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$1,680,000
3 Beds 2 Baths 620534 MLS
Prime Islamorada Mixed-Use Investment | Ocean Views | Overseas Highway Frontage Exceptional mixed-use investment opportunity in the heart of Islamorada. Positioned directly on the Overseas Highway at Mile Marker 74.5, this highly visible Neighborhood Commercial (NC) property offers outstanding exposure, excellent accessibility, and panoramic Atlantic Ocean views. Originally permitted as a three-unit apartment building, the property is currently configured with two primary residential/commercial spaces, presenting an opportunity for a future owner to explore the potential for a third apartment or additional income-producing space, subject to local approvals. The flexible layout lends itself to owner-occupancy, employee housing, professional offices, retail, vacation accommodations (where permitted), or a variety of commercial uses allowed under NC zoning. An increasingly rare feature in the Upper Keys, this property combines valuable highway frontage with parking, exceptional visibility, and an oceanfront setting. Investors, business owners, and developers will appreciate the property's versatility, while end users may envision transforming it into a distinctive single-family residence with sweeping Atlantic views. Located in one of the Florida Keys' most desirable markets, the property is surrounded by established businesses, restaurants, marinas, resorts, and world-endless fishing and diving destinations. Its strategic location offers convenient access for both locals and visitors traveling throughout the Keys. Whether you're seeking a long-term investment, owner-user opportunity, redevelopment potential, or a signature live-work property, this unique Islamorada offering delivers location, flexibility, visibility, and exceptional upside in one of Florida's most sought-after commercial corridors.

74450 Overseas Hwy, Islamorada

$1,680,000
3 Beds 2 Baths 620533 MLS
Rare Mixed-Use Opportunity with Spectacular Ocean Views in Islamorada MM 74.5. Endless possibilities await at this highly visible, commercially zoned property located directly on the Overseas Highway at Mile Marker 74.5. Offering breathtaking open Atlantic Ocean views and exceptional highway frontage, this unique property is ideal for investors, entrepreneurs, or anyone seeking the perfect live-work lifestyle in the Florida Keys. Originally permitted as a three-unit apartment building, the property is currently configured with two primary living/work spaces, creating the opportunity for a buyer to explore the potential for a third apartment or reconfigure the property to suit their vision, subject to local approvals. Whether you're looking to maximize rental income, establish a business with residential accommodations, or create a one-of-a-kind family compound, the flexibility here is exceptional. The Neighborhood Commercial (NC) zoning opens the door to a wide variety of commercial uses while the existing residential layout also lends itself beautifully to conversion into a spacious single-family residence with incredible ocean views. Imagine waking each morning to the sunrise over the Atlantic while operating your business from one of Islamorada's most recognizable and accessible locations. The property offers generous parking, excellent visibility, fenced outdoor space, and a location surrounded by restaurants, shopping, marinas, and the best of the Florida Keys lifestyle. Opportunities with this combination of commercial frontage, residential flexibility, income potential, and unobstructed ocean views are exceptionally rare. Whether your vision is investment, business, residential living, or a combination of all three, this is a property where imagination truly becomes opportunity.

74450 Overseas Hwy, Islamorada

$2,995,000
3 Beds 4 Baths 609370 MLS
Islamorada Perfection! This British West Indies inspired pool home features two primary en-suites, a guest bedroom, three full bathrooms and one half bath encompassing almost 2,500 square feet of relaxing living space. Enjoy constant Bay breezes on the lower or upper level porches for over 1,000 additional sq. ft. of outdoor extended living areas and the ultimate in privacy with a quiet neighbor on one side and a historic garden on the other. Beautiful Brazilian hardwood cherry floors, impact french doors and windows, cathedral white beam ceilings, crown moulding, inlaid mosaic tile backsplash accents, white quartz kitchen countertops, custom blinds and recessed lighting throughout are hints of the superior design elements in this beautiful waterfront home. Never lose power with the Generac 25KW whole house generator with buried 1K propane tank! 30-amp hookup for RV, Sonos indoor/outdoor sound system and a new ADT security system with indoor/outdoor cameras are an added bonus. The property is designed for entertaining with a 60' dock, a custom outdoor grill area, fish cleaning station, Chicago brick accented in-ground heated pool, outdoor cabana shower, climate controlled tackle room with ice maker, and privacy landscaping creating a lovely tropical setting. Only a few homes away from the Florida bay and quick access to the ocean. Escape to an exotic island oasis, set amid the sought after White Marlin Beach neighborhood.

