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Florida Keys Condos for sale in the price range of $400,000 - $500,000

All Florida Keys Listings $400K - $500K - Florida Keys Homes $400K - $500K - Florida Keys Condos $400K - $500K

Total Listings 27
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$400,000
Marathon
Harbor Club South   - MM: 50.00
2 Bed, 2 Baths, 1,259 SqFt Days Listed: 106
-19.68% ($98,000) 2 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 25ft.

Welcome to your slice of paradise in the heart of the Florida Keys! This 2-bedroom, 1.5-bath townhouse condo is perfectly situated on a deep-water canal, offering convenient access to the open ocean. With dockage available for your 25-foot boat, youll be just minutes from world-class fishing, snorkeling, diving, and boating adventures. Located near Sombrero Beach, Marathon High School, and local shopping, this home offers both convenience and coastal charm. The bright and airy interior features an open-concept living space, a well-equipped kitchen, and a private screened in patio overlooking the water. Upstairs, the spacious bedrooms provide a comfortable retreat after a day of island living. This well-maintained community is financially sound with strong reserves, ensuring peace of mind for homeowners. Whether youre looking for a full-time residence, or vacation getaway, this waterfront condo is an incredible opportunity to own a piece of the Florida Keys lifestyle.

$405,000
Key Colony
Sea Isle Condominium   - MM: 53.50
2 Bed, 2 Baths, 990 SqFt Days Listed: 183
-6.87% ($29,888) 2 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Paradise found in Key Colony Beach with weekly rentals allowed! Discover oceanfront bliss at the highly sought-after Sea Isle Condominiums, offering an unparalleled Florida Keys lifestyle with amenities galore. Stroll along the private white sand beach, dip into the pool, or unwind amid lush, meticulously maintained grounds featuring a tiki hut and serene grassy spaces. This third-floor turnkey condo boasts two bedrooms, two bathrooms, and nearly 1,000 square feet of thoughtfully designed living space. Wake up to breathtaking ocean views from the primary bedrooms private balcony or catch a glimpse of the sea through the guest bedroom window. The beautifully updated kitchen is a chefs delight with granite countertops, wood cabinetry, and newer appliances, offering both style and functionality. The open-concept living and dining area make entertaining a breeze, while the recently installed 2021 AC and water heater provide peace of mind. This condo already has $20,000 in rental bookings for 2025, professionally managed by the associations on-site rental team, ensuring a seamless return on investment. Beyond Sea Isles impressive amenities, immerse yourself in the vibrant lifestyle of Key Colony Beach. Within walking distance, enjoy tennis and pickleball courts, a 9-hole par-3 golf course, two childrens playgrounds, a dog park, marinas, and an array of restaurants and bars. Dont miss the iconic Sunset Park, where stunning views and community events await. Quarterly condo fee is $2,550, excluding building insurances. Conveying fully furnished with rentals in place. Whether youre seeking a serene getaway, an investment property, or both, this is your chance to own a slice of paradise in the Florida Keys!

$410,000
Plantation Key
Summer Sea   - MM: 88.50
1 Bed, 1 Baths, 574 SqFt Days Listed: 300
-21.15% ($110,000) 5 Price Changes : Last Change 60 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Basi

Welcome to your dream retreat at Summer Seas, where island living is easy living. This one-bedroom, one-bath condo is tastefully furnished with no detail spared, featuring new appliances and elegant furniture that perfectly complement the stunning Florida Bay views. Whether youre seeking a full-time residence or a vacation getaway, this condo offers a cozy, stylish space to call home.Summer Seas is a paradise for those who love the sun and the water. Relax by the recently renovated pool or bask on the sandy beach, soaking in the peaceful waterfront ambiance. Boating enthusiasts will love the convenience of the first-come, first-served marina, along with boat and trailer storage, a boat ramp, and a fish cleaning station. Find easy access from the Bay to the Ocean via Tavernier Creek or Snake Creek.The community offers kayak storage, a clubhouse complete with a fully equipped kitchen, and a brand-new game room for entertainment.Embrace the best of bayfront living at Summer Seas, where exceptional amenities and an unbeatable location create the perfect lifestyle. Whether youre looking to settle in or rent out, this condo offers the perfect blend of affordable luxury and convenience.

$417,000
Marathon
Stirrup Key Condo   - MM: 52.50
2 Bed, 2 Baths, 1,176 SqFt Days Listed: 67
Townhouse - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to Stirrup Key Woods. This spacious home represents truly affordable and comfortable living in the Florida Keys with wide open concept living areas, updated and expanded kitchen, spacious bedrooms, one full bathroom updated with stone tile, a half bath, covered parking for two vehicles, impact resistant windows and doors, metal roof, New HVAC system, and great location offering privacy and ease of access to bike paths, public boat ramps and all of the amenities that Marathon has to offer. Call today for more information and schedule a private tour.

