Big Pine Key, FL Homes

• 

  

  

  /66

  $1,715,000

  Sold Jul 31, 2026

  30985 Watson Blvd, Big Pine Key, FL 33043

  • 4 Beds
  • 3.5 Baths
  • 2,639 Sq Ft
  • Built 2022

  Last Sold Summary

  • $650/SF
  • 0 Days On Market

  Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

  30985 Watson Blvd, Big Pine Key, FL 33043
• 

  

  /2

  Est $574,281

  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
• 

  

  

  /42

  $530,000

  $20K PRICE DROP Under Contract

  • 3 Beds
  • 1 Bath
  • 988 Sq Ft

  30372 Palm Dr, Big Pine Key, FL 33043

  Back-up offers welcome! This 12,500 sq. ft. double lot offers ample parking and room to add a pool, garage, tiki hut, or more. In 2022, the current owner added a metal roof, impact-resistant windows and doors, and Mitsubishi mini-split A/C units. Inside, the home features a spacious great room, three bedrooms, one updated bath, and tile floors throughout. Outside, you'll find a solar light

  

  Patti Nickless

  Coldwell Banker Schmitt Lower Keys (KW)

  30372 Palm Dr, Big Pine Key, FL 33043
• 

  

  

  /28

  $465,000

  Sold Aug 25, 2026

  29757 Henry Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Below List Price
  • $373/SF
  • 96 Days On Market

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

  29757 Henry Ln, Big Pine Key, FL 33043
• 

  

  

  /19

  Not Listed For Sale

  31008 Avenue B, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 684 Sq Ft
  • Built 1973

  31008 Avenue B, Big Pine Key, FL 33043

  Last Sold Summary

  • 264 Days On Market

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

  

  /27

  $1,055,000

  $110K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,344 Sq Ft

  29051 Magnolia Ln, Big Pine Key, FL 33043

  Experience Florida Keys waterfront living in the heart of Big Pine Key. This canal-front home with a full concrete seawall and direct boating access offers an exceptional opportunity to enjoy the relaxed Lower Florida Keys lifestyle surrounded by world-class fishing, diving, and boating. The elevated main home features a 2 bedroom, 2 bathroom layout with an open living area, spacious kitchen with

  

  Yvette Toledo-Baste

  COMPASS FLORIDA LLC

  29051 Magnolia Ln, Big Pine Key, FL 33043
• 

  

  /34

  $475,000

  Sold Apr 20, 2026

  30950 Witters Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft
  • Built 1958

  Last Sold Summary

  • 4% Below List Price
  • $511/SF
  • 34 Days On Market

  Current Estimated Value $491,573

  Last Listing Agent Wiebke Westedt Lokation

  30950 Witters Ln, Big Pine Key, FL 33043
• 

  

  /33

  Est $942,308

  Not Listed For Sale

  30361 Harding Rd, Big Pine Key, FL 33043

  • 2 Beds
  • 1.5 Baths
  • 888 Sq Ft
  • Built 1963

  30361 Harding Rd, Big Pine Key, FL 33043

  Last Sold Summary

  • 295 Days On Market

  Last Listing Agent David Kaufmann Century 21 Circle
• 

  

  /46

  $785,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  29034 Rose Dr, Big Pine Key, FL 33043

  Experience the laid-back Florida Keys lifestyle in this beautifully updated, turn-key canal-front retreat, nestled in the quiet Eden Pines neighborhood among the roaming Key Deer. Situated on a 50-foot concrete seawall with step-down access, fish cleaning station, and a new boat lift, this property offers excellent boating access to both the ocean and bay. Inside, the open concept living area is

  

  Ryan Gernaat

  Coldwell Banker Schmitt Lower Keys (KW)

  29034 Rose Dr, Big Pine Key, FL 33043
• 

  

