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$699,000
2 Beds ⋅ 2 Baths ⋅ 618716 MLS
Beautifully remodeled two-bedroom, two-bath waterfront condominium located at Hawks Cay Resort in the heart of the Florida Keys. This is one of the rare units that has been fully completed and approved as turn-key for the resort rental program, meeting all current interior and furnishing guidelines. Purchase today and start generating rental income immediately. All required milestone inspections and reports have already been completed and are available upon request, offering peace of mind to today's buyer. Enjoy the water views and spend your days on the expansive screened-in corner balcony, complete with a dining table and wraparound exposure, perfect for relaxing while watching boats come and go from the resort marina. The thoughtfully designed split-bedroom floor plan provides privacy and functionality for owners and guests alike. Additional features include covered ground-level parking, ample guest parking and a private ground-level storage cage ideal for beach gear, paddleboards, and water toys. Live the Florida Keys lifestyle you've been dreaming of, boating, sunsets, island breezes and resort living all in one. Owners have the flexibility to rent through the resort rental program with full access to amenities, rent privately, or homestead the unit as a primary residence. Whether you're seeking a vacation getaway, an income-producing investment, or a full-time island home, the possibilities are endless with this exceptional waterfront condo.

8204 Marina Villas Dr, Duck
$3,549,000
9 Baths ⋅ 614211 MLS
RARE 100' of waterfront re-development opportunity with DEEP WATER DOCKAGE APPROVED! 200' HIGHWAY FRONTAGE! Huge 74,890 SQ FT site with an approved Conditional Use PERMIT for 10 unit and 4 affordable staff group home units. MIXED USE ZONING has many commercial-residential possibilities...for example: could go to 10 market rate units on site, or higher density with affordable housing, or boutique HOTEL if you bring transient rights, etc. Includes a RECERTIFIED two-story raised CBS 6,128 SQ FT building that could be used in so many different ways, includes 2,340 SQ FT of extra outdoor porches. BEST LOCATION near Vaca Cut for easy Ocean-Bay access, easy airport access, SHORT-TERM RENTAL FRIENDLY! 6 TBR's are available separately or no TBR's required for pure commercial use! Contact Peter and Ewa Schwarz 305-394-5171 for more info and a private viewing of this amazing opportunity to get into THE KEYS LIFESTYLE...live, work, business, family compound...you can do it all right here on the water!

14 125th St, Marathon
$2,075,000
2 Beds ⋅ 2 Baths ⋅ 618666 MLS
What does everyone dream of? The smallest house in the best neighborhood -- and this one delivers. Welcome to easy, breezy living in Port Antigua, where charm, quality, and location come together beautifully. This thoughtfully updated home is being offered fully furnished -- from stylish pieces down to kitchen wares, dishes, and linens -- making your transition to the Keys seamless. Just bring your flip-flops. Impact windows and doors are installed throughout, including three skylights set into the concrete roof, so you can relax knowing your investment is well protected while natural light pours in from above. Upstairs, the open-concept living space feels airy and inviting, perfectly suited for gathering with friends and family. Triple sliding glass doors lead to a spacious second-floor terrace, creating that effortless indoor-outdoor flow we all love about coastal living. A separate laundry room just off the kitchen adds everyday convenience without sacrificing style. Both bedrooms feature their own sliding glass doors to the terrace, welcoming in sunshine and soft island breezes -- a gentle reminder that you're living somewhere special. Downstairs, you'll find abundant storage space and a 70-foot concrete dock complete with a fish-cleaning station and boat lift -- ready for offshore adventures or sunset cruises at a moment's notice. The yard is designed for low-maintenance enjoyment, with river rock and a clean concrete driveway in front, and artificial turf in the back for a lush look without the upkeep. This is the one you've been waiting for -- refined yet relaxed, polished yet playful. A perfectly sized slice of paradise in one of the Keys' most desirable neighborhoods.

121 Lisbon Ct, Islamorada
$670,000
2 Beds ⋅ 2 Baths ⋅ 618709 MLS
Let 101 Golf Club Drive be the key to your slice of paradise! This home is nestled mid-way in the Key West Golf Course Community which is gated with manicured lush vegetation, pools, fitness center, and a club house. From the home, the back faces unobstructed views of the 1st Fairway, while the front faces the quaint, white picket fence lined drive. Upstairs, each bedroom has its own bathroom and balcony, providing privacy to you and your family or guests. No need to make upgrades as new stainless steel appliances, hot water heater, flooring, & paint are throughout! The home has also been recently tented with warranty, giving an additional peace of mind your home is protected. Whether this is your full time home, vacation property, or investment, 101 Golf Club Dr is move in ready for you to start enjoying the Key West lifestyle!!

