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Florida Keys LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

Total Listings 1,185
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$4,900,000
Key Largo
Point Pleasant   - MM: 99.50
5 Bed, 5 Baths, 3,208 SqFt Days Listed: 22
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat RampC

Where Paradise and Luxury Meet!Endless bay views can be yours in this luxurious bayfront, modern Caribbean-style pool home. Situated on an oversized bayfront lot, nearly a 1/2 acre, this stunning property offers breathtaking sunsets every evening.Built as a solid concrete fortress, this home is equipped with all-impact windows, doors, and a metal roof, providing unparalleled strength and peace of mind. With 5 bedrooms and 5.5 bathrooms, it is the perfect home for a large family, offering both elegance and security.Completely elevated above the flood zone, the residence exudes luxury throughout. The ground-level suite features a private entryway, a junior master lounge, and a separate living space. Upstairs, youll find three additional bedrooms along with an impressive master suite boasting an ensuite bath, a soaking tub, and a spacious walk-in shower.The resort-style pool, spa, and deck have been freshly refinished within the last two years. The pool system includes a salt system, an electric heater and chiller, and a propane system for enhanced efficiency. The property also features a private white-sand beach, a kayak and jet ski ramp, and a newly reinforced seawall spanning the width of the waterfront.The impressive pier dock includes two boat lifts:A 35,000-lb lift (1 year old)A 7,500-lb lift (4 years old)Additional upgrades include new air conditioning units, new hot water tanks, and a brand-new mini-split system in the garage.This is a rare opportunity to own a luxurious bayfront retreat where modern elegance meets the serenity of island living!

$4,850,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 3,148 SqFt Days Listed: 121
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Investment opportunity! Weekly rentals are allowed! Nestled within the highly sought-after Truman Annex in Old Town Key West, 202 Admirals Lane exudes coastal charm and luxury living at its finest. Boasting 5 bedrooms and 4 full bathrooms, this meticulously maintained residence showcases beautifully renovated bathrooms and a private pool oasis, offering an idyllic retreat for residents and vacationers alike. Situated nearby the iconic Duval Street and the tranquil expanse of Fort Zachary Taylor State Park, this home epitomizes the quintessential Key West lifestyle. Upon entering, youre greeted by an inviting main living area, adorned with French doors that effortlessly blur the lines between indoor and outdoor living. A sun-drenched sunroom, encased in glass doors, is the perfect setting for relaxation or entertainment year-round. Additional living spaces abound, including a bright and airy sitting room. The main floor is thoughtfully appointed with a convenient full bathroom, ensuring comfort and convenience for guests. The 2nd level offers 4 bedrooms and 3 full baths and the ensuite 3rd floor is great for guest . Included is a Truman Annex transient rental license allowing for weekly rentals, 202 Admirals Lane presents a lucrative investment opportunity as a successful vacation rental. Rare for Key West, this home features a coveted 2-car garage, providing secure parking and storage, a coveted amenity for sure. Offered turnkey, the residence comes complete with all furnishings and future reservations, promising a seamless transition for discerning buyers or investors seeking the ultimate Key West retreat.

$4,799,000
Key Colony
Key Colony Beach 2nd Addn   - MM: 53.50
5 Bed, 5 Baths, 5,567 SqFt Days Listed: 95
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift122ft.Concr

Experience luxury living in this spectacular Mediterranean home, situated on 1.5 lots with a 122 ft wide concrete dock. This furnished property is a masterpiece of design and craftsmanship.Floor-to-ceiling windows offer breathtaking views of the canal, while the expansive 20-foot high ceilings create a sense of grandeur in the living room, which seamlessly flows into the open kitchen. The kitchen is a chefs dream, featuring a Wolfe propane stove, Sub Zero refrigerator and top-of-the-line appliances. Enjoy casual meals in the eat-in kitchen or host formal dinners in the dining area with a balcony.The outdoor kitchen overlooks the pool area, complete with a propane built-in grill and dining table for al fresco dining. For movie enthusiasts, the media room offers a cozy retreat with five leather recliners and a popcorn machine.The first floor features one of two primary suites, spanning from the front to the back of the house with balconies on each end. Two walk-in closets and a luxurious primary bathroom with a glass-enclosed shower, large soaking tub, and separate commode and bidet. A half bath and laundry room are also conveniently located on the first floor.The second floor boasts the second primary suite.. Two additional large bedrooms with private balconies share a bathroom with a double vanity and glass-tiled shower.An elevator provides easy access to all floors, including the rooftop deck with 360-degree views, speakers, and lighting. The property also features a 1000 sq ft man cave.Outdoor amenities include a saltwater infinity-edge pool, hot tub, shallow end for kids,and an outdoor half bath. Boating enthusiasts will appreciate the two boat lifts (15k & 20k), fish cleaning station, and in-water lights. Additional features include two large deep freezers, an ice machine, a 50KW propane house generator, six wireless access points, wifi lights, an irrigation system, and much more.Indulge in the ultimate luxury lifestyle.

