Homes in ZIP Code 33042

• 

  

  

  /52

  $1,335,000

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  28560 Doubloon Rd, Summerland Key, FL 33042

  Enjoy indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access to the Atlantic and back-country. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. canal-frontage, and a composite dock. Inside the ground-level foyer an oak staircase leads up to the main living area and continues to the

  

  Patti Nickless

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 772-6030

  28560 Doubloon Rd, Summerland Key, FL 33042
• 

  

  

  /14

  $3,900 per month

  • 2 Beds
  • 2.5 Baths
  • 1,080 Sq Ft
  • Townhouse for Rent

  28532 Channel View Dr, Little Torch Key, FL 33042

  Current resident moving out on 1/31/26.This is a 3 story 2 bedroom 2.5 bathroom unfurnished townhome for rent on a year lease.It is located in the community of Little Torch Cottages in Little Torch Key between Marathon and Key West. It has stainless steel appliances, stackable washer and dryer, hurricane windows and doors, two balconies, 2 heated and chilled community pools, gym, sauna, marina

  Joseph Danieli AKT Realty LLC

  28532 Channel View Dr, Little Torch Key, FL 33042
• 

  

  

  /73

  $2,925,000 Sold Jun 10, 2025

  17018 Wahoo Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft
  • Built 1991

  Last Sold Summary

  • 25% Below List Price
  • $1,987/SF
  • 122 Days On Market

  Current Estimated Value $2,839,775

  Last Listing Agent Coby Taylor Taylor & Assoc. RE, Inc.

  17018 Wahoo Ln, Summerland Key, FL 33042
• 

  

  

  /22

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 735 Sq Ft

  27954 Tarpon Terrace, Little Torch Key, FL 33042

  27954 Tarpon Terrace, Little Torch Key, FL 33042
• 

  

  

  /17

  $675,000

  • Land

  17215 Keystone Rd, Sugarloaf Shores, FL 33042

  Cleared canal-front lot in Sugarloaf Shores with building permit in place and first inspection not due until December 2026! Positioned on the desirable no-bridge side, this expansive 27,716 sq. ft. residential parcel is surrounded by multi-million-dollar homes and offers easy access to the open water where days are enjoyed paddling and kayaking through mangrove-line creeks or heading out to

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 957-7959

  17215 Keystone Rd, Sugarloaf Shores, FL 33042
• 

  

  /9

  $12,500 per month

  • 4 Beds
  • 3 Baths
  • 2,855 Sq Ft
  • House for Rent

  28502 Channel View Dr, Little Torch Key, FL 33042

  This is a 3 story furnished 4 bedroom 3 bathroom home with a water view of the gulf in the Little Torch Cottages community of townhomes. There are 2 heated and chilled community pools, a gym, a sauna, a marina with boat ramp, bbq, exterior yard games and boat slip available for an extra charge. Kayaks and paddle boards are available for community usage.

  Joseph Danieli AKT Realty LLC

  28502 Channel View Dr, Little Torch Key, FL 33042
• 

  

  /15

  $165,000 Sold Feb 24, 2025

  8 Calico Jack Circle Cir, Verifying, FL 33042

  • Land

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Beata Sharpe COLDWELL BANKER VANGUARD REALTY

  8 Calico Jack Circle Cir, Verifying, FL 33042
• 

  

  /45

  Est $1,206,865 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft

  27379 Jamaica Ln, Ramrod Key, FL 33042

  27379 Jamaica Ln, Ramrod Key, FL 33042
• 

  

  /38

  $1,200,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,016 Sq Ft

  218 Spanish Main Dr, Summerland Key, FL 33042

  Welcome to 218 Spanish Main Dr., a turnkey, recently renovated Florida Keys waterfront home offering the perfect blend of coastal charm and modern comfort. This 2-story, 3 bed, 3 bath fully fenced retreat boasts 2,016 sq ft of thoughtfully designed space with water views from nearly every room. Enjoy porches on both levels, ideal for morning coffee or sunset cocktails. The main level features an

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (305) 876-6037

  218 Spanish Main Dr, Summerland Key, FL 33042
• 

  

