Homes in ZIP Code 33042

• 

  

  

  /62

  $5,200,000

  • 4 Beds
  • 4 Baths
  • 2,660 Sq Ft

  17013 Coral Dr, Sugarloaf Key, FL 33042

  Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 Bed, 3.5 Bath modern coastal showpiece is surrounded by glistening water and enjoys Keys famous sunset views over Sugarloaf Sound.Fully renovated with premium craftsmanship, the home features a standing seam metal roof, PGT

  

  Lisa Ferringo

  Coldwell Banker Schmitt RE Co.

  (866) 531-8155

  17013 Coral Dr, Sugarloaf Key, FL 33042
• 

  

  

  /29

  Starting at $2,500 Per Month

  • 2 Beds

  21585 Overseas Hwy, Cudjoe Key, FL 33042

  Discover our newly constructed community at Coco Palms in Cudjoe Key, Florida. The leasing team will assist you in finding your new place. A selection of amenities are waiting for you: hurricane windows and doors, dishwashers, washers and dryers and convenient on-site parking options. Contact us today to see available floor plans and find your new place at Coco Palms.

  Coco Palms

  (786) 640-1903

  

  21585 Overseas Hwy, Cudjoe Key, FL 33042
• 

  

  

  /27

  $837,000

  Sold Jul 11, 2025

  27417 Cayman Ln, Summerland Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 1,085 Sq Ft
  • Built 1975

  Last Sold Summary

  • 14% Below List Price
  • $771/SF
  • 274 Days On Market

  Current Estimated Value $878,121

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

  27417 Cayman Ln, Summerland Key, FL 33042
• 

  

  

  /41

  Est $1,001,820

  Not Listed For Sale

  366 Sawyer Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,390 Sq Ft
  • Built 1988

  366 Sawyer Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 4 Days On Market
• 

  

  

  /72

  $3,899,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,096 Sq Ft

  17015 Wahoo Ln W, Sugarloaf Key, FL 33042

  Positioned on a rare west facing point lot with 270 ft of sparkling open water frontage on Sugarloaf Sound, this fully reimagined 3 Bedroom 3 Bathroom estate captures breathtaking sunset views across endless turquoise waters. Privately set on a gated 17,000 SF lot, the property lives like a private island compound framed by swaying palms, lush tropical landscaping, and the endless blue waters of

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (833) 754-7970

  17015 Wahoo Ln W, Sugarloaf Key, FL 33042
• 

  

  /20

  Starting at $5,538 Per Month

  • 2 Beds

  28501 Channel View Dr, Little Torch Key, FL 33042

  In Little Torch Key, near Mile Marker 28 on US Highway 1, Little Torch Cottages features 48 homes for those looking for something special. This beautiful property has 400 feet of open water views on Pine Channel, and also offers 22 foot boat slips at a discounted monthly rate for community residents. You will also be able to enjoy a community Clubhouse, park, BBQ areas, Paddle Board and Kayak

  Little Torch Cottages

  (786) 730-7736

  

  28501 Channel View Dr, Little Torch Key, FL 33042
• 

  

  /60

  $950,000

  Sold Oct 17, 2025

  76 W Shore Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,028 Sq Ft
  • Built 2001

  Last Sold Summary

  • 13% Below List Price
  • $924/SF
  • 369 Days On Market

  Current Estimated Value $926,012

  Last Listing Agent Cardenas & Krug Team Coastal Collection Real Estate Inc.

  76 W Shore Dr, Summerland Key, FL 33042
• 

  

  /58

  Est $2,075,247

  Not Listed For Sale

  22440 Jolly Roger Dr, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft
  • Built 1988

  22440 Jolly Roger Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 85 Days On Market
• 

  

  /37

  $899,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,203 Sq Ft

  153 Peg Leg Ln, Cudjoe Key, FL 33042

  Super quick ocean access and 60' of concrete dockage from this 3 Bedroom 2 Bath canal front home located just 2 canals over from open water! Plenty of room for all your toys in the oversized 2-Car Garage with overhead doors on both sides. Inside you will find an open floor plan leading out to a full-length Porch overlooking the water for morning coffee or evening cocktails with family and

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (877) 317-2645

  153 Peg Leg Ln, Cudjoe Key, FL 33042
• 

  

  /20

  $7,860

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft
  • Condo for Rent

  886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042

  The advertised rate of $7,860/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 6, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  (786) 833-8476

  886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042
• 

  /2

  $1,030,000

  Sold Nov 19, 2025

  22521 Jolly Roger Dr, Cudjoe Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 1,728 Sq Ft
  • Built 2010

  Last Sold Summary

  • $596/SF
  • 0 Days On Market

  Current Estimated Value $1,108,949

  Last Listing Agent Patti Nickless Coldwell Banker Schmitt RE Co.

