Sugarloaf, FL Homes for Sale

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  /61

  $595,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042

  Charming Coastal Retreat: 2 Bedroom, 2 Bath home with concrete seawall and investment potential.Welcome to your perfect getaway or investment opportunity! This delightful two-bedroom, two-bathroom home, built in 1993, offers 816 sq. ft. of comfortable living space, fully furnished and turn-key, making it an ideal choice for both relaxation and income generation. Step inside to discover a cozy and

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042
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  /7

  $225,000

  • Land
  • 1.02 Acres
  • $220,589 per Acre

  0 Lot 15 Blk 2 Rd Unit 613920, Sugarloaf Key, FL 33042

  Build your dream home. Imagine waking up to the natural beauty of the Florida Keys on this 44,431sqft lot. It is a special lot that features mature trees. Near Sugarloaf School. 25 minutes to Key West.

  Elizabeth Greco-DeGrenier Florida Keys Realty, Inc.

  0 Lot 15 Blk 2 Rd Unit 613920, Sugarloaf Key, FL 33042
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  /79

  $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
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  /30

  $470,000

  • 1 Bed
  • 1 Bath
  • 748 Sq Ft

  701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042

  Welcome to your tropical paradise at Venture Out, a gated community on Cudjoe Key, located at Mile Marker 23 in the stunning Florida Keys! This charming, fully furnished 1-bedroom, 1-bath retreat is perfect for enjoying the sun-drenched lifestyle you've been dreaming of. Step into your cozy getaway, featuring a spacious 35' concrete seawall that invites you to explore the waters. Unwind on the

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042
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  /39

  $495,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042

  Oceanfront Paradise Awaits!Unit 182 in Venture OutExperience the epitome of Florida living in this charming one-bedroom, one-bathroom mobile home with Florida Room nestled within an exclusive gated community.This beautifully maintained home boasts:* Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft seawall.* Community Boat Ramp and

  Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
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  /33

  $329,000

  • 1 Bed
  • 1 Bath
  • 690 Sq Ft

  701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042

  Cozy 1-Bedroom 1-bathroom Mobile Home with Enchanting Florida RoomLocated inside the very desirable Venture Out Gated Community.This charming and very well kept mobile home offers a comfortable and affordable living space. Key Features:* Fully tiled.* Comfortable Bedroom: With plenty of large windows. * Fully equipped kitchen with table, chairs and a built in desk.* Full Bathroom: Includes

  Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
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  /43

  $559,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042

  Welcome to your tropical retreat! This 2-bed, 1.5-bath canal-front mobile home in Cudjoe Key offers open ocean access and the perfect blend of comfort and affordability. Located in the desirable Venture Out community, this property is also a proven income-producing vacation rental, making it a fantastic investment opportunity.Venture Out is a residential condominium community with 24-hour gated

  Justyn Ewald Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042
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  /24

  $475,000

  • Land

  701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042

  Welcome to your own slice of paradise at Venture Out, a premier gated community in the heart of the Florida Keys, located at Mile Marker 23 on Cudjoe Key. This exceptional RV lot, measuring 35' x 69', offers the perfect blend of comfort and functionality for the ultimate outdoor lifestyle. Features of this lot include a sturdy concrete seawall equipped with a convenient fish cleaning table and

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042
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  /26

  $268,000

  • 2 Beds
  • 1 Bath
  • 664 Sq Ft

  701 Spanish Main Dr Unit 457, Cudjoe Key, FL 33042

  2 bedroom 1 bath mobile home located at 701 Spanish Main Dr Lot #457 Cudjoe Key FL in Venture Out, an individually owned residential condominium community with 24hr gated security located 20 miles from world famous Key West. This mobile home is on a non-waterfront lot w/ a peek-a-boo view of eastern facing canal. Other ideal use as a ROGO exempt buildable lot for a new elevated home. No age

  Deirdre Praught Florida Keys Realty, Inc.

