Homes in ZIP Code 33042

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  /32

  $450,000 Sold Aug 20, 2025

  701 Spanish Main Dr Unit 22, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 814 Sq Ft
  • Built 2016

  Last Sold Summary

  • 9% Below List Price
  • $553/SF
  • 283 Days On Market

  Last Listing Agent Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 22, Cudjoe Key, FL 33042
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  /36

  Est $2,481,670 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 3,224 Sq Ft

  333 Indies Rd, Ramrod Key, FL 33042

  333 Indies Rd, Ramrod Key, FL 33042
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  /2

  $52,000

  • Land

  0 Bk 2 Lt 24 Windward Beach Estate Unit 615586, Little Torch Key, FL 33042

  ROGO lot worth 2 points for DEDICATION purposes. Seller has county ROGO Letter of Land Dedication verifying lot is eligible for land dedication/2 points. Want to build quicker? This is a path. Buyer to verify points and process with Monroe County. See Documents tab for letter.

  Donna Pezzi Keller Williams Key West Compass Realty

  0 Bk 2 Lt 24 Windward Beach Estate Unit 615586, Little Torch Key, FL 33042
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  /30

  $1,185,000 Sold Nov 17, 2025

  478 Blackbeard Rd, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,116 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $1,062/SF
  • 0 Days On Market

  Last Listing Agent Jenny Perry Preferred Properties (KW)

  478 Blackbeard Rd, Summerland Key, FL 33042
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  /2

  Est $1,587,584 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  1931 Sugarloaf Blvd, Sugarloaf Key, FL 33042

  1931 Sugarloaf Blvd, Sugarloaf Key, FL 33042
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  /7

  $195,000

  • Land
  • 1.02 Acres
  • $191,177 per Acre

  0 Lot 15 Blk 2 Rd Unit 613920, Sugarloaf Key, FL 33042

  Build your dream home. Imagine waking up to the natural beauty of the Florida Keys on this 44,431sqft lot. It is a special lot that features mature trees. Near Sugarloaf School. 25 minutes to Key West.

  Elizabeth Greco-DeGrenier Coldwell Banker Schmitt RE Co.

  0 Lot 15 Blk 2 Rd Unit 613920, Sugarloaf Key, FL 33042
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  /36

  $330,000 Sold Apr 17, 2025

  701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft
  • Built 1983

  Last Sold Summary

  • 8% Below List Price
  • $453/SF
  • 63 Days On Market

  Last Listing Agent Frank Griffiths Lokation Real Estate

  701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042
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  /2

  Est $913,994 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,326 Sq Ft

  22842 Buccaneer Ln, Summerland Key, FL 33042

  22842 Buccaneer Ln, Summerland Key, FL 33042
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  /24

  $265,000

  • Land

  701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042

  RV Lot or Build your home here in the private, gated community of Venture Out on Cudjoe Key. 35' x 69' paved and cleared lot. Nightly rentals allowed here! Many amenities on-site including a boat ramp, marina store and fuel station. Basketball, bocce, tennis and pickleball courts. Heated saltwater swimming pool right by the ocean. Venture Out is a golf cart friendly community. There are always

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042
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  /27

  $730,000 Sold Mar 21, 2025

  27230 Brown Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Built 1996

  Last Sold Summary

  • 8% Below List Price
  • $588/SF
  • 102 Days On Market

  Current Estimated Value $781,718

  Last Listing Agent Amber DeBevec LoKation Real Estate

  27230 Brown Dr, Summerland Key, FL 33042
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  /24

  Est $965,839 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,482 Sq Ft

  19453 Seminole St, Sugarloaf Key, FL 33042

  19453 Seminole St, Sugarloaf Key, FL 33042
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  /24

  $375,000

  • Land

  701 Spanish Main Dr Unit 181, Cudjoe Key, FL 33042

  The Ultimate Canal-Front RV Oasis in Venture Out at Cudjoe KeyEscape to your own slice of paradise with this prime waterfront RV lot in the sought-after, gated community of Venture Out on Cudjoe Key. This lot is built for the avid water enthusiast and provides a perfect base for exploring the best of the Lower and Middle Florida Keys.Fully Prepped RV Pad: Bring your rig and start relaxing

  Carmen Brake Waterfront Keys Realty Inc.

