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  1. School = Key West
  2. Listing Status = Active
4 Shore Drive
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Details for 4 Shore Drive, Key West, FL 33040
Single Family
  1. Price: $650,000.00
  2. Price sqft: $643.56 / sqft
  3. Days On Market: 16
  4. Bedrooms: 2
  5. Baths: 2
  6. Bldg sqft: 1010
  7. Acreage: 0.00 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1964
MLS#: B26012772
  1. County: Monroe
  2. City: Key West
  3. Zipcode: 33040
  4. Subdivision: Bay Point Trailer Park 1st Add
  5. Elementary School: Sugarloaf
  6. Middle School: Sugarloaf
  7. High School: Key West
  8. Provided by: Coldwell Banker Schmitt RE Co
  9. Provided through
  10. DMCA Notice
Million dollar views! Ocean and Gulf views make this an affordable waterfront gem. Situated in the quiet and peaceful Bay Point neighborhood, this home is only 17 miles from Key West allowing quick ci
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22920 Privateer Drive
Foreclosure
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Details for 22920 Privateer Drive, Cudjoe Key, FL 33042
Single Family
  1. Price: $590,000.00
  2. Price sqft: $173.94 / sqft
  3. Previous Price: $790,000
  4. Last Price Change: 04/20/26
  5. Days On Market: 28
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 3392
  10. Acreage: 0.00 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1980
MLS#: B26007553
  1. County: Monroe
  2. City: Cudjoe Key
  3. Zipcode: 33042
  4. Subdivision: Cutthroat Harbor Ests
  5. Elementary School: Sugarloaf
  6. Middle School: Sugarloaf
  7. High School: Key West
  8. Provided by: Global Luxury Realty LLC
  9. Provided through
  10. DMCA Notice
Following a monumental $200,000 price drop, this is a rare opportunity to own a waterfront escape at an absolutely unbeatable price point. Launch your boat right from the backyard and enjoy world clas
Listing Details and 39 Additional Pictures
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712 Galveston Lane 1
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Details for 712 Galveston Lane 1, Key West, FL 33040
Condominium
  1. Price: $575,000.00
  2. Price sqft: $1,093.16 / sqft
  3. Days On Market: 18
  4. Bedrooms: 1
  5. Baths: 1
  6. Bldg sqft: 526
  7. Acreage: 0.00 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1981
MLS#: B26011734
  1. County: Monroe
  2. City: Key West
  3. Zipcode: 33040
  4. Subdivision: Old Town Unrecord (1.0)
  5. Building: Old Town Unrecord (1.0)
  6. High School: Key West
  7. Provided by: Coldwell Banker Schmitt RE Co
  8. Provided through
  9. DMCA Notice
Perched atop Solares Hill, the highest point in Key West, this Old Town luxury CBS condo offers an exceptional blend of location and lifestyle. Ideally situated on Galveston Lane, you're just a short
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2601 Roosevelt Boulevard 608b
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Details for 2601 Roosevelt Boulevard 608b, Key West, FL 33040
Condominium
  1. Price: $549,000.00
  2. Price sqft: $728.12 / sqft
  3. Previous Price: $599,000
  4. Last Price Change: 02/21/26
  5. Days On Market: 176
  6. Bedrooms: 1
  7. Baths: 1
  8. Bldg sqft: 754
  9. Acreage: 8.00 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 1967
MLS#: R11136519
  1. County: Monroe
  2. City: Key West
  3. Zipcode: 33040
  4. Subdivision: Key West By The Sea
  5. Building: Key West By The Sea
  6. High School: Key West
  7. Provided by: Coldwell Banker Schmitt RE Co
  8. Provided through
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Only steps away from our island's largest and most serene sandy beach, this top floor unit offers an unbeatable location for swimming, snorkeling, bicycling and beach walks. Enjoy stunning ocean and p
Listing Details and 26 Additional Pictures
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1801 Roosevelt M-28 Boulevard
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Details for 1801 Roosevelt M-28 Boulevard, Key West, FL 33040
Land
  1. Price: $250,000.00
  2. Days On Market: 71
  3. Acreage: 0.00 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: R11163184
  1. County: Monroe
  2. City: Key West
  3. Zipcode: 33040
  4. Subdivision: Garrison Bight Marina
  5. High School: Key West
  6. Provided by: Berkshire Hathaway Florida Realty
  7. Provided through
  8. DMCA Notice
LIVE IN PARADISE AFFORDABLE LIVEABOARD Houseboat & Slip (Package) at Garrison Bight Marina (Houseboat Row). It's a Leasehold to the City of Key West and with the Transfer of Title to your name. NO REN
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1801 Roosevelt Boulevard
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Details for 1801 Roosevelt Boulevard, Key West, FL 33040
Land
  1. Price: $169,000.00
  2. Days On Market: 29
  3. Acreage: 0.00 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: B26007496
  1. County: Monroe
  2. City: Key West
  3. Zipcode: 33040
  4. Subdivision: Garrison Bight Marina
  5. High School: Key West
  6. Provided by: Coldwell Banker Schmitt RE Co
  7. Provided through
  8. DMCA Notice
The ultimate waterfront living with this 34' 1987 Corker Holiday Mansion Houseboat at the City's Garrison Bight Marina. Sold together with the leasehold slip for a seamless transition into your new m
Listing Details and 19 Additional Pictures
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0 Bk 14 Lt 1 Vacant Land
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Details for 0 Bk 14 Lt 1 Vacant Land, Cudjoe Key, FL 33042
Land
  1. Price: $75,000.00
  2. Previous Price: $89,000
  3. Last Price Change: 04/21/26
  4. Days On Market: 25
  5. Acreage: 0.16 acres
  6. Pool: No
  7. Waterfront: No
  8. Year Built: Not Available
MLS#: B26008689
  1. County: Monroe
  2. City: Cudjoe Key
  3. Zipcode: 33042
  4. Subdivision: Cutthroat Harbor Estates 1st A
  5. Elementary School: Sugarloaf
  6. Middle School: Sugarloaf
  7. High School: Key West
  8. Provided by: LoKation
  9. Provided through
  10. DMCA Notice
**PROPERTY DESCRIPTION** Oceanfront vacant lot in Cudjoe Key, FL (Block 14, Lot 1). Buildable residential parcel located in a platted subdivision, offering open water views and excellent investment p
Listing Details and 1 Additional Pictures
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Tropic Shores Realty - Crystal River
Equal Housing Opportunity
Listing Data ©2026 Greater Fort Lauderdale REALTORS®
Listings provided courtesy of The Hernando County Association of Realtors MLS.
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