Upper Keys Homes For Sale

Cudjoe Key Luxury Real Estate, Cudjoe Key Luxury Homes For Sale, Florida Keys (FL)

Browse luxury homes and houses, ultra luxury single family waterfront homes for sale in the FLA Keys. Your source for the most exclusive properties with the hottest luxury real estate to hit the market, properties updated daily.

(94) PROPERTIES

MLS# 557149
$6,500,000
15620 Old State Road 4A CUDJOE KEY, FL 33042
7 Beds 6.1 Baths Square Ft: 3348
Single Family - MLS#: 557149
Community: Misc BaypointSugarl homes
Private estate with 350 ft of natural white sand beach on the Atlantic Ocean. Main house with guest cottages and other out buildings. 500 ft dock with 45,000 lb boat lift. Spectacular rock pool with grotto… luxury homes for sale

MLS# 557149

MLS# 555501
$4,950,000
16750 Old State CUDJOE KEY, FL 33042
6 Beds 5.1 Baths Square Ft: 5208
Single Family - MLS#: 555501
Community: Sugarloaf Shores homes
Unforgettable Keys Estate located behind a security gate, with lush tropical landscape, irrigation, bug mister, whole house generator, total remodel, beautiful views from every room,about 3 acres total.… luxury homes for sale

MLS# 555501

MLS# 556927
$3,999,000
1446 Calle Bogota CUDJOE KEY, FL 33042
4 Beds 4 Baths Square Ft: 4706
Single Family - MLS#: 556927
Community: Summerland Beach homes
Situated directly on the Atlantic on the southern tip of world famous Summerland Key with some of the most stunning views in the Keys. This 4 bedroom 4 bath home was built to perfection with over 4500… luxury homes for sale

MLS# 556927

MLS# 552235
$2,999,999
974 Flagship CUDJOE KEY, FL 33042
3 Beds 3.1 Baths Square Ft: 4200
Single Family - MLS#: 552235
Community: Summerland Cove Isle homes
Spectacular Oceanfront Location. Built like a fortress, concrete home with high impact windows & doors. Bronze doors welcome you at this estate home. Experience the unsurpassed watercolor views of the… luxury homes for sale

MLS# 552235

MLS# 556152
$2,450,000
CUDJOE KEY, FL 33042
4 Beds 3.1 Baths
Single Family - MLS#: 556152
Community: Summerland Cove Isle homes
luxury homes for sale

MLS# 556152

MLS# 556777
$2,395,000
865 E Shore CUDJOE KEY, FL 33042
5 Beds 4 Baths Square Ft: 3127
Single Family - MLS#: 556777
Community: Summerland Beach homes
Casa Blanca. This Key West inspired ocean front estate sits on approximately 1/2 acre of pristine beach front property. Surrounded by flourishing tropical vegetation, this home has one of the few real… luxury homes for sale

MLS# 556777

MLS# 555147
$2,350,000
20824 W 9TH CUDJOE KEY, FL 33042
4 Beds 4.2 Baths Square Ft: 4069
Single Family - MLS#: 555147
Community: Cudjoe Gardens homes
Remarkable newer built home in prestigious Cudjoe Gardens. With a very unique layout, enjoy 4 bdrms, 4 bth, 2 halfbaths, a separate guest quarter, office, gym, library loft, high ceiling living rm, fans… luxury homes for sale

MLS# 555147

MLS# 553078
$1,950,000
1243 Ocean CUDJOE KEY, FL 33042
4 Beds 3 Baths Square Ft: 2006
Single Family - MLS#: 553078
Community: Summerland Beach homes
Tropical Sunrises - Immerse yourself in gorgeous sunrises over the Caribbean Ocean from this beautiful Summerland Beach location. This open water, pre-firm home sits on one of the largest parcels of land… luxury homes for sale