101 Golf Club Dr, Key West
$1,899,000
7 Beds ⋅ 6 Baths ⋅ 615914 MLS
Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! Renovations in progress! Priced at less than $272K per unit! Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - ask your tax expert. Prime Old Town location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes 7). Presently being used as: one 2-bedroom unit, three 1-bedroom units and 2 studio units. All with separate exterior entrances. Convenient location is close to many Old Town attractions including world famous Duval St. Perfect for employee housing or income producing multi-unit property. Advanced notice required before showings and don't expect to see all six of the units at once. Please do NOT disturb tenants. This is a duplicate entry.

909 Grinnell St, Key West
$1,949,000
2 Beds ⋅ 3 Baths ⋅ 616792 MLS
Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income. The Signature King Room (283 sq. ft.) is an intimate, elegantly furnished retreat ideal for up to two guests. The Resort View Suite (1,074 sq. ft.) features an open floor plan with a designer kitchen equipped with Sub-Zero, KitchenAid, GE, and Bosch appliances, dual stainless-steel sinks, and custom cabinetry. The primary suite offers a spa-inspired bath with a sunken jetted tub, tiled shower, and dual vanities. Throughout the unit, you'll find 16-inch marble tile flooring, crown molding, and high-end finishes that elevate every detail. Fully furnished and beautifully decorated, this residence is designed for year-round living or part-time ownership—with the convenience of optional on-site rental management when you're away. All doors and windows are engineered to exceed building codes, rated for up to 175 mph winds, ensuring both safety and peace of mind. Resort-style amenities include a private beach, heated waterfront pool and spa, poolside bar & grill, gourmet restaurant, fitness center, valet parking, concierge services, on-site management, and the island's largest conference center. Positioned on open Gulf waters, this condo presents an extraordinary opportunity to enjoy the best of Key West luxury living—a perfect combination of personal enjoyment and investment performance.

3841 N Roosevelt Blvd Unit 315, Key West
$1,055,000
3 Beds ⋅ 3 Baths ⋅ 618748 MLS
Welcome to 1421 12th St, a stunning oasis nestled in the heart of Key West. This charming property perfectly combines island living with modern convenience, offering an exceptional opportunity for both homeowners and investors alike. As you step inside, you are greeted by an open-concept layout that maximizes space and natural light. The living area boasts high ceilings and beautiful finishes, creating a warm and inviting atmosphere. The kitchen is a chef's dream, featuring stainless steel appliances, granite countertops, and ample storage space, making it perfect for entertaining friends and family. This home includes multiple spacious bedrooms, each designed for comfort and relaxation. The master suite is a true retreat, complete with an en-suite bathroom that offers a spa-like experience. Step outside to your private backyard oasis, where you can unwind in the tropical surroundings or host barbecues under the stars. Located just minutes from Key West's vibrant downtown, you'll enjoy easy access to the area's best dining, shopping, and entertainment options. The beautiful beaches and iconic sunsets are just a short bike ride away, allowing you to fully embrace the island lifestyle. One bedroom is set to the side of the house and is designed for your guest's privacy with it's own outside shower, exterior door, locking interior door, full bath and wetbar. There are two off street parking spots under the carport and two on the side of the house. Don't miss your chance to own this exceptional property in one of Florida's most sought-after locations. Schedule your private showing today and discover the endless possibilities that await at 1421 12th St! Professional Vacation Rental Management is available for this property.

