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Cudjoe Key Waterfront Homes, Condos and Properties For Sale

(191) PROPERTIES

COUNTY, FL 33042
$339,500
CUDJOE KEY, FL 33042
813 Indies

2 Beds 2 Baths Square Ft: 960
Single Family Home - MLS#: 554302
Community: Breezeswept Bch Est - Mile Marker (MM) 27.5

Beautiful Sunsets over the mangroves/salt pond area. This canal front home also offers good boating to the Ocean right from your own private dock. 2 car garage with lots of storage, hurricane shutters,…

MLS 554302

COUNTY, FL 33042
$340,000
CUDJOE KEY, FL 33042
701 Spanish Main , Unit 215

2 Beds 2 Baths Square Ft: 816
Mobile Home - MLS#: 557679
Community: Venture Out - Mile Marker (MM) 23.0

Breath taking open water views from this 2Bd/2Ba elevated stilt vacation home. Concrete seawall with 35' dockage, immediate access to ocean. Features open porch, balcony off second bedroom, tile floor,…

MLS 557679

COUNTY, FL 33042
$340,000
CUDJOE KEY, FL 33042
701 Spanish Main , Unit 343

2 Beds 2 Baths Square Ft: 816
Mobile Home - MLS#: 547521
Community: Venture Out - Mile Marker (MM) 23.0

OWNER FINANCING! Immaculate home located on deep water with 35' concrete dock/seawall. Home is in excellent condition! Screened back porch-perfect for entertaining! Abundant storage underneath, with small…

MLS 547521

COUNTY, FL 33042
$349,000
CUDJOE KEY, FL 33042
701 Spanish Main , Unit 593

2 Beds 2 Baths Square Ft: 789
Mobile Home - MLS#: 550302
Community: Venture Out - Mile Marker (MM) 23.0

Only 3 lots in from the open water! Beautiful views of the ocean from the large covered deck. Davits are in place, just waiting for your boat! Located on a 60' wide canal, with a 35' concrete dock/seawall.…

MLS 550302

COUNTY, FL 33042
$349,000
CUDJOE KEY, FL 33042
701 Spanish Main , Unit LOT 160


Vacant Land - MLS#: 557307
Community: Venture Out - Mile Marker (MM) 23.0

OCEANFRONT RV LOT FEATURES 55' CONCRETE SEAWALL w/ fabulous views from all around! Feautures concrete pad and table with hookup for electric, water, sewer and cable. Seawall was rebuilt, located on large…

MLS 557307

COUNTY, FL 33042
$354,000
CUDJOE KEY, FL 33042
701 Spanish Main , Unit LOT 419

2 Beds 2 Baths Square Ft: 816
Single Family Home - MLS#: 557692
Community: Venture Out - Mile Marker (MM) 23.0

Wide canal view front home with 35' of concrete dock with davits. Spacious living area that opens to a large porch over looking canal.Lovingly furnished vacation home with a generous rental history. Easy…

MLS 557692

COUNTY, FL 33042
$359,000
CUDJOE KEY, FL 33042
27385 Barbuda

3 Beds 2 Baths Square Ft: 1056
Single Family Home - MLS#: 556394
Community: Breezeswept Bch Est - Mile Marker (MM) 27.5

Nice 3 bedroom 2 bath canal front stilt home in Breezeswept Beach Estates, only 27 miles from Key West. New metal roof, hurricane shutters. Some new appliances. This property offers good boating to the…

MLS 556394

COUNTY, FL 33042
$369,000
CUDJOE KEY, FL 33042
22923 Anne Bonny

3 Beds 3 Baths Square Ft: 1360
Single Family Home - MLS#: 555639
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

Short Sale Cudjoe canal front home with 3 bedrooms, 3 baths is a great family home. Full bathroom downstairs with tons of storage and workshop. Home has wood and tile floors, finished wood vaulted ceilings,…

MLS 555639

COUNTY, FL 33042
$375,000
CUDJOE KEY, FL 33042
701 Spanish Main , Unit 446

1 Beds 1 Baths Square Ft: 610
Mobile Home - MLS#: 557782
Community: Venture Out - Mile Marker (MM) 23.0

57' Seawall w/ DAVITS, Beautifully maintained yard, Sparkling clean furnished 1Bd/1Ba, enclosed sun room. Lovely mature tropical landscaping. Oversized lot with concrete patio overlooking 60'wide canal.…

