Realestateinthefloridakeys.com Search Results

Welcome to 870 Copa D Oro, an exceptional waterfront retreat in the highly sought-after Flamingo Island neighborhood. Offered for the first time in 22 years, this rare property boasts an impressive 190 feet of pristine waterfront on an oversized 12,600-square-foot lot, offering breathtaking water views and endless opportunities for the boating enthusiast. This well-maintained CBS home features 2 bedrooms on the main level with a third bedroom in the upstairs loft, offering 1,560 square feet of thoughtfully designed living space. Rich wood ceilings and an abundance of natural light create a warm, inviting atmosphere filled with timeless Florida Keys charm and character. At the heart of the home is an updated chef's kitchen, complete with a Wolf gas range, new refrigerator, wine cooler, and beautiful wood cabinetry with granite countertops--perfectly blending style and functionality for everyday living or entertaining. Impact-rated doors and windows, screened porches on both the upper and lower levels, and a spacious balcony provide the perfect spaces to relax and take in the stunning waterfront views. Designed for the ultimate Florida Keys lifestyle, the property includes a permitted enclosure beneath the home, covered parking, and exceptional dockage featuring a 40-foot dock plus an additional cut-in slip for a smaller vessel, providing room for multiple boats. Whether you're looking for a full-time residence, vacation getaway, or premier waterfront investment, 870 Copa D Oro offers an unmatched combination of location, spectacular views, exceptional boating access, and the distinctive charm that makes Florida Keys waterfront homes so special.

3 Beds ⋅ 3 Baths ⋅ 620705 MLS

Welcome to 870 Copa D Oro, an exceptional waterfront retreat in the highly sought-after Flamingo Island neighborhood. Offered for the first time in 22 years, this rare property boasts an impressive 190 feet of pristine waterfront on an oversized 12,600-square-foot lot, offering breathtaking water views and endless opportunities for the boating enthusiast. This well-maintained CBS home features 2 bedrooms on the main level with a third bedroom in the upstairs loft, offering 1,560 square feet of thoughtfully designed living space. Rich wood ceilings and an abundance of natural light create a warm, inviting atmosphere filled with timeless Florida Keys charm and character. At the heart of the home is an updated chef's kitchen, complete with a Wolf gas range, new refrigerator, wine cooler, and beautiful wood cabinetry with granite countertops--perfectly blending style and functionality for everyday living or entertaining. Impact-rated doors and windows, screened porches on both the upper and lower levels, and a spacious balcony provide the perfect spaces to relax and take in the stunning waterfront views. Designed for the ultimate Florida Keys lifestyle, the property includes a permitted enclosure beneath the home, covered parking, and exceptional dockage featuring a 40-foot dock plus an additional cut-in slip for a smaller vessel, providing room for multiple boats. Whether you're looking for a full-time residence, vacation getaway, or premier waterfront investment, 870 Copa D Oro offers an unmatched combination of location, spectacular views, exceptional boating access, and the distinctive charm that makes Florida Keys waterfront homes so special.

870 Copa D Oro, Marathon

Have your cake and eat it too! 60+ feet of Protected Seawall with boatlift, PLUS a gorgeous open water Gulf View. Elevated home with three bedrooms and two baths opens on to a wonderful deck to enjoy the sun. You can also get shade while enjoying the Gulf breezes in the screened patio off the Kitchen. As we head downstairs you can lounge around the pool and enjoy the views of the Gulf of Mexico. the boatlift is conveniently located so as not to block the view. Plenty of living space under the home, with room for boat trailers in the front. But wait, there's more; 338 square feet of permitted garage for storage. The perfect home for your and your family, or as a vacation rental.

3 Beds ⋅ 2 Baths ⋅ 620576 MLS

Have your cake and eat it too! 60+ feet of Protected Seawall with boatlift, PLUS a gorgeous open water Gulf View. Elevated home with three bedrooms and two baths opens on to a wonderful deck to enjoy the sun. You can also get shade while enjoying the Gulf breezes in the screened patio off the Kitchen. As we head downstairs you can lounge around the pool and enjoy the views of the Gulf of Mexico. the boatlift is conveniently located so as not to block the view. Plenty of living space under the home, with room for boat trailers in the front. But wait, there's more; 338 square feet of permitted garage for storage. The perfect home for your and your family, or as a vacation rental.

106 Alynn Pl, Marathon

DIRECT OCEANFRONT lot with 120 feet of concrete seawall. Total of 153 feet of ocean frontage with cut in boat slip. Building right in place. NO TBR or BPAS (ROGO) needed to start building (this saves you time and money). End of street right-a-way deed conveys with the property. Huge lot: oceanfront concrete dock 120' plus additional 33' of oceanfront for the end of street right-a-way - Street 75' - Side: 133' - Back: 125.' Cleared and ready to build now. Lot is graveled, silver buttonwood hedge, partially fenced. You can see Key Colony to the East and Sombrero to the west with unobstructed ocean views. Glorious sunrise and sunsets! Listing agent is the owner. Call me directly with any questions.

620537 MLS

DIRECT OCEANFRONT lot with 120 feet of concrete seawall. Total of 153 feet of ocean frontage with cut in boat slip. Building right in place. NO TBR or BPAS (ROGO) needed to start building (this saves you time and money). End of street right-a-way deed conveys with the property. Huge lot: oceanfront concrete dock 120' plus additional 33' of oceanfront for the end of street right-a-way - Street 75' - Side: 133' - Back: 125.' Cleared and ready to build now. Lot is graveled, silver buttonwood hedge, partially fenced. You can see Key Colony to the East and Sombrero to the west with unobstructed ocean views. Glorious sunrise and sunsets! Listing agent is the owner. Call me directly with any questions.

