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luxury seaside houses for sale Monroe County, United States

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Seaside house with pool and garden Marathon (United States)

Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 750' feet of direct, open Gulf frontage, you'll enjoy spectacular sunrises and sunsets from nearly every vantage point, including a charming sunset gazebo overlooking the iconic Seven Mile Bridge in the distance. The custom Mediterranean-style residence captures the essence of resort living with expansive pavered patios, sparkling elevated pool, and spacious lounging areas absolutely perfect for entertaining against a stunning Gulf backdrop. Five protected basin docks provide sheltered boating access in the marina, while terraced tropical gardens cascade toward the water, lined with mature palms and lush landscaping for a serene coastal ambiance. Inside, soaring cathedral ceilings, wood plantation shutters, and an airy great room with real coral fireplace showcase timeless Keys craftsmanship. The split-bedroom layout ensures privacy, with a luxurious master suite featuring dual closets and skylit bath, plus separate guest quarters. Additional highlights include an elevator, 12,000-gallon cistern, huge garage for cars and golf carts, and a large lower-level storage area with workbenches, pool table, and extra laundry facilities. This gated community, with unique architecture, fewer lots, limited rentals and higher quality restrictions help to sustain a premium and private feel. Only minutes from the Marathon Airport, this one-of-a-kind estate combines open-water grandeur with island tranquility, a true Florida Keys sanctuary.

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$4,650,000
227
3bedrooms
4bathrooms
land 3,521

By Ocean Sotheby's International Realty

50
Video

Seaside house with pool and garden Islamorada (United States)

Escape to Palm Paradise, a breathtaking oceanfront estate on 7.64 private acres in Islamorada, offering 369 feet of shoreline and sweeping Atlantic views. Tucked behind gates on Plantation Key, this secluded retreat combines lush tropical landscaping with unmatched privacy for the ultimate island escape. The 8,988-square-foot main residence showcases exceptional craftsmanship and thoughtful design. One wing features a dramatic two-story primary suite with a private office, while the opposite wing includes four additional bedrooms and four bathrooms across two levels. A separate two-bedroom guest house provides extra space for visitors, and a whole-house generator adds convenience and peace of mind. Inside, custom woodwork, coffered ceilings, built-ins, and high-end finishes create a warm yet refined atmosphere. Amenities include a chef's kitchen, wine cellar, private gym, elevator, and seamless indoor-outdoor living spaces ideal for entertaining or relaxing by the water. Resort-style outdoor features include a custom pool, tiki bar, outdoor kitchen, beachside fire pit, putting green, observation pier, and a lighted tennis court with cabana. Convenient access by seaplane, helicopter, or a 90-minute drive from Miami makes travel effortless. Perfect for boating enthusiasts, the estate is near dockage and concierge dry storage options. Located in the heart of Islamorada, Palm Paradise offers easy access to world-class fishing, boating, dining, and the laid-back luxury of the Florida Keys. Offered at $26.4M, Palm Paradise is a rare opportunity to own a private waterfront compound ideal for luxury living, family retreats, or executive escapes.

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$26,400,000
835
7bedrooms
10bathrooms
land 3.1ha

By Ocean Sotheby's International Realty

24

Seaside house with pool and garden Key West (United States)

Step inside your perfect Key West condo! This 2 bedroom and 2 full bathroom condo offers the best of Key West living! A split bedroom floor plan makes this ideal for guests or multi family living. The balcony offers peaceful views of the Salt Ponds and a great space to relax. The wonderfully maintained grounds offer a newly renovated swimming pool, a tennis court and BBQ area. Smathers Beach is just a short bike ride / walk away and the path offers a great spot for morning walks by the ocean. Your own private covered parking bay affords quick access to the elevator. Call for your private showing and make this your Key West home today!