MLS# 553078

MLS# 552668
$1,900,000
17 E Shore CUDJOE KEY, FL 33042
5 Beds 5 Baths Square Ft: 3877
Single Family - MLS#: 552668
Community: Summerland Estates homes
Amazing opportunity. A huge estate property located in the Summerland Beach area. The property includes approximately 13 acres and encompasses both sides of East Shore Drive and has three existing houses.… luxury homes for sale

MLS# 552668

MLS# 556472
$1,900,000
185 La Fitte CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1284
Single Family - MLS#: 556472
Community: Jolly Roger Estates homes
Extraordinary chance to purchase 3 LOTS on the open water with epic sunrise views & 180 ft of great deep water boating access. Enjoy your privacy with the numerous palms, concrete wall and electronic… luxury homes for sale

MLS# 556472

MLS# 556741
$1,899,000
16606 Holly CUDJOE KEY, FL 33042
3 Beds 3 Baths Square Ft: 1800
Single Family - MLS#: 556741
Community: Sugarloaf Shores homes
Magnificent point lot in Prestigious South Point. This huge gated property features lush landscaping and a custom heated pool. There is over 300' of open water frontage and 122' of protected seawall with… luxury homes for sale

MLS# 556741

MLS# 556739
$1,799,000
25360 1st CUDJOE KEY, FL 33042
4 Beds 3.1 Baths Square Ft: 3161
Single Family - MLS#: 556739
Community: Summerland Beach homes
Big Boat Alert! Deepest Protected Dockage in the Lower Keys!! Magnificent CBS home with over 3000 SqFt under air. Legal guest quarters downstairs;bar; storage;garage;workshop;cathedral ceilings;billiards… luxury homes for sale

MLS# 556739

MLS# 555644
$1,750,000
17011 Marlin Unit West CUDJOE KEY, FL 33042
3 Beds 3 Baths Square Ft: 1538
Single Family - MLS#: 555644
Community: Sugarloaf Shores homes
PARADISE FOUND! One of a Kind Open Water Estate Property, Great Boating, basin/ramp, extremely private ½ + acre with the most sought after southwestern location in Sugarloaf. 300 ft of exclusive PRIVATE… luxury homes for sale

MLS# 555644

MLS# 554912
$1,699,999
22614 Jolly Roger CUDJOE KEY, FL 33042
4 Beds 2.1 Baths Square Ft: 1924
Single Family - MLS#: 554912
Community: Cutthroat Harbor Est homes
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… luxury homes for sale

MLS# 554912

MLS# 553503
$1,699,000
633 Sawyer CUDJOE KEY, FL 33042
3 Beds 3 Baths Square Ft: 2710
Single Family - MLS#: 553503
Community: Cudjoe Gardens homes
Stunning Open Water Views from this three bedroom three bath two story home. The property faces the southeast to catch the tropical breezes. Custom built with marble bathrooms, Jerusalem stone counter… luxury homes for sale

MLS# 553503

MLS# 553530
$1,699,000
22572 Jolly Roger CUDJOE KEY, FL 33042
5 Beds 3 Baths Square Ft: 2511
Single Family - MLS#: 553530
Community: Cutthroat Harbor Est homes
''Oceanfront Playground'' 5 Bed/3 Bath home with over 2000 Sq.Ft. of living area. This home boasts breath taking views of the Atlantic Ocean, 140 feet of waterfront, heated pool, private beach, 2 docks,… luxury homes for sale

MLS# 553530

MLS# 536033
$1,650,000
385 South Point CUDJOE KEY, FL 33042
3 Beds 3 Baths Square Ft: 2532
Single Family - MLS#: 536033
Community: Sugarloaf Shores homes
This custom home features the award winning architecture and landscape design work of D’Asign Source! Enjoy easy access to deep water, substantial enclosed storage and a pool from this stunning 3 bedroom… luxury homes for sale

MLS# 536033

MLS# 543768
$1,599,000
855 Ea SHORE CUDJOE KEY, FL 33042
4 Beds 4 Baths Square Ft: 3564
Single Family - MLS#: 543768
Community: Summerland Beach homes
The magic of the ocean combined with the extensive lush landscaping offers complete privacy in this colossal estate. Features of the estate include 4 bedrooms and 4 bathrooms with 2 master suites, 2 zone… luxury homes for sale

