Homes in ZIP Code 33042

• 

  

  /2

  Est $747,957

  Not Listed For Sale

  19720 Date Palm Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft
  • Built 1958

  19720 Date Palm Dr, Summerland Key, FL 33042
• 

  

  

  /38

  $1,390,000

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

  174 Tortuga Ln, Cudjoe Key, FL 33042

  Florida Keys Living at Its Best! Welcome to 174 Tortuga Lane, a beautifully maintained waterfront home in the heart of Cudjoe Key, where world-class fishing, boating, and island living are in your backyard. With 37 feet of dockage, you'll have quick access to the Atlantic, backcountry waters, and some of the best fishing the Florida Keys has to offer. Seller is in the process of permitting and

  Sarah Bixby eXp Realty LLC

  174 Tortuga Ln, Cudjoe Key, FL 33042
• 

  

  

  /62

  $1,185,000

  Sold Oct 06, 2025

  22915 Bluegill Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 2001

  Last Sold Summary

  • 6% Below List Price
  • $882/SF
  • 37 Days On Market

  Current Estimated Value $1,228,912

  Last Listing Agent Deni Heintzelman KeyIsle Realty

  22915 Bluegill Ln, Summerland Key, FL 33042
• 

  

  

  /64

  Est $1,090,245

  Not Listed For Sale

  184 Cutthroat Dr, Summerland Key, FL 33042

  • 4 Beds
  • 2 Baths
  • 2,320 Sq Ft
  • Built 1963

  184 Cutthroat Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 151 Days On Market
• 

  

  

  /3

  $799,000

  $50K PRICE DROP Pending

  • Land
  • 10 Acres
  • $79,900 per Acre

  LOT 57 Rocky Rd, Sugarloaf Key, FL 33042

  Rare opportunity to acquire approximately 10 acres of vacant residential land in Sugarloaf Key, an area known for its low-density character, natural surroundings, and limited land availability. Large parcels of this size are increasingly scarce in the Lower Florida Keys, positioning this property as a strategic long-term holding or future planning opportunity. On Monroe county records, the

  Eugenia Hernandez PREMIUM PROPERTIES R.E SERVICE

  LOT 57 Rocky Rd, Sugarloaf Key, FL 33042
• 

  

  /34

  $1,300,000

  Sold Aug 18, 2025

  22822 John Silver Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 2002

  Last Sold Summary

  • 19% Below List Price
  • $619/SF
  • 214 Days On Market

  Current Estimated Value $1,392,458

  Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

  22822 John Silver Ln, Summerland Key, FL 33042
• 

  

  /58

  Est $1,809,567

  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
• 

  

  /9

  $12,040

  $2K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,855 Sq Ft

  28502 Channel View Dr, Little Torch Key, FL 33042

  This is a 3 story furnished or unfurnished 4 bedroom 3 bathroom home with a water view of the gulf in the Little Torch Cottages community of townhomes. There are 2 heated and chilled community pools, a gym, a sauna, a marina with boat ramp, bbq, exterior yard games and boat slip available for an extra charge. Kayaks and paddle boards are available for community usage.

  Joseph Danieli AKT Realty LLC

  28502 Channel View Dr, Little Torch Key, FL 33042
• 

  /2

  $55,000

  Sold Dec 04, 2025

  Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042

  • Land
  • 6,000 Sq Ft
  • $399,300 per Acre

  Last Sold Summary

  • 90% Above List Price
  • 73 Days On Market

  Last Listing Agent Pamela Stangler Expert Realty LLC

  Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042
• 

  

  /4

  Est $899,169

  Not Listed For Sale

  27456 Martinique Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,108 Sq Ft
  • Built 1976

  27456 Martinique Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 0 Days On Market
• 

  

