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3 Beds ⋅ 3 Baths ⋅ 620076 MLS

Some homes simply arrive finished -- and this Duck Key showstopper is one of them. Dressed in modern coastal farmhouse finishes and positioned along a serene canal, it delivers the rare combination most buyers spend years searching for: a seamlessly curated interior, serious boating infrastructure, and not a single update needed. The palette flows effortlessly throughout -- soft whites, warm creams, and sun-bleached sand tones that feel both elevated and livable. The main living area commands attention with soaring vaulted ceilings, anchored by a sweeping wall of windows that frames the canal like a living painting. Step through to the expansive screened patio and the boundary between indoors and out dissolves entirely. The kitchen centers around a substantial quartz island, flanked by custom oversized cabinetry and stainless appliances. Screened enclosures at both the front and rear include dedicated storage for fishing tackle and marine gear -- because the lifestyle here demands it. And then there is the dock. At a rare ninety-three feet in length with an exceptional beam width, fully equipped with water, electric, and a 24,000-pound boat lift, this is not a recreational amenity -- it is a destination. Few properties in the Keys offer this combination of length, width, and capacity. Architectural details speak to the quality throughout: a crisp standing-seam metal roof, impact-resistant windows and doors, an oversized motor court, and intentionally low-maintenance grounds. Inside, porcelain tile floors, LED-lit vanity mirrors, a double vanity in the primary suite, oversized closets, and new plumbing and light fixtures complete a home finished with genuine care. The existing patio deck can be converted back into a future swimming pool. This is Duck Key living at its finest. Schedule your private showing today.

248 W Seaview Dr, Duck Key

4 Beds ⋅ 3 Baths ⋅ 614088 MLS

Price Reduction. Excellent opportunity to purchase a luxurious, modern, and refined single-family home in one of the best neighborhoods in Key West. This 4bed/3bath completely renovated and modern home is being offered completely furnished with all new furniture and ready for new owners. Just over 1930 S.F. of beautiful living space and situated on a 5,896 S. F. corner lot. This CBS home has all hurricane impact rated windows & doors, flood panels for all doors, and 25 KW Generac stand by whole house generator. There is an abundance of windows & doors allowing for plenty of natural light throughout the home. True chefs kitchen features gorgeous cabinets & counter tops with all stainless steel appliances. Dual ovens, gas stove top range, and wine cooler make your kitchen complete. The kitchen opens up to your amazing living & dining room areas. From there you will find this opens up to a super nice covered outdoor patio area, in ground, salt water, and heated 27L X 9W Jacuzzi & pool with water fall. Ready to kick back and relax. Outdoor areas have travertine tiles throughout and have lush native tropical landscaping with lighting & irrigation systems. Property has a 1 car covered carport and CBS privacy fencing around entire property. This home is located within walking distance to Higgs Beach, White St. Pier, and a short distance to Key West Best restaurants, beaches, museums, and art galleries. This is truly a home where modern luxury meets Key West paradise. Listing agents are related to the sellers.

1501 Florida St, Key West

3 Beds ⋅ 3 Baths ⋅ 613986 MLS

Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure.

508 Grinnell St, Key West

5 Beds ⋅ 5 Baths ⋅ 612685 MLS

Waterfront home with deep canal and direct Atlantic Ocean access that features a new metal roof, 2 new A/C's, new paint, water heaters, etc. This home can be used as a 2 bed/ 2 bath downstairs and a 3 bed / 3 bath upstairs with separate entrances to both living areas or as a 5 bed / 5 bath combined home. The property can be used as a split rental and has a 5 star rating through VRBO with over 25 + reviews so it's a great investment opportunity. The oversized pool and jacuzzi are heated with a fully permitted outdoor Tiki hut and kitchen area which is fully fenced. The 70' wide concrete deep water dock has a 20,000 elevator lift and 11,000lb davits for your boats or jet skis. Pennekamp Park with great fishing and diving. Furnishings available. .

23 S Exuma Rd, Key Largo

4 Beds ⋅ 4 Baths ⋅ 620994 MLS

Welcome to 1202 Royal Street, a beautifully reimagined and rebuilt Key West residence where thoughtful design, modern construction, and exceptional Old Town location come together. Featuring four (4) bedrooms and three-and-a-half (3.5) bathrooms, this property has been rebuilt from the ground up with meticulous attention to detail. Located in coveted Historic Old Town and the highly desirable X Flood Zone, 1202 Royal Street places you in the heart of everything that makes Key West special. Step through the stunning mahogany hurricane-impact front door into a bright interior with soaring ceilings, natural light, and a striking floating staircase leading to the second floor. The home flows effortlessly into an expansive open-concept kitchen and living area designed for both everyday living and entertaining. Open the home to your private backyard, where IPE decking, a heated and chilled pool, and separate hot tub create the perfect indoor/outdoor lifestyle and an ideal setting for entertaining family and friends. The ground-floor primary suite offers privacy from the rest of the home and features a beautiful ensuite bath. Upstairs, two additional bedrooms share a thoughtfully designed Jack-and-Jill bathroom, providing comfortable accommodations for family and guests. The detached guest house, configured as a legal duplex with separate water and electric meters, adds tremendous versatility. Use it as a luxurious pool house, private guest quarters, additional primary suite, or completely separate living space. Additional features include impact windows and doors, spray-foam insulation, IPE decking, two A/C zones in the main residence, ductless climate control in the guest house, fire sprinkler systems in both residences, and numerous additional upgrades throughout. Come experience 1202 Royal Street and discover what it means to live like royalty in Key West!

1202 Royal St, Key West

5 Beds ⋅ 3 Baths ⋅ 620127 MLS

Welcome to one of Islamorada's finest homes! Located in Venetian Shores the premier boating community of Islamorada. One of only two streets in the neighborhood with curbs and street drainage system. 70ft of deep water dockage and 100ft wide canal. Direct Ocean and Bay access via Snake Creek. Draw bridge to ocean for yachts and tower boats. This home is a must see! Extremely clean and well maintained home. Fantastic layout. Upstairs you have a little over 1,900 sq ft of living space all on one floor - which includes your kitchen, living room, dining room, 3 large bedrooms and 2 bathrooms. Downstairs you have your rec room with 2 bedrooms, cabana bath and tackle room/workshop. Solid concrete construction designed to offer peace of mind during hurricane season. Conveniently located close to restaurants, shopping, Publix, schools, and hospital. Buyer to verify all information.