MLS# 543768

MLS# 555971
$1,577,000
1195 Thatch CUDJOE KEY, FL 33042
3 Beds 3 Baths Square Ft: 2134
Single Family - MLS#: 555971
Community: Cutthroat Harbor Est homes
With unlimited open water views,300 ft of shoreline & a beautiful tropical pool with waterfall,this unique custom home has it all! Main house is 2/2 w/large modern kitchen, open living and dining areas… luxury homes for sale

MLS# 555971

MLS# 552094
$1,500,000
16550 Old State Rd 4A CUDJOE KEY, FL 33042
3 Beds 3 Baths Square Ft: 2845
Single Family - MLS#: 552094
Community: Sugarloaf Beach homes
Tranquility Cove, a secluded 2 acre oceanfront gated estate on prestigious Sugarloaf Beach & just minutes to the magic of Key West. Resort-style property offers a lagoon-style pool w/waterfall, fountain… luxury homes for sale

MLS# 552094

MLS# 556142
$1,500,000
5420 Dorn CUDJOE KEY, FL 33042
3 Beds 2.1 Baths Square Ft: 1881
Single Family - MLS#: 556142
Community: Dorns Sub homes
Gated estate quality property with 3.5 acres on beautiful, pristine Big Torch Key. This home consists of main house with multiple living areas, and a detached 4 car garage with mother-in-law quarters.… luxury homes for sale

MLS# 556142

MLS# 553740
$1,500,000
21640 Overseas Hwy CUDJOE KEY, FL 33042
4 Beds 5 Baths Square Ft: 4044
Single Family - MLS#: 553740
Community: Sacarma homes
Spectacular 4 BR 5 BA oceanfront estate sprawling over 1.2 Acres w/sandy beach. Picture perfect ocean views & breezes are enjoyed from all living areas & on the upper & lower screened verandas. Fully… luxury homes for sale

MLS# 553740

MLS# 548237
$1,499,000
20952 6th CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 2190
Single Family - MLS#: 548237
Community: Cudjoe Gardens homes
Gorgeous custom built 3 bedroom 2 bath CBS home located in prestigous Cujoe Gardens. The exterior of this home features a heated swimming, brick paver patio, seawall with davit pads and a garage. The… luxury homes for sale

MLS# 548237

MLS# 555667
$1,425,000
16624 Croton CUDJOE KEY, FL 33042
3 Beds 3 Baths Square Ft: 2574
Single Family - MLS#: 555667
Community: Sugarloaf Shores homes
Gorgeous sunsets over the bay at this stunning 3 BR home located on one of Sugarloaf's premier point lots in prestigious South Point. The resort-style home boasts lots of amenities incl:waterfront pool… luxury homes for sale

MLS# 555667

MLS# 556769
$1,350,000
19551 Indian Mound CUDJOE KEY, FL 33042
3 Beds 3 Baths Square Ft: 2828
Single Family - MLS#: 556769
Community: Indian Mound Estates homes
Truly remarkable oceanfront estate on Sugarloaf Key.Built to the highest standards in 2010. Almost 1 acre on Bow Channel. Sandy beach area, boat slip & lift. Home is gorgeous with hand picked granite… luxury homes for sale

MLS# 556769

MLS# 552632
$1,295,000
1090 Gulf CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1711
Single Family - MLS#: 552632
Community: Summerland Cove Isle homes
Point Estate! Rare point, private, gated property in Summerland Isles! Nearly 1/2 acre surrounded by water on 3 sides. Beautiful, completely remodeled, granite countertops, tigerwood floors, CBS/concrete… luxury homes for sale

MLS# 552632

MLS# 556208
$1,249,000
717 La Fitte CUDJOE KEY, FL 33042
3 Beds 3.1 Baths Square Ft: 2716
Single Family - MLS#: 556208
Community: Jolly Roger Estates homes
OPEN WATER SUNRISES in Jolly Roger Estates where oceanside boat access is one of the best in the Lower Keys. Fall in love with this Mediterranean-inspired residence,renovated with exquisite detail and… luxury homes for sale

