroves across canal create a serene, natural backdrop to enjoy true island living. 104 feet of concrete seawall with trex decking offers ample dock space. It rests below the elevated yard to keep views from pool unobstructed. No neighbors across the canal as it is protected, non-buildable land. Whether lounging poolside, dining al fresco or paddling your kayak, nature and relaxation is paramount w/ tropical fish, manatees & beautiful birds passing through. Straight shot to open water from your backyard. 2.5 miles to Old Town. Compounds of this size are exceedingly rare on Riviera. This space, coupled with a pool, water frontage & privacy make this a unicorn real estate investment. If boating from your backyard is key AND you want a Key West address, Riviera IS the place to be! Apartment pics coming soon. Showings start 3/10

3446 Riviera Dr, Key West

$3,000,000

EMPLOYEE HOUSING, DEVELOPERS, CONDO CONVERSION! 1714 Bertha St and 1716 Bertha St are two fourplexes with 16 bedrooms and 8 baths, 8 units of 2/1 each, comprising 6,000 sq ft of Floor Living Area on 8,755 sq ft of land, offered with the vacant lot adjacent to 1714 Bertha St, a bonus 5,765 sq ft lot comprising a total of 14,529 sq ft of land. Both buildings have new metal roofs as of 2024. Property Data Cards can be found in Documents.

16 Beds ⋅ 8 Baths ⋅ 612904 MLS

EMPLOYEE HOUSING, DEVELOPERS, CONDO CONVERSION! 1714 Bertha St and 1716 Bertha St are two fourplexes with 16 bedrooms and 8 baths, 8 units of 2/1 each, comprising 6,000 sq ft of Floor Living Area on 8,755 sq ft of land, offered with the vacant lot adjacent to 1714 Bertha St, a bonus 5,765 sq ft lot comprising a total of 14,529 sq ft of land. Both buildings have new metal roofs as of 2024. Property Data Cards can be found in Documents.

1716-1714 Bertha St, Key West

$3,000,000

1522 Georgia St., a stunning retreat that captures the iconic charm of Key West with a modern twist, offering a lifestyle of unparalleled luxury. Located one block from the island's beaches and Casa Marina District, this newly built residence is a perfect combination of timeless island elegance & contemporary sophistication. Four exceptional bedrooms, each a private sanctuary of comfort and style, boast spa-like en-suite bathrooms and spacious walk-in closets. Wrapped in a palette of serene, calming hues, these retreats are adorned with elegant Eastern Accent Linens, gorgeous window treatments and handcrafted wood shutters that invite the Island breeze. Stunning wallpaper, worthy of an Architectural Digest spread, adds a touch of artistry to every space, creating bedrooms that feel less like rooms and more like luxurious personal havens. Open floor plan where indoor and outdoor living blend effortlessly, creating a space for relaxation and entertaining alike. The gourmet kitchen, elegant dining area and inviting living rooms flow together with ease, all offering panoramic views of the majestic saltwater pool. Outside a serene waterfall cascades into the crystal-clear waters, while the sun drenched patio, glass railing and mature landscaping provide a private, resort-like escape - a true oasis where every days feels like a vacation. The Kitchen is nothing short of breathtaking, a masterpiece of design and function where every details has been meticulously curated. The designers eye for perfection is evident in the harmonious blend of colors, textures and finishes, all layered with stunning precision. At it's heart, a spacious, statement-making Island invites both conversation and culinary creativity. Overhead, brass-covered light fixtures cast a warm inviting glow, perfectly complementing the gorgeous artful backsplash that adds that final touch. Additional features include, impact windows/patio doors, & off street parking.

