Homes in ZIP Code 33042

• 

  

  

  /30

  Est $728,060

  Not Listed For Sale

  19506 Seminole St, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1982

  19506 Seminole St, Summerland Key, FL 33042

  Last Sold Summary

  • 73 Days On Market
• 

  

  

  /72

  $595,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042

  Owner says ''Bring All Offers''Charming Coastal Retreat: 2 Bedroom, 2 Bath home with 35' concrete seawall. Nightly Rentals allowed.Welcome to your perfect getaway or investment opportunity! This delightful home built in 1993, offers 816 sq. ft. of comfortable living space, fully furnished and turn-key, making it an ideal choice for both relaxation and income generation. Step inside to discover a

  Lanny Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042
• 

  

  

  /48

  $352,000

  Sold Mar 16, 2026

  27945 Tarpon Terrace, Little Torch Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 870 Sq Ft
  • Built 1990

  Last Sold Summary

  • 5% Below List Price
  • $405/SF
  • 91 Days On Market

  Last Listing Agent Anne Press Lokation Real Estate

  27945 Tarpon Terrace, Little Torch Key, FL 33042
• 

  

  

  /9

  Est $694,283

  Not Listed For Sale

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

  • 2 Beds
  • Built 1991

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

  Last Sold Summary

  • 200 Days On Market
• 

  

  

  /62

  $2,599,000

  • 3 Beds
  • 2 Baths
  • 2,224 Sq Ft

  16843 E Point Dr, Summerland Key, FL 33042

  Welcome to your private waterfront retreat in the highly sought-after Southpoint neighborhood of Sugarloaf Key - where space, privacy and effortless access to the open water redefine the Lower Keys Lifestyle. Positioned along a crystal clear canal just moments from the Bay, this elevated residence offers over 2200 sq.ft of thoughtfully designed living space, featuring three spacious bedrooms and

  Suzanne Moore Truman & Co. (KW)

  16843 E Point Dr, Summerland 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 $5,404,186

  Last Listing Agent Stacy Shahan Island Real Estate Company Florida Keys

  220 E Caribbean Dr, Summerland Key, FL 33042
• 

  

  /15

  Est $825,385

  Not Listed For Sale

  16991 Shore Dr, Summerland Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 1,134 Sq Ft
  • Built 1958

  16991 Shore Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 17 Days On Market
• 

  

  /69

  $2,195,000

  $54K PRICE DROP

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

  125 Colson Dr, Summerland Key, FL 33042

  TRANSIENT LICENSE FOR NIGHTLY RENTALS BRINGING IN 250k+! WITH OPEN WATER VIEWS! ALMOST 2 ACRES TOTAL WITH 4 LOTS! THIS PROPERTY IS A ONE OF A KIND! A TRUE ''UNICORN!'' Turnkey Vacation Rental with 4 bedrooms and 2 baths in Main House which is a charming and OLD FLORIDA KEYS STYLE PROPERTY! Privacy, lush vegetation, stunning Open water views from the balconies from almost every room! Original

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  125 Colson Dr, Summerland 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 $2,074,682

  Last Listing Agent Scott Brisson Keyisle Realty

  743 E Shore Dr, Summerland Key, FL 33042
• 

  

  /56

  Est $1,752,629

  Not Listed For Sale

  20966 8th Ave W, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 2,166 Sq Ft
  • Built 1982

  20966 8th Ave W, Summerland Key, FL 33042

  Last Sold Summary

  • 31 Days On Market
• 

  

  /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 American Caribbean Real Estate Lower Keys

  937 Gulf Dr, Summerland Key, FL 33042
• 

  

  /4

  $700,000

  Sold Apr 23, 2026

  20963 7th Ave W, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,556 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Below List Price
  • $450/SF

  Current Estimated Value $1,215,061

  Last Listing Agent Wyelda Bierman Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  20963 7th Ave W, Summerland Key, FL 33042
• 

