Homes in ZIP Code 33042

• 

  

  

  /10

  $725,000

  • Land

  17220 Angelfish Ln, Sugarloaf Shores, FL 33042

  Build Your Dream Home in Sugarloaf Shores! Discover the rare opportunity to develop your very own piece of paradise in the exclusive Sugarloaf Shores! This 8,165 sq. ft. waterfront lot is high, dry, and cleared, offering a perfect blank slate for your dream home in the Florida Keys. With a full 70' concrete seawall, this property is a boater's paradise, providing direct access to both the

  The Spottswood Team Truman & Co. (KW)

  17220 Angelfish Ln, Sugarloaf Shores, FL 33042
• 

  

  

  /72

  $3,436,000 Sold May 16, 2025

  5460 Dorn Rd, Summerland Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 2,134 Sq Ft
  • Built 1996

  Last Sold Summary

  • 7% Below List Price
  • $1,610/SF
  • 30 Days On Market

  Current Estimated Value $3,429,222

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  5460 Dorn Rd, Summerland Key, FL 33042
• 

  

  /2

  Est $1,019,714 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,218 Sq Ft

  17174 Kingfish Ln W, Summerland Key, FL 33042

  17174 Kingfish Ln W, Summerland Key, FL 33042
• 

  

  

  /14

  $299,000

  • Land

  27398 Jamaica Ln, Ramrod Key, FL 33042

  Great Location vacant lot with seawall and boat ramp. Minutes to Open Water. Just waiting for a perfect home. This is a great option to purchase 231 W. Indies Open Water Home and have great boating with this lot.Please look at MLS616482

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  27398 Jamaica Ln, Ramrod Key, FL 33042
• 

  

  

  /35

  $560,000 Sold Aug 29, 2025

  19616 Aztec St, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,129 Sq Ft
  • Built 1953

  Last Sold Summary

  • 20% Below List Price
  • $496/SF
  • 196 Days On Market

  Current Estimated Value $574,109

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

  19616 Aztec St, Summerland Key, FL 33042
• 

  

  /50

  Est $1,868,690 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 4,060 Sq Ft

  21025 Hamilton Ave, Summerland Key, FL 33042

  21025 Hamilton Ave, Summerland Key, FL 33042
• 

  

  /69

  $2,249,000 Pre-Foreclosure

  • 5 Beds
  • 3 Baths
  • 1,903 Sq Ft

  125 Colson Dr, Summerland Key, FL 33042

  THIS PROPERTY IS A ONE OF A KIND! A TRUE ''UNICORN!'' TRANSIENT LICENSE FOR NIGHTLY RENTALS ALLOWED! OPEN WATER VIEWS! ALMOST 2 ACRES TOTAL WITH 4 LOTS! 5 bedrooms and 3 baths in this charming and OLD FLORIDA KEYS STYLE PROPERTY! Privacy, lush vegetation, stunning Open water views, balconies from almost every room! Original hardwood floor, tons of character and warmth in this lovely home! Large

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  125 Colson Dr, Summerland Key, FL 33042
• 

  

  /10

  $2,000,000 Sold Jul 14, 2025

  441 Airport Dr N, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 2,256 Sq Ft
  • Built 2001

  Last Sold Summary

  • 13% Below List Price
  • $887/SF
  • 166 Days On Market

  Current Estimated Value $2,000,597

  Last Listing Agent Jonathan Minerick Homecoin.com

  441 Airport Dr N, Summerland Key, FL 33042
• 

  /2

  Est $970,135 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  152 Sugarloaf Dr, Summerland Key, FL 33042

  152 Sugarloaf Dr, Summerland Key, FL 33042
• 

  

  /49

  $910,000

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

  813 Hawksbill Ln, Summerland Key, FL 33042

  Charming 2BR/2BA PLUS A LOFT, Keys home on Upper Sugarloaf, the perfect blend of comfort and waterfront living. Built on sturdy concrete pilings with Hardie board siding and a metal roof, this three-story retreat of island living. with GENERAC Generator. Inside, you'll find bright, cozy interiors with bamboo and ceramic tile floors and open living spaces for the relaxed Keys lifestyle. What truly

  Miguel Solis Douglas Elliman Florida, LLC - Sunset Drive

  813 Hawksbill Ln, Summerland Key, FL 33042
• 

  

  /54

  $615,000 Sold Jul 11, 2025

  701 Spanish Main Dr Unit 131, Cudjoe Key, FL 33042

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

  Last Sold Summary

  • 14% Below List Price
  • $712/SF
  • 194 Days On Market

  Last Listing Agent Jan Fritz Coldwell Banker Schmitt RE Co.

