Homes in ZIP Code 33042

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  /66

  $539,000

  • 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 decka"an ideal spot for your morning coffee or evening

  

  Ian Calderwood

  Bluescape Real Estate

  (786) 882-1915

  701 Spanish Main Dr Unit 154, Cudjoe Key, FL 33042
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  /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 $842,811

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  554 W Shore Dr, 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

  • $751/SF
  • 176 Days On Market

  Last Sold Price $649,000

  Last Listing Agent Kelly Gardner Bluescape Real Estate
• 

  

  

  /58

  $3,750,000

  • 3 Beds
  • 2 Baths
  • 1,851 Sq Ft

  755 & 744 Sawyer Dr, Cudjoe Key, FL 33042

  In prestigious Cudjoe Gardens, this fully renovated Keys retreat feels more like a private sanctuary than a house. The main oceanfront lot is wrapped in lush, mature landscaping -- buttonwoods in the back, banyan trees along the side, orchids everywhere, irrigation, and low-voltage lighting that makes the property glow at night. It's the kind of tropical setting people move to the Keys

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (786) 465-7217

  755 & 744 Sawyer Dr, Cudjoe Key, FL 33042
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  /42

  $1,900,000 Sold Jun 29, 2025

  20867 5th Ave W, Cudjoe Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,702 Sq Ft
  • Built 2011

  Last Sold Summary

  • 5% Below List Price
  • $1,116/SF
  • 17 Days On Market

  Current Estimated Value $1,874,633

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  20867 5th Ave W, Cudjoe Key, FL 33042
• 

  

  /33

  Est $862,291 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

  • 1% Above List Price
  • $630/SF
  • 74 Days On Market

  Last Sold Price $849,900

  Last Listing Agent Natallie Liz Expert Realty LLC (HQ)
• 

  

  /62

  $750,000

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft

  28151 Helen Ave, Summerland Key, FL 33042

  Like new extra spacious open floor plan with efficient layout, ultra low insurances, and free public boat ramp nearby! This home features three large bedrooms and two full bathrooms with tiled showers, a huge eat-in stainless steel kitchen with room for an island or kitchen table, vinyl plank flooring throughout, all impact rated windows, metal roof, indoor laundry room, and spacious covered

  

  Lindsay Ryan

  EXP Realty LLC

  (786) 952-7185

  28151 Helen Ave, Summerland Key, FL 33042
• 

  

  /75

  $950,000 Sold Apr 30, 2025

  529 W Shore Dr, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1991

  Last Sold Summary

  • 21% Below List Price
  • $990/SF
  • 75 Days On Market

  Current Estimated Value $927,627

  Last Listing Agent Everett Smith Ocean Sotheby's International Realty

  529 W Shore Dr, Summerland Key, FL 33042
• 

  /2

  Est $1,111,956 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

  Last Sold Summary

  • 3% Below List Price
  • $766/SF

  Last Sold Price $1,076,000

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co
• 

  

  /30

  $750,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,062 Sq Ft

  630 Barry Ave, Little Torch Key, FL 33042

  Rarely does a property offer this much space and such rapid water access. Located near the end of a quiet, private street, this home sits on nearly three-quarters of an acre with 204.5 feet of canal frontage. The existing 3BD/2BA residence features a roof-covered deck built for sunset views, and while it needs some TLC, the value is in the land and the location. Build the outdoor oasis you've

  

  Brenda Thomas

  Island Welcome Real Estate

  (786) 886-1075

  630 Barry Ave, Little Torch Key, FL 33042
• 

  

  /71

  $3,150,000 Sold Aug 28, 2025

  225 Colson Dr, Summerland Key, FL 33042

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

  Last Sold Summary

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

  Current Estimated Value $3,260,698

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  225 Colson Dr, Summerland Key, FL 33042
• 

  

  /14

  Est $238,014 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

  • 6% Above List Price
  • $402/SF
  • 246 Days On Market

  Last Sold Price $225,000

  Last Listing Agent Mary Conklin Action Keys Realty of the Lower FL Keys LLC
• 

  

  /35

  $599,000

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

  27940 Lobster Tail Trail, Summerland Key, FL 33042

  Discover one of the best waterfront buying opportunities in the Lower Keys! This spacious and well-maintained 3-bedroom, 2-bath manufactured home offers incredible value and lifestyle at just $625,000. Inside, you'll find an open floor plan with updated laminate floors, a bright kitchen, and a large primary suite featuring a big bedroom and a relaxing bath with a soaking tub.Outdoors, enjoy 46

  

  Sandra Tuttle

  Island Welcome Real Estate

  (645) 218-8749

  27940 Lobster Tail Trail, Summerland Key, FL 33042
• 

  

  /32

  $1,830,000 Sold Apr 02, 2025

  17023 Allamanda Dr W, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Built 1979

  Last Sold Summary

  • 8% Below List Price
  • $1,658/SF
  • 77 Days On Market

  Current Estimated Value $1,830,442

  Last Listing Agent Lisa Swanson The Agency Florida Keys

  17023 Allamanda Dr W, Summerland Key, FL 33042
• 

  /2

  Est $985,335 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

  Last Sold Summary

  • 16% Below List Price
  • $1,042/SF

  Last Sold Price $1,171,500

  Last Listing Agent Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys
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  /44

