Homes in ZIP Code 33042

• 

  

  

  /14

  $250,000 Sold Feb 24, 2025

  • 6,725 Sq Ft
  • $37/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1975

  1639 Pine Channel Dr, Little Torch Key, FL 33042

  Looking for an affordable entry into the Florida Keys. This 2-bedbroom,1-Bath mobile home. sits on a 50X 90 lot. in Coral Shores of Little Torch Key on the Gulf Side. of US -1. The home is owner occupied perfect for handyman. Weather your looking to have a Keys hideaway or investment property. Located on a plugged canal does not have boating access. There is a public boat ramp nearby. Room to

  Rose Dell Keller Williams Key West Compass Realty

  1639 Pine Channel Dr, Little Torch Key, FL 33042
• 

  

  

  /49

  Est $7,217,597 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
• 

  

  

  /45

  $749,999

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

  27163 Mariposa Rd, Summerland Key, FL 33042

  Welcome to your slice of paradise in Ramrod Key! This newer built (2018) beautifully maintained single-family home offers 1,488 square feet of comfortable living space, perfectly situated on a spacious 6,000 square foot lot. Featuring 3 bedrooms and 2 bathrooms, this property is ideal for full-time residents, vacationers, or investors seeking a rental opportunity in the Florida Keys.Special

  Jessica Roden Ocean Sotheby's International Realty

  27163 Mariposa Rd, Summerland Key, FL 33042
• 

  

  

  /15

  $165,000 Sold Feb 24, 2025

  • Land

  • 18 Days On Market

  8 Calico Jack Circle Cir, Verifying, FL 33042

  Great Cudjoe Key Location with good boating access and sunset skies views down the canal. This lot can be purchased with house next door 22837 Calico Jack Circle. Picture a pool, tiki hut, family fun with beautiful Florida Keys waters... See lot survey in documents tab. Property outline in pictures is approximate. There is a possibility of change to AE zone. Reach out for further information.

  Beata Sharpe COLDWELL BANKER VANGUARD REALTY

  8 Calico Jack Circle Cir, Verifying, FL 33042
• 

  

  /2

  Est $865,568 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
• 

  

  /14

  $1,199,900

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

  27463 Antigua Rd, Ramrod Key, FL 33042

  This brand-new, pre-construction home offers the perfect blend of island charm and modern comfort, located in the sought-after Breezeswept Beach Estates neighborhood on picturesque Ramrod Key. (Photos are of a previous Build) Custom designed high-end Affinity modular home with 1380 SF under air, super high 9' tall ceilings adorned with Crown moldings throughout the Home. Huge, covered veranda

  Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

  27463 Antigua Rd, Ramrod Key, FL 33042
• 

  

  /20

  $800,000 Sold Feb 24, 2025

  • 1,200 Sq Ft
  • $667/SF
  • 118 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1992

  27370 W Indies Dr, Summerland Key, FL 33042

  On the ocean side of US1 with Captivating sunrise with peak-a-boo ocean views. Prime location on a 40 ft wide canal 60 ft of canal front with quick, easy access to the ocean. Composite dock with step down. Needs some work and updating. Potential!! 3 Bedroom, 2 bath, 1,200 sq ft with laundry closet. Nice, covered patio deck upstairs could be screened in. Gable/hip metal roof. 3 sets of double

  Rose Dell Keller Williams Key West Compass Realty

  27370 W Indies Dr, Summerland Key, FL 33042
• 

  

  /19

  Est $881,731 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
• 

  

  /26

  $999,965

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  701 Spanish Main 369 370 Dr Unit 369, Cudjoe Key, FL 33042

  Boater's Paradise with Expansive Waterfront Views!Rare opportunity to own one of only three double lots in Venture Out on Cudjoe Key! This 2-bedroom, 2-bath home offers unbeatable waterfront living with a newer 70-ft concrete seawall equipped with davits, bumpers, swim ladder, fish cleaning station, and upgraded dock posts and cleats--perfect for accommodating your large boats. Enjoy sweeping

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  701 Spanish Main 369 370 Dr Unit 369, Cudjoe Key, FL 33042
• 

  

  /16

  $165,000 Sold Feb 24, 2025

  • Land

  • 212 Days On Market

  8 Calico Jack Cir, Cudjoe Key, FL 33042

  Great Cudjoe Key Location with good boating access and sunset skies views down the canal. This lot can be purchased with house next door 22837 Calico Jack Circle. Picture a pool, tiki hut, family fun with beautiful Florida Keys waters... See lot survey in documents tab. Property outline in pictures is approximate. There is a possibility of change to AE zone. Reach out for further information.

