Cudjoe Key, FL homes for sale & real estate

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142 Peg Leg Ln, Lower Keys, FL 33042
142 Peg Leg Ln, Lower Keys, FL 33042
142 Peg Leg Ln, Lower Keys, FL 33042
ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
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 the sunrise or entertaining guests in true Keys style. Canal with direct access to the open ocean — no bridges, no hassle, just minutes to the Atlantic or Gulf. Inside, enjoy high-end finishes, plenty of natural light, and a layout designed for both relaxing and hosting. Whether you're seeking a full-time residence, vacation getaway, or income-producing investment, this waterfront gem

$1,599,999

4 beds3 baths2,136 sq ft

142 Peg Leg Ln, Lower Keys, FL 33042

6,000 sq ft lot • Car-dependent

(305) 595-8616

701 Spanish Main Dr #635, Cudjoe Key, FL 33042
701 Spanish Main Dr #635, Cudjoe Key, FL 33042
701 Spanish Main Dr #635, Cudjoe Key, FL 33042
ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
Transient Rental License! Welcome to the epitome of comfort and convenience in this Palm Harbor fully furnished two-bedroom, two-bath home located within the highly desirable Venture Out Community. This immaculate home is nestled around tropical landscaping with a relaxing patio out back. Step into the open concept living room and well-equipped eat-in kitchen, featuring a full line of new appliances, plenty of storage, high ceilings and tile flooring throughout. Beyond your backyard and patio, you'll find a haven of amenities and recreational opportunities. Indulged in the community's amenities, including an oceanfront heated saltwater pool and jacuzzi for ultimate relaxation. A marina with

$439,000

2 beds2 baths864 sq ft

701 Spanish Main Dr #635, Cudjoe Key, FL 33042

2,078 sq ft lot • $513 HOA • Community pool

94 Sacarma Dr, Cudjoe Key, FL 33042
94 Sacarma Dr, Cudjoe Key, FL 33042
94 Sacarma Dr, Cudjoe Key, FL 33042
ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
Rare Licensed Oceanfront Short-Term Vacation Rental in the Lower Florida Keys. Welcome to Fandango, a highly successful transient (daily-weekly) vacation rental home offering an exceptional investment opportunity and a personal retreat. This stunning 5-bedroom, 3-bathroom property, built in 2011 and expanded in 2018, was thoughtfully designed as the ultimate family vacation rental retreat. Featuring an adjacent oceanfront parcel with a private beach, kayaks, and a floating dock for fishing or docking boats up to 24 feet, this property provides everything needed for fun and relaxation. Outdoors, enjoy a sparkling swimming pool, soothing hot tub, tropical landscaping with coconut palms and ba

$2,300,000

5 beds3 baths1,978 sq ft

94 Sacarma Dr, Cudjoe Key, FL 33042

6,505 sq ft lot • Pool • Car-dependent

22878 Privateer Dr, Cudjoe Key, FL 33042
22878 Privateer Dr, Cudjoe Key, FL 33042
22878 Privateer Dr, Cudjoe Key, FL 33042
ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
Adorable 2 bed, 2 bath home with many new improvements! New impact windows and doors, new hardie-board siding installed on exterior of house, newer 60 foot concrete dock with cut-ins for a boat lift, roof replaced in October 2017 and newer hot water heater. All the heavy lifting has been done on this house located in sought after Cudjoe Key. Quick boating access to the Gulf and Atlantic, property is fully fenced, has a large downstairs enclosure, vacant lot on one side for added privacy and walking distance to food and entertainment. Open concept floor plan with 322 square foot screened porch with room to add an office or 3rd bedroom. Large master en-suite, guest bedroom and large guest b

