Monroe, FL Homes in ZIP Code 33042

• 

  

  

  /40

  $1,125,000

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

  17126 Wahoo Ln W, Sugarloaf Shores, FL 33042

  Welcome to your slice of paradise in one of the Lower Keys' most desirable communities--Sugarloaf Key! Here you'll enjoy island living with the convenience of being just 25 minutes from Key West, and close to popular restaurants, a weekly farmers market, and miles of scenic bike and walking paths.This waterfront home sits on a wide, aqua-colored canal with 100 feet of concrete dock--perfect for

  

  Sandra Tuttle

  Island Welcome Real Estate

  (833) 952-2521

  17126 Wahoo Ln W, Sugarloaf Shores, FL 33042
• 

  

  

  /20

  $3,950 - $4,200 per month

  Little Torch Cottages

  2 Beds

  28501 Channel View Dr, Little Torch Key, FL 33042

  In Little Torch Key, near Mile Marker 28 on US Highway 1, Little Torch Cottages features 48 homes for those looking for something special. This beautiful property has 400 feet of open water views on Pine Channel, and also offers 22 foot boat slips at a discounted monthly rate for community residents. You will also be able to enjoy a community Clubhouse, park, BBQ areas, Paddle Board and Kayak

  28501 Channel View Dr, Little Torch Key, FL 33042
• 

  

  

  /40

  $825,000 Sold Aug 04, 2025

  • 918 Sq Ft
  • $899/SF
  • 157 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1959

  260 Airport Dr S, Summerland Key, FL 33042

  Attention pilots & boaters: Park your private plane in the front and your boat in the back! This 2 bedroom home in the highly sought-after Summerland Key Cove Airport Community offers the perfect low-maintenance retreat in the Florida Keys. Located at Mile Marker 24, this property boasts 60 feet of dockage, complete with a 14,000 lb boat liftThe unique layout of this home features one bedroom,

  Francesca Santiago Keller Williams Realty Professionals (KW)

  260 Airport Dr S, Summerland Key, FL 33042
• 

  

  

  /26

  Est $413,740 Not Listed For Sale

  • 1 Bed

  701 Spanish Main Dr Unit 229, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 229, Cudjoe Key, FL 33042
• 

  

  

  /85

  $5,999,000

  • 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
• 

  

  /36

  $5,000 per month

  • 3 Beds
  • 1 Bath
  • 1,116 Sq Ft
  • House for Rent

  27316 Cayman Ln Unit 1, Summerland Key, FL 33042

  Presenting Villa Marquesa — the perfect opportunity to lease a charming private villa in the heart of Ramrod Key, located in the picturesque Lower Keys. This fully furnished 3-bedroom, 1-bath tropical retreat offers stylish South Florida beach decor, a fully equipped kitchen, and two spacious living areas for ultimate comfort. Ideal for tenants seeking privacy, relaxation, and a resort-style

  Gilbert Garcia Proxy Realty Group LLC

  27316 Cayman Ln Unit 1, Summerland Key, FL 33042
• 

  

  /51

  $975,000 Sold Aug 01, 2025

  • 1,200 Sq Ft
  • $812/SF
  • 101 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2023

  527 Heck Ave, Little Torch Key, FL 33042

  This immaculate 3-bedroom, 2-bath custom home was site built by the owner for himself in 2023. Located on Little Torch Key, this home boasts the best of both worlds with picturesque views of the sunsets over the ponds on one side and excellent canal front dockage on the other offering quick access to the open water. The coastal-style home features an open concept floor plan with porcelain plank

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  527 Heck Ave, Little Torch Key, FL 33042
• 

  

  /63

  Est $1,914,129 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
• 

  

  /43

  $1,799,000

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

  17094 Coral Dr, Summerland Key, FL 33042

  This beautifully appointed home is located in prestigious Sugarloaf Shores, an upscale coastal community of waterfront homes just 15 miles from the magic of Key West. As you enter the 3 Bedroom 2 Bath 2,000 sq. ft. home a massive Great Room greets you highlighted by a true chef's Kitchen offering lots of custom cabinetry, stainless appliances, 2 wine coolers and large center island for friends

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 244-7125

  17094 Coral Dr, Summerland Key, FL 33042
• 

  

  /11

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • House for Rent

  467 W Shore Dr, Summerland Key, FL 33042

  Property Id: 1850307Welcome to your dream home in the heart of Summerland Key! Located at MM25 in the coveted Summerland Key Cove neighborhood conveniently located near restaurants, shopping, and boat ramps. This spacious property features modern amenities such as a stainless steel appliances, central AC, and in ground swimming pool. Extra large driveway with plenty of off street parking