$4,700,000
Plantation Key
Sunshine Estates   - MM: 90.50
5 Bed, 5 Baths, 4,100 SqFt Days Listed: 70
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 70ft.

Welcome to Paradise at 115 Spoonbill Road! This luxurious canal-front new construction home offers direct bay access and ocean access through Tavernier creek. Spanning 4,100 sq. ft. of air-conditioned space, this brand-new custom-built home features 5 spacious bedrooms and 6 elegant bathrooms.On the upper level, the serene master suite invites relaxation with a large walk-in closet, beverage center, expansive shower, and his-and-her sinks. Three additional guest suites--each with its own bathroom--a spacious living area, large laundry room, and a flexible bonus room perfect for a gym or office complete this floor.The lower level is designed for entertainment and convenience. The gourmet kitchen boasts top-of-the-line appliances, quartz countertops, a wine cooler, and custom cabinetry. The main living area, along with a guest suite and full bath, flows seamlessly to the outdoor oasis featuring an outdoor kitchen and gazebo, synthetic grass, a sparkling pool, and a full 70 feet of dockage--perfect for boating enthusiasts.

$4,600,000
Lower Matecumbe
Mat Ocean Beach   - MM: 75.00
4 Bed, 4 Baths, 2,624 SqFt Days Listed: 65
Multi-Units - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

Not one, but TWO dwellings on an oversized parcel from Highway to Ocean! With an ultimate Florida Keys resort feel, this private 4 BD/ 4 BA home has endless ocean views and opportunities! Whether you are looking for a primary residence or a home with strong rental income, this property has it all! Boasting a pool, 2 brand new tiki huts, observation dock, boat ramp, beach AND 2 rock jettys for storm protection. This property has been completely remodeled with brand new impact windows and doors, kitchen appliances, washer and dryer, metal roof, exterior stucco, paint and finishes. Plenty of room for car parking, toys, trailers and friends! Bring your clothes and enjoy paradise with plenty of room to entertain and just enough privacy!

$4,550,000
Key West
W C Maloney Diagram   - MM: 2.00
5 Bed, 5 Baths, 3,300 SqFt Days Listed: 121
-17.20% ($945,000) 3 Price Changes : Last Change 9 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Built in 1943, and Originally owned within the Singleton Estate, 1319 Olivia St. is more than just a home, its a legacy, embodying beauty, elegance and history at every turn.Ideally located within the heart of the meadows, this Historic Grand Dame is one of the most impressive homes in Key West today, known for its stunning architecture and superb craftsmanship.Both kitchen and living rooms flow out to an abundant outdoor area, featuring a large covered Gazebo, saltwater pool, deck and impressive garden allowing a wonderful setting for large scale entertaining or intimate gatherings. Meandering gardens with mature fruit trees and dozens of blooming orchids with wrap around porches and roof-top decks offer many ways to enjoy the home.With 5 bedrooms and three full Bathrooms, three floors and a new master suite with stunning marble bathroom, Olivia has room for a large family with 3300 Sq Ft. interior space and situated on an enviable sizable 7800 sq ft. lot.Dade County Pine floors and walls throughout, wrap-around porches, french doors, marble bathrooms, elevated and built to last, this home is sure to leave a lasting impression with a longing for more.Permanent carport offers covered off street parking with additional street parking available. A must see for any buyer looking for the ultimate Key West home.