113 Villa Bella Dr, Islamorada

3 Beds ⋅ 4 Baths ⋅ 619579 MLS

Step into a residence that has captured the national spotlight. Recently honored as a Wall Street Journal ''House of the Week,'' 1017 Angela Street is a 118-year-old Old Town cottage masterfully reimagined for the modern connoisseur. Tucked away on a tranquil lane, yet moments from the Historic Seaport and Duval Street, this three bedroom, three and a half bath home is the ultimate blend of calm island style and sophisticated Key West living. From the quintessential front porch to the vibrant, playful interiors, every inch of this home radiates personality. The heart of the residence features rare, historic Dade County Pine walls and floors bathed in natural light, creating a warm, textured backdrop for the home's contemporary finishes. The thoughtfully designed L-shaped layout effortlessly connects the chef's kitchen-complete with granite countertops and stainless appliances-to the bar and living areas. This social heart of the home seamlessly merges with an expansive dining area, where impact-rated French doors invite the island breeze, creating a natural environment for entertaining. The floor plan includes a coveted first-floor primary suite for ultimate convenience. The home's artistic soul is further defined by a series of custom murals by artist Haley Leeper, most notably the hand-painted staircase, which creates an artistic transition to the second floor. Upstairs features a second primary bedroom with a spa-inspired bath and an intimate reading nook and an additional guest suite. The backyard is a secluded oasis, boasting a heated pool and spa with an upgraded system, outdoor shower, and Trex decking. Framed by lush tropical foliage and a magnificent, mature mango tree, this space offers a level of privacy and shade. Complete with off-street parking and a distinguished track record as a top-performing monthly rental, 1017 Angela Street is a ''turnkey'' treasure that perfectly balances historic architectural significance with lucrative investment potenti

1017 Angela St, Key West

4 Beds ⋅ 3 Baths ⋅ 618927 MLS

Beautifully remodeled 1998 concrete home is situated on a sprawling 47,752 sq ft lot (over one acre) with no conservation easement, this offers privacy, flexibility, and exceptional upgrades throughout. Zoned to allow one horse, the fully landscaped property features mature greenery, professional landscape lighting, and expansive grounds with ample room to add a pickleball or tennis court -- a rare opportunity to further customize your private estate. Completely renovated in 2020-2021, the home includes a new metal roof, all impact windows and doors, updated A/C systems with mini splits, tankless water heater, and a 45KW generator with a 1,000-gallon propane tank. The thoughtfully designed interior offers 4 bedrooms and 3 bathrooms, including a private third-floor primary suite with walk-in closet, balcony access, and a spacious ensuite bath with its own private balcony. The custom kitchen features a large center island with electric cooktop (piped for gas), flowing seamlessly into the main living area with a large screened-in porch off the living room. Total square footage includes 3,069 sq ft of main living space plus an additional 1,377 sq ft of enclosed entertainment space, offering endless possibilities for recreation, hobbies, or extended living -- totaling 4,446 sq ft under roof. Outdoor amenities include a 450 sq ft heated and chilled pool with spa, summer kitchen and patio, 50-amp RV hookup with sewer and water for up to a 45-ft RV, and a 2-car air-conditioned garage. With acreage, infrastructure, and modern upgrades already in place, this property offers the perfect blend of space, luxury, and future potential. Located near shopping, restaurants, Key Largo fisheries, and Key Largo Park.

55 Ocean Front Dr, Key Largo

4 Beds ⋅ 4 Baths ⋅ 616907 MLS

🏡 Welcome to Emerald Flats a Waterfront Community in the heart of Marathon! Your brand-new dream home is here: ✨ Gated community entryway ✨ Gulf front water views and private boat docking. ✨ Built for efficiency and comfort there are 4 Bedrooms | 4 Bathrooms - space for everyone ✨ High ceilings & open floor plan for a modern feel ✨ KitchenAid stainless appliances + quartz countertops ✨ Separate bar/entertainment space ✨ Fully furnished with luxury coastal style - just bring your suitcases! ✨ Boat Slip 29 included (45' long x 14.75' wide) 📍 Location: Emerald Flats. 815 39th Street Gulf

815 39th St Gulf St, Marathon

4 Beds ⋅ 4 Baths ⋅ 617355 MLS

HUGE 4 Bed 4 Bath Concrete Home with pool and hot tub, and 75' of dockage on a deep and clear canal. Newer (2022) Custom Concrete home with just under 2100 square feet with 3 Master Suites! Split Floor Plan with 10' ceilings, a huge open space living area with 2 of the Master Suites having direct access to the back porch. 550 sq ft of covered porch upstairs with built in Grill and Sink. Top of the line Jenn-Air appliances and Quartz and Stone Counters throughout. Tile Floors and being sold completely turnkey! Successful Vacation Rental that grossed over $250K in 2024 and 2025. Metal Roof and Impact Sliders, Doors and Windows ensuring the cheapest insurances possible. Foam board exterior concrete block walls. Closed cell spray foam insulation first floor, Tongue and groove exterior ceilings, open cell spray foam insulation in attic. Outside you are greeted by a huge outdoor living area with pool, hot tub and 75' of composite decking/dock. Easy Gulf access for boating, and a great place to kayak and paddleboard in the open bay at the end of the canal. There is a public boat ramp just down the street too! 350' Storage area downstairs with French Doors. Also has 2 Washers and Dryers, making it easier for someone doing vacation rentals. Whether a vacation rental investment property or just the perfect Family Compound, this home checks a lot of boxes. Set up your showing today!

207 E Bruce Ct, Marathon

$2,549,000

3 Beds ⋅ 4 Baths ⋅ 618952 MLS

**Seller Financing Considered** 2924 Riviera Dr is a Must See! Meticulously renovated house on the Riviera Canal. Features 3 bedrooms, 2 full baths & 2 half baths, plus separate pool / canal side cottage. Open & airy living room & kitchen gives you spectacular views of backyard, pool and canal. You can even see the pool and canal from the front door. Owner / Seller is a carpenter. House was stripped to the concrete block walls and rebuilt (with permits) with all new materials. New impact windows & doors, roof (with straps), ductless AC ( 2 compressors, 6 heads), electrical - 200 Amp service, water supply lines, manifold style on demand water heater, Turkish Marble floors throughout (no ceramic tile), drywall on walls & ceiling, kitchen cabinets & counter tops, appliances, bathroom fixtures, and much, much more. Even has interior laundry & utility room. Expansive primary bedroom with walk thru closet and spacious ensuite bath, plus pool & canal views. Enjoy the convenience of living in Key West and having your boat in your back yard. Concrete seawall (59Ft) with newer 12,000 Ibs boat lift and inground pool (with newer pump / filter) compliment the canal-front back yard. Lot is 7,670 sq ft. Located close to schools, professional offices, shopping, airport & beaches. Just a short ride to Duval St and the all the Old Town KW attractions. House is turn-key. Simply unpack your swimsuit and start enjoying the Keys lifestyle. **Seller is open to financing the Buyer**

2924 Riviera Dr, Key West

$2,525,000

4 Beds ⋅ 3 Baths ⋅ 621162 MLS

Set on a quiet, tree-lined block in one of Key West's most sought-after residential pockets, this thoughtfully reimagined 4BD/3BA residence offers just over 2,000 square feet of refined island living -- the result of a multi-year renovation where no detail was overlooked. The first floor opens to a flexible bedroom or private office alongside a full bath, newly converted and finished to the same standard as the rest of the home. Beyond, an all-new updated kitchen anchors the space with stainless appliances, custom built-in cabinetry, fresh countertops and designer lighting. French doors wrap the open living room, flooding the interior with natural light and dissolving the line between inside and out. Step through to your private tropical oasis: a heated pool, newly resurfaced and framed in travertine, with a new outdoor shower for rinsing off after a day at the beach. A setting built equally for quiet mornings and evenings. Upstairs, the primary suite delivers an ensuite bath, walk-in closet and a private balcony made for morning coffee above the palms. Two additional guest bedrooms and a full guest bath complete the second floor. Behind the finishes, the seller has invested in everything that matters: new HVAC, on-demand hot water, all-new pool equipment, new tile flooring, baseboards and lighting throughout, plus fresh interior and exterior paint. Renovated bathrooms and updated floors carry the same considered hand from room to room. A short bike ride delivers you to Key West's finest restaurants, beaches, galleries, museums and world-famous Duval Street -- yet the block itself stays wonderfully removed from it all. A neighborhood stunner not to be missed.

