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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 21
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166  sugarloaf Drive  For Sale, MLS 591381
$649,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,167 SqFt Days Listed: 16
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Concrete

Serenity Now! Impeccable Waterfront Home in Prestigous Sugarloaf Shores. This Gorgeous 2 bedroom/2 bath home is located on a quiet backstreet. Located just one house in from the open water & is only minutes away from some of the best fishing and diving the Keys has to offer. This gorgeous new renovation boosts stainless appliances, newly tiled floors,mini split AC System, gorgeous tiled showers as well as new Impact/shuttered doors and windows throughout Additional features include covered veranda, oversized closets with lots of storage, workshop and outdoor kitchen area... 70 concrete seawall could easily accommodate multiple boats along with a boat lift. Large 9200 sq ft yard has room for all your toys. All of this & just a short drive to all of the amenities Key West has to offer.

17213 E Starfish Lane  For Sale, MLS 588268
$649,900
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,750 SqFt Days Listed: 235
-12.16% ($90,000) 3 Price Changes : Last Change 47 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

70K price reduction! Seller wants it sold. Priced well below market, great location only a short drive to Key West. This CBS home built in 2000 sits on a 15,978 sq ft lot surrounded by a concrete privacy wall with gated drive. This bank owned 3/2 is waiting for you to make it your own estate. Lower level boasts a 1408 sq ft garage with 3 large doors. upstairs has a large master suite, granite tops and a nice view of the bay from your living area and master suite.

17157 W Bonita Lane  For Sale, MLS 591561
$825,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 4
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Beautifully remodeled Sugarloaf Shores home offering a split floor plan and a large in-ground pool. This 3 bedroom/2 bath home is tastefully designed and decorated and is being sold completely turn-key. The eat-in kitchen features granite counter tops and stainless steel appliances. The very large Master Suite boasts a sitting area and an en-suite granite bathroom w/double sinks. Additional features include tile & laminate throughout, garage, a large fenced lot, large downstairs enclosure, new hardi-board siding with fresh paint, newer heated pool (2018), newer landscaping, sprinkler system, landscape lighting, new A/C, new impact windows, and a newer composite dock on an 80 wide canal. Nothing left to do except pack your bags and move in!

17217 E Dolphin Street  For Sale, MLS 589869
$899,900
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,652 SqFt Days Listed: 142
-9.92% ($99,100) 1 Price Change : Last Change 38 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.

1261  Crane Boulevard  For Sale, MLS 591050
$950,000
Sugarloaf Key
Sugarloaf Acres   - MM: 19.50
4 Bed, 4 Baths, 2,440 SqFt Days Listed: 40
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Hidden. Protected. Secure in natural setting, this elegant elevated 2-story home on 3 acres 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.

17218 E Dolphin Street  For Sale, MLS 587172
$1,049,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,844 SqFt Days Listed: 314
-4.55% ($50,000) 1 Price Change : Last Change 35 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Pretty long water views down the canal from this custom built 3 BR/3BA home on over a 1/3 of an acre in Sugarloaf Shores. As you enter into the 1,844 sq. ft. home the Sun Room/Foyer greets you leading to the Great Room which boasts hardwood floors & Dining Area that overlooks the water. The adjacent Kitchen features a large center island, tons of custom cabinetry & black stainless appliances. The 3 large Bedrooms are all ensuite including the colossal Master Bedroom with updated bath and access to the Porch w/walk-around deck. Really quick ocean access w/no bridges via Tarpon creek from your composite dock. Room for all of your toys in the oversized 4-car garage. Gardeners will love the fully fenced yard with a large orchid house and lots of lush tropical landscaping.

1023  Loggerhead Lane  For Sale, MLS 588457
$1,075,000
Sugarloaf Key
Vacation Harbor   - MM: 19.50
3 Bed, 3 Baths, 1,645 SqFt Days Listed: 222
-2.27% ($25,000) 1 Price Change : Last Change 29 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!