$4,500,000
Key Colony
Key Colony Point   - MM: 53.50
5 Bed, 5 Baths, 3,580 SqFt Days Listed: 163
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: 70ft.

Experience tranquility just steps from the water in this luxurious 5-bedroom, 4-bathroom waterfront residence. Combining high-end finishes with comfort, this home boasts designer marble accents, hurricane impact windows, a metal roof for added durability, and 100% concrete block construction.Enjoy high ceilings, Italian-crafted cabinets, and natural wood floors throughout. The property also features a private gym, a 70-foot wooden T-dock, and a modern pool (10x28 ft, 5 ft deep) with a wraparound bench--perfect for family gatherings.Key Colony Beachs unique weekly rental policy makes this home an excellent short-term rental investment. With owner financing available, owning this home is more accessible than ever. The community offers tennis and pickleball courts, a golf course, and a private beach. A nearby boat ramp and private airport make it ideal for vacationers seeking easy access by land, sea, or air. Additional conveniences include a nearby supermarket, local dining, a church, and the communitys own police station.Spend your days boating, exploring nearby sandbars like Grassy Key, or enjoying some of the best fishing and reef access in the area. With stunning waterfront and sunset views, this home captures the essence of relaxed island living.Key Features:Travertine flooring throughoutCustom solid wood doors from SpainItalian-crafted kitchen cabinetryThermador appliancesAll impact windows10x6 pivot doorMetal roof for durabilityThis one-of-a-kind residence offers luxury, comfort, and a strong investment opportunity in prestigious Key Colony Beach. Act now to add your personal touches and make this dream home your own.

$4,500,000
Key West
Webb Realty Co Subdivision   - MM: 1.00
5 Bed, 5 Baths, 2,681 SqFt Days Listed: 95
-4.26% ($199,999) 1 Price Change : Last Change 18 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This stunning home in Casa Marina is a complete restoration of the original historic structure. Just 5 blocks from Higgs Beach and 6 blocks from Duval Street this property has a large master bedroom and two guest bedrooms on the main floor all with private baths and their own entrances opening to over 900 square feet of wraparound porches. The wide entrance hallway has an additional 1/2 bath and opens up into the great room showcasing living, dining and kitchen space with soaring 20 foot ceiling and skylights. The hallway, kitchen and dining room walls are finished with Shiplap and all the floors throughout the home are a stunning custom stained Heart Pine reminiscent of the historic floors of Key West homes. The kitchen boasts a large island with sink & electrical connections as well as seating for 6; a wet bar, two pantries and a full Viking professional package round out the space. There is also a laundry room with a 1/2 bath that opens onto the back deck right next to the 15X8 pool with water feature. The Shiplap continues up the stairs to the interior balcony overlooking the great room and there are 2 additional bedrooms each with their own private baths and walk-in closets as well as a massive storage area that wraps an entire half of the second floor and is a finished and fully air conditioned space. All exterior doors are Mahogany impact with impact transoms and all windows are impact as well. Also, a 250 gallon propane tank is buried, hooked up to the gas stove & on demand water heater and is generator ready. There is 1 off street parking spot with electric gate. The home has been professionally landscaped and professionally furnished.

$4,490,000
Plantation Key
Plantation Key Colony   - MM: 90.00
4 Bed, 4 Baths, 4,144 SqFt Days Listed: 122
-9.29% ($460,000) 3 Price Changes : Last Change 19 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift

Discover coastal luxury in this stunning 4-bedroom, 4-bathroom bayside paradise. With 4,144 square feet of luxurious living space, this home offers breathtaking sunset views and direct access to the sparkling waters of the Florida Keys. Indulge in spacious, open-concept living areas, perfect for entertaining guests. Retreat to one of two primary suites, each featuring a large walk-in closet and private en-suite bathroom. Ascend to the rooftop deck and be rewarded with unobstructed, open-water bay views. The property features a separate living space, ideal for in-laws or guests, offering privacy and independence. The modern kitchen boasts sleek stainless steel appliances, double oven, gas appliances and ample counter space, perfect for culinary enthusiasts. The homes durable construction with a metal roof, and impact-resistant windows and doors, ensures peace of mind. For added security and privacy, the property is fully fenced and features an electric gate. Enjoy panoramic water views and unforgettable sunsets from your private oasis. With large boat dockage, youll have plenty of room for multiple boats, jet skis and easy access to the open water for boating, fishing, and other water activities. This completely updated home offers the ultimate experience in comfort and convenience. Whether youre seeking a serene retreat or an active water lovers paradise, this home has it all. Dont miss this opportunity to own a piece of paradise.