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$539,000
72
2bedrooms
2bathrooms

By Ocean Sotheby's International Realty

50
Video

Seaside house with pool and garden Islamorada (United States)

A private sanctuary of coastal sophistication, The Oasis offers two residences spanning 2.85 meticulously landscaped acres with over 400 feet of pristine waterfront and a protected deepwater basin. Designed for elevated living, The Oasis blends resort-style amenities with the privacy and scale of a true Florida Keys compound. The grand porte-cochère entry sets the tone, leading to a single-level main residence with soaring ceilings, white oak floors, and 12' retractable glass walls that frame sweeping ocean views. The chef's kitchen is anchored by a Calacatta marble island, Thermador appliances, and a walk-in pantry, opening to a spacious great room and dining area ideal for entertaining. The main home features four bedrooms, six full bathrooms, and a soundproof theater room. The primary suite is a private retreat with a fireplace, dual walk-in closets, a safe room, and a spa-inspired bath with a steam shower. Each additional bedroom includes an en suite bath, private balcony, and ocean views. A detached guest house offers two additional bedrooms and bathrooms, creating a total of six bedrooms across the estate with endless space for expansion. The summer kitchen, alfresco dining areas, and multiple lounging terraces offer seamless indoor-outdoor living. The deepwater basin accommodates larger vessels and provides quick access to the Atlantic and Bay. Amenities rival a private resort: soundproof theater, fitness center with sauna, golf simulator, and two resort-style pools—each with a spa, sun deck, and outdoor entertaining spaces. Discreetly luxurious and effortlessly livable, The Oasis redefines waterfront living in the Florida Keys. Designed for ultimate security and safety, this home was built to provide unmatched peace of mind. Every element was designed with meticulous attention to detail and an uncompromising commitment to quality. The Oasis is not just a residence—it is a lifestyle statement in one of the Florida Keys' most desirable locations.

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$18,999,000
622
6bedrooms
8bathrooms
land 1.2ha

By Ocean Sotheby's International Realty

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Seaside house with pool and terrace Islamorada (United States)

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.

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$4,750,000
378
5bedrooms
5bathrooms
land 688

By Ocean Sotheby's International Realty

50

Seaside house with garden and terrace Summerland Key (United States)

Experience the perfect blend of character, durability, and Keys style at this quintessential cottage on the oceanside of Summerland Key. This thoughtfully crafted home welcomes you with the warmth of original Miami-Dade cypress floors and soaring ceilings that fill the interior with a sense of openness and timeless charm. Designed for peace of mind, the property boasts a metal roof, Hardie board siding, and upgraded impact windows and doors, ensuring both storm protection and long-lasting quality. Inside, the recently renovated retro-inspired kitchen takes center stage with teal blue appliances that add a playful splash of vintage appeal. Spacious living areas flow seamlessly to the screened waterside porch, where sweeping ocean views provide the ultimate backdrop for relaxing afternoons and entertaining guests. The bathrooms have been tastefully updated with custom tile and finishes, blending coastal elegance with modern function. Outdoors, a brand-new 100-foot-long pier dock with 10K lift stretches across turquoise waters, creating the perfect launch point for your boat, paddleboards, or evening sunset strolls. A separate outbuilding offers incredible flexibility—ideal as a workshop, anglers' room, or bonus storage for all your fishing and diving gear, plus an additional storage shed. Tropical landscaping enhances the property, while the serene oceanside setting offers quick access to deep water for world-class fishing, diving, and island-hopping adventures. Whether you're seeking a primary residence, an island escape, or a vacation investment, this Summerland Key retreat delivers it all—original craftsmanship, modern upgrades, and the unmatched beauty of living directly on the ocean. It's a rare opportunity to own a home that truly embodies the Keys lifestyle!

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$1,395,000
129
2bedrooms
2bathrooms
land 587

By Ocean Sotheby's International Realty

50
Video

Seaside house with pool and garden Marathon (United States)

Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key with expansive water views, white sand beach, and a true resort-style experience in the Florida Keys. An exceptional investment opportunity, Casa Feliz is a strong producing vacation rental with rental history and future bookings already in place. Set on over 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, this exceptional estate is designed for both relaxation and entertaining. A 148-foot observation dock invites kayaking, paddleboarding, fishing, and endless enjoyment of marine life, while the unique orientation captures both breathtaking sunrise and sunset views over the water, a rare and coveted feature in the Keys. Outdoor living is elevated with a resort-style saltwater pool featuring cascading waterfalls, spillover spa, and fully equipped poolside cabana complete with wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit create the ultimate setting for entertaining or unwinding beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was thoughtfully redesigned to maximize sweeping ocean views from nearly every room. Offering four custom bedroom suites, each with private en-suite bath, the home comfortably accommodates guests in luxury. The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Expansive accordion impact glass doors seamlessly blend indoor and outdoor living throughout. The gourmet kitchen showcases Café appliances, induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas ideal for hosting. Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, local artist mural, and more. Discover why Grassy Key is the place to be.

