144

Sugarloaf, FL Homes for Sale

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  • 17220 Angelfish Ln, Sugarloaf Shores, FL 33042
    17220 Angelfish Ln, Sugarloaf Shores, FL 33042
    17220 Angelfish Ln, Sugarloaf Shores, FL 33042
    /10

    $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

    The Spottswood Team Truman & Co. (KW)

    17220 Angelfish Ln, Sugarloaf Shores, FL 33042
  • 125 Colson Dr, Summerland Key, FL 33042
    125 Colson Dr, Summerland Key, FL 33042
    125 Colson Dr, Summerland Key, FL 33042
    /69

    $2,249,000 Pre-Foreclosure

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

    125 Colson Dr, Summerland Key, FL 33042

    THIS PROPERTY IS A ONE OF A KIND! A TRUE ''UNICORN!'' TRANSIENT LICENSE FOR NIGHTLY RENTALS BRINGING IN 230K-300K for 2026!! OPEN WATER VIEWS! ALMOST 2 ACRES TOTAL WITH 4 LOTS! Turnkey Vacation Rental with 4 bedrooms and 2 baths in Main House which is a charming and OLD FLORIDA KEYS STYLE PROPERTY! Privacy, lush vegetation, stunning Open water views from the balconies from almost every room!

    Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    125 Colson Dr, Summerland Key, FL 33042
  • 813 Hawksbill Ln, Summerland Key, FL 33042
    813 Hawksbill Ln, Summerland Key, FL 33042
    813 Hawksbill Ln, Summerland Key, FL 33042
    /49

    $910,000

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

    813 Hawksbill Ln, Summerland Key, FL 33042

    Charming 2BR/2BA PLUS A LOFT, Keys home on Upper Sugarloaf, the perfect blend of comfort and waterfront living. Built on sturdy concrete pilings with Hardie board siding and a metal roof, this three-story retreat of island living. with GENERAC Generator. Inside, you'll find bright, cozy interiors with bamboo and ceramic tile floors and open living spaces for the relaxed Keys lifestyle. What truly

    Miguel Solis Douglas Elliman Florida, LLC - Sunset Drive

    813 Hawksbill Ln, Summerland Key, FL 33042
  • 17245 Jamaica Ln, Summerland Key, FL 33042
    17245 Jamaica Ln, Summerland Key, FL 33042
    17245 Jamaica Ln, Summerland Key, FL 33042
    /29

    $925,000

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

    17245 Jamaica Ln, Summerland Key, FL 33042

    Tucked along a quiet canal in Sugarloaf Shores, 17245 Jamaica Lane captures the essence of easy Keys living. This waterfront retreat offers direct access to open water and all things salt life--paddleboarding, kayaking, the iconic jumping bridge, and world-class cycling right out your door. Set on a generous lot, this elevated 3-bedroom, 2-bath home blends laid-back island charm with modern

    Team Kaufelt Truman & Co. (KW)

    17245 Jamaica Ln, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042
    /33

    $278,500

    • 1 Bed
    • 1 Bath
    • 368 Sq Ft

    701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042

    Welcome to Unit 533 in the Venture Out community on Cudjoe Key, featuring a spacious addition that provides extra living space and flexibility. The addition includes a comfortable living area and a flex room currently used as additional sleeping space, suitable for guests, a home office, or hobby area.The home is clean and well cared for, offering a functional layout appropriate for full-time

    Jenifer Hirsch Bluescape Real Estate

    701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042
  • 205 S Point Dr, Summerland Key, FL 33042
    205 S Point Dr, Summerland Key, FL 33042
    205 S Point 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

    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
  • 701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042
    /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
  • 43 Venetian Way, Summerland Key, FL 33042
    43 Venetian Way, Summerland Key, FL 33042
    43 Venetian Way, Summerland Key, FL 33042
    /47

    $1,200,000

    • 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 in

    Lori Cameron Buy The Keys

    43 Venetian Way, Summerland Key, FL 33042
  • 20844 4th Ave W, Summerland Key, FL 33042
    20844 4th Ave W, Summerland Key, FL 33042
    20844 4th Ave W, Summerland Key, FL 33042
    /64

    $2,875,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,951 Sq Ft

    20844 4th Ave W, Summerland Key, FL 33042

    SOLD TURNKEY! INCLUDES FURNISHINGS, 2006 PONTOON BOAT & 2021 JET SKI! DEEP WATER! A remarkable waterfront estate in the prestigious neighborhood of Cudjoe Gardens. When you first walk up you will notice the beautiful landscaping, tropical fruit trees, key limes, mangoes, lemons, bananas and avocados! This stunning and elegant concrete residence on elevated lot, offers the perfect harmony of

    Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    20844 4th Ave W, Summerland Key, FL 33042
  • 180 Sugarloaf Dr, Summerland Key, FL 33042
    180 Sugarloaf Dr, Summerland Key, FL 33042
    180 Sugarloaf Dr, Summerland Key, FL 33042
    /25

    $750,000

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

    180 Sugarloaf Dr, Summerland Key, FL 33042

    **Motivated Sellers, all reasonable offers considered**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

    Jenny Perry Preferred Properties (KW)

    180 Sugarloaf Dr, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042
    /37

    $939,000

    • 2 Beds
    • 2 Baths
    • 861 Sq Ft

    701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042

    NEW YEAR, NEW PRICE on this heavily rented PROTECTED DOCKAGE property! LOOK AT THIS VIEW! You have open water views from this impeccably maintained, fully stilted 2BR/2 BATH unit! A 43' SEAWALL with heavy duty dock posts, cleats, fish cleaning table and swim ladder add to the allure of this home perfect for the avid boater! North winds are NO PROBLEM with this protected dockage! The oversized

    Jamie Caudill Lokation Real Estate

    701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042
    /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
  • 1145 Hakluyt Ln, Cudjoe Key, FL 33042
    1145 Hakluyt Ln, Cudjoe Key, FL 33042
    1145 Hakluyt Ln, Cudjoe Key, FL 33042
    /7

    $190,000

    • Land
    • 6,000 Acres
    • $32 per Acre

    1145 Hakluyt Ln, Cudjoe Key, FL 33042

    Discover one of Cudjoe Key’s desirable vacant parcels — a 6,000 sq ft waterfront lot offering direct access to the Lower Keys’. Located on a quiet road, this property pairs privacy with easy access to local conveniences and the laid-back lifestyle of the Lower Keys. Enjoy morning coffee with ocean breezes, evening skies, and endless outdoor living possibilities.(Information provided herein is

    Daniel Pacheco United Realty Group Inc

    1145 Hakluyt Ln, Cudjoe Key, FL 33042
  • 15760 Old State Road 4a, Summerland Key, FL 33042
    15760 Old State Road 4a, Summerland Key, FL 33042
    15760 Old State Road 4a, Summerland Key, FL 33042
    /116

    $19,750,000

    • 6 Beds
    • 7 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 The Agency Florida Keys

    15760 Old State Road 4a, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
    /55

    $925,000

    • 2 Beds
    • 1 Bath
    • 806 Sq Ft

    701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042

    ********Nightly Licensed Transient Rental!!!********This amazing, two bedroom / one bathroom, open water front, nightly transient rental is ready for you to enjoy both the beauty of this location and the income off the nightly rental license. The floor plan makes the open water views as its main focus. Cook the catch of the day overlooking the waters that you just caught that prized fish in. Sit

    Bobby Coe RE/MAX Keys Connection (KW)

    701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
    /59

    $549,000

    • 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
  • 701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
    /18

    $470,000

    • Land

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

    Welcome to Lot 183 in Venture Out, a gated waterfront community on Cudjoe Key known for its resort-style amenities and laid-back Keys lifestyle. This beautifully maintained lot features a 35' seawall for your boat, a concrete table and benches for outdoor dining, and lush landscaping on both sides for added privacy. Enjoy easy access to the marina, boat ramp, heated pool, tennis and pickleball

    Jenifer Hirsch Bluescape Real Estate

    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
  • 231 E Shore Dr Unit 4, Key West, FL 33040
    231 E Shore Dr Unit 4, Key West, FL 33040
    231 E Shore Dr Unit 4, Key West, FL 33040
    /43

    $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
  • 248 Yardarm Rd, Cudjoe Key, FL 33042
    248 Yardarm Rd, Cudjoe Key, FL 33042
    /2

    $65,000

    • Land

    248 Yardarm Rd, Cudjoe Key, FL 33042

    This is a listing for two transferable lots. lots # 35 & 36 each lot is 6000 sq. ft.

    Joseph Ordini Keller Williams Key West Compass Realty

    248 Yardarm Rd, Cudjoe Key, FL 33042
  • 231 E Shore Dr Unit 2, Key West, FL 33040
    231 E Shore Dr Unit 2, Key West, FL 33040
    231 E Shore Dr Unit 2, Key West, FL 33040
    /47

    $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
  • LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042
    LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042
    LOT 8 Little Knockemdown Key Unit AKA Parcel 23, 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
  • Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042
    Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042
    Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042
    /3

    $449,000

    • Land
    • 0.34 Acre
    • $1,303,896 per Acre

    Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042

    Oversized lot in gorgeous Sugarloaf Key with 15,000 Square feet ready for you to enter into the ROGO system. This sale comes with a ROGO Point Letter from Monroe County for 0 Disturbed Pine worth 24 points, giving you 44 points to enter into the ROGO system to build your dream home. Seller has done the Letter of Current Site Conditions with the County as well as engineering for a house, just

