Big Pine Key, FL Homes

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  /32

  Sold Jun 12, 2026

  1655 Sunrise Dr, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1965

  Last Sold Summary

  • 43 Days On Market

  Current Estimated Value $1,616,222

  Last Listing Agent Mark Peterson Mark F. Peterson Licensed Real Estate Broker

  1655 Sunrise Dr, Big Pine Key, FL 33043
• 

  

  

  /25

  Est $589,222

  Not Listed For Sale

  30433 Hibiscus Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,419 Sq Ft
  • Built 1968

  30433 Hibiscus Ln, Big Pine Key, FL 33043

  Last Sold Summary

  • 205 Days On Market

  Last Listing Agent NON-MLS MEMBER MAR NON MLS MEMBER
• 

  

  /2

  $44,000

  Pending

  • Land
  • 21,780 Sq Ft
  • $88,000 per Acre

  0 Unassigned Unit 620155, No Name Key, FL 33043

  ROGO Land Dedication Lot worth 2 points with completed paperwork and Monroe County Letter of Eligibility on file. No hidden costs or additional processing required. Cost effective opportunity to help accelerate your permitting timeline. Parcel is not buildable and is offered for land dedication purposes only.

  Cliff Glansen FlatFee.com

  0 Unassigned Unit 620155, No Name Key, FL 33043
• 

  

  

  /49

  $805,000

  Sold Feb 02, 2026

  3667 S Seas St, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,124 Sq Ft
  • Built 1990

  Last Sold Summary

  • 12% Below List Price
  • $716/SF
  • 40 Days On Market

  Current Estimated Value $823,620

  Last Listing Agent Scott Brisson KeyIsle Realty

  3667 S Seas St, Big Pine Key, FL 33043
• 

  

  

  /32

  Est $1,059,477

  Not Listed For Sale

  29147 Cactus Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,299 Sq Ft
  • Built 1985

  29147 Cactus Ln, Big Pine Key, FL 33043

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Donna Halstead Coldwell Banker Schmitt RE Co.
• 

  

  /46

  $695,000

  Under Contract

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

  29172 Rose Dr, Big Pine Key, FL 33043

  Remodeled waterfront home! Located in a lovely neighborhood with a boat ramp right around the corner! Exterior of property has open parking as well as covered parking for multiple vehicles. Below home is surrounded by lattice to give additional shade and privacy. So much potential downstairs for outdoor entertainment.The main living area has gone through a full renovation. Kitchen boast sleek

  Deni Heintzelman KeyIsle Realty

  29172 Rose Dr, Big Pine Key, FL 33043
• 

  

  /30

  $970,000

  Sold Jul 27, 2026

  3633 Blue Lagoon St, Big Pine Key, FL 33043

  • 3 Beds
  • 3 Baths
  • 1,314 Sq Ft
  • Built 1990

  Last Sold Summary

  • 2% Below List Price
  • $738/SF
  • 47 Days On Market

  Current Estimated Value $975,079

  Last Listing Agent David Kaufmann Century 21 Circle

  3633 Blue Lagoon St, Big Pine Key, FL 33043
• 

  

  /42

  Est $1,158,560

  Not Listed For Sale

  3827 Dyer Rd, Big Pine Key, FL 33043

  • 3 Beds
  • 3 Baths
  • 1,440 Sq Ft
  • Built 1981

  3827 Dyer Rd, Big Pine Key, FL 33043

  Last Sold Summary

  • 8 Days On Market

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

  

  /4

  $189,000

  • Land
  • 0 Sq Ft

  29859 Overseas Hwy #21, Big Pine, FL 33043

  Enjoy the Florida Keys lifestyle with this RV lot offering access to a variety of community amenities, including a swimming pool, clubhouse, shuffleboard, picnic and grilling areas, laundry facilities, and bathhouse.A convenient bike path located directly in front of the park provides easy access to nearby shopping and restaurants. For boating enthusiasts, boat storage is available across