  /81

  $12,000 per month

  • 2 Beds
  • 2 Baths
  • 1,443 Sq Ft
  • House for Rent

  441 La Fitte Rd, Summerland Key, FL 33042

  ** SHORT-TERM RENTAL ** Stunning open water house with high ceilings, open floor plan, covered screen porch, and open deck for the sun lovers! New deck with a heavy-duty boat lift in place (15,000 pounds) in one of the cleanest waters in the FL Keys! Metal roof, New A/C, Water Heater, and a Front aluminum fence with beautiful landscaping This home is located in one of the best neighborhoods in

  Carolina Gil Caralex Intl Realty Group Corp

  441 La Fitte Rd, Summerland Key, FL 33042
• 

  

  /8

  $906,300 Sold Apr 30, 2025

  0000 Dorn Rd, Big Torch Key, FL 33042

  • Land
  • 35.5 Acres
  • $25,530 per Acre

  Last Sold Summary

  • 43% Below List Price
  • 103 Days On Market

  Last Listing Agent Lindsay Ryan EXP Realty LLC

  0000 Dorn Rd, Big Torch Key, FL 33042
• 

  

  /42

  Est $1,580,961 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,644 Sq Ft

  27339 Saint Vincent Ln, Summerland Key, FL 33042

  27339 Saint Vincent Ln, Summerland Key, FL 33042
• 

  

  /47

  $569,900

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042

  Oceanfront Paradise Awaits!Unit 510 in Venture OutExperience the epitome of waterfront Florida living in this charming two-bedroom, two-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home boasts:* Prime Canal front Location: Enjoy direct access to the water from your private 35 ft seawall.* Community Boat Ramp and boat washdown station.*

  

  Ian Calderwood

  Bluescape Real Estate

  (786) 686-7983

  701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042
• 

  

  /50

  $875,000 Sold Feb 13, 2025

  489 Pirates Rd, Little Torch Key, FL 33042

  • 4 Beds
  • 4 Baths
  • 1,638 Sq Ft
  • Built 1984

  Last Sold Summary

  • 20% Below List Price
  • $534/SF
  • 38 Days On Market

  Current Estimated Value $818,328

  Last Listing Agent Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  489 Pirates Rd, Little Torch Key, FL 33042
• 

  

  /63

  Est $2,002,545 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,366 Sq Ft

  17057 Bonita Ln W, Sugarloaf Key, FL 33042

  17057 Bonita Ln W, Sugarloaf Key, FL 33042
• 

  

  /30

  $750,000

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

  26868 Mariposa Rd, Ramrod Key, FL 33042

  Presenting a newly built 2023 home on a spacious 12,250 sq. ft. lot in Ramrod Shores, designed with both efficiency and style in mind. This four-bedroom, two-bathroom property features durable construction elements like a metal roof and impact-resistant windows, optimizing insurance costs, with all 3 insurances combined under $5,000 total. The interior boasts an open-concept floor plan with high

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 783-4956

  26868 Mariposa Rd, Ramrod Key, FL 33042
• 

  

  /49

  $650,000 Sold Aug 20, 2025

  27317 Cayman Ln, Summerland Key, FL 33042

  • 2 Beds
  • 1.5 Baths
  • 1,029 Sq Ft
  • Built 2012

  Last Sold Summary

  • 28% Below List Price
  • $632/SF
  • 262 Days On Market

  Current Estimated Value $694,955

  Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo

  27317 Cayman Ln, Summerland Key, FL 33042
• 

  

  /9

  Not Listed For Sale

  Lot 8 Overseas Hwy, Summerland Key, FL 33042

  Lot 8 Overseas Hwy, Summerland Key, FL 33042
• 

  

  /41

  $1,899,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 1,998 Sq Ft

  28573 Le Grand Rd, Little Torch Key, FL 33042

  This 2,000 sq ft concrete fortress was designed and built by the current owner and sprawls over 3 waterfront lots boasting 325' of canal frontage. Enjoy fantastic fishing and diving just minutes away from the the 180' deep draft concrete dock complete with boat basin, private boat ramp and davits. Upon entering this 3 Bedroom, 3 Bath home, you are greeted with an oversized Great Room which opens

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 527-2862

  28573 Le Grand Rd, Little Torch Key, FL 33042
• 

  

