Big Pine Key, FL Homes

• 

  

  

  /78

  $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 Lower Keys (KW)

  29581 Richard Rd, Big Pine Key, FL 33043
• 

  

  

  /32

  $840,000 Sold May 06, 2025

  29115 Allamanda Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,039 Sq Ft
  • Built 1988

  Last Sold Summary

  • 34% Below List Price
  • $808/SF
  • 327 Days On Market

  Current Estimated Value $878,683

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

  29115 Allamanda Ln, Big Pine Key, FL 33043
• 

  

  

  /31

  Est $1,069,379 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

  • 29% Below List Price
  • $1,039/SF
  • 20 Days On Market

  Last Sold Price $1,500,000

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co
• 

  

  

  /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 Lower Keys (KW)

  29549 Forrestal Ave, Big Pine Key, FL 33043
• 

  

  

  /37

  $500,000 Sold May 09, 2025

  29162 Iris Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1975

  Last Sold Summary

  • 28% Below List Price
  • $534/SF
  • 143 Days On Market

  Current Estimated Value $571,076

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

  29162 Iris Dr, Big Pine Key, FL 33043
• 

  /2

  Est $3,424,542 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

  • 35% Below List Price
  • $1,292/SF

  Last Sold Price $5,300,000

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate
• 

  

  /20

  $750,000

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

  30968 Baileys Ln, Big Pine Key, FL 33043

  OPEN HOUSE MON & WED 8 - 10am March 30th & April 1st$750K Quick access to Bogie Channel, Gulfside or Atlantic, 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 is cute

  Rose Dell Keller Williams Key West Compass Realty

  30968 Baileys Ln, Big Pine Key, FL 33043
• 

  

  /22

  $255,000 Sold Apr 14, 2025

  133 Freedom Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 1.5 Baths
  • 720 Sq Ft
  • Built 1972

  Last Sold Summary

  • 4% Below List Price
  • $354/SF
  • 49 Days On Market

  Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

  133 Freedom Ln, Big Pine Key, FL 33043
• 

  

  /34

  Est $742,622 Not Listed For Sale

  29179 Rose Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 935 Sq Ft
  • Built 1982

  29179 Rose Dr, Big Pine Key, FL 33043

  Last Sold Summary

  • $791/SF
  • 138 Days On Market

  Last Sold Price $740,000

  Last Listing Agent Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys
• 

  

  /52

  $1,700,000

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft

  3746 Park Ave, Big Pine Key, FL 33043

  Welcome to your private paradise in the Lower Keys! This beautifully updated 2 bed, 2 bath two-story home offers complete privacy with no direct neighbors on all sides, making it a peaceful escape surrounded by nature and the charm of the Key Deer.Step outside to your tropical oasis featuring a brand-new concrete heated pool, concrete dock with a boat lift and jet ski lift, plus an elevated

  Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  3746 Park Ave, Big Pine Key, FL 33043
• 

  

  /59

  $965,000 Sold Apr 01, 2026

  3831 Sunset Dr, Big Pine Key, FL 33043

  • 4 Beds
  • 2 Baths
  • 1,674 Sq Ft
  • Built 1987

  Last Sold Summary

  • 25% Below List Price
  • $576/SF
  • 100 Days On Market

  Current Estimated Value $1,172,839

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

  3831 Sunset Dr, Big Pine Key, FL 33043
• 

  /2

  Est $586,452 Not Listed For Sale

  29760 Journeys End Rd, Big Pine Key, FL 33043

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

  29760 Journeys End Rd, Big Pine Key, FL 33043

  Last Sold Summary

  • 17% Below List Price
  • $512/SF

  Last Sold Price $500,000

  Last Listing Agent Coby Taylor Taylor & Assoc. RE, Inc.
• 

  

  /56

  $2,099,000 New Construction

  • 3 Beds
  • 2 Baths
  • 2,134 Sq Ft

  1631 Sunrise Dr, Big Pine Key, FL 33043

  Seller motivated and furnishings can convey. This 2023 new construction waterfront home in Tropical Bay Estates offers luxury coastal living with stunning sunrise and water views from nearly every room. Built with full CBS construction on 10-foot stilts, it features 10-foot ceilings, 8-foot doors, impact windows, and a metal roof for durability and storm protection. The 2,000+ sq ft open floor