1421 12th St, Key West
$59,900
2 Beds ⋅ 2 Baths ⋅ 618459 MLS
Own a deeded 4th-floor Gulf and waterfront corner end unit at the highly desirable Galleon Resort in the heart of Old Town Key West! This beautifully maintained 2-bedroom, 2-bath condo sleeps six and features new 2026 furnishings, a king bed, two twins (convertible to a queen), sleeper sofa, two full baths, and a private balcony with marina, gulf, live-music, and sunset views. Everything you love to experience in Key West. Sought-after December Week 50 offers ideal winter weather, a relaxed island atmosphere, and peak rental demand. Enjoy decorative boat parades, beaches, exceptional dining, and vibrant local culture, along with resort amenities including a private beach, heated pool and hot tub, marina-side Tiki Bar, onsite dining, fitness center, and activities--just two blocks from Duval Street. The Galleon Resort includes an elevator-accessible community includes one unassigned parking space, a sauna and fitness room, onsite Pirate's Cove Café, and a friendly concierge ready to help you settle in. Enjoy an incredible view and your unit steps away from the marina and Historic Seaport Village - you're perfectly placed for waterfront dining, happy hour hopping, and Key West classics--yes, that means Key Lime pie (yum!). Charter a boat, hit the sandbar, rent jet skis, or reel in the catch of the day, then grill it up at the marina-side gas grills with outdoor dining tables. Stay and enjoy your week, or trade through RCI/Interval International, or rent it out with help from the onsite management team. The 4th-floor, view-facing 2-bedroom, 2-bath unit sleeps six and features brand-new 2026 furnishings, a fully equipped kitchen, washer/dryer, and a luxe primary suite with a 5-piece bath, walk-in shower, and jetted soaking tub. Bonus: a rooftop deck in Building C with fantastic views. Photos are of a similar unit - not the exact unit offered.

617 Front Unit C41 Week 50, Not Provided
$460,000
617378 MLS
Discover the ultimate escape! This highly sought-after waterfront RV lot offers everything the coastal enthusiast dreams of, combining luxury amenities with unparalleled nautical access. Located on a wide street this lot is easily accessible for larger RV's and 5th wheels. Features a newer separate concrete parking area for your vehicle and a large level concrete pad for the Rv. Comes complete with 50/30/20 Amp electric service, dedicated water, and sewer hookups. With 32 ft of private concrete bulkhead perfect for docking a boat or jet skis. The lot is spacious enough to accommodate a comfortable seating area. With recent new landscaping on a drip irrigation system, and additional space on seawall allowing you to maximize your outdoor time. This isn't just a lot; it's a vibrant community. ROGO exempt ready to build lot. Enjoy heated pool, laundry facilities, and organized events. Whether you're looking for a permanent snowbird retreat, a weekend getaway, or a smart rental investment, this lot delivers. Seller says bring offers. Opportunities to own waterfront property in Venture Out are rare—don't let this one float by!

701 Spanish Main Dr Unit 432, Cudjoe
$750,000
616126 MLS
Seize the coveted waterfront opportunity at Key Largo Ocean Resort - One of the last remaining oceanfront vacant lots. Embrace direct ocean access in this exclusive gated community and build your dream residence. Indulge in world-class amenities, including a marina, clubhouse, pools, gym, tennis, and basketball courts. Key Largo Ocean Resort epitomizes luxury waterfront living with its comprehensive resort-style offerings. Don't miss this extraordinary chance to own a piece of paradise. Craft an architectural masterpiece tailored to your desires on this rare oceanfront vacant land. Unrivaled waterfront splendor and amenities converge, presenting an opportunity of a lifetime. Act now before it's gone.

94825 Overseas Highway Unit 35, Key Largo
$5,995,000
13 Beds ⋅ 7 Baths ⋅ 618705 MLS
Rare income-producing open-water compound on Cudjoe Key featuring 5 cottages plus a spacious main house. This gated, turnkey waterfront property offers direct open-water views, private dockage with ample boat space, on-site boat ramp, swimming pool, and lush tropical landscaping. Ideal for vacation rental income, corporate retreat, or private family compound. Each unit is well-appointed for guest comfort and positioned to maximize privacy. Excellent boating access to world-class fishing and diving. Strong investment opportunity in the Lower Keys with established income potential. Zoned Sub Urban Residential with one Buildable Sub Urban Commercial Lot, verify with the County. Included Parcel#'s Sub Urban Residential 00174920-000200, 00174920-000300, 00174920-000400, 00174920-000000, 00174920-000100, 00174920-000500. Sub Urban Commercial 00174920-000600. Owner is licensed Realtor The property is also listed with 9 additional units MLS #612522.

21470 Overseas Hwy, Cudjoe
$335,000
617745 MLS
Waterfront vacant lot located on Ramrod Key in an established canal community on the oceanside of the Lower Keys. This property offers boating access to the Atlantic with connectivity to Florida Bay. No building permit is currently in place; buyers may pursue development through ROGO or obtain a separate building right. Conveniently situated between Marathon and Key West, offering easy access to island amenities and activities. Buyer to confirm all data.

