Homes in ZIP Code 33042

• 

  

  

  /40

  Est $973,501 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  93 Venetian Way, Summerland Key, FL 33042

  93 Venetian Way, Summerland Key, FL 33042
• 

  

  /2

  $115,000

  • Land
  • 1.27 Acres
  • $90,552 per Acre

  Lot 5 Mira Rd, Sugarloaf Key, FL 33042

  This lot is worth 4 points to be used towards obtaining a building permit in the ROGO system. Please contact Monroe County to verify information. Seller has several point lots for sale.

  Pamela Stangler Expert Realty LLC

  Lot 5 Mira Rd, Sugarloaf Key, FL 33042
• 

  

  

  /20

  $190,000 Sold Feb 27, 2025

  28587 Peg Leg Rd, Little Torch Key, FL 33042

  • Land

  Last Sold Summary

  • 5% Below List Price
  • 80 Days On Market

  Last Listing Agent Tylon Fraley Southeast Realty Equities, Inc

  28587 Peg Leg Rd, Little Torch Key, FL 33042
• 

  

  

  /48

  Est $657,382 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  27018 Angelfish Rd, Summerland Key, FL 33042

  27018 Angelfish Rd, Summerland Key, FL 33042
• 

  

  

  /34

  $980,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  131 Doubloon Ln, Summerland Key, FL 33042

  3BR/2BA waterfront home on Doubloon Lane offering classic Florida Keys living and relaxation. Features include a pool, large covered patio, sun deck, and a 10,000-lb boat lift, ideal for boating and outdoor enjoyment. Upstairs living area includes impact windows and a new hot water heater (2024).The downstairs area includes two large storage rooms, one of which features a fully functioning

  Jenifer Hirsch Bluescape Real Estate

  131 Doubloon Ln, Summerland Key, FL 33042
• 

  

  /38

  $1,600,000 Sold Feb 06, 2026

  27314 Saint Lucie Ln, Ramrod Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,666 Sq Ft
  • Built 2025

  Last Sold Summary

  • 6% Below List Price
  • $960/SF
  • 109 Days On Market

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

  27314 Saint Lucie Ln, Ramrod Key, FL 33042
• 

  

  /19

  Est $909,148 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  221 Cutthroat Dr, Summerland Key, FL 33042

  221 Cutthroat Dr, Summerland Key, FL 33042
• 

  

  /3

  $60,000

  • Land

  Lot 10 Rainbow Beach, Big Torch Key, FL 33042

  Tier 1 lot available for ROGO Donation use only. This property cannot be built on and no RV use is permitted. The sale includes a ROGO Dedication Letter valued at 2 points, providing a valuable advantage in the Monroe County permit allocation system.

  Shanti Cope Coldwell Banker Schmitt Key Largo

  Lot 10 Rainbow Beach, Big Torch Key, FL 33042
• 

  

  /58

  $835,000 Sold May 28, 2025

  23920 Overseas Hwy, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Built 2022

  Last Sold Summary

  • 2% Below List Price
  • $672/SF
  • 60 Days On Market

  Current Estimated Value $885,254

  Last Listing Agent Aleida Ramirez United Realty Group Inc

  23920 Overseas Hwy, Summerland Key, FL 33042
• 

  /2

  Est $1,026,694 Not Listed For Sale

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

  27310 W Indies Dr, Summerland Key, FL 33042

  27310 W Indies Dr, Summerland Key, FL 33042
• 

  

  /5

  $139,000

  • Land

  Lot 6 Date Palm Dr, Sugarloaf Key, FL 33042

  Tier 3 Lot.Discover the potential of this expansive 15,000 sq ft dry lot in Sugarloaf Key, just 20 minutes from Key West, FL. Ideal for creating your dream island retreat, this property offers ample space.

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  Lot 6 Date Palm Dr, Sugarloaf Key, FL 33042
• 

  

  /35

  $945,000 Sold May 15, 2025

  17182 Starfish Ln W, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft
  • Built 1991

  Last Sold Summary

  • 3% Below List Price
  • $747/SF
  • 6 Days On Market

  Current Estimated Value $987,943

  Last Listing Agent Daniel Urban Expert Realty LLC (HQ)

  17182 Starfish Ln W, Summerland Key, FL 33042
• 

  

  /36

  Est $1,150,930 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,518 Sq Ft

  27328 Jamaica Ln, Summerland Key, FL 33042

  27328 Jamaica Ln, Summerland Key, FL 33042
• 

  

  /74

  $3,250,000

  • 4 Beds
  • 4 Baths
  • 1,804 Sq Ft

  17385 Keystone Rd, Summerland Key, FL 33042

  Stunning open water views from this fabulous waterfront home! A truly rare and highly coveted point lot on prestigious Sugarloaf Key, offering breathtaking panoramic open water views, exceptional privacy, and unmatched boating access. These point lots are extremely limited and among the most sought-after properties on Sugarloaf, prized for their expansive water frontage and commanding views of

