Big Pine Key, FL Homes

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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

  SELLER WILL GIVE A $20,000.00 BUYER CLOSING CREDIT! 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

  Cabot Brown Compass Florida - Miami Beach

  3746 Park Ave, Big Pine Key, FL 33043
• 

  

  

  /42

  $635,000

  Sold Feb 19, 2026

  3231 Pompano St, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $735/SF
  • 6 Days On Market

  Current Estimated Value $635,454

  Last Listing Agent Dawn McComish Lokation Real Estate

  3231 Pompano St, Big Pine Key, FL 33043
• 

  

  

  /28

  Est $795,397

  Not Listed For Sale

  30887 Ortega Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1968

  30887 Ortega Ln, Big Pine Key, FL 33043

  Last Sold Summary

  • 177 Days On Market

  Last Listing Agent Rose Dell Keller Williams Key West Compass Realty
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  /44

  $1,045,000

  $55K 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
• 

  

  

  /17

  $395,000

  Sold Sep 22, 2025

  10W Cooks Unit B, Cook Island Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 596 Sq Ft
  • Built 1948

  Last Sold Summary

  • 12% Below List Price
  • $663/SF
  • 13 Days On Market

  Current Estimated Value $425,000

  Last Listing Agent Greg Gordon Island Home Realty Inc.

  10W Cooks Unit B, Cook Island Key, FL 33043
• 

  /2

  Est $747,058

  Not Listed For Sale

  30827 Baileys Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 998 Sq Ft
  • Built 1980

  30827 Baileys Ln, Big Pine Key, FL 33043
• 

  

  /39

  $1,650,000

  $50K PRICE INCREASE Under Contract

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  29667 Forrestal Ave, Big Pine Key, FL 33043

  LOOKING FOR A KEYS HOME WITH SOLID CONSTRUCTION? Check out this updated 3BD/2BA CBS home in desirable Pine Channel Estates, Big Pine Key -- just 30 miles from Key West and offering low-maintenance living at its finest. Step through the door into an open floor plan filled with natural light. Impact-resistant sliding glass doors blend indoor and outdoor living, while 32''x32'' porcelain tile runs

  Monika Rydzak eXp Realty LLC KW Branch

  29667 Forrestal Ave, Big Pine Key, FL 33043
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  /53

  $900,000

  Sold Oct 15, 2025

  31507 Avenue E, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 2017

  Last Sold Summary

  • 8% Below List Price
  • $789/SF
  • 120 Days On Market

  Current Estimated Value $890,533

  Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  31507 Avenue E, Big Pine Key, FL 33043
• 

  /2

  Est $579,041

  Not Listed For Sale

  30323 Poinciana Rd, Big Pine Key, FL 33043

  • 5 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1971

  30323 Poinciana Rd, Big Pine Key, FL 33043
• 

  

  /30

  $649,000

  $25K PRICE DROP Under Contract

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft

  29123 Rose Dr, Big Pine Key, FL 33043

  Accepting a Backup offer! Welcome to your slice of paradise in the highly sought-after neighborhood of Eden Pines on Big Pine Key! This solid concrete construction home offers 2 bedrooms, 2 bathrooms, and 1,036 sq. ft. of comfortable living space, perfectly positioned on the water with a peaceful canal view. Enjoy the true Florida Keys lifestyle from your charming back porch that is ideal for

  Melissa Graham Bluescape Real Estate

  29123 Rose Dr, Big Pine Key, FL 33043
• 

  

  /29

  $495,000

  Sold Feb 13, 2026

  31525 Avenue A, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,278 Sq Ft
  • Built 1958

  Last Sold Summary

  • 10% Below List Price
  • $387/SF
  • 229 Days On Market

  Current Estimated Value $537,363

  Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

  31525 Avenue A, Big Pine Key, FL 33043
• 

  /2

  Est $3,977,169

  Not Listed For Sale

  1152 W Shore Dr, Big Pine Key, FL 33043

  • 3 Beds
  • 3 Baths
  • 4,030 Sq Ft
  • Built 2008

  1152 W Shore Dr, Big Pine Key, FL 33043
• 

  

  /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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  /34

  $740,000

  Sold Jul 10, 2026

  3672 Fox St, Big Pine Key, FL 33043

  • 3 Beds
  • 3 Baths
  • 1,224 Sq Ft
  • Built 1980

  Last Sold Summary

  • 10% Below List Price
  • $605/SF
  • 136 Days On Market

  Current Estimated Value $796,998

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

  3672 Fox St, Big Pine Key, FL 33043
• 

  /2

  Est $1,016,359

  Not Listed For Sale

  29552 Independence Ave, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1976

  29552 Independence Ave, Big Pine Key, FL 33043
• 

  

  /24

  $748,516

  Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft

  31357 Avenue C, Big Pine Key, FL 33043

  Bring your vision and make this Big Pine Key property your own! Situated on two spacious, fully fenced lots, this 3bedroom, 2bath home offers plenty of room, flexibility, and potential for the right buyer. The property features easy entry and access to both lots, providing ample space for vehicles, boats, trailers, recreational toys, and more. With the additional lot space, there is also room to

  Halley Haack Coldwell Banker Schmitt RE Co.

