4,135

Big Pine Key, FL Homes

Section Image
    • /25

      Est $606,844

      Not Listed For Sale

      30433 Hibiscus Ln, Big Pine Key, FL 33043

      • 3 Beds
      • 2 Baths
      • 1,419 Sq Ft
      • Built 1968
      30433 Hibiscus Ln, Big Pine Key, FL 33043

      Last Sold Summary

      • 204 Days On Market

  • /2

    $44,000

    Pending
    • Land
    • 21,780 Sq Ft
    • $88,000 per Acre

    0 Unassigned Unit 620155, No Name Key, FL 33043

    ROGO Land Dedication Lot worth 2 points with completed paperwork and Monroe County Letter of Eligibility on file. No hidden costs or additional processing required. Cost effective opportunity to help accelerate your permitting timeline. Parcel is not buildable and is offered for land dedication purposes only.

    Cliff Glansen FlatFee.com

    0 Unassigned Unit 620155, No Name Key, FL 33043
  • /71

    $590,000

    Sold Jun 01, 2026

    1258 Division St, Big Pine Key, FL 33043

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Below List Price
    • $615/SF
    • 104 Days On Market

    Current Estimated Value $623,000

    Last Listing Agent Lindsay Ryan EXP Realty LLC

    1258 Division St, Big Pine Key, FL 33043
    • /32

      Est $1,018,657

      Not Listed For Sale

      29147 Cactus Ln, Big Pine Key, FL 33043

      • 2 Beds
      • 2 Baths
      • 1,299 Sq Ft
      • Built 1985
      29147 Cactus Ln, Big Pine Key, FL 33043

      Last Sold Summary

      • 48 Days On Market

  • /20

    $4,100

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    3930 Gordon Rd, Big Pine Key, FL 33043

    BRAND NEW CONSTRUCTION.LONG-TERM RENTAL AVAILABLE NOW.Pets welcome!Let your clients be the first to live in this newly constructed home. This house has a large porch facing the canal, with over-dead fans to keep your family cool.This 1350 sq. ft. house is fully tiled throughout.The bedrooms and the closets are spacious, and the ceilings are 9 feet high throughout the

    Mark Peterson Mark F. Peterson Licensed Real Estate Broker

    3930 Gordon Rd, Big Pine Key, FL 33043
  • /36

    $1,018,000

    Sold Sep 26, 2025

    29185 Bougainvillea Ln, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1981

    Last Sold Summary

    • 7% Below List Price
    • $884/SF
    • 85 Days On Market

    Current Estimated Value $1,031,799

    Last Listing Agent Christina Davis Coldwell Banker Schmitt RE Co.

    29185 Bougainvillea Ln, Big Pine Key, FL 33043
    • /47

      Est $1,091,017

      Not Listed For Sale

      3827 Dyer Rd, Big Pine Key, FL 33043

      • 3 Beds
      • 3 Baths
      • 1,440 Sq Ft
      • Built 1981
      3827 Dyer Rd, Big Pine Key, FL 33043

      Last Sold Summary

      • 320 Days On Market

  • /24

    $5,000

    • 3 Beds
    • 2 Baths
    • 1,270 Sq Ft

    30968 Baileys Ln, Big Pine Key, FL 33043

    Long Term Rental on Big Pine Key. Waterfront with 10,000 lb Boat Lift. 2 bedrooms/ 1 bath upstairs and 1 bedroom/ 1 bath downstairs. Potentially a second bedroom downstairs. Close to restaurants and Winn Dixie Shopping Plaza. Peaceful with lots of outdoor space. 7500 sq ft lot. Available to show.

    Joyce Craul Expert Realty LLC (HQ)

    30968 Baileys Ln, Big Pine Key, FL 33043
  • /26

    $520,000

    Sold Apr 23, 2026

    31071 E Ave, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,088 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $478/SF
    • 75 Days On Market

    Current Estimated Value $528,707

    Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

    31071 E Ave, Big Pine Key, FL 33043
    • /35

      Est $586,847

      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

  • /46

    $695,000

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

    29172 Rose Dr, Big Pine Key, FL 33043

    Remodeled waterfront home! Located in a lovely neighborhood with a boat ramp right around the corner! Exterior of property has open parking as well as covered parking for multiple vehicles. Below home is surrounded by lattice to give additional shade and privacy. So much potential downstairs for outdoor entertainment.The main living area has gone through a full renovation. Kitchen boast sleek

