2,429

Cudjoe Key, FL Homes

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    • /2

      Est $802,000 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft

      154 Cutthroat Dr, Summerland Key, FL 33042

      154 Cutthroat Dr, Summerland Key, FL 33042
  • /47

    $1,095,000

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    22852 John Silver Ln, Summerland Key, FL 33042

    Welcome to your private tropical oasis in the Lower Florida Keys! This beautifully maintained waterfront home is perfectly situated on a quiet street in the desirable neighborhood of Cutthroat Harbor Estates on Cudjoe Key. Boasting 3 bedrooms, 2 bathrooms an open-concept living area, this property is designed to embrace the laid-back island lifestyle.Step inside to find a bright and airy

    Bobby Coe RE/MAX Keys Connection (KW)

    22852 John Silver Ln, Summerland Key, FL 33042
  • /54

    $450,000 Sold Aug 16, 2024

    • 816 Sq Ft
    • $551/SF
    • 122 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    701 Spanish Main Dr Unit 273, Cudjoe Key, FL 33042

    GREAT LOCATION ON DOLPHIN LANE! Walk to pool, tennis, pickleball and all the other amenities quickly! This 2Bd/1.5Ba is located on a deep water 60' wide canal with beautiful views of the open water. Features a 35' concrete seawall for docking a boat equipped with dock posts and swim ladder. Spacious open with floor plan with high ceilings and dining room that leads to a deck overlooking the

    701 Spanish Main Dr Unit 273, Cudjoe Key, FL 33042
    • /2

      Est $793,942 Not Listed For Sale

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

      22775 Privateer Dr, Summerland Key, FL 33042

      22775 Privateer Dr, Summerland Key, FL 33042
  • /19

    $349,000

    • 2 Beds
    • 1 Bath
    • 756 Sq Ft

    701 Spanish Main Dr Unit 62, Cudjoe Key, FL 33042

    NIGHTLY RENTALS ALLOWED! Welcome to this immaculate 2-bedroom, 1-bathroom vacation retreat nestled at the picturesque southern tip of Venture Out, where the land gracefully meets the sea. The attention to detail is evident with luxurious travertine flooring added to this home. Don't let the square footage fool you. This home offers an open floor plan with an open kitchen over looking the family

    Susan Halligan

    701 Spanish Main Dr Unit 62, Cudjoe Key, FL 33042
  • /37

    $889,000 Sold Aug 09, 2024

    • 1,300 Sq Ft
    • $684/SF
    • 48 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1994

    139 Le Grand Ln, Summerland Key, FL 33042

    Nestled along the serene canal front, this charming 3-bedroom, 1-bathroom abode offers the quintessential Florida Keys lifestyle you've been dreaming of.Updated with sleek and modern finishes throughout, this home boasts the added peace of mind of impact windows, ensuring both safety and energy efficiency + Metal Roof.Step out to your dock with a 10,000 lb Boat Lift hoping on your boat to get out

    Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    139 Le Grand Ln, Summerland Key, FL 33042
    • /39

      Est $1,016,534 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,192 Sq Ft

      22716 Privateer Dr, Summerland Key, FL 33042

      22716 Privateer Dr, Summerland Key, FL 33042
  • /8

    $349,000

    • Land

    701 Spanish Main Dr Unit 336, Cudjoe Key, FL 33042

    (1 Day) NIGHTLY RENTALS ALLOWED! Or build your dream home here. This RV lot is ROGO exempt (buildable) and is equipped with 50/ 30 amp service, sewer and water on site. The lot offers a paved pad and ample space for slide-outs, with additional room for outdoor seating or a storage shed. Enjoy fishing off the concrete seawall in the crystal clear canal with deep draft & is 60' wide making for

    Susan Halligan

    701 Spanish Main Dr Unit 336, Cudjoe Key, FL 33042
  • /37

    $1,090,000 Sold Aug 06, 2024

    • 1,488 Sq Ft
    • $733/SF
    • 37 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2019

    1183 de Lussan Ln, Cudjoe Key, FL 33042

    Beautiful waterfront home and garden paradise that's move in ready! Quick and easy boat access to open water. Nestled in the desirable Cutthroat Harbor Estates, this 3 bedroom home features an open floor plan with plenty of natural light, offering room to entertain or just relax. The lovely kitchen boasts plenty of cabinet space, an eat-in island, stainless steel appliances, quartz countertops,

