Homes in ZIP Code 33042

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  /2

  $1,650,000 Sold Oct 30, 2025

  22864 Bluegill Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • Built 2002

  Last Sold Summary

  • $992/SF
  • 0 Days On Market

  Current Estimated Value $1,634,799

  Last Listing Agent Melissa Graham Bluescape Real Estate

  22864 Bluegill Ln, Summerland Key, FL 33042
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  /60

  Est $915,123 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft

  52 Cutthroat Dr, Summerland Key, FL 33042

  52 Cutthroat Dr, Summerland Key, FL 33042
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  /55

  $925,000

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042

  ********Nightly Licensed Transient Rental!!!********This amazing, two bedroom / one bathroom, open water front, nightly transient rental is ready for you to enjoy both the beauty of this location and the income off the nightly rental license. The floor plan makes the open water views as its main focus. Cook the catch of the day overlooking the waters that you just caught that prized fish in. Sit

  Bobby Coe RE/MAX Keys Connection (KW)

  701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
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  /85

  $1,800,000 Sold Jan 23, 2026

  17054 Coral Dr, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 2,422 Sq Ft
  • Built 2004

  Last Sold Summary

  • 10% Below List Price
  • $743/SF
  • 240 Days On Market

  Last Listing Agent Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  17054 Coral Dr, Summerland Key, FL 33042
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  /2

  Est $827,814 Not Listed For Sale

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

  53 Treasure Chest Dr, Summerland Key, FL 33042

  53 Treasure Chest Dr, Summerland Key, FL 33042
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  /20

  $345,000

  • Land

  27453 Antigua Rd, Ramrod Key, FL 33042

  Building permit in-process for a 3 bedroom / 2 bath stilted single family residence. 1320 square feet. The plans are for an Affinity home with features that include impact doors and windows and built to 180 mph with a cistern and designed using the Green Building code. Great for the environment, great for your insurance rates.There are plans in review for an 8'x40' dock with the Army Corp.

  Donna Pezzi Keller Williams Key West Compass Realty

  27453 Antigua Rd, Ramrod Key, FL 33042
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  /51

  $1,299,000 Sold Jan 28, 2026

  28532 Dirk Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 1985

  Last Sold Summary

  • $849/SF
  • 5 Days On Market

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

  28532 Dirk Rd, Summerland Key, FL 33042
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  /77

  Est $5,843,929 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,514 Sq Ft

  200 Erie Dr, Summerland Key, FL 33042

  200 Erie Dr, Summerland Key, FL 33042
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  /59

  $549,000

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft

  701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042

  Oceanfront Paradise Awaits! Unit 247 in Venture Out experience the epitome of Florida living in this charming, fully furnished two-bedroom, two-bathroom mobile home nestled within an exclusive gated community. Enjoy breathtaking ocean views and direct access to the water from your private 17 ft seawall. Community amenities include a boat ramp and boat washdown station after returning from a day

  Amanda Taylor Bluescape Real Estate

  701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
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  /66

  $3,275,000 Sold Oct 28, 2025

  20816 4th Ave W, Cudjoe Key, FL 33042

  • 5 Beds
  • 4 Baths
  • 3,817 Sq Ft
  • Built 2021

  Last Sold Summary

  • 32% Below List Price
  • $858/SF
  • 206 Days On Market

  Current Estimated Value $3,311,133

  Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  20816 4th Ave W, Cudjoe Key, FL 33042
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  /45

  Est $2,013,748 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,156 Sq Ft

  622 Sawyer Dr, Summerland Key, FL 33042

  622 Sawyer Dr, Summerland Key, FL 33042
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  /31

  $700,000

  • 3 Beds
  • 2 Baths
  • 936 Sq Ft

  27999 Lobster Tail Trail, Little Torch Key, FL 33042

  Experience the best of modern island living with this exceptional opportunity to own a nearly new single-family home in the Lower Florida Keys. This 3-bedroom, 2-bath residence was built in 2022. The modular construction is built to current hurricane wind standards and offers peace of mind with a metal roof and impact-resistant windows and doors throughout. Elevated for both function and style,

  Melissa Gibbins Expert Realty LLC (HQ)

  27999 Lobster Tail Trail, Little Torch Key, FL 33042
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  /29

  $1,300,000 Sold Jan 09, 2026

  141 Arica Ln, Cudjoe Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft
  • Built 2010

  Last Sold Summary

  • 6% Below List Price
  • $777/SF
  • 19 Days On Market

  Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

  141 Arica Ln, Cudjoe Key, FL 33042
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  /43

  Est $1,366,785 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,330 Sq Ft

  408 Sawyer Dr, Summerland Key, FL 33042

  408 Sawyer Dr, Summerland Key, FL 33042
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  /3

  $849,000

  • Land
  • 10 Acres
  • $84,900 per Acre

  0 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. Svc.

