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$2,525,000
4 Beds ⋅ 3 Baths ⋅ 617879 MLS
Located in a charming midtown neighborhood sits this beautifully renovated 4BD/2.5BA Key West home with just over 2,000sf of living space. Upon entering the home you will find a first floor bedroom or office, half bathroom and an all new kitchen with new stainless appliances, countertops, custom built in cabinetry and all new lightning. The open living room is surrounded by French doors that allow for tons of natural light & open to your private tropical oasis and a newly resurfaced heated pool, great for lounging by or entertaining family & friends. Located on the second floor you will find the primary bedroom w/ ensuite bathroom and walk in closet along with a balcony that's perfect for enjoying morning coffee. Two more additional guest bedrooms and a guest bathroom can also be found on the second floor. Further updates include all new pool equipment, interior & exterior paint, a new HVAC system, on-demand hot water heater, new tile floors, baseboards & lightning. Just a short bike ride to Key West fine restaurants, beaches, galleries, museums & world famous Duval Street, this neighborhood stunner is one not to be missed!

1427 Washington St, Key West
$600,000
2 Beds ⋅ 2 Baths ⋅ 616933 MLS
Nestled at the quiet end of a peaceful street, this beautifully maintained home offers the blend of island charm, privacy, and modern comfort. Surrounded by graceful Areca palms and bordered by county land on two sides, the property feels like a serene tropical oasis. Step inside to find soaring cathedral ceilings that create a bright, airy atmosphere throughout the open living area. The updated kitchen features contemporary finishes, quality cabinetry, and modern appliances — best for cooking and entertaining. Nice 2 full bathrooms - combining coastal style with practical comfort. Enjoy the Florida Keys' lifestyle with two spacious terraces, relax outdoors, dine al fresco, or enjoy the gentle island breezes.Whether you're seeking a full-time residence, beatiful getaway, or investment property, this charming Big Pine Key home offers tranquility, privacy, and natural beauty in one of the most desirable island communities. Highlights: - Quiet, end-of-road location for ultimate privacy - Two inviting terraces for outdoor living - Cathedral ceilings and open-concept design - Updated kitchen and bathrooms - Surrounded by Areca palms and county land on two sides - Peaceful, tropical setting with island charm Experience the calm and beauty of Big Pine Key — where nature, comfort, and privacy come together perfectly.

29188 Tulip Ln, Big Pine
$5,500,000
6 Beds ⋅ 6 Baths ⋅ 618573 MLS
Experience the grandeur of this exceptional six bedroom, five and a half bath estate located on one of the most exclusive streets in Key West. A stunning wall of bougainvillea and the stately front porch welcome you to this 3,751 square foot property on an expansive 10,750 square foot lot that embodies historic Key West architecture. The main residence features four bedrooms, three and half baths of elegant living spaces, including a first-floor mother-in-law suite. Timeless design is found throughout with abundance of natural light and views of the lush, exotic landscape out every window. The great room features 12' ceilings, a curved wall of windows and French doors that lead to the serene, covered porch and outdoor dining space. The kitchen is a chef's dream equipped with new Viking appliances, ample counter space, and a view that overlooks the gorgeous, azure pool. The second level includes a spacious primary suite and two additional guest rooms, one of which has a balcony with treetop views and the island's best spot to view the spectacular 4th of July firework show. Two charming detached guest cottages tucked amongst the gardens offer secluded retreats each with full baths and one offering a living room and kitchenette. The outdoor oasis is defined by the oversized L-shaped pool and outdoor kitchen with built-in Viking grill; the perfect space for entertaining. This property is an exceptional, private sanctuary at an unbeatable location just one block from the crystal-clear Atlantic, tennis and pickleball courts, the esteemed Casa Marina Hotel and iconic White Street Pier. Don't miss the opportunity to call this remarkable estate your home! Seller is a licensed real estate broker and related to the listing agent. Seller is a licensed real estate broker and related to the listing agent.

