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luxury houses with pool for sale Monroe County, United States

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50

House with pool Islamorada (United States)

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.

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$3,800,000
239
4bedrooms
5bathrooms
land 3.1ha

By Ocean Sotheby's International Realty

50
Video

House with pool Marathon (United States)

Experience the charm and character of this Gulf-front Old Florida Keys fishing lodge located in Stirrup Key, one of Marathon's most exclusive gated communities. Known for its large estate lots, deep-water access, and serene open-Gulf vistas, Stirrup Key offers privacy, prestige, and a true island lifestyle, just minutes from the conveniences of Marathon. The property consists of two lots in total for a combined size of 39,500 sf. The home sits on one of the few deep-water sites in Stirrup Key with an upgraded 165-foot pier dock with 6 new pilings, where the water is so clear you can watch tarpon, angelfish, snapper, nurse sharks, lobsters, and rays gliding beneath the dock. Beautifully maintained and elevated above flood, the residence features 3 bedrooms, 3 baths, and a loft that can serve as a fourth bedroom or home office. A brand new roof and impact windows, and sliders were recently installed for peace of mind. The open-concept great room boasts massive ceilings and walls of windows showcasing 180-degree Gulf views. A spacious kitchen with a center island and new range, Gulf front bar, wide overhanging eaves, exposed wood beams, and natural stone accents showcase classic tropical lodge architecture, perfect for entertaining. The primary suite with a large ensuite bath provides comfort and style, while a screened porch opens to the heated pool, positioned behind lush landscaping for afternoon shade. Outdoors, you'll find a sandy beach area, irrigated native landscaping, and expansive decks perfect for sunset gatherings. Additional amenities include two garage bays, one carport bay, a workshop, a garden shed, and abundant storage. Stirrup Key residents enjoy the peace of a gated, low-density community with a 365-day rental minimum, ensuring tranquility and exclusivity year-round. With its unmatched combination of deep water, open-Gulf views, and spacious multi-lot layout, this property is a true rarity in the Florida Keys with potential for expansion.

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$4,400,000
244
3bedrooms
3bathrooms
land 3,683

By Ocean Sotheby's International Realty

50

House with pool Key West (United States)

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.

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$1,949,000
287
5bedrooms
5bathrooms
land 468

By Ocean Sotheby's International Realty

50
Video

House with pool Big Pine Key (United States)

Escape to ''The Castle'', a luxurious gated Gulf-front estate rarely spanning 1.14 acres on Big Pine Key. This extraordinary retreat is a graceful blend of architectural grandeur and coastal charm, thoughtfully designed for both relaxation and recreation. Boaters will delight in an unparalleled offering of 235 feet of dockage total: 140 feet of protected canal-front dockage featuring a 15,000 lb lift, cut-in slip, boat ramp, plus a 95-foot open water pier-style dock with additional 15,000 lb lift and cut-in slip, set against a 130-foot concrete seawall for secure, convenient access. Crafted in 2014 with solid poured concrete, impact-rated windows and doors, whole home generator and elevator, the home is built for enduring elegance. With over 4,600 square feet of refined interior space, this 3-bedroom, 3-bathroom estate is an architect's masterpiece with its stately presence, curved openings, and striking double staircase. Step inside to a breathtaking panorama of endless open Gulf waters and nightly sunset performances. The chef's kitchen is a dream for entertaining, featuring 10.5-foot island with seating for 8, dual sinks, refrigerators, and ovens, plus Jenn-Air 6-burner gas cooktop with pot filler, and rich wood cabinetry. Enjoy the grand family room with Gulf views, host movie nights in the private theater, or dine al-fresco under the stars. Nearby, find the full-size laundry room and storage. The top-floor primary suite is a sanctuary, offering sweeping water views, home office, private lounge with kitchenette, spa-like bath with clawfoot tub, tiled shower and generous walk-in closet with additional laundry. Outside, the resort-style pool beckons with a spa, water features, LED lighting, plus heater and chiller. Rooftop deck with 180-degree views, and unrivaled sunsets await. Offered fully furnished, this is ultimate Keys living without compromise!

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$4,995,000
435
3bedrooms
3bathrooms
land 4,613

By Ocean Sotheby's International Realty

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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

50

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
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

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

43
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House with pool Key Largo (United States)

Beautifully renovated and set across one and a half spectacular lots, this three-bedroom, three-bathroom home is nestled in one of Ocean Reef's most sought-after neighborhoods. Designed with both comfort and style in mind, it's the perfect setting for hosting family gatherings or entertaining friends. The expansive living spaces flow seamlessly into a spacious pool area and inviting lanai, creating an ideal backdrop for relaxed indoor-outdoor living.

