luxury houses for sale Monroe County, United States (page 4)

The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

Nestled along the pristine shores of Buccaneer Point, this exquisite bayfront estate offers an unparalleled fusion of opulence, tranquility, and sweeping water views, redefining luxury living in the Florida Keys. Perfectly positioned at the tip of the peninsula, this exceptional property offers breathtaking panoramic views of the bay from every major living area. Experience unrivaled privacy and serenity with conservation land bordering the property to the West, ensuring unobstructed vistas and a tranquil setting. This meticulously updated five bedroom, four bathroom estate combines modern elegance with resort-style amenities. The open-concept gourmet kitchen is a chef's delight, featuring high-end appliances, custom cabinetry, and seamless flow into the expansive living and dining spaces—all with stunning water views. A sleek glass elevator provides effortless access to all levels, making every part of this home easily accessible. Step outside to your personal paradise: a lush backyard with low-maintenance turf, a custom putting green, and an in ground pool equipped with heaters for year-round comfort. Boating enthusiasts will appreciate the 15,000-pound boat lift, offering direct access to the bay for endless adventures on the water. Additional highlights include a spacious two-car garage, ample storage, and a quiet cul-de-sac location that ensures privacy. Whether you're relaxing poolside, savoring sunsets from the expansive balcony, or entertaining guests in style, this home truly embodies the ultimate in luxury coastal living. Don't miss the rare opportunity to own this spectacular bayfront retreat in coveted Buccaneer Point Estates—schedule your private showing today!

Step back in time and experience the charm of Old Florida in this 1934 historic cottage, one of the oldest homes in the Old Tavernier subdivision. Lovingly maintained and showcasing superior wood craftsmanship, this adorable 1-bedroom, 1-bath residence offers timeless appeal. The home sits on a spacious, fenced lot, creating a private backyard oasis surrounded by mature trees, perfect for relaxing or entertaining outdoors. Inside, warm wood finishes and classic design details speak to the home's storied past, while thoughtful care and upkeep make it move-in ready. Located in the heart of Tavernier, this property offers easy access to neighborhood beaches and a local boat ramp, as well as restaurants, coffee shops, grocery stores, the hospital, and a movie theater, all just moments away. The quiet streets of Old Tavernier invite leisurely strolls or bike rides through this beloved, character-rich community. A rare opportunity to own a piece of Keys history and enjoy the authentic island lifestyle that never goes out of style.

Welcome to 16 Seaside, an extraordinary oceanfront estate showcasing the perfect balance of modern design, functionality, and refined coastal living. This newly constructed residence is situated on a protected private basin offering the rare, secure deep-water dockage with a sandy peninsula. The private basin provides parking for up to six vessels, each equipped with shore power and water, making it a boater's dream. Spanning 6,585 square feet under air, the home features seven bedrooms, seven en-suite baths, and two half baths, including dual primary suites designed for multi-generational living or guest privacy. The interior exudes modern luxury with a custom chef's kitchen, climate-controlled wine cellar, multi-level elevator, four-zone AC system, and comprehensive smart-home automation managing lighting, audio, climate, pool, and security. Every detail was curated for seamless living and entertaining, from the expansive third-floor entertainment suite overlooking the ocean to the open-concept living spaces lined with glass doors and terraces capturing panoramic views. Outdoors, enjoy a resort-style pool and spa, covered summer kitchen, and a tiki hut on your private sandy beach framed by lush landscaping and privacy fencing. Seven balconies provide stunning vantage points, while an automatic entry gate and approximately 2,500 square feet of covered parking offer security and convenience. Built to last with reinforced, poured concrete construction, impact glass, and a whole-home generator, this residence combines elegance with durability. Set on a .48-acre double lot with flexible suburban/commercial zoning ideal for 1031 exchange investors, 16 Seaside delivers unmatched versatility and long-term value. Located just one hour from Miami, this exceptional Key Largo waterfront estate embodies the essence of the Florida Keys lifestyle, where oceanfront serenity, modern craftsmanship, and world-class boating converge in one remarkable private estate sized property.

