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Sugarloaf, FL Homes for Sale

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  • /47

    $769,000

    $6K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    19543 Navajo St, Cudjoe Key, FL 33042

    3 bed 2 bath stilt home built in 2018 in sought after Sugarloaf Key. Open concept floor plan, large kitchen with an abundance of large white cabinets, kitchen island overlooking living area, stainless steel appliances, light and stylish colors throughout. Wood-look tile plank flooring, crown molding, 9-ft ceilings, recessed lighting and ceiling fans in all bedrooms and living room. Full size

    Pamela Stangler Expert Realty LLC

    19543 Navajo St, Cudjoe Key, FL 33042
  • /6

    $1,775,000

    • 4 Beds
    • 4 Baths
    • 1,671 Sq Ft

    193 Galleon Ln, Cudjoe Key, FL 33042

    Brand new waterfront in the Keys, built for you from the ground up. This is a preconstruction home in Cutthroat Harbor Estates. You buy now and it gets built for you, delivered turnkey. Picture it: your boat at the private dock on approx. 102 ft of canal seawall, a pool and jacuzzi below, coffee on the rooftop deck. Elevated 4 bed, 4 bath, outdoor kitchen, solar and efficient systems, brand new

    Joaquin Merlo-Garzon CRANELUXE

    193 Galleon Ln, Cudjoe Key, FL 33042
  • /48

    $1,399,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,434 Sq Ft

    22939 Gasparilla Ln, Summerland Key, FL 33042

    Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance come together in perfect harmony. From the spectacular rooftop deck to the light-filled interior, shimmering turquoise water creates a breathtaking backdrop throughout the home. This thoughtfully updated 3-bedroom, 2-bath concrete

    Donna Pezzi Keller Williams Key West Compass Realty

    22939 Gasparilla Ln, Summerland Key, FL 33042
  • /53

    $2,375,000

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

    205 S Point Dr, Summerland Key, FL 33042

    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

    Dawn McComish Lokation Real Estate

    205 S Point Dr, Summerland Key, FL 33042
  • /15

    $895,000

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

    135 Tortuga Ln, Summerland Key, FL 33042

    Waterfront living meets peace of mind in this exceptionally well-maintained canal-front home offering direct boating access to the Atlantic Ocean. Designed for the Florida Keys lifestyle, this property features a 60-foot dock with ample space for your boat and easy access to world-class fishing, diving, and cruising. Imagine being just a 30 minute drive from either the conveniences of Marathon or

    Kathleen Reed Bruno Realty Group, Inc

    135 Tortuga Ln, Summerland Key, FL 33042
  • /31

    $998,000

    $57K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,225 Sq Ft

    83 Sugarloaf Dr, Summerland Key, FL 33042

    Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS home on a fenced half-acre, just 20 minutes from Key West and near Sugarloaf schools. Potential for a fourth (4) bedroom, office, hobby room, etc.. Features a swimming pool with full screened outdoor patio surround, and lush tropical landscaping with palms, orchids, agave, and mature mango trees. Two cistern tanks for watering plants,

    Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

    83 Sugarloaf Dr, Summerland Key, FL 33042
  • /38

    $1,390,000

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    174 Tortuga Ln, Cudjoe Key, FL 33042

    Florida Keys Living at Its Best! Welcome to 174 Tortuga Lane, a beautifully maintained waterfront home in the heart of Cudjoe Key, where world-class fishing, boating, and island living are in your backyard. With 37 feet of dockage, you'll have quick access to the Atlantic, backcountry waters, and some of the best fishing the Florida Keys has to offer. Built in 2020 for peace of mind and

    Sarah Bixby eXp Realty LLC

    174 Tortuga Ln, Cudjoe Key, FL 33042
  • /12

    $480,000

    $15K PRICE DROP
    • Land
    • 2,178 Sq Ft
    • $9,600,000 per Acre

    701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042

    Rare opportunity to own a transient (1-day minimum) rental RV lot in the Lower Keys. Located in a quiet, well-kept community, this buildable lot is perfect for your RV or for building a custom Keys getaway HomeThe property includes a 35-foot concrete seawall, dock posts, fishing cleaning station, swim ladder, Brand new concrete slab and full hookups with water, sewer, and 30, 50, and 110-amp

