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Florida Keys Condos on the Bay / Gulf Side of the Island For Sale

Total Listings 99
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$1,205,000
Marathon
Indigo Reef Marina Homes   - MM: 52.50
3 Bed, 3 Baths, 1,690 SqFt Days Listed: 19
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip35ft.

VERY RARE CORNER UNIT, Freshly painted inside and out & READY TO ENJOY the Ultimate Keys Lifestyle ! Located in INDIGO REEF, a luxurious town-house style community located directly on the Gulf of Mexico just minutes from the heart of Marathon, yet quiet & tucked away from it all. Situated on over 10 Acres of private land and gated, Villa 25 boasts tons of natural light as an end/corner unit, Incredible OPEN WATER views, vaulted ceilings, quick and easy ocean access through the Vaca cut and an OPEN concept floor plan along with a BONUS room with added square footage on the main level. This OVERSIZED 3 bed/2.5 bath, 1690 Sqft. townhome comes with a deeded 35 ft boat slip located just steps away from the unit. Indigo Reef community offers a spacious HEATED resort style pool with plenty of cushioned lounge chairs, Ice machine, Kayak storage, professional GYM room and ample owners storage located in the temperature controlled HOA building with room for bikes and fishing gear. This home also comes with its own covered parking spot just steps from the front HOA building where more parking can be found along with additional storage on top. This unit comes fully furnished and is a successful weekly vacation rental. Enjoy nightly sunsets while sipping a Key lime margarita from your GULF VIEW unit! You will LOVE sitting under your covered porch while you gaze over the gorgeous BLUE tones of the Gulf & relax after a successful day out on the water. This villa was recently modernized and freshly painted inside and out. Other features include, tile flooring throughout, Large bonus room that could be converted into a 4th bedroom if desired, GRANITE counter tops & STAINLESS steel appliances. SOLD FURNISHED & TURN KEY, ready for you to rent, relax & enjoy the Keys life style all year long. Call today to make this oversized & rare corner/end unit your island dream home!

$1,225,000
Lower Matecumbe
Bay Harbour   - MM: 75.00
3 Bed, 3 Baths, 2,026 SqFt Days Listed: 29
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip3

Ideal location in the desirable Bay Harbour community. Convenient access to Florida Bay and the Atlantic Ocean. Community amenities include a pool, hot tub, gym, and clubhouse. Perfect for year-round living or as a vacation rental as Bay Harbour allows 7-day rentals with a Village Vacation Rental License. This condo has a 16,000# boat lift in the designated boat slip.

$1,225,000
Lower Matecumbe
Bay Harbour   - MM: 75.00
3 Bed, 3 Baths, 2,026 SqFt Days Listed: 259
-3.92% ($50,000) 1 Price Change : Last Change 93 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip30ft.

Bay Harbour condos, located at MM 74.5 on Lower Matecumbe is a very desirable community. BAY HARBOUR ALLOWS 7-DAY RENTALS. Transient Rental License can be obtained from the Village of Islamorada that allows weekly rentals which are restricted in most communities in Islamorada and indeed all of Monroe County. This 2,000 sq. ft three-bedroom, two and a half bathrooms has a view of the sunrise on the Atlantic Ocean. A 30 boat slip is included which allows quick access to Florida Bay and a short ride will bring you to the ocean through channel 2 or channel 5. This gated community boasts a fantastic pool and hot tub along with a gym, clubhouse and tennis courts. Landscaping and maintenance of the property is professionally directed by the on-site property manager. This unit is equipped with propane gas range. Floor plan dimensions in photos are very close estimates. Buyer to verify.

$1,250,000
Marathon
Indigo Reef Marina Homes   - MM: 52.50
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 45
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock31ft.

