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

Total Listings 118
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$559,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 816 SqFt Days Listed: 57
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 Colony
Cay Condo   - MM: 53.50
2 Bed, 2 Baths, 1,234 SqFt Days Listed: 131
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to the Cay Condos. This spacious condo offers two bedrooms, two full bathrooms, kitchen that is open to the open living and dining areas. Best of all enjoy the ease of access with the ground level location and walk directly out to the manicured grounds just steps from sandy beach or the swimming pool and the unit windows have been updating making it rental ready for when you are not using it. The Cay offers lush tropical grounds, over 250 of sandy oceanfront beach, heated swimming pool, common room, off street parking and walking distance to all that Key Colony Beach has to offer. Call today to see this well appointed condo on the friendliest walking community island in the Keys.

$559,000
Little Torch Key
Coral Shores Estates   - MM: 28.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 13
Mobile Home - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 49ft.Concrete

This 2-bedroom, 2-bathroom canal-front home is move-in ready and offered furnished. It has been well-maintained with numerous upgrades including a new metal roof (2022), laminate flooring throughout, new decking and screens on the large back porch, 2023 kitchen appliances and 2024 washer and dryer.Enjoy two screened porches, perfect for outdoor living and catching the ocean breeze. The concrete seawall provides space for multiple boats, with the added convenience of a boat ramp in the neighborhood. This home is a great option for those looking for a well-kept, waterfront property with convenient boating access.

$559,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 667 SqFt Days Listed: 43
-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.

$559,900
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 836 SqFt Days Listed: 77
Mobile Home - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to your tropical paradise! This charming 2 bedroom, 2 bathroom home in Cudjoe Key offers the perfect blend of comfort and island living. Enjoy the open-concept living and dining area, perfect for entertaining guests and take in all of the sunrise and sunset views from your porch! Take advantage of all the amenities that come with being located in the well known Venture Out community. Venture Out is an individual owned residential condominium community with 24 hour gated security, located only 19 miles from the vibrant city of Key West! Parking for one vehicle, no age restrictions, two pets allowed, and transient (1 day) rentals are permitted. Venture Out community amenities include an oceanfront heated saltwater pool and jacuzzi, a marina with fuel dock, a convenient store and boat launch, pickle-ball, basketball, tennis courts and so much more!

$564,000
Big Pine Key
Palm Villa   - MM: 30.50
2 Bed, 2 Baths, 816 SqFt Days Listed: 95
-1.74% ($10,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

NEW PRICE! Owner occupied 2 bedroom CBS home boasts a NEW Roof, New Control Panel, tile floors throughout and freshly painted walls, creating a clean and modern ambiance. The kitchen features brand new appliances, including a fridge, microwave, & oven. A spacious 10 x 20 screened porch offers the perfect spot to enjoy the outdoors, whether youre sipping your morning coffee or relaxing in the evening breeze. The property sits on a nearly 7,000 sq. ft. lot, complete with a permitted fence and a 10 x 12 storage shed for all your storage needs.Local amenities enhance the appeal of this home, with world-class fishing and diving spots just minutes away. You can enjoy a meal at the famous No Name Pub, and find everything you need at nearby supermarkets and local stores. The area also offers beautiful walking and biking paths, making it easy to explore the natural beauty of Big Pine Key. This home provides a perfect blend of tranquility and convenience, making it an ideal choice for both weekend retreats and year-round living. Dont miss out on the opportunity to make this delightful property your own! Plenty of parking for autos, boat or RV!

$564,900
Marathon
Harbor House   - MM: 50.00
2 Bed, 2 Baths, 969 SqFt Days Listed: 27
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

Nothing compares if youre looking for that special open waterfront home or investment, look no further than this fabulous Harbour House condo. Milestone completed and no upcoming assessments! This is a two bedroom, two bath unit overlooking the coveted Boot Key Harbor. Enjoy your morning coffee or an evening cocktail watching amazing sunsets from your patio. Just steps away from the back door is your 30 boat slip. Complex amenities include a heated pool that overlooks the harbor with a grilling area, clubhouse, private community boat ramp, kayak storage, two laundry facilities, bike area, individual storage units and an elevator. Boating enthusiasts will love the deep water access and quick Ocean/Gulf access through the 7 Mile bridge. Enjoy the open waters and explore the beautiful surroundings of the Florida Keys. Take in a round of golf just across the street at the Sombrero Country Club. Turnkey for investors: this unit is being sold furnished. What the other Condos are missing, you will most likely find here! Rentals allowed with a 28 day minimum and pet friendly. With its prime location, and fantastic water views, this is the perfect place to call home or your vacation getaway in the Florida Keys.

$565,000
Key West
Salt Pond   - MM: 3.00
2 Bed, 2 Baths, 772 SqFt Days Listed: 96
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!