  0 Rocky Rd, Sugarloaf Key, FL 33042
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  /29

  $980,000 Sold May 29, 2025

  1107 Hawksbill Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1984

  Last Sold Summary

  • 11% Below List Price
  • $851/SF
  • 54 Days On Market

  Current Estimated Value $1,052,000

  Last Listing Agent Richard Haskins Buy The Keys

  1107 Hawksbill Ln, Summerland Key, FL 33042
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  /14

  Est $2,573,473 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,561 Sq Ft

  683 Sawyer Dr, Summerland Key, FL 33042

  683 Sawyer Dr, Summerland Key, FL 33042
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  /18

  $470,000

  • Land

  701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042

  Welcome to Lot 183 in Venture Out, a gated waterfront community on Cudjoe Key known for its resort-style amenities and laid-back Keys lifestyle. This beautifully maintained lot features a 35' seawall for your boat, a concrete table and benches for outdoor dining, and lush landscaping on both sides for added privacy. Enjoy easy access to the marina, boat ramp, heated pool, tennis and pickleball

  Jenifer Hirsch Bluescape Real Estate

  701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
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  /52

  $1,650,000 Sold Jan 28, 2026

  17213 Starfish Ln E, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 1993

  Last Sold Summary

  • 15% Below List Price
  • $943/SF
  • 111 Days On Market

  Last Listing Agent The Spottswood Team Truman & Co. (KW)

  17213 Starfish Ln E, Summerland Key, FL 33042
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  /32

  Est $1,935,629 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,966 Sq Ft

  21018 4th Ave, Summerland Key, FL 33042

  21018 4th Ave, Summerland Key, FL 33042
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  /2

  $65,000

  • Land

  248 Yardarm Rd, Cudjoe Key, FL 33042

  This is a listing for two transferable lots. lots # 35 & 36 each lot is 6000 sq. ft.

  Joseph Ordini Keller Williams Key West Compass Realty

  248 Yardarm Rd, Cudjoe Key, FL 33042
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  /41

  $1,000,000 Sold Sep 23, 2025

  237 La Fitte Rd, Summerland Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1973

  Last Sold Summary

  • 17% Below List Price
  • $874/SF
  • 162 Days On Market

  Current Estimated Value $1,045,502

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

  237 La Fitte Rd, Summerland Key, FL 33042
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  /8

  Est $724,344 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  19514 Canal Dr, Summerland Key, FL 33042

  19514 Canal Dr, Summerland Key, FL 33042
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  /57

  $1,790,000

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

  270 Airport Dr S, Summerland Key, FL 33042

  A rare aviation-and-waterfront opportunity in the private Summerland Key Airport community, this canal-front home includes a private hangar--an exceptionally scarce feature, with only four hangar homes (excluding this one) coming to market in the past decade. This property is ideal for pilots, boaters, fishermen, and divers. The upstairs residence offers 1,275 sq ft of fully renovated living

  Solaris Gregory Expert Realty LLC (HQ)

  270 Airport Dr S, Summerland Key, FL 33042
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  /40

  $550,000 Sold Feb 19, 2025

  701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft
  • Built 1996

  Last Sold Summary

  • 15% Below List Price
  • $674/SF
  • 22 Days On Market

  Last Listing Agent Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042
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  /26

  Est $537,062 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 690 Sq Ft

  19910 Flamingo Rd, Summerland Key, FL 33042

  19910 Flamingo Rd, Summerland Key, FL 33042
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  /43

  $999,999

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

  27415 Barbuda Ln, Ramrod Key, FL 33042

  Welcome to your waterfront retreat! This custom built solid concrete wall house was engineered to withstand a 175mph Cat 5 hurricane and proved it's hurricane resilience during hurricane Irma. This one owner canalfront home is nestled in one of Ramrod Key's most sought-after subdivisions. Designed with a spacious open floor plan and attention to detail, the home features 3 bedrooms and 2

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  27415 Barbuda Ln, Ramrod Key, FL 33042
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  /69

  $1,700,000 Sold Jan 02, 2026

  620 Barry Ave, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 2,120 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Below List Price
  • $802/SF
  • 26 Days On Market