  Liza Dieppa Coldwell Banker Realty

  29859 Overseas Hwy #21, Big Pine, FL 33043
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  /71

  $590,000

  Sold Jun 01, 2026

  1258 Division St, Big Pine Key, FL 33043

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Below List Price
  • $615/SF
  • 104 Days On Market

  Current Estimated Value $645,000

  Last Listing Agent Lindsay Ryan EXP Realty LLC

  1258 Division St, Big Pine Key, FL 33043
• 

  

  /35

  Est $615,160

  Not Listed For Sale

  2361 Pensacola Rd, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Built 1984

  2361 Pensacola Rd, Big Pine Key, FL 33043

  Last Sold Summary

  • 54 Days On Market

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

  

  /72

  $1,250,000

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  29165 Clover Ln, Big Pine Key, FL 33043

  Modern island living meets exceptional boating access in this spacious two-story home situated on a large, fully fenced lot. Boaters will appreciate direct access to Pine Channel with no Eden Pines bridges, along with a boat ramp and slip. Enjoy beautiful sunset and open-water views from the rooftop deck, an ideal spot for relaxing and taking in the surrounding Keys scenery.The home features

  Diane Corliss Coldwell Banker Schmitt RE Co.

  29165 Clover Ln, Big Pine Key, FL 33043
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  /36

  $1,018,000

  Sold Sep 26, 2025

  29185 Bougainvillea Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1981

  Last Sold Summary

  • 7% Below List Price
  • $884/SF
  • 85 Days On Market

  Current Estimated Value $1,050,432

  Last Listing Agent Christina Davis Coldwell Banker Schmitt RE Co.

  29185 Bougainvillea Ln, Big Pine Key, FL 33043
• 

  /2

  Est $709,814

  Not Listed For Sale

  3687 Gulfstream St, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Built 1992

  3687 Gulfstream St, Big Pine Key, FL 33043
• 

  

  /20

  $150,000

  • Land
  • 5,662 Sq Ft
  • $1,153,846 per Acre

  30860 Malaga Ln, Big Pine Key, FL 33043

  Vacant waterfront lot in the desirable Doctor's Arm neighborhood of Big Pine Key. This cleared lot has 55 feet of canal frontage, plenty of room for a seawall and your boat. The canal opens into Bogie channel, one of the best channels in the Florida Keys, providing easy access to BOTH the gulf and the Atlantic. This lot was previously used for the owner's water access from their landlocked home a

  Steven Koleno Beycome of Florida, LLC

  30860 Malaga Ln, Big Pine Key, FL 33043
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  /26

  $520,000

  Sold Apr 23, 2026

  31071 E Ave, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,088 Sq Ft
  • Built 2005

  Last Sold Summary

  • 10% Below List Price
  • $478/SF
  • 75 Days On Market

  Current Estimated Value $532,077

  Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

  31071 E Ave, Big Pine Key, FL 33043
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  /40

  Est $656,613

  Not Listed For Sale

  31148 Avenue C, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 2003

  31148 Avenue C, Big Pine Key, FL 33043

  Last Sold Summary

  • 212 Days On Market

  Last Listing Agent Sandra Rodriguez Lokation Real Estate
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  /2

  $850,000

  $275K PRICE DROP

  • Land
  • 37,659 Sq Ft
  • $983,165 per Acre

  0 U S Route 1, Big Pine Key, FL 33043

  Seller financing available, Commercial zoning, Tier 1 lot.

  Barbara Eads Barbara Eads Realty Inc.

  0 U S Route 1, Big Pine Key, FL 33043
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  /43

  $675,000

  Sold Sep 19, 2025

  10 W Cook, Cook Island Key, FL 33043

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

  Last Sold Summary

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

  Current Estimated Value $737,667

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  10 W Cook, Cook Island Key, FL 33043
• 

  

  /22

  Est $672,521

  Not Listed For Sale

  30876 Malaga Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1975

  30876 Malaga Ln, Big Pine Key, FL 33043

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Cliff Glansen FlatFee.com
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  /33

