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51 Mutiny Pl, Key Largo
$4,475,000
5 Beds ⋅ 4 Baths ⋅ 619382 MLS
Nestled along the Florida Bay in exclusive Buccaneer Point, this exquisite bay front estate offers an unparalleled fusion of opulence, tranquility, and sweeping water views, redefining luxury living in the Florida Keys. Perfectly positioned at the tip of the peninsula, this exceptional property offers breathtaking panoramic views of the bay from every major living area. Experience unrivaled privacy and serenity with conservation land bordering the property to the West, ensuring unobstructed vistas and a tranquil setting. This meticulously updated 5-bedroom, 4-bathroom estate combines modern elegance with resort-style amenities. The open-concept gourmet kitchen is a chef's delight, featuring high-end appliances, custom cabinetry, and seamless flow into the expansive living and dining spaces--all with stunning water views. A sleek glass elevator provides effortless access to all levels, making every part of this home easily accessible. Step outside to your personal paradise: a lush backyard with low-maintenance turf, a custom putting green, and an inground pool equipped with heaters for year-round comfort. Boating enthusiasts will appreciate the 15,000-pound boat lift, offering direct access to the bay for endless adventures on the water. Additional highlights include a spacious two-car garage, ample storage, and a quiet cul-de-sac location that ensures privacy. Whether you're relaxing poolside, savoring sunsets from the expansive balcony, or entertaining guests in style, this home truly embodies the ultimate in luxury coastal living. Don't miss the rare opportunity to own this spectacular bayfront retreat in coveted Buccaneer Point Estates--schedule your private showing today!

51 Mutiny Pl, Key Largo

3742 Seagrape St, Big Pine
$4,450,000
3 Beds ⋅ 3 Baths ⋅ 619696 MLS
Escape to ''The Castle'', a luxurious gated Gulf-front estate rarely spanning 1.14 acres on Big Pine Key. This extraordinary retreat is a graceful blend of architectural grandeur and coastal charm, thoughtfully designed for both relaxation and recreation. Boaters will delight in an unparalleled offering of 235 feet of dockage total: 140 feet of protected canal-front dockage featuring a 15,000 lb lift, cut-in slip, boat ramp, plus a 95-foot open water pier-style dock with additional 15,000 lb lift and cut-in slip, set against a 130-foot concrete seawall for secure, convenient access. Crafted in 2014 with solid poured concrete, impact-rated windows and doors, whole home generator and elevator, the home is built for enduring elegance. With over 4,600 square feet of refined interior space, this 3-bedroom, 3-bathroom estate is an architect's masterpiece with its stately presence, curved openings, and striking double staircase. Step inside to a breathtaking panorama of endless open Gulf waters and nightly sunset performances. The chef's kitchen is a dream for entertaining, featuring 10.5-foot island with seating for 8, dual sinks, refrigerators, and ovens, plus Jenn-Air 6-burner gas cooktop with pot filler, and rich wood cabinetry. Enjoy the grand family room with Gulf views, host movie nights in the private theater, or dine al-fresco under the stars. Nearby, find the full-size laundry room and storage. The top-floor primary suite is a sanctuary, offering sweeping water views, home office, private lounge with kitchenette, spa-like bath with clawfoot tub, tiled shower and generous walk-in closet with additional laundry. Outside, the resort-style pool beckons with a spa, water features, LED lighting, plus heater and chiller. Rooftop deck with 180-degree views, and unrivaled sunsets await. Offered fully furnished, this is ultimate Keys living without compromise!

3742 Seagrape St, Big Pine

88 W Plaza Del Lago, Islamorada
$4,450,000
5 Beds ⋅ 5 Baths ⋅ 615676 MLS
Experience elevated coastal living in this elegant Port Antigua retreat. Thoughtfully designed for comfort, privacy, effortless entertaining and situated in a prime waterfront location, this beautiful resort-style residence offers generous living spaces, including both upstairs and downstairs primary suites, three additional guest suites, a dedicated office, shaded porches on both levels and a spacious garage for ultimate flexibility. The gourmet kitchen flows seamlessly to a fully equipped outdoor kitchen and shaded lounge area--ideal for al fresco dining by the pool amid lush tropical landscaping. A rare combination of classic design, modern amenities, and timeless island charm. Effortless boating and space for all of your waterfront toys with 75' of deepwater dockage and quick access to both ocean and bay. Nearby homeowner's park provides the added bonuses of a private, sandy beach and boat ramp. With the serene, wide canal views and cooling bay breezes, and this is where luxury, comfort, and natural beauty, convenience converge. Photos reflect when there were furnishings, now unfurnished.

