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Where Casa Marina Charm Meets Modern Island Living. Set on an expansive 10,000 sq. ft corner lot in prestigious Casa Marina, one of Key West's most sought-after neighborhoods, this fully renovated 4-bedroom, 3-bath residence offers nearly 2,100 sq. ft of thoughtfully designed living space just moments from the Atlantic shoreline and the charm of Old Town. A comprehensive 2020 renovation transformed the home from top to bottom, delivering vaulted ceilings, energy-efficient LED lighting, and all-new hurricane-rated impact windows and doors that fill the interior with natural light. The open floor plan flows effortlessly between living, dining, and kitchen spaces, making it ideal for both everyday living and entertaining. At the heart of the home, the chef's kitchen features top-of-the-line Dacor appliances and custom bespoke cabinetry. The private primary suite is tucked at the rear of the home with an ensuite bath and sliding glass doors that open directly to the lanai. Each additional bedroom includes built-in closets, offering comfort and flexibility for guests or a home office. Outdoors, a custom heated in-ground pool with a soothing water feature is surrounded by elegant travertine decking and a spacious covered patio, creating a private tropical retreat for relaxing or hosting under the Key West sky. The low-maintenance front yard features artificial turf and landscape lighting that showcases the tropical foliage after dark. Peace of mind comes standard with a whole-house generator, 2-zone central A/C with linear vents, and a new standing seam metal roof that may qualify for wind insurance credits. A rare one-car garage and ample off-street parking complete this exceptional Casa Marina offering.

4 Beds ⋅ 3 Baths ⋅ 621521 MLS

Where Casa Marina Charm Meets Modern Island Living. Set on an expansive 10,000 sq. ft corner lot in prestigious Casa Marina, one of Key West's most sought-after neighborhoods, this fully renovated 4-bedroom, 3-bath residence offers nearly 2,100 sq. ft of thoughtfully designed living space just moments from the Atlantic shoreline and the charm of Old Town. A comprehensive 2020 renovation transformed the home from top to bottom, delivering vaulted ceilings, energy-efficient LED lighting, and all-new hurricane-rated impact windows and doors that fill the interior with natural light. The open floor plan flows effortlessly between living, dining, and kitchen spaces, making it ideal for both everyday living and entertaining. At the heart of the home, the chef's kitchen features top-of-the-line Dacor appliances and custom bespoke cabinetry. The private primary suite is tucked at the rear of the home with an ensuite bath and sliding glass doors that open directly to the lanai. Each additional bedroom includes built-in closets, offering comfort and flexibility for guests or a home office. Outdoors, a custom heated in-ground pool with a soothing water feature is surrounded by elegant travertine decking and a spacious covered patio, creating a private tropical retreat for relaxing or hosting under the Key West sky. The low-maintenance front yard features artificial turf and landscape lighting that showcases the tropical foliage after dark. Peace of mind comes standard with a whole-house generator, 2-zone central A/C with linear vents, and a new standing seam metal roof that may qualify for wind insurance credits. A rare one-car garage and ample off-street parking complete this exceptional Casa Marina offering.

1100 Johnson St, Key West

$1,195,000

Welcome to your dream home in the heart of Key West's MidTown! This beautifully updated 3-bedroom, 2-bathroom residence blends modern comfort with island charm. Step inside to a spacious, open-concept living area designed for both relaxing and entertaining. The true highlight is the private backyard oasis -- featuring a sparkling pool surrounded by fresh tropical landscaping, an expansive deck, and plenty of room for outdoor dining and lounging. Whether hosting guests or enjoying a quiet evening under the palms, this outdoor retreat feels like your own private paradise. Recent renovations provide peace of mind, including new impact windows and doors, Hardie board siding, and other thoughtful upgrades. Off-street parking adds everyday convenience. Perfectly located in the desirable MidTown neighborhood, this home keeps you close to shopping, dining, and all the best of Key West living. Don't miss this opportunity to own a beautifully updated slice of paradise in Key West -- schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ 621482 MLS

Welcome to your dream home in the heart of Key West's MidTown! This beautifully updated 3-bedroom, 2-bathroom residence blends modern comfort with island charm. Step inside to a spacious, open-concept living area designed for both relaxing and entertaining. The true highlight is the private backyard oasis -- featuring a sparkling pool surrounded by fresh tropical landscaping, an expansive deck, and plenty of room for outdoor dining and lounging. Whether hosting guests or enjoying a quiet evening under the palms, this outdoor retreat feels like your own private paradise. Recent renovations provide peace of mind, including new impact windows and doors, Hardie board siding, and other thoughtful upgrades. Off-street parking adds everyday convenience. Perfectly located in the desirable MidTown neighborhood, this home keeps you close to shopping, dining, and all the best of Key West living. Don't miss this opportunity to own a beautifully updated slice of paradise in Key West -- schedule your private showing today!

2911 Seidenberg Ave, Key West

$1,695,000

LOCATION! Situated on Garrison Bight, across the canal from the Key West Yacht Club, 5 Hilton Haven Dr. provides the best boating access on Key West. Tremendous opportunity for a buyer with a vision. The 4-bedroom, 4.5 bath, 2,027 sq. ft. home that is currently divided into 4 separate units in need of extensive repair. Or this home could be a good candidate for rebuilding as your single-family dream home with a pool, separate pool house, and 60' of dockage. Tucked away on one of Key West's few private drives, the home enjoys limited traffic and added privacy. Equipped with 2 electric meters and 9,058 sq. ft. lot, this property offers options and flexibility for bringing your vision to life.

4 Beds ⋅ 5 Baths ⋅ 621480 MLS

LOCATION! Situated on Garrison Bight, across the canal from the Key West Yacht Club, 5 Hilton Haven Dr. provides the best boating access on Key West. Tremendous opportunity for a buyer with a vision. The 4-bedroom, 4.5 bath, 2,027 sq. ft. home that is currently divided into 4 separate units in need of extensive repair. Or this home could be a good candidate for rebuilding as your single-family dream home with a pool, separate pool house, and 60' of dockage. Tucked away on one of Key West's few private drives, the home enjoys limited traffic and added privacy. Equipped with 2 electric meters and 9,058 sq. ft. lot, this property offers options and flexibility for bringing your vision to life.

