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Islamorada Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Total Listings 75
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$2,300,000
Lower Matecumbe
Fantasy Harbor   - MM: 77.00
3 Bed, 3 Baths, 2,000 SqFt Days Listed: 164
-4.17% ($100,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Basin99ft.

Make all of your Florida Keys fantasies come true at Fantasy Harbor! Were willing to bet you never even knew this gated community on Islamoradas Lower Matecumbe existed. This concrete harborfront home is being offered for the very first time. Upstairs 2 bedroom 2 bathrooms suites with open and spacious harborview living areas plus downstairs bedroom and bathroom with a bonus party hut reminiscent of relaxing Bahamian nights after a day on the water. Quiet & private living situated just off the Florida Bay in a protected harbor with 99 concrete seawall on cap rock plus boat lift. This one is a winner!

$2,395,000
Lower Matecumbe
Port Antigua   - MM: 74.50
2 Bed, 2 Baths, 1,228 SqFt Days Listed: 9
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift70ft.Concre

What does everyone want? The smallest house in the best neighborhood! This is the one! This home has been beautifully updated and is being sold furnished including kitchen wares, dishes and linens. Dont worry about the weather, impact windows and doors have been installed throughout including the 3 skylights in the concrete roof! The pleasing open floor plan will easily accommodate your friends and family and triple sliding glass doors open to the second floor terrace. A separate laundry room is conveniently located by the kitchen. Both bedrooms have sliding glass doors to an open terrace that let in lots of natural light. Downstairs youll find ample storage and a 70 ft. concrete dock with fishcleaning stand and boat lift. The yard is very low maintenance with river rock in the front with a nice concrete driveway and artificial turf in the back. This is the one youve been waiting for, easy Keysy living in Port Antigua!

$2,399,000
Lower Matecumbe
Mat Ocean View   - MM: 76.50
3 Bed, 3 Baths, 1,802 SqFt Days Listed: 10
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.

Welcome to Matecumba Ocean View! Ocean Views from this home, feel the ocean breeze.This recently up dated home is your Island Dream Home Come True. Newly updated kitchen with Island eat in kitchen counter, all new stainless steel appliances, all new floors throughout. All master suite on the 3rd floor with private balcony and ocean views.Extra large 2nd and 3rd bedrooms, with walk in closet, private open balcony and Ocean Views. A boater paradise 75ft of concrete dock with 20,000 lb. boat lift, A set of davits and built in pool with pool heater/chiller for the ultimate outdoor experience. Canal depth is estimated to be 10-12 ft. Direct Ocean Access for your boat. Just 5 minutes to the Ocean and Bay access too. Income producing property with future bookings. The property includes a great yard for entertaining with Automatic sprinkler system,Electric GateFully gated and fenced yardLocated on a very quiet dead end street

$2,399,000
Lower Matecumbe
Mat Ocean View   - MM: 76.50
3 Bed, 3 Baths, 1,827 SqFt Days Listed: 192
-17.28% ($501,000) 2 Price Changes : Last Change 47 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.

Incoming producing property with future bookings already in place! Beautiful Florida Keys home, 1,827 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed and elevated in 2021. Boaters paradise with 75FT of dockage, under 5 minute ride to open ocean + easy access to bay as well, plenty of space to install a boat lift. Canal depth is estimated to be 10-12 FT. This unique layout offers 2 bedrooms and 2 baths on the second floor with a full kitchen and spacious living room area, washer and dryer. First floor offers 1 bedroom and 1 bath, washer and dryer, full kitchen and its own washer and dryer for your convenience (separate living units). New roof/hurricane impact windows throughout. Easy storage space. Ample parking.

