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Details for 0 Howell Key, Summerland, FL 33042
Single Family
  1. Price: $21,900,000.00
  2. Price sqft: $6,456.37 / sqft
  3. Days On Market: 524
  4. Bedrooms: 5
  5. Baths: 4
  6. Bldg sqft: 3392
  7. Acreage: 9.69 acres
  8. Pool: No
  9. Waterfront: Yes
  10. Waterfront Type: Oceanfront,Open Water,Gulf Front
  11. Year Built: 2012
MLS#: 610746
  1. County: MONROE
  2. City: Summerland
  3. Zipcode: 33042
  4. Subdivision: Niles Channel Sub (25.0)
  5. Provided by: Ocean Sotheby's International Realty
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Welcome to Howell Key! This unique island oasis, purchased in 2010, was developed as an off grid, private family retreat for a multi generational remote getaway. Now, this breathtaking 9.69 acre turnk
Details for 15760 Old State Road 4a, Sugarloaf, FL 33042
Single Family
  1. Price: $19,750,000.00
  2. Price sqft: $4,486.60 / sqft
  3. Days On Market: 17
  4. Bedrooms: 6
  5. Baths: 7
  6. Bldg sqft: 4402
  7. Acreage: 5.33 acres
  8. Pool: No
  9. Waterfront: Yes
  10. Waterfront Type: Oceanfront
  11. Year Built: 1976
MLS#: 617534
  1. County: MONROE
  2. City: Sugarloaf
  3. Zipcode: 33042
  4. Subdivision: Sugarloaf Beach (17.0)
  5. Provided by: The Agency Florida Keys
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Rare Private Sandy Beach Oceanfront Estate with endless open ocean views, just 30 minutes to Key West! This is a once in a lifetime opportunity to own over 5 acres of sprawling oceanfrontage on excl
Details for 26450 Overseas Highway, Ramrod, FL 33042
Land
  1. Price: $14,990,000.00
  2. Acreage: 186.00 acres
  3. Pool: No
  4. Waterfront: Yes
  5. Waterfront Type: Oceanfront,Open Water
  6. Year Built: Not Available
MLS#: 610800
  1. County: MONROE
  2. City: Ramrod
  3. Zipcode: 33042
  4. Subdivision: Ramrod Shores Marina (27.0)
  5. Provided by: Terra Real Estate LLC
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
North Niles @ Ramrod Key: Premier Real Estate Development Opportunity in the Florida Keys.Located in the Florida Keys on Overseas Highway, Ramrod Key was named after a ship named Ramrod, which was wre
Details for 21540 21470 Overseas Highway, Cudjoe, FL 33042
Multi-Family
  1. Price: $14,495,000.00
  2. Days On Market: 547
  3. Bedrooms: 31
  4. Baths: 19
  5. Acreage: 3.50 acres
  6. Pool: Yes
  7. Waterfront: Yes
  8. Waterfront Type: Oceanfront,Open Water,Bay Front
  9. Year Built: 1958
MLS#: 610484
  1. County: MONROE
  2. City: Cudjoe
  3. Zipcode: 33042
  4. Subdivision: Sacarma (21.0)
  5. Provided by: Select Properties of NWFL
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Located on Cudjoe Key, only 20 miles from Key West. Transient use property, over 3.5 acres, 15 units (15 ROGO exemptions), over 300 feet of water frontage, boat basin, 3 concrete docks, one wooden doc
Details for 785 Sawyer Drive, Cudjoe, FL 33042
Single Family
  1. Price: $12,900,000.00
  2. Price sqft: $2,994.43 / sqft
  3. Days On Market: 310
  4. Bedrooms: 7
  5. Baths: 6
  6. Bldg sqft: 4308
  7. Acreage: 0.92 acres
  8. Pool: Yes
  9. Waterfront: Yes
  10. Waterfront Type: Oceanfront,Open Water,Canal Front
  11. Year Built: 2019
MLS#: 613645
  1. County: MONROE
  2. City: Cudjoe
  3. Zipcode: 33042
  4. Subdivision: Cudjoe Gardens (21.0)
  5. Provided by: Coldwell Banker Schmitt Lower Keys (KW)
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Welcome to Cypress Point, an exceptional and highly private oceanfront estate on almost 1 acre on Cudjoe Key, where luxury and coastal beauty seamlessly blend. Behind a private electric gate, this 7 B
Details for 1041 Buttonwood Drive, Sugarloaf, FL 33042
Single Family
  1. Price: $11,000,000.00
  2. Price sqft: $2,247.65 / sqft