$875,000

2 beds2 baths948 sq ft

22878 Privateer Dr, Cudjoe Key, FL 33042

6,000 sq ft lot • Car-dependent

701 Spanish Main Dr #625, Cudjoe Key, FL 33042
701 Spanish Main Dr #625, Cudjoe Key, FL 33042
701 Spanish Main Dr #625, Cudjoe Key, FL 33042
ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
Step in to your new tropical paradise! This cozy 2 bedroom, 1 bathroom mobile home in Cudjoe Key offers affordable keys living. Enjoy all of the amenities that come with being located in the well known Venture Out community. Venture Out is an individual owned residential condominium community with 24 hour gated security, located only 19 miles from the vibrant city of Key West! Parking for one vehicle, no age restrictions, two pets allowed, and transient (1 day) rentals are permitted. Venture Out community amenities include an oceanfront heated saltwater pool and jacuzzi, a marina with fuel dock, a convenient store and boat launch, pickle-ball, basketball and tennis courts. Take advantage no

$344,999

2 beds1 bath720 sq ft

701 Spanish Main Dr #625, Cudjoe Key, FL 33042

2,078 sq ft lot • $513 HOA • Community pool

Property at 20771 W 2nd Ave, Cudjoe Key, FL 33042, 3 beds, 2 baths

$1,999,000

3 beds2 baths2,047 sq ft

20771 W 2nd Ave, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #214, Cudjoe Key, FL 33042, 2 beds, 2 baths

$997,000

2 beds2 baths779 sq ft

701 Spanish Main Dr #214, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #533, Cudjoe Key, FL 33042, 1 bed, 1 bath

$295,000

1 bed1 bath368 sq ft

701 Spanish Main Dr #533, Cudjoe Key, FL 33042

Property at 153 Galleon Ln, Cudjoe Key, FL 33042, 3 beds, 2 baths

$1,500,000

3 beds2 baths1,560 sq ft

153 Galleon Ln, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #602, Cudjoe Key, FL 33042, 2 beds, 1 bath

$539,000

2 beds1 bath667 sq ft

701 Spanish Main Dr #602, Cudjoe Key, FL 33042

Property at 22988 Port Royal Ln, Cudjoe Key, FL 33042, 3 beds, 2 baths

$825,000

3 beds2 baths1,122 sq ft

22988 Port Royal Ln, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #154, Cudjoe Key, FL 33042, 2 beds, 2 baths

$549,900

2 beds2 baths836 sq ft

701 Spanish Main Dr #154, Cudjoe Key, FL 33042

Property at 22865 Redfish Ln, Cudjoe Key, FL 33042, 3 beds, 2 baths

$1,749,000

3 beds2 baths1,667 sq ft

22865 Redfish Ln, Cudjoe Key, FL 33042

Property at 701 Spanish Main 369, 370 Dr #369, Cudjoe Key, FL 33042, 2 beds, 2 baths

$999,965

2 beds2 baths840 sq ft

701 Spanish Main 369, 370 Dr #369, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #49, Cudjoe Key, FL 33042, 2 beds, 1 bath

$925,000

2 beds1 bath806 sq ft

701 Spanish Main Dr #49, Cudjoe Key, FL 33042

Property at 489 Sawyer Dr, Cudjoe Key, FL 33042, 2 beds, 2 baths

$1,950,000

2 beds2 baths1,281 sq ft

489 Sawyer Dr, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #51, Cudjoe Key, FL 33042, 2 beds, 2 baths

$985,000

2 beds2 baths888 sq ft

701 Spanish Main Dr #51, Cudjoe Key, FL 33042

Property at 22738 Blackbeard Ln, Cudjoe Key, FL 33042, 2 beds, 2 baths

$889,000

2 beds2 baths1,200 sq ft

22738 Blackbeard Ln, Cudjoe Key, FL 33042

Property at 22841 Buccaneer Ln, Cudjoe Key, FL 33042, 3 beds, 3 baths

$1,099,000

3 beds3 baths1,920 sq ft

22841 Buccaneer Ln, Cudjoe Key, FL 33042

Property at 22961 John Avery Ln, Cudjoe Key, FL 33042, 3 beds, 3 baths

$989,999

3 beds3 baths960 sq ft

22961 John Avery Ln, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #587, Cudjoe Key, FL 33042, 2 beds, 2 baths

$1,290,000

2 beds2 baths1,248 sq ft

701 Spanish Main Dr #587, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #175, Cudjoe Key, FL 33042, 1 bed, 1 bath

$359,000

1 bed1 bath488 sq ft

701 Spanish Main Dr #175, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #172, Cudjoe Key, FL 33042, 2 beds, 2 baths

