4,123

Big Pine Key, FL Homes

Section Image
    • /35

      Est $612,176

      Not Listed For Sale

      2361 Pensacola Rd, Big Pine Key, FL 33043

      • 3 Beds
      • 2 Baths
      • 1,184 Sq Ft
      • Built 1984
      2361 Pensacola Rd, Big Pine Key, FL 33043

      Last Sold Summary

      • 54 Days On Market

  • /50

    $1,390,000

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

    29524 Flying Cloud Ave, Big Pine Key, FL 33043

    Escape to your slice of paradise with this stunning 3-bedroom, 2-bath home! Nestled on a spacious 7,500 sq ft lot, this beautiful property offers ample room for your RV or boat trailer. The inviting residence features a generous kitchen and a large master bathroom designed for comfort. Enjoy year-round use with a heated pool, perfect for relaxing or entertaining. Boating enthusiasts will love the

    Kenneth Herzbrun Lokation Real Estate

    29524 Flying Cloud Ave, Big Pine Key, FL 33043
  • /50

    $635,000

    Sold Mar 09, 2026

    31047 Avenue I, Big Pine Key, FL 33043

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft
    • Built 2007

    Last Sold Summary

    • 9% Below List Price
    • $423/SF
    • 97 Days On Market

    Current Estimated Value $643,992

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

    31047 Avenue I, Big Pine Key, FL 33043
    • /2

      Est $731,331

      Not Listed For Sale

      3687 Gulfstream St, Big Pine Key, FL 33043

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1992
      3687 Gulfstream St, Big Pine Key, FL 33043

      Last Sold Summary

  • /20

    $150,000

    • Land
    • 5,662 Sq Ft
    • $1,153,846 per Acre

    30860 Malaga Ln, Big Pine Key, FL 33043

    Vacant waterfront lot in the desirable Doctor's Arm neighborhood of Big Pine Key. This cleared lot has 55 feet of canal frontage, plenty of room for a seawall and your boat. The canal opens into Bogie channel, one of the best channels in the Florida Keys, providing easy access to BOTH the gulf and the Atlantic. This lot was previously used for the owner's water access from their landlocked home a

    Steven Koleno Beycome of Florida, LLC

    30860 Malaga Ln, Big Pine Key, FL 33043
  • /3

    $75,000

    Sold Dec 08, 2025

    29141 Mango Ln, Big Pine Key, FL 33043

    • Land
    • 6,999 Sq Ft
    • $466,714 per Acre

    Last Sold Summary

    • 42% Below List Price
    • 14 Days On Market

    Current Estimated Value $79,000

    Last Listing Agent David Kaufmann Century 21 Circle

    29141 Mango Ln, Big Pine Key, FL 33043
    • /22

      Est $692,528

      Not Listed For Sale

      30876 Malaga Ln, Big Pine Key, FL 33043

      • 2 Beds
      • 2 Baths
      • 1,080 Sq Ft
      • Built 1975
      30876 Malaga Ln, Big Pine Key, FL 33043

      Last Sold Summary

      • 13 Days On Market

  • /47

    $5,390,000

    $1M 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 spanning 1.14 acres on Big Pine Key. Built in 2014 with poured concrete, impact windows/doors, elevator, and generator, this 4,600+ sq. ft. masterpiece offers 3 bedrooms, 3 baths, and breathtaking Gulf views. Boaters enjoy 235’ of dockage: 140’ protected canal dock with lift, ramp, and slip, plus 95’ open-water pier dock with lift and

    Jo Ann Cook Ocean Sotheby's International

    3742 Seagrape St, Big Pine Key, FL 33043
  • /45

    $565,000

    Sold Sep 29, 2025

    2421 Pensacola Rd, Big Pine Key, FL 33043

    • 3 Beds
    • 1 Bath
    • 1,055 Sq Ft
    • Built 1988

    Last Sold Summary

    • 5% Below List Price
    • $536/SF
    • 101 Days On Market

    Current Estimated Value $570,480

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

    2421 Pensacola Rd, Big Pine Key, FL 33043
    • /54

      Est $1,076,762

      Not Listed For Sale

      29013 Marigold Dr, Big Pine Key, FL 33043

      • 2 Beds
      • 2 Baths
      • 1,614 Sq Ft
      • Built 1969
      29013 Marigold Dr, Big Pine Key, FL 33043

      Last Sold Summary

      • 45 Days On Market

  • /2

    $920,000

    $205K PRICE DROP
    • Land
    • 37,659 Sq Ft
    • $1,064,132 per Acre

    0 U S Route 1, Big Pine Key, FL 33043

    Seller will finance with one half down payment for ten years, Commercial zoning, Tier 1 lot.