$569,000
Marathon
Lady Alexander   - MM: 49.50
2 Bed, 2 Baths, 1,023 SqFt Days Listed: 94
-7.85% ($48,500) 1 Price Change : Last Change 42 Days Ago
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,First

TOP FLOOR, END UNIT, OCEAN VIEWS HUGE PRICE REDUCTION!! Artist condo with gorgeous views from living, dining, kitchen, master and guest bedroom! FANTASTIC LOCATION, tucked away at the quiet end of the complex, away from the pool with quick OCEAN and GULF access and multiple marinas near by for fueling up for a day of boating. If you are into cruising, dine by boat at one of the many bars and restaurants just a short ride from the condo or walk to waterfront dining just a few blocks down at Dockside. The beautiful Sombrero Country Club is across the street for those that like to take in a round of golf. There is a nice bike path in front of the condo that goes around the golf course and straight down to Sombrero Beach for those into biking and walking. Grocery shopping is just a few minutes up the road. The complex is well maintained and managed with heated pool, outdoor entertaining area, storage unit, kayak and bike station. No need to shutter up every time you head home, the condo has high impact windows and sliders. Enjoy a glass of wine on your screened in patio and watch the sailboats drift by. The condo board is exceptional and in good shape. Low condo dues include water, exterminating, exterior insurance and common area maintenance. Currently 1 boat slip available for an incoming buyer (fee is $370.00 a year) Easy to show to qualified buyers. Building just painted!

$569,990
Key Largo
Harris Ocean Park   - MM: 93.00
2 Bed, 2 Baths, 640 SqFt Days Listed: 59
-4.84% ($29,010) 1 Price Change : Last Change 35 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.

$570,000
Key Largo
Key Largo Park   - MM: 101.00
4 Bed, 4 Baths, 1,398 SqFt Days Listed: 367
-22.97% ($170,000) 7 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This 4-bedroom, 2-bathroom, 1,398 sq ft home in Key Largo is a diamond in the rough, offering incredible potential for those ready to put in a little elbow grease. Located on a desirable double corner lot, the property features a large fenced-in backyard, perfect for pets, privacy, or outdoor gatherings. The house also boasts an updated kitchen, giving it a modern touch that sets the stage for the rest of the home to shine with a bit of TLC.Situated in a quiet, friendly neighborhood, the property provides access to a volunteer homeowner park with a boat ramp and a sandy beach, making it ideal for boating enthusiasts and beach lovers alike. Centrally located, youll have easy access to all of Key Largos attractions, shopping, dining, and more.This is one of the lowest-priced 4-bedroom single-family homes in the area, offering a fantastic opportunity for a savvy buyer to invest in a property with great potential. While the home does need some work, with the right updates, it could become a beautiful island retreat. Whether youre a seasoned renovator or looking for a project to make your own, this home offers endless possibilities in a prime location. Dont miss out on this rare opportunity--schedule a tour today!

$570,000
Key Colony
Casa Clara   - MM: 53.50
2 Bed, 2 Baths, 994 SqFt Days Listed: 92
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage170ft.

Welcome to Casa Clara, where island living meets modern convenience. This inviting 2-bedroom, 2-bath condo features a refreshed kitchen and updated baths, offering a relaxed retreat with ocean views from living, primary bedroom and balcony. Unwind on Casa Claras private 600-foot white sandy beach, take a refreshing dip in the large heated swimming pool, or enjoy a friendly match on the private tennis, pickleball and shuffleboard courts. A 150-foot fishing pier invites you to unwind by the oceans edge. With a full-time onsite manager ensuring every need is met and 14-day rentals allowed, Casa Clara offers a worry-free escape thats perfect for both personal enjoyment and investment potential. Here in Key Colony Beach you can walk or bike the entire city to the Marina, Restaurants, Post Office, Sunset Park and More. You Deserve This!

$570,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 758 SqFt Days Listed: 256
-5.00% ($30,000) 5 Price Changes : Last Change 40 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 35ft.

LOWEST-PRICED 2/2 WATERFRONT IN VENTURE OUT! MAKE YOUR MOVE! Furnished, turnkey (even includes the Club Car golf cart!!), waterfront home full of light with 2/2 split bedroom plan and 35 of your own backyard dockage with direct ocean and Gulf access! The opportunity for nightly rentals offers LUCRATIVE RENTAL INCOME. Gorgeous sunrise/sunset skies from your fun Keysy patio and dock. This home is one of the LOWEST-PRICED available ocean-access homes with PRIVATE DOCKAGE in Venture Out AND in the Lower Keys! Diligently maintained, impact sliders (and most windows), panels and accordions for extra protection, a 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 and more!), and kids pool and playground. This community offers it all for full- or part-time residents and investors alike and is MOVE-IN READY. Great opportunity to get in at a GREAT PRICE! This is the place youve been waiting for!

