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Sugarloaf Key Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Waterfront homes in Sugarloaf Key are some of the best in the market.  These highly sought after Florida Keys properties are quite popular, making up the majority of the Sugarloaf Key real estate market.  This area in the Lower Florida Keys is known for its organic beauty, with a stunning, peaceful atmosphere.  Oceanfront homes for sale in Sugarloaf Key and gulf or bayfront houses in Sugarloaf Key are numerous and are designed for real estate buyers looking to experience the best of the Florida Keys lifestyle.  Browse Florida Keys MLS listings below to see all waterfront properties in Sugarloaf Key.

Total Listings 20
Order By:

$419,000
Sugarloaf Key
Gulf Shores   - MM: 19.50
2 Bed, 2 Baths, 1,467 SqFt Days Listed: 12
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Take a step back in time when you visit this 2/2 canal front home on 3 lots - over 1/2 acre! It appraised for $427,000 earlier this year. There are 2 sections to the house. The main section needs a new roof. The bunkhouse section can be lived in while the main section is being repaired or replaced. The lots in this quiet neighborhood avg 100X150, creating a private atmosphere.

$799,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,456 SqFt Days Listed: 13
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

A MUST SEE! Located on the in high demand and desirable Sugarloaf Key, offering Breathtaking Sunsets! Large lot with lush mature tropical landscaping and lots of shade and privacy. This home is nestled on this beautiful lot on a wonderful swimmable canal which is clean, wide, and deep with a custom wooden dock. The home has been loved and cared for with high ceilings, open floor plan, 3 bedrooms and 2 large baths and walk in closet. Wrap around porch with composite and tile decking, wood railings, and flowering vines. Lots of natural light in home and nice custom touches. Permitted storage below and plenty of space for cars and toys! Enjoy walks along the palm tree lined sidewalks, close to the famous Jumping Bridge, and only a mere 15 to 20 minutes from Key West.

$899,000
Sugarloaf Key
Hildas Subdivision   - MM: 19.00
3 Bed, 3 Baths, 2,190 SqFt Days Listed: 55
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

At the end of a 1300 ft driveway, surrounded by wildlife & water, exists the perfect getaway. 5.27 acres of privately owned land surrounded on 3 sides by hundreds of acres of State and Federal conservation land, never a need to worry about something disturbing your peace, serenity or spectacular sunset views of the gulf. 3BD/2.5BA, just under 2,200sf of living space, updated kitchen with new Bertazzoni Speed Oven and full size oven, Dacor gas stovetop and downdraft hood, Fisher & Paykel dishwasher drawers, new smart hot water heater, Lutron smart lighting and much, much more. In addition to the wrap around porches, covered off the main living room, there is tons of covered living space under the home as it is elevated on concrete pillars...

$899,900
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,652 SqFt Days Listed: 222
-9.92% ($99,100) 1 Price Change : Last Change 117 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

This custom built 3 BR 2 BA waterfront home with a working boat ramp sits on an oversized 15,100 sq. ft. lot where there is plenty of room for a pool and all of your toys including RV and trailer storage! Enter into the spacious Great Room which boasts soaring ceilings and an open Kitchen offering a large center island, granite counters and stainless appliances. Great outdoor spaces for entertaining including a large Porch overlooking the water and a covered Lanai. Excellent boating access from the dock and ramp plus quick ocean access through Tarpon Creek with no bridges. Hurricane ready with impact doors and windows, no need for shutters! Sugarloaf Shores is an upscale neighborhood which was featured in Islands Magazine as on of the Top 20 Islands worldwide to live on.

$950,000
Sugarloaf Key
Sugarloaf Acres   - MM: 19.50
4 Bed, 4 Baths, 2,440 SqFt Days Listed: 120
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Escape from the city to your 3-acre sanctuary on Sugarloaf Key. This elegant elevated 2-story home edges the National Great White Heron Wildlife Refuge. Birds. Deer. Rabbits abound. Tucked between a Fla Keys hardwood hammock (1.39 acres) and mangrove wetlands (.5 acres w/dock permits&survey in progress) that stretch to the Gulf of Mexico. This is where you go to get away from it all. Wonderfully private and geographically protected. 4B/3.5B with 2440sf indoor living space and 1500sf of porches , balconies, catwalks. Two-car garage enclosed with 1200sf of ground-level storage space. Working cistern and more. Grassy front lawn on 45,000sf build-able lot has room for pool. Virtual tour links at Realtor.com.