88 W Plaza Del Lago, Islamorada

1113 Stump Ln, Key West
$4,450,000
4 Beds ⋅ 5 Baths ⋅ 616715 MLS
Experience the ideal blend of historic charm and modern luxury in this fully renovated and expanded Key West residence, where no detail has been overlooked. Set on a quiet, one-way street in Old Town, this 4-bedroom, 4.5-bath home offers 2,985 square feet of thoughtfully designed living space. Inside, soaring cathedral ceilings and rich Dade County pine walls create a warm, timeless aesthetic. Gorgeous hickory wood floors run throughout, complemented by two custom staircases and striking architectural features. The flexible layout includes a first-floor primary suite with a spa-style bath finished in marble and travertine, plus a second primary suite upstairs that also includes a private office—providing options for comfort, work, and privacy. All of the bathrooms are designed with a serene, spa-like feel, and every upstairs bath includes its own soaking tub for ultimate relaxation. The gourmet kitchen features Miele appliances along with a custom bar complete with a duel zone wine cooler and beverage center—ideal for effortless entertaining. Outdoors, an Ipe deck surrounds the heated and chilled saltwater pool with cascading waterfall features, all controlled by a smart automation system. At the top of the water wall, a decorative propane fire feature adds a dramatic focal point, while an outdoor shower completes your private tropical retreat. Additional features include two off-street parking spaces, impact-rated windows and doors throughout, metal shingle roof and dual-zone central A/C. With designer furnishings included and sold exactly as presented, this residence is ready to enjoy in the heart of Key West's most desirable locations.

1113 Stump Ln, Key West

1000 W Ocean Dr, Key Colony
$4,449,999
4 Beds ⋅ 5 Baths ⋅ 620400 MLS
Experience the rare opportunity to own a brand-new waterfront residence in the heart of Key Colony Beach while still having the ability to personalize the finishes to reflect your own style. Currently under construction, this exceptional coastal home offers 4,596 square feet of thoughtfully designed living space with 4 spacious bedrooms, 4 full bathrooms, and 1 half bath. Designed for effortless indoor-outdoor living, the plans include a resort-style pool, expansive outdoor entertaining area with a fully equipped outdoor kitchen and bar, a two-car garage, plenty of storage, walk in laundry, and oversized bedrooms! Situated on an oversized 8,555-square-foot corner lot, the property also features 36 feet of concrete dockage, providing convenient access to the open waters of the Florida Keys for world class boating, fishing, and diving. This versatile location offers 7 day rental capabilities for those looking to purchase an income producing property, Vacation home or primary residence in an amenity rich community! 50% SELLER FINANCING AVAILABLE!

1000 W Ocean Dr, Key Colony

136 San Remo Dr, Islamorada
$4,445,000
8 Beds ⋅ 4 Baths ⋅ 619083 MLS
Venetian Shores, the premier waterfront community in Islamorada!!! Looking for that larger than life home, well this is it! We have an 8 bedroom, 4 baths a pool, with nearly 5,000 sq. ft. of living area. Quick access to the Atlantic Ocean and Florida Bay with in minutes via Snake Creek. What makes this location unique is the 100 foot wide, deep water canals and what make this property more unique and valuable than others, we offer 100 linear feet of dockage. There is a 30,000 pound lift for your large boats and a 10,000 lift for your smaller boats. And there is still room for another vessel or personal water crafts. This home offers three levels, the main level has three bedrooms a full bath a kitchenette and living area with great views of the water. The second level, large living area with soaring ceilings, a massive kitchen, 2 bedrooms and a full bath. The third level offers 3 bedrooms and 2 full baths. There is an abundant pool and bar area for entertaining family and friends. Looking for a home to accommodate the large extended family, this is it or put it out in the Airbnb world, it would make a great income property.

