Big Pine Key, FL Homes

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  $995,000 Under Contract

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

  29462 Geraldine St, Big Pine Key, FL 33043

  Experience the best of Florida Keys living in this highly elevated home set amid the peaceful natural beauty of Big Pine Key. Located in Kohen Subdivision, a historic fishing community where fresh seafood and friendly neighbors are part of everyday life, this property combines modern storm-safe features with old-Keys charm.Perched high on sturdy stilts, the home offers excellent storm protection

  

  Sandra Tuttle

  Island Welcome Real Estate

  (855) 538-8557

  29462 Geraldine St, Big Pine Key, FL 33043
• Explore Big Pine Key

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  /13

  $4,550 per month

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • Property for Rent

  2635 Koehns Ave, Big Pine Key, FL 33043

  Discover this charming 3-bedroom, 2-bathroom furnished home.2-year lease preferred but negotiable.The spacious, open floor plan features a gourmet kitchen with white quartz countertops and sleek, stainless-steel Bertazzoni appliances imported from Italy.Relax in the dining area, overlooking a screened-in patio with stunning views of the heated saltwater pool. The lush backyard is a tropical

  

  Karen Liskey

  Key Colony Beach Realty

  (866) 729-5076

  2635 Koehns Ave, Big Pine Key, FL 33043
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  $1,022,500 Sold Dec 01, 2025

  29490 Ranger Ave, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,346 Sq Ft
  • Built 2018

  Last Sold Summary

  • 6% Below List Price
  • $760/SF
  • 46 Days On Market

  Last Listing Agent Jennifer Sylvia Keller Williams Key West Compass Realty

  29490 Ranger Ave, Big Pine Key, FL 33043
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  Est $1,496,657 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  29667 Forrestal Ave, Big Pine Key, FL 33043

  29667 Forrestal Ave, Big Pine Key, FL 33043
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  /13

  $475,000

  • 4 Beds
  • 3 Baths
  • 1,620 Sq Ft

  31052 Avenue H, Big Pine Key, FL 33043

  Investment opportunity on 10,000 sq. ft. double lot near the Big Pine Community Park; the location offers easy access to US1, local shopping and more; Marathon and Key West are within easy reach. **DO NOT WALK THE PROPERTY WITHOUT APPOINTMENT** 2 units, 2 tenants; pets on premises. 1,060 sq. ft. mobile home has 3BD/2BA, exterior wood siding; interior has been updated. CBS garage has 560 sq. ft.

  

  Patti Nickless

  Coldwell Banker Schmitt Real E

  (844) 542-1790

  31052 Avenue H, Big Pine Key, FL 33043
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  /20

  $3,525 per month

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • House for Rent

  29822 Frostproof Rd, Big Pine Key, FL 33043

  Property Id: 2218567Enjoy comfort and privacy in this elevated 2-bedroom, 2-bath home featuring an extra bedroom, open floor plan and vaulted ceilings for a bright, airy feel. The living room and master bedroom each open through French doors onto a balcony, while the bonus bedroom offers its own private sliding door access. Central A/C and heat keep the home comfortable year-round. Relax

  29822 Frostproof Rd, Big Pine Key, FL 33043
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  $235,000 Sold Feb 05, 2025

  31450 Avenue C, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 480 Sq Ft
  • Built 1963

  Last Sold Summary

  • $490/SF
  • 19 Days On Market

  Last Listing Agent Kirksten Irick Preferred Properties (KW)

  31450 Avenue C, Big Pine Key, FL 33043
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  Not Listed For Sale

  3 Rd Ave Unit 1, Big Pine Key, FL 33043

  3 Rd Ave Unit 1, Big Pine Key, FL 33043
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  $1,699,000

  • 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 Lower Keys (KW)

  (855) 301-2387

  1607 Sunrise Dr, Big Pine Key, FL 33043
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  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 735 Sq Ft
  • House for Rent

  31368 Avenue I, Big Pine Key, FL 33043

  Be the first to live in this new home! This brand-new construction waterfront home offers partial open ocean views and a bright, airy living environment filled with abundant natural light throughout, featuring three spacious bedrooms and two modern bathrooms designed for comfort and functionality, set in a quiet and peaceful neighborhood ideal for relaxed coastal living; the thoughtfully designed