  

  /21

  Est $839,124

  Not Listed For Sale

  19570 Mayan St, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft
  • Built 1958

  19570 Mayan St, Summerland Key, FL 33042

  Last Sold Summary

  • 1 Day On Market
• 

  

  /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

  $49,000

  Sold Jun 06, 2025

  7 Lot, Lower Keys, FL 33042

  • Land
  • 8,276 Sq Ft
  • $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
• 

  

  /73

  Est $1,121,197

  Not Listed For Sale

  103 Shore Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,128 Sq Ft
  • Built 1989

  103 Shore Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 24 Days On Market
• 

  /2

  $269,000

  $30K PRICE DROP

  • Land
  • 6,098 Sq Ft
  • $1,921,429 per Acre

  28168 Julia Ave, Little Torch Key, FL 33042

  ROGO EXEMPT LOT! Build Now, No Waiting, Water Meter On Site, 6000 SF, Boat Ramp Within Walking Distance, Live The Dream. Single family home next door going on the market soon, buy both!

  Doug Addeo Regional Trust Corporation

  28168 Julia Ave, Little Torch Key, FL 33042
• 

  

  /27

  $853,000

  Sold Jan 09, 2026

  22922 Blackbeard Ln, Cudjoe Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,195 Sq Ft
  • Built 2012

  Last Sold Summary

  • 14% Below List Price
  • $714/SF
  • 105 Days On Market

  Current Estimated Value $852,602

  Last Listing Agent Krystal Thomas eXp Realty LLC

  22922 Blackbeard Ln, Cudjoe Key, FL 33042
• 

  

  /46

  Est $1,388,691

  Not Listed For Sale

  817 Grenada Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2.5 Baths
  • 1,819 Sq Ft
  • Built 1993

  817 Grenada Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 25 Days On Market
• 

  

  /41

  $590,000

  $200K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  22920 Privateer Dr, Summerland Key, FL 33042

  Following a monumental $200,000 price drop, this rare waterfront opportunity is available at an unbeatable price point. Launch your boat from your backyard for world-class access to the Atlantic Ocean and Gulf of Mexico. Unlock instant equity with virtual additions in the photos and below-market pricing; there is significant room to secure this property way below market value after completing

  Jeff Shapiro Global Luxury Realty LLC

  22920 Privateer Dr, 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

  Current Estimated Value $1,179,441

  Last Listing Agent Deni Heintzelman KeyIsle Realty

  22915 Bluegill Ln, Summerland Key, FL 33042
• 

  

  /44

  Est $689,691

  Not Listed For Sale

  268 Spanish Main Dr, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1979

  268 Spanish Main Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 86 Days On Market
• 

  

  /33

  $249,000

  $30K PRICE DROP

  • 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
• 

  

  /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 $1,338,175

  Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

  22822 John Silver Ln, Summerland Key, FL 33042
• 

  

  /36

  Est $1,000,248

  Not Listed For Sale

  21066 3rd Ave, Summerland Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 1,245 Sq Ft
  • Built 1974

  21066 3rd Ave, Summerland Key, FL 33042

  Last Sold Summary

  • 326 Days On Market
• 

  

  /45

  $510,000

  $19K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 758 Sq Ft

  701 Spanish Main Dr Unit 417, Cudjoe Key, FL 33042

  MOTIVATED SELLER! Turn-key 2BR/2BA waterfront fully furnished home with 35' concrete dock and patio furniture included, Front door paver patio, impact slider doors and windows, gas stove, and ample storage including outdoor dock box. Enjoy direct, deep-water access to the Ocean & Gulf, perfect for boating, fishing, and breathtaking sunrises & sunsets. Located in Venture Out, a gated, golf

  Amanda Taylor Bluescape Real Estate

  701 Spanish Main Dr Unit 417, Cudjoe Key, FL 33042
• 

  /2

  $52,000

  Sold Jun 30, 2025

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

  • Land
  • 11,960 Sq Ft
  • $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
• 

