Homes in ZIP Code 33042

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  /35

  $669,000 Sold Oct 24, 2025

  28212 Gato Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,077 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $621/SF
  • 80 Days On Market

  Current Estimated Value $671,131

  Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

  28212 Gato Rd, Summerland Key, FL 33042
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  /12

  Est $623,691 Not Listed For Sale

  27007 Angelfish Rd, Summerland Key, FL 33042

  • 2 Beds
  • 1,201 Sq Ft
  • Built 1967

  27007 Angelfish Rd, Summerland Key, FL 33042

  Last Sold Summary

  • 108% Above List Price
  • $250/SF
  • 281 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Sabrina Liguori Key West Vacation Properties & Realty, LLC (KW)
• 

  

  

  /10

  $335,000

  • Land

  0 Indies Rd, Ramrod Key, FL 33042

  Waterfront vacant lot located on Ramrod Key in an established canal community on the oceanside of the Lower Keys. This property offers boating access to the Atlantic with connectivity to Florida Bay. No building permit is currently in place; buyers may pursue development through ROGO or obtain a separate building right. Conveniently situated between Marathon and Key West, offering easy access to

  Bea Evelyn Citron Compass Florida, LLC

  0 Indies Rd, Ramrod Key, FL 33042
• 

  

  

  /41

  $650,000 Sold Jul 01, 2025

  22882 Buccaneer Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1984

  Last Sold Summary

  • 19% Below List Price
  • $580/SF
  • 81 Days On Market

  Current Estimated Value $693,519

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  22882 Buccaneer Ln, Summerland Key, FL 33042
• 

  

  

  /34

  Est $879,566 Not Listed For Sale

  320 Spanish Main Dr, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1989

  320 Spanish Main Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 3% Below List Price
  • $862/SF
  • 18 Days On Market

  Last Sold Price $910,000

  Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)
• 

  

  /4

  $275,000

  • Land

  27426 Martinique Ln, Summerland Key, FL 33042

  Vacant 6,000 SF lot in desirable Ramrod Key, ideally positioned near the world-class Looe Key Reef and just a five-minute boat ride to Picnic Island. This property offers an exceptional opportunity to build in one of the Lower Keys' most sought-after lifestyle locations. Walking distance to local favorites including The Tiki Bar and Boondocks Grille & Draft House. Buyer to obtain building permit

  Kasey Fey Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  27426 Martinique Ln, Summerland Key, FL 33042
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  /42

  $1,450,000 Sold Jun 23, 2025

  17177 Bonita Ln W, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft
  • Built 1978

  Last Sold Summary

  • 19% Below List Price
  • $1,018/SF
  • 362 Days On Market

  Current Estimated Value $1,465,004

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  17177 Bonita Ln W, Summerland Key, FL 33042
• 

  

  /41

  Est $391,406 Not Listed For Sale

  701 Spanish Main Dr Unit 416, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 416, Cudjoe Key, FL 33042

  Last Sold Summary

  • 4% Below List Price
  • 95 Days On Market

  Last Sold Price $408,000

  Last Listing Agent Lisa Carter Florida Keys Realty, Inc.
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  /12

  $599,000

  • Land

  16841 Driftwood Ln, Sugarloaf Shores, FL 33042

  **Tier III Beautiful Buildable Canal Front Lot in Sugarloaf Shores!**Discover an exceptional opportunity in the prestigious Sugarloaf Shores neighborhood with this oversized canal front lot, boasting 11,950 square feet. This prime piece of real estate offers quick boating access to both the Gulf of Mexico and the Atlantic Ocean.Key features include:- **Unparalleled Location:** Just 14 miles from

  Daiane Sardinas Carvalho Centennial Realty Group, LLC

  16841 Driftwood Ln, Sugarloaf Shores, FL 33042
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  /52

  $2,300,000 Sold Sep 12, 2025

  23086 Snapper Ln, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 2,586 Sq Ft
  • Built 1985

  Last Sold Summary

  • 8% Below List Price
  • $889/SF
  • 147 Days On Market

  Current Estimated Value $2,226,471

  Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

  23086 Snapper Ln, Summerland Key, FL 33042
• 

  