1427 Washington St, Key West

$2,500,000

3 Beds ⋅ 3 Baths ⋅ 621119 MLS

OCEAN ACCESS WATERFRONT OPPORTUNITY IN VENETIAN SHORES! Immaculate 2-story CBS concrete home offering the ultimate Florida Keys lifestyle! Situated on a 100' wide deep-water canal with NO FIXED BRIDGES and direct access to both the Atlantic Ocean and Florida Bay via Snake Creek, this is a boater's dream. Minutes to open water with a private dock featuring power and davits, perfect for large boats. This spacious home features 3 bedrooms, 2.5 baths with a flexible floor plan. The first floor offers 2 bedrooms, 1 full bath, family room, and bar area, while the second floor features the primary suite, oversized kitchen, dining room, laundry room, and half bath to maximize the spectacular waterfront views. Enjoy breathtaking sunsets and tropical breezes from the expansive wraparound covered porch. Additional features include beautiful hardwood floors, an oversized kitchen ideal for entertaining, brand-new saltwater pool (2026), three large exterior storage rooms, circular driveway, and fresh exterior paint (2025). Lovingly maintained and in immaculate condition, this home is ready for your personal updates to create the ultimate Keys retreat. Located in the highly desirable Venetian Shores community, known for its deep, wide canals, outstanding boating access, and optional homeowners association. Whether you're looking for a full-time residence, weekend getaway, or luxury waterfront escape, this is a rare opportunity to own in one of Islamorada's premier boating communities.

107 Valencia Dr, Islamorada

$2,499,999

6 Beds ⋅ 5 Baths ⋅ 621240 MLS

Price Improvement, Family looking to relocate due to medical reasons, all offers welcome. Own a haven in the Keys. This multifamily duplex-style home with a bonus suite has been gotten nothing but upgrades with each unit offering its own private living space, entrance, kitchen, laundry, and A/C Key Features: Waterfront Living: Over 80' of concrete seawall with an 8,000 lb boat lift provides easy access to the open water and Geiger Key Marina--perfect for boating enthusiasts! Electric Gated Entry: The main unit features a secure electric gate and parking directly at your front door for ultimate convenience. Downstairs units have separate gravel parking area with additional gated access. Incredible Flexibility: Live in the spacious upstairs unit and use the downstairs units for family, guests, or as rental income. Each unit is fully self-contained. Main Upstairs Unit: Size: 3 Bedrooms / 3.5 Bathrooms The expansive living room is perfect for entertaining guests and opens up to a private deck overlooking the canal--ideal for relaxing or hosting family and friends. Kitchen: Large, open, and fully equipped with loads of storage space, a central island, and both a pre-sink and a main sink for added convenience. Private Suite: Each of the 3 bedrooms has its own private bathroom, plus there's a half bath located near the living room for guests. Upgrades: A brand new 5-ton A/C unit and duct-work were installed in 2024, ensuring the large living area stays comfortable year-round. Downstairs Unit: Size: 2 Bedrooms / 1 Bathroom Spacious living area with its own laundry room and a kitchen that's fully equipped with a large island and plenty of prep space. New A/C: A 3-ton split A/C system was recently installed in 2025. Bonus Suite: This self-contained suite includes its own living room, kitchen, laundry, and bathroom. This Suite also has two Bonus rooms. New A/C: A 2-ton A/C

6 Egret Ln, Geiger

5 Beds ⋅ 3 Baths ⋅ 621052 MLS

Waterfront Boater's Paradise in Premier Port Largo Welcome to 515 Caribbean Drive, an exceptional waterfront property in sought-after Port Largo, one of the Upper Keys' premier boating neighborhoods. This solid CBS home, built in 1993, offers 2,748 sq. ft. of living space, 5 bedrooms, 3 baths, serious boating infrastructure, and direct open-ocean access through deep, wide canals. The home features custom cabinetry in the kitchen and baths, a 2019 metal roof, and a 13,000-pound boat lift with functional davits. But the true showstopper is downstairs: an extraordinary 3,144-square-foot climate-controlled garage, offering rare and highly versatile space for boats, vehicles, water toys, equipment, storage, or a workshop. Set on a 12,500-square-foot lot with 100 feet of seawall, this property is designed for the ultimate Keys lifestyle. Deep, wide canals provide an exceptional launch point for boating, fishing, diving, and exploring the Florida Keys and beyond. The location is equally compelling--approximately one hour from Miami, steps from Key Largo Park and Jacobs Aquatic Center, and minutes from excellent restaurants, shopping, and everyday conveniences. For the serious boater or anyone seeking an exceptional waterfront lifestyle, 515 Caribbean Drive offers a rare combination of open-ocean access, substantial climate-controlled garage space, 100 feet of seawall, and outstanding boating infrastructure in one of the Upper Keys' most desirable neighborhoods.

515 Caribbean Dr, Key Largo

6 Beds ⋅ 4 Baths ⋅ 620359 MLS

Fantastic 6 Bedroom, 4 Bath 3,248 sq. ft. waterfront pool home in Key Colony Beach, an upscale coastal community of waterfront homes that allows weekly rentals and offers a plethora of amenities including gorgeous beaches, a beach club, golf, tennis, pickleball, restaurants, parks, shopping and more! World-class fishing and diving are just minutes from your 75' concrete dock on a 100' wide crystal clear canal offering quick ocean access. After a day on the water relax by your waterfront pool or take a bike ride to one of the great restaurants the island has to offer. The 2-story home is perfect for large families and guests with living areas on both floors and 2 Primary Suites. The home has been beautifully updated including new impact doors and windows and metal roof installed in 2023. The tropically landscaped yard offers lots of curb appeal and privacy. This home is zoned for duplex and with a few modifications can be turned into one. Please ask your agent for more details. Can be sold Turn Key!

581 10th St, Key Colony

4 Beds ⋅ 5 Baths ⋅ 620332 MLS

Brand-new construction in one of Key West's most desirable residential neighborhoods, the Casa Marina area of Old Town, just blocks from upper Duval Street and four blocks from the beach. This 4 bedroom, 4.5 bath single-family home blends modern durability with relaxed island living, offering the ease of low-maintenance ownership in the highly sought-after X flood zone. Built in 2026 to Florida's toughest standards, the home features concrete board siding, impact doors and windows, and an elevated first floor. The construction is designed to withstand winds up to 180 MPH. Inside, spacious living areas with high ceilings flow comfortably to a private outdoor retreat with an inground pool and water features. All bedrooms are en-suite, with one located on the first floor. Tasteful professional-style appliances are on order and will be installed as soon as received. Off-street parking adds everyday convenience, while reclaimed wood accents from the historic schooner Western Union bring a meaningful connection to Key West history into the architecture. Quiet, private, and close to everything, this home offers luxury, walkability, and the best of Key West living.

1316 Royal St Unit 6, Key West

3 Beds ⋅ 4 Baths ⋅ 620092 MLS

Stunning modern home in New Town offering 2,525 sq. ft. of beautifully designed living space on an 8,250 sq. ft. lot. This 3-bedroom, 2 full + 2 half bath home features a desirable split floor plan with a private primary suite, complete with a walk-through closet and spa-like ensuite bath, plus two guest bedrooms and a full bath. The open-concept living, dining, and kitchen area is ideal for entertaining, highlighted by a 15-ft island and high-end Viking stainless steel appliances. The chef's kitchen also includes a wine cooler, ice maker, warming drawer, dual beverage drawers, and a dedicated coffee/wine station. Additional features include a walk-in pantry with drop-down desk, separate laundry room, and convenient half bath. Outdoor living is just as impressive, with French doors opening to a private backyard oasis featuring an Ipe wood deck, outdoor kitchen, outdoor shower, and an air-conditioned half bath. Enjoy the large heated pool and spa surrounded by lush landscaping. The property also offers a covered dual carport with built-in storage and additional brick parking for guests. Located just down the road from a public boat ramp and perfect for sunrise and sunset walks.

