89

Recently Sold Cudjoe Key, FL Homes

Section Image
  • 21014 7th Ave, Summerland Key, FL 33042
    21014 7th Ave, Summerland Key, FL 33042
    21014 7th Ave, Summerland 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
  • 165 Colson Dr, Cudjoe Key, FL 33042
    165 Colson Dr, Cudjoe Key, FL 33042
    165 Colson Dr, Cudjoe 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
  • 220 E Caribbean Dr, Summerland Key, FL 33042
    220 E Caribbean Dr, Summerland Key, FL 33042
    220 E Caribbean Dr, Summerland Key, FL 33042
    /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
  • 7 Lot, Lower Keys, FL 33042
    7 Lot, Lower Keys, 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 Expert Realty LLC

    7 Lot, Lower Keys, FL 33042
  • Lot 7 Block 14, Cudjoe Key, FL 33042
    Lot 7 Block 14, Cudjoe Key, 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
  • 22933 Buccaneer Ln, Summerland Key, FL 33042
    22933 Buccaneer Ln, Summerland Key, FL 33042
    22933 Buccaneer Ln, Summerland 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
  • 531 Seminole Dr, Summerland Key, FL 33042
    531 Seminole Dr, Summerland Key, FL 33042
    531 Seminole Dr, 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. Lower Keys Office

    531 Seminole Dr, Summerland Key, FL 33042
  • 22971 Hawkins Ln, Summerland Key, FL 33042
    22971 Hawkins Ln, Summerland Key, FL 33042
    22971 Hawkins Ln, 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
  • 701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 415, Cudjoe 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. Lower Keys Office

    701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042
  • 366 Sawyer Dr, Summerland Key, FL 33042
    366 Sawyer Dr, Summerland Key, FL 33042
    366 Sawyer Dr, Summerland 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
  • 701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 84, Cudjoe 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
  • 22440 Jolly Roger Dr, Summerland Key, FL 33042
    22440 Jolly Roger Dr, Summerland Key, FL 33042
    22440 Jolly Roger Dr, Summerland Key, FL 33042
    /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
  • 785 Sawyer Dr, Cudjoe Key, FL 33042
    785 Sawyer Dr, Cudjoe Key, FL 33042
    785 Sawyer Dr, Cudjoe Key, FL 33042
    /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
  • 701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 198, 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
  • 701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 28, 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
  • 268 Spanish Main Dr, Summerland Key, FL 33042
    268 Spanish Main Dr, Summerland Key, FL 33042
    268 Spanish Main Dr, Summerland Key, FL 33042
    /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
  • 468 Sawyer Dr, Summerland Key, FL 33042
    468 Sawyer Dr, Summerland Key, FL 33042
    468 Sawyer Dr, Summerland Key, FL 33042
    /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
  • 22879 Blackbeard Ln, Summerland Key, FL 33042
    22879 Blackbeard Ln, Summerland Key, FL 33042
    22879 Blackbeard Ln, Summerland 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
  • 20914 7th Ave W, Summerland Key, FL 33042
    20914 7th Ave W, Summerland Key, FL 33042
    20914 7th Ave W, 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
  • 271 W Indies Dr, Ramrod Key, FL 33042
    271 W Indies Dr, Ramrod Key, FL 33042
    271 W Indies Dr, Ramrod 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
  • 701 Spanish Main Dr Unit 609, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 609, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 609, Cudjoe 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
  • 701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 537, Cudjoe 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
  • 20785 5th Ave W, Summerland Key, FL 33042
    20785 5th Ave W, Summerland Key, FL 33042
    20785 5th Ave W, Summerland 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
  • 22994 Anne Bonny Ln, Summerland Key, FL 33042
    22994 Anne Bonny Ln, Summerland Key, FL 33042
    22994 Anne Bonny Ln, 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
  • 701 Spanish Main Dr Unit 646, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 646, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 646, Cudjoe 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
  • 184 Cutthroat Dr, Summerland Key, FL 33042
    184 Cutthroat Dr, Summerland Key, FL 33042
    184 Cutthroat Dr, Summerland 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
  • 701 Spanish Main Dr Unit 478, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 478, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 478, Cudjoe 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
  • 8 Calico Jack Circle Cir, Verifying, FL 33042
    8 Calico Jack Circle Cir, Verifying, FL 33042
    8 Calico Jack Circle Cir, Verifying, 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
  • 8 Calico Jack Cir, Cudjoe Key, FL 33042
    8 Calico Jack Cir, Cudjoe Key, FL 33042
    8 Calico Jack Cir, Cudjoe Key, 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
  • 22918 Cudjoe Dr, Cudjoe Key, FL 33042
    22918 Cudjoe Dr, Cudjoe Key, FL 33042
    22918 Cudjoe Dr, 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
  • 701 Spanish Main Dr Unit 14, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 14, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 14, Cudjoe Key, FL 33042
    /20

