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$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

$899,000
3 Beds 2 Baths 617696 MLS
Beautifully renovated canal-front home on an oversized corner lot in the heart of Breezeswept Beach Estates on Ramrod Key, ideally located on one of only two flow-through canals in the neighborhood. This exceptional property offers a rare combination of quality construction, thoughtful upgrades, and excellent boating access The owners spared no expense in the renovation, which includes a standing-seam metal roof, impact doors and windows, and engineered wood flooring throughout. The open kitchen is both stylish and functional, featuring marble countertops, a large center island with electric and USB connections, a 5-burner propane stove, perfect for entertaining. All three bedrooms are comfortably sized, and both bathrooms have been beautifully remodeled with high-end finishes and bidet toilets. The elevated home provides a bright, airy interior and a comfortable retreat above the ground level. Downstairs, the outdoor living space is designed for relaxed Florida Keys living. A spacious covered lanai with bar and multiple seating areas creates an inviting place to gather, while the fully fenced 7,131 sq. ft. oversized corner lot offers privacy and room to enjoy the outdoors. Additional features include a gas fire pit, outdoor shower with hot water, lemon and lime trees, and convenient boat tie-downs. Boaters will appreciate the composite dock with 11,000-lb davits and quick access to deep water via the clear flow-through canal. This turnkey property is an excellent opportunity to enjoy the Lower Keys lifestyle with modern upgrades, exceptional boating, and outstanding outdoor amenities.

420 W Indies Dr, Ramrod

$2,499,000
3 Beds 1 Baths 613036 MLS
Rare Waterfront Property on No Name Key: Your Gateway to Natural Florida Keys Living. Are you seeking privacy, breathtaking open water views, and exclusive boat dockage? Look no further than this exceptional offering nestled in the heart of the Natural Florida Keys. Situated on the private and secluded No Name Key, just a stone's throw away from Big Pine Key, this nearly 2-acre property presents a unique opportunity to own a slice of paradise. Key Features: 2 Acres of Open Water Bliss: Comprising four parcels of land, including two zoned for Commercial Fishing Special District , this property offers versatility and potential for various uses. Whether you envision it as a private retreat or a commercial venture, the possibilities are endless. Protected Deep Water Boat Basin: Boasting a secure deep-water boat basin with direct access to Bogie Channel, this property is a boater's dream. Enjoy seamless navigation to the backcountry, Gulf of Mexico, and Atlantic Ocean, with Bahia Honda and the iconic 7 Mile Bridge just a quick boat ride away. The basin can accommodate multiple vessels with 200' of dockage already, this boater's paradise comes equipped with a permit for an additional 330 feet of concrete seawall and four 3-foot by 25-foot finger piers. Spectacular Waterfront Views: Lot 4 features an existing 3 bedroom 1 bathroom house with nearly 270 degrees of unobstructed open water views. If you prefer to build your dream home, build it on lots 1&2 and keep 3&4 for commercial fishing. Wake up to mesmerizing sunrises and unwind with picturesque sunsets. Your Gateway to Endless Possibilities: Whether you're seeking a tranquil retreat, a commercial endeavor, or the ultimate waterfront sanctuary, this property offers unparalleled opportunities. With plans underway for a new home, you can customize your perfect haven amidst the serene beauty of the Florida Keys. Don't miss out on this rare chance to own a piece of paradise with the very few areas for commercial fishing.