    Barbara Eads Barbara Eads Realty Inc.

    0 U S Route 1, Big Pine Key, FL 33043
  • /20

    $600,000

    Sold Nov 20, 2025

    9 W, Cook Island Key, FL 33043

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

    Last Sold Summary

    • 20% Below List Price
    • $1,045/SF
    • 31 Days On Market

    Current Estimated Value $902,000

    Last Listing Agent Greg Gordon The Island Collective Realty

    9 W, Cook Island Key, FL 33043
    • /19

      Est $581,708

      Not Listed For Sale

      31471 Avenue A, Big Pine Key, FL 33043

      • 4 Beds
      • 2 Baths
      • 1,076 Sq Ft
      • Built 1972
      31471 Avenue A, Big Pine Key, FL 33043

      Last Sold Summary

      • 226 Days On Market

  • /3

    $550,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 948 Sq Ft

    57 Pelican Ln, Big Pine Key, FL 33043

    Embrace true island living at 57 Pelican Lane in the heart of Big Pine Key, just 30 minutes from the energy and charm of Key West. Set in a peaceful, tropical setting, this unique property captures the laid-back lifestyle the Florida Keys are known for—where days are guided by ocean breezes, sunshine, and a slower pace of life.What truly sets this opportunity apart is the oversized footprint,

    Veronica Garoufalias Zorzi

    57 Pelican Ln, Big Pine Key, FL 33043
  • /13

    $265,000

    Sold Jun 30, 2025

    31014 Avenue E, Big Pine Key, FL 33043

    • Land
    • 9,999 Sq Ft
    • $1,154,340 per Acre

    Last Sold Summary

    • 29% Below List Price
    • 103 Days On Market

    Current Estimated Value $273,033

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

    31014 Avenue E, Big Pine Key, FL 33043
    • /35

      Est $739,539

      Not Listed For Sale

      255 Ships Way, Big Pine Key, FL 33043

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1989
      255 Ships Way, Big Pine Key, FL 33043

      Last Sold Summary

      • 106 Days On Market

  • /33

    $879,000

    • 2 Beds
    • 2 Baths
    • 936 Sq Ft

    3674 S Seas St, Big Pine Key, FL 33043

    Tucked away on a quiet dead-end street in Big Pine Key, this beautifully updated 2-bedroom, 2-bath canal-front home offers the perfect blend of modern comfort and relaxed island living. Thoughtfully remodeled from top to bottom, the home features updated flooring, stylishly renovated bathrooms, a sleek modern kitchen, fresh exterior paint, and upgraded decking and screening -- all creating a

    Taron Wirth Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

    3674 S Seas St, Big Pine Key, FL 33043
  • /49

    $689,000

    Sold Aug 29, 2025

    156 Pelican Ln, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft
    • Built 1992

    Last Sold Summary

    • 4% Below List Price
    • $489/SF
    • 48 Days On Market

    Current Estimated Value $711,856

    Last Listing Agent Solaris Gregory Expert Realty LLC (HQ)

    156 Pelican Ln, Big Pine Key, FL 33043
    • /9

      Est $493,915

      Not Listed For Sale

      30427 Palm Dr, Big Pine Key, FL 33043

      • 2 Beds
      • 1 Bath
      • 1,013 Sq Ft
      • Built 1943
      30427 Palm Dr, Big Pine Key, FL 33043

      Last Sold Summary

      • 17 Days On Market

  • /24

    $750,000

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

    251 Pelican Ln, Big Pine Key, FL 33043

    Experience the laid-back Florida Keys lifestyle in this beautifully maintained, double lot sized at 12,000 sq ft, concrete 2-bedroom, 2-bath stilt home located on a desirable clean swim canal in Big Pine Key. Situated at the end of the street with no through traffic, this secluded waterfront retreat offers exceptional privacy, tropical breezes, and the perfect blend of comfort and coastal living.