This exceptional waterfront home is ideally positioned to capture stunning panoramic water views. Meticulous craftsmanship is evident throughout, highlighted by a chef's kitchen with granite-topped islands and a butler's pantry with two wine coolers. First-floor master suite with beautiful water views. Four elegantly appointed guest suites offer luxurious en-suite baths. Experience the best of outdoor entertaining with covered living spaces and a summer kitchen. The property boasts 139 feet of seawall, accommodating multiple boats and water toys, complete with a boat lift. The beautiful screened pool patio creates an inviting outdoor living area. The expansive 2,685 SF garage provides ample space for vehicles and a possible game room, making this the perfect family retreat to enjoy all the Florida Keys has to offer. Quick access to the Bay for beautiful sunset cruises. Located on a quiet cul-de-sac with ultimate privacy.

Welcome to 600 Coral Lane – A Private Hawaiian-Inspired Luxury Estate. Nestled on a rare double lot at the end of a cul-de-sac, this breathtaking six bedroom en-suite estate offers privacy, elegance, and effortless coastal living. The Hawaiian-Inspired architecture features a unique 4-pod design ensuring spacious, private living, while simultaneously providing a plethora of entertaining space with breathtaking peekaboo views of the Atlantic Ocean. Glass sliding pocket doors throughout this home seamlessly blend indoor and outdoor living. Step into a 2,200 sq. ft. outdoor oasis, where a 60 foot free-form pool, cascading waterfall, a permanent gazebo, and a gourmet summer kitchen set the stage for unparalleled relaxation. Inside, luxury abounds with hand-carved entrance doors, single-quarry tile floors, a grand dining room, and an elevator. Energy-efficient features include five-zone HVAC, dual water heaters, a whole-house generator with two 500-gallon propane tanks, and a solar-friendly design. Additional highlights include wine storage with dedicated temperature control, automated irrigation, a mosquito-repelling system, and riparian rights for unmatched privacy. Minutes from the Member's Fitness Center & Spa and the Academy at Ocean Reef, this coastal retreat offers modern comforts with unprecedented privacy and tranquility. Experience paradise at 600 Coral Lane.

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.

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.

Positioned in the heart of Ocean Reef Club, 13 Angelfish Cay Drive offers the rare combination of ocean views, protected dockage, and exceptional newer construction. Built in 2018 by renowned builder TriTech, this beautifully crafted residence sits on a generous 17,200 square foot lot with over 100 feet of protected canal dockage, providing effortless access to the blue waters of the Atlantic for world-class fishing, diving, and snorkeling. Designed to capture natural light and cooling ocean breezes throughout the day, the home enjoys a wonderful sense of openness and flow. A dramatic two-story foyer welcomes you inside, where a sweeping staircase and soft coastal palette set the tone for the refined yet relaxed interiors that follow. The living room is warm and inviting, highlighted by elegant coffered ceilings, custom built-in cabinetry framing the fireplace, and expansive impact glass doors that open to the pool terrace, seamlessly blending indoor and outdoor living. The well-appointed kitchen enjoys some of the home’s most captivating views, anchored by a striking light blue island and complemented by stone countertops in ocean-inspired hues, a spacious walk-in pantry, and a custom-built bar designed for entertaining. The first-floor primary suite offers a private retreat with its own office, a spa-inspired bath with oversized shower and dual vanities, and direct access to the outdoor living spaces. Upstairs, three guest suites with ensuite baths and 9-foot ceilings open onto a generous balcony overlooking the water. Laundry rooms on both levels and a private elevator provide everyday convenience. Outside, covered terraces frame a beautiful swimming pool and spa, accompanied by a fully equipped outdoor kitchen, cabana bath, and outdoor shower surrounded by lush tropical landscaping. Additional highlights include a large garage with abundant storage for fishing gear and golf equipment, a circular driveway, and one of Ocean Reef’s most desirable central locations.

Situated in the desirable Channel Cay neighborhood, this 33,964-square-foot property offers a rare opportunity to enjoy the very best of Ocean Reef living. Centrally located and exceptionally private, the home boasts long canal views, western exposure for spectacular sunsets, and protected dockage with immediate boating access to both the Atlantic Ocean and Florida Bay—ideal for offshore fishing, diving, and snorkeling. Designed with space and comfort in mind, the residence features five bedrooms and six and a half bathrooms, including a generously sized primary suite complete with dual bathrooms, oversized walk-in closets, and a private office. This home is well-suited for multigenerational living, offering room for everyone to relax and unwind. A dedicated movie theater, game room, and wine room provide spaces for entertainment and leisure, while an oversized garage accommodates multiple vehicles and golf carts with ease. The heart of the home is an open-concept living area with vaulted ceilings, a fireplace, and impact glass sliders that frame the water views and open to the pool terrace. The gourmet kitchen is equipped for serious cooking and connects effortlessly to the formal dining area and living room. Multiple covered outdoor areas, a summer kitchen, and a large pool create an ideal setting for both entertaining and everyday enjoyment. This home is positioned just minutes from the best of Ocean Reef's renowned amenities, including a 175-slip marina, two championship golf courses, tennis and pickleball courts, a private airstrip, dining options, and a cultural center. Offering a perfect blend of privacy, functionality, and location, this is a rare offering in one of the most unique communities in the country.