    Pamela Stangler Expert Realty LLC

    Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042
  • 16200 Old State Rd Unit 4A, Sugarloaf Key, FL 33042
    16200 Old State Rd Unit 4A, Sugarloaf Key, FL 33042
    16200 Old State Rd Unit 4A, Sugarloaf Key, FL 33042
    /61

    $3,999,000

    • 3 Beds
    • 2 Baths
    • 1,964 Sq Ft

    16200 Old State Rd Unit 4A, Sugarloaf Key, FL 33042

    Retreat to over 20 acres of private paradise, where unobstructed open-water views and breathtaking sunrise and sunset skies set the tone for everyday. Remotely tucked away off Old State Road in Sugarloaf Key, this rare beachfront estate delivers a level of privacy and true coastal beauty that is nearly impossible to replicate in the Florida Keys. Concrete construction completed in 2024, this

    Madeleine Lowe Expert Realty LLC (HQ)

    16200 Old State Rd Unit 4A, Sugarloaf Key, FL 33042
  • 701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042
    /55

    $374,000

    • 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

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042
  • 34 Bay Dr, Key West, FL 33040
    34 Bay Dr, Key West, FL 33040
    34 Bay Dr, Key West, FL 33040
    /54

    $1,599,000

    • 4 Beds
    • 3 Baths
    • 1,633 Sq Ft

    34 Bay Dr, Key West, FL 33040

    Experience refined Florida Keys living in this fully renovated canal-front residence offering privacy, quality craftsmanship and effortless coastal elegance. Located just 15 minutes from Key West this ground- level home is set on an expansive 15,047 sq. ft. lot with a fully fenced yard creating a serene and private setting.Designed for the flats fisherman boating enthusiast the property features

    Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

    34 Bay Dr, Key West, FL 33040
  • 701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042
    /54

    $839,000

    • 2 Beds
    • 2 Baths
    • 640 Sq Ft

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

    Luxurious Waterfront Living - Welcome to your perfect coastal oasis in the sought-after community of Venture Out! This contemporary high-rise boasts million-dollar views from every angle, including a screened patio for ultimate enjoyment. With an outside elevator providing easy access, this stunning home features a serene primary suite with stylish decor and a beautiful walk-in shower in the

    Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042
  • 1163 de Lussan Ln, Summerland Key, FL 33042
    1163 de Lussan Ln, Summerland Key, FL 33042
    1163 de Lussan Ln, Summerland Key, FL 33042
    /61

    $1,800,000 Open Sat 11AM - 2PM

    • 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
  • 701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042
    /18

    $265,000

    • Land

    701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042

    Welcome to RV Lot 642, located in the gated, waterfront community of Venture Out on Cudjoe Key. This well-positioned lot offers the perfect setup for your Florida Keys getaway, seasonal stay, or investment opportunity.Enjoy all the perks of a golf-cart-friendly community with resort-style amenities, including a large saltwater pool, marina with boat ramp, pickleball and tennis courts, bocce,

    Jenifer Hirsch Bluescape Real Estate

    701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042
  • 0 Adams Rd, Sugarloaf, FL 33042
    0 Adams Rd, Sugarloaf, FL 33042
    0 Adams Rd, Sugarloaf, FL 33042
    /4

    $31,000

    • Land
    • 0.14 Acre
    • $227,941 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
  • 1041 Buttonwood Dr E, Sugarloaf Key, FL 33042
    1041 Buttonwood Dr E, Sugarloaf Key, FL 33042
    1041 Buttonwood Dr E, Sugarloaf Key, FL 33042
    /125

    $11,000,000

    • 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 on

    Lisa Swanson The Agency Florida Keys

    1041 Buttonwood Dr E, Sugarloaf Key, FL 33042
  • 701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
    /53

    $985,000

    • 2 Beds
    • 2 Baths
    • 888 Sq Ft

    701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042

    Panoramic Ocean Views W/ Transient Rental License! This beautifully updated and well-maintained stilt home offers 2 bedrooms and 2 bathrooms, large kitchen with all the necessities, panoramic ocean views, a private 35' concrete seawall for your boat and off street parking for your vehicle. This home has an open deck overlooking the crystal clear waters and a screened deck just waiting for you to

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
  • 17171 Seagrape Ln, Summerland Key, FL 33042
    17171 Seagrape Ln, Summerland Key, FL 33042
    17171 Seagrape Ln, Summerland Key, FL 33042
    /17

    $998,000

    • 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 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. Bay views.