$419,000
Key Largo
Ocean Pointe   - MM: 92.50
1 Bed, 1 Baths, 577 SqFt Days Listed: 52
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip

Own your piece of paradise. This beautifully redone 1 bedroom condominium in Ocean Pointe Resort is turn key ready to rent by the night (rare in the Upper Keys). It includes new impact windows and doors, all furnishings, decor, Samsung washer and dryer and a fully outfitted kitchen. Pieces by CB2, Pottery Barn and Urban Outfitters along with original art make unit 1204 stand out on vacation rental sites. The resort has a wet slip marina, boat ramp, boat and trailer dry storage, oceanfront beach, boardwalk, full liquor cafe and pool bar, heated pool, tennis and pickleball courts and 24 hour gated security. Unit 1204 includes a digitally-controlled door lock to give you maximum control for access. Owners have a separate entrance into the resort.

$425,000
Plantation Key
Sea Gulls   - MM: 90.00
2 Bed, 2 Baths, 1,179 SqFt Days Listed: 166
-15.00% ($75,000) 2 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

This unit at Sea Gulls Condominium is more than just a home; its an invitation to a lifestyle of comfort and coastal beauty. Whether youre seeking a serene vacation retreat or a permanent residence with resort-style amenities, this property offers a unique living experience in the Florida Keys. This renovated 4th-floor unit offers a harmonious blend of contemporary design and coastal charm, featuring two bedrooms which open to the covered balcony and two bathrooms. The kitchen features granite countertops. All windows and doors are impact. The covered balcony offers breathtaking ocean views of the sunrise and sunset.Experience living in this oceanfront unit, where every detail is designed for comfort and style. The state-of-the-art gym is fully equipped with all the essentials for a comprehensive workout, allowing you to maintain your fitness routine without leaving home. Adjacent to the gym, the yoga room offers a tranquil space for your practice. Both the gym and yoga room feature expansive windows, providing breathtaking ocean views that make your workouts a pleasure.

$428,000
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 1,100 SqFt Days Listed: 162
-4.87% ($21,900) 2 Price Changes : Last Change 33 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 400ft.

LIVE THE DREAM IN THIS OCEANFRONT BUILDING ON MILLIONAIRES ROW IN THE BEAUTIFUL FLORIDA KEYS! LARGER THAN OTHER UNITS UNDER AIR AT 1100 SQ FT. TURN KEY STUNNING AND REMODELED, FRESHLY PAINTED, FULLY FURNISHED ALL ON ONE LEVEL 2 BEDROOM 2 FULL BATH CONDO IS MOVE IN READY! OR START MAKING MONEY AS A VACATION RENTAL RIGHT AWAY! $10,000.00 WORTH OF VACATION RENTAL BOOKINGS AND CONSULTING ARE INCLUDED WITH THIS CONDO SALE! CHEFS KITCHEN, HUGE PANTRY, BOSCH WASHER/DRYER INCLUDED WHICH IS NOT FOUND IN MOST OTHER UNITS. SPLIT BEDROOM PLAN, WOOD CABINETS IN KITCHEN AS WELL AS NEW REFRIGERATOR AND DISHWASHER. NEW WATER HEATER AND MAIN BEDROOM HAS LARGE WALK IN CLOSET. ADDITIONAL STORAGE UNIT ON MAIN FLOOR. 1 DESIGNATED COVERED PARKING SPACE & PLENTY OF GUEST PARKING, HEATED POOL, 400 FOOT DOCK/FISHING PIER ALLOWS YOU TO TIE UP YOUR BOAT FOR LOADING AND UNLOADING FOR A WONDERFUL DAY ON THE WATER, COMMUNITY ROOM AVAILABLE WITH KITCHEN TO GATHER WITH THE RESIDENTS FOR A PARTY OR RENT OUT THE SPACE FOR YOUR OWN PRIVATE EVENT, FITNESS AREA, SAUNA, AND SO MUCH MORE!WALK TO RESTAURANTS, SHOPPING, AND FOUNDERS PARK CLOSE BY AS WELL AS THEATRE OF THE SEA.

$435,000
Marathon
Island Club   - MM: 50.00
2 Bed, 2 Baths, 1,001 SqFt Days Listed: 336
-12.83% ($64,000) 4 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock28ft.

