Homes in ZIP Code 33042

• 

  

  

  /42

  $1,450,000 Sold Jun 23, 2025

  • 1,425 Sq Ft
  • $1018/SF
  • 362 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  17177 Bonita Ln W, Summerland Key, FL 33042

  Modern finishes and enviable boating at this Sugarloaf Shores pool home, nestled on over a quarter acre! Enjoy year-round temperate weather, this exceptional property comes equipped for enjoying the outdoors, offering a resort-style custom pool with heater, chiller, jetted spa, sitting ledge, sun deck, and paver pool deck! Just steps from the pool is a full-length, 100' concrete dock with davits,

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  17177 Bonita Ln W, Summerland Key, FL 33042
• 

  

  

  /3

  Est $372,500 Not Listed For Sale

  0 Disturbed Pine Rd Unit A11375753, Cudjoe Key, FL 33042

  0 Disturbed Pine Rd Unit A11375753, Cudjoe Key, FL 33042
• 

  

  

  /36

  $755,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042

  This canal-front, slice of paradise is an excellent income-generating opportunity in the gated community of Venture Out. As a successful, active vacation rental where nightly rentals are allowed, it's tastefully furnished, turnkey and ready for you or your guests to enjoy. With all the amenities this 69-acre gated community offers, you might just decide to make it your primary home in the Lower

  

  Patti Nickless

  Coldwell Banker Schmitt Lower Keys (KW)

  (645) 205-1034

  701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042
• 

  

  

  /82

  $1,800,000 Sold Jun 20, 2025

  • 2,116 Sq Ft
  • $851/SF
  • 19 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1999

  17175 Allamanda Dr W, Summerland Key, FL 33042

  Gorgeous Tropical Waterfront Oasis! No detail was overlooked in this stunning 4 BR, 3 BA luxury canal front estate in the prestigious Sugarloaf Shores. Tucked behind a privacy fence and surrounded by lush landscaping, this tropical retreat invites you to unwind in style. The expansive backyard is your personal oasis, featuring a massive heated concrete pool and a fully equipped 10' x 14' tiki

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  17175 Allamanda Dr W, Summerland Key, FL 33042
• 

  

  /2

  Est $502,241 Not Listed For Sale

  • Studio
  • 1 Bath

  27418 Jamaica Ln, Ramrod Key, FL 33042

  27418 Jamaica Ln, Ramrod Key, FL 33042
• 

  

  /41

  $1,199,000

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  237 La Fitte Rd, Summerland Key, FL 33042

  Located in Little Torch Key, this 2-Bedroom, 1144 sq ft waterfront home boasts breathtaking open water views offering a front-row seat to mesmerizing sunrises and tranquil ocean breezes. Enter into the bright and airy Great Room where a wall of impact glass windows look out to picture perfect water views. The open Kitchen features top-grade appliances, sleek wood and granite countertops, ample

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 937-0738

  237 La Fitte Rd, Summerland Key, FL 33042
• 

  

  /59

  $2,175,000 Sold Jun 20, 2025

  • 2,192 Sq Ft
  • $992/SF
  • 41 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2019

  17346 Keystone Rd, Summerland Key, FL 33042

  Welcome to this stunning 3-bedroom, 2-bathroom home perfectly situated on nearly half an acre, offering serene water views and direct canal access. Ideal for boaters and outdoor enthusiasts, the property features a concrete dock--your gateway to waterfront adventures.Step inside to an open floorplan designed for both comfort and entertaining. The heart of the home is a beautifully updated

  Matthew Sheehan Ocean Sotheby's International Realty

  17346 Keystone Rd, Summerland Key, FL 33042
• 

  /2

  Not Listed For Sale

  13 Red Legs Ln, Cudjoe Key, FL 33042

  13 Red Legs Ln, Cudjoe Key, FL 33042
• 

  