$950,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,075 SqFt Days Listed: 2
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

17119 Amberjack Lane is the oceanfront retreat that you have been waiting for! Breathtaking panoramic ocean views can be enjoyed from both inside and outside the home. Spacious one level home with open floor plan in the kitchen & living room areas flow nicely to the enclosed Great Room with floor-to-ceiling glass providing the ideal spot for relaxing and enjoying amazing sunset views. In addition to the living areas you will find 2 generous size bedrooms suites with beautiful open water views. Step outside to enjoy your own private beach, water access for boating, kayaking and snorkeling. Theres even room for a pool! 17119 Amberjack Lane is quietly set back from the road, providing plenty of parking and the utmost in privacy. Schedule your private tour today!

$999,000
Sugarloaf Key
Vacation Harbor   - MM: 19.50
3 Bed, 3 Baths, 1,645 SqFt Days Listed: 302
-9.18% ($101,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 300ft.

Must see to experience all this one of a kind property has to offer! Secluded oasis on the Gulf of Mexico with 2+ acres, boat dock and breathtaking views. An entertainers backyard with a sunny pool and covered bar only add to the magic of this 3 bedroom, 2.5 bathroom home with loft and widows walk. Double lot with electric hook-up allows for RV on property. Pool and deck renovated in 2018. Exterior of house completely painted in 2018 as well. A short 20 minute drive to Key West, but a world away from the hustle and bustle... come overwhelm your senses in this Florida Keys dream house! Call Steve Andrews at 404.333.2864 or email at stephenandews@kw.com.

$1,199,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 2,450 SqFt Days Listed: 26
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits100ft.

Magnificent home on a 12,500 sf lot just 1 property in from the open water. Fantastic dockage with full 100 concrete dock with davits. The spacious home features a Great Room highlighted w/soaring ceilings & walls of glass looking out to picturesque open water views & stunning sunsets. A 750 sundeck overlooking the water is the perfect place for entertaining friends & family. Lots of lush tropical landscaping with pea-rock yard for easy maintenance. Plenty of storage with two 400 sq. ft. storage rooms. Dogwood Ln is a dead-end quiet lane in the exclusive South Point neighborhood of Sugarloaf Shores, an upscale coastal community just minutes from the magic of Key West that was named on of the 20 best islands to live on world-wide by Islands Magazine in 2010.

$1,239,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
5 Bed, 5 Baths, 3,081 SqFt Days Listed: 27
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Unique canal-front home on Sugarloaf Key, a bedroom community that never sleeps. Enter a great room with soaring ceilings features working fireplace, custom wood floors, handmade kitchen cabinets and delightful second-floor reading area. The canal is close to the Sugarloaf Bridge for quick access to the flats, as well as direct access to the oceanside. Enjoy great views and cooling breezes from the screened in porch. Impact glass windows and doors, extraordinarily-solid construction and Hardie plank siding provides extra peace of mind, as well as affordable insurance. include swimming pool with extra covered living space below. With 3,081 square feet of indoor living space, this 5 bedroom 5 bath home is perfect for a growing family or as a company retreat in the Florida Keys.

$1,595,000
Sugarloaf Key
Sugarloaf Acres   - MM: 19.50
4 Bed, 4 Baths, 2,208 SqFt Days Listed: 27
-3.33% ($55,000) 1 Price Change : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift600ft.

Sugarloaf Sanctuary - This Stunning Private Retreat will leave you breathless as you experience the Beautiful Ocean views from every room.Completely renovated and impeccably finished, this home offers a combination of Pure Luxury and Florida Keys Elegance. Desirable Open Floor Concept perfect for the modern day family with 3 Bedrooms en-suite and additional spacious room, ideal for a home office, home schooling, music room or studio. Sprawling second floor bedroom and bath open out to wooden deck and offers some of the best views and Ocean Breezes that the Florida Keys has to offer.A total combination of 2.5 acres, featuring a brand new sprawling 600 ft. T-dock with Electric boat lift leading to the crystal clear gulf waters and a 300 sq. ft. covered landing. Pool & RV Parking.