5 Hilton Haven Dr, Key West

$1,169,000

Your Old Town Key West dream can start now -- with income built in. This exceptional 2-bedroom, 2.5-bath, townhouse-style condo offers a rare combination of Old Town lifestyle, flexible living space, and income-producing potential. Currently configured with a lock-off 1-bedroom apartment, the property offers an ideal opportunity for the future Key West homeowner: enjoy the larger 1 Bedroom, 1.5 Bath unit with private garden/patio as your own Key West retreat while the lock-off apartment provides substantial annual rental income. When the time comes to make Key West your full-time home, the property can be easily converted back to its original spacious 2-bedroom townhouse-style layout. A private gated entry opens to your own generous outdoor oasis, complete with a waterfall pond, large patio, and charming ''she-shed'' -- perfect for storage, an art studio, or entertaining. Inside, you'll find high ceilings, abundant natural light, generous storage, in-unit washer/dryers, and newer stainless-steel appliances. Just two blocks from Duval Street in the heart of Old Town's vibrant Bahama Village, you're surrounded by restaurants, galleries, shops, nightlife, and countless Key West attractions -- all within easy walking distance. Whether you're ready for a Key West home now or envision making the island your full-time home in the future, this is a rare opportunity to own your piece of Old Town, enjoy income along the way, and ultimately create the spacious Key West home you've been dreaming of. Some seller financing considered. Seller is a Florida Licensed Realtor. Photos 10-17 show Original Layout, 18=FloorPlan, 19-37 show Back Unit, 38-49 show Front Lock-Off Apt.

2 Beds ⋅ 3 Baths ⋅ 621479 MLS

Your Old Town Key West dream can start now -- with income built in. This exceptional 2-bedroom, 2.5-bath, townhouse-style condo offers a rare combination of Old Town lifestyle, flexible living space, and income-producing potential. Currently configured with a lock-off 1-bedroom apartment, the property offers an ideal opportunity for the future Key West homeowner: enjoy the larger 1 Bedroom, 1.5 Bath unit with private garden/patio as your own Key West retreat while the lock-off apartment provides substantial annual rental income. When the time comes to make Key West your full-time home, the property can be easily converted back to its original spacious 2-bedroom townhouse-style layout. A private gated entry opens to your own generous outdoor oasis, complete with a waterfall pond, large patio, and charming ''she-shed'' -- perfect for storage, an art studio, or entertaining. Inside, you'll find high ceilings, abundant natural light, generous storage, in-unit washer/dryers, and newer stainless-steel appliances. Just two blocks from Duval Street in the heart of Old Town's vibrant Bahama Village, you're surrounded by restaurants, galleries, shops, nightlife, and countless Key West attractions -- all within easy walking distance. Whether you're ready for a Key West home now or envision making the island your full-time home in the future, this is a rare opportunity to own your piece of Old Town, enjoy income along the way, and ultimately create the spacious Key West home you've been dreaming of. Some seller financing considered. Seller is a Florida Licensed Realtor. Photos 10-17 show Original Layout, 18=FloorPlan, 19-37 show Back Unit, 38-49 show Front Lock-Off Apt.

927 Thomas St Unit 1, Key West

1901 S Roosevelt Blvd Unit 208E, Key West

$1,349,000

Direct ocean views await at this rarely available 3-bedroom, 2-bath condominium in Key West's gated La Brisa community, directly across from Smathers Beach. Whether you're seeking a full-time residence or a seasonal escape, Unit 208E offers bright living spaces, an updated kitchen, and resort-style amenities. The open floor plan connects the kitchen, dining, and living areas, creating an inviting space for everyday living and entertaining. Sliding glass doors open to a private balcony overlooking the ocean--an ideal setting for morning coffee and enjoying the sea breeze. The updated kitchen features modern cabinetry and ample counter space. The primary suite features ocean views through a large picture window, direct balcony access, generous closet space, and an en-suite bath. Two additional bedrooms offer comfortable accommodations for family and guests or space for a home office. La Brisa's amenities include a heated pool, hot tub, tennis and pickleball court, clubhouse, BBQ area, EV charging stations, and gated entry. Enjoy convenient access to the beach, bike paths, airport, and Key West's dining and attractions. Seller is a family member of the listing agent.

3 Beds ⋅ 2 Baths ⋅ 621474 MLS

Direct ocean views await at this rarely available 3-bedroom, 2-bath condominium in Key West's gated La Brisa community, directly across from Smathers Beach. Whether you're seeking a full-time residence or a seasonal escape, Unit 208E offers bright living spaces, an updated kitchen, and resort-style amenities. The open floor plan connects the kitchen, dining, and living areas, creating an inviting space for everyday living and entertaining. Sliding glass doors open to a private balcony overlooking the ocean--an ideal setting for morning coffee and enjoying the sea breeze. The updated kitchen features modern cabinetry and ample counter space. The primary suite features ocean views through a large picture window, direct balcony access, generous closet space, and an en-suite bath. Two additional bedrooms offer comfortable accommodations for family and guests or space for a home office. La Brisa's amenities include a heated pool, hot tub, tennis and pickleball court, clubhouse, BBQ area, EV charging stations, and gated entry. Enjoy convenient access to the beach, bike paths, airport, and Key West's dining and attractions. Seller is a family member of the listing agent.

