Homes in ZIP Code 33042

• 

  

  

  /43

  $1,299,000

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

  1777 Pine Channel Dr, Summerland Key, FL 33042

  Built in 2022, this elevated Gulf-front home on Little Torch Key enjoys water on 2 sides offering lots of privacy and fantastic water views from all angels. Designed with storm-ready construction in mind, it features impact-resistant windows and doors, a metal roof, and Hardi board siding for lasting durability and peace of mind. Inside, the home is bright and welcoming, with high ceilings, crown

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 983-9380

  1777 Pine Channel Dr, Summerland Key, FL 33042
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• 

  

  

  /83

  $3,300,000 Sold Jul 11, 2025

  • 3,086 Sq Ft
  • $1069/SF
  • 299 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2015

  16705 Tamarind Rd, Summerland Key, FL 33042

  Exquisite Open Water Estate on Prestigious Southpoint, Sugarloaf Key! Experience unparalleled luxury at this stunning solid concrete open water property, located just 20 minutes from the magic of Key West and Key West Airport. Situated on prestigious Southpoint, Sugarloaf Key, this magnificent estate offers breathtaking open water views and a lifestyle of elegance and comfort.Spanning 3,086

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  16705 Tamarind Rd, Summerland Key, FL 33042
• 

  

  /2

  Est $906,708 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  1581 State Rd Unit 4A, Little Torch Key, FL 33042

  1581 State Rd Unit 4A, Little Torch Key, FL 33042
• 

  

  

  /42

  $1,999,000

  • 3 Beds
  • 2 Baths
  • 2,047 Sq Ft

  20771 2nd Ave W, Summerland Key, FL 33042

  Wonderful Cudjoe Gardens property! High quality concrete construction and custom metal roof. This 3 bed 2 bathroom home has large, open living and wonderful outdoor living space- complete with pool, tiki and firepit. Exceptional boating- the 100' concrete dock is set up for 2 boats- with a 20,000 lb lift and davits rated to 10,000 lbs. Enjoy easy boating access to world class fishing and diving

  

  Sandra Tuttle

  Island Welcome Real Estate

  (786) 952-5792

  20771 2nd Ave W, Summerland Key, FL 33042
• 

  

  

  /27

  $837,000 Sold Jul 11, 2025

  • 1,085 Sq Ft
  • $771/SF
  • 274 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1975

  27417 Cayman Ln, Summerland Key, FL 33042

  This Breezeswept Beach Estates property is a must-see canalfront home. From the quick and easy open water access to the brand new 58-foot composite dock and a spacious fisherman's shed, anyone looking for an open water access property would be impressed! Unique curved concrete staircase leads to the main level that features a spacious living room, two roomy bedrooms and a large bathroom. Two sets

  Karen Quist Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  27417 Cayman Ln, Summerland Key, FL 33042
• 

  /2

  Est $663,061 Not Listed For Sale

  • Studio

  17172 Marlin Dr, Sugarloaf Shores, FL 33042

  17172 Marlin Dr, Sugarloaf Shores, FL 33042
• 

  

  /37

  $1,495,000

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

  27821 Leeward Rd S, Little Torch Key, FL 33042

  Privacy, Acreage, and Stunning Sunsets - Your Private Escape Awaits!Tucked away on 2.38 secluded acres with only one neighbor on the entire road, this 2-bedroom, 2-bath retreat offers the peace and privacy you've been searching for. Surrounded by county-owned land, you'll enjoy uninterrupted views and a connection to nature that's hard to find.Step inside to a spacious open-concept living and

  

  Jennifer Weeks

  Select Properties of NWFL

  (786) 807-6584

  27821 Leeward Rd S, Little Torch Key, FL 33042
• 

  

  /26

  $390,000 Sold Jul 10, 2025

  • 686 Sq Ft
  • $569/SF
  • 70 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1985

  27873 Coral Shores Rd, Little Torch Key, FL 33042

  Come get the Florida Keys sunrises and sunsets in the tranquil hidden Coral Shores Estates on Little Torch Key. Just a short cruise to the Gulf and Atlantic. There is a 46' wood dock which is a perfect place to keep your boat. Walk up just a few stairs to a screened in covered porch where you can enjoy the cool breeze. Step inside through the sliding glass doors and enjoy the view to the open

  Tracy Shields KeyIsle Realty

  27873 Coral Shores Rd, Little Torch Key, FL 33042
• 

  /2

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 897 Sq Ft

  701 Spanish Main Dr Unit 137, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 137, Cudjoe Key, FL 33042
• 

  

  /47

  $1,499,000

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  17166 Wahoo Ln W, Summerland Key, FL 33042