  701 Spanish Main Dr Unit 457, Cudjoe Key, FL 33042
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  /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
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  /46

  $1,221,000

  • 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
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  /19

  $329,000

  • 2 Beds
  • 1 Bath
  • 756 Sq Ft

  701 Spanish Main Dr Unit 62, Cudjoe Key, FL 33042

  NIGHTLY RENTALS ALLOWED! Welcome to this immaculate 2-bedroom, 1-bathroom vacation retreat nestled at the picturesque southern tip of Venture Out, where the land gracefully meets the sea. The attention to detail is evident with luxurious travertine flooring added to this home. Don't let the square footage fool you. This home offers an open floor plan with an open kitchen over looking the family

  Susan Halligan Live Local Realty of the Florida Keys

  701 Spanish Main Dr Unit 62, Cudjoe Key, FL 33042
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  /8

  $339,000

  • Land
  • 0.29 Acre
  • $1,181,347 per Acre

  0 Overseas Hwy, Summerland Key, FL 33042

  Double Waterfront Lot In Beatiful Summerland Key.12,500 SF Lot, 125 feet of Pristine Canal Frontage. Incredible boating access to both Atlantic or Gulf of Mexico..This 100' x 125' DOUBLE lot offers the flexibility to design a custom home tailored to your vision. Embrace the beauty of island living and enjoy stunning sunrises, tropical breezes, and the tranquil ambiance of the Keys. Don't miss

  Stacy Shahan Island Real Estate Company Florida Keys

  0 Overseas Hwy, Summerland Key, FL 33042
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  /30

  $825,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  701 Spanish Main Dr Unit 468, Cudjoe Key, FL 33042

  Dream Island Living Awaits!Discover this move-in ready, fully furnished 2 bed/2bath canal front home in the secure gated community of Venture Out in CUDJOE KEY. This beautifully appointed property features a 35 ft concrete seawall, perfect for boaters and water enthusiasts, offering stunning open water views that create a serene backdrop for your island lifestyle. Enjoy ample downstairs space,

  Katrina Vanek Bluescape Real Estate

  701 Spanish Main Dr Unit 468, Cudjoe Key, FL 33042
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  /46

  $519,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

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

  Seller is motivated!Coastal Charm Meets Modern Comfort -Welcome to your ideal island escape in the heart of the Lower Keys! This beautifully furnished two-bedroom, two-bath stilt home is located in the welcoming gated residential community of Venture Out on Cudjoe Key--a neighborhood that embraces coastal living and a strong sense of community for all ages.Inside, you'll find a bright and airy

  Lanny Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042
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  /19

  $299,900

  • Land

  701 Spanish Main Dr Unit 236, Cudjoe Key, FL 33042

  Lush landscape on this corner lot adds to the privacy you will get her at Lot 236 in the gated community of Venture Out on Cudjoe Key. Located on a beautiful boating canal, this lot has a 13.25' concrete seawall. The lot has a separate seating area nestled under the shade of the palm trees.Looking to build in the future? This lot is ROGO exempt. Build your high rise home and capture the open

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 236, Cudjoe Key, FL 33042
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  /55

  $899,000

  • 2 Beds
  • 2 Baths
  • 640 Sq Ft

  701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042

  Welcome to your piece of paradise in the exclusive gated community of Venture Out on Cudjoe Key. This stunning high-rise, built in 2018, embodies the perfect blend of modern luxury and island life. As you step inside, you are greeted by an inviting atmosphere that captures the essence of coastal living. The master bedroom boasts an en suite bathroom, offering a serene retreat at the end of the

  Melissa Graham Bluescape Real Estate

  701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042
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  /31

  $645,000

  • 2 Beds
  • 1 Bath
  • 740 Sq Ft

  701 Spanish Main Dr Unit 324, Cudjoe Key, FL 33042

  Step into a dreamy haven: this 2-bedroom, 1-bathroom mobile oasis perfectly situated in the Keys. Compact yet bursting with charm, this home offers direct Marina access, complete with a boat ramp, inviting you to embrace the serene waterside life. Thanks to the unparalleled weather of the Keys, the property's rear beckons you for perfect tanning sessions under the clear blue skies. For those with

  Monika Turek Karem Kramer Realty (KW)

