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Explore Cudjoe Key at Cutthroat Drive in Florida with Key West Transit. This public transport option allows you to easily access this point of interest. Discover the beauty of Cudjoe Key with Key West Transit.
| Address | Bed / Bath | Listing Price |
|---|---|---|
701 Spanish Main Drive 512
PROTECTED DOCKAGE! LOOK AT THIS VIEW! You have open water views from this impeccably maintained, fully stilted 2BR/2 BATH unit! A 43' SEAWALL with heavy duty dock posts, cleats, fish cleaning table and swim ladder add to the allure of this home perfect for the avid boater! North winds are NO PROBLEM
Living Area:
861 Sqft.
|
2
Beds,
2
Baths
|
$979,000 |
22748 Blackbeard Lane
Welcome home to this impressively spacious 2-bedroom, 2-bath Keys retreat, offering an elevated blend of comfort, functionality, and coastal living. The outdoor living space is a dream with a new concrete pool & waterfall feature, boat lift, 60' concrete seawall, & an expansive 10 foot deep back por
Living Area:
1284 Sqft.
|
2
Beds,
2
Baths
|
$1,190,000 |
23941 Henry Street
Oceanfront Luxury Retreat with Private Beach, Protected Dockage & Quick Direct Boating Access to both Ocean & Gulf.Wake up to breathtaking Atlantic sunrises and unwind with glowing sunsets in this custom 2-story 4,024 SF CBS oceanfront home, perfectly positioned on a private street with only four re
Living Area:
2232 Sqft.
|
3
Beds,
2
Baths
|
$3,199,000 |
23012 Snapper Lane
Welcome to 23012 Snapper Lane in Beautiful Cudjoe Key, FL.This Three (3) bedroom and Two (2) bathroom elevated, waterfront on a corner lot is the one you have been looking for, with a great price too!This home is built to last and has been meticulously cared for. Come bring your boat and sit back an
Living Area:
950 Sqft.
|
3
Beds,
2
Baths
|
$899,999 |
22892 Jolly Roger Drive
Open water views of Cudjoe Bay and the Atlantic. Enjoy gorgeous sunsets right in front of your dock. Spacious 3BR/2B, laundy room with a ton of storage. Lush landcaping, sandy beach great for launching paddleboards & kayaks. Modular, newly built in 2020. Spacious room sizes, open floorplan & high ce
Living Area:
1767 Sqft.
|
3
Beds,
2
Baths
|
$2,000,000 |
701 Spanish Main Drive 234
Beautifully updated 2-bedroom, 1.5-bath canal-front home in Venture Out, offering move-in-ready comfort and a true taste of the Keys lifestyle. Step inside this bright and inviting space featuring a sliding pocket door that allows for a private entrance, new A/C, a newly sealed roof, and nearly all
Living Area:
604 Sqft.
|
2
Beds,
2
Baths
|
$485,000 |
22880 Blackbeard Lane
This gorgeous and unique waterfront 2 bedroom, 1.5 bathroom home with a 3rd guest room/office that has panoramic views of Cudjoe Key and Cudjoe Bay offers everything you need to start enjoying the Florida Keys Lifestyle. Pride of ownership with every detail for comfortable and convenient waterfront
Living Area:
1256 Sqft.
|
2
Beds,
2
Baths
|
$895,000 |
22542 Jolly Roger Drive
SELLER FINANCING AVAILABLE! This Beautiful Oceanfront Home in Cudjoe Key has undergone a full renovation and awaits its new owner! All new impact doors and windows, new AC, new flooring throughout and a stunning custom kitchen with granite countertops and stainless steel appliances are a few of the
Living Area:
2440 Sqft.
|
4
Beds,
3
Baths
|
$1,998,000 |
22737 Blackbeard Lane
Welcome home to your coastal oasis! This stunning brand-new elevated home features three bedrooms, two bathrooms, with an open concept living room and kitchen plus a covered 10x30 porch. Additional features include impact resistance windows and doors, metal roof, Azek decking, powder coated aluminum
Living Area:
1260 Sqft.
|
3
Beds,
2
Baths
|
$1,165,000 |
22852 John Silver Lane
Paradise Awaits on Cudjoe KeyDiscover 22852 John Silver Lane, a rare A-frame waterfront retreat in the peaceful Cutthroat Harbor Estates. This two-bedroom, two-bath home embodies the perfect balance of Keys character and modern comfort, wrapped in lush palms and native landscaping that create a true
Living Area:
1620 Sqft.
|
2
Beds,
2
Baths
|
$949,000 |
165 Cutlass Lane
Discover Your Dream Waterfront Home in the Florida Keys! This stunning canal-front residence boasts 4 spacious bedrooms and 3 bathrooms. With 2,448 sq. ft. of thoughtfully laid-out living space, this home is perfect for accommodating large families and entertaining guests.Step onto the expansive cov
Living Area:
2448 Sqft.
|
4
Beds,
3
Baths
|
$1,099,000 |
22922 Blackbeard Lane
This 3-bedroom, 2-bathroom stilted home offers 1,200 sq ft of thoughtfully designed space on a spacious canal-front lot.Enjoy the convenience of a 40 ft seawall, 10,000 lb boat lift, outdoor shower, and an enclosed garage with plenty of room for vehicles, boats, and water toys.Inside, the open-conce
Living Area:
1195 Sqft.
|
3
Beds,
2
Baths
|
$896,000 |
22562 Jolly Roger Drive
Jolly Roger Drive on Cudjoe Key, where custom design meets open water views. This 4-bedroom, 2-bathroom residence showcases a designer kitchen with Viking appliances and high-end finishes, perfect for entertaining. The first floor offers two guest bedrooms, an office, and a full bath, while the seco
Living Area:
2074 Sqft.
|
4
Beds,
2
Baths
|
$1,799,999 |
22815 Port Royal Lane
DIRECT OCEAN FRONT 323FT of Water Frontage- BOATERS PARADISE FOUND with room for 3 Boats on unobstructed sunset view over open water - oversized corner lot with water on 2 sides at end of a private road offering picture perfect sunsets in a protected bay! INCOME PRODUCING!, includes 175' of open wat
Living Area:
3228 Sqft.
|
4
Beds,
5
Baths
|
$3,750,000 |
22954 Buccaneer Lane
Welcome to 22954 Buccaneer Ln, a quintessential Florida Keys waterfront escape. Perfectly positioned on a rare corner canal lot, this property offers 191 feet of concrete dockage with quick, unobstructed access to open water--ideal for serious boaters. The exterior's inviting Keys-style cedar siding
Living Area:
1400 Sqft.
|
3
Beds,
2
Baths
|
$999,000 |
142 Peg Leg Lane
Welcome to your dream coastal retreat! Perched on concrete stilts with sweeping views, this newer 4-bedroom, 3-bath luxury home offers the perfect blend of island elegance and modern comfort. Two spacious master suites provide privacy and flexibility, while the open-concept living space is framed by
Living Area:
2136 Sqft.
|
4
Beds,
3
Baths
|
$1,569,999 |
142 Peg Leg Ln
Welcome to your dream coastal retreat! This newer 4-bedroom, 3-bath luxury home offers the perfect blend of island elegance and modern comfort. Two spacious master suites provide privacy and flexibility, while the open-concept living space is framed by wide, breezy balconies, ideal for soaking in th
Living Area:
2136 Sqft.
|
4
Beds,
3
Baths
|
$1,569,999 |
22865 Redfish Lane
The 'Island Life' awaits you in this stunning well thought out custom designed canal front property. This solid CBS home, nestled in lush tropical landscaping, features 3 bedrooms and 2 baths on an oversized 10,200 sq.ft. lot located in the tranquil setting of sought after Cudjoe Ocean Shores. This
Living Area:
1667 Sqft.
|
3
Beds,
2
Baths
|
$1,599,000 |
22961 John Avery Lane
Boater's Paradise in Cudjoe Key under 1 million! Priced to Sell! Bring all offers!Bring your boat, jet skis, and sense of adventure! This upgraded two-story coastal retreat is designed for water lovers, featuring over 60 feet of dock space complete with shore power, plumbing, and brand-new dual jet
Living Area:
960 Sqft.
|
3
Beds,
3
Baths
|
$989,999 |
1176 Thatch Lane
Unobstructed Ocean views, your own Private Oasis! On a canal with easy access to both the Ocean and Back Country. Whether you're seeking a full time residence, vacation getaway, or income-producing investment, this waterfront gem checks every box! Huge 24,829 Sqft LOT with plenty of room to add on.
Living Area:
1577 Sqft.
|
2
Beds,
2
Baths
|
$2,450,000 |
|
2
Beds,
2
Baths
|
$350,000 |
22920 Privateer Drive
Mariner's Dream - Your Waterfront Paradise Awaits! Welcome to this elevated, stilted two-story home offering 1,560 SqFt of living space and a versatile 4th bedroom that doubles as a den. Situated on a deep, wide, and pristine canal in the desirable Cutthroat Harbor Estates of Cudjoe Key, this home
Living Area:
1560 Sqft.
|
3
Beds,
2
Baths
|
$849,000 |
22837 CALICO JACK Circle
SELLER SAYS BRING OFFERS! Open Water Views & Sunset Skies with great boating access describes this Concrete Block Construction Home with pre-stress concrete beams holding up a poured concrete floor.... Lot to the east is available for sale at additional price. Home features open floor plan with vaul
Living Area:
1008 Sqft.
|
2
Beds,
2
Baths
|
$1,135,000 |
1113 De Lussan Lane
Breathtaking Open Water Home in Cudjoe Key - Comes FULLY FURNISHED!Welcome to paradise! This stunning 2-bedroom, 2-bath home captures magnificent open water views and embodies the ultimate Florida Keys lifestyle.Main Living Area:Step inside to an open-concept kitchen, living room, and dining area ba
Living Area:
1127 Sqft.
|
2
Beds,
2
Baths
|
$1,599,000 |
22837 Calico Jack Circle
Seller says Bring Offers ! Open Water Views & Sunset Skies with great boating access describes this Concrete Block Construction Home with pre-stress concrete beams holding up a poured concrete floor. Home features open floor plan with vaulted ceilings, tile floors throughout, partial walk-around, s
Living Area:
1008 Sqft.
|
2
Beds,
2
Baths
|
$1,135,000 |