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$3,995,000
226
4bedrooms
4bathrooms
land 3,440

By Ocean Sotheby's International Realty

50

Seaside house with pool and garden Islamorada (United States)

Impeccably Designed Islamorada Waterfront Retreat! Welcome to your private island oasis! This stunning 3BR/3BA solid concrete waterfront home on Lower Matecumbe Key combines comfort and style with the ultimate Florida Keys lifestyle. Beautifully updated, this turnkey residence is move-in ready for immediate enjoyment. The inviting floor plan features a well-appointed kitchen with quartz countertops and stainless appliances with open living concept, a spacious primary en suite, and a versatile downstairs guest suite with bedroom and living area--perfect for hosting family and friends or creating your own private retreat. Situated on a canal with immediate ocean access, the property includes 75 feet of concrete dockage with boat lift for the boating enthusiast. The resort-style backyard is designed for endless entertaining with a heated pool, expansive sun deck, screened porch, and multiple indoor-outdoor living spaces--your personal vacation paradise. Located just minutes from Islamorada's acclaimed restaurants, local marinas, world-class fishing, and island attractions, this exceptional home offers the perfect balance of waterfront tranquility and vibrant Keys living. Whether you're lounging poolside, departing for a day on the water, or gathering with loved ones, every day feels like a getaway. Low Flood Insurance currently $2075 available to transfer.

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$2,250,000
197
3bedrooms
3bathrooms
land 688

By Ocean Sotheby's International Realty

50
Video

Seaside house with pool and garden Key Largo (United States)

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.

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$11,995,000
612
7bedrooms
9bathrooms
land 1,942

By Ocean Sotheby's International Realty

50

Seaside house with pool Duck Key (United States)

Experience refined oceanfront living on sought-after Duck Key. This double lot estate offers 138 feet of protected deepwater dockage, complete with a solid concrete seawall designed to accommodate a sportfishing yacht, multiple center consoles, and all of your waterfront lifestyle needs. A true boater's paradise, this property offers both privacy and exceptional access to the Atlantic Ocean. The fully remodeled residence is constructed of concrete with a new roof. Inside, seven spacious bedrooms and six bathrooms provide ample accommodations for family and guests. Coastal-inspired interiors feature wood-look tile flooring throughout, woven statement light fixtures, and soaring ceilings with exposed beams and pecky cypress accents. Expansive impact windows and doors frame sweeping ocean views, bringing natural light into nearly every room. The gourmet kitchen anchors the main living space as the heart of the home, with a striking 12' island that creates the perfect setting for gatherings. Outfitted with top-of-the-line appliances, this space is equally suited for everyday living with family or hosting unforgettable evenings of entertaining. Spa-like marble bathrooms further elevate the home, blending comfort with luxury. Designed for both style and function, the property also offers a rare 4+ car garage and abundant storage. Outdoors, a sparkling pool invites afternoons in the sun, while the expansive double lot offers unmatched opportunities for expansion. Whether envisioning a private guest house, a tennis or pickleball court, or exploring the option to build and sell, this rare property provides endless possibilities for both personal enjoyment and investment potential—an uncommon luxury in the Florida Keys. Balancing modern sophistication with coastal simplicity, this sanctuary captures the essence of waterfront living from sunrise over the Atlantic to evenings by the water, in one of the most desirable neighborhoods in the Florida Keys.

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$7,499,000
372
7bedrooms
6bathrooms
land 3,076

By Ocean Sotheby's International Realty

46

Seaside house Duck Key (United States)

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.

