Summerland Key, FL Homes for Sale under $1,500,000

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  /70

  $1,435,000

  $50K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,310 Sq Ft

  29562 Saratoga Ave, Big Pine Key, FL 33043

  Embrace island living in your own tropical paradise, where comfort, space, and waterfront access create a remarkable oasis for boating and relaxation. Welcome to Pine Channel Estates, the ultimate destination for anglers and water enthusiasts. Currently operating as a successful vacation rental, this gem is ideal for a second home that can offset some of the annual costs of ownership, and

  

  Ryan Gernaat

  Coldwell Banker Schmitt Lower Keys (KW)

  29562 Saratoga Ave, Big Pine Key, FL 33043
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  /61

  $1,399,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,372 Sq Ft

  21012 6th Ave, Summerland Key, FL 33042

  Island living becomes effortless at this beautifully maintained waterfront retreat in the heart of Cudjoe Gardens. Located on a deep-water canal with quick ocean access, this CBS pool home offers the rare combination of ground-level convenience while above the flood plain. From the moment you arrive the property feels inviting and relaxed. Tropical landscaping and manicured grounds create a

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  21012 6th Ave, Summerland Key, FL 33042
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  /52

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  29534 Geraldine St, Big Pine Key, FL 33043

  Turnkey and move-in ready, this exceptional waterfront home is being offered fully furnished--including furniture, dishes, cookware, and linens--so you can start enjoying the Florida Keys lifestyle from day one. Situated on an oversized 18,000 sq. ft. double lot with 150' of canal frontage in a quiet, peaceful Big Pine Key boating community, this solid concrete 3BD/2BA home features a desirable

  

  Sandra Tuttle

  Island Welcome Real Estate

  29534 Geraldine St, Big Pine Key, FL 33043
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  /44

  $1,200,000

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  17286 Jamaica Ln, Summerland Key, FL 33042

  Just a short boat ride to popular Lower Keys sandbars, coral heads, and fishing grounds, this Sugarloaf Shores canal-front home is made for the buyer who wants boating, fishing, and the easygoing Keys lifestyle right at their doorstep. Set on a quiet street just 15 minutes from Key West, this sturdy concrete 2 bedroom, 2 bath home offers southern exposure overlooking the canal, quick access to

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  17286 Jamaica Ln, Summerland Key, FL 33042
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  /62

  $1,299,999

  $35K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  28560 Doubloon Rd, Summerland Key, FL 33042

  Enjoy indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access to the Atlantic and back-country. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. canal-frontage, and a composite dock. Inside the ground-level foyer an oak staircase leads up to the main living area and continues to the

  

  Patti Nickless

  Coldwell Banker Schmitt RE Co.

  28560 Doubloon Rd, Summerland Key, FL 33042
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  /48

  $1,299,000

  $51K PRICE DROP

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

  24347 Caribbean Dr W, Summerland Key, FL 33042

  Welcome to Summerland Key Cove! This beautifully home is perfectly situated on a deep-water canal with excellent boating access. Boaters will appreciate the new 17,000-lb boat lift and a quick ride to Looe Key, American Shoal, and the Adolf Bush wreck.The 1232 sq ft home sits on a 6,000 sq ft lot and features hurricane-impact windows, offering peace of mind and energy efficiency. The home has

  

  Shirley Carey

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  24347 Caribbean Dr W, Summerland Key, FL 33042
• 

  

  /43

  $1,175,000

  $75K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,368 Sq Ft

  27395 Saint Lucie Ln, Summerland Key, FL 33042

  Welcome to your piece of paradise in Breezeswept Beach Estates, where laid-back island living meets premier canal-frontage. From here, it's an easy cruise to open water--perfect for early morning fishing runs, sunset sails, or spontaneous sandbar days. Inside, this bright and breezy retreat has been thoughtfully updated with stainless steel appliances, sleek Silestone countertops, and warm

  

  Michelle Vanhoose

  Coldwell Banker Schmitt Real Estate Co.

