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$500,000 - $600,000 Florida Keys Properties For Sale - Real Estate

Total Listings 117
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$554,900
Key Largo
Pirates Cove   - MM: 98.50
2 Bed, 2 Baths, 1,515 SqFt Days Listed: 51
-5.15% ($30,100) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Boat

Live Life on Vacation!Discover this charming Florida Keys home on an expansive double lot in the sought-after Pirates Cove/Buccaneer Point neighborhood! Enjoy exclusive access to a private homeowners dock, boat ramp, and a sandy beach just for residents.CBS****This CONCRETE home*** ABOVE FLOOD (X)*** has been tastefully updated and features two bedrooms and a beautifully renovated full bathroom. One bedroom includes an adjoining bonus space, perfect for a suite, den, or home office.Relax at the private beach at the end of the street or set out on your boat to explore the stunning Florida Keys waters. The extra lot offers ample space for a motorhome, tiki hut, or additional parking. Plus, theres a large shed with electric and water for added convenience.Located just one hour from Miami, this home provides the perfect blend of Keys serenity and mainland accessibility.Dont miss this rare opportunity!

$555,000
Key West
Key West Golf Club Dev   - MM: 4.00
2 Bed, 2 Baths, 780 SqFt Days Listed: 80
-17.16% ($115,000) 4 Price Changes : Last Change 2 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

FINAL Price Improvement! Will go into Annual Rental Pool. Fresh as a daisy and ready to occupy! Superb location, pristine., exceptionally large extended rear yard. Tranquility awaits @ gated Key West Golf Club. Savor the first cup of tea/coffee on beautiful, screened veranda in peace. Absorb majestic sunrise colors. Eastern tropical breezes flow. Serene vista overlooks the #1 Green. Ultimate privacy, deep setback from cart path. Steps away from path leading to large lagoon-shaped pool w/serene waterfall. Clubhouse Building w/Fitness Center is steps away. This charming home affords the perfect blend of tropical tranquility Open floor plan, crown molding, abundance of natural light flowing through new impact windows. Spacious living area flows seamlessly. The kitchen has newer cabinets, custom cabinet under breakfast bar, beautiful laminate flooring on main level/staircase leading the bedrooms. Expanded living space through a gracious slider leads to screened veranda. Special custom mural hand-painted by local KW artist pulls you into serenity. Tranquil retreat is surrounded by vibrant tropical foliage, exquisite mature tree @ rear fence line, manicured, front/rear yard w/brick pavers/stone. Lovely side yard space for additional privacy. W/D is downstairs, large pantry closet for added storage, new energy saving hot water heater w/blanket. Primary bedroom boasts vaulted ceilings, 2 cedar closets,/custom closet in former alcove area, picturesque views of lush surroundings. Guest bdrm. has a cedar closet, mirrored wall to capture afternoon light, custom closet over-the-stairwell. French doors lead to a cozy veranda overlooking beautiful streetscape. Roof replacement screws/easy accordion/rolldown shutters provide added protection. Crisp exterior painting, total interior painting/accents just completed designed to bring outdoors in. Enjoy the amenities KWGC has to offer: 24-hour Security on Championship Rees-Jones- designed Course. Paradise awaits!

$559,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 816 SqFt Days Listed: 100
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 17ft.Concrete

Welcome to your tropical retreat! This 2-bed, 1.5-bath canal-front mobile home in Cudjoe Key offers open ocean access and the perfect blend of comfort and affordability. Located in the desirable Venture Out community, this property is also a proven income-producing vacation rental, making it a fantastic investment opportunity.Venture Out is a residential condominium community with 24-hour gated security and no age restrictions. The home includes parking for one vehicle, and the community allows transient (1-day) rentals, as well as two pets. Residents enjoy a heated saltwater oceanfront pool, jacuzzi, marina with a fuel dock, convenience store, boat launch, and recreational courts for pickleball, basketball, and tennis.This property is only 19 miles from Key West, offering proximity to shopping, dining, and entertainment while providing a serene getaway. Whether youre seeking a vacation home, a rental income property, or your own slice of paradise, this one has it all.