  31357 Avenue C, Big Pine Key, FL 33043
• 

  

  /31

  $925,000

  Sold Jan 30, 2026

  29178 Guava Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1982

  Last Sold Summary

  • 3% Below List Price
  • $602/SF
  • 5 Days On Market

  Current Estimated Value $947,651

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

  29178 Guava Ln, Big Pine Key, FL 33043
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  /40

  Est $742,376

  Not Listed For Sale

  29366 Lucrecia St, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1987

  29366 Lucrecia St, Big Pine Key, FL 33043

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.
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  /52

  $2,300,000

  New Construction

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

  30995 Watson Blvd, Big Pine Key, FL 33043

  Brand-New Waterfront Home - Completed and Move-In Ready. This elevated CBS single-level residence offers 4 bedrooms, 3 bathrooms, 10-foot ceilings, impact-rated windows and doors, durable metal roof, stainless steel appliances, quartz countertops, open-concept living areas, screened porch, private in-ground pool, and covered parking below. Built with modern coastal construction in mind, the CBS

  Banks Prevatt Coldwell Banker Schmitt RE Co.

  30995 Watson Blvd, Big Pine Key, FL 33043
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  /34

  $629,500

  Sold Sep 30, 2025

  31463 Avenue A, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Below List Price
  • $484/SF
  • 24 Days On Market

  Current Estimated Value $634,639

  Last Listing Agent Ryan Gernaat Coldwell Banker Schmitt RE Co.

  31463 Avenue A, Big Pine Key, FL 33043
• 

  

  /28

  Est $515,552

  Not Listed For Sale

  31124 Avenue E, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1963

  31124 Avenue E, Big Pine Key, FL 33043

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Derrick Johnson Coco Plum Real Estate
• 

  

  /13

  $399,900

  $25K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 672 Sq Ft

  31247 Avenue I, Big Pine Key, FL 33043

  Discover the potential in this 2 bedroom, 1.5 bathroom mobile home located in the heart of Big Pine Key! Perfect for first-time buyers or savvy investors, this property offers an excellent opportunity to own in the Florida Keys at an attainable price point. Keep the existing trailer, add on to it, or build something new...it's a blank slate! The 5,000 sq ft lot allows for ample parking for

  Maggie Beall Lokation Real Estate

  31247 Avenue I, Big Pine Key, FL 33043
• 

  

  /34

  $580,000

  Sold Sep 15, 2025

  30868 Malaga Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1972

  Last Sold Summary

  • 3% Below List Price
  • $537/SF
  • 137 Days On Market

  Current Estimated Value $649,885

  Last Listing Agent Loren Rea Truman & Co. (KW)

  30868 Malaga Ln, Big Pine Key, FL 33043
• 

  /2

  Est $1,060,712

  Not Listed For Sale

  467 Almond Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,390 Sq Ft
  • Built 1995

  467 Almond Ln, Big Pine Key, FL 33043
• 

  

  /32

  $975,000

  Open Sun 4PM - 6PM $20K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft

  29131 Watson Blvd, Big Pine Key, FL 33043

  Peaceful serenity found on this 22,077 square foot property with a cozy two bedroom one and one-half bath. Open concept large kitchen and living room leading out to the expansive deck overlooking the canal. Both bedrooms also have doors leading to the wrap around deck! The cathedral ceilings and wood trims give this home beach cottage character! The lower level has an amazing amount of storage

  Mary Conklin Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  29131 Watson Blvd, Big Pine Key, FL 33043
• 

  

  /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 $671,988

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

  3806 Dyer Rd, Big Pine Key, FL 33043
• 

  

  /44

  Est $734,018

  Not Listed For Sale

  29135 Camellia Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,238 Sq Ft
  • Built 1988

  29135 Camellia Ln, Big Pine Key, FL 33043

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co
• 

  

  /61

  $2,700,000

  $100K PRICE DROP

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

  1553 Sunrise Dr, Big Pine Key, FL 33043

  Walk into this luxurious palace with captivating open water views. Light colors accenting the beautiful interior with matching large Porcelain floors and counter tops enhancing the large windows bringing the natural light inside. Gourmet kitchen for any chef to create great memories viewing the sunsets. Open patio with a great view of the pool and the outdoor entertaining areas. Four roomy suites

