Sugarloaf FL Real Estate & Homes for Sale

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Open House:

Sunday, 12/28 1:00-4:00PM

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Beds:
3
Baths:
3.00
Sq.Ft.:
1,592
Status:
NEW LISTING
MLS#:
617787
Type:
Single Family
Subdivision:
Indian Mound Estates (19.5)
Lot size:
0.23 Acres
Year built:
1992
Courtesy: eXp Realty LLC 888-888-8509
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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:
4
Baths:
3.00
Sq.Ft.:
2,353
Status:
Active
MLS#:
617712
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.29 Acres
Year built:
1974
Courtesy: Coldwell Banker Schmitt Real Estate Co. (KW) 305-296-7727
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ADDITIONAL INFORMATION

Experience island living in this 2,353 sq ft, 4-bed, 3-bath Sugarloaf Shores home on a 12,500 sq ft lot. The split-level design includes two ensuite bedrooms with balcony access, plus two guest rooms on the ground floor. Skylights brighten the open living areas, flowing seamlessly to a 44' screened balcony.Out back, enjoy a 22' x 10' pool, gazebo, private boat ramp, swim ladder, and dual lifts (10K & 30K lb), all surrounded by lush tropical landscaping. Just minutes from world-class fishing and diving, and only 16 miles to Key West. Extras include an outdoor shower, ample storage, and parking for four.

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
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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 80 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
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ADDITIONAL INFORMATION

RARE Solar-Powered Waterfront Tropical Gem with TESLA Storage Banks on Prestigious Sugarloaf Key! A rare opportunity to own a fully solar-powered waterfront residence featuring 26 solar panels and two Tesla 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
View additional info

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! 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.:
1,248
Status:
Active
MLS#:
617093
Type:
Single Family
Subdivision:
Orchid Park Sub (17.0)
Lot size:
0.18 Acres
Year built:
2000
Courtesy: Truman & Co. (KW) 305-292-2244
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ADDITIONAL INFORMATION

Tucked along a quiet canal in Sugarloaf Shores, 17245 Jamaica Lane captures the essence of easy Keys living. This waterfront retreat offers direct access to open water and all things salt life--paddleboarding, kayaking, the iconic jumping bridge, and world-class cycling right out your door. Set on a generous lot, this elevated 3-bedroom, 2-bath home blends laid-back island charm with modern comfort. Inside, 1,248 square feet of light-filled space feature granite countertops, quality appliances, and thoughtful storage throughout. The primary bedroom includes a private bath, while two guest rooms offer flexibility for visitors, a home office, or creative space. A rear balcony overlooks the canal--perfect for morning coffee, evening breezes, or watching the tide roll in. Below, a spacious garage and covered area offer room for storage, a workshop, or shaded lounge space. There's ample parking for vehicles, a boat trailer, or RV, and plenty of room to add a pool or expand your outdoor entertaining area. With quick access to world-class fishing, sandbars, and snorkeling, this home is a true boater's haven. Whether you're looking for a full-time residence, weekend escape, or investment property, 17245 Jamaica Lane delivers relaxed comfort and adventure-ready living in one of the Lower Keys' most desirable neighborhoods--just a short drive from the vibrant energy of Key West.

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
View additional info

ADDITIONAL INFORMATION

Luxury Waterfront Living on Sugarloaf KeyExperience the epitome of island elegance in this beautifully completely renovated waterfront retreat on desirable Sugarloaf Key. This three-bedroom, two-bath home evething is brand NEW home showcases high-end finishes throughout, blending modern luxury with laid-back coastal charm. The open-concept living area flows seamlessly onto an expansive outdoor space, capturing panoramic open-water views that define true million-dollar views.Great location no highway noise, foam insulation in the walls & ceiling, new everything! Exterior panels, drywall, electrical, plumbing, never lived in!Enjoy the best of Keys boating life with your own private concrete dock and boat ramp, offering effortless access to world-class fishing and turquoise waters. Covered parking, lush tropical landscaping, and stylish designer furnishings make this property completely turn-key and ready to enjoy.Whether you're seeking a serene getaway or a full-time paradise, this Sugarloaf Key gem delivers the ultimate in waterfront living.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,788
Status:
Active
MLS#:
616900
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.33 Acres
Year built:
1987
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
View additional info

