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Recently Sold Cudjoe Key, FL Homes

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  • /2

    $49,000 Sold Sep 22, 2025

    • Land
    • 21 Days On Market

    Lot 23 Rainbow Beach, Big Torch Key, FL 33042

    This is a 2 point lot to be used toward a building permit in Monroe County. Add to your current ROGO application or use it when submitting a new ROGO application to Monroe County. Contact Monroe County Planning Department for specific details on how and when these points can be used. ROGO letter in hand. Seller has several lots worth 1 and 2 points for sale if you are looking for additional

    Pamela Stangler Expert Realty LLC

    Lot 23 Rainbow Beach, Big Torch Key, FL 33042
  • /75

    $830,000 Sold Sep 15, 2025

    • 1,200 Sq Ft
    • $692/SF
    • 84 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1989

    22738 Blackbeard Ln, Summerland Key, FL 33042

    Tucked along a quiet canal in Cudjoe Key, this thoughtfully designed waterfront residence offers the ideal blend of comfort, durability, and island style. A large paver driveway leads to a spacious under-home parking area with room for two vehicles, while a concrete drive wraps around to a second covered patio--offering ample space for guests, toys, or trailers.Composite decking leads to a

    Tommy Mack Coastal Collection Real Estate Inc.

    22738 Blackbeard Ln, Summerland Key, FL 33042
  • /52

    $2,300,000 Sold Sep 12, 2025

    • 2,586 Sq Ft
    • $889/SF
    • 147 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1985

    23086 Snapper Ln, Summerland Key, FL 33042

    Oceanfront CBS Fortress with Breathtaking Atlantic Ocean Views and Deep Draft Protected Dockage. Experience unparalleled coastal living with stunning, unobstructed views of the Atlantic Ocean and Kemp Channel from this oversized 12,000 sq. ft. corner lot. This one-of-a-kind CBS home is built for strength and style, offering the ultimate in durability and design. Featuring 4 bedrooms, 3 baths, and

    Greg MacLaren Internet Realty of the Florida Keys

    23086 Snapper Ln, Summerland Key, FL 33042
  • /38

    $775,000 Sold Sep 11, 2025

    • 1,008 Sq Ft
    • $769/SF
    • 7 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    22957 Drake Ln, Cudjoe Key, FL 33042

    Excellent boating and pretty open water views down the canal at this gorgeous Cudjoe Key retreat! Enjoy quick no-bridge access to Cudjoe Bay for frequent boating and fishing adventures with ease. Inside this well-maintained home, the main living area boasts high ceilings and an open concept. The well-equipped kitchen features stainless steel appliances, abundant storage, and a large center island

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    22957 Drake Ln, Cudjoe Key, FL 33042
  • /46

    $998,000 Sold Sep 09, 2025

    • 1,318 Sq Ft
    • $757/SF
    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2013

    1117 Basque Ln, Cudjoe Key, FL 33042

    Tropical Oasis And Butterfly Haven With Absolutely Adorable Home on a canal with easy access to both the Ocean and Back Country. Large additional garden enhanced lot that would be a great location for a pool, and designed for the resident's privacy. The 3 bedroom 2 bath home has been updated with beautifully finished Custom Florida Cypress cabinets and Cambria Quartz center island in the

    Lynn Goodwin Coldwell Banker Schmitt Real Estate Co.

    1117 Basque Ln, Cudjoe Key, FL 33042
  • /39

    $705,000 Sold Sep 08, 2025

    • 1,090 Sq Ft
    • $647/SF
    • 7 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    181 Doubloon Ln, Summerland Key, FL 33042

    This super cute 2 Bedroom 2 Bath home in Cutthroat Harbor Estates on Cudjoe Key offers easy ocean access with no bridges from the 60' long concrete dock. The open concept floorpan features a remodeled kitchen with center island, new cabinetry, stainless appliances and granite countertops. The enclosed Florida Room and adjacent outdoor Porch both overlook the water and are the perfect places to

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    181 Doubloon Ln, Summerland Key, FL 33042
  • /114

    $1,477,000 Sold Sep 02, 2025

    • 1,560 Sq Ft
    • $947/SF
    • 49 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2018

    153 Galleon Ln, Summerland Key, FL 33042

    Welcome home to this beautifully maintained waterfront retreat in the heart of the Florida Keys! Located on the highly sought-after Cudjoe Key, this spacious & elegant home blends casual island living with refined comfort, all custom-designed & cared for with exceptional pride & attention to detail.From the moment you arrive, you'll notice the peaceful, private setting of this stunning tropical

    Lindsay Ryan EXP Realty LLC

    153 Galleon Ln, Summerland Key, FL 33042
  • /71

    $3,150,000 Sold Aug 28, 2025

    • 4,976 Sq Ft
    • $633/SF
    • 118 Days On Market
    • 6 Beds
    • 7 Baths
    • Built 2010