    Anay Ramos Miami New Realty

    701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042
  • /23

    $705,000

    $90K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    180 Sugarloaf Dr, Summerland Key, FL 33042

    **BACK ON THE MARKE, BUYERS FINANCING FELL THROUGH ** This charming 3 bedroom 2 bath house in Sugarloaf Shores sits on an oversized 12,000 sq ft lot. Fenced for privacy with plenty of room for a pool, park your boat or RV. Outside you have a large paver patio, outdoor shower and lush gardens. Step inside to find a warm inviting interior space, remodeled kitchen and bathroom, bonus HUGE screened

    Jenny Perry Preferred Properties (KW)

    180 Sugarloaf Dr, Summerland Key, FL 33042
  • /143

    $19,750,000

    • 6 Beds
    • 6.5 Baths
    • 4,402 Sq Ft

    15760 Old State Road 4a, Summerland Key, FL 33042

    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

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    15760 Old State Road 4a, Summerland Key, FL 33042
  • /37

    $1,195,000

    Open Sun 11AM - 2PM $94K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    22777 Jolly Roger Dr, Cudjoe Key, FL 33042

    Price Reduced! Motivated Seller... Stop dreaming and start packing. Situated on a massive, double-fenced corner lot, this 3-bed, 2-bath home is the ultimate playground. There is enough room to park all your toys, boats, cars, and RV. Your 4-legged family members will love their own large yard. With no HOA, you even have ample space for a chicken coop. A large saltwater pool is perfect for soaking

    Susan Halligan Live Local Realty of the Florida Keys

    22777 Jolly Roger Dr, Cudjoe Key, FL 33042
  • /59

    $535,000

    $14K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 860 Sq Ft

    701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042

    Oceanfront Paradise Awaits! Unit 247 in Venture Out experience the epitome of Florida living in this charming, fully furnished two-bedroom, two-bathroom mobile home nestled within an exclusive gated community. Enjoy breathtaking ocean views and direct access to the water from your private 17 ft seawall. Community amenities include a boat ramp and boat washdown station after returning from a day

    Amanda Taylor Bluescape Real Estate

    701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
  • /50

    $289,000

    • 1 Bed
    • 1 Bath
    • 340 Sq Ft

    701 Spanish Main Dr Unit 653, Cudjoe Key, FL 33042

    Welcome to Coconut Cottage #653, a charming island retreat located in the gated waterfront community of Venture Out on Cudjoe Key. This cozy 1BD/1BA home is the perfect Florida Keys getaway, ideal as a vacation rental investment, seasonal escape, or personal retreat. Turn-key and ready to enjoy or rent immediately, this property offers excellent income potential with nightly rentals allowed in

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 653, Cudjoe Key, FL 33042
  • /3

    $275,000

    • Land
    • 0 Sq Ft

    0 Disturbed Pine Rd Unit 620297, Cudjoe Key, FL 33042

    Take a look at this 24 point lot that has a letter from Monroe County to be used toward building in the ROGO system. Contact Monroe County Building Department and/or the Monroe County Planning Department to verify use of this point lot. A great deal for anyone needing points to be competitive in the ROGO system.

    Pamela Stangler Expert Realty LLC

    0 Disturbed Pine Rd Unit 620297, Cudjoe Key, FL 33042
  • /45

    $1,150,000

    Open Sat 10AM - 12PM $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    20868 5th Ave W, Summerland Key, FL 33042

    Welcome to your cozy coastal retreat in Cudjoe Gardens in the beautiful Florida Keys! This well maintained 2bedroom, 2bath CBS home offers 1,344 sq ft of comfortable island living with thoughtful upgrades throughout. Step inside to find custom cabinetry, adding both style and functionality to the home's inviting interior. Outside is where this property truly shines, featuring a private, small man

    Karen Haack Coldwell Banker Schmitt RE Co.