ADDITIONAL INFORMATION

Welcome to your own slice of paradise in the desirable Sugarloaf Shores neighborhood of the Lower Keys! This beautifully designed 3 bedroom, 2 bath home offers 1,788 sq. ft. of inviting living space that perfectly blends comfort, quality, and the laid-back island lifestyle. Located on the no-bridge side of Sugarloaf Shores, this property provides quick water access to world-class fishing, diving, and scenic kayak or paddleboard trails in the turquoise waters of the Lower Keys. Inside, the open floor plan is filled with natural light and captures tranquil lagoon and preserve views, creating a seamless flow between the living, dining, and kitchen areas. The spacious kitchen is a true showpiece with stainless steel appliances, custom barn wood cabinetry, and a large center island perfect for gathering with family and friends. Guests will enjoy two comfortable bedrooms, while you retreat to the private primary suite complete with a custom-tiled ensuite bathroom and dual walk-in closets. Step outside to your private tropical oasis featuring a sparkling resort-style pool, lush landscaping, a turf backyard with putting green, and a full mosquito-misting system so you can relax outdoors in complete comfort. Enjoy gentle ocean breezes and panoramic sunrise-to-sunset views from the widows walk overlooking Sugarloaf Sound, the perfect spot to start or end your day. Set on an oversized, tropically landscaped lot, this home embodies the best of island living, where every day feels like a getaway. Every detail reflects care and craftsmanship, from the impact windows and doors to the Hardie-board siding and durable metal roof, this home is well equipped for our coastal climate. Whether you're lounging by the pool, heading out for a day on the water, or simply soaking in the serenity of your surroundings, this property delivers the ultimate Florida Keys lifestyle.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,288
Status:
Active
MLS#:
616726
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.38 Acres
Year built:
2025
Courtesy: Truman & Co. (KW) 305-292-2244
View additional info

ADDITIONAL INFORMATION

Experience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Thoughtfully designed and meticulously built, this 3-bedroom, 2.5-bath residence offers 2,288 square feet of modern coastal comfort. Situated on an expansive 16,445-square-foot lot, the property features a private seawall for direct boating access and a sparkling pool perfect for relaxing after a day on the water. The home's elevated design provides a generous covered area beneath, ideal for parking multiple vehicles, storing watercraft, or hosting outdoor gatherings. Inside, the open-concept layout seamlessly connects the living, dining, and kitchen spaces, all oriented to capture natural light and water views. The primary suite is a serene retreat with a spa-inspired bath, while two additional bedrooms offer flexibility for guests or family. Located just minutes from Key West yet tucked away in the quiet beauty of Lower Sugarloaf, this lushly landscaped home is an exceptional opportunity to enjoy the Florida Keys lifestyle. *Seller is a licensed FL Realtor

Beds:
2
Baths:
2.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
616459
Type:
Single Family
Subdivision:
Vacation Harbor (19.5)
Lot size:
0.14 Acres
Year built:
1982
Courtesy: Douglas Elliman Florida, LLC - Sunset Drive 305-695-6300
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ADDITIONAL INFORMATION

Charming 2BR/2BA PLUS A LOFT, Keys home on Upper Sugarloaf, the perfect blend of comfort and waterfront living. Built on sturdy concrete pilings with Hardie board siding and a metal roof, this three-story retreat of island living. with GENERAC Generator. Inside, you'll find bright, cozy interiors with bamboo and ceramic tile floors and open living spaces for the relaxed Keys lifestyle. What truly sets this property apart is its rare private boat ramp on a deep-water canal with a boat lift--a feature difficult to replicate under today's strict permitting process. Enjoy quick access to the open waters for world-class boating and fishing. Lot also provides plenty of room oasis to add a pool overlooking the canal. Whether as a full-time residence or vacation escape, this home delivers the quintessential Florida Keys experience.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,464
Status:
Active
MLS#:
616393
Type:
Single Family
Subdivision:
Gulf Shores (19.5)
Lot size:
0.69 Acres
Year built:
2017
Courtesy: Coldwell Banker Schmitt Real Estate Co. (KW) 305-296-7727
View additional info