Welcome to your piece of Keys Paradise! This spacious 2nd-floor condo features 2 bedrooms and 2 bathrooms, offering canal views and a serene living experience. The newly painted and unfurnished open kitchen, dining, and living area provide a blank canvas for your imagination to run wild with your own taste and decor ideas. The large master bedroom includes an en suite bathroom and overlooks the canal, providing a tranquil retreat. A well-sized guest bedroom is situated near a full guest bathroom, perfect for accommodating visitors. Enjoy the waterfront breezes from the screened-in patio, which offers a relaxing view of the canal and boats. The monthly dues are very reasonable, with fully funded reserves and certification, ensuring a well-maintained community.This condo is the perfect blend of comfort, convenience, and potential, ready for you to make it your own.

$439,000
Marathon
Coco Plum Terraces   - MM: 54.50
1 Bed, 1 Baths, 664 SqFt Days Listed: 179
-6.40% ($30,000) 3 Price Changes : Last Change 105 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Other Dock

Welcome to your slice of paradise! This beautifully updated one-bedroom, one-bath condominium offers the ultimate waterfront living experience. Located on a serene 200-foot-wide canal with a 6-foot control depth, its the perfect haven for boating enthusiasts. With assigned boat slips for $500 per year and a community boat ramp steps away, youll have direct access to the water, accommodating boats up to 50 feet in length.Designed for coastal comfort and style, this unit features modern finishes throughout, ensuring a sophisticated and contemporary feel. Whether youre looking for a weekend retreat or an income-generating vacation rental, this property brings in revenue from short-term stays with only a 7 night minimum. Relax and unwind at the heated and chilled pool, or enjoy the tiki hut and boat trailer parking, designed to make your life easier and more enjoyable. With Coco Plum Beach less than 1 mile walk away, stunning views and a private, serene atmosphere, this condominium offers an exceptional lifestyle for both personal enjoyment and investment opportunity.Dont miss out on this rare opportunity to own a piece of luxury waterfront living!

$439,900
Key Largo
Landings Of Largo   - MM: 98.00
2 Bed, 2 Baths, 778 SqFt Days Listed: 60
-3.85% ($17,600) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover your slice of paradise in this delightful 2-bedroom, 2-bathroom Garden Condo nestled in the enchanting Landings of Largo community. Located on the second floor, this charming unit boasts a serene balcony with picturesque views of the inviting pool, perfect for soaking in the tropical sun.Step inside to find exquisite granite countertops in the kitchen and a smartly designed split floor plan that maximizes your living space. This fully furnished retreat includes the convenience of an in-unit laundry and two dedicated parking spaces, making it truly move-in ready. Unwind on your balcony, where you can embrace the peaceful ambiance of this hidden gem on the Bayside at MM 98 in Key Largo.The Landings of Largo is a meticulously maintained gated community that offers a plethora of amenities for your enjoyment, including two sparkling swimming pools, a contemporary marina, Sunny Sunset Pier, a fish cleaning station, and a welcoming clubhouse. Residents also benefit from dry boat/trailer parking and access to a community ramp. This family-friendly oasis has a minimum rental requirement of 28 days, ensuring a calm and tranquil environment free from short-term rentals. Equipped with sturdy accordion shutters for hurricane protection and a pet-friendly policy allowing two furry companions of any size, youll experience the best of Key Largo living. Enjoy effortless access to fantastic dining, shopping, and the areas renowned fishing and diving adventures. Make this enchanting retreat your new home in the Florida Keys!

$449,000
Key Largo
Landings Of Largo   - MM: 98.00
2 Bed, 2 Baths, 778 SqFt Days Listed: 105
-6.26% ($30,000) 1 Price Change : Last Change 66 Days Ago
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: First Come Dock,Boat

Landings of Largo - Bayfront Living at Its Best!Prepare to be swept away by the serenity and unmatched value of Landings of Largo, a bayside haven in south Key Largo. Unlock your dream Keys escape with this 2-bedroom, 2-bathroom second-floor condo overlooking the pool from your screened in patio. This move-in-ready gem has been lovingly maintained, freshly painted, and upgraded with brand-new appliances to bring modern flair to your coastal lifestyle. Dive into a world of standout amenities: launch your boat from the bayfront marina with a private boat ramp--a boaters dream come true--or take a refreshing dip in one of two pristine pools. Rally your crew for a match on the tennis courts, unwind in the clubhouse, and soak up the laid-back luxury of this vibrant community. Whether youre craving a vacation hideaway or a forever home, this condo delivers coastal charm, modern convenience, and a front-row seat to the Keys lifestyle.Dont let this one slip away--schedule your showing today and claim your slice of Landings of Largo bliss!