  27395 Saint Lucie Ln, Summerland Key, FL 33042
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  /27

  $1,055,000

  $110K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,344 Sq Ft

  29051 Magnolia Ln, Big Pine Key, FL 33043

  Experience Florida Keys waterfront living in the heart of Big Pine Key. This canal-front home with a full concrete seawall and direct boating access offers an exceptional opportunity to enjoy the relaxed Lower Florida Keys lifestyle surrounded by world-class fishing, diving, and boating. The elevated main home features a 2 bedroom, 2 bathroom layout with an open living area, spacious kitchen with

  

  Yvette Toledo-Baste

  COMPASS FLORIDA LLC

  29051 Magnolia Ln, Big Pine Key, FL 33043
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  /49

  $1,399,000

  $200K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  21250 Conch Dr, Cudjoe Key, FL 33042

  Discover a serene escape nestled in the heart of the Lower Florida Keys. Located in Cudjoe Cove, a boutique gated community of just nine homes, this 3-bedroom, 2-bath conch cottage offers unbeatable views and direct access to the ocean. Built of durable concrete with a standing seam metal roof and impact-rated windows, the home is designed for coastal resilience. A long tropical walkway leads you

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  21250 Conch Dr, Cudjoe Key, FL 33042
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  /97

  $1,199,000

  • 3 Beds
  • 2 Baths
  • 1,522 Sq Ft

  17151 Marlin Dr, Sugarloaf Key, FL 33042

  This beautifully remodeled waterfront bungalow is nestled in the heart of Sugarloaf Shores ,one of the Lower Florida Keys' most desirable boating communities. Set on an expansive 12,500 sq ft lot surrounded by lush tropical landscaping, this elevated two-story home offers the perfect blend of privacy, comfort, and island charm. With 3 Bedrooms plus a Loft and 2 Bathrooms, the layout is

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  17151 Marlin Dr, Sugarloaf Key, FL 33042
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  /32

  $1,199,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,774 Sq Ft

  30525 Winifred St, Big Pine Key, FL 33043

  Nestled in the heart of Big Pine Key, this private canal-front retreat with screened in POOL offers the perfect blend of comfort, space, and island living. Situated on an oversized 21,438 fenced in corner lot with a private gated entrance, the property provides exceptional privacy and a peaceful setting surrounded by tropical beauty. Plenty of space for your RV, Boat Trailer and more. It's a

  Joyce Craul Expert Realty LLC (HQ)

  30525 Winifred St, Big Pine Key, FL 33043
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  /4

  $1,050,000

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft

  27403 Antigua Ln, Summerland Key, FL 33042

  Waterfront value-add opportunity in the Florida Keys with direct ocean access and no fixed bridges - perfect for serious boaters with vessels up to 60 feet. Situated on an oversize 18,000 SF lot, this property offers rare space, flexibility and future potential not commonly found in the Keys. The elevated concrete home features a spacious layout, multiple balconies, and abundant natural light

  Sonia Petraitis Caffroni Capital Intl Realty LLC

  27403 Antigua Ln, Summerland Key, FL 33042
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  /64

  $1,480,000

  New Construction $10K PRICE DROP

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

  27433 Antigua Rd, Summerland Key, FL 33042

  NEW CONSTRUCTION POOL HOME - COMPLETED 2025 & MOVE-IN READY!Welcome to your brand-new coastal retreat on Ramrod Key. This luxury 4-bedroom, 3-bath residence delivers world-class construction, refined finishes, and effortless indoor-outdoor living in one of the most desirable boating neighborhoods in the Lower Keys.Built with solid CBS construction, a metal roof, and impact-rated windows &