  /21

  $1,495,000

  • 1 Bed
  • 2 Baths
  • 1,234 Sq Ft

  27001 Overseas Hwy, Ramrod Key, FL 33042

  Prime Highway front property on Ramrod Key in the heart of the Lower Florida Keys. Located at Mile Marker 27 on Ramrod Key, this exceptional property encompasses three spacious lots with premium frontage on the Overseas Highway. With 28,132 square feet of land and street access on three sides, the property offers high visibility and excellent exposure on US 1. Zoned Suburban Commercial, this

  

  Sandra Tuttle

  Island Welcome Real Estate

  (855) 970-3203

  27001 Overseas Hwy, Ramrod Key, FL 33042
• 

  

  /42

  $1,000,000 Sold Jun 20, 2025

  • 1,764 Sq Ft
  • $567/SF
  • 79 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  27330 Barbados Ln, Ramrod Key, FL 33042

  Looking for a FL Keys Home with space? This meticulously maintained home has it!This original-owner, lovingly cared-for coastal retreat offers more living space than other homes of a similar style in the area, providing comfortable living both indoors & out.Upgraded to receive maximum insurance discounts, the home includes FULL impact-rated windows/doors, a metal hip roof, & single wraps for roof

  Brian Kruszewski LoKation Real Estate

  27330 Barbados Ln, Ramrod Key, FL 33042
• 

  /2

  Not Listed For Sale

  12 Red Legs Ln, Cudjoe Key, FL 33042

  12 Red Legs Ln, Cudjoe Key, FL 33042
• 

  

  /5

  $285,000

  • Land

  21731 Asturias Rd, Summerland Key, FL 33042

  Private Acre on Cudjoe Key - Lush, Tropical, and Near the WaterEscape to your own secluded paradise in the Lower Keys! This just over an acre lot on Cudjoe Key is surrounded by beautiful equestrian properties and dense tropical foliage, offering unmatched privacy and tranquility.Located just seconds from a public boat ramp, you'll have easy access to world-class fishing, boating, and watersports.

  

  Coby Taylor

  Expert Realty LLC (HQ)

  (786) 398-5093

  21731 Asturias Rd, Summerland Key, FL 33042
• 

  

  /56

  $2,599,000 Sold Jun 18, 2025

  • 1,153 Sq Ft
  • $2254/SF
  • 11 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  28595 Jolly Roger Dr, Summerland Key, FL 33042

  This beautifully located property, situated on the tip of Little Torch Key oceanside at the end of Jolly Roger Drive, offers the ultimate island living experience. With breathtaking views from every vantage point, this 2-bedroom, 2-bath concrete home sits on a spacious 16,400 sq ft lot surrounded by water on 3 sides. Relax on the large patio and watch stunning sunrises or enjoy the endless views

  Jan Fritz Coldwell Banker Schmitt RE Co. Lower Keys Office

  28595 Jolly Roger Dr, Summerland Key, FL 33042
• 

  /2

  Not Listed For Sale

  0 Crane Blvd, Sugarloaf Key, FL 33042

  0 Crane Blvd, Sugarloaf Key, FL 33042
• 

  

  /50

  $1,699,000

  • 4 Beds
  • 3 Baths
  • 1,967 Sq Ft

  1068 Buttonwood Dr E, Summerland Key, FL 33042

  Tucked away in the prestigious Sugarloaf Shores neighborhood this exceptionally private canal front retreat sits high on the ground sprawling over 1/2 acre of lushly landscaped fenced and gated grounds. Step inside the Living Room where large impact windows greet you boasting picturesque pool and garden views while flooding the space with natural light, creating an airy, welcoming atmosphere.