  Lisa Swanson The Agency Florida Keys

  17385 Keystone Rd, Summerland Key, FL 33042
• 

  

  /35

  $669,000 Sold Oct 24, 2025

  28212 Gato Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,077 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $621/SF
  • 80 Days On Market

  Current Estimated Value $678,865

  Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

  28212 Gato Rd, Summerland Key, FL 33042
• 

  

  /61

  Est $2,000,269 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  17153 Buttonwood Dr W, Summerland Key, FL 33042

  17153 Buttonwood Dr W, Summerland Key, FL 33042
• 

  

  /21

  $875,000

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

  27360 Saint Croix Ln, Summerland Key, FL 33042

  Enjoy the Keys lifestyle in one of the Lower Key's most desirable communities - Breezeswept! Here you'll enjoy island living with the convenience of being just a short drive to Key West. This waterfront home sits on a wide canal with 60 feet of concrete dock that includes one 15,000 boat lift, one davit set. The home is offered turnkey with all the furniture if you wish. The canal offers

  Terry Bush Bluescape Real Estate

  27360 Saint Croix Ln, Summerland Key, FL 33042
• 

  

  /41

  $650,000 Sold Jul 01, 2025

  22882 Buccaneer Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1984

  Last Sold Summary

  • 19% Below List Price
  • $580/SF
  • 81 Days On Market

  Current Estimated Value $689,014

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

  22882 Buccaneer Ln, Summerland Key, FL 33042
• 

  

  /39

  Est $1,708,070 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,426 Sq Ft

  17056 Wahoo Ln, Summerland Key, FL 33042

  17056 Wahoo Ln, Summerland Key, FL 33042
• 

  

  /27

  $350,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042

  Canal-front opportunity in Venture Out! This 1 bedroom / 1 bath property offers a 17' seawall and endless potential for future use. Whether you're envisioning a personal Keys retreat or re-imagining the space as an RV lot, this property provides flexibility in a highly desirable, gated waterfront community. Enjoy all Venture Out amenities including marina access, boat ramp, pools, recreational

  Jenifer Hirsch Bluescape Real Estate

  701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042
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  /42

  $1,450,000 Sold Jun 23, 2025

  17177 Bonita Ln W, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft
  • Built 1978

  Last Sold Summary

  • 19% Below List Price
  • $1,018/SF
  • 362 Days On Market

  Current Estimated Value $1,464,455

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

  17177 Bonita Ln W, Summerland Key, FL 33042
• 

  

  /81

  Est $1,526,474 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  23041 Snapper Ln, Summerland Key, FL 33042

  23041 Snapper Ln, Summerland Key, FL 33042
• 

  

  /7

  $800,000

  • Land
  • 0.18 Acre
  • $4,444,444 per Acre

  28525 Jolly Roger Dr, Little Torch Key, FL 33042

  RARE opportunity to own a build ready canal front lot in the heart of Little Torch Key. Tucked away on a quiet dead end road near the end of the island, this prime waterfront parcel offers the best of both worlds! Open water views from the front and a deep canal with seawall along the back. Enjoy unobstructed ocean and sky views from your front porch with no homes across the street ever, creating

  Fazana Haniff FHG Realty, LLC.

  28525 Jolly Roger Dr, Little Torch Key, FL 33042
• 

  

  /52

  $2,300,000 Sold Sep 12, 2025

  23086 Snapper Ln, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 2,586 Sq Ft
  • Built 1985

  Last Sold Summary

  • 8% Below List Price
  • $889/SF
  • 147 Days On Market

  Current Estimated Value $2,373,365

  Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

  23086 Snapper Ln, Summerland Key, FL 33042
• 

  

  /19

  Est $830,494 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  22910 Privateer Dr, Summerland Key, FL 33042

  22910 Privateer Dr, Summerland Key, FL 33042
• 

  

  /47

  $455,000

  • Land

  701 Spanish Main Dr Unit LOT 496, Cudjoe Key, FL 33042

  ROGO exempt RV Lot 496 - Waterfront Lot in Venture Out, Cudjoe Key, Mile Marker 23Bring your RV or build your Florida Keys dream home without the hassle of going through the ROGO process.Waterfront RV lot located in the gated community of Venture Out on Cudjoe Key. Lot 496 has a concrete pad, offering a durable, low-maintenance surface ideal for RV parking and outdoor living.The property features

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit LOT 496, Cudjoe Key, FL 33042
• 

  

  /42

  $630,000 Sold Jul 21, 2025

  92 Frazier Ln, Summerland Key, FL 33042

  • 2 Beds
  • 3 Baths
  • 768 Sq Ft
  • Built 1980

  Last Sold Summary

  • 9% Below List Price
  • $820/SF
  • 43 Days On Market

  Current Estimated Value $620,892

  Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  92 Frazier Ln, Summerland Key, FL 33042
• 