1235 83rd Street Ocean St, Marathon

Rare opportunity to own one of the only waterfront lots currently available in the Key West area -- and one of just a handful offering true canal and Gulf frontage with immediate boating access. This exceptional Gulf-front homesite offers the best of both worlds: protected canal dockage plus expansive open water access. Enjoy direct Gulf frontage, beautiful open water and bay views, and the ability to keep your boat at your own property. The lot includes a boat hoist and a grandfathered small boat launch, making it a dream setup for serious boaters and water enthusiasts. With generous lot dimensions, there is ample space to build a substantial custom residence with room for a pool and two-car garage. (Builder to verify maximum buildable square footage.) Imagine designing your ideal island retreat with sweeping water views and seamless indoor-outdoor living. The property is accessed through an electric gate, offering added privacy and exclusivity. In a market with extremely limited waterfront inventory -- currently only a few comparable vacant lots in the broader Key West area -- this homesite stands out for its combination of Gulf frontage, boating amenities, privacy, and build potential.

618935 MLS

Rare opportunity to own one of the only waterfront lots currently available in the Key West area -- and one of just a handful offering true canal and Gulf frontage with immediate boating access. This exceptional Gulf-front homesite offers the best of both worlds: protected canal dockage plus expansive open water access. Enjoy direct Gulf frontage, beautiful open water and bay views, and the ability to keep your boat at your own property. The lot includes a boat hoist and a grandfathered small boat launch, making it a dream setup for serious boaters and water enthusiasts. With generous lot dimensions, there is ample space to build a substantial custom residence with room for a pool and two-car garage. (Builder to verify maximum buildable square footage.) Imagine designing your ideal island retreat with sweeping water views and seamless indoor-outdoor living. The property is accessed through an electric gate, offering added privacy and exclusivity. In a market with extremely limited waterfront inventory -- currently only a few comparable vacant lots in the broader Key West area -- this homesite stands out for its combination of Gulf frontage, boating amenities, privacy, and build potential.

6 Palmetto Dr, Big Coppitt

Key Largo Oceanside Solid Concrete Waterfront Home 2 bedroom 3 bath 60 foot concrete dock and 28 ft cut in boat slipped with a boat lift Minutes to to open ocean., downstair offer a garage and storage area. New impact doors and solid concrete roof beautiful tiki perfect for entertaining easy access to the best fishing and the best reef area

2 Beds ⋅ 3 Baths ⋅ 620914 MLS

Key Largo Oceanside Solid Concrete Waterfront Home 2 bedroom 3 bath 60 foot concrete dock and 28 ft cut in boat slipped with a boat lift Minutes to to open ocean., downstair offer a garage and storage area. New impact doors and solid concrete roof beautiful tiki perfect for entertaining easy access to the best fishing and the best reef area

311 Buttonwood Circle Ky, Key Largo

Some homes invite you in, and others make you want to stay. 1220 Georgia Street does both. Tucked into a quiet pocket of Old Town on a corner lot, the home feels peaceful and removed, yet everything you need is just moments away. A short walk takes you to neighborhood cafes, the beach, or a quick bike ride into the heart of town, while at home, the pace feels slower and more relaxed. The approach sets the tone. A marble and Coralina pathway leads through lush landscaping to a welcoming front porch and a striking antique front door that hints at the character inside. Step through and the space opens up with high ceilings and large windows that fill the home with natural light. The living areas flow easily together and draw you toward the outdoors, where a private backyard retreat awaits. Surrounded by mature tropical foliage, the cocktail pool and IPE deck create a setting that feels both secluded and inviting, perfect for entertaining or unwinding. The main house offers 3 bedrooms and 2 bathrooms, complemented by a separate 1 bedroom and 1 bathroom guest cottage that provides flexibility for visitors or a quiet escape. This is a home that feels well cared for, loved, and ready for its next chapter. A place where the details matter, but the feeling matters even more.

4 Beds ⋅ 3 Baths ⋅ 619619 MLS

Some homes invite you in, and others make you want to stay. 1220 Georgia Street does both. Tucked into a quiet pocket of Old Town on a corner lot, the home feels peaceful and removed, yet everything you need is just moments away. A short walk takes you to neighborhood cafes, the beach, or a quick bike ride into the heart of town, while at home, the pace feels slower and more relaxed. The approach sets the tone. A marble and Coralina pathway leads through lush landscaping to a welcoming front porch and a striking antique front door that hints at the character inside. Step through and the space opens up with high ceilings and large windows that fill the home with natural light. The living areas flow easily together and draw you toward the outdoors, where a private backyard retreat awaits. Surrounded by mature tropical foliage, the cocktail pool and IPE deck create a setting that feels both secluded and inviting, perfect for entertaining or unwinding. The main house offers 3 bedrooms and 2 bathrooms, complemented by a separate 1 bedroom and 1 bathroom guest cottage that provides flexibility for visitors or a quiet escape. This is a home that feels well cared for, loved, and ready for its next chapter. A place where the details matter, but the feeling matters even more.

