Homes in ZIP Code 33042

• 

  

  

  /62

  $5,200,000

  • 4 Beds
  • 3.5 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 Real Estate Co

  17013 Coral Dr, Sugarloaf Key, FL 33042
• 

  

  

  /24

  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

  

  21585 Overseas Hwy, Cudjoe Key, FL 33042
• 

  

  

  /41

  $1,065,000

  Sold Jun 26, 2026

  325 Pirates Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 2025

  Last Sold Summary

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

  Current Estimated Value $1,091,333

  Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

  325 Pirates Rd, Summerland Key, FL 33042
• 

  

  

  /63

  Est $1,964,276

  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
• 

  

  

  /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

  17015 Wahoo Ln W, Sugarloaf Key, FL 33042
• 

  

  /20

  Starting at $3,999 Per Month

  • 2 - 4 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

  

  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 $951,227

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

  76 W Shore Dr, Summerland Key, FL 33042
• 

  

  /3

  Not Listed For Sale

  701 Spanish Main Dr Unit 175, Cudjoe Key, FL 33042

  • 1 Bed
  • 1 Bath
  • 488 Sq Ft
  • Built 1999

  701 Spanish Main Dr Unit 175, Cudjoe Key, FL 33042

  Last Sold Summary

  • 0 Days On Market
• 

  

  /30

  $749,500

  $46K PRICE DROP

  • 3 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

  

  Brenda Thomas

  Island Welcome Real Estate

  360 W Shore Dr, Summerland Key, FL 33042
• 

  

  /20

  $7,200

  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 $7,200/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 1, 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

  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
  • 2.5 Baths
  • 1,728 Sq Ft
  • Built 2010

  Last Sold Summary

  • $596/SF
  • 0 Days On Market

  Current Estimated Value $1,122,179

  Last Listing Agent Patti Nickless Coldwell Banker Schmitt RE Co.

  22521 Jolly Roger Dr, Cudjoe Key, FL 33042
• 

  

  /44

  Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 828 Sq Ft
  • Built 2002

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

  Last Sold Summary

  • 8 Days On Market
• 

  

  /43

  $749,000

  Under Contract

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

  28316 County Rd, Summerland Key, FL 33042

  BACK UP OFFERS WELCOME! Are you looking for a canal-front home that could use your TLC? Situated on a 9,375 sq. ft. fenced lot, this 2-bedroom, 3-bath CBS opportunity is about mid-way between the convenient 4A Boat Ramp to the west and Pine Channel to the east. Bright and airy, the extra-large kitchen was updated with new cabinets, stainless steel appliances and quartz counters in recent years.

  

  Patti Nickless

  Coldwell Banker Schmitt RE Co.

  28316 County Rd, Summerland Key, FL 33042
• 

  

  /7

  $3,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  4166 Dorn Rd, Summerland Key, FL 33042

  Property Id: 2728964This Very Nice Home is available on a 28 day minimum term. 2 bedroom, 2 bath home in a quiet neighborhood with 60 Ft dock. Deep water access to gulf or Atlantic. Fully furnished. Please email, call or text questions if interested. Tours are not available.All excellent appliances, gas stove with convection/electric oven, and bait freezer downstairs.

  4166 Dorn Rd, Summerland Key, FL 33042
• 

  

  /33

  $910,000

  Sold Apr 13, 2026

  151 Cutthroat Dr, Summerland Key, FL 33042

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

  Last Sold Summary

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

  Current Estimated Value $910,802

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

  151 Cutthroat Dr, Summerland Key, FL 33042
• 

  

  /45

  Est $1,825,423

  Not Listed For Sale

  23066 Tarpon Ln, Summerland Key, FL 33042

  • 4 Beds
  • 3.5 Baths
  • 1,938 Sq Ft
  • Built 2025

  23066 Tarpon Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 65 Days On Market
• 

  

  /83

  $3,299,000

  Under Contract

  • 6 Beds
  • 4.5 Baths
  • 3,700 Sq Ft

  17042 Starfish Ln W, Summerland Key, FL 33042

  Set among lush tropical landscaping and located just one home in from open water, this completely reimagined Sugarloaf Key residence blends refined coastal design with the space, comfort, and functionality buyers seek in the Florida Keys. Thoughtfully transformed through a complete renovation, the property is now a polished 6-bedroom, 4.5-bath retreat with open-water views, generous living areas,

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  17042 Starfish Ln W, Summerland 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
• 

