Homes in ZIP Code 33042

• 

  

  

  /65

  Est $276,104 Not Listed For Sale

  • 1 Bed

  701 Spanish Main Dr Unit 620, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 620, Cudjoe Key, FL 33042
• 

  

  /2

  $65,000

  • Land

  0 Bk 2 Lt 24 Windward Beach Estate Unit 615586, Little Torch Key, FL 33042

  ROGO lot worth 2 points for DEDICATION purposes. Seller has county ROGO Letter of Land Dedication verifying lot is eligible for land dedication/2 points. Want to build quicker? This is a path. Buyer to verify points and process with Monroe County. See Documents tab for letter.

  Donna Pezzi Keller Williams Key West Compass Realty

  0 Bk 2 Lt 24 Windward Beach Estate Unit 615586, Little Torch Key, FL 33042
• 

  

  

  /39

  $912,250 Sold Apr 03, 2025

  • 1,344 Sq Ft
  • $679/SF
  • 43 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2002

  22879 Blackbeard Ln, Summerland Key, FL 33042

  Beautiful 3 bedroom 2 bathroom elevated island retreat on Cudjoe Key. This property features a private dock so you can keep your boat on site and enjoy immediate access to world class fishing and diving the stunning waters of the Florida Keys. Located just 25 minutes to Key West and 3 hours from Miami with grocery store, restaurants and bars close by. The exterior features hard plank siding and

  Sandra Tuttle Island Welcome Real Estate

  22879 Blackbeard Ln, Summerland Key, FL 33042
• 

  

  /2

  Not Listed For Sale

  0 Barry Ave, Little Torch Key, FL 33042

  0 Barry Ave, Little Torch Key, FL 33042
• 

  

  

  /40

  $344,999

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042

  Step in to your new tropical paradise! This cozy 2 bedroom, 1 bathroom mobile home in Cudjoe Key offers affordable keys living. Enjoy all of the amenities that come with being located in the well known Venture Out community. Venture Out is an individual owned residential condominium community with 24 hour gated security, located only 19 miles from the vibrant city of Key West! Parking for one

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042
• 

  

  /32

  $1,830,000 Sold Apr 02, 2025

  • 1,104 Sq Ft
  • $1658/SF
  • 77 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  17023 Allamanda Dr W, Summerland Key, FL 33042

  Panoramic Sunset Paradise!Immerse yourself in breathtaking year-round sunsets from this stunning open-water estate on prestigious Sugarloaf Key. Nestled on an oversized, point lot with 282 feet of waterfront, this quiet, private island-like setting offers unmatched beauty and serenity while being minutes away from the vibrant lifestyle of Key West. Step into this 2-bedroom, 2-bathroom stilted

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  17023 Allamanda Dr W, Summerland Key, FL 33042
• 

  /2

  Est $831,276 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 875 Sq Ft

  677 Heck Ave, Summerland Key, FL 33042

  677 Heck Ave, Summerland Key, FL 33042
• 

  

  /37

  $989,000

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  681 W Indies Dr, Summerland Key, FL 33042

  This charming 2-bedroom, 2-bath home is your slice of paradise in the Lower Keys. Nestled on the open water, the property offers ocean views that will take your breath away. Enjoy your morning coffee or evening cocktails on the screened-in porch, perfect for relaxing and soaking in the coastal breeze. With a swim dock right out back, you'll have easy access to the crystal-clear waters for a

  Karen Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

  681 W Indies Dr, Summerland Key, FL 33042
• 

  

  /40

  $850,000 Sold Mar 31, 2025

  • 1,312 Sq Ft
  • $648/SF
  • 59 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  20914 7th Ave W, Summerland Key, FL 33042

  Welcome to your perfect coastal retreat! This inviting 2-bedroom, 2-bath home plus office offers the ideal blend of comfort and convenience for boating enthusiasts. Nestled on the Oceanside with no bridges to navigate, it boasts a private 15,000 lb boatlift on 80 ft concrete dock a generous 4-ft draft making it a dream for those who love the water. Relax and unwind in the screened patio, perfect

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  20914 7th Ave W, Summerland Key, FL 33042
• 

  

  /19

  Est $1,046,371 Not Listed For Sale

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

  825 Pirates Rd, Summerland Key, FL 33042

  825 Pirates Rd, Summerland Key, FL 33042
• 

  