MLS# 556208

MLS# 553111
$1,195,000
95 Sacarma CUDJOE KEY, FL 33042
5 Beds 3 Baths Square Ft: 2310
Single Family - MLS#: 553111
Community: Sacarma Bay homes
Great Investment Opportunity! Resort-style oceanfront home w/beach, pool, dock & stunning sunset views over ocean. The beautifully decorated 5 BR home boasts a large great room w/open kitchen, fireplace… luxury homes for sale

MLS# 553111

MLS# 553417
$1,150,000
66 Airport CUDJOE KEY, FL 33042
4 Beds 2.1 Baths Square Ft: 2860
Single Family - MLS#: 553417
Community: Summerland Key Cove homes
FLY IN AND BE FISHING IN THE ATLANTIC OCEAN IN MINUTES. This exceptional canal front home is located on the Summerland Air Strip. Four bedrooms, 2 & 1/2 baths plus a large office and an enclosed air plane… luxury homes for sale

MLS# 553417

MLS# 556089
$1,085,000
28425 Jolly Roger CUDJOE KEY, FL 33042
3 Beds 2.1 Baths Square Ft: 2656
Single Family - MLS#: 556089
Community: Jolly Roger Estates homes
Exceptionally designed with detailed elegance. This newly constructed stunning 3 level concrete home with impact windows & metal roof has panoramic ocean views with a private quiet location, & exceptional… luxury homes for sale

MLS# 556089

MLS# 554632
$1,050,000
22388 Jolly Roger CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1888
Single Family - MLS#: 554632
Community: Cutthroat Harbor Est homes
Soothing endless open water view makes time stand still while the stars twinkle brilliantly at night. Observe nature from the large open deck or from the cool interior of this 3 bdrms 2bth new home. Open… luxury homes for sale

MLS# 554632

MLS# 555495
$999,000
482 Brown CUDJOE KEY, FL 33042
4 Beds 2 Baths Square Ft: 1912
Single Family - MLS#: 555495
Community: Ramrod Shores homes
Dazzling sunrises & sunsets over the open water at this pristine bay front property. This architecturally stunning home offers 2,000 SF w/4 BR's, 2 BAs & Study. Gorgeous bay views are enjoyed from the… luxury homes for sale

MLS# 555495

MLS# 555160
$999,000
22910 Hawkins CUDJOE KEY, FL 33042
2 Beds 2.1 Baths Square Ft: 2048
Single Family - MLS#: 555160
Community: Cutthroat Harbor Est homes
Gorgeous Sunset views over the Bay at this 2,000 SF bay front home. Located on a gated 13,000 SF point lot at the end of a quiet neighborhood. Colossal great room w/high ceilings. Large porch offers great… luxury homes for sale

MLS# 555160

MLS# 556738
$999,000
21090 5th East CUDJOE KEY, FL 33042
3 Beds 3 Baths Square Ft: 2398
Single Family - MLS#: 556738
Community: Cudjoe Gardens homes
Spectacular Custom Built Canal Front 3 bedroom 3 bath home, granite counters custom kitchen with Five Star Convection Oven Dual Fuel Gas Burners Electric Oven Kitchen Aid frig & microwave & dishwasher,… luxury homes for sale

MLS# 556738

MLS# 553684
$999,000
20942 6th Unit West CUDJOE KEY, FL 33042
3 Beds 3 Baths Square Ft: 2772
Single Family - MLS#: 553684
Community: Cudjoe Gardens homes
Deep Water Access minutes to Ocean or Back country, Gorgeous Custom Built 2772 sq ft CBS Home sits on a 15,600 sq ft lot with 110' concrete seawall/dock + davits. Back of home faces the Southern Exposure.… luxury homes for sale

