Recently Sold Cudjoe Key, FL Homes

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  /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
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  /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
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  /55

  $1,800,000 Sold Jul 18, 2025

  • 2,638 Sq Ft
  • $682/SF
  • 164 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1993

  22925 John Avery Ln, Summerland Key, FL 33042

  Welcome to your forever island home! Fully furnished and turnkey! One of a kind, solid, custom-built (no modular here) coastal home with magnificent sunset, ocean and bay views from your wrap around porches and balconies. Located on crystal-clear waters filled with tropical fish, a boat ramp for beach launching kayaks or small boats and 60ft of waterfront with dock that can accommodate a 36ft

  Jonathan Minerick Homecoin.com

  22925 John Avery Ln, Summerland Key, FL 33042
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  /50

  $550,000 Sold Jul 14, 2025

  • 864 Sq Ft
  • $637/SF
  • 245 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2021

  701 Spanish Main Dr Unit 631, Cudjoe Key, FL 33042

  MOTIVATED SELLER. BRING THE OFFERS! BEST VALUE IN VENTURE OUT! HUGE PRICE DROP! NEGOTIABLE.! 2-YEAR HOME WARRANTY. TOTAL ELEGANCE! Experience the pinnacle of stilt-home living in this stunning residence at Venture Out, built just 3.5 years ago and meticulously designed with premium upgrades throughout. This 2-bedroom, 2-bathroom manufactured gem is move-in ready and fully furnished, offering a

  Joe Sappington Waterfront Keys Realty Inc.

  701 Spanish Main Dr Unit 631, Cudjoe Key, FL 33042
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  /54

  $615,000 Sold Jul 11, 2025

  • 864 Sq Ft
  • $712/SF
  • 194 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1999

  701 Spanish Main Dr Unit 131, Cudjoe Key, FL 33042

  Are you dreaming of owning a piece of paradise in the Fabulous Florida Keys? Look no further than this gorgeous 2 bedroom, 2 bath waterfront home in the highly desired Venture Out Park in Cudjoe Key. This clean and updated home features a 35' concrete dock with whips, heavy duty aluminum posts, and easy access to enjoy both the gulf and ocean for world-class fishing and diving adventures. Inside,

  Jan Fritz Coldwell Banker Schmitt RE Co. Lower Keys Office

  701 Spanish Main Dr Unit 131, Cudjoe Key, FL 33042
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  /45

  $2,090,000 Sold Jul 07, 2025

  • 1,938 Sq Ft
  • $1078/SF
  • 65 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  23066 Tarpon Ln, Summerland Key, FL 33042

  ''BRAND NEW' CBS Construction ready for occupancy!!! Amazing New Oceanside Home with 4 Bedrooms, 3.5 Baths, in Beautiful Cudjoe Ocean Shores, (Custom Built by Dream Builders of the Florida Keys). This home offers Open Water Views, Instant Deep Draft Boating for Big Boat Action, Protected Concrete step-down Dock, Open Floor plan, Dining Area, two Master Suites, High Ceilings, Chefs Kitchen with

  Greg MacLaren Internet Realty of the Florida Keys

  23066 Tarpon Ln, Summerland Key, FL 33042
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  /41

  $650,000 Sold Jul 01, 2025

  • 1,120 Sq Ft
  • $580/SF
  • 81 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  22882 Buccaneer Ln, Summerland Key, FL 33042

  Coastal Paradise: 2-Bedroom, 2-Bath Canal-Front Home with Direct Ocean AccessThis stunning 2-bedroom, 2-bath home offers the ultimate canal-front lifestyle, minutes from open water with no bridges to navigate, perfect for boating enthusiasts. Located on the coveted Oceanside, the property features a spacious 60-foot dock ready for your vessel, offering convenient and quick access to the

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  22882 Buccaneer Ln, Summerland Key, FL 33042
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  /44

