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$1,699,000
3 Beds ⋅ 3 Baths ⋅ 620079 MLS
Discover the perfect blend of Florida Keys waterfront living and income potential in this fully furnished home located on a residential waterway with Gulf access in the heart of Marathon. Designed for relaxation and entertaining, the home offers comfortable living spaces, beautiful water views, an enclosed Florida room, a private pool, and a private dock. Whether you are looking for a primary residence, seasonal retreat, or investment property, this home provides the flexibility to fit a variety of lifestyles. The private dock offers convenient boating access to the Gulf, making it easy to enjoy fishing, paddleboarding, boating, and everything that makes the Florida Keys lifestyle so special. Spend your days exploring the water, entertaining by the pool, or simply enjoying the peaceful waterfront setting. A standout feature of this property is its established vacation rental success. The home is actively operating as a popular vacation rental with future reservations already on the books, providing an opportunity for immediate income generation. Buyers have the flexibility to honor existing reservations and continue the rental operation, or modify future bookings to accommodate their own plans and personal use. With its waterfront location, proven rental history, future bookings in place, and desirable Marathon location, this property offers a unique opportunity to enjoy the Florida Keys while benefiting from the flexibility of an established income producing asset. Whether your goal is full time island living, a seasonal getaway, or a property that helps offset ownership costs through rental income, this home is ready for its next chapter.

11260 6th Ave, Marathon
$13,900,000
6 Beds ⋅ 9 Baths ⋅ 620077 MLS
Yes, you can have it all! This one-of-a-kind 3.2 acre Islamorada bayfront estate offers a new boat dock, more than 250 feet of sandy wade-in bayfront shoreline, two full residences, a separate garage/media house and a move-in ready package of extras unlike any other property in the Keys. This remarkable compound captures the spirit of the Keys with a level of scale and exclusivity seldom found on the islands. Arrive through a private gate to discover a secluded retreat where every detail has been curated for relaxed coastal living. For boaters, the new boat dock offers immediate access to Florida Bay and immediate Atlantic Ocean access through nearby Snake Creek. The welcome package also includes a newer 34' Edgewater with twin 400 hp Yahamas, a pair of Waverunners and UTV tow vehicle, plus fishing rods, kayaks, paddle boards, and bicycles to enjoy everything Islamorada has to offer. The 100 ft. long resort-style pool with large spa create the centerpiece of the property, surrounded by multiple lounging areas, outdoor kitchen with covered bar, shady terraces and intimate gathering spaces. The estate's flexible layout includes two full homes--a 2/2.5 with ground level living, and a 3/3.5 tri-level--plus a 1/1.5 media house with 2-car garage, all with classic island character. Both homes offer chef kitchens with high-end appliances including SubZero and La Cornue. Not only is this estate ready for fun, it's also ready to enjoy with furniture, decor, kitchenware and even linens included! This remarkable property encompasses 2 acres of upland, 1.2 acres of baybottom, a separate buildable lot, plus valuable development rights. It is also conveniently located next to Islamorada's crown jewel Founder's Park for near instant access to seasonal festivals, sports fields, dog park, playground, tennis and pickleball courts and much more. All of these features elevate the property into a true legacy holding--ideal as a luxury residence, family compound, or private retreat.

139 Gimpy Gulch Dr, Islamorada
$2,595,000
3 Beds ⋅ 3 Baths ⋅ 620076 MLS
Some homes simply arrive finished -- and this Duck Key showstopper is one of them. Dressed in modern coastal farmhouse finishes and positioned along a serene canal, it delivers the rare combination most buyers spend years searching for: a seamlessly curated interior, serious boating infrastructure, and not a single update needed. The palette flows effortlessly throughout -- soft whites, warm creams, and sun-bleached sand tones that feel both elevated and livable. The main living area commands attention with soaring vaulted ceilings, anchored by a sweeping wall of windows that frames the canal like a living painting. Step through to the expansive screened patio and the boundary between indoors and out dissolves entirely. The kitchen centers around a substantial quartz island, flanked by custom oversized cabinetry and stainless appliances. Screened enclosures at both the front and rear include dedicated storage for fishing tackle and marine gear -- because the lifestyle here demands it. And then there is the dock. At a rare ninety-three feet in length with an exceptional beam width, fully equipped with water, electric, and a 24,000-pound boat lift, this is not a recreational amenity -- it is a destination. Few properties in the Keys offer this combination of length, width, and capacity. Architectural details speak to the quality throughout: a crisp standing-seam metal roof, impact-resistant windows and doors, an oversized motor court, and intentionally low-maintenance grounds. Inside, porcelain tile floors, LED-lit vanity mirrors, a double vanity in the primary suite, oversized closets, and new plumbing and light fixtures complete a home finished with genuine care. The existing patio deck can be converted back into a future swimming pool. This is Duck Key living at its finest. Schedule your private showing today.