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$1,300,000
137
3bedrooms
3bathrooms
land 121

By Ocean Sotheby's International Realty

50

Seaside house with pool and garden Key Colony Beach (United States)

Experience Key Colony Point with sweeping ocean views and unforgettable sunsets from both levels of this beautifully updated end-unit oceanfront residence in Key Colony Beach— a true gem of the Florida Keys. With a coveted corner location, this residence is wrapped in extra windows and natural light, creating a bright, airy coastal atmosphere you'll feel the moment you walk in. The spacious primary suite is a private retreat, featuring an extended sitting area on the enclosed balcony with mesmerizing blue-water and sunset views, a custom-designed bath, and a generous walk-in closet. Two large guest bedrooms provide comfort and privacy for family and friends, making hosting effortless. At the heart of the home, the gourmet kitchen offers abundant cabinetry and stunning granite countertops, flowing seamlessly into the sun-filled living and dining areas. A wet bar and panoramic ocean backdrop set the stage for easy entertaining, sunset cocktails, or quiet mornings with the sound of the waves. Whether you're seeking a full-time island residence, a seasonal escape, or a strong vacation rental investment, this delivers. The impeccably maintained community of just 31 condos and townhomes offers resort-style amenities, including a large oceanfront pool with expansive sun decks, a fishing pier with postcard-worthy sunsets, grilling and private lounging areas, covered garage parking, bike and kayak storage, guest parking, shuffleboard, and tennis/pickleball courts. Perfectly located near marinas, dining, shopping, and local attractions, this light-filled end unit offers the best of oceanfront living—privacy, views, and the effortless Florida Keys lifestyle you've been waiting for. It is a licensed 7-day rental with rental history.

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$950,000
179
3bedrooms
3bathrooms

By Ocean Sotheby's International Realty

50
Video

Seaside house with pool and terrace Key Largo (United States)

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.

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$5,250,000
445
6bedrooms
5bathrooms

By Ocean Sotheby's International Realty

43

Seaside house with pool and garden Key Colony Beach (United States)

This waterfront residence in Key Colony Beach offers the perfect blend of refined comfort, thoughtful design, and effortless island living. Lovingly owned, gently used, and never rented, the home reflects true pride of ownership throughout. An elevator, updated kitchen, and custom baths set the stage, while soaring wood ceilings and an open-concept kitchen, dining, and living area create a light-filled space that flows seamlessly through stackable sliders to a spacious screened porchâ€''ideal for entertaining or unwinding in the coastal breeze. The generous primary suite is a private retreat with porch access and a skylit spa-style bath featuring a jetted tub, walk-in tiled shower, and dual vanities. The lower level is designed for true indoor-outdoor living, featuring a custom, inground swimming pool surrounded by elegant marble decking, along with expansive covered and uncovered paved patios. Mature tropical landscaping enhances privacy, while ample covered and uncovered parking adds everyday convenience. Boaters will love the 37.5-foot dock with boat lift, located on a wide, deep canal with quick, easy access, just minutes to both the open ocean and the Gulf via Vaca Cut. A permitted third full bathroom on the lower level sits next to a large, air-conditioned storage area with sliders that open directly to the patio and dock, making it ideal as an angler's room for fishing gear and water toys. Key Colony Beach is one of the Florida Keys' most desirable island communities, known for its wide, walkable streets, city-maintained infrastructure, and relaxed coastal charm. Residents enjoy access to marinas, a nine-hole golf course, tennis and pickleball courts, playgrounds, dining, and waterfront sunset parksâ€''all just steps or a short bike ride away. Perfectly positioned in the Middle Keys, Key Colony Beach offers a rare combination of small-town island living, world-class boating, and easy access to Marathon's shopping, dining, and local airport.

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$1,495,000
109
2bedrooms
3bathrooms
land 383

By Ocean Sotheby's International Realty

50
Video

Seaside house Key Largo (United States)

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.

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$3,350,000
143
3bedrooms
3bathrooms
land 1,214

By Ocean Sotheby's International Realty

50

Seaside house with pool and terrace Key Colony Beach (United States)

Experience sweeping ocean views and breathtaking sunsets, from both floors of living in this beautifully updated oceanfront residence in Key Colony Beach—the gem of the Florida Keys. The spacious primary suite features an extended living area on the enclosed balcony with amazing blue water & sunset views, a custom bath, and a generous walk-in closet. Two large guest bedrooms offer comfort and privacy for family or visitors. The gourmet kitchen boasts abundant cabinetry, stunning granite countertops, and opens to a light-filled living and dining area complete with a wet bar and panoramic ocean vistas—perfect for entertaining. This home suits any lifestyle: a high-performing vacation rental, a seasonal retreat for snowbirds, or a full-time residence in a meticulously maintained community of just 31 condos and townhomes. Enjoy resort-style amenities including a large oceanfront pool surrounded by expansive sun decks, a fishing pier with breathtaking sunset views, grilling and private lounging areas, covered parking garage, bike and kayak storage, plus guest parking, shuffleboard, and tennis/pickleball courts. Ideally located near marinas, restaurants, shopping, and local attractions, your island dream awaits in paradise.