  $650,000 Sold Jun 30, 2025

  • 828 Sq Ft
  • $785/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2002

  701 Spanish Main Dr Unit 390, Cudjoe Key, FL 33042

  Turnkey Waterfront Vacation Rental with Ocean Views in Venture Out.Welcome to your Florida Keys escape--a fully furnished, income-producing 2-bedroom, 2-bath home ideally positioned on a wide canal with stunning ocean views and 35 feet of concrete seawall dockage. Located in the vibrant, gated community of Venture Out on Cudjoe Key, this well-maintained property is not just a serene coastal

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 390, Cudjoe Key, FL 33042
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  /26

  $239,000 Sold Jun 30, 2025

  • Land

  • 74 Days On Market

  701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042

  Embrace the island lifestyle with this prime RV lot in Venture Out, a premier gated community on Cudjoe Key! Nestled in a quiet section of the park, this lot offers peak-a-boo ocean views and stunning sunsets from the rear of the property, making it the perfect tropical retreat. Whether you're looking for a personal getaway or a smart investment, this lot is a rare find--Venture Out is one of the

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042
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  /42

  $1,900,000 Sold Jun 29, 2025

  • 1,702 Sq Ft
  • $1116/SF
  • 17 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2011

  20867 5th Ave W, Cudjoe Key, FL 33042

  Enjoy deep draft dockage, 2 Boat Lifts, Garage and Pool plus no steps to climb at this 3 Bedroom 2 Bath home located in Cudjoe Gardens, an upscale waterfront community of CBS constructed Above Flood ground level homes offering a neighborhood full service marina and waterfront restaurant and bar. Enter into the open Great Room where a wall of impact glass doors overlooks the pool and water. The

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  20867 5th Ave W, Cudjoe Key, FL 33042
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  /47

  $1,100,000 Sold Jun 27, 2025

  • 1,361 Sq Ft
  • $808/SF
  • 102 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  21014 7th Ave, Summerland Key, FL 33042

  Nestled in one of the Lower Keys' most coveted boating communities, this meticulously renovated 3 bedroom 2 bathroom coastal retreat is more than just a home...it's a gateway to endless aquatic adventures. Situated on a deep-draft, flow-through canal with direct access to both the Atlantic and Gulf, this property is a dream for fishing, diving, and island-hopping enthusiasts. The brand-new

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  21014 7th Ave, Summerland Key, FL 33042
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  /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
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  /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
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  /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
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  /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
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  /70

  $721,000 Sold Jun 03, 2025

  • 1,088 Sq Ft
  • $663/SF
  • 74 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1995

  22933 Buccaneer Ln, Summerland Key, FL 33042

  Welcome to your dream waterfront property! Nestled in tranquil and desirable Cudjoe Key, this exquisite canal-front residence offers an unparalleled fusion of luxury, convenience, and tranquility. Whether you seek a permanent residence, a vacation retreat, or an investment property, this home offers a waterfront paradise for any lifestyle. This meticulously crafted two-bedroom, two-bathroom,

  Bobby Baker Brightwild Real Estate

  22933 Buccaneer Ln, Summerland Key, FL 33042
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  /68

  $2,600,000 Sold May 30, 2025

  • 2,604 Sq Ft
  • $998/SF
  • 57 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1985

  531 Seminole Dr, Summerland Key, FL 33042

  Welcome to this stunning CBS (Concrete Block Stucco) Home located in the desirable Cudjoe Gardens neighborhood on Cudjoe Key. This charming 4-bedroom, 3-bathroom residence offers 255 feet of seawall, perfect for boating enthusiasts with ample dock space and 2 boat lifts.As you approach this meticulously landscaped property, on a lot & half, you'll be greeted by the serene ambiance of the tropical

  Karen Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

  531 Seminole Dr, Summerland Key, FL 33042
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  /38

  $900,000 Sold May 30, 2025

  • 1,142 Sq Ft
  • $788/SF
  • 46 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1987

  22971 Hawkins Ln, Summerland Key, FL 33042

  Don't miss this immaculate home at 22971 Hawkins Ln Cudjoe Key. This completely furnished 3 bedroom 3 bath home is in impeccable condition with recent upgrades to include all new kitchen and appliances, new baths, impact windows, AC, metal roof and paint. The third bedroom could be utilized as an office, gym, yoga or media room. The home also has a walk around deck with a covered screened porch.