Experience Florida Keys waterfront living in this beautifully updated residence in Harbor Village on Duck Key. This desirable property includes a deeded dock slip located directly behind the home, offering convenient, immediate access for boating and water activities with quick ocean access. The home features a light-filled, coastal-inspired floor plan with inviting living spaces and water views that enhance the relaxed island lifestyle. Enjoy seamless indoor-outdoor living with a private outdoor area overlooking the canal, ideal for morning coffee, entertaining, or unwinding after a day on the water. Located within the sought-after Hawks Cay Resort community, owners enjoy a resort-style setting with access to nearby amenities including boating, dining, and recreational offerings. This property presents an excellent opportunity for a second home, vacation retreat, or income-producing investment in one of Duck Key's most desirable waterfront communities.

A refined expression of waterfront living, this six-bedroom, four-bath residence is set on a desirable over ½ acre lot with panoramic water views from every room. Offering 220+ linear feet of concrete dockage with three boat lifts, the property is exceptionally suited for large vessels with effortless access to the open Florida Bay/Gulf or Ocean via Channel 5 bridge. Two separate parcels are included in this sale, opening up future options for the fortunate owner who resides here. Completely renovated in 2020, the home presents a clean, contemporary aesthetic with Viking appliances, bespoke finishes, and a subtle, neutral palette inspired by the flowing surrounding turquoise waters. A custom saltwater pool equipped with both heater and chiller provides year-round enjoyment for everyone. This Safety Harbor residence delivers both elegance and function for the discerning boater or sunset lover. Impeccably maintained and move-in ready, it offers a rare combination of low-maintenance living, thoughtful design, quiet living, and enduring appeal in the Florida Keys. Private showings available by appointment.

Welcome to a rare and exceptional homesite steps from the beach. Perfectly positioned on a coveted corner lot just steps from the ocean and Buccaneer Island, this property presents an incredible opportunity in one of Ocean Reef's most desirable neighborhoods. The lot offers endless potential to create a legacy home in a premier coastal setting. Currently, a charming, sun-filled cottage sits on the property—a 2-bedroom, 2-bath residence with an additional den that could be used as a 3rd bedroom—ideal for immediate enjoyment while you thoughtfully plan your custom renovation or future new construction. Light, airy, and undeniably “Keysey,” this is the property for you! Villa Cay is prized for its unbeatable proximity to the ocean and its walkable access to Ocean Reef's world-class amenities, making this location especially compelling for those seeking both lifestyle and long-term value. This is a rare chance to secure an extraordinary lot, enjoy a delightful cottage now, and build something truly special for generations to come. About Ocean Reef: Ocean Reef Club is a private, 2,500-acre club community located at the northern tip of Key Largo, offering one of the most comprehensive and exclusive lifestyles in the country. Members enjoy two championship golf courses, a 175-slip marina, private airport, tennis and pickleball facilities, spa and fitness center, diverse dining and boutique shopping, medical center, school, and a private beach on Buccaneer Island—all within a secure, private club/resort style environment.