  22521 Jolly Roger Dr, Cudjoe Key, FL 33042
• 

  

  /52

  Est $1,332,804

  Not Listed For Sale

  570 La Fitte Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft
  • Built 2020

  570 La Fitte Rd, Summerland Key, FL 33042

  Last Sold Summary

  • 126 Days On Market
• 

  

  /43

  $899,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,036 Sq Ft

  420 W Indies Dr, Ramrod Key, FL 33042

  Beautifully renovated canal-front home on an oversized corner lot in the heart of Breezeswept Beach Estates on Ramrod Key, ideally located on one of only two flow-through canals in the neighborhood. This exceptional property offers a rare combination of quality construction, thoughtful upgrades, and excellent boating access The owners spared no expense in the renovation, which includes a

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (833) 737-0483

  420 W Indies Dr, Ramrod Key, FL 33042
• 

  

  /41

  $7,500 Per Month

  • 3 Beds
  • 2 Baths
  • 6,098 Sq Ft
  • House for Rent

  280 Airport Dr S, Summerland Key, FL 33042

  *** Private Airstrip *** Welcome to your slice of paradise in the Florida Keys! For aviation enthusiasts, the allure of this property is further enhanced by its location within a private airpark community (FD51 Summerland Key Airport). Nestled on a serene, clear wide canal with direct access to the Atlantic Ocean with no bridges, within a private airpark community, this home offers the

  Lisa Guirguis Genesis Realty Team

  280 Airport Dr S, Summerland Key, FL 33042
• 

  

  /56

  $1,725,000

  Sold Jul 11, 2025

  17159 Amberjack Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft
  • Built 1989

  Last Sold Summary

  • 14% Below List Price
  • $1,039/SF
  • 258 Days On Market

  Current Estimated Value $1,723,179

  Last Listing Agent Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  17159 Amberjack Ln, Summerland Key, FL 33042
• 

  

  /72

  Est $3,590,118

  Not Listed For Sale

  5460 Dorn Rd, Summerland Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 2,134 Sq Ft
  • Built 1996

  5460 Dorn Rd, Summerland Key, FL 33042

  Last Sold Summary

  • 30 Days On Market
• 

  

  /71

  $2,795,000

  $200K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,913 Sq Ft

  20920 5th Ave W, Summerland Key, FL 33042

  Florida Keys luxury island living at its finest. Welcome to your private slice of tropical island living in coveted Cudjoe Gardens—a true boater's dream set on an oversized double canal-front lot (approx. 15,200 sq. ft.) with an impressive close to 200 feet of concrete seawall. This beautifully designed CBS home offers 4 bedrooms, 3 baths, and nearly 3,000 sq. ft. of living space, thoughtfully

  

  Miriam Novotny

  Compass Florida, LLC

  (877) 939-4083

  20920 5th Ave W, Summerland Key, FL 33042
• 

  

  /81

  $12,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,443 Sq Ft
  • House for Rent

  441 La Fitte Rd, Summerland Key, FL 33042

  ** SHORT-TERM RENTAL ** Stunning open water house with high ceilings, open floor plan, covered screen porch, and open deck for the sun lovers! New deck with a heavy-duty boat lift in place (15,000 pounds) in one of the cleanest waters in the FL Keys! Metal roof, New A/C, Water Heater, and a Front aluminum fence with beautiful landscaping This home is located in one of the best neighborhoods in

  Carolina Gil Caralex Intl Realty Group Corp

  441 La Fitte Rd, Summerland Key, FL 33042
• 

  

  /33

  $910,000

  Sold Apr 13, 2026

  151 Cutthroat Dr, Summerland Key, FL 33042

  • 2 Beds
  • 3 Baths
  • 1,140 Sq Ft
  • Built 1975

  Last Sold Summary

  • 4% Below List Price
  • $798/SF
  • 46 Days On Market

  Current Estimated Value $945,623

  Last Listing Agent Heather Bennett Florida Keys Real Estate Co. (KW)

  151 Cutthroat Dr, Summerland Key, FL 33042
• 

  

  /45

  Est $842,149

  Not Listed For Sale

  25093 Center St, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1958

  25093 Center St, Summerland Key, FL 33042

  Last Sold Summary

  • 18 Days On Market
• 

  

