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$1,399,000
616964 MLS
Discover a rare opportunity in the heart of Duck Key at 1 Trinidad Street — a premier parcel spanning over an acre in one of the most desirable neighborhoods in the Florida Keys. This exceptional property offers remarkable potential for new construction, redevelopment, or long-term investment. With its generous size, privacy, and prime location directly across from the Duck Key Clubhouse — and just steps from the pool, tennis courts, and social amenities — this site combines lifestyle appeal with investment value. Whether you're envisioning a luxury Keys estate, a multi-structure retreat, or a strategic hold for future growth, the possibilities are endless. The property carries density for up to 7 homes, and according to Monroe County, it aligns with the majority of criteria required for ROGO (Rate of Growth Ordinance) building right transfers. While formal approval must follow the county's established process, preliminary guidance supports the feasibility of securing those rights — offering a compelling path for developers and investors. Large parcels of this caliber are increasingly rare — build your vision and create something extraordinary on Duck Key.

1 Trinidad St, Duck
$3,799,000
4 Beds ⋅ 4 Baths ⋅ 618166 MLS
If you're searching for the look, feel, and scent of brand-new construction—complete with soaring vaulted ceilings—on exclusive Duck Key, this is the one. This solid concrete waterfront home has been completely reimagined from top to bottom by the current owner, with no expense spared and uncompromising attention to detail throughout. Every major system and finish is brand new, including impact-rated windows and doors, plumbing, electrical, air conditioning systems, flooring, interior doors, trim, bathrooms, and kitchens. The home is outfitted with top-of-the-line stainless VIKING appliances, underscoring the quality and craftsmanship found at every turn. Enjoy spectacular wide canal views and a layout designed for both comfort and entertaining. The lower level offers a versatile bedroom/office with a full bath, along with a second bedroom overlooking the pool and canal. A brand-new wet bar and entertaining area complete the space, making it ideal for hosting family and friends. Both garages are air-conditioned and equipped with separate built-in dehumidifiers. The outdoor living area is just as impressive. The pool has been fully refinished with glass mosaic tile, including stunning mosaic accent walls, and the surrounding space has been thoughtfully upgraded. A covered porch features an ice maker and refrigeration—perfect for relaxed Keys-style entertaining. Boaters will appreciate the upgraded boat lift and quick access to open water. Spend your days enjoying crystal-clear water, refreshing Atlantic Ocean breezes, and being just minutes from world-class fishing and diving—the Florida Keys at its finest. This home was remodeled as the owner's forever home, and it shows in every detail. The level of care and precision is exceptional. There are simply too many upgrades to list—this is a home you must experience in person to fully appreciate the fit, finish, and quality. And yes, you're just a short golf cart ride from the world-famous Hawks Cay Resor

362 E Seaview Dr, Duck Key
$12,450,000
5 Beds ⋅ 7 Baths ⋅ 618181 MLS
Welcome to Villa Splendida in exclusive Duck Key, Florida. This custom built estate has been curated from the gated entrances to the 180' of protected ocean front dockage. Featuring a classic Mediterranean styling the spacious grounds host a variety of mature tropical plantings, fruit trees, and ease of maintenance turf throughout. The home itself is spacious and comfortable allowing elegant flow throughout the property. Enter to soaring 2-story grand room with open floor plan into the dining and chefs kitchen with walk-in pantry, Wolf and Subzero appliances, a first level guest suite, undersea themed theater room, laundry, powder room and open water views and poolside access from all rooms. The second level hosts two guest suites, a mezzanine with sweeping views of the lower level and open ocean, and a sumptuous primary suite with expanded ensuite, walk-in closet and private oceanfront balcony. There is also a separate attached guest cottage complete with laundry. The elevated patio incorporates a custom beach entry pool with infinity edge waterfall, spa, outdoor kitchen and space perfect for entertaining or just lounging at your own private oceanfront resort. Just steps from the pool is 180' of protected dockage complete with a 57k lb boat lift and jet ski lift platform that will hold up to 6 jet skis. Additional amenities include: a custom sound system throughout the entire property inside and out, large capacity ice machine, 4+ car garages, fully fenced and gated for privacy, mature landscaping and lighting, multiple laundry facilities, and full under house access and storage. Call today for more information and to schedule a private tour of this one-of-a-kind Duck Key estate.

301 Ixora St, Duck
$398,000
618535 MLS
This property includes a transferable development right (TBR) that is already secured to the lot, making it ROGO-exempt and ready to build today. Even better, the TBR does not expire, giving you the flexibility to build now or hold the property and build later with no time pressure. Situated on a spacious corner lot on a desirable street, the property is located just one block from Club Duck Key, where members enjoy resort-style amenities including a swimming pool, jacuzzi, tennis and pickleball courts, and a clubhouse — all enhancing the relaxed island lifestyle Duck Key is known for. For boaters, the location is equally appealing. Store your boat at Duck Key Marina and enjoy convenient, seamless access to the open water, world-class fishing, and endless days on the bay or ocean. Just minutes away, the renowned Hawks Cay Resort offers additional dining, marina services, watersports, and spa amenities, giving owners the option to enjoy a full resort experience close to home. Duck Key is widely regarded as one of the most desirable communities in the Middle Keys, prized for its peaceful atmosphere, well-maintained homes, boating lifestyle, and easy access to both Marathon and Islamorada. With no ROGO wait, no uncertainty, and a build-ready path forward, this is a rare chance to design and build your dream home in paradise — on the only ROGO-exempt lot currently available on Duck Key.

