Homes in ZIP Code 33042

• 

  

  

  /55

  $2,300,000

  • 3 Beds
  • 3 Baths
  • 2,010 Sq Ft

  948 Gulf Dr, Summerland Key, FL 33042

  Luxury coastal living meets unmatched boating convenience at this fully renovated canal-front stunner in prestigious Summerland Cove Islands. Situated on a 7,575 sq ft lot with 75 ft of concrete dockage, a 20K lb boat lift, and quick ocean access via wide, flow-through canals -- this 3 Bedroom, 3 Bathroom home is a dream for boating enthusiasts. Inside, this 2,010 sq ft two-story retreat

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 833-9579

  948 Gulf Dr, Summerland Key, FL 33042
• 

  

  

  /58

  $760,000 Sold Aug 19, 2025

  640 Carolyn Ave, Summerland Key, FL 33042

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

  Last Sold Summary

  • 2% Below List Price
  • $896/SF
  • 66 Days On Market

  Current Estimated Value $764,792

  Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.

  640 Carolyn Ave, Summerland Key, FL 33042
• 

  

  /2

  Not Listed For Sale

  430 Les Rohde Dr, Ramrod Key, FL 33042

  430 Les Rohde Dr, Ramrod Key, FL 33042
• 

  

  

  /50

  $1,600,000

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

  947 Gulf Dr, Summerland Key, FL 33042

  There's a certain feeling you get the moment you pull onto Summerland Cove Isle, quiet, breezy, and unmistakably upscale. The kind of street where every home has been cared for, every canal sparkles, and the water itself seems to move with purpose. This home sits on the most coveted stretch of the island, where the flow-through, crystal-clear, extra-deep canals are the heartbeat of the

  

  Coby Taylor

  Taylor & Assoc. RE, Inc.

  (786) 983-9115

  947 Gulf Dr, Summerland Key, FL 33042
• 

  

  

  /26

  $239,000 Sold Jun 30, 2025

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

  • Land

  Last Sold Summary

  • 2% Below List Price
  • 74 Days On Market

  Current Estimated Value $244,697

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

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

  /2

  Est $613,887 Not Listed For Sale

  • Studio

  20874 4th Ave, Cudjoe Key, FL 33042

  20874 4th Ave, Cudjoe Key, FL 33042
• 

  

  /4

  $285,000

  • Land

  Unlisted Address

  Private Acre on Cudjoe Key. Lush, Tropical, and Near the Water Escape to your own secluded paradise in the Lower Keys! This just over an acre lot on Cudjoe Key is surrounded by beautiful equestrian properties and dense tropical foliage, offering unmatched privacy and tranquility. Located just seconds from a public boat ramp, you'll have easy access to world-class fishing, boating, and

  

  Coby Taylor

  Taylor & Assoc. RE, Inc.

  (786) 876-6382

  Unlisted Address
• 

  

  /25

  $310,000 Sold Mar 13, 2025

  28232 Dorothy Ave, Summerland Key, FL 33042

  • 2 Beds
  • 1.5 Baths
  • 1,064 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $291/SF
  • 49 Days On Market

  Last Listing Agent Lanny Gardner Bluescape Real Estate

  28232 Dorothy Ave, Summerland Key, FL 33042
• 

  /2

  Not Listed For Sale

  0 Vacant Land Unit 603907, Sugarloaf Key, FL 33042

  0 Vacant Land Unit 603907, Sugarloaf Key, FL 33042
• 

  

  /77

  $12,999,999

  • 31 Beds
  • 19 Baths

  21470 Overseas Hwy, Cudjoe Key, FL 33042

  Located on Cudjoe Key, only 20 miles from Key West. Transient use property, over 3.5 acres, 15 units (15 ROGO exemptions), over 300 feet of water frontage, boat basin, 3 concrete docks, one wooden dock, boat ramp. Shared coin laundry, 2 swimming pools, 3 private driveways. 2 parcels on US 1 are zoned Sub Urban Commercial, excellent rental history. Property spans from US 1 to the Atlantic Ocean.

  

  Jennifer Weeks

  Select Properties of NWFL

  (786) 882-8127

  21470 Overseas Hwy, Cudjoe Key, FL 33042
• 

  

  /57

  $2,800,000 Sold Oct 30, 2025

  22967 Redfish Ln, Cudjoe Key, FL 33042

  • 3 Beds
  • 4 Baths
  • 3,747 Sq Ft
  • Built 2019

  Last Sold Summary

  • 7% Below List Price
  • $747/SF
  • 37 Days On Market

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

  22967 Redfish Ln, Cudjoe Key, FL 33042
• 

  /2

  Est $1,116,815 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,361 Sq Ft

  21034 Overseas Hwy, Cudjoe Key, FL 33042

  21034 Overseas Hwy, Cudjoe Key, FL 33042
• 

  

