Homes in ZIP Code 33042

• 

  

  /2

  Est $871,381 Not Listed For Sale

  337 46th St, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 1,600 Sq Ft
  • Built 1958

  337 46th St, Summerland Key, FL 33042

  Last Sold Summary

  • 16% Below List Price
  • $469/SF

  Last Sold Price $750,000

  Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys
• 

  

  

  /61

  $1,675,000

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

  1163 de Lussan Ln, Summerland Key, FL 33042

  Are you dreaming of your own personal paradise? Look no further than this stunning property in the highly sought after Cutthroat Harbor Estates. With features that check off every box on your list, this home is truly a gem. Enjoy the luxury of CBS construction and a spacious 9000 sq. ft. lot. The 65' dock has been newly resurfaced with composite decking and comes equipped with a 10k lb boat lift

  Jan Fritz Coldwell Banker Schmitt RE Co.

  1163 de Lussan Ln, Summerland Key, FL 33042
• 

  

  

  /23

  $710,000 Sold Aug 20, 2025

  19603 Seminole St, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • $598/SF
  • 5 Days On Market

  Current Estimated Value $723,874

  Last Listing Agent Steven Koleno Beycome of Florida, LLC

  19603 Seminole St, Summerland Key, FL 33042
• 

  

  

  /3

  Est $1,091,000 Not Listed For Sale

  Unlisted Address

  • 5 Beds
  • 4 Baths
  • 1,702 Sq Ft
  • Built 1967

  Unlisted Address

  Last Sold Summary

  • 9% Above List Price
  • $588/SF
  • 1 Day On Market

  Last Sold Price $1,000,000

  Last Listing Agent Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys
• 

  

  

  /49

  $1,499,000

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft

  27372 W Indies Dr, Summerland Key, FL 33042

  Offered for the first time, this custom-built 4 bedroom, 3 bathroom waterfront residence on Ramrod Key showcases refined coastal design, exceptional craftsmanship, and magnificent ocean views. Completed in 2020, the two-story stilted home was thoughtfully designed to maximize light, views, and seamless indoor-outdoor living, with one master bedroom ensuite on each level for comfort and

  Sandra Dolowy KeyIsle Realty

  27372 W Indies Dr, Summerland Key, FL 33042
• 

  

  /73

  $809,300 Sold Aug 18, 2025

  547 Heck Ave, Little Torch Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1991

  Last Sold Summary

  • $736/SF
  • 39 Days On Market

  Current Estimated Value $824,976

  Last Listing Agent Litney Ellis Dalton Wade Inc

  547 Heck Ave, Little Torch Key, FL 33042
• 

  

  /63

  Est $897,606 Not Listed For Sale

  27322 Saint Martin Ln, Summerland Key, FL 33042

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft
  • Built 1974

  27322 Saint Martin Ln, Summerland Key, FL 33042

  Last Sold Summary

  • $753/SF
  • 79 Days On Market

  Last Sold Price $900,000

  Last Listing Agent Dina Schoneck Berkshire Hathaway HomeServices Knight & Gardner Realty
• 

  

  /33

  $1,585,000

  • 3 Beds
  • 2 Baths
  • 1,222 Sq Ft

  3167 Stewart Rd, Summerland Key, FL 33042

  SECLUDED SANCTUARY. This 3-bedroom, 2-bath home provides rare-to-find tranquility in a pristine natural setting. The two-story cottage embodies Old Florida-style with lovingly maintained stone accents and an expansive covered porch overlooking open water. The covered private deck extends your space to relax out to the water's edge. Inside, modern amenities enhance the home's charm and function.

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

  3167 Stewart Rd, Summerland Key, FL 33042
• 

  

  /41

  $1,350,000 Sold Aug 18, 2025

  20735 5th Ave W, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Below List Price
  • $853/SF
  • 16 Days On Market

  Current Estimated Value $1,341,932

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  20735 5th Ave W, Summerland Key, FL 33042
• 

  

  /55

  Est $1,410,051 Not Listed For Sale

  266 Colson Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,943 Sq Ft
  • Built 1975

  266 Colson Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 3% Above List Price
  • $706/SF
  • 1 Day On Market

  Last Sold Price $1,371,000

  Last Listing Agent Coby Taylor Taylor & Assoc. RE, Inc.
• 

  