906 Johnson St, Key West
$2,950,000
4 Beds ⋅ 3 Baths ⋅ 617358 MLS
Experience stunning water views from this exceptional 4-bedroom, 3-bath home situated on a desirable bayside corner lot. This property offers extensive dockage with a step down, custom-built steel bumpers, accommodating multiple vessels with ease. With approximately 190 feet of waterfront, you can unwind by the beautiful swimming pool and hot tub while enjoying serene lagoon views. The home is offered fully furnished and features an updated kitchen with stainless steel appliances and quartz counters, newer A/C, impact windows, and an interior laundry room with custom cabinetry. Weekly rentals are permitted, adding excellent investment potential. Enjoy outstanding views from the living area and balcony, as well as canal views from 2 of the bedrooms. This is the perfect spot for kayaking, paddleboarding, and fishing directly from your private dock. The deep water access allows for large vessels, and there is ample parking for all your toys. A public boat ramp is conveniently located just a few blocks away. Additional highlights include a dedicated rod-and-reel room/lower-level storage area just steps from the dock, a fish-cleaning station with running water, an outdoor shower, and concrete steps providing easy kayak and paddleboard launch access. Tons of storage space downstairs on an oversized lot. This is a true boater's paradise--perfectly equipped for relaxation, recreation, and coastal living at its finest.

123 W Bruce Ct, Marathon
$4,850,000
5 Beds ⋅ 4 Baths ⋅ 617356 MLS
Dolphinus del Sol is a Waterfront Estate Masterpiece! Enjoy this custom, ultra-modern smart home! This new construction, solid precast concrete home, offers unparalleled luxury, with vaulted ceilings, sleek contemporary lines, and expansive windows and doors showcasing breathtaking panoramic water views. Experience mesmerizing sun and moon rises over the water, views of distant islands, bridges, boats cruising by, sea life, etc. This tropical paradise features a boating canal and private dock, with vessel access to both the Gulf and the Atlantic Ocean. Bridge clearance is 11 ft. Entertain in style with the upper level, grand, open living room and kitchen area, which features soaring ceilings and walls of glass, with 8ft opening to the deck for al fresco dining. The sleek contemporary kitchen has a round porthole window. A mirror panel opens to a sliding appliance tray from the pantry. Black stainless steel smart appliances compliment the black, dazzling mirror fleck Silestone countertops. Floors throughout are custom designed, stained and sealed. The unique, curved wall master bedroom has a seating area by the glass doors, that open for a tropical breeze and a walk-in closet. The en suite master bath, is an expansive oasis featuring a jetted tub and 5 x 5 ft shower. The lower living level great room features a large theater/entertainment area with two walls of windows that have sweeping water views. This 3500 sq ft, 5 bedroom, 4 bath home also has outdoor space including two covered upper decks and a 500 sq ft ground level patio featuring sea life art. Also there is a garage and under house parking for up to 6 vehicles. The 2300 sq ft open waterfront area has ample space to add features overlooking the water. This construction exceeds 180 mph hurricane code. This is a solid, precast concrete panel construction, including the floors, roof and stairs. The poured concrete pilings go 9 ft below grade, 5 ft into caprock, connected with a 20 in deep grade beam.

31449 Ave I, Big Pine
$949,000
3 Beds ⋅ 2 Baths ⋅ 617170 MLS
RECENT PRICE IMPROVEMENT ON THIS BEAUTIFUL, BRAND NEW CBS 3/2 RESIDENCE IN KEY LARGO'S RIVIERA VILLAGE! FANTASTIC OPPORTUNITY AT A GREAT NEW PRICE in Riviera Village - Key Largo!! It's a great time to buy your very own slice of paradise! This gorgeous CBS home is worry and maintenance free . The property is surrounded by a variety of beautiful lush native trees offering a peaceful oasis and plenty of shade! The 1,448 Sq Ft of interior space is tastefully designed with a gorgeous Kitchen fully equipped including SS appliances and Quartz countertops. A separate Laundry Room, Open Concept Living/Dining and 3 Bedrooms. In addition, this home features a 299 Sq Ft Storage Room downstairs. Riviera Village is a highly desirable neighborhood nestled on the Bayside at MM 104. The Homeowners Park is outstanding, 'one of the best' offering 72 hour dockage for residents, a sandy beach to enjoy and a boat ramp - perfect for the boating enthusiasts! HOA membership is optional.