  /39

  $625,000

  • 4 Beds
  • 2 Baths
  • 864 Sq Ft

  27213 Old State Road 4a Unit 4a, Summerland Key, FL 33042

  Private Solar-Powered Oasis in the Heart of Ramrod Key!Welcome to your tropical retreat in the Lower Keys! This spacious 4-bedroom, 2-bathroom home offers privacy, sustainability, and island living at its best--nestled quietly behind Boondocks on Ramrod Key with no immediate neighbors.Enjoy your own fenced backyard, perfect for kids, pets, or entertaining, plus large raised growing bins ready for

  Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  27213 Old State Road 4a Unit 4a, Summerland Key, FL 33042
• 

  

  /18

  $738,000 Sold Mar 28, 2025

  • 816 Sq Ft
  • $904/SF
  • 146 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  27438 Haiti Ln, Summerland Key, FL 33042

  Welcome to 27438 Haiti Ln on Ramrod Key, a boater's paradise! Just minutes to some of the best boating & fishing on the Atlantic side of the Lower Keys with easy boating access to Looe Key reef by way of Newfound Harbor. Impact windows & sliding glass doors, fresh paint in & out, new ceiling fans, and maintenance free aluminum stair & deck rails top the list of recent upgrades! The 60''

  Caroline Bauer Key West Sales, LLC

  27438 Haiti Ln, Summerland Key, FL 33042
• 

  /2

  Est $758,836 Not Listed For Sale

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

  337 46th St, Summerland Key, FL 33042

  337 46th St, Summerland Key, FL 33042
• 

  

  /44

  $997,000

  • 2 Beds
  • 2 Baths
  • 779 Sq Ft

  701 Spanish Main Dr Unit 214, Cudjoe Key, FL 33042

  Welcome to your own piece of paradise in the heart of Cudjoe Key located in the gated community of Venture Out, where the island breeze and good vibes never stop!Live the island life in this turnkey 2 Bedroom, 2 Bath open water gem that's fully furnished and ready to rock your flip-flops off! Kick back on the oversized covered porch upstairs and catch the cool ocean vibes - it's your front-row

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 214, Cudjoe Key, FL 33042
• 

  

  /46

  $1,900,000 Sold Mar 27, 2025

  • 2,358 Sq Ft
  • $806/SF
  • 342 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2023

  271 W Indies Dr, Ramrod Key, FL 33042

  Brand new construction in Breezeswept Beach Estates! This modern 2,358 sq. ft. pool home offers unbeatable Open Water Views and high-end finishes. The open-concept layout features a Chef's Kitchen with premium stainless steel appliances, quartz countertops, ample storage, and a large island. A separate bar with a wine cooler adds convenience. Impact sliding glass doors lead to a covered veranda

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  271 W Indies Dr, Ramrod Key, FL 33042
• 

  /2

  Est $1,910,531 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,942 Sq Ft

  25326 3rd St, Summerland Key, FL 33042

  25326 3rd St, Summerland Key, FL 33042
• 

  

  /56

  $295,000

  • 1 Bed
  • 1 Bath
  • 368 Sq Ft

  701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042

  Welcome to this well-maintained home located in the desirable all-age community of Venture Out on Cudjoe Key. This home offers more than meets the eye, featuring a spacious addition that includes a carpeted living area and a versatile flex room currently used as an extra sleeping space--ideal for guests or a home office.While the exterior is modest, the inside offers a comfortable, well-kept

  Kimberly Didrichsons Bluescape Real Estate

  701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042
• 

  

  /30

  $2,100,000 Sold Mar 26, 2025

  • 1,548 Sq Ft
  • $1357/SF
  • 154 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 2006

  15800 Old State Road 4a, Summerland Key, FL 33042

  Discover one of the rare properties offering over 300 feet of stunning beach frontage in the beautiful Lower Keys. This CBS home boasts expansive balconies on every level and a rooftop deck, perfect for enjoying breathtaking, unobstructed water views. If you're seeking privacy and serene ocean vistas, this is the ideal retreat. Conveniently located near walking and biking trails, marinas, and

  Rodrigo Kirilauscas K & A Realty

  15800 Old State Road 4a, Summerland Key, FL 33042
• 

  /2

  Est $743,274 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  549 Powell Ave, Summerland Key, FL 33042

  549 Powell Ave, Summerland Key, FL 33042
• 

  

  /35

  $699,000

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

  28212 Gato Rd, Summerland Key, FL 33042

  NATURE LOVERS PARADISETucked away in the heart of the Lower Keys, this unique property on Little Torch Key offers the ultimate in privacy and natural beauty. Surrounded by lush native vegetation and thriving wildlife, this home is a tranquil haven for those seeking peace and quiet -- a true escape from the everyday.Set on a generously sized lot, the home is bordered by mature tropical foliage