136 San Remo Dr, Islamorada

111 Windy Point Cir Unit & Lot 78, Marathon
$4,400,000
3 Beds ⋅ 4 Baths ⋅ 619002 MLS
Now priced UNDER recent appraised value of $4,500,000! Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 600' feet of direct, open Gulf frontage, you'll enjoy spectacular sunrises and sunsets from nearly every vantage point, including a charming sunset gazebo overlooking the iconic Seven Mile Bridge in the distance. The custom Mediterranean-style residence captures the essence of resort living with expansive pavered patios, sparkling elevated pool, and spacious lounging areas absolutely perfect for entertaining against a stunning Gulf backdrop. Five protected basin docks provide sheltered boating access in the marina, while terraced tropical gardens cascade toward the water, lined with mature palms and lush landscaping for a serene coastal ambiance. Inside, soaring cathedral ceilings, wood plantation shutters, and an airy great room with real coral fireplace showcase timeless Keys craftsmanship. The split-bedroom layout ensures privacy, with a luxurious master suite featuring dual closets and skylit bath, plus separate guest quarters. Additional highlights include an elevator, 12,000-gallon cistern, huge garage for cars and golf carts, and a large lower-level storage area with workbenches, pool table, and extra laundry facilities. This gated community, with unique architecture, fewer lots, limited rentals and higher quality restrictions help to sustain a premium and private feel. Only minutes from the Marathon Airport, this one-of-a-kind estate combines open-water grandeur with island tranquility, a true Florida Keys sanctuary.

111 Windy Point Cir Unit & Lot 78, Marathon

318 E Seaview Cir, Duck
$4,400,000
618564 MLS
Rarely available, this 8,190 SF vacant homesite sits along a deep water canal on Duck Key, with open ocean views that are simply priceless. The lot already includes a concrete dock, boat lift, and seawall, giving boaters immediate deep water access without the wait or expense of new construction. That same seawall will provide lasting storm and wave protection for whatever home is built here. Because a home previously stood on this site, the lot is ROGO exempt, meaning you can build without competing in Monroe County's growth ordinance lottery, a rare and valuable advantage in the Florida Keys. Located next to Hawks Cay Resort, residents enjoy easy access to dolphin swims, dining by a Michelin rated chef, and a full service marina. Duck Key sits centrally in the Middle Keys, close to luxury restaurants, the Grassy Key sandbar, deep drops for offshore fishing, clear Bahamian like waters, nearby reefs for lobstering and reef fishing, and the Islamorada Humps for tuna. Weekly rentals are not permitted on the island, preserving a quiet, residential feel with more full time locals than tourists. Bring your builder and bring your vision, this is a rare opportunity to create your dream home on one of the best kept secrets in the Keys. Schedule a viewing today.

318 E Seaview Cir, Duck

115 Windy Point Cir, Marathon
$4,400,000
3 Beds ⋅ 3 Baths ⋅ 617542 MLS
Experience the charm and character of this Gulf-front Old Florida Keys fishing lodge located in Stirrup Key, one of Marathon's most exclusive gated communities. Known for its large estate lots, deep-water access, and serene open-Gulf vistas, Stirrup Key offers privacy, prestige, and a true island lifestyle, just minutes from the conveniences of Marathon. The property consists of two lots in total for a combined size of 39,500 sf. The home sits on one of the few deep-water sites in Stirrup Key with upgraded 165 foot pier dock with 6 new pilings, where the water is so clear you can watch tarpon, angelfish, snapper, nurse sharks, lobsters and rays gliding beneath the dock. Beautifully maintained and elevated above flood, the residence features 3 bedrooms, 3 baths, and a loft that can serve as a fourth bedroom or home office. Brand new roof and impact windows and sliders were recently installed for peace of mind. The open-concept great room boasts massive ceilings and walls of windows showcasing 180-degree Gulf views. A spacious kitchen with center island and new range, Gulf front bar, wide overhanging eaves, exposed wood beams, and natural stone accents showcase classic tropical lodge architecture, perfect for entertaining. The primary suite with a large ensuite bath provide comfort and style, while a screened porch opens to the heated pool, positioned behind lush landscaping for afternoon shade. Outdoors, you'll find a sandy beach area, irrigated native landscaping, and expansive decks perfect for sunset gatherings. Additional amenities include two garage bays, one carport bay, a workshop, garden shed, and abundant storage. Stirrup Key residents enjoy the peace of a gated, low-density community with a 365 day rental minimum, ensuring tranquility and exclusivity year-round. With its unmatched combination of deep water, open-Gulf views, and spacious multi-lot layout, this property is a true rarity in the Florida Keys with potential for expansion.