14 Tarpon Ave, Key Largo
$799,000
2 Beds ⋅ 2 Baths ⋅ 617945 MLS
Custom-built 2-bedroom, 2-bathroom home (1987) situated on a boating canal in the sought-after Eden Pines neighborhood of Big Pine Key where the Key Deer roam. Short stilted home located on a 6,000 sq. ft. lot the property offers 60 feet of concrete seawall ideal for your boat of choice, with excellent boating access via Pine Channel. Boaters should note two bridges en route with approximate clearances of 8.5 ft and 10 ft; canal depth offers approximately 3 ft of draft. The home features an updated kitchen with all-new appliances (2021) and gas a range. Desirable split floor plan with both bedrooms accessed by a short set of stairs and a side screened porch in the back of the home--perfect for relaxing at the end of the day. Additional highlights include a new HVAC system (2020), roof replacement (2018), ample storage beneath the home. Miami-Dade approved accordion shutters for added storm protection. Well suited as a primary residence, vacation home, or long-term rental investment.

1634 Lantana Ln, Big Pine
$525,000
3 Beds ⋅ 2 Baths ⋅ 615054 MLS
Big Pine Key Here's your opportunity to get into a 3 Bedroom. 2 Bath stilt home in the Keys. Metal Roof. Brand New Central A/C & Heat. Sliding door from dining area to Covered Porch. Laundry closet. Garage and Storage. Concrete covered patio or parking. Back yard has concrete slab for a storage shed. Sewer has been connected and paid for in full. Fenced. Easement behind fence line between this home and back neighbor. For utility co. AE 8 Flood zone but house is at 12.1 Rented need notice to show. Buyer to assume current tenants until the end of their lease term (9/30/26). Nice community waterfront park nearby. 2 other Parks on Island. Bike paths on Big Pine. Grocery, Restaurants, Church, Library. Key West 45 min. Marathon 20 min. Miami 2.5 hours.

31171 Ave H, Big Pine
$2,850,000
5 Beds ⋅ 6 Baths ⋅ 615149 MLS
Welcome to Villa Dolce, a 3,074 sq ft luxury retreat in Seagrove Beach, FL steps from Pelayo Public Beach Access on the exclusive 30A highway. This custom-built 5-bed, 5.5-bath seamlessly blends modern elegance with coastal living. The 1st flr features an open-concept layout, including a chef's kitchen w/ top-of-the-line appl, quartz & granite c-tops, & gas range, spacious primary suite w/ walk-in closet, garden tub. The outdoor oasis offers a covered back porch & entertaining area, heated pool, spa, outdoor TV, firepit, grill, dining area, & outdoor shower, surrounded by lush landscaping & sprinkler irrigation system. Upstairs, 4 guest beds w/ensuite baths & 2nd living area provides space for family & guests. A large laundry room w/sink, 4x8 storage unit, hurricane-impact doors & windows. Close to restaurants & shopping

75 Pelayo Ave, Other
$1,799,000
3 Beds ⋅ 4 Baths ⋅ 618287 MLS
Welcome to Aqua Vista, a sophisticated waterfront retreat built in 2021, offering sweeping open-water views of the Atlantic Ocean and the ultimate Florida Keys lifestyle. Designed to blend contemporary coastal architecture with refined comfort, this exceptional residence features three bedrooms and three-and-a-half baths—ideal as a private luxury home, second residence, or high-performing investment property. From the moment you enter, expansive glass invites endless ocean views and floods the home with natural light. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating a refined yet inviting atmosphere for entertaining or relaxed coastal living. The chef's kitchen is both elegant and functional, appointed with stainless steel appliances, sleek stone countertops, and custom cabinetry—all framed by stunning water views that elevate every culinary experience. The primary suite is a serene sanctuary with sweeping ocean vistas and a spa-inspired ensuite bath featuring a soaking tub, separate glass-enclosed shower, and upscale finishes. Outdoor living is exceptional, with a covered waterfront terrace ideal for alfresco dining, morning coffee, or sunset cocktails. A sparkling private pool and sun-drenched patio overlook approximately 45 feet of seawall along a deep-water boating canal, offering quick access to both the Atlantic Ocean and Florida Bay—perfect for boating, fishing, and paddleboarding. Aqua Vista also offers a strong rental revenue history, providing the rare opportunity to enjoy a personal waterfront escape while benefiting from impressive income potential. Aqua Vista is more than a home—it's a front-row seat to luxury waterfront living in the Florida Keys.