  /58

  $625,000

  Sold Aug 10, 2026

  31147 Avenue H, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1996

  Last Sold Summary

  • 11% Below List Price
  • $651/SF
  • 96 Days On Market

  Current Estimated Value $640,590

  Last Listing Agent Jamie Caudill Lokation Real Estate

  31147 Avenue H, Big Pine Key, FL 33043
• 

  

  /49

  Est $877,836

  Not Listed For Sale

  29765 Osprey Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 1.5 Baths
  • 1,456 Sq Ft
  • Built 1988

  29765 Osprey Ln, Big Pine Key, FL 33043

  Last Sold Summary

  • 52 Days On Market

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

  

  /52

  $599,000

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  31118 Avenue I, Big Pine Key, FL 33043

  Welcome to laid-back island living in this beautifully updated 3-bedroom, 2-bathroom home on Big Pine Key. Recent upgrades include a brand-new kitchen with stainless steel appliances, along with impact-resistant windows and doors throughout.The home also features a large downstairs enclosure offering abundant space for storage, tools, bicycles, kayaks, and other island essentials.

  

  Coby Taylor

  Expert Realty LLC (HQ)

  31118 Avenue I, Big Pine Key, FL 33043
• 

  

  /54

  $2,200,000

  Sold Jul 14, 2026

  1112 W Shore Dr, Big Pine Key, FL 33043

  • 4 Beds
  • 3 Baths
  • 2,330 Sq Ft
  • Built 1988

  Last Sold Summary

  • 12% Below List Price
  • $944/SF
  • 57 Days On Market

  Current Estimated Value $2,486,484

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

  1112 W Shore Dr, Big Pine Key, FL 33043
• 

  

  /68

  Est $963,331

  Not Listed For Sale

  31670 Avenue C, Big Pine Key, FL 33043

  • 3 Beds
  • 1.5 Baths
  • 1,227 Sq Ft
  • Built 1956

  31670 Avenue C, Big Pine Key, FL 33043

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.
• 

  

  /85

  $1,695,000

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

  30363 Flamingo Ln, Big Pine Key, FL 33043

  Welcome to the ultimate angler's retreat in Tropical Bay Estates. This elevated concrete waterfront home offers quick access to both the Atlantic and Gulf, putting you in the heart of world-class fishing and diving. Located just a few miles from Bahia Honda State Park, you're ideally positioned for elite tarpon fishing, backcountry action, reef trips, and offshore runs.The dock is built

  

  Coby Taylor

  Expert Realty LLC (HQ)

  30363 Flamingo Ln, 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 $1,289,717

  Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

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

  

  /14

  Not Listed For Sale

  12, 13, 14 Cook Island, Cook Island Key, FL 33043

  12, 13, 14 Cook Island, Cook Island Key, FL 33043

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Banks Prevatt Coldwell Banker Schmitt RE Co.
• 

  

  /45

  $1,199,000

  • 3 Beds
  • 2 Baths
  • 1,330 Sq Ft

  1657 Watson Blvd, Big Pine Key, FL 33043

  Experience the keys waterfront lifestyle! This charming 3 bedroom, 2 bath home has peekaboo views of Big Pine Bight and is minutes away from Bogie Channel with NO limiting bridges to slow you down. Only 2 minutes to the Atlantic, and direct access to the Gulf. Equipped with a 10,000 LB boat lift, the boat is also available as a separate purchase. The buyer will get first right of refusal on the

  

  Christina Davis

  Coldwell Banker Schmitt RE Co.