MLS 557782

COUNTY, FL 33042
$375,000
CUDJOE KEY, FL 33042
449 Pattison

3 Beds 3.1 Baths Square Ft: 2000
Single Family Home - MLS#: 553697
Community: Cudjoe Gardens - Mile Marker (MM) 21.0

Under Constrction. Opportunity to finish your home, your way in prestigious Cudjoe Gardens. This unique waterfront property allows the construction of a stilt home in a neighborhood generally restricted…

MLS 553697

COUNTY, FL 33042
$375,000
CUDJOE KEY, FL 33042
701 Spanish Main , Unit 364

2 Beds 2 Baths Square Ft: 810
Mobile Home - MLS#: 557947
Community: Venture Out - Mile Marker (MM) 23.0

Beautifully decorated canalfront 2Bd/2Ba vacation home w/a lovely open floor plan,high cathedral ceiling throughout and 2 new sliding glass doors that lead out on a large open deck overlooking the water.…

MLS 557947

COUNTY, FL 33042
$375,000
CUDJOE KEY, FL 33042
674 Candice

3 Beds 2 Baths Square Ft: 1050
Single Family Home - MLS#: 556043
Community: Mates Beach - Mile Marker (MM) 28.5

House Jack Built! This custom built home on 2 lots is a keys getaway. The 3bd/2ba has sliding glass doors all around the great open floor plan to bring the outdoors in. The wrap around deck leads to a…

MLS 556043

COUNTY, FL 33042
$377,000
CUDJOE KEY, FL 33042
Caribbean


Vacant Land - MLS#: 551236
Community: Summerland Key Cove - Mile Marker (MM) 25.0

Emerald Waters - Gorgeous oceanfront lot on Summerland Key - one of the last ones left. Southern exposure with deep draft water for big boat access. Perfect place to build your dream home.

MLS 551236

COUNTY, FL 33042
$389,000
CUDJOE KEY, FL 33042
175 Cutlass

2 Beds 2 Baths Square Ft: 930
Single Family Home - MLS#: 556944
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

Comfortable Cudjoe 2/2, recently updated--roof, deck, dock, kitchen...Impact resistant windows and doors, bamboo flooring. Quick ocean access from this clean home. 24-hour notice to show.

MLS 556944

COUNTY, FL 33042
$389,000
CUDJOE KEY, FL 33042
22993 Calico Jack

3 Beds 2 Baths Square Ft: 1056
Single Family Home - MLS#: 555119
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

Wonderful waterfront location on Cudjoe Key.Just minutes to open water on deep clear canal.Open and spacious 3 bedroom 2 bath family home with over 400 square feet of covered porches.Quiet corner lot…

MLS 555119

COUNTY, FL 33042
$389,000
CUDJOE KEY, FL 33042
28568 Peg Leg

2 Beds 1 Baths Square Ft: 960
Single Family Home - MLS#: 557282
Community: Jolly Roger Estates - Mile Marker (MM) 28.5

SELLER SAYS BIRNG OFFERS !!!! Excellent Oceanside Big Boat Access. This nice 2 bedroom home features high ceilings, open floor plan, nice wood floors and lots of storage area down. Privacy Fence. Located…

MLS 557282

COUNTY, FL 33042
$394,900
CUDJOE KEY, FL 33042
613 Indies

2 Beds 2 Baths Square Ft: 912
Single Family Home - MLS#: 556643
Community: Breezeswept Bch Est - Mile Marker (MM) 27.5

Bank owned canal front turn key 2BD/2BA home. Great boating and awesome sunsets over the salt ponds. Property on the process of being removed from the 1316 list.

MLS 556643

COUNTY, FL 33042
$395,000
CUDJOE KEY, FL 33042
22912 Blackbeard

3 Beds 2 Baths Square Ft: 1280
Single Family Home - MLS#: 557788
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

This is a completely new 3 bedroom 2 bath home with laminate floors, cathedral ceilings,wood cabinets, and all new appliances which sits on a canal in Cudjoe Key Florida.