$559,000
Key West
Solana Village   - MM: 3.00
2 Bed, 2 Baths, 1,046 SqFt Days Listed: 233
-9.69% ($60,000) 4 Price Changes : Last Change 3 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Median - Dockage: None

Affordable and spacious townhouse with under $6,000.00 in Solana Village, with updated tile floors and luxury vinyl, this 2 bedrooms, 1.5 bath home has a covered rear porch, ample attic storage and a private fenced courtyard. Enjoy the convenience of being within walking distance to shopping, schools, movies and dining, with beaches and downtown 5 min away.The low HOA fee of $1300 annually includes access to a playground, a gated community pool and common area maintenance.

$559,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 667 SqFt Days Listed: 86
-1.76% ($10,000) 1 Price Change : Last Change 2 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 35ft.Concrete

Boating enthusiasts will love the 35-foot concrete dock, complete with five sturdy posts, a fish cleaning table, cleats, and a swim ladder for easy access to open water.This turn-key, 2-bedroom, 1-bathroom home is move-in ready and located in the desirable Venture Out community, offering 24-hour gated security for peace of mind.Inside, the guest bedroom features two twin beds, a TV, a closet, and a stacked washer/dryer, while the master bedroom boasts a queen-size bed, TV, and a full bathroom.Owners benefit from transient licensing, allowing 1-day rentals. With 102 nights already booked at an average nightly rate of $244.58, this property has $24,946.80 in future bookings, making it a profitable investment. Currently, the home is used half for personal enjoyment and half for vacation rentals, offering a perfect balance of personal use and income potential.Designed for convenience, the property features a side door entrance, ramp access, and ample storage space underneath.Community amenities include a heated pool, hot tub, marina with a ship store, fuel dock, two boat ramps, tennis courts, pickleball courts, and more. Plus, residents are welcome to bring two pets!Dont miss this opportunity to own a profitable, fully equipped vacation rental in one of the most desirable locations in the Florida Keys. Review the attached documents for a detailed rental analysis.

$559,500
Marathon
Sombrero Ridge Two   - MM: 49.50
2 Bed, 2 Baths, 973 SqFt Days Listed: 226
-11.19% ($70,500) 5 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip30ft.Concre

Welcome to your dream Keys lifestyle! This charming 2-bedroom, 2-bathroom condo has everything you need at an unbeatable price. Imagine waking up to stunning views of Boot Key Harbor, enjoying beautiful sunrises and sunsets, and taking in the peaceful golf course scenery. Youll love the convenience of having your own assigned boat slip. The spacious floor plan and low HOA fees make this condo a fantastic find. Inside, youll find tastefully remodeled interiors with an enclosed balcony adding 90 sq ft of living area. The waterfront community pool has also been recently renovated. Plus, theres an outside owners closet and kayak storage. The condo comes fully furnished and equipped with a washer and dryer, so its ready for you to move in. Located in Marathon, youre close to everything--beaches, boating, biking, shopping, dining, and golf. Yet, its tucked away on a quiet, low-traffic street, offering peace and tranquility. Please note, no pets are allowed except for service animals. Annual $100 Marina Fee. Dont miss out on this incredible opportunity to live the Keys lifestyle! Contact us today to schedule a viewing.

$560,000
Marathon
Lida Subdivision   - MM: 51.50
2 Bed, 2 Baths, 675 SqFt Days Listed: 17
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Beautifully maintained 2-bedroom, 1-bath home ideally situated in the heart of Marathon in the Florida Keys. The custom kitchen features elegant white cabinetry, granite countertops, a convenient breakfast bar, and stainless steel appliances--perfect for entertaining or enjoying a quiet morning at home.Step outside to a spacious backyard with plenty of room to design your own tropical oasis or add a pool. This inviting cottage blends comfort, style, and island living in one of the most desirable locations in the Keys.

$562,000
Marathon
Mead Subdivision   - MM: 49.50
3 Bed, 3 Baths, 1,396 SqFt Days Listed: 22
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This Mid-Twentieth Century find is perfect for a growing family with its open floor plan and large yard. Updated HVAC (2021), covered parking, and a storage shed offer convenience and peace of mind. The casual design of this home allows for relaxing in the open living area or spreading out in the yard with games and toys while you barbecue. Clean white cabinetry with generous storage adds to the function of the centrally located kitchen. Unique wooden ceiling in the living area adds to the character and charm of the home. Perfectly situated just minutes from Marathons shops and local dining spots.