  /37

  Est $885,501 Not Listed For Sale

  139 Le Grand Ln, Summerland Key, FL 33042

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Built 1994

  139 Le Grand Ln, Summerland Key, FL 33042

  Last Sold Summary

  • $684/SF
  • 48 Days On Market

  Last Sold Price $889,000

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)
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  /43

  $1,200,000 Under Contract

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

  1011 Caribbean Dr E, Summerland Key, FL 33042

  LIFE on the WATER! Set on a deep, flow-through canal with quick access to open water, this 3/2 home is designed for life on the water. Upstairs, enjoy breezy days and quiet evenings from the covered porch, while downstairs offers a rare 4-car garage--plenty of room for all your cars, gear, and Keys essentials. Easy, comfortable, and made for the lifestyle you've been dreaming about.Just 20

  Donna Pezzi Keller Williams Key West Compass Realty

  1011 Caribbean Dr E, Summerland Key, FL 33042
• 

  

  /42

  $630,000 Sold Jul 21, 2025

  92 Frazier Ln, Summerland Key, FL 33042

  • 2 Beds
  • 3 Baths
  • 768 Sq Ft
  • Built 1980

  Last Sold Summary

  • 9% Below List Price
  • $820/SF
  • 43 Days On Market

  Current Estimated Value $566,646

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

  92 Frazier Ln, Summerland Key, FL 33042
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  /27

  Est $1,664,887 Not Listed For Sale

  22836 Port Royal Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,406 Sq Ft
  • Built 1987

  22836 Port Royal Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 17% Above List Price
  • $1,422/SF
  • 6 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate
• 

  

  /13

  $1,350,000

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

  22777 Jolly Roger Dr, Summerland Key, FL 33042

  Stop dreaming and start packing. This rare canal-front gem features a 2.75 assumable mortgage for qualified buyers—a game-changer in today’s market! Situated on a massive, double-fenced corner lot, this 3-bed, 2-bath home is the ultimate playground. There is enough room to park all your toys, boats, cars, and RV. Your 4-legged family members will love their own large yard. With no HOA, you even

  Olivia Poto GARRISON REALTY GROUP LLC

  22777 Jolly Roger Dr, Summerland Key, FL 33042
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  /16

  $785,000 Sold Jul 25, 2025

  27384 Barbuda Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1993

  Last Sold Summary

  • 17% Below List Price
  • $668/SF
  • 125 Days On Market

  Current Estimated Value $816,941

  Last Listing Agent Lisa Carter Florida Keys Realty, Inc.

  27384 Barbuda Ln, Summerland Key, FL 33042
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  /37

  Est $902,377 Not Listed For Sale

  81 Coral Ave, Summerland Key, FL 33042

  • 2 Beds
  • 3 Baths
  • 1,535 Sq Ft
  • Built 1988

  81 Coral Ave, Summerland Key, FL 33042

  Last Sold Summary

  • 16% Above List Price
  • $505/SF
  • 13 Days On Market

  Last Sold Price $775,000

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate
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  /40

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,034 Sq Ft

  28571 Buccaneer Rd, Summerland Key, FL 33042

  Embrace the ultimate Keys lifestyle in this charming waterfront hone, where every day feels like a vacation. Located just minutes from ocean access no bridges, this property is a fisherman's paradiseThis 3-bedroom, 2-bath home offers Hardie board Siding metal roof an open floor plan. The newly updated kitchen features exquisite granite countertops, stainless steel appliances, and a large island

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  28571 Buccaneer Rd, Summerland Key, FL 33042
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  /14

  $1,250,000 Sold Aug 11, 2025

  365 Pirates Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1976

  Last Sold Summary

  • 6% Below List Price
  • $893/SF
  • 47 Days On Market

  Current Estimated Value $1,232,194

  Last Listing Agent Christopher Tanaka Coldwell Banker Schmitt RE Co.

