Sugarloaf FL Real Estate & Homes for Sale

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Open House:

Tuesday, 3/10 4:00-6:30PM

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Beds:
3
Baths:
2.00
Sq.Ft.:
2,170
Status:
Active
MLS#:
618874
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.36 Acres
Year built:
2000
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
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ADDITIONAL INFORMATION

Experience breathtaking sunsets over Sugarloaf Sound from this 2-story CBS open water estate offering 3 bedrooms, 2 baths, and 2,170 sq ft of elevated coastal living just 20 minutes from Key West. Situated on a generous 15,650 sq ft lot, this meticulously maintained home features impact doors and windows, metal roof, exterior elevator, and lush tropical landscaping including a dedicated orchid house for the gardening enthusiast. The main living level showcases a stunning Great Room with soaring tongue-and-groove ceilings and panoramic water views. The open kitchen overlooks Sugarloaf Sound and offers bar seating, stainless appliances, and gas range. A dining area with Dade County Pine accent wall adds warmth and character. The entire second floor is devoted to the private Primary Suite retreat, complete with walk-in closet, sitting room, and spectacular water views for morning coffee with the sunrise and evenings watching the Keys' famous sunsets. Outdoor living is exceptional with a waterfront heated and chilled pool, covered lanai for entertaining, outdoor shower, tiki hut, and private dock with 12,000 lb boat lift offering easy open water access. Every evening, the sky ignites in gold and crimson as the sun melts into Sugarloaf Sound. This is not just a home, it is a front-row seat to one of the Florida Keys' most extraordinary natural performances.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,968
Status:
Active
MLS#:
618853
Type:
Single Family
Subdivision:
Sugarloaf Acres (19.5)
Lot size:
1.01 Acres
Year built:
1978
Courtesy: Expert Realty LLC (HQ) 305-587-7330
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ADDITIONAL INFORMATION

Set on over an acre of land, 19267 Hansen Trail is a truly one-of-a-kind property where modern luxury meets refined homestead living.Offering nearly 2,000 square feet of beautifully remodeled living space, this 3-bedroom, 2-bathroom residence has been thoughtfully upgraded with high-end finishes and smart-home conveniences throughout.The open-concept design creates a seamless flow from the spacious living room into the designer kitchen and adjoining bonus space -- perfect for entertaining, working from home, or creating a private retreat -- all leading effortlessly to the expansive backyard.The oversized primary suite serves as a true sanctuary, complete with a spa-inspired en suite bathroom and a generous walk-in closet. Every detail has been carefully considered, including towel warmers in both bathrooms, automatic blinds on every window, and a smart refrigerator integrated into the modern kitchen.Built with durability and peace of mind in mind, the home features a whole-house generator and three large propane tanks -- ensuring reliability and comfort year-round.With ample space to expand, garden, entertain, or simply enjoy the privacy of acreage living, this property offers a rare opportunity to enjoy both luxury upgrades and the freedom of wide-open space.Schedule your private showing today and experience everything 19267 Hansen Trail has to offer.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,812
Status:
Active
MLS#:
618746
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.29 Acres
Year built:
1978
Courtesy: The Agency Florida Keys 305-916-1105
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ADDITIONAL INFORMATION

OPEN WATER ELEGANCE on prestigious Southpoint, Sugarloaf Key. This exceptional 4-bedroom, 3-bath concrete waterfront residence captures breathtaking open water views from nearly every room and delivers the ultimate Florida Keys lifestyle.Positioned on a generous, beautifully landscaped lot with mature palms and established tropical greenery, the property welcomes you with a paved circular driveway, garage, expansive storage area, and pristine curb appeal. Inside, soaring cathedral ceilings elevate the open-concept living and dining area, where walls of glass frame endless turquoise water views and natural light pours in.The thoughtfully designed floor plan offers flexibility for luxury living and hosting. The second level features a spacious guest suite ideal as an alternate primary, 2 guest bedrooms, while the entire third level is dedicated to an enormous primary retreat. This private sanctuary includes a separate sitting area, panoramic open water vistas, and a stunning spa-inspired bathroom with soaking tub and refined finishes.Outdoor living is where this home truly shines. A screened-in porch overlooks the sparkling pool and unobstructed open water, creating the perfect setting for sunset cocktails or morning coffee. The expansive waterfront patio, low-maintenance turf, and fenced yard provide both privacy and ease of upkeep. Boaters will appreciate the concrete seawall and boat lift with immediate access to world-class fishing, diving, and offshore adventures.Concrete block construction, generous interior storage, dedicated laundry room, and meticulous landscaping complete this exceptional home.Rarely does a true open water pool home in this coveted Southpoint location combine views, elevation, lot size, and boating access so seamlessly.