  This spacious 1,723 sq. ft. 3 Bedroom 2 Bath canal front Pool home is located in prestigious Sugarloaf Shores, an upscale community of waterfront homes just 15 miles from the magic of Key West. The resort-style home boasts a tropical waterfront pool with adjacent tiki bar to enjoy refreshments after a day out on the water. Boaters will appreciate the 100' of concrete dockage with davits on an

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 744-8525

  17166 Wahoo Ln W, Summerland Key, FL 33042
• 

  

  /45

  $2,090,000 Sold Jul 07, 2025

  • 1,938 Sq Ft
  • $1078/SF
  • 65 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  23066 Tarpon Ln, Summerland Key, FL 33042

  ''BRAND NEW' CBS Construction ready for occupancy!!! Amazing New Oceanside Home with 4 Bedrooms, 3.5 Baths, in Beautiful Cudjoe Ocean Shores, (Custom Built by Dream Builders of the Florida Keys). This home offers Open Water Views, Instant Deep Draft Boating for Big Boat Action, Protected Concrete step-down Dock, Open Floor plan, Dining Area, two Master Suites, High Ceilings, Chefs Kitchen with

  Greg MacLaren Internet Realty of the Florida Keys

  23066 Tarpon Ln, Summerland Key, FL 33042
• 

  /2

  Est $178,992 Not Listed For Sale

  • Studio

  825 Hawksbill Ln, Sugarloaf Key, FL 33042

  825 Hawksbill Ln, Sugarloaf Key, FL 33042
• 

  

  /48

  $1,499,000

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  823 Indies Rd, Ramrod Key, FL 33042

  Fabulous sunset views over the salt ponds at this concrete 3 Bedroom 2 Bath home in Breezeswept Beach Estates. Located towards the end of a very quiet street this home offers a lot of privacy with beautiful views of the bird estuary in front and long views of the canal in the back. Boaters will appreciate the immediate ocean access with no bridges and easy turn around from the 60' step-down

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (305) 614-6847

  823 Indies Rd, Ramrod Key, FL 33042
• 

  

  /40

  $900,000 Sold Jul 01, 2025

  • 992 Sq Ft
  • $907/SF
  • 137 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  1342 Ocean Dr, Summerland Key, FL 33042

  Renovated Waterfront Gem! Welcome to your dream coastal retreat! This beautifully updated 2-bedroom, 2-bath home offers a 60-ft concrete dock along a 60-ft wide canal, providing the perfect setup for all your boating and water adventures. The property includes covered parking and a garage, ensuring convenience and plenty of storage for your vehicles and gear.Step inside to a bright and inviting

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  1342 Ocean Dr, Summerland Key, FL 33042
• 

  /2

  Est $3,111,012 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,531 Sq Ft

  999 Flagship Dr, Summerland Key, FL 33042

  999 Flagship Dr, Summerland Key, FL 33042
• 

  

  /37

  $949,000

  • 2 Beds
  • 2 Baths
  • 1,052 Sq Ft

  273 Indies Rd, Summerland Key, FL 33042

  Welcome to this bright and modern 2-bedroom, 2-bath home located in the desirable Breezeswept Beach Estates on Ramrod Key. Completed in 2024 by the builder with high-quality features--including a metal roof, impact windows, new A/C, and durable Hardi board siding--this home was later purchased and further upgraded by the current owner, who is also the first to live in the home. Since purchasing,

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 981-3223

  273 Indies Rd, Summerland Key, FL 33042
• 

  

  /41

  $650,000 Sold Jul 01, 2025

  • 1,120 Sq Ft
  • $580/SF
  • 81 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  22882 Buccaneer Ln, Summerland Key, FL 33042

  Coastal Paradise: 2-Bedroom, 2-Bath Canal-Front Home with Direct Ocean AccessThis stunning 2-bedroom, 2-bath home offers the ultimate canal-front lifestyle, minutes from open water with no bridges to navigate, perfect for boating enthusiasts. Located on the coveted Oceanside, the property features a spacious 60-foot dock ready for your vessel, offering convenient and quick access to the

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  22882 Buccaneer Ln, Summerland Key, FL 33042
• 

  

  /34

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  701 Spanish Main Dr Unit 196, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 196, Cudjoe Key, FL 33042
• 

  

  /41

  $1,749,000

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  25081 Overseas Hwy, Summerland Key, FL 33042

  So many opportunities at this 3 Bedroom 2 Bath canal front property located in the Commercial Fishing District boasting 240' of road frontage with excellent highway visibility and 240' of waterfront with full concrete dock and seawall, just one property in from the open water. Located in the Special Fishing District on Summerland Key where home businesses including commercial fishing and boat

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (855) 526-7050

  25081 Overseas Hwy, Summerland Key, FL 33042
• 

  