143 S Indies Dr, Duck
$450,000
614112 MLS
Preliminary landscaping and land clearing has been done to improve the property (Privacy Hedges on both sides) - Currently has 40pts in ROGO (2 more points to be issued in August 2025) - Property has been surveyed and in ROGO with building plans. Pool plans have already been approved for permitting. - Water & Sewer service connection has been completed.

195 S Indies Dr, Duck
$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
$2,400,000
3 Beds ⋅ 3 Baths ⋅ 618195 MLS
Welcome to this stunning 3 bedroom, 2.5 bathroom, 3 story home on the quiet ocean side of Duck Key's exclusive Yacht Club Island. The beautifully landscaped grounds and resort style pool area set the tone from the moment you arrive. A beautiful metal spiral staircase connects each level, leading you to the top floor where an open concept kitchen, half bath, and living room are wrapped in windows framing breathtaking water views. Step outside to the third story rooftop terrace and take in both sunrise and sunset views over the Atlantic -- one of the most unique features this home has to offer. The ground floor provides generous storage for all your boating and fishing gear, completing a home that is as functional as it is beautiful. Duck Key is one of the Keys' most private and sought after communities, with access to the Hawks Cay Yacht Club, private marina, boat ramp, and world class Hawks Cay Resort all on the same island. The area is also a high demand short term rental market, making this an exceptional opportunity for investors or those looking to generate income when not in personal use.

317 E Seaview Cir, Duck Key
$400,000
617800 MLS
ACTIVE Building Permit In Hand. Start building your Dream Home NOW! Here's your opportunity to own one of the premier dry lots available on Duck Key. Approved building plans available from Seller. Optional membership is available at Club Duck Key, offering a heated and chilled swimming pool, tennis courts, pickleball, and a full calendar of social activities. The island also features two marinas providing fuel, watersports, and boating services. Golf cart-friendly Duck Key offers a relaxed, island lifestyle with unmatched convenience—don't miss this rare opportunity to build your dream home NOW!

202 Barque St, Duck
$5,250,000
4 Beds ⋅ 4 Baths ⋅ 618179 MLS
Discover a luxurious oceanfront haven on Duck Key, Florida, listed at $5,250,000. This 4-bed, 4-bath, 3,417 sq ft home on a 10,070 sq ft lot in Plantation Island blends elegance with island charm. Built in 1965 and exquisitely updated in 2019 with brand new AC, Electric and Plumbing. It features shell stone-wrapped walls, iceberg marble floors on the first level, and onyx marble upstairs, with a book-matched slab in the master suite. The gourmet kitchen boasts a La Cornue gas stove, ideal for hurricane season. Enjoy 72 ft of deep-water dockage with 20,000 lb and 10,000 lb boat lifts, coral stone steps to a canal, and access to a private Duck Key boat ramp ($10 fee) and marina for safe storage and fueling. Fish for tuna, mahi-mahi, and snapper near deep ocean drops and humps, with easy bayside access via nearby bridges. Lush mango, guava, and plantain trees, plus bougainvillea, create a tropical oasis. Duck Key, 60 miles from Key West and 100 miles from Miami, offers 230 sunny days, 70s-90s temps, and no state income tax. Join the optional Duck Key clubhouse for a pool, tennis, pickleball, and events, or Hawks Cay Resort for its Michelin-rated Salt and Ash restaurant, saltwater lagoon, Dolphin Connection, and pools. Relax at Grassy Key Sandbar or dive into vibrant marine life with dolphins and manatees. With top schools and a tight-knit community, this home, steps from the island's entrance, features calacatta stone, Restoration Hardware furniture, and marble baseboards. Cash, conventional, or seller financing available.

210 W Seaview Cir, Duck Key
$2,150,000
617274 MLS
This 7,500 sq ft residential lot on Duck Key Island offers 75 ft of canal frontage and 100 ft of deep-water canal depth on the ocean side with crystal-clear waters. This property is yacht accessible. The ROGO permit is already grandfathered in, so it's ready to build with no waiting in the ROGO line and you can start construction today. Fully approved dock plans are included. A three-story home will feature uninterrupted open-ocean views over the cul-de-sac. Owner financing is available. Enjoy the exclusive clubhouse with tennis courts and nearby Hawks Cay Resort, where you can swim with dolphins, dine at restaurants featuring Michelin-rated chefs, and access a full-service marina for boat storage. The lot is just minutes from the calm Grassy Key sandbar, with deep drops a few miles out for fishing a variety of species, close to reefs and Islamorada humps, and near bridges for easy bay-side access.

322 E Seaview Dr, Duck