Summerland Key, FL Homes for Sale

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  $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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  /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
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  /35

  $1,299,000

  • 3 Beds
  • 2 Baths
  • 2,392 Sq Ft

  28565 Anne Bonny Rd, Summerland Key, FL 33042

  Spacious canal front home in desirable Jolly Roger Estates on Little Torch Key! No details were spared in the recent renovation transformation, resulting in impeccable design and comfort, and the result is a serene and comforting destination, perfect for family getaways or as an income generating investment property. Kitchen updates include stainless steel appliances and granite countertops,

  Banks Prevatt Coldwell Banker Schmitt RE Co. Lower Keys Office

  28565 Anne Bonny Rd, Summerland Key, FL 33042
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  /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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  /31

  $785,000

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  4099 Egret Ln, Summerland Key, FL 33042

  Excellent Investment Opportunity! Classic waterfront home in quiet Big Torch Key. This home features 2 bedrooms, two bathrooms and a spacious open living/dining/kitchen area. Water from a 12k gallon cistern with a reverse osmosis system. City water is available and the home is connected to sewer. This home is being sold as a life estate. The homeowner will remain in place after purchase of the

  Banks Prevatt Coldwell Banker Schmitt RE Co. Lower Keys Office

  4099 Egret Ln, Summerland Key, FL 33042
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  /13

  $895,000

  • Land
  • 0.34 Acre
  • $2,643,849 per Acre

  30988 Witters Ln, Big Pine Key, FL 33043

  Beautiful extra large lot with open water view and full active building permit. The lot also has an active permit for in-ground pool. Plans are included for single level elevated CBS 4 Bedroom 4.5 Bathroom luxury home over parking, with superb boating access to both the Atlantic Ocean and Gulf of Mexico.

  Banks Prevatt Coldwell Banker Schmitt RE Co. Lower Keys Office

  30988 Witters Ln, Big Pine Key, FL 33043
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  /4

  $44,000

  • Land
  • 0.14 Acre
  • $323,529 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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  /21

  $1,300,000

  • Land
  • 0.17 Acre
  • $7,647,059 per Acre

  31441 Avenue I, Big Pine Key, FL 33043

  Waterfront property located in Big Pine Key, FL ready for you to build your dream house on. Property has a private boat ramp, boat lift, and seawall. ROGO exempt. 2 minutes to Atlantic by boat, 2 minutes to Gulf by boat. Only 30 miles from Key West.

  Nate Hinman HAREONE REALTY GROUP

  31441 Avenue I, Big Pine Key, FL 33043
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  /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
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  /54

  $5,600,000

  • 4 Beds
  • 3.5 Baths
  • 5,608 Sq Ft

  974 Flagship Dr, Summerland Key, FL 33042

  Spectacular Open Water location, with fabulous views from this well-built Oceanfront concrete home. Direct Ocean access from the step down concrete seawall/dock that wraps around the waterside of the property, including the boat basin with two boat lifts and a fish cleaning station. Relax in large pool with over-spill hot tub & a big pool patio area and a covered patio for entertaining, which

  Lee Sanders KeyIsle Realty

  974 Flagship Dr, Summerland Key, FL 33042
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  /2

  $52,000

  • Land

  Lot 24 Rainbow Beach, Big Torch Key, FL 33042

  This is a 2 point lot to be used toward a building permit in Monroe County. Add to your current ROGO application or use it when submitting a new ROGO application to Monroe County. Contact Monroe County Planning Department for specific details on how and when these points can be used.

  Pamela Stangler Expert Realty LLC

  Lot 24 Rainbow Beach, Big Torch Key, FL 33042
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  /2

  $810,000

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  547 Heck Ave, Little Torch Key, FL 33042

  Stunning 3-Bed, 2-Bath Home in Little Torch Key – A Boater’s Paradise!Nestled in a peaceful neighborhood in sought-after Little Torch Key, this charming home is perfect for those who love boating and fishing. The bright, open-concept living area is ideal for entertaining, while the upstairs screened porch offers a fantastic spot for grilling and outdoor dining with elevated waterfront views.The

  Glenn Harris DALTON WADE INC

  547 Heck Ave, Little Torch Key, 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

  $1,000,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  29050 Rose Dr, Big Pine Key, FL 33043

  This 1200 square foot single family home has 3 bedrooms and 2.0 bathrooms. This home is located at 29050 Rose Dr, Big Pine Key, FL 33043. Storage unit on first floor. Nearby public boat ramp. Private cement deck 75 feet.