$4,475,000
Key Largo
Ocean Isle Estates   - MM: 106.00
5 Bed, 5 Baths, 3,800 SqFt Days Listed: 88
-6.75% ($324,000) 1 Price Change : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift70ft.

Boaters Paradise in Key Largo:Where the Atlantic meets luxury living, this three-story waterfront retreat offers the quintessential Keys lifestyle youve been dreaming of. 70 feet of prime dockage and dual boat lifts (20K & 10K), your nautical adventures begins at your doorstep.Spanning three meticulously designed levels, this exceptional residence maximizes its oceanfront setting. The crown jewel is the top floor entertainment space, where a chefs kitchen flows seamlessly into an open-concept living area. Here, the Atlantic Ocean becomes your living rooms backdrop, with sweeping views that transform each sunrise into a daily celebration. Five generous bedrooms feature walk-out balconies through impact sliding glass doors, treating you to panoramic views of both the Atlantic Ocean and serene Rattlesnake Creek. The 360-degree perspectives remind you that water truly is way of life here.Luxury meets convenience with thoughtful amenities including:An elevator serving all three floors, refreshing pool and hot tub, 70 feet of protected dockageDual boat lifts, Impact windows,4.5 well-appointed bathrooms.The location strikes the perfect balance between accessibility and escape. Positioned just off the Stretch in Key Largo. Walk to local restaurants for fresh catch of the day, or lose yourself in the natural beauty of nearby Dagny Johnson State Park.This isnt just a home - its your gateway to the Florida Keys lifestyle, where every day feels like a vacation and the ocean is always calling.

$4,445,000
Summerland Key
Summerland Beach   - MM: 25.00
7 Bed, 7 Baths, 4,531 SqFt Days Listed: 58
-10.20% ($505,000) 1 Price Change : Last Change 34 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Basin,Boat Li

SELLER FINANCING AVAILABLE! Paradise awaits at this breathtaking 7-bedroom, 6-bathroom waterfront estate in Summerland Key! Designed for those who crave Florida Keys luxury, privacy, and endless outdoor adventure, this resort-style retreat offers breathtaking open-water views, a private boat basin, and an array of high-end amenities--all just moments from exclusive Little Palm Island.Spanning 4,531 sq ft, (12,603 sq ft gross) the main house showcases soaring cathedral cedar ceilings, expansive ocean views, and an open-concept design that seamlessly blends indoor and outdoor living. The primary suite on the top floor offers a spa-like shower with ocean views, while the lower level features two guest bedrooms, a full bath, a kitchenette, and a cozy living space overlooking the pool.For guests or multi-generational living, two attached cottages each feature two bedrooms, one bath, and private balconies. A widows peak lounge above one cottage provides panoramic ocean views, perfect for sunrise coffee or sunset cocktails.Immerse yourself in Florida Keys paradise:** 3-tier heated & cooled pool, screened for year-round enjoyment.**Private covered boat basin & lift, ideal for boating enthusiasts.** Expansive waterfront decks, a tiki hut, and shuffleboard court for endless entertainment.** Home gym with ocean views, gated entry, covered carports, garage, and ample parking.Upgraded with new impact windows & doors and new mini-splits throughout, this home offers modern comforts with unparalleled luxury and privacy.This is a rare opportunity --to own a resort style property and experience the ultimate Florida Keys lifestyle.Per seller: Draft is at 4 right at entrance at low tide, then gets deeper (8-9) closer to the house. High tide is approx 6 at entrance, and 10 in the middle. Boats can be docked on the dock in front of basin. Please note: Property is a monthly rental and heavily rented. Please do not attempt to walk the property.