  

  /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 $1,552,288

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

  28538 John Silver Rd, Summerland Key, FL 33042
• 

  

  /26

  Est $253,545

  Not Listed For Sale

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

  • Built 1978

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

  Last Sold Summary

  • 74 Days On Market
• 

  

  /66

  $525,000

  $14K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 836 Sq Ft

  701 Spanish Main Dr Unit 154, Cudjoe Key, FL 33042

  Coastal Paradise with Income Potential! Stunning 2BR/2BA Home Steps from the Ocean.Embrace the ultimate coastal lifestyle in this beautifully maintained 2-bedroom, 2-bathroom home, perfectly positioned directly across the street from the ocean. Wake up to serene water views and the soothing sound of the waves from your spacious, private deck—an ideal spot for your morning coffee or evening

  

  Ian Calderwood

  Bluescape Real Estate- Venture

  701 Spanish Main Dr Unit 154, Cudjoe 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
• 

  

  /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 $671,739

  Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

  22970 Sharp Ln, Summerland Key, FL 33042
• 

  

  /26

  Not Listed For Sale

  27873 Coral Shores Rd, Little Torch Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 686 Sq Ft
  • Built 1985

  27873 Coral Shores Rd, Little Torch Key, FL 33042

  Last Sold Summary

  • 70 Days On Market
• 

  

  /6

  $375,000

  • Land
  • 6,098 Sq Ft
  • $2,678,571 per Acre

  27378 Jamaica Ln, Summerland Key, FL 33042

  BUILD TODAY! Rare shovel-ready lot in the heart of Ramrod Key -- where Monroe County's permit moratorium has effectively stopped new residential development. This Breezeswept Beach Estates parcel comes with an ACTIVE allocated ROGO single-family PERMIT (SFDUP-2022-0059) already in hand. Foundation augers are in the ground. An Army Corps of Engineers-approved concrete seawall DOCK PERMIT IS

  

  Natallie Liz

  Expert Realty LLC (HQ)

  27378 Jamaica Ln, 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
• 

  

  /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 $731,320

  Last Listing Agent Lindsay Ryan EXP Realty LLC

  40 Munson Ave, Summerland Key, FL 33042
• 

  

  /46

  Not Listed For Sale

  701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 754 Sq Ft
  • Built 1989

  701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042

  Last Sold Summary

  • 72 Days On Market
• 

  

  /44

  $2,220,000

  $75K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  937 Gulf Dr, Summerland Key, FL 33042

  High quality concrete 3/2 in Summerland Cove. One of the best boating communities in the lower Keys for deep water, aqua blue canal water, and oceanside access with no bridges! Brand new 60' concrete dock has just been installed. Step inside to find the fresh, modern renovation done in 2024. Featuring 3 bedrooms 2 baths with the private 3rd floor primary suite. 24'' modern white tile throughout,

  

  Sandra Tuttle

  Island Welcome Real Estate

  937 Gulf Dr, 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 $268,614

  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
• 

  

  /34

  $1,575,000

  $20K PRICE DROP

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

  22865 Redfish Ln, Summerland Key, FL 33042

  The Best Boating Access in the Lower Keys, hands down!!! 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

  

  Anneliese Dietrick

  Coldwell Banker Schmitt RE Co.

  22865 Redfish Ln, Summerland 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 $938,861

  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
• 

  

  /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

  420 W Indies Dr, Ramrod Key, FL 33042
• 

  

  /6

  $1,937,500

  Sold Jun 05, 2026

  1058 Buttonwood Dr E, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,767 Sq Ft
  • Built 2001

  Last Sold Summary

  • $1,096/SF
  • 0 Days On Market

  Current Estimated Value $1,589,567

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

  1058 Buttonwood Dr E, 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
• 

  

  /71

  $2,795,000

  Open Sun 4PM - 6PM $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

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

  

  /16

  $1,400,000

  Sold Mar 16, 2026

  570 Blackbeard Rd, Summerland Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft
  • Built 2026

  Last Sold Summary

  • 3% Below List Price
  • $933/SF
  • 14 Days On Market

  Current Estimated Value $1,400,500

  Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

  570 Blackbeard Rd, Summerland Key, FL 33042
• 

  

  /15

  Not Listed For Sale

  8 Calico Jack Circle Cir, Verifying, FL 33042

  8 Calico Jack Circle Cir, Verifying, FL 33042

  Last Sold Summary

  • 18 Days On Market

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