Cudjoe Key LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

Total Listings 30
Cudjoe Key
$4,499,000 4,514 (SqFt)
  • 4
  • 5
  • Single Family

200 Erie Drive
Cudjoe, FL 33042

Cudjoe Gardens   Waterfront: Yes MM: 0
Side of Island: Ocean
Dockage: Basin,Boat Slip,Davi

Magnificent Custom Built Waterfront Gated Estate. This One of a Kind Dream Home offers Dramatic Open Water Sunset Views, Privacy, Luxury and Serenity. Situated on an Enormous Point lot next to 4.5 acres of protected Wet lands. 175+ MPH Poured Concrete Construction, 4 Bedrooms, 5 Bathrooms 2 Dining Areas, Huge Kitchen, Monogram Appliances, Granite Countertops, Porcelain Floors, Amazing Game Room, Gigantic Living Area, Elevator, Wrap Around Boat Dockage, Boat Basin w/ Davits, Surveillance System and Alarms, Screened Pool with Bar,5 Car Garage, Multiple Covered Parking Bays, House Back Up Generator, Electric Strom Shutters, Surround Systems Inside and Out, 2 Cisterns, Central Vacuum, Outside Showers are just a few of the countless Amenities.
Cudjoe Key
$3,998,000 3,599 (SqFt)
  • 6
  • 4
  • Single Family

21966 Raffy Road
OTHER, FL 33042

Misc Cudjoe Key   Waterfront: Yes MM: 21
Side of Island: Ocean
Dockage: Boat Slip

Elegance on the open water. This 5.27 acre estate has panoramic views of the Atlantic, 5BR/3.5BA main house plus an addition 1BR/1BA romantic guest cottage in the treetops. This oasis is totally private & has dockage for 16. Enjoy complete serenity in your oceanfront pool & jacuzzi. Gourmet kitchen, elevator & Italian marble floors throughout. The guest cottage sits on its own 1.4 acre lot within the estate & offers vaulted ceilings, fully equipped kitchen, private jacuzzi, steam room & a tree tinged view like no other. Massive amount of storage in the garage area. Transient license.
Cudjoe Key
$1,749,000 4,044 (SqFt)
  • 4
  • 3
  • Single Family

21640 Overseas Hwy
Cudjoe, FL 33042

Sacarma   Waterfront: Yes MM: 22
Side of Island: Ocean
Dockage: n/a

Spectacular 4/3 oceanfront estate on 1.2 Acres w/stunning beach & oceanfront pool. Picture perfect ocean views & breezes are enjoyed from all living areas & on upper & lower screened verandas. Fully furnished, cathedral wood-beamed ceilings, 2 fireplaces, dock, 16-car garage, workshop, seaplane/helicopter parking, RV parking, owner financing, & over $140K in income as transient rentals are allowed
Cudjoe Key
$1,499,999 1,924 (SqFt)
  • 4
  • 2
  • Single Family

22614 Jolly Roger Drive
Cudjoe, FL 33042

Cutthroat Harbor Estates   Waterfront: Yes MM: 23
Side of Island: Ocean
Dockage: n/a

This property consists of 2 lots directly facing the Atlantic Ocean. 4 bedrooms 2 1/2 baths with cathedral ceilings, screened porch, open BBQ deck, walk around deck, heated custom pool, dock, screened patio downstairs, lush landscaping, circular drive and views that will keep your socks off!!
Cudjoe Key
$1,395,000 2,310 (SqFt)
  • 5
  • 3
  • Single Family

95 Sacarma Drive
Cudjoe, FL 33042

Sacarma Bay   Waterfront: Yes MM: 21
Side of Island: Ocean
Dockage: n/a

Great Investment Opportunity! Resort-style oceanfront home w/beach, pool, dock & stunning sunset views over ocean. The beautiful 5BR home boasts a large great room w/open kitchen, fireplace & ocean views. Fish from your dock or take a short boat ride to Looe Key for the best fishing & diving the Keys have to offer. Property offered turn-key & grosses over $140K/year. Seller financing w/$350K down
Cudjoe Key
$1,395,000 2,134 (SqFt)
  • 3
  • 3
  • Single Family

1195 Thatch Lane
Cudjoe, FL 33042

Cutthroat Harbor Estates   Waterfront: Yes MM: 23
Side of Island: Ocean
Dockage: Davit Pads

