Big Pine Key, FL Homes for Sale

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  $5,900,000

  • 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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  /8

  $224,890

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  29859 Overseas Hwy Unit A6, Big Pine Key, FL 33043

  Own a Piece of Paradise - A Renovator's Dream!Embrace the possibilities with this project home opportunity. Whether you're looking to renovate the existing structure or replace it with a modern stilt home, the choice is entirely yours.Property Highlights: Spacious Lot: Enjoy one of the larger lots in the area, offering plenty of room for creative outdoor designs.Home Features: A 2-bedroom,

  Elizabeth Greco-DeGrenier Coldwell Banker Schmitt RE Co.

  29859 Overseas Hwy Unit A6, Big Pine Key, FL 33043
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  /2

  $1,125,000

  • Land
  • 0.86 Acre
  • $1,301,248 per Acre

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

  Seller will finance with one half down payment for ten years, 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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  /9

  $75,000

  • Land

  0 Hawk Ln, Big Pine Key, FL 33043

  Beautiful large waterfront lot in Tropical Bay Estates. The land is already cleared. This is a perfect spot to build your dream home in Paradise. Begin the process to secure a building permit; start your residential application and proceed through the ROGO system. Situated in an area of lovely, well-maintained homes. Conveniently located on Big Pine Key, there's a grocery store, pharmacies and

  Sunnie San Lorenzo KeyIsle Realty

  0 Hawk Ln, Big Pine Key, FL 33043
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  /10

  $450,000

  • Land

  30324 Frigate Ln, Big Pine Key, FL 33043

  CLEARED WATERFRONT CORNER LOT IN TROPICAL BAY with active building permit! Build your dream CBS home in a wonderful subdivision. Building permit is good till 2028! Large dock already in place. 20' on short side and 55 feet on the long side. Seller financing possible.

  Derrick Johnson Coco Plum Real Estate

  30324 Frigate Ln, Big Pine Key, FL 33043
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  /35

  $785,000 Open Sat 11AM - 1PM

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

  29850 Journeys End Rd, Big Pine Key, FL 33043

  Nestled among lush tropical foliage, this inviting 3-bedroom, 2-bath home offers privacy, comfort, and that classic Big Pine Key island vibe. Situated on a dry, double lot, the property provides extra space to relax, garden, or park your boat -- all within a fully fenced yard surrounded by nature and the occasional friendly Key deer 🦌.Step inside to an open, airy living space that flows

  Karen Haack Coldwell Banker Schmitt RE Co.

  29850 Journeys End Rd, Big Pine Key, FL 33043
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  /17

  $368,000

  • Land

  1768 Sunrise Dr, Big Pine Key, FL 33043

  Catch a SUNRISE on Sunrise Drive! Vacant canal front lot with long views of Spanish Harbor. A building permit has been applied for and is currently #6 on the list. Direct access to the water, perfect for boaters, fishing enthusiasts, or those seeking a waterfront lifestyle. This 9560 sq foot lot provides some elbow room and is located on a canal PLUS has views of Spanish Harbor. Permit in-process

  Donna Pezzi Keller Williams Key West Compass Realty

  1768 Sunrise Dr, Big Pine Key, FL 33043
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  /48

  $749,000

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

  31349 Avenue C, Big Pine Key, FL 33043

  Stunning Brand-New Construction in Big Pine Key!Welcome to your dream home in the Lower Keys! This beautifully elevated Affinity-built 3 bedroom, 2 bathroom home offers the perfect blend of modern comfort, durability, and eco-conscious features. Built in 2025, this home is equipped with all impact-rated windows and doors, offering peace of mind and energy efficiency.Enjoy the spacious

  Sarah Dolson Keller Williams Key West Compass Realty

  31349 Avenue C, Big Pine Key, FL 33043
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  /2

  $1,700,000 New Construction

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

  2211 San Sebastian Dr, Big Pine Key, FL 33043

  Brand New Home! Oversized Custom 4 bedroom 3 bath home located on a beautiful protected deep water canal with excellent access to the Gulf and Atlantic. This 2000 sq ft home is situated in a quiet neighborhood and features an open living area design with chef's kitchen/ quartz counter tops, high ceilings, covered porch, custom railings, impact windows and doors, custom concrete heated and chilled

  Greg MacLaren Internet Realty of the Florida Keys

  2211 San Sebastian Dr, Big Pine Key, FL 33043
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  /22

  $649,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  29119 Violet Dr, Big Pine Key, FL 33043

  Discover the charm and potential of this tropical nature lover's retreat in the heart of Big Pine Key. This two-bedroom, two-bath home is nestled within a lush, natural setting where Key deer, native birds, and island wildlife are part of everyday life--offering a rare connection to the authentic Florida Keys.Set on a nicely sized fenced yard, the property provides space to garden, relax, or

  Dawn McComish Lokation Real Estate

  29119 Violet Dr, Big Pine Key, FL 33043
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  /15

  $200,000

  • 2 Beds
  • 1 Bath
  • 240 Sq Ft

  29859 Overseas Hwy Unit 23, Big Pine Key, FL 33043

  OPPORTUNITY AWAITS! INEXPENSIVE PLACE TO GET AWAY. Maybe do a Airbnb or rent out the lot space and bring your own RV when your in town. So you don't have to worry during hurricane season. Quiet RV park with common areas of outdoor tables and chairs, men and women bathrooms, laundry facilities. Pool 3-5 ft areas. Shuffle board. Community Kitchen and living area for gathering or hanging out.