MLS# 553684

MLS# 554668
$995,000
917 E Shore CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1496
Single Family - MLS#: 554668
Community: Summerland Beach homes
Huge Price Reduction! Your Private Tropical Resort Location. This estate plot is located in prestigious Summerland Beach, a community of beach front multi-million dollar homes. The large ocean front property… luxury homes for sale

MLS# 554668

MLS# 551132
$995,000
1147 Flagship CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 2058
Single Family - MLS#: 551132
Community: Summerland Cove Isle homes
PANORAMIC OPEN WATER VIEWS right from your roof top balcony! Just seconds todeep water access, flow through swimming canal. This 3BD/2BA Summerland Cove home offers: cathedral ceilings, open floor plan,… luxury homes for sale

MLS# 551132

MLS# 547705
$975,000
546 E Caribbean CUDJOE KEY, FL 33042
3 Beds 3 Baths Square Ft: 2240
Single Family - MLS#: 547705
Community: Summerland Key Cove homes
PRICE REDUCED on this MILLION DOLLAR VIEW HOME, Must see inside this is not a drive by. Owner Motivated,Bring all offers! Home is located in Summerland Key's most coveted community.3BD/3BA,Ocean Front… luxury homes for sale

MLS# 547705

MLS# 556762
$899,000
543 Dogwood CUDJOE KEY, FL 33042
4 Beds 3 Baths Square Ft: 2372
Single Family - MLS#: 556762
Community: Sugarloaf Shores homes
Fantastically Constructed 4 bedroom 3 bath estate with beautiful views of the open water. This CBS home boasts concrete poured floors, open floor plan and soaring cathedral ceilings. New Kitchen, heated… luxury homes for sale

MLS# 556762

MLS# 556785
$899,000
17110 La Brisa CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1510
Single Family - MLS#: 556785
Community: Sugarloaf Shores homes
Fabulous sunsets over the sound from this impeccably renovated Keys cottage in Sugarloaf Shores. Located on a premier point lot the home boasts over 430' of waterfront w/protected dockage & ramp. Hardwood… luxury homes for sale

MLS# 556785

MLS# 547406
$899,000
360 South Point CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1428
Single Family - MLS#: 547406
Community: Sugarloaf Shores homes
CBS Open Water. This home has great bones with fantastic sunset views. Concrete seawall, mature landscaping, completely fenced, walk around deck and privacy! This home needs a little work but it is worth… luxury homes for sale

MLS# 547406

MLS# 554980
$899,000
21070 5TH CUDJOE KEY, FL 33042
3 Beds 3 Baths Square Ft: 2755
Single Family - MLS#: 554980
Community: Cudjoe Gardens homes
Deep Water Access, No Bridges, Gorgeous CBS home, enter into the soaring foyer to the 12 ft ceiling, this 3 bedroom 3 bath with study/bedroom,large kitchen with double sink, granite counters plenty of… luxury homes for sale

MLS# 554980

MLS# 551535
$890,000
589 Pattison CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1892
Single Family - MLS#: 551535
Community: Cudjoe Gardens homes
Beautiful, brand new construction of 2560 sq ft solid concrete home. Outstanding boating, deep water point lot. Beautiful porches throughout and a 1400 sq ft roof top deck with panoramic open water view.… luxury homes for sale

MLS# 551535

MLS# 551985
$849,000
695 La Fitte CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 896
Single Family - MLS#: 551985
Community: Jolly Roger Estates homes
Open water sunrise views of New Found Harbor. Fantastic boating and beautiful water. Concrete home with Hurricane windows. Recent remodle , beautiful kitchen and baths. Tile floors. Sandy beach.Very relaxing… luxury homes for sale

MLS# 551985

MLS# 545981
$847,000
840 Lagoon CUDJOE KEY, FL 33042
4 Beds 2.1 Baths Square Ft: 1528
Single Family - MLS#: 545981
Community: Summerland Cove Isle homes
SUNSET DREAMS - Beautiful sunsets are included with this 4 bedroom 2.5 bath home. Located on a clear deep canal second in from openwater. Some features are a large open central living area opening out… luxury homes for sale