$4,445,000
Duck Key
Plantation Island   - MM: 61.00
4 Bed, 4 Baths, 2,519 SqFt Days Listed: 97
-3.35% ($154,000) 1 Price Change : Last Change 27 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 71ft.Concrete

Fully Renovated Oceanfront Home in Duck KeyThis stunning, completely remodeled oceanfront 4 bedroom 4 bath home offers luxury living in the heart of Duck Key. Recent upgrades include a brand-new sparkling swimming pool, privacy wall, and electric roll-down shutters for added convenience. Designed with a Coastal Chic aesthetic, the home features light, airy tones of whites, soft blues, and sandy neutrals that blend beautifully with the seascape. The main living room balcony offers panoramic views of the coast, perfect for relaxing and enjoying the scenery.Inside, the open-concept floor plan includes two en-suite bedrooms and the main living area on the upper level. The chefs kitchen is equipped with top-of-the-line appliances, and the formal dining room is ideal for both intimate meals and family gatherings. The cozy living room boasts a wall of glass showcasing breathtaking ocean views, with a decorative fireplace as the centerpiece. Each bathroom is a work of art, featuring modern finishes throughout.The master suite, located on the lower floor, offers a tranquil retreat with direct pool access and a luxurious en-suite bath. The lower level also includes a guest bedroom, laundry room, and a one-car garage.The property is fully enclosed by a privacy wall for ultimate seclusion. The covered patio, complete with a low-maintenance pool deck, grill area, and artificial lawn, is perfect for entertaining.A newly installed seawall provides robust protection from storms, ensuring peace of mind. Just a short kayak ride from your private dock, explore the pristine shallows of Toms Harbor Island or relax on the white sandy beach at Duck Keys Breakwater (best at low tide). SELLER FINANCING offered below market rates with respectable down payment.Duck Key is a golf-cart-friendly island with access to the exclusive Club Duck Key, an optional private club offering social and wellness amenities.

$4,444,000
Key West
Monroe Investement Co Subdivi   - MM: 2.00
4 Bed, 4 Baths, 2,806 SqFt Days Listed: 2
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Being kind to our planet was the inspiration for award-winning local architect Matthew Strattons newest custom home design. Combining energy efficiency and low-maintenance finishes, 1614 Washington is a beacon of sustainable luxury that reflects the islands vibrant future. The first impression of this 2,773 square foot, four bedroom/4.5 bathroom home is one of elevated and sophisticated island style. Every detail speaks of exceptional quality and craftsmanship. This property effortlessly stands apart from its peers, offering energy-saving features including a solar grid infrastructure, Tesla energy storage batteries for continuous clean energy, ENERGY STAR(r) certified appliances, high-performance impact aluminum windows, robust concrete block walls, spray foam insulation, and reflective metal cool roof. A dedicated off-street car charging station underscores the homes green commitment.Inside is an owner-focused floor plan with an open concept encompassing the kitchen, dining, living area, powder room, and a private primary bedroom with an ensuite bathroom. Guest accommodations are equally lavish, with three bedrooms with ensuite bathrooms opening to a den, a coffee bar/lounge, and a covered porch overlooking the pool. Environmentally friendly porcelain tile floors, quartz countertops, custom cabinets and wardrobes crafted by local cabinet maker Hansen and Bringle, hand-blown glass light fixtures, a backlit blue agate backsplash, and high ceilings add to the homes grandeur. A media closet consolidates all home electronics into one user-friendly hub. A tropical and private backyard surrounds a sparkling two-tiered pool with a splash deck and waterfalls, forming a lush and inviting island oasis. Offered fully furnished, this home is more than just a place to live--1614 Washington is a sanctuary where luxury and sustainability converge, exemplifying modern island living.

$4,400,000
Plantation Key
Plantation Beach   - MM: 87.50
5 Bed, 5 Baths, 2,764 SqFt Days Listed: 404
-8.33% ($400,000) 1 Price Change : Last Change 321 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 100ft.

