Homes in ZIP Code 33042

• 

  

  

  /34

  $600,000

  Sold Sep 22, 2025

  19557 Mayan St, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 989 Sq Ft
  • Built 1958

  Last Sold Summary

  • 5% Below List Price
  • $607/SF
  • 186 Days On Market

  Current Estimated Value $648,925

  Last Listing Agent Lola McKee eXp Realty LLC

  19557 Mayan St, Summerland Key, FL 33042
• 

  

  

  /47

  Not Listed For Sale

  701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft
  • Built 2000

  701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042

  Last Sold Summary

  • 194 Days On Market
• 

  

  

  /39

  $485,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042

  Oceanfront Paradise Awaits!Unit 182 in Venture OutExperience the epitome of Florida living in this charming one-bedroom, one-bathroom mobile home with Florida Room nestled within an exclusive gated community.This beautifully maintained home boasts:* Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft seawall.*

  

  Ian Calderwood

  Bluescape Real Estate- Venture

  701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
• 

  

  /2

  $48,000

  Sold Mar 13, 2026

  0 Bk 2 Lt 24 Windward Beach Estate Unit 615586, Little Torch Key, FL 33042

  • Land

  Last Sold Summary

  • 26% Below List Price
  • 250 Days On Market

  Current Estimated Value $49,000

  Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

  0 Bk 2 Lt 24 Windward Beach Estate Unit 615586, Little Torch Key, FL 33042
• 

  

  

  /36

  Est $1,181,931

  Not Listed For Sale

  17246 Jamaica Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 2020

  17246 Jamaica Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 23 Days On Market
• 

  

  /145

  $16,900,000

  • 5 Beds
  • 4 Baths
  • 3,352 Sq Ft

  0 Howell Key Unit 620413, Summerland Key, FL 33042

  Discover one of the Florida Keys' most extraordinary private island retreats. Encompassing 9.69 acres of pristine tropical landscape, Howell Key offers an unparalleled opportunity to own an off-grid luxury island surrounded by breathtaking open water views from sunrise to sunset. Designed for those who value privacy, adventure, and refined coastal living, the island features acres of groomed

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  0 Howell Key Unit 620413, Summerland Key, FL 33042
• 

  

  /64

  $815,422

  Sold Nov 06, 2025

  554 W Shore Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft
  • Built 1963

  Last Sold Summary

  • 9% Below List Price
  • $580/SF
  • 34 Days On Market

  Current Estimated Value $916,582

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  554 W Shore Dr, Summerland Key, FL 33042
• 

  

  /20

  Est $275,480

  Not Listed For Sale

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

  • Built 2001

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

  Last Sold Summary

  • 167 Days On Market
• 

  

  /50

  $945,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  683 Blackbeard Rd, Summerland Key, FL 33042

  Located near a canal 'T', this oceanside property offers easy docking for larger boats and sailboats in the 50 ft. wide, flow-through canal, putting the Atlantic and back-country within easy reach. The rooftop deck is a wonderful vantage point for panoramic neighborhood and water views. Nestled in mature vegetation, the one-owner, custom-built, board and batten cedar home has been well-maintained

  

  Patti Nickless

  Coldwell Banker Schmitt RE Co.

  683 Blackbeard Rd, Summerland Key, FL 33042
• 

  

  /71

  $3,150,000

  Sold Aug 28, 2025

  225 Colson Dr, Summerland Key, FL 33042

  • 6 Beds
  • 6.5 Baths
  • 4,976 Sq Ft
  • Built 2010

  Last Sold Summary

  • 10% Below List Price
  • $633/SF
  • 118 Days On Market

  Current Estimated Value $3,381,094

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  225 Colson Dr, Summerland Key, FL 33042
• 

  

  /63

  Est $4,303,320

  Not Listed For Sale

  17129 Amberjack Ln, Sugarloaf Shores, FL 33042

  • 6 Beds
  • 6.5 Baths
  • 4,200 Sq Ft
  • Built 2023

  17129 Amberjack Ln, Sugarloaf Shores, FL 33042

  Last Sold Summary

  • 9 Days On Market
• 

  