1220 Georgia St, Key West

Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! Renovations in progress! Priced at less than $272K per unit! Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - ask your tax expert. Prime Old Town location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes 7). Presently being used as: one 2-bedroom unit, three 1-bedroom units and 2 studio units. All with separate exterior entrances. Convenient location is close to many Old Town attractions including world famous Duval St. Perfect for employee housing or income producing multi-unit property. Advanced notice required before showings and don't expect to see all six of the units at once. Please do NOT disturb tenants. This is a duplicate entry.

7 Beds ⋅ 6 Baths ⋅ 615914 MLS

Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! Renovations in progress! Priced at less than $272K per unit! Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - ask your tax expert. Prime Old Town location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes 7). Presently being used as: one 2-bedroom unit, three 1-bedroom units and 2 studio units. All with separate exterior entrances. Convenient location is close to many Old Town attractions including world famous Duval St. Perfect for employee housing or income producing multi-unit property. Advanced notice required before showings and don't expect to see all six of the units at once. Please do NOT disturb tenants. This is a duplicate entry.

909 Grinnell St, Key West

Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and a safe play area for kids and pets. An in-ground concrete pool with water feature adds to the outdoor appeal, while a storage shed provides extra convenience. Offering a rare combination of convenience and space, this residence is ideally located minutes from schools & grocery stores, while also being near the new Happy Landings Marina and the Key West Yacht Club, making boating a breeze! With a flexible layout and ample space, this property is brimming with possibilities, ready to be tailored to your vision of the perfect island retreat.

6 Beds ⋅ 3 Baths ⋅ 611164 MLS

Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and a safe play area for kids and pets. An in-ground concrete pool with water feature adds to the outdoor appeal, while a storage shed provides extra convenience. Offering a rare combination of convenience and space, this residence is ideally located minutes from schools & grocery stores, while also being near the new Happy Landings Marina and the Key West Yacht Club, making boating a breeze! With a flexible layout and ample space, this property is brimming with possibilities, ready to be tailored to your vision of the perfect island retreat.

1229 5th St, Key West

Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! That's less than $272K per unit! Renovations in progress. Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - ask your tax expert. Prime location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes 7). Presently being used as: one 2-bedroom unit, three 1-bedroom units and 2 studio units. All with separate exterior entrances. Convenient location is close to many Old Town hot spots including world famous Duval St.. Perfect for employee housing or income producing multi-unit property. Advanced notice required before showings and don't expect to see all six of the units at once. Please do NOT disturb tenants. This is a duplicate entry.

7 Beds ⋅ 6 Baths ⋅ 615913 MLS

Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! That's less than $272K per unit! Renovations in progress. Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - ask your tax expert. Prime location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes 7). Presently being used as: one 2-bedroom unit, three 1-bedroom units and 2 studio units. All with separate exterior entrances. Convenient location is close to many Old Town hot spots including world famous Duval St.. Perfect for employee housing or income producing multi-unit property. Advanced notice required before showings and don't expect to see all six of the units at once. Please do NOT disturb tenants. This is a duplicate entry.

909 Grinnell St, Key West

Located on a corner lot in the highly sought-after Meadows neighborhood, this beautifully crafted Key West home offers exceptional design, privacy, and outdoor living. Built new in 2008 with top-of-the-line materials and superior craftsmanship, the residence features 2 bedrooms, 2.5 baths, and dramatic architectural details throughout. Upon entry, you are welcomed by soaring 11-foot ceilings and an expansive open living space highlighted by travertine tile flooring and abundant natural light. Eight-foot hurricane-rated sliding glass doors seamlessly connect the interior to a private, beautifully landscaped patio with a heated pool and spa--perfect for entertaining or relaxing in your own tropical retreat. The gourmet kitchen overlooks the living area and is appointed with custom solid wood cabinetry, granite countertops, and premium stainless steel appliances, including a six-burner gas range. Rich hardwood floors continue throughout the home, complemented by crown molding, high baseboards, and custom trim. Upstairs, both guest and primary suites are designed for comfort and privacy. The guest suite features its own private staircase, vaulted tray ceiling, and ensuite bath. The spacious primary suite is a true sanctuary, offering vaulted ceilings, multiple closets, abundant natural light, and access to a wide private balcony. The luxurious primary bath adds to the home's refined appeal. Additional features include Hardiboard siding, impact windows and doors, a metal roof, and a private carport with storage accessed through electronic gates. The fully fenced property is surrounded by lush tropical landscaping and is adjacent to a protected basin with native tropical flora, enhancing privacy and tranquility. Enjoy easy, low-maintenance living just a short stroll to Old Town and the Seaport--this is island living at its finest.

2 Beds ⋅ 3 Baths ⋅ 618826 MLS

Located on a corner lot in the highly sought-after Meadows neighborhood, this beautifully crafted Key West home offers exceptional design, privacy, and outdoor living. Built new in 2008 with top-of-the-line materials and superior craftsmanship, the residence features 2 bedrooms, 2.5 baths, and dramatic architectural details throughout. Upon entry, you are welcomed by soaring 11-foot ceilings and an expansive open living space highlighted by travertine tile flooring and abundant natural light. Eight-foot hurricane-rated sliding glass doors seamlessly connect the interior to a private, beautifully landscaped patio with a heated pool and spa--perfect for entertaining or relaxing in your own tropical retreat. The gourmet kitchen overlooks the living area and is appointed with custom solid wood cabinetry, granite countertops, and premium stainless steel appliances, including a six-burner gas range. Rich hardwood floors continue throughout the home, complemented by crown molding, high baseboards, and custom trim. Upstairs, both guest and primary suites are designed for comfort and privacy. The guest suite features its own private staircase, vaulted tray ceiling, and ensuite bath. The spacious primary suite is a true sanctuary, offering vaulted ceilings, multiple closets, abundant natural light, and access to a wide private balcony. The luxurious primary bath adds to the home's refined appeal. Additional features include Hardiboard siding, impact windows and doors, a metal roof, and a private carport with storage accessed through electronic gates. The fully fenced property is surrounded by lush tropical landscaping and is adjacent to a protected basin with native tropical flora, enhancing privacy and tranquility. Enjoy easy, low-maintenance living just a short stroll to Old Town and the Seaport--this is island living at its finest.

