358

Summerland Key, FL Homes for Sale

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  • 31042 Hibiscus Dr, Big Pine Key, FL 33043
    31042 Hibiscus Dr, Big Pine Key, FL 33043
    31042 Hibiscus Dr, Big Pine Key, FL 33043
    /42

    $689,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    31042 Hibiscus Dr, Big Pine Key, FL 33043

    Assumable interest rate at 4.8% for qualified buyers! This exceptional property boasts an array of features that provides the perfect blend of comfort and tranquility. The surrounding county-owned land ensures a sense of seclusion and no future building. As you step inside, you'll be greeted by the soaring cathedral ceilings, which create a sense of airiness and freedom, perfectly complemented by

    Deni Heintzelman KeyIsle Realty

    31042 Hibiscus Dr, Big Pine Key, FL 33043
  • 0 Rocky Rd, Sugarloaf Key, FL 33042
    0 Rocky Rd, Sugarloaf Key, FL 33042
    0 Rocky Rd, Sugarloaf Key, FL 33042
    /3

    $849,000

    • Land
    • 10 Acres
    • $84,900 per Acre

    0 Rocky Rd, Sugarloaf Key, FL 33042

    Rare opportunity to acquire approximately 10 acres of vacant residential land in Sugarloaf Key, an area known for its low-density character, natural surroundings, and limited land availability. Large parcels of this size are increasingly scarce in the Lower Florida Keys, positioning this property as a strategic long-term holding or future planning opportunity. On Monroe county records, the

    Eugenia Hernandez Premium Properties R.E. Svc.

    0 Rocky Rd, Sugarloaf 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
  • 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
  • 30351 Flamingo Ln, Big Pine Key, FL 33043
    30351 Flamingo Ln, Big Pine Key, FL 33043
    30351 Flamingo Ln, Big Pine Key, FL 33043
    /10

    $279,999

    • Land

    30351 Flamingo Ln, Big Pine Key, FL 33043

    RemarksRemarks:Excellent neighborhood! Cleared land surrounding $800,000 homes plus range. In Rogo, Tier II . All homes are required to be CBS and no modular homes allowed. Plans for a 3 bedroom 2 bath home have been approved (county permits alterations to the house plans before you build, enabling you to design to your own specific needs). PERMIT Number is 16103833. Annual low association of

    Ana Tavel Paz Coldwell Banker - Pinecrest

    30351 Flamingo Ln, Big Pine Key, FL 33043
  • 270 Airport Dr S, Summerland Key, FL 33042
    270 Airport Dr S, Summerland Key, FL 33042
    270 Airport Dr S, Summerland Key, FL 33042
    /57

    $1,790,000

    • 3 Beds
    • 3 Baths
    • 1,275 Sq Ft

    270 Airport Dr S, Summerland Key, FL 33042

    A rare aviation-and-waterfront opportunity in the private Summerland Key Airport community, this canal-front home includes a private hangar--an exceptionally scarce feature, with only four hangar homes (excluding this one) coming to market in the past decade. This property is ideal for pilots, boaters, fishermen, and divers. The upstairs residence offers 1,275 sq ft of fully renovated living

    Solaris Gregory Expert Realty LLC (HQ)

    270 Airport Dr S, Summerland Key, FL 33042
  • 31034 Hollerich Dr, Big Pine Key, FL 33043
    31034 Hollerich Dr, Big Pine Key, FL 33043
    31034 Hollerich Dr, Big Pine Key, FL 33043
    /51

    $899,000

    • 4 Beds
    • 2 Baths
    • 1,460 Sq Ft

    31034 Hollerich Dr, Big Pine Key, FL 33043

    A great investment opportunity, or the chance for your paradise retreat to pay for itself! This duplex has 2 beds - 1 bath on either side, making for a great source of income, or providing extra space for friends and family to visit! Canal front on Hollerich provides many great conveniences, like easy access to world class boating, and nearby amenities like Big Pine Key Park, and the Big Pine

    Wyatt Tucker Action Keys Realty of the Lower FL Keys LLC

    31034 Hollerich Dr, Big Pine Key, FL 33043
  • 27415 Barbuda Ln, Ramrod Key, FL 33042
    27415 Barbuda Ln, Ramrod Key, FL 33042
    27415 Barbuda Ln, Ramrod Key, FL 33042
    /43

    $999,999

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft

    27415 Barbuda Ln, Ramrod Key, FL 33042

    Welcome to your waterfront retreat! This custom built solid concrete wall house was engineered to withstand a 175mph Cat 5 hurricane and proved it's hurricane resilience during hurricane Irma. This one owner canalfront home is nestled in one of Ramrod Key's most sought-after subdivisions. Designed with a spacious open floor plan and attention to detail, the home features 3 bedrooms and 2