MLS# 545981

MLS# 554461
$810,000
321 Avenue D CUDJOE KEY, FL 33042
4 Beds 2 Baths Square Ft: 2800
Single Family - MLS#: 554461
Community: Summerland Beach homes
Keys Beach house with cedar & cypress interior wood finishes. Natural sandy beach out front. Expansive open water views and situated to capture the south easterly sea breezes which flow through the house.… luxury homes for sale

MLS# 554461

MLS# 556834
$799,000
1175 Thatch CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1301
Single Family - MLS#: 556834
Community: Cutthroat Harbor Est homes
Sit in your screened-in lanai, sip a cup of coffee, while you look look out at amazing open water views. This 3 bedroom, 2 bath CBS home has a fenced, gated, corner double lot with plenty of parking and… luxury homes for sale

MLS# 556834

MLS# 556955
$799,000
90 Sawyer CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1972
Single Family - MLS#: 556955
Community: Cudjoe Gardens homes
Beautiful custom built canal front home with lush tropical landscaping in a great neighborhood. Open floor plan with custom details that include crown moulding, granite countertops, S.S. appliances, bar,… luxury homes for sale

MLS# 556955

MLS# 556793
$799,000
17191 Seagrape CUDJOE KEY, FL 33042
4 Beds 3 Baths Square Ft: 2462
Single Family - MLS#: 556793
Community: Sugarloaf Shores homes
Beautiful custom built concrete stilt home, poured concrete floors, custom molding, impact resistant windows,large porches, large kitchen with Cherry Cabinets & stainless appliances, adjacent to great… luxury homes for sale

MLS# 556793

MLS# 556980
$799,000
1264 Rogers CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1599
Single Family - MLS#: 556980
Community: Cutthroat Harbor Est homes
True Atlantic Ocean front home. This home was custom built by Pinewood Enterprises for the discriminating buyer! This concrete home boasts big bedrooms, multiple decks, endless views, open floor plan,… luxury homes for sale

MLS# 556980

MLS# 556388
$785,000
17066 BONITA CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1912
Single Family - MLS#: 556388
Community: Sugarloaf Shores homes
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… luxury homes for sale

MLS# 556388

MLS# 556295
$785,000
293 Barry CUDJOE KEY, FL 33042
4 Beds 4 Baths Square Ft: 1196
Single Family - MLS#: 556295
Community: Barry Beach homes
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 &… luxury homes for sale

MLS# 556295

MLS# 556000
$779,000
25368 2nd CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1392
Single Family - MLS#: 556000
Community: Summerland Beach homes
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… luxury homes for sale

MLS# 556000

MLS# 556427
$769,000
635 La Fitte CUDJOE KEY, FL 33042
4 Beds 2.1 Baths Square Ft: 2676
Single Family - MLS#: 556427
Community: Jolly Roger Estates homes
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,… luxury homes for sale

MLS# 556427

MLS# 557107
$759,000
581 Sawyer CUDJOE KEY, FL 33042
6 Beds 4 Baths Square Ft: 4361
Single Family - MLS#: 557107
Community: Cudjoe Gardens homes
luxury homes for sale

MLS# 557107

MLS# 554277
$749,000
471 Lafitte CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1440
Single Family - MLS#: 554277
Community: Jolly Roger Estates homes
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… luxury homes for sale

MLS# 554277

MLS# 556737
$749,000
319 La Fitte CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1016
Single Family - MLS#: 556737
Community: Jolly Roger Estates homes
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… luxury homes for sale

MLS# 556737

MLS# 556422
$699,000
17183 Coral CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1480
Single Family - MLS#: 556422
Community: Sugarloaf Shores homes
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)… luxury homes for sale

MLS# 556422

MLS# 548497
$699,000
17213 La Brisa CUDJOE KEY, FL 33042
3 Beds 3 Baths Square Ft: 3351
Single Family - MLS#: 548497
Community: Sugarloaf Shores homes
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… luxury homes for sale