4 Beds ⋅ 5 Baths ⋅ 616767 MLS

1522 Georgia St., a stunning retreat that captures the iconic charm of Key West with a modern twist, offering a lifestyle of unparalleled luxury. Located one block from the island's beaches and Casa Marina District, this newly built residence is a perfect combination of timeless island elegance & contemporary sophistication. Four exceptional bedrooms, each a private sanctuary of comfort and style, boast spa-like en-suite bathrooms and spacious walk-in closets. Wrapped in a palette of serene, calming hues, these retreats are adorned with elegant Eastern Accent Linens, gorgeous window treatments and handcrafted wood shutters that invite the Island breeze. Stunning wallpaper, worthy of an Architectural Digest spread, adds a touch of artistry to every space, creating bedrooms that feel less like rooms and more like luxurious personal havens. Open floor plan where indoor and outdoor living blend effortlessly, creating a space for relaxation and entertaining alike. The gourmet kitchen, elegant dining area and inviting living rooms flow together with ease, all offering panoramic views of the majestic saltwater pool. Outside a serene waterfall cascades into the crystal-clear waters, while the sun drenched patio, glass railing and mature landscaping provide a private, resort-like escape - a true oasis where every days feels like a vacation. The Kitchen is nothing short of breathtaking, a masterpiece of design and function where every details has been meticulously curated. The designers eye for perfection is evident in the harmonious blend of colors, textures and finishes, all layered with stunning precision. At it's heart, a spacious, statement-making Island invites both conversation and culinary creativity. Overhead, brass-covered light fixtures cast a warm inviting glow, perfectly complementing the gorgeous artful backsplash that adds that final touch. Additional features include, impact windows/patio doors, & off street parking.

1522 Georgia St, Key West

$2,950,000

1420 Whalton Street is a masterfully engineered beautifully furnished luxury residence where elevated construction, refined design, and resort-style amenities converge in one of Key West's most desirable residential neighborhoods. This move-in ready gem was built by Shaw Construction in 2023 with Insulated Concrete Form (ICF) construction and reinforced rebar, the home offers exceptional structural integrity, energy efficiency, and prepped for solar for long term durability. The structure is thoughtfully elevated for peace of mind. Hurricane impact glass is installed throughout. The private outdoor oasis features a saltwater pool with 6-foot depth, integrated spa jets, and true spa-style pool configuration, surrounded by a professionally designed tropical landscape. Approved gazebo plans convey. Inside, 10-foot ceilings and reclaimed Dade County pine floors bring warmth and character throughout. The home offers four en-suite bedrooms plus a dedicated powder room, along with a laundry/utility room, custom dog room, and attic storage. The chef's kitchen is equipped with Sub-Zero, Wolf, and Cove appliances, including a Sub-Zero beverage cooler and wine cooler, and custom cabinetry by Hansen & Bringle, the most respected high-end local cabinet maker. Comfort is engineered with two top-of-the-line American Standard/Trane multi-speed A/C systems, featuring zoned climate control, built-in humidification, and UV air purification. The Pneumatic Vacuum Elevator (PVE) for your convenience is efficient, quiet and low-maintenance. Additional highlights include a top-tier security system with cameras, wiring for a MusicCast sound system, Hunter Douglas Duette shades, solar-ready conduits, and a high-capacity propane system with premium generator capable of powering the home for up to 10 days, supported by a dedicated A/C sub-panel. A rare opportunity to own a technically advanced, beautifully finished luxury residence in the heart of Key We