  Rose Dell Keller Williams Key West Compass Realty

  29859 Overseas Hwy Unit 23, Big Pine Key, FL 33043
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  $1,850,000

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft

  3746 Park Ave, Big Pine Key, FL 33043

  Welcome to your private paradise in the Lower Keys! This beautifully updated 2 bed, 2 bath two-story home offers complete privacy with no direct neighbors on all sides, making it a peaceful escape surrounded by nature and the charm of the Key Deer.Step outside to your tropical oasis featuring a brand-new concrete heated pool, concrete dock with a boat lift and jet ski lift, plus an elevated

  Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  3746 Park Ave, Big Pine Key, FL 33043
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  $2,200,000 New Construction

  • 3 Beds
  • 2 Baths
  • 2,134 Sq Ft

  1631 Sunrise Dr, Big Pine Key, FL 33043

  Seller motivated and furnishings can convey. This 2023 new construction waterfront home in Tropical Bay Estates offers luxury coastal living with stunning sunrise and water views from nearly every room. Built with full CBS construction on 10-foot stilts, it features 10-foot ceilings, 8-foot doors, impact windows, and a metal roof for durability and storm protection. The 2,000+ sq ft open floor

  Hector Vazquez Premium Properties Real Estate

  1631 Sunrise Dr, Big Pine Key, FL 33043
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  /16

  $499,000

  • Land
  • 0.44 Acre
  • $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

  $1,495,000

  • Land
  • 2.29 Acres
  • $652,838 per Acre

  1261 Avenue A, Big Pine Key, FL 33043

  NO WAIT TO BUILD!! ROGO Exempt 2.29 private and exclusive estate acreage with Bay Bottom on Bogie Channel with spectacular open water views. Property rests at the end of a quiet street and neighbors a park. USACE permitted a 412' dock before the pandemic that recently expired but is in discussion for renewal. Former home on property was damaged in Hurricane Irma and has since been demolished and

  Sasha Naimi Charles Rutenberg Realty FTL

  1261 Avenue A, Big Pine Key, FL 33043
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  /50

  $655,000

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft

  31047 Avenue I, Big Pine Key, FL 33043

  Discover the charm of island living in this beautifully maintained 3-bedroom, 2.5-bath home, ideally situated on a spacious 5,000 sq ft lot in the heart of Big Pine Key. Built in 2007, this elevated residence offers a seamless blend of indoor elegance and outdoor versatility. Set back from the road, the property provides privacy and ample parking, including space for an RV with 50Amp and 30Amp

  Loren Rea Truman & Co. (KW)

  31047 Avenue I, Big Pine Key, FL 33043
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  /41

  $840,000

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  3635 Trade Winds 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 dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a 2018 roof,

  Michel Luna Lifestyle International Realty

  3635 Trade Winds St, Big Pine Key, FL 33043
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  /30

  $519,000

  • 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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  /41

  $840,000

  • 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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  /34

  $1,789,000

  • 4 Beds
  • 3 Baths
  • 2,323 Sq Ft

  31450 Avenue G, Big Pine Key, FL 33043

  This expansive 4 bedroom, 3 bathroom home offers over 2,300 sq ft of solid concrete construction, built in 2023 with hurricane impact windows/doors and a metal roof for total peace of mind.Step inside to a bright, open-concept floor plan with sleek tile flooring throughout. Prepare your Keys Fresh Catch in your Chef's Kitchen with custom cabinets and quartz countertops. The massive master suite

  Solaris Gregory Expert Realty LLC (HQ)

  31450 Avenue G, Big Pine Key, FL 33043
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  /6

  $825,000

  • 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 approximate

  Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

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

  $397,000

  • Land
  • 0.28 Acre
  • $1,441,110 per Acre

  1650-1660 Gardenia Ln, Big Pine Key, FL 33043

  Lot 2 AND Lot 3 on Gardenia Lane are CANAL front lots located in the subdivision of Eden Pines on Big Pine Key. A total of 12,000 square feet. 2nd and 3rd lots on the right. As of Jan 2025, #8 on the ROGO list. Merge the two lots for extra building points. Buyer to verify. Modulars are allowed.