  /44

  $650,000 Sold Jun 30, 2025

  • 828 Sq Ft
  • $785/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2002

  701 Spanish Main Dr Unit 390, Cudjoe Key, FL 33042

  Turnkey Waterfront Vacation Rental with Ocean Views in Venture Out.Welcome to your Florida Keys escape--a fully furnished, income-producing 2-bedroom, 2-bath home ideally positioned on a wide canal with stunning ocean views and 35 feet of concrete seawall dockage. Located in the vibrant, gated community of Venture Out on Cudjoe Key, this well-maintained property is not just a serene coastal

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 390, Cudjoe Key, FL 33042
• 

  /2

  Est $1,049,961 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,008 Sq Ft

  18954 Acosta Trail, Summerland Key, FL 33042

  18954 Acosta Trail, Summerland Key, FL 33042
• 

  

  /27

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  25081 Overseas Hwy, Summerland Key, FL 33042

  So many opportunities at this 3 Bedroom 2 Bath canal front home located in the Special Fishing District on Summerland Key where home businesses including commercial fishing and boat mechanics are allowed. Boasting 60' of road frontage with excellent highway visibility and 60' of concrete canal dockage with quick and easy access to the gulf and ocean. The newly remodeled coastal style home

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (888) 828-1613

  25081 Overseas Hwy, Summerland Key, FL 33042
• 

  

  /26

  $239,000 Sold Jun 30, 2025

  • Land

  • 74 Days On Market

  701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042

  Embrace the island lifestyle with this prime RV lot in Venture Out, a premier gated community on Cudjoe Key! Nestled in a quiet section of the park, this lot offers peak-a-boo ocean views and stunning sunsets from the rear of the property, making it the perfect tropical retreat. Whether you're looking for a personal getaway or a smart investment, this lot is a rare find--Venture Out is one of the

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042
• 

  /2

  Est $525,566 Not Listed For Sale

  • Studio

  520 Blackbeard Rd, Little Torch Key, FL 33042

  520 Blackbeard Rd, Little Torch Key, FL 33042
• 

  

  /5

  $350,000

  • Land

  25091 Overseas Hwy, Summerland Key, FL 33042

  Attention all Commercial Fisherman and Marine Mechanics! Fantastic canal front commercial fishing district lot on Summerland Keys boasting 60' of road frontage with excellent highway visibility. 60' Concrete dock. Allowed uses include commercial fishing operations, boat repair and mechanic business and other home businesses.

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (855) 526-7517

  25091 Overseas Hwy, Summerland Key, FL 33042
• 

  /2

  $52,000 Sold Jun 30, 2025

  • Land
  • 0.27 Acre
  • $189,391 per Acre

  • 218 Days On Market

  State Road 4a _ Rogo Dedication Lot, Little Torch Key, FL 33042

  Property has letter for the point determination from the County for 2 points. NOT ROGO EXEMPT LOT.

  Sandra Dolowy KeyIsle Realty

  State Road 4a _ Rogo Dedication Lot, Little Torch Key, FL 33042
• 

  /2

  Not Listed For Sale

  Lot 6 Mad Bob Rd Unit 1, Sugarloaf Key, FL 33042

  Lot 6 Mad Bob Rd Unit 1, Sugarloaf Key, FL 33042
• 

  

  /6

  $350,000

  • Land

  24111 Overseas Hwy, Summerland Key, FL 33042

  Attention all Commercial Fisherman and Marine Mechanics! Fantastic canal front commercial fishing district lot on Summerland Keys boasting 60' of road frontage with excellent highway visibility. 60' Concrete dock. Allowed uses include commercial fishing operations, boat repair and mechanic business and other home businesses.

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (866) 625-0494

  24111 Overseas Hwy, Summerland Key, FL 33042
• 

  

  /42

  $1,900,000 Sold Jun 29, 2025

  • 1,702 Sq Ft
  • $1116/SF
  • 17 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2011

  20867 5th Ave W, Cudjoe Key, FL 33042

  Enjoy deep draft dockage, 2 Boat Lifts, Garage and Pool plus no steps to climb at this 3 Bedroom 2 Bath home located in Cudjoe Gardens, an upscale waterfront community of CBS constructed Above Flood ground level homes offering a neighborhood full service marina and waterfront restaurant and bar. Enter into the open Great Room where a wall of impact glass doors overlooks the pool and water. The

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  20867 5th Ave W, Cudjoe Key, FL 33042
• 

  

  /4

  Not Listed For Sale

  0 Knockemdown Unit A11382026, Lower Keys, FL 33042

  0 Knockemdown Unit A11382026, Lower Keys, FL 33042
• 

  

  /6

  $350,000

  • Land

  24101 Overseas Hwy, Summerland Key, FL 33042

  Attention all Commercial Fisherman and Marine Mechanics! Fantastic canal front commercial fishing district lot on Summerland Keys boasting 60' of road frontage with excellent highway visibility. 60' Concrete dock. Allowed uses include commercial fishing operations, boat repair and mechanic business and other home businesses.

