Cudjoe Key, FL homes for sale & real estate

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ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
Meticulously maintained and located in the desirable boating community of Cudjoe Gardens, this nearly 1,900 sq ft home includes 90 feet of dockage, a 10,000 lb boat lift, hurricane impact windows, doors, and garage door, as well as a gorgeous pool creating your own private oasis. A boater's paradise with easy access to both ocean side and gulf side! The inside boasts 3 spacious bedrooms and an open kitchen/living room floor plan. Whether you're enjoying a morning cup of coffee on the spacious front porch, catching some sun on the outdoor poolside patio, or relaxing in the screened in porch, this home truly offers endless leisure. It also comes with the convenience of being down the street f

$1,549,000

3 beds2 baths1,872 sq ft

20841 W 8Th Ave, Summerland Key, FL 33042

9,000 sq ft lot • Pool • Built 1994

OPEN OCT 23, 11AM TO 3PM

ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
Experience the best of island living at this beautifully updated Cudjoe Key retreat with quick ocean access. Built in 1990 and extensively renovated in 2020 this stilted coastal home blends modern comfort with timeless Keys style. The 1,400 sq ft interior features a bright open layout, custom kitchen, and spa-inspired bathrooms. Outside enjoy a resort-style saltwater pool with both heater and chiller surrounded by lush tropical landscaping. Boaters will love the 10,000 lb lift, concrete dock and direct access to open water. The ground level includes an enclosed 4-car garage, storage and workshop. Relax or entertain in the screened tiki lounge with built-in BBQ and outdoor shower. Metal roof

$1,199,000

3 beds2 baths1,400 sq ft

164 Tortuga Ln, Summerland Key, FL 33042

Concrete dock • 000 lb lift • Screened tiki lounge

ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
Income-Producing Gem in Venture Out! Affordable 2BR/1BA Getaway with Resort Amenities. Discover an incredible opportunity to own a piece of the highly sought-after, gated community of Venture Out. This charming 2-bedroom, 1-bathroom home is one of the community's most affordable properties, offering a perfect blend of cozy comfort and exceptional investment potential. Ready for you to move in immediately and start enjoying the resort-style lifestyle or generating rental income. The home is perfectly sized for a weekend retreat or a lucrative short-term rental (Airbnb/VRBO allowed). Your Gateway to Recreation & Relaxation: When you own in Venture Out, you're not just buying a home; you

$319,000

2 beds1 bath720 sq ft

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

Gated community • Pickleball courts • Resort amenities

ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
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 new windows. The home was completely gutted and rebuilt in 2016 with 2x4 walls, full insulation, and quality finishes throughout—offering lasting comfort and peace of mind. Enjoy your morning coffee on the patio in the gentle sunshine, or relax later by your 35' seawall overlooking a wide, sparkling canal—perfect for boaters, anglers, or anyone who loves life on the water. Dock box an

$485,000

2 beds1.5 baths604 sq ft

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

Newly sealed roof • Canal-front home • Full insulation

ABOUT THIS HOME
Cudjoe Key, FL Homes for Sale
Coastal Paradise with Income Potential! Stunning 2BR/2BA Home Steps from the Ocean. Embrace the ultimate coastal lifestyle in this beautifully maintained 2-bedroom, 2-bathroom home, perfectly positioned directly across the street from the ocean. Wake up to serene water views and the soothing sound of the waves from your spacious, private deckâ€”an ideal spot for your morning coffee or evening entertaining. This tropical retreat sits on a large, lushly landscaped corner lot, offering both privacy and ample space. The home itself is in excellent condition and is move-in ready, featuring modern, high-end appliances and the peace of mind that comes with accordion hurricane shut

$539,000

2 beds2 baths836 sq ft

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

Private deck • Water views • Hurricane shutters

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 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 22880 Blackbeard Ln, Summerland Key, FL 33042, 2 beds, 1.5 baths

$925,000

2 beds1.5 baths1,256 sq ft

22880 Blackbeard Ln, 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 21855 Spain Blvd, Summerland Key, FL 33042, 3 beds, 2 baths

$1,250,000

3 beds2 baths1,467 sq ft

21855 Spain Blvd, 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 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 22852 John Silver Ln, Summerland Key, FL 33042, 2 beds, 2 baths

$949,000

2 beds2 baths1,620 sq ft

22852 John Silver Ln, 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 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 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 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 #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 653 Sawyer Dr, Summerland Key, FL 33042, 3 beds, 2 baths

$2,999,999

3 beds2 baths1,714 sq ft

653 Sawyer Dr, Summerland 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 20889 W 7th Ave, Summerland Key, FL 33042, 3 beds, 2.5 baths

$1,949,000

3 beds2.5 baths2,295 sq ft

20889 W 7th Ave, Summerland Key, FL 33042

Property at 701 Spanish Main Dr #335, Cudjoe Key, FL 33042, 2 beds, 1 bath

$569,700

2 beds1 bath718 sq ft

701 Spanish Main Dr #335, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #79, Cudjoe Key, FL 33042, 2 beds, 2 baths

$580,175

2 beds2 baths816 sq ft

701 Spanish Main Dr #79, Cudjoe Key, FL 33042

Property at 142 Peg Leg Ln, Summerland Key, FL 33042, 4 beds, 3 baths

$1,599,999

4 beds3 baths2,136 sq ft

142 Peg Leg Ln, Summerland Key, FL 33042

(305) 595-8616

Property at 701 Spanish Main Dr #635, Cudjoe Key, FL 33042, 2 beds, 2 baths

$425,000

2 beds2 baths864 sq ft

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

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

$2,300,000

5 beds3 baths1,978 sq ft

94 Sacarma Dr, Summerland Key, FL 33042

Property at 22878 Privateer Dr, Summerland Key, FL 33042, 2 beds, 2 baths

$875,000

2 beds2 baths948 sq ft

22878 Privateer Dr, Summerland Key, FL 33042

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

$1,990,000

3 beds2 baths2,047 sq ft

20771 W 2nd Ave, Summerland Key, FL 33042

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

$949,000

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

$279,000

1 bed1 bath368 sq ft

701 Spanish Main Dr #533, 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 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 22865 Redfish Ln, Summerland Key, FL 33042, 3 beds, 2 baths

$1,699,000

3 beds2 baths1,667 sq ft

22865 Redfish Ln, Summerland 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, 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 22961 John Avery Ln, Summerland Key, FL 33042, 3 beds, 3 baths

$989,999

3 beds3 baths960 sq ft

22961 John Avery Ln, Summerland Key, FL 33042

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

$1,140,000

2 beds2 baths1,248 sq ft

701 Spanish Main Dr #587, Cudjoe 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 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

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Average home prices near Cudjoe Key, FL

Cities

Zip Codes

33042 homes for sale
$1,495,000

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)

$998,000

-45.6% YoY | Sep 2025

1 year
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5 year

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

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Data

Sep 2025

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% YoY

Cudjoe Key, FL

$998,000

-45.6%

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