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321 & 331 9th St, Key Colony
$3,200,000
4 Beds ⋅ 6 Baths ⋅ 621036 MLS
SELLER FINANCING AVAILABLE - Turn-Key Duplex on a Wide, Deep Canal - Key Colony Beach Welcome to one of the most sought-after settings in the Florida Keys -Key Colony Beach -- a private, tucked-away island community known for its quiet streets, boater-friendly waterways, and true Keys lifestyle. This full duplex sits on a impressively wide, clean, deep canal (100 ft across), offering easy access for boats of all sizes and some of the best water views in the neighborhood. Each side of the duplex mirrors the other in quality and layout: upstairs you'll find 2 spacious bedrooms and 2 full baths, while downstairs offers a convenient pool bath plus a bonus game room/flex space with extra storage -- perfect for kayaks, fishing gear, or beach toys. Both units have been tastefully updated and fully furnished, right down to the dishes, pots, pans, and bedding. Just bring your suitcase. This property is as flexible as it is beautiful. Rent both sides for strong dual-income potential, create the ultimate family compound with room for everyone, or live in one side while renting the other for built-in income. However you use it, you're getting two turn-key homes in one of the safest, most tranquil pockets of the Florida Keys. Located just minutes from open water, world-class fishing, and the laid-back charm Key Colony Beach is known for -- this is Keys living at its most effortless. Two homes. One incredible canal. Endless possibilities. SELLING ONLY AS DUPLEX - will not split them

321 & 331 9th St, Key Colony

75071 Overseas Hwy, Islamorada
$3,199,000
3 Beds ⋅ 2 Baths ⋅ 619869 MLS
Beautifully renovated oceanfront home in Islamorada offering 100 feet of direct ocean frontage, a sandy beach, breathtaking open water views, and mature tropical landscaping. This exceptional concrete stilt home has undergone a spectacular extensive coastal renovation, blending modern luxury with the relaxed elegance of the Florida Keys lifestyle. The residence features 3 bedrooms and 3 bathrooms with a bright, open-concept floor plan designed to maximize natural light and panoramic ocean views. The upstairs living quarters include a stunning new chef's kitchen with custom cabinetry, premium countertops, and high-end appliances, along with beautifully renovated bathrooms and spacious living and dining areas that flow seamlessly onto the elevated oceanfront porch. Recent upgrades include a brand new roof, all new impact windows and doors, renovated bathrooms, a fully redesigned kitchen, updated finishes throughout, and extensive coastal improvements designed for both style and durability. Also included is a New Tiki Hut and an enclosed 480 sqft bonus room/storage. The gated and fenced property also features a gorgeous oceanfront swimming pool with updated pool equipment, outdoor shower, covered parking for multiple vehicles and boats, and abundant storage space. Outdoor enthusiasts will appreciate the impressive 90-foot oceanfront fishing pier with concrete pilings and low-maintenance composite decking, creating the perfect setting to fish, relax, entertain, or take in the spectacular sunrise views over the Atlantic Ocean. This is a rare opportunity to own a fully renovated luxury oceanfront retreat in Islamorada, known as the ''Fishing Capital of the World.''

75071 Overseas Hwy, Islamorada

17183 Coral Dr, Sugarloaf
$3,199,000
4 Beds ⋅ 4 Baths ⋅ 618532 MLS
Nestled within this 280 ft of concrete walled and gated property lies a tropical oasis that epitomizes Keys living. Situated on a huge,12,000 sq ft corner lot that provides an exclusive island vibe with lots of privacy that comes complete with 200' of canal frontage, a 133' concrete dock, a new 10k lb boat lift, fish cleaning station, and travertine steps into the sparkling water for an enjoyable saltwater swim. Outdoor lighting perfects this entire property along and under the dock and seawall as well. A new higher end fiberglass pool and spa made by Latham which are built with double thick fiberglass complete with heater and chiller is just waiting for you to enjoy after a day on the water or an evening of entertaining. The adjoining new tiki hut, complete with a NewAge summer kitchen, a dining area and ready for happy hours and fish tales. The bar and lounging area located across from the tiki hut provides a comfortable lounging area complete with a nice storage area. Pavers adorn all the open spaces surrounded by new exquisite, lush landscaping maintained by a 5-zone irrigation system. A new standing seam metal roof was installed in 2024. Oh and did I mention a real fire pit. This gorgeous home is all about being outdoors and enjoying the Florida Keys tropical ambiance. The main living area has an open kitchen concept with a center island, gas stove, new appliances, and dining table. Guest bedroom is on the main floor with a full bath and walk in shower. Upstairs has two master suites, one with a stand-alone tub and walk in shower and the other with a walk-in shower only. Two of the bedrooms have balconies overlooking this peaceful, delightful, property. All the furniture is brand new and comes included with the purchase. With the proximity to Key West, and all the excitement and nightlife and the world class fishing and diving out your back door, the world is your oyster in this Fabulous Florida Keys slice of paradise. Don't let this one get away