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 751-6658

  1068 Buttonwood Dr E, Summerland Key, FL 33042
• 

  

  /27

  $1,900,000 Sold Jun 18, 2025

  • 1,990 Sq Ft
  • $955/SF
  • 85 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  17022 Starfish Ln W, Summerland Key, FL 33042

  SPECTACULAR OPEN WATER POINT & SUNSET VIEW. Enjoy waterfront living in this Classic 3 Bed/2 Bath wood frame home featuring vaulted ceilings and panoramic views overlooking Lower Sugarloaf Sound. Desirable SW exposure, 250' of protected waterfrontage providing quick boating access to both Atlantic and Gulf. Large ground level covered carport and patio plus secured storage room. Highly

  Kieran Mahoney Century 21 Circle

  17022 Starfish Ln W, Summerland Key, FL 33042
• 

  /2

  Est $863,602 Not Listed For Sale

  • Studio

  17162 Starfish Ln W, Sugarloaf Shores, FL 33042

  17162 Starfish Ln W, Sugarloaf Shores, FL 33042
• 

  

  /35

  $870,000

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft

  575 Caribbean Dr E, Summerland Key, FL 33042

  Best Price for a canal home in Summerland Cove. Here is great opportunity to get a location with premier boating access- 60' concrete seawall on a canal that is 60' wide and has a 4' control depth. 10k boat lift. The home features 2 bedrooms 1.5 baths, with a metal roof and covered porch overlooking the canal. Cute Island cottage with long time owner. Offered FURNISHED including kayaks and

  

  Sandra Tuttle

  Island Welcome Real Estate

  (855) 515-8896

  575 Caribbean Dr E, Summerland Key, FL 33042
• 

  

  /40

  $1,075,000 Sold Jun 16, 2025

  • 1,152 Sq Ft
  • $933/SF
  • 191 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1982

  791 W Indies Dr, Summerland Key, FL 33042

  Welcome to your dream oasis in the heart of the Florida Keys! Nestled in the sought-after neighborhood of Breezeswept Beach Estates, this exceptional 4-bedroom, 2-bathroom ocean-front pool home offers the perfect blend of luxury, comfort, and coastal living. With breathtaking open water views and blue hole dredge, this home offers excellent fishing for the whole family from your own back yard;

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  791 W Indies Dr, Summerland Key, FL 33042
• 

  /2

  Est $503,672 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,426 Sq Ft

  390 W Indies Dr, Ramrod Key, FL 33042

  390 W Indies Dr, Ramrod Key, FL 33042
• 

  

  /30

  $475,000

  • 3 Beds
  • 3 Baths
  • 1,747 Sq Ft

  27858 Lobster Tail Trail, Summerland Key, FL 33042

  Estate sale- Great opportunity to get a canal home in the Lower Keys. Very roomy floorplan with 1747 sq ft interior living , 3 bedrooms, 3 full bathrooms. Mobile home with addition on short stilts. 46' concrete seawall with great boating access. Neighborhood boat ramp. Fully deeded ownership. Sold in AS IS condition.

  

  Sandra Tuttle

  Island Welcome Real Estate

  (833) 258-2148

  27858 Lobster Tail Trail, Summerland Key, FL 33042
• 

  

  /36

  $1,225,000 Sold Jun 13, 2025

  • 1,696 Sq Ft
  • $722/SF
  • 104 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2023

  165 Colson Dr, Cudjoe Key, FL 33042

  Welcome Home! As you step inside of this Brand New contemporary coastal designed Florida Keys home, you will discover what you have been looking for in today's market. This property was built to last by using the finest available materials and sits on over a half-acre of land. The main great room features 15 ft. vaulted ceilings, an open concept living area with a combined high-end kitchen with a

  Terry Garcia Keller Williams Key West Compass Realty

  165 Colson Dr, Cudjoe Key, FL 33042
• 

  /2

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 672 Sq Ft

  28177 Julia Ave, Little Torch Key, FL 33042

  28177 Julia Ave, Little Torch Key, FL 33042
• 

  

  /41

  $1,172,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  22946 Bluegill Ln, Summerland Key, FL 33042