1513 Pine St, Key West

$1,898,000

Experience the confidence of solid construction in this 3-bedroom, 2.5-bath canal-front residence. Built with poured, reinforced concrete, this home was designed for strength, longevity, and peace of mind—an invaluable asset in a coastal environment. From the moment you arrive, the quality is unmistakable, offering the substantial, well-built feel discerning buyers seek. The open, light-filled floor plan flows seamlessly for everyday living and entertaining, anchored by a well-appointed kitchen featuring granite countertops, custom finishes, and durable hickory cabinetry chosen to stand the test of time. Custom tilework throughout adds warmth and character, while an elevator provides effortless access between levels. Additional highlights include a cozy fireplace, dedicated upstairs office space, and a flexible layout suited to a variety of lifestyles. Boaters will appreciate the excellent dockage and quick access to open water, including a 16,000-lb boat lift accommodating vessels up to approximately 35 feet, multiple docking options, davits, and a large dock box for easy gear storage. Outdoor living is front and center, with generous space for entertaining and ample room to create a private tropical oasis—there is plenty of space to add a pool. The oversized four-car garage provides abundant storage for vehicles, boats, and water toys, while a 10,000-gallon cistern with pump adds an extra layer of water security. Downstairs, a versatile enclosed area offers endless possibilities as a tackle room, workshop, storage area, or relaxation space. Framed by concrete walls on both sides with gated rear access, the property offers privacy and security while still embracing the easygoing Florida Keys lifestyle. Whether you're seeking a full-time waterfront residence, seasonal retreat, serious boater's haven, or a weekly vacation rental opportunity, this exceptionally well-built home delivers durability, functionality, and island living at its finest.

3 Beds ⋅ 3 Baths ⋅ 618588 MLS

Experience the confidence of solid construction in this 3-bedroom, 2.5-bath canal-front residence. Built with poured, reinforced concrete, this home was designed for strength, longevity, and peace of mind—an invaluable asset in a coastal environment. From the moment you arrive, the quality is unmistakable, offering the substantial, well-built feel discerning buyers seek. The open, light-filled floor plan flows seamlessly for everyday living and entertaining, anchored by a well-appointed kitchen featuring granite countertops, custom finishes, and durable hickory cabinetry chosen to stand the test of time. Custom tilework throughout adds warmth and character, while an elevator provides effortless access between levels. Additional highlights include a cozy fireplace, dedicated upstairs office space, and a flexible layout suited to a variety of lifestyles. Boaters will appreciate the excellent dockage and quick access to open water, including a 16,000-lb boat lift accommodating vessels up to approximately 35 feet, multiple docking options, davits, and a large dock box for easy gear storage. Outdoor living is front and center, with generous space for entertaining and ample room to create a private tropical oasis—there is plenty of space to add a pool. The oversized four-car garage provides abundant storage for vehicles, boats, and water toys, while a 10,000-gallon cistern with pump adds an extra layer of water security. Downstairs, a versatile enclosed area offers endless possibilities as a tackle room, workshop, storage area, or relaxation space. Framed by concrete walls on both sides with gated rear access, the property offers privacy and security while still embracing the easygoing Florida Keys lifestyle. Whether you're seeking a full-time waterfront residence, seasonal retreat, serious boater's haven, or a weekly vacation rental opportunity, this exceptionally well-built home delivers durability, functionality, and island living at its finest.

9960 Aviation Blvd, Marathon

$1,895,000

This new construction property is in a very quaint and quiet family friendly neighborhood in Key Largo. Centrally located on the island its a very close drive to a 5 Star rated VPK - 8th grade school, close to grocery shopping, leisure shops, local businesses, medical facilities and restaurants. With water views and water access, you are only a boat ride away from Blackwater Sound. A prestigious bay with boat parking for water front dining, shopping, and community parks.

3 Beds ⋅ 4 Baths ⋅ 618931 MLS

This new construction property is in a very quaint and quiet family friendly neighborhood in Key Largo. Centrally located on the island its a very close drive to a 5 Star rated VPK - 8th grade school, close to grocery shopping, leisure shops, local businesses, medical facilities and restaurants. With water views and water access, you are only a boat ride away from Blackwater Sound. A prestigious bay with boat parking for water front dining, shopping, and community parks.

