Homes in ZIP Code 33042

• 

  

  

  /38

  $1,599,000

  • 2 Beds
  • 2 Baths
  • 1,127 Sq Ft

  1113 de Lussan Ln, Summerland Key, FL 33042

  Breathtaking Open Water Home in Cudjoe Key - Comes FULLY FURNISHED!Welcome to paradise! This stunning 2-bedroom, 2-bath home captures magnificent open water views and embodies the ultimate Florida Keys lifestyle.Main Living Area:Step inside to an open-concept kitchen, living room, and dining area bathed in natural light. Every detail is designed to highlight the beauty of the surrounding water

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  1113 de Lussan Ln, Summerland Key, FL 33042
• 

  

  

  /39

  $1,725,000 Sold Apr 25, 2025

  474 Caribbean Dr E, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • Built 1973

  Last Sold Summary

  • 21% Below List Price
  • $1,037/SF
  • 127 Days On Market

  Current Estimated Value $1,721,912

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  474 Caribbean Dr E, Summerland Key, FL 33042
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  /41

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft

  701 Spanish Main Dr Unit 94, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 94, Cudjoe Key, FL 33042
• 

  

  

  /32

  $1,649,000

  • 3 Beds
  • 2 Baths
  • 2,144 Sq Ft

  1151 Sugarloaf Blvd, Summerland Key, FL 33042

  Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over 1.3 acres of land and approx. 400 ft. of canal front. Amazing view up the canal to the open water. The large floor plan featuring 3 bedrooms, 2 baths, den/office and fireplace. Kitchen has stainless appliances, quartz countertops and lots of

  Wendy Zintsmaster Truman & Co. (KW)

  1151 Sugarloaf Blvd, Summerland Key, FL 33042
• 

  

  

  /46

  $1,750,000 Sold Feb 13, 2025

  17194 Kingfish Ln W, Summerland Key, FL 33042

  • 4 Beds
  • 2 Baths
  • 2,073 Sq Ft
  • Built 2011

  Last Sold Summary

  • 17% Below List Price
  • $844/SF
  • 150 Days On Market

  Current Estimated Value $1,731,682

  Last Listing Agent Samantha Barrabeitg Taylor & Assoc. RE, Inc.

  17194 Kingfish Ln W, Summerland Key, FL 33042
• 

  

  /65

  Est $259,975 Not Listed For Sale

  • 1 Bed

  701 Spanish Main Dr Unit 620, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 620, Cudjoe Key, FL 33042
• 

  

  /21

  $1,269,000 New Construction

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

  325 Pirates Rd, Summerland Key, FL 33042

  **PRICE INCREASE REFLECTS INSTALLATION OF 8'X20' SWIMMING POOL, TO BE COMPLETED BY SUMMER 2026.***Escape to paradise with this incredible waterfront property located on a deep boating canal in the heart of the Lower Florida Keys. Perfectly suited for boating enthusiasts and water lovers, this home offers dockage and a boat lift, and direct, easy access to the open waters of the Atlantic Ocean and

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  325 Pirates Rd, Summerland Key, FL 33042
• 

  

  /44

  $650,000 Sold Jun 30, 2025

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

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

  Last Sold Summary

  • 4% Below List Price
  • $785/SF
  • 8 Days On Market

  Last Listing Agent Kelly Gardner Bluescape Real Estate

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

  /2

  Est $791,300 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 875 Sq Ft

  677 Heck Ave, Summerland Key, FL 33042

  677 Heck Ave, Summerland Key, FL 33042
• 

  

  /68

  $879,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042

  This Truly Spectacular Oceanfront Property offers the ultimate waterfront lifestyle and is a one of a kind, featuring an impressive 98' seawall. Designed to capture the best of coastal living, the property combines 72' of concrete seawall along a protected canal with 26' of direct Atlantic Ocean Frontage, delivering both tranquility and open-ocean beauty. A waterfront lovers dream, the canal side

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042
• 

  

  /51

  $1,100,000 Sold May 02, 2025

  27984 Barton Ave, Little Torch Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,225 Sq Ft
  • Built 1993

  Last Sold Summary

  • 8% Below List Price
  • $898/SF
  • 126 Days On Market

  Current Estimated Value $1,090,460

  Last Listing Agent Steven Koleno Beycome of Florida, LLC

  27984 Barton Ave, Little Torch Key, FL 33042
• 

  

  /19

  Est $1,043,928 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,920 Sq Ft

  825 Pirates Rd, Summerland Key, FL 33042

  825 Pirates Rd, Summerland Key, FL 33042
• 

  

  /33

  $949,000 Pending

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

  151 Cutthroat Dr, Summerland Key, FL 33042

  Move-in ready waterfront 2-bedroom, 2.5-bath home located in desirable Cudjoe Key. The open floor plan features a spacious living and dining area complemented by an upgraded kitchen with new cabinetry, granite countertops, and modern stainless-steel appliances. The main level offers two bedrooms and 1.5 baths, while a permitted full second bath is conveniently located downstairs with easy access