4 Beds ⋅ 5 Baths ⋅ 617916 MLS

1420 Whalton Street is a masterfully engineered beautifully furnished luxury residence where elevated construction, refined design, and resort-style amenities converge in one of Key West's most desirable residential neighborhoods. This move-in ready gem was built by Shaw Construction in 2023 with Insulated Concrete Form (ICF) construction and reinforced rebar, the home offers exceptional structural integrity, energy efficiency, and prepped for solar for long term durability. The structure is thoughtfully elevated for peace of mind. Hurricane impact glass is installed throughout. The private outdoor oasis features a saltwater pool with 6-foot depth, integrated spa jets, and true spa-style pool configuration, surrounded by a professionally designed tropical landscape. Approved gazebo plans convey. Inside, 10-foot ceilings and reclaimed Dade County pine floors bring warmth and character throughout. The home offers four en-suite bedrooms plus a dedicated powder room, along with a laundry/utility room, custom dog room, and attic storage. The chef's kitchen is equipped with Sub-Zero, Wolf, and Cove appliances, including a Sub-Zero beverage cooler and wine cooler, and custom cabinetry by Hansen & Bringle, the most respected high-end local cabinet maker. Comfort is engineered with two top-of-the-line American Standard/Trane multi-speed A/C systems, featuring zoned climate control, built-in humidification, and UV air purification. The Pneumatic Vacuum Elevator (PVE) for your convenience is efficient, quiet and low-maintenance. Additional highlights include a top-tier security system with cameras, wiring for a MusicCast sound system, Hunter Douglas Duette shades, solar-ready conduits, and a high-capacity propane system with premium generator capable of powering the home for up to 10 days, supported by a dedicated A/C sub-panel. A rare opportunity to own a technically advanced, beautifully finished luxury residence in the heart of Key We

1420 Whalton St, Key West

$2,950,000

Motivated seller! More Motivated with 'as is' deals! 10 Unit Apartment building with ground floor commercial. 9 one bedrooms with one studio apartment. The ground floor is currently being used as a laundromat, that has an office and two large storage areas.. 24 parking spaces are on this property.

9 Beds ⋅ 11 Baths ⋅ 613343 MLS

Motivated seller! More Motivated with 'as is' deals! 10 Unit Apartment building with ground floor commercial. 9 one bedrooms with one studio apartment. The ground floor is currently being used as a laundromat, that has an office and two large storage areas.. 24 parking spaces are on this property.

1812 Flagler Ave, Key West

$2,910,000

Welcome to 524 Southard Street, an extraordinary luxury offering in the heart of Old Town Key West that blends upscale finishes, commercial versatility, & superior sustainable construction just steps from Duval Street. This fully renovated mixed-use property features 2,262 sq. ft. of refined interior space designed with modern industrial style & historic Key West character. Inside, soaring 14' ceilings, expansive porcelain tile & luxury vinyl flooring, & thoughtfully curated lighting create an atmosphere of understated sophistication. The custom chef's kitchen is beautifully appointed with quartz countertops, premium appliances, a generous walk-in pantry, & sleek modern cabinetry. The flexible layout includes 3 bedrooms (1 used as a media room), 3 spa-inspired bathrooms, & a well-equipped laundry room. A separate office with its own off-street entry provides a true live/work advantage, delivering privacy & ease of access without entering the main residence. Outside, a private tropical oasis awaits with a heated and chilled pool, tranquil water feature, & lush landscaping, creating the perfect sanctuary for relaxation or entertaining. Zoned HCT (Historic Commercial Tourist), the property provides exceptional opportunities for luxury live/work use, rental investment, or commercial operation. It qualifies as a transient license receivership site & boasts a successful commercial history, adding value for those seeking income-producing potential in a prime location. Built with durability & efficiency in mind, the home includes impact-rated windows, doors, & skylights, a full fire sprinkler system, dual-zone cooling/heating, off-street parking for two, & a 25kW generator. Located in the desirable X-Flood zone and just moments from Key West's finest dining, galleries, and attractions, this property delivers an unmatched combination of luxury, quality, & opportunity in one of the island's most desirable neighborhoods.