  /48

  $1,499,000 Under Contract

  • 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 80'

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 744-8525

  17166 Wahoo Ln W, Summerland Key, FL 33042
• 

  /2

  $55,000 Sold Jun 02, 2025

  0 Canal Dr, Sugarloaf Key, FL 33042

  • Land

  Last Sold Summary

  • 11% Below List Price
  • 32 Days On Market

  Last Listing Agent Nate Meyer Meyer and Boumerhi Realty LLC

  0 Canal Dr, Sugarloaf Key, FL 33042
• 

  /2

  Not Listed For Sale

  • 7,000 Sq Ft

  1138 Basque Ln, Summerland Key, FL 33042

  1138 Basque Ln, Summerland Key, FL 33042
• 

  

  /49

  $1,145,000

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  22737 Blackbeard Ln, Cudjoe Key, FL 33042

  Welcome home to your coastal oasis! This stunning brand-new elevated home features three bedrooms, two bathrooms, with an open concept living room and kitchen plus a covered 10x30 porch. Additional features include impact resistance windows and doors, metal roof, Azek decking, powder coated aluminum railings, custom concrete dock (8x20) with a permitted 12,000 Ibs. boat lift with 298 sq. ft. of

  

  Terry Garcia

  Keller Williams Key West Compass Realty

  (786) 321-8407

  22737 Blackbeard Ln, Cudjoe Key, FL 33042
• 

  

  /42

  $1,850,000 Sold Jan 30, 2025

  27339 Saint Vincent Ln, Summerland Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 1,644 Sq Ft
  • Built 2011

  Last Sold Summary

  • 7% Below List Price
  • $1,125/SF
  • 86 Days On Market

  Current Estimated Value $1,570,477

  Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC

  27339 Saint Vincent Ln, Summerland Key, FL 33042
• 

  

  /61

  Est $2,624,359 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,042 Sq Ft

  20886 4th Ave W, Summerland Key, FL 33042

  20886 4th Ave W, Summerland Key, FL 33042
• 

  

  /47

  $649,000 New Construction

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

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

  Welcome to your piece of paradise in the exclusive gated community of Venture Out on Cudjoe Key. This stunning high-rise, built in 2024, embodies the perfect blend of modern luxury and island life. As you step inside, you are greeted by an inviting atmosphere that captures the essence of coastal living. The master bedroom boasts an en suite bathroom, offering a serene retreat at the end of the

  

  Ian Calderwood

  Bluescape Real Estate

  (786) 613-4104

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

  

  /14

  $250,000 Sold Feb 24, 2025

  1639 Pine Channel Dr, Little Torch Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 6,725 Sq Ft
  • Built 1975

  Last Sold Summary

  • $37/SF
  • 7 Days On Market

  Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

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

  

  /39

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  701 Spanish Main Dr Unit 149, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 149, Cudjoe Key, FL 33042
• 

  

  /31

  $795,000

  • 2 Beds
  • 1 Bath
  • 1,562 Sq Ft

  360 W Shore Dr, Summerland Key, FL 33042

  Discover island living in this charming 3-bedroom, 1-bath canal-front home located in desirable Summerland Key, featuring fabulous sunset views. Set on a 60-foot-wide deep canal with approximately 10 minutes of boating access to the open ocean, this property is ideal for avid boaters and water lovers.The open living area flows seamlessly into an enclosed porch, creating a versatile space perfect

  Mark MacLaughlin R.W.A. Realty Inc

  360 W Shore Dr, Summerland Key, FL 33042
• 

  

  /29

  $395,000 Sold May 19, 2025

  701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042

  • Land

  Last Sold Summary

  • 5% Below List Price
  • 78 Days On Market

  Current Estimated Value $390,403

  Last Listing Agent Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042
• 

  /2

  Est $962,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  460 Les Rohde Dr, Ramrod Key, FL 33042

  460 Les Rohde Dr, Ramrod Key, FL 33042
• 

  

  /43

  $1,799,999

  • 4 Beds
  • 2 Baths
  • 2,074 Sq Ft

  22562 Jolly Roger Dr, Summerland Key, FL 33042

  Jolly Roger Drive on Cudjoe Key, where custom design meets open water views. This 4-bedroom, 2-bathroom residence showcases a designer kitchen with Viking appliances and high-end finishes, perfect for entertaining. The first floor offers two guest bedrooms, an office, and a full bath, while the second floor features a spacious guest room and the primary suite with a private balcony, ensuite bath,

  Krystal Thomas eXp Realty LLC

  22562 Jolly Roger Dr, Summerland Key, FL 33042
• 

  /2

  $255,000 Sold Oct 20, 2025

  150 Coral Ave, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1993

  Last Sold Summary

  • $232/SF
  • 0 Days On Market

  Last Listing Agent Kristen Brenner/Margie Casey T Florida Keys Real Estate Group

  150 Coral Ave, Summerland Key, FL 33042
• 

  /2

  Est $387,333 Not Listed For Sale

  • Studio

  117550 Caribe St, Sugarloaf Key, FL 33042

  117550 Caribe St, Sugarloaf Key, FL 33042
• 

  