  If you are looking for the ''Island Life'' with the best boating access in the Keys, this is the property for you. This beautifully updated tropical Keys home on a lushly landscaped spacious 10,200 square foot lot, is located in the tranquil setting of sought after Cudjoe Ocean Shores. This subdivision is extremely desirable for its premier boating access to world class fishing and diving in both

  

  Anneliese Dietrick

  Coldwell Banker Schmitt Lower Keys (KW)

  (305) 787-3949

  22946 Bluegill Ln, Summerland Key, FL 33042
• 

  

  /58

  $3,335,000 Sold Jun 13, 2025

  • 2,950 Sq Ft
  • $1131/SF
  • 37 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1956

  23971 Henry St, Summerland Key, FL 33042

  This newly renovated Oceanfront Pool home seamlessly blends luxury, privacy, and comfort while enjoying quick and easy ocean access on Summerland Key. Enter into the massive Great Room featuring 24-foot EURO retractable doors that open to sparkling ocean views and fill the space with lots of natural light. The Chef's Kitchen stands out with custom cabinetry, soft-close drawers, pull-out

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  23971 Henry St, Summerland Key, FL 33042
• 

  /2

  Est $209,755 Not Listed For Sale

  • Studio

  951 Hawksbill Ln, Sugarloaf Key, FL 33042

  951 Hawksbill Ln, Sugarloaf Key, FL 33042
• 

  

  /48

  $1,399,000

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

  28560 Doubloon Rd, Summerland Key, FL 33042

  This Jolly Roger Estates treasure puts good times in the Atlantic and back-country waters within easy reach by boat; the owners of this custom-built home will consider all reasonable offers! The 2-story stilt home has exceptional character, multiple inviting porches and outdoor sitting areas. Abundant kitchen cabinets are topped with stunning quartzite counters and a full-length screened porch

  

  Patti Nickless

  Coldwell Banker Schmitt Lower Keys (KW)

  (888) 703-2360

  28560 Doubloon Rd, Summerland Key, FL 33042
• 

  

  /107

  $5,300,000 Sold Jun 13, 2025

  • 4,981 Sq Ft
  • $1064/SF
  • 165 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2025

  220 E Caribbean Dr, Summerland Key, FL 33042

  Experience unparalleled luxury in this 2025 Custom Built Smart Home. Concrete-constructed oceanfront home, situated in prestigious Summerland Key. With 90 feet of ocean frontage and breathtaking southwest views of the Atlantic Ocean, this home is the ultimate retreat for those seeking elegance, comfort, and adventure.The third floor is the heart of this home, featuring an infinity-edge pool and

  Stacy Shahan Island Real Estate Company Florida Keys

  220 E Caribbean Dr, Summerland Key, FL 33042
• 

  

  /8

  Est $585,739 Not Listed For Sale

  53 Sugarloaf Dr, Sugarloaf Shores, FL 33042

  53 Sugarloaf Dr, Sugarloaf Shores, FL 33042
• 

  

  /36

  $879,000

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

  27325 Barbuda Ln, Summerland Key, FL 33042

  Nestled in the tranquil Breeze Swept Beach Estates of Ramrod Key, this fully updated 2-bedroom, 2-bathroom waterfront home captures the essence of Florida Keys living. Designed with durability and comfort in mind, the home features impact-resistant doors and windows, providing safety and peace of mind. The brand-new metal roof and Hardi Board siding offer long-lasting protection from the

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 981-1937

  27325 Barbuda Ln, Summerland Key, FL 33042
• 

  

  /73

  $2,925,000 Sold Jun 10, 2025

  • 1,472 Sq Ft
  • $1987/SF
  • 122 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  17018 Wahoo Ln, Summerland Key, FL 33042

  Welcome to the most exceptional home and premier lot currently available in the prestigious Sugarloaf Shores neighborhood. This property is a masterpiece of luxury, craftsmanship, and natural beauty, offering a lifestyle that truly must be experienced in person to be fully appreciated.Situated on an expansive 13,000+ square foot private point lot, this home boasts over 230 feet of crystal-clear

