4,123

Big Pine Key, FL Homes

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  • /43

    $763,000

    • 4 Beds
    • 2 Baths
    • 2,136 Sq Ft

    30374 Oleander Blvd, Big Pine Key, FL 33043

    If you want a spacious home with plenty of privacy, this property delivers. Set within a lushly landscaped 12,500 sq. ft. double lot, the 2,136 sq. ft. living area provides ample space for family and guests with 4-bedrooms, 2-baths, a family room, laundry room and additional room that could be a 5th bedroom. Refreshing colors complement the space, and the tasteful furnishings are included with

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    (877) 357-0409

    30374 Oleander Blvd, Big Pine Key, FL 33043
  • /13

    $4,350 Per Month

    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft
    • Property for Rent

    2635 Koehns Ave, Big Pine Key, FL 33043

    Discover this charming 3-bedroom, 2-bathroom furnished home. ALL UTILITIES ARE INCLUDED. The spacious, open floor plan features a gourmet kitchen with white quartz countertops and sleek, stainless-steel Bertazzoni appliances imported from Italy.Relax in the dining area, overlooking a screened-in patio with stunning views of the heated saltwater pool. The lush backyard is a tropical paradise,

    Agent Photo

    Karen Liskey

    Key Colony Beach Realty

    (866) 729-5076

    2635 Koehns Ave, Big Pine Key, FL 33043
  • /60

    $1,022,500

    Sold Dec 01, 2025

    29490 Ranger Ave, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,346 Sq Ft
    • Built 2018

    Last Sold Summary

    • 6% Below List Price
    • $760/SF
    • 46 Days On Market

    Current Estimated Value $1,055,203

    Last Listing Agent Jennifer Sylvia Keller Williams Key West Compass Realty

    29490 Ranger Ave, Big Pine Key, FL 33043
    • /46

      Est $1,799,850

      Not Listed For Sale

      31130 Avenue I, Big Pine Key, FL 33043

      • 3 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1991
      31130 Avenue I, Big Pine Key, FL 33043

      Last Sold Summary

      • 36 Days On Market

  • /67

    $1,435,000

    Open Sat 11AM - 1PM $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,310 Sq Ft

    29562 Saratoga Ave, Big Pine Key, FL 33043

    Embrace island living in your own tropical paradise, where comfort, space, and waterfront access create a remarkable oasis for boating and relaxation. Welcome to Pine Channel Estates, the ultimate destination for anglers and water enthusiasts. Currently operating as a successful vacation rental, this gem is ideal for a second home that can offset some of the annual costs of ownership, and

    Agent Photo

    Ryan Gernaat

    Coldwell Banker Schmitt Lower Keys (KW)

    (833) 404-4618

    29562 Saratoga Ave, Big Pine Key, FL 33043
  • /20

    $4,823

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    29179 Rose Dr Unit SI ID1307168P, Big Pine Key, FL 33043

    The advertised rate of $4,823/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 18, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    (855) 600-8174

    29179 Rose Dr Unit SI ID1307168P, Big Pine Key, FL 33043
  • /50

    $1,632,000

    Sold Apr 30, 2026

    29678 Constitution Ave, Big Pine Key, FL 33043

    • 3 Beds
    • 3 Baths
    • 2,172 Sq Ft
    • Built 1972

    Last Sold Summary

    • 5% Below List Price
    • $751/SF
    • 62 Days On Market

    Current Estimated Value $1,638,089

    Last Listing Agent Callie Harris Brenda Donnelly Real Estate LLC

    29678 Constitution Ave, Big Pine Key, FL 33043
    • /37

      Est $615,637

      Not Listed For Sale

      29162 Iris Dr, Big Pine Key, FL 33043

      • 2 Beds
      • 1 Bath
      • 936 Sq Ft
      • Built 1975
      29162 Iris Dr, Big Pine Key, FL 33043

      Last Sold Summary

      • 143 Days On Market

  • /27

    $987,500

    • 4 Beds
    • 2 Baths
    • 1,536 Sq Ft

    3962 No Name Rd, Big Pine Key, FL 33043

    Waterfront DUPLEX ~ CBS Construction 4BD/2BA with 2BD|1BA on each side. Property features, excellent boating access, full 70' concrete seawall, covered porch for both units, tile flooring, accordion shutters, separate utility/laundry rooms on each side, 2 central AC units and 2 electric meters. Newer metal roof within 2 years. Fenced yard with room to park your boat trailer. Great investment