    20868 5th Ave W, Summerland Key, FL 33042
  • /7

    $3,650

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    19525 Date Palm Dr, Summerland Key, FL 33042

    Enjoy island living in this beautiful 3-bedroom, 2-bathroom home located on a quiet street in desirable Sugarloaf Key. This is an unfurnished annual rental featuring a large deck and private yard with plenty of space to enjoy the outdoors. Background check first, last, security deposit required. Dogs okay upon approval.

    Cliff Glansen FlatFee.com

    19525 Date Palm Dr, Summerland Key, FL 33042
  • /13

    $85,000

    • Land
    • 4 Acres
    • $21,250 per Acre

    LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042

    Offshore island 4 acre lot in the heart of the Great White Heron Wildlife refuge is suitable for temporary camping and exploration. World class flats fishing for bonefish, tarpon, permit and redfish nearby. Located on Southwest end of Little Knockemdown Key. Accessible by kayak, paddle board and shallow draft vessels. Privacy and nature abound here on Little Knockemdown Key - No roads or

    Banks Prevatt Coldwell Banker Schmitt RE Co.

    LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042
  • /55

    $329,000

    $98K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 748 Sq Ft

    701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042

    Transient Rental Vacation Home.Welcome to your ultimate island getaway on Cudjoe Key! Step into this charming coastal oasis nestled on a spacious corner lot in the sought-after Venture Out community. This 2 bedroom, 1.5 bath retreat is the perfect blend of comfort and style that will transport you to a world of relaxation and tranquility. This income-producing home is an active vacation rental as

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042
  • /55

    $1,650,000

    $150K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    1163 de Lussan Ln, Summerland Key, FL 33042

    Are you dreaming of your own personal paradise? Look no further than this stunning property in the highly sought after Cutthroat Harbor Estates. With features that check off every box on your list, this home is truly a gem. Enjoy the luxury of CBS construction and a spacious 9000 sq. ft. lot. The 65' dock has been newly resurfaced with composite decking and comes equipped with a 10k lb boat lift

    Jan Fritz Coldwell Banker Schmitt RE Co.

    1163 de Lussan Ln, Summerland Key, FL 33042
  • /32

    $339,000

    $210K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 728 Sq Ft

    701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042

    Great opportunity to own an income-producing home in the gated community of Venture Out on Cudjoe Key. This 2-bedroom, 1-bath mobile home features a cozy layout with a true Florida Keys feel throughout. The property is ideally situated on a private lot with no neighbors on one side or behind, offering added privacy and tranquility. Whether you're looking for a full-time residence or a turnkey

    Melissa Graham Bluescape Real Estate

    701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042
  • /125

    $10,499,000

    New Construction $501K PRICE DROP
    • 6 Beds
    • 8 Baths
    • 4,894 Sq Ft

    1041 Buttonwood Dr E, Sugarloaf Key, FL 33042

    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

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    1041 Buttonwood Dr E, Sugarloaf Key, FL 33042
  • /42

    $1,325,000

    • 3 Beds
    • 2 Baths
    • 1,741 Sq Ft

    21025 3rd Ave, Summerland Key, FL 33042

    Experience the best of ocean-side living with no bridges to open water--a true boater's dream! This spacious 3-bedroom, 2-bath home offers 1,741 square feet of comfortable living designed for both relaxation and entertaining.A charming paver walkway welcomes you to elegant double-door entry, opening into a bright and expansive living area with soaring high ceilings. The open layout flows

    Diane Corliss Coldwell Banker Schmitt RE Co.

    21025 3rd Ave, Summerland Key, FL 33042
  • /16

    $895,900

    $94K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    22961 John Avery Ln, Summerland Key, FL 33042

    Reduced over 100k for a quick sale. Boater's Paradise in Cudjoe Key under 1 million!Bring your boat, jet skis, and sense of adventure! This upgraded two-story coastal retreat is designed for water lovers, featuring over 60 feet of dock space complete with shore power, plumbing, and brand-new dual jet ski davits plus a boat lift -- perfect for launching into the Florida Keys lifestyle.The