  /97

  $1,199,000

  • 3 Beds
  • 2 Baths
  • 1,522 Sq Ft

  17151 Marlin Dr, Sugarloaf Key, FL 33042

  This beautifully remodeled waterfront bungalow is nestled in the heart of Sugarloaf Shores ,one of the Lower Florida Keys' most desirable boating communities. Set on an expansive 12,500 sq ft lot surrounded by lush tropical landscaping, this elevated two-story home offers the perfect blend of privacy, comfort, and island charm. With 3 Bedrooms plus a Loft and 2 Bathrooms, the layout is

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  17151 Marlin Dr, Sugarloaf Key, FL 33042
• 

  

  /20

  $207,000

  Sold Apr 09, 2026

  701 Spanish Main Dr Unit 658, Cudjoe Key, FL 33042

  • Land
  • 1,742 Sq Ft
  • $5,175,000 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 375 Days On Market

  Current Estimated Value $224,109

  Last Listing Agent Ian Calderwood Bluescape Real Estate- Venture

  701 Spanish Main Dr Unit 658, Cudjoe Key, FL 33042
• 

  

  /27

  Est $248,869

  Not Listed For Sale

  701 Spanish Main Dr Unit 473, Cudjoe Key, FL 33042

  • 1 Bed
  • Built 1974

  701 Spanish Main Dr Unit 473, Cudjoe Key, FL 33042

  Last Sold Summary

  • 161 Days On Market
• 

  

  /19

  $215,000

  • Land
  • 2,178 Sq Ft
  • $4,300,000 per Acre

  701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042

  Ocean ''peeks'' on this corner lot adds to the serenity you will get here at Lot 610 in the gated community of Venture Out on Cudjoe Key. Easy access on 2 sides of the lot.This property can do transient rentals!!As part of the Venture Out community, you'll enjoy an array of amenities at your doorstep. Dip into the massive saltwater swimming pool overlooking the ocean, or take advantage of

  

  Ian Calderwood

  Bluescape Real Estate- Venture

  701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042
• 

  

  /24

  $50,000

  Sold May 07, 2026

  13 Yuca Ln, Torch Key, FL 33042

  • Land
  • 5,000 Sq Ft
  • $435,540 per Acre

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Regine Mercier The Keyes Company

  13 Yuca Ln, Torch Key, FL 33042
• 

  

  /16

  Not Listed For Sale

  8 Calico Jack Cir, Cudjoe Key, FL 33042

  8 Calico Jack Cir, Cudjoe Key, FL 33042

  Last Sold Summary

  • 212 Days On Market
• 

  

  /71

  $525,000

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042

  Canal-front Paradise Awaits! Incredible view from your back deck!Unit 453 in Venture Out.Experience the epitome of waterfront Florida Keys living in this charming two-bedroom, two-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home boasts:* Prime Canal front Location: Enjoy direct access to the water from your private 17 ft

  

  Ian Calderwood

  Bluescape Real Estate- Venture

  701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042
• 

  

  /43

  $1,150,000

  Sold Sep 22, 2025

  1032 Caribbean Dr E, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Built 1990

  Last Sold Summary

  • 18% Below List Price
  • $833/SF
  • 175 Days On Market

  Current Estimated Value $1,211,899

  Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

  1032 Caribbean Dr E, Summerland Key, FL 33042
• 

  /2

  Not Listed For Sale

  7 Calico Jack Cir, Cudjoe Key, FL 33042

  7 Calico Jack Cir, Cudjoe Key, FL 33042
• 

  

  /48

  $775,000

  • 3 Beds
  • 2 Baths
  • 1,148 Sq Ft

  4016 Dorn Rd, Summerland Key, FL 33042

  Escape to the Lower Keys with this peaceful Big Torch Key retreat overlooking protected lands. Enjoy convenient boating access to both the Gulf and Atlantic via Niles Channel, then return to your 60 ft. concrete dock after a day of fishing or diving. This well-maintained, fully furnished 3-bedroom, 2-bath home is move-in ready, with sewer and FKAA 'city' water service, plus a cistern beneath the

  

  Patti Nickless

  Coldwell Banker Schmitt RE Co.