115 Windy Point Cir, Marathon

231 E Shore Dr Unit 6, Summerland
$4,400,000
5 Beds ⋅ 6 Baths ⋅ 616705 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 6, Summerland

23 Treasure Rd, Marathon
$4,390,000
3 Beds ⋅ 3 Baths ⋅ 619918 MLS
Welcome to an elevated expression of island living at 23 Treasure Road in the heart of the Florida Keys. This impeccably maintained waterfront residence showcases breathtaking panoramic ocean views from every vantage point, including the pool, main living areas, dining space, primary suite, and tiki hut. Designed for effortless entertaining and everyday enjoyment, the pool is ideally positioned on the main living level alongside the kitchen and gathering spaces, creating a seamless indoor-outdoor flow rarely found in waterfront homes. Relax poolside while enjoying ocean breezes and endless blue water views. The upper level features two beautifully appointed bedrooms and three baths, enhanced by impact-rated doors, windows, and hurricane sliders for style and peace of mind. Downstairs, a private guest suite and expansive finished bonus space provide flexibility for guests, entertaining, or recreation. The oversized dual-entry garage accommodates up to three vehicles and offers exceptional space for the Florida Keys lifestyle, with plenty of room for fishing gear, dive equipment, water toys, and additional storage. A dedicated tackle room adds convenience for avid anglers and boaters alike. Along the water's edge, a substantial 200 foot rock seawall provides protection and presence, while the private boat ramp, dock, and boat lift offer effortless access to world-class boating and fishing. Two separate gated entrances welcome you into a lush, meticulously landscaped setting complete with privacy walls, mature hedges, and fencing for a serene and secluded atmosphere. Situated on an oversized parcel, this rare waterfront offering presents an exceptional opportunity to enjoy the ultimate private coastal retreat in the Florida Keys.

23 Treasure Rd, Marathon

112 Bimini Dr, Duck Key
$4,385,000
3 Beds ⋅ 3 Baths ⋅ 618298 MLS
First time ever offered, this extraordinary open-water estate commands a premier position on Duck Key overlooking the crystal-clear waters of Tom's Harbor and iconic bridge. Spanning two expansive lots with an impressive 152 feet of water frontage, this iconic residence—designed by renowned architect Dale Baldwin—delivers rare scale, privacy, and timeless Florida Keys elegance. A dramatic double-door entrance opens to a light-filled open floor plan defined by white-washed vaulted and tray ceilings, walls of windows, and sweeping harbor views. The chef's kitchen features black granite countertops, a statement island, butler's pantry, and premium appliances including Thermador double ovens, Jenn-Air cooktop with grill, Whirlpool French-door refrigerator, and GE trash compactor. A formal dining space for twelve, pass-through bar and billiards area, and spacious living zones create an exceptional environment for elevated entertaining overlooking the water. The oversized primary suite offers a private waterfront retreat with spa-inspired bath, expansive walk-in closet, and balcony overlooking open water. All bedrooms enjoy private balconies. Additional highlights include abundant storage, interior stairways, laundry room, white ceramic tile floors, and plush carpeted bedrooms. Outdoors, a screened balcony, resort-style pool with paver deck, and mature tropical landscaping frame the ultimate island lifestyle. The expansive T-dock provides outstanding versatility for a boat lift, jet ski lift, and kayak launch. Built with solid concrete construction, standing-seam metal roof, accordion shutters, subfloor access, two-car garage, and a grand half-circular driveway. A landmark offering where architectural distinction meets open-water serenity on prestigious Duck Key.

112 Bimini Dr, Duck Key

231 E Shore Dr Unit 4, Summerland
$4,375,000
5 Beds ⋅ 6 Baths ⋅ 616703 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 4, Summerland

226 Navajo St, Tavernier
$4,350,000
4 Beds ⋅ 4 Baths ⋅ 621393 MLS
Truly turnkey and fully furnished, this newly completed coastal-modern residence delivers approximately 3,100 square feet of refined luxury, with four bedrooms and four bathrooms. Completed in 2025 and professionally curated by Wright Interiors, the home showcases custom millwork, designer finishes and integrated technology, with impact glass and a sleek metal roof, a quality build by CBT Construction. Seamless indoor-outdoor living unfolds across a summer kitchen, outdoor bar, heated and chilled pool, lush tropical landscaping, and two climate-controlled garages, with elevator shaft ready for install. Approximately 60 feet of concrete dockage beneath custom composite decking is expertly configured for both a center console and skiff, with direct Florida Bay access, a 20,000-pound boat lift, shore power and custom fish-cleaning station. Positioned within one of Islamorada's premier close-knit boating neighborhoods, with A-rated schools nearby, this exceptional residence offers an elevated Keys lifestyle for both weekend escapes and full-time living. Optional HOA membership extends access to a private bayfront park and boat ramp.

