Monroe Homes with Pool View

Monroe Homes with Pool View

Welcome to Monroe County, Florida – a picturesque paradise that perfectly blends natural beauty with a vibrant lifestyle. Nestled in the heart of the Florida Keys, this enchanting county is renowned for its stunning landscapes, crystal-clear waters, and a laid-back atmosphere that makes it the ideal destination for both residents and vacationers alike. With its rich history, diverse culture, and a plethora of outdoor activities, Monroe County offers something for everyone.

One of the most coveted features of homes in this stunning region is the breathtaking pool views. Imagine waking up every morning to the gentle sound of water lapping against the shore, basking in the warm sun by your private pool, and enjoying picturesque sunsets that paint the sky in hues of orange and pink. Homes with pool views in Monroe County provide an unparalleled lifestyle, merging luxury with leisure.

Whether you’re looking for a cozy retreat or a spacious family home, the real estate options here are as diverse as the community itself. Many properties boast expansive outdoor living spaces, perfect for entertaining friends and family or simply unwinding after a long day. With easy access to the county’s pristine beaches, world-class fishing, and vibrant nightlife, you’ll find that living in Monroe County is not just about owning a home; it’s about embracing a lifestyle filled with adventure and relaxation.

Explore the charm of Monroe County and discover your dream home with a pool view today! Experience the ultimate in Florida living, where every day feels like a vacation.

Newest Monroe Homes with Pool View

2 Beds ⋅ 2 Baths ⋅ A12087927 MLS

Ground-floor condo with pool views and the community pool just steps from the screened patio. This updated, fully furnished 2-bedroom, 2-bath residence offers 778 square feet with an open living and dining area, modern kitchen, stainless-steel appliances and low-maintenance finishes. Landings of Largo is a gated bayfront community offering two pools, a marina, community boat ramp, fish-cleaning stations, kayak storage, dry boat-trailer parking, sunset pier, clubhouse, fitness room, tennis, pickleball and bocce courts. The monthly condominium fee helps cover roof and building-exterior maintenance, master building insurance, cable, pest control, security, common-area maintenance and community amenities. Offered furnished for use as a primary residence, Keys getaway or monthly rental, subject to association rules and approval. Conveniently located near Key Largo boating, fishing, diving, shopping and dining.

98321 Windward Avenue Unit 98321, Key Largo

5 Beds ⋅ 5 Baths ⋅ A12084323 MLS

**STUNNING NEW CONSTRUCTION | 5 BEDROOMS | 5 BATHROOMS | 3 STORIES | PRIVATE POOL**Owner is offering financial options with interest between 5% to 6% for 5 years. more info or interested call me.Welcome to this exceptional new-construction home located at **141 Grassy Rd**. This impressive **three-story residence features 5 spacious bedrooms and 4 bathrooms**, offering an ideal combination of modern design, comfort, and functionality.The thoughtfully designed layout provides generous living spaces across three levels, creating plenty of room for family living, entertaining, and relaxation. Enjoy the privacy and convenience of a **beautiful swimming pool**, perfect for outdoor gatherings and enjoying sunny days.With its modern construction, spacious floor plan, multiple levels, and private pool, this home offers an incredible opportunity for those seeking a contemporary property with plenty of space and style.**A must-see new construction! Schedule your private showing today and experience everything this remarkable home has to offer.**

141 Grassy Road, Key Largo

3 Beds ⋅ 3 Baths ⋅ B26062495 MLS ⋅ Fisherman's Cove BLDG.

Welcome to the Residence Club at Fisherman's Cove! Enjoy any of the 6 fully furnished designer-decorated 3 bedroom/3 bathroom, 2,300 +/- square foot residences throughout the year on a weekly basis. Large 450 sq ft balconies wrap each unit, allowing you to enjoy views of Blackwater Sound and the resort-style pool. Owners can play at the pool, relax in tiki style cabanas or enjoy privacy on the owner's deck while watching the famous Florida Keys sunsets. Each unit equipped with Smart TVs and WIFI. Kitchens are fully stocked. 2 boats available for use - 26' Sea Fox and 24' Contender. Most owners use the residences 5-7 weeks per year. Our property includes 6 private residences sitting above Jimmy Johnson's Big Chill. Vacation Home Fractional Ownership in a luxury setting in Key Largo, FL!

