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$950,000
3 Beds ⋅ 2 Baths ⋅ 619875 MLS
On a quiet dead-end street in the highly sought-after Sugarloaf Shores community, sits this fully renovated tropical retreat thats reminiscent of something straight out of a secret garden. Set on an oversized, gated and partially fenced parcel spanning over a quarter acre, this rare non-waterfront property offers the kind of lush green space that's nearly impossible to find in the Florida Keys. Towering old-growth foliage, vibrant established plantings, fresh new landscaping, and newly laid sod create a private, enchanted oasis where every corner invites you to slow down and stay awhile. Built in 1981 of solid concrete block construction and elevated on slab, this beautifully reimagined 3-bedroom, 2-bathroom home offers 1,548 square feet of airy, light-filled living space with bright neutral finishes and thoughtful details throughout. Every inch has been meticulously renovated, blending modern comfort with effortless island charm. Designed to embrace indoor-outdoor living, the property features multiple lanais and entertaining spaces perfect for morning coffee beneath the palms, sunset dinners with friends, or quiet afternoons surrounded by tropical serenity. The expansive lot offers endless opportunity for future enhancements -- envision a resort-style pool and tiki hut, a greenhouse, outdoor kitchen, play space for the kids, or all of the above. There's room here to truly create your dream Keys compound. Downstairs, nearly 400 additional square feet of enclosed storage and utility space adds incredible flexibility, while the paved 3-car carport with lighting and built-in workspace could easily be transformed into the ultimate outdoor entertaining kitchen or hobby space. Beloved Sugarloaf Shores provides peaceful island living with a scenic miles-long paved path, a laid-back Lower Keys atmosphere, and sought-after school district -- all just 15 minutes from exciting Key West. Rare Keys privacy, greenery, and possibility you may never want to leave.

123 Venetian Way, Sugarloaf
$3,750,000
4 Beds ⋅ 4 Baths ⋅ 619842 MLS
Morning Glory - The Dolphin House is one of those rare oceanfront sanctuaries where time softens, stress fades, and every sunrise feels like it was created just for you. Welcome to Morning Glory - The Dolphin House. There are homes you visit... and there are homes you feel the moment you arrive. Perfectly positioned on an oversized direct oceanfront lot, this extraordinary 4-bedroom, 3.5-bathroom residence with 2,478 square feet invites you into a lifestyle many dream about--but few ever experience. As you step inside, you are greeted by tasteful coastal elegance, natural light, and sweeping blue-water views that instantly quiet the mind. Every room feels intentional, warm, and beautifully curated. The décor blends sophistication with comfort, creating a space where luxury feels effortless. Imagine waking each morning in your private suite as the first golden light rises over the Atlantic. Open your eyes to endless turquoise water, soft breezes, and the promise of another perfect day. Walk onto the expansive veranda with your morning coffee, where the sunrise slowly paints the sky. In the evening, the moonrise becomes your private show--silver light dancing across the water while the world grows still. Outside, the experience becomes unforgettable. Spend afternoons floating in the pool beneath swaying palms. Gather friends and family for waterfront dining as laughter mixes with the ocean breeze. Slip into the hammock with soft music and your favorite book. End the night beside the fire pit with a warm drink, toasted marshmallows, and stories under a sky full of stars. This is more than a beautiful home. It is where memories are created. Where families reconnect. Where success is celebrated. Where peace returns. For the buyer who has worked hard and now wants to truly live well, Morning Glory - The Dolphin House is not just a property. This is more than a beautiful oceanfront home. It is where memories are created. Where families reconnect. Where success is celebrated. Where peace returns. For the buyer who has worked hard and is ready to live well, truly, Morning Glory - The Dolphin House is not just a property. It is a reward. It is a retreat. It is a lifestyle. It is your chance to own a piece of oceanfront paradise.

17387 E Dolphin St, Sugarloaf
$799,000
3 Beds ⋅ 2 Baths ⋅ 619536 MLS
Opportunities like this are hard to find in the Lower Keys--this fully renovated 3-bedroom, 2-bath home sits on a generous half-acre lot in the highly desirable Sugarloaf Key area, offering space, privacy, and modern upgrades throughout. Designed for easy coastal living, the home features durable Hardie board siding, a long-lasting metal roof, tile flooring throughout, and an energy-efficient tankless water heater. Inside, you'll find a bright, open layout that flows effortlessly to an expansive screened porch--perfect for relaxing or entertaining. Step outside to a 24' x 24' sun deck overlooking the oversized yard, where there's ample room to add a pool, store your toys, utilize the existing RV hookup, or enjoy fresh mangos right off the trees. The ground level provides covered parking for two vehicles and an abundance of space for additional uncovered parking. Ideally located near multiple boat ramps, this property is a dream for boating and fishing enthusiasts. You'll also be just minutes from the natural beauty of the Upper Sugarloaf Nature Preserve, the local Sugarloaf School, and a variety of popular dining spots. Whether you're searching for a full-time residence, vacation home, or investment property in the Florida Keys, this move-in-ready home checks all the boxes.

937 Loggerhead Ln, Sugarloaf
$5,200,000
4 Beds ⋅ 4 Baths ⋅ 618184 MLS
Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 Bed, 3.5 Bath modern coastal showpiece is surrounded by glistening water and enjoys Keys famous sunset views over Sugarloaf Sound. Fully renovated with premium craftsmanship, the home features a standing seam metal roof, PGT impact windows/doors, and Hardi board siding. Inside, enjoy a sunlit open-concept floor plan with soaring ceilings, a gourmet kitchen with quartz counters, premium stainless appliances, gas stove, a hidden butler's pantry, and a waterfront Bedroom wing, all oriented to frame the water from every room. Step outside and immerse yourself in resort-style living with a heated and chilled waterfront pool, soothing spa, hot tub, invigorating cold plunge, and a fire pit encircled by flickering tiki torches to gather with friends and family while sipping cocktails as the sun melts into the horizon. Lounge on the expansive covered porch while enjoying views of the peaceful nature preserve for incredible bird watching, and a setting that offers total privacy and serenity. Boaters will love the protected canal access with 2 boat lifts (8K & 12K lbs), just minutes from open water. Additional features include a 4-car garage with EV charger, covered RV Tiki with 50 amp service, whole-house 35kW generator (750-gal tank), whole house water softening system and Sonos throughout, including garage and outdoor zones. Whether you're seeking a private sanctuary, a trophy lot, or the ultimate Florida Keys lifestyle, Blue Sky Pointe delivers. This is the most premiere lot on Sugarloaf Key — a once-in-a-lifetime opportunity.

17013 Coral Dr, Sugarloaf