226 Navajo St, Tavernier

1614 Washington St, Key West
$4,300,000
4 Beds ⋅ 5 Baths ⋅ 621463 MLS
There is a certain rhythm to life in Key West. Mornings begin outside, friends have a way of staying longer than planned, and some of the best evenings never make it past the backyard. 1614 Washington Street was designed for exactly that kind of life. Natural light, high ceilings, and an easy connection to the outdoors give the home an immediate sense of openness. The main living spaces flow naturally toward the pool and tropical garden, creating a setting that works just as well for a quiet morning at home as it does for dinner with friends that stretches late into the evening. The heated and chilled pool features two distinct levels--a shallow splash deck and a deeper swimming area--connected by cascading water features and surrounded by mature tropical landscaping that feels remarkably private. The floor plan understands that guests are part of island life, but privacy still matters. The first-floor primary suite creates a comfortable retreat for the owners, while upstairs, three en-suite bedrooms surround their own den and lounge. Family and friends can settle in, unpack, and have a space of their own rather than simply occupying yours. Behind that relaxed lifestyle is a house designed to make living here easier. Award-winning local architect Matthew Stratton brought together solid masonry construction, impact-rated windows and doors, solar power with Tesla battery storage, an EV charger, custom cabinetry, quartz surfaces, and thoughtful systems chosen for the realities of coastal living. The technology is there when you need it and nearly invisible when you don't. Morning walks, bike rides, the beach, neighborhood restaurants, galleries, and everything that makes Key West unlike anywhere else are simply part of the day. 1614 Washington invites you to open the doors, gather the people you love, jump in the pool, stay for dinner, and make yourself at home. Because ultimately, the best luxury isn't about having more. It's having a home that lets you live well.

1614 Washington St, Key West

4670 Dorn Rd, Big Torch
$4,300,000
2 Beds ⋅ 2 Baths ⋅ 621317 MLS
There are very few places left in the Florida Keys where you can experience true waterfront privacy, EXPANSIVE acreage, protected dockage, open-water views, and direct boating access all from a single property. Blue Fish Point is one of those rare places. Set on an extraordinary 2.84-acre point lot on Big Torch Key, this represents a unique opportunity to own one of the Lower Keys' most remarkable private waterfront estates. Encompassing more than 1,000 feet of shoreline and surrounded by water on multiple sides, the property offers an unmatched combination of seclusion, natural beauty, boating convenience, and future potential. For serious boaters, anglers, and those seeking a private waterfront retreat, Blue Fish Point delivers an exceptionally rare combination of features. The estate offers protected canal frontage, deep-water dockage, a private boat launch, open-water shoreline, spectacular sunset views, and direct access to both the Atlantic Ocean and Gulf of Mexico (America) through nearby Niles Channel. Whether your interests include offshore sportfishing, backcountry adventures, sunset cruising, diving, lobstering, or simply enjoying life on the water, this property places it all at your doorstep. What makes Blue Fish Point truly exceptional is that it combines the best of both worlds: an updated waterfront residence ready to enjoy today, and an extraordinary amount of land and waterfront that provides unlimited possibilities for expansion tomorrow. The bay bottom is included with the property adding to its rarity. The existing remodeled residence (by D'Asign Source) offers an open-concept design, with a gourmet kitchen and large remodeled bathrooms. Ample storage with new appliances and two laundries. Expansive cleared land provides an exceptional canvas for expansion, a custom waterfront estate, guest accommodations, or a private family compound. Architectural plans are available. A must see property to appreciate-28 miles from Key West See all the features in the Documents Tab called 4670 Dorn Road Supplement.