No other property like it. Mini Estate with endless ocean views & privacy galore. Moonrise & Sunrise Views. Custom built home plus separate poured concrete guest house & garage building. Ample storage. Beautiful Tropical setting, concrete 14,000 gallon pool with 5 water falls, 300 feet of shore line, brand new concrete dock with davit pads on the way. Cistern & City Water. All nicely maintained.
Cudjoe Key
$1,175,000 1,643 (SqFt)
  • 3
  • 2
  • Single Family

22684 Jolly Roger Drive
Cudjoe, FL 33042

Cutthroat Harbor Estates   Waterfront: Yes MM: 23
Side of Island: Ocean
Dockage: n/a

OCEANFRONT & SUNSETS. CBS Home w/concrete floors on a large lot. Quick boating access to Ocean & Gulf. Pool w/ heat & great tiki hut. Super home for entertaining. Features 3 large bedrooms, porch with southern exposure overlooking the ocean, family room, dining room and large kitchen with pantry. Income producer with vacation rentals in place. Snorkel & Kayak in your back yard. Fish Ocean & Gulf.
Cudjoe Key
$1,125,000 2,564 (SqFt)
  • 3
  • 3
  • Single Family

20935 2nd Avenue
Cudjoe, FL 33042

Cudjoe Gardens   Waterfront: Yes MM: 21
Side of Island: Ocean
Dockage: Davits127ft.Concrete

Spend this winter in the Keys enjoying some of the best deep draft boating the area has to offer. This large, Cudjoe Gardens home is situated on a 100 ft. wide canal with 127 feet of concrete dock, plus beach area on a wide lagoon. The screened pool and lanai feature a wet bar & built-in grill that add to the pleasures of entertaining. Split-bedroom floor plan, cathedral ceiling, walk-in closets,
Cudjoe Key
$1,089,000 1,376 (SqFt)
  • 3
  • 2
  • Single Family

22624 Jolly Roger Drive
OTHER, FL 33042

Cutthroat Harbor Estates   Waterfront: Yes MM: 22
Side of Island: Ocean
Dockage: n/a

Fabulous Open Water Location! This home, sits directly on the open water and has absolutely beautiful views. 3Bed/2bath, wood flooring, granite kitchen,updated baths. Homes also has inground pool with spa, boat dock and a sandy beach to enjoy the views from.
Cudjoe Key
$1,089,000 1,376 (SqFt)
  • 3
  • 2
  • Single Family

22624 Jolly Roger Drive
Cudjoe, FL 33042

Cutthroat Harbor Estates   Waterfront: Yes MM: 23
Side of Island: Ocean
Dockage: n/a

Open water at its finest: quick access dock, heated pool with spa, big breezy porch, patio with pavers & all face the spectacular water view to truly enjoy this tropical paradise. The interior has been updated with decorator touches showing off the best features. Wood plank floors, granite counters with gas stove & hood, lovely neutral color bathrooms. Picture windows reveal the serene water view
Cudjoe Key
$1,025,000 1,905 (SqFt)
  • 3
  • 2
  • Single Family

20945 8TH Avenue
Cudjoe, FL 33042

Cudjoe Gardens   Waterfront: Yes MM: 21
Side of Island: Ocean
Dockage: 160ft.

Feel like you live in your own private resort! Beautiful lush tropical landscaping on a double lot in prestigious Cudjoe Gardens. 160ft of concrete dock with quick access to the ocean for the avid boater. Property has a pool with Tiki Bar, paved walkways, screened in lanai, covered front porch, accordion hurricane shutters, fenced yard and much more! Great for entertaining or relaxing by the pool.
Cudjoe Key
$879,000 2,524 (SqFt)
  • 3
  • 3
  • Single Family

20883 4TH Avenue
Cudjoe, FL 33042

Cudjoe Gardens   Waterfront: Yes MM: 21
Side of Island: Ocean
Dockage: 84ft.

Custom Built 2524 sq ft home stunning 3 bedrooms 3 baths, Kitchen w/stainless appliances, grantie, center island, impact windows, metal roof, 84 ft dock, approx.160ft of water frontage, screened patio, Oceanside, 4ft control depth, +large entertainment room on 2nd floor + many more features.
Cudjoe Key
$874,000 1,374 (SqFt)
  • 2
  • 2
  • Single Family

1176 Hakluyt Lane
Cudjoe, FL 33042

Cutthroat Harbor Estates   Waterfront: Yes MM: 23
Side of Island: Ocean
Dockage: n/a

Incredible Oceanfront Views and Stunning Sunsets over Sacarma Bay. Good Boating to Back Country Beaches & Ocean. This 2 Bedroom home plus a bonus room features high soaring wood ceilings, incredible storage spaces, built-in aquarium, very large utility room w. loft, hot tub, wrap around porches, cistern, privacy and super views of American Shoals Lighthouse.
Cudjoe Key
$839,000 1,292 (SqFt)
  • 2
  • 2
  • Single Family