248 W Seaview Dr, Duck Key
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 620075 MLS
With only two owners in its history, this well-maintained two-story property presents a rare investment opportunity in Key West. Configured as a legal duplex with two separately metered 1-bedroom, 1-bath units, it offers exceptional flexibility--ideal for investors seeking strong rental potential, business owners looking for employee housing, or owner-occupants wanting to offset costs by renting one unit while living in the other. Set on a 5,000 sq ft lot, the property is surrounded by lush, mature tropical landscaping with a wide variety of plants and palms, creating a private, shaded, treehouse-like setting filled with natural light. Two large screened porches and additional open-air spaces provide ideal indoor-outdoor living, while an outdoor shower enhances the island lifestyle. The home has been thoughtfully updated and well cared for, featuring Mitsubishi mini-split A/C systems in both units, a new hot water heater, new ceiling fans, impact windows upstairs, new gutters, updated appliances, and soft-close cabinetry. Interior finishes include a mix of pine, vinyl, and concrete flooring, along with stainless, Formica, and butcher block countertops. Both units offer full bathrooms with tubs. Additional highlights include two off-street parking spaces, low-maintenance grounds, and multiple windows throughout for abundant natural light and airflow. Located in desirable Midtown East, just minutes from everything Key West has to offer, this is a versatile, income-producing property with strong upside potential.

1911 Seidenberg Ave, Key West
$9,500
620073 MLS
Best Value for a Dry slip at the Boat House. Store your flats boat or jet boat with a collapsing bimini in a secure safe location. Use of the pool included with ownership. Fuel on site~ DETAILS OF THIS DRY SLIP: 32.5' long, 9.74' wide and max height of 8.41'. Be certain your boat will fit, Check with the dockmaster to be sure,. THE BOAT HOUSE MARINA. Located next to the Vaca Cut Bridge. Easy access to the Ocean or the Gulf of Mexico. The Dry Barn is built to withstand 155mph windload offering the best vessel protection available. Located in the Coral Lagoon Resort. FULL service marina with fuel, and a full time dockmaster Just call ahead and have your boat splashed,then bring it back and have it washed and put away. Be a part of the finest marina complex in the middle keys.

12411 Overseas Hwy Unit 4C, Marathon
$750,000
2 Beds ⋅ 2 Baths ⋅ 620072 MLS
Experience the laid-back Florida Keys lifestyle in this beautifully maintained, double lot sized at 12,000 sq ft, concrete 2-bedroom, 2-bath stilt home located on a desirable clean swim canal in Big Pine Key. Situated at the end of the street with no through traffic, this secluded waterfront retreat offers exceptional privacy, tropical breezes, and the perfect blend of comfort and coastal living. The home sits on an ideal east-west exposure, allowing for a refreshing cross breeze throughout the property and abundant natural light from the many windows throughout the home. Step inside to discover a nicely finished interior featuring laminate flooring, granite countertops, and soft close cabinets, a spacious living and dining room area, and huge walk-in closets that provide excellent storage space. Offered fully furnished, this home is move-in ready and ideal as a full-time residence, vacation getaway, or investment opportunity. Outdoor living is truly exceptional with two large screened decks that enhance the outdoor living space, perfect for relaxing, entertaining, or enjoying peaceful canal views and tropical surroundings. Enjoy looking at the many fruit trees on the property including, papaya, mangos, dragonfruit, 2 varieties of bananas, grapefruit, lemon, Spanish limes, melon, and pineapples. The property also offers plenty of room for a pool, gazebo, or garden area, creating additional potential for your private island oasis. The fenced yard adds both privacy and security, while the clean closed canal behind the home is known for its clear water and fish, making it ideal for kayaking, paddleboarding, or simply enjoying nature. A concrete seawall with kayak launch provides direct canal access right from your backyard. Additional features include: Impact windows and doors Stair access on both sides of the house Conforming enclosed space under the home with ample room for storage, hobbies, or recreational use Ground-level garage and storage area