1140 92nd St, Marathon
$3,995,900
5 Beds ⋅ 6 Baths ⋅ 616700 MLS
Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West. Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept layouts with 10' ceilings, impact glass, and abundant natural light. The chef's kitchen includes premium appliances, quartz countertops, pantry, and large island ideal for entertaining. Multiple verandas, balconies, and a rooftop observation deck deliver 360-degree sunrise and sunset views. Outdoors, enjoy your own sparkling infinity pool, expansive pool deck, and seamless flow to the water. Every residence conveys with an assigned dock space in a private boat basin featuring new composite docks with electric, water, and a fillet station--perfect for boating enthusiasts. Homes are equipped with Tesla Solar, an elevator, and generous storage. Resort-style amenities include a sport court for tennis, pickleball, and basketball, along with oceanfront lounge areas, hammocks, and opportunities for paddleboarding and kayaking. Just one block from a private airport, accessibility is unmatched. For investors, Seven Palms Cove is an exceptional opportunity: there are no rental restrictions, and nearby comparable properties generate over $300,000 annually. Whether as a forever home, luxury vacation retreat, or high-performing investment, Seven Palms Cove offers the perfect blend of exclusivity, comfort, and opportunity in the Florida Keys.

231 E Shore Dr Unit 1, Summerland
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 617148 MLS
Newly Remodeled 3-Bed, 3-Bath Home in the Heart of Islamorada This newly remodeled 3-bedroom, 3-bath home is located on Upper Matecumbe in the heart of Islamorada, offering the perfect blend of modern comfort and island living. The unique layout features 1 bedroom and 1 bathroom downstairs, and 2 bedrooms and 2 bathrooms upstairs--ideal for guests or extended family. Built with solid concrete construction and impact windows, this home is elevated above flood and designed for peace of mind. Inside, enjoy an open-concept living area perfect for entertaining, a spacious kitchen with stainless steel appliances and granite countertops, and bright, generously sized bedrooms. Modern finishes and high-quality craftsmanship shine throughout. Step outside to a large deck perfect for soaking up the Florida Keys sunshine. Located on a quiet street with beach access at the end of the road, this property offers convenience and tranquility. Close to world-class restaurants, shops, and some of the best fishing and diving in the world. Excellent rental potential--buy one or both adjoining homes for added opportunity. 'The adjacent residence offers a rare opportunity to expand into a multi-residence estate or income-producing property.' 'The neighboring home may be acquired to create an exceptional multi-home setting ideal for extended family living or rental income.' 'Purchasing the nearby residence allows for a flexible use property, suitable for private family living or investment purposes.' 'The adjoining property presents a unique opportunity to establish a private multi-home arrangement or enhance rental potential.' 'With the option to acquire the neighboring home, buyers can create a distinctive residential setting with income potential. Home currently leased for 1 yr.

191 Carroll St, Islamorada
$2,550,000
4 Beds ⋅ 4 Baths ⋅ 616907 MLS
🏡 Welcome to Emerald Flats a Waterfront Community in the heart of Marathon! Your brand-new dream home is here: ✨ Gated community entryway ✨ Gulf front water views and private boat docking. ✨ Built for efficiency and comfort there are 4 Bedrooms | 4 Bathrooms - space for everyone ✨ High ceilings & open floor plan for a modern feel ✨ KitchenAid stainless appliances + quartz countertops ✨ Separate bar/entertainment space ✨ Fully furnished with luxury coastal style - just bring your suitcases! ✨ Boat Slip 29 included (45' long x 14.75' wide) 📍 Location: Emerald Flats. 815 39th Street Gulf

815 39th St Gulf St, Marathon
$1,499,000
3 Beds ⋅ 3 Baths ⋅ 617589 MLS
POOL & POOL HOUSE COMPLETED! Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. A newly constructed elevated 256 sq ft guesthouse with a kitchenette and bathroom. Professional landscaping, pavers and low maintenance artificial grass lead to the brand new heated pool. Irrigation and landscape lighting installed. Main house needs some renovations throughout but has been partially updated and is perfectly livable. Must see!!

1505 Johnson St, Key West
$1,265,000
3 Beds ⋅ 3 Baths ⋅ 616195 MLS
Welcome to 1718 United Street, a beautifully renovated home in the heart of Key West offering modern comfort with timeless island charm. This spacious residence features 3 bedrooms and 2.5 bathrooms, including a stunning spa-style master bath with double sinks and dual shower heads for the ultimate retreat. The bright and open layout showcases elegant marble countertops, thoughtfully designed finishes, and inviting living spaces perfect for both relaxing and entertaining. Step outside to enjoy the side porch facing the driveway, an ideal spot for morning coffee or evening gatherings. A standing seam metal roof adds both style and durability, giving peace of mind for years to come. To enhance the island lifestyle even further, the seller has drawings available to the buyer for a pool and tiki hut, offering the opportunity to create your own backyard oasis. Ideally located just a short bike ride to the vibrant energy of downtown Key West and world-famous Duval Street, this property combines convenience, comfort, and style—move-in ready and waiting to be enjoyed as your new island home.