  Donna Pezzi Keller Williams Key West Compass Realty

  1650-1660 Gardenia Ln, Big Pine Key, FL 33043
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  /34

  $645,000

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

  31036 Avenue J, Big Pine Key, FL 33043

  This newer home with a great floor plan is located only a short 2 block walk to the one of the premier parks in Monroe County that offers a variety on actives for the entire family and only a few blocks to Boggie Channel. Close to shopping and restaurants too.Comfortable open floor plan this 3/2 home uses its space wisely while keeping utilities and maintenance costs low with a metal roof, impact

  John Nazzaro Keller Williams Realty Premier Properties - Kendall

  31036 Avenue J, Big Pine Key, FL 33043
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  /18

  $849,000

  • 3 Beds
  • 1 Bath
  • 1,043 Sq Ft

  550 Pine Ln, Big Pine Key, FL 33043

  This newly remodeled 3-bedroom, 1-bathroom home is perfectly positioned on a spacious lot in the heart of Big Pine Key, offering 10,275 sq ft of land and an incredible 75 feet of waterfrontage, with a concrete seawall. With quick access to the ocean via Spanish Harbor Channel, this is a boater's dream come true.Inside, enjoy peace of mind with impact-rated windows and doors, a sturdy metal roof,

  Justyn Ewald Expert Realty LLC (HQ)

  550 Pine Ln, Big Pine Key, FL 33043
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  /41

  $685,000

  • 3 Beds
  • 2 Baths
  • 1,076 Sq Ft

  31240 Avenue H, Big Pine Key, FL 33043

  This beautifully updated 3-bedroom, 2-bath home is truly move-in ready, featuring thoughtful upgrades throughout. The renovated kitchen offers quartz countertops, soft-close cabinetry, and premium finishes, while new luxury vinyl plank flooring runs throughout the home for durability and coastal style.The open-concept layout flows seamlessly into the living and dining areas, with sliding glass

  Charity Coffman Buy The Keys

  31240 Avenue H, Big Pine Key, FL 33043
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  /43

  $1,785,000

  • 3 Beds
  • 3 Baths
  • 1,837 Sq Ft

  30363 Flamingo Ln, Big Pine Key, FL 33043

  Tranquility meets coastal living, discover this stunning concrete constructed home built in 1993. Located in the desirable subdivision of Tropical Bay Estates this elevated waterfront residence offers unparalleled access to both the ocean and bay, just 15 minutes by boat. The iconic No Name Pub is just a 2-minute drive or a 15-minute walk away for some of the best pizza in the Keys. A few

  Jo Ann Cook Ocean Sotheby's International

  30363 Flamingo Ln, Big Pine Key, FL 33043
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  /19

  $1,750,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft

  29558 Ranger Ave, Big Pine Key, FL 33043

  Experience the Ultimate Keys Lifestyle - New Construction with 75' of Waterfront on a Wide Boating CanalComing Fall 2025 - Nestled on a spacious 7,500 sqft lot (75x100) along a deep, wide boating canal, this brand new 1,500 sqft home offers the perfect blend of modern coastal living and exceptional boating access. With quick entry to Pine Channel, you're just minutes from both the Atlantic Ocean

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  29558 Ranger Ave, Big Pine Key, FL 33043
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  /22

  $715,000

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft

  3943 Venna Rd, Big Pine Key, FL 33043

  Welcome to your island retreat in the sought-after community of Port Pine Heights on Big Pine Key. This charming stilted waterfront home offers quick boating access to Pine Channel, perfect for those who love life on the water. Families are drawn to this serene neighborhood for its privacy, friendly Key Deer, and close proximity to No Name Key, as well as the sparkling beaches and crystal-clear

  Thomas Carden Keys to the Coast Real Estate LLC

  3943 Venna Rd, Big Pine Key, FL 33043
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  /13

  $895,000

  • Land
  • 0.34 Acre
  • $2,643,849 per Acre

  30988 Witters Ln, Big Pine Key, FL 33043

  Beautiful extra large lot with open water view and full active building permit. The lot also has an active permit for in-ground pool. Plans are included for single level elevated CBS 4 Bedroom 4.5 Bathroom luxury home over parking, with superb boating access to both the Atlantic Ocean and Gulf of Mexico.

  Banks Prevatt Coldwell Banker Schmitt RE Co.

  30988 Witters Ln, Big Pine Key, FL 33043
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  /4

  $245,000

  • Land

  30921 Bailey Rd, Big Pine Key, FL 33043

  Ready..Set.. Build!! Welcome to the future home site in the sought-after neighborhood of Big Pine Key! There are two ROGO-exempt vacant lots available for $245,000 each that offer a rare opportunity to build your dream home in paradise. No waiting for permit allocation!!

  Maryann Warren Coldwell Banker - Ft. Lauderdale

  30921 Bailey Rd, Big Pine Key, FL 33043

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