Paradise awaits you at this beautifully appointed, nautical decor, turn key 3/2.5 townhouse. This Gulfside Villa located at Indigo Reef offers spectacular sunsets right from your back porch and balcony creating a serene and relaxing atmosphere! The 1st floor features the kitchen, dining room, living room and a half bathroom. The 2nd floor will have your 3 bedrooms and 2 baths. The fully equipped kitchen features stainless steel appliances and granite counter tops. The spacious master bedroom has a king sized bed, en-suite bathroom with a double vanity, Glassed in shower and a tub. There is a large balcony show casing endless waterfront views with a brand new trellis. The guest rooms have a queen in one and two twins in the other. The guest bathroom has a tub/shower combo. Your deeded Boat slip which is located straight out from your back porch, can accommodate a vessel up to 31ft in total length. You have fish cleaning stations throughout the new dock area that was completed in 2022. Indigo Reef is a gated community that offers a lush, tropical Florida Keys landscape as soon as you enter the property. Some of the amenities at Indigo Reef include a large pool, a fitness room, a spacious air-conditioned storage area as well as an outside storage area above your carport assigned parking space. This unit is currently in the vacation rentals with a property management company and has existing rentals. If you are looking for an investment property, look no further! All decks and railings are brand new, adding a fresh touch.

$1,279,000
Key West
The Halyard   - MM: 2.00
2 Bed, 2 Baths, 1,045 SqFt Days Listed: 20
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Boat S

Spectacular Water Views and Rare Investment Opportunity in Key WestThis stunning third-floor condo offers breathtaking watercolor views from two expansive balconies, allowing you to take in the unobstructed beauty of the water from every room. With soaring high ceilings and an open, airy layout, this residence is a true gem.Located in the heart of Key West, this direct waterfront condo provides an incredible and rare opportunity to own a piece of paradise. Enjoy exclusive access to a private beach, a sparkling pool, and a deeded boat slip, making it the perfect retreat for island living.Featuring 2 bedrooms and 2 bathrooms, this updated unit has been equipped with new A/C, impact windows, and doors, offering both comfort and peace of mind. Whether youre looking for a full-time residence or an investment property with excellent vacation rental potential, this home is ideal.Opportunities to own in this exclusive waterfront community are limited--this one is priced to sell. Dont miss out on your chance to own a slice of Key West paradise!

$1,295,000
Key West
Sunset Marina   - MM: 5.00
2 Bed, 2 Baths, 1,171 SqFt Days Listed: 72
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

STUNNING WATER VIEWS!! This Key West penthouse condo also treasures Key West sunsets all year round. If you have been looking for a single level DIRECT WATERFRONT residence featuring out of this world views - water and sunset- you just found it! Located just 20 from the waters edge in the most desirable building here, this top floor condo is next to impossible to find on the market. The entire property practically sits on a peninsula where a private drive with Royal Palms enters you into an amazing resort-style environment. There is nothing like this tropical waterfront setting with deep water boat access in all of Key West. This spacious 2 bed 2 full bath design can be configured in seconds to 2 masters. Tall ceilings, split bedrooms, open design, stainless appliances and a waterfront balcony that can be accessed by both the living area and master bedroom. Has elevator service and a private garage parking space with separate concrete storage area just for you. Even trash chutes on the 3rd floor are here. A private boardwalk spans the entire waterfront length of the property for 1/8 mile and is yours to enjoy for strolls, marine life viewing or walking your dog. Low quarterly maintenance fee INCLUDES building insurance (flood/wind/hazard), monthly exterminating and all grounds upkeep. Remote access private entry gate, waterfront pool, clubhouse and hot tub. Solid CBS/concrete construction. Enjoy Key West living in a tropical environment with an aquarium in your backyard. Plentiful guest parking and spaces for your kayak, bicycle and scooter. For your peace of mind, impact shutters cover all windows and doors for a true LOCK IT AND LEAVE IT residence. Here, you can live the Key West resort style waterfront life in a maintenance free condo away from the crowds and yet just 4 miles to popular Duval street. This well maintained condo is sold furnished and available now. Friendly Sunset Marina is one of Key Wests best kept secrets. Boat slips are also available.

$1,295,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 421
-13.38% ($200,000) 1 Price Change : Last Change 135 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Excellent water views and outstanding income! This 2 bedroom 2.5 bath unit comes with 2 transient licenses and the option of renting the unit out together or utilizing the lockout floor plan. This end unit is in the best location on the property, with added privacy and extra windows.