1718 United St, Key West
$1,075,000
3 Beds ⋅ 2 Baths ⋅ 613389 MLS
''Experience Florida Keys living at its best! This stunning 3 bedroom, 2 bathroom canal front home offers everything you need for a perfect coastal lifestyle. The open floor plan creates a spacious and inviting atmosphere, ideal for entertaining or relaxing with family. With impact windows and doors, you can enjoy peace of mind and energy efficiency. The home features a 2 car enclosed garage, providing ample storage and protection for your vehicles. The fenced-in yard is perfect for pets or children to play safely. The concrete seawall ensures durability and stability, while the covered porch offers a serene spot to enjoy the beautiful Florida weather. Inside, you'll find newer wood floors that add warmth and elegance to the living spaces. The newer kitchen is equipped with modern appliances and stylish finishes, making meal preparation a delight. Plus, with great boating access to both the Atlantic and Gulf, you can easily explore the stunning waterways and enjoy fishing, diving, and other water activities. Don't miss this opportunity to own a piece of paradise in the Florida Keys!''

7 Boca Chica Rd, Geiger
$799,000
3 Beds ⋅ 3 Baths ⋅ 617970 MLS
Welcome to Key Largo Ocean Resorts, an exclusive oceanfront gated community offering the very best of the Florida Keys lifestyle. From the moment you arrive, you'll feel as though you are on vacation every day. This solid concrete construction home provides the peace of mind and security you seek, paired with the luxurious finishes that define island living. Offered fully furnished, this turn-key residence features three bedrooms and two-and-a-half baths, impact-resistant windows and doors, tile flooring throughout, and a standing-seam metal roof. Luxuriate with a Peek-a boo ocean view from your front patio! Downstairs has an enclosed storage room plus ample covered parking accommodates both your vehicle and golf cart with ease. Residents enjoy an impressive array of resort-style amenities, including a spectacular oceanfront heated pool, fully equipped fitness center, tennis, basketball, and pickleball courts, playground, spacious clubhouse, community fishing pier, and a boat ramp, all designed to support an active, outdoor Keys lifestyle. Whether you are seeking a primary residence, a vacation retreat, or an investment in island living, this exceptional home offers the rare opportunity to enjoy luxury, security, and resort amenities in one of Key Largo's most desirable waterfront communities. One hour to Miami International and yet a tropical world away!

94825 Overseas Highway Unit 185, Key Largo
$3,475,000
5 Beds ⋅ 6 Baths ⋅ 616625 MLS
Luxury 5-Bedroom Waterfront Home in the Florida Keys Welcome to your dream retreat in Marathon, Florida! This stunning 5-bedroom, 5.5-bath residence sits on the desirable bay side, offering breathtaking water views and endless sunsets. Perfectly designed for comfort and entertaining, the home features an open-concept living space, gourmet kitchen, and spacious bedrooms with en-suite baths for ultimate privacy. Step outside to enjoy resort-style living with a sparkling pool, expansive patio, and direct access to the bay. Boating enthusiasts will love the assigned dock slip, making days on the water effortless. Whether you're seeking a full-time residence, vacation getaway, or investment property, this home delivers the ultimate Keys lifestyle—luxury, relaxation, and adventure right at your doorstep.