251 Pelican Ln, Big Pine
$2,499,000
4 Beds ⋅ 2 Baths ⋅ 620071 MLS
Experience the ultimate Florida Keys boating lifestyle at this exceptional waterfront residence in prestigious Cudjoe Gardens. Situated on a rare double lot encompassing 16,827 square feet, this CBS-built, ground-level home sits above the flood plain and offers approximately 225 feet of waterfront on two sides, deep-water dockage, and remarkably quick ocean access. Designed for comfort and effortless waterfront living, the 2,739-square-foot home features 4 bedrooms, a spacious open-concept great room, bamboo flooring, impact windows and doors, and a durable metal roof. The chef's kitchen is the heart of the home, offering a large center island, stainless steel appliances, abundant cabinetry, and a wine refrigerator and is the perfect gathering place for entertaining family and friends. Step outside to a beautifully landscaped tropical setting with expansive screened lanai overlooking the water and an 82-foot dock complete with boat lift and kayak launch. Whether you're heading offshore for a day of fishing, enjoying sunset cruises, or simply relaxing by the water, this property delivers the Keys lifestyle you've been dreaming about. The 2- car Garage offers plenty of parking and room for all or your toys while the oversized double lot provides privacy and space to enjoy the outdoors while taking advantage of the home's unique corner-like waterfront setting. Located in one of the Lower Keys' most desirable boating communities, Cudjoe Gardens offers deep-water canals capable of accommodating larger inboard vessels, plus convenient access to a full-service marina with fuel, bait, boat ramp, refreshments, and a waterfront restaurant. Just 20 minutes from Key West, you'll enjoy world-class dining, entertainment, and island living while returning home to a peaceful waterfront retreat.

21023 2nd Ave, Cudjoe
$649,000
2 Beds ⋅ 3 Baths ⋅ 620070 MLS
Oceanfront Paradise Awaits at The Cay! Experience the ultimate Keys lifestyle in this pristine, never-before-rented 2-bedroom, 2.5-bathroom townhouse-style condominium. Boasting 1,343 square feet of beautifully updated living space, this residence features stunning, ocean views from the living room balcony plus bonus ocean and sunset views from the guest bedroom balcony. Inside, enjoy a flawlessly updated interior with luxury vinyl plank flooring downstairs, a renovated kitchen, stylish baths, and brand-new carpeting upstairs. It feels more like a home than a condo. Leave the windows open at night to the gentle sound of the ocean lapping against the beach--a soothing natural soundtrack perfect for relaxing and falling asleep. Situated just one unit back from the open ocean, the property is surrounded by lush tropical landscaping and offers premium community amenities, including a sparkling pool, a community room overlooking the ocean, and a sandy beach complete with a tiki hut. While this turnkey property offers excellent rental potential for savvy investors or part-time residents, The Cay's 14-day minimum rental restriction ensures a peaceful, exclusive atmosphere. It truly feels less like a busy high-turnover hotel and more like your private, quiet coastal sanctuary. Perfectly situated in the heart of Key Colony Beach, this premier location immerses you in the highly desirable lifestyle of ''The Gem of the Florida Keys.'' This incorporated island city offers an unmatched, relaxed atmosphere complete with its own walking and bike paths, scenic waterfront park (Sunset Park), a par-3 golf course, tennis and pickleball courts, and a vibrant selection of waterfront dining and charter fleets just minutes away.

601 W Ocean Dr Unit 316-D, Key Colony
$495,000
3 Beds ⋅ 2 Baths ⋅ 620068 MLS
Welcome to this Key Largo property--ideal as a primary residence, vacation getaway, or short-term rental (28-day minimum). This double-wide manufactured home features a spacious floor plan with three bedrooms, two bathrooms, ample closet and storage space throughout, and a utility room for the washer and dryer. The property includes stainless steel appliances, a front-loading washer and dryer, a newer metal roof, a newer central air conditioner, and a newer water heater. Set on a fenced, 6,000 sq. ft. lot, it easily accommodates a large boat, an RV, or both. Joining the Homeowners' Association is optional. If opted in, this is a $125.00-per-year fee that includes access to the boat ramp. Just one block away, residents have exclusive access to a private boat ramp--making it effortless to enjoy endless adventures on the water.

268 King Ave, Key Largo
$13,500,000
8 Beds ⋅ 8 Baths ⋅ 620067 MLS
Private Helicopter Estate in the Florida Keys. Behind private gates on prestigious Million Air Row, this exceptional oceanfront estate spans nearly 2.5 acres and offers a rare blend of luxury, privacy, and future potential. The recently renovated residence features 8 bedrooms, 7.5 bathrooms, double-height ceilings, spacious bedroom suites, abundant storage throughout, solid CBS construction, impact windows and doors, and a new concrete roof. Designed for the ultimate Florida Keys lifestyle, the property boasts protected basin dockage with a 24,000 lb boat lift, a private helicopter pad, hot yoga studio, resort-style pool with waterslides, waterfall, and spa, plus two covered carports and a large garage. Expansive grounds provide endless opportunities to add additional amenities such as pickleball, volleyball, guest accommodations, or a private beach retreat. A truly unique waterfront compound offering the space and exclusivity rarely found in the Florida Keys.