$1,697,888
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
3 Bed, 3 Baths, 1,752 SqFt Days Listed: 52
-0.06% ($1,000) 1 Price Change : Last Change 15 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

The complete package at this Turn-Key Beachfront Pool home with dockage and amazing Gulf views. Enter in to the 2-story Great Room where soaring wood-beamed ceilings and endless water views greet you. The gourmet Kitchen is a chefs dream equipped with gas stove, stainless appliances, gorgeous quartz counters, center island, double ovens & pantry. You will enjoy gorgeous water views while dining alfresco on the large screened porch or from a wall of glass in the dining area. Wake up to sparkling Gulf waters from the 2nd Story Master Suites private veranda. The resort-style property is abundant in amenities including a Gulf front Pool and the rare real sand Beach which offers a fire pit and excellent paddle boarding and kayaking access to play with the many dolphins and turtles that

$1,765,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 2,580 SqFt Days Listed: 283
-1.89% ($34,000) 1 Price Change : Last Change 87 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Rip Rap

Welcome to this spectacular, exclusive and one of a kind custom Keys home. Located on the desirable Sugarloaf Key, this lovely unique home was designed by the current owner and has many architectural details. Open, light and airy with grand 10 ft high ceilings throughout including vaulted ceilings in living room and master bedroom. A custom keystone coral fireplace and wood beamed ceiling add to the ambiance of this lovely living space. Gaze out at amazing water views from 3 sides of this home, including spectacular views from private balcony off the 2nd floor master bedroom suite. With vaulted ceilings this massive ensuite bedroom is a paradise in itself. The marble master bath offers a jetted tub or custom shower with pebble flooring and German glass block. A large walk-in closet

$1,849,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 2,668 SqFt Days Listed: 137
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 40ft.

Dazzling sunrise to sunset views of Sugarloaf Sound from this premiere 16,160 sq. ft. southeast facing property located in Sugarloaf Shores. Built in 2016 to the new 180 mph wind codes w/metal roof & all impact doors & windows. Boasting over 2,668 sq. ft. the 2 story home is highlighted by front & back porches on both floors taking full advantage of the wide water views. The open floor plan features wood plank flooring, tall ceilings & a large Great Room with granite Kitchen offering stainless appliances & custom cabinetry. 1st floor & 2nd floor Master Suites with amazing water views from upstairs. A waterfront free form Pool w/Tiki surrounded by designer landscaping gives the property the WOW factor! Approximately 250 of waterfront w/brand new concrete dock and seawall.

$1,950,000
Sugarloaf Key
Sugarloaf Acres   - MM: 19.50
4 Bed, 4 Baths, 3,668 SqFt Days Listed: 231
-13.33% ($300,000) 1 Price Change : Last Change 37 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: None

The Lanai Estate is an exceptional private & gated tropical retreat in Upper Sugarloaf Key. Just a 20-minute drive to the attractions of Key West, this is a beautiful property as a private home and/or as an investment opportunity as new owners may apply for Vacation Rental Use. Set upon a sprawling 3+ acre waterfront lot, this paradise escape is the perfect blend of serenity and nature. Private walking trails, wild Key Deer, exotic bird watching, 2 freshwater ponds, unobstructed panoramic sunset views. World-class kayaking and paddle boarding are all at your fingertips. Gorgeous grounds lead to a Hawaiian style 4 Bedroom, 5 Bathroom residence boasting a mature fruit and flower garden, and an indoor Endless Pool...

$2,849,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 2,478 SqFt Days Listed: 159
+42.45% ($849,001) 1 Price Change : Last Change 92 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 25ft.