  Heather Bennett Keller Williams Key West Compass Realty

  151 Cutthroat Dr, Summerland Key, FL 33042
• 

  /2

  $1,400,000 Sold Sep 17, 2025

  491 W Indies Dr, Ramrod Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • Built 2020

  Last Sold Summary

  • $1,163/SF
  • 0 Days On Market

  Current Estimated Value $1,410,325

  Last Listing Agent Mark Gable Engel & Volkers Marathon

  491 W Indies Dr, Ramrod Key, FL 33042
• 

  /2

  Est $931,978 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,600 Sq Ft

  337 46th St, Summerland Key, FL 33042

  337 46th St, Summerland Key, FL 33042
• 

  

  /37

  $275,000

  • Land

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

  Buildable RV Lot. Transient (1 Day Rental) Rentals Opportunity in the Lower Keys! Located in a serene, well-maintained gated community at Mile Marker 23. This RV/Buildable lot offers the ideal spot for your home on wheels, or the opportunity to build your dream home. Boasting a private lot with landscaping, pea rock, storage box and concrete parking pad. Lot is equipped with full hookups

  Kim Babenzien Expert Realty LLC (HQ)

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

  

  /23

  $710,000 Sold Aug 20, 2025

  19603 Seminole St, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • $598/SF
  • 5 Days On Market

  Current Estimated Value $719,094

  Last Listing Agent Steven Koleno Beycome of Florida, LLC

  19603 Seminole St, Summerland Key, FL 33042
• 

  /2

  Est $1,696,283 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,942 Sq Ft

  25326 3rd St, Summerland Key, FL 33042

  25326 3rd St, Summerland Key, FL 33042
• 

  

  /4

  $400,000

  • Land
  • 1,400 Acres
  • $286 per Acre

  27378 Jamaica Ln, Summerland Key, FL 33042

  ROGO and Building permit in hand! allows for immediate construction 6,000sq.ft lot on Ramrod Key, 60 feet of waterfront canal with quick access to ocean. Permit approved al Monroe County for a 1,400 sq.ft CBS 3 bedroom, 2.5 bath residence. Connected to water and sewer on site. ACOE and DEP mitigation paid. Permit for dock and lift submitted.Correct address: 27378 JAMAICA LN RAMROD KEY, FL

  Patricia Borges Borges Realty Group LLC

  27378 Jamaica Ln, Summerland Key, FL 33042
• 

  

  /41

  $1,350,000 Sold Aug 18, 2025

  20735 5th Ave W, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Below List Price
  • $853/SF
  • 16 Days On Market

  Current Estimated Value $1,356,755

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  20735 5th Ave W, Summerland Key, FL 33042
• 

  /2

  Est $761,844 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  549 Powell Ave, Summerland Key, FL 33042

  549 Powell Ave, Summerland Key, FL 33042
• 

  

  /17

  $265,000

  • Land

  701 Spanish Main Dr Unit 643, Cudjoe Key, FL 33042

  Welcome to island living at its best! This 35'x 69' RV lot is ready for your rig with full hookups and all the perks of Venture Out--golf cart streets, 24-hour security, pool, tennis, pickleball, and a marina. Located minutes from local favorites Morning Joint, Square Grouper, and 420 Lounge, plus only 19 miles to Key West. Whether you're here for fishing, boating, or simply soaking in the Keys

  Jenifer Hirsch Bluescape Real Estate

  701 Spanish Main Dr Unit 643, Cudjoe Key, FL 33042
• 

  

  /36

  $1,215,000 Sold Apr 09, 2025

  17246 Jamaica Ln, Summerland Key, FL 33042

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

  Last Sold Summary

  • 12% Below List Price
  • $844/SF
  • 23 Days On Market

  Current Estimated Value $1,195,666

  Last Listing Agent Stephen Hachey

  17246 Jamaica Ln, Summerland Key, FL 33042
• 

  

  /3

  Est $1,147,017 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 1,702 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /16

  $1,450,000 Under Contract

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

  570 Blackbeard Rd, Summerland Key, FL 33042

  Coming Summer/Fall 2026. Step into the laid-back charm of the Florida Keys with this spacious 1,500 sqft home, perfectly situated along a peaceful deep boating canal in the Lower Keys. Located in a tranquil, low-traffic neighborhood, this property offers a serene escape with plenty of room to enjoy life at your own pace. Inside the home: An open, airy floor plan that allows you to spread out and

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  570 Blackbeard Rd, Summerland Key, FL 33042
• 

  

  /37

  $725,000 Sold Jan 14, 2026

  27394 Saint Lucie Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,078 Sq Ft
  • Built 1994

  Last Sold Summary

  • $673/SF
  • 19 Days On Market

  Last Listing Agent Casey Arnold eXp Realty LLC

  27394 Saint Lucie Ln, Summerland Key, FL 33042
• 

  

  /63

  Est $899,708 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  27322 Saint Martin Ln, Summerland Key, FL 33042