MLS 557788

COUNTY, FL 33042
$399,000
CUDJOE KEY, FL 33042
27345 Tobago

3 Beds 2 Baths Square Ft: 1092
Single Family Home - MLS#: 557326
Community: Breezeswept Bch Est - Mile Marker (MM) 27.5

NEW custom built waterfront home includes metal roof, hardie board siding and soffit, gutters, impact windows and doors, covered porch overlooking canal, concrete slab under home with finished exterior…

MLS 557326

COUNTY, FL 33042
$399,000
CUDJOE KEY, FL 33042
428 Blackbeard

2 Beds 2 Baths Square Ft: 1140
Single Family Home - MLS#: 556673
Community: Jolly Roger Estates - Mile Marker (MM) 28.5

Custom built home in Jolly Roger Estate has cypress siding, soaring ceilings, wood floors, metal roof, French doors, walk-around screened deck and more! This well-built home has two bedrooms and 2 baths,…

MLS 556673

COUNTY, FL 33042
$399,000
CUDJOE KEY, FL 33042
22949 Sharp

2 Beds 2 Baths Square Ft: 960
Single Family Home - MLS#: 557160
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

Sunset Views & Great Boating Access! This 2 bed/2 bath home is just one lot from the open water on a pristine crystal clear boating canal with quick ocean access. Enjoy evenings on your expansive deck…

MLS 557160

COUNTY, FL 33042
$399,000
CUDJOE KEY, FL 33042
26 We Shore

2 Beds 2 Baths Square Ft: 960
Single Family Home - MLS#: 557937
Community: Summerland Key Cove - Mile Marker (MM) 25.0

Great views down the canal with excellent deep water boating. 2/2 stilt home with metal roof and a deck overlooking the waterfront. Freshly painted with new doors, kitchen island, cathedral ceilings and…

MLS 557937

COUNTY, FL 33042
$399,000
CUDJOE KEY, FL 33042
763 Diane

3 Beds 2 Baths Square Ft: 1283
Single Family Home - MLS#: 557279
Community: Mates Beach - Mile Marker (MM) 28.5

NEW in 2012! All you need in a FL Keys home! Canal front location with quick boating access to Pine Channel. Full concrete seawall and davits. The 3 bed 2 bath home has an open floor plan with all new…

MLS 557279

COUNTY, FL 33042
$399,000
CUDJOE KEY, FL 33042
27391 W Indies

3 Beds 2 Baths Square Ft: 1283
Single Family Home - MLS#: 557861
Community: Breezeswept Bch Est - Mile Marker (MM) 27.5

You'll fall in love with this 3 bedroom 2 bath canal front home on the Ocean side of Ramrod Key. This 2012 built home meets all the current building codes, has impact resistant windows and doors, tile…

MLS 557861

COUNTY, FL 33042
$399,000
CUDJOE KEY, FL 33042
Lot 8,9,10 Peg Leg


Vacant Land - MLS#: 556862
Community: Jolly Roger Estates - Mile Marker (MM) 28.5

3 Contiguous Waterfront Lots in prestigious Jolly Roger Estates for sale! Privacy and great boating from this quiet location. Build your dream house over 3 lots with room for whatever your heart desires!…

MLS 556862

COUNTY, FL 33042
$405,000
CUDJOE KEY, FL 33042
1591 STATE ROAD 4A

2 Beds 1 Baths Square Ft: 1224
Single Family Home - MLS#: 547205
Community: Mates Beach - Mile Marker (MM) 28.5

Cottage by the sea. So sweet you will have to see it for yourself. Great sunrise views, deep lot. Dock with boating.

MLS 547205

COUNTY, FL 33042
$415,000
CUDJOE KEY, FL 33042
701 Spanish Main , Unit 575

2 Beds 2 Baths Square Ft: 859
Mobile Home - MLS#: 557724
Community: Venture Out - Mile Marker (MM) 23.0

MLS 557724

COUNTY, FL 33042
$415,000
CUDJOE KEY, FL 33042
27419 Haiti

3 Beds 2 Baths Square Ft: 1156
Single Family Home - MLS#: 555990
Community: Breezeswept Bch Est - Mile Marker (MM) 27.5

Enjoy this well maintained 3 bedroom/2 bath home. Quiet neighborhood (1 mile off US-1) & easy ocean access... 3rd canal from open water. Nice dock w/davits. Split bedroom plan. Large master with bath…

MLS 555990

COUNTY, FL 33042
$419,000
CUDJOE KEY, FL 33042
27433 Anguila

2 Beds 2 Baths Square Ft: 984
Single Family Home - MLS#: 556906
Community: Breezeswept Bch Est - Mile Marker (MM) 27.5

Immaculate 2 bedroom home with open living room, kitchen and dining area. Covered screen porch with views of Newfound Harbor. Nice large dock with covered fish cleaning station. Legal storage/workshop…