    Tracy Shields KeyIsle Realty

    1183 de Lussan Ln, Cudjoe Key, FL 33042
    • /16

      Est $1,848,823 Not Listed For Sale

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

      23076 Tarpon Ln, Summerland Key, FL 33042

      23076 Tarpon Ln, Summerland Key, FL 33042
  • /2

    $49,950

    • Land
    • 0.19 Acre
    • $262,895 per Acre

    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 Expert Realty LLC

    7 Lot, Lower Keys, FL 33042
  • /50

    $490,000 Sold Aug 06, 2024

    • 748 Sq Ft
    • $655/SF
    • 47 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1987

    701 Spanish Main Dr Unit 313, Cudjoe Key, FL 33042

    Possible Seller Financing! Motivated seller! Income producing property. This beautiful fully furnished, renovated 2 bedroom, 1 bathroom house has the tropical feel and Caribbean vibe that you are looking for. The large outdoor patio area is perfect for sitting back with a cocktail or reading a good book while enjoying the year-round balmy breezes of the Florida Keys. Gorgeous bright and airy

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 313, Cudjoe Key, FL 33042
    • /27

      Est $1,569,537 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,645 Sq Ft

      23092 Snapper Ln, Summerland Key, FL 33042

      23092 Snapper Ln, Summerland Key, FL 33042
  • /3

    $96,000

    • Land

    Lot 7 Block 14, Cudjoe Key, FL 33042

    This listing is for the sale of this parcel as well as MLS# 612010 for a total of 135k. Both parcels are worth 2 points towards building in Monroe County. Total of 4 points for both parcels

    Pamela Stangler Expert Realty LLC

    Lot 7 Block 14, Cudjoe Key, FL 33042
  • /70

    $850,000 Sold Aug 05, 2024

    • 725 Sq Ft
    • $1172/SF
    • 78 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2005

    701 Spanish Main Dr Unit 279, Cudjoe Key, FL 33042

    TURN KEY TRANSIENT VACATION RENTAL! Welcome to Casa Dolphin, a beautifully updated 2Bd/2Ba stilt home in a desirable gated waterfront community just 19 miles from Key West! A boaters paradise, featuring a 35' seawall, just seconds to open water for great fishing and diving! Dock amenities include a custom paver patio, heavy duty padded dock posts, cleats, electric, swim ladder, plumbed fish

    701 Spanish Main Dr Unit 279, Cudjoe Key, FL 33042
    • /42

      Est $1,330,073 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,794 Sq Ft

      1172 Coates Ln, Summerland Key, FL 33042

      1172 Coates Ln, Summerland Key, FL 33042
  • /2

    $49,950

    • Land

    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
  • /20

    $695,000 Sold Aug 02, 2024

    • 1,404 Sq Ft
    • $495/SF
    • 45 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2016

    53 Gold Boullion Rd, Cudjoe Key, FL 33042

    MOTIVATED SELLERS! MOVING TO NEW LOCATION SOON FOR EMPLOYMENT.Cudjoe Key offers a tranquil and laid-back atmosphere, perfect for those seeking a retreat from the hustle and bustle of city life. This property enjoys easy access to the island's pristine beaches, crystal-clear waters, and abundant recreational opportunities. Residents can indulge in activities such as boating, fishing, snorkeling,

    Mary Bryant Keller Williams Key West Compass Realty

    53 Gold Boullion Rd, Cudjoe Key, FL 33042
    • /2

      Est $1,237,983 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,598 Sq Ft

      22943 Dirk Ln, Summerland Key, FL 33042

      22943 Dirk Ln, Summerland Key, FL 33042
  • /47

    $1,149,000

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

    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
  • /21

    $850,000 Sold Jul 27, 2024

    • 1,196 Sq Ft
    • $711/SF
    • 113 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1982

    22988 Long Ben Ln, Summerland Key, FL 33042

    MOTVATED SELLER DUE TO HEALTH REASONS. This well Maintained, Immaculate home sits on an Oceanside canal front lot with Open Water views to include Sunsets. This home has a cathedral ceiling in the great room, new chef's kitchen, and all new appliances throughout. Enjoy the covered porch and the open water view. Plenty of dockage to berth your watercraft, for it has a permitted concrete dock .