  Evelyn Brito Lifestyle International Realty

  29050 Rose Dr, Big Pine Key, FL 33043
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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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  /16

  $325,000

  • Land

  27935 Tarpon Terrace, Summerland Key, FL 33042

  Heather Mason Coastal Collection Real Estate Inc.

  27935 Tarpon Terrace, Summerland Key, FL 33042
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  /82

  $2,795,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,416 Sq Ft

  835 Gulf Dr, Summerland Key, FL 33042

  EXQUISITE WATERFRONT ESTATE in prestigious Summerland Cove Isles -- an upscale 4-bedroom, 3.5-bath concrete block residence featuring an internal elevator and rooftop terrace. Blending sleek modern design with timeless coastal elegance, this exceptional home is perfectly positioned on a desirable flow-through canal, offering direct access to both the Atlantic Ocean and Gulf --a dream for boating

  Donna Pezzi Keller Williams Key West Compass Realty

  835 Gulf Dr, Summerland Key, FL 33042
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  /19

  $1,499,999 New Construction

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft

  29558 Ranger Ave, Big Pine Key, FL 33043

  Experience the Ultimate Keys Lifestyle - New Construction with 75' of Waterfront on a Wide Boating CanalComing Fall 2025 - Nestled on a spacious 7,500 sqft lot (75x100) along a deep, wide boating canal, this brand new 1,500 sqft home offers the perfect blend of modern coastal living and exceptional boating access. With quick entry to Pine Channel, you're just minutes from both the Atlantic Ocean

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  29558 Ranger Ave, Big Pine Key, FL 33043
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  /59

  $1,599,999 New Construction

  • 4 Beds
  • 3 Baths
  • 2,136 Sq Ft

  142 Peg Leg Ln, Cudjoe Key, FL 33042

  Welcome to your dream coastal retreat! Perched on concrete stilts with sweeping views, this newer 4-bedroom, 3-bath luxury home offers the perfect blend of island elegance and modern comfort. Two spacious master suites provide privacy and flexibility, while the open-concept living space is framed by wide, breezy balconies -- ideal for soaking in the sunrise or entertaining guests in true Keys

  Alejandro Perez Amerifirst Realty

  142 Peg Leg Ln, Cudjoe Key, FL 33042
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  /55

  $1,394,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft

  31516 Avenue F, Big Pine Key, FL 33043

  Experience the ultimate Florida Keys lifestyle in this beautiful brand new waterfront home in Big Pine Key! With 45 feet of canalfront concrete seawall, a fish cleaning station, and only four lots in from Florida Bay, this property offers stunning bay and sunset views and easy access to the Atlantic Ocean, perfect for offshore fishing or Florida Bay adventures. Located in a prime area, this home

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  31516 Avenue F, Big Pine Key, FL 33043
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  /38

  $1,250,000 New Construction

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

  335 Pirates Rd, Summerland Key, FL 33042

  Escape to paradise with this incredible waterfront property located on a deep boating canal in the heart of the Lower Florida Keys. Perfectly suited for boating enthusiasts and water lovers, this home offers dockage and a boat lift, and direct, easy access to the open waters of the Atlantic Ocean and Gulf of Mexico, making it a dream come true for those who enjoy fishing, cruising, or simply

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  335 Pirates Rd, Summerland Key, FL 33042
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  /17

  $829,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  27215 Mariposa Rd, Summerland Key, FL 33042

  New Construction Priced to Sell!This charming 1,500 sqft home is a true retreat, perfectly positioned in the Lower Keys, just moments from the popular Looe Key Tiki Bar and Boondocks. Tucked away in a quiet, low-traffic neighborhood, this property offers the ideal combination of peace and convenience, allowing you to embrace the relaxed Keys lifestyle.Inside, you'll find:A spacious, open floor

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  27215 Mariposa Rd, Summerland Key, FL 33042
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  /25

  $979,000 New Construction

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

  622 Diane Ave, Summerland Key, FL 33042

  PRICED TO SELL!Discover the perfect balance of comfort, tranquility, and outdoor living with this spacious home located on a boating canal in the Lower Florida Keys. Nestled in a quiet neighborhood, this property offers a peaceful retreat while still being just minutes away from all the natural beauty and attractions the Keys have to offer, and 30 minutes from Key West!Inside, you'll find

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  622 Diane Ave, Summerland Key, FL 33042
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  /50