3 Beds ⋅ 3 Baths ⋅ 617354 MLS

Welcome to 524 Southard Street, an extraordinary luxury offering in the heart of Old Town Key West that blends upscale finishes, commercial versatility, & superior sustainable construction just steps from Duval Street. This fully renovated mixed-use property features 2,262 sq. ft. of refined interior space designed with modern industrial style & historic Key West character. Inside, soaring 14' ceilings, expansive porcelain tile & luxury vinyl flooring, & thoughtfully curated lighting create an atmosphere of understated sophistication. The custom chef's kitchen is beautifully appointed with quartz countertops, premium appliances, a generous walk-in pantry, & sleek modern cabinetry. The flexible layout includes 3 bedrooms (1 used as a media room), 3 spa-inspired bathrooms, & a well-equipped laundry room. A separate office with its own off-street entry provides a true live/work advantage, delivering privacy & ease of access without entering the main residence. Outside, a private tropical oasis awaits with a heated and chilled pool, tranquil water feature, & lush landscaping, creating the perfect sanctuary for relaxation or entertaining. Zoned HCT (Historic Commercial Tourist), the property provides exceptional opportunities for luxury live/work use, rental investment, or commercial operation. It qualifies as a transient license receivership site & boasts a successful commercial history, adding value for those seeking income-producing potential in a prime location. Built with durability & efficiency in mind, the home includes impact-rated windows, doors, & skylights, a full fire sprinkler system, dual-zone cooling/heating, off-street parking for two, & a 25kW generator. Located in the desirable X-Flood zone and just moments from Key West's finest dining, galleries, and attractions, this property delivers an unmatched combination of luxury, quality, & opportunity in one of the island's most desirable neighborhoods.

524 Southard St, Key West

$2,900,000

This is a rare find on the Riviera Canal in Key West. This tranquil oasis offers unparalleled waterfront experience in one of the most coveted locations in Key West where every day feels like a vacation! Newly built in 2016 to the highest hurricane proof standards, this one-of-a-kind four-bedroom, two-bath haven is more than just a home--it's a boater's dream, a sunseeker's paradise, and the ultimate in indoor-outdoor luxury living. Imagine waking up each morning in the heart of this island gem, with 80 feet of wide canal frontage just outside your door, complete with a 20,000 lb boat lift and davit ready for your larger vessel. Whether you're setting sail for a day on the water or simply soaking up the tropical vibes, this home puts you right where the action is. The split floor plan gives everyone their own space to unwind, while the open-concept living area beckons you to gather and celebrate the good life. With wall-to-wall sliding glass impact doors and travertine floors throughout, your living space seamlessly merges with the outdoors, bringing in natural light and the gentle breezes. Step into your own private oasis! A sparkling pool, surrounded by meticulously maintained landscaping, is the perfect spot for a lazy afternoon dip. Prefer a sunset barbecue? Your covered outdoor dining and lounge area sits on sleek travertine floors, with plenty of space to relax rain or shine. The kitchen is a showstopper, featuring quartz countertops, custom cabinetry, and stainless-steel appliances, perfect for whipping up fresh seafood feasts or hosting cocktails at the bar with a view of the pool. The primary bedroom is the ultimate retreat, with its own seating area and French doors that open right onto the pool deck. Additional features include a whole-house Generac generator, impact and soundproof windows and doors throughout, and a gated circular driveway that offers complete privacy.

4 Beds ⋅ 2 Baths ⋅ 617325 MLS

This is a rare find on the Riviera Canal in Key West. This tranquil oasis offers unparalleled waterfront experience in one of the most coveted locations in Key West where every day feels like a vacation! Newly built in 2016 to the highest hurricane proof standards, this one-of-a-kind four-bedroom, two-bath haven is more than just a home--it's a boater's dream, a sunseeker's paradise, and the ultimate in indoor-outdoor luxury living. Imagine waking up each morning in the heart of this island gem, with 80 feet of wide canal frontage just outside your door, complete with a 20,000 lb boat lift and davit ready for your larger vessel. Whether you're setting sail for a day on the water or simply soaking up the tropical vibes, this home puts you right where the action is. The split floor plan gives everyone their own space to unwind, while the open-concept living area beckons you to gather and celebrate the good life. With wall-to-wall sliding glass impact doors and travertine floors throughout, your living space seamlessly merges with the outdoors, bringing in natural light and the gentle breezes. Step into your own private oasis! A sparkling pool, surrounded by meticulously maintained landscaping, is the perfect spot for a lazy afternoon dip. Prefer a sunset barbecue? Your covered outdoor dining and lounge area sits on sleek travertine floors, with plenty of space to relax rain or shine. The kitchen is a showstopper, featuring quartz countertops, custom cabinetry, and stainless-steel appliances, perfect for whipping up fresh seafood feasts or hosting cocktails at the bar with a view of the pool. The primary bedroom is the ultimate retreat, with its own seating area and French doors that open right onto the pool deck. Additional features include a whole-house Generac generator, impact and soundproof windows and doors throughout, and a gated circular driveway that offers complete privacy.