764 Michael Dr, Key Largo

$1,895,000

Bay views with a canal front price! This beautifully coastal modern renovated property is located on the main free flowing canal in the desirable community of Indian Waterways. Designed with entertaining in mind, the open-concept floor plan features a stunning kitchen with a pass-through to the expansive deck, creating seamless indoor-outdoor living. Wake up to Florida Bay views from all of the bedrooms and living area with the primary bedroom being located on either the main level or second levels. Perfect for boating enthusiasts with deep water dockage for a large boat, this property provides direct access to Florida Bay and the Atlantic via Tavernier Creek or Snake Creek. There's plenty of room for a pool, while the versatile enclosed flex area downstairs invites endless possibilities for entertaining, storage, workshop and parking. Tucked away on a peaceful dead-end street in the sought-after Indian Waterways community, this home is the perfect sanctuary—whether for raising a family or enjoying a tranquil weekend escape in the Keys.

3 Beds ⋅ 2 Baths ⋅ 618096 MLS

Bay views with a canal front price! This beautifully coastal modern renovated property is located on the main free flowing canal in the desirable community of Indian Waterways. Designed with entertaining in mind, the open-concept floor plan features a stunning kitchen with a pass-through to the expansive deck, creating seamless indoor-outdoor living. Wake up to Florida Bay views from all of the bedrooms and living area with the primary bedroom being located on either the main level or second levels. Perfect for boating enthusiasts with deep water dockage for a large boat, this property provides direct access to Florida Bay and the Atlantic via Tavernier Creek or Snake Creek. There's plenty of room for a pool, while the versatile enclosed flex area downstairs invites endless possibilities for entertaining, storage, workshop and parking. Tucked away on a peaceful dead-end street in the sought-after Indian Waterways community, this home is the perfect sanctuary—whether for raising a family or enjoying a tranquil weekend escape in the Keys.

185 Ojibway Ave, Tavernier

$1,890,000

Experience the ultimate Florida Keys lifestyle in this stunning split-level waterfront loft and take advantage of the vacation rental revenue. Ideally located in highly sought-after Lower Matecumbe. This exceptional 5-bedroom, 3-bath residence combines contemporary design with breathtaking water views, creating a truly unique island retreat. The thoughtfully designed layout features three spacious bedrooms on the lower level and two additional bedrooms upstairs, connected by a spectacular modern staircase that serves as a striking architectural centerpiece. Soaring ceilings and expansive windows fill the home with natural light, while the open-concept floor plan seamlessly connects the living, dining, and entertaining spaces. The sleek, modern kitchen is perfectly positioned to serve both everyday living and waterfront gatherings. Generously sized bedrooms and beautifully appointed bathrooms provide comfort and privacy for family and guests alike. Step outside to an impressive 667-square-foot waterfront screened deck overlooking the tranquil lagoon, offering the perfect setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. Boaters will appreciate the deep-water dockage featuring a large boat slip and 16k boat lift, with convenient access to both the Atlantic Ocean and Florida Bay. Enjoy stunning views of the bayside lagoon and the ocean, along with world-class fishing, diving, and boating right from your backyard. Additional amenities include covered parking and ample storage space for all your water toys. Offering the perfect blend of modern elegance, waterfront living, and premier boating access, this remarkable Lower Matecumbe property is a rare opportunity to own a piece of paradise in one of Islamorada's most desirable locations. Onsite property management for true peace of mind.

5 Beds ⋅ 3 Baths ⋅ 620271 MLS

Experience the ultimate Florida Keys lifestyle in this stunning split-level waterfront loft and take advantage of the vacation rental revenue. Ideally located in highly sought-after Lower Matecumbe. This exceptional 5-bedroom, 3-bath residence combines contemporary design with breathtaking water views, creating a truly unique island retreat. The thoughtfully designed layout features three spacious bedrooms on the lower level and two additional bedrooms upstairs, connected by a spectacular modern staircase that serves as a striking architectural centerpiece. Soaring ceilings and expansive windows fill the home with natural light, while the open-concept floor plan seamlessly connects the living, dining, and entertaining spaces. The sleek, modern kitchen is perfectly positioned to serve both everyday living and waterfront gatherings. Generously sized bedrooms and beautifully appointed bathrooms provide comfort and privacy for family and guests alike. Step outside to an impressive 667-square-foot waterfront screened deck overlooking the tranquil lagoon, offering the perfect setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. Boaters will appreciate the deep-water dockage featuring a large boat slip and 16k boat lift, with convenient access to both the Atlantic Ocean and Florida Bay. Enjoy stunning views of the bayside lagoon and the ocean, along with world-class fishing, diving, and boating right from your backyard. Additional amenities include covered parking and ample storage space for all your water toys. Offering the perfect blend of modern elegance, waterfront living, and premier boating access, this remarkable Lower Matecumbe property is a rare opportunity to own a piece of paradise in one of Islamorada's most desirable locations. Onsite property management for true peace of mind.

74980 Overseas Highway Unit 3, Islamorada

Rare canal-front duplex on Duck Key's prestigious Indies Canal with 70 feet of new composite dockage, sweeping canal views, and deep-water access to both the Gulf and Atlantic. New roof, new AC, and precast concrete construction throughout -- this is a solid, storm-ready build with significant insurance advantages over at-grade alternatives and no deferred maintenance surprises. Two self-contained side-by-side units, each 2BD/2BA with in-unit washer/dryer, private canal-view balcony, open floor plan, and under-house storage. Unit 1 is fully renovated -- granite counters, stainless appliances, new Kitchenaide soft close cabinetry, updated baths, tile floors throughout. Unit 2 features upgraded tile floors and a bright open canvas with kitchen and baths ready for your finish. The options here are unusually flexible: rent both units for strong 28-day vacation rental income, live in one and let the other pay your carry, or convert the entire structure to a single-family waterfront compound -- there's even room for a pool. That kind of optionality, in a precast concrete above-flood building with a new roof and new dock, simply does not exist elsewhere on Duck Key. Monroe County 28-day minimum rental applies. Sold as a complete duplex; cannot be split.