  4016 Dorn Rd, Summerland Key, FL 33042
• 

  

  /24

  $310,000

  Sold Apr 16, 2026

  701 Spanish Main Dr Unit 181, Cudjoe Key, FL 33042

  • Land
  • 2,178 Sq Ft
  • $6,200,000 per Acre

  Last Sold Summary

  • 19% Below List Price
  • 118 Days On Market

  Current Estimated Value $318,695

  Last Listing Agent Carmen Brake Waterfront Keys Realty Inc.

  701 Spanish Main Dr Unit 181, Cudjoe Key, FL 33042
• 

  

  /32

  Est $432,514

  Not Listed For Sale

  701 Spanish Main Dr Unit 609, Cudjoe Key, FL 33042

  • 1 Bed
  • Built 1988

  701 Spanish Main Dr Unit 609, Cudjoe Key, FL 33042

  Last Sold Summary

  • 256 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
• 

  

  /37

  $705,000

  Sold Aug 21, 2025

  27312 Anguila Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1989

  Last Sold Summary

  • 15% Below List Price
  • $614/SF
  • 127 Days On Market

  Current Estimated Value $758,928

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  27312 Anguila Ln, Summerland Key, FL 33042
• 

  

  /30

  Not Listed For Sale

  701 Spanish Main Dr Unit 392, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft
  • Built 1999

  701 Spanish Main Dr Unit 392, Cudjoe Key, FL 33042

  Last Sold Summary

  • 176 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
• 

  

  /31

  $725,000

  Sold Jan 05, 2026

  27235 Mariposa Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,364 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Below List Price
  • $532/SF
  • 127 Days On Market

  Current Estimated Value $758,748

  Last Listing Agent Brent Bishop Internet Realty of the Florida Keys

  27235 Mariposa Rd, Summerland Key, FL 33042
• 

  

  /33

  Est $896,935

  Not Listed For Sale

  28120 County Rd, Little Torch Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 2024

  28120 County Rd, Little Torch 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
• 

  

  /35

  $817,500

  Sold Dec 01, 2025

  22878 Privateer Dr, Summerland Key, FL 33042

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

  Last Sold Summary

  • 7% Below List Price
  • $862/SF
  • 133 Days On Market

  Current Estimated Value $840,104

  Last Listing Agent Pamela Stangler Expert Realty LLC

  22878 Privateer Dr, Summerland Key, FL 33042
• 

  /2

  Est $1,149,878

  Not Listed For Sale

  17277 Dolphin St E, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1995

  17277 Dolphin St E, Summerland Key, FL 33042
• 

  

  /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
• 

  

  /3

  $75,000

  Sold Oct 10, 2025

  0 Asturias Rd, Cudjoe Key, FL 33042

  • Land
  • 1.01 Acres
  • $74,124 per Acre

  Last Sold Summary

  • 62% Below List Price
  • 41 Days On Market

  Last Listing Agent Maryann Warren Coldwell Banker - Ft. Lauderdale

  0 Asturias Rd, Cudjoe Key, FL 33042
• 

  

  /14

  Est $239,587

  Not Listed For Sale

  701 Spanish Main Dr Unit 646, Cudjoe Key, FL 33042

  • 2 Beds
  • Built 2000

  701 Spanish Main Dr Unit 646, Cudjoe Key, FL 33042

  Last Sold Summary

  • 246 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
• 

  

  /42

  $1,065,000

  Sold Jun 22, 2026

  27345 Barbuda Ln, Summerland Key, FL 33042

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

  Last Sold Summary

  • 3% Below List Price
  • $807/SF
  • 18 Days On Market

  Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

  27345 Barbuda Ln, Summerland Key, FL 33042
• 

  /2

  Est $1,026,624

  Not Listed For Sale

  421 W Indies, Ramrod Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,124 Sq Ft
  • Built 1996

  421 W Indies, Ramrod Key, FL 33042
• 

  

  /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
• 

  /2

  $600,000

  Sold Jul 14, 2025

  701 Spanish Main Dr Unit 573, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft
  • Built 1993

  Last Sold Summary

  • 14% Below List Price
  • $735/SF
  • 56 Days On Market

  Last Listing Agent Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 573, Cudjoe Key, FL 33042

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