  467 W Shore Dr, Summerland Key, FL 33042
• 

  

  /19

  $505,000 Sold Jul 30, 2025

  • 1,056 Sq Ft
  • $478/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  134 Tortuga Ln, Summerland Key, FL 33042

  Waterfront Fixer-Upper with Endless Potential on Cudjoe Key in the Magical Lower Keys!Embrace the opportunity to transform this waterfront gem into your Florida Keys dream retreat! Nestled in the desirable community behind the famous Square Grouper Restaurant this property offers direct boating access to the Atlantic Ocean--no bridges, no hassle, just open water in mere minutes.Situated on a

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  134 Tortuga 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
• 

  

  /51

  $1,099,000

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft

  22841 Buccaneer Ln, Summerland Key, FL 33042

  Welcome to ''Cayo Casa Cudjoe,'' a tropical haven where the island lifestyle seamlessly blends with world-class fishing. Nestled on a beautifully landscaped triple lot, this waterfront gem offers the ultimate escape. The heart of this angler's paradise are the 2 covered boat slips, each equipped with their own lift; your gateway to the best fishing, diving and boating in the Florida Keys. Whether

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 244-8373

  22841 Buccaneer Ln, Summerland Key, FL 33042
• 

  

  /14

  $4,600 per month

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

  28543 Channel View Dr, Little Torch Key, FL 33042

  Current resident moving out on 9/30/25.Water view from balcony.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

  Joseph Danieli AKT Realty LLC

  28543 Channel View Dr, Little Torch Key, FL 33042
• 

  

  /5

  $725,000 Sold Jul 30, 2025

  • 1,394 Sq Ft
  • $520/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  19462 Canal Dr, Summerland Key, FL 33042

  Discover peace and privacy in this charming, elevated home nestled on a generous 14,000 sq ft lot on Sugarloaf Key. With a massive covered deck perfect for relaxing or entertaining, this 2-story stilt home offers 3 bedrooms, 2 full bathrooms, plus a versatile bonus room ideal for a home office, guest space, or playroom.Enjoy the convenience of covered parking for multiple vehicles, ample storage

  Jacqui Norman Berkshire Hathaway HomeServices Knight & Gardner Realty

  19462 Canal Dr, Summerland Key, FL 33042
• 

  /2

  Est $225,557 Not Listed For Sale

  • Studio

  701 Spanish Main Dr Unit 396, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 396, Cudjoe Key, FL 33042
• 

  

  /41

  $1,899,000

  • 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
• 

  

  /9

  $13,500 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
• 

  

  /23

  $510,000 Sold Jul 30, 2025

  • 1,120 Sq Ft
  • $455/SF
  • 176 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1982

  27390 Barbados Ln, Summerland Key, FL 33042

  Nestled in Breezeswept Beach Estates on the Ocean side of the highway for those seeking tranquil waterfront living or escaping the winter snow.Opportunity Awaits, Lots of Potential!Fixer Upper, needs work & not updated. 2 Bedrooms/2 Baths. 1120 Sq. ft. Spacious Open floor plan. Living Dining & Kitchen area with sliding doors to 12 X 28 back covered patio. Wrap around balcony. 40 ft. wide clean

  Rose Dell Keller Williams Key West Compass Realty

  27390 Barbados Ln, Summerland Key, FL 33042
• 

  

  /5

  Est $1,329,440 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,881 Sq Ft

  354 Airport Dr S, Summerland Key, FL 33042

  354 Airport Dr S, Summerland Key, FL 33042
• 

  

  /18

  $750,000

  • Land

  27941 Porgie Path, Summerland Key, FL 33042

  Located on Little Torch Key, this ROGO EXEMPT 6,221 sq. ft. lot boasts spectacular stunning sunset views over the gulf. Fantastic Gulf access from the back yard boat ramp allowing easy access to get out on the water, whether you're heading out for a day of fishing or a sunset kayak and paddle board tour. This Little Torch Key property offers stunning Gulf side sunset views and a prime location

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 745-7897

  27941 Porgie Path, 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
• 

  

  /47

  $1,075,000 Sold Jul 30, 2025

  • 1,120 Sq Ft
  • $960/SF
  • 189 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1999

  128 Le Grand Ln, Summerland Key, FL 33042

  Welcome to your stunning 3-bedroom, 2-bathroom oasis, nestled at the end of a peaceful cul-de-sac on a double canal. Surrounded by lush fruit trees, this home offers the perfect blend of tranquility and luxury. Step inside to find a spacious open floor plan that creates a bright and airy atmosphere, ideal for entertaining. The chef-friendly kitchen is equipped with modern appliances, making it a