1901 S Roosevelt Blvd Unit 208E, Key West

$799,000

Welcome to 2506 Seidenberg Avenue, a spacious 3-bedroom, 3-bath home offering 1,922 square feet of living space in the heart of Midtown Key West. Framed by tropical landscaping and a classic white picket fence, this home offers plenty of space and a flexible layout for comfortable island living. The main living area flows into a large eat-in kitchen featuring abundant cabinetry, stainless steel appliances, generous counter space, and plenty of room for dining and entertaining. Three bedrooms and three full baths provide ample accommodations, while additional living space at the rear of the property offers added flexibility for guests, a home office, den, or private retreat. A garage provides valuable parking and storage. Centrally located just minutes from Old Town, beaches, shopping, dining, and all that Key West has to offer. With nearly 2,000 square feet, versatile additional living space, a garage, and a convenient Midtown location, 2506 Seidenberg Avenue presents a unique opportunity to make a Key West home your own. Owner financing may be available.

3 Beds ⋅ 3 Baths ⋅ 621467 MLS

Welcome to 2506 Seidenberg Avenue, a spacious 3-bedroom, 3-bath home offering 1,922 square feet of living space in the heart of Midtown Key West. Framed by tropical landscaping and a classic white picket fence, this home offers plenty of space and a flexible layout for comfortable island living. The main living area flows into a large eat-in kitchen featuring abundant cabinetry, stainless steel appliances, generous counter space, and plenty of room for dining and entertaining. Three bedrooms and three full baths provide ample accommodations, while additional living space at the rear of the property offers added flexibility for guests, a home office, den, or private retreat. A garage provides valuable parking and storage. Centrally located just minutes from Old Town, beaches, shopping, dining, and all that Key West has to offer. With nearly 2,000 square feet, versatile additional living space, a garage, and a convenient Midtown location, 2506 Seidenberg Avenue presents a unique opportunity to make a Key West home your own. Owner financing may be available.

2506 Seidenberg Ave, Key West

$6,895,000

The Autograph House is a newly built, architect-designed luxury property in the heart of Old Town Key West, ideally positioned just one block from Duval Street and the island's most celebrated attractions. Blending refined modern design with the relaxed elegance of Key West, this exceptional property offers a rare combination of sophistication, privacy and walkable convenience. The home encompasses a stunning two-story Main Residence with four private bedroom suites, each featuring an en-suite bath with custom millwork, along with a beautifully appointed two-bedroom, two-bath Guest Cottage. Together, the residences create an exceptional six-bedroom, six-bathroom estate ideal for multi-generational living, extended stays, or entertaining. The Main Residence features an expansive open-concept living, dining, and chef's kitchen with premium Miele appliances, Fisher & Paykel column refrigeration, custom cabinetry, and a generous island. Floor-to-ceiling impact-rated sliding glass doors open seamlessly to a covered outdoor living and entertaining area, complete with lounge seating, a fully equipped outdoor kitchen, grill, beverage refrigerator, and dining space. Lush tropical landscaping surrounds a private heated pool and separate hot tub. The Main Residence pool features a waterfall and built-in bench seating, while the Guest Cottage offers its own private spa hot tub. An outdoor shower and secluded garden spaces further enhance the resort-like setting. Throughout the property, custom finishes, beautiful furnishings, Sonos audio, and full-size laundry facilities reflect an exceptional level of comfort and attention to detail. Perfectly situated in Old Town's X-Flood Zone, this home places Duval Street, Mallory Square, world-class dining, galleries, shopping, beaches, and iconic Key West landmarks just moments away. A rare opportunity to own a turnkey luxury compound in one of Key West's most coveted locations. Call today for a showing!

6 Beds ⋅ 7 Baths ⋅ 621466 MLS

The Autograph House is a newly built, architect-designed luxury property in the heart of Old Town Key West, ideally positioned just one block from Duval Street and the island's most celebrated attractions. Blending refined modern design with the relaxed elegance of Key West, this exceptional property offers a rare combination of sophistication, privacy and walkable convenience. The home encompasses a stunning two-story Main Residence with four private bedroom suites, each featuring an en-suite bath with custom millwork, along with a beautifully appointed two-bedroom, two-bath Guest Cottage. Together, the residences create an exceptional six-bedroom, six-bathroom estate ideal for multi-generational living, extended stays, or entertaining. The Main Residence features an expansive open-concept living, dining, and chef's kitchen with premium Miele appliances, Fisher & Paykel column refrigeration, custom cabinetry, and a generous island. Floor-to-ceiling impact-rated sliding glass doors open seamlessly to a covered outdoor living and entertaining area, complete with lounge seating, a fully equipped outdoor kitchen, grill, beverage refrigerator, and dining space. Lush tropical landscaping surrounds a private heated pool and separate hot tub. The Main Residence pool features a waterfall and built-in bench seating, while the Guest Cottage offers its own private spa hot tub. An outdoor shower and secluded garden spaces further enhance the resort-like setting. Throughout the property, custom finishes, beautiful furnishings, Sonos audio, and full-size laundry facilities reflect an exceptional level of comfort and attention to detail. Perfectly situated in Old Town's X-Flood Zone, this home places Duval Street, Mallory Square, world-class dining, galleries, shopping, beaches, and iconic Key West landmarks just moments away. A rare opportunity to own a turnkey luxury compound in one of Key West's most coveted locations. Call today for a showing!

317 Whitehead St, Key West

1901 S Roosevelt Blvd Unit N104, Key West

$849,000

Coastal Living at Its Finest - 2-Bedroom Condo at La Brisa ! Wake up to ocean breezes in this beautifully appointed 2-bedroom, 2-bathroom condo located just steps from Smathers beach. Situated directly across the street from the shoreline, this bright and airy residence offers the perfect blend of comfort, convenience, and coastal charm. Inside, you'll find a spacious open-concept living and dining area filled with natural light, a modern kitchen , and two generously sized bedrooms with ample closet space. The primary suite features a private en-suite bathroom, while the second bedroom is ideal for guests or a home office. Relax on your private balcony with peaceful Salt Pond views, or take a short stroll across the street to sink your toes in the sand. This condo also offers amenities such as assigned parking, in-unit laundry, and access to a community pool, tennis courts and clubhouse. Perfect as a primary residence, weekend retreat, or investment property--this is beachside living made easy! Call for your private tour today !