    225 Colson Dr, Summerland Key, FL 33042

    Experience the epitome of island luxury in this custom built 5,000 sq. ft. ICF (super energy efficient insulated concrete forms) constructed estate, where masterful design, refined finishes, and breathtaking ocean views come together in perfect harmony. Situated on over an acre of prime oceanfront land, this gated and walled compound offers the ultimate in privacy, serenity, and sophisticated

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    225 Colson Dr, Summerland Key, FL 33042
  • /32

    $450,000 Sold Aug 20, 2025

    • 814 Sq Ft
    • $553/SF
    • 283 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2016

    701 Spanish Main Dr Unit 22, Cudjoe Key, FL 33042

    Charming Florida Keys Retreat at Venture Out on Cudjoe Key: Your Slice of Paradise Awaits! Welcome to your dream getaway nestled in the vibrant Venture Out community! This beautifully designed 2 BR, 2 BA home, built in 2016, is perfect for those seeking a blend of relaxation and adventure. Fully furnished and ready for you to move in or rent out nightly, this property is a true gem in the heart

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 22, Cudjoe Key, FL 33042
  • /41

    $1,350,000 Sold Aug 18, 2025

    • 1,582 Sq Ft
    • $853/SF
    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    20735 5th Ave W, Summerland Key, FL 33042

    This beautifully renovated 3 Bedroom 2 Bathroom home is located in Cudjoe Gardens, a premiere boating community offering wide crystal clear deep draft canals, quick ocean access, neighborhood restaurant and a full service marina with fuel, bait, ice, refreshments and boat ramp. As you enter into this lovely and impeccably kept home a bright and sunny Great Room greets you highlighted with a

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    20735 5th Ave W, Summerland Key, FL 33042
  • /34

    $1,300,000 Sold Aug 18, 2025

    • 2,100 Sq Ft
    • $619/SF
    • 214 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    22822 John Silver Ln, Summerland Key, FL 33042

    Nestled in the serene and sought-after community of Cudjoe Key, this stunning Glen Gray Build two-story home offers the perfect blend of comfort, luxury, and coastal living. With three spacious bedrooms and two beautifully appointed bathrooms, this home is designed for both relaxation and entertaining, featuring exceptional outdoor spaces, waterfront access, and breathtaking ocean views.Key

    Karen Haack Coldwell Banker Schmitt RE Co.

    22822 John Silver Ln, Summerland Key, FL 33042
  • /33

    $665,000 Sold Aug 14, 2025

    • 855 Sq Ft
    • $778/SF
    • 74 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1975

    21161 Old State Road 4a, Summerland Key, FL 33042

    Island life awaits! Beautiful, elevated home boasts 2 spacious bedrooms and 2 recently renovated baths. Fenced yard with ample parking. Just off famous US1 this property is sited on a spacious lot with plenty of versatility! Zoning is Suburban Commercial (SC) which may allow for a Special Vacation Rental Permit. Perfect property for an owner occupier or investor. Wraparound porch offers sunrise

    Bascom Grooms Bascom Grooms Real Estate (KW)

    21161 Old State Road 4a, Summerland Key, FL 33042
  • /47

    $350,000 Sold Aug 14, 2025

    • 675 Sq Ft
    • $519/SF
    • 228 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1984

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

    Currently the LOWEST priced waterfront property in Venture Out! Seller says bring an offer! 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

    Melissa Graham Bluescape Real Estate

    701 Spanish Main Dr Unit 414, Cudjoe 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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.

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

    $2,090,000 Sold Jul 07, 2025

    • 1,938 Sq Ft
    • $1,078/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
  • /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
  • /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
  • /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
  • /42

    $1,900,000 Sold Jun 29, 2025

    • 1,702 Sq Ft
    • $1,116/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
  • /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
  • /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
  • /107

    $5,300,000 Sold Jun 13, 2025

    • 4,981 Sq Ft
    • $1,064/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
  • /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

    $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
  • /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
  • /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.

    531 Seminole Dr, Summerland Key, FL 33042
  • /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
  • /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.

    701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042
  • /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
  • /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
  • /58

    $2,025,000 Sold May 13, 2025

    • 1,292 Sq Ft
    • $1,567/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
  • /115

    $12,250,000 Sold May 07, 2025

    • 4,888 Sq Ft
    • $2,506/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
  • /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
  • /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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Frequently Asked Questions

What is the average home price in Cudjoe Key, FL?
Homes for sale in Cudjoe Key, FL have an average home price of $1,958,944.
What is the average time to sell a house in Cudjoe Key, FL?
The houses for sale in Cudjoe Key, FL spend an average of 107 days on the market.
What is the number of active homes for sale in Cudjoe Key, FL?
There are 7 active homes for sale in Cudjoe Key, FL.
How many homes have sold over the last 12 months in Cudjoe Key, FL?
10 homes have sold in Cudjoe Key, FL over the last 12 months.

Home Trends in Cudjoe Key, FL

Housing Trends

Median Sale Price
$899,000
Median Single Family Sale Price
$1,195,000
Average Price Per Sq Ft
$928
Number of Homes for Sale
7
Last 12 months Home Sales
10
Months of Supply
8.40
Median List Price
$1,272,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
-32%
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