89401 Old Hwy, Tavernier
$575,000
620066 MLS
Coral Reef Village -AT Conch Key Ocean front land corner lot with 5000 sq. ft Lot -Enjoy direct access to the turquoise waters of the Keys, world-class fishing, and a serene island lifestyle in one of the most desirable and private locations along the Overseas Highway. The primary audience is a buyer who wishes to build a house at a specification. Buyers attracted to the key's lifestyle including fishing, boating - Or a professional working remotely Virtual workers can live anywhere, allowing them to work anywhere without sacrificing their careers. A Developer's dream to invest on an ocean front lot ready to build. Whether you're an investor or end user, this is a unique opportunity to create your vision in an established and sought-after enclave. Prime Waterfront with pristine views Lot is +/-5000 Sq 0.13 acres - A front lot on the open ocean water cost a fraction of what a similar waterfront lands will cost you in other parts of the east coast in Florida south Miami- Water and electric in place - Ready to built

62900 Overseas Highway Unit 53, Conch
$250,000
620063 MLS
Key Largo Ocean Resort ; Experience Luxury Living on this private Resort -Bay Side - Easy access to fishing - Key Largo Ocean Resort is a waterfront gated community to enjoy outdoor living at its finest. You can build your dream home with amazing ocean views, community pool, playground, sport courts and community boat ramp. Residents enjoy exclusive access to private pier for fishing as well. Highlights Ocean Front -ROGO EXEMPT VACANT BUILD A BEAUTIFUL 3 STORY HOME. All gated community with security guards 24/7 for your peace of mind Boat Ramp New Construction Coral Shores High School Rated A Fitness Center 1-minute walk to Sunset Point Park 2-Brand new clubhouse, tennis & basketball courts, clubhouse, playground, gym, fishing pier and community ramp.

94825 Overseas Highway Unit 219, Key Largo
$750,000
4 Beds ⋅ 2 Baths ⋅ 620060 MLS
Nestled in the heart of highly desirable Largo Sound Village, this beautifully maintained 4-bedroom, 2-bath CBS home has the perfect blend of Florida Keys charm, boating lifestyle, and true neighborhood community living. Largo Sound Village is known not only for its private waterfront amenities, but also for its warm, family-friendly atmosphere where neighbors come together throughout the year to celebrate holidays, decorate for the seasons, and create a welcoming sense of community that is hard to find in the Keys. Represented buyers are encouraged to inquire. Residents enjoy access to the neighborhood's private homeowner's park for just $150 per year, featuring a boat ramp, trailer parking, tiki hut, and dog park, along with quick boating access to both the Atlantic Ocean and Florida Bay through Adams Cut. Whether it's evening golf cart rides, holiday gatherings, or spending weekends on the water. Inside, the home features 2,283 square feet of inviting living space filled with natural light. The updated kitchen includes stainless steel appliances, Silestone countertops, extensive prep space, and bar seating for entertaining family and friends. The spacious living area flows seamlessly into a fully enclosed and air-conditioned Florida room, creating the perfect space for relaxing or hosting guests year-round. From the backyard, enjoy peaceful water glimpses and the calming sounds of Largo Sound nearby. The primary suite includes a private ensuite bath with a large walk-in shower, while three additional newly carpeted bedrooms provide flexibility for family, guests, or a home office. One bedroom currently used as an office has a separate exterior entrance and could easily be converted into an in-law suite with room to add a third bathroom. Situated on a fully fenced 6,000 sq. ft. lot, the property has plenty of parking plus room for a future pool or tiki area. A 240V fast charger is already installed.

304 2nd Ter, Key Largo
$1,245,000
2 Beds ⋅ 2 Baths ⋅ 620053 MLS
Just minutes from Key West, this open floor plan waterfront home has 2 bedrooms and 2 with bonus room can easily be converted to a 3-bedroom layout. Enjoy open water views and a rare sense of privacy with no homes on the open water side of the street. The deep-water canal features an 80' concrete seawall with quick access to both the Gulf and Atlantic via Waltz Key Basin, with room for large boats. Expansive wraparound decking captures breathtaking sunrises and bayfront sunsets from this oversized 8000 sq ft lot. Features include bamboo and wood grained porcelain tile flooring, upgraded expansive kitchen with KitchenAid appliances, covered porch, screen room, fenced yard, fish cleaning station, tropical landscaping, workshop, large A/C storage area, impact windows and accordion shutters. Low homeowners insurance $1,082 annually. Easy and fun to show so don't miss this one! Owner is a Licensed Florida Real Estate Agent.

