16

Summerland Key, FL Homes for Sale with Acreage

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  • /85

    $5,999,000

    • 4 Beds
    • 4 Baths
    • 4,315 Sq Ft

    4500 Filer Cove Rd, Summerland Key, FL 33042

    Picture perfect Sunset Views over the open water at this 12-Acre waterfront compound located on Big Torch Key, a coastal community of large private estates located just 30 minutes outside of Key West. Driving down the gated 300' scenic driveway balmy breezes and tropical landscape lead you to the 4,315 sq. ft. open water residence. Once here you will enjoy world-class fishing and diving just

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 998-2623

    4500 Filer Cove Rd, Summerland Key, FL 33042
  • /71

    $3,499,000

    • 6 Beds
    • 7 Baths
    • 4,976 Sq Ft

    225 Colson Dr, Summerland Key, FL 33042

    Experience the epitome of island luxury in this custom built 5,000 sq. ft. ICF (super energy efficient insulated concrete forms) constructed estate, where masterful design, refined finishes, and breathtaking ocean views come together in perfect harmony. Situated on over an acre of prime oceanfront land, this gated and walled compound offers the ultimate in privacy, serenity, and sophisticated

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 563-4761

    225 Colson Dr, Summerland Key, FL 33042
  • /77

    $13,995,000

    • 31 Beds
    • 19 Baths

    21470 Overseas Hwy, Cudjoe Key, FL 33042

    Located on Cudjoe Key, only 20 miles from Key West. Transient use property, over 3.5 acres, 15 units (15 ROGO exemptions), over 300 feet of water frontage, boat basin, 3 concrete docks, one wooden dock, boat ramp. Shared coin laundry, 2 swimming pools, 3 private driveways. 2 parcels on US 1 are zoned Sub Urban Commercial, excellent rental history. Property spans from US 1 to the Atlantic Ocean.

    Agent Photo

    Jennifer Weeks

    Select Properties of NWFL

    (786) 882-8127

    21470 Overseas Hwy, Cudjoe Key, FL 33042
  • /37

    $1,495,000

    • 2 Beds
    • 2 Baths
    • 1,175 Sq Ft

    27821 Leeward Rd S, Little Torch Key, FL 33042

    Privacy, Acreage, and Stunning Sunsets - Your Private Escape Awaits!Tucked away on 2.38 secluded acres with only one neighbor on the entire road, this 2-bedroom, 2-bath retreat offers the peace and privacy you've been searching for. Surrounded by county-owned land, you'll enjoy uninterrupted views and a connection to nature that's hard to find.Step inside to a spacious open-concept living and

    Agent Photo

    Jennifer Weeks

    Select Properties of NWFL

    (786) 807-6584

    27821 Leeward Rd S, Little Torch Key, FL 33042
  • /60

    $5,500,000

    • 3 Beds
    • 3 Baths
    • 2,088 Sq Ft

    481 E Shore Dr, Summerland Key, FL 33042

    Exceptional Investment Opportunity in the Lower Florida Keys! Owner and private financing are available. This is one of the very few vacation rental properties licensed for daily, weekly, or monthly rentals. Boasting an impressive occupancy rate and generating up to $400,000 annually, this property offers stress-free, passive income in Summerland Key, a premier location. Discover a rare gem in

    Mariana Zaleska-Montadas Berkshire Hathaway HomeServices Keys Real Estate

    481 E Shore Dr, Summerland Key, FL 33042
  • /4

    $2,499,000

    • 3 Beds
    • 1 Bath
    • 1,020 Sq Ft

    32029 Marginella Dr, Big Pine Key, FL 33043

    Rare Waterfront Property on No Name Key: Your Gateway to Natural Florida Keys Living. Are you seeking privacy, breathtaking open water views, and exclusive boat dockage? Look no further than this exceptional offering nestled in the heart of the Natural Florida Keys. Situated on the private and secluded No Name Key, just a stone's throw away from Big Pine Key, this nearly 2-acre property presents

    Tara Thoman-Wood,P.A. Berkshire Hathaway HomeServices Knight & Gardner Realty

    32029 Marginella Dr, Big Pine Key, FL 33043
  • /50

    $1,750,000

    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft

    21865 Spain Blvd, Summerland Key, FL 33042

    Majestically positioned at the end of Spain Blvd, within the Prestigious Cudjoe Acres neighborhood. Discover 21855 & 21865 Spain Blvd. A Property that offers the kind of privacy that's almost impossible to find in the Florida Keys. Set on over 3 acres of land, this one-of-a-kind property is surrounded by naturally occurring native plants, mature trees, and freshwater ponds that encourage local

