Big Pine Key, FL Homes

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  /56

  $1,150,000

  • 4 Beds
  • 3 Baths
  • 960 Sq Ft

  29565 Flying Cloud Ave, Big Pine Key, FL 33043

  Waterfront retreat with excellent boating access in the heart of Big Pine Key! Home has 15k boat lift, fish cleaning table and clear deep canal. This elevated home features a private dock, canal frontage, and plenty of room for boats, trailers outdoor entertaining and out door showers. Open-concept living areas, abundant natural light, and spacious porches create the perfect Keys getaway or

  Frank Kowalski Metro Dade Realty, Inc.

  29565 Flying Cloud Ave, Big Pine Key, FL 33043
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  /49

  $995,000

  Sold Dec 23, 2025

  29462 Geraldine St, Big Pine Key, FL 33043

  • 3 Beds
  • 3 Baths
  • 2,240 Sq Ft
  • Built 1991

  Last Sold Summary

  • 9% Below List Price
  • $444/SF
  • 65 Days On Market

  Current Estimated Value $1,037,095

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  29462 Geraldine St, Big Pine Key, FL 33043
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  /101

  Est $4,678,601

  Not Listed For Sale

  29433 Enterprise Ave, Big Pine Key, FL 33043

  • 4 Beds
  • 4.5 Baths
  • 3,727 Sq Ft
  • Built 2007

  29433 Enterprise Ave, Big Pine Key, FL 33043

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty
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  /4

  $595,000

  $80K PRICE DROP

  • Land
  • 13,503 Sq Ft
  • $1,919,355 per Acre

  2080 Coral Way, Big Pine Key, FL 33043

  Rare opportunity to own a stunning ocean view double lot with 107 feet of canal frontage in sought-after Big Pine Key! Currently #5 in ROGO, this prime property comes with approved building plans—available upon request. The spacious lot offers ample room for your dream home with direct canal access and breathtaking open-water views. Buyers may have the ability to modify the existing plans—please

  Kelly Acosta ARGO GROUP PROPERTIES LLC

  2080 Coral Way, Big Pine Key, FL 33043
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  /42

  $925,000

  Sold May 29, 2026

  29664 Saratoga Ave, Big Pine Key, FL 33043

  • 3 Beds
  • 3 Baths
  • 2,129 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $434/SF
  • 46 Days On Market

  Current Estimated Value $973,521

  Last Listing Agent Halley Haack Coldwell Banker Schmitt RE Co.

  29664 Saratoga Ave, Big Pine Key, FL 33043
• 

  

  /23

  Est $957,549

  Not Listed For Sale

  1563 Lantana Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1989

  1563 Lantana Ln, Big Pine Key, FL 33043

  Last Sold Summary

  • 86 Days On Market

  Last Listing Agent Doug Addeo Regional Trust Corporation
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  /41

  $849,000

  $120K PRICE DROP Under Contract

  • 2 Beds
  • 2 Baths
  • 1,277 Sq Ft

  29544 Independence Ave, Big Pine Key, FL 33043

  GREAT INVESTMENT OPPORTUNITY! $849,000 Best price property in Pine Channel Estates, Big Pine Key. Fully furnished. Remodeled 2 bdrm/2 full bath + BONUS room (3rd bdrm/office). 75' Canal frontage. Total sq.ft. 1934 w/heated sq.ft. 1277. All new SS appliances. Metal roof, impact windows and garage door, vinyl siding, tankless water heater, gutters, hurricane shutters, fence, covered patio, large

  Jennifer Sylvia Keller Williams Key West Compass Realty

  29544 Independence Ave, Big Pine Key, FL 33043
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  /42

  $749,000

  Sold Sep 19, 2025

  28009 Gulf Blvd, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1990

  Last Sold Summary

  • 6% Below List Price
  • $743/SF
  • 88 Days On Market

  Current Estimated Value $742,875

  Last Listing Agent Ian Calderwood Bluescape Real Estate- Venture

  28009 Gulf Blvd, Big Pine Key, FL 33043
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  /38

  Est $725,509

  Not Listed For Sale

  29842 Journeys End Rd, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1989

  29842 Journeys End Rd, Big Pine Key, FL 33043

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Tracy Chacksfield Berkshire Hathaway HomeServices Keys Real Estate
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  /25