  3. Previous Price: $258,888
  4. Last Price Change: 12/16/25
  5. Days On Market: 8
  6. Bedrooms: 6
  7. Baths: 8
  8. Bldg sqft: 4894
  9. Acreage: 0.30 acres
  10. Pool: Yes
  11. Spa/HotTub: Yes
  12. Waterfront: Yes
  13. Waterfront Type: Open Water
  14. Year Built: 2025
MLS#: 617664
  1. County: MONROE
  2. City: Sugarloaf
  3. Zipcode: 33042
  4. Subdivision: Sugarloaf Shores (17.0)
  5. Provided by: The Agency Florida Keys
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Masterpiece of Modern Strength & Luxury | Brand New Concrete Waterfront Estate on Prestigious Sugarloaf Key!This extraordinary new construction stunner is engineered as a rare modern fortress built
Details for 1151 Ocean Drive, Summerland, FL 33042
Single Family
  1. Price: $7,995,000.00
  2. Price sqft: $2,023.03 / sqft
  3. Days On Market: 451
  4. Bedrooms: 5
  5. Baths: 6
  6. Bldg sqft: 3952
  7. Acreage: 0.81 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: Yes
  11. Waterfront Type: Oceanfront,Open Water
  12. Year Built: 2007
MLS#: 611557
  1. County: MONROE
  2. City: Summerland
  3. Zipcode: 33042
  4. Subdivision: Summerland Beach (25.0)
  5. Provided by: Berkshire Hathaway Knight & Gardner
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
TROPHY OCEANFRONT ESTATE! This one of a kind luxury estate offers an unparalleled coastal lifestyle on 120 feet of prime oceanfront. Designed for the discerning buyer, this breathtaking property combi
Details for 0 Melody  , Summerland, FL 33042
Single Family
  1. Price: $7,000,000.00
  2. Price sqft: $2,455.28 / sqft
  3. Days On Market: 116
  4. Bedrooms: 3
  5. Baths: 4
  6. Bldg sqft: 2851
  7. Acreage: 3.91 acres
  8. Pool: No
  9. Waterfront: Yes
  10. Waterfront Type: Oceanfront
  11. Year Built: 1992
MLS#: 616249
  1. County: MONROE
  2. City: Summerland
  3. Zipcode: 33042
  4. Subdivision: Snug Harbor Sub (25.0)
  5. Provided by: Royal Palms Realty (KW)
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
An unparalleled opportunity to own your own private island in the Florida Keys. Melody Key is a true rarity an off grid sanctuary offering complete privacy, turquoise waters in every direction, and n
Details for 15420 Old State Road 4a, Sugarloaf, FL 33042
Single Family
  1. Price: $6,900,000.00
  2. Price sqft: $1,530.27 / sqft
  3. Days On Market: 429
  4. Bedrooms: 4
  5. Baths: 4
  6. Bldg sqft: 4509
  7. Acreage: 0.89 acres
  8. Pool: No
  9. Waterfront: Yes
  10. Waterfront Type: Oceanfront,Open Water
  11. Year Built: 1996
MLS#: 611828
  1. County: MONROE
  2. City: Sugarloaf
  3. Zipcode: 33042
  4. Subdivision: Sugarloaf Beach (17.0)
  5. Provided by: Coldwell Banker Schmitt Lower Keys (KW)
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Stunning Sugarloaf Beach estate, with Open Water Views, infinity pool, and private, wide sandy beach, surrounded by nature! Currently utilized as a successful vacation rental, where nightly rentals ar
Details for 220 Caribbean Drive, Summerland, FL 33042
Single Family
  1. Price: $6,490,000.00
  2. Price sqft: $1,302.95 / sqft
  3. Days On Market: 376
  4. Bedrooms: 6
  5. Baths: 7
  6. Bldg sqft: 4981
  7. Acreage: 0.00 acres
  8. Pool: No
  9. Waterfront: Yes
  10. Waterfront Type: Oceanfront
  11. Year Built: 2024
MLS#: 612581
  1. County: MONROE
  2. City: Summerland
  3. Zipcode: 33042
  4. Subdivision: Summerland Key Cove (25.0)
  5. Provided by: Island Real Estate Company Florida Keys
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Experience unparalleled luxury in this Brand New Custom Built 6,128 SQ FT concrete constructed oceanfront home situated in prestigious Summerland Key. With 90 feet of ocean frontage and breathtaking
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