17183 Coral Dr, Sugarloaf

Not Provided
$3,195,000
622010 MLS
**155 FEET OF WATERFRONT. BRAND-NEW SEAWALL. PRIVATE BOAT RAMP.** Discover one of Marathon's most desirable waterfront homesites, perfectly positioned on Vaca Cut with breathtaking sunset views and direct boating access to both the Atlantic Ocean and Gulf. Offered for sale for the first time in nearly 30 years, this oversized lot-and-a-half boasts an impressive 155 feet of water frontage, including 135 feet of brand-new 2026 seawall and a rare 20-foot-wide private boat ramp! This highly desirable feature makes the property a true boater's paradise, offering exceptional convenience and access to world-class fishing and cruising. The existing residence requires redevelopment and is being offered AS-IS. The seller has building plans specifically designed for the property, or bring your own vision to life and create your dream Florida Keys waterfront estate. The expansive lot offers potential space for a resort-style pool, tiki hut, garage, RV parking, boat storage, and more, subject to applicable approvals. This remarkable homesite offers endless possibilities in one of Marathon's most sought-after oceanfront locations!

Not Provided

955 122nd St, Marathon
$3,195,000
3 Beds ⋅ 2 Baths ⋅ 621904 MLS
**155 FEET OF WATERFRONT. BRAND-NEW SEAWALL. PRIVATE BOAT RAMP.** Discover one of Marathon's most desirable waterfront homesites, perfectly positioned on Vaca Cut with breathtaking sunset views and direct boating access to both the Atlantic Ocean and Gulf. Offered for sale for the first time in nearly 30 years, this oversized lot-and-a-half boasts an impressive 155 feet of water frontage, including 135 feet of brand-new 2026 seawall and a rare 20-foot-wide private boat ramp! This highly desirable feature makes the property a true boater's paradise, offering exceptional convenience and access to world-class fishing and cruising. The existing residence requires substantial renovation or redevelopment and is being offered AS-IS. The seller has building plans specifically designed for the property, or bring your own vision to life and create your dream Florida Keys waterfront estate. The expansive lot offers potential space for a resort-style pool, tiki hut, garage, RV parking, boat storage, and more, subject to applicable approvals. This remarkable homesite offers endless possibilities in one of Marathon's most sought-after oceanfront locations!

955 122nd St, Marathon

226 Corsair Rd, Duck Key
$3,195,000
4 Beds ⋅ 3 Baths ⋅ 617654 MLS
SELLER MOTIVATED! READY TO SELL! Open water Sunset Views Exclusive Duck Key Waterfront Retreat Experience the pinnacle of coastal living in this exceptional open-water home on Duck Key. Designed to capture stunning ocean vistas and mesmerizing sunsets, this 4-bedroom, 3 bathroom gem offers the perfect balance of luxury, comfort, and outdoor paradise. Expansive Living Areas: Open-concept design featuring a gourmet kitchen with granite countertops, spacious dining, and living areas perfect for entertaining or relaxing by the water. Panoramic Views: Two large enclosed porches provide year-round enjoyment of ocean breezes and views. Ascend the spiral staircase to a rooftop deck with 360-degree vistas - a perfect spot for sunset cocktails. Unmatched Convenience: The home includes a dumbwaiter shaft for effortless transport of groceries or luggage, plus a solid oak staircase leading from the grand foyer. Outdoor Haven: A private tiki hut offers shade and tranquility, while the 15K boat lift caters to boating enthusiasts. There's also ample space to add a pool for the ultimate outdoor escape. Exceptional Storage & Garages: Two oversized garages provide plenty of room for vehicles, watercraft, and more, with additional storage throughout the home for all your needs. Meticulously Maintained: This home has been lovingly cared for inside and out, offering a move-in-ready opportunity to enjoy life on Duck Key. Situated in one of the Florida Keys' most sought-after locations, this property is a dream come true for those seeking serene surroundings, endless water views, and the best of island living. Schedule your private showing today and make this coastal retreat your forever home!

