Cudjoe Key, FL homes for sale & real estate

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ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
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 porch (totaling nearly 700 sq ft of porch), all perfect for outdoor dining, lounging, & savoring tropical breezes year-round. This home is a dream for boaters with quick easy access to Cudjoe Bay & the open water, favorite sandbars, and world class fishing & diving. Inside, you'll find upgraded stainless steel appliances, granite waterfall counters, and beautiful slate fl

$1,190,000

2 beds2 baths1,284 sq ft

22748 Blackbeard Ln, Cudjoe Key, FL 33042

New concrete pool • Boat lift • 60 concrete seawall

ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
THIS PROPERTY IS A ONE OF A KIND! A TRUE ''UNICORN!'' TRANSIENT LICENSE FOR NIGHTLY RENTALS ALLOWED! OPEN WATER VIEWS! ALMOST 2 ACRES TOTAL WITH 4 LOTS! 5 bedrooms and 3 baths in this charming and OLD FLORIDA KEYS STYLE PROPERTY! Privacy, lush vegetation, stunning Open water views, balconies from almost every room! Original hardwood floor, tons of character and warmth in this lovely home! Large resort style pool with plenty of poolside space for lounging and taking up the gorgeous Florida keys sunshine. A real solid concrete hurricane bunker with an upper level bedroom, bath, and kitchenette and more views! Walk thru the property grounds and take in all of the magic it has to offer! With ov

$2,249,000

5 beds3 baths1,903 sq ft

125 Colson Dr, Summerland Key, FL 33042

Fully fenced in • Open water views • Almost 2 acres

ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
* * * * * * * * Nightly Licensed Transient Rental!!! * * * * * * * * This amazing, two bedroom / one bathroom, open water front, nightly transient rental is ready for you to enjoy both the beauty of this location and the income off the nightly rental license. The floor plan makes the open water views as its main focus. Cook the catch of the day overlooking the waters that you just caught that prized fish in. Sit back and watch your friends and family enjoy those waters with your favorite beverage in hand, and enjoy those fruits of your hard labor. This home is built with easy maintenance in mind, don't worry just enjoy. This home does come with approved engineered plans to bu

$925,000

2 beds1 bath806 sq ft

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

Covered parking • Covered storage • Open water front

3D WALKTHROUGH

ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
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 and enjoy your favorite beverage on this oversized backyard. Tons of storage for all your toys, and absolutely amazing location to get to all the favorite local hangouts in the Gulf or just go straight out to the Atlantic to get tonight's fresh catch. This home's layout is perfect, with two guest rooms just big enough for your guest to enjoy and a primary/master for you to be the King and/or Quee

$899,999

3 beds2 baths950 sq ft

23012 Snapper Ln, Summerland Key, FL 33042

Water views • Storage for toys • Oversized backyard

ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
Luxurious Waterfront Living - Welcome to your perfect coastal oasis in the sought-after community of Venture Out! This contemporary high-rise boasts million-dollar views from every angle, including a screened patio for ultimate enjoyment. With an outside elevator providing easy access, this stunning home features a serene primary suite with stylish decor and a beautiful walk-in shower in the bathroom. The second bedroom is ideal for a small bunk bed or a cozy office, and the guest bathroom has a convenient walk-in shower and laundry area. The kitchen is fully equipped with a bar and stainless-steel appliances, and the open-floor plan allows for seamless entertainment in the living area. Kee

$899,000

2 beds2 baths640 sq ft

701 Spanish Main Dr #97, Cudjoe Key, FL 33042

Screened patio • Concrete seawall • Outside elevator

Property at 755 & 744 Sawyer Dr, Summerland Key, FL 33042, 3 beds, 2 baths

$3,750,000

3 beds2 baths1,851 sq ft

755 & 744 Sawyer Dr, Summerland Key, FL 33042

Property at 701 Spanish Main Dr #437, Cudjoe Key, FL 33042, 2 beds, 2 baths

$579,900

2 beds2 baths864 sq ft

701 Spanish Main Dr #437, Cudjoe Key, FL 33042

Property at 22892 Jolly Roger Dr, Summerland Key, FL 33042, 3 beds, 2 baths

$2,000,000

3 beds2 baths1,767 sq ft

22892 Jolly Roger Dr, Summerland Key, FL 33042

Property at 701 Spanish Main Dr #247, Cudjoe Key, FL 33042, 2 beds, 2 baths

$549,000

2 beds2 baths860 sq ft

701 Spanish Main Dr #247, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #221, Cudjoe Key, FL 33042, 2 beds, 2 baths

