Cudjoe Key, FL homes for sale & real estate

91 homes

Sort:

Recommended

NEW 21 HRS AGO

701 Spanish Main Dr #214, Cudjoe Key, FL 33042
701 Spanish Main Dr #214, Cudjoe Key, FL 33042
701 Spanish Main Dr #214, Cudjoe Key, FL 33042
ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
Welcome to your own piece of paradise in the heart of Cudjoe Key located in the gated community of Venture Out, where the island breeze and good vibes never stop! Live the island life in this turnkey 2 Bedroom, 2 Bath open water gem that's fully furnished and ready to rock your flip-flops off! Kick back on the oversized covered porch upstairs and catch the cool ocean vibes - it's your front-row ticket to the endless horizon of the turquoise Florida Keys ocean. Get the party started downstairs in this awesome finished space that's perfect for entertaining and hosting epic gatherings fit for a saltwater soul! Check out the 35' concrete seawall, ideal for all your boating adventures and wate

$997,000

2 beds2 baths779 sq ft

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

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

NEW 25 HRS AGO

701 Spanish Main Dr #533, Cudjoe Key, FL 33042
701 Spanish Main Dr #533, Cudjoe Key, FL 33042
701 Spanish Main Dr #533, Cudjoe Key, FL 33042
ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
Welcome to this well-maintained home located in the desirable all-age community of Venture Out on Cudjoe Key. This home offers more than meets the eye, featuring a spacious addition that includes a carpeted living area and a versatile flex room currently used as an extra sleeping space—ideal for guests or a home office. While the exterior is modest, the inside offers a comfortable, well-kept space perfect for full-time living, seasonal use, or as an investment property. Transient rentals are allowed with no minimum nights. Venture Out is a gated, waterfront community known for its active lifestyle and resort-style amenities, including: A huge saltwater pool and a swimming lagoon. A fu

$305,000

1 bed1 bath368 sq ft

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

2,566 sq ft lot • $513 HOA • Community pool

OPEN TODAY, 12PM TO 2PM

153 Galleon Ln, Cudjoe Key, FL 33042
153 Galleon Ln, Cudjoe Key, FL 33042
153 Galleon Ln, Cudjoe Key, FL 33042
ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
Open House Saturday June 14th from 12-2 PM! Welcome home to this beautifully maintained waterfront retreat in the heart of the Florida Keys! Located on the highly sought-after Cudjoe Key, this spacious & elegant home blends casual island living with refined comfort, all custom-designed & cared for with exceptional pride & attention to detail. From the moment you arrive, you'll notice the peaceful, private setting of this stunning tropical oasis with sparkling canal views. Inside, this home offers a bright, open layout with generous living area, high ceilings, & custom-curated finishes throughout incl threaded bamboo floors. The kitchen is a dream for those who love t

$1,500,000

3 beds2 baths1,560 sq ft

153 Galleon Ln, Cudjoe Key, FL 33042

9,018 sq ft lot • Pool • Car-dependent

701 Spanish Main Dr #602, Cudjoe Key, FL 33042
701 Spanish Main Dr #602, Cudjoe Key, FL 33042
701 Spanish Main Dr #602, Cudjoe Key, FL 33042
ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
Oceanfront Paradise Awaits! Unit 602 in Venture Out Experience the epitome of Florida living in this charming Two-bedroom, one-bathroom mid-rise mobile home nestled within an exclusive gated community. This beautiful canal front home with ocean views from the backyard home boasts: * Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft seawall. * Community Boat Ramp and boat washdown station. * Community Amenities: Indulge in a resort-style lifestyle with access to a huge heated pool, spa, clubhouse, pickleball courts, tennis courts, basketball courts, bocce courts, ocean swimming area and more! * Well-Maintained: This home

$539,000

2 beds1 bath667 sq ft

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

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

134 Tortuga Ln, Cudjoe Key, FL 33042
134 Tortuga Ln, Cudjoe Key, FL 33042
134 Tortuga Ln, Cudjoe Key, FL 33042
ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
Waterfront Fixer-Upper with Endless Potential in Cudjoe Key! & #128205; 134 Tortuga Ln, Cudjoe Key, FL 33042 Embrace the opportunity to transform this waterfront gem into your Florida Keys dream retreat! Nestled in the desirable community behind the famous Square Grouper Restaurant this property offers direct boating access to the Atlantic Ocean—no bridges, no hassle, just open water in mere minutes. Situated on a spacious canal-front lot, this home is a blank canvas for creative visionaries or savvy investors. The structure offers a solid footprint with stilted concrete columns in excellent condition, ample square footage and room to reimagine the layout to suit your style. The

$569,000

3 beds2 baths1,056 sq ft

134 Tortuga Ln, Cudjoe Key, FL 33042

6,000 sq ft lot • Car-dependent

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 653 Sawyer Dr, Cudjoe Key, FL 33042, 3 beds, 2 baths

$3,499,000

3 beds2 baths1,714 sq ft

653 Sawyer Dr, 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

$1,785,000

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

$1,249,000

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 22542 Jolly Roger Dr, Cudjoe Key, FL 33042, 4 beds, 3 baths

$1,999,800

4 beds3 baths2,440 sq ft

22542 Jolly Roger Dr, 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 22815 Port Royal Ln, Cudjoe Key, FL 33042, 4 beds, 4.5 baths

$3,500,000

4 beds4.5 baths3,228 sq ft

22815 Port Royal Ln, 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

$945,000

2 beds2 baths1,200 sq ft

22738 Blackbeard Ln, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #466, Cudjoe Key, FL 33042, 2 beds, 2 baths

$649,000

2 beds2 baths816 sq ft

701 Spanish Main Dr #466, 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 20889 W 7Th Ave, Cudjoe Key, FL 33042, 3 beds, 2.5 baths

$2,175,000

3 beds2.5 baths2,295 sq ft

20889 W 7Th Ave, 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 21161 Old State Rd 4a, Cudjoe Key, FL 33042, 2 beds, 2 baths

$699,000

2 beds2 baths855 sq ft

21161 Old State Rd 4a, 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

$407,000

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

$795,000

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

$1,325,000

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

$637,000

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 22922 Blackbeard Ln, Cudjoe Key, FL 33042, 3 beds, 2 baths

$995,000

3 beds2 baths1,195 sq ft

22922 Blackbeard Ln, Cudjoe Key, FL 33042

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

$459,000

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

$1,749,000

3 beds2 baths1,872 sq ft

20841 W 8Th Ave, Cudjoe Key, FL 33042

Viewing page 1 of 3

Average home prices near Cudjoe Key, FL

Cities

Stock Island homes for sale
$1,250,000
Big Pine Key homes for sale
$920,000
Big Coppitt Key homes for sale
$1,194,000
Key West homes for sale
$1,450,000

Zip Codes

33042 homes for sale
$1,232,000

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)

$2,025,000

+80.0% YoY | May 2025

1 year
3 year
5 year

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

Location

Data

May 2025

Growth

% YoY

Cudjoe Key, FL

$2,025,000

+80.0%

See more Cudjoe Key, FL market insights

More to explore in Cudjoe Key, FL

Featured
Price
Bedroom

How to buy a house in Cudjoe Key, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Become a Lender Partner

Subsidiaries

Rent.

ApartmentGuide

Bay Equity Home Loans

Title Forward

Countries

United States

Canada

Updated January 2023: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, TITLE FORWARD, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.