MLS# 548497

MLS# 554560
$699,000
1043 Labat CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1337
Single Family - MLS#: 554560
Community: Cutthroat Harbor Est homes
BREATHTAKING OCEAN VIEWS from this solid concrete, renovated 3BD/2BA home. luxury homes for sale

MLS# 554560

MLS# 556679
$699,000
564 Westshore CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1650
Single Family - MLS#: 556679
Community: Summerland Key Cove homes
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… luxury homes for sale

MLS# 556679

MLS# 553286
$699,000
2222 Middle Torch CUDJOE KEY, FL 33042
4 Beds 2 Baths Square Ft: 2220
Single Family - MLS#: 553286
Community: Misc Middle Torch Key homes
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,… luxury homes for sale

MLS# 553286

MLS# 556045
$699,000
28564 Capt Kidd CUDJOE KEY, FL 33042
4 Beds 3 Baths Square Ft: 2442
Single Family - MLS#: 556045
Community: Jolly Roger Estates homes
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… luxury homes for sale

MLS# 556045

MLS# 556543
$697,000
20880 Sixth CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1626
Single Family - MLS#: 556543
Community: Cudjoe Gardens homes
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… luxury homes for sale

MLS# 556543

MLS# 557021
$679,000
25210 Fourth CUDJOE KEY, FL 33042
4 Beds 2 Baths Square Ft: 2000
Single Family - MLS#: 557021
Community: Summerland Beach homes
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… luxury homes for sale

MLS# 557021

MLS# 555452
$675,000
20979 5th CUDJOE KEY, FL 33042
4 Beds 3 Baths Square Ft: 2583
Single Family - MLS#: 555452
Community: Cudjoe Gardens homes
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… luxury homes for sale

MLS# 555452

MLS# 546376
$650,000
937 Gulf CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1800
Single Family - MLS#: 546376
Community: Summerland Cove Isle homes
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… luxury homes for sale

MLS# 546376

MLS# 555323
$649,000
1052 E Caribbean CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1480
Single Family - MLS#: 555323
Community: Summerland Key Cove homes
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… luxury homes for sale

MLS# 555323

MLS# 556084
$649,000
20791 2ND CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1521
Single Family - MLS#: 556084
Community: Cudjoe Gardens homes
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,… luxury homes for sale

MLS# 556084

MLS# 556662
$647,000
23052 Snapper CUDJOE KEY, FL 33042
3 Beds 2.1 Baths Square Ft: 2400
Single Family - MLS#: 556662
Community: Cudjoe Ocean Shores homes
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… luxury homes for sale

MLS# 556662

MLS# 556600
$639,900
21210 Conch CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1508
Single Family - MLS#: 556600
Community: Cudjoe Cove homes
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!!… luxury homes for sale

MLS# 556600

MLS# 543427
$626,400
7 Little Knockemdown Key CUDJOE KEY, FL 33042
2 Beds 1 Baths Square Ft: 360
Single Family - MLS#: 543427
Community: Misc Summerland Key homes
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… luxury homes for sale

MLS# 543427

MLS# 556125
$620,000
165 Cutlass CUDJOE KEY, FL 33042
4 Beds 3 Baths Square Ft: 2448
Single Family - MLS#: 556125
Community: Cutthroat Harbor Est homes
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… luxury homes for sale

MLS# 556125

MLS# 555952
$599,900
20986 2nd CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1748
Single Family - MLS#: 555952
Community: Cudjoe Gardens homes
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,… luxury homes for sale

MLS# 555952

MLS# 555008
$599,000
220 Airport CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1390
Single Family - MLS#: 555008
Community: Summerland Key Cove homes
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.… luxury homes for sale

MLS# 555008

MLS# 556419
$599,000
27454 Guadaloupe CUDJOE KEY, FL 33042
3 Beds 4 Baths Square Ft: 1926
Single Family - MLS#: 556419
Community: Breezeswept Bch Est homes
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… luxury homes for sale