32029 Marginella Dr, Big Pine

$5,995,000
5 Beds 5 Baths 618602 MLS
Private oceanfront estate behind the gates of Tingler Island, one of Marathon's most exclusive and sought-after communities. Designed in timeless Caribbean West Indies style, this exceptional residence is perfectly oriented with coveted southern exposure—capturing refreshing ocean breezes, warm natural light, and the rare privilege of both sunrise and sunset views over open water. Set along a premier stretch of true oceanfront, the property offers unobstructed, forever ocean views, highlighted by a spectacular infinity-edge pool that blends seamlessly into the horizon. The setting is serene, private, and truly irreplaceable. Offered fully furnished, the home features travertine marble flooring throughout the main living level, rich hardwood floors upstairs, and beautiful custom woodwork throughout. Light-filled living spaces flow effortlessly, complemented by spacious bedrooms and a well-appointed kitchen ideal for entertaining, complete with a dedicated wine cooler. An upstairs private lounge and bar open to a walk-out oceanview terrace—an unforgettable setting for sunset cocktails and evening gatherings. The bar is equipped with a wine refrigerator, dishwasher, and ice maker for effortless hosting. Additional highlights include a two-car, climate-controlled garage with ample storage. Ideally located within walking distance to Sombrero Beach, with access to a scenic bike and walking path along Sombrero Beach Road, and just minutes from shopping, dining, grocery stores, and golf-cart-friendly island conveniences. Seller financing available for qualified buyers, presenting a rare opportunity to secure a premier oceanfront estate with enhanced flexibility. Homes of this caliber, privacy, and oceanfront position are seldom offered. Schedule your private showing and experience Tingler Island living firsthand.

90 Tingler Ln, Marathon

$1,900,000
4 Beds 3 Baths 618488 MLS
Tropical Keys Oasis -- Waterfront Luxury Living Come experience this one-of-a-kind tropical oasis that feels like living at a Keys resort. Surrounded by lush landscaping, vibrant grass is the backdrop for nine coconut palms, five banana trees, two mango trees, and an avocado tree, this property bursts with natural beauty. Vibrant bougainvillea archways create a stunning entry to one of the most exquisitely landscaped homes on the island. Enjoy 60 feet of waterfront with an expansive maintenance free deck, a 15,000-lb boat lift, and a drop dock perfect for swimming in the lagoon or launching kayaks. Outdoor living is elevated to the next level- Inside, discover a newly renovated beautiful 4-bedroom, 2.5-bath home featuring a chef's kitchen with a 6-burner gas stove, double farm sink, all-new stainless-steel appliances, and a massive center island with abundant storage--perfect for entertaining or everyday luxury living. Gorgeous luxury tile flooring flows throughout. The first floor offers three guest bedrooms, a stylishly renovated bath, a full laundry room with a gas dryer, and a convenient half bath. The spacious living room opens with triple sliding glass pocket doors to a screened porch surrounded by palms to bring your indoor living outdoors in the winters and ideal for enjoying morning coffee or dining al fresco year-round. Upstairs, the master suite is a private retreat with panoramic water views, a custom walk-in closet, and a spa-inspired bathroom featuring an oversized shower with six body jets, a handheld sprayer, and a ceiling-mounted rain shower. Dual vanities and a lighted mirror complete this luxurious sanctuary. Additional features include: Fully-fenced back yard, perfect for your pets and privacy Brand new impact windows and doors throughout Metal roof 300 sq. ft. storage room with impact windows and doors Irrigation system Propane gas Endless on-demand gas water heater High-pressure water 'Pool permit application currently in progress

27385 Saint Lucie Ln, Ramrod

$1,050,000
4 Beds 3 Baths 618624 MLS
Old Florida charm meets modern comfort in this unique multi residence property on a rare 10 ,000 sq ft lot in historic Tavernier. The main home is approximately 1600 sq ft and renovated in 2021, offers three bedrooms, two baths with an open floor plan in the living room kitchen, dining area. Warm wood flooring in the living areas and abundant windows create the ''conch cottage'' character of years past complete with screened in patio across the front of the home. The 2021 update included new electrical and modern AC . A separate 1 bedroom/1 bath cottage, fully renovated in 2022 with new electrical and HVAC, sits privately at the rear of the property with its own laundry, driveway & parking. The estate sized lot measures roughly 165 × 60 ft and features lush landscaping with accent lighting, two storage sheds and ample room for boat or trailer parking. A newer metal roof (2018) and above flood elevation certificate add to the property's resilience. Enjoy the convenience of being walking distance to shops and dining in Tavernier, with a public boat ramp at the end of the street for quick access to the bay. This turnkey, no HOA property embodies the easygoing Keys lifestyle, offering space, flexibility and charm in one of the Upper Keys' most desirable neighborhoods.