  /38

  $1,490,000

  • 2 Beds
  • 2 Baths
  • 1,127 Sq Ft

  1113 de Lussan Ln, Summerland Key, FL 33042

  Breathtaking Open Water Home in Cudjoe Key - Comes FULLY FURNISHED!Welcome to paradise! This stunning 2-bedroom, 2-bath home captures magnificent open water views and embodies the ultimate Florida Keys lifestyle.Main Living Area:Step inside to an open-concept kitchen, living room, and dining area bathed in natural light. Every detail is designed to highlight the beauty of the surrounding water

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  1113 de Lussan Ln, Summerland Key, FL 33042
• 

  

  /36

  $1,215,000 Sold Apr 09, 2025

  17246 Jamaica Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 2020

  Last Sold Summary

  • 12% Below List Price
  • $844/SF
  • 23 Days On Market

  Current Estimated Value $1,200,399

  Last Listing Agent Stephen Hachey

  17246 Jamaica Ln, Summerland Key, FL 33042
• 

  

  /37

  Est $1,681,952 Not Listed For Sale

  1008 Buttonwood Dr E, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 2008

  1008 Buttonwood Dr E, Summerland Key, FL 33042

  Last Sold Summary

  • 5% Above List Price
  • $833/SF
  • 42 Days On Market

  Last Sold Price $1,600,000

  Last Listing Agent Jenny Perry Preferred Properties (KW)
• 

  

  /32

  $1,649,000

  • 3 Beds
  • 2 Baths
  • 2,144 Sq Ft

  1151 Sugarloaf Blvd, Summerland Key, FL 33042

  Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over 1.3 acres of land and approx. 400 ft. of canal front. Amazing view up the canal to the open water. The large floor plan featuring 3 bedrooms, 2 baths, den/office and fireplace. Kitchen has stainless appliances, quartz countertops and lots of

  Wendy Zintsmaster Truman & Co. (KW)

  1151 Sugarloaf Blvd, Summerland Key, FL 33042
• 

  

  /37

  $725,000 Sold Jan 14, 2026

  27394 Saint Lucie Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,078 Sq Ft
  • Built 1994

  Last Sold Summary

  • $673/SF
  • 19 Days On Market

  Current Estimated Value $738,389

  Last Listing Agent Casey Arnold eXp Realty LLC

  27394 Saint Lucie Ln, Summerland Key, FL 33042
• 

  

  /46

  Est $2,886,507 Not Listed For Sale

  661 Sugarloaf Blvd, Summerland Key, FL 33042

  • 3 Beds
  • 4 Baths
  • 2,371 Sq Ft
  • Built 1967

  661 Sugarloaf Blvd, Summerland Key, FL 33042

  Last Sold Summary

  • 2% Above List Price
  • $1,244/SF
  • 78 Days On Market

  Last Sold Price $2,950,000

  Last Listing Agent Heather Bennett Keller Williams Key West Compass Realty
• 

  

  /86

  $1,745,000

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  16640 Cypress Rd, Summerland Key, FL 33042

  RARE Solar-Powered Waterfront Tropical Gem with TESLA Solar Storage Banks on Prestigious Sugarloaf Key! A rare opportunity to own a fully solar-powered waterfront residence featuring 26 solar panels and two Tesla Solar Powerwall storage banks, offering exceptionally low energy costs, backup power, and the potential to earn credits by supplying excess energy back to the grid. This elevated 3 BD, 2

  Lisa Swanson The Agency Florida Keys

  16640 Cypress Rd, Summerland Key, FL 33042
• 

  

  /49

  $750,000 Sold Jul 24, 2025

  25121 Center St, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 2008

  Last Sold Summary

  • 14% Below List Price
  • $781/SF
  • 72 Days On Market

  Current Estimated Value $755,038

  Last Listing Agent Gregory Sullivan BYOWNER.COM

  25121 Center St, Summerland Key, FL 33042
• 

  

  /46

  Est $1,264,332 Not Listed For Sale

  137 Caribbean Dr E, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1986

  137 Caribbean Dr E, Summerland Key, FL 33042

  Last Sold Summary

  • 5% Below List Price
  • $1,187/SF
  • 8 Days On Market

  Last Sold Price $1,329,000

  Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty
• 

  

  /21

  $1,099,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  325 Pirates Rd, Summerland Key, FL 33042

  *POOL PLANS IN HAND FOR 12X22 POOL, WITH POOL QUOTE*Escape to paradise with this incredible waterfront property located on a deep boating canal in the heart of the Lower Florida Keys. Perfectly suited for boating enthusiasts and water lovers, this home offers dockage and a boat lift, and direct, easy access to the open waters of the Atlantic Ocean and Gulf of Mexico, making it a dream come true

