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Florida Keys Homes For Sale on the Ocean Side of the Island. Oceanfront Homes

Total Listings 565
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$4,175,000
Marathon
Sombrero Subdivision   - MM: 49.50
4 Bed, 4 Baths, 3,458 SqFt Days Listed: 48
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Welcome to 2010 Sombrero Beach Rd. This contemporary oceanfront luxury home awaits you. Custom construction in 2016 this concrete home offers spacious elegance with unparalleled oceanfront views and a premier location just steps from Sombrero Beach and direct Atlantic Ocean access. The property is fenced with lush tropical landscaping, heated pool and spa, covered parking and 50 of dockage. The interior is finished with exotic Brazilian quartzite, plank tiled flooring, custom cabinets, stone showers, elevator, and stainless steel appliance in a an open concept kitchen that would make any chef proud. Balconies are on each floor with open water views, as well as a rooftop deck that offers truly exceptional views. Enjoy the waterside entertaining area down by the pool when youre not out on the water. Call today for more information and to schedule your private viewing of this incredible Keys oasis.

$4,195,000
Key Colony
Coury Subdivision   - MM: 53.50
5 Bed, 5 Baths, 3,600 SqFt Days Listed: 176
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

A rare opportunity, not to be missed! Located on prestigious Coury Drive, a hidden enclave in Key Colony Beach, you will find this beautiful home and neighboring lot. Nestled at the end of the canal, the home was specifically designed to take advantage of the breathtaking views straight up the long canal. A second or connected home can be built on the neighboring lot, which also has canal views.From the moment you arrive, you will appreciate the casual elegance of the home. Natural stone floors in a soft, neutral tone flow seamlessly throughout the house. High-end and thoughtful finishes are exquisitely appointed. The open floor plan with large glass doors provides an abundance of natural light, serene views, and easy indoor/outdoor living. The beautiful end-of-canal views grab your attention from the main living areas, primary bedroom and guest room, and the spacious wrap-around balconies. Perfect for your peaceful enjoyment or entertaining guests.The private backyard oasis offers another favorite spot for relaxation and fun with a large lap pool, hot tub, lanai and dock for your boat!Enjoy 3600 SF of well-appointed living space in addition to a generous 5000 SF of outdoor living space between the 2 open balconies and lanai. This does not include first-floor fully tiled enclosed area or garages.In 2007, the owner spared no expense building the home. Intentionally selecting the finest materials and workmanship and engineered the home for safety and beauty. For safety, the house comes with a concrete roof and walls, epoxy-coated rebar, impact glass, and an on-demand propane generator. For beauty, details include matched natural stone floors throughout, solid core doors, rounded walls, and more. See attachment for Property Highlights. The home has a good rental income history. Both Parcel IDs 00079872-006200 and ID 00079872-006100 to be sold together. Lot square footage is both parcels combined. Come take a look...you will be happy you did

$4,200,000
Marathon
Ocean East   - MM: 50.00
4 Bed, 4 Baths, 3,477 SqFt Days Listed: 97
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift40ft.

Nestled in an exclusive gated neighborhood, this magnificent, 4 bedroom, home offers the pinnacle of Keys living! Step inside to discover a spacious living area that is perfect for entertaining, with breathtaking ocean views visible from every angle. The main floors covered porch is an ideal spot for savoring morning coffee or evening cocktails enjoying the sunset as the day winds down. The upscale kitchen is a masterpiece, featuring stunning quartz counters, a large island and breakfast bar with seating and white cabinets. Elite Jenn-Air appliances, including a refrigerator, induction range, oven, microwave, dishwasher, ice maker, and wine cooler, make this kitchen a culinary dream.The upstairs master suite is a private retreat, featuring large windows that offer panoramic views of the Atlantic Ocean views. This serene space includes a spacious walk-in closet and an en-suite luxury bathroom, creating a perfect sanctuary. The home also boasts 3 guest rooms, each with large walk-in closets and luxurious bathrooms, providing comfort and privacy for family/guests. The outdoor oasis is designed for ultimate relaxation and entertainment, featuring a pristine pool, plenty of pool and ocean side seating, cozy fire pit, refreshing outdoor shower, a gazebo and a fully-equipped outdoor kitchen, complete with a gas grill and refrigerator. The dock, equipped with a 12K boat lift, provides direct access to fishing, diving, sand bar excursions and sunset cruises making this a boaters paradise!The home offers plenty of parking. There is a single car garage and a two car garage. The two car garage is currently utilized as a game room, adding an extra layer of entertainment. Situated in the heart of Marathon, this home is perfectly located to enjoy all the amenities and attractions the area has to offer. You are within walking distance to Sombrero Beach! This exceptional property in the Florida Keys is truly an unique and desirable residence.