  Greg MacLaren Internet Realty of the Florida Keys

  22971 Hawkins Ln, Summerland Key, FL 33042
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  /46

  $550,000 Sold May 28, 2025

  • 754 Sq Ft
  • $729/SF
  • 72 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042

  This super cute, meticulous maintained property is all you need to start living and enjoying paradise in the Florida Keys. It comes completely furnished with coastal charm and includes 2 bedrooms and 2 baths, a stunning kitchen and dining room and views out to the patio overlooking the canal. The patio is perfect for those beautiful evenings outside for entertaining, grilling, or sipping adult

  Jan Fritz Coldwell Banker Schmitt RE Co. Lower Keys Office

  701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042
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  /41

  $970,000 Sold May 27, 2025

  • 1,390 Sq Ft
  • $698/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  366 Sawyer Dr, Summerland Key, FL 33042

  Welcome to your own tropical paradise! This stunning oceanside retreat offers everything you need for the ultimate waterfront lifestyle. With an 80-ft concrete dock, you'll have plenty of space for your boat, making it easy to set off on incredible fishing adventures--just minutes to the open ocean via direct canal or the serene backcountry waters.This inviting 3-bedroom, 2-bathroom home is

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  366 Sawyer Dr, Summerland Key, FL 33042
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  /29

  $395,000 Sold May 19, 2025

  • Land

  • 78 Days On Market

  701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042

  Transient (1 Day Rental) Rentals Opportunity in the Lower Keys! Buildable RV Lot. Nestled in a serene, well-maintained community, this RV lot offers the ideal spot for your home on wheels, or the opportunity to build your dream home. Boasting a 35' concrete seawall, dock posts, swim ladder, full hookups including water, sewer, and 30, 50 and 110 amp electric service. Enjoy the convenience of a

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042
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  /58

  $2,025,000 Sold May 13, 2025

  • 1,292 Sq Ft
  • $1567/SF
  • 85 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  22440 Jolly Roger Dr, Summerland Key, FL 33042

  Experience the epitome of Florida Keys living in this stunning luxury waterfront home on Cudjoe Key. The back of the home has a South West Exposure, for endless ocean views and spectacular nightly sunsets. Constructed with poured concrete for unmatched durability and featuring a poured concrete floor, this home is a sanctuary of modern design and functionality. The property boasts impact-rated

  Sandra Tuttle Island Welcome Real Estate

  22440 Jolly Roger Dr, Summerland Key, FL 33042
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  /115

  $12,250,000 Sold May 07, 2025

  • 4,888 Sq Ft
  • $2506/SF
  • 44 Days On Market

  • 7 Beds
  • 6 Baths
  • Built 2019

  785 Sawyer Dr, Cudjoe Key, FL 33042

  Welcome to Cypress Point, an exceptional and highly private, 7-Bed, 6-Bath, 4,888 Sq Ft oceanfront estate spanning almost a full acre on Cudjoe Key, where luxury and coastal beauty uniquely blend. This custom D'Asign Source built home is privately nestled behind an electric gate and boasts the finest finishes and amenities which include an oceanfront pool, outdoor theater, 6-hole golf green,

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  785 Sawyer Dr, Cudjoe Key, FL 33042
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  /59

  $860,300 Sold May 02, 2025

  • 864 Sq Ft
  • $996/SF
  • 76 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2000