$2,495,000
Lower Matecumbe
Port Antigua   - MM: 74.50
3 Bed, 3 Baths, 1,560 SqFt Days Listed: 14
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits60ft.Concrete

This is the one you have been waiting for! This home has been UPDATED beautifully and has 3 bedrooms and 2 baths on the main living level. It is just waiting for a new family to begin living their best Port Antigua life! The downstairs breezeway affords a large shady area for entertaining or relaxing. Upstairs you will be greeted by an open expansive floor plan. All the windows and doors are now impact resistant and the CBS construction and concrete roof will give you peace of mind if there is a storm on the horizon. The main living level features an open floor plan with the kitchen, dining and living areas spanning the canalside of the home. All the bedrooms have ample closet space and the laundry room provides additional storage. On the ground level there is a very large storage enclosure for all of your boating paraphernalia that needs to be kept out of the weather and a large open entertaining area. Dont delay, this could be your dream home in Port Antigua!!

$2,695,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 2,095 SqFt Days Listed: 261
-5.44% ($155,000) 1 Price Change : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift65ft.Concre

Boating & The Beach! Desirable Port Antigua canalfront home with 65 ft. of deep water dockage AND access to the stunning neighborhood bayfront beach! The expansive sandy beach has picnic tables, tiki huts and grills plus a convenient boat ramp in the neighborhood, all easily accessible by golf cart. The open water is just minutes from your dock so you can enjoy quick boating access to both Florida Bay and the Atlantic Ocean for all the best fishing, diving, waterfront dining and shopping spots in Islamorada! This concrete home has all impact windows and doors and a low-maintenance yard for carefree island living. The main floor includes the living room, kitchen and dining rooms plus a porch overlooking the canal. Also on the main floor are two bedrooms and a full bath. Interior stairs lead up to two more bedrooms and two full bathrooms, both with walk-in closets and private balconies. The ground level offers covered parking, a garage, and a downstairs air conditioned tackle room/bonus room with full bath for convenience. The spacious back yard has room for a pool if desired and also includes a large covered patio for outdoor entertaining or for the addition of an outdoor kitchen. On the dock are two boat lifts (17,000 lb. and 5,000 lb.) and a fish cleaning station. Ready to stop dreaming and start living the barefoot island life in the Keys? Kick off your shoes and call today!

$2,700,000
Lower Matecumbe
Port Antigua   - MM: 74.50
3 Bed, 3 Baths, 2,010 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift45ft.

Welcome to Port Antigua!This beautiful Key West-style home in Port Antigua boasts an open floor plan with a spacious kitchen featuring a large center island. The main living area on the second floor includes three bedrooms and two bathrooms, while the first floor offers an entertainment room that could serve as a fourth bedroom.Two sets of sliding glass doors lead to a screened-in porch overlooking the canal, perfect for enjoying the waterfront views. The home is equipped with high-impact-resistant windows and doors for added security and energy efficiency.Boaters will appreciate the 45-foot concrete dock with a 15,000 lb-rated boat lift, making it easy to enjoy life on the water. As part of Port Antiguas Homeowners Association, residents have exclusive access to a private beach with breathtaking year-round sunsets.This is a fantastic opportunity to embrace the Keys lifestyle--dont miss out!

$2,775,000
Lower Matecumbe
Port Antigua   - MM: 74.50
3 Bed, 3 Baths, 2,432 SqFt Days Listed: 411
-4.31% ($125,000) 1 Price Change : Last Change 12 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits65ft.

Welcome to this exquisitely designed home located in beautiful Port Antigua. This is an entertainers delight featuring marble flooring throughout the home. It boasts 2 full kitchens, one of which is outdoors so you can bring your fresh catch in from the boat and start cooking immediately while the smell of night blooming jasmine envelops you.There is a fully fenced in yard for your furry friends. Youll have a 65 foot dock for your boat to spend days on the crystal clear blue waters that surround our beautiful islands.This home has 3 bedrooms and 3 1/2 baths, a beautiful indoor bar with the ability to add another shower in the downstairs half bathroom.Youll be proud to call this house home.