$4,200,000
Upper Matecumbe Key Islamorada
The Key   - MM: 80.50
5 Bed, 5 Baths, 2,358 SqFt Days Listed: 2
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin

Discover Coconut Cottage, Your Tropical Paradise in Islamorada! Coconut Cottage beckons you to the quintessence tropical living in Islamorada. This oceanfront haven boasts a 90ft. Sandy Beach, a boat basin, and an inviting waterfront pool, creating an idyllic backdrop for both relaxation and adventure. The main residence, featuring 4 bedrooms and three bathrooms, exudes vintage Florida coastal comfort. The charm of the property is further enhanced by a screened-in porch, where one can savor panoramic ocean vistas and gentle sea breezes.A separate one-bedroom, one-bath guest cottage offers additional privacy and comfort, making it ideal for hosting friends and family. Constructed with durability in mind, both homes feature concrete walls and metal roofing, ensuring a sanctuary that stands the test of time.The propertys lush tropical landscaping and gated entry promise a secluded retreat, fully fenced to ensure your exclusive slice of paradise remains undisturbed. Ample parking accommodates a fleet of cars, boats and trailers, while a dedicated storage shed keeps your water toys, lawn essentials and fishing gear organized.Coconut Cottage isnt just a residence; its a lifestyle choice for those who dream of natural tropical setting. Envision your special day at this perfect wedding venue, where a 7-day rental policy aligns seamlessly with celebrations and gatherings. With a charming Boutique Hotel nearby, your guests will enjoy the convenience and luxury that this unique property affords.Discover the rare gem that is Coconut Cottage, a treasure nestled in one of Islamoradas most sought-after locations, where every day feels like a blissful escape from the ordinary! Truly a rare find!

$4,250,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 3,086 SqFt Days Listed: 169
-5.45% ($245,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Exquisite Open Water Estate on Prestigious Southpoint, Sugarloaf Key! Experience unparalleled luxury at this stunning solid concrete open water property, located just 20 minutes from the magic of Key West and Key West Airport. Situated on prestigious Southpoint, Sugarloaf Key, this magnificent estate offers breathtaking open water views and a lifestyle of elegance and comfort.Spanning 3,086 square feet of refined living space, this home features 3 bedrooms, 2 bathrooms, plus a versatile office/den and a large laundry room. The expansive 19,300 square foot lot is a tropical paradise, beautifully landscaped with fruit trees, an orchid house, landscape lighting, and irrigation from cisterns.Step inside to discover poured concrete floors that exude modern sophistication. The chefs kitchen is a culinary dream, equipped with Miele appliances and a Sub-Zero refrigerator. Entertain with ease in the separate bar area and enormous living space. The property also boasts a ducted vacuum system and a commercial-grade metal roof for added convenience and durability. Outdoor living reaches new heights with a stunning new pool, featuring a long ledge perfect for relaxing with cocktails. The large tiki hut serves as an outdoor lounge, complimented by a separate bar area under the house adjacent to the pool. The dock and boat lift provide direct access to the open water, making this home a boaters dream. Enjoy the convenience of an elevator, granting access from the garage and ground level to all floors. The rooftop deck offers 360-degree views, including vistas of the open ocean, perfect for sunset soirees or stargazing nights. This estate is designed for the discerning luxury buyer, offering the perfect blend of sophistication, comfort, and tropical charm. Dont miss the opportunity to own a piece of paradise on Sugarloaf Key! Low Insurances. Call for your private showing today! Video tour https://tinyurl.com/16705Tam

