Divider
Content Divider

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

Total Listings 20
Order By:

$4,489,000
Sugarloaf Key
Sugarloaf Beach   - MM: 17.00
6 Bed, 6 Baths, 5,208 SqFt Days Listed: 180
-0.22% ($10,000) 1 Price Change : Last Change 24 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

$3,777,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 3,014 SqFt Days Listed: 156
-11.13% ($473,000) 1 Price Change : Last Change 78 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..

$3,549,000
Sugarloaf Key
Sugarloaf Beach   - MM: 17.00
4 Bed, 4 Baths, 2,205 SqFt Days Listed: 171
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....

$2,995,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 4,021 SqFt Days Listed: 199
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

$2,849,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 2,478 SqFt Days Listed: 115
+42.45% ($849,001) 1 Price Change : Last Change 48 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

$2,250,000
Sugarloaf Key
Sugarloaf Acres   - MM: 19.50
2 Bed, 2 Baths, 3,668 SqFt Days Listed: 187
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...

$1,849,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 2,668 SqFt Days Listed: 93
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.

$1,765,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 2,580 SqFt Days Listed: 239
-1.89% ($34,000) 1 Price Change : Last Change 43 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

$1,698,888
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
3 Bed, 3 Baths, 1,752 SqFt Days Listed: 8
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

$1,249,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
5 Bed, 5 Baths, 3,081 SqFt Days Listed: 110
-3.78% ($49,000) 1 Price Change : Last Change 43 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

$1,189,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 2,288 SqFt Days Listed: 184
-8.47% ($110,000) 4 Price Changes : Last Change 21 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!

$1,075,000
Sugarloaf Key
Vacation Harbor   - MM: 19.50
3 Bed, 3 Baths, 1,645 SqFt Days Listed: 258
-2.27% ($25,000) 1 Price Change : Last Change 64 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!

$999,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,844 SqFt Days Listed: 350
-9.10% ($100,000) 2 Price Changes : Last Change 12 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.

$950,000
Sugarloaf Key
Sugarloaf Acres   - MM: 19.50
4 Bed, 4 Baths, 2,440 SqFt Days Listed: 76
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.

$899,900
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,652 SqFt Days Listed: 178
-9.92% ($99,100) 1 Price Change : Last Change 73 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.

$899,000
Sugarloaf Key
Hildas Subdivision   - MM: 19.00
3 Bed, 3 Baths, 2,190 SqFt Days Listed: 11
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...

$675,000
Sugarloaf Key
Vacation Harbor   - MM: 19.50
3 Bed, 3 Baths, 1,175 SqFt Days Listed: 17
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Just moments from open water, this meticulously maintained home is nestled amongst the treetops of majestic Sugarloaf Key on an oversized lot full of lush landscaping. Enjoy relaxation & easy entertaining in the large open living area w/a tastefully upgraded kitchen, complete w/granite counters, stainless steel appliances, smart home features, soft close cabinets & drawers, pantry, under cabinet lighting, & voice activated recessed lighting throughout. Featuring a metal roof & impact windows, savor sweeping canopy views, while French doors open to the spacious screened deck overlooking the water, tiki bar, & breathtaking sunset skies. The 10k lb boat lift makes boating a breeze, out to prized local hangouts &fishing spots. Spectacular living just 20 minutes to Key West!

$599,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
2 Bed, 2 Baths, 1,200 SqFt Days Listed: 33
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Located in the friendly Indian Mounds neighborhood on Upper Sugarloaf Key on a huge heavily wooded lot, this upgraded and beautiful wood frame house offers convenience and privacy less than 20 miles from Key West and close to Sugarloaf School. Spacious living areas have lots of windows and glass doors looking out to the lush tropical foliage. Kitchen opens to dining area and has a large pantry; great for entertaining! Both bedrooms have private elevated decks, separate entrances and full bathrooms. One has a kitchenette and could be used as a mother-in-law suite. In addition to two full bathrooms (one with a claw foot tub!) in the house, there are also two outside showers. Lots of storage including closets, loft space, workshop and garden shed.

$544,500
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,344 SqFt Days Listed: 88
-0.07% ($400) 1 Price Change : Last Change 85 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

2014 Modular Home with Hardi Board and impact windows in Sugarloaf Shores. This home sits on a 8400sqft waterfront lot with 3 Bedroom 2 Bath an open floor plan with stainless steel appliances that is move in ready.

$505,000
Sugarloaf Key
Perez Subdivision   - MM: 19.50
3 Bed, 3 Baths, 1,676 SqFt Days Listed: 186
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Sunny Days- Enjoy your sunny days in this 3/2 home on Upper Sugarloaf Key. Recent updates throughout. Home boasts two master suites, one downstairs and one upstairs. A welcoming and inviting porch off the living area and another large porch off the upstairs master. Lots of storage including a separate storage shed, a bonus room off the porch and a large laundry room. One of the owners is a licensed Real Estate Broker.

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 08-14-2020.

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

1(800) 692-3605
Contact Us

Back To TopMore Info
Terms / Privacy / Accessibility ADA