A modern sanctuary on the water, this newly built Key Largo residence blends sleek design with timeless coastal living. Rising three stories and offering six bedrooms and five bathrooms, the home spans 4,787 square feet of refined interiors and effortless outdoor living. Designed for both relaxation and entertaining, its open spaces flow seamlessly from indoors to out. From the rooftop deck and second-story terrace, sweeping views of the open ocean create an endless backdrop of blue. The infinity-edge inground pool is framed by swaying palms and tropical landscaping, complete with a sun shelf, submerged bar seating, and a bench with soothing massage jets. A covered summer kitchen on the third-floor terrace invites alfresco dining, while the 70-foot deep water concrete dock and seawall with a 20K boat lift provides room for multiple vessels, ensuring direct access to the open waters. Inside, thoughtful details abound. The gourmet kitchen centers around a striking island that anchors the main living space—ideal for casual mornings or lively gatherings. A custom glass wine storage display holds 300+ bottles in a striking, climate-controlled showcase, while a theater room offers cinematic nights at home. The versatile game room easily transforms into a full gym or private office, creating a residence that adapts to your lifestyle. A private elevator lift connects all three levels with ease, ensuring every space is accessible and convenient. Floor-to-ceiling glass doors bathe the home in natural light, highlighting the crisp lines and modern finishes throughout. With its generous scale, oceanfront vantage, and refined amenities, this home is a statement of simplistic luxury—a private retreat designed for living well on the water.

Welcome to ''Sea-Esta, an exceptional, premier 3-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for everyday use and entertaining, while each bedroom suite offers privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, and landscaped grounds. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from resort infrastructure just moments away. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a rental income opportunity, or a long-term hold in one of the Florida Keys' most established resort communities. Quiet, secure, and impeccably positioned.

Welcome to ''The Lookout, a premier four-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, and landscaped grounds. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from resort infrastructure just moments away. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a rental income opportunity, or a long-term hold in one of the Florida Keys' most established resort communities. Quiet, secure, and impeccably positioned.

The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

Gracious waterfront living awaits at 15 Harbor Island Drive, a spacious 5,400 sq. ft. family retreat tucked within one of Ocean Reef's most private and picturesque neighborhoods. Located on a quiet street surrounded by sparkling canals, this two-story residence offers exceptional indoor–outdoor living and an ideal layout for both multi-generational families and effortless entertaining. The home features five en-suite bedrooms, including a grand first-floor primary suite with soaring ceilings, dual walk-in closets, and two full baths. Sliders open directly to the pool deck, creating a serene extension of the suite. A second guest suite is also located on the main level, along with a separate laundry room and a private office for quiet productivity. A formal living room, dining room, and media room provide multiple gathering spaces, while the open-concept family room seamlessly blends the gourmet kitchen, dining area, and separate wet bar with the expansive pool patio. Custom millwork, crown molding, marble floors, and thoughtful architectural details create a sense of understated sophistication throughout. Upstairs, a striking iron-and-brass staircase leads to three additional guest suites and a spacious media room with a built-in Murphy bed for overflow guests—ideal for larger families and holiday gatherings. Boaters will appreciate the 75' dock system, complete with a fixed dock, floating dock, and lift suitable for large center consoles. Impact windows, a three-car garage, courtyard entry, and pavered circular driveway add to the home's ease of living. Whether hosting outdoor dinners on the covered pool patio, enjoying peaceful afternoons by the water, or setting out for a day on the ocean, this Harbor Island residence offers the finest in private waterfront living at Ocean Reef.

Discover a rare opportunity to own an exceptional oceanfront estate in the heart of Islamorada that seamlessly combines luxury living with an established, successful vacation rental history. Situated on 1.82 private acres with approximately 225 feet of ocean frontage, this Residential Estate-zoned property is currently licensed for legal 7-day vacation rentals, making it one of the limited number of properties within the Village of Islamorada offering this highly sought-after privilege. With a documented history as a successful income-producing vacation rental, this property offers the opportunity to enjoy an extraordinary Florida Keys lifestyle, while rental income may help offset the costs of ownership. A gated entrance welcomes you through a majestic Royal Palm-lined circular driveway to an impressive, covered portico. Inside, a dramatic foyer and elegant wrought-iron staircase set the tone for a home featuring five spacious bedrooms, four beautifully appointed bathrooms, and breathtaking ocean views throughout. Enjoy spectacular sunrises from the observation pier or relax year-round in the heated and chilled saltwater pool. The home is beautifully appointed with quartz countertops, premium appliances, impact-resistant windows, and exceptional craftsmanship throughout. Whether you're seeking a luxurious private residence or a proven income-producing property to help offset costs, this ideal combination of both is a remarkable Islamorada estate that offers an exceptional blend of privacy, oceanfront beauty, and one of the most desirable licensed weekly vacation rental opportunities in the Florida Keys.

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 iconic 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.