Indies Road, Ramrod
$749,000
1 Baths ⋅ 618665 MLS
Welcome to Flagler Center III, a brand-new mixed‑use development currently under construction, with groundbreaking already completed and anticipated completion by the end of 2026. This 1,491 ± sq. ft. commercial space, comprised of two combined units, presents an outstanding opportunity for businesses looking to establish or expand in one of Key West's most sought‑after commercial corridors. The project will feature 14 residential and 14 commercial units (with select units combined), creating built‑in foot traffic and long‑term value. The subject unit includes two separate parcel IDs, allowing it to be split into two individual units, offering exceptional flexibility and strong investment potential. The property offers ample parking and ADA‑compliant access. Delivered as a white box, the space allows buyers to design and build out the interior to suit their specific business needs. Ideal for professional services, medical offices, or retail use, this property benefits from strong rental demand driven by Key West's limited commercial inventory. The prime location provides excellent visibility, consistent foot traffic, and outstanding exposure, making it an excellent opportunity for both owner‑users and investors.

3201 Flagler Ave Unit STE 507, Key West
$799,949
3 Beds ⋅ 3 Baths ⋅ 617780 MLS
Downtown Key Largo

30 Seagate Blvd, Key Largo
$11,000,000
18 Beds ⋅ 21 Baths ⋅ 615102 MLS
Welcome to an unparalleled collection of THREE designer residences on one of the most exclusive waterfront parcels in the Florida Keys. Located just steps from Coco Plum Beach and the Atlantic Ocean, this rare investment opportunity is the ultimate blend of luxury, lifestyle, and income potential. Professional Designed and built by D'Asign Source in 2019, each residence is a testament to timeless architecture, sophisticated interiors, and exceptional craftsmanship. Each of the three homes spans off 4,066 square feet and features 6 spacious bedrooms and 6.5 bathrooms with custom millwork and designer fixtures. The interiors are professionally furnished with a curated blend of comfort and elegance, complemented by expansive ceiling heights, open-concept living areas and balconies throughout. Designed with privacy in mind, each home includes its own private pool, tiki hut, and a dock offering deepwater and direct ocean access. Impact windows and doors provide storm security and peace of mind, while each home offers three (3) air conditioning units to ensures optimal climate control on each level. Boating an abundance of storage on each level, an oversized laundry room, walk in pantry and en- suite accompanying each room. Whether you envision a serene family compound, a luxury short-term rental business, or an exclusive corporate retreat, this property offers incredible versatility and value. Zoned for weekly rentals, the income potential is substantial, making this one of the most attractive investment opportunities in the Florida Keys. With SELLER FINANCING AVAILABLE with 30% down! ALSO AVAILABLE TO PURCHASE INDIVIDUALLY (See MLS #615435, 615436, 615437)

2394 Coco Plum Dr, Marathon
$749,000
3 Beds ⋅ 3 Baths ⋅ 613852 MLS
Reduced Quarterly Dues! Own a piece of paradise perfectly situated at the southern point in Key Colony Beach. This turnkey property not only offers comfort with tropical decor, but it also provides an incredible investment opportunity. This beautiful oceanfront townhouse, features three spacious bedrooms and three bathrooms. This home is ideal for both relaxation and entertaining. Enjoy breathtaking ocean views right from your living room, or step outside to your pocket beach, where soft sand and the gentle sounds of the waves await. The community amenities elevate this property to another level and includes a sparkling, oceanfront pool, soothing hot tub, a fishing pier, and a sports court—everything you need for a resort-like lifestyle for ultimate unwinding, outdoor enthusiasts, and friendly competitions. This townhouse offers both tranquility and access to all the best island living has to offer. This townhouse is ideal for both personal enjoyment and potential rental income. With onsite property management in place, you can easily rent out the home on a weekly basis, making it a hassle-free investment that generates income when you're not using it. The island of Key Colony Beach also offers walking paths to playgrounds, restaurants, and a Par 3 golf course. Also steps away from Sunset Park to picnic or reflect outside of Key Colony Point. Don't miss out on this exceptional opportunity to own a stunning oceanfront property. Schedule a viewing today!

