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Cudjoe Key Luxury Real Estate, Luxury Homes For Sale

(95) PROPERTIES

COUNTY, FL 33042
$785,000
CUDJOE KEY, FL 33042
17066 BONITA

3 Beds 2 Baths Square Ft: 1912
Single Family Home - MLS#: 556388
Community: Sugarloaf Shores - Mile Marker (MM) 17.0

Glenn Gray resort-style design complete w/lavish landscaping, sandy beach, concrete seawall w/11,000lb davits, & elevator! 3bd/2ba home offers great open floor plan, large screened porch & lavish master…

MLS 556388

COUNTY, FL 33042
$785,000
CUDJOE KEY, FL 33042
293 Barry

4 Beds 4 Baths Square Ft: 1196
Single Family Home - MLS#: 556295
Community: Barry Beach - Mile Marker (MM) 29.0

Paradise Found!This 4BD/4BA sits on almost 1/2 acre on open water!Complete w/nature trail & 300'ft pier dock,davits & naturual cut in slip to launch your kayaks.Breathtaking views,excellent boating &…

MLS 556295

COUNTY, FL 33042
$779,000
CUDJOE KEY, FL 33042
25368 2nd

2 Beds 2 Baths Square Ft: 1392
Single Family Home - MLS#: 556000
Community: Summerland Beach - Mile Marker (MM) 25.0

Beachfront Bungalow w/deep water dockage! Very Key West 2 BR oceanfront cottage on short stilts in Summerland Beach. Completely renovated w/impact doors & windows, Hardie plank siding, metal roof, hard…

MLS 556000

COUNTY, FL 33042
$769,000
CUDJOE KEY, FL 33042
635 La Fitte

4 Beds 2.1 Baths Square Ft: 2676
Single Family Home - MLS#: 556427
Community: Jolly Roger Estates - Mile Marker (MM) 28.5

BEACHFRONT with Boating! 80 ft of shoreline along the open water with incredible sunrise views. Huge 4 bedroom, 3 bath home w over 2600 sq ft of living space, 2nd floor master suite with panoramic views,…

MLS 556427

COUNTY, FL 33042
$759,000
CUDJOE KEY, FL 33042
581 Sawyer

6 Beds 4 Baths Square Ft: 4361
Single Family Home - MLS#: 557107
Community: Cudjoe Gardens - Mile Marker (MM) 21.0

MLS 557107

COUNTY, FL 33042
$749,000
CUDJOE KEY, FL 33042
471 Lafitte

3 Beds 2 Baths Square Ft: 1440
Single Family Home - MLS#: 554277
Community: Jolly Roger Estates - Mile Marker (MM) 28.5

Beautiful views of Newfound Harbor from everywhere in this open water home in Jolly Roger Estates. Close to marina, w/ great boating and fast ocean access. Acceptance of any offer is contingent on seller…

MLS 554277

COUNTY, FL 33042
$749,000
CUDJOE KEY, FL 33042
319 La Fitte

2 Beds 2 Baths Square Ft: 1016
Single Family Home - MLS#: 556737
Community: Jolly Roger Estates - Mile Marker (MM) 28.5

Open Water, beautifully renovated concrete home with new dock, boat lift, and awesome sunrise views. Excellent big boating with nearby marina and quick access to either the back country or Looe Key. Features…

MLS 556737

COUNTY, FL 33042
$699,000
CUDJOE KEY, FL 33042
17183 Coral

3 Beds 2 Baths Square Ft: 1480
Single Family Home - MLS#: 556422
Community: Sugarloaf Shores - Mile Marker (MM) 17.0

PRIVATE CBS-3 Bedroom, 2 Bath (Master Suite-split floor plan for privacy), with a granite/tile kitchen slate stone floors (large double lot) Child & Pet Frendly (gated and privacy wall/fence on all sides)…

MLS 556422

COUNTY, FL 33042
$699,000
CUDJOE KEY, FL 33042
17213 La Brisa

3 Beds 3 Baths Square Ft: 3351
Single Family Home - MLS#: 548497
Community: Sugarloaf Shores - Mile Marker (MM) 17.0

TROPICAL TREE HOUSE with private 924 SF master suite. Mature tropical landscaping, sturdy concrete construction, spacious rooms, tile floors, vaulted wood ceilings, french doors opening onto tropical…

MLS 548497

COUNTY, FL 33042
$699,000
CUDJOE KEY, FL 33042
1043 Labat

3 Beds 2 Baths Square Ft: 1337
Single Family Home - MLS#: 554560
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

BREATHTAKING OCEAN VIEWS from this solid concrete, renovated 3BD/2BA home.