    Candace Garber

    251 Pelican Ln, Big Pine Key, FL 33043
  • /39

    $640,000

    Sold Nov 18, 2025

    1341 Avenue C, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft
    • Built 1993

    Last Sold Summary

    • 15% Below List Price
    • $441/SF
    • 123 Days On Market

    Current Estimated Value $667,972

    Last Listing Agent Matthew Sheehan Ocean Sotheby's International Realty

    1341 Avenue C, Big Pine Key, FL 33043
    • /42

      Est $1,141,976

      Not Listed For Sale

      1263 Key Deer Blvd, Big Pine Key, FL 33043

      • 3 Beds
      • 2 Baths
      • 2,150 Sq Ft
      • Built 1978
      1263 Key Deer Blvd, Big Pine Key, FL 33043

      Last Sold Summary

      • 108 Days On Market

  • /32

    $5,300

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    1655 Sunrise Dr, Big Pine Key, FL 33043

    LONG TERM RENTAL - FURNISHED OR UN-FURNISHED.Your clients will love having their morning coffee in the family room and watching the Sun rise over No Name Key.This back yard pool is completely private and perfect for family and guests. Sit in the Tiki Bar, sip a Margarita and enjoy the ocean and pool views. The tropical trees and setting will make you feel like you are living at a

    Mark Peterson Mark F. Peterson Licensed Real Estate Broker

    1655 Sunrise Dr, Big Pine Key, FL 33043
  • /48

    $780,000

    Sold Nov 13, 2025

    3978 Gordon Rd, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1978

    Last Sold Summary

    • 1% Below List Price
    • $677/SF
    • 2 Days On Market

    Current Estimated Value $775,781

    Last Listing Agent Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

    3978 Gordon Rd, Big Pine Key, FL 33043
    • /13

      Est $660,045

      Not Listed For Sale

      75 Palmetto Ave, Big Pine Key, FL 33043

      • 3 Beds
      • 2 Baths
      • 1,152 Sq Ft
      • Built 1976
      75 Palmetto Ave, Big Pine Key, FL 33043

      Last Sold Summary

      • 67 Days On Market

  • /2

    $1,700,000

    New Construction
    • 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

    $1,150,000

    Sold Nov 04, 2025

    29676 Ranger Ave, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft
    • Built 1987

    Last Sold Summary

    • 8% Below List Price
    • $1,081/SF
    • 87 Days On Market

    Current Estimated Value $1,145,110

    Last Listing Agent Patti Nickless Coldwell Banker Schmitt RE Co.

    29676 Ranger Ave, Big Pine Key, FL 33043
    • /31

      Est $794,704

      Not Listed For Sale

      29127 Violet Dr, Big Pine Key, FL 33043

      • 3 Beds
      • 2 Baths
      • 1,204 Sq Ft
      • Built 1984
      29127 Violet Dr, Big Pine Key, FL 33043

      Last Sold Summary

      • 184 Days On Market

  • /77

    $2,900,000

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

    29581 Richard Rd, Big Pine Key, FL 33043

    Spectacular Open-Water Retreat with Unmatched Sunset ViewThis exceptional open-water property offers breathtaking western-facing sunset views and premier ocean access with no bridges--perfect for boating enthusiasts. Enjoy privacy and natural beauty bordering the Florida Key Deer Preserve.The property features over 200 feet of concrete seawall, a 35' x 15' boat basin making it ideal for

    Diane Corliss Coldwell Banker Schmitt RE Co.

    29581 Richard Rd, Big Pine Key, FL 33043
  • /17

    $160,000

    Sold Apr 15, 2026

    29859 Overseas Hwy Unit A-19, Big Pine Key, FL 33043

    • Land
    • 871 Sq Ft
    • $8,000,000 per Acre

    Last Sold Summary

    • 36% Below List Price
    • 141 Days On Market

    Current Estimated Value $195,012

    Last Listing Agent Rose Dell Coldwell Banker Schmitt RE Co.