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

  This home is BIG BOAT friendly and ready for you to move in. Turn key, fully furnished home located in the gated community of Venture Out on Cudjoe Key at Mile Marker 23. 2 Bedrooms and 2 Baths mid-rise sits on open water with an oversized massive 60' of concrete seawall. When you walk inside, you will feel like you are floating on the ocean with the large windows and picturesque ocean views. The

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042
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  /36

  $330,000 Sold Apr 17, 2025

  • 728 Sq Ft
  • $453/SF
  • 63 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1983

  701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042

  Welcome to your slice of paradise! This beautifully updated home is on the quiet, serene southwest side of the highly sought-after Venture Out Resort. With no neighbors behind you, you can enjoy added privacy and tranquility. The home is conveniently located next to the bathhouse for added convenience. Featuring two bedrooms and one bathroom, there is plenty of space to spread out and relax. The

  Frank Griffiths Ocean Sotheby's International

  701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042
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  /44

  $650,000 Sold Apr 17, 2025

  • 1,056 Sq Ft
  • $616/SF
  • 86 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  268 Spanish Main Dr, Summerland Key, FL 33042

  Charming fishing bungalow located on oceanside Cudjoe Key just waiting to be yours. This waterfront haven features two bedrooms, two bathrooms and just under 1,100 square feet inside plus a permitted downstairs enclosure with plumbing and electric. Enjoy room for all to entertain in the open concept living area that seamlessly leads into the kitchen and dining. Waterside screened porch allows for

  Ally Kelley Ocean Sotheby's International

  268 Spanish Main Dr, Summerland Key, FL 33042
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  /57

  $1,375,000 Sold Apr 17, 2025

  • 1,797 Sq Ft
  • $765/SF
  • 215 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1972

  468 Sawyer Dr, Summerland Key, FL 33042

  Discover a Rare Gem in Cudjoe Gardens: Double Waterfront Lot with Private Boat BasinNestled in the Cudjoe Gardens costal community, this unique canal-front home boasts 4 bedrooms and 4 bathrooms, with an expansive upper deck offering stunning waterway views and breathtaking sunsets. The main house is ground level CBS construction and features terrazzo flooring throughout, capturing the true

  Stacy Shahan Island Real Estate Company Florida Keys

  468 Sawyer Dr, Summerland Key, FL 33042
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  /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
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  /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
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  /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
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  /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
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  /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
• 

  

  /41

  $1,375,000 Sold Mar 13, 2025

  • 1,499 Sq Ft
  • $917/SF
  • 77 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1990

  20785 5th Ave W, Summerland Key, FL 33042

  Welcome to your waterfront paradise in Cudjoe Gardens! This exceptional 2-bedroom, 2-bathroom home boasts a stunning outdoor oasis and stylish interior, perfect for relaxation and entertaining. Step outside to a beautiful paver pool deck surrounding a sparkling pool, ideal for sunbathing and gatherings. Enjoy the convenience of a fillet station for your catch of the day, and take advantage of the

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  20785 5th Ave W, Summerland Key, FL 33042
• 

  

  /40

  $837,000 Sold Mar 12, 2025

  • 1,184 Sq Ft
  • $707/SF
  • 62 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2004

  22994 Anne Bonny Ln, Summerland Key, FL 33042

  Canal home on a corner lot offers amazing water views and boating access to the Atlantic and Gulf. This Cudjoe Key home is just 21 miles from Key West. Elevated home on a cul-de-sac boasting tropical landscape and stunning views. This well-maintained home has been owner occupied and features three bedrooms, two baths including an updated en suite primary bathroom, spacious kitchen with gorgeous

  Bascom Grooms Bascom Grooms Real Estate (KW)

  22994 Anne Bonny Ln, Summerland Key, FL 33042
• 

  

