Summerland Key, FL Homes

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  /35

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 849 Sq Ft

  701 Spanish Main Dr Unit 48, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 48, Cudjoe Key, FL 33042
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  /24

  $580,175

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042

  Licensed Nightly Rental Property!! Discover island living at 701 Spanish Main Dr, Unit 79 in Cudjoe Key, FL. This charming property offers an unbeatable opportunity for investors or those seeking a tranquil retreat. Currently operating as a successful vacation rental, this home is perfectly positioned to generate income or serve as your own private oasis. This property promises both convenience

  Sarah Dolson Keller Williams Key West Compass Realty

  701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042
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  /34

  $775,000 Sold Jan 30, 2025

  191 Doubloon Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,340 Sq Ft
  • Built 1963

  Last Sold Summary

  • 3% Below List Price
  • $578/SF
  • 10 Days On Market

  Current Estimated Value $785,615

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  191 Doubloon Ln, Summerland Key, FL 33042
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  /58

  Est $1,718,864 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,548 Sq Ft

  1106 Thatch Ln, Summerland Key, FL 33042

  1106 Thatch Ln, Summerland Key, FL 33042
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  /79

  $875,000

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

  19512 Aztec St, Summerland Key, FL 33042

  Motivated seller! Bring all Reasonable offers 2 bedrooms, 1.5 baths with a 500sq ft screened lanai in the main building. There are 2 additional buildings that could be used as offices or bedrooms. Custom Pool with jacuzzi and swim jet. Completely remodeled in 2020 with new roof, new A/C. Located in the established Indian Mound Estates neighborhood w/ Access to private boat ramp with cabana and

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  19512 Aztec St, Summerland Key, FL 33042
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  /51

  $1,200,000 Sold Jun 16, 2025

  1060 W Shore Dr, Big Pine Key, FL 33043

  • 3 Beds
  • 2.5 Baths
  • 2,137 Sq Ft
  • Built 1977

  Last Sold Summary

  • 23% Below List Price
  • $562/SF
  • 26 Days On Market

  Current Estimated Value $1,254,467

  Last Listing Agent Elizabeth Greco-DeGrenier Florida Keys Realty, Inc.

  1060 W Shore Dr, Big Pine Key, FL 33043
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  /6

  Not Listed For Sale

  Lot 27 Angelfish Rd, Ramrod Key, FL 33042

  Lot 27 Angelfish Rd, Ramrod Key, FL 33042
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  /10

  $335,000

  • Land

  Indies Indies Rd, Ramrod Key, FL 33042

  Waterfront vacant lot located on Ramrod Key in an established canal community on the oceanside of the Lower Keys. This property offers boating access to the Atlantic with connectivity to Florida Bay. No building permit is currently in place; buyers may pursue development through ROGO or obtain a separate building right. Conveniently situated between Marathon and Key West, offering easy access to

  Jenifer Hirsch Bluescape Real Estate

  Indies Indies Rd, Ramrod Key, FL 33042
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  /40

  $640,000 Sold Sep 15, 2025

  3806 Dyer Rd, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft
  • Built 1990

  Last Sold Summary

  • 8% Below List Price
  • $702/SF
  • 54 Days On Market

  Current Estimated Value $660,220

  Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

  3806 Dyer Rd, Big Pine Key, FL 33043
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  /17

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 770 Sq Ft

  701 Spanish Main Dr Unit 83, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 83, Cudjoe Key, FL 33042
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  /35

  $710,000

  • 3 Beds
  • 1.5 Baths
  • 1,247 Sq Ft

  29283 Coconut Palm Dr, Big Pine Key, FL 33043

  Welcome to Coconut Palm Drive -- a hidden gem in one of Big Pine Key's peaceful residential neighborhoods. This 3-bedroom, 1.5-bath island home offers vaulted ceilings, crown molding, and an open-concept layout that brings in natural light and a spacious feel. The tropical backyard is fully fenced for privacy and features mature banana trees. A generous downstairs storage area offers endless

  Stephany Duvall Engel & Volkers Marathon

  29283 Coconut Palm Dr, Big Pine Key, FL 33043
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  /9

  $100,000 Sold Oct 29, 2025

  4W Cook Island, Big Pine Key, FL 33043

  • Land
  • 0.34 Acre
  • $294,126 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 194 Days On Market

  Last Listing Agent Banks Prevatt Coldwell Banker Schmitt RE Co.