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    27415 Barbuda Ln, Ramrod Key, FL 33042
  • 3742 Seagrape St, Big Pine Key, FL 33043
    3742 Seagrape St, Big Pine Key, FL 33043
    3742 Seagrape St, Big Pine Key, FL 33043
    /47

    $5,900,000

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

    3742 Seagrape St, Big Pine Key, FL 33043

    Escape to “The Castle”, a luxurious gated Gulf-front estate spanning 1.14 acres on Big Pine Key. Built in 2014 with poured concrete, impact windows/doors, elevator, and generator, this 4,600+ sq. ft. masterpiece offers 3 bedrooms, 3 baths, and breathtaking Gulf views. Boaters enjoy 235’ of dockage: 140’ protected canal dock with lift, ramp, and slip, plus 95’ open-water pier dock with lift and

    Jo Ann Cook Ocean Sotheby's International

    3742 Seagrape St, Big Pine Key, FL 33043
  • 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
  • 27973 Snapper Ln, Little Torch Key, FL 33042
    27973 Snapper Ln, Little Torch Key, FL 33042
    27973 Snapper Ln, Little Torch Key, FL 33042
    /25

    $474,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    27973 Snapper Ln, Little Torch Key, FL 33042

    Welcome to your dream retreat by the sea! This beautifully renovated 2/2 offers the perfect blend of classic coastal charm and modern upgrades. Recently renovated with a new roof (2021), new doors and windows (2000), new AC units and updated paint throughout. This home is located in a serene waterfront community with an unlimited free-access boat launch located only minutes from the house. Enjoy

    Bill Vaught (REO Vaught Realty LLC Vaught Realty

    27973 Snapper Ln, Little Torch Key, FL 33042
  • 29859 Overseas Hwy Unit A6, Big Pine Key, FL 33043
    29859 Overseas Hwy Unit A6, Big Pine Key, FL 33043
    29859 Overseas Hwy Unit A6, Big Pine Key, FL 33043
    /8

    $224,890

    • 2 Beds
    • 1.5 Baths
    • 780 Sq Ft

    29859 Overseas Hwy Unit A6, Big Pine Key, FL 33043

    Own a Piece of Paradise - A Renovator's Dream!Embrace the possibilities with this project home opportunity. Whether you're looking to renovate the existing structure or replace it with a modern stilt home, the choice is entirely yours.Property Highlights: Spacious Lot: Enjoy one of the larger lots in the area, offering plenty of room for creative outdoor designs.Home Features: A 2-bedroom,

    Elizabeth Greco-DeGrenier Coldwell Banker Schmitt RE Co.

    29859 Overseas Hwy Unit A6, Big Pine Key, FL 33043
  • 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

    • 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 U S Route 1, Big Pine Key, FL 33043
    0 U S Route 1, Big Pine Key, FL 33043
    /2

    $1,125,000

    • Land
    • 0.86 Acre
    • $1,301,248 per Acre

    0 U S Route 1, Big Pine Key, FL 33043

    Seller will finance with one half down payment for ten years, Commercial zoning, Tier 1 lot.

    Barbara Eads Barbara Eads Realty Inc.

    0 U S Route 1, Big Pine Key, FL 33043
  • 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
  • 0 Hawk Ln, Big Pine Key, FL 33043
    0 Hawk Ln, Big Pine Key, FL 33043
    0 Hawk Ln, Big Pine Key, FL 33043
    /9

    $75,000

    • Land

    0 Hawk Ln, Big Pine Key, FL 33043

    Beautiful large waterfront lot in Tropical Bay Estates. The land is already cleared. This is a perfect spot to build your dream home in Paradise. Begin the process to secure a building permit; start your residential application and proceed through the ROGO system. Situated in an area of lovely, well-maintained homes. Conveniently located on Big Pine Key, there's a grocery store, pharmacies and

    Sunnie San Lorenzo KeyIsle Realty

    0 Hawk Ln, Big Pine Key, FL 33043
  • 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
  • 30324 Frigate Ln, Big Pine Key, FL 33043
    30324 Frigate Ln, Big Pine Key, FL 33043
    30324 Frigate Ln, Big Pine Key, FL 33043
    /10

    $450,000

    • Land

    30324 Frigate Ln, Big Pine Key, FL 33043

    CLEARED WATERFRONT CORNER LOT IN TROPICAL BAY with active building permit! Build your dream CBS home in a wonderful subdivision. Building permit is good till 2028! Large dock already in place. 20' on short side and 55 feet on the long side. Seller financing possible.