162 Jo-Jean Way, Tavernier

$1,895,000
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

$2,399,000
3 Beds 3 Baths 614782 MLS
OWNER FINANCING. Lowest priced waterfront in Port Largo. INVEST, redesign, or rebuild in one of the Upper Keys' most coveted boating enclaves, Port Largo. Just a few lots in from the open ocean, this CBS residence is positioned on a wide, protected waterway with 75 feet of concrete dockage, capable of accommodating large center consoles, express boats, or sport fishing vessels. Generous canal widths and turning basins, a defining feature of Port Largo, provide ease of navigation and a level of boating infrastructure rarely found in the Keys. The existing two-story home offers a flexible foundation for transformation, including a substantial lower level with approximately 1,000 square feet of finished space suitable for future living areas, gym, media lounge, guest quarters, or private office. The upper level captures natural light and water views with soaring ceilings and the open concept layout. Modernize the interior or serve as a temporary residence while plans for a custom new build are decided. The lot allows room to add a pool and outdoor entertaining areas, creating the potential for a fully realized waterfront estate that maximizes indoor-outdoor living and long-term appreciation. An optional homeowners park located one street away provides access to a private boat ramp and additional waterfront amenities, further enhancing the value and convenience for boaters. Port Largo is prized not only for its direct ocean access but for its lifestyle. Golf cart connectivity allows residents to reach neighborhood restaurants, bars, and even convenience stores without ever accessing US-1. A state-of-the-art community park nearby features pickleball and tennis courts, recreational fields, walking trails, exercise equipment, and a playground, elevating daily living beyond the waterfront. Whether envisioned as a high-end redevelopment, a custom luxury build, or a strategic long-term investment, the opportunity is now to secure a lot with enduring market appeal in Key Largo

184 Bahama Ave, Key Largo

$29,500,000
6 Beds 6 Baths 618152 MLS
A once-in-a-lifetime opportunity to own one of South Florida's most iconic properties. Welcome to Tea Table Key, a breathtaking 15-acre private island estate, accessible by car or by boat, located just minutes from downtown Islamorada and directly across from the famous Alligator Reef Lighthouse. Surrounded by vivid turquoise waters, this extraordinary sanctuary offers complete privacy and a front-row seat to nature's daily spectacle -- herons and egrets gliding overhead, pelicans diving at sunrise, and eagles soaring above your shoreline. Enjoy the rare luxury of total seclusion without sacrificing convenience. Within minutes, you're immersed in Islamorada's finest restaurants, art galleries, and shopping, yet at home you're embraced by the stillness of your own island world. Conveniently located approximately 1 hour and 30 minutes from Miami International Airport, or a 25-minute helicopter or seaplane ride, Tea Table Key offers an unmatched combination of accessibility and exclusivity. The island features a beautifully updated 6-bedroom residence, along with a tennis court and private dockage. Whether you choose to enjoy the comfort of the existing home or envision an entirely new luxury residence, Tea Table Key presents a truly incomparable canvas in one of the most sought-after destinations in the Florida Keys.