  /12

  $480,000

  $15K PRICE DROP

  • Land
  • 2,178 Sq Ft
  • $9,600,000 per Acre

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

  Rare opportunity to own a transient (1-day minimum) rental RV lot in the Lower Keys. Located in a quiet, well-kept community, this buildable lot is perfect for your RV or for building a custom Keys getaway HomeThe property includes a 35-foot concrete seawall, dock posts, fishing cleaning station, swim ladder, Brand new concrete slab and full hookups with water, sewer, and 30, 50, and 110-amp

  Anay Ramos Miami New Realty

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

  

  /57

  $1,550,000

  Sold Mar 02, 2026

  270 Airport Dr S, Summerland Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 1,275 Sq Ft
  • Built 1980

  Last Sold Summary

  • 30% Below List Price
  • $1,216/SF
  • 63 Days On Market

  Current Estimated Value $1,525,661

  Last Listing Agent Solaris Gregory Expert Realty LLC (HQ)

  270 Airport Dr S, Summerland Key, FL 33042
• 

  

  /45

  Est $2,115,009

  Not Listed For Sale

  19527 Indian Mound Dr, Summerland Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 1,752 Sq Ft
  • Built 1996

  19527 Indian Mound Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 96 Days On Market
• 

  

  /8

  $595,000

  • Land
  • 6,098 Sq Ft
  • $4,250,000 per Acre

  28587 Peg Leg Rd, Little Torch Key, FL 33042

  Canal-front vacant land with a building permit already in process -- Permit #SFDUP-2025-0096, holding 41.5 ROGO points, buy and build later. Plans are drawn for a 3,497 square-foot, four-bedroom, three-bathroom residence with a rooftop terrace offering open ocean views. Dock and full architectural plans are included. A local builder is ready to build to the buyer's specifications, with price and

  Claudette Mell Century 21 Circle- Islamorada

  28587 Peg Leg Rd, Little Torch Key, FL 33042
• 

  

  /29

  $235,000

  Sold Oct 31, 2025

  701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042

  • Land
  • 2,078 Sq Ft
  • $4,926,179 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 76 Days On Market

  Current Estimated Value $252,576

  Last Listing Agent Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042
• 

  

  /20

  Est $1,686,248

  Not Listed For Sale

  4244 Dorn Rd, Summerland Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1984

  4244 Dorn Rd, Summerland Key, FL 33042

  Last Sold Summary

  • 368 Days On Market
• 

  

  /61

  $845,000

  $70K PRICE DROP Under Contract

  • 2 Beds
  • 2 Baths
  • 1,520 Sq Ft

  17326 Jamaica Ln, Summerland Key, FL 33042

  Welcome to your slice of Lower Keys paradise--just 17 miles from Key West yet worlds away from the hustle. This elevated 2-bedroom, 2-bath home sits on a generous lot in a fantastic neighborhood, offering the perfect blend of comfort, style, and island living. Inside, vaulted ceilings and impact windows fill the home with natural light and breezy tropical charm. An elevator makes access

  Stephanie Wise Keller Williams Key West Compass Realty

  17326 Jamaica Ln, Summerland Key, FL 33042
• 

  

  /45

  $1,300,000

  Sold Mar 03, 2026

  1185 Hakluyt Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1989

  Last Sold Summary

  • 7% Below List Price
  • $1,128/SF
  • 10 Days On Market

  Current Estimated Value $1,304,754

  Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

  1185 Hakluyt Ln, Summerland Key, FL 33042
• 

  

  /56

  Est $2,664,599

  Not Listed For Sale

  28595 Jolly Roger Dr, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,153 Sq Ft
  • Built 1975

  28595 Jolly Roger Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 11 Days On Market
• 

  

  /10

  $1,450,000

  • Land
  • 6,098 Sq Ft
  • $10,357,143 per Acre

  00000 Lagoon Dr, Summerland Key, FL 33042

  Excellent opportunity to build your dream in paradise. This 6,140 sq foot lot with 70.65 ft. of water frontage has a beautiful open water and ocean view. This is the last lot available in this established subdivision Summerland Cove. Easy access to both the Atlantic Ocean and the Gulf of Mexico.