  Beata Sharpe Coldwell Banker Vanguard Realty

  8 Calico Jack Cir, Cudjoe Key, FL 33042
• 

  /2

  Est $1,049,589 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
• 

  

  /48

  $850,000

  • 2 Beds
  • 2 Baths
  • 842 Sq Ft

  701 Spanish Main Dr Unit 172, Cudjoe Key, FL 33042

  Beautiful canal front home with open water views from your spacious open-air porch. Located in a gated community with TRANSIENT RENTALS and tons of amenities. 35' custom-tiled concrete seawall and covered carport w/storage room. Beautiful kitchen with double oven, stainless appliances, Corian countertops and lots of cabinets for all your storage needs. Open floor plan w/dedicated dining area,

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 172, Cudjoe Key, FL 33042
• 

  

  /33

  $725,000 Sold Feb 21, 2025

  • 1,431 Sq Ft
  • $507/SF
  • 175 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2016

  22918 Cudjoe Dr, Cudjoe Key, FL 33042

  This beautifully maintained 3 bedroom, 2 bathroom home built in 2016 sits on a 7,500 square foot lot in highly sought after Cudjoe Key. Large open floorplan with dedicated dining area, well-appointed kitchen with granite countertops, stainless steel appliances and large center island offering plenty of space for family and friends to gather. Great insurance rates with metal roof, impact

  Pamela Stangler Expert Realty LLC

  22918 Cudjoe Dr, Cudjoe Key, FL 33042
• 

  

  /61

  Est $1,941,219 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
• 

  

  /34

  $1,050,000

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

  17287 Cayman Dr, Summerland Key, FL 33042

  Nestled in the heart of Sugarloaf Key, this charming 3-bedroom, 2-bath canal-front home offers the perfect blend of privacy and adventure. Situated on an oversized lot and surrounded by the serene beauty of a national wildlife preserve, this property is a true Florida Keys gem.Enjoy 30 feet of seawall--ideal for boating enthusiasts--and quick access to open water. The home features a durable

  Halley Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

  17287 Cayman Dr, Summerland Key, FL 33042
• 

  

  /20

  $250,000 Sold Feb 21, 2025

  • Land

  • 167 Days On Market

  701 Spanish Main Dr Unit 14, Cudjoe Key, FL 33042

  NIGHTLY RENTALS ALLOWED! Or build your Florida Keys dream home.Come on down to the ultimate RV paradise at this picture perfect lot in Venture Out! 35' x 69' of pure potential for your dream RV setup! Feel the good vibes as you park your rig and let the adventures begin! Dive into the laid-back lifestyle of Venture Out and make memories that will last a lifetime! Build your home here in the

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 14, Cudjoe Key, FL 33042
• 

  

  /39

  Est $1,377,978 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
• 

  

  /55

  $399,000

  • 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
• 

  

  /40

  $550,000 Sold Feb 19, 2025

  • 816 Sq Ft
  • $674/SF
  • 22 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1996

  701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042

  Waterfront Paradise Awaits!This charming two-bedroom, two-bath mobile home offers a truly unique waterfront living experience. Enjoy breathtaking views and direct access to the sparkling waters of Cudjoe Key.Key Features:* Prime Waterfront Location: Situated directly on the water with a 35-foot concrete seawall, providing deep water access for boating enthusiasts.* Large windows for amazing views

  Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042
• 

  /2

  Est $1,175,798 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,274 Sq Ft

  21082 6th Ave, Summerland Key, FL 33042

  21082 6th Ave, Summerland Key, FL 33042
• 

  

  /42

  $649,999

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  701 Spanish Main Dr Unit 30, Cudjoe Key, FL 33042

  Welcome to a stunning brand-new construction in the sought-after Venture Out community on Cudjoe Key. This turnkey investment property is designed for comfort and style offering high-quality upgrades and modern features. Built on 9-foot concrete columns with hardy board siding, metal roof and concrete stairs/decking, all meeting 2023 installation standards. Features open concept floor plan with