226 Corsair Rd, Duck Key

361 Ave D, Summerland
$3,100,000
2 Beds ⋅ 3 Baths ⋅ 620532 MLS
Beach House Paradise in Summerland Key. Nestled in one of the Lower Keys' most desirable oceanside communities, this exceptional oceanfront retreat offers the perfect blend of luxury, privacy, and island living. A charming thatched-covered lanai and custom bamboo-etched glass doors welcome you into an open-concept floor plan where floor to ceiling windows frame breathtaking Atlantic Ocean views. The spacious living area flows effortlessly to an expansive waterfront terrace overlooking the pool, creating the ultimate indoor-outdoor lifestyle. Designed for entertaining, the lower level features a custom tiki-style bar, outdoor cooking area, hot tub, and multiple gathering spaces. Relax by the resort-style pool, unwind on your private sandy beach beneath the swaying palms, and enjoy the unparalleled beauty of oceanfront living. Located just minutes is Summerland Key's private airstrip, world class boating, fishing, diving and the renowned Looe Key reef, this exceptional property offers the very best of the Florida Keys lifestyle. 361 Avenue D is a rare opportunity to own your own slice of paradise.

361 Ave D, Summerland

12a-14a 12th Ave, Stock Island
$3,100,000
7 Beds ⋅ 4 Baths ⋅ 619753 MLS
Some opportunities require no explanation and this is one of them. A12, A13, and A14 12th Avenue sit side by side on Stock Island's waterfront, combining for 120 feet of canal frontage across three 4,800-square-foot parcels. A12 is set on 4,800 square feet with 40 feet of direct canal frontage. The three-bedroom, two-bath home was thoughtfully designed for the way people actually live in the Keys. It features ample outdoor space, multiple seating areas, and the kind of privacy that's harder to find than square footage. A13 features four-bedrooms & three bathrooms + private dock. A generous layout that offers flexibility for family & guests. A14 is the adjacent ROGO exempt lot. Two private docks. 120 feet of waterfront. 2 dwellings + a ROGO-exempt lot ready for your vision.

12a-14a 12th Ave, Stock Island

74560 Overseas Hwy, Islamorada
$3,100,000
3 Beds ⋅ 3 Baths ⋅ 618699 MLS
74560 Overseas Highway is a dynamic waterfront commercial asset with multiple revenue paths and significant redevelopment potential. Situated on a 15,000 SF parcel with generous on-site parking and 100 feet of seawall capable of accommodating up to 8 slips, the property delivers premier highway exposure and immediate Florida Bay and Atlantic Ocean access. Zoning supports four affordable housing units, one market-rate residence, and 5,640 SF of commercial space, creating a layered income strategy that blends residential density with marine-oriented business activity. The existing structure features expansive wraparound windows framing sweeping Atlantic views, plus a top-floor penthouse suite suited for owner occupancy, executive housing, or premium rental use (subject to approvals). The building configuration can also accommodate a rooftop helipad. Commercial Fishing zoning allows for uses such as a destination restaurant, seafood market, marine outfitter, charter or backcountry fishing headquarters, marina-support retail, or other enterprises aligned with the working waterfront. This is a high-visibility, commercial platform where housing, marine access, and US-1 frontage intersect to create compelling long-term value.

74560 Overseas Hwy, Islamorada

30330 30348 Overseas Hwy, Big Pine
$3,100,000
9 Baths ⋅ 617662 MLS
Prime commercial property just 30 minutes from Key West, located in the heart of Big Pine Key. This rare offering includes 35,475 sq. ft. of commercial land with 215 feet of high-visibility frontage along the iconic Overseas Highway (U.S. 1) — the only road connecting the islands of the Florida Keys. Positioned near the island's only traffic light, across from CVS, Walgreens, and Ace Hardware, while next door to NAPA. The site benefits from exceptional exposure and steady high-volume traffic. Key Features: One building is 2,700 square feet and the other 2,550 square feet, totaling 5,250 square feet of retail space indoors occupied by 9 tenants, two of which have been at this location for over 15 years, and several others for over 5 years. There are two additional tenants renting yard space, one is within the 4,500 square-foot fenced enclosure and the other is the ice machine which has been at this location for close to 15 years. There is also a 200' radio tower located on the property with potential for added future revenue. Both buildings are elevated and equipped with a handicap-accessible ramp that services all retail spaces. Each structure is constructed from solid concrete, incorporates several firewalls between tenants, and features a premium, robust roofing system that includes steel trusses, a lightweight concrete deck, and a hot-mopped 90-pound slate finish—providing exceptional structural strength, fire resistance, superior water protection, and long-lasting durability in demanding environments. Whether you're looking to grow your portfolio, expand an existing business, or launch a new venture, this high-visibility, high-traffic property offers limitless potential. Don't miss this rare investment opportunity in the Florida Keys!