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$899,000
179
3bedrooms
3bathrooms

By Ocean Sotheby's International Realty

50
Video

Seaside contemporary house with pool and garden Islamorada (United States)

Commanding 170 feet of private Florida Bay frontage and situated on over an acre of precious Islamorada land, Eagle Point is a contemporary coastal estate that captures the essence of refined waterfront living. Designed for both serenity and sophistication, the residence blends clean architectural lines with the natural beauty of its tropical surroundings. Gated and beautifully landscaped, the property opens to sweeping open-water vistas framed by swaying palms and fruit trees orchard upon your entrance. Expansive glass walls flood the interiors with natural light, connecting elegant living and dining spaces to the outdoors, providing vast screened porches both upstairs and down. The kitchen anchors the home with gorgeous views and a function ideal for entertaining or quiet evenings at home. A downstairs flex room and private gym add versatility and wellness to daily life, while multiple rooftop terraces invite sunset gatherings and panoramic bay views. Outside, the resort-inspired amenities continue with a lagoon-style pool, putting green, and ample deep-water dockage with a boat lift, providing Bay to Ocean access in minutes via Channels 2 or 5. This offers effortless access to world-class boating and fishing. Just off the edge of the channel lies a rare bayside reef teeming with life and providing snorkeling right off your own dock. Located on the Lower Matecumbe island of Islamorada, Eagle Point balances modern coastal luxury with timeless island tranquility—an estate designed for those who seek both beauty and belonging by the water.

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$11,000,000
474
4bedrooms
4bathrooms
land 4,816

By Ocean Sotheby's International Realty

50
Video

Seaside house with garden Plantation Key (United States)

Oceanfront luxury living in Islamorada. Experience the ultimate in coastal elegance with this breathtaking 4-bedroom, 4-bath oceanfront estate in the heart of Islamorada, offering 3,052 square feet of beautifully crafted living space. Nestled on over half an acre, this three-story residence boasts unobstructed 180-degree views of the Atlantic, deep water dockage, a rare, private boat ramp and room for a pool — the perfect blend of privacy, luxury, and island lifestyle. Enjoy peace of mind with high-impact, missile-rated windows and doors on all three floors, built to withstand up to 240 mph winds. Inside, the home features a mix of wood and tile flooring, including custom pine and tile floors in the luxurious third-floor master suite, complete with panoramic ocean vistas and private balcony access. Additional upgrades include a newer roof, fresh landscaping, and two new AC units on the second and third floors ensuring year-round comfort and efficiency. The expansive entertainment areas, large balconies, and open-concept living spaces make this home ideal for hosting and relaxing in style. This is more than a home — it's an oceanfront sanctuary built for comfort, security, and the best of Florida Keys living.

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$5,493,000
284
4bedrooms
4bathrooms

By Ocean Sotheby's International Realty

50
Video

Seaside house with terrace Islamorada (United States)

Coastal Elegance Meets Timeless Craftsmanship in Safety Harbor- Welcome to 'Piece of Quiet', a winner of the Miami Herald 'Fame' award for custom homes with unique architecture. Nestled in the coveted Safety Harbor neighborhood, this CBS construction home is a masterful blend of strength, style, and coastal luxury. Wrapped in island-style siding, the home exudes character and seaside charm, while grandeur arched French doors in the main living area flood the space with natural light and frame stunning waterfront views. Delight your senses with the custom terrace floors that were modeled after those at the Historic Cheeca Lodge & Spa. Step inside to the rich beauty of white oak flooring, offering both durability and sophistication throughout. The open-concept design seamlessly connects indoor and outdoor living, perfect for entertaining or enjoying peaceful moments by the water. Boating enthusiasts will revel in the 70 feet of dockage on a serene, protected deepwater basin, providing direct access to the bay and quick ocean access via the two bridges at Channels 2 and 5. Whether you're setting sail at sunset or savoring the gentle breezes from your private dock, or waterfront decks, this home is a rare gem not to be missed. Don't miss the opportunity to own this waterfront retreat—schedule your private showing today!