3720 Flagler Ave, Key West

$2,900,000

Nestled in a quiet Old Town neighborhood, this elevated three-story home blends timeless craftsmanship with contemporary design. Thoughtfully constructed for style and strength, 1224 Florida features five spacious bedrooms—each with its own en-suite bath—and an open, light-filled layout that flows seamlessly from indoors to out. The recently renovated chef's kitchen is equipped with premium Wolf and Sub-Zero stainless steel appliances, combining luxury and functionality for the ultimate culinary experience. Generously sized living areas and wide hallways create a sense of openness and ease, ideal for entertaining or quiet relaxation. Three sets of French doors lead to a private garden where a tranquil waterfall cascades into the heated pool, offering a soothing backdrop for outdoor lounging or al-fresco dining. Dual two-story porches invite you to unwind and enjoy the island breeze from sunrise to sunset. This elegant home offers off street parking for two vehicles, a finished bonus loft space of 385 square feet, and impact-resistant windows and doors to ensure peace of mind. Perfectly positioned near the White Street Pier, Higgs Beach, and the island's best galleries and cafés, don't miss your opportunity to invest in a meticulously maintained property that embodies the world-famous, carefree tropical lifestyle of the Florida Keys.

5 Beds ⋅ 6 Baths ⋅ 616837 MLS

Nestled in a quiet Old Town neighborhood, this elevated three-story home blends timeless craftsmanship with contemporary design. Thoughtfully constructed for style and strength, 1224 Florida features five spacious bedrooms—each with its own en-suite bath—and an open, light-filled layout that flows seamlessly from indoors to out. The recently renovated chef's kitchen is equipped with premium Wolf and Sub-Zero stainless steel appliances, combining luxury and functionality for the ultimate culinary experience. Generously sized living areas and wide hallways create a sense of openness and ease, ideal for entertaining or quiet relaxation. Three sets of French doors lead to a private garden where a tranquil waterfall cascades into the heated pool, offering a soothing backdrop for outdoor lounging or al-fresco dining. Dual two-story porches invite you to unwind and enjoy the island breeze from sunrise to sunset. This elegant home offers off street parking for two vehicles, a finished bonus loft space of 385 square feet, and impact-resistant windows and doors to ensure peace of mind. Perfectly positioned near the White Street Pier, Higgs Beach, and the island's best galleries and cafés, don't miss your opportunity to invest in a meticulously maintained property that embodies the world-famous, carefree tropical lifestyle of the Florida Keys.

1224 Florida St, Key West

$2,895,000

Masterful Makeover in the Meadows Key West. The Developer took an Old historic Structure built in early 1930's close to being condemned by the city of Key West and has completely re-imagined and reinvented it resulting in a Brand New Home designed to appeal to today's Key West Luxury Buyer. Original Structure was moved to the rear of the lot and a new concrete slab foundation was poured for the new Construction. Configured as a 3BD/3.5BA, with living and Kitchen to the rear opening out to new Pool, deck and completely private with tropical landscaped garden. All bedrooms complete with walk in closets and ensuite bathrooms. Two master suites on ground level with one additional bedroom and bath on second floor. Features include Dade county Pine walls, Impact windows and Doors, High Cathedral Ceilings, Large Patio Doors, Hard Wood Floors, Luxury Finished Kitchen and Bathrooms, Designer Wallpaper, Easter Accent Linens and a Full Furniture Package to provide the full convenient package and allowing ease of transition from the day of closing. While part of the existing property remains, this home will qualify as a completely new building giving you all the credits for reduced wind and flood insurance. Off Street Parking and Completely fenced for Privacy.