  $2,499,000 New Construction

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

  711 W Indies Dr, Summerland Key, FL 33042

  Stunning Brand New Open Water CBS Construction Home on beautiful Ramrod Key, FL. Minutes to the Atlantic Ocean and World Famous Looe Key the #1 Dive destination in the Continental US.Discover coastal living at its finest with this brand-new 4-bedroom, 3-bathroom home nestled on the sparkling open waters of Ramrod Key. Boasting 2,000 square feet of thoughtfully designed living space, this home

  Greg MacLaren Internet Realty of the Florida Keys

  711 W Indies Dr, Summerland Key, FL 33042
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  /99

  $4,950,000 New Construction

  • 4 Beds
  • 3 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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  /55

  $2,300,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft

  30995 Watson Blvd, Big Pine Key, FL 33043

  FINISHED -- NEW CONSTRUCTION!!! Luxury water view home with an in-ground pool on a 14,680 sq ft lot with dock and boating access. Brand new single level elevated CBS home over parking. Impact windows and doors, metal roof, 10-foot interior ceilings, stainless appliances and much more. Construction is completed, ready for occupancy.The property has a beautiful view over the water and a magnificent

  Banks Prevatt Coldwell Banker Schmitt RE Co. Lower Keys Office

  30995 Watson Blvd, Big Pine Key, FL 33043
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  /15

  $249,000 New Construction

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

  231 Pelican Ln, Big Pine Key, FL 33043

  The price is for the lot AND permit. Pre-construction showing a picture of the modular that is permitted. Make your changes now before price increases with work conducted OR purchase the property with the permit and finish it on your own. *Approved ROGO Allocation and Active Building Permit as of February 25, 2025. Building permit is ready to be picked up. Permit number: SFDUP-2023-0113 is

  Donna Pezzi Keller Williams Key West Compass Realty

  231 Pelican Ln, Big Pine Key, FL 33043
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  /32

  $1,399,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  571 Blackbeard Rd, Summerland Key, FL 33042

  Step into the laid-back charm of the Florida Keys with this spacious 1,500 sqft home, perfectly situated along a peaceful deep boating canal in the Lower Keys. Located in a tranquil, low-traffic neighborhood, this property offers a serene escape with plenty of room to enjoy life at your own pace.Inside the home: - An open, airy floor plan that allows you to spread out and personalize your

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  571 Blackbeard Rd, Summerland Key, FL 33042
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  /32

  $1,399,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  22872 Buccaneer Ln, Cudjoe Key, FL 33042

  Embrace the ultimate Keys lifestyle in this spacious 1,500 sqft home, ideally situated along a boating canal in the Lower Florida Keys, and close to Key West!Tucked away in a quiet, peaceful neighborhood.Inside, the home features generous living space, providing ample room to stretch out and make it your own. Indoor-outdoor living is at its best here, with a private swimming pool just steps from

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  22872 Buccaneer Ln, Cudjoe Key, FL 33042
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  /9

  $1,895,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,120 Sq Ft

  620 Barry Ave, Summerland Key, FL 33042

  PRE-COMPLETION PRICING AVAILABLE! Exquisite New Construction Home scheduled for completion in early 2025! Discover luxury living in this coastal haven. Boasting CBS construction, metal roof, impact windows & doors throughout. This 4 bedroom, 3 bath home is the epitome of modern elegance and coastal charm that boasts over 4,400 sq. ft of finished interior & exterior luxury! Step inside to be

  Kelly Gardner Bluescape Real Estate

  620 Barry Ave, Summerland Key, FL 33042
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  /54

  $1,495,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,120 Sq Ft

  27433 Antigua Rd, Summerland Key, FL 33042

  Brand New Luxury Home - Breezeswept Beach Estates, Ramrod KeyNOW COMPLETE AND MOVE-IN READYThis is not just a dream coastal retreat--it's a fortress of modern luxury in the Florida Keys. Located in the desirable Breezeswept Beach Estates community, this brand-new 4-bedroom, 3-bath home is built with solid CBS construction, offering unmatched strength and security. Think of it as your stylish,

  Kelly Gardner Bluescape Real Estate

  27433 Antigua Rd, Summerland Key, FL 33042
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  /46

  $735,000 Pre-Foreclosure

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

  29172 Rose Dr, Big Pine Key, FL 33043

  Freshly remodeled waterfront home! Located in a lovely neighborhood with a boat ramp right around the corner! Exterior of property has open parking as well as covered parking for multiple vehicles. Below home is surrounded by lattice to give additional shade and privacy. So much potential downstairs for outdoor entertainment.The main living area has gone through a full renovation. Kitchen boast