  Hector Vazquez Premium Properties Real Estate

  1631 Sunrise Dr, Big Pine Key, FL 33043
• 

  

  /22

  $400,000 Sold May 07, 2025

  357 Ships Way, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,187 Sq Ft
  • Built 1982

  Last Sold Summary

  • 27% Below List Price
  • $337/SF
  • 72 Days On Market

  Current Estimated Value $513,655

  Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

  357 Ships Way, Big Pine Key, FL 33043
• 

  

  /27

  Est $650,969 Not Listed For Sale

  29529 Big Pine St, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 863 Sq Ft
  • Built 1975

  29529 Big Pine St, Big Pine Key, FL 33043

  Last Sold Summary

  • 3% Above List Price
  • $776/SF
  • 8 Days On Market

  Last Sold Price $670,000

  Last Listing Agent Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)
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  /68

  $1,840,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 2,639 Sq Ft

  30985 Watson Blvd, Big Pine Key, FL 33043

  MODERN ISLAND RETREAT ON BOGIE CHANNEL - BIG PINE KEY, FLDiscover the epitome of Lower Keys living in this luxurious 4-bedroom, 3.5-bath CBS pool home, ideally positioned on Bogie Channel with direct BOATING access. Built in 2022 and offered furnished, this elevated residence combines modern design, coastal charm, and unmatched functionality. It's a rare find to own approximately .62 of an acre

  Donna Pezzi Keller Williams Key West Compass Realty

  30985 Watson Blvd, Big Pine Key, FL 33043
• 

  

  /43

  $595,000 Sold Sep 18, 2025

  29156 Tulip Ln, Big Pine Key, FL 33043

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

  Last Sold Summary

  • 8% Below List Price
  • $652/SF
  • 114 Days On Market

  Current Estimated Value $602,895

  Last Listing Agent Donna Halstead Coldwell Banker Schmitt RE Co.

  29156 Tulip Ln, Big Pine Key, FL 33043
• 

  

  /24

  Est $1,709,203 Not Listed For Sale

  1643 Sunrise Dr, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,851 Sq Ft
  • Built 1966

  1643 Sunrise Dr, Big Pine Key, FL 33043

  Last Sold Summary

  • 5% Above List Price
  • $972/SF
  • 55 Days On Market

  Last Sold Price $1,800,000

  Last Listing Agent Elizabeth Diaz de Villegas International Gateway Realty Corp.
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  /36

  $779,000

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  1719 Narcissus Ave, Big Pine Key, FL 33043

  Located in the peaceful National Key Deer Refuge, this charming 2BD/2BA canal front home in Eden Pines offers the perfect blend of tranquility and classic Florida Keys living. Enjoy frequent visits from the beloved Key Deer while relaxing on one of the screened porches. The property features a fenced yard, outdoor shower, garage, storage area, and rainwater collection system for easy landscape

  Karen Haack Coldwell Banker Schmitt RE Co.

  1719 Narcissus Ave, Big Pine Key, FL 33043
• 

  

  /69

  $1,125,000 Sold Sep 26, 2025

  1667 Bogie Dr, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft
  • Built 1948

  Last Sold Summary

  • 25% Below List Price
  • $595/SF
  • 96 Days On Market

  Current Estimated Value $1,331,005

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

  1667 Bogie Dr, Big Pine Key, FL 33043
• 

  

  /55

  Est $796,759 Not Listed For Sale

  30809 Witters Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,078 Sq Ft
  • Built 1991

  30809 Witters Ln, Big Pine Key, FL 33043

  Last Sold Summary

  • 3% Below List Price
  • $765/SF
  • 82 Days On Market

  Last Sold Price $825,000

  Last Listing Agent Mark Gable Engel & Volkers Marathon
• 

  

  /16

  $499,000

  • Land

  Vacant Lot Canal St, Big Pine Key, FL 33043

  Prime Commercial Fishing Property in the Florida Keys!Discover a rare opportunity to own and operate a commercial fishing business in the coveted Commercial Fishing Special District of Big Pine, FL. This unique zoning allows unparalleled access to open water, making it a fisherman's paradise. Here are the highlights:- Buildable Property: Your vision can come to life with ease on this buildable

  Sam Williams Coldwell Banker Schmitt Real Estate Co.

