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

Total Listings 28
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15620  Old State Road 4A   For Sale, MLS 582734
$4,709,000
Sugarloaf Key
Sugarloaf Beach   - MM: 17.00
7 Bed, 7 Baths, 3,628 SqFt Days Listed: 282
-3.90% ($191,000) 7 Price Changes : Last Change 3 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

This gorgeous 3.5 Acre Oceanfront Compound boasts a 3 BR 2 BA beachfront main residence plus 2 beachfront 2 Bedroom Guest Cottages all located on one of the prettiest beaches the Keys have to offer. This is the complete package with fantastic fishing & snorkeling right off the shore, 350 of beachfront, deep water dockage, 3 Tiki Huts complete with bars, TVs and outdoor Living Rooms, & a colossal lagoon-style Pool with swim-up bar, waterfalls & grottos. Lushly landscaped and gated for complete privacy. This is the perfect property to just get away from it all or for a family compound, corporate retreat or vacation rental. Transient rentals allowed on all 3 homes allowing for excellent extra income. Live Web Cam: https://video.nest.com/live/EumUbwKfNl

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: 166
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
$3,099,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
5 Bed, 5 Baths, 3,488 SqFt Days Listed: 29
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

15420  Old State Road 4A   For Sale, MLS 582724
$2,750,000
Sugarloaf Key
Sugarloaf Beach   - MM: 17.00
4 Bed, 4 Baths, 4,309 SqFt Days Listed: 282
-29.49% ($1,150,000) 8 Price Changes : Last Change 18 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Magnificent Oceanfront home offers serenity & privacy 120 ft of private beach, enter foyer to the winding staircase to this 4300 sq ft 4 bedroom 2 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 ZONED SR-L ZONED FOR VACATION RENTALS UNDER 28 DAYS

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: 159
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

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: 159
-12.32% ($351,000) 1 Price Change : Last Change 133 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: 113
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.

17398  Dolphin Street  For Sale, MLS 581812
$1,999,999
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 2,464 SqFt Days Listed: 345
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

4 BD/3 BA, 2464 sq ft pre-construction home in prestigious Sugarloaf Key!Want privacy, outdoor space, and room for a pool? No worries. This property has you covered! Over half an acre of land to add a patio, pool, and many more options! This property has stunning ocean front and sunrise views! 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 to prepare scrumptious Keys dishes!Master suite on the top level with private entry to covered porch that provides an incredible morning hang out to take in the views of the ocean!Make this your vacation get away or primary home today!

16705  Tamarind Road  For Sale, MLS 582342
$1,874,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 3,086 SqFt Days Listed: 305
-14.82% ($326,000) 3 Price Changes : Last Change 93 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Boat L

Just reduced for quick sale! A must see. This home is immaculate and beautifully designed, offering unlimited water views in all directions for spectacular sunrises and sets. Better than new with over 3,000 square feet of living area w/elevator and can be purchased furnished. Why build or renovate when you can begin living the dream today? 3/3 with third bath converted to laundry area. Fully enclosed 2,000 Sqft Garage w/parking for up to 5 cars. Dock with 10,000 Lbs lift. Impact glass windows and doors and Barrel Tile metal roof. Interior features include soaring ceilings, 36x36 marble flooring, solid oak floors, Italian designer cabinetry, granite countertops and much much more. A must see!

17048  Flying Fish Lane  For Sale, MLS 586116
$1,699,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 2,504 SqFt Days Listed: 65
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
$1,650,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 2,116 SqFt Days Listed: 21
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.

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: 119
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.

17203  Snapper Lane  For Sale, MLS 586937
$1,249,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,784 SqFt Days Listed: 9
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Perfection. As you enter into this perfectly remodeled 3 Bedroom plus Den/3 Bath home in Sugarloaf Shores you will notice the beautiful craftsmanship found throughout the home including shiplap walls, hurricane impact doors and windows, wood-style flooring and a gorgeous chefs Kitchen boasting quartz counters, custom cabinetry and stainless appliances. Enjoy al fresco dining on the covered pool-side lanai or on the spacious screened porch that overlooks the water. The Master Suite is the perfect place to end the day complete with quartz double sink vanity, soaking tub and separate frameless shower. Plenty or room for family and guests with 2 Guest Bedrooms and Baths plus a sleeping loft that is used as a Den. After a day on the water tuck your boat in to the protected lagoon & cool