1133 W Ocean Dr Unit 2, Key Colony
$699,000
2 Beds ⋅ 2 Baths ⋅ 613395 MLS
Unique artists retreat owned by a local artist who has transformed this home into a visual masterpiece of calm and serenity. The outside has $15000 in landscaping front and back, including a herb garden, water cistern and outdoor shower, Water views from your porch - which has nose-um screening and electrical outlets and switches. Read a book and enjoy your coffee in this tropical setting. The backyard was raised with crushed coral to prevent water pooling. There's room for 2 cars, your boat and a golf cart. Enter inside to a beautifully and artistically transformed normal interior to a piece of art. A kaleidoscope of colors to tickle your senses. Updates interior wise are an updated plumbing in bathrooms and kitchen, a new air compressor on ac unit, a tank less water heater, and all air ducts professionally cleaned in the last 6 months. This updated home is just waiting for the family who's looking for a weekend retreat or wants to retire to a home that needs no updates or work to be done. Also a great buy for an investor to add to his rental portfolio. The neighborhood is a quiet one - nicely located where you can conveniently walk or ride your bike to many locations.

759 Michael Dr, Key Largo
$1,477,000
5 Beds ⋅ 3 Baths ⋅ 616064 MLS
FLORIDA KEYS WATERFRONT VALUE 5 BEDROOMS • DIRECT GULF ACCESS • TWO-STORY LAYOUT Located in Marathon, this spacious two-story waterfront property has direct Gulf access, flexible living space, and future rooftop deck potential with possible bay views from upper-level enhancements. The home is functional and move-in ready, with prior updates already completed and major systems operational. Natural light, multiple living areas, and the flexible layout provide opportunities for full-time living, seasonal use, guest space, boating lifestyle, or future personalization over time. Expansive outdoor deck space and waterfront positioning create room to enjoy boating, fishing, water activities, and relaxed Florida Keys living. The property layout also allows flexibility for future outdoor enhancements, tropical landscaping, shaded entertaining areas, or additional outdoor living concepts. With limited waterfront inventory in the Florida Keys, this property presents a rare chance to secure a larger waterfront home in Marathon with long-term flexibility and future potential. Property is being sold as it is, allowing the next owner flexibility to personalize and update over time.

11250 5th Avenue Gulf Ave, Marathon
$1,299,000
2 Beds ⋅ 1 Baths ⋅ 618516 MLS
*** REAL POSSIBILITY FOR 2ND BATH, CALL LISTING AGENT. *** Secret Garden Cigar Maker's Cottage in Old Town 🌴 Tucked behind a private gate on a quiet section of Old Town in Key West, this enchanting 2-bedroom historic cottage invites you into a hidden world of tropical beauty, offering a rare blend of privacy, charm, and walkable island living--set in an X flood zone for added peace of mind. Follow a palm-lined path into a lush, private garden oasis filled with orchids, vibrant blooms, and softly glowing evening light. The outdoor pavilion and private deck create an effortless indoor-outdoor lifestyle--complemented by a spa-inspired retreat space designed for open-air relaxation, cooling rinses, and tranquil moments under the palms. Perfect for relaxing, entertaining, or simply enjoying the Key West breeze. Inside, vaulted ceilings, natural light, and original Cuban tile details reflect the home's 1890 cigar-maker heritage, while the updated kitchen features quartz countertops, stainless steel appliances, and garden views. Enjoy the charm of a boutique six-cottage enclave with a shared heated pool and spa. The home offers both connection and quiet escape. Just steps to Duval Street, the Historic Seaport, beaches, and beloved local spots -- leave the car behind and explore on foot or bike. Private. Lush. Magical. Effortlessly Pure Key West

1111 Watson St Unit B, Key West
$987,500
4 Beds ⋅ 2 Baths ⋅ 616327 MLS
Waterfront DUPLEX ~ CBS Construction 4BD/2BA with 2BD|1BA on each side. Property features, excellent boating access, full 70' concrete seawall, covered porch for both units, tile flooring, accordion shutters, separate utility/laundry rooms on each side, 2 central AC units and 2 electric meters. Newer metal roof within 2 years. Fenced yard with room to park your boat trailer. Great investment potential or live in one side and rent the other for additional income. Admire Island Key Deer roaming the neighborhood. Bike paths, nature tails, PPH property owners park overlooking the open water. Please do not disturb tenants, call to preview.