  1657 Watson Blvd, 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 $850,626

  Last Listing Agent Jessica Celli Engel & Voelkers Key West

  31464 Avenue G, Big Pine Key, FL 33043
• 

  

  /3

  Not Listed For Sale

  Vacant Lot Diane Rd, Big Pine Key, FL 33043

  Vacant Lot Diane Rd, Big Pine Key, FL 33043

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Amy Prumo Coldwell Banker Schmitt Real Estate Co.
• 

  

  /56

  $1,199,000

  • 3 Beds
  • 3.5 Baths
  • 1,508 Sq Ft

  1632 Bogie Dr, Big Pine Key, FL 33043

  Welcome to your tropical Keys retreat on a huge double lot totaling nearly half an acre--perfect for relaxing, entertaining, and enjoying the island lifestyle. Follow the palm-lined walkway to the custom concrete pool complete with generous deck space for entertaining, a 9-foot-deep end with diving board, and salt system that can be heated or chilled for year-round enjoyment. Designed for

  

  Patti Nickless

  Coldwell Banker Schmitt Lower Keys (KW)

  1632 Bogie Dr, Big Pine Key, FL 33043
• 

  

  /40

  $790,000

  Sold Jul 02, 2026

  3686 Gulfstream St, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $611/SF
  • 56 Days On Market

  Current Estimated Value $793,138

  Last Listing Agent Gidget Jackson RE/MAX Realty Group

  3686 Gulfstream St, Big Pine Key, FL 33043
• 

  

  /14

  Est $377,737

  Not Listed For Sale

  30919 Edward Rd Unit A, Big Pine Key, FL 33043

  • 3 Beds
  • Built 1943

  30919 Edward Rd Unit A, Big Pine Key, FL 33043

  Last Sold Summary

  • 119 Days On Market

  Last Listing Agent Shannon Butler Key Colony Beach Realty
• 

  

  /8

  $120,000

  • Land
  • 3,900 Sq Ft
  • $1,340,308 per Acre

  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
• 

  

  /38

  $840,000

  Sold Sep 30, 2025

  3611 S Seas St, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $787/SF
  • 183 Days On Market

  Last Listing Agent Scott Brisson KeyIsle Realty

  3611 S Seas St, Big Pine Key, FL 33043
• 

  Not Listed For Sale

  57 Overseas Hwy, Big Pine Key, FL 33043

  57 Overseas Hwy, Big Pine Key, FL 33043

  Last Sold Summary

  • 121 Days On Market

  Last Listing Agent Lorie Leal American Caribbean Real Estate
• 

  

  /43

  $1,850,000

  $151K PRICE INCREASE

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

  1607 Sunrise Dr, Big Pine Key, FL 33043

  Open water pool home with breathtaking views of Bogie Channel and direct deep water access to both the Atlantic Ocean and the Gulf. Located on a spacious 13,275 sq ft lot, this solid concrete ground-level residence is a true boater's paradise featuring a 75-foot concrete dock and a protected boat basin. Inside, the 1,980 sq ft home offers a large great room, a Florida Room perfect for sunrise

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  1607 Sunrise Dr, Big Pine Key, FL 33043
• 

  

  /26

  $610,000

  Sold Apr 03, 2026

  29030 Iris Dr, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,353 Sq Ft
  • Built 1974

  Last Sold Summary

  • 15% Below List Price
  • $451/SF
  • 449 Days On Market

  Current Estimated Value $624,180

  Last Listing Agent Justyn Ewald Expert Realty LLC (HQ)

  29030 Iris Dr, Big Pine Key, FL 33043
• 

  

  /36

  Est $1,300,629

  Not Listed For Sale

  29565 Ranger Ave, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 2019

  29565 Ranger Ave, Big Pine Key, FL 33043

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate
• 

  

  /15

  $895,000

  • Land
  • 14,374 Sq Ft
  • $2,712,121 per Acre

  30988 Witters Ln, Big Pine Key, FL 33043

  Build Immediately with Active Building & Pool Permits Included. This Bay Front/Gulf Front open-water lot offers 14,746 sq. ft. of waterfront opportunity with beautiful wide water views, sunrise exposure, and the rare advantage of moving forward without years of permitting uncertainty. Included are approved plans for an elevated CBS coastal residence featuring 4 bedrooms, 4.5 bathrooms, parking

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real E

  30988 Witters Ln, Big Pine Key, FL 33043
• 

  