1511 17th Ter, Key West

4 Beds ⋅ 2 Baths ⋅ 620071 MLS

Experience the ultimate Florida Keys boating lifestyle at this exceptional waterfront residence in prestigious Cudjoe Gardens. Situated on a rare double lot encompassing 16,827 square feet, this CBS-built, ground-level home sits above the flood plain and offers approximately 225 feet of waterfront on two sides, deep-water dockage, and remarkably quick ocean access. Designed for comfort and effortless waterfront living, the 2,739-square-foot home features 4 bedrooms, a spacious open-concept great room, bamboo flooring, impact windows and doors, and a durable metal roof. The chef's kitchen is the heart of the home, offering a large center island, stainless steel appliances, abundant cabinetry, and a wine refrigerator and is the perfect gathering place for entertaining family and friends. Step outside to a beautifully landscaped tropical setting with expansive screened lanai overlooking the water and an 82-foot dock complete with boat lift and kayak launch. Whether you're heading offshore for a day of fishing, enjoying sunset cruises, or simply relaxing by the water, this property delivers the Keys lifestyle you've been dreaming about. The 2- car Garage offers plenty of parking and room for all or your toys while the oversized double lot provides privacy and space to enjoy the outdoors while taking advantage of the home's unique corner-like waterfront setting. Located in one of the Lower Keys' most desirable boating communities, Cudjoe Gardens offers deep-water canals capable of accommodating larger inboard vessels, plus convenient access to a full-service marina with fuel, bait, boat ramp, refreshments, and a waterfront restaurant. Just 20 minutes from Key West, you'll enjoy world-class dining, entertainment, and island living while returning home to a peaceful waterfront retreat.

21023 2nd Ave, Cudjoe

3 Beds ⋅ 2 Baths ⋅ 619667 MLS

Welcome to your Key West waterfront retreat. This 3bedroom 2bath home is featuring key upgrades already in place with a new roof, all new windows, updated electrical, fresh paint, and a beautiful brand new pool. Situated on an oversized 9,794 sq ft lot with room for your boat this home offers the ideal blend of comfort, outdoor living, and the flexibility to personalize over time. A rare opportunity to step into waterfront living in one of Key West's most desirable locations.

3612 Sunrise Dr, Key West

3 Beds ⋅ 4 Baths ⋅ 618739 MLS

Spectacular Open-Water Retreat with Unmatched Sunset View This exceptional open-water property offers breathtaking western-facing sunset views and premier ocean access with no bridges--perfect for boating enthusiasts. Enjoy privacy and natural beauty bordering the Florida Key Deer Preserve. The property features over 200 feet of concrete seawall, a 35' x 15' boat basin making it ideal for waterfront living. Step inside this impressive concrete-built home, where water views surround the main living area. The spacious living room showcases vaulted wood ceilings and abundant natural light. The home offers three en-suite bedrooms, plus an additional full bath conveniently located off the kitchen. Designed for true Florida Keys living, the resort-style in-ground pool and tiki hut are perfectly positioned to take in the spectacular western sunset views, creating an unforgettable setting for relaxing evenings and waterfront entertaining. Additional highlights include: Impact windows and slidersLarge attached garage Separate utility/storage building Exceptional privacy Direct ocean access This is a rare opportunity to own a private, west-facing luxury estate that seamlessly blends modern construction, boating convenience, and breathtaking sunset views.

29581 Richard Rd, Big Pine

2 Beds ⋅ 3 Baths ⋅ 618020 MLS

Experience modern waterfront living at this exceptional 2-Bed, 2.5-Bath oceanfront home on Geiger Key, where striking contemporary design meets one of the Florida Keys' most thoughtfully engineered homes. Designed to maximize breathtaking open water views, this architecturally striking residence, envisioned by original owner and renowned author Reese Palley, seamlessly blends contemporary design, abundant natural light, and exceptional construction. Remote-controlled blinds reveal an endless blue horizon at the touch of a button. Expansive walls of impact glass flood the interiors with natural light, while soaring cathedral ceilings enhance the home's dramatic sense of openness. The modern, open-concept floor plan is both elegant and functional, featuring clean architectural lines, spacious living areas, and a seamless connection between indoor and outdoor living. Exceptional construction sets this home apart. Engineered by structural and civil engineer Joel Roseblatt, the home was intentionally 'over-engineered' for exceptional strength and durability. Built with reinforced concrete block (CBS) construction and rare hollow-core concrete floor and roof systems, it offers remarkable structural integrity, superior fire resistance, thermal efficiency, and an unmatched sense of quiet and security. Encompassing 3,672 sq. ft. under roof, the home features expansive covered outdoor living spaces perfect for year-round entertaining, waterfront dining, or quiet mornings overlooking the open water. 270' of concrete dockage and immediate ocean access create the ideal setting for boating, world-class fishing, and unforgettable sunset cruises. Located just minutes from Key West yet surrounded by the tranquility of Geiger Key, 156 Sea Lane is a home built to endure for generations and is a standout example of architectural integrity and waterfront living in the Florida Keys. See 'supplement' tab for more history on the architecture and design of the property. This home was conceived and brought to life by its original owner, the legendary Reese Palley, who envisioned a sanctuary that combined the permanence of a fortress with the soul of an adventurer. Unlike the standard construction found throughout the islands, 156 Sea Lane was built with a commitment to durability and ''over-engineered'' by structural and civil engineer Joel Roseblatt for safety. Palley played an active, hands-on role in its design and construction, ensuring the home could withstand the elements of the Keys for generations. Concrete Reinforced Block (CBS): The skeleton of the home is high-strength concrete masonry, reinforced to provide a rock-solid foundation. Hollow Core Construction: Rarely seen in residential builds, the use of hollow core concrete slabs for the floors and the roof provides extraordinary structural spans, superior fire resistance, and incredible thermal mass. A ''Forever'' Home: The result is a structure with 3,672 sq. ft. under roof that offers a level of quietude and security that is increasingly rare, serving as a peaceful bunker against the tropical elements. To own this home is to share in the legacy of Palley -- an author, art dealer, world-class sailor, and one of the most colorful intellectuals to ever call the Florida Keys home. Before settling on Geiger Key, he gained international fame as a premier art dealer. A man of the sea, Reese circumnavigated the globe and authored over 15 books, including ''The Answer', 'Unlikely Passages'', CONCRETE: A 7,000 Year History'. Palley resided here until just before his passing at 94 in 2015, at which point the current owners took up the mantle of stewardship for this extraordinary property.

