Big Pine Key, FL Homes

• 

  

  

  /25

  $899,000

  Sold May 08, 2026

  31343 Avenue I, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 2020

  Last Sold Summary

  • 4% Below List Price
  • $786/SF
  • 65 Days On Market

  Current Estimated Value $882,519

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  31343 Avenue I, Big Pine Key, FL 33043
• 

  

  

  /30

  Est $1,002,584

  Not Listed For Sale

  31625 Warner St, Big Pine Key, FL 33043

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • Built 1937

  31625 Warner St, Big Pine Key, FL 33043

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Shane Wilson Cypress Realty, Inc.
• 

  

  

  /6

  $165,000

  $60K PRICE DROP

  • Land
  • 0 Sq Ft

  29859 Overseas Hwy Unit A-3, Big Pine Key, FL 33043

  Transferable ROGO Exempt Building Right + 2,250 Sq Ft Lot - Build Immediately! Rare opportunity to own a ROGO-exempt parcel in the Florida Keys, allowing you to build right away with no waiting period. This property allows flexibility--use the building right on-site, transfer it to another parcel, or sell it separately, as it is fully transferable. Bring your vision to life and build your dream

  Steven Koleno Beycome of Florida, LLC

  29859 Overseas Hwy Unit A-3, Big Pine Key, FL 33043
• 

  

  

  /21

  $745,000

  Sold Aug 05, 2026

  9W Cooks, Cook Island Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 574 Sq Ft
  • Built 1988

  Last Sold Summary

  • 17% Below List Price
  • $1,298/SF
  • 80 Days On Market

  Current Estimated Value $752,000

  Last Listing Agent Greg Gordon The Island Collective Realty

  9W Cooks, Cook Island Key, FL 33043
• 

  

  

  /10

  Est $593,855

  Not Listed For Sale

  2351 Palm Beach Rd, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1982

  2351 Palm Beach Rd, Big Pine Key, FL 33043

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Nate Meyer 2150
• 

  

  /66

  $1,450,000

  New Construction $49K PRICE DROP

  • 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
• 

  

  /39

  $940,000

  Sold Apr 13, 2026

  421 Ixora Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 3 Baths
  • 1,120 Sq Ft
  • Built 1982

  Last Sold Summary

  • 6% Below List Price
  • $839/SF
  • 70 Days On Market

  Current Estimated Value $932,323

  Last Listing Agent Melissa Graham Internet Realty of the Florida Keys

  421 Ixora Dr, Big Pine Key, FL 33043
• 

  

  /44

  Est $940,032

  Not Listed For Sale

  30751 Palm Dr, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,724 Sq Ft
  • Built 1990

  30751 Palm Dr, Big Pine Key, FL 33043

  Last Sold Summary

  • 156 Days On Market

  Last Listing Agent Melissa Graham Bluescape Real Estate
• 

  

  /51

  $825,000

  $13K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  29115 Rose Dr, Big Pine Key, FL 33043

  Back on the market! Welcome to this meticulously maintained and updated move-in ready canal-front home that offers the perfect blend of comfort, style, and durability. Featuring an inviting open-concept floor plan, this home boasts three spacious bedrooms and two modern bathrooms, all enhanced by LVP flooring throughout. Built above flood level with just the right number of steps to climb, this

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

  29115 Rose Dr, Big Pine Key, FL 33043
• 

  

  /13

  $381,500

  Sold Apr 10, 2026

  31052 Avenue H, Big Pine Key, FL 33043

  • 4 Beds
  • 3 Baths
  • 1,620 Sq Ft
  • Built 1967

  Last Sold Summary

  • 20% Below List Price
  • $235/SF
  • 294 Days On Market

  Current Estimated Value $383,731

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

  31052 Avenue H, Big Pine Key, FL 33043
• 

  

  /76

  Est $1,676,947

  Not Listed For Sale

  1063 Avenue A, Big Pine Key, FL 33043

  • 3 Beds
  • 2.5 Baths
  • 1,834 Sq Ft
  • Built 1990

  1063 Avenue A, Big Pine Key, FL 33043

  Last Sold Summary

  • 209 Days On Market

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

  