Are you tired of waiting for Uber? Dont want to risk a DUI? Make this your bayfront estate and enjoy all that Islamorada has to offer. Just steps from MEAT, Shima and Marker 88 restaurants and just down the street from City Hall Cafe! Fully fenced for privacy, this property offers breathtaking bay views and an irreplaceable tiki at the end of the dock. You will make this your daily sunset viewing platform! Upstairs you will find a large open living area with sliding glass doors to the spacious screened terrace. In addition there are 3 bedrooms and 2 baths. From the terrace there are stairs to the pool and then the backyard, beach and dock. The ground level includes 2 bedrooms and bath plus an open living area. You will fall in love with this property and want to make it your Keys retreat or an investment opportunity to rent when you are not using it.

$4,400,000
Key West
Key West Fwdn Subdivision   - MM: 4.00
3 Bed, 3 Baths, 2,744 SqFt Days Listed: 121
-2.22% ($100,000) 1 Price Change : Last Change 29 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

3741 Eagle Avenue - A Masterpiece of Coastal Luxury This stunning 3 bedroom, 3.5 bath fully furnished residence on a generous 10,800 SF lot offers unparalleled coastal elegance at an impressive elevation of 10.5ft. The new concrete construction features an open concept with cathedral ceilings and large impact sliding doors throughout. Premium materials, high-end appliances, and thoughtful layout create both functionality and sophistication.Two en-suite primary bedrooms, both upstairs and downstairs, open to the outdoors. The property includes a fully equipped guest cottage featuring sliding doors that offer stunning views. The grounds, masterfully designed by Craig Reynolds, showcase lush tropical landscaping, covered patios all surrounding a heated/chilled pool with shelf seating and a distinctive coral rock outdoor shower which adds a luxurious touch. The garage provides 481 square foot for parking and ample storage.Security and comfort are ensured with a whole-house Generac generator, standing seam metal roof, impact windows and doors. Every detail of this turnkey residence has been executed to perfection, creating an extraordinary Keys retreat.

$4,400,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
4 Bed, 4 Baths, 1,800 SqFt Days Listed: 61
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads

Panoramic Bay and Sunset Views! Breathtaking Bayfront Home in Safety Harbor.Experience the stunning beauty of panoramic bay views from this exquisite bayfront home in the premier Safety Harbor neighborhood on Lower Matecumbe. This home is in pristine condition and features an irreplaceable cut-in boat slip with a composite dock on the bay ensuring that your views are not obstructed, and providing immediate bay access and quick ocean access via the two bridges at Channels 2 and 5.Inside, youll find four spacious bedrooms and three bathrooms, perfect for comfortable living. An enclosed garage for all of your fishing and diving gear. The home is equipped with a new whole house generator, ensuring uninterrupted power.Step outside and immerse yourself in resort-style living with a luxurious pool and spa, lush low maintenance landscaping, perfect for relaxation and entertaining. Enjoy breathtaking sunsets year-round from your own private oasis either at the tiki bar, the dock, or one of the two bayfront screened porches. Dont miss the opportunity to own this exceptional bayfront home in Safety Harbor. Schedule your private showing today!

$4,400,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
4 Bed, 4 Baths, 2,058 SqFt Days Listed: 28
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 55ft.

A truly spectacular waterfront home with 150 feet of prime bay frontage, offering breathtaking views of some of the clearest waters in the Florida Keys. This property has undergone a complete top-to-bottom renovation with exceptional attention to detail. Solid concrete bunker with a concrete roof and impact windows & doors. Boaters will appreciate the deep-water dockage, accommodating nearly any vessel, with easy ocean access through Channel 5.The main living area upstairs features three bedrooms, two bathrooms, and a beautifully designed kitchen with high-end appliances--all framed by stunning turquoise water views from nearly every room. Downstairs, a separate guest suite includes a private bedroom, bathroom, living room, and kitchen, perfect for visitors or additional living space.A pool permit is already in place, or you can take a refreshing swim right in the bay. This home is truly one-of-a-kind--dont miss the chance to own a special piece of paradise!