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (844) 620-9352

  24101 Overseas Hwy, Summerland Key, FL 33042
• 

  

  /47

  $1,100,000 Sold Jun 27, 2025

  • 1,361 Sq Ft
  • $808/SF
  • 102 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  21014 7th Ave, Summerland Key, FL 33042

  Nestled in one of the Lower Keys' most coveted boating communities, this meticulously renovated 3 bedroom 2 bathroom coastal retreat is more than just a home...it's a gateway to endless aquatic adventures. Situated on a deep-draft, flow-through canal with direct access to both the Atlantic and Gulf, this property is a dream for fishing, diving, and island-hopping enthusiasts. The brand-new

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  21014 7th Ave, Summerland Key, FL 33042
• 

  /2

  Est $885,534 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  27434 Saint Lucie Ln, Ramrod Key, FL 33042

  27434 Saint Lucie Ln, Ramrod Key, FL 33042
• 

  

  /26

  $800,000

  • 3 Beds
  • 3 Baths
  • 1,360 Sq Ft

  23930 Overseas Hwy, Summerland Key, FL 33042

  2 units for the price of one! What an amazing opportunity to buy in the Florida Keys market without breaking the bank. Live in one unit & rent the other.Legal WATERFRONT duplex on Summerland Key just 25 minunets to Key West. Upper unit has 2B and 1Bath spacious living and dining space that opens onto a large deck overlooking the canal. Luxury vinyl floors, new lighting, new paint, new ceiling

  

  Michelle Howerton

  Brenda Donnelly Real Estate LLC

  (888) 431-6038

  23930 Overseas Hwy, Summerland Key, FL 33042
• 

  

  /39

  $1,116,000 Sold Jun 25, 2025

  • 2,512 Sq Ft
  • $444/SF
  • 25 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1989

  591 Blackbeard Rd, Summerland Key, FL 33042

  Craving space? This Little Torch Key home has a TON of space. Nestled on a wide clean canal at MM28. This home boasts 4 bedrooms all with en-suite baths, walk in pantry, powder room, office, sunroom, and a two story living room. Take in gorgeous sunrise views from your outdoor deck off of the primary bedroom. Enjoy alfresco dining on your screened in porch or float in your salt water heated pool.

  Michelle Howerton Brenda Donnelly Real Estate LLC

  591 Blackbeard Rd, Summerland Key, FL 33042
• 

  /2

  Est $2,240,262 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,360 Sq Ft

  305 S Point Dr, Summerland Key, FL 33042

  305 S Point Dr, Summerland Key, FL 33042
• 

  

  /15

  $330,000

  • Land

  27345 Guadaloupe Ln, Ramrod Key, FL 33042

  Oceanside canal front lot with direct bridge free water access. Easy ride out to some of the Keys best fishing. Situated close to US 1 between Key West and Marathon. Restaurants, shopping and mini golf all nearby. Lot is currently in ROGO and the sewer meter is in place. Purchase a building right and start your dream home now or gather ROGO points and begin later. No HOA. Lot has been

  

  Scott Brisson

  KeyIsle Realty

  (866) 583-4634

  27345 Guadaloupe Ln, Ramrod Key, FL 33042
• 

  

  /21

  $380,000 Sold Jun 24, 2025

  • 552 Sq Ft
  • $688/SF
  • 248 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1971

  27848 Lobster Tail Trail, Little Torch Key, FL 33042

  Waterfront property in the Florida Keys under $400,000! This 2 bedroom 1 bath mobile home sits on an clean canal, just minutes from open water by boat. Large screened in patio and large TIKI hut (10' x 14') on the canal. Hot tub and a large workshop in the back for your fishing or dive gear, steps away from the 46 foot concrete seawall. Property is being sold unfurnished. No HOA, No lot Rent,

  Derrick Johnson Coco Plum Real Estate

  27848 Lobster Tail Trail, Little Torch Key, FL 33042
• 

  /2

  Est $1,306,970 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,986 Sq Ft

  22863 Bluegill Ln, Cudjoe Key, FL 33042

  22863 Bluegill Ln, Cudjoe Key, FL 33042
• 

  

  /49

  $1,749,000

  • 3 Beds
  • 2 Baths
  • 1,667 Sq Ft

  22865 Redfish Ln, Summerland Key, FL 33042

  The 'Island Life' awaits you in this stunning well thought out custom designed canal front property. This solid CBS home, nestled in lush tropical landscaping, features 3 bedrooms and 2 baths on an oversized 10,200 sq.ft. lot located in the tranquil setting of sought after Cudjoe Ocean Shores. This subdivision is extremely desirable due to the generous spacing between homes, as well as having

  

  Anneliese Dietrick

  Coldwell Banker Schmitt Lower Keys (KW)

  (305) 900-5290

  22865 Redfish Ln, Summerland Key, FL 33042

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