104000 Overseas Highway Unit 6-6, Key Largo

9 Beds ⋅ 10 Baths ⋅ A12067078 MLS

One of the Florida Keys' most significant newly completed trophy estates, now making its market debut fully completed and never occupied. This one-of-a-kind waterfront residence offers 18,736 SF of interior living space and more than 29,000 SF under roof on approximately 1.72 acres with 200 feet of ocean frontage. A property of this scale, quality and waterfront presence has become exceptionally difficult to replicate under today's development environment, making it as irreplaceable as it is exceptional. Designed for the most discerning owners, the estate features 9 bedrooms, 9.5 bathrooms, a detached guest residence, private elevator, 9-car garage, and an extraordinary indoor-outdoor living experience highlighted by a newly completed 100-foot infinity-edge pool, separate beach-entry pool, and expansive waterfront terraces, unveiling an outdoor environment never before presented to the market. Included in the offering is a deeded 60-foot boat slip at a nearby marina, located approximately two minutes from the residence, providing immediate access to world-class boating and fishing. Marathon International Airport is approximately five minutes away, allowing seamless arrival by private aircraft. Contemporary architecture, exceptional craftsmanship, absolute privacy, and one of the most exclusive waterfront settings in the Florida Keys define this truly irreplaceable trophy estate. One of the Florida Keys' most significant newly completed trophy estates, presented fully completed and never occupied. Situated on approximately 1.72 acres with 200 feet of ocean frontage, this extraordinary residence represents a level of scale, quality and waterfront presence that has become exceptionally difficult to replicate under today's development environment in the Florida Keys.Offering approximately 18,736 square feet of interior living space and more than 29,000 square feet under roof, the residence has been thoughtfully designed to deliver an exceptional indoor-outdoor lifestyle while maintaining the highest standards of privacy, craftsmanship and contemporary architecture.Highlights include 9 bedrooms, 9.5 bathrooms, a detached guest residence, private elevator, garage with nine doors, a spectacular 100-foot infinity-edge pool, beach-entry pool and expansive waterfront terraces designed for entertaining and enjoying the Florida Keys lifestyle.The property also includes a boat slip at nearby Marina, located approximately two minutes from the residence, while Marathon International Airport is approximately five minutes away, offering exceptional convenience for owners and guests arriving by private aircraft.Property Highlights• Newly completed and never occupied• Approximately 18,736 SF interior living area• More than 29,000 SF under roof• Approximately 1.72-acre waterfront estate• Approximately 200 feet of ocean frontage• Detached guest residence• Private elevator• Garage with nine doors• 100-foot infinity-edge pool• Beach-entry pool• Boat slip included• Marathon International Airport approximately five minutes away• Contemporary architecture• Exceptional craftsmanship• Designed for privacy, entertaining and the Florida Keys lifestyleAvailable Upon Request• Floor Plans• Survey• Property Presentation• Professional Photography• Cinematic Video• Drone Footage• Additional Property DocumentationPlease contact the Listing Agent for additional information, property presentation, supplemental documentation and private showing arrangements.This is not simply a luxury residence—it is a trophy asset in a market where opportunities to create comparable waterfront estates have become exceptionally limited