$563,000
Key West
Salt Pond   - MM: 3.00
2 Bed, 2 Baths, 772 SqFt Days Listed: 33
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo, perfectly positioned to capture breathtaking sunset (and even ocean!) views from your private balcony on the third floor. It comes with a coveted carport right next to the elevator and a separate storage unit. The split floor plan adds privacy to each ensuite bedroom and new screened sliders let you easily enjoy fresh island air. The Salt Ponds complex features a newly renovated pool and hot tub, tennis courts, bicycle storage room and ample open parking. The unit was recently painted and improved with LED kitchen lighting and a new refrigerator. This home is in move-in ready condition yet offers the opportunity to add your own interior touches to create a perfect full- or part-time home in paradise.

$564,000
Key Largo
Ocean Pointe   - MM: 92.50
2 Bed, 2 Baths, 841 SqFt Days Listed: 96
-5.69% ($34,023) 1 Price Change : Last Change 33 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock,Boat

Newly Renovated 2 bedroom, 2 bathroom condo in highly desirable Ocean Pointe is being offered fully furnished. Stunning sunrises and NIGHTLY RENTALS allowed with an array of amenities that include; Security 24/7, Heated Pool, Private Sandy Beach, Marina with Direct Ocean Access, Private Waterfront Lounge and Cafe, Boat Ramp, Gazebo, and Boardwalk. Close to restaurants and groceries. Property is perfect for a primary residence, or income producing property. If you choose to rent, you can hire the onsite rental agency or choose anyone you like. This is NOT a condo-hotel. Showings are limited due to unit being a busy rental. Buyer to verify all facts. Impact Windows And impact sliding glass doors.

$564,900
Key West
Key West Golf Club Dev   - MM: 4.00
2 Bed, 2 Baths, 780 SqFt Days Listed: 41
-4.09% ($24,100) 2 Price Changes : Last Change 2 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Median - Dockage: None

Discover the perfect retreat in this inviting 2-bedroom, 1.5-bathroom townhome in the delightful Key West Golf Club community. Tucked within a lush, gated enclave, this residence offers the best of resort-style living while maintaining the relaxed charm of the Florida Keys.Step inside to find an open-concept living space filled with tons of natural light. The kitchen boasts modern appliances and plenty of cabinet space, making it both stylish and functional. Beyond the kitchen is a dining area and spacious living room with sliding glass doors which lead to your private covered porch. The perfect spot for lounging outdoors and enjoying the Key West breeze. Downstairs from the porch is your own fenced-in backyard garden area, with ample storage underneath the property. Back inside and upstairs are two comfortably-sized bedrooms, with a private balcony off the primary suite. Residents of the Key West Golf Club enjoy access to two beautiful sparkling pools, a state-of-the-art fitness center, and an 18-hole Rees Jones-designed golf course. This home offers both convenience and tranquility, and is located minutes from Key Wests historic Old Town, world-famous dining, and relaxing beaches. Schedule a private showing today!

$565,000
Key Largo
Bermuda Shores   - MM: 103.00
2 Bed, 2 Baths, 860 SqFt Days Listed: 4
Mobile Home - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Tropical Coastal Villa - Paradise found at this stunning 2 bedroom, 2 bath fully renovated villaon the Bay side of Key Largo. With a Backyard that transports you to a tropical oasis whileyoure having a drink under the tiki or in the pool, its perfect for relaxing and entertaining. Thisimmaculate property features a new oversized tiki hut and large fiberglass pool wrapped in exotichardwoods nestled into a mangrove backdrop surrounded by lush landscaping of privacy hedges,and no maintenance artificial turf. Home has been meticulously remodeled, offering the perfectblend of indoor-outdoor living under a newer roof, with custom cabinets and marble countertops,KitchenAid stainless steel appliances & wine fridge, with a covered back deck, a new rockdriveway, and a carport offering shaded boat, jet-ski, or RV storage. The neighborhood boat rampprovides direct access to Black Water Sound and the Florida Bay. Conveniently located minutesfrom John Pennekamp State Park, restaurants, and shopping but also just an hour away from themain land of Miami.Seller is offering the home fully furnished, along with bikes, kayaks, paddle board, bar, and patiofurnishings too.Whether youre seeking a vacation home, a luxury rental investment, or your forever getaway,this tropical coastal villa delivers it all.

