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Sugarloaf Shores, FL Homes for Sale

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  • /43

    $999,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    17425 Jamaica Ln, Summerland Key, FL 33042

    Located in the highly desirable Sugarloaf Shores neighborhood this 3 Bedroom, 2 Bath canal front home features an open concept floorplan encased in natural light and glass windows looking out to views of privately owned conservation land across the canal. Opening to the Living Room the Kitchen is well equipped with quartz countertops, stainless steel Whirlpool appliances, shaker cabinets and

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 828-6293

    17425 Jamaica Ln, 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.

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 751-6658

    1068 Buttonwood Dr E, Summerland Key, FL 33042
  • /85

    $1,999,999

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

    17054 Coral Dr, Summerland Key, FL 33042

    Waterfront Retreat in Sugarloaf Key - A Boater's Dream!Located on prestigious Sugarloaf Key, only 20 minutes from Key West, this meticulously maintained 4-bedroom, 3-bathroom home offers seamless indoor-outdoor living with breathtaking water views and boating access to world-class fishing and diving. The 12,500 sqft lot is situated in a prime location only one in from open water on a

    Agent Photo

    Lisa Swanson

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (855) 619-6039

    17054 Coral Dr, Summerland Key, FL 33042
  • /68

    $1,899,000

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft

    17159 Amberjack Ln, Summerland Key, FL 33042

    Discover the pinnacle of Florida Keys living in this charming waterfront home on prestigious Sugarloaf Key, just 20 minutes from Key West! This stunning 3-bedroom, 2-bath, 1,660 sq. ft. stilted home is set on a spacious 12,500 sq. ft. lot along a crystal-clear wide canal, complete with a brand new gorgeous pool with a heater and chiller, a 32ft Dock and 12,000 lb. boat lift. Step inside and fall

    Agent Photo

    Lisa Swanson

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (786) 952-7898

    17159 Amberjack Ln, Summerland Key, FL 33042
  • /83

    $3,795,000

    • 3 Beds
    • 2 Baths
    • 3,086 Sq Ft

    16705 Tamarind Rd, Summerland Key, FL 33042

    Exquisite Open Water Estate on Prestigious Southpoint, Sugarloaf Key! Experience unparalleled luxury at this stunning solid concrete open water property, located just 20 minutes from the magic of Key West and Key West Airport. Situated on prestigious Southpoint, Sugarloaf Key, this magnificent estate offers breathtaking open water views and a lifestyle of elegance and comfort.Spanning 3,086

    Agent Photo

    Lisa Swanson

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (786) 937-2988

    16705 Tamarind Rd, Summerland Key, FL 33042
  • /42

    $1,599,000

    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft

    17177 Bonita Ln W, Summerland Key, FL 33042

    Modern finishes and enviable boating at this Sugarloaf Shores pool home, nestled on over a quarter acre! Enjoy year-round temperate weather, this exceptional property comes equipped for enjoying the outdoors, offering a resort-style custom pool with heater, chiller, jetted spa, sitting ledge, sun deck, and paver pool deck! Just steps from the pool is a full-length, 100' concrete dock with davits,

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 788-0572

    17177 Bonita Ln W, Summerland Key, FL 33042
  • /82

    $1,899,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,116 Sq Ft

    17175 Allamanda Dr W, Summerland Key, FL 33042

    Gorgeous Tropical Waterfront Oasis! No detail was overlooked in this stunning 4 BR, 3 BA luxury canal front estate in the prestigious Sugarloaf Shores. Tucked behind a privacy fence and surrounded by lush landscaping, this tropical retreat invites you to unwind in style. The expansive backyard is your personal oasis, featuring a massive heated concrete pool and a fully equipped 10' x 14' tiki

    Agent Photo

    Lisa Swanson

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (786) 829-2586

    17175 Allamanda Dr W, Summerland Key, FL 33042
  • /42

    $975,000

    • 2 Beds
    • 1 Bath
    • 1,344 Sq Ft

    17214 La Brisa Ln, Summerland Key, FL 33042

    Seller is offering a $25,000 credit at closing to Buyer towards Buyer's closing costs! Located in the heart of Sugarloaf Shores, this 1,344 sq ft, 2-Bedroom waterfront Pool home boasts a resort-style outdoor setting on a large corner lot. Hidden behind the luscious landscape is a sparkling pool adorned with lots of pavers and 2 well equipped Tiki's providing plenty of shade and space to