    Derrick Johnson Coco Plum Real Estate

    30324 Frigate Ln, Big Pine Key, FL 33043
  • 27332 St Martin Ln, Ramrod Key, FL 33042
    27332 St Martin Ln, Ramrod Key, FL 33042
    27332 St Martin Ln, Ramrod Key, FL 33042
    /61

    $869,000

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    27332 St Martin Ln, Ramrod Key, FL 33042

    Welcome to Breezeswept Beach Estates-- In the heart of the Florida Keys! Here, boating, diving, and fishing are a way of life. This waterfront concrete block (CBS) 3-bed, 2-bath home sits on a deep, ocean-side canal just minutes to open water; Looe Key's clear blue reef is about a 15-minute boat ride away, and Key West is roughly 30 minutes by car. Thoughtfully updated for low-maintenance Keys

    Mark Gable Engel & Volkers Marathon

    27332 St Martin Ln, Ramrod Key, FL 33042
  • 417 Pirates Rd, Summerland Key, FL 33042
    417 Pirates Rd, Summerland Key, FL 33042
    417 Pirates Rd, Summerland Key, FL 33042
    /61

    $1,199,000

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft

    417 Pirates Rd, Summerland Key, FL 33042

    Welcome to this beautifully updated canal-front home in the highly desirable Jolly Roger Estates on Little Torch Key! Offering 3 bedrooms, 2 baths, 1,170 sq ft of living space plus a 110 sq ft flex/office area, this meticulously maintained waterfront home features a desirable split floor plan with an open layout, remodeled kitchen with quartz countertops and LG ThinQ refrigerator and range, large

    Maggie Beall Lokation Real Estate

    417 Pirates Rd, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042
    /75

    $939,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

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

    This is the house for your boat!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 residence. 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 & an unmatched

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 47, 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

    $985,000

    • 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
  • 27385 Saint Lucie Ln, Summerland Key, FL 33042
    27385 Saint Lucie Ln, Summerland Key, FL 33042
    27385 Saint Lucie Ln, Summerland Key, FL 33042
    /68

    $1,900,000

    • 4 Beds
    • 2.5 Baths
    • 1,994 Sq Ft

    27385 Saint Lucie Ln, Summerland Key, FL 33042

    Tropical Keys Oasis — Waterfront Luxury Living — Come experience this one-of-a-kind tropical oasis that feels like living at a Keys resort. Surrounded by lush landscaping, vibrant grass is the backdrop for nine coconut palms, five banana trees, two mango trees, and an avocado tree, this property bursts with natural beauty. Vibrant bougainvillea archways create a stunning entry to one of the most

    Amedeo Belmonte William Raveis Real Estate

    27385 Saint Lucie Ln, Summerland Key, FL 33042
  • 3633 Blue Lagoon St, Big Pine Key, FL 33043
    3633 Blue Lagoon St, Big Pine Key, FL 33043
    3633 Blue Lagoon St, Big Pine Key, FL 33043
    /30

    $989,000

    • 3 Beds
    • 3 Baths
    • 1,314 Sq Ft

    3633 Blue Lagoon St, Big Pine Key, FL 33043

    This meticulously maintained 3-bedroom, 3-bath home in Big Pine Key offers exceptional privacy with state owned non-buildable land on both sides of this tranquil property. With 1,314 square feet of living space, it features an open floor plan, strand woven bamboo floors, two en-suite bedrooms and a nice sized third bedroom.The kitchen includes custom granite countertops, soft close cabinets,

    David Kaufmann Century 21 Circle

    3633 Blue Lagoon St, Big Pine Key, FL 33043
  • 701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042
    /46

    $419,000

    • 1 Bed
    • 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 1 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
  • 0 Acosta Rd, Summerland Key, FL 33042
    0 Acosta Rd, Summerland Key, FL 33042
    0 Acosta Rd, Summerland Key, FL 33042
    /4

    $100,000

    • Land
    • 1.01 Acres
    • $99,010 per Acre

    0 Acosta Rd, Summerland Key, FL 33042

    Vacant 1.01-acre parcel on Acosta Trail in Upper Sugarloaf Key, Monroe County, FL. Approx. 20 miles to Key West, 10 miles to Big Pine Key, and 5 miles to Cudjoe Key. Unimproved land offering future development or investment potential in the Lower Florida Keys. Additional 1.01-acre lot on Mira Rd (behind subject property) also available for sale. Buyer to verify zoning, ROGO status, flood zone,

    Eugenia Hernandez Premium Properties R.E. Svc.

    0 Acosta Rd, Summerland Key, FL 33042
  • 29850 Journeys End Rd, Big Pine Key, FL 33043
    29850 Journeys End Rd, Big Pine Key, FL 33043
    29850 Journeys End Rd, Big Pine Key, FL 33043
    /35

    $785,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    29850 Journeys End Rd, Big Pine Key, FL 33043

    Nestled among lush tropical foliage, this inviting 3-bedroom, 2-bath home offers privacy, comfort, and that classic Big Pine Key island vibe. Situated on a dry, double lot, the property provides extra space to relax, garden, or park your boat -- all within a fully fenced yard surrounded by nature and the occasional friendly Key deer 🦌.Step inside to an open, airy living space that flows

    Karen Haack Coldwell Banker Schmitt RE Co.

