Cudjoe Key, FL Homes for Sale with Garage

/43
$1,799,000
- 3 Beds
- 2.5 Baths
- 2,456 Sq Ft
51 Sawyer Dr, Cudjoe Key, FL 33042

Tucked into the sought-after waterfront enclave of Cudjoe Gardens, 51 Sawyer Drive offers the rarest of Florida Keys luxuries: ground-level living above base flood elevation. Built with integrity from solid concrete block and enhanced by Pella windows and a standing seam metal roof, this residence delivers peace of mind and timeless appeal. Boaters will appreciate the 80-foot concrete dock,

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(866) 618-8489

51 Sawyer Dr, Cudjoe Key, FL 33042
Explore Cudjoe Key
/65
$2,499,000
- 4 Beds
- 2 Baths
- 2,739 Sq Ft
21023 2nd Ave, Summerland Key, FL 33042

Experience the ultimate Florida Keys boating lifestyle at this exceptional waterfront residence in prestigious Cudjoe Gardens. Situated on a rare double lot encompassing 16,827 square feet, this CBS-built, ground-level home sits above the flood plain and offers approximately 225 feet of waterfront on two sides, deep-water dockage, and remarkably quick ocean access. Designed for comfort and

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(877) 838-6010

21023 2nd Ave, Summerland Key, FL 33042
/71
$2,795,000

$200K PRICE DROP
- 4 Beds
- 3 Baths
- 2,913 Sq Ft
20920 5th Ave W, Summerland Key, FL 33042

Florida Keys luxury island living at its finest. Welcome to your private slice of tropical island living in coveted Cudjoe Gardens—a true boater's dream set on an oversized double canal-front lot (approx. 15,200 sq. ft.) with an impressive close to 200 feet of concrete seawall. This beautifully designed CBS home offers 4 bedrooms, 3 baths, and nearly 3,000 sq. ft. of living space, thoughtfully

Miriam Novotny

Compass Florida, LLC

(877) 939-4083

20920 5th Ave W, Summerland Key, FL 33042
/70
$2,800,000
- 4 Beds
- 3 Baths
- 3,286 Sq Ft
21640 Overseas Hwy, Summerland Key, FL 33042

SPECIAL DAILY TRANSIENT LICENSE!!!Experience one of the Lower Keys' rarest offerings at 21640 Overseas Highway,an extraordinary 1.2 acre open-water estate with panoramic ocean views, resort style amenities, and true investment upside. Opportunities like this almost never come to market from Key West to Summerland. With 3,286 sq ft per appraisal, this 4-bedroom waterfront residence delivers

Dan Serban

Key West Luxury Real Estate Inc (KW)

(855) 799-5158

21640 Overseas Hwy, Summerland Key, FL 33042
/61
$1,449,000
- 2 Beds
- 2 Baths
- 1,372 Sq Ft
21012 6th Ave, Summerland Key, FL 33042

Island living becomes effortless at this beautifully maintained waterfront retreat in the heart of Cudjoe Gardens. Located on a deep-water canal with quick ocean access, this CBS pool home offers the rare combination of ground-level convenience while above the flood plain. From the moment you arrive the property feels inviting and relaxed. Tropical landscaping and manicured grounds create a

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(645) 666-1284

21012 6th Ave, Summerland Key, FL 33042
/70
$3,399,000
- 3 Beds
- 3 Baths
- 3,056 Sq Ft
21090 5th Ave, Cudjoe Key, FL 33042

Welcome to a refined waterfront pool home in the highly desirable Cudjoe Gardens neighborhood, where luxury meets laid-back island living. Located on a corner canal with 235' of waterfront this home is designed with life on the water in mind. Featuring two boat lifts, 15,000 lb and 12,000 lb, providing flexibility for multiple vessels along with a 2-car Garage for additional storage for all of

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(866) 401-6074

21090 5th Ave, Cudjoe Key, FL 33042
/60
$2,699,999
- 4 Beds
- 2.5 Baths
- 2,452 Sq Ft
20833 4th Ave W, Cudjoe Key, FL 33042

Welcome to one of Cudjoe Gardens' most desirable waterfront addressesBuilt in 2018, 20833 4th Avenue West is an exceptional CBS waterfront estate offering 4 bedrooms, 3 bathrooms, and more than 2,400 square feet of thoughtfully designed living space. Perfectly positioned on an oversized waterfront lot, this home combines outstanding boating amenities, resort-style outdoor living, and

Diane Corliss Coldwell Banker Schmitt RE Co.