24 Tamarind Dr, Big Coppitt
$275,000
620046 MLS
Build your Florida Keys dream in Cudjoe Key just 3 lots from open water. Dock has already been approved and house plans are ready to submit to the county to begin the ROGO process.

1155 Thatch Ln, Cudjoe
$1,595,000
2 Beds ⋅ 3 Baths ⋅ 620047 MLS
Beautifully renovated corner-lot home in the heart of Casa Marina. This 2-bedroom, 2.5-bath residence sits on a 4,331 sq. ft. lot with room for a pool and offers a seamless blend of modern updates and classic Key West charm. Highlights include wide-plank wood floors, a bright all-white interior, and a designer kitchen featuring custom cabinetry, La Cornue gas range, paneled dishwasher, wine cooler, Quartz island, and subway-tile backsplash. The living room boasts built-in bookshelves and flows into a flexible study/home office. Multiple sets of French doors open to a covered front porch, outdoor dining area, and private wraparound porch. The primary suite offers custom wardrobes and a luxurious marble ensuite with soaking tub, glass-enclosed shower, and nickel fixtures. Guest bedroom with ensuite bath, dedicated laundry area, and stylish powder room complete the layout. Steps to Duval Street, Higgs Beach, Edward B. Knight Pier, waterfront dining, dog parks, and tennis/pickleball courts. A rare offering in one of Key West's most desirable neighborhoods.

1401 Grinnell St, Key West
$1,425,000
2 Beds ⋅ 2 Baths ⋅ 620045 MLS
Experience the quintessential island lifestyle in this stunning waterfront townhome at Flagler's Landing, where Gulf views meet the convenience of a central Key West location with private boat dockage. This elevated residence offers approximately 1,387 sq ft of living space with open Gulf views from the main living areas, private balcony, and both upstairs bedrooms. The main level is designed for effortless entertaining, featuring an open-concept design with spacious living and dining areas. The gourmet kitchen is anchored by a custom coral stone island with seating for six, equipped with custom cabinetry, under-cabinet lighting, premium GE appliances, a six-burner range, and a brand-new refrigerator. Warm bamboo flooring, recessed lighting, and a wide waterfront balcony accessed through sliding glass doors create an inviting atmosphere for indoor-outdoor living, perfect for enjoying sunsets and ocean breezes. A powder bath completes this level. A spiral staircase leads to the second level, where the hallway features built-in bookshelves and access to an additional front-facing balcony. Both serene bedrooms enjoy expansive waterfront views and walk-in closets. The primary suite and guest bedroom provide a relaxing coastal setting for family or visitors, complemented by a full bath featuring a glass walk-in shower, a large vanity, and a jacuzzi-style tub. Additional features include central A/C, ground-level covered private parking, dedicated storage, a laundry area, and a charming ground-floor brick patio. For boating enthusiasts, the property includes a private shallow-draft boat slip suitable for an approximately 24 ft boat, enjoyable any season all year. Residents also enjoy community access to a heated concrete pool. Perfectly situated near beaches, restaurants, shopping, and marinas, this home provides a unique opportunity to own a premier piece of paradise in an exclusive enclave where properties rarely become available.

9 Mccoy Cir Unit 9, Key West
$939,000
2 Beds ⋅ 1 Baths ⋅ 620043 MLS
Located in the desirable Truman Annex Shipyard community, this beautifully updated first-floor condominium offers 2 bedrooms, 1 bath. The newly renovated kitchen features stainless steel appliances, granite countertops, and modern finishes, while the updated bath includes a stylish walk-in shower. A redesigned laundry area includes a new washer and dryer for added convenience. Step outside to the spacious rear deck, perfect for outdoor dining and relaxing, with easy access to the nearby community pool. Additional highlights include impact windows, French doors, and an assigned parking space located just steps from the front entrance. Whether you're seeking a full-time residence, vacation getaway, or income-producing property, this Shipyard condo offers an exceptional opportunity in one of Key West's most sought-after communities.