  Deni Heintzelman KeyIsle Realty

  29172 Rose Dr, Big Pine Key, FL 33043
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  /2

  $399,000 Pre-Foreclosure

  • Land

  31145 Hibiscus Dr, Big Pine Key, FL 33043

  Ready..Set.. Build!! No waiting for permit allocation. Beautiful brand-new modular home. All up to current Florida Building Code. No revisions needed. Permit in hand for 3 bed/2 bath home with ample sized rooms and several upgrades in place. 2 porches and 1320 S.F. living space. Concrete slab and lower enclosure. Great boating access just a minute to Bogie Channell. Plans and survey in documents.

  Cheryl Moses Action Keys Realty of the Lower FL Keys LLC

  31145 Hibiscus Dr, Big Pine Key, FL 33043
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  /27

  $375,000

  • 2 Beds
  • 1 Bath
  • 654 Sq Ft

  1464 Havelka Ln, Big Pine Key, FL 33043

  Nestled at the end of a peaceful dead-end street, this well maintained 2-bedroom, 1-bath home offers both privacy and serene water views. The property backs onto a picturesque canal that is fully maintained by the HOA, ensuring a low-maintenance outdoor lifestyle.Outside, enjoy the tranquil canal from your backyard, ideal for morning coffee or evening sunsets. Located in a family-friendly

  Oscar Castellanos Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  1464 Havelka Ln, Big Pine Key, FL 33043
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  /15

  $465,000

  • 2 Beds
  • 1 Bath
  • 798 Sq Ft

  69 Palm Dr, Key West, FL 33040

  ROGO exempt! Opportunity to easily replace existing mobile with a hurricane-rated modular, wood frame or Concrete home in a relaxed Lower Keys community just 15 minutes from Key West. Located on a 60+ ft wide deep-water canal with a solid seawall--ideal for boating or fishing right from your backyard. Enjoy neighborhood amenities like tennis and pickleball courts, a playground, and green space,

  Natallie Liz Expert Realty LLC (HQ)

  69 Palm Dr, Key West, FL 33040
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  /20

  $275,000

  • Land

  1A Palm Dr, Other Florida, FL 33040

  ROGO Exempt waterfront lot on Saddlebunch Key is ready for you! At a mere 11 miles to Key West, this is a disappearing opportunity to build new. Ideally situated on a corner lot, it's just a short walk to Bay Point Park, Playground, and Waterside Park! Shop the Sugar Shark Market and Baby's Coffee for your morning joe and lunch-to-go before heading out for a day on the water in your watercraft

  Roger Cousineau Keller Williams Key West Compass Realty

  1A Palm Dr, Other Florida, FL 33040
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  /69

  $1,599,000

  • Land

  2950 Overseas Hwy Unit 38, Key West, FL 33040

  Discover the ultimate in luxury RV living at **Lot 38 in BWK Luxury RV Resort**--a rare double lot that redefines tropical elegance.Welcome to your private island-inspired haven, where comfort and sophistication blend seamlessly in one of the Florida Keys' most exclusive gated communities. Every inch of this high-end retreat has been thoughtfully designed with impeccable craftsmanship and

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 38, Key West, FL 33040
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  /49

  $1,289,000

  • Land

  2950 Overseas Hwy Unit 50, Key West, FL 33040

  Highly Coveted and Rarely-Available Platinum RV Lot in Saddlebunch Key! Nestled in the exclusive and ultra-friendly Bluewater Key RV Resort, Bayside located lot #50 offers a uniquely luxurious living experience in one of the most desirable RV communities in America. Ranked the #2 RV resort by DoItYourself.com and situated only 14.5 miles from Key West, the one-of-a-kind community provides an

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 50, Key West, FL 33040
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  /18

  $149,000

  • 1 Bed
  • 1 Bath
  • 357 Sq Ft

  38801 Overseas Hwy Unit 153, Big Pine Key, FL 33043

  This is your chance to own your very own vacation cottage at a top rated Florida Keys RV resort. This cottage is fully set-up onsite and comes fully furnished. The Island Cottage features a fully equipped kitchenette, LED SmartTVs, central air conditioning, and a full bath. Enjoy your island view of paradise from your covered porch. You'll have access to top notch amenities and activities: Scuba

  Michael Weber

  38801 Overseas Hwy Unit 153, Big Pine Key, FL 33043

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