  $864,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft

  3674 S Seas St, Big Pine Key, FL 33043

  Seller Welcomes Offers! Tucked away on a quiet dead-end street in Big Pine Key, this beautifully updated 2-bedroom, 2-bath canal-front home offers the perfect blend of modern comfort and relaxed island living. Thoughtfully renovated throughout, the home features updated flooring, stylishly remodeled bathrooms, a sleek contemporary kitchen, fresh exterior paint, and upgraded decking and screening,

  Taron Wirth Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  3674 S Seas St, Big Pine Key, FL 33043
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  /48

  $1,197,475

  Sold Dec 22, 2025

  29457 Constitution Ave, Big Pine Key, FL 33043

  • 3 Beds
  • 3 Baths
  • 1,608 Sq Ft
  • Built 1973

  Last Sold Summary

  • 14% Below List Price
  • $745/SF
  • 194 Days On Market

  Current Estimated Value $1,229,631

  Last Listing Agent Nira Tocco Coldwell Banker Schmitt RE Co.

  29457 Constitution Ave, Big Pine Key, FL 33043
• 

  

  /37

  Est $660,492

  Not Listed For Sale

  31067 Avenue C, Big Pine Key, FL 33043

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

  31067 Avenue C, Big Pine Key, FL 33043

  Last Sold Summary

  • 9 Days On Market

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

  

  /54

  $1,450,000

  • 3 Beds
  • 2 Baths
  • 1,026 Sq Ft

  31536 Avenue F, Big Pine Key, FL 33043

  If you're looking for a property that can wear many hats, this one deserves a closer look! The Big Pine Key Bungalow sits on a spacious waterfront lot where open-water views and glowing sunrise skies set the tone for every day. Whether you're searching for a full-time residence, a vacation retreat, or a turn-key investment with a well-established vacation rental history, this home offers

  Madeleine Young Island Welcome Real Estate LLC

  31536 Avenue F, Big Pine Key, FL 33043
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  /42

  $1,000,000

  Sold Aug 17, 2026

  3759 Seagrape St, Big Pine Key, FL 33043

  • 3 Beds
  • 3 Baths
  • 1,591 Sq Ft
  • Built 1984

  Last Sold Summary

  • 11% Below List Price
  • $629/SF
  • 114 Days On Market

  Current Estimated Value $1,091,672

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

  3759 Seagrape St, Big Pine Key, FL 33043
• 

  

  /33

  Est $586,819

  Not Listed For Sale

  31142 Avenue I, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1993

  31142 Avenue I, Big Pine Key, FL 33043

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Jimmy Lane Island Life Realty Experts
• 

  

  /70

  $899,000

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

  31247 Avenue J, Big Pine Key, FL 33043

  Experience the beauty of the Lower Florida Keys from this waterfront 3-bedroom, 2-bath home offering breathtaking open water views in Big Pine Key. Enjoy spectacular sunrises, refreshing island breezes, and the peaceful setting that makes waterfront living so special.Wraparound decking and elevated walkways invite you to take in the panoramic views while providing easy access to the home's

  Diane Corliss Coldwell Banker Schmitt RE Co.

  31247 Avenue J, Big Pine Key, FL 33043
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  /48

  $759,000

  Sold Apr 22, 2026

  31349 Avenue C, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $575/SF
  • 87 Days On Market

  Current Estimated Value $760,896

  Last Listing Agent Sarah Dolson Keller Williams Key West Compass Realty

  31349 Avenue C, Big Pine Key, FL 33043
• 

  

  /54

  Est $1,051,938

  Not Listed For Sale

  29013 Marigold Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,614 Sq Ft
  • Built 1969

  29013 Marigold Dr, Big Pine Key, FL 33043

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate
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  /47

  $4,650,000

  $2M PRICE DROP

  • 3 Beds
  • 3 Baths
  • 4,687 Sq Ft

  3742 Seagrape St, Big Pine Key, FL 33043

  Escape to “The Castle”, a luxurious gated Gulf-front estate spanning 1.14 acres on Big Pine Key. Built in 2014 with poured concrete, impact windows/doors, elevator, and generator, this 4,600+ sq. ft. masterpiece offers 3 bedrooms, 3 baths, and breathtaking Gulf views. Boaters enjoy 235’ of dockage: 140’ protected canal dock with lift, ramp, and slip, plus 95’ open-water pier dock with lift and