Open House:

Sunday, 3/15 11:00-1:00PM

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Beds:
2
Baths:
2.00
Sq.Ft.:
1,520
Status:
Active
MLS#:
618733
Type:
Single Family
Subdivision:
Orchid Park Sub (17.0)
Lot size:
0.18 Acres
Year built:
1987
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

Welcome to your slice of Lower Keys paradise--just 17 miles from Key West yet worlds away from the hustle. This elevated 2-bedroom, 2-bath home sits on a generous lot in a fantastic neighborhood, offering the perfect blend of comfort, style, and island living.Inside, vaulted ceilings and impact windows fill the home with natural light and breezy tropical charm. An elevator makes access effortless, and a whole-home generator keeps life running smoothly no matter the weather. Enjoy the peace of mind of the newer AC! Downstairs, you'll find an expansive storage area ideal for a workshop, gear room, or the ultimate hobby space--plenty of room for tools, toys, and all the essentials of Keys life.Step outside and access the convenience clean canal water surrounded by lush, vibrant landscaping that feels like your own private botanical garden. Enjoy gorgeous views of the natural protected preserve right across the canal allowing for phenomenal sunsets. The all-weather decking is made for morning coffee, sunset cocktails, and everything in between. Boaters and water lovers will appreciate the dedicated skiff launch, making it easy to slip out for a day on the water whenever the mood strikes.Whether you're relaxing under the palms, tinkering in your workshop, or heading out for a quick trip to Key West or Marathon, this home delivers the laid-back tropical lifestyle people dream about. It's island living--comfortable, convenient, and full of character. Make it yours today!

Open House:

Tuesday, 3/10 4:00-6:30PM

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
2,096
Status:
Active
MLS#:
618713
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.39 Acres
Year built:
1968
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
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ADDITIONAL INFORMATION

Positioned on a rare west facing point lot with 270 ft of sparkling open water frontage on Sugarloaf Sound, this fully reimagined 3 Bedroom 3 Bathroom estate captures breathtaking sunset views across endless turquoise waters. Privately set on a gated 17,000 SF lot, the property lives like a private island compound framed by swaying palms, lush tropical landscaping, and the endless blue waters of the sound. The CBS constructed residence is complemented by a new aluminum standing seam metal roof and a complete set of impact windows/doors, offering exceptional structural integrity paired with refined island sophistication. Walls of glass flood the expansive open concept living area with natural light and showcase panoramic water views from nearly every vantage point, immersing the home in its spectacular waterfront setting. The coastal modern interior features tile plank flooring throughout, clean architectural lines, and a serene coastal palette that reflects its tropical surroundings. The chef's kitchen is anchored by an oversized waterfall edge island, custom cabinetry, high end stainless appliances, wine refrigeration, and designer lighting, all positioned to embrace the open water backdrop. The spacious primary suite overlooks the sound and serves as a private retreat, featuring a spa inspired bath with dual vanities, custom tile work, and a frameless glass walk in shower. Two additional ensuite guest bedrooms are beautifully appointed, offering privacy and comfort for family and visitors. Outdoors, the brand new concrete pool and inviting tiki hut create a true resort style setting, complemented by expansive lawn space rarely found in the Keys. After a day of world class fishing and diving in the Lower Keys, dock your vessel on the 14,000 lb boat lift, an exceptional enhancement to the waterfront lifestyle. Completely renovated and move in ready, this extraordinary estate defines sophisticated island living at its finest.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,528
Status:
Active
MLS#:
618625
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.18 Acres
Year built:
2008
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
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ADDITIONAL INFORMATION

Completely reimagined and absolutely stunning, this beautifully remodeled home in Sugarloaf Shores showcases a full renovation, including a brand new 20x8 dock scheduled for completion in early March which is included in the sale. The beautiful 3 Bedroom 2 Bathroom home features commercial grade luxury vinyl floors, beautiful new finishes, custom cabinetry, new appliances, and fresh paint inside and out. Every detail was thoughtfully selected, creating a clean, modern coastal aesthetic that feels both stylish and inviting. Built for durability and peace of mind, the home features solid concrete construction, a metal roof, and impact windows, contributing to exceptionally low insurance costs. Recent updates include a newer AC system and water heater, making this a truly low maintenance property. The thoughtfully designed layout includes a beautiful primary suite with an en suite bathroom and walk in closet, along with two guest bedrooms that provide comfortable space for family or visitors. An open and spacious balcony extends the living area outdoors, offering the perfect place to grill, dine, or simply relax and enjoy the tropical surroundings. Positioned on a quiet street on Lower Sugarloaf Key the setting offers a lush tropical feel with brand new landscaping. With no neighbors across the canal and no possibility of future development, the property enjoys a uniquely peaceful backdrop. The spacious lot offers ample room for a pool, providing excellent potential for outdoor living. Enjoy excellent boating access with no bridges to the ocean. Located in the highly desirable Sugarloaf Shores neighborhood, just 20 minutes from Key West, this home offers the perfect combination of modern updates, solid construction, and the Lower Keys lifestyle.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,060
Status:
Active
MLS#:
618536
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.59 Acres
Year built:
1970
Courtesy: Expert Realty LLC (HQ) 305-587-7330
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ADDITIONAL INFORMATION

Experience the ultimate island lifestyle in this breathtaking waterfront residence located in the prestigious Sugarloaf Shores subdivision. Situated on a massive 25,482 sq. ft. lot, this property offers rare privacy with plenty of room to breathe.Built with solid CBS construction, this 5-bedroom, 4-bath home is designed to capture the beauty of its surroundings. The open living space and full-service kitchen flow seamlessly, creating a wonderful feeling throughout the home that is perfect for entertaining or relaxing.Step outside to your own private paradise. The grounds are impeccably maintained with mature, well-manicured landscaping that frames stunning open water and canal views. Wake up to spectacular sunrises and enjoy the best of waterfront living with an impressive 215 feet of canal frontage, including a 65-foot seawall.Unique to this property is a private sandy beach, providing perfect access for swimming, kayaking, and launching wave runners directly from your backyard. Active families will love the private basketball court, while the expansive outdoor space invites you to soak up the sun and the views.For boating enthusiasts, there's easy access to backcountry fishing, beaches, and the ocean. Although Sugarloaf is known for its peaceful neighborhoods, it is only minutes from the magic of Key West and all it offers, including fine dining, theater, museums, and of course, shopping.This is more than a home; it's a retreat offering space, seclusion, and premier water access. Don't miss this opportunity to own a slice of paradise.

