Big Pine Key, FL Homes

• 

  

  

  /28

  $500,000 Sold Jun 20, 2025

  30952 Baileys Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 575 Sq Ft
  • Built 1958

  Last Sold Summary

  • 13% Below List Price
  • $870/SF
  • 18 Days On Market

  Current Estimated Value $517,464

  Last Listing Agent Joyce Craul Expert Realty LLC (HQ)

  30952 Baileys Ln, Big Pine Key, FL 33043
• 

  

  /2

  Est $431,000 Not Listed For Sale

  • Studio

  L 39 Rose Dr, Big Pine Key, FL 33043

  L 39 Rose Dr, Big Pine Key, FL 33043
• 

  

  

  /25

  $634,900

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

  31243 E Ave E, Big Pine Key, FL 33043

  **Price Enhancement* Welcome to your slice of paradise in Big Pine Key! This charming 3-bedroom, 2-bath home is an ideal opportunity for families or first-time homebuyers seeking the quintessential Florida Keys lifestyle. Step inside to discover a comfortable and inviting living space, perfect for creating lasting memories.Outside, a small, fenced area provides a safe and convenient space for

  Sabre Mendoza Coldwell Banker Schmitt RE Co.

  31243 E Ave E, Big Pine Key, FL 33043
• 

  

  

  /11

  $231,000 Sold Sep 25, 2025

  30887 Hammock Dr, Big Pine Key, FL 33043

  • 1 Bed
  • 1 Bath
  • 482 Sq Ft
  • Built 1966

  Last Sold Summary

  • 18% Below List Price
  • $479/SF
  • 225 Days On Market

  Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

  30887 Hammock Dr, Big Pine Key, FL 33043
• 

  

  /2

  Est $240,213 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,087 Sq Ft

  31030 E Ave, Big Pine Key, FL 33043

  31030 E Ave, Big Pine Key, FL 33043
• 

  

  /39

  $699,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  30881 Witters Ln, Big Pine Key, FL 33043

  Updated cottage with all the necessities you need with minimal maintenance. This CBS home has a newer metal roof, mini split A/c, updated kitchen on 3 lots only a very short ride to Boggie Channel, the only market channel to the Atlantic and Gulf in the Lower Keys. This is a great opportunity for boaters and naturalist as this is only a short walk or kayak to No Name Key and surrounding waters

  John Nazzaro Keller Williams Realty Premier Properties - Kendall

  30881 Witters Ln, Big Pine Key, FL 33043
• 

  

  /40

  $1,175,000 Sold Mar 24, 2025

  29541 Flying Cloud Ave, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 988 Sq Ft
  • Built 1988

  Last Sold Summary

  • 19% Below List Price
  • $1,189/SF
  • 134 Days On Market

  Current Estimated Value $1,161,342

  Last Listing Agent Nira Tocco Coldwell Banker Schmitt RE Co.

  29541 Flying Cloud Ave, Big Pine Key, FL 33043
• 

  /2

  Est $772,973 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,547 Sq Ft

  29654 Constitution Ave, Big Pine Key, FL 33043

  29654 Constitution Ave, Big Pine Key, FL 33043
• 

  

  /8

  $120,000

  • Land

  Lot 6 Vacant Land, Big Pine Key, FL 33043

  Positioned just off US-1 (Jimmy Buffett Memorial Highway), this parcel of land benefits from excellent visibility and accessibility, supporting a wide variety of potential commercial uses.Potential for securing valuable ROGO points for future permitting needs in Monroe County (buyer to verify the number of ROGO points with the County).