30330 30348 Overseas Hwy, Big Pine

117 El Capitan Dr, Islamorada
$3,050,000
5 Beds ⋅ 3 Baths ⋅ 620602 MLS
Newly remodeled waterfront home located in the highly desirable Port Antigua subdivision of Lower Matecumbe. This expansive residence offers five bedrooms and three bathrooms with an open living floor plan. The main living level features three bedrooms and two bathrooms, complemented by a spacious living, dining, and kitchen area--ideal for entertaining and relaxed Keys living. The lower level includes two additional bedrooms and one bathroom, all above flood, perfect guest quarters with a full kitchen. Brand new exterior paint! Enjoy 75 feet of deep-water concrete dockage equipped with a 15,000 lb boat lift, providing excellent boating access. The home is solid concrete construction with a metal roof, fenced yard, and plenty of room for a pool. Port Antigua is known for its exceptional amenities, including one of the best private beaches in the Keys and a community boat ramp. With immediate access to Florida Bay and quick proximity to the Atlantic Ocean, this property offers the ultimate Florida Keys lifestyle--boating, water access, and island living at its finest.

117 El Capitan Dr, Islamorada

25 E Playa Largo Blvd, Key Largo
$3,050,000
3 Beds ⋅ 3 Baths ⋅ 618322 MLS
Welcome to ''Sea-Esta''an exceptional, premiere 3-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, and landscaped grounds. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from resort infrastructure just moments away. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a rental income opportunity, or a long-term hold in one of the Florida Keys' most established resort communities. Quiet, secure, and impeccably positioned.

25 E Playa Largo Blvd, Key Largo

21090 5th Ave, Cudjoe
$2,999,999
4 Beds ⋅ 3 Baths ⋅ 619589 MLS
Welcome to a refined waterfront pool home in the highly desirable Cudjoe Gardens neighborhood, where luxury meets laid-back island living. Located on a corner canal with 235' of waterfront this home is designed with life on the water in mind. Featuring two boat lifts, 15,000 lb and 12,000 lb, providing flexibility for multiple vessels along with a 2-car Garage for additional storage for all of your gear. Inside, the spacious 4 Bedroom, 3 Bath 3,056 sq. ft. home comfort and style blend with ease. The kitchen stands out with 6-burner Viking Range, Viking dishwasher, cabinet-front refrigerator, stainless appliances, pantry and generous space for entertaining, flowing seamlessly into the main living areas. Soaring ceilings fills the home, creating a bright and inviting atmosphere throughout. Upstairs a loft-style office and a dedicated theatre room offering a bar with beverage center provides the perfect setting for movie nights or game-day gatherings. The primary suite serves as a private retreat, complete with a lavish bath with bidet, separate shower and a relaxing jet tub, ideal for unwinding at the end of the day. Porches on both sides of the home overlook the canals and lead to a unique sandy point at the corner, offering a peaceful setting to take in water views and stunning sunset skies. After a day on the water relax by your waterfront heated salt pool or enjoy sipping cocktails on the screened lanai. Additional amenities include impact windows and doors, whole house generator and ice machine. Cudjoe Gardens is an upscale waterfront community known for its ground-level concrete homes thoughtfully built above the floodplain. The neighborhood is home to Cudjoe Gardens Marina, a convenient full-service stop for fuel, bait, and refreshments on your way to world-class fishing and diving. Residents also enjoy The Bent Prop, a beloved waterfront restaurant offering a true taste of the Keys lifestyle.

