Big Pine Key, FL Homes for Sale

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  /44

  $939,000

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

  3667 Southseas St, Big Pine Key, FL 33043

  Experience the Ultimate Florida Keys Lifestyle in this 2-Bedroom, 2 Bathroom, 1124 SqFt concrete fortress. New impact windows and doors installed August 2026. New A/C unit installed September 2026. New Kitchen features Samsung stainless steel appliances and upgraded Quartz countertops. Primary Bathroom has a spacious shower with large format tile for easy maintenance. Laundry closet off the

  Noel Betancourt Tropic Shores Realty

  3667 Southseas St, Big Pine Key, FL 33043
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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

  Set in the peaceful, natural surroundings of Port Pine Heights, this thoughtfully updated home offers the relaxed, unhurried lifestyle that makes this Lower Keys community so desirable. Over $100,000 has been invested in updates and improvements, allowing the next owner to enjoy a beautifully refreshed home without the time, expense, and uncertainty that often come with renovating. Recent updates

  Taron Wirth Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  3674 S Seas St, Big Pine Key, FL 33043
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  /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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  /14

  $950,000

  • 3 Beds
  • 2.5 Baths
  • 1,654 Sq Ft

  31490 Avenue F Unit Avenue F, Big Pine Key, FL 33043

  Brand-New Waterfront Home in the Florida Keys Discover the ultimate Florida Keys lifestyle in this stunning brand-new construction, perfectly designed for those who love boating, waterfront living, and the beauty of the Gulf. This exceptional property features 3 spacious bedrooms, 2.5 bathrooms, and a private boat dock, providing direct access to the Gulf for unforgettable days on the water. The

  Armando Dominguez SEI Brokers Corporation

  31490 Avenue F Unit Avenue F, Big Pine Key, FL 33043
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  /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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  /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
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  /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
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  /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
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  /16

  $975,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft

  31441 Avenue F, Big Pine Key, FL 33043

  Brand-New Waterfront Home in the Florida Keys Discover the perfect blend of modern luxury and relaxed island living in this stunning brand-new construction home in the Florida Keys. Boasting beautiful canal views, this exceptional property offers the ideal setting to enjoy the tropical lifestyle the Keys are famous for. The home features 4 spacious bedrooms and 3 beautifully appointed bathrooms,

  Armando Dominguez Lambert SEI Brokers Corporation

  31441 Avenue F, Big Pine Key, FL 33043
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  /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
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  /53

  $899,000

  • 4 Beds
  • 2 Baths
  • 1,460 Sq Ft

  31032 Hollerich Dr, Big Pine Key, FL 33043

  Waterfront Duplex with Income Potential in Big Pine Key! Live the Florida Keys lifestyle while your investment works for you. Welcome to 31032 & 31034 Hollerich Drive, a beautifully maintained waterfront duplex offering the perfect combination of island living and exceptional income potential. Located on a peaceful canal just steps from the Big Pine Community Park, this unique property features

  Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

  31032 Hollerich Dr, Big Pine Key, FL 33043
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  /22

  $539,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  30375 Oleander Blvd, Big Pine Key, FL 33043

  Island Living in Big Pine Key!Charming and updated 2-bedroom, 1-bath concrete block home on an oversized, fully fenced lot just one block from the water. This 816 sq. ft. gem features a new roof, updated electrical, stainless steel appliances, and fresh paint inside and out. Enjoy a screened-in porch and a private backyard oasis with a putting green, gazebo, and lush landscaping. Plenty

  Steven Koleno Beycome of Florida, LLC

  30375 Oleander Blvd, Big Pine Key, FL 33043
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  /14

  $950,000

  • 3 Beds
  • 2.5 Baths
  • 1,654 Sq Ft

  31490 Avenue F, Big Pine Key, FL 33043

  Brand-New Waterfront Home in the Florida Keys Discover the ultimate Florida Keys lifestyle in this stunning brand-new construction, perfectly designed for those who love boating, waterfront living, and the beauty of the Gulf. This exceptional property features 3 spacious bedrooms, 2.5 bathrooms, and a private boat dock, providing direct access to the Gulf for unforgettable days on the water. The

  31490 Avenue F, Big Pine Key, FL 33043
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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
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  /16

  $499,000

  $269K PRICE DROP

  • Land
  • 19,049 Sq Ft
  • $1,141,020 per Acre

  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
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  /15

  $209,900

  • Land
  • 871 Sq Ft
  • $10,495,000 per Acre

  29859 Overseas Hwy Unit 27, Big Pine Key, FL 33043

  Welcome to 'The Island Girl'! This RV lot is an excellent investment at a low price. It is being booked as a very successful short term vacation rental with high profits and little overhead. This property is a little slice of paradise, lined with fruit trees and other tropical plants providing privacy and that 'keys vibe'. Enjoy the space anytime you want and rent it out the rest of the time.