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$5,350,000
142
3bedrooms
3bathrooms
land 1,821

By Ocean Reef Club 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

House with pool Big Pine Key (United States)

Welcome to your perfect Florida Keys getaway in the heart of Big Pine Key. This charming 2-bedroom, 1-bath home offers an inviting open-concept layout that flows seamlessly between the living, dining, and kitchen areas. Natural light pours in through large windows, creating a bright, airy feel that complements the relaxed island setting. The kitchen features stainless steel appliances and a functional layout ideal for everyday living or entertaining. Step outside to enjoy ample space for gathering with friends, soaking up the sunshine, or unwinding after a day on the water. A dedicated storage area keeps all your outdoor gear organized and ready to go. Recent updates include: -On-demand hot water heater (2023) -12x20 above-ground pool (2022) -Plantation shutters (2022) -Upgraded HVAC air handling unit (2022) -Galvanized 6x10 shed for extra storage -RV hookup available Enjoy convenient access to multiple nearby boat ramps, and the benefit of being on one of the only islands between Marathon and Key West with a grocery store. Don't miss the opportunity to own a piece of paradise--schedule your showing today and start living the Florida Keys lifestyle.

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$595,000
79
2bedrooms
1bathroom
land 526

By Ocean Sotheby's International Realty

50
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House with pool and terrace Key Largo (United States)

Stunning tropical modern home on 5th hole of the Hammock Golf Course. Situated in the exclusive and gated community of Ocean Reef Club in Key Largo, this home is designed with family and entertaining in mind. The home is fully equipped with 5 en-suite bedrooms, a gourmet MIA CUCINA Italian kitchen, Wolfe/Subzero appliances, an elevator, a custom designed swimming pool with spa, a cabana bath, an outdoor summer kitchen, a spacious covered carport for golf cart parking, mud room with built-ins, and much more. The split-level design of this home provides the perfect balance of living spaces. The main level has a large master suite along with a spacious open floor plan combining living, kitchen, family, and flex spaces to meet everyone's needs. The split-level provides for a private secondary master suite with kitchenette, perfect for visiting guests and family. The top level of the home provides three additional bedrooms and bathrooms, along with a secondary family room, a kitchenette, and a second laundry room. The private elevator makes it easy to access all levels at the push of a button. This custom-designed home was built by IKON Builders.

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$8,495,000
457
5bedrooms
6bathrooms
land 1,862

By Ocean Reef Club Sotheby's International Realty

34
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House with pool and terrace Key Largo (United States)

Quintessential Florida Keys family home! Featuring one level with an open and spacious floor plan. Offering high ceilings, 3 bedrooms, 3.5 baths, plus den/office, great room, gourmet kitchen, center island and breakfast area. The outdoors beckons with tall glass sliding doors opening from the living room and master onto a great pool patio with ample covered space with a fabulous sitting area and chaise lounges. The landscaping both in front and back is lush and lighted at night. Oversized garage for 2 cars and 1 golf cart. Truly a hidden gem in a very private setting!

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$4,995,000
257
4bedrooms
4bathrooms
land 1,457

By Ocean Reef Club Sotheby's International Realty

31
3D visit

House with pool Key Largo (United States)

Charming Keys cottage totally renovated/updated and enlarged to include 3 bedrooms, 2 full baths, kitchen with an eat-in dining area, living room with impact glass doors to the pool patio and covered entertainment area on a lot and a half. There is an attached two-golf cart garage with laundry facilities, a circular driveway and very quiet location on a street ending at the Dolphin Golf Course.

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$4,550,000
123
3bedrooms
2bathrooms
land 1,619

By Ocean Reef Club Sotheby's International Realty

Contract pending
22
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House with pool and terrace Key Largo (United States)

Tucked away along a quiet, tree-lined street in the Hammock area of Ocean Reef Club, 12 Mahogany Lane offers a rare opportunity to enjoy privacy, natural beauty, and a peaceful lakefront setting. Known for its lush landscapes, world class golf course, and tranquil atmosphere, the Hammock neighborhood is a favorite for those seeking a more relaxed pace—yet remains just minutes by golf cart to all of Ocean Reef's world-class amenities. Set on a generously sized homesite with serene lake views, the property is surrounded by mature tropical trees adorned with a striking variety of orchids, creating a setting that feels both private and distinctly special. With only a handful of homes along Mahogany Lane, this is a truly quiet and intimate enclave. The home is elevated on pilings and offers generous covered parking and storage below. An elevator provides convenient access from the garage level to the main living areas and pool deck. The single-level floor plan features three bedrooms and three baths, with vaulted ceilings and sliding glass doors that open to outdoor living spaces, filling the home with natural light and capturing the peaceful lakefront views. Lovingly maintained over the years, the residence presents a wonderful opportunity for its next owner. Whether reimagined with thoughtful updates or used as the foundation for a brand-new custom home, the property offers flexibility to create a vision tailored to today's lifestyle. With its idyllic Hammock setting, picturesque lake views, and close proximity to the Club's amenities, 12 Mahogany Lane represents a compelling opportunity to enjoy the best of Ocean Reef living—private, peaceful, and full of potential.