  /45

  $849,000

  $76K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  195 W Shore Dr, Summerland Key, FL 33042

  Welcome to a truly unique aviation property in the heart of Summerland Key! Located at the end of the exclusive Summerland Key airstrip on a 12,425 sq. ft. double lot, this concrete block home offers the ultimate blend of sky, sea, and space. Featuring a 37' x 27' airplane hangar, 2-car garage, and expansive driveway, this 3-bedroom, 2-bathroom plus bonus/4th Bedroom residence is tailor-made for

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (844) 619-6402

  195 W Shore Dr, Summerland Key, FL 33042
• 

  

  /19

  $4,500 Per Month

  • 2 Beds
  • 1 Bath
  • 884 Sq Ft
  • House for Rent

  27346 Martinique Ln, Summerland Key, FL 33042

  Welcome to your private slice of paradise in the Florida Keys. This fully remodeled, exquisitely furnished 2-bedroom, 1-bathroom waterfront home is a true island escape. Where turquoise waters, swaying palms, and golden sunsets become your everyday view. Enjoy direct ocean access from your private dock, no bridges to slow you down. Lounge by the heated pool, dine under the stars, and feel the

  Alicia Rufino Island Living Realty, LLC

  27346 Martinique Ln, Summerland Key, FL 33042
• 

  

  /45

  $1,550,000

  Sold Jan 30, 2026

  28538 John Silver Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1981

  Last Sold Summary

  • 3% Below List Price
  • $1,242/SF
  • 164 Days On Market

  Current Estimated Value $1,532,431

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

  28538 John Silver Rd, Summerland Key, FL 33042
• 

  

  /92

  Est $1,063,103

  Not Listed For Sale

  27436 Tobago Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 2020

  27436 Tobago Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 129 Days On Market
• 

  

  /70

  $2,800,000

  • 4 Beds
  • 3 Baths
  • 3,286 Sq Ft

  21640 Overseas Hwy, Summerland Key, FL 33042

  SPECIAL DAILY TRANSIENT LICENSE!!!Experience one of the Lower Keys' rarest offerings at 21640 Overseas Highway,an extraordinary 1.2 acre open-water estate with panoramic ocean views, resort style amenities, and true investment upside. Opportunities like this almost never come to market from Key West to Summerland. With 3,286 sq ft per appraisal, this 4-bedroom waterfront residence delivers

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (855) 799-5158

  21640 Overseas Hwy, Summerland Key, FL 33042
• 

  

  /45

  $630,000

  Sold Dec 08, 2025

  22970 Sharp Ln, Summerland Key, FL 33042

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft
  • Built 1985

  Last Sold Summary

  • 10% Below List Price
  • $1,094/SF
  • 4 Days On Market

  Current Estimated Value $657,268

  Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

  22970 Sharp Ln, Summerland Key, FL 33042
• 

  

  /35

  Est $992,127

  Not Listed For Sale

  17182 Starfish Ln W, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft
  • Built 1991

  17182 Starfish Ln W, Summerland Key, FL 33042

  Last Sold Summary

  • 6 Days On Market
• 

  

  /69

  $3,500,000

  • 3 Beds
  • 3 Baths
  • 2,295 Sq Ft

  1083 Labat Ln, Cudjoe Key, FL 33042

  Experience elevated island living in this striking modern residence in Cudjoe Key, where sleek design meets the raw beauty of the Atlantic. This white contemporary home showcases a dramatic wall of glass along the oceanfront, creating a seamless connection between indoor living and the endless horizon beyond. The open-concept living space is flooded with natural light and anchored by breathtaking

  

  Sandra Tuttle

  Island Welcome Real Estate

  (645) 233-0155

  1083 Labat Ln, Cudjoe Key, FL 33042
• 

  

  /88

  $732,000

  Sold Apr 21, 2026

  40 Munson Ave, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1998

  Last Sold Summary

  • 2% Below List Price
  • $693/SF
  • 128 Days On Market

  Current Estimated Value $738,411

  Last Listing Agent Lindsay Ryan EXP Realty LLC

  40 Munson Ave, Summerland Key, FL 33042
• 

  

  /63

  Est $2,110,804

  Not Listed For Sale

  17057 Bonita Ln W, Sugarloaf Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 2,366 Sq Ft
  • Built 2015

  17057 Bonita Ln W, Sugarloaf Key, FL 33042

  Last Sold Summary

  • 190 Days On Market
• 

  

