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Sugarloaf Shores, FL Homes for Sale

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  • /40

    $1,125,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    17126 Wahoo Ln W, Sugarloaf Shores, FL 33042

    Welcome to your slice of paradise in one of the Lower Keys' most desirable communities--Sugarloaf Key! Here you'll enjoy island living with the convenience of being just 25 minutes from Key West, and close to popular restaurants, a weekly farmers market, and miles of scenic bike and walking paths.This waterfront home sits on a wide, aqua-colored canal with 100 feet of concrete dock--perfect for

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    Sandra Tuttle

    Island Welcome Real Estate

    (833) 952-2521

    17126 Wahoo Ln W, Sugarloaf Shores, FL 33042
  • /43

    $1,799,000

    • 3 Beds
    • 3 Baths
    • 1,998 Sq Ft

    17094 Coral Dr, Summerland Key, FL 33042

    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

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 244-7125

    17094 Coral Dr, Summerland Key, FL 33042
  • /50

    $1,699,000

    • 4 Beds
    • 3 Baths
    • 1,967 Sq Ft

    1068 Buttonwood Dr E, Summerland Key, FL 33042

    Tucked away in the prestigious Sugarloaf Shores neighborhood this exceptionally private canal front retreat sits high on the ground sprawling over 1/2 acre of lushly landscaped fenced and gated grounds. Step inside the Living Room where large impact windows greet you boasting picturesque pool and garden views while flooding the space with natural light, creating an airy, welcoming atmosphere.

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 751-6658

    1068 Buttonwood Dr E, Summerland Key, FL 33042
  • /58

    $2,599,000

    • 4 Beds
    • 3 Baths
    • 2,886 Sq Ft

    1260 Sugarloaf Blvd, Summerland Key, FL 33042

    Fabulous Sunset Views over Sugarloaf Sound at this 4 Bedroom 3 Bath 2,886 sq. ft. open water concrete home in Sugarloaf Shores, an upscale coastal community of waterfront homes located just 15 minutes outside of Key West. Built by the current owner the home features a massive Great Room boasting stunning open water views from all angles and an open Kitchen highlighted by a center cooking island

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 855-6752

    1260 Sugarloaf Blvd, Summerland Key, FL 33042
  • /52

    $1,999,000

    • 4 Beds
    • 4 Baths
    • 2,400 Sq Ft

    17077 Bonita Ln W, Summerland Key, FL 33042

    Escape to the tranquil beauty of Sugarloaf Shores with this beautifully renovated 4 bedroom + bunk room, 3.5 bath CBS home, ideally positioned on a tropically landscaped 12,500 sq ft lot with stunning open water views of Sugarloaf Sound. Inside, you'll find a bright and spacious open-concept great room that effortlessly blends indoor and outdoor living, perfect for both relaxing and entertaining.

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (305) 304-0656

    17077 Bonita Ln W, Summerland Key, FL 33042
  • /47

    $1,499,000

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    17166 Wahoo Ln W, Summerland Key, FL 33042

    This spacious 1,723 sq. ft. 3 Bedroom 2 Bath canal front Pool home is located in prestigious Sugarloaf Shores, an upscale community of waterfront homes just 15 miles from the magic of Key West. The resort-style home boasts a tropical waterfront pool with adjacent tiki bar to enjoy refreshments after a day out on the water. Boaters will appreciate the 100' of concrete dockage with davits on an

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 744-8525

    17166 Wahoo Ln W, Summerland Key, FL 33042
  • /103

    $1,895,000

    • 4 Beds
    • 3 Baths
    • 2,353 Sq Ft

    17176 Bonita Ln W, Summerland Key, FL 33042

    Experience refined island living and world-class boating access in this exceptional Sugarloaf Shores residence. Situated on a generous 12,500 sq ft lot, this 2,353 sq ft, 4-bed, 3-bath, split-level home offers privacy, comfort, and thoughtfully designed indoor-outdoor living.Enjoy the beauty of mature tropical landscaping that surrounds the property, creating a serene atmosphere and lush privacy.

    Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

    17176 Bonita Ln W, Summerland Key, FL 33042
  • /32

    $1,689,000

    • 3 Beds
    • 2 Baths
    • 2,144 Sq Ft

    1151 Sugarloaf Blvd, Summerland Key, FL 33042

    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

    Wendy Zintsmaster Truman & Co. (KW)

    1151 Sugarloaf Blvd, Summerland Key, FL 33042
  • /58

    $2,499,000

    • 3 Beds
    • 3 Baths
    • 2,288 Sq Ft

    17210 Angelfish Ln, Summerland Key, FL 33042

    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

    Team Spottswood/Vazquez Truman & Co. (KW)

    17210 Angelfish Ln, Summerland Key, FL 33042
  • /68

    $1,999,999

    • 4 Beds
    • 3.5 Baths
    • 2,422 Sq Ft

    17054 Coral Dr, Summerland Key, FL 33042

    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,

    Lisa Swanson Berkshire Hathaway Knight & Gardner Realty

    17054 Coral Dr, Summerland Key, FL 33042
  • /53

    $2,375,000

    • 5 Beds
    • 4 Baths
    • 2,772 Sq Ft

    205 S Point Dr, Summerland Key, FL 33042

    Beautiful open water 5 bedroom 4 bathroom South Point Sugarloaf Key dream home. Very well laid out for an array of guests or family to gather with a split floor plan including a large master suite with a wall of windows to wake up each morning to the turquoise water of the Florida Keys. Enjoy wall to wall stunning open water views, there are so many areas to bask in this waterfront delight. The

    Dawn McComish Lokation Real Estate

    205 S Point Dr, Summerland Key, FL 33042
  • /53

    $1,999,999

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    17213 Starfish Ln E, Summerland Key, FL 33042

    Tropical Paradise and Boater's Dream!Welcome to this custom-built 3-bedroom, 2-bathroom home in the prestigious Sugarloaf Shores, just 15 minutes from Key West and a short boat ride to the most stunning sandbars in the Florida Keys. Nestled on an expansive 15,000+ sq. ft. corner lot, this all-concrete home offers over 1,700 sq. ft. of beautifully designed living space. The property is fully

    Team Spottswood/Vazquez Truman & Co. (KW)

    17213 Starfish Ln E, Summerland Key, FL 33042
  • /28

    $999,999

    • 3 Beds
    • 3 Baths
    • 1,859 Sq Ft

    146 Sugarloaf Dr, Summerland Key, FL 33042

    Canal-Front Home in Sugarloaf - Boat Lift Included - Enjoy the ultimate Keys lifestyle in this well-maintained 3-bedroom, 2-bath canal-front home in beautiful Sugarloaf Key. Located on a quiet street, this move-in ready property offers direct boating access and your own private dock with boat lift--perfect for easy access to both the Gulf and Atlantic with no bridges. Inside, the home features an

    Joe Dudek Expert Realty LLC (HQ)

    146 Sugarloaf Dr, Summerland Key, FL 33042
  • /32

    $1,099,000

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    17137 Bonita Ln W, Summerland Key, FL 33042

    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

    Tommy Gomez Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

    17137 Bonita Ln W, Summerland Key, FL 33042
  • /25

    $775,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    180 Sugarloaf Dr, Summerland Key, FL 33042

    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

    Jenny Perry Preferred Properties (KW)

    180 Sugarloaf Dr, Summerland Key, FL 33042
  • /34

    $1,050,000

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    17287 Cayman Dr, Summerland Key, FL 33042

    Nestled in the heart of Sugarloaf Key, this charming 3-bedroom, 2-bath canal-front home offers the perfect blend of privacy and adventure. Situated on an oversized lot and surrounded by the serene beauty of a national wildlife preserve, this property is a true Florida Keys gem.Enjoy 30 feet of seawall--ideal for boating enthusiasts--and quick access to open water. The home features a durable

    Halley Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

    17287 Cayman Dr, Summerland Key, FL 33042
  • /26

    $850,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    17245 Jamaica Ln, Summerland Key, FL 33042

    Welcome to 17245 Jamaica Lane, a waterfront 3-bedroom, 2-bathroom home in the desirable Sugarloaf Shores. This elevated residence offers 1,248 square feet of comfortable living space with beautiful canalfront views and direct canal access for boating and fishing enthusiasts. This home offers distinct living, dining, and kitchen areas, creating a natural flow. The kitchen includes granite

    Team Kaufelt Truman & Co. (KW)

    17245 Jamaica Ln, Summerland Key, FL 33042
  • /13

    $725,000

    • Land

    17220 Angelfish Ln, Sugarloaf Shores, FL 33042

    Build Your Dream Home in Sugarloaf Shores!Discover the rare opportunity to develop your very own piece of paradise in the exclusive Sugarloaf Shores! This 8,165 sq. ft. waterfront lot is high, dry, and cleared, offering a perfect blank slate for your dream home in the Florida Keys. With a full 70' concrete seawall, this property is a boater's paradise, providing direct access to both the Atlantic