156 Sea Ln, Geiger

$2,495,000

3 Beds ⋅ 4 Baths ⋅ 617838 MLS

Perfectly positioned in the heart of Upper Matecumbe Key, this stunning residence places you in downtown Islamorada--just a short stroll to the area's most celebrated restaurants, art galleries, and island attractions. Privately gated and approached by a Chicago paver driveway, this absolutely turn-key 3-bedroom, 3.5-bath residence is part of an exclusive collection of just eight bayfront homes and was completed in 2020 with refined design, upscale finishes, all stainless-steel Bosch appliances, and exceptional craftsmanship throughout. Elegant interiors and thoughtful details create a sophisticated yet relaxed island lifestyle. The home features a private pool with a wood deck at the rear--ideal for entertaining or unwinding in complete privacy, while residents also enjoy access to a community bayfront pool overlooking breathtaking sunset views. An assigned boat slip on the bay provides effortless access to Florida Bay and the Atlantic beyond. Boat lift currently in place can hold boats up to 5,000 lbs. Adding to its appeal, 7-day rentals are permitted, making this property a rare and superior investment opportunity in one of Islamorada's most walkable and desirable locations. Ideal for a full-time residence, island getaway, or income-producing asset, this home offers an exceptional blend of luxury, lifestyle, and flexibility. Coral Cove is located in an X flood zone, providing additional peace of mind.

81906 Overseas Hwy Unit 2, Islamorada

$2,495,000

5 Beds ⋅ 4 Baths ⋅ 618204 MLS

Welcome to The Tides at Vaca Cut #2, a beautifully designed 5-bedroom, 4-bathroom waterfront retreat in one of the Florida Keys' most desirable luxury communities. Offering 2,607 square feet of living space, this newer construction residence (2020) was thoughtfully built and designed by D'Asign Source, a leader in Florida Keys luxury architecture and interiors. Furnished with refined coastal style, the home blends upscale design with relaxed island living. The spacious open-concept living area opens seamlessly to a private pool and hot tub, creating an exceptional outdoor entertainment space framed by sweeping views of the Vaca Cut. Whether enjoying a sunset soak or hosting guests, the outdoor living experience here is second to none. Built with longevity and performance in mind, the home features concrete block construction, impact windows and doors, a metal roof, and double-stacked washers and dryers, making it exceptionally well-suited for high-demand vacation rental use. Boaters will appreciate 36 feet of dockage with immediate access to both the Atlantic Ocean and the Gulf of America, while the constant boat traffic through the cut provides some of the best boat-watching in the Middle Keys. Located in a proven luxury complex with strong rental demand, this turnkey property offers outstanding income potential along with an elevated waterfront lifestyle. Luxury design, prime dockage, and resort-style outdoor living—The Tides at Vaca Cut #2 is an exceptional opportunity to own in one of Marathon's premier waterfront developments.

11890 1st Ave Unit 2, Marathon

$2,485,000

3 Beds ⋅ 3 Baths ⋅ 620704 MLS

Refined coastal living at Tarpon Flats, Islamorada's most exclusive bayfront enclave. This intimate, gated community consists of just 12 luxury residences spread across four beautifully landscaped acres. A stately paver driveway welcomes you to impeccably manicured grounds, where the charm of Old Florida meets the timeless elegance of Nantucket. This three-story home offers a thoughtful layout and spectacular bay views throughout. The ground floor features covered parking, a versatile multi-purpose room, and access through a gracious foyer entry. Upstairs, the main living level boasts an open-concept kitchen and dining area with panoramic bay vistas, two bedrooms, two bathrooms, and a tranquil porch ideal for enjoying sunset skies. The top floor is reserved for the expansive master suite, complete with a private balcony and sweeping waterfront views. Tarpon Flats offers an amenity-rich lifestyle tailored to the discerning buyer. Enjoy a waterfront pool and gazebo, private beachfront access, generous dockage for your skiff, a charming greenhouse, and a tennis court with shaded seating for guests. Adding to the ease of ownership, the community provides a full-time concierge service and an on-site handyman, ensuring both comfort and convenience year-round. Sophistication, privacy, and natural beauty converge in this exceptional Islamorada retreat--come discover what makes Tarpon Flats truly one of a kind.

81250 Overseas Highway Unit 2, Islamorada

$2,475,000

3 Beds ⋅ 4 Baths ⋅ 620879 MLS

Experience the best of waterfront living at 3206 Riviera Drive, a beautifully updated canal-front home offering 60 feet of waterfront, exceptional privacy, and direct access to the Key West boating lifestyle. With no homes across the canal, the property enjoys peaceful water views and a uniquely private setting. Designed for both everyday living and entertaining, the open-concept interior is filled with natural light and seamlessly connects to the outdoors through a wall of impact-rated sliding glass doors. The chef's kitchen features premium cabinetry, a large center island, and a waterfront dining area overlooking the pool and canal. The home offers three spacious bedrooms, including two en-suite bedrooms, three full bathrooms, a dedicated laundry room, two-zone air conditioning, and a whole-home generator. Outside, the tropical backyard is built for enjoying the Keys. Relax by the newly renovated heated pool, entertain from the outdoor kitchen, unwind on the screened patio, or enjoy the convenience of an outdoor bathroom. Shell stone limestone walkways, lush landscaping, covered parking, and a fully gated lot complete this private waterfront retreat. Offering the perfect combination of luxury, comfort, and functionality, 3206 Riviera Drive is move-in ready and seller financing may be available.

3206 Riviera Dr, Key West

$2,450,000

3 Beds ⋅ 4 Baths ⋅ 616722 MLS

Welcome to an exquisite open-water retreat in Big Pine Key, an unparalleled blend of modern luxury and authentic Keys lifestyle. This completely updated and remodeled 3BD/4BA pool home offers panoramic water views from every angle, setting the stage for endless sunrises, sunsets, and starry nights. Designed with sophistication and comfort in mind, each bedroom is an ensuite, ensuring privacy and convenience for family and guests. Beyond its beauty, this property is one of the rare few in Monroe County allowing nightly vacation rentals, boasting a highly successful rental history for those seeking both personal enjoyment and income opportunity. Every detail has been thoughtfully curated, impact windows and doors, corian countertops and two on-demand water heaters reflect quality and peace of mind. The boating enthusiast will appreciate one of the few marked channel systems leading directly to the Gulf of Mexico with the Atlantic Ocean just minutes away. Utilize the 220 sq ft extended dock for your vessel to some the best fishing, diving and boating in the continental U.S. Whether lounging poolside, entertaining on the spacious decks or heading out on the water this property offers an unmatched Keys experience. Rare, refined and ready for your investment this is open-water living at its finest.

31473 Warner Rd, Big Pine

$2,444,000

2 Beds ⋅ 2 Baths ⋅ 618772 MLS

Rare opportunity to secure a prime waterfront homesite on highly desirable Duck Key. This is presenting the perfect canvas to design and build a custom island retreat exactly to your vision. Even better, the property is ROGO exempt, meaning no waiting for a new building permit -- a verified build right is already in place (letter on file). Boaters will appreciate the 82 feet of dockage, deep water dockage and exceptionally quick ocean access. Two davits that are 5,500 lbs each one and a turner on one of them. Center Island is a prime location for privacy on Duck Key. Navigate under the Seaview Bridge and head out through the Headpins for fast access to open water, or take the main channel route for larger sportfishing vessels. Enjoy all the lifestyle perks Duck Key is known for, including nearby dining at Hawks Cay Resort, a welcoming island community. that is golf cart friendly. Fly into Marathon airport with your own plane or Million Air and then drive 15 minutes to your island oasis. Whether you're planning a full-time residence or luxury vacation escape, this is your chance to build your dream home in one of the Florida Keys' most sought-after boating enclaves.