$565,000
Key Largo
Ocean Pointe   - MM: 92.50
2 Bed, 2 Baths, 826 SqFt Days Listed: 386
-9.46% ($59,000) 4 Price Changes : Last Change 12 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Great investment chance! 2-bed, 2-bath Condo in popular Ocean Pointe Suites, well-kept and ready for use. Earn income when youre away. Top-notch amenities include a spacious pool area with 14 person spa, lighted pickleball and tennis courts, beach area with chickee huts, clubhouse, and naturally protected Marina with boat ramp. Trailer storage offered. Nightly rentals allowed. Condo comes fully furnished, set to go with strong rental history. Perfect for a getaway spot that pays for itself. Dont miss this rare opportunity in a prime location!

$565,000
Key West
Salt Pond   - MM: 3.00
2 Bed, 2 Baths, 772 SqFt Days Listed: 139
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Imagine waking up to the tranquil beauty of mangroves and salt ponds, just moments from the shimmering turquoise waters of Smathers Beach. Welcome to 3635 Seaside Drive, Unit 104--a serene first-floor condo in the sought-after Salt Ponds community, where island living and modern convenience come together in perfect harmony.Step inside and be greeted by stunning natural views that invite relaxation and inspire adventure. Enjoy your private balcony, a front-row seat to Key Wests vibrant wildlife and breathtaking sunsets. Watch graceful herons and playful pelicans bring the landscape to life. In the evenings, dine al fresco or sip on libations and watch the sky change colors all from the privacy of your own home! This pet-friendly unit is ideally situated on the first floor next to the stairs, offering effortless outdoor access and convenience for dog walking. The building also has an elevator. Inside, the split floor plan is designed for seclusion and comfort, featuring two spacious bedrooms, each with its own en-suite bathroom. The primary suite offers room for a king-size bed, a generous walk-in closet with custom storage, and an abundance of natural light through large windows. Bahama shutters enhance the space with privacy and charm, while the guest bathroom includes a convenient washer/dryer.The Salt Ponds community offers a thriving and vibrant island lifestyle with amenities such as a sparkling pool and spa, tennis courts, walking trails, and ample on-site parking. Nestled in a peaceful corner of Key West, its just a short bike ride to local attractions, the international airport, or your next kayak adventure.Start your island story at 3635 Seaside Drive, Unit 104. Dont wait to claim your piece of paradise!

$565,000
Key West
Key West Estates   - MM: 4.00
2 Bed, 2 Baths, 1,032 SqFt Days Listed: 40
Townhouse - Contingent - Waterfront No
Side of Island: Median - Dockage: None

BEST PRICED TOWNHOUSE IN KEY WEST WITH NO HOA FEES AND REASONABLE INSURANCE COSTS! This townhouse is in move-in condition and features 2BR/1.5BA with a fully fenced yard and a brand new spacious outdoor deck that is perfect for entertaining. Centrally located in New Town makes this property a highly desirable choice for the first time home buyer or the investor looking to maximize their investment capital. Call today to schedule your private showing!

$569,000
Key West
Salt Pond   - MM: 3.00
2 Bed, 2 Baths, 772 SqFt Days Listed: 192
-5.01% ($30,000) 3 Price Changes : Last Change 1 Day Ago
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

**** SELLER WILL PAY 1 YEAR HOA FEES*****Step inside your perfect Key West condo! This 2 bedroom and 2 full bathroom condo offers the best of Key West living! A split bedroom floor plan makes this ideal for guests or multi family living. The balcony offers peaceful views of the Salt Ponds and a great space to relax. The wonderfully mainntained grounds offer a newly renovated swimming pool, a tennis court and BBQ area. Smathers Beach is just a short bike ride / walk away and the path offers a great spot for morning walks by the ocean. Your own private covered parking bay affords quick access to the elevator. Call for your very own private showing and make this your Key West home today!

$569,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 758 SqFt Days Listed: 299
-5.17% ($31,000) 6 Price Changes : Last Change 2 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 35ft.