  Coby Taylor Expert Realty LLC (HQ)

  17018 Wahoo Ln, Summerland Key, FL 33042
• 

  /2

  Not Listed For Sale

  430 Les Rohde Dr, Ramrod Key, FL 33042

  430 Les Rohde Dr, Ramrod Key, FL 33042
• 

  

  /30

  $855,000

  • 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) 977-3240

  26868 Mariposa Rd, Ramrod Key, FL 33042
• 

  

  /31

  $735,000 Sold Jun 06, 2025

  • 1,188 Sq Ft
  • $619/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2016

  27373 Antigua Ln, Ramrod Key, FL 33042

  Experience Your Perfect Canal Front Paradise on Ramrod Key! Situated in the coveted Florida Keys, Ramrod Key delivers an exceptional balance of serenity and convenient boating access.This immaculate 3-bedroom, 2-bathroom waterfront residence is your ticket to the coveted Keys lifestyle!This property represents outstanding value for waterfront living. Perfect for boating enthusiasts! Whether

  Sandra Dolowy KeyIsle Realty

  27373 Antigua Ln, Ramrod Key, FL 33042
• 

  /2

  Est $473,810 Not Listed For Sale

  • Studio

  20874 4th Ave, Cudjoe Key, FL 33042

  20874 4th Ave, Cudjoe Key, FL 33042
• 

  

  /77

  $13,995,000

  • 31 Beds
  • 19 Baths

  21470 Overseas Hwy, Cudjoe Key, FL 33042

  Located on Cudjoe Key, only 20 miles from Key West. Transient use property, over 3.5 acres, 15 units (15 ROGO exemptions), over 300 feet of water frontage, boat basin, 3 concrete docks, one wooden dock, boat ramp. Shared coin laundry, 2 swimming pools, 3 private driveways. 2 parcels on US 1 are zoned Sub Urban Commercial, excellent rental history. Property spans from US 1 to the Atlantic Ocean.

  

  Jennifer Weeks

  Select Properties of NWFL

  (786) 882-8127

  21470 Overseas Hwy, Cudjoe Key, FL 33042
• 

  /2

  $49,000 Sold Jun 06, 2025

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

  • 168 Days On Market

  7 Lot, Lower Keys, FL 33042

  2 Point Lot with point letter in hand. Can purchase with MLS# A 11685133, which is another 2 point lot with letter in hand for 110,00 for both (total of 4 points). For lot dedication and points used to build on another dedicated lot in Monroe County. Call the Monroe County Planning Department for more details.

  Pamela Stangler MMLS Assoc.-Inactive Member

  7 Lot, Lower Keys, FL 33042
• 

  /2

  Not Listed For Sale

  0 Vacant Land Unit 603907, Sugarloaf Key, FL 33042

  0 Vacant Land Unit 603907, Sugarloaf Key, FL 33042
• 

  

  /5

  $199,000 Under Contract

  • Land

  27313 Saint Martin Ln, Ramrod Key, FL 33042

  This is your chance to get your piece of the Keys and build your dream home on a canal corner lot with easy boating access to the ocean or bay. This is a Tier 3 cleared lot in Breezeswept Beach Estates with no active building or dock permit.

  

  Sandra Tuttle

  Island Welcome Real Estate

  (786) 460-3913

  27313 Saint Martin Ln, Ramrod Key, FL 33042
• 

  /2

  $49,000 Sold Jun 06, 2025

  • Land

  • 163 Days On Market

  Lot 7 Block 14, Cudjoe Key, FL 33042

  2 Point Lot with point letter in hand. Can purchase with MLS# 612010, which is another 2 point lot with letter in hand for 135,00 for both (total of 4 points).

  Pamela Stangler Expert Realty LLC

  Lot 7 Block 14, Cudjoe Key, FL 33042

Showing Results 81 - 120, Page 3 of 18