22440 Jolly Roger Drive
Cudjoe, FL 33042

Cutthroat Harbor Estates   Waterfront: Yes MM: 23
Side of Island: Ocean
Dockage: n/a

Wonderful sunset views from this 2 bedroom 2 bath CBS home on a 80x118 lot. This home has a heated pool, large screened porch over looks the open water. Wood dock, 1 car garage and storage area. Concrete floors with tile, Metal roof, A spacious open floor plan. Nicely landscaped.
Cudjoe Key
$799,000 1,909 (SqFt)
  • 3
  • 2
  • Single Family

236 COLSON Drive
Cudjoe, FL 33042

Cudjoe Gardens   Waterfront: Yes MM: 21
Side of Island: Ocean
Dockage: Boat Lift40ft.

This Beautiful canal front 3 bedroom 2 bath, concrete block home, a one of a kind, unique design, 2 screened patios Ocean side, minutes to open water, pool, impact windows and doors, metal roof, full service Marina, downstairs enclosure, concrete dock, 7,000 LB boat lift, 2 carports
Cudjoe Key
$749,000 1,301 (SqFt)
  • 3
  • 2
  • Single Family

1175 Thatch Lane
Cudjoe, FL 33042

Cutthroat Harbor Estates   Waterfront: Yes MM: 23
Side of Island: Ocean
Dockage: Boat Lift,Boat Ramp7

Private, walled & gated mini-estate on beautiful Cudjoe Key. Corner double lot, wonderful open water views with great boating access & awesome sunrise views. Custom built CBS 3/2 with 70concrete dock, boat lift, private boat ramp. Paver driveway w/electric gate, large screened porch, shutters, metal hip roof, central vacuum, intercom & much more. Lots of space to add on or install a pool.
Cudjoe Key
$699,000 1,943 (SqFt)
  • 3
  • 2
  • Single Family

266 Colson Drive
Cudjoe, FL 33042

Cudjoe Gardens   Waterfront: Yes MM: 21
Side of Island: Ocean
Dockage: Davits120ft.Cut/Natu

A BOATERS DELIGHT DUPLEX style home with two bedrooms and one bath up and LEGAL first floor living area with bath, large bedroom, separate laundry, & office or study down. Beautiful open water views, large viewing deck in front, double lot, room for pool, lovely gazebo on waterfront, concrete seawall with 120 cut in dock w/davits. Great boating to back country/ocean. A fishermant delight!!
Cudjoe Key
$695,000 2,088 (SqFt)
  • 4
  • 2
  • Single Family

120 Cutlass Lane
Cudjoe, FL 33042

Cutthroat Harbor Estates   Waterfront: Yes MM: 23
Side of Island: Ocean
Dockage: Concrete

Immaculate Oceanside 4 bedroom 2 bath CBS home on two tropical lots, cathedral ceilings, multiple decks, storage, concrete dock and davits. This home comes with the best boat ramp in the Florida Keys!! Dont miss this true tropical double lot home thats turn key ready for your enjoyment!!
Cudjoe Key
$673,000 996 (SqFt)
  • 2
  • 2
  • Single Family

357 Sawyer Drive
Cudjoe, FL 33042

Cudjoe Gardens   Waterfront: Yes MM: 21
Side of Island: Ocean
Dockage: Davits

this lovely open water ocean front home has beautiful sunrise views, a meticulous landscaped yard with lush and mature vegetation. This well maintained home also has a modern kitchen claw foot bathtub in master bathroom large back deck area a fenced yard a private dock impact window and more.... Come see your own slice of paradise
Cudjoe Key
$649,000 1,452 (SqFt)
  • 3
  • 2
  • Single Family

23027 Bluegill Lane
Cudjoe, FL 33042

Cudjoe Ocean Shores   Waterfront: Yes MM: 23
Side of Island: Bay/Gulf
Dockage: Davit Pads,DavitsCon

Location! Location! Location! Nice & Spacious CBS 3 bedroom home with excellent boating access and large heated pool with private back yard. Full concrete step down seawall with davits. Ample storage & parking. All fenced with easy to maintain yard. Lot size 85x120. Comes furnished. Will make a great full-time residence or vacation get-away. Solar Water Heating & LED lights.
The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 05-28-2015.

Shoreline Properties
92300 Overseas Hwy Suite 303
Tavernier, Florida 33070

1(800) 692-3605
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