    Matthew Sheehan Ocean Sotheby's International Realty

    21865 Spain Blvd, Summerland Key, FL 33042
  • /13

    $85,000

    • Land
    • 4.00 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. Lower Keys Office

    LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042
  • /35

    $1,199,000

    • 2 Beds
    • 2 Baths
    • 1,420 Sq Ft

    2231 Middle Torch Rd, Summerland Key, FL 33042

    Opportunities like this are few and far between. This extraordinary offering includes two adjoining 2.5-acre parcels, totaling 5 acres of land -- Truly a rare find in the Florida Keys. Each lot measures 110 x 990 feet, offering an abundance of space, privacy, and potential.The property features two dwellings -- a single-family residence and a manufactured dwelling on the other -- each with 1

    Stephany Duvall Engel & Volkers Marathon

    2231 Middle Torch Rd, Summerland Key, FL 33042
  • /20

    $749,000

    • 2 Beds
    • 1 Bath
    • 574 Sq Ft

    9W Cooks, Cook Island Key, FL 33043

    Situated just offshore in the Lower Florida Keys, Cook's Key Lime Cottage offers a sublime blend of modern comfort and tropical allure. Perfect for avid fishermen and outdoor enthusiasts, hospitality entrepreneurs with a desire for an entirely unique Florida Keys experiential property to add to their portfolio, or those seeking a piece of the Florida Keys to where they can escape. You are

    Greg Gordon Island Home Realty Inc.

    9W Cooks, Cook Island Key, FL 33043
  • /15

    $1,495,000

    • Land
    • 2.29 Acres
    • $652,838 per Acre

    1261 Avenue A, Big Pine Key, FL 33043

    NO WAIT TO BUILD!! ROGO Exempt 2.29 private and exclusive estate acreage with Bay Bottom on Bogie Channel with spectacular open water views. Property rests at the end of a quiet street and neighbors a park. USACE permitted a 412' dock before the pandemic that recently expired but is in discussion for renewal. Former home on property was damaged in Hurricane Irma and has since been demolished and

    Sasha Naimi Conn Florida LLC

    1261 Avenue A, Big Pine Key, FL 33043
  • /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
  • /109

    $6,450,000

    • 3 Beds
    • 3 Baths
    • 4,687 Sq Ft

    3742 Seagrape St, Big Pine Key, FL 33043

    Breathe in serenity during your escape to the ''The Castle'', a luxurious gated Gulf-front estate gracefully spanning 1.14 acres on Big Pine Key. This extraordinary retreat is a rare blend of architectural grandeur and coastal charm, thoughtfully designed for both relaxation and recreation. Boaters will delight in an unparalleled offering of 235 feet of dockage total: 140 feet of protected

    Ally Kelley Ocean Sotheby's International

    3742 Seagrape St, Big Pine Key, FL 33043
  • /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
  • /15

    $1,495,000

    • Land
    • 2.29 Acres
    • $652,841 per Acre

    1261 Avenue A, Big Pine Key, FL 33043

    NO WAIT TO BUILD!!ROGO Exempt 2.29 private and exclusive estate acreage with Bay Bottom on Bogie Channel with spectacular open water views. Property rests at the end of a quiet street and neighbors a park. USACE permitted a 412' dock before the pandemic that recently expired but is in discussion for renewal. Former home on property was damaged in Hurricane Irma and has since been demolished and

    Laura DiBella Conn Florida LLC

    1261 Avenue A, Big Pine Key, FL 33043
  • /64

    $2,000,000

    • 3 Beds
    • 2 Baths
    • 1,841 Sq Ft

    3127 Stewart Rd, Summerland Key, FL 33042

    Gorgeous Open Water home that has been beautifully remodeled on 1.65 Acres of private land with handicap accessibilty! Complete remodel done, including the concrete pilings completed by a licensed contractor. Huge downstairs enclosure with a 2-car garage, this is an incredible opportunity to own a piece of nature in the Florida Keys! Privacy abounds on 1.65 acres of beautifully preserved,

    Pamela Stangler Expert Realty LLC

    3127 Stewart Rd, Summerland Key, FL 33042
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