Sugarloaf Key LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

Total Listings 29
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15410  Old State Road 4A   For Sale, MLS 584604
$3,580,000
Sugarloaf Key
Sugarloaf Beach   - MM: 17.00
4 Bed, 4 Baths, 2,205 SqFt Days Listed: 285
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Amazing Open Water home with over 300 ft of Beach looking at Atlantic Ocean,Looking for privacy this is it!!! Just Remodel with impact windows, kitchen offers granite counters, living room with full slidders that opens to large patio, 3 bedrooms with private balconies, plus office/bedroom, garage plus large downstairs enclosureZONED SR-L ZONED FOR VACATION RENTALS UNDER 28 DAYS

17387 E Allamanda Drive  For Sale, MLS 586584
$2,999,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
5 Bed, 5 Baths, 3,488 SqFt Days Listed: 148
-3.23% ($100,000) 1 Price Change : Last Change 104 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davit Pads,Davits

Secluded on a 15,000 sq ft tropically gated lot in Sugarloaf Shores is an estate of understated elegance and Caribbean inspiration. The 3,500 sq ft residence takes full advantage of its waterfront location, blurring the lines between indoors and out and allowing for the most pleasurable resort-like lifestyle. The style lends itself to the Islands with its breezy outdoor spaces while the light-filled, view-focused interior has been adapted for relaxed, refined modern living. This newly renovated 5 bedroom 4 bathroom estate is graced by soaring tray ceilings, oversized porcelain tile throughout and the wall-to-wall impact windows are a haven for gazing at the beautiful exclusive waters of Sugarloaf Sound. The grand entryway with a sweeping staircase draws you into a voluminous layout

17138 W Dolphin Street  For Sale, MLS 584731
$2,750,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 4,055 SqFt Days Listed: 278
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Ramp

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

15420  Old State Road 4A   For Sale, MLS 588452
$2,600,000
Sugarloaf Key
Sugarloaf Beach   - MM: 17.00
4 Bed, 4 Baths, 4,309 SqFt Days Listed: 14
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Magnificent Oceanfront home offers serenity & privacy 120 ft of private beach,ZONED SR-L ZONED FOR VACATION RENTALS UNDER 28 DAYS enter foyer to the winding staircase to this 4300 sq ft 4 bedroom 3 1/2 bath home, enjoy open water views from everywhere you look, unwind at your custom built infinity pool over looking your beach plus pool side bar, 2 car garage + 1226 storage, all sliders are impact, 2 car garage

16623  Banyan Lane  For Sale, MLS 584722
$2,499,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
5 Bed, 5 Baths, 4,078 SqFt Days Listed: 278
-12.32% ($351,000) 1 Price Change : Last Change 253 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.

17387  Dolphin Street  For Sale, MLS 585399
$2,200,000
Sugarloaf Key
Sugarloaf Shores   - MM: 25.00
3 Bed, 3 Baths, 2,419 SqFt Days Listed: 232
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

This property includes a spacious floor plan and 10 foot wide covered porches on both levels! Luxurious kitchen-granite counters, wood cabinets, stainless steel appliances with plenty of counter space. This property also includes an outdoor kitchen, swimming pool and beautiful landscaping. Master suite on the top level with the private entry to a covered porch that provides incredible views of the ocean.Buyer can also purchase MLS 581812.Listing agent is part owner.

16705  Tamarind Road  For Sale, MLS 588005
$1,890,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 3,086 SqFt Days Listed: 44
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Designed and built by owner in 2015 this stunning 3 Bedroom 2 Bath home sprawls over almost a half acre on sparkling open waters in the prestigious South Point neighborhood of Sugarloaf Shores. Boasting over 3,000 SF the modern home features soaring ceilings, marble and solid oak flooring, and lots of glass looking out to picture perfect water views. Entertain friends in the true Chefs Kitchen complete with Miele appliances, double wall ovens, Italian designer cabinetry and bar. Guests are accommodated on the main floor Suites while you retire in the 2nd floor Master Suite offering marble Bath with separate shower, large walk-in closet and private veranda with access to the roof top deck to enjoy the wide water views. The spacious Laundry Room could easily be converted to a 3rd Bath

340 S Point Drive  For Sale, MLS 587080
$1,599,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 2,935 SqFt Days Listed: 113
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Lift100ft

