Sugarloaf Key Homes with Canal View

Sugarloaf Key Homes with Canal View

Welcome to Sugarloaf Key, a hidden gem nestled in the heart of the Florida Keys, in Monroe County. This enchanting island offers a unique blend of natural beauty, vibrant marine life, and a laid-back lifestyle that beckons both residents and visitors alike. Known for its stunning sunsets and tranquil waters, Sugarloaf Key is the perfect escape for those seeking a serene slice of paradise.

One of the most alluring features of Sugarloaf Key is its picturesque homes with canal views. Imagine waking up each morning to the gentle sound of lapping water and the sight of boats gliding through the canals just outside your window. These properties not only provide breathtaking vistas but also offer direct access to the surrounding waters, making them ideal for boating enthusiasts, fishing aficionados, and anyone who appreciates the beauty of life by the water.

The homes here are designed to embrace the island lifestyle, featuring spacious layouts, modern amenities, and outdoor spaces perfect for entertaining or simply soaking in the sun. Whether you’re looking for a cozy retreat or a luxurious waterfront estate, Sugarloaf Key has something for everyone.

In addition to its beautiful residences, the island is surrounded by lush tropical landscapes, wildlife preserves, and pristine beaches, ensuring that outdoor adventures are never far away. With its close-knit community vibe and endless opportunities for relaxation and recreation, Sugarloaf Key is not just a place to live; it’s a lifestyle to embrace. Come discover your dream home with a canal view in this extraordinary corner of Florida!

Newest Sugarloaf Key Homes with Canal View

16770 Cypress Rd, Sugarloaf
$799,000
621067 MLS
Active Permit! Start building today! Save years of planning and permitting with this exceptional 21,600 sq. ft. waterfront parcel in sought-after Sugarloaf Shores. Situated on a wide canal with ocean-side access, this property includes transferable approvals for a single family home with a 100' dock and a 15,000-lb boat lift, along with engineered plans for a custom pool offering the ultimate head start on your Florida Keys dream home. Sugarloaf Shores is renowned for its crystal clear wide canals, mangrove lined paddle board and kayak trails, quiet residential streets, and estate-sized lots. Full architectural plans, engineering reports, and permit documentation are available upon request.

16770 Cypress Rd, Sugarloaf
182 Venetian Way, Sugarloaf
$1,595,000
3 Beds ⋅ 3 Baths ⋅ 620823 MLS
Experience classic Florida Keys waterfront living in this spacious canal-front retreat on Sugarloaf Key, offering boating access, expansive indoor-outdoor living, and just a short drive to Key West. 3,000 square feet of finished living space including 4 bedrooms and 3 baths. Situated on a wide canal with ample room for a future dock, offering the opportunity to create your own boating paradise. The massive chef's kitchen features copious marble countertops, abundant cabinetry, generous seating, and opens seamlessly into the impressive great room--ideal for entertaining family and friends. The open concept living spaces open onto a large canal-side deck that extends your living space outdoors. The spacious primary suite offers tranquil canal views and a spa-inspired bath with a soaking tub positioned to take in the waterfront scenery. A skylit bonus room offers endless possibilities as a fitness room, artist's studio, or sunroom. The nicely landscaped 13,000-square-foot property offers a circular drive, mature tropical plantings, and abundant parking for guests, boats, and recreational vehicles. Whether you're seeking a full-time residence, seasonal escape, or exceptional waterfront investment, this distinctive Sugarloaf Key home offers the space, setting, and Florida Keys lifestyle you've been waiting for.

182 Venetian Way, Sugarloaf
17286 Jamaica Ln, Sugarloaf
$1,200,000
2 Beds ⋅ 2 Baths ⋅ 619901 MLS
Just a short boat ride to popular Lower Keys sandbars, coral heads, and fishing grounds, this Sugarloaf Shores canal-front home is made for the buyer who wants boating, fishing, and the easygoing Keys lifestyle right at their doorstep. Set on a quiet street just 15 minutes from Key West, this sturdy concrete 2 bedroom, 2 bath home offers southern exposure overlooking the canal, quick access to open water, and inviting outdoor spaces designed for relaxing after a day on the water. Spend mornings on the screened porch, enjoy afternoon breezes from the private balcony off the primary bedroom, and make the most of a waterfront setting that brings the best of island living together in one place. Inside, the home features an open floor plan with tile floors, high ceilings, a bright living and dining area, and a kitchen with a breakfast bar. The main bedroom includes a walk-in closet and direct balcony access, creating a private spot to enjoy the tropical surroundings. Outside, boaters and water lovers will appreciate the approximately 40-foot dock, dedicated skiff launch/ramp, canal frontage, and quick route to open water. The dock and waterfront setup provide a convenient place to keep a boat, launch a skiff, or head out for a day on the water with ease. The property also offers a garage and carport area, giving plenty of room for parking, storage, and Keys gear. Located in Sugarloaf Shores, this home offers peaceful island living with convenient access to dining, entertainment, and world-class recreation in nearby Key West.