ADDITIONAL INFORMATION

An incredible opportunity, especially for those looking for a spacious, 2464 sq ft well-equipped 12-foot stilted custom-built, waterfront home. 4 bedrooms, 3 baths plus a den with recent improvements and updates. Enormous Master bedroom and master bath with a gigantic tub. A huge breathtaking kitchen with stainless steel appliances. The combination of a large living area, open floor plan, modern amenities, and outdoor entertainment space really sets it apart. Built in 2017. Features like the 1256 sq ft wrap-around porch, 3 walk-in closets, and mature landscaping with Mango, Avocado and the largest Neem tree around, add to its charm. Situated on a sprawling 30,000 sq ft double lot and access to the Gulf and Atlantic are fantastic for anyone who enjoys boating or fishing. Located in a quiet neighborhood with your own private boat ramp and large seawall is a big plus. An abundance of storage and parking are just what you need. There's plenty of room for outdoor activities, whether it's relaxing by the water or potentially adding a pool. New tile floors in 2024. Sellers are motivated. Some images are virtually staged.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
A11858417
Type:
Single Family
Subdivision:
VACATION HARBOR
Lot size:
0.14 Acres
Year built:
1982
Courtesy: Douglas Elliman Guadalupe Perez 305-790-2453
View additional info

ADDITIONAL INFORMATION

Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE GENERATOR WITH TRANSFER SWITCH, Built on sturdy concrete pilings with Hardie board siding and a metal roof, Large workshop, storage space on first level with Laundry room, this three-story retreat of island living. Inside, you’ll find bright, cozy interiors with bamboo and ceramic tile floors and open living spaces for the relaxed Keys lifestyle. What truly sets this property apart is its rare private boat ramp on a deep-water canal with a boat lift—a feature difficult to replicate under today’s strict permitting process. Enjoy quick access to the open waters. Lot also provides plenty of room oasis to add a pool overlooking the canal. Whether as a full-time residence or vacation escape.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,437
Status:
Active
MLS#:
616169
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.29 Acres
Year built:
1993
Courtesy: Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key 305-735-4962
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ADDITIONAL INFORMATION

Located in prestigious Sugarloaf Shores, a coastal community of waterfront homes just 15 miles from the magic of Key West. As you enter the 3-bedroom, 2-bath home, a massive Great Room with a cathedral ceiling will greet you, highlighted by remodeled cabinetry, kitchen, and stainless steel appliances, including a gas range, where friends and family can gather. Enjoy the full-length porch overlooking the water. The large Master Suite is spacious, featuring a walk-in closet and a bathroom with a spacious shower. Set on a wide, crystal-clear canal, with a new 40' dock, it is just a short ride to open water, offering easy ocean access through Tarpon or Sammy Creek. This home is concrete block construction with a metal roof. Landscaping offers a fenced-in property with an electric gate and fruit trees. There's plenty of room for all your toys in the enclosed storage downstairs. Easy to maintain pea-rock yard offering plenty of room for a pool, RV, parking, and trailer storage, making this a wonderful home. One of the owners is a Licensed Realtor.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,080
Status:
Active
MLS#:
616105
Type:
Multi-Family
Subdivision:
Sugarloaf Sub (19.5)
Lot size:
0.79 Acres
Year built:
1970
Courtesy: Island Welcome Real Estate 305-923-9161
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ADDITIONAL INFORMATION

A truly special offering for those who value strength, design, and the uncommon. Built to endure, this elevated solid poured concrete home features an insulated and Gaco coated, concrete roof, concrete floors, and an open, vault-like design with soaring ceilings--bringing an airy, artsy, and industrial-chic feel to island living.Located in highly desirable Sugarloaf Key, just 20 minutes from Key West and within walking distance to Sugarloaf School, this property offers two separate addresses and electric meters--perfect for multi-generational living, rental potential, or creative space.689 Crane Blvd - The main residence features 2 bedrooms, 1 bath, a kitchen, and an open living/dining area, plus laundry and storage. Enjoy a private side porch and yard.687 Crane Blvd - A charming cottage-style unit with a fenced front yard, screened porch, kitchen with open living area, 1 bedroom, and a full bath.Both residences feature Mexican Saltillo tile throughout, adding warmth and character to the sturdy construction.Bonus: Included in this offering is a 25,000 sq ft wooded lot behind the home--your blank canvas for gardens, outdoor living spaces, or creative projects.A rare find for the Florida Keys market--offering flexibility, durability, and style in one unique package. Must see to appreciate it!