  $799,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  31128 Avenue G, Big Pine Key, FL 33043

  Big Pine charm with this newer construction 2021 Affinity home that is turn-key and sits on a stunning double lot with plenty of extra outdoor space. It has 3 bedrooms, 2 bathrooms, porcelain tile floors throughout, a beautiful open kitchen for entertaining and a large patio in the front of the house with a sliding door that let in a wonderful breeze in the evenings. The extra space that the

  Jonathan Minerick Homecoin.com

  31128 Avenue G, Big Pine Key, FL 33043
• 

  

  /50

  $1,334,000

  Sold Aug 03, 2026

  29524 Flying Cloud Ave, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Below List Price
  • $897/SF
  • 69 Days On Market

  Current Estimated Value $1,371,328

  Last Listing Agent Kenneth Herzbrun Formula Realty

  29524 Flying Cloud Ave, Big Pine Key, FL 33043
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  /42

  Est $723,781

  Not Listed For Sale

  29162 Camellia Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,218 Sq Ft
  • Built 1990

  29162 Camellia Ln, Big Pine Key, FL 33043

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Beata Sharpe Coldwell Banker Vanguard Realty
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  /71

  $2,069,000

  • 3 Beds
  • 2 Baths
  • 1,849 Sq Ft

  1733 Sunrise Dr, Big Pine Key, FL 33043

  Beautiful Waterfront Ocean & Canal property 3BD/2BA concrete block (CBS) direct ocean and canal access Property sits at 10 ft. elevation lot and features a durable aluminum roof, impact-resistant windows, and low-maintenance construction built for longevity in the Florida Keys. A 75 ft concrete dock, ideal for larger vessels, water toys, and fishing trips straight to open water. Spacious outdoor

  Norman De la Cruz Florida Realty of Miami Corp

  1733 Sunrise Dr, Big Pine Key, FL 33043
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  /60

  $930,000

  Sold May 01, 2026

  29182 Orchid Ln, Big Pine Key, FL 33043

  • 4 Beds
  • 3 Baths
  • 2,056 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Below List Price
  • $452/SF
  • 41 Days On Market

  Current Estimated Value $939,090

  Last Listing Agent Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

  29182 Orchid Ln, Big Pine Key, FL 33043
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  /32

  Est $699,722

  Not Listed For Sale

  2682 Koehns Ave, Big Pine Key, FL 33043

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1963

  2682 Koehns Ave, Big Pine Key, FL 33043

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)
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  /55

  $4,850,000

  $950K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,500 Sq Ft

  31449 Avenue I, Big Pine Key, FL 33043

  Dolphinus del Sol is a Waterfront Estate Masterpiece! Enjoy this custom, ultra-modern smart home! This new construction, solid precast concrete home, offers unparalleled luxury, with vaulted ceilings, sleek contemporary lines, and expansive windows and doors showcasing breathtaking panoramic water views. Experience mesmerizing sun and moon rises over the water, views of distant islands, bridges,

  Stephen Hachey Flat Fee MLS Realty

  31449 Avenue I, Big Pine Key, FL 33043
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  /18

  $260,000

  Sold Oct 17, 2025

  31036 Avenue H, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft
  • Built 1983

  Last Sold Summary

  • 38% Below List Price
  • $264/SF
  • 48 Days On Market

  Last Listing Agent Jessica Celli Engel & Voelkers Key West

  31036 Avenue H, Big Pine Key, FL 33043
• 

  

  /29

  Est $1,047,776

  Not Listed For Sale

  1824 Sunrise Dr, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1986

  1824 Sunrise Dr, Big Pine Key, FL 33043

  Last Sold Summary

  • 238 Days On Market

  Last Listing Agent Taron Wirth Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys
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  /19

  $799,000

  $51K PRICE DROP Under Contract

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

  3922 Gordon Rd, Big Pine Key, FL 33043

  Not every canal-front home in the Keys feels like a destination. This one does. 3922 Gordon Road is an elevated 2BR/2BA waterfront retreat in Big Pine Key offering the lifestyle buyers come here for--easy boating, inviting outdoor living, and a home that feels like an escape from the moment you arrive. Bright coastal interiors, an open living/dining/kitchen layout, and a screened porch create a