  /22

  $899,000

  $151K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft

  1540 Lantana Ln, Big Pine Key, FL 33043

  Bring your boats to this beautifully furnished canal front home. TURN KEY READY! Secluded on a corner large lot with 190 ft. of concrete dockage. Large and open living, dining, and kitchen areas. Lovely, updated kitchen and baths. New beautiful floors, along with impact windows, doors and metal roof. Enjoy swimming in the above ground pool, relaxing on the deck, cocktails at the outside bar, or

  Andrea Lennon Vylla Home

  1540 Lantana Ln, Big Pine Key, FL 33043
• 

  

  /31

  $799,000

  Sold May 29, 2026

  31226 Hollerich Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1980

  Last Sold Summary

  • $768/SF
  • 11 Days On Market

  Current Estimated Value $793,962

  Last Listing Agent Wyatt Tucker Expert Realty LLC (HQ)

  31226 Hollerich Dr, Big Pine Key, FL 33043
• 

  

  /23

  Est $910,656

  Not Listed For Sale

  29162 Aster Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1988

  29162 Aster Ln, Big Pine Key, FL 33043

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Matthew Zelko Berkshire Hathaway HomeServices Knight & Gardner Realty
• 

  /2

  $99,000

  Under Contract

  • Land
  • 6,098 Sq Ft
  • $707,143 per Acre

  0 Lobstertail Rd, Big Pine Key, FL 33043

  Great opportunity to build in desirable Cahill Pines and Palms subdivision in Big Pine Key on swimming canal. Plugged canal nestled in a community of homes close to shopping, restaurants, dive shops and local entertainment.

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  0 Lobstertail Rd, Big Pine Key, FL 33043
• 

  

  /40

  $1,050,000

  Sold Jan 12, 2026

  32734 Bimini Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft
  • Built 1995

  Last Sold Summary

  • 14% Below List Price
  • $635/SF
  • 235 Days On Market

  Current Estimated Value $1,102,876

  Last Listing Agent Ally Kelley Ocean Sotheby's International

  32734 Bimini Ln, Big Pine Key, FL 33043
• 

  

  /36

  Est $694,952

  Not Listed For Sale

  29857 Tropical Trader Rd, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1991

  29857 Tropical Trader Rd, Big Pine Key, FL 33043

  Last Sold Summary

  • 209 Days On Market

  Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty
• 

  /2

  $85,000

  • Land
  • 6,667 Sq Ft
  • $555,279 per Acre

  Vacant Central Ave, Big Pine Key, FL 33043

  Tier 2 parcel with potential eligibility for ROGO points toward future building permits in Monroe County. Buyer to verify ROGO point availability and requirements with Monroe County. Adjacent lot is for sale MLS#618997

  Deni Heintzelman KeyIsle Realty

  Vacant Central Ave, Big Pine Key, FL 33043
• 

  

  /10

  $100,000

  Sold Apr 17, 2026

  BK 24 LT 2 Pandorea Ln, Big Pine Key, FL 33043

  • Land
  • 8,276 Sq Ft
  • $526,316 per Acre

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Vanessa J. Chamizo, Professional Agent Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  BK 24 LT 2 Pandorea Ln, Big Pine Key, FL 33043
• 

  

  /27

  Est $634,195

  Not Listed For Sale

  31019 Avenue C, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,566 Sq Ft
  • Built 2003

  31019 Avenue C, Big Pine Key, FL 33043

  Last Sold Summary

  • 85 Days On Market

  Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.
• 

  

  /99

  $4,650,000

  $345K PRICE DROP

  • 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 rarely spanning 1.14 acres on Big Pine Key. This extraordinary retreat is a graceful blend of architectural grandeur and coastal charm, thoughtfully designed for both relaxation and recreation. Boaters will delight in an unparalleled offering of 235 feet of dockage total: 140 feet of protected canal-front dockage featuring a 15,000 lb