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 30, Cudjoe Key, FL 33042
• 

  

  /74

  $3,300,000 Sold Feb 18, 2025

  • 3,225 Sq Ft
  • $1023/SF
  • 313 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1963

  22572 Jolly Roger Dr, Summerland Key, FL 33042

  A luxury waterfront estate with panoramic ocean views, this walled and gated masterpiece surrounded by gorgeous landscaping provides utmost privacy and the perfect Keys lifestyle and comes completely furnished. The unique 6-bedroom, 4-bathroom layout offers ample space for family and guests with breathtaking ocean vistas from almost every room. A secluded backyard oasis features a private beach,

  Jan Fritz Coldwell Banker Schmitt RE Co. Lower Keys Office

  22572 Jolly Roger Dr, Summerland Key, FL 33042
• 

  

  /81

  Est $1,504,674 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
• 

  

  /53

  $659,999

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  701 Spanish Main Dr Unit 29, Cudjoe Key, FL 33042

  Welcome to a stunning brand-new construction in the sought-after Venture Out community on Cudjoe Key. This turnkey investment property is designed for comfort and style offering high-quality upgrades and modern features. Built on 9-foot concrete columns with hardy board siding, metal roof and concrete stairs/decking, all meeting 2023 installation standards. Features open concept floor plan with

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 29, Cudjoe Key, FL 33042
• 

  

  /50

  $875,000 Sold Feb 13, 2025

  • 1,638 Sq Ft
  • $534/SF
  • 38 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1984

  489 Pirates Rd, Little Torch Key, FL 33042

  PRICED TO SELL.Welcome to this exceptional legal duplex, a rare gem on a sprawling corner lot surrounded by water on both sides. Each spacious 2-bedroom, 2-bathroom unit offers its own private patio and dedicated storage--ensuring convenience and comfort for all residents.KEY HIGHLIGHTSPrime Location: End-of-canal setting with room for multiple boats and a pressure induced boat lift, providing

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  489 Pirates Rd, Little Torch Key, FL 33042
• 

  

  /19

  Est $831,464 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
• 

  

  /13

  $435,000

  • Land

  24285 Caribbean Dr, Summerland Key, FL 33042

  Purchase this deep draft canal front LOT in Summerland Key while the building permit is in-process for a 4 bedroom / 2 bath stilted single family residence (home is additional). The plans shown are for a 1920 sq ft' / 2 story 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

  Donna Pezzi Keller Williams Key West Compass Realty

  24285 Caribbean Dr, Summerland Key, FL 33042
• 

  

  /45

  $1,700,000 Sold Feb 13, 2025

  • 2,772 Sq Ft
  • $613/SF
  • 42 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1994

  20942 6th Ave W, Summerland Key, FL 33042

  Stunning canal front home in desirable Cudjoe Gardens, with Southern Exposure, massive 15,600 Sq. Ft. double lot, and deep-water access to Open Ocean and backcountry! Expertly outfitted with 125' of concrete seawall with running water, fillet station, swim ladders, 15K boat lift, davits, and turning basin! Situated on a clean flow-through canal, excellent for swimming and capable of accommodating

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  20942 6th Ave W, Summerland Key, FL 33042
• 

  /2

  Est $1,477,625 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
• 

  

  /15

  $250,000

  • Land

  27057 Angelfish Rd, Ramrod Key, FL 33042

  6000 square foot lot with a 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.Located a bike ride away from Boondocks

  Donna Pezzi Keller Williams Key West Compass Realty

  27057 Angelfish Rd, Ramrod Key, FL 33042
• 

  

  /46

  $1,750,000 Sold Feb 13, 2025

  • 2,073 Sq Ft
  • $844/SF
  • 150 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2011

  17194 Kingfish Ln W, Summerland Key, FL 33042

  This stunning 4-bedroom, 2-bathroom home offers the perfect balance of relaxation and entertainment. Enjoy your perfect lounge pool, designed with two removable lounge chairs for soaking in the sun while staying cool. Unwind in the jacuzzi or take advantage of the outdoor relaxation areas, including a covered space with a TV, hammock, fire pit, and a screened-in porch. Situated at the end of a