2 Beds ⋅ 2 Baths ⋅ 621436 MLS

Coastal Living at Its Finest - 2-Bedroom Condo at La Brisa ! Wake up to ocean breezes in this beautifully appointed 2-bedroom, 2-bathroom condo located just steps from Smathers beach. Situated directly across the street from the shoreline, this bright and airy residence offers the perfect blend of comfort, convenience, and coastal charm. Inside, you'll find a spacious open-concept living and dining area filled with natural light, a modern kitchen , and two generously sized bedrooms with ample closet space. The primary suite features a private en-suite bathroom, while the second bedroom is ideal for guests or a home office. Relax on your private balcony with peaceful Salt Pond views, or take a short stroll across the street to sink your toes in the sand. This condo also offers amenities such as assigned parking, in-unit laundry, and access to a community pool, tennis courts and clubhouse. Perfect as a primary residence, weekend retreat, or investment property--this is beachside living made easy! Call for your private tour today !

1901 S Roosevelt Blvd Unit N104, Key West

$665,000

3200 Harriet Avenue | Key West, FL Tucked away on a desirable corner lot, this spacious 2-bedroom, 1.5-bath townhouse offers 1,332 square feet of comfortable living and one of the largest floor plans in the community. Combining privacy, generous living space, and exceptional outdoor amenities, this home is a rare find in Key West. One of the property's most appealing features is the absence of HOA fees, allowing you to enjoy all the benefits of homeownership without monthly association dues or restrictive community fees. It's a rare opportunity to own a spacious townhouse with the freedom and flexibility typically associated with a single-family home. Step outside to your own private pool, creating the perfect setting for entertaining, relaxing, or enjoying the tropical island lifestyle year-round. The corner-lot location provides added privacy and outdoor space, making this home feel even more secluded. Inside, the well-designed floor plan offers bright, inviting living spaces with plenty of room to gather, work from home, or simply unwind after a day on the water. Conveniently located in New Town, 3200 Harriet Avenue is just minutes from shopping, dining, schools, beaches, and all that Old Town Key West has to offer. Whether you're looking for a primary residence, vacation home, or investment property, this home delivers an outstanding combination of space, privacy, and the quintessential Key West lifestyle.

2 Beds ⋅ 2 Baths ⋅ 621434 MLS

3200 Harriet Avenue | Key West, FL Tucked away on a desirable corner lot, this spacious 2-bedroom, 1.5-bath townhouse offers 1,332 square feet of comfortable living and one of the largest floor plans in the community. Combining privacy, generous living space, and exceptional outdoor amenities, this home is a rare find in Key West. One of the property's most appealing features is the absence of HOA fees, allowing you to enjoy all the benefits of homeownership without monthly association dues or restrictive community fees. It's a rare opportunity to own a spacious townhouse with the freedom and flexibility typically associated with a single-family home. Step outside to your own private pool, creating the perfect setting for entertaining, relaxing, or enjoying the tropical island lifestyle year-round. The corner-lot location provides added privacy and outdoor space, making this home feel even more secluded. Inside, the well-designed floor plan offers bright, inviting living spaces with plenty of room to gather, work from home, or simply unwind after a day on the water. Conveniently located in New Town, 3200 Harriet Avenue is just minutes from shopping, dining, schools, beaches, and all that Old Town Key West has to offer. Whether you're looking for a primary residence, vacation home, or investment property, this home delivers an outstanding combination of space, privacy, and the quintessential Key West lifestyle.

3200 Harriet Ave, Key West

$2,650,000

Life is BETTER at the Beach! Enjoy penthouse style living with panoramic ocean views from this two story oceanfront condo! This waterfront setting is simply serene, peaceful and beautiful! Floor to ceiling windows invite natural light, revealing the breathtaking water views from inside as well as the outdoor ocean facing deck - perfect for entertaining, lounging and absorbing sunrises. This private oasis also includes an updated kitchen and countertops, a primary bedroom suite on the first floor and a full guest suite on the second floor which includes double views! You'll be immediately captivated by this well rounded gated community which includes two pools, covered parking, a fitness center, sauna, and tennis court. Close to Smathers Beach, Higgs Beach, , the White Street Pier, the Wildlife Center the gallery district. Schedule your private viewing today - easy to show!

3 Beds ⋅ 2 Baths ⋅ 621379 MLS

Life is BETTER at the Beach! Enjoy penthouse style living with panoramic ocean views from this two story oceanfront condo! This waterfront setting is simply serene, peaceful and beautiful! Floor to ceiling windows invite natural light, revealing the breathtaking water views from inside as well as the outdoor ocean facing deck - perfect for entertaining, lounging and absorbing sunrises. This private oasis also includes an updated kitchen and countertops, a primary bedroom suite on the first floor and a full guest suite on the second floor which includes double views! You'll be immediately captivated by this well rounded gated community which includes two pools, covered parking, a fitness center, sauna, and tennis court. Close to Smathers Beach, Higgs Beach, , the White Street Pier, the Wildlife Center the gallery district. Schedule your private viewing today - easy to show!

1500 Atlantic Blvd Unit 414, Key West

$535,000

Priced to sell and one of the most affordable opportunities in the popular Key West Estates! 3316 Harriet Avenue is an excellent option for a first-time homebuyer, investor, or workforce housing, offering NO HOA fees, deeded parking, shed, screened in covered porch, air-conditioning, and a private fenced outdoor area complete with landscaping. Conveniently located in New Town near shopping, schools, recreation, and everything Key West has to offer! This property provides a rare opportunity to own in Key West at an approachable price point. Schedule a showing today!

2 Beds ⋅ 2 Baths ⋅ 621365 MLS

Priced to sell and one of the most affordable opportunities in the popular Key West Estates! 3316 Harriet Avenue is an excellent option for a first-time homebuyer, investor, or workforce housing, offering NO HOA fees, deeded parking, shed, screened in covered porch, air-conditioning, and a private fenced outdoor area complete with landscaping. Conveniently located in New Town near shopping, schools, recreation, and everything Key West has to offer! This property provides a rare opportunity to own in Key West at an approachable price point. Schedule a showing today!