  Austin Kimbler Expert Realty LLC (HQ)

  Lot 6 Vacant Land, Big Pine Key, FL 33043
• 

  

  /53

  $900,000 Sold Oct 15, 2025

  31507 Avenue E, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 2017

  Last Sold Summary

  • 8% Below List Price
  • $789/SF
  • 120 Days On Market

  Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  31507 Avenue E, Big Pine Key, FL 33043
• 

  

  /37

  Est $1,323,997 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,000 Sq Ft

  2256 Matthews Rd, Big Pine Key, FL 33043

  2256 Matthews Rd, Big Pine Key, FL 33043
• 

  

  /61

  $615,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  29951 Pine Channel Rd, Big Pine Key, FL 33043

  VA Assumable 2.625% interest rate for eligible Buyers! Total current payment $2864/mo! Inquire for more details.Welcome to your island escape! This beautifully updated 2 bedroom, 2 full bath stilted home offers the perfect blend of comfort, convenience, & coastal charm. Situated on a spacious lot in the heart of Big Pine Key, this property features a brand new gas stove, new AC, new quartz

  Lindsay Ryan EXP Realty LLC

  29951 Pine Channel Rd, Big Pine Key, FL 33043
• 

  

  /54

  $915,000 Sold Aug 19, 2025

  29737 Newfound Blvd, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1978

  Last Sold Summary

  • 8% Below List Price
  • $866/SF
  • 33 Days On Market

  Current Estimated Value $945,151

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

  29737 Newfound Blvd, Big Pine Key, FL 33043
• 

  

  /4

  Est $237,914 Not Listed For Sale

  • 2 Beds

  31373 Avenue C, Big Pine Key, FL 33043

  31373 Avenue C, Big Pine Key, FL 33043
• 

  

  /46

  $735,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  30920 Baileys Ln, Big Pine Key, FL 33043

  Discover the perfect blend of coastal living and convenience in this CBS-built home offering exceptional access to open water--just minutes to both the Gulf and the Atlantic. Situated on a spacious double lot, the property includes a 30 ft. Step down boat slip cut in, ideal for docking your boat and enjoying effortless days on the water.Designed for seamless indoor-outdoor living, the home

  Deni Heintzelman KeyIsle Realty

  30920 Baileys Ln, Big Pine Key, FL 33043
• 

  

  /32

  $635,000 Sold Apr 25, 2025

  2682 Koehns Ave, Big Pine Key, FL 33043

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

  Last Sold Summary

  • 2% Below List Price
  • $509/SF
  • 12 Days On Market

  Current Estimated Value $630,991

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

  2682 Koehns Ave, Big Pine Key, FL 33043
• 

  /2

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 732 Sq Ft

  31119 Avenue I, Big Pine Key, FL 33043

  31119 Avenue I, Big Pine Key, FL 33043
• 

  

  /41

  $795,000

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

  251 Pelican Ln, Big Pine Key, FL 33043

  Tropical Retreat on Two Lots. Discover your slice of paradise with this lovely updated concrete block home, perfectly positioned on an oversized property with serene canal frontage. Move-in ready, meticulously maintained, this home offers both comfort and functionality. Inside, you'll love the cheerful white kitchen with granite counters and backsplash, flowing seamlessly into the open living and

  Sunnie San Lorenzo KeyIsle Realty

  251 Pelican Ln, Big Pine Key, FL 33043
• 

  

  /56

  $1,625,000 Sold Apr 04, 2025

  30463 Hawk Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,882 Sq Ft
  • Built 1989

  Last Sold Summary

  • 40% Below List Price
  • $863/SF
  • 413 Days On Market

  Current Estimated Value $1,446,364

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

  30463 Hawk Ln, Big Pine Key, FL 33043
• 

  /2

  Est $854,289 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,792 Sq Ft

  29664 & 29670 Constitution Ave, Big Pine Key, FL 33040

  29664 & 29670 Constitution Ave, Big Pine Key, FL 33040
• 

  

  /19

  $145,000 Pending

  • Land

  BK 7 LT 5 Coral Way, Big Pine Key, FL 33043

  Just four lots in from the open water, this spacious and partially cleared Tier II Lot is nestled within one of the most private blocks in the desirable and serene Doctor's Arm neighborhood of Big Pine Key - in the heart of Key Deer territory, surrounded by nature. This 5,750 Sq. Ft. with 50 ft of waterfrontage is on a clear flowthrough canal. Short distance to No Name Pub. This lot has not yet