$995,000

2 beds2 baths864 sq ft

701 Spanish Main Dr #221, Cudjoe Key, FL 33042

Property at 20838 W 5th Ave, Summerland Key, FL 33042, 3 beds, 2 baths

$1,599,000

3 beds2 baths1,944 sq ft

20838 W 5th Ave, Summerland Key, FL 33042

Property at 22542 Jolly Roger Dr, Summerland Key, FL 33042, 4 beds, 3 baths

$1,998,000

4 beds3 baths2,440 sq ft

22542 Jolly Roger Dr, Summerland Key, FL 33042

Property at 22922 Blackbeard Ln, Summerland Key, FL 33042, 3 beds, 2 baths

$896,000

3 beds2 baths1,195 sq ft

22922 Blackbeard Ln, Summerland Key, FL 33042

Property at 701 Spanish Main Dr #625, Cudjoe Key, FL 33042, 2 beds, 1 bath

$319,000

2 beds1 bath720 sq ft

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

Property at 743 Pattison Dr, Summerland Key, FL 33042, 3 beds, 2 baths

$2,250,000

3 beds2 baths1,674 sq ft

743 Pattison Dr, Summerland Key, FL 33042

Property at 20844 W 4th Ave, Summerland Key, FL 33042, 4 beds, 3 baths

$2,950,000

4 beds3 baths2,951 sq ft

20844 W 4th Ave, Summerland Key, FL 33042

Property at 22562 Jolly Roger Dr, Summerland Key, FL 33042, 4 beds, 2 baths

$1,799,999

4 beds2 baths2,074 sq ft

22562 Jolly Roger Dr, Summerland Key, FL 33042

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

$485,000

2 beds1.5 baths604 sq ft

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

Property at 165 Cutlass Ln, Summerland Key, FL 33042, 4 beds, 3 baths

$1,099,000

4 beds3 baths2,448 sq ft

165 Cutlass Ln, Summerland Key, FL 33042

Property at 21855 Spain Blvd, Summerland Key, FL 33042, 3 beds, 2 baths

$1,150,000

3 beds2 baths1,467 sq ft

21855 Spain Blvd, Summerland Key, FL 33042

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

$1,549,000

3 beds2 baths1,872 sq ft

20841 W 8Th Ave, Summerland Key, FL 33042

Property at 701 Spanish Main Dr #641, Cudjoe Key, FL 33042, 2 beds, 1 bath

$329,000

2 beds1 bath738 sq ft

701 Spanish Main Dr #641, Cudjoe Key, FL 33042

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

$849,000

2 beds2 baths842 sq ft

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

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

$1,895,000

3 beds2 baths2,047 sq ft

20771 W 2nd Ave, Summerland Key, FL 33042

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

$350,000

2 beds2 baths980 sq ft

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

Property at 21073 7Th Ave, Summerland Key, FL 33042, 3 beds, 2 baths

$1,100,000

3 beds2 baths2,198 sq ft

21073 7Th Ave, Summerland Key, FL 33042

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

$539,000

2 beds2 baths836 sq ft

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

Property at 22815 Port Royal Ln, Summerland Key, FL 33042, 4 beds, 4.5 baths

$3,750,000

4 beds4.5 baths3,228 sq ft

22815 Port Royal Ln, Summerland Key, FL 33042

Property at 22954 Buccaneer Ln, Summerland Key, FL 33042, 3 beds, 2 baths

$999,000

3 beds2 baths1,400 sq ft

22954 Buccaneer Ln, Summerland Key, FL 33042

Property at 94 Sacarma Dr, Summerland Key, FL 33042, 5 beds, 3 baths

$2,200,000

5 beds3 baths1,978 sq ft

94 Sacarma Dr, Summerland Key, FL 33042

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

$1,165,000

3 beds2 baths1,260 sq ft

22737 Blackbeard Ln, Summerland Key, FL 33042

Property at 1113 De Lussan Ln, Summerland Key, FL 33042, 2 beds, 2 baths

$1,599,000

2 beds2 baths1,127 sq ft

1113 De Lussan Ln, Summerland Key, FL 33042

Property at 701 Spanish Main Dr #659, Cudjoe Key, FL 33042, 2 beds, 2 baths

$487,000

2 beds2 baths864 sq ft

701 Spanish Main Dr #659, Cudjoe Key, FL 33042

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

$2,450,000

2 beds2 baths1,577 sq ft

1176 Thatch Ln, Summerland Key, FL 33042

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

$589,900

2 beds2 baths816 sq ft

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

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

$279,000

1 bed1 bath368 sq ft

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

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

$649,000

2 beds2 baths840 sq ft

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

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

$1,950,000

2 beds2 baths1,281 sq ft

489 Sawyer Dr, Summerland Key, FL 33042

Property at 701 Spanish Main Dr #495, Cudjoe Key, FL 33042, 2 beds, 2 baths

$650,000

2 beds2 baths816 sq ft

701 Spanish Main Dr #495, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #457, Cudjoe Key, FL 33042, 2 beds, 1 bath

$268,000

2 beds1 bath664 sq ft

701 Spanish Main Dr #457, Cudjoe Key, FL 33042

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

$529,000

2 beds1 bath667 sq ft

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

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Average home prices near Cudjoe Key, FL

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Zip Codes

33042 homes for sale
$1,549,000

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)

$1,185,000

-29.3% YoY | Oct 2025

1 year
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5 year

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

Location

Data

Oct 2025

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% YoY

Cudjoe Key, FL

$1,185,000

-29.3%

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