  Kelly Gardner Bluescape Real Estate

  27433 Antigua Rd, Summerland Key, FL 33042
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  /51

  $1,250,000

  • 1 Bed
  • 3 Baths
  • 1,234 Sq Ft

  27001 Overseas Hwy, Ramrod Key, FL 33042

  Prime Lower Keys Commercial Property for sale on Ramrod Key. 3 Lots total 28,132 sf. or .65 acres with nearly 189' of frontage on Overseas Hwy aka Jimmy Buffett Memorial Hwy.!! Excellent visibility from the highway going both North and Southbound. This is a Corner lot at Coral Ave and Overseas Hwy with additional rear access off Old State Rd. 4A. Three sides with roads give this property ample

  Bobby Coe RE/MAX Keys Connection (KW)

  27001 Overseas Hwy, Ramrod Key, FL 33042
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  /68

  $1,299,900

  $100K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft

  3746 Park Ave, Big Pine Key, FL 33043

  Welcome to your private paradise in the Lower Keys! This beautifully updated 2-bedroom, 2-bathroom two-story home offers the ultimate island escape with unmatched privacy -- no direct neighbors on any side, just peaceful surroundings, tropical landscaping, and the charm of the native Key Deer. Designed for true Florida Keys living, the outdoor space is a showstopper. Enjoy a brand-new heated

  Cabot Brown Compass Florida - Miami Beach

  3746 Park Ave, Big Pine Key, FL 33043
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  /44

  $1,065,000

  $35K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  29555 Enterprise Ave, Big Pine Key, FL 33043

  Accessibility elevator! Welcome to your Lower Keys retreat where comfort, and coastal living come together beautifully along with the convenience of an interior elevator. Situated on the desirable boating canal system of Pine Channel Estates, this 3 bedroom, 2 bath home is designed for those who appreciate the water based lifestyle. Inside, soaring vaulted ceilings create an open and airy

  Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

  29555 Enterprise Ave, Big Pine Key, FL 33043
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  /45

  $1,399,000

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  559 Powell Ave, Little Torch Key, FL 33042

  Built in 2019 on a 7,412 sq ft Lot! This modern home features three (3) bedrooms and two (2) bathrooms, offering everything you need. It's low maintenance yet packed with amenities. Enjoy a pool, a double lot, an extra-long dock, affordable insurance, a quiet, peaceful neighborhood, and excellent fishing opportunities. Step inside to an open-concept design that boasts a bright & fantastic living

  Bobby Coe RE/MAX Keys Connection (KW)

  559 Powell Ave, Little Torch Key, FL 33042
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  /15

  $1,395,000

  $55K PRICE DROP

  • Land
  • 2.29 Acres
  • $609,173 per Acre

  1261 Avenue A, Big Pine Key, FL 33043

  An ultra rare opportunity awaits on Big Pine Key. Spanning 2.29 acres with bay bottom and one-of-a-kind 35 by 70 foot saltwater tide pool, this remarkable parcel showcases panoramic open water views across Bogie Channel. A true sanctuary of privacy and natural beauty, the property sits at the end of a quiet street beside a peaceful County park, bordered further by County owned land to the west

  Ally Kelley Ocean Sotheby's International

  1261 Avenue A, Big Pine Key, FL 33043
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  /71

  $1,379,000

  $16K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,700 Sq Ft

  16941 Driftwood Ln, Summerland Key, FL 33042

  There are homes that check boxes, and then there are homes that speak to you the moment you step inside. This custom, meticulously crafted 3BR/3BA, 1,700 sq ft CBS masterpiece in the heart of Sugarloaf Shores is the latter, where thoughtful design, quiet elegance, and a touch of whimsy blend into a living experience that feels both luxurious and deeply personal.Set just 19 minutes from Key

  Coby Taylor Expert Realty LLC (HQ)

  16941 Driftwood Ln, Summerland Key, FL 33042
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  /42

  $1,449,000

  New Construction Open Sat 11AM - 1PM

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

  22872 Buccaneer Ln, Cudjoe Key, FL 33042

  *SWIMMING POOL BEING BUILT NOW! Construction process underway. * 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

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  22872 Buccaneer Ln, Cudjoe Key, FL 33042
• 

  