154 S Indies Dr, Duck Key

$2,425,000

5 Beds ⋅ 4 Baths ⋅ 616906 MLS

🏡 Welcome to Emerald Flats a Waterfront Community in the heart of Marathon! Your brand-new dream home is here: ✨ Gated community entryway ✨ Gulf front water views and private boat docking. ✨ Built for efficiency and comfort there are 5 Bedrooms | 4 Bathrooms - space for everyone ✨ High ceilings & open floor plan for a modern feel ✨ KitchenAid stainless appliances + quartz countertops ✨ Separate bar/entertainment space ✨ Fully furnished with luxury coastal style - just bring your suitcases! ✨ Boat Slip 30 included (45' long x 14.75' wide) 📍 Location: Emerald Flats. 818 39th Street Gulf

818 39th St, Marathon

$2,400,000

3 Beds ⋅ 3 Baths ⋅ 621218 MLS

Welcome to your waterfront escape in Key West. Located within a gated community, Gulfview Pointe offers the perfect blend of island charm, comfort, and an exceptional waterfront lifestyle and just minutes from world-famous Duval Street and all that Key West has to offer. This move-in-ready 3-bedroom, 2.5-bath home welcomes you with classic Key West architecture, lush tropical surroundings, and inviting indoor and outdoor living spaces. The kitchen features granite countertops, stainless steel appliances, and ample cabinetry. Step outside to your own private tropical retreat, where a sparkling pool surrounded by composite decking creates the perfect setting for relaxing, entertaining, and enjoying the year-round Florida Keys sunshine. Beyond the pool, your private dock opens the door to endless adventures. Spend the afternoon fishing, set out on your personal watercraft, paddleboard or kayak, or simply unwind and watch another spectacular Key West sunset from your own backyard. A covered carport and the privacy of a gated community complete this island home. Whether you're searching for a full-time residence, your own Key West getaway, or investment opportunity with luxury vacation rental potential in this highly sought-after community, Gulfview Pointe offers an exceptional opportunity. Opportunities like this don't come around often--invest in your dream home and start living the Key West waterfront lifestyle you've been dreaming of. Call today to schedule your private showing!

2623 Gulfview Dr, Key West

$2,400,000

3 Beds ⋅ 3 Baths ⋅ 621111 MLS

**SELLER FINANCING AVAILABLE** WELCOME TO THIS EXCEPTIONAL FULLY REMODELED WATERFRONT HOME, WHERE MODERN LUXURY MEETS FUNCTIONALITY. NO DETAIL WAS OVERLOOKED AND NO EXPENSE WAS SPARED IN TRANSFORMING THIS PROPERTY INTO A TRUE WATERFRONT SHOWPIECE. THE OVERSIZED, LOW-MAINTENANCE LOT IS SECURELY ENCLOSED BY A 6-FOOT METAL GATE AND OFFERS PAVED PARKING FOR 10+ VEHICLES. THE BEAUTIFULLY FINISHED YARD FEATURES PREMIUM ASTRO TURF, A BRAND-NEW POOL WITH WATER HEATER, AND A 2024 CONCRETE DOCK WITH A NEW 20,000-LB BOAT LIFT AND NEW OUTDOOR KITCHEN. THE SOLID-CONCRETE HOME, INCLUDING THE ROOF, HAS BEEN COMPLETELY UPDATED WITH BRAND-NEW IMPACT WINDOWS AND DOORS, PLUMBING, ELECTRICAL, AND HIGH-END FINISHES THROUGHOUT. CUSTOM BUILT-INS IN EVERY CLOSET PROVIDE EXCEPTIONAL STORAGE AND FUNCTIONALITY. EVERYTHING HAS BEEN THOUGHTFULLY DESIGNED. TO COMPLETE THIS IMPRESSIVE WATERFRONT PROPERTY. THIS IS A RARE OPPORTUNITY TO OWN A TURNKEY WATERFRONT HOME WITH PREMIUM UPGRADES THROUGHOUT.

1502 Shaw Dr, Key Largo

$2,400,000

3 Beds ⋅ 4 Baths ⋅ 621073 MLS

Simply the best location, exclusive & extremely private. This is a rare find and a single-family home that's rarely available. It's tucked away in the prestigious ''Plantation Lake Estates,'' a highly sought-after gated community with an on-site boat ramp and park. This Coastal-Styled Beach Home is in a prime location at Mile Marker 87, across the street from Founders Park, which has a beach, tennis courts, a full-service marina, a dog park, sports fields, and Olympic-size lap pools. This home boasts a stunning great room with a gorgeous coral fireplace and soaring wood beam ceilings. They all overlook the glistening Atlantic Ocean, providing priceless views and sunrises. The home has a metal roof, a modern kitchen, updated baths, and impact windows and doors. The exterior has been reinforced with rebar and stucco. There are three inviting bedrooms, including a third-floor master en-suite with a private porch. A large ''rec room'' with a cabana kitchen is perfect for indoor-outdoor entertaining. You'll have world-class fishing and diving right in your own backyard.

316 North Dr, Islamorada

$2,399,000

4 Beds ⋅ 5 Baths ⋅ 619881 MLS

Looking for the best of both worlds? Enjoy your vacation home and let it pay for its self when your not. Since January 2024, 229 Pescayo has hosted 113 stays across 860 guest nights and generated $512,831 in accommodation revenue. An incredible 88% occupancy rate 4.96 / 5.0 guest rating Fully furnished, income-generating from day one -- zero ramp-up period This isn't a fixer-upper with 'potential.' It's a proven, cash-flowing short-term rental with the reviews, occupancy, and forward bookings to prove it -- built in 2023 and already established as one of the area's busiest vacation rentals. Why It Performs: Every finish was chosen to drive nightly rate and occupancy, not just curb appeal. Boaters and premium-amenity guests are the target market, and the property is built to convert them into repeat bookings: 72' of deep-water dockage, water & electric at dock, outdoor lighting Less than 10 minutes to open water & Vaca Cut for Gulf access Heated pool with paver decking Covered entertaining area + large covered upper terrace for shaded, salt-air living 240V EV charger 800 sq ft storage enclosure Aluminum gated vehicle access + security cameras The Property: Double doors open into an open-concept kitchen and living space -- quartz countertops, tile backsplash, built-in wine cooler, and tile flooring throughout. Four master suites, each with a private bath, plus an additional half bath for guests. Sold fully furnished -- dishes, linens, smart TVs, all of it. Bottom Line: No lease-up, no renovation, no guesswork on rates. Bring your boat -- the income is already running.

229 Pescayo Ave, Marathon

4 Beds ⋅ 3 Baths ⋅ 621168 MLS

New construction waterfront living in the heart of Coco Plum. This beautifully designed 4-bedroom, 3-bath residence combines modern coastal style, exceptional outdoor living, and direct boating access in one of Marathon's most desirable waterfront neighborhoods. Thoughtfully positioned to take advantage of the setting, the home offers expansive open-water views from nearly every room and a bright, open-concept layout designed for both everyday living and entertaining. The main living level features a spacious living and dining area surrounded by natural light and water views, along with two guest bedrooms and a full bath. Upstairs, two generously sized primary suites each feature private en-suite baths and elevated panoramic views, creating peaceful private retreats above the water. Outdoor living is a true highlight, with three covered terraces spanning both levels, a large resort-style pool, and a convenient poolside prep station with sink and storage. Whether hosting guests, relaxing by the pool, or enjoying a quiet morning overlooking the water, the home is designed to embrace the Florida Keys lifestyle. Boaters will appreciate approximately 50 feet of deep-water dockage with quick ocean access, along with a fish-cleaning station, bait freezer, and covered parking for added convenience. Ideally located near Coco Plum Beach and just minutes from Marathon's dining, shopping, and attractions, this newly constructed waterfront residence offers an exceptional combination of modern comfort, boating access, privacy, and island living, perfect as a full-time residence, vacation retreat, or investment property.