$4,400,000
Marathon
Bahia Vista Subdivision   - MM: 50.50
6 Bed, 6 Baths, 5,664 SqFt Days Listed: 367
-7.37% ($350,000) 1 Price Change : Last Change 47 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin200ft.Rip Rap

Discover the ultimate waterfront retreat at this expansive 6-bedroom, 5.5-bathroom estate. Spanning over 48,000 sq. ft. of uplands, with an additional acre of owned bay bottom, this property offers unparalleled luxury, charm, and an exceptional development opportunity. With current zoning allowing for up to 5 units per acre, this estate is primed for redevelopment into multiple homes if desired. The existing natural boat basin and roughly 290-foot jetty provide protection and the potential for dockage to serve multiple homes in this scenario.A true aquatic sanctuary, the property offers instant access to the bays hidden fishing and lobster spots, making it a boaters paradise. The estates grand entrance and extended driveway are steeped in Old Florida charm, surrounded by lush natural greenery and open spaces.Inside, the home exudes comfort and space, with generously sized rooms perfect for large extended families, corporate retreats, or even a vacation rental. The flexibility of weekly rentals makes this property a rare investment opportunity. Imagine creating a bunk room for kids to enjoy during family vacations or customizing the expansive layout to suit your vision.The kitchen features granite countertops, stainless steel appliances, and an eat-in area, while a separate dining room caters to more formal occasions. The master suite is a tranquil escape, complete with direct access to a private balcony showcasing breathtaking water views. The en-suite bathroom offers a steam shower and jacuzzi tub, providing a spa-like experience at home.Additional amenities include a 2-car garage, a convenient mudroom, a substantial laundry room with a sink, and a wet bar for effortless entertaining.This estate has been lovingly owned by one family and has never been offered for sale. With its blend of Old Florida elegance and extraordinary development potential, this is a once-in-a-lifetime opportunity to own a piece of paradise.

$4,495,000
Upper Matecumbe Key Islamorada
The Key   - MM: 80.50
5 Bed, 5 Baths, 2,358 SqFt Days Listed: 349
-14.38% ($755,000) 4 Price Changes : Last Change 118 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin

Coconut Cottage beckons you to the quintessence of tropical living in Islamorada. This oceanfront haven boasts a 90ft sandy beach, a private boat basin, and an inviting waterfront pool, creating an idyllic backdrop for both relaxation and adventure. The main residence, featuring four bedrooms and three bathrooms, exudes vintage Florida elegance, complemented by a screened-in porch where one can savor the panoramic ocean vistas and gentle sea breezes. A Separate One-Bedroom, One-Bathroom Guest Cottage offers additional privacy and comfort, making it ideal for hosting friends or family. Constructed with durability in mind, both homes feature concrete walls and metal roofing, ensuring a sanctuary that stands the test of time. The propertys lush tropical landscaping and gated entry promise a secluded retreat, fully fenced to ensure your exclusive slice of paradise remains undisturbed. Ample parking accommodates a fleet of cars, boats, and trailers, while a dedicated storage shed keeps your water toys and fishing gear organized. Coconut Cottage isnt just a residence; its a lifestyle choice for those who dream of a natural tropical setting. Envision your special day at this perfect wedding venue, where a 7-day rental policy aligns seamlessly with celebrations and gatherings. With a charming boutique hotel nearby, your guests will enjoy the convenience and luxury that this unique property affords. Discover the rare gem that is Coconut Cottage, a treasure nestled in one of Islamoradas most sought-after locations, where every day feels like a blissful escape from the ordinary. Motivated Seller!