233 Gulfview Dr, Islamorada

$1,075,000
617028 MLS
ACTIVE BUILDING AND DOCK PERMITS. START BUILDING TODAY! Your tropical dream awaits with the lowest-priced waterfront lot featuring an active building permit in Islamorada. Imagine waking up to sunlit mornings, salty breezes, and the soft embrace of warm sand beneath your feet. Welcome to White Marlin Beach, where your vision of paradise comes to life. Vacant lots with active building permits are a rare find, and this one is ready for you to create your dream retreat. Picture a three-bedroom, four-bathroom island escape blending coastal charm with modern luxury. Two spacious, sunlit stories are designed for relaxation, complete with an elevator to ensure comfort and convenience. Expansive porches invite you to unwind, sip your morning coffee with bay views, feel the ocean breeze in your hair, and enjoy evenings under a canopy of stars. New construction offers more than a fresh startâ€''it brings favorable insurance rates, a solid foundation, and the confidence of quality craftsmanship. This is your gateway to maritime bliss. The private homeowners' park features one of the few sandy beaches in the Keys, perfect for building sandcastles, watching sunsets, and creating cherished memories. This property offers convenient access to vibrant dining, boutique shopping, and an inspiring arts scene. It's more than just a property; it's an invitation to embrace the island lifestyle. Opportunities like this don't wait. Ready to turn your dream into reality? Dive into your future at White Marlin Beachâ€''your tropical oasis is calling!

142 Gulfview Dr, Islamorada

$1,075,000
3 Beds 4 Baths 617029 MLS
ACTIVE BUILDING AND DOCK PERMITS. BUILD RIGHT AWAY. Your tropical dream awaits with the lowest-priced waterfront lot featuring an active building permit in Islamorada. Imagine waking up to sunlit mornings, salty breezes, and the soft embrace of warm sand beneath your feet. Welcome to White Marlin Beach, where your vision of paradise comes to life. Vacant lots with active building permits are a rare find, and this one is ready for you to create your dream retreat. Picture a three-bedroom, four-bathroom island escape blending coastal charm with modern luxury. Two spacious, sunlit stories are designed for relaxation, complete with an elevator to ensure comfort and convenience. Expansive porches invite you to unwind, sip your morning coffee with bay views, feel the ocean breeze in your hair, and enjoy evenings under a canopy of stars. New construction offers more than a fresh start—it brings favorable insurance rates, a solid foundation, and the confidence of quality craftsmanship. This is your gateway to maritime bliss. The private homeowners' park features one of the few sandy beaches in the Keys, perfect for building sandcastles, watching sunsets, and creating cherished memories. This property offers convenient access to vibrant dining, boutique shopping, and an inspiring arts scene. It's more than just a property; it's an invitation to embrace the island lifestyle. Opportunities like this don't wait. Ready to turn your dream into reality? Dive into your future at White Marlin Beach—your tropical oasis is calling!

142 Gulfview Dr, Islamorada

$3,524,000
7 Beds 4 Baths 618670 MLS
A Keys compound built to enjoy now-grow into the future, or internally convert to a 3,524 sq ft primary home without structural changes, while retaining a Waterfront Transferable Development Right (TDR/TBR) in Islamorada (approx. $650K value). Exceptional opportunity in the coveted White Marlin Beach community at MM74, this canal-front luxury family compound offers rare multi-family autonomy, strong income performance, & resort-style amenities; ideal for an owner-user, investor, or legacy Keys retreat. With two autonomous 2BR/1BA residences upstairs & a separate 3BR/2BA finished, a/c area downstairs, providing privacy, flexibility, & seamless multi-generational or guest use. In total, the compound offers 7 bedrooms & 4 bathrooms, comfortably accommodating up to 24 guests. Designed for both lifestyle & performance, when fully rented, can generate $16,000+ per month in rental income. Zoning & multiple building rights support future expansion or redevelopment. Outdoors, enjoy a resort-style waterfront setting with a private pool, expansive concrete sun deck, outdoor shower, & 70-foot concrete dock with fish-cleaning station, all situated on a 6' control-depth canal with easy access to both bay & ocean waters; ideal for boating, fishing, diving, and paddle sports. Interior finishes reflect modern coastal luxury, including updated kitchens with quartz countertops & stainless appliances, spa-inspired baths with glass-enclosed showers, large-format tile flooring, recessed lighting, & turnkey furnishings. Multiple balconies & patios capture steady breezes & tranquil water views, with manatees frequently passing by. Enjoy private gated access to White Marlin Beach, just a short walk away, offering bay-side sunset views, with the Atlantic Ocean beach also nearby. Grocery stores, marinas, restaurants & bike paths are all within minutes. Rarely does a property offering this level of unity with autonomy, along with amenities, income potential in Islamorada