  Ally Kelley Ocean Sotheby's International

  3742 Seagrape St, Big Pine Key, FL 33043
• 

  

  /30

  $628,000

  Sold Sep 05, 2025

  31256 Avenue H, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $549/SF
  • 106 Days On Market

  Current Estimated Value $632,005

  Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

  31256 Avenue H, Big Pine Key, FL 33043
• 

  

  /33

  Est $745,284

  Not Listed For Sale

  30427 Hawk Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1970

  30427 Hawk Ln, Big Pine Key, FL 33043

  Last Sold Summary

  • 429 Days On Market

  Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.
• 

  

  /18

  $799,000

  • 3 Beds
  • 1 Bath
  • 1,043 Sq Ft

  550 Pine Ln, Big Pine Key, FL 33043

  This newly remodeled 3-bedroom, 1-bathroom home is perfectly positioned on a spacious lot in the heart of Big Pine Key, offering 10,275 sq ft of land and an incredible 75 feet of waterfrontage, with a concrete seawall. With quick access to the ocean via Spanish Harbor Channel, this is a boater's dream come true. Inside, enjoy peace of mind with impact-rated windows and doors, a sturdy metal roof,

  Justyn Ewald Expert Realty LLC

  550 Pine Ln, Big Pine Key, FL 33043
• 

  

  /18

  $250,000

  Sold Feb 24, 2026

  138 Sands Rd, Big Pine Key, FL 33043

  • 1 Bed
  • 1 Bath
  • 442 Sq Ft
  • Built 1969

  Last Sold Summary

  • 9% Below List Price
  • $566/SF
  • 16 Days On Market

  Last Listing Agent Kate Zhang Kylin Realty LLC

  138 Sands Rd, Big Pine Key, FL 33043
• 

  

  /55

  Est $753,248

  Not Listed For Sale

  437 Palmetto Ave, Big Pine Key, FL 33043

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

  437 Palmetto Ave, Big Pine Key, FL 33043

  Last Sold Summary

  • 67 Days On Market

  Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.
• 

  

  /4

  $850,000

  $275K PRICE DROP

  • Land
  • 37,461 Sq Ft
  • $988,372 per Acre

  0 US Highway 1 Unit A11841689, Big Pine Key, FL 33043

  Seller financing available, Commercial zoning, Tier 1 lot.

  0 US Highway 1 Unit A11841689, Big Pine Key, FL 33043
• 

  

  /42

  $930,000

  Sold Nov 19, 2025

  29012 Bigonia Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1993

  Last Sold Summary

  • 15% Below List Price
  • $881/SF
  • 92 Days On Market

  Current Estimated Value $935,770

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  29012 Bigonia Dr, Big Pine Key, FL 33043
• 

  

  /38

  Est $999,190

  Not Listed For Sale

  29374 Saratoga Ave, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1986

  29374 Saratoga Ave, Big Pine Key, FL 33043

  Last Sold Summary

  • 150 Days On Market

  Last Listing Agent Dawn McComish Lokation Real Estate
• 

  

  /22

  $5,200,000

  • 8 Beds
  • 6 Baths
  • 3,029 Sq Ft

  1557 Long Beach Dr, Big Pine Key, FL 33043

  Coastal living awaits at this spacious property in Long Beach Estates on Big Pine Key! Offering exceptional privacy and direct access to island life, this lot features ample space for your island sanctuary. Located just minutes from pristine beaches, local dining, open water boating, and the Bahia Honda State Park. Perfectly situated in the heart of the Lower Keys, offering quiet, relaxed island

  Greisy Montes De Oca The Brokerage A Real Estate Company

  1557 Long Beach Dr, Big Pine Key, FL 33043
• 

  $545,000

  Sold Feb 04, 2026

  114 Newfound Harbor Rd, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Below List Price
  • $649/SF
  • 65 Days On Market