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$4,350,000
194
3bedrooms
3bathrooms
land 1,740

By Ocean Reef Club Sotheby's International Realty

41

House with pool Key West (United States)

Welcome to 60 Golf Club Drive a fully furnished tropical retreat with private pool and turnkey rental opportunity. Step into island living at its finest in this beautifully appointed three bedroom, two and one half bath home with well appointed den / office (could function as 4th bedroom) located in the sought-after Key West Golf Club community. This charming residence offers the perfect blend of comfort, style, and convenience, and is being sold fully furnished, including all furniture, décor, and household essentials—just bring your flip-flops. Enjoy your own private pool surrounded by lush tropical landscaping, creating a serene outdoor oasis perfect for lounging, entertaining, or a refreshing dip after a day in the sun. Whether you're seeking a vacation getaway or a lucrative investment, this home delivers. All future bookings will convey with the sale, offering immediate income potential and a seamless transition into ownership. Located in a gated community with 24-hour security, two resort-style pools, a fitness center, and close proximity to world-class dining, beaches, and downtown Key West, this property truly has it all. Don't miss your chance to own a turnkey slice of paradise in the Florida Keys.

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$995,000
112
3bedrooms
3bathrooms

By Ocean Sotheby's International Realty

50

House with pool Key West (United States)

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.

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$1,689,000
254
4bedrooms
3bathrooms
land 557

By Ocean Sotheby's International Realty

50
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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

45
Video

House with pool and terrace Key Largo (United States)

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.

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$16,950,000
491
5bedrooms
6bathrooms
land 1,538

By Ocean Reef Club Sotheby's International Realty

11

House with pool and terrace Key Largo (United States)

A striking new construction estate, set for completion early summer 2026, 40 Cardinal Lane offers refined coastal living on an oversized lot and a half in Sunrise Cay. Designed with timeless Palm Beach flair and built to the highest standards, the home seamlessly blends elegance with comfort. A gracious entry leads to a dramatic two-story living room with coffered ceilings and abundant natural light. The main living spaces feature custom millwork, stone flooring, and a fireplace, all opening seamlessly to expansive covered outdoor areas designed for year-round enjoyment. The chef's kitchen is a true centerpiece with dual islands, premium appliances, custom cabinetry, and a bright breakfast room. A pantry, mudroom, and elevator add to the home's thoughtful design. The first-floor primary suite is a private sanctuary with a spa-like bath, dual showers, freestanding soaking tub, inlaid marble flooring, and generous his-and-her closets. A private loggia opens directly to the pool deck. Upstairs, four spacious guest suites with ensuite baths offer comfort and privacy, along with a quiet reading nook and an oversized sun deck capturing sweeping ocean views. Lagoon views from the first floor create a tranquil setting, while the second floor enjoys elevated ocean vistas. Outdoor living is exceptional with a resort-style pool and spa, outdoor kitchen, and multiple covered terraces with cypress ceilings. The backyard features private putting and chipping greens, creating a golfer's retreat. Floating dockage behind the home allows convenient access to both the bay and ocean. Additional highlights include a large finished garage and exceptional craftsmanship throughout.

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$22,775,000
687
5bedrooms
7bathrooms
land 2,428

By Ocean Reef Club Sotheby's International Realty

50
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House with pool and garden Key Largo (United States)

Set on an exceptionally large and private waterfront lot in the coveted Sunrise Cay neighborhood of Ocean Reef Club, 5 South Pelican Drive presents a rare opportunity to own a substantial canal-front estate with protected dockage and serene water views. The property spans approximately 30,200 square feet with 83 feet of canal frontage and offers protected dockage, complete with a tackle storage room—ideal for boating enthusiasts seeking quiet waters and easy access to the ocean. Lush surroundings and thoughtful siting provide a sense of seclusion rarely found within the Club. The residence offers 6,108 square feet under air and over 16,000 total square feet, delivering generous interior and exterior spaces designed for comfortable island living. Built in 1990, the home features timeless architectural elements including an arched glass entry, grand staircase, vaulted ceilings with exposed wood beams, stone flooring, and a gas fireplace wrapped in keystone. The open-concept living, dining, and kitchen areas are filled with natural light and flow seamlessly to outdoor living spaces. The large kitchen is well-appointed with a Viking gas range, stone countertops, center island, ample storage, and adjacent laundry and pantry areas. Multiple guest suites offer ensuite baths and private access to outdoor patios, while the upstairs primary suite features vaulted ceilings, a private terrace overlooking the pool, spa bath, and dual walk-in closets. Additional highlights include an elevator, full-house generator, gym, expansive covered areas, and massive under-house storage. The home offers excellent bones, scale, and layout—making it a compelling option for buyers looking to personalize a well-located waterfront property rather than start anew.

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$10,875,000
567
4bedrooms
5bathrooms
land 2,792

By Ocean Reef Club Sotheby's International Realty

47

House with pool Key West (United States)

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.

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$2,595,000
190
3bedrooms
3bathrooms
land 283

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

50
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House with pool and terrace Key Largo (United States)

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.

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$27,000,000
472
4bedrooms
6bathrooms

By Ocean Reef Club Sotheby's International Realty

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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

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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

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