$4,595,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 2,295 SqFt Days Listed: 250
-22.77% ($1,355,000) 14 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Davit Pads25f

Perched on the oceanfront, this extraordinary Cudjoe Key estate boasts breathtaking views from every vantage point, including the rooftop deck. The solid concrete construction, complete with impact-resistant doors and windows, concrete dock, and poolside cabana featuring a bar, sink, and ice machine, ensures a luxurious haven. Lush landscaping, meticulously maintained on a weekly basis, adds to the propertys allure. Upon entering the coded-entry home, a stunning living, dining, and kitchen area unfolds, complete with quartz countertops, stainless steel appliances, and a convenient laundry room. The kitchens center island is spacious and includes refrigerator and freezer drawers, a cooktop and barstools, making it a great entertaining area. The main levels ensuite bedroom, featuring double beds and a jack-and-jill bathroom, offers direct access to the oceanfront patio and a spiral staircase leading down to the pool. Ascend to the master suite, where a lavish bathroom awaits, complete with a jetted tub, double sinks, programmable commode, and walk-in shower, all set against the backdrop of dazzling ocean views. A third ensuite bedroom, features a walk-in shower, single sink, and expansive mirror, with the king-size bed positioned to maximize the stunning vistas. The private outdoor area, complete with a mermaid-adorned pool, large BBQ area, and cabana room, is perfect for outdoor entertaining. World-class fishing and diving opportunities are minutes away, with the Gulf and Atlantic within easy reach. This idyllic location also offers a front-row seat to the marine life of Cudjoe Bay, including porpoise, ospreys, sharks, stingrays, and manatees. Situated in a highly sought-after area of Cudjoe Key, this estate is surrounded by excellent restaurants and boasts wonderful views of the American Shoals Lighthouse.

$4,599,000
Duck Key
Plantation Island   - MM: 61.00
4 Bed, 4 Baths, 2,519 SqFt Days Listed: 35
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.

$4,600,000
Lower Matecumbe
Mat Ocean Beach   - MM: 75.00
4 Bed, 4 Baths, 2,624 SqFt Days Listed: 3
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!

$4,699,999
Key West
Webb Realty Co Subdivision   - MM: 1.00
5 Bed, 5 Baths, 2,681 SqFt Days Listed: 33
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.

$4,799,000
Key Largo
Ocean Isle Estates   - MM: 106.00
5 Bed, 5 Baths, 3,800 SqFt Days Listed: 26
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.

$4,799,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
4 Bed, 4 Baths, 3,817 SqFt Days Listed: 54
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift150ft.Concr

Exquisite LUXURY Waterfront Estate in the exclusive Cudjoe Gardens. A STUNNING TURNKEY PARADISE, PRICE INCLUDES, 2021 PATHFINDER 2400 TRS BOAT WITH YAMAHA 300HP, 2 NEW HOBIE CAT KAYAKS, HIGH END DESIGNER FURNISHINGS & DECOR. Step right into the island lifestyle with these included! This Custom Built Home is a masterpiece blending luxurious design with the serene beauty of the Florida Keys. Built on a sprawling waterfront elevated corner lot of 16,500sf with 260 feet of water frontage offering deep draft. This gorgeous property offers an unparalleled tropical lifestyle, perfect for those who demand the best in comfort and elegance.Property Highlights4 Bedrooms + Office/Studio: Spacious, sunlit rooms designed for relaxation and productivity, including a versatile office or creative studio space which could be a 5th Bedroom.4 Full Bathrooms: Impeccably designed with high-end fixtures and finishes.Gourmet Kitchen: A chefs dream, featuring state-of-the-art appliances, custom cabinetry, and expansive Quartz countertops ideal for entertaining.Imported Italian Flooring: Stunning, high-quality flooring that enhances the luxurious ambiance throughout.12-16 Ft Ceilings: Create an open, airy feel while showcasing architectural sophistication.Saltwater Pool: Dive into the generously sized, chilled & heated concrete pool with water feature and lounging platformOutdoor Kitchen: Stainless Steel Appliances, Spacious layout, Perfect for entertaining.2 Boat Lifts, 20k and 10kAdditional Amenities3 A/C Units: Individually climate-controlled zones, including the 3-car garage for comfort and convenience.Full Property GeneratorThis meticulously designed property combines sophisticated interiors with exceptional outdoor living spaces. Located in a prime area of Cudjoe Key, this home offers privacy, stunning water views, and direct access to the pristine waters of the Lower Keys.Dont miss the opportunity to own this extraordinary piece of paradise