$1,300,000
Plantation Key
Futura Yacht Club   - MM: 88.50
2 Bed, 2 Baths, 1,298 SqFt Days Listed: 80
-13.04% ($195,000) 1 Price Change : Last Change 2 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Boat Slip3

Florida Keys Dream! Open Bay Views, Sunsets and Great Ocean/Bay Boating Access ... all in Islamorada! This Futura Yacht Club 2/2.5 townhome includes a 39 ft. deeded boat slip with electric and water just steps outside your door. Futura is truly the Swiss Army knife of Keys communities because it offers one of everything you need, including an onsite boat ramp, onsite boat and trailer storage, spacious pool, two tennis and pickle ball courts, basketball court, shady green space for picnics, and lots of open space for walks and bike rides. The townhomes also allow two pets any size AND the HOA allows weekly rentals. The beach area has a fish cleaning station, kayak and stand-up paddle racks, and owners can now put boat lifts in their slips. If great boating in Islamorada is your Keys dream, its time to wake up in Futura Yacht Club!

$1,300,000
Key West
Harbour Lodge   - MM: 2.00
2 Bed, 2 Baths, 1,351 SqFt Days Listed: 724
Condo - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock26ft.

Closest living to OLD TOWN with a boat slip!! Peace and quiet and a boaters delight! This small condo complex located in the beautiful Meadows neighborhood has an ordinance against vacation rentals which ensures consistent tranquility with a virtually private pool. One of the only properties close to Old Town where you can keep your boat in the water with an assigned boat slip. With the rising cost of boat slips and marina rates, the slip can save you upwards of a $1000 per month. This third floor 2BR/2BA unit allows for panoramic views of the marina and Key West. The property has had many upgrades during this ownership including new decorative floors with a coastal feel, an upgraded bathroom, new AC, washer and dryer, and some appliances. Enjoy entering a cool car with the covered parking, a rare find in The Meadows. Large private exterior storage space is included. The views are a must see!

$1,375,000
Key West
Sunset Marina   - MM: 5.00
2 Bed, 2 Baths, 1,558 SqFt Days Listed: 34
Condo - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

Welcome to luxury waterfront living at Sunset Marina Residence! This unique corner unit offers breathtaking open water and sunset views. Nestled in a premium gated community, enjoy the spaciousness of the largest 2-bed, 2-bath model, spanning 1,558 sq ft of elegantly designed space. The glass-fronted living area floods the home with natural light, complemented by 9 ceilings and an open concept split floor plan. The master suite features private access to a lanai and side balcony, a spa-like bath with a jetted tub, shower, double vanity, and a large walk-in closet. The guest bedroom boasts an ensuite bathroom with plenty of closet space. Additional conveniences include a laundry closet, assigned covered parking with storage closet, and ample guest spaces. Indulge in resort-style amenities: a heated waterfront pool, hot tub, clubhouse, seaside boardwalk that extends the length of the complex, private marina with floating concrete docks offering easy access to the Ocean and the Gulf. Optional 30 (LOA 35) boat slip with deeded sea bottom available for $205,000. Experience unparalleled coastal living, steps from Key West Golf Club.

$1,385,000
Key West
Porter Court   - MM: 1.00
2 Bed, 2 Baths, 1,036 SqFt Days Listed: 24
Townhouse - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Nautical charm meets modern comfort at this meticulously designed villa located in Truman Annex, Key Wests most exclusive gated community. 413 Porter Lane maximizes every square foot, showcasing clever built-ins and ample storage. The first floor features a spacious living room, elegant dining area, and the efficient kitchen. Step through the back French doors onto the secluded deck, perfect for sunbathing on chaises or dining al fresco. Climb the stairs to the second floor where two generous bedrooms and two full bathrooms await. The primary suite features double closets and an en-suite bathroom with a walk-in shower. The second bedroom also offers double closets and easy access to a full hall bathroom. Beyond your private villa, enjoy resort-style living with access to the community pool, Jacuzzi spa, and plenty of lounging space. If its the beach youre looking for, you wont have to go far to discover Fort Zachary Taylor Park just a few minutes away. One designated parking space included. Come experience Key West living at its finest!

$1,399,000
Marathon
Indigo Reef Marina Homes   - MM: 52.50
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 142
Townhouse - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip35ft.