    29859 Overseas Hwy Unit A-19, Big Pine Key, FL 33043
    • /23

      Est $505,250

      Not Listed For Sale

      30326 Coconut Hwy, Big Pine Key, FL 33043

      • 2 Beds
      • 2 Baths
      • 936 Sq Ft
      • Built 1982
      30326 Coconut Hwy, Big Pine Key, FL 33043

      Last Sold Summary

      • 13 Days On Market

  • /54

    $1,800,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    29549 Forrestal Ave, Big Pine Key, FL 33043

    This beautifully maintained 3-bedroom, 2-bath concrete block home truly has it all. Designed for comfort and peace of mind, the property features impact windows and sliders throughout. Step inside to a spacious living room that flows seamlessly into the dining area, where triple sliding glass doors open to a screened patio--perfect for enjoying the coastal breeze and tranquil water views.The

    Diane Corliss Coldwell Banker Schmitt RE Co.

    29549 Forrestal Ave, Big Pine Key, FL 33043
  • /34

    $578,000

    Sold Jun 23, 2025

    31142 Avenue I, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1993

    Last Sold Summary

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

    Current Estimated Value $585,461

    Last Listing Agent Jimmy Lane Island Life Realty Experts

    31142 Avenue I, Big Pine Key, FL 33043
    • /25

      Est $487,142

      Not Listed For Sale

      30378 Palm Dr, Big Pine Key, FL 33043

      • 2 Beds
      • 1 Bath
      • 720 Sq Ft
      • Built 1968
      30378 Palm Dr, Big Pine Key, FL 33043

      Last Sold Summary

      • 35 Days On Market

  • /20

    $725,000

    $25K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    30968 Baileys Ln, Big Pine Key, FL 33043

    Canal front home with boat lift. Quick access to Bogie Channel for Gulfside or Atlantic side fishing, boating and fun. Marinas nearby and boat ramps. 1.5 lots total of 75 ft. on canal. Lot is 100 ft deep. Room to park a RV or a boat trailer. Cut in boat slip with 10,000 pound boat lift. 2 vacant lots across the canal are county owned. Nieghbors on both sides are part time and across street. House

    Rose Dell Keller Williams Key West Compass Realty

    30968 Baileys Ln, Big Pine Key, FL 33043
  • /34

    $635,000

    Sold Mar 25, 2026

    31036 Avenue J, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,170 Sq Ft
    • Built 2019

    Last Sold Summary

    • 2% Below List Price
    • $543/SF
    • 35 Days On Market

    Current Estimated Value $646,061

    Last Listing Agent John Nazzaro Keller Williams Realty Premier Properties - Kendall

    31036 Avenue J, Big Pine Key, FL 33043
    • /31

      Est $1,082,721

      Not Listed For Sale

      31146 Atlantis Dr, Big Pine Key, FL 33043

      • 3 Beds
      • 2 Baths
      • 1,444 Sq Ft
      • Built 1990
      31146 Atlantis Dr, Big Pine Key, FL 33043

      Last Sold Summary

      • 20 Days On Market

  • /22

    $549,900

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    30375 Oleander Blvd, Big Pine Key, FL 33043

    Island Living in Big Pine Key! Charming and updated 2-bedroom, 1-bath concrete block home on an oversized, fully fenced lot just one block from the water. This 816 sq. ft. gem features a new roof, updated electrical, stainless steel appliances, and fresh paint inside and out. Enjoy a screened-in porch and a private backyard oasis with a putting green, gazebo, and lush landscaping. Plenty of room

    Steven Koleno Beycome of Florida, LLC

    30375 Oleander Blvd, Big Pine Key, FL 33043
  • /49

    $864,000

    Sold Jan 20, 2026

    3987 Gordon Rd, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 1989

    Last Sold Summary

    • 1% Below List Price
    • $857/SF
    • 24 Days On Market

    Current Estimated Value $856,258

    Last Listing Agent Patti Nickless Coldwell Banker Schmitt RE Co.

    3987 Gordon Rd, Big Pine Key, FL 33043
    • /2

      Est $3,518,559

      Not Listed For Sale

      640 Elma Ave, Big Pine Key, FL 33043

      • 5 Beds
      • 5 Baths
      • 4,102 Sq Ft
      • Built 2019
      640 Elma Ave, Big Pine Key, FL 33043

      Last Sold Summary

Showing Results 321 - 360, Page 9 of 18

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