990 41st St Unit 9, Marathon
$3,999,000
3 Beds ⋅ 4 Baths ⋅ 616917 MLS
Introducing The Twins on Olivia - a storied Key West treasure reborn. Once known locally as ''Olivia's Twins'' and documented on the 1892 Sanborn maps, this historic Old Town property has been meticulously reimagined and rebuilt to perfection after once being condemned by the City of Key West. Today, it stands proudly renewed - a testament to timeless design, craftsmanship and the enduring charm of Key West architecture. Perfectly located on coveted Olivia St. in the Heart of Old Town, this residence enjoys a 10 out of 10 walkability score, offering effortless access to Key West's most beloved restaurants, galleries and historic attractions. Crafted by Kanga Construction, this architectural masterpiece blends historic inspiration with the finest modern finishes. The home features impact-rated windows and doors, including a striking custom mahogany front door, complemented by a mahogany entrance way & lattice detailing that echo the island's craftsmanship heritage. Inside, French oak flooring flows throughout open sun -filled living spaces. The designer kitchen features Viking appliances, gas stove, ice maker, Hansel & Bringle custom cabinetry & luxurious quartz countertops. Two distinct staircases pay homage to the original twin structures, offering privacy & architectural intrigue. Each bedroom suite boasts an ensuite bath & build in closets, with dual-zone air conditioning and dual whole house dehumidifiers ensuring year round comfort. Thoughtful details abound - plantation shutters, a curated furniture package by local designer David Smith & masterful finishes throughout. Outdoors, a heated pool with tranquil waterfall is framed by tropical landscaping that provides privacy while off street parking adds convenience. Meticulously executed in both form and function, The Twins on Olivia represents one of the most exceptional new builds to grace the Old Town Market in Years - a home honoring it's history while defining modern Key West luxury.

1010 Olivia St, Key West
$1,089,000
4 Beds ⋅ 2 Baths ⋅ 616139 MLS
Welcome to 2809 Flagler Ave, a beautifully updated residence that seamlessly blends classic charm with modern convenience. Originally built in 1953, this home has been enhanced with a thoughtfully designed two stories new addition in 2002 increasing both its space and functionality. The interior of the home is adorned with stunning 3/4 inch red oak flooring, providing a durable and elegant finish throughout. One of the standout features is the spacious office, perfect for remote work or study, which can also double as an additional bedroom if needed and a designated laundry room. Every room/bedroom is equipped with individual closet, ensuring ample storage space for all your belongings. Adjacent to the carport, you'll find a large pantry/storage area, making it easy to unload groceries and store items conveniently. The yard also includes a separate storage shed, ideal for gardening tools, bicycles, or other outdoor equipment. Located in the heart of Key West, this charming and well-appointed house offers the perfect blend of comfort, convenience, and style. Don't miss the opportunity to make this delightful home your own. For more information or to schedule a viewing, contact us today! Thank you

2809 Flagler Ave, Key West
$1,400,000
10 Beds ⋅ 5 Baths ⋅ 618740 MLS
THIS UNIQUE WATERFRONT PROPERTY HAS 5 units on the property and all are long term rentals. There are 5 BUILDING RIGHTS that come with this property (please ask Listing Agents for details.

206 12th Street Gulf St, Marathon
$499,000
2 Beds ⋅ 1 Baths ⋅ 616602 MLS
Welcome to this Key West-style home located on Big Pine Key! Situated on a generous 7500 square-foot fully fenced lot, this property offers ample space for parking and storage, making it a perfect island retreat for those looking to escape the hustle and bustle. As you step inside, you'll be greeted by the cozy charm of two bedrooms and a well-appointed bathroom, providing a comfortable living space. The highlight of this home is the spacious upstairs loft, complete with three built-in twin size bunks, ideal for accommodating guests or creating a relaxing sanctuary for yourself. For added convenience, the property features an outdoor shower, perfect for rinsing off after a day of island activities, and a storage area to keep your belongings organized. The loft also offers a unique feature—an exit leading to the rooftop that provides stunning views of the open water, perfect for enjoying the island breeze and picturesque sunrises. Conveniently located approximately 30 miles from Key West and 25 miles from Marathon.

31541 Ave A, Big Pine
$499,000
2 Beds ⋅ 1 Baths ⋅ 618788 MLS
Seller is ready to make a deal -- submit your offer. Searching for the perfect weekend retreat or a sweet first home to call your own? This low-maintenance 2/1 concrete cottage delivers comfort, peace of mind, and that unmistakable Key Largo ease. Sitting proudly on an X-zone lot with a 2018 metal roof, this home offers the kind of security every buyer hopes for--no flood worries, no stress, just simple island living. Step inside to a bright, cozy interior featuring vinyl plank flooring and a beautifully updated kitchen. Everything feels fresh, inviting, and truly move-in ready. French doors lead you to a spacious private patio wrapped in privacy fencing and topped with a charming pergola-style setup. It's the perfect spot for slow mornings with coffee, sunset grilling, or unwinding under the soft glow of the Keys sky. As an added bonus, buyers can apply to join the exclusive Buttonwood Sound Club, just a minute away. Enjoy access to a private beach, boat ramp, and community dockage--all for approximately $360 per year (buyer to verify requirements). It's the kind of perk that makes everyday life feel like a vacation. A sweet slice of Key Largo living--easy, breezy, and full of heart. This one is simple to show. Call us today and come fall in love.