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$2,995,000
272
4bedrooms
2bathrooms

By Ocean Sotheby's International Realty

18

Seaside house with pool and terrace Marathon (United States)

Tons of upgrades, gorgeous open water views, and the very best of Florida Keys waterfront living -- you have to come see Lot 2 at Shipman Point. This brand-new waterfront home is positioned just two in from open water, offering beautiful views, excellent boating access, and a protected canal setting for your vessel. Boaters will appreciate approximately 63 feet of dockage, canal protection, a hardened shoreline secured by both a concrete retaining wall and concrete seawall, plus room for a boat lift. Whether heading out for a day on the water or enjoying the peaceful views from home, this location is designed for true Keys living. Inside, the home is fully furnished and professionally designed, with bright coastal finishes, tile flooring throughout the entire downstairs level, a spacious kitchen with a gas stove, double sink, and a well-appointed layout for entertaining. One of the ensuite bedrooms also features an additional private porch, creating another relaxing space to take in the island lifestyle. The exterior is complete with landscaping, a large concrete pad driveway with turf accents, and a clean, modern coastal look with ample parking. With weekly rentals permitted, this property offers outstanding versatility as a primary residence, second home, or income-producing investment. Updated photos coming soon.

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$2,950,000
248
4bedrooms
4bathrooms
land 0.1ha

By Annonceur International

30

Seaside house with pool and terrace Summerland Key (United States)

OCEANFRONT , POOL & RARE BOAT BASIN DOCKAGE! Experience luxury open water living at this exceptional oceanfront retreat in the exclusive community of Summerland Cove, just 30 minutes from Key West. Designed for serious boaters and lovers of open water, this premier deep-water home offers breathtaking Atlantic views, immediate boating access, and the ultimate Florida Keys lifestyle. Beautiful newly painted exterior, this elevated 4 bed 3.5 bath home offers 2,766 sq. ft. of beautifully designed living space where soaring ceilings and walls of glass frame endless turquoise water views. Rare 3 bedroom suites with ensuite bathrooms, and a 4th bedroom with ensuite half bath. The expansive open-concept living and entertaining areas create a seamless indoor-outdoor flow perfect for relaxing or hosting guests after a day on the water. Separate laundry room is a bonus. A rare concrete dock with a protected cut-in boat slip provides quick deep-water access to the Atlantic with no long canal commute--placing you minutes from world-class offshore fishing, reef diving, sandbars, and endless boating adventures. Step outside to your private oceanfront oasis featuring a sparkling pool and spa, expansive lounging decks, and a poolside kitchen designed for sunset entertaining and waterfront gatherings. Panoramic open-water views and ocean breezes create the perfect Keys atmosphere. Upstairs, the spacious primary suite offers stunning ocean views, a private balcony, and a peaceful retreat overlooking the Atlantic. Additional features include impact windows and doors, a metal roof, a chef's kitchen with granite countertops and stainless steel appliances, plus convenient access to the nearby Summerland Key Cove Airport for easy fly-in/fly-out travel in light aircraft.This rare offering combines luxury living, protected deep-water dockage, immediate ocean access, and unforgettable open-water views in one of the Florida Keys' most sought-after waterfront communities.

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$3,495,000
256
4bedrooms
4bathrooms
land 613

By Annonceur International

30

Seaside house with pool Sugarloaf Shores (United States)

Welcome to Morning Glory - The Dolphin House, a rare direct oceanfront retreat in the Florida Keys. Situated on an oversized oceanfront lot, this 4BR/3.5BA home offers 2,478 SqFt of coastal elegance, breathtaking Atlantic views, and the peaceful lifestyle buyers dream about. Wake up to stunning sunrises, relax by the pool beneath swaying palms, enjoy waterfront dining with guests and friends, or unwind by the fire pit under the stars. Every space was designed to feel warm, inviting, and effortlessly luxurious. More than a home, this is a private sanctuary where memories are made and life slows down.