VERY RARE, GULF FRONT UNIT, completely MODERNIZED & READY TO ENJOY the Ultimate Keys Lifestyle ! Located in INDIGO REEF, a luxurious town-house style community located directly on the Gulf of Mexico just minutes from the heart of Marathon, yet quiet & tucked away from it all. Situated on over 10 Acres of private land and gated, villa 65 boasts Incredible OPEN WATER views, vaulted ceilings, quick and easy ocean access through the Vaca cut and an open concept floor plan. This 3 bed/2.5 bath, 1600 Sqft. townhome comes with a deeded 35 ft boat slip located just steps from the unit. Indigo Reef community offers a spacious heated resort style pool with plenty of cushioned lounge chairs, Ice machine, Kayak storage, professional GYM room and plenty of owners storage located in the temperature controlled HOA building with room for bikes and fishing gear. Home also comes with its own covered parking spot just steps from the front and with additional storage on top. This unit comes fully furnished and is a successful weekly vacation rental. Enjoy nightly sunsets while sipping a margarita from your GULF FRONT unit! You will LOVE sitting under your covered porch while you gaze over the gorgeous BLUE tones of the Gulf & relax after a successful day out on the water. This villa was recently modernized and professionally decorated with a coastal chic aesthetic. Luxury vinyl wood plank flooring throughout, IMPACT windows/doors, Large custom kitchen island, Coffee bar with separate Wine/beverage fridge, Deep French Stainless steel sink, easy maintenance TREX decking on all the exterior stairs & porches, QUARTZ counter tops & island, updated bathroom vanities and coastal modern tiled showers & STAINLESS steel appliances. AC new in 2019. SOLD FURNISHED & TURN KEY, ready for you to rent, relax & enjoy. Call today to make this rare unit your island dream home!

$1,475,000
Key West
Delancey Hall Condominium   - MM: 1.00
2 Bed, 2 Baths, 1,185 SqFt Days Listed: 6
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Beautiful, comfortable, spacious condominium in historic Delancey Hall. Located on a premier Old Town street a few short blocks from the Key West Seaport and Duval Street (and in the X-flood zone), this condo offers the historic features youd expect from a pedigreed Key West house -- Dade County Pine, crown molding, shutters, wide front porch -- combined with the modern features you need, seamlessly integrated to give you the quintessential Key West experience. Whip up a tasty breakfast in the light-filled kitchen and enjoy it on your large private deck leading to your outdoor shower and the shared pool, or take an easy stroll to Harpoon Harrys or Sarabeths for a little morning pampering. With ample storage and even the option for a one-bedroom lockout, this home serves as the perfect retreat or vacation rental investment property. Its Key West living at its best -- make it yours! (Photos coming soon!)

$1,499,000
Marathon
Indigo Reef Marina Homes   - MM: 52.50
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 209
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip3

LUXURIOUS townhome in desirable INDIGO REEF located in Marathon! One of the most beautiful units in this upper end development with immaculate interior finishes and spectacular OPEN WATER views right out your back door. Take a short walk to your deeded 31 boat slip offering the only BOAT LIFT in the development. Easy bay and Atlantic Ocean access to enjoy amazing fishing, snorkeling and diving or take a boat ride to nearby waterfront restaurants. Fully furnished and spacious 3bd/2.5ba, open living area floor plan. Enjoy breathtaking sunsets from the large patio off of the living room or master bedroom. Indigo Reef offers beautifully manicured grounds with lush tropical landscaping. Assigned covered parking and enclosed a/c spacious storage area. Outstanding amenities include a resort style pool and fitness center. Weekly rentals allowed making this an amazing investment. You will truly love living the FL Keys Lifestyle in Indigo Reef! Following is a list of outstanding features.....12,000 LB custom boat lift with remote and auto stop. PVC dipped piles. 2022 Trane A/C with new composite A/C condenser platform. Foam insulated walk around attic storage, climate controlled with ceiling drop down attic ladder. Second attic storage in carport with ceiling drop down attic ladder. 2022 ADT monitored touch screen alarm system with CCTV camera system and app controlled viewing. App controlled keypad door lock and Wifi hub. App controlled A/C thermostat. Whole home Surge Protector. Sony wall mounted LED smart TVs. Built in Samsung Surround sound System in living room. Sony Surround sound in Master Bedroom. Custom kitchen wall tile, above and below LED cabinet lighting with custom cabinet crown. Matching GE Profile kitchen appliances with glass top oven. Reverse Osmosis drinking water and ice. Ultra high end silver imbedded window treatments. Exotic ceiling fans in all bedrooms and living room. Samsung washer and dryer.