4670 Dorn Rd, Big Torch

600 Elizabeth St, Key West
$4,300,000
4 Beds ⋅ 6 Baths ⋅ 617513 MLS
**31 photos have been virtually staged and enhanced to assist buyers in visualizing design and decor options for this home.** Casa Sapodilla introduces itself with the kind of presence that feels both storied and serene. Built in 1996 and set at 13' elevation on Solares Hill, the residence pays homage to the architectural romance of Old Town's most celebrated homes.. broad verandas, intricate trim work, and Brazilian Cherry hardwood floors that recall a bygone era of island craftsmanship. Inside, the home unfolds in layers of refinement. Sunlit rooms connect gracefully to the outdoors through French doors and deep porches. The main house's split-level design elevates the primary suite with its own private staircase, while two additional bedrooms ascend another, creating a sense of calm seclusion. A separate pool suite, complete with private entrance, extends the home's versatility. The kitchen is anchored by a suite of premier appliances.. including a new SubZero refrigerator and a refurbished Viking gas range, and framed by custom cabinetry and built-ins. Recent upgrades such as the 2025 metal roof, updated HVAC systems, and a 24 kW Generac whole-house generator reflect meticulous stewardship. Outside, the grounds rise to the level of a private resort. Tropical gardens wind around stone pathways, illuminated at night by soft landscape lighting. A heated saltwater lagoon-style pool, resurfaced in 2025, curves around natural rock formations, a spa, and three cascading waterfalls. Every vista offers a moment of stillness.. from the shaded verandas to the courtyard designed for open-air dining. A one-car air-conditioned garage, currently serving as an art studio, and a two-car driveway complete the thoughtful layout. Just blocks from Duval Street and the Key West Historic Seaport, Casa Sapodilla is both connected and deeply private.. a luxury retreat rooted in island elegance.. Inquire within for details on the low insurance costs available for this home

600 Elizabeth St, Key West

258 W Seaview Cir, Duck Key
$4,250,000
4 Beds ⋅ 4 Baths ⋅ 617294 MLS
An Oceanfront Masterpiece with Infinite Horizons Commanding a premier position above the crystal-clear waters of the Atlantic, this exceptional open-water estate represents the pinnacle of refined island living. With its highly sought-after southern exposure, 258 W Seaview Circle is immersed in golden sunlight throughout the day, offering uninterrupted panoramic ocean views and the gentle cadence of waves just steps from the residence. Beyond the protective breakwater, a pristine sandy shoreline and natural sandbar unfold—an idyllic extension of your private coastal sanctuary. Designed to seamlessly balance sophisticated entertaining with effortless relaxation, the estate features an impressive 112-foot bi-level dock and seawall, perfectly suited for the discerning boating enthusiast. The oceanfront terrace is anchored by a striking 50-foot lap pool, elevated eight feet above sea level to maximize views and serenity. Framed by a charming Tiki hut, lush tropical landscaping, and curated ambient lighting, the outdoor living spaces transform into an enchanting seaside retreat as evening falls. Inside, classic craftsmanship is paired with modern elegance. This four-bedroom, three-and-a-half-bath residence offers a coral rock fireplace, private elevator, and a generously proportioned gourmet chef's kitchen designed for both everyday indulgence and elevated culinary experiences. Every detail—from the architectural finishes to the meticulously maintained grounds—reflects exceptional care, quality, and pride of ownership. Whether hosting intimate gatherings beneath the stars, savoring tranquil mornings overlooking endless blue horizons, or setting out for a day on the water, 258 W Seaview Circle delivers an unrivaled lifestyle in Duck Key, widely regarded as the Middle Keys' most prestigious enclave. Residents enjoy access to two marinas, watersports, and local dining within this charming, golf cart-friendly island community.

258 W Seaview Cir, Duck Key

218 Whitehead St, Key West
$4,200,000
3 Beds ⋅ 5 Baths ⋅ 620614 MLS
An exceptional opportunity to own one of Old Town Key West's most recognizable mixed-use investment properties. Perfectly positioned at the prominent corner of Whitehead Street and Front Street, Little Shops Off Duval enjoys unmatched pedestrian exposure in the heart of the Historic Seaport and Cruise Ship District. Located adjacent to the Mel Fisher Maritime Museum and directly across from the Audubon House, this iconic property sits along one of the busiest tourist corridors in Key West. The property encompasses approximately 7,755 square feet and features six established commercial storefronts together with a spacious three-bedroom, two-bath residential apartment, creating a diversified income-producing asset with both commercial and residential revenue streams. Long-standing tenants, and separate utility meters. Opportunities to acquire a premier corner property in this location are exceptionally rare. Whether you're seeking a legacy investment, a trophy commercial asset, or a high-profile addition to your portfolio, Little Shops Off Duval represents one of the most unique commercial ownership opportunities in the Florida Keys.