3316 Harriet Ave, Key West

$5,400,000

Step back into timeless Key West soul, where leaf-stamped garden paths, sun-dappled outdoor showers, and the gentle trickle of private pool waterfalls create an unforgettable Old Town sanctuary. Hidden behind a classic wooden gate just moments from the Historic Seaport and Duval Street, this compound offers two private, fully equipped homes on a lush 7,796-sq. ft lot, providing the ultimate luxury island retreat or multi-generational estate. Verdant foliage frames the wrap-around front porch of the front cottage, inviting you to sit back and enjoy quintessential island living. Inside, sky-lit vaulted ceilings with exposed wooden beams pour warm sunshine across white-painted walls and rich wood floors. The light-filled layout centers around an enchanting cottage kitchen filled with warmth and timeless charm that flows seamlessly into the living space and guest half bath. Three bedrooms-each featuring its own private ensuite bath-offer exceptional comfort. Floor-to-ceiling glass draws you out to an outdoor dining area and a sparkling heated pool nestled among vibrant gardens. Wander through the botanical grounds to the rear house, a custom-crafted two-story sanctuary built in 2016. Showcasing exquisite Hickory hardwood floors, whitewashed Cypress interior walls, and slate-tiled baths, this home balances coastal elegance with high-end luxury. The chef's kitchen boasts an elite ILVE range and custom cabinetry, flowing into open living quarters that slide open to the backyard oasis. The main floor offers versatile living with a guest suite that double-functions as a private home office with a built-in Murphy bed. Upstairs, a Craftsman staircase leads to a secondary guest suite with an ensuite bath and a sprawling primary retreat, complete with an oversized spa bath and a private balcony overlooking the second heated waterfall pool. Do not miss this rare chance to own one of Old Town's premier dual-home properties, complete with dedicated off-street parking for two cars.

6 Beds ⋅ 7 Baths ⋅ 621215 MLS

Step back into timeless Key West soul, where leaf-stamped garden paths, sun-dappled outdoor showers, and the gentle trickle of private pool waterfalls create an unforgettable Old Town sanctuary. Hidden behind a classic wooden gate just moments from the Historic Seaport and Duval Street, this compound offers two private, fully equipped homes on a lush 7,796-sq. ft lot, providing the ultimate luxury island retreat or multi-generational estate. Verdant foliage frames the wrap-around front porch of the front cottage, inviting you to sit back and enjoy quintessential island living. Inside, sky-lit vaulted ceilings with exposed wooden beams pour warm sunshine across white-painted walls and rich wood floors. The light-filled layout centers around an enchanting cottage kitchen filled with warmth and timeless charm that flows seamlessly into the living space and guest half bath. Three bedrooms-each featuring its own private ensuite bath-offer exceptional comfort. Floor-to-ceiling glass draws you out to an outdoor dining area and a sparkling heated pool nestled among vibrant gardens. Wander through the botanical grounds to the rear house, a custom-crafted two-story sanctuary built in 2016. Showcasing exquisite Hickory hardwood floors, whitewashed Cypress interior walls, and slate-tiled baths, this home balances coastal elegance with high-end luxury. The chef's kitchen boasts an elite ILVE range and custom cabinetry, flowing into open living quarters that slide open to the backyard oasis. The main floor offers versatile living with a guest suite that double-functions as a private home office with a built-in Murphy bed. Upstairs, a Craftsman staircase leads to a secondary guest suite with an ensuite bath and a sprawling primary retreat, complete with an oversized spa bath and a private balcony overlooking the second heated waterfall pool. Do not miss this rare chance to own one of Old Town's premier dual-home properties, complete with dedicated off-street parking for two cars.

613 Margaret St, Key West

$1,225,000

Welcome to 14 Spoonbill Way, an exceptional single-family residence nestled within the sought-after golf club community offering a relaxed, resort-style lifestyle in Key West. With 3 bedrooms, 2.5 baths, a spacious bonus room currently configured as a bunk room, and beautiful golf course and lake views, this home offers the ideal blend of comfort, versatility, and effortless entertaining. The main level is designed for gathering, with an open-concept floor plan that seamlessly connects the kitchen, dining area, and living room. Whether hosting friends for dinner or enjoying a quiet evening at home, the space feels bright, open, and inviting. The living area extends naturally outdoors to a generous back deck overlooking the golf course and lake, creating an idyllic setting for morning coffee, alfresco dining, or cocktails at sunset. Upstairs, the primary suite offers a peaceful private retreat with its own deck and a generously sized walk-in closet--an uncommon and highly desirable feature that sets this home apart from others in the community. Two additional bedrooms and a full bathroom complete the second floor. Life in the golf club community is about more than just the home. Residents enjoy access to an array of resort-style amenities, including two swimming pools, a fitness center, a beautiful butterfly garden, and more. 14 Spoonbill Way enjoys an especially convenient position within the community, located in close proximity to the larger resort pool and with nearby guest parking--an added advantage when entertaining. From its thoughtfully designed open living spaces and distinctive primary suite to its tranquil golf course and lake views and enviable access to resort amenities, 14 Spoonbill Way captures the essence of relaxed Key West living. A rare opportunity to enjoy a private residence with the amenities and atmosphere of a resort, all in Key West's desirable golf club community.