  Vanessa J Chamizo Coldwell Banker Schmitt Islamorada

  BK 7 LT 5 Coral Way, Big Pine Key, FL 33043
• 

  

  /41

  $689,000 Sold Jun 27, 2025

  29873 Journeys End Rd, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Built 1991

  Last Sold Summary

  • 5% Below List Price
  • $582/SF
  • 104 Days On Market

  Current Estimated Value $695,773

  Last Listing Agent Heather Bennett Keller Williams Key West Compass Realty

  29873 Journeys End Rd, Big Pine Key, FL 33043
• 

  /2

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft

  29527 Constitution Ave, Big Pine Key, FL 33043

  29527 Constitution Ave, Big Pine Key, FL 33043
• 

  

  /15

  $1,450,000

  • Land
  • 2.29 Acres
  • $633,190 per Acre

  1261 Avenue A, Big Pine Key, FL 33043

  An ultra rare opportunity awaits on Big Pine Key. Spanning 2.29 acres with bay bottom and one-of-a-kind 35 by 70 foot saltwater tide pool, this remarkable parcel showcases panoramic open water views across Bogie Channel. A true sanctuary of privacy and natural beauty, the property sits at the end of a quiet street beside a peaceful County park, bordered further by County owned land to the west

  Ally Kelley Ocean Sotheby's International

  1261 Avenue A, Big Pine Key, FL 33043
• 

  

  /35

  $629,500 Sold Sep 30, 2025

  31463 Avenue A, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Below List Price
  • $484/SF
  • 24 Days On Market

  Last Listing Agent Ryan Gernaat Coldwell Banker Schmitt Lower Keys (KW)

  31463 Avenue A, Big Pine Key, FL 33043
• 

  

  /14

  Est $589,000 Not Listed For Sale

  29167 Cactus Ln, Big Pine Key, FL 33043

  29167 Cactus Ln, Big Pine Key, FL 33043
• 

  

  /11

  $249,000 New Construction

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

  231 Pelican Ln, Big Pine Key, FL 33043

  The price is for the lot AND permit. Pre-construction showing a picture of the modular that is permitted. Make your changes now before price increases with work conducted OR purchase the property with the permit and finish it on your own. *Approved ROGO Allocation and Active Building Permit as of February 25, 2025. Building permit is ready to be picked up. Permit number: SFDUP-2023-0113 is

  Donna Pezzi Keller Williams Key West Compass Realty

  231 Pelican Ln, Big Pine Key, FL 33043
• 

  

  /34

  $580,000 Sold Sep 15, 2025

  30868 Malaga Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1972

  Last Sold Summary

  • 3% Below List Price
  • $537/SF
  • 137 Days On Market

  Current Estimated Value $601,282

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

  30868 Malaga Ln, Big Pine Key, FL 33043
• 

  /2

  Est $562,000 Not Listed For Sale

  • Studio

  Lot 2 Egret Ln, Big Pine Key, FL 33043

  Lot 2 Egret Ln, Big Pine Key, FL 33043
• 

  

  /55

  $2,300,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft

  30995 Watson Blvd, Big Pine Key, FL 33043

  FINISHED -- NEW CONSTRUCTION!!! Luxury water view home with an in-ground pool on a 14,680 sq ft lot with dock and boating access. Brand new single level elevated CBS home over parking. Impact windows and doors, metal roof, 10-foot interior ceilings, stainless appliances and much more. Construction is completed, ready for occupancy.The property has a beautiful view over the water and a magnificent

  Banks Prevatt Coldwell Banker Schmitt RE Co.

  30995 Watson Blvd, Big Pine Key, FL 33043
• 

  

  /51

  $1,200,000 Sold Jun 16, 2025

  1060 W Shore Dr, Big Pine Key, FL 33043

  • 3 Beds
  • 2.5 Baths
  • 2,137 Sq Ft
  • Built 1977

  Last Sold Summary

  • 23% Below List Price
  • $562/SF
  • 26 Days On Market

  Current Estimated Value $1,254,467

  Last Listing Agent Elizabeth Greco-DeGrenier Florida Keys Realty, Inc.