    Rayden Vega Casa Miami Real Estate

    22961 John Avery Ln, Summerland Key, FL 33042
  • /75

    $875,000

    $64K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042

    This is the house for your boat! Priced to sell! ENDLESS OCEANFRONT LIVING - 47' SEAWALLWake up every morning to sweeping sunrises & unobstructed views of the turquoise Atlantic at this extraordinary one-of-a-kind, oceanfront home. The 'Crown Jewel of the Ocean' located just 19 miles from Key West, this beautifully appointed 2-bedroom, 2-bath mid-rise home offers front-row seats to the water

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042
  • /5

    $2,195,000

    • 5 Beds
    • 3 Baths
    • 1,903 Sq Ft

    125 Colson Dr, Summerland Key, FL 33042

    TRANSIENT LICENSE * NIGHTLY RENTALS* PROVEN RENTAL INCOME* IDEAL 1031 EXCHANGE OPPORTUNITY More Potos Coming Soon! Rarely does a Florida Keys property combine proven income, privacy, and future potential like this. Situated on nearly two acres spanning four lots, this unique compound offers a coveted transient license allowing nightly rentals and a well-established vacation rental business with a

    Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

    125 Colson Dr, Summerland Key, FL 33042
  • /3

    $120,000

    $15K PRICE DROP
    • Land
    • 15,000 Sq Ft
    • $348,480 per Acre

    19617 Date Palm Dr, Sugarloaf Key, FL 33042

    Now only $120,000. Best priced lot in popular Upper Sugarloaf Key and priced for immediate sale! Take advantage of this opportunity to develop this larger 150 x 100 Tier III platted lot (infill lot located in a developed subdivision with adequate infrastructure). With its prime location and desirable features, this property is a rare find in today's market. Convenient to the community boat ramp

    Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

    19617 Date Palm Dr, Sugarloaf Key, FL 33042
  • /46

    $399,900

    $19K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 833 Sq Ft

    701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042

    This charming and meticulously maintained property is perfect for anyone looking to start enjoying the tropical paradise of the Florida Keys. It comes fully furnished with a cozy coastal style and features 2 bedroom, 1 bathroom, and an enclosed patio area with a pull-out bed and living area. The living room is bright and spacious, while the kitchen is open and easily accessible for entertaining

    Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042
  • /14

    $265,000

    $265K PRICE INCREASE
    • Land
    • 2,178 Sq Ft
    • $5,300,000 per Acre

    701 Spanish Main Dr Unit LOT 399, Cudjoe Key, FL 33042

    Welcome to island living at its best in the gated waterfront community of Venture Out on Cudjoe Key. Lot 399 is a desirable 35' x 69' corner RV lot offering ocean peeks, full hookups, and endless possibilities. Whether you're looking for a personal Florida Keys retreat, an income-producing investment, or the perfect spot to build your future island home, this ROGO-exempt property checks all the

    Monika Rydzak eXp Realty LLC KW Branch

    701 Spanish Main Dr Unit LOT 399, Cudjoe Key, FL 33042
  • /3

    $275,000

    • Land
    • 6,969 Sq Ft
    • $1,718,750 per Acre

    1155 Thatch Ln, Cudjoe Key, FL 33042

    Build your Florida Keys dream in Cudjoe Key just 3 lots from open water. Dock has already been approved and house plans are ready to submit to the county to begin the ROGO process.

    Tommy Mack Coastal Collection Real Estate Inc.

    1155 Thatch Ln, Cudjoe Key, FL 33042
  • /39

    $4,375,000

    New Construction Open Sun 2PM - 4PM $125K PRICE INCREASE
    • 5 Beds
    • 5.5 Baths
    • 4,103 Sq Ft

    231 E Shore Dr Unit 6, Key West, FL 33040

    Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available—each starting at $4 million—this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West. Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

    Stephanie Marinucci Serhant

    231 E Shore Dr Unit 6, Key West, FL 33040
  • /74

    $2,950,000

    $550K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,812 Sq Ft

    16805 Tamarind Rd, Summerland Key, FL 33042

    OPEN WATER RESORT STYLE CONCRETE POOL home on sought after Southpoint, Sugarloaf Shores. 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

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    16805 Tamarind Rd, Summerland Key, FL 33042
  • /25