Beds:
4
Baths:
4.00
Sq.Ft.:
2,422
Status:
Active
MLS#:
A11847615
Type:
Single Family
Subdivision:
SUGARLOAF SHORES SEC D EX
Lot size:
0.29 Acres
Year built:
2004
Courtesy: Berkshire Hathaway Knight & Gardner Realty Benton Langley 305-394-9020
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ADDITIONAL INFORMATION

Waterfront retreat in prestigious Sugarloaf Key, just 20 mins from Key West! This 4BD/3BA home sits on a 12,500 sq ft lot with 100' of seawall, davits, and wide canal access—just one in from open water. Enjoy a split-bedroom layout with two primary suites, an open kitchen with stainless appliances, and a theater room. Outdoor living shines with covered entertaining space, custom bar, fire pit, rooftop terrace, screened porch, and a unique outdoor shower crafted from a Key West ticket booth. Lush landscaping offers privacy, with plenty of room for a pool. Garage, covered parking, and circular drive included. Ideal for boaters and nature lovers alike!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,392
Status:
Active
MLS#:
615651
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.29 Acres
Year built:
1988
Courtesy: Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key 305-735-4962
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ADDITIONAL INFORMATION

Enjoy this ideal custom built Keys home located in beautiful Sugarloaf Shores! A very welcoming home with 3 bedrooms, 2 baths and a lovely enclosed porch with a captivating tong and groove ceiling. Attractive wood flooring throughout the living room, dining area and bedrooms with tile in the kitchen and baths. Two solid wide staircases lead up to the main entrance and another descending to decking on a sparkling wide canal great for swimming, fishing and boating or just relaxing. The home features a walkway 3/4 around the elevated house overlooking a fenced yard with plenty of room for a pool. Downstairs two paved driveways lead to a spacious enclosed storage area for all of your toys and tools, Sugarloaf Shores is known for its Blvd walking path, spacious lots and community socials along with a great location for proximity to the charm and culture of Key West and Big Pine Key. Come see this piece of Paradise and make it your home!Easy to show!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,144
Status:
Active
MLS#:
615394
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
1.31 Acres
Year built:
1959
Courtesy: Truman & Co. (KW) 305-292-2244
View additional info

ADDITIONAL INFORMATION

Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over 1.3 acres of land and approx. 400 ft. of canal front. Amazing view up the canal to the open water. The large floor plan featuring 3 bedrooms, 2 baths, den/office and fireplace. Kitchen has stainless appliances, quartz countertops and lots of storage for your inner chef needs. Covered back porch perfect for outdoor entertaining. Keep all your fishing equipment and/or water toys nicely organized in the large 2 car garage with laundry, extra freezer and storage shelves. Enjoy the ease of launching kayaks and paddle boards from your own private ramp into the canal.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,232
Status:
Active
MLS#:
615363
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.28 Acres
Year built:
1963
Courtesy: Preferred Properties (KW) 305-294-3040
View additional info

ADDITIONAL INFORMATION

**Motivated Sellers, all reasonable offers considered**This charming 3 bedroom 2 bath house in Sugarloaf Shores sits on an oversized 12,000sqft lot. Fenced for privacy with plenty of room for a pool, park your boat or RV. Outside you have a quaint patio, outdoor shower and lush gardens. Step inside to find a warm inviting interior space, remodeled kitchen, bonus screened porch and outdoor seating area. Whether you're looking for a full time residence, a weekend getaway, or investment with room to grow, this lovingly maintained home is your opportunity to enjoy island life! Easy to see. Call us today!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,998
Status:
Active
MLS#:
614977
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.29 Acres
Year built:
1982
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
View additional info

ADDITIONAL INFORMATION

This beautifully appointed home is located in prestigious Sugarloaf Shores, an upscale coastal community of waterfront homes just 15 miles from the magic of Key West. As you enter the 3 Bedroom 2 Bath 2,000 sq. ft. home a massive Great Room greets you highlighted by a true chef's Kitchen offering lots of custom cabinetry, stainless appliances, 2 wine coolers and large center island for friends and family to gather around while you cook up today's catch. After dinner cocktails are enjoyed on the full-length porch overlooking the water. The large Primary Suite offers room for seating, walk-in closet and an updated Bath with double sinks and large shower. Guest will appreciate the 2 spacious Guest Bedrooms and updated Bath with spa tub. Set on an 80' wide crystal clear canal the 50' dock is just a short ride to open water with easy ocean access through Tarpon or Sammy Creek. This home is storm ready with concrete block construction, impact doors and windows, and upgraded 5 V Crimp metal roof. Plenty of room for all of your toys in the enclosed storage down stairs. Easy to maintain pea-rock yard offering lots of room for Pool, RV, parking and trailer storage completes this wonderful home.

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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. © 2025 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

    $2,206,250
    -3276800%
    change since last quarter
  • # Active listings

    38
    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