620 Thomas St Unit 186, Key West
$9,950,000
7 Beds ⋅ 8 Baths ⋅ 620044 MLS
Where Prohibition-Era Legend Meets Modern Key West Hospitality. Historic Key West Boutique Inn on Duval Street | 7 Licensed Transient Accommodations. A rare opportunity to acquire one of Key West's most iconic hospitality properties, ideally positioned on world-famous Duval Street in the heart of Old Town. The offering includes the real estate and lodging operation of the renowned Speakeasy Inn, featuring 7 licensed transient accommodations and a rich history deeply woven into the fabric of Key West's colorful past. Originally owned by legendary rum-runner Raul Vasquez during the Prohibition Era, the property served as a hub for the importation of spirits from Cuba into Key West. The home remains one of only a handful of residences in Key West with a basement, historically utilized to conceal smuggled rum during the 1920s and early 1930s. Distinctive architectural details, including the property's famous Cuban-imported porch balustrades depicting liquor bottles and playing-card symbols, stand today as enduring reminders of its fascinating past. Over the past several years, ownership has undertaken an extensive renovation program throughout the inn. All guest accommodations have been thoughtfully updated with new bathrooms, furnishings, interior and exterior paint, modern mini-split air conditioning systems, and significant capital improvements including a new roof and gutter system completed within the past 3 years. The result is a turnkey boutique lodging property that seamlessly blends historic Key West character with contemporary guest expectations. Located steps from the Southernmost Point, beaches, galleries, restaurants, and nightlife, the property enjoys exceptional year-round tourism demand and benefits from valuable transient licensing in one of Florida's most supply-constrained lodging markets. As an additional benefit to investors, current ownership intends to lease back & continue operating the Rum Bar located on the ground floor. *Seller is FL Realtor

1117 Duval St, Key West
$785,000
2 Beds ⋅ 1 Baths ⋅ 620040 MLS
Experience the laid-back Florida Keys lifestyle in this beautifully updated, turn-key canal-front retreat, nestled in the quiet Eden Pines neighborhood among the roaming Key Deer. Situated on a 50-foot concrete seawall with step-down access, fish cleaning station, and a new boat lift, this property offers excellent boating access to both the ocean and bay. Inside, the open concept living area is filled with natural light and designed for comfortable island living, boasting high exposed-beam ceilings, adding character and depth to the space. The spacious kitchen features solid wood cabinetry, while recent updates to the bathroom, bedrooms, and bedroom flooring give the home a fresh coastal feel. A large pocket sliding glass door disappears into the wall, creating seamless indoor-outdoor living and opening to an expansive covered back porch measuring approximately 36' x 12', perfect for entertaining, dining, or relaxing canal-side. New composite decking and front porch railings were completed in 2024, adding durability and style, and additional updates include a new HVAC system, new tankless water heater, new siding, and new impact windows throughout. The primary suite offers walk-in closets and direct porch access, while the laundry area is conveniently located on the back balcony. Offered with new furnishings both inside and out, this move-in-ready Keys getaway is ideal as a full-time residence, vacation home, or investment opportunity. Don't miss the opportunity to check out this Big Pine Key gem!

29034 Rose Dr, Big Pine
$1,049,000
4 Beds ⋅ 3 Baths ⋅ 620041 MLS
This newly built 2026 home on Stock Island delivers what buyers rarely find in the Florida Keys: true new construction, built to current code, with a fully legal guest suite and insurance costs designed to be as manageable as possible -- all priced under $1.1M. The main residence offers 3 bedrooms, 2 bathrooms, and over 1,500 square feet of thoughtfully designed living space elevated 18 feet above grade. Interiors feature waterproof and scratch-proof luxury vinyl plank flooring, quartz countertops, stainless steel appliances, and in-unit washer and dryer. HardiePlank siding, impact-rated doors and windows, and a metal roof complete a build package engineered for Keys living. Central air conditioning keeps the main home comfortable year-round. The elevated guest suite -- positioned at 9 feet with its own private entrance below the main home -- adds one bedroom, one bathroom, and approximately 500 square feet of additional living space, complete with quartz countertops, stainless steel appliances, in-unit laundry, and a mini-split system. Live in one, rent the other, or house extended family with total privacy. Similar properties are bringing in over $6500 per month in rent. The fully fenced, rock-covered lot provides covered parking under the home and additional off-street parking out front -- a genuine premium in the Keys. Stock Island puts you one bridge from Old Town Key West, with marinas, restaurants, and the energy of the Keys right at your door.

49g Miriam St, Stock Island
$899,000
1 Beds ⋅ 1 Baths ⋅ 620039 MLS
Memories begin here. Tucked along the ocean's edge and offering the kind of lifestyle buyers spend years searching for, this one-of-a-kind oceanfront retreat delivers the ultimate Florida Keys escape all for under $1M! What is unique about this property is the 40' protected boat slip located right out your back door. This unit is conveniently located offering quick access to the ocean or the bay and the Islamorada sandbar is within view. The elevated tiki with panoramic ocean vistas that make every sunrise, lunch, happy hour, and sunset unforgettable. Inside, the cottage is light, coastal, and move-in ready with an inviting open layout that keeps the focus where it belongs--on the view and the lifestyle. Whether you're looking for a weekend getaway, fish camp, vacation retreat, or memory-making waterfront hideaway, opportunities like this are incredibly rare. Bring the boat. Bring the family. Start making memories.