Beds:
4
Baths:
4.00
Sq.Ft.:
1,744
Status:
Active
MLS#:
618532
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.27 Acres
Year built:
1997
Courtesy: Coldwell Banker Schmitt RE Co. 305-872-3050
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ADDITIONAL INFORMATION

Nestled within this 280 ft of concrete walled and gated property lies a tropical oasis that epitomizes Keys living. Situated on a huge,12,000 sq ft corner lot that provides an exclusive island vibe with lots of privacy that comes complete with 200' of canal frontage, a 133' concrete dock, a new 10k lb boat lift, fish cleaning station, and travertine steps into the sparkling water for an enjoyable saltwater swim. Outdoor lighting perfects this entire property along and under the dock and seawall as well. A new higher end fiberglass pool and spa made by Latham which are built with double thick fiberglass complete with heater and chiller is just waiting for you to enjoy after a day on the water or an evening of entertaining. The adjoining new tiki hut is complete with a summer kitchen, a dining area and ready for happy hours and fish tales. The bar and lounging area located across from the tiki hut provides a comfortable lounging area complete with a nice storage area. Pavers adorn all the open spaces surrounded by new exquisite, lush landscaping maintained by a 5-zone irrigation system. A new standing seam metal roof was installed in 2024. Oh and did I mention a real fire pit. This gorgeous home is all about being outdoors and enjoying the Florida Keys tropical ambiance. The main living area has an open kitchen concept with a center island (buyers choice), gas stove, new appliances, and dining table. Guest bedroom is on the main floor with a full bath and walk in shower. Upstairs has two master suites, one with a stand-alone tub and walk in shower and the other with a walk-in shower only. All the bedrooms have balconies overlooking this peaceful, delightful, property. All the furniture is brand new and comes included with the purchase. With the proximity to Key West, and all the excitement and nightlife and the world class fishing and diving out your back door, the world is your oyster in this Fabulous Florida Keys slice of paradise. Don't let this one get away!

Open House:

Tuesday, 3/10 4:00-6:30PM

More Open House Info >

Beds:
4
Baths:
4.00
Sq.Ft.:
2,660
Status:
Active
MLS#:
618184
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.77 Acres
Year built:
1981
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
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ADDITIONAL INFORMATION

Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 Bed, 3.5 Bath modern coastal showpiece is surrounded by glistening water and enjoys Keys famous sunset views over Sugarloaf Sound.Fully renovated with premium craftsmanship, the home features a standing seam metal roof, PGT impact windows/doors, and Hardi board siding. Inside, enjoy a sunlit open-concept floor plan with soaring ceilings, a gourmet kitchen with quartz counters, premium stainless appliances, gas stove, a hidden butler's pantry, and a waterfront Bedroom wing, all oriented to frame the water from every room. Step outside and immerse yourself in resort-style living with a heated and chilled waterfront pool, soothing spa, hot tub, invigorating cold plunge, and a fire pit encircled by flickering tiki torches to gather with friends and family while sipping cocktails as the sun melts into the horizon. Lounge on the expansive covered porch while enjoying views of the peaceful nature preserve for incredible bird watching, and a setting that offers total privacy and serenity. Boaters will love the protected canal access with 2 boat lifts (8K & 12K lbs), just minutes from open water. Additional features include a 4-car garage with EV charger, covered RV Tiki with 50 amp service, whole-house 35kW generator (750-gal tank), whole house water softening system and Sonos throughout, including garage and outdoor zones. Whether you're seeking a private sanctuary, a trophy lot, or the ultimate Florida Keys lifestyle, Blue Sky Pointe delivers. This is the most premiere lot on Sugarloaf Key -- a once-in-a-lifetime opportunity.

Beds:
4
Baths:
4.00
Sq.Ft.:
1,804
Status:
Active
MLS#:
618105
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.56 Acres
Year built:
1985
Courtesy: The Agency Florida Keys 305-916-1105
View additional info

ADDITIONAL INFORMATION

Stunning open water views from this fabulous waterfront home! A truly rare and highly coveted 37,139 sqft lot point lot with A massive 362 FT OF WATERFRONTAGE on prestigious Sugarloaf Key, offering breathtaking panoramic open water views, exceptional privacy, and unmatched boating access. (24,662 sqft Upland & 12,477 submerged). These point lots are extremely limited and among the most sought-after properties on Sugarloaf, prized for their expansive water frontage and commanding views of sunrise, sunset, and moonrise. Set on a massive, fenced, and lushly landscaped lot, this extraordinary waterfront retreat enjoys no bridges to open water, making it ideal for boaters with T-tops and tuna towers. The open water side remains unobstructed, while the canal side features three boat lifts,a 10,000-lb lift, a 5,000-lb lift, and a 5,000-lb jet ski lift, thoughtfully positioned to preserve the spectacular open water views. The private sandy beach is perfect for launching paddleboards, kayaks, and water toys, while the pool creates a serene resort-style setting for relaxation and entertaining. The property is configured as a charming coastal compound, featuring a main residence with 2 bedrooms and 2 bathrooms, complemented by two separate studio cottages, each with its own bathroom, ideal for guests, extended family, or a private retreat feel. Nestled within a quiet, upscale waterfront neighborhood, Sugarloaf Shores is known for its pristine canals, biking and hiking trails, and relaxed island atmosphere, all while being just minutes to shops and restaurants and only 20 minutes from the magic of Key West. This is an incredible opportunity to own one of Sugarloaf Key's most exceptional and rare point lots where privacy, open water beauty, and effortless boating come together in perfect harmony.