110 Gulfview Dr, Islamorada

$3,525,000
5 Beds 6 Baths 614792 MLS
SELLERS SAY WE'RE READY TO SELL! Introducing the Sea Pearl: a rare and refined coastal masterpiece nestled just four parcels from the Gulf. This ultra-modern smart home constructed in 2016 redefines luxury Keys living, offering five spacious bedrooms, five and a half bathrooms, and over 4,100 square feet of meticulously designed and furnished interior space. Boaters will delight in 70 feet of concrete dockage with water and electric, 15,000 lb boat lift, and panoramic sunset views over a protected nature preserve across the canal—ensuring privacy and tranquility that can never be built upon. This concrete haven is fully equipped with a whole-home generator, Control4 smart system (for AC, music, lights, alarm, security cameras, TV's and more), impact windows/doors, metal roof, and a sleek glass elevator connecting all three levels. Nearly 1,500 square feet of open-air porches and patios invite you to unwind and soak in the Gulf breezes. Step inside the ground level to a welcoming foyer that opens to a sitting area, custom wet bar, Angler's room, and guest ensuite bedroom. Just beyond, enjoy a resort-style pool and built-in spa surrounded by shell stone decking that stays cool even in the summer heat. On the second level, a show-stopping modern kitchen features custom cabinetry, Brittanica Cambria quartz countertops, expansive island with waterfall edge, seating for 8, GE Monogram appliances, Viking 6-burner induction cooktop, and wine cooler—perfect for entertaining. This level also offers three additional bedrooms, including a Jack-and-Jill suite, full laundry, and half bath. The entire top floor is reserved for the primary suite: a true sanctuary with sweeping water views and open air porch, spa-like bathroom with soaking tub, glass shower, bidet, and a custom walk-in closet. With optional White Marlin Beach access, this home is the epitome of modern island elegance—where every detail has been curated for comfort, style, and the ultimate Florida Keys lifestyl

172 Venetian Dr, Islamorada

$1,050,000
2 Beds 1 Baths 613546 MLS
BEST VALUE CANAL HOME! Nestled in the sought-after White Marlin Beach subdivision on Lower Matecumbe Key, this corner lot, two-bedroom, one-bath home offers direct canal access to Florida Bay, making it a boater's dream. Enjoy the private, gated neighborhood beach, perfect for soaking in Islamorada's breathtaking blue-green waters. With ±140 feet of shoreline, this property offers endless possibilities. It currently features 25 feet of existing dock and a boat ramp, providing convenient access to world-class fishing, sandbars, and sunset cruises. A spacious yard and downstairs parking area allows for all those water toys to be stored for days of fun on the water. Inside, this cozy canal-front retreat features an open-concept living area with plenty of natural light streaming through impact windows. The kitchen offers spacious cabinets and counters, while the comfortable bedrooms provide a relaxing escape after a day on the water. With a functional layout and inviting atmosphere, this home is ready for your personal touch to create the perfect Florida Keys retreat. The surrounding unique large corner lot provides a clean palette for designing the ultimate outdoor living experience in Islamorada. A rare opportunity to own in one of Islamorada's most desirable waterfront communities. This is the LEAST EXPENSIVE waterfront single-family residence on island in Lower Matecumbe Key the Village of Islamorada. Bring your vision and make this Keys retreat your own!

109 Nautilus Dr, Islamorada

$1,550,000
2 Beds 2 Baths 610158 MLS
Charming Waterfront Home in the Village of Islamorada Welcome to your dream oasis in the heart of the Florida Keys! Nestled in the picturesque White Marlin Beach subdivision on Lower Matecumbe Key, this delightful 2-bedroom, 2-bathroom home offers an unparalleled bayside living experience. Located at mile marker 74, this property perfectly combines comfort, luxury, and the serene beauty of Islamorada. Step inside to discover a warm and inviting open living space, featuring a well-appointed kitchen with stainless steel appliances, granite countertops, and beautiful wood cabinets. The cozy, screened-in porch provides a tranquil setting to enjoy your morning coffee while overlooking the pristine waterfront and your own private dock. The spacious 1,269 sq ft interior is designed for easy, relaxed living. Each bedroom has its own private bathroom, ensuring comfort and convenience for you and your guests. The 7,000 sq ft lot is a low-maintenance paradise, boasting a 70 ft dock equipped with two boat lifts (7,000 lb and 10,000 lb) - perfect for boating enthusiasts! Outdoor living is elevated with a charming waterfront tiki hut, covered parking, and a versatile garage/storage area. The covered outdoor bar area is ideal for entertaining, with ample space for a grill and summer kitchen. For the ultimate in relaxation, ascend the spiral stairs from the upstairs patio to the rooftop deck, where you can soak in breathtaking views and endless sunsets. While Marlin Beach also has a private member-only beach with an annual fee of $250. This enchanting home is more than just a property; it's a lifestyle. Whether you're looking to escape for the weekend or settle into a year-round paradise, this Islamorada gem invites you to create lasting memories. Don't miss the chance to make this waterfront haven your own. Your slice of paradise awaits!

116 Venetian Dr, Islamorada

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