$2,795,000
Windley Key
Galen Beach   - MM: 85.00
4 Bed, 4 Baths, 2,880 SqFt Days Listed: 320
-6.68% ($200,000) 3 Price Changes : Last Change 5 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

WEEKLY RENTALS to be allowed with new Zoning Change. Potential SELLER FINANCING AVAILABLE!!! Brand new oceanfront Concrete Home. Coastal-inspired masterpiece with wood plank porcelain tile flooring.Panoramic ocean views from the spacious living areas, including the kitchen, dining room, and master suite. Elevator to all 3 floors. The gourmet kitchen with quartz countertops, high-end GE appliances, and a stunning 10 island perfect for entertaining. Stroll directly out onto your private 2nd floor oceanfront pool complete with waterfall and poolside bar.Enjoy gorgeous Ocean Views from the Living Room, Dining Room, Kitchen, and Master Suite. Kitchen features Quartz Countertops, White Cabinetry, 48 Fridge and a 10 Island. Third Floor Primary Bedroom has Vaulted T&G ceiling, Built in Audio, and a Private 12 x 31 Balcony with Stunning Ocean Views of Snake Creek to Alligator Lighthouse.Plans for a 295 Observation Deck are Approved w/ Permit in Hand from Army Core and DEP. Super convenient to Numerous Popular Restaurants and Boat Marina with Storage. DOCKAGE AVAILABLE AT VERY CLOSE BY MARINA. Availability subject to change.* Zoning and FLUM change not complete yet. State and 2nd village council reading still to be completed. Owner is a Licensed Florida Real Estate Agent.

$2,995,000
Lower Matecumbe
Mat Ocean Beach   - MM: 75.00
3 Bed, 3 Baths, 1,616 SqFt Days Listed: 114
-11.26% ($380,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift95ft.

This beachfront property offers breathtaking ocean views and features a spacious open floor plan, redesigned with top-of-the-line finishes. On the upper level, youll find two bedrooms and two bathrooms, including a stunning master suite with awe-inspiring ocean views. The lower level provides an additional bedroom and bathroom with equally impressive water views and charming outdoor living spaces, including a hot tub and a covered patio overlooking a sandy beach. This secluded gem is both gated and fenced for added privacy. The property promises to capture your heart with its water views visible from nearly every angle.

$2,995,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
4 Bed, 4 Baths, 2,928 SqFt Days Listed: 29
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin70ft.

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

$2,995,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 2,683 SqFt Days Listed: 204
-14.40% ($504,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift70ft.

Welcome to Latitudes in Islamorada, where luxury living meets coastal elegance. This stunning 4-bedroom, 2.5-bathroom, three-story residence is nestled within the prestigious Port Antigua community on Lower Matecumbe Key in the Florida Keys, a sought-after enclave known for its live-work-play lifestyle. This exceptional property offers unparalleled features, including breathtaking 360-degree views from the top floor, a custom-designed pool and spa, a spacious tiki hut complete with a grill and bar, a private elevator, and dual boat lifts (12,000 lb & 20,000 lb) with deep water dockage.The three-story layout at Latitudes is masterfully designed to showcase an open-concept living space on the top floor, where the dining, living, and kitchen areas flow seamlessly--reminiscent of an upscale penthouse. Expansive covered balconies offer additional outdoor living spaces, while a private guest suite on the ground floor provides versatile options, easily convertible into an office or playroom. The home is fortified with impact-resistant doors and windows throughout, ensuring both security and peace of mind.The second floor is dedicated to comfort, featuring a luxurious master suite with an ensuite bath, along with two elegantly appointed guest rooms and a guest bath. The ground level includes a secure, enclosed garage and a finished storage area, offering ample space for all your needs. At Latitudes, every detail has been carefully considered to provide a perfect blend of style, functionality, and luxury.

$2,999,999
Lower Matecumbe
Mat Ocean Beach   - MM: 75.00
3 Bed, 3 Baths, 1,400 SqFt Days Listed: 131
-7.69% ($250,001) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Beach life simplicity perfectly describes this pristine 3 bedroom, 2 bath oceanfront home with pool, covered patio, and gated for privacy. Stunning beach and ocean views are enjoyed from upper porch, lower level covered patio, living room and 2 of the 3 bedrooms.Fully remodeled in 2021, this charming get-away has been entirely refreshed with new everything...including impact windows and doors, metal roof, flooring, new appliances, central air, pool equipment and electric gate. Furnishings and finishes reflect the coastal cottage style creating the epitome of relaxation and embodying the Florida Keys lifestyle.