  Saara Staten Engel & Volkers Marathon

  31368 Avenue I, Big Pine Key, FL 33043
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  $699,000 Sold Mar 27, 2025

  29162 Camellia Ln, Big Pine Key, FL 33043

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

  Last Sold Summary

  • $574/SF
  • 11 Days On Market

  Current Estimated Value $699,357

  Last Listing Agent Beata Sharpe Coldwell Banker Vanguard Realty

  29162 Camellia Ln, Big Pine Key, FL 33043
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  Not Listed For Sale

  0000 Watson Blvd, Big Pine Key, FL 33043

  0000 Watson Blvd, Big Pine Key, FL 33043
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  $1,089,000

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft

  29039 Cedar Dr, Big Pine Key, FL 33043

  100 ft. canal-frontage, 15K boat lift, tiki hut and pool..... this Lower Keys property feels like your own private mini resort along the 50 ft. wide canal. The 10,000 sq. ft. double lot is strategically fenced to allow easy parking for multiple vehicles including boat trailer and RV parking. Picture yourself relaxing under the 12' x 18' poolside tiki or in one of numerous sitting areas amidst the

  

  Patti Nickless

  Coldwell Banker Schmitt Lower Keys (KW)

  (855) 368-1692

  29039 Cedar Dr, Big Pine Key, FL 33043
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  $3,500 per month

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft
  • House for Rent

  30612 23rd Ln, Big Pine Key, FL 33043

  Property Id: 2240886Discover the beauty of Big Pine Key from this delightful 2-bedroom house. With a king bed and a queen bed, guests can relax in comfort. Enjoy the convenience of WiFi, AC, and a washing machine during your stay. The 2 bathrooms are equipped with all of the conveniences of home. Located between the Back Bay and the Ocean. Property sits on an acre lot, enjoy the breezy,

  30612 23rd Ln, Big Pine Key, FL 33043
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  $510,000 Sold Sep 08, 2025

  Unlisted Address

  • 3 Beds
  • 2 Baths
  • 972 Sq Ft
  • Built 1989

  Last Sold Summary

  • $525/SF

  Current Estimated Value $508,899

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  Unlisted Address
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  Est $815,194 Not Listed For Sale

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

  29765 Osprey Ln, Big Pine Key, FL 33043

  29765 Osprey Ln, Big Pine Key, FL 33043
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  $699,000 Under Contract

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

  31134 Hollerich Dr, Big Pine Key, FL 33043

  Motivated Seller, turn key, including boat!Don't Miss This Waterfront Opportunity in Big Pine Key! Enjoy the ultimate Florida Keys lifestyle in this spacious 3-bedroom, 2-bath home featuring terrazzo floors, impact-rated doors and windows, and a screened porch overlooking the canal. Boaters and anglers will love the 90-foot concrete, step down seawall, davits and easy access to Bogie Channel --

  

  Jennifer Weeks

  Select Properties of NWFL

  (866) 378-6961

  31134 Hollerich Dr, Big Pine Key, FL 33043
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  $5,490 per month

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft
  • House for Rent

  31547 Avenue D, Big Pine Key, FL 33043

  Come see this immaculate 2 Bedroom 2 Bath Big Pine Key Waterfront home with its Wonderful Water Views! It is available for a seasonal rental, so come on down and enjoy the Florida winter weather! It has a well equipped kitchen for your convenience and is only 5 years old. Please see the attached photos. You'll be glad you did! Only 30 miles to Key West and all of the other Points of Interest in

  Philip Vias LoKation

  31547 Avenue D, Big Pine Key, FL 33043
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  $780,000 Sold Jul 18, 2025

  29025 Geranium Dr, Big Pine Key, FL 33043

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

  Last Sold Summary

  • 6% Below List Price
  • $855/SF
  • 44 Days On Market

  Current Estimated Value $780,731

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  29025 Geranium Dr, Big Pine Key, FL 33043
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  /20

  Est $653,876 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 552 Sq Ft

  31342 Avenue I, Big Pine Key, FL 33043

  31342 Avenue I, Big Pine Key, FL 33043
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  $1,599,000

  • 3 Beds
  • 2 Baths
  • 1,181 Sq Ft

  1370 Long Beach Dr, Big Pine Key, FL 33043

  Introducing an exceptionally rare offering on iconic Long Beach Drive! 1370 & 1390 Long Beach Dr. include two parcels totaling over 30,000 sq ft with 200 feet of deep, gin-clear water access and 100 feet of concrete dockage. This is one of the few locations in the Florida Keys with true Atlantic access and no bridges, providing effortless boating to Picnic Island, Little Palm Island, Looe Key

  

  Coby Taylor

  Taylor & Assoc. RE, Inc.