MLS 556906

COUNTY, FL 33042
$421,000
CUDJOE KEY, FL 33042
22676 La Fitte

3 Beds 2.1 Baths Square Ft: 1824
Single Family Home - MLS#: 557720
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

This home is beautiful inside! The light hardwood flooring throughout is stunning. The main living area is expansive and the kitchen has granite countertops, plus there is a half bath. Lovely interior…

MLS 557720

COUNTY, FL 33042
$427,000
CUDJOE KEY, FL 33042
130 Cutlass

2 Beds 2 Baths Square Ft: 1344
Single Family Home - MLS#: 557014
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

TROPICAL ESCAPE 2/2 canal home located on Cudjoe Key. Located on a clean canal with easy Ocean access. Inside, this home has been fully refurbished and redecorated in a warm tropical d

MLS 557014

COUNTY, FL 33042
$429,000
CUDJOE KEY, FL 33042
133 Galleon

3 Beds 2 Baths Square Ft: 1780
Single Family Home - MLS#: 555113
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

Colossal 3bd/2ba waterfront home on 1.5 lots. This very well built home was custom designed by the owner and features an open floor plan with soaring ceilings,hard wood floors & lots of glass doors &…

MLS 555113

COUNTY, FL 33042
$435,000
CUDJOE KEY, FL 33042
785 Blackbeard

2 Beds 2 Baths Square Ft: 960
Single Family Home - MLS#: 550388
Community: Jolly Roger Estates - Mile Marker (MM) 28.5

Corner canal front home in great location, oceanside in Jolly Roger Estates. Private, storage, fenced, nice landscaping, quick access to bay, wood dock with davits, new impact resistant windows and doors,…

MLS 550388

COUNTY, FL 33042
$437,000
CUDJOE KEY, FL 33042
20965 8th

2 Beds 2 Baths Square Ft: 1245
Single Family Home - MLS#: 558030
Community: Cudjoe Gardens - Mile Marker (MM) 21.0

Affordable Cudjoe Gardens home. Many recent updates throughout the home make this home a must see from the inside out.

MLS 558030

COUNTY, FL 33042
$445,000
CUDJOE KEY, FL 33042
22927 Port Royal

2 Beds 1.1 Baths Square Ft: 1440
Single Family Home - MLS#: 556846
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

Key West style conch house with vaulted ceilings and updated kitchen. Large 9,000 ft canal front lot with concrete seawall and boat lift. Good boating access from here and close to Key West night life.…

MLS 556846

COUNTY, FL 33042
$445,000
CUDJOE KEY, FL 33042
122 Galleon

3 Beds 2 Baths Square Ft: 1008
Single Family Home - MLS#: 557701
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

Well maintained 3 bedroom 2 bath home on a canal with POOL. Screened porch over looks canal and dock area. Nicely landscaped. Storage area down stairs. Back yard fenced. This home has great rental history.…

MLS 557701

COUNTY, FL 33042
$448,200
CUDJOE KEY, FL 33042
LOT 8 LITTLE KNOCK-EM-DOWN

2 Beds 1 Baths Square Ft: 364
Single Family Home - MLS#: 548176
Community: Misc Summerland Key - Mile Marker (MM) 25.0

PARADISE FOUND! Own your own slice of a tropical island with 3.48 +/- acres and a 2 bedroom/1 bath tree top bungalow. Nestled high amidst the gumbo limbo trees affording stunning sunset views over Kemp…

MLS 548176

COUNTY, FL 33042
$449,000
CUDJOE KEY, FL 33042
27358 Jamaica

3 Beds 2 Baths Square Ft: 1872
Single Family Home - MLS#: 557453
Community: Breezeswept Bch Est - Mile Marker (MM) 27.5

Very nice and well kept 3 BR 2 BA home in Breezeswept Beach Estates! Fabulous property located on a large boat basin, with dock, quick ocean access, and colossal yard with over 100' of waterfront. Perfect…

MLS 557453

COUNTY, FL 33042
$449,000
CUDJOE KEY, FL 33042
1151 Coates

2 Beds 1 Baths Square Ft: 1040
Single Family Home - MLS#: 555755
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

Beautiful, turn-key, canal-front home in one of the best neighborhoods in the Lower Keys. Great Keys feel, with open water views from the huge, screened porch and concrete dock. Extremely quiet street,…

MLS 555755

COUNTY, FL 33042
$449,900
CUDJOE KEY, FL 33042
560 Sawyer

1 Beds 1 Baths Square Ft: 2100
Single Family Home - MLS#: 554782
Community: Cudjoe Gardens - Mile Marker (MM) 21.0

Canal front home in Cudjoe Gardens with plenty of Dockage for Deep Draft Yachts, very close to Cudjoe Marina. Enclosed area attached to home has many unique possibilities.