$449,000
Plantation Key
Summer Sea   - MM: 88.50
2 Bed, 2 Baths, 794 SqFt Days Listed: 71
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: First Come Dock,Boat

Tavernier beauty, Summer Sea Condo sits on MM 88.5 right on the Bay - waterfront building with incredible lush grounds. Boaters will love the updated dock and easy access ramp - available on first come basis (boat size restriction applicable). This 2 Bedrooms 1.5 Bathrooms turnkey condo is ready for occupancy. Unit features tile flooring throughout, updated open kitchen, stainless steel appliances, custom made plantation shutters in bedrooms, owners closet, private balcony, laundry room a few steps aways from unit, and much more. This gated community features a large-heated pool overlooking the bay, kids pool, gym, adult billiards room, kids playroom, community party room (with kitchen facilities), assigned storage, ample parking, onsite manager, laundry facilities on every floor, fish cleaning stations, barbeque areas, storage area for kayaks and paddle boards, and so much more. Best sunsets in town from the rooftop deck or from the Beach area.

$449,000
Marathon
Bonefish Towers   - MM: 54.50
1 Bed, 1 Baths, 742 SqFt Days Listed: 30
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

RETREAT TO THE BALCONY OF THIS SUSTAINABLE GETAWAY AND BE MESMERIZED BY STUNNING SUNSETS AND TRANQUIL WATERS! Here at Prestigious Bonefish Towers this home provides all the elements for relaxing, comfortable and easy care living. Fantastic open floor plan with a half bath and floor to ceiling sliding glass doors out to a covered balcony. A consistent flow of boat traffic can be seen from your spacious bedroom with more then ample closet space and en-suite. Take an early morning stroll down to the beach, work out on the new gym equipment or a dip in the pool. This Oceanfront community provides on site management and security. Perfect as your Keys paradise or rental investment. Plenty to enjoy from tennis, pickle ball, fishing dockside, paddle boarding in the canal, shuffle board pool side or cook your catch on the grill. Unique and Tranquil Lifestyle!

$454,000
Key West
Santa Clara   - MM: 3.00
2 Bed, 2 Baths, 696 SqFt Days Listed: 25
-0.22% ($1,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

First time on the market since 1982. Santa clara condo building has been totally renovated with its 40 year inspection completed with no assesments to worry about This 2 bedroom 2 bath has all the updates and has tenants until 12/31/2025 paying $ 3100 per month . The tenants would like to stay . Need at least 24 hrs to show . Owners are license realtors

$459,900
Key West
Santa Clara   - MM: 3.00
2 Bed, 2 Baths, 696 SqFt Days Listed: 82
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Experience island living at its finest in this beautiful 2-bedroom, 2-bathroom condo located on the third floor in a secure, gated community in Key West. Enjoy breathtaking views from your private balcony, perfect for watching sunsets or simply relaxing while soaking in the island atmosphere.This well-maintained unit features spacious living areas with plenty of natural light, offering both comfort and style. The open-concept layout seamlessly connects the living, dining, and kitchen spaces, making it ideal for both everyday living and entertaining. The modern kitchen comes fully equipped with all the essentials, while the generously sized bedrooms provide ample space for rest and relaxation.Residents of this community can enjoy a variety of top-notch amenities, including a sparkling pool, tennis court, and bike area, all within a well-kept and secure environment. With surveillance and gated access, you can enjoy peace of mind knowing youre in a safe and tranquil setting. Whether youre seeking a full-time residence or a vacation getaway, this condo offers the perfect blend of convenience, comfort, and island charm.

$463,175
Stock Island
Lincoln Man Et. Amd   - MM: 5.00
3 Bed, 3 Baths, 1,274 SqFt Days Listed: 89
Townhouse - Contingent - Waterfront No
Side of Island: Ocean - Dockage: None

Affordable Coastal Living in Park Village - Stock Island. Discover affordable island living in Park Village, a deed-restricted, workforce housing community just minutes from Key West. This 3-bedroom, 2.5-bathroom townhome offers a rare opportunity to own a home in paradise at an accessible price. Enjoy the breeze from your back deck. The spacious, open-concept first floor, where the kitchen flows seamlessly into the dining and living areas. Upstairs, youll find three comfortable bedrooms, including a primary suite with a private ensuite bath. Ample closet space throughout ensures plenty of storage. Additional features include a large ground-level storage area, perfect for all your island gear. Buyer approval is required for this deed-restricted affordable housing unit. This is a potential short sale and will require lender approval.