$4,300,000
Key Haven
Key Haven 5th Add   - MM: 5.00
4 Bed, 4 Baths, 3,204 SqFt Days Listed: 107
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift60ft

This 4b/4.5ba luxurious home boasts Gulf of Mexico & deep canal waterfront living in Key West. It includes hurricane shutters, impact windows, metal roof with solar panels, and automated blinds. Ample parking with 2 large garages & driveway for 3 cars. 1st floor has a Chefs kitchen, a dining room perfect for hosting parties, a luxurious master suite with walk-in custom closets and the en-suite bath is a sanctuary of relaxation, with adjustable color lighting, his/hers vanity sinks on opposite walls, & full-size stacked washer/dryer with lots of storage. A half bath is also available for guests. Kitchen appliances include; induction cooktop with downdraft, D/W, Bev. cooler, convection wall oven & M/W, warming drawer & a fridge with TV. Abundant storage and appliance garages. Wood ceilings in the living room add to the charm, while the dining area has seating for 8 with a coffee/wine nook. On the 2nd floor, youll find 3 more bedrooms and a washer/dryer. One bedrm is a 2nd master with en-suite bath and large balcony overlooking the Gulf. Another bedrm is repurposed into a lounge, though it can easily be reverted back. This area shares access to a Jack n Jill bathroom equipped with his/hers sinks, connecting to the 4th bedroom featuring side-by-side closets and private porch overlooking the canal. Downstairs is an outdoor area, complete with a workshop and a full bath. Elevator runs from ground to 2nd floor. The kitchen has a sink, fridge, and gas grill. Also, an electric smoker and wood-burning pizza oven complete the outdoor cooking facilities. There are multiple gas grills. An outdoor TV swivels for viewing from the couch for 8, dining table for 6, the hot tub or a round table for 4. There is a splash pool w/ sail shade, a hot tub, shuffleboard, ping pong and outdoor wireless speakers. A private dock sits on the canal including 2 boat lifts with direct access to the Gulf and Atlantic. A fish cleaning station is on the dock, with water and electric.

$4,300,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 946 SqFt Days Listed: 102
-10.42% ($500,000) 4 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 65ft.

This remarkable 34,000 sq ft lot on the Florida Bay is a true paradise for anyone seeking a waterfront lifestyle in the heart of Islamorada, specifically Upper Matecumbe. With expansive open water views, this property offers an idyllic setting to enjoy the natural beauty of the Florida Bay.One of the key highlights of the lot is its exceptional dockage, (65 ft), which has previously accommodated a 36-foot bertram, making it perfect for boating enthusiasts. The property also offers plenty of room for a pool and garage, allowing for a customized design that maximizes the waterfront experience. Beautiful sunsets grace the horizon, casting vibrant colors across the water and clouds creating a tranquil atmosphere for evening relaxation.The lot is also a sanctuary for wildlife enthusiasts, with an abundance of aquatic species like fish, birds, manatees and a multitude of different birds. Its a perfect canvas for your dream residence or vacation retreat.With easy access to the Atlantic Ocean and iconic spots like Alligator Reef, whether you prefer fishing, diving, or simply unwinding by the water, this property is one of the best properties on the market. Embrace the ultimate Florida Keys lifestyle in this exceptional location, where every day feels like a vacation.May also purchase the vacant lot up front that has a Market Rate TDR on it. Total asking for both is $4,750,000 This would make an exceptional family compound in the heart of Islamorada. ,Owner / Agent

$4,250,000
Saddlebunch
Bay Point Amd & 1st   - MM: 15.00
5 Bed, 5 Baths, 3,272 SqFt Days Listed: 56
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 151ft.Concrete

This amazingly beautiful home is a true engineering masterpiece with open water views, 151 feet of seawall, a gorgeous pool, a boat ramp, covered garage and a floating dock for your water toys. Out of the 5 bedrooms, four are en suite, with three suites opening on to a spacious tiled terrace, to take in the 180 degree open water view and to soak up the sun in your own personal space. While the master suite is smartly placed on the ground level and entirely accessible with no stairs, the unique split floor plan allows for two incredible living areas offering guests a separate retreat to relax and take in the view. A fantastic kitchen can host several chefs and is complete with double convection wall ovens, two sinks, great range and plenty of sitting for at least ten guests between the breakfast nook and the dinning room set.Your own private beach, with a brand new in ground, salt water pool,chikee hut, fire pit, kayaks, paddle boards, complete this idilic setting which represents the epitome of luxury and quiet relaxation.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 04-02-2025.
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