MLS 554560

COUNTY, FL 33042
$699,000
CUDJOE KEY, FL 33042
564 Westshore

2 Beds 2 Baths Square Ft: 1650
Single Family Home - MLS#: 556679
Community: Summerland Key Cove - Mile Marker (MM) 25.0

Lovely turn-key home located in ocean side Summerland Key suburb. High ceilings give the open living area its large airy feeling. Two master suites and an office. Tile thru- out, light cabinets and corian…

MLS 556679

COUNTY, FL 33042
$699,000
CUDJOE KEY, FL 33042
2222 Middle Torch

4 Beds 2 Baths Square Ft: 2220
Single Family Home - MLS#: 553286
Community: Misc Middle Torch Key - Mile Marker (MM) 28.0

Gorgeous sunset views over the open water at this very secluded residence surrounded by nature on all sides. The highly upgraded home features 9' ceilings throughout w/lighted tray accents, tile floors,…

MLS 553286

COUNTY, FL 33042
$699,000
CUDJOE KEY, FL 33042
28564 Capt Kidd

4 Beds 3 Baths Square Ft: 2442
Single Family Home - MLS#: 556045
Community: Jolly Roger Estates - Mile Marker (MM) 28.5

A true oasis located on the ocean side of Little Torch Key. Deep water & quick ocean access with a boat lift & 60 foot dock in Boater's Paradise. This 4 bedroom, 3 bath home has concrete construction…

MLS 556045

COUNTY, FL 33042
$697,000
CUDJOE KEY, FL 33042
20880 Sixth

2 Beds 2 Baths Square Ft: 1626
Single Family Home - MLS#: 556543
Community: Cudjoe Gardens - Mile Marker (MM) 21.0

ISLAND LIVING at its BEST in this SOUTHERN EXPOSURE home for the best breezes.You will be delighted with the Crystal Clear Canal w/deep Ocean Access. 4'/5'control depth range for BIG BOATS, 80'concrete…

MLS 556543

COUNTY, FL 33042
$679,000
CUDJOE KEY, FL 33042
25210 Fourth

4 Beds 2 Baths Square Ft: 2000
Single Family Home - MLS#: 557021
Community: Summerland Beach - Mile Marker (MM) 25.0

Secluded Summerland Key 4 bedroom, 2 bath pool home sits on 4 lots in a beautiful tropical setting. Lush palms offer peace and privacy to this beautiful home. The property is gated, fenced and adjoins…

MLS 557021

COUNTY, FL 33042
$675,000
CUDJOE KEY, FL 33042
20979 5th

4 Beds 3 Baths Square Ft: 2583
Single Family Home - MLS#: 555452
Community: Cudjoe Gardens - Mile Marker (MM) 21.0

Spectacular Oceanside Boating ... Enjoy life from this beautiful Cudjoe Garden's home. Spacious 4 bedrooms and 3 baths over 2500 sq ft with split floor plan for maximum privacy. Tropically landscaped…

MLS 555452

COUNTY, FL 33042
$650,000
CUDJOE KEY, FL 33042
937 Gulf

3 Beds 2 Baths Square Ft: 1800
Single Family Home - MLS#: 546376
Community: Summerland Cove Isle - Mile Marker (MM) 25.5

Beautiful Summerland Key, custom concrete home with the master suite up- stairs with a beautiful spacious bathroom.Vaulted cielings,open floor plan with granite in the kitchen. Pool with storage and plenty…

MLS 546376

COUNTY, FL 33042
$649,000
CUDJOE KEY, FL 33042
1052 E Caribbean

3 Beds 2 Baths Square Ft: 1480
Single Family Home - MLS#: 555323
Community: Summerland Key Cove - Mile Marker (MM) 25.0

Builder’s Home.Custom built ICF, Insulating Concrete Form constructed home offers the best in design, energy efficiency & strength. Oceanside deep water canal on a quiet dead end street, one of the…