MLS 554782

COUNTY, FL 33042
$449,900
CUDJOE KEY, FL 33042
24773 Park

3 Beds 2 Baths Square Ft: 1280
Single Family Home - MLS#: 556210
Community: Summerland Key Cove - Mile Marker (MM) 25.0

Exceptional 3 Bedroom/2 Bath CBS Home with incredible fruit (and cotton) trees and landscaping. Canalfront with 10,000 lb boatlift, concrete dock and stainless steel fish cleaning table. New roof, new…

MLS 556210

COUNTY, FL 33042
$450,000
CUDJOE KEY, FL 33042
701 Spanish Main , Unit LOT 478

2 Beds 2 Baths Square Ft: 828
Mobile Home - MLS#: 556026
Community: Venture Out - Mile Marker (MM) 23.0

On top of the world - Views of open water from this modern stilt home! Extra large 52' seawall with dock posts, cleats, fish cleaning table, swim ladder and outdoor shower. Relax on the covered upper…

MLS 556026

COUNTY, FL 33042
$459,000
CUDJOE KEY, FL 33042
22952 Hawkins

3 Beds 2 Baths Square Ft: 1440
Single Family Home - MLS#: 555705
Community: Cutthroat Harbor Est - Mile Marker (MM) 23.0

Desirable Cutthroat Harbor Estates home. Just 3 lots in from open water on a great clear boating canal. Extra tall stilt home with plenty of room for your RV and parking.Immaculate interior fully furnished…

MLS 555705

COUNTY, FL 33042
$485,000
CUDJOE KEY, FL 33042
544 West Shore

4 Beds 2 Baths Square Ft: 1646
Single Family Home - MLS#: 554537
Community: Summerland Key Cove - Mile Marker (MM) 25.0

Summerland Key Canalfront Home on Double Lot. Spacious 4 BD/2BA ground level home located on the oceanside with 120ft of deep water dockage for the larger boat.

MLS 554537

COUNTY, FL 33042
$499,000
CUDJOE KEY, FL 33042
363 Barry

2 Beds 1 Baths Square Ft: 648
Single Family Home - MLS#: 554702
Community: Barry Beach - Mile Marker (MM) 29.0

OPEN WATER - LITTLE TORCH KEY. Simply one of the best open water locations in the Lower Keys on over 3/4 of an acre. CBS home, huge boat basin, boat ramp, RV hook-ups with septic & outbuildings. ROGO…

MLS 554702

COUNTY, FL 33042
$499,000
CUDJOE KEY, FL 33042
Lot 6 SUGARLOAF


Vacant Land - MLS#: 555157
Community: Sugarloaf Shores - Mile Marker (MM) 17.0

Gorgeous sunrises over Sugarloaf Sound at this Tier 3 buildable open water lot in prestigious Sugarloaf Shores. Over 16,000 SF with great boating, views, and just minutes to the magic of Key West! Property…

MLS 555157

COUNTY, FL 33042
$499,000
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
$499,900
CUDJOE KEY, FL 33042
381 W Indies

3 Beds 2 Baths Square Ft: 1718
Single Family Home - MLS#: 557907
Community: Breezeswept Bch Est - Mile Marker (MM) 27.5

This beautiful home on open water in Breezeswept Beach Estates in Ramrod Key is situated on 1.5 lots features 3 bedroom and 2.5 baths, the home is accented by a concrete in ground swimming pool. Prequalification…

MLS 557907

COUNTY, FL 33042
$499,999
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. COVERED OUTER DECKS,WALK AROUND DECKS. Located at the end of the canal on a double lot,Beautiful, tropical foliage

MLS 555264

COUNTY, FL 33042
$515,000
CUDJOE KEY, FL 33042
701 Spanish Main , Unit LOT 92

1 Beds 1.1 Baths Square Ft: 762
Mobile Home - MLS#: 557531
Community: Venture Out - Mile Marker (MM) 23.0

Fabulous OCEANFRONT with 71' Concrete seawall, top of the line dock posts with immediate access to the ocean or gulf. Furnished 1Bd/1.5Ba vacation home, features large covered patio overlooking the open…

MLS 557531



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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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