  (877) 359-6988

  1370 Long Beach Dr, Big Pine Key, FL 33043
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  $3,550 per month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  31430 Avenue E, Big Pine Key, FL 33043

  Property Id: 2249521Annual long-term rental, spacious 3 bedroom, 2 bath stilt home, open floor plan. Covered porch with sliding French doors from the dining area. No neighbor on one side or across the street. Interior features include tile floors, a large kitchen, plenty of cabinets and a breakfast bar, laundry closet, hall bathroom has tub, and a master bathroom has shower. Central A/C

  31430 Avenue E, Big Pine Key, FL 33043
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  $775,000 Sold Feb 07, 2025

  29154 Cedar Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft
  • Built 1986

  Last Sold Summary

  • 7% Below List Price
  • $950/SF
  • 25 Days On Market

  Current Estimated Value $762,273

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

  29154 Cedar Dr, Big Pine Key, FL 33043
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  Not Listed For Sale

  Vacant Lot Diane Rd, Big Pine Key, FL 33043

  Vacant Lot Diane Rd, Big Pine Key, FL 33043
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  $3,900,000

  • 4 Beds
  • 3.5 Baths
  • 2,050 Sq Ft

  680 Elma Ave, Big Pine Key, FL 33043

  RARE * PRIVATE ESTATE LOT- WEST FACING-DREAMY SUNSETS -New features include ownership of surrounding Bay bottom! 600 sq ft detached garage! Tiki with outdoor kitchen!* Welcome to Tarpon Cove, an exclusive, resort-like retreat nestled on a sprawling estate lot in the heart of Big Pine Key in the Lower Florida Keys. This recently redesigned home offers a perfect blend of modern elegance and natural

  

  Sandra Tuttle

  Island Welcome Real Estate

  (877) 359-5426

  680 Elma Ave, Big Pine Key, FL 33043
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  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft
  • House for Rent

  1540 Lantana Ln, Big Pine Key, FL 33043

  Fishermans Dream House!Bring your boats to this beautiful canal front home in Big Pine Key. Secluded on a corner lot with 190 ft of seawall. Boat ramp is less than a mile away. Enjoy swimming in the pool, relaxing on the deck, cocktails at the outside bar, or meeting the adorable friendly Key Deer roaming the neighborhood.Sleeps 8Available February 1st for monthly rentalCall Andrea for bookings

  Andrea Lennon Vylla Home

  1540 Lantana Ln, Big Pine Key, FL 33043
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  $4,700,000 Sold Feb 21, 2025

  29433 Enterprise Ave, Big Pine Key, FL 33043

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

  Last Sold Summary

  • 6% Below List Price
  • $1,261/SF
  • 25 Days On Market

  Current Estimated Value $4,716,891

  Last Listing Agent Lisa Swanson The Agency Florida Keys

  29433 Enterprise Ave, Big Pine Key, FL 33043
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  Not Listed For Sale

  2 ROGO pts Gulf Blvd, Big Pine Key, FL 33043

  2 ROGO pts Gulf Blvd, Big Pine Key, FL 33043
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  $1,199,000

  • 3 Beds
  • 2 Baths
  • 1,398 Sq Ft

  30366 Falcon Ln, Big Pine Key, FL 33043

  Fantastic CBS canal front Pool home on a double lot in Tropical Bay Estates. Entering into the large Great Room you will find soaring wood ceilings and an open floor plan boasting a true chef's Kitchen with stainless steel Viking appliances, gas range, and large granite bar to gather around. The spacious screened in Porch overlooks the water and is the perfect place to enjoy outdoor dining.