21090 5th Ave, Cudjoe

755 Sawyer Dr, Cudjoe
$2,999,000
3 Beds ⋅ 2 Baths ⋅ 621937 MLS
Welcome to the ''Oceanfront Gardens'' of Cudjoe Gardens! This magnificent, lush tropical paradise is truly one of a kind. Nestled directly along the Atlantic Ocean and tucked among mature tropical trees, the property is adorned with orchids, hanging chairs, and hammocks, while the sounds of numerous bird species create a peaceful, natural soundtrack. Even the birds appreciate the privacy! This tastefully updated Florida Keys property makes you feel as though you're living on your own private island. The offering includes two amazing, contiguous lots. The first is a direct Atlantic Oceanfront property featuring an immaculate 3-bedroom, 2-bath home complete with a fitness room, new kitchen and appliances, storage/workshop, updated bathrooms, custom closets, and floor-to-ceiling impact windows showcasing beautiful ocean views. There's even a private, ocean-view ''She Shed''! The second contiguous lot, measuring 80' x 100', is also located at the end of this peaceful street in Cudjoe Gardens. This exceptional property boasts 80 feet of concrete dockage with deep-draft, protected access, a 12,000-lb. hydraulic boat lift, 10,000-lb. davits, a jet ski dock, electric, water, and lighting. With instant access to open water, this very private mini marina offers some of the most desirable boating access in all of the Florida Keys. Cudjoe Gardens Marina is located within the neighborhood for easy fuel fill ups and provisions. The dock and surrounding deep water can accommodate larger vessels, making the combination of oceanfront living and protected dockage an exceptionally rare find in the Keys. The additional lot has also been beautifully landscaped to complement the main home's peaceful, tropical atmosphere. Both lots have good elevation with no water issues in past storms. Come explore this extraordinary oceanfront compound and experience what Florida Keys living is truly all about. This could be the funnest home you'll ever own! :) Easy and a pleasure to show

755 Sawyer Dr, Cudjoe

733-743 Trinidad Ln, Little Torch
$2,999,000
3 Beds ⋅ 3 Baths ⋅ 621856 MLS
Open-Water Estate with Private Beach, Pool & 53-Ft Dock on Little Torch Key, Florida Keys Welcome to your own private luxury resort on Little Torch Key in the Lower Florida Keys. This open-water waterfront estate sits on two lots (733 and 743 Trinidad Lane), with nearly 17,000 sq. ft. of fully fenced, irrigated, professionally landscaped grounds and panoramic water views. Waterfront living: Enjoy a private sandy beach, a heated and chilled pool, and an outdoor tiki kitchen for cooking the day's catch. The 53-ft. dock includes a 16,000 lb. boat lift, electric and fresh water, a lighted fish cleaning station and a swim ladder. Landscape lighting extends across the yard, the dock and the water beneath it. Open-water access puts you minutes by boat from Picnic Island and Looe Key Reef, making this a true boater's dream. Inside the home: A major renovation and addition was completed in 2016, with impact-resistant windows and doors throughout. A vaulted wood ceiling in the living room frames water views from the living room, kitchen and dining area. The kitchen features custom Hansen & Bringle cabinetry built in Key West. Recent updates: New central AC, fresh interior and exterior paint, a newly screened outdoor dining area, and a carport refinished with three coats of epoxy. Room to grow: The double lot includes a ROGO letter, offering the potential to build an additional home or pool house. There is also RV and boat trailer parking with electric hookup, an enclosed hot-and-cold outdoor shower, and an orchid garden with lush tropical landscaping. A rare chance to own a private, fully equipped waterfront retreat in the Florida Keys. Schedule your showing today.

733-743 Trinidad Ln, Little Torch

3246 Catherine St, Big Torch
$2,999,000
2 Beds ⋅ 2 Baths ⋅ 621801 MLS
A rare opportunity to own a private waterfront retreat on more than an acre in the Lower Florida Keys. Beachside at Torchview offers the space, privacy and boating access that are increasingly difficult to find in the Keys, together with an established history as a successful vacation rental. This 2-bedroom, 2-bath waterfront home is designed for relaxed Keys living, with an open interior layout that flows to a spacious screened porch overlooking the tropical surroundings and water. Additional outdoor living areas include a sun deck and expansive grounds with ample room to enjoy the property's peaceful, private setting. For the boating enthusiast, the property is highlighted by approximately 180 feet of private dockage with deep-water access through Niles Channel. The substantial dock provides exceptional flexibility for larger vessels, fishing boats and water toys, with convenient access to the surrounding backcountry, Gulf of Mexico and Atlantic Ocean. The residence features a full kitchen, comfortable living and dining areas, primary suite with private bath, guest accommodations, laundry facilities and dedicated workspace. The combination of more than an acre of land and significant waterfront creates a setting that is exceptionally difficult to duplicate in the Florida Keys. In addition to its appeal as a private residence or second home, Beachside at Torchview has a proven multi-year vacation-rental history. Ownership records reflect more than $542,000 in historical gross bookings, with additional future reservations already secured. Rental history and forward-booking information are available to qualified buyers. Whether envisioned as a private Keys escape, seasonal residence or income-producing waterfront property, Beachside at Torchview presents a unique combination of privacy, acreage, substantial dockage, deep-water boating access and established rental demand. Experience the Florida Keys lifestyle from your own waterfront retreat on Big