3 Beds ⋅ 4 Baths ⋅ 617782 MLS

Masterful Makeover in the Meadows Key West. The Developer took an Old historic Structure built in early 1930's close to being condemned by the city of Key West and has completely re-imagined and reinvented it resulting in a Brand New Home designed to appeal to today's Key West Luxury Buyer. Original Structure was moved to the rear of the lot and a new concrete slab foundation was poured for the new Construction. Configured as a 3BD/3.5BA, with living and Kitchen to the rear opening out to new Pool, deck and completely private with tropical landscaped garden. All bedrooms complete with walk in closets and ensuite bathrooms. Two master suites on ground level with one additional bedroom and bath on second floor. Features include Dade county Pine walls, Impact windows and Doors, High Cathedral Ceilings, Large Patio Doors, Hard Wood Floors, Luxury Finished Kitchen and Bathrooms, Designer Wallpaper, Easter Accent Linens and a Full Furniture Package to provide the full convenient package and allowing ease of transition from the day of closing. While part of the existing property remains, this home will qualify as a completely new building giving you all the credits for reduced wind and flood insurance. Off Street Parking and Completely fenced for Privacy.

1315 Newton St, Key West

$2,868,000

DOUBLE LOT. DOUBLE CORNER. CASA MARINA. A rare generational opportunity in Key West's iconic Casa Marina neighborhood—an internationally recognized landmark enclave defined by tropical estates and timeless island character. Held by the same family since 1977, this property sits on a highly desirable double corner lot with legal rental flexibility and exceptional long-term upside. The 1958 architectural gem offers privacy, presence, and classic Key West charm, with the opportunity to thoughtfully renovate or reimagine for today's living. The property offers a total of three bedrooms and four bathrooms including a separate studio apartment located above the garage with its own kitchen and bath, ideal for income, guests, or extended family. The outdoor setting is quintessentially Key West, with mature tropical landscaping, room for a pool, and two extraordinary specimen trees—one of the island's finest Lignum Vitae and a striking Jamaican Dogwood—adding natural beauty and irreplaceable heritage. All of this is just minutes from the best of the island lifestyle, including Higgs Beach, White Street Pier, dog parks, Louie's Backyard, and Salute, all within walking distance. This iconic residence is a rare Casa Marina offering where land, location, and landmark legacy truly speak for themselves.

3 Beds ⋅ 4 Baths ⋅ 618506 MLS

DOUBLE LOT. DOUBLE CORNER. CASA MARINA. A rare generational opportunity in Key West's iconic Casa Marina neighborhood—an internationally recognized landmark enclave defined by tropical estates and timeless island character. Held by the same family since 1977, this property sits on a highly desirable double corner lot with legal rental flexibility and exceptional long-term upside. The 1958 architectural gem offers privacy, presence, and classic Key West charm, with the opportunity to thoughtfully renovate or reimagine for today's living. The property offers a total of three bedrooms and four bathrooms including a separate studio apartment located above the garage with its own kitchen and bath, ideal for income, guests, or extended family. The outdoor setting is quintessentially Key West, with mature tropical landscaping, room for a pool, and two extraordinary specimen trees—one of the island's finest Lignum Vitae and a striking Jamaican Dogwood—adding natural beauty and irreplaceable heritage. All of this is just minutes from the best of the island lifestyle, including Higgs Beach, White Street Pier, dog parks, Louie's Backyard, and Salute, all within walking distance. This iconic residence is a rare Casa Marina offering where land, location, and landmark legacy truly speak for themselves.

901 Johnson St, Key West