    Deni Heintzelman KeyIsle Realty

    29172 Rose Dr, Big Pine Key, FL 33043
  • /43

    $675,000

    Sold Sep 19, 2025

    10 W Cook, Cook Island Key, FL 33043

    • 3 Beds
    • 1 Bath
    • 1,162 Sq Ft
    • Built 1978

    Last Sold Summary

    • 16% Below List Price
    • $581/SF
    • 118 Days On Market

    Current Estimated Value $721,000

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    10 W Cook, Cook Island Key, FL 33043
    • /2

      Est $707,803

      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

  • /10

    $279,999

    $40K PRICE DROP
    • Land
    • 7,500 Sq Ft
    • $1,626,234 per Acre

    30351 Flamingo Ln, Big Pine Key, FL 33043

    RemarksRemarks:Excellent neighborhood! Cleared land surrounding $800,000 homes plus range. In Rogo, Tier II . All homes are required to be CBS and no modular homes allowed. Plans for a 3 bedroom 2 bath home have been approved (county permits alterations to the house plans before you build, enabling you to design to your own specific needs). PERMIT Number is 16103833. Annual low association of

    Ana Tavel Paz Coldwell Banker - Pinecrest

    30351 Flamingo Ln, Big Pine Key, FL 33043
  • /48

    $1,197,475

    Sold Dec 22, 2025

    29457 Constitution Ave, Big Pine Key, FL 33043

    • 3 Beds
    • 3 Baths
    • 1,608 Sq Ft
    • Built 1973

    Last Sold Summary

    • 14% Below List Price
    • $745/SF
    • 194 Days On Market

    Current Estimated Value $1,246,743

    Last Listing Agent Nira Tocco Coldwell Banker Schmitt RE Co.

    29457 Constitution Ave, Big Pine Key, FL 33043
    • /22

      Est $655,797

      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

  • /50

    $1,390,000

    Under Contract
    • 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 Formula Realty

    29524 Flying Cloud Ave, Big Pine Key, FL 33043
  • /48

    $759,000

    Sold Apr 22, 2026

    31349 Avenue C, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $575/SF
    • 87 Days On Market

    Current Estimated Value $757,880

    Last Listing Agent Sarah Dolson Keller Williams Key West Compass Realty

    31349 Avenue C, Big Pine Key, FL 33043
    • /37

      Est $661,607

      Not Listed For Sale

      31067 Avenue C, Big Pine Key, FL 33043

      • 3 Beds
      • 2 Baths
      • 1,516 Sq Ft
      • Built 2005
      31067 Avenue C, Big Pine Key, FL 33043

      Last Sold Summary

      • 9 Days On Market

  • /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
  • /27

    $380,000

    Sold Sep 26, 2025

    1464 Havelka Ln, Big Pine Key, FL 33043

    • 2 Beds
    • 1 Bath
    • 654 Sq Ft
    • Built 1968

    Last Sold Summary

    • 28% Below List Price
    • $581/SF
    • 317 Days On Market

    Current Estimated Value $409,190

    Last Listing Agent Oscar Castellanos Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

    1464 Havelka Ln, Big Pine Key, FL 33043
    • /34

      Est $580,467

      Not Listed For Sale

      31142 Avenue I, Big Pine Key, FL 33043

      • 3 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1993
      31142 Avenue I, Big Pine Key, FL 33043

      Last Sold Summary

      • 12 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
  • /41

    $545,000

    Sold Feb 03, 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
    • 50 Days On Market

    Current Estimated Value $543,401

    Last Listing Agent Jennifer Hamill Coldwell Banker Schmitt Real Estate Co.

    114 Newfound Harbor Rd, Big Pine Key, FL 33043
    • /54

      Est $995,986

      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

    $850,000

    $275K PRICE DROP
    • Land
    • 37,659 Sq Ft
    • $983,165 per Acre

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

    Seller financing available, Commercial zoning, Tier 1 lot.

    Barbara Eads Barbara Eads Realty Inc.