  1060 W Shore Dr, Big Pine Key, FL 33043
• 

  

  /11

  Est $291,539 Not Listed For Sale

  Lot 3 Egret Ln, Big Pine Key, FL 33043

  Lot 3 Egret Ln, Big Pine Key, FL 33043
• 

  

  /68

  $1,895,000

  • 3 Beds
  • 3.5 Baths
  • 2,295 Sq Ft

  1136 W Shore Dr, Big Pine Key, FL 33043

  Not a drive by- Must see inside and the back yard too.....Located on the West Side of the Island with excellent boating access this beautiful pool home is an entertainer's dream place. Stunning Sunsets & Sparkling waters for swimming, snorkeling, paddleboarding. Home features 3 bedroom suites with full baths plus a powder room too. Impact doors and windows, tile floors throughout, Viking

  Beata Sharpe Coldwell Banker Vanguard Realty

  1136 W Shore Dr, Big Pine Key, FL 33043
• 

  

  /40

  $640,000 Sold Sep 15, 2025

  3806 Dyer Rd, Big Pine Key, FL 33043

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

  Last Sold Summary

  • 8% Below List Price
  • $702/SF
  • 54 Days On Market

  Current Estimated Value $660,220

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

  3806 Dyer Rd, Big Pine Key, FL 33043
• 

  /2

  Est $260,473 Not Listed For Sale

  • Studio

  281 Pelican Ln, Big Pine Key, FL 33043

  281 Pelican Ln, Big Pine Key, FL 33043
• 

  

  /35

  $710,000

  • 3 Beds
  • 1.5 Baths
  • 1,247 Sq Ft

  29283 Coconut Palm Dr, Big Pine Key, FL 33043

  Welcome to Coconut Palm Drive -- a hidden gem in one of Big Pine Key's peaceful residential neighborhoods. This 3-bedroom, 1.5-bath island home offers vaulted ceilings, crown molding, and an open-concept layout that brings in natural light and a spacious feel. The tropical backyard is fully fenced for privacy and features mature banana trees. A generous downstairs storage area offers endless

  Stephany Duvall Engel & Volkers Marathon

  29283 Coconut Palm Dr, Big Pine Key, FL 33043
• 

  

  /9

  $100,000 Sold Oct 29, 2025

  4W Cook Island, Big Pine Key, FL 33043

  • Land
  • 0.34 Acre
  • $294,126 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 194 Days On Market

  Last Listing Agent Banks Prevatt Coldwell Banker Schmitt RE Co.

  4W Cook Island, Big Pine Key, FL 33043
• 

  

  /12

  Est $553,688 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  31352 Avenue E, Big Pine Key, FL 33043

  31352 Avenue E, Big Pine Key, FL 33043
• 

  

  /43

  $525,000

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

  30461 Poinciana Rd, Big Pine Key, FL 33043

  Charming home on an oversized double lot (12,500 sqft) in Big Pine Key. This 3-bedroom 2 bath home, with an office, features a vaulted ceiling, brand new mini split air condition units and plenty of windows and French doors that allow light to fill the home. The large primary bedroom has a screened in porch off the back perfect for relaxing. Also, in the rear of the home is an attached, private

  Francesca Santiago Keller Williams Realty Professionals (KW)

  30461 Poinciana Rd, Big Pine Key, FL 33043
• 

  

  /55

  $665,000 Sold Feb 05, 2025

  437 Palmetto Ave, Big Pine Key, FL 33043

  • 3 Beds
  • 3 Baths
  • 1,304 Sq Ft
  • Built 1996

  Last Sold Summary

  • 17% Below List Price
  • $510/SF
  • 67 Days On Market

  Current Estimated Value $713,074

  Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.

  437 Palmetto Ave, Big Pine Key, FL 33043

Showing Results 81 - 120, Page 3 of 18