4 Beds ⋅ 4 Baths ⋅ 620609 MLS

Rare canal-front duplex on Duck Key's prestigious Indies Canal with 70 feet of new composite dockage, sweeping canal views, and deep-water access to both the Gulf and Atlantic. New roof, new AC, and precast concrete construction throughout -- this is a solid, storm-ready build with significant insurance advantages over at-grade alternatives and no deferred maintenance surprises. Two self-contained side-by-side units, each 2BD/2BA with in-unit washer/dryer, private canal-view balcony, open floor plan, and under-house storage. Unit 1 is fully renovated -- granite counters, stainless appliances, new Kitchenaide soft close cabinetry, updated baths, tile floors throughout. Unit 2 features upgraded tile floors and a bright open canvas with kitchen and baths ready for your finish. The options here are unusually flexible: rent both units for strong 28-day vacation rental income, live in one and let the other pay your carry, or convert the entire structure to a single-family waterfront compound -- there's even room for a pool. That kind of optionality, in a precast concrete above-flood building with a new roof and new dock, simply does not exist elsewhere on Duck Key. Monroe County 28-day minimum rental applies. Sold as a complete duplex; cannot be split.

126 N Indies Dr, Duck Key

DUPLEX! Discover the breathtaking corner property at Sunrise Shores, set on an expansive lot exceeding 13,000 square feet. POOL! The main residence offers over 1,750 square feet of living space, complemented by a detached guest cottage of 640 square feet. This meticulously maintained property has been cherished by its owners. The main home features three bedrooms and two bathrooms. It boasts a thoughtfully designed layout that includes a spacious family room and a large living room with a fireplace that opens up to the lanai. The primary bedroom provides direct access to the pool area and features an updated bathroom and a generous walk-in closet. The second bedroom also opens to the pool area, while the third bedroom is conveniently located next to the updated hall bath. There is also a laundry room with additional storage space. The detached guest cottage includes one bedroom and one bathroom. This property is perfect for owner-occupiers, investors, multi-generational living, and more.

4 Beds ⋅ 3 Baths ⋅ 619723 MLS

DUPLEX! Discover the breathtaking corner property at Sunrise Shores, set on an expansive lot exceeding 13,000 square feet. POOL! The main residence offers over 1,750 square feet of living space, complemented by a detached guest cottage of 640 square feet. This meticulously maintained property has been cherished by its owners. The main home features three bedrooms and two bathrooms. It boasts a thoughtfully designed layout that includes a spacious family room and a large living room with a fireplace that opens up to the lanai. The primary bedroom provides direct access to the pool area and features an updated bathroom and a generous walk-in closet. The second bedroom also opens to the pool area, while the third bedroom is conveniently located next to the updated hall bath. There is also a laundry room with additional storage space. The detached guest cottage includes one bedroom and one bathroom. This property is perfect for owner-occupiers, investors, multi-generational living, and more.

1516 17th Ter, Key West

Discover the breathtaking corner property at Sunrise Shores, set on an expansive lot exceeding 13,000 square feet. POOL! The main residence offers over 1,750 square feet of living space, complemented by a detached guest cottage of 640 square feet. This meticulously maintained property has been cherished by its owners. The main home features three bedrooms and two bathrooms. It boasts a thoughtfully designed layout that includes a spacious family room and a large living room with a fireplace that opens up to the lanai. The primary bedroom provides direct access to the pool area and features an updated bathroom and a generous walk-in closet. The second bedroom also opens to the pool area, while the third bedroom is conveniently located next to the updated hall bath. There is also a laundry room with additional storage space. The detached guest cottage includes one bedroom and one bathroom. This property is perfect for owner-occupiers, investors, multi-generational living, and more.

4 Beds ⋅ 3 Baths ⋅ 619698 MLS

Discover the breathtaking corner property at Sunrise Shores, set on an expansive lot exceeding 13,000 square feet. POOL! The main residence offers over 1,750 square feet of living space, complemented by a detached guest cottage of 640 square feet. This meticulously maintained property has been cherished by its owners. The main home features three bedrooms and two bathrooms. It boasts a thoughtfully designed layout that includes a spacious family room and a large living room with a fireplace that opens up to the lanai. The primary bedroom provides direct access to the pool area and features an updated bathroom and a generous walk-in closet. The second bedroom also opens to the pool area, while the third bedroom is conveniently located next to the updated hall bath. There is also a laundry room with additional storage space. The detached guest cottage includes one bedroom and one bathroom. This property is perfect for owner-occupiers, investors, multi-generational living, and more.

1516 17th Ter, Key West

Experience next-level waterfront living in this beautifully modern, solid concrete home showcasing sweeping Bay views and designed to maximize the island lifestyle. Covered patios and terraces provide stunning vistas from every angle, perfect for entertaining or unwinding in total serenity. An open rooftop deck crowns the home, offering breathtaking 360-degree views and a front-row seat to spectacular sunrises and sunsets. The property features 97 feet of protected concrete dockage and seawall with davits, delivering immediate Bay and Ocean access via the nearby Adams Cut Waterway, ideally positioned within the coveted Golden Triangle of Boating. The first floor boasts a beautiful outdoor kitchen ideal for waterfront entertaining. Inside, a striking interior staircase leads to the main living level, where a generous open-concept layout blends the living, dining, and kitchen spaces, all framed by breathtaking water views. The primary suite is a true retreat, complete with a newly renovated shower, sleek glass vessel sinks, and modern finishes. Additional highlights include impact-rated windows and doors throughout, 299 sf of storage, updated A/C units and a bonus mini-split in the primary bedroom for added comfort. Located just minutes from Key Largo's most popular waterfront restaurants and attractions, this home delivers the perfect balance of modern design, peace of mind, and effortless Keys living.