Beds:
5
Baths:
5.00
Sq.Ft.:
3,700
Status:
Active
MLS#:
618059
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.23 Acres
Year built:
2026
Courtesy: Expert Realty LLC (HQ) 305-587-7330
View additional info

ADDITIONAL INFORMATION

Modern luxury seamlessly blends with relaxed tropical living in this oversized, brand-new construction home located on Sugarloaf Key. This elevated three-story residence features 5 bedrooms and 5 bathrooms all en suite, offering approximately 3,700 square feet of thoughtfully designed living space on a 10,000-square-foot lot. Designed with both lifestyle and functionality in mind, the home showcases top-of-the-line Sub-Zero and Wolf appliances, a full Smart Home system, and the largest residential elevator permitted, providing effortless access between levels. An enclosed garage and expansive storage areas beneath the home offer ample space for vehicles, toys, and fishing gear. The outdoor living is equally impressive. A large private heated pool sits along the side of the home, surrounded by artificial turf, professional landscape lighting, and outdoor speakers, creating a serene tropical setting ideal for entertaining or unwinding in complete privacy. Boaters will appreciate the 100 feet of canal frontage with a 3-foot control depth, making this an ideal property for everything from offshore fishing adventures to relaxed sandbar cruising. Whether you're a serious angler or simply enjoy life on the water, this home delivers. Just 20 minutes from Key West, Sugarloaf offers the perfect balance of convenience and tranquility--close enough to enjoy the energy of downtown, yet far enough to experience true seclusion. This exceptional waterfront home is a rare opportunity and a must-see. Listing Broker Owned / Interest.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,272
Status:
Active
MLS#:
618014
Type:
Single Family
Subdivision:
Gulf Shores (19.5)
Lot size:
0.28 Acres
Year built:
1984
Courtesy: Island Life Realty Experts 305-766-0585
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ADDITIONAL INFORMATION

Escape to your own private paradise at 19881 Date Palm Drive in Sugarloaf Key! This beautifully updated single-family home is tucked away in a quiet, secluded location and offers 100 feet of pristine canal frontage with a cut-in boat slip--perfect for boating enthusiasts with no neighbors across the canal!Step inside to find rich Brazilian hardwood floors, custom wood cabinetry, and sleek concrete countertops that bring warmth and modern character to the living space. A spacious legal lower enclosure (over 1,400 sq. ft.) adds versatility--ideal for storage, hobby space, or entertaining.Enjoy island living on your expansive deck with a wraparound catwalk, or take in the lush, tropical landscaping from your composite dock. The fully fenced lot also includes a detached shed, and there's ample room to add a pool or park your RV.Don't miss this rare canalfront gem in one of the Lower Keys' most desirable areas.Schedule your private showing today and make island life a reality!

Beds:
5
Baths:
4.00
Sq.Ft.:
2,772
Status:
Active
MLS#:
617951
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.29 Acres
Year built:
1985
Courtesy: Lokation Real Estate 954-545-5583
View additional info

ADDITIONAL INFORMATION

Experience elevated waterfront living at this stunning South Point Sugarloaf Key retreat, where open-water serenity meets refined island design. This exceptional five-bedroom, four-bathroom residence is thoughtfully designed to host family and guests with ease, featuring a desirable split-floor plan and expansive living spaces framed by endless turquoise views.The primary suite is a private sanctuary, highlighted by a wall of windows that greets each morning with sweeping vistas of the open Atlantic--an ever-changing canvas of blues that defines life in the Florida Keys. Throughout the home, wall-to-wall water views create a seamless connection between indoor comfort and the surrounding seascape, offering multiple spaces to relax, entertain, and soak in the coastal atmosphere.Set on an impressive 12,500-square-foot lot, the property provides ample room for outdoor living, recreation, and plenty of room for a pool. Boaters will appreciate the 120-foot concrete seawall with davits, delivering effortless access to world-class fishing, diving, and the iconic Lower Keys sandbars.The elevated design allows the entire lower level to transform into an expansive open-air lounge and entertainment area, complemented by a generous storage room for all your boating and island gear, plus abundant parking.Located in one of the Lower Keys' most sought-after neighborhoods, this peaceful waterfront escape is just 15 minutes from Key West, offering the perfect balance of privacy and convenience.Schedule your private showing today--available in person or via live video--and discover the essence of luxury island living.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
617939
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.29 Acres
Year built:
1989
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
View additional info