171 Ave D, Marathon

3 Beds ⋅ 2 Baths ⋅ 621083 MLS

Welcome to KoKomo, 280 14th Street, a waterfront single family home positioned along one of the quieter residential streets of Key Colony Beach. This 3 bedroom, 2 bath home offers generous indoor and outdoor living, a private pool, two car garage and excellent boating access. Rental income producing since 2003. The main living level features an open and inviting floor plan with vaulted ceilings, three bedrooms and direct access from each bedroom to the expansive wrap around screened porch. Perfect for morning coffee, outdoor dining or simply enjoying the island breeze. An additional bonus/flex space provides added versatility. Outside, the property is designed for the Florida Keys lifestyle. Enjoy the private pool, spacious waterfront setting and approximately 37 foot dock complete with a fish cleaning station and bait freezer. Boaters will especially appreciate the location, with quick access to Vaca Cut for easy passage to the Gulf side, while open Atlantic waters are also just minutes away making fishing, diving, cruising and days on the water incredibly convenient. Located on the western side of Key Colony Beach, 14th Street offers a quieter setting while remaining close to everything that makes this island community so special. Golf, pickleball, tennis, Sunset Park, the marina, restaurants and the Cabana Club are all nearby. Currently enjoyed as a vacation rental, the property offers the flexibility to continue as an income producing Keys retreat, use seasonally, or make it your full time waterfront home. Key Colony Beach permits vacation rentals with a seven night minimum stay, adding another attractive option for future ownership.

280 14th St, Key Colony

4 Beds ⋅ 3 Baths ⋅ 621014 MLS

Fantastic opportunity in Marathon's desirable Sombrero Beach area! Built in 2020, this beautifully designed 4-bedroom, 3-bath waterfront pool home offers 2,464 sq. ft. of comfortable living space and 100ft of dockage for ultimate enjoyment of boating, outdoor living and the easy, island atmosphere you come to the Keys for! Fully furnished and thoughtfully appointed - the open kitchen, dining and living area create an easy gathering space for family and friends, while spacious waterfront balconies on both levels invite you outside to enjoy the views and tropical breezes. On this level you also have a guest bedroom, full bath and separate laundry room for convenience. On the top floor, an ample primary suite offers an en-suite bath, walk in closet & covered balcony. Just down the hall there are 2 more sizable guest bedrooms and a spacious hall bath. Downstairs, the covered entertainment area extends the living space outdoors--perfect for relaxing after a day on the water, entertaining around the pool or simply enjoying life at a slower pace. Store your water toys fishing & boating accessories securely in the garage for easy access. The 10,000sqft lot allows for plenty of parking etc. For the boater, 100 feet of composite dockage along a serene canal provides direct access to open water. And when the beach is calling, beautiful sandy Sombrero Beach is just a short walk away. Central Marathon location is close to shopping, dining, attractions & more. Whether you're searching for a full-time Keys home, a vacation retreat or an investment property, this custom home offers the flexibility to enjoy it your way. Currently operating as an active weekly vacation rental, offering the added ease & opportunity for income when you're not here enjoying it yourself. Come experience the beauty of ocean life - the easy pace, boating and beach days that make living in the heart of the Florida Keys so special.

211 S Anglers Dr, Marathon

3 Beds ⋅ 2 Baths ⋅ 618819 MLS

Introducing 319 Grinnell Street, a captivating residence in the heart of Key West's Historic Seaport, where charm and character abound. This beautifully framed Key West-style home reflects the rich tapestry of the area's history, showcasing classic architecture with inviting porches and intricate details that honor the past. Nestled among a collection of historic homes, 319 Grinnell Street offers a serene escape while remaining close to the vibrant pulse of the seaport. The Historic Seaport is a treasure trove of maritime heritage, featuring streets lined with art galleries, eclectic shops, and gourmet dining options. This lively district, once the center of the island's shipping trade, now celebrates Key West's legacy through its well-preserved structures and vibrant community life. Owning 319 Grinnell Street means immersing yourself in a lifestyle rich with culture and history. Enjoy leisurely strolls along the quaint streets, where the scent of jasmine and the sounds of laughter fill the air. This home is not just a residence; it's an invitation to embrace the unique spirit of Key West, making it a perfect sanctuary for those who value both tradition and modern living. Experience the allure of 319 Grinnell Street, where historic charm meets contemporary comfort in the heart of the enchanting Historic Seaport. Professional Vacation Rental Management is available for this property. Call for a showing today.

319 Grinnell St, Key West

$2,385,000

3 Beds ⋅ 4 Baths ⋅ 620437 MLS

Limited time buyer incentive - as an added bonus, the sale now includes a low-mile 2021 Jeep Wrangler Sahara Convertible--giving you the complete Key West lifestyle with the perfect island ride from day one. Welcome to your quintessential Old Town retreat, where classic Key West character has been thoughtfully restored into a warm, inviting home designed for easy island living. This entire property has undergone substantial renovations & a comprehensive transformation. Beautifully reimagined & built for entertaining, the now 3-bedroom, 3.5-bath residence boasts nearly 1,900 sq ft of effortless indoor-outdoor living with every bedroom featuring its own en suite bath including an optional first-floor primary suite. Beneath a magnificent Royal Poinciana tree, the inviting front porch opens to bright, airy living spaces accented by white pine floors and a seamless flow designed for entertaining. The chef's kitchen showcases natural oak shaker cabinetry, Calacatta Miraggio Gold quartz countertops, Bertazzoni appliances, a Dade County Pine accent wall, and timeless finishes that blend warmth with sophistication. French doors lead to a private tropical oasis featuring Ipe hardwood decking, a newly rebuilt saltwater pool and spa, and lush, low-maintenance native landscaping. Upstairs, an expansive wraparound balcony overlooks a mature fruit-bearing mango tree--an unmistakable touch of Old Town charm. Additional highlights include off-street parking, the coveted X Flood Zone, and designer furnishings throughout, allowing for an effortless, move-in-ready experience. Ideally located just one block from vibrant White Street and a short walk or bike ride to the beach, Duval Street, restaurants, galleries, and waterfront attractions, this exceptional property is equally suited as a private island retreat, luxury vacation rental, or full-time residence.

1033 Catherine St, Key West

$2,380,000

3 Beds ⋅ 2 Baths ⋅ 619644 MLS

Experience the ultimate Key West waterfront lifestyle with this private tropical retreat on the highly coveted Riviera Canal--one of the island's only canals offering direct boating access to world-class fishing and diving. Tucked behind a gated entrance, this beautifully landscaped property welcomes you into a lush, secluded garden setting that feels like your own hidden oasis in the heart of Key West. This meticulously maintained 3-bedroom, 2-bath ground-level pool home blends comfort, style, and functionality. Inside, you'll find elegant travertine flooring throughout, granite countertops, stainless steel appliances, and a wet bar--perfect for entertaining. The thoughtfully designed layout features two separate living areas, with both the main living space and the primary suite opening through hurricane-impact sliding glass doors to the backyard. Step outside to your private resort-style escape, where a stunning in-ground concrete pool overlooks the tranquil canal. Enjoy peaceful water views, frequent visits from manatees, and the natural privacy provided by protected mangroves across the water. The screened, covered lanai creates the perfect setting for outdoor dining and relaxation year-round. Boaters will appreciate the 15,000 lb boat lift, allowing you to go from home to open water in minutes. Additional premium features include a newer generator with large propane tanks, outdoor shower, electric gate, automated irrigation and landscape lighting, covered carport, and secure off-street parking for two vehicles. Located just minutes from Key West International Airport, dining, and local attractions, this exceptional property offers the perfect blend of convenience, privacy, and island luxury. Whether you're seeking a full-time residence or a vacation escape, this waterfront home is a rare opportunity to own a true piece of paradise.

