Homes in ZIP Code 33042

• 

  

  

  /20

  Est $716,498 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  4244 Dorn Rd, Summerland Key, FL 33042

  4244 Dorn Rd, Summerland Key, FL 33042
• 

  

  

  /55

  $925,000

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042

  ********Nightly Licensed Transient Rental!!!********This amazing, two bedroom / one bathroom, open water front, nightly transient rental is ready for you to enjoy both the beauty of this location and the income off the nightly rental license. The floor plan makes the open water views as its main focus. Cook the catch of the day overlooking the waters that you just caught that prized fish in. Sit

  Bobby Coe RE/MAX Keys Connection (KW)

  701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
• 

  

  

  /7

  $1,600,000 Sold Nov 21, 2025

  23038 Overseas Hwy, Cudjoe Key, FL 33042

  • Land
  • 1.37 Acres
  • $1,164,531 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 141 Days On Market

  Last Listing Agent Deni Heintzelman KeyIsle Realty

  23038 Overseas Hwy, Cudjoe Key, FL 33042
• 

  

  

  /34

  Est $739,866 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  4040 Dorn Rd, Summerland Key, FL 33042

  4040 Dorn Rd, Summerland Key, FL 33042
• 

  

  

  /20

  $345,000

  • Land

  27453 Antigua Rd, Ramrod Key, FL 33042

  Building permit in-process for a 3 bedroom / 2 bath stilted single family residence. 1320 square feet. The plans are for an Affinity home with features that include impact doors and windows and built to 180 mph with a cistern and designed using the Green Building code. Great for the environment, great for your insurance rates.There are plans in review for an 8'x40' dock with the Army Corp.

  Donna Pezzi Keller Williams Key West Compass Realty

  27453 Antigua Rd, Ramrod Key, FL 33042
• 

  

  /29

  $1,245,000 Sold Jul 28, 2025

  17081 Starfish Ln W, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,542 Sq Ft
  • Built 1980

  Last Sold Summary

  • 9% Below List Price
  • $807/SF
  • 199 Days On Market

  Current Estimated Value $1,252,617

  Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real E

  17081 Starfish Ln W, Summerland Key, FL 33042
• 

  /2

  Est $1,683,903 Not Listed For Sale

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

  247 La Fitte Rd, Summerland Key, FL 33042

  247 La Fitte Rd, Summerland Key, FL 33042
• 

  

  /59

  $549,000

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft

  701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042

  Oceanfront Paradise Awaits! Unit 247 in Venture Out experience the epitome of Florida living in this charming, fully furnished two-bedroom, two-bathroom mobile home nestled within an exclusive gated community. Enjoy breathtaking ocean views and direct access to the water from your private 17 ft seawall. Community amenities include a boat ramp and boat washdown station after returning from a day

  Amanda Taylor Bluescape Real Estate

  701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
• 

  

  /47

  $895,000 Sold Dec 10, 2025

  22880 Blackbeard Ln, Summerland Key, FL 33042

  • 2 Beds
  • 1.5 Baths
  • 1,256 Sq Ft
  • Built 1993

  Last Sold Summary

  • 3% Below List Price
  • $713/SF
  • 34 Days On Market

  Last Listing Agent Pamela Stangler Expert Realty LLC

  22880 Blackbeard Ln, Summerland Key, FL 33042
• 

  /2

  Est $1,523,889 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,160 Sq Ft

  390 Les Rohde Dr, Summerland Key, FL 33042

  390 Les Rohde Dr, Summerland Key, FL 33042
• 

  

  /31

  $700,000

  • 3 Beds
  • 2 Baths
  • 936 Sq Ft

  27999 Lobster Tail Trail, Little Torch Key, FL 33042

  Experience the best of modern island living with this exceptional opportunity to own a nearly new single-family home in the Lower Florida Keys. This 3-bedroom, 2-bath residence was built in 2022. The modular construction is built to current hurricane wind standards and offers peace of mind with a metal roof and impact-resistant windows and doors throughout. Elevated for both function and style,

  Melissa Gibbins Expert Realty LLC (HQ)

  27999 Lobster Tail Trail, Little Torch Key, FL 33042
• 

  

  /38

  $775,000 Sold Sep 11, 2025

  22957 Drake Ln, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Below List Price
  • $769/SF
  • 7 Days On Market

  Current Estimated Value $786,327

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

  22957 Drake Ln, Cudjoe Key, FL 33042
• 

  

  /47

  Est $2,764,028 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,958 Sq Ft

  27440 W Indies Dr, Summerland Key, FL 33042

  27440 W Indies Dr, Summerland Key, FL 33042
• 

  

  /18

  $470,000

  • Land

  701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042

  Welcome to Lot 183 in Venture Out, a gated waterfront community on Cudjoe Key known for its resort-style amenities and laid-back Keys lifestyle. This beautifully maintained lot features a 35' seawall for your boat, a concrete table and benches for outdoor dining, and lush landscaping on both sides for added privacy. Enjoy easy access to the marina, boat ramp, heated pool, tennis and pickleball