1561  Coral Court  For Sale, MLS 589767
$1,199,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 2,288 SqFt Days Listed: 148
-7.70% ($100,000) 3 Price Changes : Last Change 13 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

Brand New Construction in Sugarloaf Shores! This gorgeous home is nestled on a 15,847 SF tropically landscaped lot situated on a crystal clear, lagoon-style canal. A stunning dual composite & stainless staircase leads you up to the well appointed 2,288 SF home. Designed for comfort, style & entertainment, the open concept floor plan is an entertainers dream! The Chefs Kitchen offers gorgeous quartz countertops, custom cabinetry, stainless steel appliances & large center island. Guest will be accommodated in one of the 3 spacious Guest Bedrooms while you retire in the Master Suite featuring luxurious over-sized tile shower & large soaking tub. After a day on the water, dock your boat at the compost dock & relax at your coastal retreat. Seller will consider Trade and Seller Financing!

1163  Hawksbill Lane  For Sale, MLS 588668
$1,229,000
Sugarloaf Key
Vacation Harbor   - MM: 19.50
3 Bed, 3 Baths, 1,656 SqFt Days Listed: 210
-1.60% ($20,000) 2 Price Changes : Last Change 24 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Sportsmans Paradise! Located on the open water at the entrance to the GREAT WHITE HERON NATIONAL WILDLIFE REFUGE. Fish, Scuba Snorkel, and Kayak all from your backyard. The 3 BR home sprawls over a double point lot offering protected canal dockage w/10K lb boat lift, kayak ramp & immediate Gulf & easy Ocean access. The Old Florida-style home offers 1,656 sq. ft. plus a large Porch boasting picture perfect open water views. Entertaining is a must in the true Chefs Kitchen w/ granite counters, SS appliances, gas stove & breakfast nook looking out to the water. The Master Suite is complete w/walk-in closet, spa Bath & endless water views. This home is storm ready w/ hurricane impact doors & windows, metal roof & whole house generator w/auto-switch & alarm system. ONE OF A KIND LOCATION!

17179  Amberjack Lane  For Sale, MLS 590655
$1,249,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
5 Bed, 5 Baths, 3,081 SqFt Days Listed: 74
-3.78% ($49,000) 1 Price Change : Last Change 8 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Take a second look at this fantastic canal-front property on Sugarloaf Key, a bedroom community that never sleeps. The Amberjack canal is the most accessible canal to get under the bridge and out to the flats, as well as for direct access to the Atlantic. One of the best built homes in the Florida Keys, the home is protected with Hardie Board siding and impact glass windows/doors through out. There are five bedrooms, three ensuite baths, with one bedroom having direct/separate entrance for the possibility of a lockout.Heated swimming pool, amble storage, custom cypress woodwork through out, and separate laundry room are a few special amenities. A screened wraparound porch opens the home to outdoor living with great views of the canal and swimming pool. Come see this special home toda

17346  Keystone Road  For Sale, MLS 590984
$1,249,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 2,116 SqFt Days Listed: 47
-7.48% ($101,000) 2 Price Changes : Last Change 9 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 40ft.

Beautiful Brand New Island Home! Located 17 miles from Keys West on Sugarloaf Key - rated one of the top 20 Islands to live on in the world by Islands Magazine! The 3-bedroom 2 bath home has a relaxed, spacious feel with a tasteful combination of elegance and function throughout. Lots of space to entertain with expansive decks and incredible open water views. The outside living room with wine bar and fireplace will be your favorite place to enjoy waterfront living. Featuring a private dock and half acre lot. View the supplement for full details on this property.

17033 W Coral Drive  For Sale, MLS 588777
$1,765,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 2,580 SqFt Days Listed: 203
-1.89% ($34,000) 1 Price Change : Last Change 8 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

16862 E Point Drive  For Sale, MLS 590878
$1,849,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 2,668 SqFt Days Listed: 57
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.