The furniture is included and so is the golf cart! BRAND NEW PAVER PATIO! Turn-key 2/2 with 35 of private dockage is ready to generate a lucrative income with nightly rentals allowed. This amenity-rich, gated community is perfect for investors or seasonal/full-time residents! LOWEST-PRICED 2/2 WATERFRONT IN VENTURE OUT! Direct, deepwater ocean and Gulf access, great fishing, and gorgeous sunrise/sunset skies all from your backyard! Diligently maintained, impact sliders (plus most windows), panels and accordions for extra protection, gas stove, lots of storage, and a tropical yard situated on a quiet street. Only about a half hour from Marathon or Key West, the quintessential Keys lifestyle in golf cart-friendly Venture Out is second to none. With a 24-hr guard-gated entry, Venture Out has an oceanfront heated pool, hot tub, beach, marina with fuel and ships store, a private boat ramp, trailer parking, pickleball and tennis courts, an active clubhouse (worship, mah jongg, bingo, plays, holiday events, etc), and kids pool and playground. This community offers it all and this home is MOVE-IN/RENT-OUT READY. Great opportunity to get in at a GREAT PRICE!

$569,990
Key Largo
Harris Ocean Park   - MM: 93.00
2 Bed, 2 Baths, 640 SqFt Days Listed: 102
-4.84% ($29,010) 1 Price Change : Last Change 51 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Here is your Keys dream get-a-way in the heart of Taverneir a few minutes walk to Harry Harris Park. This updated gem comes complete with impact doors and windows and a newer 3 year old metal roof. This totally remodeled 2/1 comes with a lovely screened in porch, an amazing backyard, exquisitely landscaped and ready for any social; also there is a car port and an oversized utility room or possible office. There are also numerous fruit trees including, guava, sour sop, banana as well avocado trees. The kitchen boasts newer appliances and cabinets, and classy quartz countertops with tastefully done back splash. The yard is fully fenced in and youre a short walk down to Harry Harris Park with an array of features including a beach, picnic tables, two boat ramps and a kids play area. This is a must see.

$575,000
Lower Matecumbe
Islamorada South   - MM: 76.50
2 Bed, 2 Baths, 1,079 SqFt Days Listed: 168
-14.81% ($100,000) 4 Price Changes : Last Change 42 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

Discover Your Coastal Retreat in Islamorada! Boaters Paradise: Rarely available, this pristine townhome offers direct ocean access with dockage for a boat up to 25 feet. Perfect for those who crave the open waters. Meticulously Maintained featuring 2 bedrooms and 2 baths, this home boasts a custom kitchen with wood cabinetry, a large island for entertaining, and elegant granite countertops. The open floor plan seamlessly connects the kitchen to the living area, which extends to a screened-in porch--ideal for enjoying the soothing ocean breeze. Timeless Elegance w/ Both bathrooms beautifully updated with classic finishes and tile flooring throughout enhances the coastal charm. The master suite includes a screened-in porch with a peek-a-boo ocean view, enhancing the allure of your new home. Turnkey Living: Sold fully furnished with tasteful decor, this home is move-in ready, allowing you to immediately start enjoying your Florida Keys lifestyle. Convenient Parking w/ carport and garage providing ample space for multiple vehicles. Plus, the property offers easy access to a community boat ramp and boat storage, making ocean adventures a breeze. After a day of fishing, you can conveniently clean your catch right at the dock. Situated near the heart of Islamorada, youll enjoy close proximity to shopping, grocery stores, the art district, restaurants, and all the attractions of this charming fishing town. Investment property, offering a savvy investment opportunity in addition to your dream home. Dont miss out on owning a slice of paradise in the fabulous Florida Keys!

$575,000
Key West
Old Town Unlisted   - MM: 1.00
1 Bed, 1 Baths, 526 SqFt Days Listed: 167
-16.69% ($120,000) 4 Price Changes : Last Change 12 Days Ago
Condo - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Priced to sell with low condo fees, fully renovated Old Town luxury condo on Solares Hill, the citys highest point. Located on Galveston Lane, it provides serenity along with central location allowing you to walk to everything in Old Town. Bill Butler Park is a mere stroll away, complemented by the many Old Town restaurants and galleries at your doorstep. Boasting impact windows, off-street parking, and elegant porcelain tile floors, this turnkey upstairs unit offers negotiable furnishings. Whether youre envisioning it as your permanent Key West residence or an upscale vacation rental, this unit seamlessly combines style, comfort, and convenience!!

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 04-30-2025.
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