  365 Pirates Rd, Summerland Key, FL 33042
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  /34

  Est $755,735 Not Listed For Sale

  28551 Buccaneer Rd, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft
  • Built 1976

  28551 Buccaneer Rd, Summerland Key, FL 33042

  Last Sold Summary

  • 1% Above List Price
  • $892/SF
  • 48 Days On Market

  Last Sold Price $750,000

  Last Listing Agent Monika Rydzak eXp Realty LLC KW Branch
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  /6

  $240,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  28177 Julia Ave, Little Torch Key, FL 33042

  Opportunity to purchase for land value in Little Torch Key. Large lot with existing mobile home on site that is not habitable. Property is being marketed as land only. Lot is zoned IS (Improved Subdivision District), which typically allows for single-family residential construction subject to Monroe County Land Development Code and applicable ROGO requirements. Conveniently located less than 5

  Maria Acosta Keller Williams Capital Realty

  28177 Julia Ave, Little Torch Key, FL 33042
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  /17

  $16,000 Sold Oct 28, 2025

  0 Budd Key Aly Unit 616603, Cudjoe Key, FL 33042

  • Land

  Last Sold Summary

  • 23% Below List Price
  • 12 Days On Market

  Last Listing Agent Bobby Coe RE/MAX Keys Connection (KW)

  0 Budd Key Aly Unit 616603, Cudjoe Key, FL 33042
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  /45

  Est $1,975,971 Not Listed For Sale

  20942 6th Ave W, Summerland Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 2,772 Sq Ft
  • Built 1994

  20942 6th Ave W, Summerland Key, FL 33042

  Last Sold Summary

  • 16% Above List Price
  • $613/SF
  • 42 Days On Market

  Last Sold Price $1,700,000

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

  

  /34

  $980,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  131 Doubloon Ln, Summerland Key, FL 33042

  3BR/2BA waterfront home on Doubloon Lane offering classic Florida Keys living and relaxation. Features include a pool, large covered patio, sun deck, and a 10,000-lb boat lift, ideal for boating and outdoor enjoyment. Upstairs living area includes impact windows and a new hot water heater (2024).The downstairs area includes two large storage rooms, one of which features a fully functioning

  Bea Evelyn Citron Compass Florida, LLC

  131 Doubloon Ln, Summerland Key, FL 33042
• 

  

  /59

  $900,000 Sold Oct 31, 2025

  28550 Doubloon Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 2,371 Sq Ft
  • Built 1996

  Last Sold Summary

  • 18% Below List Price
  • $380/SF
  • 181 Days On Market

  Current Estimated Value $964,830

  Last Listing Agent Kelly Randin RE/MAX All Keys Real Estate

  28550 Doubloon Rd, Summerland Key, FL 33042
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  /43

  Est $1,072,609 Not Listed For Sale

  17055 Kingfish Ln W, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Built 1988

  17055 Kingfish Ln W, Summerland Key, FL 33042

  Last Sold Summary

  • 2% Above List Price
  • $921/SF
  • 38 Days On Market

  Last Sold Price $1,090,000

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

  

  /3

  $60,000

  • Land

  Lot 10 Rainbow Beach, Big Torch Key, FL 33042

  Tier 1 lot available for ROGO Donation use only. This property cannot be built on and no RV use is permitted. The sale includes a ROGO Dedication Letter valued at 2 points, providing a valuable advantage in the Monroe County permit allocation system.

  Shanti Cope Coldwell Banker Schmitt Key Largo

  Lot 10 Rainbow Beach, Big Torch Key, FL 33042
• 

  

  /5

  $328,000 Sold Mar 27, 2026

  28292 Dorothy Ave, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 830 Sq Ft
  • Built 1975

  Last Sold Summary

  • $395/SF
  • 4 Days On Market

  Last Listing Agent Lauren Dunn Coldwell Banker Schmitt Islamorada

  28292 Dorothy Ave, Summerland Key, FL 33042
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  /50

  Est $916,957 Not Listed For Sale

  17396 Jamaica Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft
  • Built 1992

  17396 Jamaica Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 14% Above List Price
  • $660/SF
  • 1 Day On Market

  Last Sold Price $807,500

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

  

  /5

  $139,000

  • Land

  Lot 6 Date Palm Dr, Sugarloaf Key, FL 33042

  Tier 3 Lot.Discover the potential of this expansive 15,000 sq ft dry lot in Sugarloaf Key, just 20 minutes from Key West, FL. Ideal for creating your dream island retreat, this property offers ample space.