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  325 Pirates Rd, Summerland Key, FL 33042
• 

  

  /45

  $710,000 Sold Feb 05, 2026

  27163 Mariposa Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft
  • Built 2018

  Last Sold Summary

  • 10% Below List Price
  • $477/SF
  • 238 Days On Market

  Current Estimated Value $743,935

  Last Listing Agent Jessica Roden Ocean Sotheby's International Realty

  27163 Mariposa Rd, Summerland Key, FL 33042
• 

  /2

  Est $1,673,285 Not Listed For Sale

  1931 Sugarloaf Blvd, Sugarloaf Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 2005

  1931 Sugarloaf Blvd, Sugarloaf Key, FL 33042

  Last Sold Summary

  • 5% Below List Price
  • $1,231/SF

  Last Sold Price $1,600,000

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co
• 

  

  /68

  $879,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042

  This Truly Spectacular Oceanfront Property offers the ultimate waterfront lifestyle and is a one of a kind, featuring an impressive 98' seawall. Designed to capture the best of coastal living, the property combines 72' of concrete seawall along a protected canal with 26' of direct Atlantic Ocean Frontage, delivering both tranquility and open-ocean beauty. A waterfront lovers dream, the canal side

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042
• 

  

  /100

  $3,300,000 Sold Dec 01, 2025

  815 E Shore Dr, Summerland Key, FL 33042

  • 7 Beds
  • 6 Baths
  • 4,531 Sq Ft
  • Built 1961

  Last Sold Summary

  • 26% Below List Price
  • $728/SF
  • 295 Days On Market

  Current Estimated Value $3,544,961

  Last Listing Agent Karen Williams-deCastro LPT Realty, LLC

  815 E Shore Dr, Summerland Key, FL 33042
• 

  /2

  Est $922,401 Not Listed For Sale

  22842 Buccaneer Ln, Summerland Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 1,326 Sq Ft
  • Built 1998

  22842 Buccaneer Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 4% Below List Price
  • $671/SF

  Last Sold Price $890,000

  Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.
• 

  

  /33

  $949,000 Pending

  • 2 Beds
  • 3 Baths
  • 1,140 Sq Ft

  151 Cutthroat Dr, Summerland Key, FL 33042

  Move-in ready waterfront 2-bedroom, 2.5-bath home located in desirable Cudjoe Key. The open floor plan features a spacious living and dining area complemented by an upgraded kitchen with new cabinetry, granite countertops, and modern stainless-steel appliances. The main level offers two bedrooms and 1.5 baths, while a permitted full second bath is conveniently located downstairs with easy access

  Heather Bennett Keller Williams Key West Compass Realty

  151 Cutthroat Dr, Summerland Key, FL 33042
• 

  

  /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
• 

  

  /24

  Est $1,006,457 Not Listed For Sale

  19453 Seminole St, Sugarloaf Key, FL 33042

  • 3 Beds
  • 2.5 Baths
  • 1,482 Sq Ft
  • Built 1986

  19453 Seminole St, Sugarloaf Key, FL 33042

  Last Sold Summary

  • 1% Above List Price
  • $675/SF
  • 2 Days On Market

  Last Sold Price $1,000,000

  Last Listing Agent The Donnelly Lowe Group Berkshire Hathaway HomeServices Knight & Gardner Realty
• 

  

  /4

  $1,050,000

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft

  27403 Antigua Ln, Summerland Key, FL 33042

  Waterfront value-add opportunity in the Florida Keys with direct ocean access and no fixed bridges - perfect for serious boaters with vessels up to 60 feet. Situated on an oversize 18,000 SF lot, this property offers rare space, flexibility and future potential not commonly found in the Keys. The elevated concrete home features a spacious layout, multiple balconies, and abundant natural light

  Sonia Petraitis Caffroni Capital Intl Realty LLC

  27403 Antigua Ln, Summerland Key, FL 33042
• 

  

  /14

  $225,000 Sold Apr 01, 2026

  27398 Jamaica Ln, Ramrod Key, FL 33042

  • Land

  Last Sold Summary

  • 25% Below List Price
  • 173 Days On Market

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

  27398 Jamaica Ln, Ramrod Key, FL 33042
• 

  