MLS 555323

COUNTY, FL 33042
$649,000
CUDJOE KEY, FL 33042
20791 2ND

3 Beds 2 Baths Square Ft: 1521
Single Family Home - MLS#: 556084
Community: Cudjoe Gardens - Mile Marker (MM) 21.0

This newer CBS construction in Cudjoe Gardens is neat as a pin. Deep water boating not a problem from this exceptionally built and maintained home. Tile and granite throughout,bamboo floors in bedrooms,…

MLS 556084

COUNTY, FL 33042
$647,000
CUDJOE KEY, FL 33042
23052 Snapper

3 Beds 2.1 Baths Square Ft: 2400
Single Family Home - MLS#: 556662
Community: Cudjoe Ocean Shores - Mile Marker (MM) 23.0

Southern Exposure This home is designed for entertaining, relaxing or just enjoying the warm tropic breezes & sunsets from the upper deck. Located on one of the best boating & swimming canals in the area,this…

MLS 556662

COUNTY, FL 33042
$639,900
CUDJOE KEY, FL 33042
21210 Conch

3 Beds 2 Baths Square Ft: 1508
Single Family Home - MLS#: 556600
Community: Cudjoe Cove - Mile Marker (MM) 22.0

Look no further! This gorgeous 3 bedroom, 2 bath Open Water Home has it all. Fully furnished, low maintenance CBS home with boat slip up to 30'. Nestled away in quiet and private Cudjoe Cove. Must see!!…

MLS 556600

COUNTY, FL 33042
$626,400
CUDJOE KEY, FL 33042
7 Little Knockemdown Key

2 Beds 1 Baths Square Ft: 360
Single Family Home - MLS#: 543427
Community: Misc Summerland Key - Mile Marker (MM) 25.0

PARADISE FOUND! Own your own slice of a tropical island with over 13 acres and a 1 bed/1 bath tree top bungalow. Nestled high amidst the gumbo limbo trees affording stunning sunset views over Kemp Channel…

MLS 543427

COUNTY, FL 33042
$620,000
CUDJOE KEY, FL 33042
165 Cutlass

4 Beds 3 Baths Square Ft: 2448
Single Family Home - MLS#: 556125
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

Beautiful home on boating canal with wrap around porch down and large porch up. Original owners. Two large family rooms for family and entertaining. A must see. Where else are you going to find a house…

MLS 556125

COUNTY, FL 33042
$599,900
CUDJOE KEY, FL 33042
20986 2nd

3 Beds 2 Baths Square Ft: 1748
Single Family Home - MLS#: 555952
Community: Cudjoe Gardens - Mile Marker (MM) 21.0

Gorgeous 3/2 located in prestigious Cudjoe Garden's. This property features a brand new concrete dock, boat lift, brick pavers and new screen porch. The interior features new paint, stainless steel appliances,…

MLS 555952

COUNTY, FL 33042
$599,000
CUDJOE KEY, FL 33042
220 Airport

3 Beds 2 Baths Square Ft: 1390
Single Family Home - MLS#: 555008
Community: Summerland Key Cove - Mile Marker (MM) 25.0

Private Fly in community w/ outstanding deep water boat dockage.Spacious concrete custom home with nice tile floors, well planned kitchen and lovely screened porch. 2 large storage areas below the home.…

MLS 555008

COUNTY, FL 33042
$599,000
CUDJOE KEY, FL 33042
27454 Guadaloupe

3 Beds 4 Baths Square Ft: 1926
Single Family Home - MLS#: 556419
Community: Breezeswept Bch Est - Mile Marker (MM) 27.5

This beautiful canal front CBS home has three bedrooms & 4 bathrooms, newly remodeled to perfection, Kitchen counters done with beautiful Silestone, Master suite sits on top level with private sitting…

MLS 556419

COUNTY, FL 33042
$599,000
CUDJOE KEY, FL 33042
728 We Shore

3 Beds 3 Baths Square Ft: 1520
Single Family Home - MLS#: 556426
Community: Summerland Key Cove - Mile Marker (MM) 25.0

Move in ready beautiful newer 3/3 CBS waterfront home in prestigious Summerland Key. Short boat ride out to the open water, 60 ft of concrete seawall, davits, and extra wide canal- perfect for the big…