  Current Estimated Value $544,650

  Last Listing Agent Jennifer Hamill Coldwell Banker Schmitt RE Co

  114 Newfound Harbor Rd, Big Pine Key, FL 33043
• 

  /2

  Est $540,739

  Not Listed For Sale

  30747 Pinewood Ln, Big Pine Key, FL 33043

  • 1 Bed
  • 1 Bath
  • 768 Sq Ft
  • Built 1984

  30747 Pinewood Ln, Big Pine Key, FL 33043
• 

  

  /4

  $189,000

  • Land
  • 0 Sq Ft

  29859 Overseas Hwy #20, Big Pine, FL 33043

  Enjoy the Florida Keys lifestyle with this RV lot offering access to a variety of community amenities, including a swimming pool, clubhouse, shuffleboard, picnic and grilling areas, laundry facilities, and bathhouse.A convenient bike path located directly in front of the park provides easy access to nearby shopping and restaurants. For boating enthusiasts, boat storage is available across

  Liza Dieppa Coldwell Banker Realty

  29859 Overseas Hwy #20, Big Pine, FL 33043
• 

  

  /47

  $945,000

  Sold Oct 03, 2025

  29487 Ranger Ave, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,258 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Below List Price
  • $751/SF
  • 99 Days On Market

  Current Estimated Value $1,027,533

  Last Listing Agent Melissa Gibbins Expert Realty LLC (HQ)

  29487 Ranger Ave, Big Pine Key, FL 33043
• 

  /2

  Est $816,576

  Not Listed For Sale

  30898 Baileys Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,331 Sq Ft
  • Built 1960

  30898 Baileys Ln, Big Pine Key, FL 33043
• 

  

  /36

  $1,169,000

  $81K PRICE DROP Under Contract

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

  29662 Independence Ave, Big Pine Key, FL 33043

  DOUBLE LOT waterfront opportunity in Big Pine Key! This charming 2 bedroom, 2 bathroom home is ideally situated on a fenced double lot along a canal with excellent boating access and a prime Lower Keys location. Boaters will appreciate the quick and convenient access to both the Atlantic Ocean and the Gulf , making this property an ideal home base for fishing, diving, and exploring the

  Halley Haack Coldwell Banker Schmitt RE Co.

  29662 Independence Ave, Big Pine Key, FL 33043
• 

  $1,070,000

  Sold Jun 11, 2026

  1547 Gardenia Ln, Big Pine Key, FL 33043

  • 4 Beds
  • 3 Baths
  • 1,900 Sq Ft
  • Built 2025

  Last Sold Summary

  • 18% Below List Price
  • $563/SF
  • 93 Days On Market

  Current Estimated Value $1,070,147

  Last Listing Agent Dorothy Santiago Keller Williams Realty Profess

  1547 Gardenia Ln, Big Pine Key, FL 33043
• 

  

  /43

  Est $794,970

  Not Listed For Sale

  30631 15th St, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1986

  30631 15th St, Big Pine Key, FL 33043

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Stacy Stahl Realty ONE Group Destination
• 

  

  /34

  $899,000

  • 1 Bed
  • 1 Bath
  • 552 Sq Ft

  31342 Avenue I, Big Pine Key, FL 33043

  This recently built canal front home is situated in a highly desirable area of Big Pine just minutes to the open water. The home has a bright open kitchen with plenty of cabinets, stainless appliances, attractive tile backsplash and built in table with seating overlooking the living area.......From the bedroom with adjoined bathroom there are partial ocean views. There is also a utility room with

  Rob Severin Rob Severin Real Estate Co

  31342 Avenue I, Big Pine Key, FL 33043
• 

  

  /49

  $950,000

  Sold Apr 27, 2026

  29559 Ranger Ave, Big Pine Key, FL 33043

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft
  • Built 1984

  Last Sold Summary

  • 25% Below List Price
  • $792/SF
  • 499 Days On Market

  Current Estimated Value $959,037

  Last Listing Agent Donna Halstead Coldwell Banker Schmitt RE Co.

  29559 Ranger Ave, Big Pine Key, FL 33043

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