3246 Catherine St, Big Torch

111 Spoonbill Rd, Tavernier
$2,999,000
3 Beds ⋅ 4 Baths ⋅ 620411 MLS
Updated canal front pool home located in a desirable neighborhood with quick and easy access to the bay or ocean via Tavernier Creek, a boaters dream. It features a 3 bedrooms, 3.5 bath, a ground level entry with beautifully designed foyer, a large entertainment room with bar, a laundry room and a half bath. The second level has a spacious bedroom with an en-suite bath and an additional room for bedroom or office space with easy access to the pool/outdoor entertainment area. The main living area has an open-concept design with balcony, dining area and updated kitchen along with a guest bedroom and guest full bath. The spacious private master suite is located on the upper level with an en-suite bath, balcony and easy access to roof-top entertaining, which includes beautiful bay views, sunrises and sunsets. Additional interior features include new recessed lighting throughout the house along with interior stair lighting, updated bathrooms and new tile throughout the house, including outdoor balconies. Outdoor features include a beautifully designed entertainment area that includes a new pool with heater/cooler, outdoor shower, a fire pit and brand new outdoor kitchen with tiki, which makes it a great area to relax with friends and family after a long day of fishing. A new 70 ft dock with new pilings, Trex Decking and a newly installed 20,000# lift for your boat. Solid concrete construction with a new metal roof, newly waterproof coated/sealed flat roof top, impact windows and doors, new driveway pavers, new privacy fence, low voltage lighting and low maintenance landscaping. An attached air-controlled garage with new hurricane rated garage door and side doors, has plenty of storage for all your toys. This home checks all the boxes whether it's a primary residence, a weekend getaway or luxury vacation rental, it's move in ready. Great location near shopping, schools & restaurants.

111 Spoonbill Rd, Tavernier

114 N Coconut Palm Blvd, Tavernier
$2,995,000
3 Beds ⋅ 3 Baths ⋅ 621277 MLS
Just three homes from the bay, this waterfront home in Islamorada offers beautiful bay views, quick boating access and the quintessential Florida Keys lifestyle. The upstairs offers an open concept with 2 bedrooms, 2 baths featuring bay views and high-end finishes. Downstairs enclosure, currently arranged as an additional living space with kitchenette and bathroom has potential to serve as a third bedroom. Downstairs enclosure is permitted for bathroom and storage only. Impact windows and doors. Roll-down shutters can be remotely operated from anywhere in the world for utmost convenience and safety. Home has gated electric entry, with exterior storage and plenty of covered parking. The outdoor offers spacious multi-level terraces with over 4000 sq ft of paver tiles and a waterfront tiki hut perfect for taking in the views, relaxing or entertaining. Boaters will appreciate the spacious concrete dock with 5' draft, davits and fish-cleaning station. Quick and easy access to the bay and to the ocean via Tavernier or Snake Creek. Ideally located in Planation Key Colony; close to shopping, dining, entertainment and healthcare.