3 Beds ⋅ 3 Baths ⋅ 618362 MLS

Experience next-level waterfront living in this beautifully modern, solid concrete home showcasing sweeping Bay views and designed to maximize the island lifestyle. Covered patios and terraces provide stunning vistas from every angle, perfect for entertaining or unwinding in total serenity. An open rooftop deck crowns the home, offering breathtaking 360-degree views and a front-row seat to spectacular sunrises and sunsets. The property features 97 feet of protected concrete dockage and seawall with davits, delivering immediate Bay and Ocean access via the nearby Adams Cut Waterway, ideally positioned within the coveted Golden Triangle of Boating. The first floor boasts a beautiful outdoor kitchen ideal for waterfront entertaining. Inside, a striking interior staircase leads to the main living level, where a generous open-concept layout blends the living, dining, and kitchen spaces, all framed by breathtaking water views. The primary suite is a true retreat, complete with a newly renovated shower, sleek glass vessel sinks, and modern finishes. Additional highlights include impact-rated windows and doors throughout, 299 sf of storage, updated A/C units and a bonus mini-split in the primary bedroom for added comfort. Located just minutes from Key Largo's most popular waterfront restaurants and attractions, this home delivers the perfect balance of modern design, peace of mind, and effortless Keys living.

1305 Calder Rd, Key Largo

This rare Key West treasure hasn't changed hands in over a century, and it sits on the most coveted block in Old Town. A true time capsule waiting to be revived, it's the last of its kind not yet renovated--so you won't be buying someone else's overpriced remodel. Bring your imagination and restore this home to its original, sun-soaked beauty. There's not another lot like it in Old Town. The nearly 5,000-square-foot lot stretches from Fleming Street to Stickeny Lane, offering ample off-street parking and a golden opportunity to expand your tropical living dreams. Nestled in the heart of Old Town, 1115 is just blocks from the historic Seaport and a stone's throw from the city's famous restaurants and nightlife. Early 1900s Sanborn maps even hint at an additional house on the property that may be rebuilt with city permissions (buyers to verify). The home still contains generous pockets of its original Dade County pine, along with historic windows and double balconies that invite sea breezes and sunset cocktails. Currently a legal duplex, each side offers 2 bedrooms and 1 bath. You can keep the duplex as-is, or transform it into a stunning single-family residence in the most sought-after neighborhood in all of Key West.

4 Beds ⋅ 2 Baths ⋅ 618211 MLS

This rare Key West treasure hasn't changed hands in over a century, and it sits on the most coveted block in Old Town. A true time capsule waiting to be revived, it's the last of its kind not yet renovated--so you won't be buying someone else's overpriced remodel. Bring your imagination and restore this home to its original, sun-soaked beauty. There's not another lot like it in Old Town. The nearly 5,000-square-foot lot stretches from Fleming Street to Stickeny Lane, offering ample off-street parking and a golden opportunity to expand your tropical living dreams. Nestled in the heart of Old Town, 1115 is just blocks from the historic Seaport and a stone's throw from the city's famous restaurants and nightlife. Early 1900s Sanborn maps even hint at an additional house on the property that may be rebuilt with city permissions (buyers to verify). The home still contains generous pockets of its original Dade County pine, along with historic windows and double balconies that invite sea breezes and sunset cocktails. Currently a legal duplex, each side offers 2 bedrooms and 1 bath. You can keep the duplex as-is, or transform it into a stunning single-family residence in the most sought-after neighborhood in all of Key West.

1115 Fleming St, Key West

Spacious and sophisticated waterfront home situated on a wide canal with desirable eastern exposure, offering serene views of the in-ground pool and 100-foot-wide canal. Designed for both entertaining and everyday comfort, the home features a covered patio on the lower level and a generous wooden deck on the upper level, connected by elegant spiral stairs leading to a dedicated entertainment area below. The newly updated upstairs kitchen is bright, modern, and exceptionally spacious, anchoring the upper-level living space. This five-bedroom, three-bathroom residence is thoughtfully laid out with two bedrooms and two bathrooms upstairs, and three bedrooms with one bathroom downstairs--ideal for extended family, guests, or rental flexibility. A circular paver driveway provides ample parking, while separate living areas on each floor enhance privacy and functionality. The Corian kitchen, expansive layout, and waterfront lifestyle make this property suitable as a large family home, corporate retreat, or high-performing vacation rental. Complete with a private boat lift and quick access to the Atlantic Ocean, this home delivers the full waterfront experience--whether as a permanent residence or an income-generating investment.