  /20

  $1,295,000

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft

  29678 Enterprise Ave, Big Pine Key, FL 33043

  Discover an outstanding opportunity in Big Pine Key with this canal-front, stilted duplex featuring two spacious 2 bedroom 1 bath residences and deep-water boating access. This is an exceptional boater's duplex in Pine Channel Estates where you can enjoy income and lifestyle in one place. Enjoy 75 feet of concrete dockage with a convenient step-down and retaining wall, all situated on a clean,

  Thomas Carden Keys to the Coast Real Estate LLC

  29678 Enterprise Ave, Big Pine Key, FL 33043
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  /42

  $1,049,000

  $26K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,116 Sq Ft

  27416 Cayman Ln, Ramrod Key, FL 33042

  Seller offering a buyer concession at closing--providing flexibility toward closing costs, an interest rate buy-down, prepaid expenses, or other allowable buyer costs. Now offered with this added value, this is an exceptional opportunity to own one of the Lower Keys' premier boating properties. Boater's dream waterfront on Ramrod Key with no-bridge ocean access, dual boat lifts, and open Atlantic

  Melissa Gibbins Expert Realty LLC (HQ)

  27416 Cayman Ln, Ramrod Key, FL 33042
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  /23

  $1,050,000

  Open Sat 10AM - 2PM $100K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  1331 Hudgins Dr, Summerland Key, FL 33042

  Construction Location Orientation. A Beautifully Appointed Canal Front Fortress All Concrete: Floors Walls Stairs Walk Around Ramp Driveway Deck & Seawall. All Solar Glazed and Insulated Impact windows Enter the Unique Palm Tree Stained-glass Impact door to 24-inch Travertine floors and Nine-foot ceilings throughout. Master Bedroom has French doors with a Tropical Stained-Glass Floral Cascade

  Camilo Perez Home Sold Realty, LLC

  1331 Hudgins Dr, Summerland Key, FL 33042
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  /49

  $1,450,000

  $150K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft

  29635 Saratoga Ave, Big Pine Key, FL 33043

  Welcome to your slice of island paradise in Pine Channel Estates in Big Pine Key! This beautifully built 3bedroom, 2bath CBS home offers the perfect blend of durability, comfort, and laid-back Keys living. Constructed with poured concrete floors and designed for peace of mind, the home features a tiled interior, a tiled roof, and convenient accordion shutters throughout. Step outside and embrace

  Karen Haack Coldwell Banker Schmitt RE Co.

  29635 Saratoga Ave, Big Pine Key, FL 33043
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  /50

  $1,349,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,820 Sq Ft

  845 Pirates Rd, Summerland Key, FL 33042

  Discover waterfront living in Jolly Roger Estates on Little Torch Key. This beautifully maintained 3 bedroom, 3 bathroom canal-front home offers quick boating access to open water, making it ideal for fishing and island adventures.Designed for the Florida Keys lifestyle, the property features a private pool, tiki hut, and spacious outdoor entertaining areas overlooking the canal. Boaters will

  Sandra Dolowy KeyIsle Realty

  845 Pirates Rd, Summerland Key, FL 33042
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  /73

  $1,099,000

  • 5 Beds
  • 2 Baths
  • 1,888 Sq Ft

  3836 No Name Rd, Big Pine Key, FL 33043

  Introducing No Name Retreat - Rare waterfront opportunity with exceptional development potential featuring 140 feet of direct water frontage and expansive 14,420 sq ft lot. The property currently includes a full duplex plus an additional buildable vacant lot, offering endless possibilities for investors, builders, or someone looking for extra room next door. Live on the water while generating

  Saara Staten Engel & Volkers Marathon

  3836 No Name Rd, Big Pine Key, FL 33043
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  /58

  $1,299,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,398 Sq Ft

  885 Hawksbill Ln, Summerland Key, FL 33042

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

  Tommy Mack Coastal Collection Real Estate Inc.