    Albert Waters Internet Realty of the Florida Keys

    22988 Long Ben Ln, Summerland Key, FL 33042
    • /2

      Est $831,879 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 992 Sq Ft

      22973 Anne Bonny Ln, Summerland Key, FL 33042

      22973 Anne Bonny Ln, Summerland Key, FL 33042
  • /7

    $1,900,000

    • Land

    23038 Overseas Hwy, Cudjoe Key, FL 33042

    Prime Location! Rare waterfront commercial lots with high visibility off US1. Truly a sight to be seen with over an acre of property and 500ft of canal frontage! This could be the perfect spot to build your dream business and become a staple in the Key's community. The lots are cleared and fully fenced. Centrally located in the Lower Keys, only 22 miles from Key West and 29 miles to Marathon.

    Deni Heintzelman KeyIsle Realty

    23038 Overseas Hwy, Cudjoe Key, FL 33042
  • /26

    $375,000 Sold Jul 26, 2024

    • Land
    • 169 Days On Market

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

    Motivated Seller, Bring Offers! Canal-front New Construction in process with columns in place. Buyer to complete the building process. Permitted for a 24 x 36 manufactured home. Builder: Bay South Construction-Dean Diemel is completing the columns to allow for a manufactured home so buyer can compete the building process with their own design. Venture Out is an individual owned residential

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 229, Cudjoe Key, FL 33042
    • /2

      Est $807,863 Not Listed For Sale

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

      201 Cutthroat Dr, Summerland Key, FL 33042

      201 Cutthroat Dr, Summerland Key, FL 33042
  • /63

    $3,945,000

    • 4 Beds
    • 4 Baths
    • 3,817 Sq Ft

    20816 4th Ave W, Cudjoe Key, FL 33042

    Exquisite LUXURY Waterfront Estate in the prestigious Cudjoe Gardens. A STUNNING TURNKEY PARADISE, SOLD AS IS WITH HIGH END DESIGNER FURNISHINGS & DECOR FROM RESTORATION HARDWARE, POTTERY BARN, & SERENA AND LILY. ALSO 2 HOBIE CATS. This Custom Built Home with a total of 5,373sf under roof is a masterpiece blending luxurious design with the serene beauty of the Florida Keys. Built on a sprawling

    Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    20816 4th Ave W, Cudjoe Key, FL 33042
  • /35

    $725,000 Sold Jul 25, 2024

    • 849 Sq Ft
    • $854/SF
    • 191 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1992

    701 Spanish Main Dr Unit 48, Cudjoe Key, FL 33042

    This BEAUTIFUL TRANSIENT RENTAL 2Bd/2Ba OCEANFRONT with endless ocean views features a 45' SEAWALL! Wake up to beautiful sunrises and the Atlantic Ocean every morning to this extraordinary, and one-of-a-kind turn key vacation rental! Located in on a quaint Island Paradise known as Cudjoe Key, just 19 miles from Key West! Perfect for boaters and water lovers alike, features an oversized 45'

    701 Spanish Main Dr Unit 48, Cudjoe Key, FL 33042
    • /45

      Est $1,247,364 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,420 Sq Ft

      22820 Blackbeard Ln, Summerland Key, FL 33042

      22820 Blackbeard Ln, Summerland Key, FL 33042
  • /30

    $849,900

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 468, Cudjoe Key, FL 33042

    Dream Island Living Awaits!Discover this move-in ready, fully furnished 2 bed/2bath canal front home in the secure gated community of Venture Out in CUDJOE KEY. This beautifully appointed property features a 35 ft concrete seawall, perfect for boaters and water enthusiasts, offering stunning open water views that create a serene backdrop for your island lifestyle. Enjoy ample downstairs space,

    Katrina Vanek Bluescape Real Estate

    701 Spanish Main Dr Unit 468, Cudjoe Key, FL 33042
  • /19

    $225,000 Sold Jul 24, 2024

    • Land
    • 1 Day On Market

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

    More Pics coming soon!!RV Lot or Build your home here in the private, gated community of Venture Out on Cudjoe Key. 35' x 69' paved and landscaped lot. Nightly rentals allowed here! Many amenities on-site including a boat ramp, marina store and fuel station. Basketball, bocce, tennis and pickleball courts. Heated saltwater swimming pool right by the ocean. Venture Out is a golf cart friendly

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 396, Cudjoe Key, FL 33042
    • /47