    Agent Photo

    Stacy Shahan

    Island Real Estate Company Florida Keys

    (888) 275-1086

    3962 No Name Rd, Big Pine Key, FL 33043
  • /14

    $3,500 Per Month

    • 2 Beds
    • 2 Baths
    • 936 Sq Ft
    • House for Rent

    3693 Landers St, Big Pine Key, FL 33043

    Property Id: 2514237Annual Canal-Front Rental on Big Pine Key! Utilities not included. This charming 2-bedroom, 2-bath home sits on a desirable corner lot with water access, offering a relaxed island lifestyle. Enjoy peaceful views. House is on a corner cana. Nice screened-in back porch with sliding doors to living and dining areas.—perfect for morning coffee or evening unwinding. Open

    (786) 933-7769

    3693 Landers St, Big Pine Key, FL 33043
  • /2

    $510,000

    Sold Sep 08, 2025

    Unlisted Address

    • 3 Beds
    • 2 Baths
    • 972 Sq Ft
    • Built 1989

    Last Sold Summary

    • $525/SF

    Current Estimated Value $513,495

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    Unlisted Address
    • /24

      Est $555,144

      Not Listed For Sale

      1923 Narcissus Ave, Big Pine Key, FL 33043

      • 2 Beds
      • 1.5 Baths
      • 1,506 Sq Ft
      • Built 1974
      1923 Narcissus Ave, Big Pine Key, FL 33043

      Last Sold Summary

      • 74 Days On Market

  • /57

    $2,200,000

    • 3 Beds
    • 2 Baths
    • 1,804 Sq Ft

    1631 Sunrise Dr, Big Pine Key, FL 33043

    Experience the pinnacle of Florida Keys waterfront living in this newly constructed (2023) open water home on Big Pine Key. Perfectly positioned to capture breathtaking sunrise views, this CBS-built residence offers a seamless blend of modern coastal design, durability, and effortless indoor-outdoor living. Spanning 1,834 square feet, the home features 3 Bedrooms and 2 Bathrooms, thoughtfully

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (866) 828-4958

    1631 Sunrise Dr, Big Pine Key, FL 33043
  • /16

    $3,500 Per Month

    • 2 Beds
    • 2 Baths
    • 912 Sq Ft
    • House for Rent

    30612 23rd Ln, Big Pine Key, FL 33043

    Property Id: 2240886Discover the beauty of Big Pine Key from this delightful 2-bedroom house. With a king bed and a queen bed, guests can relax in comfort. Enjoy the convenience of WiFi, AC, and a washing machine during your stay. The 2 bathrooms are equipped with all of the conveniences of home. Located between the Back Bay and the Ocean. Property sits on an acre lot, enjoy the breezy,

    (786) 574-3854

    30612 23rd Ln, Big Pine Key, FL 33043
  • /58

    $572,000

    Sold May 27, 2026

    175 E Cahill Ct, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 1991

    Last Sold Summary

    • 5% Below List Price
    • $567/SF
    • 40 Days On Market

    Current Estimated Value $596,391

    Last Listing Agent Darlene Alferes Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

    175 E Cahill Ct, Big Pine Key, FL 33043
    • /36

      Est $952,550

      Not Listed For Sale

      3666 S Seas St, Big Pine Key, FL 33043

      • 2 Beds
      • 2 Baths
      • 1,519 Sq Ft
      • Built 1988
      3666 S Seas St, Big Pine Key, FL 33043

      Last Sold Summary

      • 89 Days On Market

  • /53

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,530 Sq Ft

    29534 Geraldine St, Big Pine Key, FL 33043

    Discover the perfect blend of island lifestyle and income potential in this well-appointed waterfront home located in a desirable Big Pine Key boating community with Commercial Fishing District zoning--a rare advantage allowing marine-based business use, boat storage, and added flexibility.Situated on a 18,000 sq ft double lot with 150' of canal frontage, this solid concrete, single-level home

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    (844) 697-1109

    29534 Geraldine St, Big Pine Key, FL 33043
  • /49

    $5,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    3770 Park Ave, Big Pine Key, FL 33043

    Welcome to Caribbean Cove located in Big Pine Key. Located in the lower keys, 30 minutes from Key West. This stunning waterfront three bedroom/two bath home features an open floor plan, with a fully furnished living area and a modern kitchen. The kitchen is a culinary dream, equipped with stainless steel appliances and an oversized quartz island, surrounded by eight comfortable seats, perfect for