ADDITIONAL INFORMATION

Nestled on a very quiet street in the exclusive community Sugarloaf Shores, this beautifully remodeled CBS Pool Home offers the perfect blend of privacy, entertainment and island charm. Situated on a massive 12,700 sq. ft. lot, this property is a lush sanctuary for gardeners and boaters alike. The backyard is a true private resort, designed for the ultimate outdoor lifestyle featuring a heated pool, fire pit and covered sitting area plus a putting green for your avid golfers. Wander through the tropically landscaped yard featuring mature avocado, coconut, mango, and pineapple trees as you stroll to the water where you are just minutes away from the open ocean, with a private dock and boat lift situated on a 100' wide crystal-clear canal. The 3 Bedroom 2 Bath home has been beautifully remodeled, featuring a bright, open great room that frames serene canal views. The kitchen is outfitted with premium stainless-steel appliances, quartz counters, wine cooler and breakfast bar where friends and family can gather around while you cook up the days' catch. Just minutes to world-class fishing and diving via Tarpon or Sammy Creek and 15 minutes to the magic of Key West. The quiet location ensures a peaceful retreat, away from the hustle and bustle, while keeping you close to the water.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,592
Status:
Active
MLS#:
617787
Type:
Single Family
Subdivision:
Indian Mound Estates (19.5)
Lot size:
0.23 Acres
Year built:
1992
Courtesy: eXp Realty LLC 888-883-8509
View additional info

ADDITIONAL INFORMATION

Relaxed living at its finest on Sugarloaf Key. This peacefully landscaped 10,000 sq ft double parcel offers a 3 bedroom, 2.5 bath, 1564 sq ft stilted home, with in ground pool, generous off street parking, storage and sheds. Enjoy your morning coffee or afternoon cocktail on one of 3 sprawling porches this home offers. This open concept home provides endless natural light, high ceilings, wooden floors, whirlpool jacuzzi spa tub, walk in primary closet and peaceful mood lighting throughout (Govee Smart System). The outdoor area offers abundant opportunities for entertaining, hobbies, housing your motorized toys or expanding your footprint with a separate structure. (sample plans available upon request). Neighborhood has private beach and boat ramp, picnic area, and kayaks for use.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,700
Status:
Active
MLS#:
617678
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.23 Acres
Year built:
1979
Courtesy: Taylor & Assoc. RE, Inc. 305-509-9928
View additional info

ADDITIONAL INFORMATION

There are homes that check boxes, and then there are homes that speak to you the moment you step inside. This custom, meticulously crafted 3BR/3BA, 1,700 sq ft CBS masterpiece in the heart of Sugarloaf Shores is the latter, where thoughtful design, quiet elegance, and a touch of whimsy blend into a living experience that feels both luxurious and deeply personal.Set just 19 minutes from Key West, the property sits along a beautiful, clear canal, offering water views and easy access to the Lower Keys' favorite boating and backcountry destinations. Inside, light spills across creamy stone floors, warm wood accents glow overhead, and every detail feels intentional, curated, and truly one-of-a-kind.The kitchen is unforgettable: a sculpted metal vent hood, rich bronze farmhouse sink, hand-selected stone counters, custom pot filler, and Miele appliances. With wood-paneled ceilings and soft ambient lighting, the space feels like a European countryside retreat blended with island luxury, a kitchen you dream of cooking in, where mornings feel peaceful and evenings linger.The open living area flows naturally for gathering and connection. A split bedroom design enhances privacy, and the primary suite offers a walk-in closet and spa-inspired bath wrapped in warm textures and indulgent finishes.Outside, the property continues to impress with approximately 100 feet of concrete dockage with davits, perfect for days spent boating, fishing, or exploring hidden mangroves. The oversized 10,050 sq ft lot provides ample room to design the tropical pool of your dreams, surrounded by swaying palms and breezy outdoor living spaces.Built with solid CBS construction, metal roof, and full impact windows/doors, this home offers durability without sacrificing its soulful, custom aesthetic. Every inch feels chosen with care. Every finish feels meaningful. Every space tells a story.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,764
Status:
Active
MLS#:
617675
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.34 Acres
Year built:
1991
Courtesy: The Agency Florida Keys 305-916-1105
View additional info

ADDITIONAL INFORMATION

RARE Solar-Powered Waterfront Tropical Gem with TESLA Solar Storage Banks on Prestigious Sugarloaf Key! A rare opportunity to own a fully solar-powered waterfront residence featuring 26 solar panels and two Tesla Solar Powerwall storage banks, offering exceptionally low energy costs, backup power, and the potential to earn credits by supplying excess energy back to the grid. This elevated 3 BD, 2 BA, 1,764 SF home sits on exclusive Southpoint--only three homes from open water and just 20 minutes to Key West.Step inside to a breathtaking cathedral Cupola, soaring above the open living, dining, and great room. Impact-glass windows fill the space with natural light, highlighting the home's tropical architecture and warm coastal finishes. The kitchen is designed for effortless entertaining with a double island, stainless steel appliances, and new quartz countertops. The split floor plan creates exceptional privacy. The primary suite features a large walk-in shower, jacuzzi tub, double vanity, and a spacious walk-in closet that connects to a versatile laundry/fitness/office room--also home to the Tesla storage banks. The opposite wing offers two guest bedrooms and a dual-access bathroom with two private vanities. Enhance your waterfront lifestyle with an impressive concrete boat ramp for jet skis, boats, kayaks, and paddleboards, plus a newly installed 10,000 lb boat lift on a deep, wide, crystal-clear canal providing fast access to both the Gullf and Atlantic. The oversized 15,000 SF lot bursts with vibrant tropical landscaping and includes a newly completed tropical pool with natural rock feature. Enjoy sunset views and star-filled nights from the rooftop observation deck. Additional features include Andersen impact windows and sliding glass doors, low insurance costs, covered parking, and excellent storage below the home.A rare Keys offering combining sustainable energy, modern resilience, and luxurious waterfront living--an exceptional opportunity in today's market