  Dominic Paolillo Jr. Truman & Co. (KW)

  3922 Gordon Rd, Big Pine Key, FL 33043
• 

  /2

  $675,000

  Sold Sep 19, 2025

  Unlisted Address

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

  Last Sold Summary

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

  Current Estimated Value $669,000

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real E

  Unlisted Address
• 

  

  /24

  Est $759,486

  Not Listed For Sale

  3618 Trade Winds St, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft
  • Built 1990

  3618 Trade Winds St, Big Pine Key, FL 33043

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate
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  /4

  $1,999,000

  $751K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,020 Sq Ft

  32029 Marginella Dr, Big Pine Key, FL 33043

  Rare Waterfront Property on No Name Key: Your Gateway to Natural Florida Keys Living. Are you seeking privacy, breathtaking open water views, and exclusive boat dockage? Look no further than this exceptional offering nestled in the heart of the Natural Florida Keys. Situated on the private and secluded No Name Key, just a stone's throw away from Big Pine Key, this nearly 2-acre property presents

  Tara Thoman-Wood,P.A. Berkshire Hathaway HomeServices Knight & Gardner Realty

  32029 Marginella Dr, Big Pine Key, FL 33043
• 

  

  /52

  $865,000

  Sold Apr 23, 2026

  1539 Lantana Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Below List Price
  • $792/SF
  • 19 Days On Market

  Current Estimated Value $868,429

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

  1539 Lantana Ln, Big Pine Key, FL 33043
• 

  

  /33

  Est $614,606

  Not Listed For Sale

  29195 Violet Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft
  • Built 1994

  29195 Violet Dr, Big Pine Key, FL 33043

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Elizabeth Greco-DeGrenier Coldwell Banker Schmitt RE Co.
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  /28

  $520,000

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft

  29284 Coconut Palm Dr, Big Pine Key, FL 33043

  Escape to your own private tropical oasis in the heart of Big Pine Key. Hidden behind lush mature landscaping and swaying palms, this charming 2-bedroom, 1-bath home offers the privacy, tranquility, and island lifestyle that make the Lower Keys so desirable. The flood policy is $977 and assumable!! Situated on a 6,000-square-foot lot in the sought-after Eden Pines neighborhood, this concrete home

  Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

  29284 Coconut Palm Dr, Big Pine Key, FL 33043
• 

  /2

  $1,090,000

  Sold Feb 25, 2026

  30319 Falcon Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 2.5 Baths
  • 1,840 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $592/SF
  • 7 Days On Market

  Current Estimated Value $1,102,850

  Last Listing Agent Walter Ceballos, P.A. Berkshire Hathaway HomeServices Keys Real Estate

  30319 Falcon Ln, Big Pine Key, FL 33043
• 

  /2

  Est $617,948

  Not Listed For Sale

  3767 Hibiscus St, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1986

  3767 Hibiscus St, Big Pine Key, FL 33043

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Ryan Call REALTY ZOOM
• 

  

  /39

  $699,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  30881 Witters Ln, Big Pine Key, FL 33043

  This updated concrete cottage with all the necessities you will need to enjoy waterfront living in the Keys. This home has a metal roof, mini split A/c, updated kitchen and bath and is situated on 3 lots giving you plenty of space. It is only a very short boat ride to Boggie Channel, the only market channel to both the Atlantic and Gulf in the Lower Keys. This is a great opportunity for boaters

  John Nazzaro Keller Williams Realty Premier Properties - Kendall

  30881 Witters Ln, Big Pine Key, FL 33043
• 

  

  /26

  $750,000

  Sold Dec 15, 2025

  31463 Avenue G, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 2022

  Last Sold Summary

  • 21% Below List Price
  • $595/SF
  • 331 Days On Market

  Current Estimated Value $767,890

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  31463 Avenue G, Big Pine Key, FL 33043
• 

  

  /24

  Est $704,821

  Not Listed For Sale

  29127 Camellia Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft
  • Built 1989

  29127 Camellia Ln, Big Pine Key, FL 33043

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Karen Haack Prudential Keyside Prop/BPK
• 

  

  /22

  $699,000

  $150K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,924 Sq Ft

  1433 Sunset Rd, Big Pine Key, FL 33043

  699,000 for 2 units. Great price reduction on income producing CBS duplex in Big Pine Key. Good boating with direct access to Bogie Channel. Large lot with full seawall. Interior is cute and tidy and would be easy to rent or live in one side and generate extra income. Fully furnished.insurance ESTIMATE with owner occupied on 1 unit: 1410 Homeowners, Flood 4000.00windstorm 8530.00.