    Mary Jo Selden DomainRealty.com LLC

    3770 Park Ave, Big Pine Key, FL 33043
  • /38

    $790,000

    Sold May 22, 2026

    30471 Coconut Hwy, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,513 Sq Ft
    • Built 1959

    Last Sold Summary

    • 14% Below List Price
    • $522/SF
    • 319 Days On Market

    Current Estimated Value $804,027

    Last Listing Agent Richard Haskins Buy The Keys

    30471 Coconut Hwy, Big Pine Key, FL 33043
    • /6

      Not Listed For Sale

      0 E Cahill Ct Unit 613745, Big Pine Key, FL 33043

      0 E Cahill Ct Unit 613745, Big Pine Key, FL 33043

      Last Sold Summary

      • 2 Days On Market

  • /74

    $1,750,000

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,882 Sq Ft

    30463 Hawk Ln, Big Pine Key, FL 33043

    Welcome to your private Lower Keys oasis, where solid concrete construction meets refined coastal style. This beautifully designed 3-bedroom, 2-bath waterfront home is offered fully furnished and truly move-in ready, featuring impact windows and doors, a sleek 24 gauge standing seam metal roof, and bright, open living spaces made for effortless island living.Outdoors, the home transforms into

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    (844) 795-0878

    30463 Hawk Ln, Big Pine Key, FL 33043
  • /65

    $6,995 Per Month

    • 4 Beds
    • 3 Baths
    • 3,116 Sq Ft
    • House for Rent

    30825 Ortega Ln, Big Pine Key, FL 33043

    Welcome to your slice of paradise in Big Pine Key! This stunning property offers peace and privacy on a quietstreet, just minutes from world class fishing, boating, and the natural beauty of Bahia Honda State Park. Thischarming home comes fully furnished and features an open-concept layout, modern updates, and coastal finishesthroughout. relax on the covered porch, entertain on the

    Walter Vargas Cervera Real Estate Inc.

    30825 Ortega Ln, Big Pine Key, FL 33043
  • /45

    $780,000

    Sold Jul 18, 2025

    29025 Geranium Dr, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 912 Sq Ft
    • Built 1981

    Last Sold Summary

    • 6% Below List Price
    • $855/SF
    • 44 Days On Market

    Current Estimated Value $790,366

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

    29025 Geranium Dr, Big Pine Key, FL 33043
    • /22

      Not Listed For Sale

      133 Freedom Ln, Big Pine Key, FL 33043

      • 2 Beds
      • 1.5 Baths
      • 720 Sq Ft
      • Built 1972
      133 Freedom Ln, Big Pine Key, FL 33043

      Last Sold Summary

      • 49 Days On Market

  • /47

    $849,000

    • 3 Beds
    • 2 Baths
    • 1,980 Sq Ft

    30937 Baileys Ln, Big Pine Key, FL 33043

    Whether you enjoy fishing and diving or prefer kayaking and paddle boarding through the beautiful waters of the Lower Keys, this updated 'Old Keys' home offers the perfect base for quick access to Bogie Channel, the Atlantic, and the backcountry. Situated on a 50' x 100' lot, the 2-story, single-family residence features a cut-in boat slip with a boat lift beneath the expansive great room, along

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    (866) 810-8945

    30937 Baileys Ln, Big Pine Key, FL 33043
  • /36

    $1,120,000

    Sold Mar 24, 2026

    2148 Bahia Shores Rd, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1988

    Last Sold Summary

    • 5% Below List Price
    • $933/SF
    • 1 Day On Market

    Current Estimated Value $1,193,071

    Last Listing Agent Anne Press Lokation Real Estate

    2148 Bahia Shores Rd, Big Pine Key, FL 33043
    • /64

      Not Listed For Sale

      15 W Cooks, Cook Island Key, FL 33043

      • 3 Beds
      • 3 Baths
      • 1,551 Sq Ft
      • Built 1977
      15 W Cooks, Cook Island Key, FL 33043

      Last Sold Summary

      • 16 Days On Market

  • /68

    $3,199,000

    • 3 Beds
    • 3 Baths
    • 1,586 Sq Ft

    1148 Big Pine Ave, Big Pine Key, FL 33043

    If you've been dreaming of the kind of place where the sunsets stop you in your tracks...this is it. Tucked away on a quiet road in Big Pine Key, this 2 Bedroom 2 Bath plus 1 Bedroom 1 Bath Guest Cottage one-of-a-kind point property delivers something incredibly rare in the Florida Keys, open water views and protected dockage, all wrapped into a private tropical setting on over an acre and a

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (877) 703-1366

    1148 Big Pine Ave, Big Pine Key, FL 33043
  • /43

    $1,025,000

    Sold Feb 11, 2026

    29039 Cedar Dr, Big Pine Key, FL 33043

    • 2 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1976

    Last Sold Summary

    • 6% Below List Price
    • $971/SF
    • 42 Days On Market

    Current Estimated Value $1,006,478

    Last Listing Agent Patti Nickless Coldwell Banker Schmitt RE Co.