  /14

  $225,000 Sold Mar 07, 2025

  • Land

  • 246 Days On Market

  701 Spanish Main Dr Unit 646, Cudjoe Key, FL 33042

  Transient RV/Buildable lot in the much sought after Venture Out at Cudjoe Key. This is your chance to own a piece of paradise at an affordable price! The Venture Out Community is located only 19 miles from Key West, but with all of the amenities here you may never want to leave! There is a heated pool, hot tub, fuel docks, boat ramps, fish cleaning stations, bocce ball and tennis courts, pickle

  Mary Conklin Action Keys Realty of the Lower FL Keys LLC

  701 Spanish Main Dr Unit 646, Cudjoe Key, FL 33042
• 

  

  /48

  $940,000 Sold Feb 28, 2025

  • 2,320 Sq Ft
  • $405/SF
  • 184 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1963

  184 Cutthroat Dr, Summerland Key, FL 33042

  Welcome to 184 Cutthroat Drive, a wonderful income producing waterfront home on the peaceful Cudjoe Key. This home is being sold fully furnished and with kayaks! Has a spacious open floor plan with lots of natural light.Main Level (Upstairs):4 bedrooms, split for plenty of privacy2 full bathroomsLarge living, dining area, and kitchen with an open layout and tons of counter space and cabinets, and

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  184 Cutthroat Dr, Summerland Key, FL 33042
• 

  

  /29

  $800,000 Sold Feb 27, 2025

  • 828 Sq Ft
  • $966/SF
  • 14 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2001

  701 Spanish Main Dr Unit 478, Cudjoe Key, FL 33042

  Beautiful open water home with direct ocean access. Completely furnished, ready to rent, future bookings in place. 52 foot concrete seawall with dock posts. Downstairs locked storage for all your fishing gear and what not, open deck for sunning, covered area for grilling and entertaining, fishing off the seawall. Gorgeous sunrise and sunsets. Community offers full service marina, convenience

  Susan Rich Select Properties of NWFL

  701 Spanish Main Dr Unit 478, Cudjoe Key, FL 33042
• 

  

  /15

  $165,000 Sold Feb 24, 2025

  • Land

  • 18 Days On Market

  8 Calico Jack Circle Cir, Verifying, FL 33042

  Great Cudjoe Key Location with good boating access and sunset skies views down the canal. This lot can be purchased with house next door 22837 Calico Jack Circle. Picture a pool, tiki hut, family fun with beautiful Florida Keys waters... See lot survey in documents tab. Property outline in pictures is approximate. There is a possibility of change to AE zone. Reach out for further information.

  Beata Sharpe COLDWELL BANKER VANGUARD REALTY

  8 Calico Jack Circle Cir, Verifying, FL 33042
• 

  

  /16

  $165,000 Sold Feb 24, 2025

  • Land

  • 212 Days On Market

  8 Calico Jack Cir, Cudjoe Key, FL 33042

  Great Cudjoe Key Location with good boating access and sunset skies views down the canal. This lot can be purchased with house next door 22837 Calico Jack Circle. Picture a pool, tiki hut, family fun with beautiful Florida Keys waters... See lot survey in documents tab. Property outline in pictures is approximate. There is a possibility of change to AE zone. Reach out for further information.

  Beata Sharpe Coldwell Banker Vanguard Realty

  8 Calico Jack Cir, Cudjoe Key, FL 33042
• 

  

  /33

  $725,000 Sold Feb 21, 2025

  • 1,431 Sq Ft
  • $507/SF
  • 175 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2016

  22918 Cudjoe Dr, Cudjoe Key, FL 33042

  This beautifully maintained 3 bedroom, 2 bathroom home built in 2016 sits on a 7,500 square foot lot in highly sought after Cudjoe Key. Large open floorplan with dedicated dining area, well-appointed kitchen with granite countertops, stainless steel appliances and large center island offering plenty of space for family and friends to gather. Great insurance rates with metal roof, impact

  Pamela Stangler Expert Realty LLC

  22918 Cudjoe Dr, Cudjoe Key, FL 33042

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