$4,799,000
Key Colony
Key Colony Beach 2nd Addn   - MM: 53.50
5 Bed, 5 Baths, 5,567 SqFt Days Listed: 33
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.

$4,850,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 3,148 SqFt Days Listed: 59
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.

$4,950,000
Key Largo
Unplatted Mm 97 107   - MM: 98.00
3 Bed, 3 Baths, 3,363 SqFt Days Listed: 352
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

Escape to paradise with this exceptional oceanfront home located on over 2 acres of preserved, gated nature in Key Largo. Secluded and surrounded by the serene beauty of the Florida Keys, this concrete masterpiece boasts three bedrooms, offering a blend of comfort and luxury. Cathedral ceilings amplify the sense of space and light, creating an open and inviting atmosphere throughout the home. The spacious and detailed kitchen features modern appliances and seamlessly integrates with the dining area, providing a perfect setting for casual meals and lavish gatherings. Floor-to-ceiling windows and sliding glass doors lead to an expansive patio, merging indoor and outdoor living spaces. The crown jewel of this oceanfront abode is the very large primary bedroom, a private sanctuary with panoramic views. The ensuite bathroom features luxurious amenities and a deep soaking tub, creating a spa-like retreat.Outside, the property offers a rare and coveted deep water deeded boat slip with a boat lift at Kawama Marina, just a short stroll away. Boating enthusiasts will appreciate the convenience and accessibility to the crystal-clear waters and vibrant marine life that the Florida Keys are renowned for. The grounds are surrounded by lush greenery and swaying palms and provide a sense of seclusion and tranquility. Enjoy the gentle ocean breeze from your private oasis, or take a short walk to the nearby marina for a day of boating and water adventures. This oceanfront retreat is not just a home; its a lifestyle. The property stands as a blank canvas, awaiting visionary owners to take it to the next level. Your dreams and aspirations can come to life as you mold this coastal sanctuary into a personalized masterpiece.

$4,950,000
Upper Matecumbe Key Islamorada
The Russell Estates   - MM: 83.50
4 Bed, 4 Baths, 2,573 SqFt Days Listed: 14
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock,Basi

The Islands of Islamorada Beach Club is a meticulously designed private gated enclave offering waterfront single-family residences. With every comfort considered, this residence exudes coastal living with four bedrooms, four and one-half bathrooms, and stunning ocean views. The three-floor villa offers 3,137 sq ft of interior and 930 sq ft of exterior contemporary island architecture with an open, airy, and light-filled design. Three bedrooms are king-sized with en-suite bathrooms; the fourth is a bunk room. Additionally, the residence is being offered fully furnished with artwork from local Florida artists. Residence amenities include a top-of-the-line kitchen, open-concept kitchen, dining, and living spaces, a powder room, ample closets, two oceanfront balconies, a ground floor waterfront loggia, a laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. This turn-key home is maintenance-free, providing the possibility of passive income. The safe and secure environment within the club allows for effortless multigenerational vacations with a gated entry and attentive staff. The Beach Club delivers a luxurious experience with its 615 ft of pristine crescent-shaped swimming beach and a private boat basin with ample dockage. Enjoy two oceanfront pools, an oceanfront bar, and pickleball courts for some friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can have fun in the dedicated play area. Surrounded by lush, mature landscaping, the Beach Club also provides a plethora of water activities, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination.

