12

Sugarloaf Key, FL Homes for Sale with Pool

Section Image Section Image
  • /72

    $3,899,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,096 Sq Ft

    17015 Wahoo Ln W, Sugarloaf Key, FL 33042

    Positioned on a rare west facing point lot with 270 ft of sparkling open water frontage on Sugarloaf Sound, this fully reimagined 3 Bedroom 3 Bathroom estate captures breathtaking sunset views across endless turquoise waters. Privately set on a gated 17,000 SF lot, the property lives like a private island compound framed by swaying palms, lush tropical landscaping, and the endless blue waters of

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    17015 Wahoo Ln W, Sugarloaf Key, FL 33042
  • /62

    $5,200,000

    • 4 Beds
    • 3.5 Baths
    • 2,660 Sq Ft

    17013 Coral Dr, Sugarloaf Key, FL 33042

    Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 Bed, 3.5 Bath modern coastal showpiece is surrounded by glistening water and enjoys Keys famous sunset views over Sugarloaf Sound.Fully renovated with premium craftsmanship, the home features a standing seam metal roof, PGT

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    17013 Coral Dr, Sugarloaf Key, FL 33042
  • /59

    $3,750,000

    • 4 Beds
    • 3.5 Baths
    • 2,409 Sq Ft

    17387 E Dolphin St, Sugarloaf Key, FL 33042

    Welcome to Morning Glory - The Dolphin House, a rare direct oceanfront retreat in the Florida Keys. Situated on an oversized oceanfront lot, this 4BR/3.5BA home offers 2,478 SqFt of coastal elegance, breathtaking Atlantic views, and the peaceful lifestyle buyers dream about. Wake up to stunning sunrises, relax by the pool beneath swaying palms, enjoy waterfront dining with guests and friends, or

    17387 E Dolphin St, Sugarloaf Key, FL 33042
  • /45

    $1,649,000

    $26K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,589 Sq Ft

    6 Shore Dr, Key West, FL 33040

    Breathtaking sunset views! Million-dollar views set the tone for this beautifully crafted 3-bedroom, 3-bath home in Saddlebunch Key, just minutes from Key West. Designed for true Keys living, the home features three levels of balconies and porches, each offering sweeping panoramic water views and unforgettable sunsets. Inside, you'll find a fully turnkey residence with thoughtful updates and

    Holly Burger RE/MAX Keys Connection (KW)

    6 Shore Dr, Key West, FL 33040
  • /86

    $3,199,000

    $500K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 1,744 Sq Ft

    17183 Coral Dr, Summerland Key, FL 33042

    Nestled within this 280 ft of concrete walled and gated property lies a tropical oasis that epitomizes Keys living. Situated on a huge,12,000 sq ft corner lot that provides an exclusive island vibe with lots of privacy that comes complete with 200' of canal frontage, a 133' concrete dock, a new 10k lb boat lift, fish cleaning station, and travertine steps into the sparkling water for an enjoyable

    Jan Fritz Coldwell Banker Schmitt RE Co.

    17183 Coral Dr, Summerland Key, FL 33042
  • /100

    $8,995,000

    $955K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 5,208 Sq Ft

    16750 Old State Road 4a, Summerland Key, FL 33042

    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

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    16750 Old State Road 4a, Summerland Key, FL 33042
  • /58

    $1,299,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,398 Sq Ft

    885 Hawksbill Ln, Summerland Key, FL 33042

    Recently updated canal-front home in highly desirable Upper Sugarloaf Key with direct boating access to the world famous Florida Keys back-country and Gulf of America. Located at 885 Hawksbill Lane, this waterfront property sits on a 6,120 sq ft lot and features a concrete seawall with boat davits, pavers and a heated swimming pool and spa completed in 2022. Enjoy canal and mangrove views plus

    Tommy Mack Coastal Collection Real Estate Inc.

    885 Hawksbill Ln, Summerland Key, FL 33042
  • /39

    $1,100,000

    • Land
    • 2,565 Sq Ft
    • $18,680,702 per Acre

    2950 Overseas Hwy Unit 53, Key West, FL 33040

    Rare Gold Bayside RV Lot #53 in the exclusive Bluewater Key RV Resort on Saddlebunch Key, just 15 minutes from Key West. This spacious, highly improved lot offers beautiful open water views and a private tiki hut, providing the perfect setting to relax, entertain, and enjoy the Florida Keys lifestyle.As a designated Gold lot, the property features generous dimensions, privacy, and mature tropical

    Oleksandr Khiznichenko Keller Williams Key West Compass Realty

    2950 Overseas Hwy Unit 53, Key West, FL 33040
  • /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
  • /39

    $4,375,000

    New Construction $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
  • /56

    $1,100,000

    • Land
    • 2,594 Sq Ft
    • $18,464,740 per Acre

    2950 Overseas Hwy Unit 52, Key West, FL 33040

    Rare Platinum Bayside RV Lot #52 in the exclusive Bluewater Key RV Resort on Saddlebunch Key, just 15 minutes away from Key West. This spacious, highly improved lot offers beautiful open water views and a private tiki hut, creating the perfect setting for relaxing or entertaining in your own tropical retreat.As a designated Platinum lot, this property offers generous size, privacy, and lush

    Oleksandr Khiznichenko Keller Williams Key West Compass Realty

    2950 Overseas Hwy Unit 52, Key West, FL 33040
  • /39

    $4,250,000

    New Construction $36M PRICE DROP
    • 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

    Christian Prakas Serhant

    231 E Shore Dr Unit 2, Key West, FL 33040
How to Buy a Home How to Finance a Home How to Sell a Home