218 Whitehead St, Key West

108 Coral Way, Key Largo
$4,199,000
4 Beds ⋅ 4 Baths ⋅ 620542 MLS
Experience the ultimate in modern waterfront luxury with this brand-new concrete masterpiece, thoughtfully designed for both elegance and durability. Boasting 4 bedrooms and 4 bathrooms, this stunning residence offers breathtaking ocean views, a protected canal location, 55 feet of dockage, and a 15,000 lb boat lift for effortless boating access. Built to the highest standards with a concrete roof, impact-resistant windows and doors, and an elevator servicing all levels, this exceptional home blends sophisticated design with everyday convenience. The show-stopping custom Italian kitchen is beautifully appointed with premium Miele appliances, sleek cabinetry, and designer finishes, creating the perfect space for entertaining. Step outside to your private backyard oasis featuring a sparkling saltwater pool with premium equipment, ideal for relaxing after a day on the water. Additional luxury features include whole-home surround sound, security camera system, and high-end finishes throughout. Located within an exclusive private community offering a clubhouse for special events, this remarkable property delivers the perfect combination of luxury, security, and the Florida Keys waterfront lifestyle.

108 Coral Way, Key Largo

82779 Old Hwy Unit 8, Islamorada
$4,000,000
4 Beds ⋅ 5 Baths ⋅ 619186 MLS
The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

82779 Old Hwy Unit 8, Islamorada

82779 Old Hwy Unit 7, Islamorada
$4,000,000
4 Beds ⋅ 5 Baths ⋅ 619185 MLS
The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

82779 Old Hwy Unit 7, Islamorada

101 Buena Vista Ct, Islamorada
$3,999,999
4 Beds ⋅ 4 Baths ⋅ 621350 MLS
Welcome to your Port Antigua coastal contemporary home. 101 Buena Vista Court is a beautiful canal front home blending distinctive architectural character with the comforts of modern island living. Thoughtfully designed to take full advantage of its tropical surroundings, this home offers beautiful views, generous outdoor living spaces, and a rooftop terrace where you can settle in as the sun begins to set, every evening a painted sky, reminding you why you've ended up in the Florida Keys. Inside, the home offers an effortless combination of space, light and functionality. An elevator provides convenient access between levels, a dedicated workshop and ample space for all of your gear to make everyday island living easy. For the boating enthusiast, the property offers two boat lifts and the kind of waterfront access that makes spontaneous days on the water part of the lifestyle. Port Antigua is a neighborhood where everyone still waves at each other, the community is welcoming and it's always a joy to return home here. Having access to the private beach with grills, tiki huts, and a private boat ramp are just some of the many reasons people love to be in Port Antigua

101 Buena Vista Ct, Islamorada

77340 Overseas Hwy, Islamorada
$3,999,999
2 Beds ⋅ 2 Baths ⋅ 619064 MLS
Estate Opportunity Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate. The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage, and generous waterfront dockage--all while maintaining privacy rarely achieved in the Keys. Positioned on a deep basin, the property provides protected dockage while being only seconds from Florida Bay and minutes under the bridge to the Atlantic Ocean, placing world-class backcountry and offshore fishing within immediate reach. An existing legal nonconforming home with a waterfront swimming pool currently sits on the property and may be used as a residence or rental while architectural plans and permits are finalized, offering flexibility during the planning process. For buyers who understand the value of land in the Florida Keys, this offering represents something increasingly difficult to find: the opportunity to create a custom waterfront estate tailored entirely to your vision, rather than inheriting someone else's. A remarkable parcel for a remarkable build.

77340 Overseas Hwy, Islamorada

75433 Overseas Hwy, Islamorada
$3,999,000
4 Beds ⋅ 4 Baths ⋅ 621270 MLS
Wake up to the sunrise over the Atlantic from this private oceanfront retreat offering two separate residences, a sandy beach, and direct access from Highway to Ocean. This unique property offers a 3BD/3BA main residence plus a separate 1BD/1BA guest house, ideal for extended family, visiting friends, private home, or income producing estate. Enjoy a sandy beach, pool, two beachside tiki huts, observation pier, concrete boat ramp and rock jetties for tide protection, creating the ultimate setting for entertaining and waterfront living. Extensive upgrades include impact windows and doors, metal roof, A/C, stucco, paint, appliances and more. With abundant parking for cars, boats, trailers, toys and guests, there is room for everyone. Just minutes by boat to Alligator Lighthouse and nearby Caloosa Marina for fuel, ice, boat storage and food. A rare opportunity to own a true oceanfront Keys compound with space, privacy and a stunning view!