  /59

  $860,300 Sold May 02, 2025

  701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft
  • Built 2000

  Last Sold Summary

  • 9% Below List Price
  • $996/SF
  • 76 Days On Market

  Last Listing Agent Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042
• 

  

  /51

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  701 Spanish Main Dr Unit 167, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 167, Cudjoe Key, FL 33042
• 

  

  /10

  $499,000

  • Land

  63 Sugarloaf Dr, Sugarloaf Shores, FL 33042

  Welcome to the lowest priced waterfront lot with an active building permit on prestigious Sugarloaf Key. This oversized 14,706 sq. ft. canal-front property features no-bridge ocean access, granting you instant entry to world-class fishing, diving, and boating. Located in the premier residential enclave of the Sugarloaf Shores, this lot includes an active building permit for a custom 2,120 sq.

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (305) 834-4054

  63 Sugarloaf Dr, Sugarloaf Shores, FL 33042
• 

  

  /5

  $725,000 Sold Jul 30, 2025

  19462 Canal Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,394 Sq Ft
  • Built 1990

  Last Sold Summary

  • 6% Below List Price
  • $520/SF
  • 3 Days On Market

  Current Estimated Value $728,303

  Last Listing Agent Jacqui Norman Berkshire Hathaway HomeServices Knight & Gardner Realty

  19462 Canal Dr, Summerland Key, FL 33042
• 

  

  /14

  Est $473,333 Not Listed For Sale

  27391 W Indies Dr, Ramrod Key, FL 33042

  27391 W Indies Dr, Ramrod Key, FL 33042
• 

  

  /86

  $5,999,000 Pending

  • 4 Beds
  • 4 Baths
  • 4,315 Sq Ft

  4500 Filer Cove Rd, Summerland Key, FL 33042

  Picture perfect Sunset Views over the open water at this 12-Acre waterfront compound located on Big Torch Key, a coastal community of large private estates located just 30 minutes outside of Key West. Driving down the gated 300' scenic driveway balmy breezes and tropical landscape lead you to the 4,315 sq. ft. open water residence. Once here you will enjoy world-class fishing and diving just

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 998-2623

  4500 Filer Cove Rd, Summerland Key, FL 33042
• 

  

  /27

  $300,000 Sold Nov 26, 2025

  27983 Snapper Ln, Little Torch Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Below List Price
  • $446/SF
  • 60 Days On Market

  Last Listing Agent Sandra Dolowy KeyIsle Realty

  27983 Snapper Ln, Little Torch Key, FL 33042
• 

  

  /21

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 770 Sq Ft

  701 Spanish Main Dr Unit 83, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 83, Cudjoe Key, FL 33042
• 

  

  /74

  $799,000

  • 2 Beds
  • 2 Baths
  • 766 Sq Ft

  701 Spanish Main Dr Unit 333,334, Cudjoe Key, FL 33042

  Canal Front Oasis with Resort Amenities!Nightly Rentals Allowed!Income Producing Gem!RARE-DOUBLE LOT!! Allows 2 cars with 2 separate driveways. Massive 69' Seawall!RARE-DAVITS for your boat!! Escape to your own slice of paradise in the highly sought-after, gated resort community of Venture Out on Cudjoe Key! This stunning 2-bedroom, 2-bathroom mid-rise home offers the ultimate Florida Keys

  

  Ian Calderwood

  Bluescape Real Estate

  (844) 482-8589

  701 Spanish Main Dr Unit 333,334, Cudjoe Key, FL 33042
• 

  /2

  $55,000 Sold Oct 22, 2025

  Lot 2 Rainbow Beach, Big Torch Key, FL 33042

  • Land

  Last Sold Summary

  • 4% Below List Price
  • 2 Days On Market

  Last Listing Agent Pamela Stangler Expert Realty LLC

  Lot 2 Rainbow Beach, Big Torch Key, FL 33042
• 

  

  /38

  Est $1,288,891 Not Listed For Sale

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

  17165 Wahoo Ln W, Upper Sugarloaf Key, FL 33042

  17165 Wahoo Ln W, Upper Sugarloaf Key, FL 33042
• 

  

  /45

  $1,599,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  17227 Allamanda Dr, Summerland Key, FL 33042