  Jo Ann Cook Ocean Sotheby's International

  3742 Seagrape St, Big Pine Key, FL 33043
• 

  

  /27

  $380,000

  Sold Sep 26, 2025

  1464 Havelka Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 654 Sq Ft
  • Built 1968

  Last Sold Summary

  • 28% Below List Price
  • $581/SF
  • 317 Days On Market

  Current Estimated Value $395,833

  Last Listing Agent Oscar Castellanos Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  1464 Havelka Ln, Big Pine Key, FL 33043
• 

  

  /19

  Est $581,215

  Not Listed For Sale

  31471 Avenue A, Big Pine Key, FL 33043

  • 4 Beds
  • 2 Baths
  • 1,076 Sq Ft
  • Built 1972

  31471 Avenue A, Big Pine Key, FL 33043

  Last Sold Summary

  • 226 Days On Market

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

  

  /77

  $2,499,000

  $401K PRICE DROP

  • 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 RE Co.

  29581 Richard Rd, Big Pine Key, FL 33043
• 

  

  /55

  $570,000

  Sold Aug 25, 2026

  31054 Avenue J, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 2000

  Last Sold Summary

  • 2% Below List Price
  • $540/SF
  • 4 Days On Market

  Current Estimated Value $573,977

  Last Listing Agent Coby Taylor Expert Realty LLC (HQ)

  31054 Avenue J, Big Pine Key, FL 33043
• 

  

  /35

  Est $745,423

  Not Listed For Sale

  255 Ships Way, Big Pine Key, FL 33043

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

  255 Ships Way, Big Pine Key, FL 33043

  Last Sold Summary

  • 106 Days On Market

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate
• 

  

  /40

  $639,000

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

  29313 Coconut Palm Dr, Big Pine Key, FL 33043

  Great home, great location, and great price! Conveniently located in the sought-after Eden Pines neighborhood of Big Pine Key, this well-appointed home is just minutes from the community boat ramp, shopping, and restaurants.Designed for peace of mind and lasting value, the home features impact windows and doors, a durable metal roof, plantation shutters, and a low flood insurance rate.

  Scott Brisson KeyIsle Realty

  29313 Coconut Palm Dr, Big Pine Key, FL 33043
• 

  

  /20

  $690,000

  Sold Jun 08, 2026

  30968 Baileys Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft
  • Built 1963

  Last Sold Summary

  • 8% Below List Price
  • $543/SF
  • 42 Days On Market

  Current Estimated Value $691,965

  Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

  30968 Baileys Ln, Big Pine Key, FL 33043
• 

  

  /9

  Est $485,005

  Not Listed For Sale

  30427 Palm Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 1,013 Sq Ft
  • Built 1943

  30427 Palm Dr, Big Pine Key, FL 33043

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Matthew Sheehan Ocean Sotheby's International Realty
• 

  

  /54

  $1,800,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  29549 Forrestal Ave, Big Pine Key, FL 33043

  Waterfront, furnished, and ready to enjoy! This beautifully maintained 3-bedroom, 2-bath concrete block home combines comfort, durability, and the relaxed Florida Keys lifestyle. Impact windows and sliding glass doors provide added peace of mind, while the spacious living area flows easily into the dining space. Triple sliding glass doors open to a screened waterfront patio--an inviting setting

  Diane Corliss Coldwell Banker Schmitt RE Co.

  29549 Forrestal Ave, Big Pine Key, FL 33043
• 

  /2

  $864,000

  Sold Jan 20, 2026

  3987 Gordon Rd, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1989

  Last Sold Summary

  • 1% Below List Price
  • $857/SF
  • 24 Days On Market

  Current Estimated Value $857,002

  Last Listing Agent NON-MLS MEMBER MAR NON MLS MEMBER

  3987 Gordon Rd, Big Pine Key, FL 33043

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