  /46

  $1,599,000

  Sold Jul 28, 2026

  2237 San Remo Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 3 Baths
  • 1,244 Sq Ft
  • Built 1994

  Last Sold Summary

  • $1,285/SF
  • 27 Days On Market

  Current Estimated Value $1,289,929

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  2237 San Remo Dr, Big Pine Key, FL 33043
• 

  /2

  Not Listed For Sale

  0 Lan Horvath Rd, Big Pine, FL 33043

  0 Lan Horvath Rd, Big Pine, FL 33043
• 

  

  /37

  $700,000

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft

  29160 Primrose Ln, Big Pine Key, FL 33043

  Welcome to Eden Pines--now offered at an exceptional new price of $700,000! This charming 3-bedroom, 2-bath home sits on a spacious and private 10,000 sq. ft. lot in the heart of Big Pine Key. With a garage, abundant storage, a fully fenced yard, and room to add a pool, this property offers endless potential.Inside, you'll find an inviting open-concept floor plan, two beautifully updated

  

  Michelle Howerton

  Brenda Donnelly Real Estate LLC

  29160 Primrose Ln, Big Pine Key, FL 33043
• 

  

  /49

  $675,000

  Sold Feb 27, 2026

  31134 Hollerich Dr, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1969

  Last Sold Summary

  • 10% Below List Price
  • $511/SF
  • 103 Days On Market

  Current Estimated Value $715,793

  Last Listing Agent Jennifer Weeks Select Properties of NWFL

  31134 Hollerich Dr, Big Pine Key, FL 33043
• 

  /2

  Not Listed For Sale

  30919 Edward Rd Unit A & B, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,170 Sq Ft
  • Built 1943

  30919 Edward Rd Unit A & B, Big Pine Key, FL 33043
• 

  

  /33

  $599,000

  Pre-Foreclosure

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  30354 Palm Dr, Big Pine Key, FL 33043

  Private Lower Keys opportunity! Nestled behind a lush hedge of mature Areca palms, this 2BR/2BA CBS home offers privacy, solid construction, and endless potential. Recent improvements include a 2018 post-Irma roof and storm shutters. The fully fenced 6,250 sq. ft. lot provides ample space for a pool, outdoor living, or tropical gardens, with a storage shed already in place. Enjoy a peaceful

  

  Coby Taylor

  Expert Realty LLC (HQ)

  30354 Palm Dr, Big Pine Key, FL 33043
• 

  

  /17

  $190,000

  Sold Apr 29, 2026

  29859 Overseas Hwy Unit LOT 15, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 300 Sq Ft
  • Built 2018

  Last Sold Summary

  • 14% Below List Price
  • $633/SF
  • 66 Days On Market

  Current Estimated Value $193,705

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

  29859 Overseas Hwy Unit LOT 15, Big Pine Key, FL 33043
• 

  /2

  Est $238,779

  Not Listed For Sale

  31380 Ave G, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Built 1971

  31380 Ave G, Big Pine Key, FL 33043
• 

  

  /26

  $399,000

  $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  31368 Avenue E, Big Pine Key, FL 33043

  Nestled in a quiet neighborhood on Big Pine Key, this property presents a rare opportunity to create your own Lower Keys retreat. Situated on a spacious 10,000 sq ft lot, the 3 bedroom, 2 bathroom home features an expansive floor plan with all-new sub-flooring already in place, providing a solid foundation for your vision.Whether you're looking to thoughtfully renovate the existing home or

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  31368 Avenue E, Big Pine Key, FL 33043
• 

  

  /64

  $809,000

  Sold Nov 12, 2025

  3714 Pine St, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1989

  Last Sold Summary

  • 17% Below List Price
  • $722/SF
  • 194 Days On Market

  Current Estimated Value $823,907

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

  3714 Pine St, Big Pine Key, FL 33043

Showing Results 41 - 80, Page 2 of 18