114 N Coconut Palm Blvd, Tavernier

728 Poor House Ln, Key West
$2,980,000
3 Beds ⋅ 2 Baths ⋅ 621273 MLS
Old Town charm in the heart of Key West! This two-story Conch-style residence offers an exceptional opportunity to enjoy island living in the highly desirable Old Town Historic District. A two-car driveway provides convenient off-street parking, while a welcoming front porch leads into an inviting interior with wood floors throughout the first level. The well-appointed kitchen features a gas range, stainless steel appliances, and easy access to the outdoor entertaining areas. A comfortable sitting room provides the perfect space to relax after a day enjoying Key West. The entire second floor is dedicated to a spacious primary suite featuring a large walk-in closet, mini-split A/C, private bath with shower, and a sunbathing area. An additional flexible space is ideal for a home office, reading area, or extra living space. Outdoor living is a highlight, with a covered patio featuring exterior lighting and ceiling fans, plus a jacuzzi and outdoor shower for year-round enjoyment. Additional conveniences include a dedicated laundry room with full-size washer and dryer, utility sink, workspace, attic storage, and a detached storage shed. Storm-ready features include a metal roof and exterior hurricane shutters, while interior plantation shutters add classic Key West character. Ideally located just a short bike ride from Duval Street, Mallory Square, St. Mary's, restaurants, galleries, shops, entertainment, and the waterfront. A wonderful opportunity to own a distinctive Old Town residence combining historic charm, valuable off-street parking, inviting outdoor spaces, and an exceptional Key West location.

728 Poor House Ln, Key West

1019 Whitehead St, Key West
$2,980,000
3 Beds ⋅ 3 Baths ⋅ 620747 MLS
PRICE IMPROVEMENT- Classic Key West charm and sophistication abound, with traditional grace yet modern conveniences, this wasn't just a simple remodel. This was a carefully thought out, complete and careful renovation of this Old Town treasure. This home is carefree, furnished, and turnkey-bring your personal bag and you are home immediately. A worry free and easily maintained 3 bedroom, 2 and & ½ bath home, master bath ensuite, on one of the most prestigious streets in Key West, this home is constantly photographed, whether it's the location, the style, or the carefully chosen color pallet by the current owners, we're not sure, but regardless, many are drawn to this home and its beautifully tailored look. Whether you want to people watch on the front porch and sip your coffee or cocktail, or withdraw to the secluded private back yard and lounge around the pool reading a Hemingway novel, who's legendary home is a mere stroll moments away out the gate one direction, or go the opposite direction to the Atlantic Ocean and the Southernmost Point Buoy, everything Key West is only minutes away from this front door, your front door. Your new home. And by new, that's what we mean-this home was carefully and completely renovated in the last couple years, essentially creating a classic Key West house, with all the comfort and benefits of a new home. A completely custom Bosch appliance filled kitchen, with virtually every modern convenience a new home would hold. Modern upscale interior, zoned central A/C system with whole-house ventilating dehumidifier, advanced internet modem and router system, maintenance free composite decking, complete security and camera system, are just a few of the extra steps the owners took when creating a time-honored but luxurious, self contained and above the norm renovation of this truly one of a kind Key West home. Lets set up your private showing today.

1019 Whitehead St, Key West

990 41st St Unit 9, Marathon
$2,950,000
5 Beds ⋅ 6 Baths ⋅ 621988 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

990 41st St Unit 10, Marathon
$2,950,000
5 Beds ⋅ 6 Baths ⋅ 621813 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 10, Marathon

217 Sombrero Beach Rd Unit 1 & 2, Marathon
$2,950,000
8 Beds ⋅ 6 Baths ⋅ 621783 MLS
Incredible Income-Producing Full Duplex | 8 Bedrooms | 6 Bathrooms | 4 Bedrooms | 3 Bathrooms per Unit | 2 Pools | 40' Dock Rare opportunity to own a highly desirable, newer construction duplex offering exceptional income potential and resort-style amenities. The property features a total of 8 bedrooms and 6 bathrooms, with each side boasting 4 beds and 3 baths, private entrances, and separate utilities--ideal for investors, vacation rental operators, or owner-occupants seeking rental income. Both units have been well maintained and offer spacious, open floor plans with updated kitchens, ample natural light, and modern finishes. Each side opens to its own private pool-perfect for guests or personal use. The tropical landscaping, fenced yard, and multiple lounging areas create a true retreat atmosphere. The units can be opened up to one another to allow for larger groups in a connected space. A 40-foot dock provides direct water access, making this a boater's dream with potential for added rental income from dock usage. Just minutes from open water with a 4' control depth, this property is a rare find in today's market. Additional features include ample parking, turnkey rental-ready with proven rental history, potential for short-term rental (verify with municipality) and centrally located near beaches, dining, shopping, and top local attractions, this duplex delivers strong year-round rental demand. Each side is heavily occupied well into 2027. A perfect blend of luxury living and passive income potential. Financials available upon request to qualified buyers. Call to schedule your private showing today. We request to please allow 24 hour notice because of potential occupancy.