  /55

  Est $1,395,142 Not Listed For Sale

  350 W Shore Dr, Summerland Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 2,108 Sq Ft
  • Built 1988

  350 W Shore Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 14% Above List Price
  • $581/SF
  • 279 Days On Market

  Last Sold Price $1,225,000

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

  

  /37

  $275,000 Under Contract

  • Land

  701 Spanish Main Dr Unit 146, Cudjoe Key, FL 33042

  Buildable RV Lot. Transient (1 Day Rental) Rentals Opportunity in the Lower Keys! Located in a serene, well-maintained gated community at Mile Marker 23. This RV/Buildable lot offers the ideal spot for your home on wheels, or the opportunity to build your dream home. Boasting a private lot with landscaping, pea rock, storage box and concrete parking pad. Lot is equipped with full hookups

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 146, Cudjoe Key, FL 33042
• 

  

  /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

  Current Estimated Value $1,157,642

  Last Listing Agent Jenny Perry Preferred Properties (KW)

  478 Blackbeard Rd, Summerland Key, FL 33042
• 

  

  /64

  Est $1,613,175 Not Listed For Sale

  553 Indies Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,801 Sq Ft
  • Built 1996

  553 Indies Rd, Summerland Key, FL 33042

  Last Sold Summary

  • 10% Below List Price
  • $999/SF
  • 76 Days On Market

  Last Sold Price $1,800,000

  Last Listing Agent Monica Barrett Coldwell Banker Schmitt Real Estate Co.
• 

  

  /4

  $400,000

  • Land
  • 1,400 Acres
  • $286 per Acre

  27378 Jamaica Ln, Summerland Key, FL 33042

  ROGO and Building permit in hand! allows for immediate construction 6,000sq.ft lot on Ramrod Key, 60 feet of waterfront canal with quick access to ocean. Permit approved al Monroe County for a 1,400 sq.ft CBS 3 bedroom, 2.5 bath residence. Connected to water and sewer on site. ACOE and DEP mitigation paid. Permit for dock and lift submitted.Correct address: 27378 JAMAICA LN RAMROD KEY, FL

  Patricia Borges Borges Realty Group LLC

  27378 Jamaica Ln, Summerland Key, FL 33042
• 

  

  /29

  $825,000 Sold Feb 27, 2026

  17245 Jamaica Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 2000

  Last Sold Summary

  • 11% Below List Price
  • $661/SF
  • 104 Days On Market

  Current Estimated Value $846,853

  Last Listing Agent Team Kaufelt Truman & Co. (KW)

  17245 Jamaica Ln, Summerland Key, FL 33042
• 

  

  /16

  Est $865,252 Not Listed For Sale

  273 Indies Rd, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft
  • Built 1996

  273 Indies Rd, Summerland Key, FL 33042

  Last Sold Summary

  • 6% Above List Price
  • $852/SF
  • 237 Days On Market

  Last Sold Price $925,000

  Last Listing Agent Kathleen Gomez Coldwell Banker Schmitt RE Co.
• 

  

  /51

  $1,250,000

  • 1 Bed
  • 3 Baths
  • 1,234 Sq Ft

  27001 Overseas Hwy, Ramrod Key, FL 33042

  Prime Lower Keys Commercial Property for sale on Ramrod Key. 3 Lots total 28,132 sf. or .65 acres with nearly 189' of frontage on Overseas Hwy aka Jimmy Buffett Memorial Hwy.!! Excellent visibility from the highway going both North and Southbound. This is a Corner lot at Coral Ave and Overseas Hwy with additional rear access off Old State Rd. 4A. Three sides with roads give this property ample

  Bobby Coe RE/MAX Keys Connection (KW)

  27001 Overseas Hwy, Ramrod Key, FL 33042
• 

  

  /40

  $1,300,000 Sold Feb 26, 2026

  537 Heck Ave, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,422 Sq Ft
  • Built 1997

  Last Sold Summary

  • $914/SF
  • 29 Days On Market

  Current Estimated Value $1,269,102

  Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC

  537 Heck Ave, Summerland Key, FL 33042
• 

  

  /62

  Est $4,766,488 Not Listed For Sale

  1141 Ocean Dr, Summerland Key, FL 33042

  • 5 Beds
  • 5 Baths
  • 3,421 Sq Ft
  • Built 2005

  1141 Ocean Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 5% Below List Price
  • $1,473/SF
  • 22 Days On Market

  Last Sold Price $5,040,000

  Last Listing Agent Lisa Swanson The Agency Florida Keys

Showing Results 281 - 320, Page 8 of 18