  Donna Pezzi Keller Williams Key West Compass Realty

  28212 Gato Rd, Summerland Key, FL 33042
• 

  

  /27

  $730,000 Sold Mar 21, 2025

  • 1,242 Sq Ft
  • $588/SF
  • 102 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  27230 Brown Dr, Summerland Key, FL 33042

  Discover your peaceful retreat on this rare double lot with scenic water views. This comfortable 3BD/2BA home features expansive covered patios, carport, and generous legal storage. With a 200-amp service for additional RV hookup and abundant parking, there's ample space to expand, add a pool, or both. Canal is plugged (no boating) but great for kayaking and paddle-boarding. Plenty of space for

  Amber DeBevec LoKation Real Estate

  27230 Brown Dr, Summerland Key, FL 33042
• 

  /2

  Est $854,209 Not Listed For Sale

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

  27411 Saint Croix Ln, Summerland Key, FL 33042

  27411 Saint Croix Ln, Summerland Key, FL 33042
• 

  

  /60

  $539,000

  • 2 Beds
  • 1 Bath
  • 667 Sq Ft

  701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042

  Oceanfront Paradise Awaits!Unit 602 in Venture OutExperience the epitome of Florida living in this charming Two-bedroom, one-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home with ocean views from the backyard home boasts:* Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft

  Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042
• 

  

  /40

  $680,000 Sold Mar 20, 2025

  • 1,080 Sq Ft
  • $630/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  27337 Tobago Ln, Summerland Key, FL 33042

  Nestled in the picturesque Breezeswept Beach Estates on Ramrod Key, this exceptional canal-front home offers an unparalleled Florida Keys lifestyle. Upon stepping inside, you're immediately welcomed by an inviting open-concept layout that maximizes space and enhances the flow between rooms. The kitchen is a chef's dream, boasting granite countertops that provide ample space for cooking, a

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  27337 Tobago Ln, Summerland Key, FL 33042
• 

  

  /63

  Est $891,254 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  27322 Saint Martin Ln, Summerland Key, FL 33042

  27322 Saint Martin Ln, Summerland Key, FL 33042
• 

  

  /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
• 

  

  /33

  $719,970 Sold Mar 20, 2025

  • 1,078 Sq Ft
  • $668/SF
  • 108 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  27394 Saint Lucie Ln, Summerland Key, FL 33042

  Idyllic Breezeswept Beach Estates waterfront home, boasting a spacious floorplan and central location! This well-maintained home offers a bright and welcoming open-concept living space upon entry, with soaring ceilings and loads of natural light. The generous living room flows seamlessly into the dining room and kitchen, complete with abundant cabinetry and prep space, and peninsula with

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  27394 Saint Lucie Ln, Summerland Key, FL 33042
• 

  

  /30

  Est $925,893 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  27405 Guadaloupe Ln, Summerland Key, FL 33042

  27405 Guadaloupe Ln, Summerland Key, FL 33042
• 

  

  /25

  $775,000

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

  180 Sugarloaf Dr, Summerland Key, FL 33042

  This charming 3 bedroom 2 bath house in Sugarloaf Shores sits on an oversized 12,000sqft lot. Fenced for privacy with plenty of room for a pool, park your boat or RV. Outside you have a quaint patio, outdoor shower and lush gardens. Step inside to find a warm inviting interior space, remodeled kitchen, bonus screened porch and outdoor seating area. Whether you're looking for a full time

  Jenny Perry Preferred Properties (KW)

  180 Sugarloaf Dr, Summerland Key, FL 33042
• 

  

  /32

  $450,000 Sold Mar 19, 2025

  • Land

  • 256 Days On Market

  701 Spanish Main Dr Unit 609, Cudjoe Key, FL 33042

  A Fisherman's Paradise for the Big Boaters! This 40' seawall RV site located in the coveted Venture Out community is the perfect vacation and or income producing property for nightly/weekly rentals. The 60' wide canal is one of the best in the park providing deep draft clear water with ample maneuverability for the big boats. The canal provides a straight shot out to Kemp Channel and the open

  Paul Rogers Coldwell Banker Schmitt RE Co. Lower Keys Office

  701 Spanish Main Dr Unit 609, Cudjoe Key, FL 33042
• 

  