Beds:
6
Baths:
8.00
Sq.Ft.:
4,894
Status:
Active
MLS#:
617664
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.3 Acres
Year built:
2025
Courtesy: The Agency Florida Keys 305-916-1105
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ADDITIONAL INFORMATION

Masterpiece of Modern Strength & Luxury Brand-New Concrete Waterfront Estate on Prestigious Sugarloaf Key!This extraordinary new construction stunner is engineered as a rare modern fortress-- built entirely of concrete, built to the most stringent hurricane-resistant codes, and designed for the discerning buyer who demands architectural excellence, security, and elevated coastal living. Set on prime open water with sweeping panoramic views, this property delivers the rare combination of minimalist modernism, structural integrity, and luxury resort-style design.The residence showcases a dramatic full flat rooftop deck spanning the entire top of the main home, offering uninterrupted 360 ocean sunrise and sunset views - private viewing platform unlike anything else in the Lower Keys. Inside, a breathtaking 19-ft double-volume open living area is wrapped in walls of glass, flooding the space with natural light. Sleek interior glass railings, porcelain floors, and refined finishes create a sophisticated aesthetic. Stunning chef's kitchen appointed with quartzite countertops, Monogram appliances, a bespoke bar, and a stone wine-display feature, all designed for high-end entertaining. The main residence features four luxurious private suites, each oriented to capture open-water views with direct access to generous covered terraces. A rare architectural highlight is the elevated above-flood concrete garage with soaring ceilings, loft storage space, dual cisterns, and luxury living quarters above, with kitchenette, washer/dryer, full bath, and a versatile flex room ideal for a bedroom, gym or office. A dedicated cabana bath opens directly to the pool. Outdoor living is elevated with a stunning pool and spa, outdoor shower, landscape lighting, and expansive covered entertaining and parking. A 230-ft dock is included in the sale. A statement of power, design, and luxury--brand new, turnkey, and crafted for the UHNW buyer seeking an exceptional coastal masterpiece!

Beds:
4
Baths:
9.00
Sq.Ft.:
2,907
Status:
Active
MLS#:
A11913445
Type:
Single Family
Subdivision:
SUGARLOAF SHORES SEC F RE
Lot size:
0.29 Acres
Year built:
2022
Courtesy: American Caribbean Real Estate Carlos Lorenzo 786-251-4823
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ADDITIONAL INFORMATION

Step into your own exquisite waterfront sanctuary, Casa Del Mar, in Sugarloaf Shores is where clean, modern design meets relaxed Florida Keys ease. This beautifully built CBS home with impact windows and doors delivers 4 spacious bedrooms and 4.5 baths, wrapped in contemporary style and coastal charm. Inside, the heartbeat of the home is a true chef's kitchen featuring high-end appliances, huge quartz waterfall island, and an open-concept design that flows into bright living and dining spaces. Oversized terraces extend your outdoor living space, complete with a summer kitchen made for alfresco cooking under sunlit skies and moonlit nights. The primary suite is its own private retreat, an entire level devoted just to you. Enjoy a sun-washed deck, generous walk-in closet, and a balcony that frames shimmering water views. It's a Zen-zone where you can start and end the day in absolute calm. Boaters will love the serious waterfront access: a 100-ft seawall, a 25K lb boat lift, plus a floating dock/jet ski platform. From here, your days can go in any direction: fishing, sandbars, or just a quick ride out to open water. Outside, the heated pool and masterfully designed lounging and cooking areas create an effortless indoor-outdoor lifestyle. Just 20 minutes from Key West. This home strikes the perfect balance between turnkey serenity and easy access to everything that makes the Florida Keys so remarkable. Casa Del Mar is your luxury waterfront escape, ready to enjoy from day one.

Beds:
6
Baths:
7.00
Sq.Ft.:
4,402
Status:
Active
MLS#:
617534
Type:
Single Family
Subdivision:
Sugarloaf Beach (17.0)
Lot size:
5.33 Acres
Year built:
1976
Courtesy: The Agency Florida Keys 305-916-1105
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ADDITIONAL INFORMATION