17286 Jamaica Ln, Sugarloaf
83 Sugarloaf Dr, Sugarloaf
$998,000
3 Beds ⋅ 2 Baths ⋅ 619159 MLS
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS home on a fenced half-acre, just 20 minutes from Key West and near Sugarloaf schools. Potential for a fourth (4) bedroom, office, hobby room, etc.. Features a swimming pool with full screened outdoor patio surround, and lush tropical landscaping with palms, orchids, agave, and mature mango trees. Two cistern tanks for watering plants, washing boats & vehicles @ approximately 2,500 gallons each tank. Enjoy quick boating access to the Gulf side for premier tarpon, bonefish and permit flats, and close proximity to Sugarloaf Marina for shallow draft outboard vessels. This canal-front property includes a 30' composite dock with fish cleaning station and launching for kayak or paddle board. Additional highlights: detached carport/workshop, storage shed, and large cistern for irrigation and cleaning boats and vehicles etc.. **VA assumable loan @ 2.25% - VA must approve** **VA Assumable Loan @ 2.25% may be a possibility to a qualified VA Buyer** SELLER'S INSURANCES: FLOOD $2,318, WIND $6,683, HOMEOWNERS $2,159.75 **Canal entrance is 3'+/- at low tide**Shallow draft outboard vessels**Buyer to verify if suitable for Buyers' boating needs**

83 Sugarloaf Dr, Sugarloaf
205 S Point Dr, Sugarloaf
$2,375,000
5 Beds ⋅ 4 Baths ⋅ 617951 MLS
Experience elevated waterfront living at this stunning South Point Sugarloaf Key retreat, where open-water serenity meets refined island design. This exceptional five-bedroom, four-bathroom residence is thoughtfully designed to host family and guests with ease, featuring a desirable split-floor plan and expansive living spaces framed by endless turquoise views. The primary suite is a private sanctuary, highlighted by a wall of windows that greets each morning with sweeping vistas of the open Atlantic—an ever-changing canvas of blues that defines life in the Florida Keys. Throughout the home, wall-to-wall water views create a seamless connection between indoor comfort and the surrounding seascape, offering multiple spaces to relax, entertain, and soak in the coastal atmosphere. Set on an impressive 12,500-square-foot lot, the property provides ample room for outdoor living, recreation, and plenty of room for a pool. Boaters will appreciate the 120-foot concrete seawall with davits, delivering effortless access to world-class fishing, diving, and the iconic Lower Keys sandbars. The elevated design allows the entire lower level to transform into an expansive open-air lounge and entertainment area, complemented by a generous storage room for all your boating and island gear, plus abundant parking. Located in one of the Lower Keys' most sought-after neighborhoods, this peaceful waterfront escape is just 15 minutes from Key West, offering the perfect balance of privacy and convenience. Schedule your private showing today—available in person or via live video—and discover the essence of luxury island living.

205 S Point Dr, Sugarloaf
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
63 Sugarloaf Dr, Sugarloaf
$474,000
617936 MLS
Welcome to the lowest priced waterfront lot with an active building permit and DEP and Army Corp mitigation fees paid on prestigious Sugarloaf Key. This oversized 14,706 sq. ft. canal-front property features no-bridge ocean access, granting you instant entry to world-class fishing, diving, and boating. Located in the premier residential enclave of the Sugarloaf Shores, this lot includes an active building permit for a custom 2,120 sq. ft., 4-bedroom, 3-bath coastal-style home -- with Army Corps dock approval already secured. Build today or customize plans to suit your vision. Sugarloaf Key is beloved for its larger lots, upscale homes, and stunning natural beauty. Enjoy crystal-clear water, endless mangrove creeks perfect for paddleboarding or kayaking, and the convenience of being just 15 minutes from Key West. The neighborhood is quiet, well-maintained, and filled with luxury homes offering the perfect setting for full-time living, a vacation retreat, or investment property. Opportunities like this are rare, a cleared path to build in the most coveted location in the Lower Keys. Create your ideal Florida Keys dream home now while you still can!

63 Sugarloaf Dr, Sugarloaf
16841 Driftwood Ln, Sugarloaf
$599,000
616824 MLS
**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf Shores!** Discover an exceptional opportunity in the prestigious Sugarloaf Shores neighborhood with this oversized canal front lot, boasting 11,950 square feet. This prime piece of real estate offers quick boating access to both the Gulf of Mexico and the Atlantic Ocean. Key features include: - **Unparalleled Location:** Just 14 miles from Key West, providing easy access to world-class dining, entertainment, and shopping. - **Spectacular Views:** Enjoy distant open water views, offering a serene and picturesque backdrop. - **Buildable:** Currently on the ROGO list, waiting for ROGO permit. It has plans permitted by Monroe county for a 3,000 square foot house. - **Dock:** A 70-foot concrete dock has been approved by the Army Corps of Engineers and the Department of Environmental Protection, ensuring seamless boating experiences. Embrace the chance to build your dream home in one of Florida Keys' most sought-after communities. This lot promises a perfect blend of luxury, convenience, and natural beauty. Buyer to verify with County if Rogo and current house and dock plans can be transferred.

16841 Driftwood Ln, Sugarloaf
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