  Marc Ulanowski Equestrian Sotheby's International Realty

  00000 Lagoon Dr, Summerland Key, FL 33042
• 

  

  /42

  $880,000

  Sold Jun 25, 2026

  27415 Barbuda Ln, Ramrod Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 2008

  Last Sold Summary

  • 30% Below List Price
  • $625/SF
  • 375 Days On Market

  Current Estimated Value $1,023,284

  Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  27415 Barbuda Ln, Ramrod Key, FL 33042
• 

  

  /52

  Est $1,291,577

  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
• 

  /2

  $325,000

  • Land
  • 6,098 Sq Ft
  • $2,321,429 per Acre

  0 Trinidad Ln, Ramrod Key, FL 33042

  A rare opportunity awaits on Little Torch Key with this 6,000 sq. ft. vacant lot, offering the perfect canvas for your Florida Keys dream home. Located in a desirable Tier 3 building area, this property provides a smoother permitting path while still delivering the privacy and tranquility that make the Lower Keys so special. The lot is partially cleared, giving you a head start on site

  Bill Vaught (REO Vaught Realty LLC Vaught Realty

  0 Trinidad Ln, Ramrod Key, FL 33042
• 

  /2

  $75,000

  Sold Jun 29, 2026

  Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042

  • Land
  • 14,810 Sq Ft
  • $220,588 per Acre

  Last Sold Summary

  • 83% Below List Price
  • 346 Days On Market

  Last Listing Agent Pamela Stangler Expert Realty LLC

  Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042
• 

  

  /47

  Est $2,670,306

  Not Listed For Sale

  27440 W Indies Dr, Summerland Key, FL 33042

  • 2 Beds
  • 3 Baths
  • 1,958 Sq Ft
  • Built 1982

  27440 W Indies Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 2 Days On Market
• 

  

  /23

  $705,000

  $90K PRICE DROP

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

  180 Sugarloaf Dr, Summerland Key, FL 33042

  **BACK ON THE MARKE, BUYERS FINANCING FELL THROUGH ** This charming 3 bedroom 2 bath house in Sugarloaf Shores sits on an oversized 12,000 sq ft lot. Fenced for privacy with plenty of room for a pool, park your boat or RV. Outside you have a large paver patio, outdoor shower and lush gardens. Step inside to find a warm inviting interior space, remodeled kitchen and bathroom, bonus HUGE screened

  Jenny Perry Preferred Properties (KW)

  180 Sugarloaf Dr, Summerland Key, FL 33042
• 

  

  /61

  $3,900,000

  Sold Feb 27, 2026

  16200 Old State Rd Unit 4A, Sugarloaf Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft
  • Built 2024

  Last Sold Summary

  • 2% Below List Price
  • $1,986/SF
  • 25 Days On Market

  Current Estimated Value $3,875,652

  Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

  16200 Old State Rd Unit 4A, Sugarloaf Key, FL 33042
• 

  

  /46

  Est $2,652,839

  Not Listed For Sale

  961 W Indies Dr, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 2,006 Sq Ft
  • Built 1998

  961 W Indies Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 37 Days On Market
• 

  

  /68

  $1,299,000

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  612 Blackbeard Rd, Summerland Key, FL 33042

  Stunning 3 Bedroom 2 Bath waterfront retreat in sought-after Jolly Rogers subdivision featuring a deep flow-through canal with quick boating access, a Trex dock, 15,000 lb boat lift, permitted cargo lift. Built for durability and peace of mind with impact windows and doors, Hardie board siding, aluminum railings, and low-maintenance Trex decking throughout, standing seam metal roof.Inside,

  Diane Corliss Coldwell Banker Schmitt RE Co.