  Samantha Barrabeitg Expert Realty LLC (HQ)

  17194 Kingfish Ln W, Summerland Key, FL 33042
• 

  

  /17

  Est $763,341 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,848 Sq Ft

  19481 Canal Dr, Summerland Key, FL 33042

  19481 Canal Dr, Summerland Key, FL 33042
• 

  

  /44

  $2,750,000

  • 2 Beds
  • 2 Baths
  • 1,577 Sq Ft

  1176 Thatch Ln, Summerland Key, FL 33042

  Unobstructed Ocean views, your own Private Oasis! Whether you're seeking a full time residence, vacation getaway, or income-producing investment, this waterfront gem checks every box! Huge 24,829 Sqft LOT with plenty of room to add on. The home has consistent vacation rentals booked 4 months out of the year, every year!! (income producing property) Built in 1984 with a well-planned 1577 sqft

  Jonathan Minerick Homecoin.com

  1176 Thatch Ln, Summerland Key, FL 33042
• 

  

  /23

  $690,000 Sold Feb 11, 2025

  • Land

  • 8 Days On Market

  17295 Keystone Rd, Sugarloaf Shores, FL 33042

  Discover the perfect canvas for your dream home on this extraordinary canal-front lot located on Keystone Road, one of the most coveted streets in Sugarloaf Shores. This 20,000+ sq. ft. waterfront property is nestled on the no-bridge side of Sugarloaf Key, offering unparalleled privacy, tranquility, and easy access to open ocean waters via Tarpon Creek.The planned 1,404 sq. ft. home will meet

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  17295 Keystone Rd, Sugarloaf Shores, FL 33042
• 

  /2

  Est $2,037,499 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,440 Sq Ft

  22542 Jolly Roger Dr, Summerland Key, FL 33042

  22542 Jolly Roger Dr, Summerland Key, FL 33042
• 

  

  /46

  $599,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042

  Beautifully renovated 2 bedroom, 2 bathroom canal front home in a gated community with TRANSIENT RENTALS PERMITTED! Well appointed eat-in kitchen and open concept living with family room that opens onto your spacious outdoor porch overlooking the clear boating canal. 35-foot concrete seawall with quick boating access to the Gulf of Mexico and Atlantic Ocean. Home comes fully furnished and has

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042
• 

  

  /44

  $680,000 Sold Feb 11, 2025

  • 1,176 Sq Ft
  • $578/SF
  • 159 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2022

  27999 Lobster Tail Trail, Little Torch Key, FL 33042

  Little Torch Key Retreat with a spacious floor plan, on a serene plugged canal, just minutes to neighborhood boat ramp and excellent boating access! Upon entry, this 2022 home boasts loads of natural light and soaring ceilings. The well-equipped kitchen offers abundant, all-white cabinetry, stainless appliances, granite countertops and pantry, making entertaining a breeze. Impact sliding glass

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

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

  

  /41

  Est $438,027 Not Listed For Sale

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

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

  

  /58

  $2,499,000

  • 3 Beds
  • 3 Baths
  • 2,288 Sq Ft

  17210 Angelfish Ln, Summerland Key, FL 33042

  Experience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Thoughtfully designed and meticulously built, this 3-bedroom, 2.5-bath residence offers 2,288 square feet of modern coastal comfort.Situated on an expansive 16,445-square-foot lot, the property features a private seawall for direct boating access and a sparkling pool perfect for relaxing after a day on the

  Team Spottswood/Vazquez Truman & Co. (KW)

  17210 Angelfish Ln, Summerland Key, FL 33042
• 

  

  /21

  $642,500 Sold Feb 10, 2025

  • 1,143 Sq Ft
  • $562/SF
  • 159 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1992

  19518 Caloosa St, Summerland Key, FL 33042

  Elevated, 3BD/2BA, nestled in the highly desirable Indian Mound Estates neighborhood. located on Upper Sugarloaf Key. Home sits high & dry with covered parking & storage underneath, 10,000 square-foot lot with plenty of room to park the RV, Boat or other toys. This charming home features master bedroom on-suite walk-in closet, two guest bedrooms, with additional full bath, living room, eat-in

  Wendy Holifield Berkshire Hathaway HomeServices Knight & Gardner Realty

  19518 Caloosa St, Summerland Key, FL 33042

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