5 Beds ⋅ 3 Baths ⋅ 618755 MLS

Spacious and sophisticated waterfront home situated on a wide canal with desirable eastern exposure, offering serene views of the in-ground pool and 100-foot-wide canal. Designed for both entertaining and everyday comfort, the home features a covered patio on the lower level and a generous wooden deck on the upper level, connected by elegant spiral stairs leading to a dedicated entertainment area below. The newly updated upstairs kitchen is bright, modern, and exceptionally spacious, anchoring the upper-level living space. This five-bedroom, three-bathroom residence is thoughtfully laid out with two bedrooms and two bathrooms upstairs, and three bedrooms with one bathroom downstairs--ideal for extended family, guests, or rental flexibility. A circular paver driveway provides ample parking, while separate living areas on each floor enhance privacy and functionality. The Corian kitchen, expansive layout, and waterfront lifestyle make this property suitable as a large family home, corporate retreat, or high-performing vacation rental. Complete with a private boat lift and quick access to the Atlantic Ocean, this home delivers the full waterfront experience--whether as a permanent residence or an income-generating investment.

320 5th St, Key Colony

$1,874,000

Located on 1.85 acres of tropical and native landscaping, this mystical waterfront estate in Key Largo offers the perfect blend of privacy, comfort, and coastal living. Designed with both family life and entertaining in mind, this charming three bedrooms, two and a half bath residence features a spacious, light filled, open concept floor plan with clean architectural lines and seamless indoor- outdoor living. At the center of the home is a beautifully appointed kitchen anchored by an expansive island, creating the ideal gathering space for casual family meals and entertaining guests. Generous living spaces flow effortlessly to a covered central courtyard, extending the home's living area into a private outdoor sanctuary. Beyond the courtyard, the backyard unfolds into a breathtaking waterfront setting with direct ocean access. Surrounded by mature landscaping and exceptional privacy, this serene retreat feels like your own secluded oasis. Whether you are relaxing by the water, enjoying the tranquil surrounds, or setting out for a day on the ocean, this property captures the best of the Florida Keys lifestyle.

3 Beds ⋅ 3 Baths ⋅ 620674 MLS

Located on 1.85 acres of tropical and native landscaping, this mystical waterfront estate in Key Largo offers the perfect blend of privacy, comfort, and coastal living. Designed with both family life and entertaining in mind, this charming three bedrooms, two and a half bath residence features a spacious, light filled, open concept floor plan with clean architectural lines and seamless indoor- outdoor living. At the center of the home is a beautifully appointed kitchen anchored by an expansive island, creating the ideal gathering space for casual family meals and entertaining guests. Generous living spaces flow effortlessly to a covered central courtyard, extending the home's living area into a private outdoor sanctuary. Beyond the courtyard, the backyard unfolds into a breathtaking waterfront setting with direct ocean access. Surrounded by mature landscaping and exceptional privacy, this serene retreat feels like your own secluded oasis. Whether you are relaxing by the water, enjoying the tranquil surrounds, or setting out for a day on the ocean, this property captures the best of the Florida Keys lifestyle.

120 Coco Plum Rd Unit S, Key Largo

Stunning single family home in Key Largo. Great Opportunity to make it your home or for Income producing Vacation Rental, minimum 28 days. Silestone kitchen countertops. KraftMade kitchen and bathroom cabinets. Large lot on a canal with room for all your toys. Shared boat ramp. Poured concrete Gable Ends. Cistern system underground with two 2500 gallons water holding tanks. Solar Hot Water Heater. Impact Windows and Doors. Secondary Water Shield Metal roof. Landscaped with over 30 coconut trees. Available for immediate occupancy. Easy to show.

3 Beds ⋅ 3 Baths ⋅ 620517 MLS

Stunning single family home in Key Largo. Great Opportunity to make it your home or for Income producing Vacation Rental, minimum 28 days. Silestone kitchen countertops. KraftMade kitchen and bathroom cabinets. Large lot on a canal with room for all your toys. Shared boat ramp. Poured concrete Gable Ends. Cistern system underground with two 2500 gallons water holding tanks. Solar Hot Water Heater. Impact Windows and Doors. Secondary Water Shield Metal roof. Landscaped with over 30 coconut trees. Available for immediate occupancy. Easy to show.

1513 Shaw Dr, Key Largo

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

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

701 Simonton Street offers a standout commercial presence in the heart of Old Town Key West, positioned on the highly visible corner of Simonton and Angela Streets. This single-story commercial building features 1,745 square feet of functional interior space on a 6,510 square foot lot, with 8+ off-street parking spaces and a convenient drive-through parking layout. The existing floor plan includes five private offices, a reception/lobby area, storage, central air conditioning, and a security system, creating flexibility for many uses. Frame construction, a metal roof, and an X flood zone location add practical appeal for an owner-user or investor. Located in the Historic Neighborhood Commercial (HNC-1) zoning district, this corner property offers strong visibility, convenient access, and rare on-site parking in one of Key West's most established and walkable Old Town locations.

2 Baths ⋅ 620342 MLS

701 Simonton Street offers a standout commercial presence in the heart of Old Town Key West, positioned on the highly visible corner of Simonton and Angela Streets. This single-story commercial building features 1,745 square feet of functional interior space on a 6,510 square foot lot, with 8+ off-street parking spaces and a convenient drive-through parking layout. The existing floor plan includes five private offices, a reception/lobby area, storage, central air conditioning, and a security system, creating flexibility for many uses. Frame construction, a metal roof, and an X flood zone location add practical appeal for an owner-user or investor. Located in the Historic Neighborhood Commercial (HNC-1) zoning district, this corner property offers strong visibility, convenient access, and rare on-site parking in one of Key West's most established and walkable Old Town locations.

701 Simonton St, Key West