$3,150,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
4 Bed, 4 Baths, 2,576 SqFt Days Listed: 743
-1.56% ($50,000) 2 Price Changes : Last Change 87 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 400ft.

NEWEST DEVELOPMENT IN DOWNTOWN ISLAMORADA!! Come preview finished units NOW. Only ONE HOUSE LEFT. An exclusive, gated enclave on the Atlantic Ocean, Oceanside is nestled between the Cheeca Lodge and the Caribbean Resort, offering the very best of location, privacy and island living. Low maintenance concrete block construction, this home has been built above flood level. Spacious living area of more than 2,500 square feet, with fully collapsing Euro doors both on the second floor, leading out to a covered balcony, and on the first floor, opening to the private pool and deck, Oceanside House 6 boasts four bedrooms with ensuite baths, plus a first floor powder room. Large open kitchen, island and living area flow seamlessly. The property also allows vacation rentals. This beauty will not last! Make an appointment to visit the site today.Owner is Florida licensed real estate agent.

$3,199,000
Plantation Key
Sunshine Estates   - MM: 90.50
4 Bed, 4 Baths, 3,482 SqFt Days Listed: 67
-3.03% ($100,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift70ft.

You can stop looking now - this home checks ALL the boxes! Plenty of room for your friends and family. 2024 renovation of the entire home - furnished and gorgeous. It has 3 bedrooms and 2 baths upstairs - PLUS its connected by interior stairs to a guest suite downstairs with a 4th bedroom, living room, dedicated office (could be used as a 5th bedroom), kitchenette and bathroom. All of it is so beautiful that youll be so proud to host a crowd. 70 feet of dockage - almost immediate bay access and very quick ocean access via Tavernier Creek. 20K# lift and 10K# lift. This home is a bunker: concrete construction - impact windows and doors - metal roof. Heated and chilled salt water pool - plenty of outdoor spaces for chilling and grilling! Make sure to see the video and the 3D tour.

$3,280,000
Lower Matecumbe
Port Antigua   - MM: 74.50
3 Bed, 3 Baths, 2,374 SqFt Days Listed: 11
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift90ft.Concre

Are you looking for an updated Port Antigua home that has plenty of outside entertaining space and 90 ft. of dockage? You have found it! With a welcoming open floor plan, the 4 sets of sliding glass doors and large windows let in ample natural light to the main living level. The kitchen features Bosch stainless appliances, double thickness granite counters, 2 reach in pantries and plenty of seating for the chefs helpers. On this level there is also a guest bedroom and bath and a large, open canalfront terrace. The laundry room has additional storage and the on demand water heater. Impact windows and doors have been installed throughout. Interior stairs lead to the primary suite with en-suite bath as well as another guest bedroom with en-suite bath. On the ground level the pavered driveway offers ample parking, carport and fabulous entertaining space cooled by the east breeze in the summer. A garage/workshop stores your tools and golf cart and is conveniently close to the dock. The 90 ft. wide concrete dock has a 10,000 lb. boatlift, mooring whips and a fish cleaning station. Located in a quiet location on a cul-de-sac in Port Antigua, you will find this home a dream come true!

$3,299,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 2,937 SqFt Days Listed: 330
-10.81% ($400,000) 8 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.

4 bedroom 3.5 bath gorgeous waterfront home in Islamoradas Port Antigua awaits its new owner! Freshly painted, recent new roof, impact windows, Roll down shuttered second level outside balcony for entertaining, top of the line kitchen with Miele and Sub Zero appliances and Faber exhaust island stove, exquisite baths, wine cooler, ice machine (negotiable) grand staircase entry way, alarm system, wired for stereo inside and out, covered parking, room for pool, great entertainment and storage area on ground level along with spacious tackle and storage. Tropical fruit trees, shady side of the canal and a superior neighborhood park with ramp and private homeowners beach round out this Keys Treasure. 27500lbs elevator lift for your big boat. The 2022 42ft Custom Freeman Catamaran offshore fishing boat can go with the house for an additional1.1 Million. This can truly be the fishing package youve been looking for. Shown by appointment only. Contact agent for your personal tour.