Rare Private Sandy Beach - Oceanfront Estate with endless open ocean views, just 30 minutes to Key West! This is a once-in-a-lifetime opportunity to own over 5 acres of sprawling oceanfrontage on exclusive Sugarloaf Beach, with over 500 feet of pristine sandy shoreline. Zoned Sub Urban Residential, this rare estate offers unmatched potential--create a private luxury compound, a boutique resort rental, or VIP luxury retreat. One of the few properties in the Lower Keys where lucrative nightly rentals are allowed with Special Vacation Rental Permits, this remarkable estate provides exceptional flexibility with ample room to expand. This estate has two existing homes - the main house has 4 bedrooms 4 bathrooms and the guest house has 2 bedrooms, 2 bathrooms and 1 half bath. Currently set up as two luxury nightly vacation rental homes! A new 430-foot dock is currently under construction with stainless steel pilings, stainless steel support beams and composite decking. Completion estimated in Feb/Mar included in the sale. The 5-foot draft welcomes larger boats! Arrange private charter pick ups at the dock for your guests. Enjoy world-class boating, fishing and diving on your doorstep. American Shoal Lighthouseis only 5 miles directly in front of this spectacular property. Located on highly desirable Lower Sugarloaf Key in the Lower Keys, only 30 minutes to Key West, this hidden sanctuary is an unmatched offering for a discerning buyer seeking privacy, scale, and re-development potential. Nothing comparable exists in the area! Sugarloaf Beach remains one of the most coveted and rare stretches of beachfront in the Florida Keys. Whether you envision a secluded tropical retreat, a boutique luxury rental, or a visionary new oceanfront compound, this property is incredible with amazing potential to redefine with your personal touch. Opportunities like this come once in a lifetime. Take your private tour today and unlock the full potential of this iconic oceanfront estate!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,605
Status:
Active
MLS#:
617353
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.64 Acres
Year built:
1973
Courtesy: Ocean Sotheby's International Realty 305-294-1117
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ADDITIONAL INFORMATION

Welcome to this spacious canal-front retreat set on an oversized half-acre lot with endless potential. This four-bedroom, 2,605 sq ft home offers a rare combination of water access, outdoor living, and privacy.Enjoy true Florida Keys living with a private concrete boat ramp, a dock, and direct canal access leading to mangrove-lined creeks and open water just minutes away. Whether you're exploring by paddleboard or kayak, or heading out on your boat to world-class fishing and diving, this location makes it effortless.The backyard is designed for relaxation and connection, featuring a pool, spa, and multiple outdoor patio areas, all surrounded by lush, mature tropical landscaping.Inside, the home features a renovated kitchen, bright open living spaces, and a large enclosed back porch that extends your living area and overlooks the pool, spa, and canal. With four bedrooms, generous square footage, and seamless indoor-outdoor flow, the home is ideal as a primary residence, seasonal getaway, or investment property with tremendous upside.Located just minutes from Key West yet surrounded by the peace and natural beauty of Sugarloaf, this property offers the best of both worlds--space, privacy, and direct water access that's hard to find, along with the freedom to create your ideal island retreat.

Beds:
6
Baths:
5.00
Sq.Ft.:
5,208
Status:
Active
MLS#:
617329
Type:
Single Family
Subdivision:
Sugarloaf Beach (17.0)
Lot size:
2.33 Acres
Year built:
1959
Courtesy: The Agency Florida Keys 305-916-1105
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ADDITIONAL INFORMATION

Introducing Blue Water Lagoon Estate! Experience unmatched privacy and exceptional waterfront living at this gated 2.33-acre oceanfront estate in exclusive Sugarloaf Beach -- a location famously featured in the film ''True Lies''. Designed for the avid boater and those seeking a resort-style lifestyle, this 5,208 sq. ft. residence offers rare amenities and direct access to world-class fishing and diving.A protected 6-boat basin with room for extra boats is the centerpiece of the waterfront, complete with 25K and 16K lifts, a boat ramp, sandy beach, lookout point, and composite observation deck. After a day on the water, unwind in the lagoon-style saltwater pool with heater, chiller, and custom water features. The expansive tiki bar includes TVs, True refrigerator/freezer drawers, and an ice machine--perfect for effortless outdoor entertaining. Additional features include a firepit, private sandy beach, and a full outdoor kitchen equipped with built-in BBQ, Viking appliances, and True refrigeration.The upper level offers a bright and open Great Room with sweeping ocean views, a spacious dining area, and a chef's kitchen with stainless appliances. Two covered verandas provide ideal spaces for taking in the breezes and panoramic vistas. The primary suite features an office, en suite bath, walk-in closet with laundry, sunroom, and loft. Two additional upstairs guest rooms comfortably accommodate visitors, while the separate downstairs living area offers three more guest bedrooms for privacy and flexibility.Designed for hosting and convenience, the home is equipped with a Sonos sound system, property-wide Wi-Fi, abundant storage, a two-car garage with fishing lockers, and generous parking along a winding paver driveway. Lush, mature landscaping surrounds the property, creating a serene and secluded Sugarloaf Key retreat.Call for more information today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,500
Status:
Active
MLS#:
617216
Type:
Single Family
Subdivision:
Indian Mound Estates (19.5)
Lot size:
0.24 Acres
Year built:
1968
Courtesy: Meyer and Boumerhi Realty LLC
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ADDITIONAL INFORMATION

Motivated seller! Bring all Reasonable offers 2 bedrooms, 1.5 baths with a 500sq ft screened lanai in the main building. There are 2 additional buildings that could be used as offices or bedrooms. Custom Pool with jacuzzi and swim jet. Completely remodeled in 2020 with new roof, new A/C. Located in the established Indian Mound Estates neighborhood w/ Access to private boat ramp with cabana and beach.School and nature preserve is within walking distance. This property is surrounded by lots of tropical Landscaping and privacy fencing. Many upgrades including automated lighting, huge outdoor shower, custom storage cabinets, custom concrete decks, terrazzio flooring, patios and a three bowl sink fish cleaning station. There are adjacent lots available to purchase for RV Boats and Storage. Annual flood, and wind insurance approximately $8500