  /61

  $1,449,000

  • 2 Beds
  • 2 Baths
  • 1,372 Sq Ft

  21012 6th Ave, Summerland Key, FL 33042

  Island living becomes effortless at this beautifully maintained waterfront retreat in the heart of Cudjoe Gardens. Located on a deep-water canal with quick ocean access, this CBS pool home offers the rare combination of ground-level convenience while above the flood plain. From the moment you arrive the property feels inviting and relaxed. Tropical landscaping and manicured grounds create a

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (645) 666-1284

  21012 6th Ave, Summerland Key, FL 33042
• 

  

  /37

  $268,000

  Sold Apr 27, 2026

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

  • Land
  • 2,178 Sq Ft
  • $5,360,000 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 52 Days On Market

  Current Estimated Value $278,564

  Last Listing Agent Kim Babenzien Expert Realty LLC (HQ)

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

  

  /14

  Not Listed For Sale

  1639 Pine Channel Dr, Little Torch Key, FL 33042

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

  1639 Pine Channel Dr, Little Torch Key, FL 33042

  Last Sold Summary

  • 7 Days On Market
• 

  

  /70

  $3,399,000

  • 3 Beds
  • 3 Baths
  • 3,056 Sq Ft

  21090 5th Ave, Cudjoe Key, FL 33042

  Welcome to a refined waterfront pool home in the highly desirable Cudjoe Gardens neighborhood, where luxury meets laid-back island living. Located on a corner canal with 235' of waterfront this home is designed with life on the water in mind. Featuring two boat lifts, 15,000 lb and 12,000 lb, providing flexibility for multiple vessels along with a 2-car Garage for additional storage for all of

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (866) 401-6074

  21090 5th Ave, Cudjoe Key, FL 33042
• 

  

  /60

  $930,000

  Sold Jan 23, 2026

  27405 Guadaloupe Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft
  • Built 2008

  Last Sold Summary

  • 2% Below List Price
  • $722/SF
  • 51 Days On Market

  Current Estimated Value $921,233

  Last Listing Agent Mark Gable Engel & Volkers Marathon

  27405 Guadaloupe Ln, Summerland Key, FL 33042
• 

  

  /29

  Not Listed For Sale

  1693 Bayview Dr, Little Torch Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 917 Sq Ft
  • Built 1976

  1693 Bayview Dr, Little Torch Key, FL 33042

  Last Sold Summary

  • 60 Days On Market
• 

  

  /73

  $4,500,000

  Under Contract

  • 3 Beds
  • 4 Baths
  • 4,200 Sq Ft

  421 La Fitte Rd, Little Torch Key, FL 33042

  An extraordinary waterfront offering in Little Torch Key, representing the highest level of design, construction, and lifestyle in the Lower Florida Keys. Designed and built by premier builder D'Asign Source, this poured-concrete residence is set on a rare double waterfront lot with expansive Pine Channel views and direct access to world-class boating, fishing, and diving. Approximately 4,200 sq

  

  Sandra Tuttle

  Island Welcome Real Estate

  (645) 300-4633

  421 La Fitte Rd, Little Torch Key, FL 33042
• 

  

  /73

  $2,925,000

  Sold Jun 10, 2025

  17018 Wahoo Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft
  • Built 1991

  Last Sold Summary

  • 25% Below List Price
  • $1,987/SF
  • 122 Days On Market

  Current Estimated Value $2,946,581

  Last Listing Agent Coby Taylor Expert Realty LLC (HQ)

  17018 Wahoo Ln, Summerland Key, FL 33042
• 

  

  /29

  Not Listed For Sale

  701 Spanish Main Dr Unit 478, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 828 Sq Ft
  • Built 2001

  701 Spanish Main Dr Unit 478, Cudjoe Key, FL 33042

  Last Sold Summary

  • 14 Days On Market
• 

  

  /12

  $789,900

  Under Contract

  • Land
  • 12,632 Sq Ft
  • $2,723,793 per Acre

  0 Dominica Ln Unit 615842, Ramrod Key, FL 33042

  Gorgeous Open Ocean location totaling 4 lots, boasting over a quarter acre of land with sheltered canal and private beach; an incredible investment opportunity! Build your dream home in paradise with a transferable building right, which are readily available on the market and provide an easy path to development. This unique opportunity is in the ideal location, on one of the last remaining Open

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (855) 297-2048

  0 Dominica Ln Unit 615842, Ramrod Key, FL 33042

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