    0 U S Route 1, Big Pine Key, FL 33043
  • /44

    $930,000

    Sold Aug 01, 2025

    3761 Gumbo Limbo St, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Built 1982

    Last Sold Summary

    • 15% Below List Price
    • $727/SF
    • 96 Days On Market

    Current Estimated Value $943,781

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

    3761 Gumbo Limbo St, Big Pine Key, FL 33043
    • /19

      Est $574,715

      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

  • /33

    $869,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 936 Sq Ft

    3674 S Seas St, Big Pine Key, FL 33043

    Seller Welcomes Offers! 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 renovated throughout, the home features updated flooring, stylishly remodeled bathrooms, a sleek contemporary kitchen, fresh exterior paint, and upgraded decking and screening,

    Taron Wirth Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

    3674 S Seas St, Big Pine Key, FL 33043
  • /46

    $760,000

    Sold Nov 12, 2025

    30335 Warbler Ln, Big Pine Key, FL 33043

    • 4 Beds
    • 3 Baths
    • 2,285 Sq Ft
    • Built 1973

    Last Sold Summary

    • 20% Below List Price
    • $333/SF
    • 254 Days On Market

    Current Estimated Value $814,258

    Last Listing Agent Paul Rogers Coldwell Banker Schmitt RE Co.

    30335 Warbler Ln, Big Pine Key, FL 33043
    • /35

      Est $736,807

      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

  • /30

    $989,000

    Under Contract
    • 3 Beds
    • 3 Baths
    • 1,314 Sq Ft

    3633 Blue Lagoon St, Big Pine Key, FL 33043

    This meticulously maintained 3-bedroom, 3-bath home in Big Pine Key offers exceptional privacy with state owned non-buildable land on both sides of this tranquil property. With 1,314 square feet of living space, it features an open floor plan, strand woven bamboo floors, two en-suite bedrooms and a nice sized third bedroom.The kitchen includes custom granite countertops, soft close cabinets,

    David Kaufmann Century 21 Circle

    3633 Blue Lagoon St, Big Pine Key, FL 33043
  • /24

    $880,000

    Sold Oct 15, 2025

    29153 Cedar Dr, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1986

    Last Sold Summary

    • 12% Below List Price
    • $833/SF
    • 257 Days On Market

    Current Estimated Value $896,737

    Last Listing Agent Anneliese Dietrick Coldwell Banker Schmitt RE Co.

    29153 Cedar Dr, Big Pine Key, FL 33043
    • /9

      Est $490,052

      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

  • /42

    $1,121,665

    Under Contract
    • 3 Beds
    • 3 Baths
    • 1,591 Sq Ft

    3759 Seagrape St, Big Pine Key, FL 33043

    Wake up to endless water views and wind down with breathtaking Keys sunsets at this peaceful island retreat. Set on a quiet corner lot, this 3-bedroom, 3-bath home offers the perfect blend of privacy, comfort, and classic Keys charm. A wraparound screened in porch with six sets of sliding glass doors fills the home with natural light and cooling tropical breezes, while rich pecky cypress accents

    Diane Corliss Coldwell Banker Schmitt RE Co.

    3759 Seagrape St, Big Pine Key, FL 33043
  • /38

    $887,000

    Sold Jan 27, 2026

    1633 Lantana Ln, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft
    • Built 2021

    Last Sold Summary

    • 11% Below List Price
    • $737/SF
    • 265 Days On Market

    Current Estimated Value $909,678

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    1633 Lantana Ln, Big Pine Key, FL 33043
    • /13

      Est $653,229

      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
  • /25

    $625,000

    Sold Jan 20, 2026

    29849 Newfound Blvd, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,201 Sq Ft
    • Built 1977

    Last Sold Summary

    • 21% Below List Price
    • $520/SF
    • 160 Days On Market

    Current Estimated Value $675,151

    Last Listing Agent Taron Wirth Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

    29849 Newfound Blvd, Big Pine Key, FL 33043
    • /44

      Est $705,925

      Not Listed For Sale

      29853 Frostproof Rd, Big Pine Key, FL 33043

      • 2 Beds
      • 2 Baths
      • 1,232 Sq Ft
      • Built 1990
      29853 Frostproof Rd, Big Pine Key, FL 33043

      Last Sold Summary

      • 97 Days On Market

Showing Results 281 - 320, Page 8 of 18

How to Buy a Home How to Finance a Home How to Sell a Home