  Jenifer Hirsch Bluescape Real Estate

  701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
• 

  

  /24

  $430,000 Sold Nov 25, 2025

  701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042

  • Land

  Last Sold Summary

  • 13% Below List Price
  • 287 Days On Market

  Last Listing Agent Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042
• 

  

  /46

  Est $2,682,043 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,006 Sq Ft

  961 W Indies Dr, Summerland Key, FL 33042

  961 W Indies Dr, Summerland Key, FL 33042
• 

  /2

  $65,000

  • Land

  248 Yardarm Rd, Cudjoe Key, FL 33042

  This is a listing for two transferable lots. lots # 35 & 36 each lot is 6000 sq. ft.

  Joseph Ordini Keller Williams Key West Compass Realty

  248 Yardarm Rd, Cudjoe Key, FL 33042
• 

  

  /31

  $1,298,000 Sold Jan 29, 2025

  27367 Martinique Ln, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 2,080 Sq Ft
  • Built 2007

  Last Sold Summary

  • $624/SF
  • 12 Days On Market

  Current Estimated Value $1,315,113

  Last Listing Agent Tommy Gomez Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  27367 Martinique Ln, Summerland Key, FL 33042
• 

  

  /28

  Est $801,576 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 925 Sq Ft

  27378 Haiti Ln, Summerland Key, FL 33042

  27378 Haiti Ln, Summerland Key, FL 33042
• 

  

  /56

  $2,200,000

  • 3 Beds
  • 3 Baths
  • 1,275 Sq Ft

  270 Airport Dr S, Summerland Key, FL 33042

  A rare aviation-and-waterfront opportunity in the private Summerland Key Airport community, this canal-front home includes a private hangar--an exceptionally scarce feature, with only four hangar homes (excluding this one) coming to market in the past decade. This property is ideal for pilots, boaters, fishermen, and divers. The upstairs residence offers 1,275 sq ft of fully renovated living

  Solaris Gregory Expert Realty LLC (HQ)

  270 Airport Dr S, Summerland Key, FL 33042
• 

  

  /43

  $1,170,000 Sold Aug 28, 2025

  1777 Pine Channel Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 2022

  Last Sold Summary

  • 10% Below List Price
  • $950/SF
  • 29 Days On Market

  Current Estimated Value $1,169,341

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

  1777 Pine Channel Dr, Summerland Key, FL 33042
• 

  

  /41

  Est $905,166 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft

  27468 Haiti Ln, Summerland Key, FL 33042

  27468 Haiti Ln, Summerland Key, FL 33042
• 

  

  /45

  $1,399,000 Under Contract

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

  1185 Hakluyt Ln, Summerland Key, FL 33042

  Location, location, location!Situated on the desirable southern tip of Cudjoe Key, this exceptional oceanside property offers everything you could dream of in a true Florida Keys retreat. Enjoy breathtaking open-water views from every room and an inviting open floor plan featuring a newer kitchen, updated appliances, modern bathrooms, refreshed flooring, and upgraded impact windows and

  Greg MacLaren Internet Realty of the Florida Keys

  1185 Hakluyt Ln, Summerland Key, FL 33042
• 

  

  /95

  $1,375,000 Sold Oct 30, 2025

  241 W Indies Dr, Ramrod Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 1,888 Sq Ft
  • Built 2021

  Last Sold Summary

  • 10% Below List Price
  • $728/SF
  • 226 Days On Market

  Last Listing Agent Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

  241 W Indies Dr, Ramrod Key, FL 33042
• 

  /2

  Est $736,271 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  433 Indies Rd, Summerland Key, FL 33042

  433 Indies Rd, Summerland Key, FL 33042
• 

  

  /43

  $1,099,000

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  27415 Barbuda Ln, Ramrod Key, FL 33042

  Welcome to your waterfront retreat! This custom built solid concrete wall house was engineered to withstand a 175mph Cat 5 hurricane and proved it's hurricane resilience during hurricane Irma. This one owner canalfront home is nestled in one of Ramrod Key's most sought-after subdivisions. Designed with a spacious open floor plan and attention to detail, the home features 3 bedrooms and 2

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  27415 Barbuda Ln, Ramrod Key, FL 33042
• 

  /2

  $180,000 Sold Feb 26, 2025

  0 Lan Guadaloupe Ln, Lower Keys, FL 33042

  • Land
  • 0.14 Acre
  • $1,285,714 per Acre

  Last Sold Summary

  • 92 Days On Market

  Last Listing Agent Chita Parus Realty Club, LLC

  0 Lan Guadaloupe Ln, Lower Keys, FL 33042
• 

  

  /45

  Est $1,235,859 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,280 Sq Ft

  23058 Sailfish Ln, Summerland Key, FL 33042

  23058 Sailfish Ln, Summerland Key, FL 33042
• 

  

  /13

  $85,000

  • Land
  • 4 Acres
  • $21,250 per Acre

  LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042

  Offshore island 4 acre lot in the heart of the Great White Heron Wildlife refuge is suitable for temporary camping and exploration. World class flats fishing for bonefish, tarpon, permit and redfish nearby. Located on Southwest end of Little Knockemdown Key. Accessible by kayak, paddle board and shallow draft vessels. Privacy and nature abound here on Little Knockemdown Key - No roads or

  Banks Prevatt Coldwell Banker Schmitt RE Co.

  LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042
• 

  

  /55

  $1,800,000 Sold Jul 18, 2025

  22925 John Avery Ln, Summerland Key, FL 33042

  • 4 Beds
  • 4 Baths
  • 2,638 Sq Ft
  • Built 1993

  Last Sold Summary

  • 21% Below List Price
  • $682/SF
  • 164 Days On Market

  Current Estimated Value $1,756,073

  Last Listing Agent Jonathan Minerick Homecoin.com

  22925 John Avery Ln, Summerland Key, FL 33042
• 

  

  /16

  Est $1,762,440 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,122 Sq Ft

  23076 Tarpon Ln, Summerland Key, FL 33042

  23076 Tarpon Ln, Summerland Key, FL 33042
• 

  

  /3

  $449,000

  • Land
  • 0.34 Acre
  • $1,303,896 per Acre

  Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042

  Oversized lot in gorgeous Sugarloaf Key with 15,000 Square feet ready for you to enter into the ROGO system. This sale comes with a ROGO Point Letter from Monroe County for 0 Disturbed Pine worth 24 points, giving you 44 points to enter into the ROGO system to build your dream home. Seller has done the Letter of Current Site Conditions with the County as well as engineering for a house, just

  Pamela Stangler Expert Realty LLC

  Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042
• 

  

  /30

  $775,000 Sold Sep 30, 2025

  24827 Park Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,274 Sq Ft
  • Built 2018

  Last Sold Summary

  • 14% Below List Price
  • $608/SF
  • 175 Days On Market

  Last Listing Agent Juan Benitez Benitez Keller Williams Key West Compass Realty

  24827 Park Dr, Summerland Key, FL 33042
• 

  

  /27

  Est $1,565,206 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,645 Sq Ft

  23092 Snapper Ln, Summerland Key, FL 33042

  23092 Snapper Ln, Summerland Key, FL 33042
• 

  

  /55

  $374,000

  • 2 Beds
  • 1.5 Baths
  • 748 Sq Ft

  701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042

  Transient Rental Vacation Home.Welcome to your ultimate island getaway on Cudjoe Key! Step into this charming coastal oasis nestled on a spacious corner lot in the sought-after Venture Out community. This 2 bedroom, 1.5 bath retreat is the perfect blend of comfort and style that will transport you to a world of relaxation and tranquility. This income-producing home is an active vacation rental

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042
• 

  

  /50

  $550,000 Sold Jul 14, 2025

  701 Spanish Main Dr Unit 631, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft
  • Built 2021

  Last Sold Summary

  • 18% Below List Price
  • $637/SF
  • 245 Days On Market

  Last Listing Agent Joe Sappington Waterfront Keys Realty Inc.

  701 Spanish Main Dr Unit 631, Cudjoe Key, FL 33042
• 

  

  /42

  Est $1,350,389 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,794 Sq Ft

  1172 Coates Ln, Summerland Key, FL 33042

  1172 Coates Ln, Summerland Key, FL 33042
• 

  

  /25

  $474,000

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

  27973 Snapper Ln, Little Torch Key, FL 33042

  Welcome to your dream retreat by the sea! This beautifully renovated 2/2 offers the perfect blend of classic coastal charm and modern upgrades. Recently renovated with a new roof (2021), new doors and windows (2000), new AC units and updated paint throughout. This home is located in a serene waterfront community with an unlimited free-access boat launch located only minutes from the house. Enjoy

  Bill Vaught (REO Vaught Realty LLC Vaught Realty

  27973 Snapper Ln, Little Torch Key, FL 33042
• 

  

  /42

  $895,000 Sold May 21, 2025

  17214 La Brisa Ln, Summerland Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 1,344 Sq Ft
  • Built 1992

  Last Sold Summary

  • 10% Below List Price
  • $666/SF
  • 50 Days On Market

  Current Estimated Value $927,080

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

  17214 La Brisa Ln, Summerland Key, FL 33042
• 

  /2

  Est $1,196,646 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,598 Sq Ft

  22943 Dirk Ln, Summerland Key, FL 33042

  22943 Dirk Ln, Summerland Key, FL 33042

Showing Results 481 - 520, Page 13 of 18