3 Beds ⋅ 3 Baths ⋅ 621211 MLS

Welcome to 14 Spoonbill Way, an exceptional single-family residence nestled within the sought-after golf club community offering a relaxed, resort-style lifestyle in Key West. With 3 bedrooms, 2.5 baths, a spacious bonus room currently configured as a bunk room, and beautiful golf course and lake views, this home offers the ideal blend of comfort, versatility, and effortless entertaining. The main level is designed for gathering, with an open-concept floor plan that seamlessly connects the kitchen, dining area, and living room. Whether hosting friends for dinner or enjoying a quiet evening at home, the space feels bright, open, and inviting. The living area extends naturally outdoors to a generous back deck overlooking the golf course and lake, creating an idyllic setting for morning coffee, alfresco dining, or cocktails at sunset. Upstairs, the primary suite offers a peaceful private retreat with its own deck and a generously sized walk-in closet--an uncommon and highly desirable feature that sets this home apart from others in the community. Two additional bedrooms and a full bathroom complete the second floor. Life in the golf club community is about more than just the home. Residents enjoy access to an array of resort-style amenities, including two swimming pools, a fitness center, a beautiful butterfly garden, and more. 14 Spoonbill Way enjoys an especially convenient position within the community, located in close proximity to the larger resort pool and with nearby guest parking--an added advantage when entertaining. From its thoughtfully designed open living spaces and distinctive primary suite to its tranquil golf course and lake views and enviable access to resort amenities, 14 Spoonbill Way captures the essence of relaxed Key West living. A rare opportunity to enjoy a private residence with the amenities and atmosphere of a resort, all in Key West's desirable golf club community.

14 Spoonbill Way, Key West

$995,000

Exquisite, turnkey resort living awaits in this fully furnished 2-bedroom, 2-bathroom oceanfront condominium, offering an effortless transition into Key West luxury just steps from world-famous Smathers Beach. Tucked away in a quiet oceanfront enclave, you are just minutes from Old Town, world-class dining, marinas, and the airport. Inside, high-end interior upgrades feature rich wood-grain LVP flooring through the main living areas and bedrooms, complemented by elegant large-format porcelain tile in the renovated bathrooms. The kitchen and dedicated wet bar showcase polished marble countertops, custom white shaker cabinetry, stainless steel appliances, and built-in wine storage. Light-filled open living and dining spaces flow seamlessly through hurricane impact glass sliders onto a massive 38-foot private balcony framing lush tropical greenery and partial ocean views. The primary suite boasts generous closet space, an updated vanity, and a custom walk-in shower with a frameless glass enclosure and direct balcony access. Key Property Details: Parking & Storage: Assigned covered garage parking spot plus a private locked storage locker located directly in front of your vehicle. Turnkey Ready: Sold complete with all designer furnishings, artwork, flat-screen TVs, linens, and housewares for instant occupancy. Resort Amenities: On-site sunning beach, heated oceanfront Olympic-size pool, jacuzzi, saunas, a brand-new fitness center, 3 lighted tennis courts (including 1 clay court), BBQ picnic areas, and lush botanical gardens. Effortless Ownership: HOA fees cover building insurance, exterior maintenance, water, cable/high-speed internet, and fully funded reserves ($20k assessment paid). Strong rental track record ($72k+ net annual yield).

2 Beds ⋅ 2 Baths ⋅ 621152 MLS

Exquisite, turnkey resort living awaits in this fully furnished 2-bedroom, 2-bathroom oceanfront condominium, offering an effortless transition into Key West luxury just steps from world-famous Smathers Beach. Tucked away in a quiet oceanfront enclave, you are just minutes from Old Town, world-class dining, marinas, and the airport. Inside, high-end interior upgrades feature rich wood-grain LVP flooring through the main living areas and bedrooms, complemented by elegant large-format porcelain tile in the renovated bathrooms. The kitchen and dedicated wet bar showcase polished marble countertops, custom white shaker cabinetry, stainless steel appliances, and built-in wine storage. Light-filled open living and dining spaces flow seamlessly through hurricane impact glass sliders onto a massive 38-foot private balcony framing lush tropical greenery and partial ocean views. The primary suite boasts generous closet space, an updated vanity, and a custom walk-in shower with a frameless glass enclosure and direct balcony access. Key Property Details: Parking & Storage: Assigned covered garage parking spot plus a private locked storage locker located directly in front of your vehicle. Turnkey Ready: Sold complete with all designer furnishings, artwork, flat-screen TVs, linens, and housewares for instant occupancy. Resort Amenities: On-site sunning beach, heated oceanfront Olympic-size pool, jacuzzi, saunas, a brand-new fitness center, 3 lighted tennis courts (including 1 clay court), BBQ picnic areas, and lush botanical gardens. Effortless Ownership: HOA fees cover building insurance, exterior maintenance, water, cable/high-speed internet, and fully funded reserves ($20k assessment paid). Strong rental track record ($72k+ net annual yield).

1800 Atlantic Blvd Unit 325C, Key West

$6,750,000

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

5 Beds ⋅ 5 Baths ⋅ 621141 MLS

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

411 Louisa St, Key West

$599,000

Remodeled Key West Townhome in the Heart of New Town If you're looking for a move-in ready Key West address with low-maintenance living and room to breathe, this 2-bedroom, 2-bath townhome in Flagler Court checks every box. At 1,008 square feet, the layout is efficient and comfortable -- recently remodeled with granite countertops, and a full stainless steel appliance package including a space-saving stackable washer and dryer. The main level features a full bathroom, with both bedrooms and a shared full bath upstairs -- a practical, livable layout that works equally well for owners and guests. A private deck, central air, and ceiling fans round out the everyday comfort. The HOA at just $109 per month covers common area maintenance and keeps the community well-maintained without a heavy monthly burden. Two covered carport spaces plus guest parking are included -- a genuine convenience in Key West. Centrally located in New Town with bike paths nearby, you're minutes from shopping, dining, the beaches, and everything Key West has to offer -- without the Old Town price tag. This is an opportunity to own a updated, turn-key Key West townhome with low overhead and lasting appeal.

2 Beds ⋅ 2 Baths ⋅ 621114 MLS

Remodeled Key West Townhome in the Heart of New Town If you're looking for a move-in ready Key West address with low-maintenance living and room to breathe, this 2-bedroom, 2-bath townhome in Flagler Court checks every box. At 1,008 square feet, the layout is efficient and comfortable -- recently remodeled with granite countertops, and a full stainless steel appliance package including a space-saving stackable washer and dryer. The main level features a full bathroom, with both bedrooms and a shared full bath upstairs -- a practical, livable layout that works equally well for owners and guests. A private deck, central air, and ceiling fans round out the everyday comfort. The HOA at just $109 per month covers common area maintenance and keeps the community well-maintained without a heavy monthly burden. Two covered carport spaces plus guest parking are included -- a genuine convenience in Key West. Centrally located in New Town with bike paths nearby, you're minutes from shopping, dining, the beaches, and everything Key West has to offer -- without the Old Town price tag. This is an opportunity to own a updated, turn-key Key West townhome with low overhead and lasting appeal.

