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3742 Seagrape Street
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Details for 3742 Seagrape Street, Big Pine, FL 33043
Single Family
  1. Price: $6,950,000.00
  2. Price sqft: $1,482.82 / sqft
  3. Days On Market: 172
  4. Bedrooms: 3
  5. Baths: 3
  6. Bldg sqft: 4687
  7. Acreage: 1.14 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: Yes
  11. Waterfront Type: Bay Front,Open Water,Gulf Front
  12. Year Built: 2014
MLS#: 615356
  1. County: MONROE
  2. City: Big Pine
  3. Zipcode: 33043
  4. Subdivision: Port Pine Heights (29.0)
  5. Provided by: Ocean Sotheby's International
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Breathe in serenity during your escape to the ''The Castle'', a luxurious gated Gulf front estate gracefully spanning 1.14 acres on Big Pine Key. This extraordinary retreat is a rare blend of architec
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31449 Avenue I
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Details for 31449 Avenue I, Big Pine, FL 33043
Single Family
  1. Price: $5,800,000.00
  2. Price sqft: $1,657.14 / sqft
  3. Previous Price: $50,000
  4. Last Price Change: 11/07/25
  5. Days On Market: 7
  6. Bedrooms: 5
  7. Baths: 4
  8. Bldg sqft: 3500
  9. Acreage: 0.18 acres
  10. Pool: No
  11. Waterfront: Yes
  12. Waterfront Type: Gulf Front
  13. Year Built: 2025
MLS#: 617356
  1. County: MONROE
  2. City: Big Pine
  3. Zipcode: 33043
  4. Subdivision: Sands Sub (31.0)
  5. Provided by: Flat Fee MLS Realty
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Dolphinus del Sol is a Waterfront Estate Masterpiece! Enjoy this custom, ultra modern smart home! This new construction, solid precast concrete home, offers unparalleled luxury, with vaulted ceilings,
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29433 Enterprise Avenue
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Details for 29433 Enterprise Avenue, Big Pine, FL 33043
Single Family
  1. Price: $5,299,000.00
  2. Price sqft: $1,421.79 / sqft
  3. Days On Market: 532
  4. Bedrooms: 4
  5. Baths: 5
  6. Bldg sqft: 3727
  7. Acreage: 0.44 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: Yes
  11. Waterfront Type: Canal Front,Open Water
  12. Year Built: 2007
MLS#: 610380
  1. County: MONROE
  2. City: Big Pine
  3. Zipcode: 33043
  4. Subdivision: Pine Channel Estates (29.5)
  5. Provided by: Saltwater Real Estate Florida Keys, Inc
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Welcome to your dream home in the heart of Big Pine Key designed by renowned architect Glen Gray. This magnificent 4 bedroom, 5 bathroom estate offers an unparalleled blend of luxury and comfort. Step
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29349 Forrestal Avenue
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Details for 29349 Forrestal Avenue, Big Pine, FL 33043
Single Family
  1. Price: $4,999,500.00
  2. Price sqft: $1,777.92 / sqft
  3. Days On Market: 365
  4. Bedrooms: 4
  5. Baths: 3
  6. Bldg sqft: 2812
  7. Acreage: 0.39 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: Yes
  11. Waterfront Type: Canal Front
  12. Year Built: 2005
MLS#: 612413
  1. County: MONROE
  2. City: Big Pine
  3. Zipcode: 33043
  4. Subdivision: Pine Channel Estates (29.5)
  5. Provided by: Coldwell Banker Schmitt RE Co. Lower Keys Office
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
LUXURY LIVING IN THE LOWER KEYS where the pace of life is a bit slower, and the fishing and diving are exceptional. The 16,875 sq. ft. property features 150 ft. of frontage along a 46 ft. wide canal,
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29433 Enterprise Avenue
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Details for 29433 Enterprise Avenue, Big Pine, FL 33043
Single Family
  1. Price: $4,995,000.00
  2. Price sqft: $1,340.22 / sqft
  3. Days On Market: 361
  4. Bedrooms: 4
  5. Baths: 5
  6. Bldg sqft: 3727
  7. Acreage: 0.44 acres
  8. Pool: Yes
  9. Waterfront: Yes
  10. Waterfront Type: Canal Front,Open Water
  11. Year Built: 2007
MLS#: 612465
  1. County: MONROE
  2. City: Big Pine
  3. Zipcode: 33043
  4. Subdivision: Pine Channel Estates (29.5)
  5. Provided by: Saltwater Real Estate Florida Keys, Inc
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Welcome to your dream home in the heart of Big Pine Key designed by renowned architect Glen Gray. This magnificent 4 bedroom, 5 bathroom estate offers an unparalleled blend of luxury and comfort. Step
Listing Details and 75 Additional Pictures