$5,494,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 2,907 SqFt Days Listed: 85
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift100ft.

Welcome to your waterfront paradise! This solid concrete, newly built 4-bedroom, 4.5-bath home offers unparalleled luxury finishes and an open floor plan designed for modern coastal living. The chefs kitchen is a culinary dream, featuring state-of-the-art appliances and an open layout flowing seamlessly into the spacious living and dining areas. Expansive balconies offer beautiful views and include a summer kitchen for outdoor dining and entertaining. The master suite is a private oasis on its own floor, complete with a sun deck, walk-in closets, and a large balcony perfect for relaxation.With a 100-foot seawall, a 25,000 lb boat lift, and a floating dock for jet skis, this property is an ideal base for water enthusiasts. Relax in the heated pool or enjoy the thoughtfully designed outdoor spaces for cooking and lounging. Just 20 minutes from Key West and 15 minutes from Marathon, this luxurious property combines convenience and tranquility. Furniture, boat, and jet ski are available as optional add-ons, making this turnkey retreat an exceptional opportunity to own your piece of paradise!

$5,495,000
Marathon
Boot Key View   - MM: 49.00
6 Bed, 6 Baths, 5,418 SqFt Days Listed: 173
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Davits90ft.

Fabulous Investment Property with a beautiful Villa with passive income of Half Millionper year! Great opportunity to live in on property in 2-bedroom Carriage House whilemake millions with high earning vacation Villa in the Florida Keys.Solid investment property for short-term rental while living in paradise in the FloridaKeys.Smart investors will buy this destination location home in the islands to optimize youryear-round income no other location in the nation (USA) brings in this high returnincome. 10-12% return annuallyOwner will consider financing possible depending on credit score down payment andminimum down payment is 40% of asking price of $5,750,000. You can either managethis yourself or we can manage it for you for passive income!Welcome to the world of azure blue waters, tropical warm weather gently oceanbreezes and the island sun of the Florida Keys. The Florida Keys is one of the mostsought-after destinations for anyone wanting to get-away from the mainland and relax orgo fishing. Once you arrive, youll feel a laid-back Island Time atmosphere where timeseems to stand still, and everyone feels more relaxed.Great Family Reunion Large Vacation Rental has 6 bedrooms 5 bath steps away fromthe most famous of the best beaches in the Florida Keys - Sombrero Beach.Sombrero Beach is 3 blocks walking distance - where you can rent kayaks atthe beach, and you can enjoy fishing off our new dock. Great for fishermen - 85 ft. Deep Water Dock 10 min. ride through the famedSisters Creek to the open ocean, 15 min. to the 7-mile bridge, six NM toSombrero Reef.Spacious accommodations with over 5,500 sq. ft. luxury living and a 90dock

$5,500,000
Summerland Key
Summerland Estates   - MM: 25.00
3 Bed, 3 Baths, 2,088 SqFt Days Listed: 47
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 180ft.

Exceptional Investment Opportunity in the Lower Florida Keys!Owner and private financing are available. This is one of the very few vacation rental properties licensed for daily, weekly, or monthly rentals. Boasting an impressive occupancy rate and generating up to $400,000 annually, this property offers stress-free, passive income in Summerland Key, a premier location.Discover a rare gem in the heart of the Lower Keys! Recently remodeled to perfection, this luxurious three-bedroom beach house includes a sunroom with a palatial ocean view, currently used as a fourth bedroom. Just 20 miles from vibrant Key West, this coastal retreat features a private natural beach, breathtaking ocean views, and access to a private airport for island residents less than two blocks from the property.Dont miss this unparalleled investment opportunity!Please note that I have a personal interest in this property.

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 01-30-2025.
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