Famous Keys sunsets over Sugarloaf Sound from this tastefully remodeled & impeccably maintained 3 BR 4 BA Pool home in the prestigious South Point neighborhood of Sugarloaf Shores. Enjoy picture perfect water views from all rooms including the Great Room highlighted by a retracting wall of glass allowing the outdoors in. The Chefs Kitchen features stainless appliances & large granite bar for entertaining. The Master Suite is complete w/a luxurious spa-style bath &. large private Porch. Relax by your waterfront pool offering lots of decking & a covered lanai. Perfect accommodations for your water toys w/ 100 of seawall w/boat lift & quick ocean access via Sammys Creek & a large basin to launch your kayaks & paddle boards to paddle the winding mangrove creeks just minutes away.

17048  Flying Fish Lane  For Sale, MLS 586116
$1,599,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 2,504 SqFt Days Listed: 184
-5.89% ($100,000) 1 Price Change : Last Change 119 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Gorgeous sunset views over Sugarloaf Sound from this Polynesian-inspired home. Drive through the gates an immerse yourself in this tropically landscaped 17,500 Sq Ft point lot paradise. This 2 bedroom 2 bathroom plus loft home offers expansive water views from all angles and is accented by an open floor plan, soaring wood beam ceilings, and spacious bedrooms. Walls of glass and a large wrap around screened porch surround the Great Room, making indoor/outdoor living a breeze! After a day on the water, dock your boat at the concrete dock, complete with boat cut-in, relax on the sandy waterfront beach or sip cocktails in the colossal covered screened lanai.

17346  Keystone Road  For Sale, MLS 586680
$1,499,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 2,116 SqFt Days Listed: 140
-9.15% ($151,000) 2 Price Changes : Last Change 38 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 40ft.

Brand New Showcase Home recently completed and ready for its lucky new owners! This one of a kind property is 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.

17179  Amberjack Lane  For Sale, MLS 587934
$1,450,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
5 Bed, 5 Baths, 3,081 SqFt Days Listed: 48
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

One of the best built canal-front homes in South Florida, this 4 Bedroom 4.5 Bath home is wonderfully unique. All bedrooms have en suite baths. A stunning great room features 17-foot ceilings, fireplace and French doors opening to a screened porch. Handcrafted wood cabinets, and the cypress wood theme create a comfortable and relaxing atmosphere. Outdoors, everyone loves swimming in a saltwater pool. Dock your boat in the back yard canal and fish off the dock. A spacious wraparound porch provides relaxing views of the canal, open water and pool. Other features include impact doors & windows throughout, hardiplank siding and storage galore. Fifth bedroom lockout with separate entrance is also possible. This Sugarloaf canal allows for convenient access to both the backcountry and ocean.

16845  Tamarind Road  For Sale, MLS 585303
$1,399,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 3,042 SqFt Days Listed: 238
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

Exceptional 4 BR/3.5 BA open water pool home in Sugarloaf Shores, an upscale coastal community of waterfront homes just minutes to Key West. The custom home boasts gorgeous open water views and lots of upgraded finishes including beautiful Mahogany wood floors and a granite Chefs Kitchen offering stainless appliances and a center cooking island. The open floor looks out to water on all sides and leads to an expansive deck where you can enjoy dining under the stars. After a day out on the water lift your boat onto the davits at your concrete dock and relax by the waterfront pool & spa. The 2-story home is ideal for guests or large families with a Master Suite and entertaining area on the 1st floor an a 2nd Master & Guest Bedrooms on the 2nd main living level.

17260  Oleander Lane  For Sale, MLS 587256
$1,340,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,866 SqFt Days Listed: 97
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Mermaids Lair, a gorgeous 1/2 acre + waterfront property located in the exclusive neighborhood of Sugarloaf Shores. Arrive through electronic gates to the large CBS home which boasts a winding salt water lagoon that wraps around the property. The 3 BR 2 BA home has been superbly renovated with luxurious appointments & superb craftsmanship which will tantalize your senses. Enter in to the colossal Great Room which features soaring wood ceilings, porcelain wood plank flooring and an adjoining wrap-around screened Porch which extends the main Living Area by over 670 sq. ft. allowing picture-perfect sunrise to sunset water views. The designer Kitchen offers custom glass cabinetry, custom designed imported mosaics, stainless appliances, and gorgeous granite counters with center island

1163  Hawksbill Lane  For Sale, MLS 588668
$1,249,000
Sugarloaf Key
Vacation Harbor   - MM: 19.50
3 Bed, 3 Baths, 1,656 SqFt Days Listed: 2
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Fantastic views of the Gulf & Backcountry from every angle at this open water home on Upper Sugarloaf Key. 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, stainless 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. Lots of downstairs storage & plenty of room for pool and RV. Offered Turn-Key!