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29433 Enterprise Avenue
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Details for 29433 Enterprise Avenue, Big Pine, FL 33043
Single Family
  1. Price: $4,995,000.00
  2. Price sqft: $1,340.22 / sqft
  3. Days On Market: 321
  4. Bedrooms: 4
  5. Baths: 5
  6. Bldg sqft: 3727
  7. Acreage: 0.44 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: Yes
  11. Waterfront Type: Oceanfront,Open Water,Canal Front,Gulf Front,Bay Front
  12. Year Built: 2007
MLS#: 613037
  1. County: MONROE
  2. City: Big Pine
  3. Zipcode: 33043
  4. Subdivision: Pine Channel Estates (29.5)
  5. Provided by: Berkshire Hathaway Knight & Gardner
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Experience the Pinnacle of Coastal Elegance in Big Pine Key!This openwater masterpiece designed by noted architect Glen Gray, is where modern luxury meets tropical serenity. This luxurious 4 bedroom,
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1557 Long Beach Drive
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Details for 1557 Long Beach Drive, Big Pine, FL 33043
Single Family
  1. Price: $4,449,000.00
  2. Price sqft: $1,085.12 / sqft
  3. Previous Price: $92,000
  4. Last Price Change: 09/01/25
  5. Days On Market: 71
  6. Bedrooms: 7
  7. Baths: 7
  8. Bldg sqft: 4100
  9. Acreage: 6.00 acres
  10. Pool: No
  11. Waterfront: Yes
  12. Waterfront Type: Oceanfront,Salt Ponds,Open Water,Canal Front,Bay Front
  13. Year Built: 1976
MLS#: 616497
  1. County: MONROE
  2. City: Big Pine
  3. Zipcode: 33043
  4. Subdivision: Long Beach Estates (33.0)
  5. Provided by: Pini Real Estate
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
1557 Long Beach Dr in Big Pine Key is more than a home, it's an opportunity to own one of the most unique properties in the Lower Keys. Set on a prime lot in the coveted Long Beach Estates, this CBS h
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680 Elma Avenue
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Details for 680 Elma Avenue, Big Pine, FL 33043
Single Family
  1. Price: $3,900,000.00
  2. Price sqft: $1,902.44 / sqft
  3. Previous Price: $225,000
  4. Last Price Change: 09/18/25
  5. Days On Market: 2
  6. Bedrooms: 4
  7. Baths: 4
  8. Bldg sqft: 2050
  9. Acreage: 0.66 acres
  10. Pool: Yes
  11. Spa/HotTub: Yes
  12. Waterfront: Yes
  13. Waterfront Type: Oceanfront,Open Water,Canal Front
  14. Year Built: 1971
MLS#: 617430
  1. County: MONROE
  2. City: Big Pine
  3. Zipcode: 33043
  4. Subdivision: Piney Point Sub (29.5)
  5. Provided by: Island Welcome Real Estate
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
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 exclu
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680 Elma Avenue
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Details for 680 Elma Avenue, Big Pine, FL 33043
Single Family
  1. Price: $3,790,000.00
  2. Price sqft: $1,848.78 / sqft
  3. Days On Market: 450
  4. Bedrooms: 4
  5. Baths: 4
  6. Bldg sqft: 2050
  7. Acreage: 0.66 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: Yes
  11. Waterfront Type: Canal Front,Oceanfront,Open Water
  12. Year Built: 1971
MLS#: 611292
  1. County: MONROE
  2. City: Big Pine
  3. Zipcode: 33043
  4. Subdivision: Piney Point Sub (29.5)
  5. Provided by: Island Welcome Real Estate
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Welcome to Tarpon Cove, an exclusive, resort like retreat nestled on a sprawling estate lot in the heart of Big Pine Key. This recently renovated home offers a perfect blend of modern elegance and nat
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32029 Marginella Drive
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Details for 32029 Marginella Drive, Big Pine, FL 33043
Single Family
  1. Price: $3,500,000.00
  2. Price sqft: $3,431.37 / sqft
  3. Days On Market: 567
  4. Bedrooms: 3
  5. Baths: 1
  6. Bldg sqft: 1020
  7. Acreage: 1.73 acres
  8. Pool: No
  9. Waterfront: Yes
  10. Waterfront Type: Canal Front,Open Water
  11. Year Built: 1992
MLS#: 609891
  1. County: MONROE
  2. City: Big Pine
  3. Zipcode: 33043
  4. Subdivision: Dolphin Estates (33.0)
  5. Provided by: Berkshire Hathaway Knight & Gardner
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Rare Waterfront Property on No Name Key: Your Gateway to Natural Florida Keys Living. Are you seeking privacy, breathtaking open water views, and exclusive boat dockage? Look no further than this exce
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