84961 Old Hwy Unit LOT 27, Islamorada
$899,000
3 Beds ⋅ 2 Baths ⋅ 620038 MLS
This is the perfect CBS elevated property, ideally located in the neighborhood of Port Largo, one of the most sought after neighborhoods in the Keys. With something for everyone within walking distance, this home offers the ideal blend of comfort, convenience, and Florida Keys living. Whether you're looking for a blank canvas to create your dream home or want to enjoy the high quality finishes already in place, this property delivers. The interior features timeless materials that are making a strong comeback with the popular ''Tuscan 2000s'' aesthetic. The low maintenance landscaping makes it easy to envision your perfect outdoor oasis, with plenty of space to create an entertaining area, tropical retreat, or poolside paradise. The home also includes solar on the roof for the hot water heater, helping improve efficiency and reduce utility costs. Residents of Port Largo enjoy access to a private boat ramp, Jacob's Aquatic Center, the Port Largo Homeowners Park, and so much more. Owner is currently moving out, and the house will be vacant soon.

107 Marina Ave, Key Largo
$2,100,000
3 Beds ⋅ 2 Baths ⋅ 620036 MLS
Welcome to 499 Avenida Primiceria in Marathon FL. This unique home is perfectly located just 7 houses from beautiful Sombrero Beach and only minutes away from open water for boating. Enter into the central hub of the home that offers cathedral open beam ceilings and a generous, updated open floor plan for common living areas and direct access to the screened porch that overlooks the pool and dock. The split floor plan for the bedrooms offers additional privacy with the Primary suite located in the opposite wing from the guest rooms. Everything has been updated from the plank tile flooring, the impact resistant windows and doors, the open custom kitchen and update bathrooms. There is a while house generator. The lower level hosts a garage, workshop, covered entertaining area, and tons of additional storage space. The custom concrete pool is heated and chilled and the dock is 100' of concrete seawall with a 14k lb. boat lift. The grounds are covered with pea rock and mature tropical landscaping making for ease of maintenance and a lush private tropical setting. Call today for more information and schedule your private tour of this wonderful Florida Keys retreat.

499 Avenida Primiceria, Marathon
$320,000
2 Beds ⋅ 1 Baths ⋅ 620035 MLS
This one is livable today and loaded with potential for tomorrow. What you're really buying here is a generously sized lot in the Florida Keys, priced to reflect the property's current condition, in a neighborhood that is actively transforming. Look around. Your future neighbors are tearing down and building dream homes. The area is having a moment -- and this lot puts you squarely in the middle of it. The existing mobile home offers two bedrooms -- one that's comfortable and functional, one that's currently serving as a storage-meets-everything-else situation (we'll call it 'a project'). The living room has its own distinct personality -- quirky in layout, but with some creativity, it works. The full bath is solid; the half bath adds convenience. The kitchen features unfinished drywall that's practically begging for your custom cabinet choices. A mini-split A/C keeps things cool while you plan your next move. There's also a bonus storage room and laundry area and the exterior landscaping could generously be described as 'natural.' The Opportunity- This lot is the real story. There's ample space for a pool -- a true Keys luxury -- and the footprint supports a substantial build when you're ready. Hold it, renovate it, or scrape it and build the Keys escape you've always envisioned. Fee simple land in the Keys at this price point doesn't come around often, and the trajectory of this neighborhood speaks for itself. Priced for the lot. The home is a bonus -- or a blank slate. Serious buyers, investors, and dreamers welcome.

813 Narragansett Ln, Key Largo
$150,000
620032 MLS
Vacant waterfront lot in the desirable Doctor's Arm neighborhood of Big Pine Key. This cleared lot has 55 feet of canal frontage, plenty of room for a seawall and your boat. The canal opens into Bogie channel, one of the best channels in the Florida Keys, providing easy access to BOTH the gulf and the Atlantic. This lot was previously used for the owner's water access from their landlocked home a mile away. Additional VERY LARGE (4 bed, 3 bath) home and 3 ACRES available.

30860 Malaga Ln, Big Pine
$1,245,000
3 Beds ⋅ 3 Baths ⋅ 620031 MLS
Beautifully maintained Golf Club home overlooking the 17th hole in the Sanctuary. This home is located on one of the largest lots in the development. New flooring upstairs, a new cooktop stove, a new kitchen sink, new light fixtures, and freshly painted exterior within the past 3 years. The home features a private carport for two vehicles and a detached storage unit. The Key West Golf Club community features two gorgeous pools surrounded by lush tropical landscaping, a gym at the clubhouse, on-site security and managers. Property is currently being leased.