  /27

  Est $1,461,631 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  937 Gulf Dr, Summerland Key, FL 33042

  937 Gulf Dr, Summerland Key, FL 33042
• 

  

  /42

  $825,000

  • 3 Beds
  • 2 Baths
  • 1,122 Sq Ft

  22988 Port Royal Ln, Summerland Key, FL 33042

  With unbeatable access to oceanside fishing, diving, and lobstering, this canal front home delivers the kind of location boaters rarely find. The west-facing canal sets the stage for vivid sunset views, while the spacious lot offers room for extra parking, trailered boats, or an RV. Inside, the home features three bedrooms, two bathrooms, granite countertops, stainless steel appliances, and

  Walter Ceballos, P.A. Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  22988 Port Royal Ln, Summerland Key, FL 33042
• 

  

  /47

  $312,500 Sold Mar 17, 2025

  • 520 Sq Ft
  • $601/SF
  • 194 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2000

  701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042

  OPEN WATER VIEWS with TRANSIENT RENTAL. This home is well cared for with newer construction (2000) offers a inviting opportunity to soak up Florida Keys sunshine with amenities readily available. Turnkey features allow you to move right in or get immediately into the rental market. Upgraded vinyl plank flooring, newly added stackable washer and dryer, all new drywall, accordion hurricane

  Anne Press Lokation Real Estate

  701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042
• 

  

  /55

  Est $1,310,469 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,943 Sq Ft

  266 Colson Dr, Summerland Key, FL 33042

  266 Colson Dr, Summerland Key, FL 33042
• 

  

  /40

  $989,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  437 Pirates Rd, Little Torch Key, FL 33042

  Now offered in the sought after Jolly Roger Estates, this beautifully maintained one owner, free-flowing canal front home is just 10 years old and move-in ready. Elevated and thoughtfully designed, the 1,296 sq. ft. residence features three bedrooms and two bathrooms with refined details such as crown molding, tray ceilings, tile showers, and an open-concept living area. A new metal roof was

  Jo Ann Cook Ocean Sotheby's International

  437 Pirates Rd, Little Torch Key, FL 33042
• 

  

  /43

  $1,300,000 Sold Mar 14, 2025

  • 1,171 Sq Ft
  • $1110/SF
  • 24 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  1050 Gulf Dr, Summerland Key, FL 33042

  Located on desirable Summerland Key, this property has it ALL. Located in Summerland Cove on a very private lot, 5 min to open water, on a 50 foot wide canal featuring a 10k boat lift, Davits and a step down for easy access for kayaks and paddle boards. As you enter through the spacious screened porch,enjoy the outdoor living and dining space overlooking your fruit tree filled yard and saltwater

  Michelle Howerton Brenda Donnelly Real Estate LLC

  1050 Gulf Dr, Summerland Key, FL 33042
• 

  

  /37

  Est $1,737,385 Not Listed For Sale

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

  1008 Buttonwood Dr E, Summerland Key, FL 33042

  1008 Buttonwood Dr E, Summerland Key, FL 33042
• 

  

  /44

  $549,900

  • 2 Beds
  • 2 Baths
  • 836 Sq Ft

  701 Spanish Main Dr Unit 154, Cudjoe Key, FL 33042

  Transient 1 Day Rentals Allowed! Welcome to your tropical paradise! This charming 2 bedroom, 2 bathroom home in Cudjoe Key offers the perfect blend of comfort and island living. Enjoy the open-concept living and dining area, perfect for entertaining guests and take in all of the sunrise and sunset views from your porch! Take advantage of all the amenities that come with being located in the well

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 154, Cudjoe Key, FL 33042
• 

  

  /25

  $310,000 Sold Mar 13, 2025

  • 1,064 Sq Ft
  • $291/SF
  • 49 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  28232 Dorothy Ave, Summerland Key, FL 33042

  Unique Opportunity in Prime Location within walking distance to public boat ramp!This two-bedroom, one-and-a-half-bath mobile home needs some TLC and is ready to be refurbished. The cozy layout features two bedrooms and one and a half bath. The 6000 sq ft lots offers plenty of storage and possibility.The real value here lies in the potential--this property could serve as a teardown, allowing you

  Lanny Gardner Bluescape Real Estate

  28232 Dorothy Ave, Summerland Key, FL 33042
• 

  

  /46

  Est $2,865,904 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,371 Sq Ft

  661 Sugarloaf Blvd, Summerland Key, FL 33042

  661 Sugarloaf Blvd, Summerland Key, FL 33042

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