  Cheryl Billings Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  29859 Overseas Hwy Unit 27, Big Pine Key, FL 33043
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  /30

  $499,000

  $40K PRICE DROP

  • 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
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  /19

  $685,000

  • 3 Beds
  • 2 Baths
  • 986 Sq Ft

  29175 Violet Dr, Big Pine Key, FL 33043

  Eden Pines Gem: Fully updated, low assumable flood Modern Island Living: Updated Stilted Retreat in Golf-Cart Friendly Eden Pines!Welcome to 29175 Violet Drive, a fully updated 3-bedroom, 2-bathroom stilted sanctuary in the heart of Big Pine Key. This home is tucked into the vibrant, family-oriented community of Eden Pines Colony-a neighborhood where neighbors are friends and the island lifestyle

  Ralph Harvey LISTWITHFREEDOM.COM

  29175 Violet Dr, Big Pine Key, FL 33043
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  /41

  $840,000

  $40K PRICE INCREASE

  • 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
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  /53

  $1,695,000

  $55K PRICE DROP

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

  29162 Bougainvillea Ln, Big Pine Key, FL 33043

  Waterfront coastal retreat in a quiet neighborhood, just 3 houses from open water! This beautifully renovated 3-bedroom, 2-bath stilt home offers coastal comfort with modern updates and relaxed waterfront living. Enjoy breathtaking sunsets from the screened-in balcony, or head down to the 70 ft dock with a 12,000 lb boat lift, perfect for boating enthusiasts. The fenced-in yard features lush

  Teri Hiller Coldwell Banker Schmitt Real Estate Co.

  29162 Bougainvillea Ln, Big Pine Key, FL 33043
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  /38

  $799,000

  $26K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  1634 Lantana Ln, Big Pine Key, FL 33043

  Custom-built 2-bedroom, 2-bathroom home (1987) situated on a boating canal in the sought-after Eden Pines neighborhood of Big Pine Key where the Key Deer roam.Short stilted home located on a 6,000 sq. ft. lot the property offers 60 feet of concrete seawall ideal for your boat of choice, with excellent boating access via Pine Channel. Boaters should note two bridges en route with

  Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  1634 Lantana Ln, Big Pine Key, FL 33043
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  /15

  $850,000

  • 5 Beds
  • 3 Baths
  • 1,104 Sq Ft

  3610 S Seas St, Big Pine Key, FL 33043

  Welcome to your perfect Florida Keys retreat! Situated on a spacious 5,250 s/f lot, this versatile waterfront property offers two separate living units, making it ideal for multi-generational living, vacation use, or income-producing potential. The upper level features 3 bedrooms and 2 bathrooms with bright, comfortable living spaces designed for relaxed island living. The lower unit offers 2

  Felipe Carmona Carmona Realty Group, LLC

  3610 S Seas St, Big Pine Key, FL 33043
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  /45

  $539,000

  $60K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  31179 Avenue H, Big Pine Key, FL 33043

  Welcome to your piece of paradise in beautiful Big Pine Key! This elevated, stilted home features 3 bedrooms and 2 bathrooms and is centrally located, making a perfect opportunity to stop renting and start owning.Step inside to an open-concept living space and kitchen that overlook the inviting screened-in front porch, creating a bright and open space for everyday living and entertaining.

  Bobby Coe RE/MAX Keys Connection (KW)

  31179 Avenue H, Big Pine Key, FL 33043
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  /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
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  /12

  $400,000

  $20K PRICE DROP

  • Land
  • 6,098 Sq Ft
  • $2,857,143 per Acre

  29517 Big Pine St, Big Pine Key, FL 33043

  Commercial waterfront lot at 29517 Big Pine St, Big Pine Key. Deep-water canal with quick access to both the Gulf of Mexico and the Atlantic Ocean, icommercial fishing, marine operations, boating, or waterfront business use. Located on a quiet cul-de-sac with exceptional privacy--no neighbors in front or on either side. Nearly surrounded by county-owned land that is not expected to be developed.

  Steven Koleno Beycome of Florida, LLC

  29517 Big Pine St, Big Pine Key, FL 33043
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  /33

  $1,049,000

  $50K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,143 Sq Ft

  1615 Fern Ave, Big Pine Key, FL 33043

  Welcome to an incredible opportunity to enjoy an exceptional amount of home and land in the Lower Keys. This beautifully updated 3-bedroom, 2.5-bath waterfront home sits on a rare 12,000 sq. ft. double lot in the heart of Big Pine Key, offering generous space both inside and out without sacrificing the relaxed Keys lifestyle. Thoughtfully renovated throughout, the home features a bright, spacious

  Taron Wirth Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  1615 Fern Ave, Big Pine Key, FL 33043
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  /15

  $895,000

  • Land
  • 14,810 Sq Ft
  • $2,632,353 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

  Banks Prevatt Coldwell Banker Schmitt RE Co.

  30988 Witters Ln, Big Pine Key, FL 33043

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