79775 Overseas Hwy, Islamorada

$1,675,000
3 Beds 3 Baths 618050 MLS
Discover island living at its finest in this beautifully remodeled 3-bedroom, 3-bath ''Florida Modern'' CBS home, ideally located in the desirable Lower Matecumbe Beach neighborhood of Islamorada. A light-filled open-concept layout seamlessly connects the living, dining, and kitchen areas--perfect for entertaining or relaxed island living. The home features three spacious bedrooms and three full bathrooms, including a luxurious primary suite with a sleek modern en-suite bathroom and a large walk-in closet. A versatile bonus room offers endless possibilities as a media room, den, office, or children's retreat. The oversized gourmet kitchen is a chef's dream, showcasing brand-new high-end stainless steel appliances, elegant quartz countertops, and generous storage. Impact-resistant windows and sliding glass doors provide peace of mind while enhancing the home's clean, contemporary style. Step outside to your private backyard and enjoy peaceful sunrise views or savor coffee and cocktails beneath the shaded gazebo. Boaters will love the newly decked 60-foot dock, offering immediate access to both the Atlantic Ocean and Florida Bay. From watching manatees glide by to cleaning the day's catch at the large fish station, every detail is designed for waterfront living. An added bonus is the voluntary HOA, which provides access to a wide sandy beach, known as a turtle-nesting haven. Welcome to your place in paradise. 🌴

159 Iroquois Dr, Islamorada

$4,750,000
5 Beds 5 Baths 615676 MLS
Experience elevated coastal living in this elegant Port Antigua retreat. Thoughtfully designed for comfort, privacy, effortless entertaining and situated in a prime waterfront location, this beautiful resort-style residence offers generous living spaces, including both upstairs and downstairs primary suites, three additional guest suites, a dedicated office, shaded porches on both levels and a spacious garage for ultimate flexibility. The gourmet kitchen flows seamlessly to a fully equipped outdoor kitchen and shaded lounge area--ideal for al fresco dining by the pool amid lush tropical landscaping. A rare combination of classic design, modern amenities, and timeless island charm. Effortless boating and space for all of your waterfront toys with 75' of deepwater dockage and quick access to both ocean and bay. Nearby homeowner's park provides the added bonuses of a private, sandy beach and boat ramp. With the serene, wide canal views and cooling bay breezes, and this is where luxury, comfort, and natural beauty, convenience converge.

88 W Plaza Del Lago, Islamorada

$769,000
2 Beds 1 Baths 611075 MLS
Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden area, side walkways and plenty of room to add your favorite things to the yard spaces. An outside shower finishes off the exterior, a Key West ''must''. The interior has the sought after Dade County Pine on the walls, extremely high ceilings, and a large loft where you can stand up at the center. This home has everything you may want in a renovation project, not too big, not too small, just bring your ideas, toolbox and a paint can. Let's get to work on this home before the rest of the world finds out about it! Easy to see.

1102 Whitehead St, Key West

$1,299,999
3 Beds 2 Baths 617537 MLS
Enjoy indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access to the Atlantic and back-country. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. canal-frontage, and a composite dock. Inside the ground-level foyer an oak staircase leads up to the main living area and continues to the upper-level. The main level of this Glenn Gray-designed, 1820 sq. ft. home has quartzite kitchen counters and abundant cabinets, comfortable living and dining areas, washer/dryer, and tile floors. The upper level has the third, primary bedroom with a small refrigerator in the ensuite bath, and another porch with views of neighborhood views and glimpses of Newfound Harbor. A convenient second staircase leads from the large back porch to the back yard and dock. Hardie plank siding, metal roof; some of the upper-level windows are impact-resistant; doors and remaining windows have shutters. Solar-assisted water heater. Although not currently in use, the 2,500-gallon rainwater cistern provides the potential of supplemental water for plants and washing vehicles.