2405 Coco Plum Drive, Marathon

4 Beds ⋅ 4 Baths ⋅ A12064940 MLS

Rare opportunity to own an ocean side single family home in the heart of Islamorada. Situated on a private corner half acre lot with your own private beach, this property offers the space, privacy, and tropical lifestyle that make the Florida Keys one of the most sought-after destinations in the world. Currently operating as a successful VRBO vacation rental, this turnkey, income-producing property is being sold fully furnished, allowing the new owner to seamlessly continue operating it as a successful vacation rental from day one or immediately begin enjoying it as a private island retreat. Designed with flexibility in mind, this two-story home features a total of 4 bedrooms, 4 bathrooms, and two full kitchens. The upper level offers 3 bedrooms, 2 bathrooms, a full kitchen, and a private balcony, while the lower level offers a handicap-friendly layout, with a 1 additional bedroom, 1 bathroom, a cabana bath, and a second full kitchen. Step outside to your private pool, then take just a few steps to your own private beach, creating the ultimate island experience. A new A/C system and metal roof also adds comfort and peace of mind. Conveniently located just minutes from Robbie's Marina and Theater of the Sea, you'll enjoy world class fishing, boating, snorkeling, waterfront dining, and everything that makes Islamorada one of the premier destinations in the Florida Keys.

74049 Overseas Highway, Islamorada

3 Beds ⋅ 2 Baths ⋅ A12066638 MLS

Extensively renovated CBS pool home in desirable Duck Key featuring luxury finishes, smart-home technology, and contemporary coastal design. This beautifully updated Florida Keys retreat offers an exceptional blend of modern style and island living, highlighted by a dramatic multi-story screened porch that captures natural light, tropical breezes, and seamless indoor-outdoor living. The designer kitchen serves as the heart of the home, showcasing an oversized quartz waterfall island, premium smart appliances, custom cabinetry, and a spacious walk-in pantry. Throughout the home you'll find soaring tongue-and-groove ceilings, oversized interior doors, designer lighting, and high-end finishes throughout. The luxurious bathrooms have been thoughtfully redesigned with custom tile work, floating vanities, LED mirrors, premium fixtures, and spa-inspired showers that create a true resort-style experience. Thoughtful upgrades and attention to detail are evident throughout every room. Outside, enjoy a beautiful new pool surrounded by an expansive paver deck, creating the perfect setting for entertaining or relaxing in the Florida Keys sunshine. The impressive screened outdoor living area offers a unique architectural feature, providing an inviting space to enjoy island breezes year-round. Elevated construction provides abundant enclosed storage and versatile additional space ideal for hobbies, fitness equipment or storage needs. Professionally prepared engineering plans for a future expansion are also available, offering additional flexibility and value for future owners. Located in the sought-after community of Duck Key, just minutes from world-class boating, fishing, waterfront dining, and resort amenities. A rare opportunity to own a fully renovated luxury home in one of the Florida Keys' most desirable island communities.

209 Corsair Road, Duck Key

5 Beds ⋅ 6 Baths ⋅ A12064822 MLS

“Discover Sunset Paradise – a stunning new construction Gulf-front retreat built in 2023 in the heart of Marathon, Florida Keys. This turnkey, fully furnished single-family home offers approximately 3,219 square feet of luxurious living space on a spacious 0.43-acre lot with direct open-water Gulf access.Boasting 5 bedrooms and 4.5 bathrooms (main house plus a separate guest cabana with A/C), this property sleeps up to 12 and is ideal for large families, multi-generational getaways, or premium vacation rentals. Built with durable concrete construction (CBS), it features bright, coastal-inspired interiors with panoramic Gulf views, a gourmet kitchen, and expansive living areas that flow seamlessly to outdoor entertainment spaces. It also includes a 4-car garage.Step outside to your private waterfront oasis: enjoy a beautiful heated pool with jacuzzi (perfect for year-round use, including winter), covered decks, and a massive 74-foot concrete dock ideal for boating, fishing, kayaking, or simply relaxing by the water. Additional highlights include a pergola, fish-cleaning station, bait freezer, and ample room for boat trailer storage.This home is a proven income producer with an active short-term rental license and established bookings through VRBO, Airbnb, and the highly regarded local management company Florida Keys Vacation Rentals. It is sold fully furnished and turnkey – ready for immediate enjoyment or continued rental success.