  701 Spanish Main Dr Unit 324, Cudjoe Key, FL 33042
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  /12

  $550,000

  • Land

  701 Spanish Main Dr Unit 323, Cudjoe Key, FL 33042

  Waterfront Wonder in Venture Out Resort. Nestled in the heart of the coveted Venture Out Resort, this waterfront property promises unparalleled location and countless amenities. Situated on a prestigious street, you are moments away from the resort's best offerings. Be swept away by breathtaking ocean views that showcase landmarks like Pelican Pt & Summerland Key. A spacious 40' concrete dock

  Monika Turek Karem Kramer Realty (KW)

  701 Spanish Main Dr Unit 323, Cudjoe Key, FL 33042
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  /31

  $750,000

  • 2 Beds
  • 2 Baths
  • 814 Sq Ft

  701 Spanish Main Dr Unit 333,334, Cudjoe Key, FL 33042

  Calling All Boating Enthusiasts! Experience the ultimate in waterfront living with this stunning 2-bedroom, 1.5 -bathroom house nestled on a spacious double lot, this gem boasts a 70-foot concrete seawall with davits -- perfect for your big boat! Plus, enjoy the convenience of two-car parking right at your doorstep. Step onto the large covered porch and soak in the breathtaking water views that

  Monika Turek Karem Kramer Realty (KW)

  701 Spanish Main Dr Unit 333,334, Cudjoe Key, FL 33042
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  /4

  $205,000

  • Land

  Lot 2 Overseas Hwy, Summerland Key, FL 33042

  Vacant commercial lot with 100' of frontage on Overseas Highway. Fantastic, highly visible, high traffic location near the very popular Square Grouper Bar & Grill on Cudjoe Key. Easily accessible from La Fitte Dr. The partially cleared lot is zoned Suburban Commercial with many possible uses (see attached document for full list of potential land use and verify with county). Excellent opportunity

  Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

  Lot 2 Overseas Hwy, Summerland Key, FL 33042
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  /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
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  /20

  $470,000

  • Land

  701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042

  New Listing! This 35' x 69' canal front lot has ocean views and excellent boating. Bring your RV and live simply by the sea in the private, gated community of Venture Out on Cudjoe Key. Are you looking to build without having to go through the ROGO process? Look no further! This Lot provides you the Right to Build your future home.This Lot has a concrete parking pad and lush tropical landscaping

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
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  /15

  $550,000

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  20151 Kings Row, Summerland Key, FL 33042

  This expansive commercial lot, located just a few blocks from US-1, offers exceptional flexibility and opportunity. Backing up to a serene nature preserve, the property provides a unique blend of convenience and tranquility. Zoned Commercial RV, the lot allows for a variety of uses, including replacing the existing trailer with a residential home or exploring other commercial possibilities.With a

  Graciela Lozano KeysLifestyle Real Estate (KW)

  20151 Kings Row, Summerland Key, FL 33042
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  /33

  $625,000

  • 2 Beds
  • 2 Baths
  • 861 Sq Ft

  701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042

  Affordable piece of paradise! Move in ready, open concept, bright and airy, and freshly painted interior! This 2 bedroom 2 bath home is so spacious you'll be amazed. It has a very large kitchen and living area that looks out over the canal, with sliding glass doors out on to the newly painted deck. Minisplits in each room that cool, heat and dehumidify! Plus, a 5 stage reverse osmosis water

  Mary Conklin Action Keys Realty of the Lower FL Keys LLC

  701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042
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  /24

  $265,000

  • Land

  701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042

  RV Lot or Build your home here in the private, gated community of Venture Out on Cudjoe Key. 35' x 69' paved and cleared lot. Nightly rentals allowed here! Many amenities on-site including a boat ramp, marina store and fuel station. Basketball, bocce, tennis and pickleball courts. Heated saltwater swimming pool right by the ocean. Venture Out is a golf cart friendly community. There are always

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042
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  /43

  $1,135,000

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  22837 Calico Jack Cir, Summerland Key, FL 33042

  Seller says Bring Offers ! Open Water Views & Sunset Skies with great boating access describes this Concrete Block Construction Home with pre-stress concrete beams holding up a poured concrete floor. Home features open floor plan with vaulted ceilings, tile floors throughout, partial walk-around, storm shutters, 2018 A/C, impact front door and metal roof. Storage room below and ample parking