  701 Spanish Main Dr Unit 181, Cudjoe Key, FL 33042
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  /45

  $799,000 Sold Aug 29, 2025

  17338 Dolphin St E, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,875 Sq Ft
  • Built 1963

  Last Sold Summary

  • 30% Below List Price
  • $426/SF
  • 171 Days On Market

  Current Estimated Value $884,684

  Last Listing Agent Alexa Morgan Buy The Keys

  17338 Dolphin St E, Summerland Key, FL 33042
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  /55

  Est $1,361,668 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,108 Sq Ft

  350 W Shore Dr, Summerland Key, FL 33042

  350 W Shore Dr, Summerland Key, FL 33042
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  /32

  $1,150,000

  • 2 Beds
  • 2 Baths
  • 1,175 Sq Ft

  27821 Leeward South Rd, Little Torch Key, FL 33042

  ***OPEN HOUSE*** Saturday February 7th 10am - 12pm. Location Location Location! This property offers lots of space, tons of privacy and stunning views. This home is situated on 2.38 acres of land with breathtaking open water views. Walk on to your newly refinished composite stairs to a walk around porch. Making access to the exterior of the home super easy. Interior layout is a large open floor

  Tracy Shields KeyIsle Realty

  27821 Leeward South Rd, Little Torch Key, FL 33042
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  /47

  $1,075,000 Sold Jul 30, 2025

  128 Le Grand Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1999

  Last Sold Summary

  • 16% Below List Price
  • $960/SF
  • 189 Days On Market

  Current Estimated Value $1,075,962

  Last Listing Agent Alain Majeau Berkshire Hathaway HomeServices Knight & Gardner Realty

  128 Le Grand Ln, Summerland Key, FL 33042
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  /64

  Est $1,640,882 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,801 Sq Ft

  553 Indies Rd, Summerland Key, FL 33042

  553 Indies Rd, Summerland Key, FL 33042
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  /24

  $580,175

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042

  Licensed Nightly Rental Property!! Discover island living at 701 Spanish Main Dr, Unit 79 in Cudjoe Key, FL. This charming property offers an unbeatable opportunity for investors or those seeking a tranquil retreat. Currently operating as a successful vacation rental, this home is perfectly positioned to generate income or serve as your own private oasis. This property promises both convenience

  Sarah Dolson Keller Williams Key West Compass Realty

  701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042
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  /40

  $940,000 Sold Jun 02, 2025

  763 Diane Ave, Little Torch Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 2012

  Last Sold Summary

  • 6% Below List Price
  • $791/SF
  • 15 Days On Market

  Current Estimated Value $946,029

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  763 Diane Ave, Little Torch Key, FL 33042
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  /49

  Est $1,209,430 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  403 Indies Rd, Ramrod Key, FL 33042

  403 Indies Rd, Ramrod Key, FL 33042
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  /76

  $869,999

  • 2 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  19512 Aztec St, Summerland Key, FL 33042

  Motivated seller! Bring all Reasonable offers 2 bedrooms, 1.5 baths with a 500sq ft screened lanai in the main building. There are 2 additional buildings that could be used as offices or bedrooms. Custom Pool with jacuzzi and swim jet. Completely remodeled in 2020 with new roof, new A/C. Located in the established Indian Mound Estates neighborhood w/ Access to private boat ramp with cabana and

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  19512 Aztec St, Summerland Key, FL 33042
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  /34

  $762,000 Sold Jan 22, 2026

  726 Jamaica Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1986

  Last Sold Summary

  • 15% Below List Price
  • $486/SF
  • 325 Days On Market

  Last Listing Agent Natallie Liz Expert Realty LLC (HQ)

  726 Jamaica Ln, Summerland Key, FL 33042
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  /16

  Est $919,880 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft

  273 Indies Rd, Summerland Key, FL 33042

  273 Indies Rd, Summerland Key, FL 33042
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  /10

  $335,000

  • Land

  0 Indies Rd, Ramrod Key, FL 33042

  Waterfront vacant lot located on Ramrod Key in an established canal community on the oceanside of the Lower Keys. This property offers boating access to the Atlantic with connectivity to Florida Bay. No building permit is currently in place; buyers may pursue development through ROGO or obtain a separate building right. Conveniently situated between Marathon and Key West, offering easy access to

  Jenifer Hirsch Bluescape Real Estate

  0 Indies Rd, Ramrod Key, FL 33042
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  /23

  $690,000 Sold Feb 11, 2025

  17295 Keystone Rd, Sugarloaf Shores, FL 33042

  • Land

  Last Sold Summary

  • 7% Below List Price
  • 8 Days On Market

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  17295 Keystone Rd, Sugarloaf Shores, FL 33042
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  /62

  Est $4,960,702 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,421 Sq Ft

  1141 Ocean Dr, Summerland Key, FL 33042

  1141 Ocean Dr, Summerland Key, FL 33042
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  /4

  $300,000

  • Land

  27426 Martinique Ln, Summerland Key, FL 33042

  Vacant 6,000 SF lot in desirable Ramrod Key, ideally positioned near the world-class Looe Key Reef and just a five-minute boat ride to Picnic Island. This property offers an exceptional opportunity to build in one of the Lower Keys' most sought-after lifestyle locations. Walking distance to local favorites including The Tiki Bar and Boondocks Grille & Draft House. Buyer to obtain building permit

  Kasey Fey Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  27426 Martinique Ln, Summerland Key, FL 33042
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  /40

  $1,115,000 Sold Sep 10, 2025

  28552 Maracaibo Rd, Little Torch Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 988 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $1,129/SF
  • 8 Days On Market

  Current Estimated Value $1,108,592

  Last Listing Agent Teri Hiller Coldwell Banker Schmitt Real Estate Co.