3962-3964 No Name Rd, Big Pine
$1,395,000
613825 MLS
Open water views. 7876 sq ft lot with Building Right and Dock Permit at 252 Pescayo Ave just off Coco Plum Dr in Marathon, Fl 33050 89'+/-waterfrontage X 160' ave depth. Active Mangrove Fringe Clearing Permit.

252 Pescayo Ave, Marathon
$945,000
2 Beds ⋅ 2 Baths ⋅ 617688 MLS
Spectacular sunrise ocean views from this beautifully renovated Key West By The Sea condo on Smathers Beach. This 2-bedroom, 1.5-bath residence feels like new construction, featuring a fully remodeled kitchen with new appliances, updated bathrooms, new flooring throughout, dimmable lighting, new fans, and more. The Mitsubishi mini-split AC and heating system, upgraded electrical panel, water heater, and hurricane-impact soundproof doors and windows are all in pristine condition. Enjoy unobstructed views from the balcony overlooking Smathers Beach and the Atlantic Ocean, with paddleboard, kayak, sailboat, parasail, chair, and umbrella rentals just steps away. Key West By The Sea is a gated community offering two swimming pools, two tennis courts, a clubhouse, four laundry rooms, a car-wash station, bike racks, a pet-walking path, and lush fruit trees. This pet-friendly community includes building insurance, cable TV, Wi-Fi, and building/grounds maintenance in the condo fee.

2601 S Roosevelt Blvd Unit 406A, Key West
$3,000
617485 MLS
Highway frontage building with 2,400'' of upstairs space for lease. Downstairs is leased to FDOT contractor. Adjacent property has storage space available for additional rental starting at $295 per space per month if needed along with 400' of water dockage for boats, sailboats, etc.

106600 Overseas Hwy Unit 2nd Floor, Key Largo
$649,000
616714 MLS
**Welcome to Lot 24 at Bluewater Luxury RV Resort - a premier destination for upscale RV living in the Florida Keys.** This deeded Tropical Luxury RV lot offers the perfect blend of comfort, convenience, and elegance in a lush tropical setting. Spacious and level, the lot easily accommodates an RV or motorhome and is surrounded by vibrant landscaping, swaying palms, and colorful flowers. Designed with discerning travelers in mind, Lot 24 features full hookups for water, sewer, electricity, premium cable TV, and high-speed internet , ensuring a seamless and enjoyable stay. As part of Bluewater Luxury RV Resort, owners and guests enjoy access to first-class amenities, including a heated swimming pool, clubhouse, kayak launch, and a variety of recreational activities. Only a few feet away from the community dock on the canal. Just minutes from world-famous Key West, you'll have endless opportunities for boating, fishing, dining, and entertainment. Comes with a storage trailer and a golf cart! Full rental history and income details are available upon request. **Don't miss the chance to own your slice of paradise in one of the most sought-after RV resorts in the country.**

2950 Overseas Highway Unit 24, Saddle Bunch
$447,000
2 Beds ⋅ 2 Baths ⋅ 616102 MLS
Renovated Waterfront Home - Marina Resort Living! Motivated Seller! Own one of the largest lots in this exclusive 35-acre marina resort! Recently remodeled 2 bedroom 2 bath home with stunning water views from the kitchen and rear yard. There is also your private backyard golf area. There is space for a 25ft boat in the driveway plus your vehicle and a Golf cart. This is a golf cart community. Outdoor Resorts a Community perks includes gated entrance, huge pool, hot tub, tennis, clubhouse, gym, dog park, bocce, store, marina, boat ramp. Build up to 3 stories and you can rent it when you are not in residence on a 28 day basis. Some vacation rental history. Live the lifestyle and invest in your future! A fantastic spot in the Middle Keys, and affordable. Financing is available for this type of property.

65821 Overseas Highway Unit 35, Long Key
$2,790,000
3 Beds ⋅ 2 Baths ⋅ 617520 MLS
Beach life simplicity perfectly describes this pristine 3 bedroom, 2 bath oceanfront home with pool, covered patio, and gated for privacy. Stunning beach and ocean views are enjoyed from upper porch, lower level covered patio, living room and 2 of the 3 bedrooms. Fully remodeled in 2021, this charming get-away has been entirely refreshed with new everything...including impact windows and doors, metal roof, flooring, new appliances, central air, pool equipment and electric gate. Furnishings and finishes reflect the coastal cottage style creating the epitome of relaxation and embodying the Florida Keys lifestyle.