    Marie Howe Century 21 Circle - Key West

    17171 Seagrape Ln, Summerland Key, FL 33042
  • 22948 Drake Ln, Summerland Key, FL 33042
    22948 Drake Ln, Summerland Key, FL 33042
    22948 Drake Ln, Summerland Key, FL 33042
    /42

    $650,000

    • Land

    22948 Drake Ln, Summerland Key, FL 33042

    Canal front-vacant lot is ROGO exempt and ready to build on. It corners Drake Lane's dead end and is second from Cudjoe Bay's open water: Views and more views. 70-foot concrete seawall with boat slip/basin and 10,000 pound boat lift make this the perfect location for boater/angler's new home. Previous house removed and lot is ready for your new vision. Electric was in place, buyer to verify FKAA

    Barbara Bowers Preferred Properties (KW)

    22948 Drake Ln, Summerland Key, FL 33042
  • 4 Shore Dr, Key West, FL 33040
    4 Shore Dr, Key West, FL 33040
    4 Shore Dr, Key West, FL 33040
    /19

    $694,000

    • 2 Beds
    • 2 Baths
    • 1,010 Sq Ft

    4 Shore Dr, Key West, FL 33040

    Million dollar views! Ocean and Gulf views make this an affordable waterfront gem. Situated in the quiet and peaceful Bay Point neighborhood, this home is only 17 miles from Key West allowing quick city access and return to waterfront bliss. This Keys-style fish camp offers a waterfront manufactured home with 2 bedrooms and 2 baths. The side yard was once an orchid house and could be returned as

    Elizabeth Jolin Coldwell Banker Schmitt Islamorada

    4 Shore Dr, Key West, FL 33040
  • 701 Spanish Main Dr Unit 214, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 214, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 214, Cudjoe Key, FL 33042
    /44

    $949,000

    • 2 Beds
    • 2 Baths
    • 779 Sq Ft

    701 Spanish Main Dr Unit 214, Cudjoe Key, FL 33042

    Welcome to your own piece of paradise in the heart of Cudjoe Key located in the gated community of Venture Out, where the island breeze and good vibes never stop!Live the island life in this turnkey 2 Bedroom, 2 Bath open water gem that's fully furnished and ready to rock your flip-flops off! Kick back on the oversized covered porch upstairs and catch the cool ocean vibes - it's your front-row

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 214, Cudjoe Key, FL 33042
  • 19749 Date Palm Dr, Summerland Key, FL 33042
    19749 Date Palm Dr, Summerland Key, FL 33042
    19749 Date Palm Dr, Summerland Key, FL 33042
    /50

    $1,299,000

    • 4 Beds
    • 3 Baths
    • 2,464 Sq Ft

    19749 Date Palm Dr, Summerland Key, FL 33042

    An incredible opportunity, especially for those looking for a spacious, 2464 sq ft well-equipped 12-foot stilted custom-built, waterfront home. 4 bedrooms, 3 baths plus a den with recent improvements and updates. Enormous Master bedroom and master bath with a gigantic tub. A huge breathtaking kitchen with stainless steel appliances. The combination of a large living area, open floor plan, modern

    Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

    19749 Date Palm Dr, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 437, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 437, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 437, Cudjoe Key, FL 33042
    /56

    $579,900

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 437, Cudjoe Key, FL 33042

    Introducing an exceptional waterfront investment opportunity in the heart of the Florida Keys! This beautifully remodeled waterfront home in the highly desirable gated community of Venture Out on Cudjoe Key is zoned for minimum one-day vacation rentals, making it an ideal choice for investors or those seeking a turnkey coastal retreat. Step inside and you'll immediately appreciate the home's

    Melissa Graham Bluescape Real Estate

    701 Spanish Main Dr Unit 437, Cudjoe Key, FL 33042
  • 231 E Shore Dr Unit 6, Key West, FL 33040
    231 E Shore Dr Unit 6, Key West, FL 33040
    231 E Shore Dr Unit 6, Key West, FL 33040
    /39

    $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
  • 701 Spanish Main Dr Unit 369, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 369, Cudjoe Key, FL 33042
    /2

    $495,000

    • Land

    701 Spanish Main Dr Unit 369, Cudjoe Key, FL 33042

    Rare opportunity for water front 35 ft sea wall, now vacant lot, home was removed, located in the community of Venture Out. Build your new home or install a cement slab and use the lot for your RV or rent the site to a RV user who would like to have their boats in front of their home with easy access to open water, and the marina . Beautiful views

    Debra Schoepe Berkshire Hathaway HomeServices Knight & Gardner Realty

    701 Spanish Main Dr Unit 369, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042
    /39

    $625,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042

    Welcome to this completely remodeled, direct canal front cottage located at 701 Spanish Main Dr in Cudjoe Key, FL. This beautiful property offers 2 bedrooms and 2 bathrooms within its 816 sq.ft. of finished living space. The home sits on a 2,568 sq.ft. lot, providing ample outdoor space for relaxing and entertaining. The property features a bright and airy interior with an open floor plan,

    Randal Longo Keys Realty Redefined LLC

    701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042

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