  Cheryl Moses Action Keys Realty of the Lower FL Keys LLC

  1433 Sunset Rd, Big Pine Key, FL 33043
• 

  

  /27

  $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

  • 7% Below List Price
  • $833/SF
  • 102 Days On Market

  Current Estimated Value $874,708

  Last Listing Agent Anneliese Dietrick Coldwell Banker Schmitt RE Co

  29153 Cedar Dr, Big Pine Key, FL 33043
• 

  

  /27

  Est $888,647

  Not Listed For Sale

  31111 Hibiscus Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 3 Baths
  • 962 Sq Ft
  • Built 1977

  31111 Hibiscus Dr, Big Pine Key, FL 33043

  Last Sold Summary

  • 82 Days On Market

  Last Listing Agent Rose Dell Keller Williams Key West Compass Realty
• 

  

  /21

  $1,300,000

  • Land
  • 7,405 Sq Ft
  • $7,647,059 per Acre

  31441 Avenue I, Big Pine Key, FL 33043

  Waterfront property located in Big Pine Key, FL ready for you to build your dream house on. Property has a private boat ramp, boat lift, and seawall. ROGO exempt. 2 minutes to Atlantic by boat, 2 minutes to Gulf by boat. Only 30 miles from Key West.

  Nate Hinman HAREONE REALTY GROUP

  31441 Avenue I, Big Pine Key, FL 33043
• 

  

  /51

  $1,735,000

  Sold May 12, 2026

  1232 W Shore Dr, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1983

  Last Sold Summary

  • 9% Below List Price
  • $1,291/SF
  • 12 Days On Market

  Current Estimated Value $1,671,227

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  1232 W Shore Dr, Big Pine Key, FL 33043
• 

  /2

  Est $810,619

  Not Listed For Sale

  29028 Magnolia Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1995

  29028 Magnolia Ln, Big Pine Key, FL 33043
• 

  

  /36

  $840,000

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  3635 Trade Winds St, Big Pine Key, FL 33043

  Beautifully Renovated Single-Family Home in the Florida Keys This stunning 2-bedroom, 2-bathroom home with extra guess room downstairs, fully renovated in 2024, is perfect for fishing enthusiasts and those seeking a serene island lifestyle. The property boasts a 50-foot dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a

  Michel Luna Lifestyle International Realty

  3635 Trade Winds St, Big Pine Key, FL 33043
• 

  

  /10

  $310,000

  Sold May 11, 2026

  30324 Frigate Ln, Big Pine Key, FL 33043

  • Land
  • 8,712 Sq Ft
  • $1,550,000 per Acre

  Last Sold Summary

  • 31% Below List Price
  • 67 Days On Market

  Current Estimated Value $308,006

  Last Listing Agent Derrick Johnson Coco Plum Real Estate

  30324 Frigate Ln, Big Pine Key, FL 33043
• 

  /2

  Est $886,116

  Not Listed For Sale

  31348 Avenue J, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 2007

  31348 Avenue J, Big Pine Key, FL 33043
• 

  

  /49

  $2,450,000

  $350K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,087 Sq Ft

  31473 Warner St, Big Pine Key, FL 33043

  Welcome to an exquisite open-water retreat in Big Pine Key, an unparalleled blend of modern luxury and authentic Keys lifestyle. This completely updated and remodeled 3BD/4BA pool home offers panoramic water views from every angle, setting the stage for endless sunrises, sunsets, and starry nights. Designed with sophistication and comfort in mind, each bedroom is an ensuite, ensuring privacy and

  Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  31473 Warner St, Big Pine Key, FL 33043

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