$3,450,000
Lower Matecumbe
Port Antigua   - MM: 74.50
6 Bed, 6 Baths, 2,843 SqFt Days Listed: 30
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat LiftConcrete

Resort style living! Located on a quiet Cul-de-sac in the highly sought after Port Antigua neighborhood. Expansive DOUBLE LOT with 170 Ft. of water frontage. For the avid boater this is a dream come true! Surrounded by lush manicured landscaping providing the utmost privacy. Pond and inground heated pool complete w/outdoor kitchen. 3 Story concrete home w/ 6 bds 5 baths. 2nd Floor living space offers an open floor plan that seamlessly connects the kitchen to the dining and living areas, youll never miss a moment with family and friends. 3rd floor master suite offers bay views from its private balcony.Exceptionally wide clear canal. Pedestal with 30 and 50 amp shore power station. Direct bay access. Quick ocean access Via Channel #2 Bridge and Channel #5 Bridge. Elevator boat lift. Davits. Fish cleaning station. Port Antigua neighborhood offers a private homeowners park with a bayfront sandy beach, tikis, grills and a boat ramp. Dont miss this opportunity to own your piece of paradise. Your dream home in Islamorada awaits!**BUYER TO VERIFY ALL INFORMATION**

$3,450,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 3,004 SqFt Days Listed: 81
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp56ft.

Welcome to Paradise in Port Antigua, one of Islamoradas best-kept secrets! This spacious 4-bedroom, 4-bath home, built in 2019, offers the ultimate Florida Keys lifestyle with modern coastal design, deep-water dockage, and exceptionally low insurance premiums with the possibility of assuming a 2.8% interest rate! Located in the highly sought-after Port Antigua community, residents enjoy unique deepwater dockage and over 1,000 feet of private, exclusive beach frontage.This thoughtfully designed home features a well-planned layout with two primary suites--one on each level--providing privacy and comfort for residents and guests. Each floor includes a separate living space, connected by an interior staircase (all above flood!). A kitchenette on the first level adds convenience, making this home ideal for multi-generational living or hosting visitors. Upstairs, the open-concept layout boasts a spacious kitchen island, high-end appliances, and a seamless flow into the dining and living areas. Balconies on both levels provide stunning canal views, offering perfect spots for outdoor relaxation.The upper level offers three bedrooms and two full baths, while the lower level includes an additional primary suite, two full guest baths, a wet bar, and a secondary living area with easy access to outdoor spaces. The generously sized bedrooms feature large closets, enhancing the homes comfort and functionality.Built for durability, this home includes a standing seam metal roof, all impact windows and doors, and tile floors throughout.Outside, the property boasts two garages--one with AC--a commercial-grade ice machine, and 56 feet of concrete dockage on a desirable 90-foot canal with deepwater access. A 20,000-pound boat lift is included, along with ample parking for vehicles and trailers. Theres even room for expansion if you wish to add more dockage or a pool. This home checks all the boxes and is move-in ready! Call today for more information.

$3,539,000
Plantation Key
Plantation Tropical Park   - MM: 91.00
3 Bed, 3 Baths, 2,938 SqFt Days Listed: 29
-1.42% ($50,800) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock60ft.

This brand-new tri-level home in the FL Keys perfectly captures the essence of sophisticated luxury & relaxed island living. With both bay & ocean access, 60 ft. of canal frontage + private concrete dock, its ideal for saltwater enthusiasts. The home flows seamlessly from the rec room & summer kitchen to pool area, all set in a fenced yard - perfect for kids & pets. The 2nd level offers open living & dining, kitchen island, sleek wet bar & laundry room. An expansive balcony is perfect for family dinners & unwinding. Upstairs, elegant finishes & water views offer a peaceful master retreat. Just blocks from Tavernier Marina & fuel station, close to the top dining spots in Islamorada & only 90 mins. from Miami, this home is an ideal vacation retreat w/no HOA & great rental income potential.

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 03-28-2025.
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