    29039 Cedar Dr, Big Pine Key, FL 33043
    • /9

      Not Listed For Sale

      Lots 23-24 Coral Way, Big Pine Key, FL 33043

      Lots 23-24 Coral Way, Big Pine Key, FL 33043

      Last Sold Summary

      • 24 Days On Market

  • /71

    $607,000

    $13K PRICE DROP Under Contract
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    1258 Division St, Big Pine Key, FL 33043

    Welcome to Your Own Slice of Island Paradise in Big Pine Key! Tucked away in the heart of Big Pine, this picture-perfect 3-bedroom, 1-bath home invites you to slow down, breathe deep, & truly enjoy island living. Set on an oversized double lot totaling 12,500 sq ft, this property is truly a private tropical sanctuary: lush, peaceful, and full of life.From the moment you step inside, soaring beam

    Agent Photo

    Lindsay Ryan

    EXP Realty LLC

    (833) 721-7372

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

    $3,500

    Sold May 20, 2026

    29850 Journeys End Rd, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1988

    Last Sold Summary

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

    Current Estimated Value $778,786

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    29850 Journeys End Rd, Big Pine Key, FL 33043
    • /6

      Not Listed For Sale

      3 Rd Ave Unit 1, Big Pine Key, FL 33043

      3 Rd Ave Unit 1, Big Pine Key, FL 33043

      Last Sold Summary

      • 20 Days On Market

  • /23

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,304 Sq Ft

    75 Lobstertail Rd, Big Pine Key, FL 33043

    Enjoy easy island living in this beautifully updated 2BD/2BA elevated home set along a peaceful plugged canal--perfect for paddleboarding and enjoying the waterfront ambiance (no boating access).Inside, the open living space features vaulted ceilings, luxury plank vinyl flooring throughout, and great natural light, flowing out to a screened porch overlooking the canal. The standout chef's kitchen

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    (877) 375-6513

    75 Lobstertail Rd, Big Pine Key, FL 33043
  • /37

    $642,000

    Sold Jul 11, 2025

    31067 Avenue C, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,516 Sq Ft
    • Built 2005

    Last Sold Summary

    • 4% Above List Price
    • $423/SF
    • 9 Days On Market

    Current Estimated Value $666,183

    Last Listing Agent Jared Chiagouris Truman & Co. (KW)

    31067 Avenue C, Big Pine Key, FL 33043
    • /20

      Not Listed For Sale

      31048 Avenue J, Big Pine Key, FL 33043

      • 2 Beds
      • 1 Bath
      • 588 Sq Ft
      • Built 1967
      31048 Avenue J, Big Pine Key, FL 33043

      Last Sold Summary

      • 151 Days On Market

  • /47

    $698,800

    • 3 Beds
    • 2 Baths
    • 1,039 Sq Ft

    29048 Iris Dr, Big Pine Key, FL 33043

    50' wide canal provides great boat access to the Atlantic and back country via Pine Channel for excellent fishing and diving in the stunning waters of the Lower Keys. If you're looking for a move-in ready stilt home at an entry-level price, this is it! Many updates have been made in recent years including impact-resistant windows and doors, new stainless steel kitchen appliances, water heater,

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    (833) 968-8150

    29048 Iris Dr, Big Pine Key, FL 33043
  • /34

    $840,000

    Sold Apr 16, 2026

    31464 Avenue G, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 2020

    Last Sold Summary

    • 7% Below List Price
    • $648/SF
    • 57 Days On Market

    Current Estimated Value $894,509

    Last Listing Agent Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

    31464 Avenue G, Big Pine Key, FL 33043
    • /13

      Est $487,487

      Not Listed For Sale

      30455 Racoon Run, Big Pine Key, FL 33043

      • 2 Beds
      • 1 Bath
      • 1,141 Sq Ft
      • Built 1980
      30455 Racoon Run, Big Pine Key, FL 33043

      Last Sold Summary

      • 75 Days On Market

  • /36

    $665,000

    $53K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,497 Sq Ft

    30416 Coconut Hwy, Big Pine Key, FL 33043

    Looking for a lot of land in the Keys, and a well-maintained home? This rare 25,000 sq. ft. property has plenty of room to add a pool and/or tiki hut, park an RV, boat trailers, so much more! Over 1⁄2 acre, the 4 lots are bordered by Coconut Hwy. to the north, Avenue B to the west, and Hibiscus Ln. to the south from which vehicles can access the large, fenced portion of the back yard. Step inside

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    (888) 817-7679

    30416 Coconut Hwy, Big Pine Key, FL 33043

Showing Results 1 - 40, Page 1 of 18

Home Trends in Big Pine Key, FL

Housing Trends

Median Sale Price
$780,000
Median Single Family Sale Price
$879,000
Average Price Per Sq Ft
$772
Number of Homes for Sale
91
Last 12 months Home Sales
111
Months of Supply
9.80
Median List Price
$939,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
8%
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