Welcome to this spacious canal-front retreat set on an oversized half-acre lot with endless potential. This four-bedroom, 2,605 sq ft home offers a rare combination of water access, outdoor living, and privacy. Enjoy genuine Florida Keys living with a private concrete boat ramp, a dock, and direct canal access leading to mangrove-lined creeks and open water just minutes away. Whether you're exploring by paddleboard or kayak, or heading out on your boat to world-class fishing and diving, this location makes it effortless. The backyard is designed for relaxation and connection, featuring a pool, spa, and multiple outdoor patio areas, all surrounded by lush, mature tropical landscaping. Inside, the home features a renovated kitchen, bright open living spaces, and a large enclosed back porch that extends your living area and overlooks the pool, spa, and canal. With four bedrooms, generous square footage, and seamless indoor-outdoor flow, the home is ideal as a primary residence, seasonal getaway, or investment property with tremendous upside. Located just minutes from Key West yet surrounded by the peace and natural beauty of Sugarloaf, this property offers the best of both worlds: space, privacy, and direct water access that's hard to find, along with the freedom to create your ideal island retreat.

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, 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 5,000Lbs. 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. Whether as 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.

Hawks Cay Resort Villa - Luxury, Lifestyle & Investment Potential. NIGHTLY RENTALS ALLOWED. This beautiful 2-bedroom, 1.5-bathroom end-unit villa is your gateway to paradise in the highly desirable Hawks Cay Resort. Perfectly positioned for both personal enjoyment and income generation, this property offers the best of both worlds: a tropical retreat and a savvy investment. • Prime Location: End-unit villa in Hawks Cay Resort, one of the Florida Keys' most sought-after destinations. • Upgraded Features: Impact windows & doors, metal roof, tile throughout, stainless steel appliances, and granite countertops. • Turnkey Condition: ready for immediate income generation or personal enjoyment. • Proven Performance: Comes with an outstanding rental history, making it an ideal short-term rental investment. • Nightly Rentals Allowed: Flexibility to maximize occupancy and income potential. Tax Advantages: Owning a short-term rental property has never been more financially attractive. The recently passed legislation provides powerful tax incentives for STR owners: • 100% Bonus Depreciation Restored: Investors can immediately expense qualifying assets like appliances, furnishings, and renovations—accelerating deductions and reducing taxable income. • Permanent 20% Qualified Business Income (QBI) Deduction: Structured as an LLC or S-Corp, owners can deduct up to 20% of qualified rental income annually, boosting long-term profitability. • 1031 Exchanges Protected: Investors can continue deferring capital gains when swapping properties, preserving portfolio flexibility. • Enhanced SALT Cap: Raised from $10,000 to $40,000, making high-tax states more attractive for STR investment. These provisions mean better cash flow, faster growth, and stronger ROI for savvy investors who act now. Imagine waking up to the serene beauty of the Florida Keys, enjoying resort amenities, and knowing the villa is working for you even when you're away.

Charming oceanfront cottage located in the historic district of Tavernier. This three-bedroom, two-and-a-half-bath residence features vaulted ceilings, French doors, and a white-washed coastal aesthetic that complements its breathtaking setting. Enjoy panoramic, sparkling ocean views and unforgettable sunrises from the expansive open porch spanning the entire oceanside of the home, with access from both the primary suite and a guest bedroom. Additional highlights include deep-water dockage, impact windows and doors, and enclosed ground-level storage—ideal for island living.

This absolutely stunning 5-bedroom, 5-bathroom home, re-imagined and built brand new in 2023, offers 3,062 sq. ft. of luxurious living space on a 5,040 sq. ft. lot. Featuring 9' ceilings, custom wood cabinetry, porcelain wood-style and LVT flooring, a 17-foot island seating 8, the head chef's kitchen is equipped with professional-grade appliances, including a 36'' gas stove & vented hood, and wine fridge. The master suite boasts a walk-in closet and spa-like wet-room bathroom with dual shower-heads, claw-foot tub, and dual vanities. Additionally there are laundry spaces on each floor, ample storage, attic space and underneath the home. impact-resistant windows, spray foam insulation, aluminum standing seam double strapped roof, and a future-proof design that exceeds building codes, this home is built to last. The backyard includes a heated pool, thatched chickee hut, and privacy landscaping. Upon entry you will be in awe throughout of the linear symmetry, meticulous craftsmanship and no detail overlooked which makes this a true gem.