$570,000
Key West
Old Town Unlisted   - MM: 1.00
1 Bed, 1 Baths, 365 SqFt Days Listed: 61
-4.84% ($29,000) 2 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Ideal Island Retreat, this adorable, furnished 2nd floor condo has everything you need in order to fully enjoy Old Town KW living. A designated parking spot (golden asset!) on quiet Terry Lane, which is bordered by Whitehead, Thomas, Olivia Sts & Truman Ave, is steps away from famous Duval St, the Hemingway & Lighthouse, as well as iconic restaurants Blue Heaven & Moon Dog Cafe. The Community pool, park, & Ft.Zachary beach are also close by. There are 4 modern condos created from a historic Conch house, which has a secured privacy fence that opens into a common area w/BBQ grill & seating. Up the stairs is your porch balcony overlooking trees that has comfortable furniture outside your door next to your closet that has stack washer/dryer. Enter into your living room & open concept kitchen w/all stainless appliances (range,microwave, fridge, dishwasher), quartz countertops & an island that seats 4. The bedroom (queen Captains bed) has a walk-in closet next to the tiled bathroom. Each room is light-filled w/windows & doors impact resistant (or, if not, rated panels exist). Tastefully furnished, the couch opens for extra guests, the ductless AC keeps it comfortable. 2 small pets are allowed, condo fees are reasonable, & occupational licenses exist if you desire renting out your condo for 30 days or more. You can literally move in & drop off your suitcases, & go enjoy what this incredible Island Paradise has to offer.

$574,000
Marathon
Reimanns Subdivision   - MM: 51.00
4 Bed, 4 Baths, 1,575 SqFt Days Listed: 124
-11.56% ($75,000) 3 Price Changes : Last Change 3 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Seller will consider all offers! Dont miss this opportunity with a variety of potential uses. Currently, this duplex has two units, but the seller is retaining one of the building rights to sell the property as a single-family home. 4 bedrooms and 3 bathrooms. This would make a great vacation rental or employee housing with lots of room for parking and boat trailer storage. Currently the property is used as a duplex and offered for sale MLS #611845 as-is. To convert the property to single family, contact the city of Marathon for details. There is an area that would make a great hallway joining the units inside.

$575,000
Key Largo
Ocean Pointe   - MM: 92.50
2 Bed, 2 Baths, 826 SqFt Days Listed: 343
-7.85% ($49,000) 3 Price Changes : Last Change 2 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!

$575,000
Key West
Solana Village   - MM: 3.00
2 Bed, 2 Baths, 1,046 SqFt Days Listed: 190
-7.11% ($44,000) 3 Price Changes : Last Change 2 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.

$575,000
Key Largo
Key Largo Mob Homesites   - MM: 104.50
2 Bed, 2 Baths, 744 SqFt Days Listed: 29
Mobile Home - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Modern Coastal Bungalow - Fully Renovated 2/2 with Guest Quarters & RV Hookup on a spacious lot with room for all your toys. This stunning 2-bedroom, 2-bathroom residence has undergone a complete transformation, offering a fresh, modern interior with a coastal vibe. The spacious screened patio is perfect for relaxing or entertaining, while the large, fully fenced yard provides privacy with lush landscaping. Impact windows and doors, Split bedroom plan. Walk in Showers. Carport, RV hookup, and a separate 1-bedroom, 1-bathroom guest quarters, ideal for visitors or extended family. Located just blocks from the optional homeowners park, youll have easy access to a private boat ramp, picnic area and trailer storage making it the perfect Keys retreat.12 x 34 Screened Porch 408 sf10 x 30 Open Porch 300 sfDont miss this incredible opportunity to own a beautifully upgraded property in Paradise! Nothing to do here just move in.

$575,777
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,506 SqFt Days Listed: 41
-7.99% ($50,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Fixed Bridge

Charming 2-Bedroom Cottage with Serene Privacy in Big Pine Key. County owned lots to the North, South, and West ensures privacy.Nestled in the heart of Big Pine Key, this 2-bedroom, 1.5-bathroom cottage offers the perfect combination of tranquility, privacy, and natural beauty. With no development allowed to the west, youll enjoy an extra layer of seclusion, allowing you to fully embrace the surrounding wildlife and peaceful atmosphere.A short walk from the renowned Blue Hole, one of the areas most sought-after natural attractions, this home is ideal for nature lovers and those seeking a relaxed lifestyle in the Florida Keys. Whether youre an avid boater or just love the water, this property boasts convenient access for boats with up to a 3ft draft and 9ft bridge clearance, giving you easy access to the vibrant waters of the Keys.Inside, youll find a cozy, cottage-like space full of potential. The home offers the opportunity to add your personal touch and TLC, transforming it into the perfect retreat. The peaceful surroundings, coupled with the warm, inviting vibe of the home, make this the ideal spot to relax and unwind.If youre seeking a slice of paradise where you can create your dream home, this is the perfect opportunity. Come and see for yourself why Big Pine Key is one of the best-kept secrets in the Keys!

$579,000
Key West
Salt Pond   - MM: 3.00
2 Bed, 2 Baths, 772 SqFt Days Listed: 149
-3.34% ($20,000) 2 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

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!

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 03-18-2025.
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