75433 Overseas Hwy, Islamorada

75131 Overseas Hwy, Islamorada
$3,999,000
3 Baths ⋅ 618928 MLS
Beautiful 100' of oceanfront property on Lower Matecumbe Key. This offering consists of a 100' lot with a triplex apartment building (3 TDRs),.This gives you lots of possibilities for redevelopment of the property. Fantastic near 180° ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings, cruise ships with their lights passing, and plenty of stars. Launch kayaks from the beach to do a little tarpon fishing and bonefish are making a comeback so you can wade with your fly rod for a thrill. Also snorkel for lobster in season in all the little crevices and holes off shore of the property. Note: One of the owners is a State of Florida Real Estate Licensee

75131 Overseas Hwy, Islamorada

231 E Shore Dr Unit 1, Summerland
$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

108 Ellington Ct, Tavernier
$3,995,000
4 Beds ⋅ 5 Baths ⋅ 621437 MLS
Brand-new construction in desirable Hammer Point, offering refined coastal living with stunning bay views from nearly every room. This exceptional 4-bedroom, 4.5-bath residence was thoughtfully designed with both luxury and functionality in mind. The spacious chef's kitchen features premium Thermador appliances and opens beautifully into the main living spaces, creating an ideal setting for entertaining. An elevator provides convenient access between levels, while two laundry rooms add everyday ease. Each walk-in closet features custom built-in shelving, offering exceptional organization and storage. Outside, enjoy a private swimming pool and a brand-new 58-foot concrete dock, providing plenty of room for your boat and easy access to the surrounding waterways. The ground level offers covered parking and additional storage space. With its brand-new construction, elevated finishes, thoughtful amenities, expansive bay views, and exceptional waterfront features, this stunning Hammer Point property offers the quintessential Florida Keys lifestyle.

108 Ellington Ct, Tavernier

105 Palo De Oro Dr, Islamorada
$3,995,000
5 Beds ⋅ 3 Baths ⋅ 618653 MLS
Waterfront pool home with dockage in Venetian Shores offered furnished. Experience the ultimate Florida Keys lifestyle in this beautifully updated canal-front residence designed for relaxed coastal living and effortless entertaining. The home offers 5 bedrooms and 3 bathrooms, with approximately 2,640 square feet of living space, including 3 bedrooms and 2 bathrooms upstairs totaling approximately 1,500 square feet, and 2 bedrooms and 1 bathroom downstairs totaling approximately 1,140 square feet. The private resort-style backyard features a heated pool with sun shelf, hot tub, expansive patio, hammock lounge, and mature palms creating a true tropical setting. Enjoy deep-water canal frontage with 70 feet of dockage and two boat lifts rated at approximately 15,000 pounds and 20,000 pounds, providing exceptional boating capacity. Located on one of Venetian Shores' desirable 100-foot-wide canals, the property offers generous maneuvering space and convenient access to both the Atlantic Ocean and Florida Bay through nearby Snake Creek, making offshore fishing and backcountry boating easily accessible within minutes. The custom tiki pavilion includes a full outdoor kitchen with built-in grill, refrigeration, sink, bar seating, mounted TV, and generous space for hosting gatherings year-round. Inside, the bright open-concept living area showcases vaulted ceilings with exposed beams, abundant natural light, and French doors that create seamless indoor-outdoor flow to the balcony overlooking the canal. The primary suite offers balcony access, dual vanities, soaking tub, glass-enclosed shower, and walk-in closet. A gated brick driveway provides generous parking, and the home is offered furnished for immediate enjoyment or continued use as a full-time residence, seasonal escape, or investment opportunity. This Venetian Shores waterfront property delivers the location, spacious layout, wide canal setting, and boating infrastructure buyers are searching for in the Florida Keys.

105 Palo De Oro Dr, Islamorada

802 Bonito Ln, Key Largo
$3,995,000
4 Beds ⋅ 4 Baths ⋅ 615642 MLS
This resort-style oceanfront home is the perfect vacation home or primary residence, offering unparalleled views of the Atlantic Ocean along with a heated pool and hot tub, beach area with wood fire pit, propane tiki torches, pavilion, and deep water dockage with a boat lift. The spacious interior features 4 bedrooms and 4 bathrooms across three levels. The main living area on the second floor includes high wood ceilings, panoramic ocean views, an oceanfront balcony, and a bedroom with an adjacent bathroom. The third floor is dedicated to the primary suite, complete with a private balcony for a bird's-eye view. The ground level includes two additional bedrooms with en-suites and a large laundry room. Additional highlights include a garage for boating and dive gear, gated entry, paver driveway, and parking for multiple vehicles. Located at mile marker 95 in Key Largo, enjoy world-class fishing and diving right from your backyard.

802 Bonito Ln, Key Largo