  

  /43

  Est $947,177

  Not Listed For Sale

  447 Pirates Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft
  • Built 1991

  447 Pirates Rd, Summerland Key, FL 33042

  Last Sold Summary

  • 51 Days On Market
• 

  

  /53

  $2,375,000

  • 5 Beds
  • 4 Baths
  • 2,772 Sq Ft

  205 S Point Dr, Summerland Key, FL 33042

  Experience elevated waterfront living at this stunning South Point Sugarloaf Key retreat, where open-water serenity meets refined island design. This exceptional five-bedroom, four-bathroom residence is thoughtfully designed to host family and guests with ease, featuring a desirable split-floor plan and expansive living spaces framed by endless turquoise views. The primary suite is a private

  Dawn McComish Lokation Real Estate

  205 S Point Dr, Summerland 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
• 

  /2

  Est $1,352,940

  Not Listed For Sale

  23047 Bluegill Ln, Summerland Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 1,440 Sq Ft
  • Built 1991

  23047 Bluegill Ln, Summerland Key, FL 33042

  Last Sold Summary
• 

  

  /94

  $3,300,000

  $200K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,060 Sq Ft

  17249 Bonefish Ln E, Sugarloaf Key, FL 33042

  Experience the ultimate island lifestyle in this breathtaking waterfront residence located in the prestigious Sugarloaf Shores subdivision. Situated on a massive 25,482 sq. ft. lot, this property offers rare privacy with plenty of room to breathe.Built with solid CBS construction, this 5-bedroom, 4-bath home is designed to capture the beauty of its surroundings. The open living space and

  Daniel Urban Expert Realty LLC (HQ)

  17249 Bonefish Ln E, Sugarloaf 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 $1,534,550

  Last Listing Agent Solaris Gregory Expert Realty LLC (HQ)

  270 Airport Dr S, Summerland Key, FL 33042
• 

  

  /20

  Est $838,262

  Not Listed For Sale

  27370 W Indies Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1992

  27370 W Indies Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 118 Days On Market
• 

  

  /7

  $4,375,000

  New Construction $100K PRICE INCREASE

  • 5 Beds
  • 6 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 Marinucci Serhant Florida LLC - Delray Beach Office

  231 E Shore Dr Unit 4, Summerland 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 $247,464

  Last Listing Agent Kelly Gardner Bluescape Real Estate

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

  

  /49

  Est $1,871,142

  Not Listed For Sale

  22766 Jolly Roger Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,884 Sq Ft
  • Built 1989

  22766 Jolly Roger Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 80 Days On Market
• 

  

  /47

  $1,200,000

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  637 Caribbean Dr E, Summerland Key, FL 33042

  Elevated COASTAL LIVING meets clean, modern design in this beautifully remodeled 2BD/2BA stilted home in sought-after Summerland Key. Designed with a striking monochromatic palette, the interiors feel fresh, cohesive, and effortlessly sophisticated--ready for you to start living the Keys lifestyle. Step outside to a relaxing porch overlooking a 60' wide, crystal-clear flow-through canal--perfect

  Donna Pezzi Keller Williams Key West Compass Realty

  637 Caribbean Dr E, Summerland Key, FL 33042
• 

  

  /29

  $390,000

  Sold May 28, 2025

  28131 Helen Ave, Little Torch Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 856 Sq Ft
  • Built 1972

  Last Sold Summary

  • 8% Below List Price
  • $456/SF
  • 91 Days On Market

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

  28131 Helen Ave, Little Torch Key, FL 33042
• 

  

  /29

  Est $1,830,450

  Not Listed For Sale

  17234 Green Turtle Ln E, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft
  • Built 1963

  17234 Green Turtle Ln E, Summerland Key, FL 33042

  Last Sold Summary

  • 275 Days On Market

Showing Results 441 - 480, Page 12 of 18