28560 Doubloon Rd, Little Torch

$2,595,000
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

$2,695,000
3 Beds 3 Baths 618608 MLS
A fantastic renovation of a classic Old Town Key West property, blending timeless charm with modern upgrades. First Impressions are made with a wonderful front porch greeting you as you step from your two off street parking spots--or arrive by bicycle & use the separate entrance with dedicated bike storage. Outdoor Living -A complete irrigation system with landscape lighting transforms the grounds into a tropical paradise, with quite the productive mango tree. Enter the privately fenced & gated yard and take a dip in the heated pool, kept sparkling clean & boasting new pool equipment. Rinse off in the outdoor shower, then unwind at the lighted grilling station or one of several spots to relax & dine under the stars. The Kitchen---It is fun, functional & done with the highest quality materials from Hanson & Bringle. A 15 foot impact glass wall opens to the beautifully landscaped yard & a pantry area with a bar sink adds extra prep space alongside the indoor dining area. Storage was thoughtfully designed for maximum efficiency, and an induction cooktop completes the space for those who love to cook. Bedrooms & Living Spaces----The first floor primary bedroom is classic Key West, featuring a Dade County Pine wall & a custom bedroom door. The Hanson & Bringle built-in dresser offers generous drawer space, & there's a walk-in closet. The primary bathroom includes a special shower built for two, with dual shower heads. The living room & hallway have the the original Dade County Pine walls. Upstairs there are two bedrooms, a bathroom & two additional storage closets. A Sonos sound system runs throughout the home. Move-In Ready-----This home is truly move-in ready: a new water heater was installed in late 2025 & a brand new HVAC system went in this past spring 2026. Both interior & exterior were both freshly painted. A storage shed & outdoor fridge round out the practical upgrades. Location-- This home is just a 1/2 block from some of the best shops & restaurants

525 Louisa St, Key West

$1,689,000
4 Beds 3 Baths 618064 MLS
Set on the highly desirable upper end of Eagle Avenue, this four bedroom, three bath home blends timeless charm with a breezy indoor outdoor lifestyle. Arched doorways, plantation shutters, and warm wood floors set the tone, while natural light fills the expansive living spaces. The main living area is centered around a working gas fireplace, creating a welcoming focal point for both everyday living and entertaining. On the main level, you will find three bedrooms, two bathrooms, a formal dining room, and a separate cooks kitchen featuring custom cabinetry, quartz countertops, premium appliances, and a center island. Glass fold back doors open to a covered outdoor living area, pool, and spa, extending the living space outdoors and creating a relaxed courtyard style setting ideal for entertaining or unwinding. Upstairs, the fourth bedroom with ensuite bath offers a private retreat, along with an additional living space and a large finished attic providing exceptional storage. This home provides the perfect opportunity to personalize every space and make it your own. Additional highlights include gated, covered off street parking, tiled walkways, and a fully fenced property for added privacy. Some photos have been virtually enhanced to illustrate potential.

3700 Eagle Ave, Key West

$6,900,000
3 Beds 3 Baths 616520 MLS
Welcome to Casa Mar Azul, a one-of-a-kind oceanfront estate located along the iconic Old Highway in Islamorada — a rare offering with 200 feet of oceanfront shoreline, a private jetty with dockage, and breathtaking panoramic views of the Atlantic Ocean. This elegant coastal retreat blends indoor-outdoor living with an open floor plan and soaring vaulted tongue-and-groove ceilings that bring warmth and character to the airy living space. Floor to ceiling windows and doors lead to an expansive open terrace, where unobstructed ocean views take center stage and sea breezes invite total relaxation. Upstairs, you'll find two spacious bedrooms and two full baths, each thoughtfully designed for comfort and ease. A versatile bonus room opens to a covered lanai that leads directly to your own sandy beach — the perfect spot for morning coffee or sunset gatherings. The private jetty stretches 200 feet into the turquoise waters and offers dockage at the end, ideal for boating, fishing, or simply soaking in the serenity of the sea. Nestled within mature tropical landscaping, this estate offers a sense of seclusion while being just steps or a short bike ride from Islamorada's best — charming restaurants, local boutiques, and vibrant art galleries. Whether you're looking for a serene island escape or a place to entertain in style, this exceptional property captures the spirit of the Florida Keys with timeless charm and coastal elegance. Offered by appointment only — your piece of paradise awaits.