  1553 Sunrise Dr, Big Pine Key, FL 33043
• 

  

  /57

  $925,000

  Sold Mar 13, 2026

  2123 Spanish Channel Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,185 Sq Ft
  • Built 1991

  Last Sold Summary

  • 6% Below List Price
  • $781/SF
  • 49 Days On Market

  Current Estimated Value $929,282

  Last Listing Agent Anne Press Lokation Real Estate

  2123 Spanish Channel Dr, Big Pine Key, FL 33043
• 

  

  /23

  Est $1,370,761

  Not Listed For Sale

  30891 Granada Ave, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1987

  30891 Granada Ave, Big Pine Key, FL 33043

  Last Sold Summary

  • 73 Days On Market

  Last Listing Agent Lee Sanders/Sunnie SanLorenzo KeyIsle Realty
• 

  

  /56

  $1,400,000

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  1518 Sunrise Dr, Big Pine Key, FL 33043

  Discover your paradise in the heart of Big Pine Key! This beautifully maintained 3-bedroom 2-bath CBS, stilted home offers the perfect blend of Lower Keys Island charm and all the modern comforts. Step inside to find a bright, wide-open living space designed for relaxed Keys living and entertaining, with plenty of room for family & friends. Outside, your private backyard oasis awaits. Take a

  Paul Rogers Coldwell Banker Schmitt RE Co.

  1518 Sunrise Dr, Big Pine Key, FL 33043
• 

  

  /9

  $100,000

  Sold Oct 29, 2025

  4W Cook Island, Big Pine Key, FL 33043

  • Land
  • 14,809 Sq Ft
  • $294,126 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 194 Days On Market

  Current Estimated Value $126,333

  Last Listing Agent Banks Prevatt Coldwell Banker Schmitt RE Co.

  4W Cook Island, Big Pine Key, FL 33043
• 

  /2

  Est $415,548

  Not Listed For Sale

  30869 Bay Shore Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1953

  30869 Bay Shore Dr, Big Pine Key, FL 33043
• 

  

  /43

  $849,000

  New Construction Under Contract

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

  281 Pelican Ln, Big Pine Key, FL 33043

  Situated on an oversized corner lot at the end of a quiet street, this brand-new home is ready to welcome its first owner. Thoughtfully built with durability, quality, and modern design in mind, 281 Pelican Lane offers the perfect blend of contemporary comfort and the relaxed lifestyle of the Florida Keys. Featuring 3 bedrooms and 2 bathrooms, the home is well suited as a full-time residence,

  Justyn Ewald Expert Realty LLC

  281 Pelican Ln, Big Pine Key, FL 33043
• 

  

  /40

  $450,000

  Sold Jun 25, 2026

  29771 Henry Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1999

  Last Sold Summary

  • 22% Below List Price
  • $361/SF
  • 6 Days On Market

  Last Listing Agent Casey Burtch Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  29771 Henry Ln, Big Pine Key, FL 33043
• 

  

  /27

  Est $750,144

  Not Listed For Sale

  1537 Pandorea Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1973

  1537 Pandorea Ln, Big Pine Key, FL 33043

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Deni Heintzelman KeyIsle Realty
• 

  

  /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
• 

  

  /48

  $935,000

  Sold Jun 08, 2026

  29175 Aster Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 2019

  Last Sold Summary

  • 2% Below List Price
  • $812/SF
  • 8 Days On Market

  Current Estimated Value $929,062

  Last Listing Agent Scott Brisson KeyIsle Realty

  29175 Aster Ln, Big Pine Key, FL 33043
• 

  

  /31

  Est $745,646

  Not Listed For Sale

  174 Newfound Blvd, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1987

  174 Newfound Blvd, Big Pine Key, FL 33043

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Lindsay Ryan Island Breeze Realty, LLC
• 

  

  /16

  $475,000

  $50K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 557 Sq Ft

  31478 Avenue E, Big Pine Key, FL 33043

  **PRICE ENHANCEMENT FOR THIS RESORT -STYLE SETTING** Adorable charm and the essential Florida Keys lifestyle can be found in this 1-bedroom, 1-bathroom island bungalow. Nestled in the heart of Big Pine Key, this home offers the perfect blend of cozy comfort and tropical serenity, making it an ideal full-time residence, weekend retreat, or savvy investment property.Home

  Sabre Mendoza Coldwell Banker Schmitt RE Co.

  31478 Avenue E, Big Pine Key, FL 33043

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