  701 Spanish Main Dr Unit 131, Cudjoe Key, FL 33042
• 

  

  /30

  Est $644,697 Not Listed For Sale

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

  19506 Seminole St, Summerland Key, FL 33042

  19506 Seminole St, Summerland Key, FL 33042
• 

  

  /29

  $925,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  17245 Jamaica Ln, Summerland Key, FL 33042

  Tucked along a quiet canal in Sugarloaf Shores, 17245 Jamaica Lane captures the essence of easy Keys living. This waterfront retreat offers direct access to open water and all things salt life--paddleboarding, kayaking, the iconic jumping bridge, and world-class cycling right out your door. Set on a generous lot, this elevated 3-bedroom, 2-bath home blends laid-back island charm with modern

  Team Kaufelt Truman & Co. (KW)

  17245 Jamaica Ln, Summerland Key, FL 33042
• 

  

  /58

  $1,164,000 Sold Dec 12, 2025

  164 Tortuga Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $831/SF
  • 27 Days On Market

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

  164 Tortuga Ln, Summerland Key, FL 33042
• 

  

  /9

  Est $639,046 Not Listed For Sale

  • 2 Beds

  701 Spanish Main Dr Unit 589, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 589, Cudjoe Key, FL 33042
• 

  

  /54

  $5,600,000

  • 4 Beds
  • 3.5 Baths
  • 5,608 Sq Ft

  974 Flagship Dr, Summerland Key, FL 33042

  Spectacular Open Water location, with fabulous views from this well-built Oceanfront concrete home. Direct Ocean access from the step down concrete seawall/dock that wraps around the waterside of the property, including the boat basin with two boat lifts and a fish cleaning station. Relax in large pool with over-spill hot tub & a big pool patio area and a covered patio for entertaining, which

  Lee Sanders KeyIsle Realty

  974 Flagship Dr, Summerland Key, FL 33042
• 

  

  /41

  $1,375,000 Sold Mar 13, 2025

  20785 5th Ave W, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,499 Sq Ft
  • Built 1990

  Last Sold Summary

  • 8% Below List Price
  • $917/SF
  • 77 Days On Market

  Current Estimated Value $1,358,706

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

  20785 5th Ave W, Summerland Key, FL 33042
• 

  

  /15

  Est $760,320 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,134 Sq Ft

  16991 Shore Dr, Summerland Key, FL 33042

  16991 Shore Dr, Summerland Key, FL 33042
• 

  

  /34

  $890,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  726 Jamaica Ln, Summerland Key, FL 33042

  Boater's Dream & Handyman's Haven: Restore This Coastal Gem!Calling all boaters, handy enthusiasts, and investors! This 3-story home with a tool-lover's garage is brimming with potential and ready to shine again. Located on a prime waterfront lot, complete with a concrete seawall and davits, this property is perfect for anyone looking to create their dream home or secure a profitable investment.

  Natallie Liz Expert Realty LLC (HQ)

  726 Jamaica Ln, Summerland Key, FL 33042
• 

  

  /40

  $680,000 Sold Mar 20, 2025

  27337 Tobago Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1958

  Last Sold Summary

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

  Current Estimated Value $712,085

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

  27337 Tobago Ln, Summerland Key, FL 33042
• 

  

  /56

  Est $1,770,790 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,166 Sq Ft

  20966 8th Ave W, Summerland Key, FL 33042

  20966 8th Ave W, Summerland Key, FL 33042
• 

  

  /26

  $1,180,000

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  27350 Barbados Ln, Ramrod Key, FL 33042

  Welcome to your slice of paradise in the Lower Florida Keys! This beautifully maintained 3-bedroom, 2-bath canal-front home offers everything you need for island living -- whether you're looking for a full-time residence, vacation getaway, or investment property. Nestled on a spacious 6,000 sq ft lot, this home boasts: - Direct Canal Access - Ideal for boaters! Navigate easily to open water.

  Jonathan Minerick Homecoin.com

  27350 Barbados Ln, Ramrod Key, FL 33042
• 

  

  /107

  $5,300,000 Sold Jun 13, 2025

  220 E Caribbean Dr, Summerland Key, FL 33042

  • 5 Beds
  • 7 Baths
  • 4,981 Sq Ft
  • Built 2025

  Last Sold Summary

  • 18% Below List Price
  • $1,064/SF
  • 165 Days On Market

  Current Estimated Value $5,003,432

  Last Listing Agent Stacy Shahan Island Real Estate Company Florida Keys

  220 E Caribbean Dr, Summerland Key, FL 33042
• 

  

  /21

  Est $749,647 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft

  19570 Mayan St, Summerland Key, FL 33042

  19570 Mayan St, Summerland Key, FL 33042
• 

  