  28552 Maracaibo Rd, Little Torch Key, FL 33042
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  /37

  Est $1,166,166 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,368 Sq Ft

  716 Caribbean Dr E, Summerland Key, FL 33042

  716 Caribbean Dr E, Summerland Key, FL 33042
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  /12

  $599,000

  • Land
  • 0.27 Acre
  • $2,183,468 per Acre

  16841 Driftwood Ln, Sugarloaf Shores, FL 33042

  **Tier III Beautiful Buildable Canal Front Lot in Sugarloaf Shores!**Discover an exceptional opportunity in the prestigious Sugarloaf Shores neighborhood with this oversized canal front lot, boasting 11,950 square feet. This prime piece of real estate offers quick boating access to both the Gulf of Mexico and the Atlantic Ocean.Key features include:- **Unparalleled Location:** Just 14 miles from

  Daiane Sardinas Carvalho Centennial Realty Group, LLC

  16841 Driftwood Ln, Sugarloaf Shores, FL 33042
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  /42

  $775,000 Sold Oct 01, 2025

  22988 Port Royal Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,122 Sq Ft
  • Built 1998

  Last Sold Summary

  • 6% Below List Price
  • $691/SF
  • 68 Days On Market

  Current Estimated Value $783,998

  Last Listing Agent Walter Ceballos, P.A. Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  22988 Port Royal Ln, Summerland Key, FL 33042
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  /40

  Est $2,216,185 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  20995 2nd Ave W, Summerland Key, FL 33042

  20995 2nd Ave W, Summerland Key, FL 33042
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  /65

  $1,099,000

  • 4 Beds
  • 3 Baths
  • 2,448 Sq Ft

  165 Cutlass Ln, Summerland Key, FL 33042

  Discover Your Dream Waterfront Home in the Florida Keys! This stunning canal-front residence boasts 4 spacious bedrooms and 3 bathrooms. With 2,448 sq. ft. of thoughtfully laid-out living space, this home is perfect for accommodating large families and entertaining guests.Step onto the expansive covered balconies on both floors, where you can relax and take in the serene canal views. The generous

  Justyn Ewald Expert Realty LLC (HQ)

  165 Cutlass Ln, Summerland Key, FL 33042
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  /77

  $2,500,000 Sold Jul 15, 2025

  943 Flagship Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft
  • Built 2001

  Last Sold Summary

  • 7% Below List Price
  • $1,395/SF
  • 121 Days On Market

  Current Estimated Value $2,511,481

  Last Listing Agent Lisa Swanson The Agency Florida Keys

  943 Flagship Dr, Summerland Key, FL 33042
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  /49

  Est $6,867,717 Not Listed For Sale

  • 10 Beds
  • 11.5 Baths
  • 10,607 Sq Ft

  17279 Oleander Ln, Sugarloaf Key, FL 33042

  17279 Oleander Ln, Sugarloaf Key, FL 33042
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  /40

  $925,000

  • 3 Beds
  • 2 Baths
  • 1,034 Sq Ft

  28571 Buccaneer Rd, Summerland Key, FL 33042

  Embrace the ultimate Keys lifestyle in this charming waterfront hone, where every day feels like a vacation. Located just minutes from ocean access no bridges, this property is a fisherman's paradiseThis 3-bedroom, 2-bath home offers Hardie board Siding metal roof an open floor plan. The newly updated kitchen features exquisite granite countertops, stainless steel appliances, and a large island

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  28571 Buccaneer Rd, Summerland Key, FL 33042
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  /39

  $650,000 Sold Apr 25, 2025

  25161 Center St, Summerland Key, FL 33042

  • 1 Bed
  • 1.5 Baths
  • 1,024 Sq Ft
  • Built 1958

  Last Sold Summary

  • 4% Below List Price
  • $635/SF
  • 6 Days On Market

  Current Estimated Value $636,471

  Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

  25161 Center St, Summerland Key, FL 33042
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  /2

  Est $927,454 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  22974 John Avery Ln, Summerland Key, FL 33042

  22974 John Avery Ln, Summerland Key, FL 33042
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  /2

  $324,999

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  37 Yardarm Rd Unit 1, Cudjoe Key, FL 33042

  This sale is for one 6000 square foot lot with a home in need of repairs or replacement. The value of this property is in the ROGO EXEMPT status. All the utilities are there and I can give you clear title for this property upon closing.Adjacent to this property is lots #35 & 36. They are also available making a total parcel of 18,000 square feet.

  Joseph Ordini Keller Williams Key West Compass Realty

  37 Yardarm Rd Unit 1, Cudjoe Key, FL 33042
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  /41

  $970,000 Sold May 27, 2025

  366 Sawyer Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,390 Sq Ft
  • Built 1988

  Last Sold Summary

  • 19% Below List Price
  • $698/SF
  • 4 Days On Market

  Current Estimated Value $1,004,635

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  366 Sawyer Dr, Summerland Key, FL 33042

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