$1,595,000
Key West
Porter Court   - MM: 1.00
2 Bed, 2 Baths, 1,036 SqFt Days Listed: 55
Townhouse - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Escape to Paradise in this Turnkey Truman Annex Villa! Nestled within the exclusive gates of Porter Court at Truman Annex, this exquisite 2-bedroom, 2.5-bathroom villa at 406 Porter Lane offers the quintessential Key West lifestyle. Immerse yourself in tropical elegance with palm tree and bird motifs adorning the furnishings. The spacious interior living area flows seamlessly through French doors onto a sprawling private deck, perfect for al fresco dining and relaxation. A bay window frames the inviting indoor dining area, while the gourmet kitchen boasts top-of-the-line appliances to satisfy any chef. A convenient powder room completes the first floor. Upstairs, the primary suite features a generous closet and an en-suite bathroom with a tub/shower combination. The second bedroom offers ample storage with double closets and easy access to a full hall bathroom. Beyond your private oasis, enjoy resort-style living with access to a sparkling community pool, a soothing Jacuzzi spa, and ample lounging space. For beach lovers, the pristine sands of Fort Zachary Taylor Park are just steps away. Offered fully furnished, this turnkey villa is ready for you to start living your island dream!

$1,600,000
Key Largo
Buttonwood Bay   - MM: 96.00
2 Bed, 2 Baths, 1,400 SqFt Days Listed: 24
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 35ft.

This is the one youve been waiting for! Buttonwood Bay EE23 offers a rare and coveted opportunity to own a residence in one of Key Largos most sought-after locations. With unobstructed views of Florida Bay, this home is a true slice of paradise on Earth. Combining breathtaking scenery with luxurious design, this residence embodies the essence of refined living: open, airy, and expansive. Nestled in this exclusive gated community, this condo is perfectly situated close to the protected deep-water cut in the coral rock marina, granting direct access to the pristine waters of the Florida Keys. The residence includes a 35-foot boat slip, ideal for enjoying the boating and fishing lifestyle the Keys are famous for. Every detail of this two-bedroom, two-bath condo has been meticulously remodeled and decorated with high-end finishes. Impact windows and doors flood the interior with natural light and showcase panoramic views of the bay and stunning sunsets. The floor-to-ceiling glass highlights the seamless connection between the indoors and the outdoors. A gourmet kitchen with granite countertops, custom cabinetry, and state-of-the-art appliances creates an inviting space for cooking and entertaining. Buttonwood Bay offers world-class amenities, including five tennis and pickleball courts, three heated pools, a fitness center with saunas, basketball courts, and a clubhouse with a full kitchen for events. Relax on the sandy beach or watch the sunset from the comfort of your own home. Boaters will appreciate the deep-water marina and Ships Store featuring fuel, live bait, ice, and snacks, as well as a convenient boat ramp and on-site trailer storage. With on-site management, 24/7 security, and dedicated on-site maintenance and landscaping teams, Buttonwood Bay promises a lifestyle of effortless luxury and tranquility. Dont miss this exceptional opportunity to experience the ultimate waterfront living. This condo offers an incredible rental opportunity.

$1,949,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 996
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage,None

Condo living with hotel caliber amenities, this 3rd floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/gourmet kitchen, marble floors, fully furnished & stylishly decorated. All doors/windows are designed to exceed building codes & rated for 175 mph winds. On-site resort amenities include private beach, heated waterfront pool, spa, poolside bar/grill, valet parking, concierge, on-site management company, gourmet restaurant & the islands largest conference center.

$1,949,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 996
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Condo living with hotel caliber amenities, this first floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/ gourmet kitchen, marble floors, fully furnished & stylishly decorated. All doors & windows are designed to exceed building codes & rated for 175 mph winds. On-site resort amenities include private beach, heated waterfront pool, spa, poolside bar/grill, valet parking, concierge, on-site management company, gourmet restaurant & the islands largest conference center.

$3,950,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
5 Bed, 5 Baths, 3,417 SqFt Days Listed: 67
-6.29% ($265,000) 1 Price Change : Last Change 32 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Fixe

Luxury Waterfront Condo with Transient License - Key West, FL. More pictures and videos coming soon.This stunning 5-bedroom, 4-bathroom waterfront condo in Old Town Key West offers luxury and investment potential with a coveted transient nightly rental license. Enjoy breathtaking marina views from double balconies, a private pool, and a boat dock with deep water access. The home features an island kitchen, a two-car garage, and is built to Cat 5 standards with impact windows. Perfect as a personal retreat or income producing nightly rental. Dont miss this rare opportunity!

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 12-25-2024.
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