3075 Flagler Ave Unit UNIT 12, Key West

$836,000

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

2 Beds ⋅ 3 Baths ⋅ 621063 MLS

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

210 Golf Club Dr, Key West

$1,490,000

Welcome to 1724 Rose Street, a spacious single-family home on a generous corner lot in a quiet Midtown neighborhood, close to Key West's beautiful beaches. The main level features an inviting open-concept kitchen, dining, and living area, along with three bedrooms and two baths. Freshly painted inside and out, the home is move-in ready while offering an opportunity to add your own personal touches and updates. The upstairs addition was done in 2016 offering two additional studio spaces. Both studios provide exceptional flexibility and could potentially be configured with a separate entrance, making them ideal for guests, extended family, a home office, or additional living accommodations. The large corner lot offers off-street parking for 2-3 vehicles, plus abundant on street parking. Out back, the spacious yard has plenty of room to create your own private oasis, with space for a large pool, outdoor lounging and entertaining areas, plus ample storage. With its flexible layout, generous lot, parking, and desirable Midtown location, this property offers numerous possibilities--from a comfortable home for a large family to monthly vacation rental use or employee housing. A rare opportunity to create a spacious Key West retreat with room to grow, customize, and enjoy the island lifestyle.

5 Beds ⋅ 4 Baths ⋅ 621031 MLS

Welcome to 1724 Rose Street, a spacious single-family home on a generous corner lot in a quiet Midtown neighborhood, close to Key West's beautiful beaches. The main level features an inviting open-concept kitchen, dining, and living area, along with three bedrooms and two baths. Freshly painted inside and out, the home is move-in ready while offering an opportunity to add your own personal touches and updates. The upstairs addition was done in 2016 offering two additional studio spaces. Both studios provide exceptional flexibility and could potentially be configured with a separate entrance, making them ideal for guests, extended family, a home office, or additional living accommodations. The large corner lot offers off-street parking for 2-3 vehicles, plus abundant on street parking. Out back, the spacious yard has plenty of room to create your own private oasis, with space for a large pool, outdoor lounging and entertaining areas, plus ample storage. With its flexible layout, generous lot, parking, and desirable Midtown location, this property offers numerous possibilities--from a comfortable home for a large family to monthly vacation rental use or employee housing. A rare opportunity to create a spacious Key West retreat with room to grow, customize, and enjoy the island lifestyle.

1724 Rose St, Key West

$549,000

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

2 Beds ⋅ 2 Baths ⋅ 620955 MLS

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

3207 Eagle Ave, Key West

1901 S Roosevelt Blvd Unit 407N, Key West

$625,000

Positioned directly across South Roosevelt Boulevard from Smathers Beach, it blends high-end modern finishes with expansive views of Key West's tranquil salt ponds. Interior highlights and upgrades include Carrara marble surfaces installed in both the kitchen and bathroom a wet bar, tiled floors flowing seamlessly throughout all living spaces, impact-resistant glass windows and doors for ultimate peace of mind. Other feature include large, covered private balcony capturing views of the salt ponds and the surrounding landscape, assigned parking with storage locker, and so much more. Resort-Style community amenities include a spacious, heated saltwater swimming pool, adjacent hot tub, and full-size tennis/pickleball courts, access to the resident clubhouse, dry saunas, and common area lounges. Other conveniences include barbecue area, EV charging station and a car wash. Make La Brisa your home today.

1 Beds ⋅ 1 Baths ⋅ 620905 MLS

Positioned directly across South Roosevelt Boulevard from Smathers Beach, it blends high-end modern finishes with expansive views of Key West's tranquil salt ponds. Interior highlights and upgrades include Carrara marble surfaces installed in both the kitchen and bathroom a wet bar, tiled floors flowing seamlessly throughout all living spaces, impact-resistant glass windows and doors for ultimate peace of mind. Other feature include large, covered private balcony capturing views of the salt ponds and the surrounding landscape, assigned parking with storage locker, and so much more. Resort-Style community amenities include a spacious, heated saltwater swimming pool, adjacent hot tub, and full-size tennis/pickleball courts, access to the resident clubhouse, dry saunas, and common area lounges. Other conveniences include barbecue area, EV charging station and a car wash. Make La Brisa your home today.

1901 S Roosevelt Blvd Unit 407N, Key West

$849,500

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

3 Beds ⋅ 2 Baths ⋅ 620866 MLS

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

2928 Fogarty Ave, Key West

$649,000

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

2 Beds ⋅ 2 Baths ⋅ 620820 MLS

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

19 Spoonbill Way, Key West

$12,500,000

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

6 Beds ⋅ 7 Baths ⋅ 620770 MLS

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

32 Sunset, Key West

$2,980,000

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

3 Beds ⋅ 3 Baths ⋅ 620747 MLS

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

1019 Whitehead St, Key West

$599,000

Life feels a little slower in the Casa Marina neighborhood. Mornings begin with a walk to Higgs Beach, afternoons are spent by the pool, and evenings often end just down the street at Salute! on the Beach or Louie's Backyard. Tucked within the peaceful Southpark Condominium community, 816 South Street, Unit 4 places you in the heart of one of Key West's most desirable locations while offering the privacy and simplicity of low maintenance island living. Inside, this 1 bedroom, 1 bathroom condominium feels bright, comfortable, and welcoming. The open living spaces flow naturally to two private outdoor decks, one at the front of the home that is perfect for enjoying the neighborhood atmosphere and another tucked just off the bedroom, surrounded by mature tropical landscaping for a more private escape. The community itself offers the amenities that make everyday living feel like a vacation, including a beautifully maintained heated swimming pool set among lush tropical grounds. An assigned off street parking space and a spacious locked storage area provide conveniences that are increasingly valuable in Key West. Located just 4 blocks from Duval Street, you can easily walk or bike to beaches, restaurants, galleries, shopping, and everything that makes island life so special, while still returning home to one of the quieter residential pockets of Old Town. Whether you are searching for a full time residence, a seasonal retreat, or simply a place where life naturally slows down, 816 South Street, Unit 4 offers an opportunity to experience the very best of Casa Marina living.