  Beata Sharpe Coldwell Banker Vanguard Realty

  22837 Calico Jack Cir, Summerland Key, FL 33042
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  /9

  $3,500,000

  • Land

  19657 Seminole St, Sugarloaf Key, FL 33042

  Unique Waterfront Property with Opportunity to Build Your Dream MansionWelcome to your once-in-a-lifetime opportunity to own a truly exceptional waterfront property in the Florida Keys. This expansive property boasts a total of 3 lots ensuring unparalleled potential for building your waterfront mansion.Property comes with build back letter. There's not another property like this south of

  Derek Epperly Keys Atlantic Realty

  19657 Seminole St, Sugarloaf Key, FL 33042
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  /4

  $39,000

  • Land
  • 0.14 Acre
  • $286,765 per Acre

  0 Adams Rd, Sugarloaf, FL 33042

  No RV's, no camping, no clearing, and most likely unbuildable. No utilities to property. Not surveyed. ROGO LETTER IN HAND FOR 1 ROGO POINT. This lot is for dedication to receive 1 Rogo Point, Buyer Verify with County. Being sold as-is. Include extra time in offers to verify marketable title and conduct due diligence. Owner/Agent.

  Carmen David Xcellence Realty

  0 Adams Rd, Sugarloaf, FL 33042
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  /2

  $450,000

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  37 Yardarm Rd Unit 1, Cudjoe Key, FL 33042

  This sale is for three 5000 square foot lots. Two are undeveloped (bilders points TBD) One lot has an abandoned house so it is ROGO exempt.

  Joseph Ordini Keller Williams Key West Compass Realty

  37 Yardarm Rd Unit 1, Cudjoe Key, FL 33042
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  /2

  $450,000

  • Land

  248 Yardarm Rd, Cudjoe Key, FL 33042

  The sale is for lots 35,36, & 37. Lot 37 has a house that is rogo exempt. Sewer has been connected and the lot has been cleared and cleaned. The two other lots have a total of 1 to 2 transferable points attached(to be determined)

  Joseph Ordini Keller Williams Key West Compass Realty

  248 Yardarm Rd, Cudjoe Key, FL 33042
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  /2

  $2,100,000

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  20141 Kings Row, Summerland Key, FL 33042

  This versatile commercial property, located just one block from US-1 and backing onto a peaceful nature preserve, offers tremendous potential across four commercially zoned RV lots. Currently utilized as a storage location, the property features a 2-bedroom, 1-bathroom mobile home, which adds residential or office flexibility.The expansive lot's RV zoning allows for a range of potential uses,

  Graciela Lozano KeysLifestyle Real Estate (KW)

  20141 Kings Row, Summerland Key, FL 33042
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  /6

  $4,325,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,103 Sq Ft

  231 E Shore Dr Unit 7, 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 Muzzillo Serhant

  231 E Shore Dr Unit 7, Key West, FL 33040
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  /7

  $4,125,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,103 Sq Ft

  231 E Shore Dr Unit 5, 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 Muzzillo Serhant

  231 E Shore Dr Unit 5, Key West, FL 33040
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  /6

  $4,250,000 New Construction

  • 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 Muzzillo Serhant

  231 E Shore Dr Unit 6, Key West, FL 33040
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  /7

  $4,000,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,103 Sq Ft

  231 E Shore Dr Unit 4, 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 Muzzillo Serhant

  231 E Shore Dr Unit 4, Key West, FL 33040
• 

  

  /7

  $4,125,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,103 Sq Ft

  231 E Shore Dr Unit 3, 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 Muzzillo Serhant

  231 E Shore Dr Unit 3, Key West, FL 33040
• 

  

  /7

  $4,000,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,103 Sq Ft

  231 E Shore Dr Unit 2, 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 Muzzillo Serhant

  231 E Shore Dr Unit 2, Key West, FL 33040
• 

  

  /7

  $4,250,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,103 Sq Ft

  231 E Shore Dr Unit 1, 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 Muzzillo Serhant

  231 E Shore Dr Unit 1, Key West, FL 33040
• 

  

  /99

  $4,500,000 New Construction

  • 4 Beds
  • 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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