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  Lot 6 Date Palm Dr, Sugarloaf Key, FL 33042
• 

  

  /38

  $700,000 Sold Jan 29, 2026

  24830 Park Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 2015

  Last Sold Summary

  • 3% Below List Price
  • $589/SF
  • 7 Days On Market

  Current Estimated Value $706,712

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

  24830 Park Dr, Summerland Key, FL 33042
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  /74

  Est $3,253,962 Not Listed For Sale

  22572 Jolly Roger Dr, Summerland Key, FL 33042

  • 6 Beds
  • 4 Baths
  • 3,225 Sq Ft
  • Built 1963

  22572 Jolly Roger Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 1% Below List Price
  • $1,023/SF
  • 313 Days On Market

  Last Sold Price $3,300,000

  Last Listing Agent Jan Fritz Coldwell Banker Schmitt RE Co.
• 

  

  /74

  $2,995,000

  • 4 Beds
  • 4 Baths
  • 1,804 Sq Ft

  17385 Keystone Rd, Summerland Key, FL 33042

  Stunning open water views from this fabulous waterfront home! A truly rare and highly coveted 37,139 sqft lot point lot with A massive 362 FT OF WATERFRONTAGE on prestigious Sugarloaf Key, offering breathtaking panoramic open water views, exceptional privacy, and unmatched boating access. (24,662 sqft Upland & 12,477 submerged). These point lots are extremely limited and among the most

  Lisa Swanson The Agency Florida Keys

  17385 Keystone Rd, Summerland Key, FL 33042
• 

  

  /35

  $902,500 Sold Apr 11, 2025

  346 Blackbeard Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 1996

  Last Sold Summary

  • 8% Below List Price
  • $760/SF
  • 62 Days On Market

  Current Estimated Value $919,038

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  346 Blackbeard Rd, Summerland Key, FL 33042
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  /40

  Est $1,038,344 Not Listed For Sale

  22983 Anne Bonny Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1986

  22983 Anne Bonny Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 3% Below List Price
  • $814/SF
  • 109 Days On Market

  Last Sold Price $1,075,000

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)
• 

  

  /49

  $985,000

  • 2 Beds
  • 2 Baths
  • 888 Sq Ft

  701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042

  Panoramic Ocean Views W/ Transient Rental License! This beautifully updated and well-maintained stilt home offers 2 bedrooms and 2 bathrooms, large kitchen with all the necessities, panoramic ocean views, a private 35' concrete seawall for your boat and off street parking for your vehicle. This home has an open deck overlooking the crystal clear waters and a screened deck just waiting for you to

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
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  /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 $3,497,907

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  5460 Dorn Rd, Summerland Key, FL 33042
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  /6

  Est $577,398 Not Listed For Sale

  79 Coral Ave, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 2004

  79 Coral Ave, Summerland Key, FL 33042

  Last Sold Summary

  • 11% Above List Price
  • $455/SF
  • 32 Days On Market

  Last Sold Price $520,000

  Last Listing Agent Teodora Masters Bascom Grooms Real Estate (KW)
• 

  

  /14

  $258,000

  • Land

  701 Spanish Main Dr Unit LOT 317, Cudjoe Key, FL 33042

  Venture Out RV Lot - Prime Location Near the StoreOpportunity to own a spacious RV lot in the highly desirable Venture Out community in Cudjoe Key. This pie-shaped lot measures approximately 65' x 67' x 63', offering generous space for your RV, outdoor living area, and parking.Conveniently located just a short distance from the community store and amenities, this lot provides easy access to

  Lisa Carter Florida Keys Realty, Inc.

  701 Spanish Main Dr Unit LOT 317, Cudjoe 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 $575,808

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  19616 Aztec St, Summerland Key, FL 33042

Showing Results 361 - 400, Page 10 of 18