1 Beds ⋅ 1 Baths ⋅ 620722 MLS

Life feels a little slower in the Casa Marina neighborhood. Mornings begin with a walk to Higgs Beach, afternoons are spent by the pool, and evenings often end just down the street at Salute! on the Beach or Louie's Backyard. Tucked within the peaceful Southpark Condominium community, 816 South Street, Unit 4 places you in the heart of one of Key West's most desirable locations while offering the privacy and simplicity of low maintenance island living. Inside, this 1 bedroom, 1 bathroom condominium feels bright, comfortable, and welcoming. The open living spaces flow naturally to two private outdoor decks, one at the front of the home that is perfect for enjoying the neighborhood atmosphere and another tucked just off the bedroom, surrounded by mature tropical landscaping for a more private escape. The community itself offers the amenities that make everyday living feel like a vacation, including a beautifully maintained heated swimming pool set among lush tropical grounds. An assigned off street parking space and a spacious locked storage area provide conveniences that are increasingly valuable in Key West. Located just 4 blocks from Duval Street, you can easily walk or bike to beaches, restaurants, galleries, shopping, and everything that makes island life so special, while still returning home to one of the quieter residential pockets of Old Town. Whether you are searching for a full time residence, a seasonal retreat, or simply a place where life naturally slows down, 816 South Street, Unit 4 offers an opportunity to experience the very best of Casa Marina living.

816 S St Unit 4, Key West

3930 S Roosevelt Blvd Unit W314, Key West

$499,000

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

2 Beds ⋅ 2 Baths ⋅ 620689 MLS

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

3930 S Roosevelt Blvd Unit W314, Key West

$4,750,000

TRANSIENT LICENSE TRANSFER RECEIVER ZONE!!!! A rare opportunity to own one of Key West's most captivating waterfront properties, where history, character, and endless potential come together. Nestled along the historic Trumbo Point waterfront, this remarkable estate has remained in the same family for generations and reflects a rich connection to one of the island's most significant maritime neighborhoods. Thought to have origins dating back to the early 20th century, the property showcases timeless Old Key West charm while offering the space and flexibility rarely found today. The main residence is complemented by a separate guest cottage on an oversized waterfront parcel, creating endless possibilities for multigenerational living, a private family compound, or an exceptional investment opportunity. Located in an area once shaped by the island's cigar industry, railroad expansion, and later the development of the Naval Air Station and Coast Guard facilities, this home sits within a neighborhood that tells the story of Key West's evolution through more than a century of history. From the moment you arrive, you'll appreciate the mature tropical landscape, water access, and the feeling of stepping into a piece of Old Key West. Whether you choose to preserve its historic character, thoughtfully enhance the existing structures, or create your own legacy estate, opportunities like this are exceptionally rare. Waterfront properties with this combination of history, location, size, and family ownership seldom become available. 901 Eisenhower Drive is more than a home--it's an opportunity to own a meaningful piece of Key West's past while creating its next chapter.

7 Beds ⋅ 5 Baths ⋅ 620661 MLS

TRANSIENT LICENSE TRANSFER RECEIVER ZONE!!!! A rare opportunity to own one of Key West's most captivating waterfront properties, where history, character, and endless potential come together. Nestled along the historic Trumbo Point waterfront, this remarkable estate has remained in the same family for generations and reflects a rich connection to one of the island's most significant maritime neighborhoods. Thought to have origins dating back to the early 20th century, the property showcases timeless Old Key West charm while offering the space and flexibility rarely found today. The main residence is complemented by a separate guest cottage on an oversized waterfront parcel, creating endless possibilities for multigenerational living, a private family compound, or an exceptional investment opportunity. Located in an area once shaped by the island's cigar industry, railroad expansion, and later the development of the Naval Air Station and Coast Guard facilities, this home sits within a neighborhood that tells the story of Key West's evolution through more than a century of history. From the moment you arrive, you'll appreciate the mature tropical landscape, water access, and the feeling of stepping into a piece of Old Key West. Whether you choose to preserve its historic character, thoughtfully enhance the existing structures, or create your own legacy estate, opportunities like this are exceptionally rare. Waterfront properties with this combination of history, location, size, and family ownership seldom become available. 901 Eisenhower Drive is more than a home--it's an opportunity to own a meaningful piece of Key West's past while creating its next chapter.

901 Eisenhower Dr, Key West

$375,000

2 BEDROOMS 2 BATHROOMS WITH BALCONY, GATED COMMUNITY, HUGE POOL, TENNIS COURT ,PLENTY OF PARKING AND WALKING DISTANCE OF SHOPPING, GROCERIES, RESTAURANTS AND MOVIE THEATRE.

2 Beds ⋅ 2 Baths ⋅ 620647 MLS

2 BEDROOMS 2 BATHROOMS WITH BALCONY, GATED COMMUNITY, HUGE POOL, TENNIS COURT ,PLENTY OF PARKING AND WALKING DISTANCE OF SHOPPING, GROCERIES, RESTAURANTS AND MOVIE THEATRE.

3312 N Northside Dr Unit 607, Key West

$4,995,000

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

4 Beds ⋅ 5 Baths ⋅ 620618 MLS

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

1616 Atlantic Blvd Unit 11, Key West

$1,825,000

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

2 Beds ⋅ 2 Baths ⋅ 620470 MLS

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

1115 South Street, Key West