1261  Crane Boulevard  For Sale, MLS 587589
$1,100,000
Sugarloaf Key
Sugarloaf Acres   - MM: 19.50
4 Bed, 4 Baths, 2,440 SqFt Days Listed: 72
-15.38% ($200,000) 1 Price Change : Last Change 59 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

City slickers need not inquire: This is a nature-lovers hideaway edged by the Great White Heron National Wildlife Refuge. Tucked between a natural hardwood hammock (1.39 acres) and mangrove wetlands (.50 acres) that stretch to the Gulf of Mexico, the elevated 2-story house has 2 bedrooms/1.5 baths on the first level and 2 beds/2 baths on the second. All rooms have water views; most have access to balconies--in fact, more than 1500sf of porches, balconies and catwalks. Two-car garage enclosed with 1200sf of ground-level storage space & workshop w/AC. A grassy lawn amidst the 3 acres of private forest offers room for a pool!!! Property is hard to find. Call Realtor to meet you at the end of Crane Blvd. because, well, this is where you go to get away from it all

1023  Loggerhead Lane  For Sale, MLS 588457
$1,100,000
Sugarloaf Key
Vacation Harbor   - MM: 19.50
3 Bed, 3 Baths, 1,645 SqFt Days Listed: 14
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!

17218 E Dolphin Street  For Sale, MLS 587172
$1,099,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,844 SqFt Days Listed: 106
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.

17194  Coral Drive  For Sale, MLS 586488
$874,500
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,548 SqFt Days Listed: 153
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Spectacular canal-front, corner lot oasis! Come take a look at this wonderful canal-front, three bedroom, two bath home nestled in among a thoughtfully designed tropical sanctuary. Open, updated kitchen, living, dining plan with a gorgeous master suite and outdoor sitting area along with two more bedrooms and a bath. Theres also an additional space, now used as an office, but could easily be a formal dining area or sitting area with a large covered porch. Huge, 15,125 sq. ft lot with lots of room for additional living/entertaining space and room for a pool. Not to worry about storage, as this property even has a two car garage and additional workshop area. Easy access to the open water. Dont miss this one!

17049 W Bonefish Lane  For Sale, MLS 588129
$839,900
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,300 SqFt Days Listed: 37
-1.07% ($9,100) 1 Price Change : Last Change 10 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits40ft.

Waterfront stunner is ready for its new owner today! This 3 bed, 2 bath home is turnkey and can be used as a rental property. The house has 1300 sq ft with impeccable ocean views from nearly every room in the house. The large living and dining floor plan opens up to the screened in back porch for entertaining. The great sized lot offers plenty of room for storage or your water toys. There is ample amount of room for parking and an extra space for an RV.Being sold fully furnished, all you have to do is move in your personal items and enjoy Florida Keys living at its finest!

16680 E Point Drive  For Sale, MLS 587791
$829,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,801 SqFt Days Listed: 58
-1.19% ($10,000) 1 Price Change : Last Change 19 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: DavitsConcrete

Pristine and immaculate canal-front home in the desirable South Point neighborhood of Sugarloaf Shores. Two bedrooms and three baths with an open kitchen, dining, living-room concept. A wall of glass doors lead to the covered entertaining gazebo overlooking the canal and with views of the open water. Under the gazebo is more lounging and entertaining space along with a spa. Endless possibilities with this beautiful home situated on a 16,500 sq ft lot with a concrete seawall with davits. Room for a pool, tropical gardens or leave as is with easy landscaping maintenance. Come take a look at this gorgeous home in the coveted South Point area! Both of the Owners are Fl Licensed Real Estate Agents, but not the listing agent.

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 12-14-2019.

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92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
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