  885 Hawksbill Ln, Summerland Key, FL 33042
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  /45

  $1,269,000

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

  116 Spanish Main Dr, Summerland Key, FL 33042

  Discover your personal island sanctuary in the heart of Cudjoe Key, where every day feels like Margaritaville. This stunning 2-bedroom, 2-bathroom single-family home has been thoughtfully updated to offer the ultimate waterfront lifestyle, featuring a sleek kitchen with a central island, 2025 updated appliances and two beautifully remodeled bathrooms. The interior glows with natural light,

  Tina Fingerman Beaches MLS

  116 Spanish Main Dr, Summerland Key, FL 33042
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  /2

  $1,199,000

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft

  29662 Independence Ave, Big Pine Key, FL 33043

  Embrace the serene beauty of island living with this delightful 2-bedroom, 2-bathroom home nestled on a double-fenced lot in Big Pine Key. Perfectly positioned along a scenic canal, this property offers Southern charm, with an inviting wraparound porch to enjoy the gentle breeze and picturesque views. This home is ideal for both relaxation and entertaining. Step outside to a seawall that leads

  29662 Independence Ave, Big Pine Key, FL 33043
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  /36

  $1,185,000

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft

  706 Caribbean Dr E, Summerland Key, FL 33042

  OVERSIZED GARAGE. WATERFRONT LIVING. Bring the boat, tackle, dive gear, kayaks, and all the Keys toys-there's room for everything at 706 Caribbean Drive East. With canal frontage, a 10,000-pound boat lift, and quick ocean access, this property is built for life on the water. The massive 1,188-square-foot garage below is a dream setup for serious boaters, offering space for storage, a workshop,

  Donna Pezzi Keller Williams Key West Compass Realty

  706 Caribbean Dr E, Summerland Key, FL 33042
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  /64

  $1,499,000

  • 3 Beds
  • 3 Baths
  • 1,596 Sq Ft

  21007 4th Ave, Summerland Key, FL 33042

  Wake up to breathtaking Florida Keys sunrises from this exceptional oceanside waterfront home in Cudjoe Key. Offering 1,596 square feet of living space on an 8,920-square-foot lot, this CBS-built residence features 3 bedrooms and 3 bathrooms, + Office/beddroom,combining durability, comfort, and the relaxed island lifestyle you've been dreaming of.Designed for both everyday living and

  Diane Corliss Coldwell Banker Schmitt RE Co.

  21007 4th Ave, Summerland Key, FL 33042
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  /66

  $1,150,000

  • 4 Beds
  • 3 Baths
  • 960 Sq Ft

  29565 Flying Cloud Ave, Big Pine Key, FL 33043

  Waterfront retreat with excellent boating access in the heart of Big Pine Key! Home has 15k boat lift, fish cleaning table and clear deep canal. This elevated home features a private dock, canal frontage, and plenty of room for boats, trailers outdoor entertaining and out door showers. Open-concept living areas, abundant natural light, and spacious porches create the perfect Keys getaway or

  Frank Kowalski Metro Dade Realty, Inc.

  29565 Flying Cloud Ave, Big Pine Key, FL 33043
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  /48

  $1,399,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft

  22939 Gasparilla Ln, Summerland Key, FL 33042

  Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance come together in perfect harmony. From the spectacular rooftop deck to the light-filled interior, shimmering turquoise water creates a breathtaking backdrop throughout the home. This thoughtfully updated 3-bedroom, 2-bath concrete

  Donna Pezzi Keller Williams Key West Compass Realty

  22939 Gasparilla Ln, Summerland Key, FL 33042
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  /47

  $1,200,000

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

  637 Caribbean Dr E, Summerland Key, FL 33042

  Elevated COASTAL LIVING meets clean, modern design in this beautifully remodeled 2BD/2BA stilted home in sought-after Summerland Key. Designed with a striking monochromatic palette, the interiors feel fresh, cohesive, and effortlessly sophisticated--ready for you to start living the Keys lifestyle. Step outside to a relaxing porch overlooking a 60' wide, crystal-clear flow-through canal--perfect