37 Orange Dr, Key Largo
$1,599,000
5 Beds ⋅ 5 Baths ⋅ 618246 MLS
High-performing vacation rental located in the highly sought-after Sombrero Beach neighborhood, just a short walk to the beach. This fully furnished, turnkey property offers immediate income potential while also delivering an exceptional Keys lifestyle — truly a home that checks every box. Featuring 5 bedrooms and 5 bathrooms, the residence is thoughtfully designed for both guests and owners, including a legal bedroom and bath on the first floor. All living areas are above flood, offering peace of mind along with functionality. The home has been extremely well maintained and continues to perform strongly as a vacation rental. The main living level showcases a bright open-concept floor plan with high ceilings, modern finishes, and abundant natural light. The spacious kitchen includes sleek cabinetry, stone countertops, stainless steel appliances, and a large breakfast bar, seamlessly connecting to the dining and living areas. Sliding doors open to a balcony ideal for outdoor dining and enjoying island breezes. The primary suite serves as a private retreat with generous proportions, a walk-in closet, and a spa-inspired bathroom featuring a soaking tub and separate glass-enclosed shower. Each additional bedroom includes its own private bath, enhancing comfort and privacy for guests. A ground-level bedroom with direct access to the pool area adds flexibility for multigenerational living or guest convenience. Outdoor living is a true highlight, featuring a resort-style pool, covered entertaining areas, and a fully equipped outdoor kitchen with BBQ, perfect for hosting and relaxation. Additional features include a metal roof, ample parking, and space for two 20' boats on trailers. While boating is a major draw, this location also appeals to those who enjoy kayaking from Sombrero, beach days, and nearby parks. Whether as an investment, second home, or primary residence, this property checks all the boxes in one of Marathon's most desirable neighborhoods

426 Calle Limon, Marathon
$498,000
1 Beds ⋅ 1 Baths ⋅ 616958 MLS
Step back in time and experience the charm of Old Florida in this 1934 historic cottage, one of the most historic homes in the Old Tavernier Showcasing superior wood craftsmanship, this adorable 1-bedroom, 1-bath residence offers timeless appeal. The home sits on a spacious, fenced lot, creating a private backyard oasis surrounded by mature trees, perfect for relaxing or entertaining outdoors. Inside, warm wood finishes and classic design details speak to the home's storied past. Located in the heart of Tavernier, this property offers easy access to neighborhood beaches and a local boat ramp, as well as restaurants, coffee shops, grocery stores, the hospital, and a movie theater, all just moments away. The quiet streets of Old Tavernier invite leisurely strolls or bike rides through this beloved, character-rich community. A rare opportunity to own a piece of Keys history and enjoy the authentic island lifestyle that never goes out of style.

140 Tavern Dr, Tavernier
$1,699,999
4 Beds ⋅ 5 Baths ⋅ 617946 MLS
Calling All Anglers! Experience the ultimate Florida Keys boating lifestyle with direct ocean access from this exceptional canal-front home. Designed with boaters in mind, the property features a 30-ft. cut-in boat slip, a 30,000-lb boat lift, a davit for your Jet Skis, a brand-new swim spa, a charming tiki hut, and a fully fenced yard surrounded by professionally designed tropical landscaping. This versatile home offers two spacious living levels. The upstairs features 2 bedrooms, 2 bathrooms, and 1,064 sq. ft. of living space. The grandfathered-in downstairs level provides an additional 2 bedrooms, 2 bathrooms, and 1,162 sq. ft. of living space, making it ideal for extended family, guests, or flexible living arrangements. Situated in one of Key Largo's most sought-after neighborhoods, you'll enjoy walking-distance access to Key Largo Beach and Key Largo Park, home to the Jacobs Aquatic Center, which offers an Olympic-size lap pool, swim lessons, fitness classes, pickleball courts, and more. You'll also be just a short walk or bike ride from some of the finest waterfront restaurants and local favorites in the Florida Keys.