Wow! Check out this beautiful, half acre ocean front property on Lower Sugarloaf Key. Gated entrance and concrete property walls providing the ultimate ocean front seclusion! Riprap seawall surrounding the whole property, and 25 foot concrete dock to tie your boat up. Short boat trip to some of the best backcountry hang out spots like Marvin Key! Relax on over 1000 square feet of covered porch, overlooking the open bay views. Plenty of windows and glass doors providing extreme openness, and incredible views! The views from here are some of the best in the entire Lower Keys! You need to come see it for yourself! Plans for a large pool, and extensive landscape package as well!Buyer may customize some cosmetic features of the home before August 2020.Finish construction date end of

$2,995,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 4,021 SqFt Days Listed: 243
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Stunning Architectural Masterpiece! This home of over 4000 square feet boasts a two story foyer that leads you up to the Great Room with Travertine marble tile floors from Italy. The custom chefs kitchen is detailed with Italian Cherry-wood cabinetry topped off with Giallo Reale marble counter-tops and European Stainless Steel appliances. While entertaining (and this is an entertainers/chefs home) you can close off the kitchen with the retractable wall. You & your guests will enjoy the views of beautiful Sugarloaf Sound. The Master Bedroom offers a veranda with Italian Travertine. To complete the Master Suite, the bath has Verona marble counters and Botticino marble flooring, a glass shower and a Bidet. All three guest rooms have their own private verandas. To top off this incredible

$3,499,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 3,014 SqFt Days Listed: 7
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Lift,Boat

Exquisite 25,000 sq. ft. point lot boasting incredible sunsets over Sugarloaf Sound. Property consists of a 3/3 plus loft main house, 1/1 Guest House and a detached garage. Extra large boat basin with a new 30,000 lb lift and gorgeous lagoon-style waterfront pool boasting water fall and fiber optic lighting. Main house has been completely remodeled and features a Massive Open Floor Plan with soaring wood beamed ceilings and walls of glass with turquoise water views from almost the entire floorplan. Seller has put $300K into the grounds through award winning DAsign Source including outdoor lighting, stereo, coral walk-ways, pavers & driveway. Newly installed Cat 5 hurricane glass windows and doors for the entire house!

$3,549,000
Sugarloaf Key
Sugarloaf Beach   - MM: 17.00
4 Bed, 4 Baths, 2,205 SqFt Days Listed: 215
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Excellent investment opportunity to own an oceanfront estate in the FL Keys with a transient license to rent nightly,allowing you the best opportunity to maximize income when you are not staying there!This is extremely rare in Monroe County,as most rentals are restricted to min 28 days. Nikhila Sunrise Beach is a stunning private oceanfront estate that sits on her very own secluded 310FT natural beach scattered with lots of swaying palm trees! Enjoy ultimate privacy in this newly remodeled elevated 4BR 3BA home boasting 2 master-suites,1 on the main floor & 2nd on the top floor,each with their own screened private balconies & walk in closets.The 3rd BR on the main floor is split from the master-suite allowing utmost privacy, w/access to a bathroom that also serves as guest powder room....

$3,950,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 3,954 SqFt Days Listed: 42
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip,

The Masterpiece Estate | Giving the entire residence a feeling of dynamic movement, this exquisitely designed custom masterpiece was built for privacy and with water views framed throughout the entire estate. Situated on coveted Sugarloaf Shores, enter the estate through a private gated entrance to find an architect designed 3,954SF residence perfectly sited on a lushly landscaped 1.35 acre lot with panoramic water views, a 40ft. heated lap pool, and your own private beach. Featuring a boat house for a watercraft up to 30ft, 750sf of concrete seawall, a private boat ramp, and World Class fishing and boating at your finger tips, this is truly a boaters dream.

$4,469,000
Sugarloaf Key
Sugarloaf Beach   - MM: 17.00
6 Bed, 6 Baths, 5,208 SqFt Days Listed: 224
-0.67% ($30,000) 3 Price Changes : Last Change 15 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Lift,Boat

Arriving to your stunning 5,200 sq. ft. Oceanfront Estate you will be greeted by majestic gates opening to a professionally landscaped 2.5 acre property boasting an 8 Slip Boat Basin with 16,000 lb Lift and a designer Lagoon-Style Pool. Once here you will enjoy world-class fishing and diving within eyesight from your back yard. After a day on the water sip cocktails at the poolside Tiki or watch beautiful wildlife from the sand Beach. The colossal Great Room looks out to the ocean and features wood floors and an open Kitchen with stainless appliances plus a Dining Room that also boasts fantastic ocean views. More picture perfect views of the ocean, pool and gardens are seen from the grand Porch. Guest are accommodated in the private 3 BR Guest Suite

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 09-27-2020.

Broker's Edge Realty
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
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