      Est $2,359,020 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,819 Sq Ft

      22684 Jolly Roger Dr, Summerland Key, FL 33042

      22684 Jolly Roger Dr, Summerland Key, FL 33042
  • /46

    $549,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042

    Coastal Charm Meets Modern Comfort -Welcome to your ideal island escape in the heart of the Lower Keys! This beautifully furnished two-bedroom, two-bath stilt home is located in the welcoming gated residential community of Venture Out on Cudjoe Key--a neighborhood that embraces coastal living and a strong sense of community for all ages.Inside, you'll find a bright and airy open-concept layout,

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042
  • /50

    $1,350,000 Sold Jul 22, 2024

    • 4,060 Sq Ft
    • $333/SF
    • 47 Days On Market
    • 6 Beds
    • 4 Baths
    • Built 1983

    21025 Hamilton Ave, Summerland Key, FL 33042

    Fishermans' Delight! Concrete seawall for 3+ boats This immaculate 6 bedroom, 3.5 bath home is over 4000 sq ft. Multiple outdoor decks & patios are perfect for entertaining any season. Unique design, with split living areas for large families. Located in upscale Cudjoe Gardens, with fast deep water access on a flow through & open water canal. Well elevated, double lot with 150' of seawall

    Mike Kane Internet Realty of the Florida Keys

    21025 Hamilton Ave, Summerland Key, FL 33042
    • /60

      Est $909,451 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,392 Sq Ft

      52 Cutthroat Dr, Summerland Key, FL 33042

      52 Cutthroat Dr, Summerland Key, FL 33042
  • /47

    $425,000

    • 2 Beds
    • 2 Baths
    • 675 Sq Ft

    701 Spanish Main Dr Unit 414, Cudjoe Key, FL 33042

    Welcome to a slice of paradise tucked away in the gated community of Venture Out on Cudjoe Key, where your dream of coastal living becomes a reality. This charming 2-bedroom, 1.5-bathroom home invites you to embrace the tropical lifestyle, offering the perfect blend of comfort and tranquility. The interior of this cozy residence is thoughtfully furnished, ensuring you can start enjoying your new

    Melissa Graham Bluescape Real Estate

    701 Spanish Main Dr Unit 414, Cudjoe Key, FL 33042
  • /47

    $1,599,000 Sold Jul 16, 2024

    • 1,318 Sq Ft
    • $1213/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2009

    589 Pattison Dr, Cudjoe Key, FL 33042

    Sprawling Cudjoe Key pool home on a manicured corner canal lot, with excellent boating! Nestled within the exclusive Cudjoe Gardens neighborhood, this spacious 1,318 Sq. Ft. retreat boasts two expansive floors, two sizable verandas, and a massive rooftop observation deck with Open Water Views! Inside, the great room offers soaring ceilings and loads of natural light. Ideal for entertaining with a

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    589 Pattison Dr, Cudjoe Key, FL 33042
    • /2

      Est $765,108 Not Listed For Sale

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

      53 Treasure Chest Dr, Summerland Key, FL 33042

      53 Treasure Chest Dr, Summerland Key, FL 33042
  • /42

    $2,295,000

    • 4 Beds
    • 3 Baths
    • 2,440 Sq Ft

    22542 Jolly Roger Dr, Summerland Key, FL 33042

    SELLER FINANCING AVAILABLE! This Beautiful Oceanfront Home in Cudjoe Key has undergone a full renovation and awaits its new owner! All new impact doors and windows, new AC, new flooring throughout and a stunning custom kitchen with granite countertops and stainless steel appliances are a few of the many updates in this amazing renovation .Offering Four generous size bedrooms with Three full

    Emily Lombard Saltwater Real Estate Florida Keys, Inc

    22542 Jolly Roger Dr, Summerland Key, FL 33042
  • /49

    $1,150,000 Sold Jul 11, 2024

    • 1,744 Sq Ft
    • $659/SF
    • 56 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1978

    21790 Spain Blvd, Summerland Key, FL 33042

    Unique opportunity to own this private, nearly 2 acre estate pool home with rare and coveted SR zoning that allows for short term rentals! With outstanding privacy, this well cared for home offers room for you and all of your guests. As nice as the home is, the back deck and yard a are the real showstoppers. You will feel like you're a million miles from civilization in your private, tropical

    Nate Meyer Meyer and Boumerhi Realty LLC

    21790 Spain Blvd, Summerland Key, FL 33042
    • /77

      Est $6,662,642 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 4,514 Sq Ft

      200 Erie Dr, Summerland Key, FL 33042

      200 Erie Dr, Summerland Key, FL 33042

Showing Results 161 - 200, Page 5 of 18

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