  /34

  $1,650,000

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

  3167 Stewart Rd, Summerland Key, FL 33042

  This 3-bedroom, 2-bath home provides rare-to-find tranquility and privacy 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. Inside, modern amenities enhance the home's charm. The updated kitchen opens to the living room, with both rooms featuring a wall of windows to take in

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

  3167 Stewart Rd, Summerland Key, FL 33042
• 

  

  /51

  $420,000 Sold Nov 21, 2025

  701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042

  • 1 Bed
  • 1 Bath
  • 816 Sq Ft
  • Built 1979

  Last Sold Summary

  • 8% Below List Price
  • $515/SF
  • 185 Days On Market

  Last Listing Agent Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042
• 

  /2

  Est $315,333 Not Listed For Sale

  • Studio

  27328 St Vincent Ln, Ramrod Key, FL 33042

  27328 St Vincent Ln, Ramrod Key, FL 33042
• 

  

  /28

  $896,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,195 Sq Ft

  22922 Blackbeard Ln, Cudjoe Key, FL 33042

  This 3-bedroom, 2-bathroom stilted home offers 1,200 sq ft of thoughtfully designed space on a spacious canal-front lot.Enjoy the convenience of a 40 ft seawall, 10,000 lb boat lift, outdoor shower, and an enclosed garage with plenty of room for vehicles, boats, and water toys.Inside, the open-concept kitchen, living, and dining areas are equipped with brand-new appliances, ample cabinet space,

  Krystal Thomas eXp Realty LLC

  22922 Blackbeard Ln, Cudjoe Key, FL 33042
• 

  

  /4

  $50,000 Sold Dec 19, 2025

  0 Old State Rd Unit 616986, Cudjoe Key, FL 33042

  • Land

  Last Sold Summary

  • 41% Below List Price
  • 25 Days On Market

  Last Listing Agent Sabre Mendoza Coldwell Banker Schmitt RE Co.

  0 Old State Rd Unit 616986, Cudjoe Key, FL 33042
• 

  

  /49

  Est $350,899 Not Listed For Sale

  701 Spanish Main Dr Unit 557, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 557, Cudjoe Key, FL 33042
• 

  

  /107

  $3,200,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,538 Sq Ft

  747 La Fitte Rd, Summerland Key, FL 33042

  Spectacular open water location, with fabulous views from this newly constructed well-built oceanfront concrete home. Direct ocean or gulf access from massive dock that includes three boat lifts (one 15,000 pound, one 12,000 pound and a 10,000 pound double Waverunner lift). Relax in a large heated/chilled inground pool with a big covered pool patio area which drinks in the Ocean view. Home is

  John L. Markle Keller Williams Realty Premier Properties - Kendall

  747 La Fitte Rd, Summerland Key, FL 33042
• 

  

  /39

  $705,000 Sold Sep 08, 2025

  181 Doubloon Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,090 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Above List Price
  • $647/SF
  • 7 Days On Market

  Current Estimated Value $707,952

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

  181 Doubloon Ln, Summerland Key, FL 33042
• 

  

  /8

  Est $451,836 Not Listed For Sale

  17256 Keystone Rd, Sugarloaf Key, FL 33042

  17256 Keystone Rd, Sugarloaf Key, FL 33042
• 

  

  /45

  $1,950,000

  • 2 Beds
  • 2 Baths
  • 1,281 Sq Ft

  489 Sawyer Dr, Summerland Key, FL 33042

  OCEANFRONT & CANALFRONT GEM-- A Rare Slice of ParadiseThis exceptional 17,560 sq. ft. property offers the best of both worlds with stunning open water views and protected canal frontage. The main home is a beautifully maintained 2 bedroom, 2 bath residence featuring 155 feet of sweeping ocean vistas, impact windows and sliding glass doors, and a layout designed to showcase breathtaking sunrises

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  489 Sawyer Dr, Summerland Key, FL 33042
• 

  

  /31

  $735,000 Sold Jun 06, 2025

  27373 Antigua Ln, Ramrod Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 2016

  Last Sold Summary

  • 2% Below List Price
  • $619/SF
  • 6 Days On Market

  Current Estimated Value $773,592

  Last Listing Agent Sandra Dolowy KeyIsle Realty

  27373 Antigua Ln, Ramrod Key, FL 33042
• 

  /2

  Est $1,053,435 Not Listed For Sale

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

  783 Pirates Rd, Summerland Key, FL 33042

  783 Pirates Rd, Summerland Key, FL 33042
• 

  

  /33

  $949,000

  • 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

Showing Results 161 - 200, Page 5 of 18