243 Golf Club Dr, Key West
$1,245,000
4 Beds ⋅ 3 Baths ⋅ 620026 MLS
Experience the best of Florida Keys waterfront living in this stunning 4-bedroom, 3-bath home located in the highly desirable Vaca Cove community. Offered fully furnished and turnkey, this elevated residence features a spacious open-concept design with large bedrooms, wide hallways, and inviting indoor-outdoor living spaces designed for comfort and entertaining. Boaters will appreciate 35 feet of dockage and quick, deep-water access to both the Atlantic Ocean and Gulf of America through Vaca Cut. Vaca Cove is an intimate enclave of only seven homes built in 2016, centered around a private lagoon marina and resort-style swimming pool. The lagoon seawall is ideal for launching kayaks and paddleboards, adding to the laid-back island lifestyle. Fully licensed for vacation rentals with bookings already in place, this property presents an outstanding opportunity for investors or buyers seeking an easy-care second home with strong rental potential. Constructed for durability and peace of mind, the home includes a metal roof, impact-resistant windows and doors, covered parking, hot tub area, and ample storage for vehicles and boat trailers. Beautifully maintained and move-in ready, this exceptional waterfront retreat offers luxury, convenience, and income potential in one of Marathon's most unique waterfront communities.

12555 Overseas Highway Unit F, Marathon
$675,000
2 Beds ⋅ 3 Baths ⋅ 620025 MLS
Located just 10 miles from Key West, this 2 story elevated home is the perfect space for full time living or a second home get away. This beautifully maintained 2 bedroom, 2.5 bath modular home offers the perfect blend of comfort, durability, and low-maintenance Florida Keys living. Situated on a fully fenced lot with artificial turf for year-round curb appeal and easy upkeep, the property is ideal as a full-time residence, vacation retreat, or second home investment. Built for peace of mind, the home features a metal roof along with all impact-rated windows and doors, helping keep insurance costs lower while providing excellent storm protection. The elevated design offers covered parking and storage space below, plus an exterior shed for all your tools, bikes, fishing gear, and island toys. Inside, you'll find a bright and inviting layout with spacious bedrooms, open living areas, and a functional floor plan designed for relaxed Keys living. Enjoy the convenience of being just minutes from Key West while still having the privacy and laid-back atmosphere of the Lower Keys. Whether you're looking for a low-maintenance primary home or the perfect island getaway, this property checks all the boxes.

59 Ed Swift Rd, Big Coppitt
$3,495,000
4 Beds ⋅ 4 Baths ⋅ 620024 MLS
OCEANFRONT , POOL & RARE BOAT BASIN DOCKAGE! Experience luxury open water living at this exceptional oceanfront retreat in the exclusive community of Summerland Cove, just 30 minutes from Key West. Designed for serious boaters and lovers of open water, this premier deep-water home offers breathtaking Atlantic views, immediate boating access, and the ultimate Florida Keys lifestyle. Beautiful newly painted exterior, this elevated 4 bed 3.5 bath home offers 2,766 sq. ft. of beautifully designed living space where soaring ceilings and walls of glass frame endless turquoise water views. Rare 3 bedroom suites with ensuite bathrooms, and a 4th bedroom with ensuite half bath. The expansive open-concept living and entertaining areas create a seamless indoor-outdoor flow perfect for relaxing or hosting guests after a day on the water. Separate laundry room is a bonus. A rare concrete dock with a protected cut-in boat slip provides quick deep-water access to the Atlantic with no long canal commute--placing you minutes from world-class offshore fishing, reef diving, sandbars, and endless boating adventures. Step outside to your private oceanfront oasis featuring a sparkling pool and spa, expansive lounging decks, and a poolside kitchen designed for sunset entertaining and waterfront gatherings. Panoramic open-water views and ocean breezes create the perfect Keys atmosphere. Upstairs, the spacious primary suite offers stunning ocean views, a private balcony, and a peaceful retreat overlooking the Atlantic. Additional features include impact windows and doors, a metal roof, a chef's kitchen with granite countertops and stainless steel appliances, plus convenient access to the nearby Summerland Key Cove Airport for easy fly-in/fly-out travel in light aircraft. This rare offering combines luxury living, protected deep-water dockage, immediate ocean access, and unforgettable open-water views in one of the Florida Keys' most sought-after waterfront communities.

414 E Caribbean Dr, Summerland