20833 4th Ave W, Cudjoe Key, FL 33042
/60
$1,269,000
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
116 Spanish Main Dr, Summerland Key, FL 33042

Discover your personal sanctuary in the heart of Cudjoe Key, where authentic Florida Keys charm meets modern coastal luxury. This stunning 2-bedroom, 2-bathroom home has been thoughtfully updated to offer the ultimate waterfront lifestyle, just 21 miles from Key West's world-class dining and entertainment. The interior glows with natural light, highlighted by impact-resistant windows and elegant

Lissete Cadwell, P.A. Hawks Cay Resort Sales LLC

116 Spanish Main Dr, Summerland Key, FL 33042
/41
$590,000

$200K PRICE DROP
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
22920 Privateer Dr, Summerland Key, FL 33042

Following a monumental $200,000 price drop, this rare waterfront opportunity is available at an unbeatable price point. Launch your boat from your backyard for world-class access to the Atlantic Ocean and Gulf of Mexico. Unlock instant equity with virtual additions in the photos and below-market pricing; there is significant room to secure this property way below market value after completing

Jeff Shapiro Global Luxury Realty LLC

22920 Privateer Dr, Summerland Key, FL 33042
/45
$1,150,000

$100K PRICE DROP
- 2 Beds
- 2 Baths
- 1,344 Sq Ft
20868 5th Ave W, Summerland Key, FL 33042

Welcome to your cozy coastal retreat in Cudjoe Gardens in the beautiful Florida Keys! This well maintained 2bedroom, 2bath CBS home offers 1,344 sq ft of comfortable island living with thoughtful upgrades throughout. Step inside to find custom cabinetry, adding both style and functionality to the home's inviting interior. Outside is where this property truly shines, featuring a private, small man

Karen Haack Coldwell Banker Schmitt RE Co.

20868 5th Ave W, Summerland Key, FL 33042
/42
$1,325,000
- 3 Beds
- 2 Baths
- 1,741 Sq Ft
21025 3rd Ave, Summerland Key, FL 33042

Experience the best of ocean-side living with no bridges to open water--a true boater's dream! This spacious 3-bedroom, 2-bath home offers 1,741 square feet of comfortable living designed for both relaxation and entertaining.A charming paver walkway welcomes you to elegant double-door entry, opening into a bright and expansive living area with soaring high ceilings. The open layout flows

Diane Corliss Coldwell Banker Schmitt RE Co.

21025 3rd Ave, Summerland Key, FL 33042
/16
$895,900

$94K PRICE DROP
- 2 Beds
- 2 Baths
- 960 Sq Ft
22961 John Avery Ln, Summerland Key, FL 33042

Reduced over 100k for a quick sale. Boater's Paradise in Cudjoe Key under 1 million!Bring your boat, jet skis, and sense of adventure! This upgraded two-story coastal retreat is designed for water lovers, featuring over 60 feet of dock space complete with shore power, plumbing, and brand-new dual jet ski davits plus a boat lift -- perfect for launching into the Florida Keys lifestyle.The

Rayden Vega Casa Miami Real Estate

22961 John Avery Ln, Summerland Key, FL 33042

Florida Monroe County Cudjoe Key

Home Prices in Cudjoe Key, FL

The median home sale price in Cudjoe Key, FL is $1,055,000, down 3% year-over-year. Homes in Cudjoe Key sell in 94 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price $1,055,000	Median Single Family Sale Price $1,300,000
Median 2 Bedroom Sale Price $685,000	Average Price Per Sq Ft $822
Number of Homes for Sale 10	Last 12 months Home Sales 18
Months of Supply 6.70	Median List Price $1,383,500
Median Change From 1st List Price 8%	Median Home Sale Price YoY Change -3%

How to Buy a Home How to Finance a Home How to Sell a Home

In Cudjoe Key, there are currently 12 homes for sale with a garage. Meeting the needs of buyers seeking secure parking and extra storage, these homes offer various garage options. Whether it's a property featuring a practical two-car garage or a larger residence with a sought-after three-car garage, these homes provide the convenience and flexibility desired by many homeowners. Additionally, some properties come with detached garages, offering ample space while ensuring privacy. Explore the selection of homes for sale with a garage in Cudjoe Key, FL and find the perfect place to call home.

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