$474,900
Key West
Solana Village   - MM: 3.00
2 Bed, 2 Baths, 920 SqFt Days Listed: 25
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Here is your opportunity to own a well maintained condo in Solana Village. This clean and updated 2 bedroom and 2 bathroom is a single level unit, all rooms are located on the same floor. Features include newly installed central air conditioner, ceiling fans, ALL new Samsung appliances; kitchen appliances are stainless steel and washer and dryer are full sized front loaders. Covered parking for 2 vehicles and storage are also bonus features. Home is conveniently located in New Town, Key West with walking distance to everything. Association offers a large swimming pool for owners enjoyment.

$480,000
Other
Monroe   - MM: 999.90
1 Bed, 1 Baths, 577 SqFt Days Listed: 53
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Looking for the perfect Keys getaway? This charming 1-bedroom, 1-bathroom condo in Building 1 offers stunning views of lush mangroveswith glimpses of the Atlantic Ocean in the distance. Nestled within thesecure 60-acre Ocean Pointe Suites community, youll enjoy both privacyand natural beauty.This turnkey property comes fully furnished with up to date/ modernfurniture). It also features a modern kitchen with stainless steelappliances, convenient in-unit washer and dryer, hurricane impactwindows and doors for peace of mind during storm season, and it has anupdated shower. Everythings ready for you to move in and/or startrenting right away!Speaking of renting, this place is a money-maker! It generated over$45,000 in rental income in 2024 alone - and thats with the ownersfrequently using the unit themselves and on all of the major holidays!The income potential is significantly higher with full-time rentalavailability and if you allow it to be rented for some, or all of theholidays. Youve got options too - rent it nightly through Airbnb orVRBO if you want to manage it yourself, or work with a propertymanager to handle everything for you.Life at Ocean Pointe comes with amazing perks: boat slip and trailerparking (based on availability), a gorgeous walk-in beach, Olympic-sizepool with Jacuzzi, poolside bar for those vacation drinks, an on-site cafefor easy meals, tennis and pickleball courts for staying active, a scenicobservation pier for sunset watching, and 24/7 security with a gated,manned entrance.

$480,000
Marathon
Bonefish Towers   - MM: 54.50
1 Bed, 1 Baths, 797 SqFt Days Listed: 40
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to Bonefish Towers, where this stunning one-bedroom, one-and-a-half-bath oceanfront condominium offers breathtaking, expansive views of the Atlantic from the comfort of your own private balcony. Perfectly designed for relaxation or entertaining, the open layout combines coastal charm with modern convenience. This third floor unit features a thoughtfully remodeled kitchen in 2017 and remodeled primary bathroom in 2018. Bonefish Towers just had a new roof, new elevators, and new gym installed - with zero assessments for you! Enjoy resort-style living with access to exceptional amenities, including a sparkling pool, tennis and pickleball courts, a new fitness center, sauna, game room with billiards, tiki huts, and more--all just steps from the sand and sea. This is your chance to own a slice of paradise in one of the Florida Keys most sought-after communities. Call to see this unit today!

$489,900
Key Largo
Landings Of Largo   - MM: 98.00
2 Bed, 2 Baths, 778 SqFt Days Listed: 166
-3.92% ($20,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp,None

Indulge in the serene elegance of this fully renovated 2-bedroom, 2-bathroom Garden Condo, nestled within the enchanting Landings of Largo community. Elevated on the second floor, this exquisite residence boasts a captivating balcony that invites the gentle coastal breeze and offers panoramic views of the sparkling pool area below. Prepared to be wowed by the luxurious finishes throughout, including stunning granite countertops that grace the gourmet kitchen and a meticulously crafted split floor plan that maximizes both space and privacy. This condo comes tastefully furnished, ensuring a seamless transition into your new coastal sanctuary, complete with the convenience of an in-unit laundry and two designated parking spaces. Savor your morning coffee or unwind in the evening on your balcony, where tranquility reigns in this hidden gem located at Bayside, MM 98 in Key Largo. The Landings of Largo is an exclusive, well-maintained gated community offering a wealth of amenities, including two shimmering swimming pools, a state-of-the-art marina, a picturesque Sunset Pier, fish cleaning station, clubhouse, and attentive on-site property management. Residents enjoy the added benefit of dry boat/trailer parking and access to a community ramp. Designed for family living, this community enforces a minimum rental requirement of 28 days, ensuring a peaceful atmosphere free from short-term rentals. With accordion shutters for hurricane protection and a pet-friendly policy welcoming two pets of any size, this condo offers the ultimate in Key Largo living. Embrace effortless access to exceptional dining, shopping, and the areas renowned fishing and diving experiences. Welcome to your luxurious coastal retreat!

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 06-16-2025.
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