  Vacant Lot Canal St, Big Pine Key, FL 33043
• 

  

  /33

  $650,000 Sold Jul 03, 2025

  30427 Hawk Ln, Big Pine Key, FL 33043

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

  Last Sold Summary

  • 21% Below List Price
  • $645/SF
  • 429 Days On Market

  Current Estimated Value $698,946

  Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

  30427 Hawk Ln, Big Pine Key, FL 33043
• 

  

  /24

  Est $613,500 Not Listed For Sale

  31049 Avenue F, Big Pine Key, FL 33043

  • 2 Beds
  • 2.5 Baths
  • 1,026 Sq Ft
  • Built 1997

  31049 Avenue F, Big Pine Key, FL 33043

  Last Sold Summary

  • 6% Below List Price
  • $638/SF
  • 10 Days On Market

  Last Sold Price $655,000

  Last Listing Agent Deni Heintzelman KeyIsle Realty
• 

  

  /15

  $1,495,000

  • Land
  • 2.29 Acres
  • $652,838 per Acre

  1261 Avenue A, Big Pine Key, FL 33043

  NO WAIT TO BUILD!! ROGO Exempt 2.29 private and exclusive estate acreage with Bay Bottom on Bogie Channel with spectacular open water views. Property rests at the end of a quiet street and neighbors a park. USACE permitted a 412' dock before the pandemic that recently expired but is in discussion for renewal. Former home on property was damaged in Hurricane Irma and has since been demolished and

  Sasha Naimi Charles Rutenberg Realty FTL

  1261 Avenue A, Big Pine Key, FL 33043
• 

  

  /4

  $430,000 Sold Mar 09, 2026

  30921 Bailey Rd, Big Pine Key, FL 33043

  • Land

  Last Sold Summary

  • 76% Above List Price
  • 130 Days On Market

  Current Estimated Value $265,000

  Last Listing Agent Maryann Warren Coldwell Banker - Ft. Lauderdale

  30921 Bailey Rd, Big Pine Key, FL 33043
• 

  

  /22

  Est $631,425 Not Listed For Sale

  31233 Avenue D, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,086 Sq Ft
  • Built 2005

  31233 Avenue D, Big Pine Key, FL 33043

  Last Sold Summary

  • 3% Above List Price
  • $566/SF
  • 11 Days On Market

  Last Sold Price $615,000

  Last Listing Agent Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)
• 

  

  /41

  $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 dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a 2018 roof,

  Michel Luna Lifestyle International Realty

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

  

  /64

  $600,000 Sold Mar 03, 2026

  29112 Poinsettia Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft
  • Built 1980

  Last Sold Summary

  • 4% Below List Price
  • $610/SF
  • 42 Days On Market

  Current Estimated Value $622,484

  Last Listing Agent Anneliese Dietrick Coldwell Banker Schmitt Lower Keys (KW)

  29112 Poinsettia Ln, Big Pine Key, FL 33043
• 

  /2

  Est $607,762 Not Listed For Sale

  57 W Sandy Cir, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Built 1970

  57 W Sandy Cir, Big Pine Key, FL 33043

  Last Sold Summary

  • 6% Below List Price
  • $460/SF

  Last Sold Price $575,000

  Last Listing Agent Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)
• 

  

  /20

  $485,000

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  31037 Avenue D, Big Pine Key, FL 33043

  This is a large MANUFACTORED HOME on Big Pine Key that is permanently affixed to concrete pilings and is elevated above the 8' flood plain-which helps keep flood insurance cheaper-under $2,000. It is located in a tranquil setting with land that is owned by Monroe County on two sides and a spacious interior and inviting layout with ample natural light. The home has a well-appointed kitchen, area