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$3,750,000
224
4bedrooms
3bathrooms
land 0.2ha

By Annonceur International

30

Seaside house with pool Tavernier (United States)

A rare dual-parcel offering on prestigious Millionaires Row in Tavernier, 88835 and 88845 Old Highway present an extraordinary opportunity to own one of the Upper Keys most expansive and versatile oceanfront compounds. Spanning multiple acres with 480 feet of waterfrontage, the property combines exceptional privacy, premier boating access, and remarkable future development potential. At 88845 Old Highway, a newly constructed 8,200 SF modern estate showcases 5 bedrooms, 6 full baths, 2 half baths, designer finishes, smart-home technology, a resort-style 120-foot pool, and a protected basin with dockage, boat lift, and deep-water access. Complementing the main estate, the adjacent parcel at 88835 Old Highway encompasses over 3 additional acres and introduces a rare layer of flexibility and long-term value. The property includes a renovated 3-bedroom residence completed in 2022, a transferable TDR allowing for the future construction of a substantially larger primary residence, an additional buildable lot, and a lush natural hammock buffer that enhances privacy and exclusivity. Together, this exceptional compound delivers an unmatched blend of luxury living, investment potential, and future flexibility in one of the Florida Keys most coveted waterfront settings.

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$40,000,000
902
8bedrooms
8bathrooms

By Annonceur International

23

Seaside house with pool and garden Tavernier (United States)

Set on over 2 acres along prestigious Millionaires Row in Tavernier, this newly constructed oceanfront residence offers an extraordinary blend of scale, design, and modern coastal luxury. Encompassing approximately 8,200 square feet under air and over 16,000 total square feet, the home was thoughtfully designed for elevated living and grand-scale entertaining. The property features 5 bedrooms, 6 full baths, and 2 half baths, with all bedrooms offering en suite accommodations, custom closets, and refined finishes throughout. Additional highlights include a private office, elevator, whole-home sound system, 600-amp electrical service, and five independent AC zones. Interiors are curated with white diamond marble, rich teak wood flooring, custom millwork, and a striking steel roof. The chefs kitchen is outfitted with premium Wolf, SubZero, and Cove appliances, dual dishwashers, farmhouse sinks, and custom mahogany countertops. With 240 feet of direct ocean frontage, outdoor living is equally impressive, anchored by a 120-foot resort-style pool with heating and chilling systems, a gas-heated spa, summer kitchen, cabana bath, and expansive covered entertaining areas. Additional features include a 3-car garage, climate-controlled workshop, and weekly rental zoning, offering both exceptional lifestyle appeal and investment potential.

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$27,000,000
762
5bedrooms
6bathrooms

By Annonceur International

26

Seaside house with pool and garden Key Largo (United States)

Wake up on the water in this turnkey, fully furnished coastal retreat in the heart of Key Largo. Complete with a modern, beach-chic design, this 3-bedroom, 3-bath home blends effortless luxury with true Florida Keys living. Outside, enjoy direct ocean access from your private dock with boat lift--just minutes to world-class fishing, diving and sandbars. After a day on the water, unwind in the resort-style pool with submerged bar stools, sun shelf, and turf yard perfect for lounging, grilling, and sunset cocktails. Walls of glass and multiple balconies frame sweeping ocean and canal views, filling the home with natural light. The open-concept main level features a stunning chef's kitchen with sleek cabinetry, quartz waterfall island, Bosch appliances, and gold accents, flowing into a relaxed living area designed for entertaining. The spacious primary suite is a true sanctuary with panoramic water views, private balcony, and spa-like bath boasting a freestanding soaking tub, oversized glass shower, and designer finishes. Guest rooms are thoughtfully furnished--including a bunk room--offering comfortable accommodations for family and friends. Offered fully furnished, down to the dcor, this home is truly move-in ready--ideal as a primary residence, vacation escape, or high-end rental property. Experience the best of Keys waterfront living with style, comfort, and unbeatable ocean views

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$2,315,000
159
3bedrooms
3bathrooms
land 0ha

By Annonceur International

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