  $2,295,000

  • 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

  (645) 230-1994

  937 Gulf Dr, Summerland 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 $1,149,220

  Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

  1032 Caribbean Dr E, Summerland Key, FL 33042
• 

  /2

  Not Listed For Sale

  701 Spanish Main Dr Unit 273, Cudjoe Key, FL 33042

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

  701 Spanish Main Dr Unit 273, Cudjoe Key, FL 33042

  Last Sold Summary

  • $551/SF

  Last Sold Price $450,000
• 

  

  /34

  $1,575,000

  • 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 Lower Keys (KW)

  (645) 241-6029

  22865 Redfish Ln, 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 $736,843

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  27312 Anguila Ln, Summerland Key, FL 33042
• 

  

  /5

  Est $1,346,232 Not Listed For Sale

  354 Airport Dr S, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,881 Sq Ft
  • Built 2013

  354 Airport Dr S, Summerland Key, FL 33042

  Last Sold Summary

  • 4% Below List Price
  • $744/SF
  • 2 Days On Market

  Last Sold Price $1,400,000

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate
• 

  

  /38

  $899,000

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

  153 Peg Leg Ln, Summerland 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

  (833) 853-7147

  153 Peg Leg Ln, Summerland Key, FL 33042
• 

  

  /39

  $912,250 Sold Apr 03, 2025

  22879 Blackbeard Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 2002

  Last Sold Summary

  • 8% Below List Price
  • $679/SF
  • 43 Days On Market

  Current Estimated Value $928,883

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  22879 Blackbeard Ln, Summerland Key, FL 33042
• 

  

  /11

  Not Listed For Sale

  0 4th St Unit A&B 608914, Summerland Key, FL 33042

  0 4th St Unit A&B 608914, Summerland Key, FL 33042

  Last Sold Summary

  • 53 Days On Market

  Last Sold Price $645,000

  Last Listing Agent Jenna Stauffer Ocean Sotheby's International Realty
• 

  

  /43

  $924,000

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

  420 W Indies Dr, Summerland 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

  (645) 666-1028

  420 W Indies Dr, 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 $746,134

  Last Listing Agent Brent Bishop Internet Realty of the Florida Keys

  27235 Mariposa Rd, Summerland Key, FL 33042
• 

  /2

  Est $251,086 Not Listed For Sale

  701 Spanish Main Dr Unit 40, Cudjoe Key, FL 33042

  • Studio
  • Built 1981

  701 Spanish Main Dr Unit 40, Cudjoe Key, FL 33042

  Last Sold Summary

  • 5% Below List Price

  Last Sold Price $265,000
• 

  

  /72

  $2,995,000

  • 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

  (786) 667-5744

  20920 5th Ave W, Summerland 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 $811,981

  Last Listing Agent Pamela Stangler Expert Realty LLC

  22878 Privateer Dr, Summerland Key, FL 33042
• 

  /2

  Est $690,340 Not Listed For Sale

  27188 Dolphin Rd, Ramrod Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1991

  27188 Dolphin Rd, Ramrod Key, FL 33042

  Last Sold Summary

  • 19% Below List Price
  • $471/SF

  Last Sold Price $580,000

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co
• 

  

  /45

  $925,000

  • 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

  (786) 998-8438

  195 W Shore Dr, Summerland Key, FL 33042
• 

  

  /83

  $3,300,000 Sold Jul 11, 2025

  16705 Tamarind Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 3,086 Sq Ft
  • Built 2015

  Last Sold Summary

  • 27% Below List Price
  • $1,069/SF
  • 299 Days On Market

  Current Estimated Value $3,406,516

  Last Listing Agent Lisa Swanson The Agency Florida Keys

  16705 Tamarind Rd, Summerland Key, FL 33042
• 

  

  /3

  Not Listed For Sale

  27732 Astrangia Ave, Little Torch Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft
  • Built 1985

  27732 Astrangia Ave, Little Torch Key, FL 33042

  Last Sold Summary

  • $504/SF
  • 275 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Roger Cousineau Keller Williams Key West Compass Realty
• 

  

  /73

  $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

  (786) 841-9203

  1083 Labat Ln, Cudjoe 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
• 

  

  /34

  Not Listed For Sale

  27772 Astrangia Ave, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft
  • Built 1978

  27772 Astrangia Ave, Summerland Key, FL 33042

  Last Sold Summary

  • $553/SF
  • 44 Days On Market

  Last Sold Price $560,000

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

  

  /75

  $4,500,000

  • 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
• 

  /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
• 

  /2

  Est $879,787 Not Listed For Sale

  1581 State Rd Unit 4A, Little Torch Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 2007

  1581 State Rd Unit 4A, Little Torch Key, FL 33042

  Last Sold Summary

  • 1% Below List Price
  • $765/SF

  Last Sold Price $875,000

  Last Listing Agent Tracey Stevens Gardiner Realty ONE Group Destination
• 

  

  /12

  $789,900

  • Land

  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

  (786) 744-6884

  0 Dominica Ln Unit 615842, Ramrod Key, FL 33042

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