  Steven Koleno Beycome of Florida, LLC

  31037 Avenue D, Big Pine Key, FL 33043
• 

  

  /25

  Est $593,267 Not Listed For Sale

  2355 Pensacola Rd, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft
  • Built 1985

  2355 Pensacola Rd, Big Pine Key, FL 33043

  Last Sold Summary

  • 28% Above List Price
  • $469/SF
  • 177 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Nira Tocco Coldwell Banker Schmitt RE Co.
• 

  

  /30

  $519,000

  • 2 Beds
  • 1 Bath
  • 1,253 Sq Ft

  31541 Avenue A, Big Pine Key, FL 33043

  Welcome to this Key West-style home located on Big Pine Key! Situated on a generous 7500 square-foot fully fenced lot, this property offers ample space for parking and storage, making it a perfect island retreat for those looking to escape the hustle and bustle. As you step inside, you'll be greeted by the cozy charm of two bedrooms and a well-appointed bathroom, providing a comfortable living

  Melissa Graham Bluescape Real Estate

  31541 Avenue A, Big Pine Key, FL 33043
• 

  

  /29

  Est $2,186,020 Not Listed For Sale

  1353 Long Beach Dr, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 2,164 Sq Ft
  • Built 1985

  1353 Long Beach Dr, Big Pine Key, FL 33043

  Last Sold Summary

  • 5% Below List Price
  • $1,063/SF
  • 33 Days On Market

  Last Sold Price $2,300,000

  Last Listing Agent Dominic Paolillo Jr. Truman & Co. (KW)
• 

  

  /41

  $840,000

  • 2 Beds
  • 2 Baths
  • 1,042 Sq Ft

  3635 Tradewinds 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 Tradewinds St, Big Pine Key, FL 33043
• 

  /2

  Est $1,010,650 Not Listed For Sale

  2110 San Remo Dr, Big Pine Key, FL 33043

  • 3 Beds
  • 3 Baths
  • 1,470 Sq Ft
  • Built 1992

  2110 San Remo Dr, Big Pine Key, FL 33043

  Last Sold Summary

  • 1% Below List Price
  • $680/SF

  Last Sold Price $999,000

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co
• 

  

  /34

  $1,789,000

  • 4 Beds
  • 3 Baths
  • 2,323 Sq Ft

  31450 Avenue G, Big Pine Key, FL 33043

  This expansive 4 bedroom, 3 bathroom home offers over 2,300 sq ft of solid concrete construction, built in 2023 with hurricane impact windows/doors and a metal roof for total peace of mind.Step inside to a bright, open-concept floor plan with sleek tile flooring throughout. Prepare your Keys Fresh Catch in your Chef's Kitchen with custom cabinets and quartz countertops. The massive master suite

  Solaris Gregory Expert Realty LLC (HQ)

  31450 Avenue G, Big Pine Key, FL 33043
• 

  

  /20

  Est $583,867 Not Listed For Sale

  29284 Coconut Palm Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft
  • Built 1973

  29284 Coconut Palm Dr, Big Pine Key, FL 33043

  Last Sold Summary

  • $720/SF
  • 2 Days On Market

  Last Sold Price $585,000

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

  

  /17

  $197,000 Pending

  • Land

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

  Your Florida Keys getaway and make some money too. RV lot and RV is staying for no additional cost. Owner has had it on Airbnb and HomeAway with good reviews. Its a rental. Breezy Pines is a RV park located in Big Pine Key with club house, kitchen, laundry facilities, bathrooms with showers, outdoor seating area for get togethers, pool. There is a park nearby with swimming and kayak access. Bahia

  Rose Dell Keller Williams Key West Compass Realty

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

  

  /31

  Est $835,275 Not Listed For Sale

  29345 Cypress Dr, Big Pine Key, FL 33043

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

  29345 Cypress Dr, Big Pine Key, FL 33043

  Last Sold Summary

  • 1% Above List Price
  • $781/SF
  • 61 Days On Market

  Last Sold Price $825,000

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

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