82749 Old Hwy, Islamorada

$1,850,000
4 Beds 3 Baths 616978 MLS
Pool. Space. Privacy. -- Rare Double Lot Living in Key West 1719 Laird Street offers the space and upgrades buyers search for but rarely find in Key West. Set on an oversized double lot, this renovated 4-bedroom, 3-full- bathroom CBS home features generous living spaces, wide hallways, and abundant storage, creating a comfortable layout that feels open, functional, and easy to live in. The bright open-concept living area welcomes natural light and connects seamlessly to the outdoor spaces. Improvements include impact windows and doors, new roof, new A/C system, updated appliances, and a whole-house generator, providing efficiency, security, and storm-ready peace of mind. Step outside to a private tropical backyard oasis featuring a large heated swimming pool, lush landscaping, and a fully fenced yard--ideal for entertaining, relaxing, or enjoying the Key West lifestyle year-round. Located in a desirable residential neighborhood just minutes from Old Town Key West, beaches, boating, dining, and shopping, this move-in-ready property delivers the rare combination of space, privacy, and modern upgrades in one of the island's most sought-after locations. A rare opportunity to own a renovated Key West pool home on an oversized double lot in a great neighborhood.

1719 Laird St, Key West

$4,250,000
4 Beds 4 Baths 617294 MLS
An Oceanfront Masterpiece with Infinite Horizons Commanding a premier position above the crystal-clear waters of the Atlantic, this exceptional open-water estate represents the pinnacle of refined island living. With its highly sought-after southern exposure, 258 W Seaview Circle is immersed in golden sunlight throughout the day, offering uninterrupted panoramic ocean views and the gentle cadence of waves just steps from the residence. Beyond the protective breakwater, a pristine sandy shoreline and natural sandbar unfold—an idyllic extension of your private coastal sanctuary. Designed to seamlessly balance sophisticated entertaining with effortless relaxation, the estate features an impressive 112-foot bi-level dock and seawall, perfectly suited for the discerning boating enthusiast. The oceanfront terrace is anchored by a striking 50-foot lap pool, elevated eight feet above sea level to maximize views and serenity. Framed by a charming Tiki hut, lush tropical landscaping, and curated ambient lighting, the outdoor living spaces transform into an enchanting seaside retreat as evening falls. Inside, classic craftsmanship is paired with modern elegance. This four-bedroom, three-and-a-half-bath residence offers a coral rock fireplace, private elevator, and a generously proportioned gourmet chef's kitchen designed for both everyday indulgence and elevated culinary experiences. Every detail—from the architectural finishes to the meticulously maintained grounds—reflects exceptional care, quality, and pride of ownership. Whether hosting intimate gatherings beneath the stars, savoring tranquil mornings overlooking endless blue horizons, or setting out for a day on the water, 258 W Seaview Circle delivers an unrivaled lifestyle in Duck Key, widely regarded as the Middle Keys' most prestigious enclave. Residents enjoy access to two marinas, watersports, and local dining within this charming, golf cart-friendly island community.

258 W Seaview Cir, Duck Key

$1,100,000
4 Beds 2 Baths 617746 MLS
Nestled within lush tropical landscaping, this unique Key West home offers serene privacy and island charm just minutes from everything. A winding brick pathway leads you through mature palms and gardens to an inviting covered entryway. Inside, the home features spacious open living areas with exposed beam ceilings, a functional kitchen, and two classic tiled bathrooms, including a glass-block walk-in shower, large windows, and natural light throughout. This two-story property also includes a generous outdoor living deck, perfect for relaxing or entertaining, and a tranquil garden setting that feels like your own private retreat. With its solid structure, character-filled details, and endless potential to personalize, this home is an exceptional opportunity for buyers seeking charm, space, and the true island-living experience. A unique opportunity to own a character-filled home with endless potential in a desirable location.