MLS 556426

COUNTY, FL 33042
$599,000
CUDJOE KEY, FL 33042
21029 5th

3 Beds 2 Baths Square Ft: 1979
Single Family Home - MLS#: 555023
Community: Cudjoe Gardens - Mile Marker (MM) 21.0

This professionally decorated Tommy Bahama style 3 bedroom, 2 bath home is one of the nicest on the market today! Outdoor living, fishing, kayaking, barbeques in the evening, “toasts'' with friends…

MLS 555023

COUNTY, FL 33042
$599,000
CUDJOE KEY, FL 33042
21220 Conch

2 Beds 2 Baths Square Ft: 1024
Single Family Home - MLS#: 555272
Community: Cudjoe Cove - Mile Marker (MM) 22.0

This well-built open water CBS home has it all, located in private 9-home community! Gorgeous open water views. Beautiful landscaping, private oasis. Deeded Boat slip up to 30', fish cleaning station…

MLS 555272

COUNTY, FL 33042
$599,000
CUDJOE KEY, FL 33042
22378 Jolly Roger

3 Beds 2.1 Baths Square Ft: 1536
Single Family Home - MLS#: 547407
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

Atlantic Views & Great Boating. Southern Exposure, Oceanfront 3 bedroom 2.5 bath home with 2 car garage, screen porch, metal roof and Key West charm. One of the better open water homes with good boating.…

MLS 547407

COUNTY, FL 33042
$598,000
CUDJOE KEY, FL 33042
22861 Buccaneer

2 Beds 2.1 Baths Square Ft: 1594
Single Family Home - MLS#: 555845
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

Beautifully appointed home with pool, hot tub, screened room, outside bar/entertainment area, garage and workshop. 2 bd/2.5 ba with additional loft, granite/stainless kitchen, open beam ceilings, metal…

MLS 555845

COUNTY, FL 33042
$597,000
CUDJOE KEY, FL 33042
393 Barry

2 Beds 2 Baths Square Ft: 1531
Single Family Home - MLS#: 556359
Community: Barry Beach - Mile Marker (MM) 29.0

KEYS COTTAGE ON THE OPEN WATER offers stunning sunrises over Pine Channel, plus beautiful sunsets over wetlands. Property includes 1 acre of bay bottom & dock built in 1999. Great access to your favorite…

MLS 556359

COUNTY, FL 33042
$589,900
CUDJOE KEY, FL 33042
637 E. Caribbean East

2 Beds 2 Baths Square Ft: 1200
Single Family Home - MLS#: 536228
Community: Summerland Key Cove - Mile Marker (MM) 25.0

Stylish beach decor round out this great waterfront home. Gorgeous crystal clear waterfront home with dock minutes to open ocean and with some frontal open ocean views, quality built to accommodate 3rd…

MLS 536228

COUNTY, FL 33042
$589,000
CUDJOE KEY, FL 33042
442 West Shore

4 Beds 4 Baths Square Ft: 2200
Single Family Home - MLS#: 555241
Community: Summerland Key Cove - Mile Marker (MM) 25.0

Large remodeled concrete 4 BR 4 BA home on 2 lots in prestigious Summerland Key. Great deep water boating w/ 100 ft of concrete seawall, new 18,000 LB boat lift & quick access out to the ocean. Interior…

MLS 555241

COUNTY, FL 33042
$579,000
CUDJOE KEY, FL 33042
23017 Sailfish

3 Beds 2 Baths Square Ft: 1280
Single Family Home - MLS#: 556417
Community: Cudjoe Ocean Shores - Mile Marker (MM) 23.0

Solid concrete 3 bed/2 bath home on the preferred Kemp channel side for great boating access. Large corner lot with nice ocean views down the canal. Home is very low maintenance and has an attractive…

MLS 556417

COUNTY, FL 33042
$578,000
CUDJOE KEY, FL 33042
836 Gulf

3 Beds 3 Baths Square Ft: 1928
Single Family Home - MLS#: 556715
Community: Summerland Cove Isle - Mile Marker (MM) 25.5

Super Summerland Key location. Home of the big boats and serious anglers. This solid concrete home boast over 1900 s.f. of living space. Peaceful open water views from master, kitchen and living areas.…