  /2

  Est $1,539,007 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft

  27362 Anguila Ln, Summerland Key, FL 33042

  27362 Anguila Ln, Summerland Key, FL 33042
• 

  

  /22

  $1,150,000

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  1331 Hudgins Dr, Summerland Key, FL 33042

  Location, Location and Location Enter the Palm Tree Stained-glass Impact door to 24-inch Travertine floors and Nine-foot ceilings throughout. The Master Bedroom has double French doors With a Tropical Stained-glass Floral Design. 1060 sq-ft 2 Bedroom 2 Bath, nine-foot ceilings, All Travertine/Tile Bathrooms with Skylights, heaters and extra storage, finished closets and two waterside triple

  Camilo Perez Home Sold Realty, LLC

  1331 Hudgins Dr, Summerland Key, FL 33042
• 

  

  /16

  $785,000 Sold Jul 25, 2025

  27384 Barbuda Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1993

  Last Sold Summary

  • 17% Below List Price
  • $668/SF
  • 125 Days On Market

  Current Estimated Value $819,369

  Last Listing Agent Lisa Carter Florida Keys Realty, Inc.

  27384 Barbuda Ln, Summerland Key, FL 33042
• 

  

  /34

  Est $927,088 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  320 Spanish Main Dr, Summerland Key, FL 33042

  320 Spanish Main Dr, Summerland Key, FL 33042
• 

  

  /33

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  17226 Jamaica Ln, Summerland Key, FL 33042

  Completely remodeled, turn key 3 bed 2 bath canal front home that.backs up to the nature's preserve. Home features large pool with a bar area and 300 square feet enclosed storage ,mature landscaping and concrete wall with automatic gate . Easy boating access from new concrete dock to Atlantic ocean side and the Gulf. Actively profitable Airbnb home

  Stephen Hachey

  17226 Jamaica Ln, Summerland Key, FL 33042
• 

  

  /14

  $1,250,000 Sold Aug 11, 2025

  365 Pirates Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1976

  Last Sold Summary

  • 6% Below List Price
  • $893/SF
  • 47 Days On Market

  Current Estimated Value $1,233,307

  Last Listing Agent Christopher Tanaka Coldwell Banker Schmitt RE Co.

  365 Pirates Rd, Summerland Key, FL 33042
• 

  

  /41

  Est $441,828 Not Listed For Sale

  701 Spanish Main Dr Unit 416, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 416, Cudjoe Key, FL 33042
• 

  

  /9

  $3,500,000

  • Land

  19657 Seminole St, Sugarloaf Key, FL 33042

  Unique Waterfront Property with Opportunity to Build Your Dream MansionWelcome to your once-in-a-lifetime opportunity to own a truly exceptional waterfront property in the Florida Keys. This expansive property boasts a total of 3 lots ensuring unparalleled potential for building your waterfront mansion.Property comes with build back letter. There's not another property like this south of

  Derek Epperly Engel & Volkers Key West

  19657 Seminole St, Sugarloaf Key, FL 33042
• 

  

  /17

  $16,000 Sold Oct 28, 2025

  0 Budd Key Aly Unit 616603, Cudjoe Key, FL 33042

  • Land

  Last Sold Summary

  • 23% Below List Price
  • 12 Days On Market

  Last Listing Agent Bobby Coe RE/MAX Keys Connection (KW)

  0 Budd Key Aly Unit 616603, Cudjoe Key, FL 33042
• 

  

  /37

  Est $899,714 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  139 Le Grand Ln, Summerland Key, FL 33042

  139 Le Grand Ln, Summerland Key, FL 33042
• 

  

  /24

  $849,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  853 Indies Rd, Summerland Key, FL 33042

  Move right into this well-maintained 3-bedroom, 2-bath canal front home, built in 2006 and cared for with pride. The bright, open layout features a split floor plan that offers comfortable space for everyday living and entertaining.The primary bedroom includes an en-suite bath and a versatile bonus room -- ideal for a home office, nursery, or cozy retreat. Step outside to enjoy peaceful canal

  Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

  853 Indies Rd, Summerland Key, FL 33042
• 

  

  /59

  $900,000 Sold Oct 31, 2025

  28550 Doubloon Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 2,371 Sq Ft
  • Built 1996

  Last Sold Summary

  • 18% Below List Price
  • $380/SF
  • 181 Days On Market

  Current Estimated Value $973,805

  Last Listing Agent Kelly Randin RE/MAX All Keys Real Estate

  28550 Doubloon Rd, Summerland Key, FL 33042
• 

  

  /27

  Est $1,853,054 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,406 Sq Ft

  22836 Port Royal Ln, Summerland Key, FL 33042

  22836 Port Royal Ln, Summerland Key, FL 33042

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