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (888) 231-9107

  30366 Falcon Ln, Big Pine Key, FL 33043
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  $5,800 per month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  3770 Park Ave, Big Pine Key, FL 33043

  Welcome to Caribbean Cove located in Big Pine Key. Located in the lower keys, 30 minutes from Key West. This stunning waterfront three bedroom/two bath home features an open floor plan, with a fully furnished living area and a modern kitchen. The kitchen is a culinary dream, equipped with stainless steel appliances and an oversized quartz island, surrounded by eight comfortable seats, perfect for

  Mary Jo Selden DomainRealty.com LLC

  3770 Park Ave, Big Pine Key, FL 33043
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  $700,000 Sold May 14, 2025

  226 Newfound Blvd, Big Pine Key, FL 33043

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

  Last Sold Summary

  • 3% Below List Price
  • $729/SF
  • 17 Days On Market

  Current Estimated Value $706,339

  Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

  226 Newfound Blvd, Big Pine Key, FL 33043
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  Not Listed For Sale

  57 Overseas Hwy, Big Pine Key, FL 33043

  57 Overseas Hwy, Big Pine Key, FL 33043
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  $699,000 Open Sat 11AM - 1PM

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

  29048 Iris Dr, Big Pine Key, FL 33043

  Located on a 50-foot-wide canal, this updated 3-bedroom, 2-bath home provides good boating access to Pine Channel, the Atlantic Ocean, and the backcountry. The great room features a cathedral ceiling, abundant natural light from a south-facing picture window, and French doors opening to a covered porch with canal views. Upgrades include impact-resistant windows and doors, new stainless steel

  

  Patti Nickless

  Coldwell Banker Schmitt Lower Keys (KW)

  (855) 528-3127

  29048 Iris Dr, Big Pine Key, FL 33043
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  /23

  $4,900 per month

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • House for Rent

  74 Pelican Ln Unit 1, Big Pine Key, FL 33043

  Completely remodeled property, 2024 roof, new floors, termite treatment done 2025, fully furnished, with an excellent location 30 minutes from Key West, restaurants, schools, beaches, recreational centers and everything you need for a quiet and pleasant life, all nearby

  Yunior Molina My Realty Group, LLC.

  74 Pelican Ln Unit 1, Big Pine Key, FL 33043
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  $485,000 Sold May 23, 2025

  1923 Narcissus Ave, Big Pine Key, FL 33043

  • 2 Beds
  • 1.5 Baths
  • 1,506 Sq Ft
  • Built 1974

  Last Sold Summary

  • 22% Below List Price
  • $322/SF
  • 74 Days On Market

  Current Estimated Value $545,661

  Last Listing Agent Christopher Tanaka Coldwell Banker Schmitt RE Co.

  1923 Narcissus Ave, Big Pine Key, FL 33043
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  Est $1,219,070 Not Listed For Sale

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

  29565 Ranger Ave, Big Pine Key, FL 33043

  29565 Ranger Ave, Big Pine Key, FL 33043
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  $2,450,000

  • 3 Beds
  • 3 Baths
  • 2,486 Sq Ft

  30468 Oleander Blvd, Big Pine Key, FL 33043

  Discover the easygoing charm of the Lower Keys at this .81-acre waterfront estate, featuring a two-bedroom, two-bath main house and a one-bedroom, one-bath guest cottage with views over Bogie Channel. Enjoy leisurely days entertaining under the large poolside tiki hut or on the covered platform at the end of the 463-foot pier--perfect for relaxing with family and friends while watching sunsets

  

  Patti Nickless

  Coldwell Banker Schmitt Lower Keys (KW)

  (877) 796-4209

  30468 Oleander Blvd, Big Pine Key, FL 33043
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  $1,450 per month

  • Property for Rent

  29859 Overseas Hwy Unit A14, Big Pine Key, FL 33043

  🌴 Big Pine Key Lot for Rent - RV or Tiny Home Ready! 🌴Enjoy the Florida Keys lifestyle in this beautiful lot located in a desirable condominium community in Big Pine Key, just off U.S. 1 and close to everything!🏝️ Community Features:Heated pool for year-round enjoymentWasher/dryer available for tenantsSafe, friendly neighborhoodSteps from the bus stop, shops,

  Graciela Lozano KeysLifestyle Real Estate (KW)

  29859 Overseas Hwy Unit A14, Big Pine Key, FL 33043
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  $642,000 Sold Jul 11, 2025

  31067 Avenue C, Big Pine Key, FL 33043

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

  Last Sold Summary

  • 4% Above List Price
  • $423/SF
  • 9 Days On Market

  Current Estimated Value $650,830

  Last Listing Agent Jared Chiagouris Island Welcome Real Estate LLC

  31067 Avenue C, Big Pine Key, FL 33043
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  Not Listed For Sale

  0 Lan Horvath Rd, Big Pine, FL 33043

  0 Lan Horvath Rd, Big Pine, FL 33043

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