  Welcome to your own slice of paradise in the desirable Sugarloaf Shores neighborhood of the Lower Keys! This beautifully designed 3 bedroom, 2 bath home offers 1,788 sq. ft. of inviting living space that perfectly blends comfort, quality, and the laid-back island lifestyle. Located on the no-bridge side of Sugarloaf Shores, this property provides quick water access to world-class fishing, diving,

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (855) 803-0852

  17227 Allamanda Dr, Summerland Key, FL 33042
• 

  

  /46

  $1,390,000 Sold Aug 26, 2025

  229 Caribbean Dr E, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Below List Price
  • $1,207/SF
  • 30 Days On Market

  Current Estimated Value $1,395,423

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

  229 Caribbean Dr E, Summerland Key, FL 33042
• 

  

  /8

  Est $252,707 Not Listed For Sale

  1135 Hakluyt Ln, Cudjoe Key, FL 33042

  1135 Hakluyt Ln, Cudjoe Key, FL 33042
• 

  

  /125

  $1,150,000

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft

  22748 Blackbeard Ln, Cudjoe Key, FL 33042

  Welcome home to this impressively spacious 2-bedroom, 2-bath Keys retreat, offering an elevated blend of comfort, functionality, and coastal living. The outdoor living space is a dream with a new concrete pool & waterfall feature, 12k lb boat lift, 60' concrete seawall, & an expansive 10 foot deep back porch (total of nearly 700 sq ft of porches), all perfect for outdoor dining, lounging, &

  

  Lindsay Ryan

  EXP Realty LLC

  (786) 807-7897

  22748 Blackbeard Ln, Cudjoe Key, FL 33042
• 

  

  /29

  $740,000 Sold Oct 31, 2025

  27138 Dolphin Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 2022

  Last Sold Summary

  • 14% Below List Price
  • $561/SF
  • 181 Days On Market

  Current Estimated Value $748,492

  Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

  27138 Dolphin Rd, Summerland Key, FL 33042
• 

  

  /63

  Est $4,681,405 Not Listed For Sale

  • 6 Beds
  • 7 Baths
  • 4,200 Sq Ft

  17129 Amberjack Ln, Sugarloaf Shores, FL 33042

  17129 Amberjack Ln, Sugarloaf Shores, FL 33042
• 

  

  /24

  $799,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  219 Caribbean Dr E, Summerland Key, FL 33042

  Waterfront Home in Summerland Key. Quick access to both Ocean & Gulf. Partial open water view. 60' concrete seawall with deep water dockage up to + - 50' Boats. Room for an RV. Great location with a private airstrip on the island. Close to the walking, biking Heritage Trail. Minutes to Key West. Home could use a little TLC. No HOA, No Lock Box. Easy to show. Call today to preview. Please don't

  

  Stacy Shahan

  Island Real Estate Company Florida Keys

  (786) 822-7016

  219 Caribbean Dr E, Summerland Key, FL 33042
• 

  

  /47

  $1,100,000 Sold Jun 27, 2025

  21014 7th Ave, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,361 Sq Ft
  • Built 1988

  Last Sold Summary

  • 19% Below List Price
  • $808/SF
  • 102 Days On Market

  Current Estimated Value $1,089,929

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

  21014 7th Ave, Summerland Key, FL 33042
• 

  

  /27

  Est $231,008 Not Listed For Sale

  • 1 Bed

  701 Spanish Main Dr Unit 473, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 473, Cudjoe Key, FL 33042
• 

  

  /33

  $995,000

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft

  27417 Tobago Ln, Ramrod Key, FL 33042

  This custom-built 3-bedroom, 2-bathroom residence on Ramrod Key offers a spacious, split floorplan, 1500 sq ft and is just 27 miles from Key West. The high quality 2010 construction features a hip metal roof, hardi plank siding, impact windows, and doors, ensuring durability and peace of mind. The heart of this home is its large kitchen, designed for both function and style. With an abundance of

  

  Sandra Tuttle

  Island Welcome Real Estate

  (786) 822-7622

  27417 Tobago Ln, Ramrod Key, FL 33042

Showing Results 41 - 80, Page 2 of 18