17218 E Dolphin Street  For Sale, MLS 583748
$1,195,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,844 SqFt Days Listed: 214
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Rare opportunity to acquire a quarter of an acre private stellar custom home located in the quiet pristine Sugarloaf Shores neighborhood. Gated and secure for privacy, this 2 story CBS property features a sunny Florida room entry with hardwood floors, upgraded kitchen with stainless steel appliances, incredible 3 bedrooms with en suite bathrooms, accommodates up to 4 cars, room for a game area, formal dining room overlooking premium water views, detached enclosed Orchid house, large entertainers yard with mature landscaping, with canal front. A boaters dream! The possibilities and potentials are endless. This one-of-a-kind property, in a world-class location.

16763 E Point Drive  For Sale, MLS 585923
$1,175,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 1,800 SqFt Days Listed: 78
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

This unique canal-front home offers remarkable charm and character, with upgrades and great features thanks to David L. Smith Interiors. This 1800- square-foot home offers 4 bedrooms 2 baths with a split floor plan. Well equipped kitchen with top of the line appliance plus a Perlick wine cooler a wonderful gathering place. Amazing large screened porch to relax after a long day on the water. This CBS homes also offers a concrete walk around deck. New 24g standing seam metal roof. Large garage area with automatic garage door opener, along with an extra storage area. Over sized lot 100 x 125, tropical vegetation, sandy beach area and a 100 foot concrete dock. This home is offered furnished!!!

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: 34
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!

17131  Marlin Drive  For Sale, MLS 585808
$849,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,236 SqFt Days Listed: 87
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Fabulous sunset and water views abound from this airy home. Tucked away in Sugarloaf Shores, enjoy views from inside and out. A large and private landscaped lot opens onto canal with dock with lift. Plenty of storage in legal downstairs.Great water access and minutes from Key West.

480 S Point Drive  For Sale, MLS 586712
$849,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 2,116 SqFt Days Listed: 19
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

Pretty sunset views down the canal from this spacious 3 Bedroom Pool home in the South Point section of Sugarloaf Shores. Enjoy sunbathing by the heated pool or sip cocktails under the pool-side Tiki. Fabulous fishing & diving just minutes away from your composite dock w/davits. The open floor plan boasts 2,116 sq. ft. & is highlighted by walls of glass looking out to the pool & water. The chefs Kitchen is complete w/upgraded stainless appliances & granite counters w/breakfast bar. Lots of privacy for guests with 2 Master Suites on opposite sides of the home plus a 3rd Loft-style Bedroom with picturesque views down the canal. The easy to maintain property features hurricane impact doors & windows, metal roof, and a 15,125 sq. ft. peacock yard with tropical landscaping.

16823 E Point Drive  For Sale, MLS 586387
$849,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,740 SqFt Days Listed: 46
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

This waterfront home is located in the prestigious South Point neighborhood of Sugarloaf Shores, an upscale coastal community of waterfront homes just 15 minutes outside of Key West. Sprawling over a 12,500 sq. ft. lot the 3 BR home boasts 1,740 sq. ft. & is highlighted by the bright & airy Great Room offering soaring ceilings & lots of glass looking out to the water. Plenty of room for entertaining on the colossal waterfront Porch or in the large Kitchen and Dining area. The Master Suite offers bamboo flooring & walk-in closet. Quick open water access from the dock w/lift and excellent kayaking & paddle boarding through the winding creeks that lead to the ocean. Never lose power with the whole house generator with auto switch. Metal roof, new pea-rock yard & tropical landscaping.

126  Shore Lane  For Sale, MLS 585985
$779,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,733 SqFt Days Listed: 74
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Davit Pads

This Mid-Century Modern Franklin Lloyd Wright inspired home boasts over 2,500 sq. ft. of indoor/outdoor living space. Wrapping around an 800 sq. ft. covered & screened lanai the 3/3 home offers picture perfect views down two canals & tropical gardens with water features from every room. The very open floor plan features tongue-in-groove ceilings, cuban tiled floors, & a retractable wall of glass allowing the outdoors in. The 11,250 sq. ft. lot enjoys approx 250 of waterfront on 2 canals with concrete dock, ramp & step-down for easy kayak & paddle board access. After a day out on the water unwind at the waterfront bar or enjoy a book in the gardens on your hammock. A garage/large work-shop offers storage for all your toys, tools and garden equipment. Walled for privacy.

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 08-17-2019.

Shoreline Properties
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
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