71 Coral Dr, Key Largo
$1,199,000
3 Beds ⋅ 2 Baths ⋅ 618854 MLS
Pride of ownership makes this house a home buyer's dream. This 3 bed, 2 bath, 1492sf home sits on an oversized fully fenced lot with beautiful landscaping, 14x32 heated, saltwater pool, large screened porch w/stairs to the pool & outdoor living space offering a private retreat for you to enjoy the laid-back Florida Keys lifestyle. Located in Breezeswept Beach Estate in Ramrod Key, this home is walking distance to restaurants, shopping and a short drive into famous Key West and all that it has to offer! Built in 2016 and beautifully maintained 2018 updates: porcelain tile floors, kitchen/bathroom cabinets, granite counters & stainless appliances. Large kitchen w/center island, dedicated dining area, bonus bar seating and laundry room with utility sink and washer/dryer tucked behind the kitchen. This unique floorplan has a private master suite with separate water closet, dual sinks, and walk-in closet. Two additional bedrooms on the opposite side of the house with a walk-in closet and lots of natural light. Large guest bathroom with jacuzzi tub and upgraded cabinets/countertops. Open concept living is ideal for entertaining in your large family room open to the kitchen and dining area and access to the screened porch and pool area. Custom blinds, plantation shutters, freshly painted exterior, parking for your cars, boats and water toys. 299sf enclosure offers plenty of storage. This home can be fully furnished for vacation rentals, or choose to furnish with your own style. Ramrod Key & the Florida Keys offer many activities such as snorkeling, scuba diving, fishing, & boating from your private dock. Minutes to the Atlantic Ocean and the Gulf and home to the most amazing blue waters and abundant sea life. Metal roof, impact windows/doors, Hardie-board siding and a 10,000lb boat lift makes this house a must see! Insurances approx $5,400 for wind/flood and homeowners combined.

27414 Guadaloupe Ln, Ramrod
$630,000
3 Beds ⋅ 2 Baths ⋅ 617725 MLS
Welcome to this elevated 3-bedroom, 2-bath home located in a quiet neighborhood in Big Pine Key. This well-maintained property features an open concept living and kitchen area, perfect for comfortable everyday living and entertaining. All three bedrooms are generously sized, and each includes its own walk-in closet. Impact-rated windows and doors provide added security and storm protection. Situated on a corner lot, the home offers ample room to park multiple vehicles, a boat, boat trailer, or other recreational toys. It is conveniently located near shopping, dining, and a boat ramp. Whether you're looking for a full-time residence or a solid investment opportunity, this home checks all the boxes.

31315 Ave B, Big Pine
$615,000
3 Beds ⋅ 2 Baths ⋅ 615736 MLS
**Price Improvement** Welcome to your slice of paradise in Big Pine Key! This charming 3-bedroom, 2-bath home is an ideal opportunity for families or first-time homebuyers seeking the quintessential Florida Keys lifestyle. Step inside to discover a comfortable and inviting living space, perfect for creating lasting memories. Outside, a small, fenced area provides a safe and convenient space for your furry friends to play. Enjoy the convenience of being just a short stroll from Big Pine Community Park - perfect for recreation and relaxation. For the outdoor enthusiast, boat ramps are easily accessible, offering endless opportunities to explore the crystal-clear waters of the Keys. Indulge in the vibrant local scene with a variety of restaurants and retail stores just minutes away. Beyond the immediate conveniences, this home boasts incredible access to the natural wonders that Big Pine Key is renowned for. Explore the unique flora and fauna, enjoy world-class fishing, or simply soak in the breathtaking beauty of the surrounding nature. An added bonus: this property currently has a VA loan, which may be assumable, offering a potentially significant financial advantage for qualified buyers. Don't miss your chance to own a piece of the Florida Keys dream! Very affordable insurances and flood transfers! Roof new in 2018.

31243 E Ave, Big Pine
$1,800,000
2 Beds ⋅ 2 Baths ⋅ 615805 MLS
Welcome to Paradise! this home sits on almost 3/4 of an acre along a direct access canal with 100 ft of waterfront, a turning basin and neighborhood only boat ramp with no HOA! Want to park your RV and Boat under your home, done! Want to build your own luxury oasis, here you go. Want to just enjoy easy access to open water and majestic Sunsets from your private observation deck, got that covered! Fully screened wrap around porches allow you to open up and let the East - West trade winds breeze right through the entire home. Professionally landscaped perfection from your private dock with davits, boathouse and garden paths to the exterior elevator and massive shop/storage area downstairs. Close to Adams Cut for easy oceanside access. 1 hour from Miami international airport yet in the otherworldly Florida Keys.

1514 Shaw Dr, Key Largo