3108 Riviera Dr, Key West

$2,375,000

4 Beds ⋅ 4 Baths ⋅ 620004 MLS

Welcome to your own private slice of Islamorada paradise! This canal-front home offers easy access to Florida Bay along with stunning lake views and unforgettable sunsets. This home features CBS construction, a metal roof, accordion shutters, living areas above base flood elevation, and plenty of parking. The upstairs main living area offers over 2,000 square feet of living space with 3 bedrooms and 2.5 bathrooms. Vaulted ceilings and an open, spacious layout are designed to capture natural light and water views. The large kitchen flows seamlessly into the living and dining areas, making it ideal for entertaining or simply enjoying the relaxed Keys lifestyle. The bedrooms are located down the hallway, creating a nice separation from the main living spaces. The primary suite features a walk-in closet and a beautifully appointed spa-like bathroom with marble finishes, dual vanities, granite countertops, soaking tub, and a glass-enclosed steam shower with multiple shower heads. All bedrooms are generously sized with ample closet space. The downstairs living space offers over 770 square feet and is separate from the upstairs, creating a great private area for guests to enjoy, complete with sliding glass doors that open directly to the pool area. Outside, enjoy lush tropical landscaping, a canal-front pool with heater, 60' of dockage with a 15,000 lb boat lift, and quick boating access to Florida Bay. The outdoor living space is ideal for entertaining with plenty of room under the carport along with an outdoor kitchen. Whether you are heading out for a sunset cruise, fishing trip, or waterfront dining, this location puts the best of the Florida Keys lifestyle right at your fingertips.

316 Woods Ave, Islamorada

$2,375,000

5 Beds ⋅ 4 Baths ⋅ 617951 MLS

Experience elevated waterfront living at this stunning South Point Sugarloaf Key retreat, where open-water serenity meets refined island design. This exceptional five-bedroom, four-bathroom residence is thoughtfully designed to host family and guests with ease, featuring a desirable split-floor plan and expansive living spaces framed by endless turquoise views. The primary suite is a private sanctuary, highlighted by a wall of windows that greets each morning with sweeping vistas of the open Atlantic—an ever-changing canvas of blues that defines life in the Florida Keys. Throughout the home, wall-to-wall water views create a seamless connection between indoor comfort and the surrounding seascape, offering multiple spaces to relax, entertain, and soak in the coastal atmosphere. Set on an impressive 12,500-square-foot lot, the property provides ample room for outdoor living, recreation, and plenty of room for a pool. Boaters will appreciate the 120-foot concrete seawall with davits, delivering effortless access to world-class fishing, diving, and the iconic Lower Keys sandbars. The elevated design allows the entire lower level to transform into an expansive open-air lounge and entertainment area, complemented by a generous storage room for all your boating and island gear, plus abundant parking. Located in one of the Lower Keys' most sought-after neighborhoods, this peaceful waterfront escape is just 15 minutes from Key West, offering the perfect balance of privacy and convenience. Schedule your private showing today—available in person or via live video—and discover the essence of luxury island living.

205 S Point Dr, Sugarloaf

5 Beds ⋅ 5 Baths ⋅ 621107 MLS

Welcome to 4 Palmas -- Your Ultimate Key Largo Retreat! Built in 2016, this custom 5BD/4.5BA waterfront home offers over 5,600 sq. ft. of total indoor-outdoor living! Designed for entertaining, the home features two primary suites (one on each level), 3 living rooms, two bars, an elevator, and 4 private balconies. Step outside to your private tropical oasis complete with a heated pool, expansive sun deck, and covered patio featuring a full outdoor kitchen. Boaters will love the 50 ft. dock on a wide canal with quick ocean and bay access, plus a floating dock for easy launching from you kayak, skiff or jet ski. Whether you're looking for a luxury residence, vacation escape, or premium rental property, 4 Palmas has it all!

117 La Paloma Rd, Key Largo

4 Beds ⋅ 4 Baths ⋅ 620878 MLS

Welcome to one of Buccaneer Point's most extraordinary waterfront estates-a breathtaking modern Balinese-inspired sanctuary where timeless architecture, exceptional craftsmanship, and resort-style living come together in perfect harmony. Situated on an oversized lot with more than 110 feet of waterfront, this custom CBS estate features a concrete roof, standing-seam metal roofing, and over $150,000 in professionally designed tropical landscaping. Dual electric gates welcome you with Royal Palms, Canary Island palms, bamboo, and mature privacy landscaping. Built for both everyday living and entertaining, the home offers expansive waterfront views, premium travertine and wood-look tile flooring, Hunter Douglas motorized shades, and a fully integrated Control4 Smart Home System. The chef's kitchen is equipped with premium JennAir appliances, double convection ovens, an additional wall oven, a six-burner gas range with griddle, pot filler, oversized island, custom cabinetry, and direct access to the waterfront balcony. The outdoor living space is designed for year-round enjoyment with a heated saltwater pool and spa, expansive travertine patio, outdoor kitchen with TV, bar seating, authentic Bakers Pride pizza oven, putting green, waterfront lounge area, cabana bath, covered entertaining space, irrigation system, mosquito misting system, pet run, and fully fenced grounds. Inside, the home offers four spacious bedrooms, including a main-level primary suite with private balcony access and coffee bar. The upper-level owner's retreat features dual walk-in closets, coffee and wine bar, dressing area, steam shower, separate his-and-hers bathrooms, and a private waterfront balcony. A custom wood elevator services every level, leading to a rooftop observation deck with power and water, offering panoramic views of Florida Bay, and some of the best sunsets in the Keys. Combining quality construction, premium amenities & outstanding waterfront location, this is a rare opportunity.

40 N Bounty Ln, Key Largo

6 Beds ⋅ 6 Baths ⋅ 620852 MLS

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

287 & 289 Golf Club Dr, Key West

3 Beds ⋅ 3 Baths ⋅ 620442 MLS

Welcome to your slice of paradise in the village of Islamorada! This solid concrete waterfront home was completely updated in 2007 including seawall, all plumbing and electrical and new concrete roof engineered to add another floor. The home has 3 bedrooms, 3 bathrooms and 75 feet of deep water dockage in one of the most desirable boating locations in the Florida Keys. Built with impact windows and doors, this home provides peace of mind while embracing the relaxed island lifestyle. Situated just one house in from Florida Bay, you'll enjoy breathtaking sunset views nearly every evening. Located just moments from Tavernier Creek, you'll have quick and convenient access to the Atlantic Ocean, making it the perfect location for anglers, boaters, and water enthusiasts alike. Inside the home offers comfortable living with 2/2 upstairs with walk in closets, high ceilings and crown molding and a large screen porch to watch sunsets. A spiral staircase leads to a 1/1 downstairs with kitchen and open living area. Plenty of storage and work area downstairs and a garage. Convenience is unmatched with a prime location close to schools, grocery stores, movie theaters, restaurants, shopping, and all the amenities that make island living so enjoyable. Whether you're searching for a full-time residence, a vacation home, or an investment in one of the Keys' most sought-after communities, this waterfront gem offers the perfect combination of location, boating access, quality construction, and endless potential.

239 Plantation Ave, Tavernier