    Team Spottswood/Vazquez Truman & Co. (KW)

    17220 Angelfish Ln, Sugarloaf Shores, FL 33042
  • /15

    $725,000

    • Land

    17230 Angelfish Ln, Sugarloaf Shores, FL 33042

    Build Your Dream Home in Sugarloaf Shores!Don't miss this rare opportunity to own a waterfront lot in the desirable Sugarloaf Shores! This high and dry, cleared 8,165 sq. ft. parcel offers a fresh canvas for your vision of paradise in the Florida Keys. The property features a brand-new concrete seawall, perfect for the boating enthusiast, with direct access to both the Atlantic Ocean and the Gulf

    Team Spottswood/Vazquez Truman & Co. (KW)

    17230 Angelfish Ln, Sugarloaf Shores, FL 33042
  • /46

    $1,225,000

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    43 Venetian Way, Summerland Key, FL 33042

    Beautifully updated 3 bedroom 2 bath home, with effective build date of 2015 and completely renovated in 2018 including New Electrical, Plumbing, HVAC, Roof, Tankless Water heater, Flooring, Kitchen, Bathrooms, Windows, & Doors, landscaping/sprinkler system, TESLA charging station and an amazing new paved driveway installed in 2021. This is a split floor plan for privacy with amazing screened

    Lori Cameron Buy The Keys

    43 Venetian Way, Summerland Key, FL 33042
  • /16

    $1,195,000

    • 3 Beds
    • 3 Baths
    • 1,400 Sq Ft

    17171 Seagrape Ln, Summerland Key, FL 33042

    RARE OPPORTUNITY HERE! This home is perfect for a DIY, Flipper 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.

    Marie Howe Century 21 Circle - Key West

    17171 Seagrape Ln, Summerland Key, FL 33042
  • /15

    $644,500

    • Land

    132 Sugarloaf Dr, Summerland Key, FL 33042

    Looking for your ROGO exempt slice of paradise. Look no further, build your dream home now. Large lush private lot. access from two streets to drive through. ROGO Exempt letter in hand, no waiting!! Community Marina and Ramp across the road.Great boating access to both Gulf and Atlantic. This beautiful lot awaits you to build your dream home. There is plenty space for Pool, storage, garage,

    Heather Mason Coastal Collection Real Estate Inc.

    132 Sugarloaf Dr, Summerland Key, FL 33042
  • /22

    $725,000

    • Land

    17215 Keystone Rd, Sugarloaf Shores, FL 33042

    ACTIVE ROGO permit with approved plans, Ready to build NOW, make this your Keys dream home with your own piece of Paradise on the largest lot 27,716 sq ft available in the Upscale, highly sought after neighborhood of Sugarloaf Shores. Situated well away from the traffic noise of the highway with direct canal access to open water (No Bridge) Spend your day on the boat fishing, snorkeling,

    Heather Mason Coastal Collection Real Estate Inc.

    17215 Keystone Rd, Sugarloaf Shores, FL 33042
  • /6

    $699,000

    • Land
    • 0.27 Acre
    • $2,547,987 per Acre

    0 Driftwood Ln, Sugarloaf Shores, FL 33042

    Tier III Beautiful Buildable Canal Front Lot in Sugarloaf Shores!Discover an exceptional opportunity in the prestigious Sugarloaf Shores neighborhood with this oversized canal front lot, boasting 11,950 square feet. This prime piece of real estate offers quick boating access to both the Gulf of Mexico and the Atlantic Ocean. Key features include: Just 14 miles from Key West, providing

    Juan Mejia Centennial Realty Group LLC

    0 Driftwood Ln, Sugarloaf Shores, FL 33042
  • /99

    $4,950,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,907 Sq Ft

    16745 Tamarind Rd, Sugarloaf Shores, FL 33042

    Huge Price Improvement! Welcome to your waterfront paradise! This solid concrete, newly built 4-bedroom, 4.5-bath home offers unparalleled luxury finishes and an open floor plan designed for modern coastal living. The chef's kitchen is a culinary dream, featuring state-of-the-art appliances and an open layout flowing seamlessly into the spacious living and dining areas. Expansive balconies offer

    Lawrence Salas Bestway Realty Sales, LLC

    16745 Tamarind Rd, Sugarloaf Shores, FL 33042
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