  Last Listing Agent Kelly Gardner Bluescape Real Estate

  620 Barry Ave, Summerland Key, FL 33042
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  /26

  Est $1,376,104 Not Listed For Sale

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

  105 S Point Dr, Summerland Key, FL 33042

  105 S Point Dr, Summerland Key, FL 33042
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  /13

  $85,000

  • Land
  • 4 Acres
  • $21,250 per Acre

  LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042

  Offshore island 4 acre lot in the heart of the Great White Heron Wildlife refuge is suitable for temporary camping and exploration. World class flats fishing for bonefish, tarpon, permit and redfish nearby. Located on Southwest end of Little Knockemdown Key. Accessible by kayak, paddle board and shallow draft vessels. Privacy and nature abound here on Little Knockemdown Key - No roads or

  Banks Prevatt Coldwell Banker Schmitt RE Co.

  LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042
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  /4

  $175,000 Sold Dec 23, 2025

  Lot 2 Overseas Hwy, Summerland Key, FL 33042

  • Land

  Last Sold Summary

  • 15% Below List Price
  • 25 Days On Market

  Last Listing Agent Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

  Lot 2 Overseas Hwy, Summerland Key, FL 33042
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  /32

  Est $1,874,042 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,000 Sq Ft

  127 Cedar Ln, Summerland Key, FL 33042

  127 Cedar Ln, Summerland Key, FL 33042
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  /3

  $449,000

  • Land
  • 0.34 Acre
  • $1,303,896 per Acre

  Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042

  Oversized lot in gorgeous Sugarloaf Key with 15,000 Square feet ready for you to enter into the ROGO system. This sale comes with a ROGO Point Letter from Monroe County for 0 Disturbed Pine worth 24 points, giving you 44 points to enter into the ROGO system to build your dream home. Seller has done the Letter of Current Site Conditions with the County as well as engineering for a house, just

  Pamela Stangler Expert Realty LLC

  Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042
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  /67

  $1,900,000 Sold Nov 06, 2025

  17077 Bonita Ln W, Summerland Key, FL 33042

  • 4 Beds
  • 4 Baths
  • 2,400 Sq Ft
  • Built 1990

  Last Sold Summary

  • 5% Below List Price
  • $792/SF
  • 87 Days On Market

  Current Estimated Value $1,881,081

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

  17077 Bonita Ln W, Summerland Key, FL 33042
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  /2

  Est $1,700,016 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,810 Sq Ft

  17150 La Brisa Ct, Summerland Key, FL 33042

  17150 La Brisa Ct, Summerland Key, FL 33042
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  /61

  $3,999,000 Pending

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

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

  Retreat to over 20 acres of private paradise, where unobstructed open-water views and breathtaking sunrise and sunset skies set the tone for everyday. Remotely tucked away off Old State Road in Sugarloaf Key, this rare beachfront estate delivers a level of privacy and true coastal beauty that is nearly impossible to replicate in the Florida Keys. Concrete construction completed in 2024, this

  Madeleine Lowe Expert Realty LLC (HQ)

  16200 Old State Rd Unit 4A, Sugarloaf Key, FL 33042
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  /5

  $175,000 Sold Aug 21, 2025

  27313 Saint Martin Ln, Ramrod Key, FL 33042

  • Land

  Last Sold Summary

  • 12% Below List Price
  • 9 Days On Market

  Current Estimated Value $327,000

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  27313 Saint Martin Ln, Ramrod Key, FL 33042
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  /2

  Est $826,667 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  17036 Wahoo Ln, Summerland Key, FL 33042

  17036 Wahoo Ln, Summerland Key, FL 33042
• 

  

  /55

  $374,000

  • 2 Beds
  • 1.5 Baths
  • 748 Sq Ft

  701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042

  Transient Rental Vacation Home.Welcome to your ultimate island getaway on Cudjoe Key! Step into this charming coastal oasis nestled on a spacious corner lot in the sought-after Venture Out community. This 2 bedroom, 1.5 bath retreat is the perfect blend of comfort and style that will transport you to a world of relaxation and tranquility. This income-producing home is an active vacation rental

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042
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  /114

  $1,477,000 Sold Sep 02, 2025

  153 Galleon Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Below List Price
  • $947/SF
  • 49 Days On Market

  Current Estimated Value $1,454,813

  Last Listing Agent Lindsay Ryan EXP Realty LLC

  153 Galleon Ln, Summerland Key, FL 33042

Showing Results 561 - 600, Page 15 of 18