    $250,000 Sold Feb 21, 2025

    • Land
    • 167 Days On Market

    701 Spanish Main Dr Unit 14, Cudjoe Key, FL 33042

    NIGHTLY RENTALS ALLOWED! Or build your Florida Keys dream home.Come on down to the ultimate RV paradise at this picture perfect lot in Venture Out! 35' x 69' of pure potential for your dream RV setup! Feel the good vibes as you park your rig and let the adventures begin! Dive into the laid-back lifestyle of Venture Out and make memories that will last a lifetime! Build your home here in the

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 14, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042
    /40

    $550,000 Sold Feb 19, 2025

    • 816 Sq Ft
    • $674/SF
    • 22 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1996

    701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042

    Waterfront Paradise Awaits!This charming two-bedroom, two-bath mobile home offers a truly unique waterfront living experience. Enjoy breathtaking views and direct access to the sparkling waters of Cudjoe Key.Key Features:* Prime Waterfront Location: Situated directly on the water with a 35-foot concrete seawall, providing deep water access for boating enthusiasts.* Large windows for amazing views

    Ian Calderwood Bluescape Real Estate

    701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042
  • 22572 Jolly Roger Dr, Summerland Key, FL 33042
    22572 Jolly Roger Dr, Summerland Key, FL 33042
    22572 Jolly Roger Dr, Summerland Key, FL 33042
    /74

    $3,300,000 Sold Feb 18, 2025

    • 3,225 Sq Ft
    • $1023/SF
    • 313 Days On Market
    • 6 Beds
    • 4 Baths
    • Built 1963

    22572 Jolly Roger Dr, Summerland Key, FL 33042

    A luxury waterfront estate with panoramic ocean views, this walled and gated masterpiece surrounded by gorgeous landscaping provides utmost privacy and the perfect Keys lifestyle and comes completely furnished. The unique 6-bedroom, 4-bathroom layout offers ample space for family and guests with breathtaking ocean vistas from almost every room. A secluded backyard oasis features a private beach,

    Jan Fritz Coldwell Banker Schmitt RE Co. Lower Keys Office

    22572 Jolly Roger Dr, Summerland Key, FL 33042
  • 20942 6th Ave W, Summerland Key, FL 33042
    20942 6th Ave W, Summerland Key, FL 33042
    20942 6th Ave W, Summerland Key, FL 33042
    /45

    $1,700,000 Sold Feb 13, 2025

    • 2,772 Sq Ft
    • $613/SF
    • 42 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1994

    20942 6th Ave W, Summerland Key, FL 33042

    Stunning canal front home in desirable Cudjoe Gardens, with Southern Exposure, massive 15,600 Sq. Ft. double lot, and deep-water access to Open Ocean and backcountry! Expertly outfitted with 125' of concrete seawall with running water, fillet station, swim ladders, 15K boat lift, davits, and turning basin! Situated on a clean flow-through canal, excellent for swimming and capable of accommodating

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    20942 6th Ave W, Summerland Key, FL 33042
  • 20864 4th Ave W, Summerland Key, FL 33042
    20864 4th Ave W, Summerland Key, FL 33042
    20864 4th Ave W, Summerland Key, FL 33042
    /41

    $2,075,000 Sold Feb 03, 2025

    • 3,056 Sq Ft
    • $679/SF
    • 19 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2004

    20864 4th Ave W, Summerland Key, FL 33042

    This elegantly designed custom built ground level home was created by local architect Glenn Gray. Boasting a spacious open floor plan @ 3,056 sq ft. Two master bedrooms with ensuite baths, third bedroom, full bath and a half, and office all on first floor. Up the flight of stairs leads to a huge open loft space for a fourth bedroom/bunk room, theater room, art room or whatever your needs.

    Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

    20864 4th Ave W, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 647, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 647, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 647, Cudjoe Key, FL 33042
    /35

    $217,000 Sold Jan 31, 2025

    • Land
    • 22 Days On Market

    701 Spanish Main Dr Unit 647, Cudjoe Key, FL 33042

    TRANSIENT RENTALS ALLOWED!!Live the Island Life in Your Own Slice of Paradise! Ahoy, fellow adventurers! Set your sails for this dreamy RV lot nestled in the vibrant Venture Out Community, just a breezy 19 miles from the heart of Key West. This spacious 35' x 69' lot is ready to welcome even the biggest rigs, so bring your home on wheels and let the good times roll! With lush landscaping already

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 647, Cudjoe Key, FL 33042
  • 22727 Jolly Roger Dr, Cudjoe Key, FL 33042
    22727 Jolly Roger Dr, Cudjoe Key, FL 33042
    22727 Jolly Roger Dr, Cudjoe Key, FL 33042
    /31

    $800,000 Sold Jan 31, 2025

    • 1,008 Sq Ft
    • $794/SF
    • 146 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2001

    22727 Jolly Roger Dr, Cudjoe Key, FL 33042

    Idyllic Canal-Front Cudjoe Key retreat on a generous fenced-in lot in a prime location! This bright and spacious Cutthroat Harbor Estates home boasts an open concept main living space and three generous bedrooms! Coming soon, the seller is replacing the existing roof with a new metal roof. Upon entry, this turnkey home is tailor-made for entertaining. The living room flows seamlessly with a

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    22727 Jolly Roger Dr, Cudjoe Key, FL 33042
  • 622 Sawyer Dr, Summerland Key, FL 33042
    622 Sawyer Dr, Summerland Key, FL 33042
    622 Sawyer Dr, Summerland Key, FL 33042
    /43

    $2,520,000 Sold Jan 31, 2025

    • 2,156 Sq Ft
    • $1169/SF
    • 165 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1986

    622 Sawyer Dr, Summerland Key, FL 33042

    Indulge in the epitome of Keys living with this delightful turnkey 3-bedroom, 3 1/2 bathroom stilt home on 1 1/2 lots. Embracing the coastal allure, this residence features serene blue to aqua tones indoors, complemented by elegant white plantation shutters that evoke a sense of timeless charm. Step onto the expansive covered patio, where panoramic views of the pool and a long canal stretch

    Laura Derrickson Keller Williams Coastal Partners

    622 Sawyer Dr, Summerland Key, FL 33042
  • 191 Doubloon Ln, Summerland Key, FL 33042
    191 Doubloon Ln, Summerland Key, FL 33042
    191 Doubloon Ln, Summerland Key, FL 33042
    /34

    $775,000 Sold Jan 30, 2025

    • 1,340 Sq Ft
    • $578/SF
    • 10 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1963

    191 Doubloon Ln, Summerland Key, FL 33042

    Located on a spacious corner lot of a quarter acre in the heart of Cudjoe Key, this home offers both peace and potential. The large, fenced-in yard provides endless opportunities for outdoor activities, with plenty of space for water toys, gardening, or just relaxing in a private, open space. The 25K boat lift makes it an ideal spot for those who love life on the water, while the expansive lot

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    191 Doubloon Ln, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 403, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 403, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 403, Cudjoe Key, FL 33042
    /27

    $240,000 Sold Jan 28, 2025

    • Land
    • 210 Days On Market

    701 Spanish Main Dr Unit 403, Cudjoe Key, FL 33042

    Escape to your own piece of paradise in the Venture Out community, where the amenities are as plentiful as the margaritas at a Jimmy Buffett tribute. Picture yourself lounging by the heated pool overlooking the sparkling ocean. Serve up some friendly competition on the tennis courts or Pickleball courts, or head over to the marina to gas up for a day out on your boat. This is not just a property

    Katrina Vanek Bluescape Real Estate

    701 Spanish Main Dr Unit 403, Cudjoe Key, FL 33042

Showing Results 1 - 40, Page 1 of 3

Florida Cudjoe Key

Recently Sold Real Estate & Homes in Cudjoe Key, FL

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 $1,653,560.
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 122 days on the market.
What is the number of active homes for sale in Cudjoe Key, FL?
There are 14 active homes for sale in Cudjoe Key, FL.
How many homes have sold over the last 12 months in Cudjoe Key, FL?
24 homes have sold in Cudjoe Key, FL over the last 12 months.

Home Trends in Cudjoe Key, FL

On average, homes in Cudjoe Key, FL sell after 122 days on the market compared to the national average of 50 days. The median sale price for homes in Cudjoe Key, FL over the last 12 months is $1,375,000, up 10% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,375,000
Median Single Family Sale Price
$1,375,000
Median Townhouse Sale Price
$2,100,000
Median 2 Bedroom Sale Price
$795,000
Average Price Per Sq Ft
$858
Number of Homes for Sale
14
Last 12 months Home Sales
24
Months of Supply
7.00
Median List Price
$1,449,500
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
10%
How to Buy a Home How to Sell a Home How to Rent a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group