  4W Cook Island, Big Pine Key, FL 33043
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  /41

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft

  701 Spanish Main Dr Unit 94, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 94, Cudjoe Key, FL 33042
• 

  

  /31

  $739,000 Under Contract

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

  27235 Mariposa Rd, Summerland Key, FL 33042

  Welcome to your perfect Keys retreat--low-maintenance, move-in ready, and full of charm! This 3-bedroom, 2-bath home offers a spacious 1,364 sq ft layout plus a screened-in porch with peaceful canal and backyard views. Inside, you'll find tall ceilings, crown molding, and tile flooring throughout. The kitchen is well-appointed with stainless appliances and granite counters.Built to last with

  Brent Bishop Internet Realty of the Florida Keys

  27235 Mariposa Rd, Summerland Key, FL 33042
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  /46

  $998,000 Sold Sep 09, 2025

  1117 Basque Ln, Cudjoe Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,318 Sq Ft
  • Built 2013

  Last Sold Summary

  • $757/SF
  • 16 Days On Market

  Current Estimated Value $993,918

  Last Listing Agent Lynn Goodwin Coldwell Banker Schmitt Real Estate Co.

  1117 Basque Ln, Cudjoe Key, FL 33042
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  /65

  Est $256,905 Not Listed For Sale

  • 1 Bed

  701 Spanish Main Dr Unit 620, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 620, Cudjoe Key, FL 33042
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  /2

  $379,000

  • Land

  27463 Antigua Rd, Ramrod Key, FL 33042

  Exceptional Opportunity to develop this 6200-sf canal front Ramrod Key Lot with Plans in the super relaxed Breezeswept Beach Estates community! Ideal Tier 3 Canal. Currently has 38 Rogo points and plans for an exceptional home, dock, and lift. Building Permit application is finalized and approved. 3/2 elevated home that is a certified green build. Just need Rogo award. Great Open water ocean

  Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

  27463 Antigua Rd, Ramrod Key, FL 33042
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  /30

  $2,100,000 Sold Mar 26, 2025

  15800 Old State Road 4a, Summerland Key, FL 33042

  • 2 Beds
  • 3 Baths
  • 1,548 Sq Ft
  • Built 2006

  Last Sold Summary

  • 19% Below List Price
  • $1,357/SF
  • 154 Days On Market

  Current Estimated Value $2,088,263

  Last Listing Agent Rodrigo Kirilauscas K & A Realty

  15800 Old State Road 4a, Summerland Key, FL 33042
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  /12

  Est $553,688 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  31352 Avenue E, Big Pine Key, FL 33043

  31352 Avenue E, Big Pine Key, FL 33043
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  /43

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  30461 Poinciana Rd, Big Pine Key, FL 33043

  Charming home on an oversized double lot (12,500 sqft) in Big Pine Key. This 3-bedroom 2 bath home, with an office, features a vaulted ceiling, brand new mini split air condition units and plenty of windows and French doors that allow light to fill the home. The large primary bedroom has a screened in porch off the back perfect for relaxing. Also, in the rear of the home is an attached, private

  Francesca Santiago Keller Williams Realty Professionals (KW)

  30461 Poinciana Rd, Big Pine Key, FL 33043
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  /55

  $665,000 Sold Feb 05, 2025

  437 Palmetto Ave, Big Pine Key, FL 33043

  • 3 Beds
  • 3 Baths
  • 1,304 Sq Ft
  • Built 1996

  Last Sold Summary

  • 17% Below List Price
  • $510/SF
  • 67 Days On Market

  Current Estimated Value $713,074

  Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.

  437 Palmetto Ave, Big Pine Key, FL 33043
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  /2

  Est $794,286 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,575 Sq Ft

  1547 Narcissus Ave, Big Pine Key, FL 33043

  1547 Narcissus Ave, Big Pine Key, FL 33043
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  /12

  $599,000

  • Land
  • 0.27 Acre
  • $2,183,468 per Acre

  16841 Driftwood Ln, Sugarloaf Shores, FL 33042

  **Tier III Beautiful Buildable Canal Front Lot in Sugarloaf Shores!**Discover an exceptional opportunity in the prestigious Sugarloaf Shores neighborhood with this oversized canal front lot, boasting 11,950 square feet. This prime piece of real estate offers quick boating access to both the Gulf of Mexico and the Atlantic Ocean.Key features include:- **Unparalleled Location:** Just 14 miles from

  Daiane Sardinas Carvalho Centennial Realty Group, LLC

  16841 Driftwood Ln, Sugarloaf Shores, FL 33042
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  /6

  $14,500 Sold Sep 29, 2025

  0 Vacant Land Unit 616529, Sugarloaf Key, FL 33042

  • Land

  Last Sold Summary

  • 7% Above List Price
  • 4 Days On Market

  Last Listing Agent Sam Williams Coldwell Banker Schmitt Real Estate Co.

  0 Vacant Land Unit 616529, Sugarloaf Key, FL 33042
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  /2

  Est $718,458 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,575 Sq Ft

  1791 Narcissus Ave, Big Pine Key, FL 33043

  1791 Narcissus Ave, Big Pine Key, FL 33043
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  /28

  $1,950,000

  • 3 Beds
  • 3 Baths
  • 1,797 Sq Ft

  860 Lagoon Dr, Summerland Key, FL 33042

  This stately concrete home has all the best of everything on one of the best boating areas in the Lower KeysThis home is being offered completely furnished with electronics & most of the artwork, All kitchen and bedding items. The large great room has lots of seating. with soaring ceilings and lots of natural light. The kitchen is a chef's delight with sub zero appliances and induction chef's

  Cheryl Moses Action Keys Realty of the Lower FL Keys LLC

  860 Lagoon Dr, Summerland Key, FL 33042
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  /37

  $800,000 Sold Dec 19, 2025

  923 Indies Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,079 Sq Ft
  • Built 2002

  Last Sold Summary

  • 6% Below List Price
  • $741/SF
  • 60 Days On Market

  Last Listing Agent Christina Davis Coldwell Banker Schmitt RE Co.