2914 Fogarty Ave, Key West

$799,000
2 Beds 1 Baths 618592 MLS
Nestled in an X flood zone in Old Town , this lovely conch cottage has been well cared for, meticulously maintained and lightly used as a seasonal getaway. The two-bedroom, one-bath residence is fully furnished and move-in ready, offering a perfect blend of charm, comfort, and thoughtful design. Behind the private gate, the home immediately feels welcoming and serene, creating a true island escape. Interior features include bamboo flooring throughout, soaring cathedral ceilings, recessed lighting in every room, and efficient ductless air conditioning. The kitchen and bath are finished with custom wood cabinetry and striking black granite countertops, reflecting quality craftsmanship and timeless style. French doors open from the living area and both bedrooms to outdoor living spaces, seamlessly connecting indoor and outdoor living. Both the front porch and rear patio provide peaceful settings for morning coffee, evening gatherings, or simply enjoying the tropical surroundings. While quietly situated, the property is just a short distance from the vibrant heart of Key West, offering easy access to restaurants, nightlife, shopping, and cultural attractions. This turnkey pied-à-terre delivers the best of island living—privacy, convenience, and undeniable charm—all in one a special place to call home!

1218 Packer St Unit REAR, Key West

$3,495,000
5 Beds 5 Baths 618411 MLS
LOCATION LOCATION LOCATION DIRECTLY ON THE GULF W/ GULF OF AMERICA AND MARINA VIEWS! Welcome to an extraordinary opportunity to own a newly constructed, luxury waterfront residence in the heart of the Florida Keys. Located in the exclusive Emerald Landings community in Marathon, this exceptional home offers breathtaking open-water views, a private 50' boat slip included, and a rare private beach, kayak launch, blending high-end coastal living with unmatched boating convenience. Thoughtfully designed for both luxury and functionality, this stunning property features 5 bedrooms and 5 bathrooms, including two spacious primary suites with private balconies overlooking the water. An open-concept floor plan showcases a chef's kitchen with quartz countertops and waterfall island, seamlessly flowing into the living and dining areas--ideal for entertaining or relaxing with panoramic sunset views. Outdoor living is elevated with a heated resort-style pool, expansive patios, and multiple spaces designed for al fresco dining and sunset gatherings. Premium finishes, coastal-inspired design, and modern technology are found throughout the home, offering a turn-key experience for owners and guests alike.This property is the perfect investment opportunity, boasting a proven short-term rental history and strong income potential, while also serving as an ideal future personal residence for those dreaming of a private retreat in the Keys. Whether used as a high-performing vacation rental, a seasonal escape, or a full-time waterfront home, this property offers unmatched versatility. Centrally located near world-class boating, dining, shopping, and beaches, this rare offering combines luxury, location, and lifestyle--a true Keys dream home with income-producing potential. Being offered furnished.

805 39th St, Marathon

$2,075,000
2 Beds 2 Baths 618666 MLS
What does everyone dream of? The smallest house in the best neighborhood -- and this one delivers. Welcome to easy, breezy living in Port Antigua, where charm, quality, and location come together beautifully. This thoughtfully updated home is being offered fully furnished -- from stylish pieces down to kitchen wares, dishes, and linens -- making your transition to the Keys seamless. Just bring your flip-flops. Impact windows and doors are installed throughout, including three skylights set into the concrete roof, so you can relax knowing your investment is well protected while natural light pours in from above. Upstairs, the open-concept living space feels airy and inviting, perfectly suited for gathering with friends and family. Triple sliding glass doors lead to a spacious second-floor terrace, creating that effortless indoor-outdoor flow we all love about coastal living. A separate laundry room just off the kitchen adds everyday convenience without sacrificing style. Both bedrooms feature their own sliding glass doors to the terrace, welcoming in sunshine and soft island breezes -- a gentle reminder that you're living somewhere special. Downstairs, you'll find abundant storage space and a 70-foot concrete dock complete with a fish-cleaning station and boat lift -- ready for offshore adventures or sunset cruises at a moment's notice. The yard is designed for low-maintenance enjoyment, with river rock and a clean concrete driveway in front, and artificial turf in the back for a lush look without the upkeep. This is the one you've been waiting for -- refined yet relaxed, polished yet playful. A perfectly sized slice of paradise in one of the Keys' most desirable neighborhoods.

121 Lisbon Ct, Islamorada