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 765-5671

    17214 La Brisa Ln, Summerland Key, FL 33042
  • /59

    $2,495,000

    • 3 Beds
    • 2 Baths
    • 2,192 Sq Ft

    17346 Keystone Rd, Summerland Key, FL 33042

    Welcome to this stunning 3-bedroom, 2-bathroom home perfectly situated on nearly half an acre, offering serene water views and direct canal access. Ideal for boaters and outdoor enthusiasts, the property features a concrete dock--your gateway to waterfront adventures.Step inside to an open floorplan designed for both comfort and entertaining. The heart of the home is a beautifully updated

    Matthew Sheehan Saltwater Real Estate Florida Keys, Inc

    17346 Keystone Rd, 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
  • /27

    $2,200,000

    • 3 Beds
    • 2 Baths
    • 1,990 Sq Ft

    17022 Starfish Ln W, Summerland Key, FL 33042

    SPECTACULAR OPEN WATER POINT & SUNSET VIEW. Enjoy waterfront living in this Classic 3 Bed/2 Bath wood frame home featuring vaulted ceilings and panoramic views overlooking Lower Sugarloaf Sound. Desirable SW exposure, 250' of protected waterfrontage providing quick boating access to both Atlantic and Gulf. Large ground level covered carport and patio plus secured storage room. Highly

    Kieran Mahoney Century 21 Circle

    17022 Starfish Ln W, 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

    $2,250,000

    • 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
  • /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
  • /34

    $1,090,000

    • 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

    $995,000

    • 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
  • /30

    $1,099,000 Open Sun 11AM - 2PM

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

    146 Sugarloaf Dr, Summerland Key, FL 33042

    Located on the tranquil side of Sugarloaf Key, this stunning 1,859 square ft home offers the ultimate boating access -- no bridges to navigate and direct access to the pristine waters of the Florida Keys. The 55-foot dock with a 10K boat lift ensures seamless access to world-class fishing and diving, right from your own backyard. Perfect for water lovers and outdoor enthusiasts, this home is an

    Joe Dudek Expert Realty LLC (HQ)

    146 Sugarloaf Dr, Summerland Key, FL 33042
  • /45

    $1,099,000 Open House 5/17

    • 2 Beds
    • 2 Baths
    • 1,875 Sq Ft

    17338 Dolphin St E, Summerland Key, FL 33042

    Nestled along a serene boating canal, this exceptional 2-bedroom, 2-bathroom home is a true masterpiece, crafted entirely from luxurious teak wood. With its timeless beauty and durable design, this home perfectly complements its natural surroundings, offering a tranquil retreat for water lovers.Step inside to find soaring cathedral ceilings that elevate the spacious living areas, flooding the

    Alexa Morgan Buy The Keys

    17338 Dolphin St E, 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
  • /29

    $1,375,000

    • 3 Beds
    • 2 Baths
    • 1,542 Sq Ft

    17081 Starfish Ln W, Summerland Key, FL 33042

    Experience the island lifestyle with open water and canal views from this spacious, 3 bedroom 2 bath elevated home in the desirable Sugarloaf Shores neighborhood, only 15 miles from Key West. Perfectly situated on a large 12,500 sq ft lot to enjoy open water views from the primary bedroom, kitchen, oversized living room and large covered porch. On a swimming canal with 100' of concrete seawall ,

    Sean Farrer Coldwell Banker Schmitt Real E

    17081 Starfish Ln W, Summerland Key, FL 33042
  • /73

    $3,499,000

    • 3 Beds
    • 2 Baths
    • 1,472 Sq Ft

    17018 Wahoo Ln, Summerland Key, FL 33042

    Welcome to the most exceptional home and premier lot currently available in the prestigious Sugarloaf Shores neighborhood. This property is a masterpiece of luxury, craftsmanship, and natural beauty, offering a lifestyle that truly must be experienced in person to be fully appreciated.Situated on an expansive 13,000+ square foot private point lot, this home boasts over 230 feet of crystal-clear

    Coby Taylor Expert Realty LLC (HQ)

    17018 Wahoo Ln, Summerland Key, FL 33042
  • /46

    $1,249,000 Open Sun 12PM - 2PM

    • 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

    $1,259,000

    • 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

    Unlisted Address

    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.

    Unlisted Address
  • /22

    $775,000

    • 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
  • /55

    $1,395,000

    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    16941 Driftwood Ln, Summerland Key, FL 33042

    This beautiful canal front home with great boating in Sugarloaf Shores has been renovated and updated top of the line. With a fabulous open floorplan this home has a gorgeous chef style kitchen with spacious counter seating that flows between living & dining rooms and is the center of the house with the 3 bedrooms each in their own corner of the house for great privacy. The separate laundry room

    Jennifer Newman Truman & Co. (KW)

    16941 Driftwood Ln, Summerland Key, FL 33042
  • /99

    $4,950,000 New Construction

    • 4 Beds
    • 4.5 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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