MLS# 556419

MLS# 556426
$599,000
728 We Shore CUDJOE KEY, FL 33042
3 Beds 3 Baths Square Ft: 1520
Single Family - MLS#: 556426
Community: Summerland Key Cove homes
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… luxury homes for sale

MLS# 556426

MLS# 555023
$599,000
21029 5th CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1979
Single Family - MLS#: 555023
Community: Cudjoe Gardens homes
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… luxury homes for sale

MLS# 555023

MLS# 555272
$599,000
21220 Conch CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1024
Single Family - MLS#: 555272
Community: Cudjoe Cove homes
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… luxury homes for sale

MLS# 555272

MLS# 547407
$599,000
22378 Jolly Roger CUDJOE KEY, FL 33042
3 Beds 2.1 Baths Square Ft: 1536
Single Family - MLS#: 547407
Community: Cutthroat Harbor Est homes
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.… luxury homes for sale

MLS# 547407

MLS# 555845
$598,000
22861 Buccaneer CUDJOE KEY, FL 33042
2 Beds 2.1 Baths Square Ft: 1594
Single Family - MLS#: 555845
Community: Cutthroat Harbor Est homes
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… luxury homes for sale

MLS# 555845

MLS# 556359
$597,000
393 Barry CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1531
Single Family - MLS#: 556359
Community: Barry Beach homes
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… luxury homes for sale

MLS# 556359

MLS# 536228
$589,900
637 E. Caribbean East CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1200
Single Family - MLS#: 536228
Community: Summerland Key Cove homes
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… luxury homes for sale

MLS# 536228

MLS# 556417
$579,000
23017 Sailfish CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1280
Single Family - MLS#: 556417
Community: Cudjoe Ocean Shores homes
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… luxury homes for sale

MLS# 556417

MLS# 556715
$578,000
836 Gulf CUDJOE KEY, FL 33042
3 Beds 3 Baths Square Ft: 1928
Single Family - MLS#: 556715
Community: Summerland Cove Isle homes
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.… luxury homes for sale

MLS# 556715

MLS# 555264
$575,000
280 W Indies CUDJOE KEY, FL 33042
4 Beds 2 Baths Square Ft: 1575
Single Family - MLS#: 555264
Community: Breezeswept Bch Est homes
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 luxury homes for sale

MLS# 555264

MLS# 555977
$559,000
408 Sawyer CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1700
Single Family - MLS#: 555977
Community: Cudjoe Gardens homes
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… luxury homes for sale

MLS# 555977

MLS# 556544
$549,000
22937 Port Royal CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1453
Single Family - MLS#: 556544
Community: Cutthroat Harbor Est homes
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… luxury homes for sale

MLS# 556544

MLS# 556135
$549,000
1195 Hakluyt CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1140
Single Family - MLS#: 556135
Community: Cutthroat Harbor Est homes
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… luxury homes for sale

MLS# 556135

MLS# 555311
$549,000
1050 Coxon CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1078
Single Family - MLS#: 555311
Community: Cutthroat Harbor Est homes
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… luxury homes for sale

MLS# 555311

MLS# 556537
$549,000
485 South Point CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1428
Single Family - MLS#: 556537
Community: Sugarloaf Shores homes
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… luxury homes for sale

MLS# 556537

MLS# 556259
$549,000
20862 8th CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1555
Single Family - MLS#: 556259
Community: Cudjoe Gardens homes
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… luxury homes for sale

MLS# 556259

MLS# 555916
$539,000
978 Gulf CUDJOE KEY, FL 33042
2 Beds 2 Baths Square Ft: 1056
Single Family - MLS#: 555916
Community: Summerland Cove Isle homes
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.… luxury homes for sale

MLS# 555916

MLS# 550592
$535,000
28568 John Silver CUDJOE KEY, FL 33042
3 Beds 2 Baths Square Ft: 1300
Single Family - MLS#: 550592
Community: Jolly Roger Estates homes
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… luxury homes for sale

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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