  612 Blackbeard Rd, Summerland Key, FL 33042
• 

  

  /36

  $685,000

  Sold Oct 15, 2025

  701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 2010

  Last Sold Summary

  • 16% Below List Price
  • $793/SF
  • 164 Days On Market

  Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

  701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042
• 

  

  /40

  Est $1,118,338

  Not Listed For Sale

  791 W Indies Dr, Summerland Key, FL 33042

  • 4 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1982

  791 W Indies Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 191 Days On Market
• 

  

  /68

  $1,900,000

  • 4 Beds
  • 2.5 Baths
  • 1,994 Sq Ft

  27385 Saint Lucie Ln, Summerland Key, FL 33042

  Tropical Keys Oasis -- Waterfront Luxury Living Come experience this one-of-a-kind tropical oasis that feels like living at a Keys resort. Surrounded by lush landscaping, vibrant grass is the backdrop for nine coconut palms, five banana trees, two mango trees, and an avocado tree, this property bursts with natural beauty. Vibrant bougainvillea archways create a stunning entry to one of the most

  27385 Saint Lucie Ln, Summerland Key, FL 33042
• 

  

  /12

  $269,000

  Sold Sep 29, 2025

  20822 1st Ave, Cudjoe Key, FL 33042

  • Land
  • 9,999 Sq Ft
  • $1,171,764 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 18 Days On Market

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  20822 1st Ave, Cudjoe Key, FL 33042
• 

  

  /28

  Est $831,321

  Not Listed For Sale

  27378 Haiti Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 925 Sq Ft
  • Built 1963

  27378 Haiti Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 34 Days On Market
• 

  

  /143

  $19,750,000

  • 6 Beds
  • 6.5 Baths
  • 4,402 Sq Ft

  15760 Old State Road 4a, Summerland Key, FL 33042

  Rare Private Sandy Beach - Oceanfront Estate with endless open ocean views, just 30 minutes to Key West! This is a once-in-a-lifetime opportunity to own over 5 acres of sprawling oceanfrontage on exclusive Sugarloaf Beach, with over 500 feet of pristine sandy shoreline. Zoned Sub Urban Residential, this rare estate offers unmatched potential--create a private luxury compound, a boutique resort

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  15760 Old State Road 4a, Summerland Key, FL 33042
• 

  

  /25

  $445,000

  Sold Apr 27, 2026

  27973 Snapper Ln, Little Torch Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1987

  Last Sold Summary

  • 15% Below List Price
  • $421/SF
  • 291 Days On Market

  Last Listing Agent Bill Vaught (REO Vaught Realty LLC Vaught Realty

  27973 Snapper Ln, Little Torch Key, FL 33042
• 

  

  /41

  Est $863,565

  Not Listed For Sale

  27468 Haiti Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Built 1979

  27468 Haiti Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 6 Days On Market
• 

  

  /5

  $525,000

  $44K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,206 Sq Ft

  28178 Julia Ave, Little Torch Key, FL 33042

  Income producing Property 2 Bed 1 Bath w/Airbnb. Separate studio private entrance, metal roof, mini split AC, 200 AMP service, large workshop, impact windows, close to boat ramp. Custom lots of charm! .... the property '28168 Julia Ave, next door is for sale separately as a Rogo exempt lot ' Cash sale only please.

  Doug Addeo Regional Trust Corporation

  28178 Julia Ave, Little Torch Key, FL 33042
• 

  

  /39

  $900,000

  Sold Jul 02, 2026

  21073 7th Ave, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 2,198 Sq Ft
  • Built 1975

  Last Sold Summary

  • $409/SF
  • 0 Days On Market

  Current Estimated Value $1,311,857

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

  21073 7th Ave, Summerland Key, FL 33042
• 

  

  /18

  Est $768,272

  Not Listed For Sale

  27438 Haiti Ln, Summerland Key, FL 33042

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft
  • Built 1987

  27438 Haiti Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 146 Days On Market

Showing Results 481 - 520, Page 13 of 18