735 50 Street Unit Gulf, Marathon, Key West

3 Beds ⋅ 2 Baths ⋅ A12064540 MLS ⋅ C BLDG.

This ground-floor unit was thoughtfully converted from three bedrooms into a spacious two-bedroom, two-bath residence -- each with its own ensuite -- plus an open dining room and wet bar built for Keys-style living: relaxed, social, and always ready for company. Kitchen and bathrooms are fully renovated. Marble floors throughout. Soundproof impact doors and windows. Dual-zone split A/C systems mean cool bedrooms and comfortable common areas -- no compromises in the tropics.Hurricane-rated glass doors frame a lush garden view and open directly to the resort-style pool -- engineered for outward visibility with true privacy from outside. An elevated private patio puts the pool, tennis courts, and tropical grounds steps away.HOA includes cable, security, building insurance, exterior maintenance, and exterminating -- predictable carrying costs, no surprise weekends managing a property.In 50 years since 1974, Key West by the Sea has never flooded through a single named storm. The City and State recently completed a raised stormwater system and elevated South Roosevelt -- infrastructure built for the next 50 years.Old Town, Duval Street, the Historic Seaport, Mallory Square -- all a short bike ride away. You're connected to everything Key West is, and then you come home to a quiet, gated community that feels a world apart.Full-time residence, mainland escape, or the life you've been working toward, #103C is ready. Key West isn't accidental. You choose it. Choose this.

2601 S Roosevelt Boulevard Unit 103C, Key West

4 Beds ⋅ 3 Baths ⋅ B26058151 MLS

This exceptional waterfront estate on a deep water canal with a 50ft dock on a double lot is situated in the heart of Plantation Key. The property features a grand three story residence framed by established palm trees and a striking, patterned paver driveway. The expansive grounds are clean but unplanted, offering a clear blank canvas for you to design your ultimate custom tropical landscaping and privacy screening. The backyard focuses entirely on the water, featuring a lagoon style pool with cascading waterfalls, rock formations, and elevated sun decks. A private waterfront dock provides instant access to boating, fishing, or cruising to the open waters of Florida Bay.

168 INDIAN MOUND Trail, Tavernier

3 Beds ⋅ 3 Baths ⋅ A12051290 MLS ⋅ Venetian Shores BLDG.

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

107 Valencia Drive, Islamorada

2 Beds ⋅ 2 Baths ⋅ A12049260 MLS

Beautifully remodeled 2-bedroom, 2-bath townhome in the highly desirable Kawama Yacht Club. Sold fully furnished, and includes two kayaks, making it a perfect turnkey vacation home or income-producing short-term rental. HOA includes also water, cable and internet. Renovated down to the studs with impact windows, a new A/C (2019), and custom kitchen and bathrooms. Ideally located with the community pool and lagoon just behind the unit. Gated community with 24-hour security, two pools, a private marina, first-come, first-served boat storage, boat ramp, fire pits, waterfront BBQ areas, and ample parking. Move-in ready—just bring your boat and enjoy the relaxed Florida Keys lifestyle.

1500 Ocean Bay Drive Unit B3, Key Largo

4 Beds ⋅ 4 Baths ⋅ A12042729 MLS

Brand new waterfront in the Keys, built for you from the ground up. This is a preconstruction home in Cutthroat Harbor Estates. You buy now and it gets built for you, delivered turnkey. Picture it: your boat at the private dock on approx. 102 ft of canal seawall, a pool and jacuzzi below, coffee on the rooftop deck. Elevated 4 bed, 4 bath, outdoor kitchen, solar and efficient systems, brand new and low maintenance. And the best part? The permit is already secured, so your home gets built now instead of years from now.

193 Galleon Lane, Summerland Key

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