  Donna Pezzi Keller Williams Key West Compass Realty

  637 Caribbean Dr E, Summerland Key, FL 33042
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  /38

  $1,390,000

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

  174 Tortuga Ln, Cudjoe Key, FL 33042

  Florida Keys Living at Its Best! Welcome to 174 Tortuga Lane, a beautifully maintained waterfront home in the heart of Cudjoe Key, where world-class fishing, boating, and island living are in your backyard. With 37 feet of dockage, you'll have quick access to the Atlantic, backcountry waters, and some of the best fishing the Florida Keys has to offer. Seller is in the process of permitting and

  Sarah Bixby eXp Realty LLC

  174 Tortuga Ln, Cudjoe Key, FL 33042
• 

  

  /10

  $1,450,000

  • Land
  • 6,098 Sq Ft
  • $10,357,143 per Acre

  00000 Lagoon Dr, Summerland Key, FL 33042

  Excellent opportunity to build your dream in paradise. This 6,140 sq foot lot with 70.65 ft. of water frontage has a beautiful open water and ocean view. This is the last lot available in this established subdivision Summerland Cove. Easy access to both the Atlantic Ocean and the Gulf of Mexico.

  Marc Ulanowski Equestrian Sotheby's International Realty

  00000 Lagoon Dr, Summerland Key, FL 33042
• 

  

  /68

  $1,299,000

  Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  612 Blackbeard Rd, Summerland Key, FL 33042

  Stunning furnished 3-bedroom, 2-bath waterfront retreat in the sought-after Jolly Rogers subdivision, featuring a deep flow-through canal with no bridges to open water, providing quick and easy boating access to both the Atlantic Ocean and Gulf waters. The property includes a Trex dock, 15,000-lb. boat lift, and permitted cargo lift.Built for durability and peace of mind, this home offers

  Diane Corliss Coldwell Banker Schmitt RE Co.

  612 Blackbeard Rd, Summerland Key, FL 33042
• 

  

  /37

  $1,195,000

  $94K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  22777 Jolly Roger Dr, Cudjoe Key, FL 33042

  Price Reduced! Motivated Seller... Stop dreaming and start packing. Situated on a massive, double-fenced corner lot, this 3-bed, 2-bath home is the ultimate playground. There is enough room to park all your toys, boats, cars, and RV. Your 4-legged family members will love their own large yard. With no HOA, you even have ample space for a chicken coop. A large saltwater pool is perfect for soaking

  Susan Halligan Live Local Realty of the Florida Keys

  22777 Jolly Roger Dr, Cudjoe Key, FL 33042
• 

  

  /45

  $1,150,000

  $100K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  20868 5th Ave W, Summerland Key, FL 33042

  Welcome to your cozy coastal retreat in Cudjoe Gardens in the beautiful Florida Keys! This well maintained 2bedroom, 2bath CBS home offers 1,344 sq ft of comfortable island living with thoughtful upgrades throughout. Step inside to find custom cabinetry, adding both style and functionality to the home's inviting interior. Outside is where this property truly shines, featuring a private, small man

  Karen Haack Coldwell Banker Schmitt RE Co.

  20868 5th Ave W, Summerland Key, FL 33042
• 

  

  /45

  $1,300,000

  • 2 Beds
  • 2 Baths
  • 1,364 Sq Ft

  466 W Shore Dr, Summerland Key, FL 33042

  DOUBLE the Lot. DOUBLE the Waterfront. Endless Possibilities. Positioned on a rare spacious double lot near the Summerland Key airport, this waterfront property is tailor-made for boating enthusiasts and aviation lovers alike. Featuring 120 feet of concrete seawall on a desirable flow-through canal, you'll enjoy quick access to open water and some of the Lower Keys' best fishing, diving, and

  Donna Pezzi Keller Williams Key West Compass Realty

  466 W Shore Dr, Summerland Key, FL 33042

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