Cudjoe Key, FL homes for sale & real estate

88 homes

Sort:

Recommended

NEW 34 HRS AGO

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

3D WALKTHROUGH

20771 W 2nd Ave, Cudjoe Key, FL 33042
20771 W 2nd Ave, Cudjoe Key, FL 33042
20771 W 2nd Ave, Cudjoe Key, FL 33042
ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
Wonderful Cudjoe Gardens property! High quality concrete construction and custom metal roof. This 3 bed 2 bathroom home has large, open living and wonderful outdoor living space- complete with pool, tiki and firepit. Exceptional boating- the 100' concrete dock is set up for 2 boats- with a 20,000 lb lift and davits rated to 10,000 lbs. Enjoy easy boating access to world class fishing and diving hotpots nearby!!! Enjoy backcountry sand bars and even bar hopping from your private dock. Cudjoe Gardens community has an optional homeowner association, A full service marina, boat ramp, marina store and restaurant. Just 25 minutes to Key West.

$2,100,000

3 beds2 baths2,047 sq ft

20771 W 2nd Ave, Cudjoe Key, FL 33042

0.23 acre lot • $6 HOA • Pool

20735 W 5Th Ave, Cudjoe Key, FL 33042
20735 W 5Th Ave, Cudjoe Key, FL 33042
20735 W 5Th Ave, Cudjoe Key, FL 33042
ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
This beautifully renovated 3 Bedroom 2 Bathroom home is located in Cudjoe Gardens, a premiere boating community offering wide crystal clear deep draft canals, quick ocean access, neighborhood restaurant and a full service marina with fuel, bait, ice, refreshments and boat ramp. As you enter into this lovely and impeccably kept home a bright and sunny Great Room greets you highlighted with a retractable wall of glass that brings the outdoors in. The well equipped Kitchen offers quartz counters, stainless steel appliances, including gas range, and a large center island to gather around. The large Primary Suite is enhanced with custom walk-in closet, quartzite bath and retractable glass doors

$1,449,000

3 beds2 baths1,582 sq ft

20735 W 5Th Ave, Cudjoe Key, FL 33042

9,000 sq ft lot • Garage • Car-dependent

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

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

$305,000

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 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

$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

$945,000

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 20889 W 7Th Ave, Cudjoe Key, FL 33042, 3 beds, 2.5 baths

$2,115,000

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

$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 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

$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

Viewing page 1 of 3

Average home prices near Cudjoe Key, FL

Cities

Stock Island homes for sale
$1,082,500
Big Pine Key homes for sale
$877,000
Big Coppitt Key homes for sale
$1,000,000
Key West homes for sale
$1,395,000

Zip Codes

33042 homes for sale
$1,199,000

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

Subsidiaries

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

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York. For additional information on Rocket Mortgage or to receive lending services in the State of New York, please visit RocketMortgage.com.

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.