Beds:
3
Baths:
3.00
Sq.Ft.:
1,400
Status:
Active
MLS#:
617176
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.29 Acres
Year built:
1982
Courtesy: Century 21 Circle - Key West 305-735-4322
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ADDITIONAL INFORMATION

RARE OPPORTUNITY HERE! Seller IS the listing Agent!! Let's make a deal! This home is perfect for a DIY or Builder. Bring your imagination as it's located in very desirable location of Sugarloaf Shores where homes are over 2++ million dollars. It just needs a makeover but has great bones and many things you won't get now. Full 2 car garage with impact doors and shop. Legal downstairs bath. Large lot on 70' wide flow through canal. Bay views. Room for pool. Seller is licensed Florida Broker Assoc.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,624
Status:
Active
MLS#:
616946
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.27 Acres
Year built:
1979
Courtesy: Brenda Donnelly Real Estate LLC 305-304-1116
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ADDITIONAL INFORMATION

Discover the rare opportunity to own a masterfully renovated waterfront property that has remained entirely unoccupied and never lived in since its completion. This three-bedroom, two-bathroom residence offers the luxury of a home where every single element is 100% brand new and unused. The home comes completely turn-key and fully furnished with a curated collection of brand-new furniture, including pristine beds, linens, and decor. Be the very first to enjoy the spa-like showers, and the first to cook in a chef's kitchen that features high-end THOR appliances. Every detail of this home was rebuilt for longevity and peace of mind, featuring a total system overhaul including brand-new plumbing, electrical, drywall, and exterior panels. For maximum climate control and whisper-quiet living, the home boasts new spray foam insulation throughout both the walls and ceilings. Located in a highly desirable area of Sugarloaf Key--famed for its quiet atmosphere and lack of highway noise--this property captures panoramic 'million-dollar' open-water views from an expansive outdoor living space. The grounds are a boater's private paradise, featuring a private concrete dock and a rare, on-site private boat ramp for effortless access to world-class fishing and the Keys' famous turquoise waters. Complete with covered parking and tropical landscaping, this sanctuary delivers the ultimate waterfront lifestyle without the wait of new construction.

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Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Florida Keys Board of Realtors® Florida Keys MLS, Inc. Real Estate listings held by brokerage firms other than the owner of this site are marked with the MLS logo and detailed information about them includes the name of the listing broker's office. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate.


Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited. © 2026 MIAMI Association of REALTORS®, all rights reserved.




Sugarloaf Real Estate

Sugarloaf is located in Florida. Sugarloaf, Florida has a population of 3,304.

The median household income in Sugarloaf, Florida is $95,365. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Sugarloaf is 50.4 years.

Sugarloaf Weather

The average high temperature in July is 89.4 degrees, with an average low temperature in January of 63.4 degrees. The average rainfall is approximately 44.4 inches per year, with 0 inches of snow per year.

Sugarloaf Map

Sugarloaf Real Estate Market Conditions

  • Median sales price

    $1,400,000
    -3276800%
    change since last quarter
  • # Active listings

    44
    30-day change

Sugarloaf Schools and Demographics

Education near Sugarloaf, FL

City County
High School Graduates 96.84 92.07
College Degree - 2 year 7.68 7.93
College Degree - 4 year 41.72 35.69
Graduate Degree 10.7 9.88
Expenditures per Student 20,907 20,907
Students per Teacher 14.7 14.7

Elementary Schools near Sugarloaf, FL

Grades Students P/T Ratio ZIP
Gerald Adams Elementary School PK - 05 544 13.3 33040
Horace O'Bryant School PK - 08 1,059 14.3 33040
Key West Montessori Charter School KG - 08 149 16.6 33040
Monroe Virtual Instruction Program (District Provided) KG - 05 6 33040
Poinciana Elementary School PK - 05 663 15.1 33040
Sigsbee Charter School KG - 08 478 17.1 33040
Stanley Switlik Elementary School PK - 05 566 14.2 33050
Sugarloaf School PK - 08 526 15 33042
Treasure Village Montessori Charter School PK - 08 213 14.2 33036

Middle Schools near Sugarloaf, FL

Grades Students P/T Ratio ZIP
Glynn Archer Elementary School PK - 05 394 15.8 33040

High Schools near Sugarloaf, FL

Grades Students P/T Ratio ZIP
Key West Collegiate School 09 - 12 78 15.3 33040
Key West High School 09 - 12 1,193 16.8 33040

Ungraded Schools near Sugarloaf, FL

Grades Students P/T Ratio ZIP
* Keys Center 08 - 12 11 11 33040
Academic Connections for Excellence 06 - 12 11 33040
Adult/Vocational/Community Education AE - AE 0 33040
Marathon School 06 - 12 667 18.5 33050
Monroe Virtual Academy (Course Offerings) 06 - 12 0 33040
Monroe Virtual Franchise 06 - 12 4 33040
Monroe Virtual Instruction Program KG - 12 0 33040

Demographics near Sugarloaf, FL

City County
Neighborhood Type Small town
Population 3,304 82,244
Population Density 259 84
Median Age 50.4 48
People per Household 2.4 2.4
Median Household Income 95,365 73,153
Average Income per Capita 61,118 50,050

Real estate near Sugarloaf