  923 Indies Rd, Summerland Key, FL 33042
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  /2

  Est $810,624 Not Listed For Sale

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

  29530 Enterprise Ave, Big Pine Key, FL 33043

  29530 Enterprise Ave, Big Pine Key, FL 33043
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  /65

  $1,099,000

  • 4 Beds
  • 3 Baths
  • 2,448 Sq Ft

  165 Cutlass Ln, Summerland Key, FL 33042

  Discover Your Dream Waterfront Home in the Florida Keys! This stunning canal-front residence boasts 4 spacious bedrooms and 3 bathrooms. With 2,448 sq. ft. of thoughtfully laid-out living space, this home is perfect for accommodating large families and entertaining guests.Step onto the expansive covered balconies on both floors, where you can relax and take in the serene canal views. The generous

  Justyn Ewald Expert Realty LLC (HQ)

  165 Cutlass Ln, Summerland Key, FL 33042
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  /25

  $500,000 Sold Aug 19, 2025

  1620 Buttonwood Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft
  • Built 1974

  Last Sold Summary

  • 28% Below List Price
  • $490/SF
  • 265 Days On Market

  Current Estimated Value $538,769

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  1620 Buttonwood Dr, Big Pine Key, FL 33043
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  /2

  Est $1,000,617 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,568 Sq Ft

  29528 Constitution Ave, Big Pine Key, FL 33043

  29528 Constitution Ave, Big Pine Key, FL 33043
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  /36

  $1,189,000

  • 4 Beds
  • 3 Baths
  • 1,896 Sq Ft

  31569 Avenue D, Big Pine Key, FL 33043

  Welcome to your Florida Keys fortress! This newly constructed 4-bedroom, 3-bath concrete home offers unmatched durability, modern finishes, and gorgeous open water views from porches on both levels. Just a few hundred feet from deep water boating, this property provides the closest boat access to the world-famous Bahia Honda Bridge of any neighborhood in the Lower Keys, navigating to the ocean or

  Austin Kimbler Expert Realty LLC (HQ)

  31569 Avenue D, Big Pine Key, FL 33043
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  /44

  $675,000 Sold Jan 24, 2025

  28233 Helen Ave, Little Torch Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 2015

  Last Sold Summary

  • 10% Below List Price
  • $446/SF
  • 105 Days On Market

  Current Estimated Value $734,397

  Last Listing Agent Lindsay Ryan EXP Realty LLC

  28233 Helen Ave, Little Torch Key, FL 33042
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  /2

  Est $766,490 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 875 Sq Ft

  677 Heck Ave, Summerland Key, FL 33042

  677 Heck Ave, Summerland Key, FL 33042
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  /50

  $2,500,000 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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  /47

  $520,000 Sold Sep 04, 2025

  27853 Coral Shores Rd, Little Torch Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1979

  Last Sold Summary

  • 7% Below List Price
  • $542/SF
  • 117 Days On Market

  Last Listing Agent Leah Scarborough Island Welcome Real Estate

  27853 Coral Shores Rd, Little Torch Key, FL 33042
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  /19

  Est $975,514 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,920 Sq Ft

  825 Pirates Rd, Summerland Key, FL 33042

  825 Pirates Rd, Summerland Key, FL 33042
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  /26

  $669,000

  • 3 Beds
  • 2 Baths
  • 1,353 Sq Ft

  29030 Iris Dr, Big Pine Key, FL 33043

  This 3BR spacious canal front home with quick open water access is nestled at the end of a quiet dead-end street. Amidst lush vegetation, this property offers the ultimate sanctuary for those seeking privacy and a connection to the Keys lifestyle. 50ft concrete seawall with 10,000lb boat lift. This home boasts an inviting shaded deck creating the perfect outdoor space for relaxation and

  Justyn Ewald Expert Realty LLC (HQ)

  29030 Iris Dr, Big Pine Key, FL 33043
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  /30

  $557,235 Sold Apr 11, 2025

  30053 Pine Channel Rd, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,006 Sq Ft
  • Built 1977

  Last Sold Summary

  • 7% Below List Price
  • $554/SF
  • 196 Days On Market

  Current Estimated Value $563,400

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  30053 Pine Channel Rd, Big Pine Key, FL 33043
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  /2

  Est $873,048 Not Listed For Sale

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

  337 46th St, Summerland Key, FL 33042

  337 46th St, Summerland Key, FL 33042

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