75055 Overseas Hwy, Islamorada
$35,000,000
9 Beds ⋅ 10 Baths ⋅ 613902 MLS
Zephyr Cove; the extravagant aquatically inspired retreat that you deserve. Located on the breathtaking waterfront nestled along the Gulf and designed and built by D'Asign Source. This stunning estate invites you to experience the perfect balance of luxury, tranquility, and adventure. With both fresh and saltwater elements woven into its design, every detail has been thoughtfully crafted. At the heart of the property lies a lazy river loop infinity pool, complete with bridges, swim-up pool bar in gazebo, spa with table, lap pool, beach-style entries, and waterfall grotto plus gas fire pit, putting green, and tropical gardens. From floating under the sun, entertaining guests, or enjoying a peaceful evening by the water, this home was manifested for unforgettable moments. Grand main residence vaunts an impressive private primary wing and elegant open spaces designed for comfort and entertainment. Indoor amenities include a temperature-controlled wine room, game room, home theater, fitness center, and conference room; endless ways to unwind and enjoy life. Two additional charming two-bedroom villas and a separate two-bedroom guest house are perched next door, perfect for hosting family and friends with style and privacy. Designed for the ultimate coastal lifestyle with outdoor kitchen and dining areas set against breathtaking Gulf views, ideal for entertaining or simply soaking in the beauty of your surroundings. Ample dockage and multiple boat lifts for your toys, located right between Vaca cut and Tom's Harbor Cut for easy Ocean access. Expansive garages and storage spaces provide ample room for vehicles, boats, and all essentials. Whole-home 130kw generator in its own private structure, ensuring peace of mind no matter the season. This is where everyday life feels like you're being pampered at a lavish resort. Step into a world where the beauty of nature meets unparalleled craftsmanship and let the magic of the Gulf welcome you home. 15 min to private airport.

57223 Morton St, Marathon
$1,399,000
3 Beds ⋅ 3 Baths ⋅ 616464 MLS
Discover a rare opportunity in the heart of Duck Key at 1 Trinidad Street. This exceptional compound spans over an acre of land, offering remarkable potential for redevelopment, expansion, or as a long-term investment. Whether you choose to renovate the existing home, design your dream estate, or hold as a strategic asset, the scale and privacy this property provides are unmatched in the area. The existing structure is a solid, concrete-built three-story home featuring 3 bedrooms, 2.5 bathrooms, porcelain flooring, and impact windows—a durable foundation to enjoy now or reimagine entirely to suit your vision. Prime Location: Ideally situated directly across from the Duck Key Clubhouse, just steps from the pool, tennis courts, and social amenities, this property blends lifestyle appeal with investment value—offering one of the most sought-after settings in the Florida Keys.

1 Trinidad St, Duck
$540,000
618465 MLS
One of the largest vacant lots still available in this community. Corner lot right across from Ocean. Tennis courts and recreational center behind lot. Great community filled with amenities such as guarded gate, pool, tennis basketball and pickleball courts, playground, recreation center with gym, marina/community ramp, fishing pier and fish cleaning station.

94825 Overseas Hwy Unit UNIT 116, Key Largo
$3,450,000
5 Beds ⋅ 3 Baths ⋅ 618339 MLS
Boating enthusiasts check out this open water view of Shelter Bay with a private cut in boat slip, and two boat lifts! Two story 5-bedroom, 3-bath pool home located in Key Colony Beach, Florida Keys! Designed to capture the beauty of waterfront living, this spacious home features soaring ceilings in the main living area, creating an open and airy atmosphere filled with natural light. Relax and enjoy the breathtaking water views from the lovely sun porch, expansive outdoor patios, or poolside lounging areas designed for entertaining family and guests. Boaters will appreciate the easy boating access, private dockage, and dual boat lifts, making days on the water effortless. The thoughtfully designed split-bedroom floor plan offers privacy upstairs, while two additional bedrooms downstairs provide ample accommodations for guests or extended family. Additional highlights include two separate garages, an elevator for convenience, generous outdoor seating and lounging areas, and close proximity to the Par-3 golf course and the many amenities offered by the City of Key Colony Beach, including tennis, pickleball, parks, and more. Exceptional open water views, outstanding boating access, and resort-style amenities combine to create an unforgettable Florida Keys waterfront lifestyle.

900 Shelter Bay Dr Ocean Dr, Key Colony