$850,000

2 beds2 baths842 sq ft

701 Spanish Main Dr #172, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #543, Cudjoe Key, FL 33042, 2 beds, 1.5 baths

$399,000

2 beds1.5 baths748 sq ft

701 Spanish Main Dr #543, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #29, Cudjoe Key, FL 33042, 2 beds, 2 baths

$659,999

2 beds2 baths840 sq ft

701 Spanish Main Dr #29, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #30, Cudjoe Key, FL 33042, 2 beds, 2 baths

$649,999

2 beds2 baths840 sq ft

701 Spanish Main Dr #30, Cudjoe Key, FL 33042

Property at 225 Colson Dr, Cudjoe Key, FL 33042, 6 beds, 6.5 baths

$3,499,000

6 beds6.5 baths4,976 sq ft

225 Colson Dr, Cudjoe Key, FL 33042

Property at 1176 Thatch Ln, Cudjoe Key, FL 33042, 2 beds, 2 baths

$2,850,000

2 beds2 baths1,577 sq ft

1176 Thatch Ln, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #510, Cudjoe Key, FL 33042, 2 beds, 2 baths

$599,000

2 beds2 baths816 sq ft

701 Spanish Main Dr #510, Cudjoe Key, FL 33042

Property at 37 N Yardarm Ln #1, Cudjoe Key, FL 33042, 2 beds, 2 baths

$450,000

2 beds2 baths980 sq ft

37 N Yardarm Ln #1, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #77, Cudjoe Key, FL 33042, 2 beds, 1 bath

$755,000

2 beds1 bath864 sq ft

701 Spanish Main Dr #77, Cudjoe Key, FL 33042

Property at 23086 Snapper Ln, Cudjoe Key, FL 33042, 4 beds, 3 baths

$2,499,000

4 beds3 baths2,586 sq ft

23086 Snapper Ln, Cudjoe Key, FL 33042

Property at 22957 Port Royal Ln, Cudjoe Key, FL 33042, 3 beds, 2 baths

$1,250,000

3 beds2 baths1,482 sq ft

22957 Port Royal Ln, Cudjoe Key, FL 33042

Property at 164 Tortuga Ln, Cudjoe Key, FL 33042, 3 beds, 2 baths

$1,199,000

3 beds2 baths1,400 sq ft

164 Tortuga Ln, Cudjoe Key, FL 33042

Property at 22920 Privateer Dr, Cudjoe Key, FL 33042, 3 beds, 2 baths

$849,000

3 beds2 baths1,560 sq ft

22920 Privateer Dr, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #604, Cudjoe Key, FL 33042, 2 beds, 2 baths

$595,000

2 beds2 baths816 sq ft

701 Spanish Main Dr #604, Cudjoe Key, FL 33042

Property at 22737 Blackbeard Ln, Cudjoe Key, FL 33042, 3 beds, 2 baths

$1,175,000

3 beds2 baths1,260 sq ft

22737 Blackbeard Ln, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #280, Cudjoe Key, FL 33042, 1 bed, 1 bath

$420,000

1 bed1 bath816 sq ft

701 Spanish Main Dr #280, Cudjoe Key, FL 33042

Property at 20841 W 8Th Ave, Cudjoe Key, FL 33042, 3 beds, 2 baths

$1,549,000

3 beds2 baths1,872 sq ft

20841 W 8Th Ave, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #342, Cudjoe Key, FL 33042, 1 bed, 1 bath

$470,000

1 bed1 bath748 sq ft

701 Spanish Main Dr #342, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #234, Cudjoe Key, FL 33042, 2 beds, 1.5 baths

$499,000

2 beds1.5 baths604 sq ft

701 Spanish Main Dr #234, Cudjoe Key, FL 33042

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Average home prices near Cudjoe Key, FL

Cities

Zip Codes

33042 homes for sale
$1,173,500

Cudjoe Key, FL real estate trends

All Home Types trends in Cudjoe Key, FL

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$1,100,000

-72.3% YoY | Jun 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jun 2025

Growth

% YoY

Cudjoe Key, FL

$1,100,000

-72.3%

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