    $569,700

    • 2 Beds
    • 1 Bath
    • 718 Sq Ft

    701 Spanish Main Dr Unit 335, Cudjoe Key, FL 33042

    Licensed nightly rental. Brand new raised Sea Wall!! Discover island living at 701 Spanish Main Dr, Unit 335 in Cudjoe Key, FL. 2Bd/1Ba successful vacation rental located in a premium location on the water with open water views and features a 35' concrete seawall for docking a boat. Dock is equipped with dock posts, cleats, water, and storage. Large patio space to enjoy paradise overlooking the

    Sarah Dolson Keller Williams Key West Compass Realty

    701 Spanish Main Dr Unit 335, Cudjoe Key, FL 33042
  • /36

    $6,290,000

    • 13 Beds
    • 7 Baths
    • 5,022 Sq Ft

    21470 Overseas Hwy, Cudjoe Key, FL 33042

    Rare income-producing open-water compound on Cudjoe Key featuring 5 cottages plus a spacious main house. This gated, turnkey waterfront property offers direct open-water views, private dockage with ample boat space, on-site boat ramp, swimming pool, and lush tropical landscaping. Ideal for vacation rental income, corporate retreat, or private family compound. Each unit is well-appointed for guest

    Jennifer Weeks Select Properties of NWFL

    21470 Overseas Hwy, Cudjoe Key, FL 33042
  • /2

    $52,000

    $3K PRICE DROP
    • Land
    • 6,098 Sq Ft
    • $371,429 per Acre

    0 Vacant Land Unit 618301, Sugarloaf Key, FL 33042

    ROGO land dedication lot worth 2 points with paperwork completed and Monroe County letter of eligibility on file. No hidden expenses with this lot. Cost-effective way to get your permit faster! This lot is not buildable and is sold for land dedication purposes only.

    Nate Meyer Meyer and Boumerhi Realty LLC

    0 Vacant Land Unit 618301, Sugarloaf Key, FL 33042
  • /43

    $999,000

    $300K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,968 Sq Ft

    19267 Hansen Trail, Summerland Key, FL 33042

    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, all new impact windows and doors, and smart-home conveniences throughout. The open-concept design

    Justyn Ewald Expert Realty LLC (HQ)

    19267 Hansen Trail, Summerland Key, FL 33042
  • /55

    $2,299,999

    New Construction
    • 3 Beds
    • 2.5 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

    The Spottswood Team Truman & Co. (KW)

    17210 Angelfish Ln, Summerland Key, FL 33042
  • /52

    $487,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042

    Seller is Motivated!Coastal Charm Meets Modern ComfortWelcome to your island escape in the heart of the Lower Keys! This beautifully furnished two-bedroom, two-bath stilt home is located within the gated waterfront community of Venture Out on Cudjoe Key.Inside, you'll find a bright, open-concept layout featuring a spacious living area that flows seamlessly into a thoughtfully designed

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042
  • /6

    $225,000

    $25K PRICE DROP
    • Land
    • 6,098 Sq Ft
    • $1,607,143 per Acre

    124 Cutthroat Dr, Cudjoe Key, FL 33042

    Canal front lot in beautiful Cutthroat Harbor Estates. Excellent opportunity to be on the water in a great location. Property currently has concrete columns and slab in place. Possible short sale.

    Jimmy Lane Island Life Realty Experts

    124 Cutthroat Dr, Cudjoe Key, FL 33042
  • /8

    $365,000

    • Land
    • 2,178 Sq Ft
    • $7,300,000 per Acre

    701 Spanish Main Dr Unit 557, Cudjoe Key, FL 33042

    Discover your own piece of paradise in Venture Out! This beautifully maintained waterfront lot offers 17 feet of seawall and a private tropical setting enhanced by mature landscaping and thoughtful care. Whether you're looking for the perfect RV getaway, seasonal retreat, or future homesite, this property provides the ideal blend of privacy, beauty, and waterfront living.Located within the

    Jenifer Hirsch Bluescape Real Estate

    701 Spanish Main Dr Unit 557, Cudjoe Key, FL 33042
  • /51

    $890,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    813 Hawksbill Ln, Summerland Key, FL 33042

    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

    Guadalupe Perez Douglas Elliman

    813 Hawksbill Ln, Summerland Key, FL 33042

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