16623  Banyan Lane  For Sale, MLS 584722
$2,200,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
5 Bed, 5 Baths, 4,078 SqFt Days Listed: 486
-22.81% ($650,000) 2 Price Changes : Last Change 27 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Davits

This 4,000 sq. ft. custom built concrete 5 BR 3.5 BA Pool home sprawls over 1/2 acre point lot & is highlighted by gorgeous sunset views over Sugarloaf Sound. As you enter through the Foyer to the large Great Room beautiful Brazilian hardwood floors & soaring ceilings greet you along w/lots of glass looking out to the open water. The Chefs Kitchen offers granite counters, lots of cabinetry & breakfast nook w/wide water views. The Master Suite is complete with large bath, his/her walk-in closets & picturesque views of the bay. The 2nd story Family Room is ideal for entertaining friends & family. Guests are accommodated in the Guest Wing w/2 large Suites. The tropically landscaped grounds boasts a sparkling waterfront pool & concrete dock w/davits. 5- car Garage & metal roof & storage.

18957  Hansen Trail  For Sale, MLS 589684
$2,250,000
Sugarloaf Key
Sugarloaf Acres   - MM: 19.50
2 Bed, 2 Baths, 3,668 SqFt Days Listed: 151
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: None

The Lanai Estate is an exquisite private & gated retreat in Upper Sugarloaf Key and also is a great investment opportunity as new homeowners 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, unobstructed water and sunset views, World class kayaking and paddle boarding are all at your fingertips. Gorgeous grounds lead to the crown jewel, a Hawaiian style residence boasting elite amenities, including pristine tropical grounds, a private fruit and vegetable garden, Impact windows and doors throughout, entertainment & dining spaces, 2 artists studios both with 17 vaulted ceilings, over 3,000 square feet of covered porches...

17138 W Dolphin Street  For Sale, MLS 590065
$2,750,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 4,055 SqFt Days Listed: 130
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Ramp1

This completely custom open water home in Sugarloaf Shores boasts over 400 of waterfront where you can enjoy Keys famous sunsets over Sugarloaf Sound. Once here you will you will have so many choices including world-class fishing and diving just minutes away or relaxing kayaking and paddle boarding through winding creeks leading out to the ocean. Play by your resort-style pool complete with fountains and covered lanai. Friends and family can gather on the colossal porch overlooking the pool and water or in the spacious Great Room featuring marble floors and a gorgeous Kitchen offering a granite center cooking island and Wolf & Sub-Zero stainless appliances. Guest will be accommodated on their separate floor with 2 Bedrooms, Bathroom and large Family Room while

17398 E Dolphin Street  For Sale, MLS 590618
$2,849,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 2,478 SqFt Days Listed: 79
+42.45% ($849,001) 1 Price Change : Last Change 13 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

731  Sugarloaf Boulevard  For Sale, MLS 589472
$2,995,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 4,021 SqFt Days Listed: 163
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

15410  Old State Road 4A   For Sale, MLS 589992
$3,549,000
Sugarloaf Key
Sugarloaf Beach   - MM: 17.00
4 Bed, 4 Baths, 2,205 SqFt Days Listed: 135
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....

17024 W Green Turtle Lane  For Sale, MLS 590241
$3,777,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 3,014 SqFt Days Listed: 120
-11.13% ($473,000) 1 Price Change : Last Change 43 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Lift,Boat

One of a Kind Open water & canal front estate located on a quiet street, just 12 miles east of Key West. Relax on the porches or pool patio, enjoy breath taking views & perfect sunsets over-looking uninhabited islands. Recent renovation compliments the original exposed timber & beam 12-20 ceilings. The elegant main house sits on open water & canal featuring two ensuite bedrooms, a half bath & loft area. Wet bars in the living room and loft for entertaining. The gourmet kitchen features quartz counter tops, custom cabinets, and Viking appliances for the finickiest chef. This property includes a detached guest house/office with incredible bay views, additional guest quarters, detached air conditioned two car garage with storage loft, stone walkways, AC workshop/game room..

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 07-09-2020.

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

1(800) 692-3605
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