MLS 556715

COUNTY, FL 33042
$575,000
CUDJOE KEY, FL 33042
280 W Indies

4 Beds 2 Baths Square Ft: 1575
Single Family Home - MLS#: 555264
Community: Breezeswept Bch Est - Mile Marker (MM) 27.5

OPEN WATER VIEW TO OCEAN NEW A/C,NEW WINDOWS,FRESHLY PAINTED SPACIOUS ROOMS COVERED OUTER DECKS,WALK AROUND DECKS YOU OWN END OF CANAL WITH DOUBLE LOT DOCK,BEAUTIFUL TROPICAL FOLIAGE

MLS 555264

COUNTY, FL 33042
$559,000
CUDJOE KEY, FL 33042
408 Sawyer

2 Beds 2 Baths Square Ft: 1700
Single Family Home - MLS#: 555977
Community: Cudjoe Gardens - Mile Marker (MM) 21.0

Gorgeous views from every window! Enjoy beautiful sunsets year-round from this very private, 2 bed/2 baths open floor plan home, new energy star appl oversized laundry rm, pocket doors throughout leading…

MLS 555977

COUNTY, FL 33042
$549,000
CUDJOE KEY, FL 33042
22937 Port Royal

3 Beds 2 Baths Square Ft: 1453
Single Family Home - MLS#: 556544
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

Beautiful well kept 3 bedroom 2 bath plus study/den, canal front home on double lot, with wood floors, lots of sliding doors, great kitchen with granite counters, master suite with walk in closet and…

MLS 556544

COUNTY, FL 33042
$549,000
CUDJOE KEY, FL 33042
1195 Hakluyt

2 Beds 2 Baths Square Ft: 1140
Single Family Home - MLS#: 556135
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

Enjoy stunning sunsets over the open water from this beautifully remodeled home. Located in a quiet neighborhood this property offers lots of privacy surrounded by open land on all sides. Great oceanside…

MLS 556135

COUNTY, FL 33042
$549,000
CUDJOE KEY, FL 33042
1050 Coxon

3 Beds 2 Baths Square Ft: 1078
Single Family Home - MLS#: 555311
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

Quick open Water Access from 60 Ft Concrete dock. Two Boat lifts for your Ocean and Bay Boats. New concrete Pool with security fence and a legal Downstairs enclosure for all your storage needs. Home has…

MLS 555311

COUNTY, FL 33042
$549,000
CUDJOE KEY, FL 33042
485 South Point

2 Beds 2 Baths Square Ft: 1428
Single Family Home - MLS#: 556537
Community: Sugarloaf Shores - Mile Marker (MM) 17.0

Great Location this 2 bedroom 2 bath CBS home in Sugarloaf Key that sits on a canal and a 18,000+ sq.ft. lot. Quiet and tranquil location, enjoy the open floor plan great for entertaining, great outdoor…

MLS 556537

COUNTY, FL 33042
$549,000
CUDJOE KEY, FL 33042
20862 8th

2 Beds 2 Baths Square Ft: 1555
Single Family Home - MLS#: 556259
Community: Cudjoe Gardens - Mile Marker (MM) 21.0

Deep water access, no bridges, 120 ft. seawall perfect for multiple boat owners, dock is equiped with boat lift + davits, shorepower. This home has two bedrooms and two baths. Master suite has private…

MLS 556259

COUNTY, FL 33042
$539,000
CUDJOE KEY, FL 33042
978 Gulf

2 Beds 2 Baths Square Ft: 1056
Single Family Home - MLS#: 555916
Community: Summerland Cove Isle - Mile Marker (MM) 25.5

Summerland Key Cove. This immaculate home with new impact window and doors upgraded baths and hardiplank siding! Concrete seawall with step down on the most beautiful flow through canal in the Lower Keys.…

MLS 555916

COUNTY, FL 33042
$535,000
CUDJOE KEY, FL 33042
28568 John Silver

3 Beds 2 Baths Square Ft: 1300
Single Family Home - MLS#: 550592
Community: Jolly Roger Estates - Mile Marker (MM) 28.5

Elegant 3/2 house built to 175MPH wind, metal roof & hardiboard siding. Quality construction with top of the line upgrades. Split open floor plan, lg. master with dream closet, porcelain tile, 7+ seat…

MLS 550592



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The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Florida Keys Board of Realtors Florida Keys MLS, Inc. Real estate listings held by brokerage firms other than (Shoreline Properties) are marked with the MLS Log and detailed information about them included the name of the listing brokers office.

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