  27322 Saint Martin Ln, Summerland Key, FL 33042
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  /129

  $6,200,000

  • 5 Beds
  • 6 Baths
  • 3,000 Sq Ft

  24200 Overseas Hwy, Summerland Key, FL 33042

  Welcome to an unparalleled coastal lifestyle, where modern luxury meets the ultimate boater's paradise. This extraordinary compound, nestled along a prime stretch of the Florida Keys waterfront, has been completely reimagined for the discerning owner who demands both sophisticated living spaces and robust functionality. This pristine oceanfront estate is situated on a manicured one-acre gated

  Sylvia Werling Keller Williams Key West Compass Realty

  24200 Overseas Hwy, Summerland Key, FL 33042
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  /49

  $750,000 Sold Jul 24, 2025

  25121 Center St, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 2008

  Last Sold Summary

  • 14% Below List Price
  • $781/SF
  • 72 Days On Market

  Current Estimated Value $763,794

  Last Listing Agent Gregory Sullivan BYOWNER.COM

  25121 Center St, Summerland Key, FL 33042
• 

  

  /55

  Est $1,350,771 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,943 Sq Ft

  266 Colson Dr, Summerland Key, FL 33042

  266 Colson Dr, Summerland Key, FL 33042
• 

  

  /45

  $7,000,000

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

  0 Melody Key Unit 616249, Summerland Key, FL 33042

  An unparalleled opportunity to own your own private island in the Florida Keys. Melody Key is a true rarity--an off-grid sanctuary offering complete privacy, turquoise waters in every direction, and now a brand-new boat dock and observation deck that set the stage for its next chapter.The property is currently undergoing a full renovation with permits and detailed architectural drawings already

  Scott Forman Royal Palms Realty (KW)

  0 Melody Key Unit 616249, Summerland Key, FL 33042
• 

  

  /21

  $642,500 Sold Feb 10, 2025

  19518 Caloosa St, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,143 Sq Ft
  • Built 1992

  Last Sold Summary

  • 8% Below List Price
  • $562/SF
  • 159 Days On Market

  Current Estimated Value $674,124

  Last Listing Agent Wendy Holifield Berkshire Hathaway HomeServices Knight & Gardner Realty

  19518 Caloosa St, Summerland Key, FL 33042
• 

  

  /37

  Est $1,708,758 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  1008 Buttonwood Dr E, Summerland Key, FL 33042

  1008 Buttonwood Dr E, Summerland Key, FL 33042
• 

  

  /49

  $280,000

  • 1 Bed
  • 1 Bath
  • 690 Sq Ft

  701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042

  Welcome to your slice of Paradise in the florida Keys! This cozy one bed/one bath mobile home is located in the highly desirable Venture Out gated community on Cudjoe Key. Thoughtfully designed and fully furnished, this home comfortably sleeps four and is in move-in ready. Enjoy the bright and inviting Florida room featuring durable Hardie board siding, along with a covered tile patio outback,

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
• 

  

  /45

  $710,000 Sold Feb 05, 2026

  27163 Mariposa Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft
  • Built 2018

  Last Sold Summary

  • 10% Below List Price
  • $477/SF
  • 238 Days On Market

  Last Listing Agent Jessica Roden Ocean Sotheby's International Realty

  27163 Mariposa Rd, Summerland Key, FL 33042
• 

  

  /46

  Est $2,685,531 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,371 Sq Ft

  661 Sugarloaf Blvd, Summerland Key, FL 33042

  661 Sugarloaf Blvd, Summerland Key, FL 33042
• 

  

  /7

  $4,325,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 3,119 Sq Ft

  231 E Shore Dr Unit 7, Summerland Key, FL 33042

  Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept

  Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

  231 E Shore Dr Unit 7, Summerland Key, FL 33042
• 

  

  /100

  $3,300,000 Sold Dec 01, 2025

  815 E Shore Dr, Summerland Key, FL 33042

  • 7 Beds
  • 6 Baths
  • 4,531 Sq Ft
  • Built 1961

  Last Sold Summary

  • 26% Below List Price
  • $728/SF
  • 295 Days On Market

  Last Listing Agent Karen Williams-deCastro LPT Realty, LLC

  815 E Shore Dr, Summerland Key, FL 33042
• 

  

  /46

  Est $1,271,308 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  137 Caribbean Dr E, Summerland Key, FL 33042

  137 Caribbean Dr E, Summerland Key, FL 33042
• 

  

  /43

  $1,125,000

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  22837 Calico Jack Cir, Summerland Key, FL 33042

  Seller says Bring Offers....Open Water Views & Sunset Skies with great boating access describes this Concrete Block Construction Home with pre-stress concrete beams holding up a poured concrete floor. Home features open floor plan with vaulted ceilings, tile floors throughout, partial walk-around, storm shutters, 2018 A/C, impact front door and metal roof. Storage room below and ample parking

  Beata Sharpe Coldwell Banker Vanguard Realty

  22837 Calico Jack Cir, Summerland Key, FL 33042

Showing Results 281 - 320, Page 8 of 18