  Alain Majeau Berkshire Hathaway HomeServices Knight & Gardner Realty

  128 Le Grand Ln, Summerland Key, FL 33042
• 

  

  /11

  Not Listed For Sale

  0 4th St Unit A&B 608914, Summerland Key, FL 33042

  0 4th St Unit A&B 608914, Summerland 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
• 

  

  /37

  $765,000 Sold Jul 28, 2025

  • 1,440 Sq Ft
  • $531/SF
  • 113 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2019

  27255 Mariposa Rd, Ramrod Key, FL 33042

  Sellers are offering a 1% CREDIT towards Buyers closing cost based on purchase amount! Experience the tranquility of the Florida Keys in this meticulously maintained home, completed in 2019 and ready for your immediate enjoyment. This stunning property showcases thoughtful upgrades totaling over $50,000 by the current owner, designed to elevate your comfort and convenience. The interior offers a

  Melissa Graham Bluescape Real Estate

  27255 Mariposa Rd, Ramrod Key, FL 33042
• 

  /2

  Est $292,239 Not Listed For Sale

  • Studio

  701 Spanish Main Dr Unit 40, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 40, Cudjoe 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
• 

  

  /16

  $785,000 Sold Jul 25, 2025

  • 1,176 Sq Ft
  • $668/SF
  • 125 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1993

  27384 Barbuda Ln, Summerland Key, FL 33042

  Latitude Adjustment-Let the Florida Keys breeze carry your worries away at this beach themed home. Just minutes away from world famous Looe Key Reef, the boating in the area is undeniably wonderful. Enjoy your catch under the tiki hut on the dock, or on the screened in porch to catch the last bits of the tropical breeze after a long day boating. The open floor plan inside is sure to give you

  Lisa Carter Florida Keys Realty, Inc.

  27384 Barbuda Ln, Summerland Key, FL 33042
• 

  /2

  Est $590,345 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft

  27188 Dolphin Rd, Ramrod Key, FL 33042

  27188 Dolphin Rd, Ramrod 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
• 

  

  /49

  $750,000 Sold Jul 24, 2025

  • 960 Sq Ft
  • $781/SF
  • 72 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2008

  25121 Center St, Summerland Key, FL 33042

  STUNNING OPEN WATER views await you from this beautiful canal front home. Located on Summerland Key, this 2-bedroom, 2-bathroom home with permitted downstairs enclosure is a perfect blend of comfort and coastal charm. Boater's will love the full Length 40 ft concrete seawall on a wide deep-water canal. The home has quick access to Niles Channel and both the Gulf and Atlantic for great fishing and

  Gregory Sullivan BYOWNER.COM

  25121 Center St, Summerland Key, FL 33042
• 

  

  /34

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  27772 Astrangia Ave, Summerland Key, FL 33042

  27772 Astrangia Ave, Summerland 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
• 

  

  /33

  $1,350,000 Sold Jul 24, 2025

  • 2,524 Sq Ft
  • $535/SF
  • 215 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2011

  20883 4th Ave, Cudjoe Key, FL 33042

  Tucked away in the boating community of Cudjoe Gardens, this spacious 3 Bedroom plus Loft canal front home boasts over 2,500 sq. ft. with soaring ceilings and a 2-car garage. Thoughtfully designed for both relaxation and functionality, the space is filled with natural light which flows seamlessly from room to room. The massive Kitchen is highly functional featuring lots of granite counter space

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  20883 4th Ave, Cudjoe Key, FL 33042
• 

  /2

  Est $906,708 Not Listed For Sale

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

  1581 State Rd Unit 4A, Little Torch Key, FL 33042

  1581 State Rd Unit 4A, Little Torch 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
• 

  

  /66

  $910,000 Sold Jul 23, 2025

  • 1,541 Sq Ft
  • $591/SF
  • 427 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  246 Colson Dr, Summerland Key, FL 33042

  SPECTACULAR OCEANVIEWS!!! Just a few houses in from the Wide Open Ocean & Bay- CBS House 3 Bed/2 Bath - 80 ft. Concrete Dock on a Deep - Water -Wide - Canal. Beautifully Landscaped Yard. This home features - Cathedral Ceilings, Custom Cabinets & Island. Great Layout, & Impeccable Craftmanship on the Front Door & Tile through out. Plenty of Room for a Pool, RV, & All your toys. Quiet

  Tracey Petrusha Venture Realty Group

  246 Colson Dr, Summerland Key, FL 33042
• 

  /2

  Est $663,061 Not Listed For Sale

  • Studio

  17172 Marlin Dr, Sugarloaf Shores, FL 33042

  17172 Marlin Dr, 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

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