    29850 Journeys End Rd, Big Pine Key, FL 33043
  • 231 E Shore Dr Unit 2, Summerland Key, FL 33042
    231 E Shore Dr Unit 2, Summerland Key, FL 33042
    231 E Shore Dr Unit 2, Summerland Key, FL 33042
    /7

    $4,150,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 3,119 Sq Ft

    231 E Shore Dr Unit 2, Summerland Key, FL 33042

    Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept

    Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 2, Summerland Key, FL 33042
  • 643 Indies Rd, Summerland Key, FL 33042
    643 Indies Rd, Summerland Key, FL 33042
    643 Indies Rd, Summerland Key, FL 33042
    /50

    $1,675,000

    • 3 Beds
    • 2 Baths
    • 1,995 Sq Ft

    643 Indies Rd, Summerland Key, FL 33042

    Nestled on the picturesque shores of Ramrod Key, this stunning waterfront property is the epitome of tropical luxury. With 3 bedrooms, 2 bathrooms, and 2,229 square feet of thoughtfully designed living space, this home offers an ideal blend of comfort and high-end amenities on a spacious 9,000 square foot lot. Completely remodeled in 2018, including a new roof, this property is ready for

    Greg MacLaren Internet Realty of the Florida Keys

    643 Indies Rd, Summerland Key, FL 33042
  • 1768 Sunrise Dr, Big Pine Key, FL 33043
    1768 Sunrise Dr, Big Pine Key, FL 33043
    1768 Sunrise Dr, Big Pine Key, FL 33043
    /17

    $368,000

    • Land

    1768 Sunrise Dr, Big Pine Key, FL 33043

    Catch a SUNRISE on Sunrise Drive! Vacant canal front lot with long views of Spanish Harbor. A building permit has been applied for and is currently #6 on the list. Direct access to the water, perfect for boaters, fishing enthusiasts, or those seeking a waterfront lifestyle. This 9560 sq foot lot provides some elbow room and is located on a canal PLUS has views of Spanish Harbor. Permit in-process

    Donna Pezzi Keller Williams Key West Compass Realty

    1768 Sunrise Dr, Big Pine Key, FL 33043
  • 3759 Seagrape St, Big Pine Key, FL 33043
    3759 Seagrape St, Big Pine Key, FL 33043
    3759 Seagrape St, Big Pine Key, FL 33043
    /43

    $1,121,665

    • 3 Beds
    • 3 Baths
    • 1,591 Sq Ft

    3759 Seagrape St, Big Pine Key, FL 33043

    Wake up to endless water views and wind down with breathtaking Keys sunsets at this peaceful island retreat. Set on a quiet corner lot, this 3-bedroom, 3-bath home offers the perfect blend of privacy, comfort, and classic Keys charm. A wraparound screened in porch with six sets of sliding glass doors fills the home with natural light and cooling tropical breezes, while rich pecky cypress accents

    Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    3759 Seagrape St, Big Pine Key, FL 33043
  • 31349 Avenue C, Big Pine Key, FL 33043
    31349 Avenue C, Big Pine Key, FL 33043
    31349 Avenue C, Big Pine Key, FL 33043
    /48

    $749,000

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

    31349 Avenue C, Big Pine Key, FL 33043

    Stunning Brand-New Construction in Big Pine Key!Welcome to your dream home in the Lower Keys! This beautifully elevated Affinity-built 3 bedroom, 2 bathroom home offers the perfect blend of modern comfort, durability, and eco-conscious features. Built in 2025, this home is equipped with all impact-rated windows and doors, offering peace of mind and energy efficiency.Enjoy the spacious

    Sarah Dolson Keller Williams Key West Compass Realty

    31349 Avenue C, Big Pine Key, FL 33043
  • 2211 San Sebastian Dr, Big Pine Key, FL 33043
    2211 San Sebastian Dr, Big Pine Key, FL 33043
    /2

    $1,700,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft

    2211 San Sebastian Dr, Big Pine Key, FL 33043

    Brand New Home! Oversized Custom 4 bedroom 3 bath home located on a beautiful protected deep water canal with excellent access to the Gulf and Atlantic. This 2000 sq ft home is situated in a quiet neighborhood and features an open living area design with chef's kitchen/ quartz counter tops, high ceilings, covered porch, custom railings, impact windows and doors, custom concrete heated and chilled

    Greg MacLaren Internet Realty of the Florida Keys

    2211 San Sebastian Dr, Big Pine Key, FL 33043

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