  /3

  $64,750

  • Land

  0 Lot 21 Aloha Dr, Little Torch Key, FL 33042

  ROGO Lot. Letter on hand from Monroe County granting 2 points

  Jenna Stauffer Ocean Sotheby's International Realty

  0 Lot 21 Aloha Dr, Little Torch Key, FL 33042
• 

  /2

  $1,650,000 Sold Sep 03, 2025

  743 E Shore Dr, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,747 Sq Ft
  • Built 1991

  Last Sold Summary

  • 6% Below List Price
  • $944/SF
  • 1 Day On Market

  Current Estimated Value $1,668,752

  Last Listing Agent Scott Brisson KeyIsle Realty

  743 E Shore Dr, Summerland Key, FL 33042
• 

  

  /36

  Est $960,357 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,245 Sq Ft

  21066 3rd Ave, Summerland Key, FL 33042

  21066 3rd Ave, Summerland Key, FL 33042
• 

  

  /33

  $278,500

  • 1 Bed
  • 1 Bath
  • 368 Sq Ft

  701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042

  Welcome to Unit 533 in the Venture Out community on Cudjoe Key, featuring a spacious addition that provides extra living space and flexibility. The addition includes a comfortable living area and a flex room currently used as additional sleeping space, suitable for guests, a home office, or hobby area.The home is clean and well cared for, offering a functional layout appropriate for full-time

  Jenifer Hirsch Bluescape Real Estate

  701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042
• 

  /2

  $49,000 Sold Jun 06, 2025

  7 Lot, Lower Keys, FL 33042

  • Land
  • 0.19 Acre
  • $257,895 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 168 Days On Market

  Last Listing Agent Pamela Stangler MMLS Assoc.-Inactive Member

  7 Lot, Lower Keys, FL 33042
• 

  /2

  Est $1,802,832 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,579 Sq Ft

  17334 La Brisa Ln, Summerland Key, FL 33042

  17334 La Brisa Ln, Summerland Key, FL 33042
• 

  

  /7

  $4,275,000 New Construction

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

  231 E Shore Dr Unit 4, 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 4, Summerland 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

  Last Listing Agent Deni Heintzelman KeyIsle Realty

  22915 Bluegill Ln, Summerland Key, FL 33042
• 

  /2

  Est $1,322,427 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,440 Sq Ft

  23047 Bluegill Ln, Summerland Key, FL 33042

  23047 Bluegill Ln, Summerland Key, FL 33042
• 

  

  /62

  $1,025,000

  • 3 Beds
  • 2 Baths
  • 1,377 Sq Ft

  231 W Indies Dr, Summerland Key, FL 33042

  Welcome to your open-water paradise! This 3-bedroom, 2-bath home is all about embracing the Florida lifestyle. Wake up to breathtaking open-water sunrises while you sip coffee on your private balcony, then spend your afternoons lounging by the sparkling pool. The main level offers two comfortable bedrooms and a full bath -- perfect for family or guests -- while the entire second floor is your

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  231 W Indies Dr, Summerland 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 $1,318,826

  Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

  22822 John Silver Ln, Summerland Key, FL 33042
• 

  

  /49

  Est $1,788,782 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,884 Sq Ft

  22766 Jolly Roger Dr, Summerland Key, FL 33042

  22766 Jolly Roger Dr, Summerland Key, FL 33042
• 

  

  /17

  $265,000

  • Land

  701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042

  Spacious RV lot measuring approximately 35 x 69 in the highly desirable Venture Out Resort on Cudjoe Key. This ROGO exempt lot is ready for your RV with both 30- and 50-amp service, water, and sewer hookups, plus the flexibility to build in the future. The community offers resort-style amenities including a heated pool, hot tub, private marina with boat ramp, fuel dock and community store,

  Jenifer Hirsch Bluescape Real Estate

  701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042
• 

  /2

  $52,000 Sold Jun 30, 2025

  State Road 4a _ Rogo Dedication Lot, Little Torch Key, FL 33042

  • Land
  • 0.27 Acre
  • $189,391 per Acre

  Last Sold Summary

  • 31% Below List Price
  • 218 Days On Market

  Last Listing Agent Sandra Dolowy KeyIsle Realty

  State Road 4a _ Rogo Dedication Lot, Little Torch Key, FL 33042
• 

  

  /29

  Est $1,755,602 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft

  17234 Green Turtle Ln E, Summerland Key, FL 33042

  17234 Green Turtle Ln E, Summerland Key, FL 33042
• 

  

  /64

  $2,000,000

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft

  3127 Stewart Rd, Summerland Key, FL 33042

  Gorgeous Open Water home that has been beautifully remodeled on 1.65 Acres of private land with handicap accessibilty! Complete remodel done, including the concrete pilings completed by a licensed contractor. Huge downstairs enclosure with a 2-car garage, this is an incredible opportunity to own a piece of nature in the Florida Keys! Privacy abounds on 1.65 acres of beautifully preserved, natural

  Pamela Stangler Expert Realty LLC

  3127 Stewart Rd, Summerland Key, FL 33042

Showing Results 401 - 440, Page 11 of 18