217 Sombrero Beach Rd Unit 1 & 2, Marathon

80902 Old Hwy, Islamorada
$2,950,000
4 Beds ⋅ 3 Baths ⋅ 621398 MLS
RARE OPPORTUNITY IN CORAL COVE! Welcome to Island Hopper, an award-winning tropical plantation-style home in one of Islamorada's most private gated communities. Set on an oversized double lot, this beautifully updated 4-bedroom, 3-bath home offers 3,550 sq. ft. of living space plus 1,200 sq. ft. of covered outdoor living. A spectacular wraparound porch, soaring windows, and abundant natural light capture the relaxed elegance of Keys living. The private top-floor primary suite features a walk-in closet, Jacuzzi tub, and adjoining office. Recent upgrades include impact windows and doors, four new A/C units, approximately 5,000 sq. ft. of new marble pavers, 7,500 sq. ft. of new turf, and lush tropical landscaping with mature orchids and privacy hedging. Enjoy the privacy of a dry-lot home with the benefits of waterfront living. Coral Cove's amenities include community boat dockage with water and power, fish-cleaning station, oceanfront pool, and tiki huts. Four covered parking spaces plus dedicated golf-cart parking complete the property. Ideally located in the heart of Islamorada, within walking distance of restaurants, shopping, and entertainment. With only 9 homes in Coral Cove, opportunities to own in this special community are exceptionally rare.

80902 Old Hwy, Islamorada

148 Riviera Dr, Tavernier
$2,950,000
3 Beds ⋅ 3 Baths ⋅ 621299 MLS
Discover effortless Keys living in this beautifully designed three-story home on the ocean side of Plantation Key, offering protected dockage and immediate ocean access. Thoughtfully designed for both relaxed living and waterfront entertaining, the home features an open floor plan, 9-foot ceilings, and expansive 8-foot sliding glass doors that bring the outdoors in. Drive in and the home welcomes you with an entrance foyer, elevator, and interior stairs to the upper floors. The updated kitchen showcases quartzite countertops, soft-close cabinetry, new Samsung smart appliances, and a generous island with a GE Profile four-burner propane cooktop and downdraft. Sliding glass doors from the kitchen and living area open to a spacious covered terrace with stairs leading to the pool deck. A guest bedroom and bath complete this level. The third floor offers a spacious primary suite with a large walk-in closet, en-suite bath, and 8-foot sliding glass doors opening to a private covered terrace. The luxurious primary bath features a double vanity, soaking tub, and separate shower. A second guest suite and laundry room with sink and under-counter refrigerator are also located on this level. Exterior stairs lead to the rooftop deck, complete with electricity, water, and lighting, perfect for sunbathing, sunset cocktails, or stargazing. The waterfront lifestyle continues below with a pool, 15,000-pound boat lift, kayak launch and storage, fish cleaning station, outdoor shower, and icemaker. A well-appointed summer kitchen with grill, sink, and beverage center makes poolside entertaining a breeze. Additional features include a circular driveway, carport, garage, and thoughtfully maintained landscaping with irrigation and landscape lighting on timers. A beautiful waterfront retreat designed to make every day in the Florida Keys feel like a vacation.

148 Riviera Dr, Tavernier

714 Garden State Ln, Key Largo
$2,950,000
4 Beds ⋅ 4 Baths ⋅ 621065 MLS
Experience the pinnacle of coastal luxury in this brand-new waterfront residence in Key Largo. Featuring four spacious bedrooms and four elegantly appointed bathrooms, this home is crafted with solid concrete construction, ensuring durability and peace of mind. Enjoy breathtaking bay views from the top floor-an ideal setting for entertaining or unwinding as the sun sets over the water. A modern, resort-style pool at the water's edge provides the perfect retreat after a day on the ocean, while the brand-new concrete dock offers a secure haven for your boat, with deepwater access to both the ocean and bay. Inside, this stunning home boasts impact windows and doors, elegant tiled floors throughout, and a chef's kitchen with a waterfall-edge sit-up island, premium appliances, and abundant natural light. A luxury elevator adds convenience, while the spacious covered understory--complete with a workshop and storage area--is perfect for housing all your fishing and boating gear. Located just one hour from Miami International Airport, this tropical paradise offers the perfect blend of exclusivity and accessibility.

714 Garden State Ln, Key Largo

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