23941 Henry Street, Summerland Key, FL

$2,775,000

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3

Beds

2

Baths

2,232

Square feet

0.58

Acres

About 23941 Henry Street

Oceanfront retreat with sandy beach, protected dockage & direct access to the Ocean & Gulf. Wake each morning to breathtaking Atlantic sunrises and unwind beneath glowing sunsets in this custom-built, two-story CBS oceanfront home. Tucked away on a private street shared by only four residences, this exceptional island inspired sanctuary offers panoramic ocean views, unmatched privacy, and the quintessential Florida Keys lifestyle. The thoughtfully designed home features bright, open-concept living space. Expansive windows, oversized glass doors, and multiple covered porches that flood the interior with natural light while showcasing sweeping ocean views. The chef's kitchen includes stainless steel appliances, tall custom wood cabinetry and generous granite counter space-perfect for entertaining. Outdoors, enjoy your own private resort setting with a custom built in ground lagoon-style pool, cascading waterfall, hot tub, lush mature tropical landscaping, fruit trees, butterfly plants and a poolside tiki hut. Relax under the palms on the beach, or entertain on beautifully paved travertine marble grounds. For boaters, this property is a rare gem. The 62 ft concrete dock offers quick, direct access to both the Ocean and Gulf, along with protected dockage. Features a new 17,000 LB boat lift, 3 additional davits, and approximately 300 ft of bay bottom frontage. This extraordinary oceanfront offering seamlessly blends privacy, tropical elegance, boating convenience, and stunning sunrise-to-sunset views. Walking & biking-Florida Keys Heritage Trail just foot steps away. A private airstrip on the island, excellent local restaurants, and close proximity to both Key West & Marathon make this home ideal for year-round living or a luxurious island escape.

Features of 23941 Henry Street

MLS® # 619679
Price $2,775,000
Bedrooms 3
Bathrooms 2.00
Full Baths 2
Square Footage 2,232
Acres 0.58
Year Built 2002
Type Residential
Sub-Type Single Family Residence
Status Active

Community Information

Address 23941 Henry Street
Area 08 - Summerland Key
Subdivision Dobie's Sub (24.0)
City Summerland Key
County Monroe
State FL
Zip Code 33042

Amenities

Amenities Bike Paths
Utilities FKAA, Municipal Sewer, Propane, Elect Separate Meter
Parking Garage, Auto Door Opener, Open Parking, Off Street Parking, Covered Parking
View Ocean View
Is Waterfront Yes
Waterfront Oceanfront
Has Pool Yes
Pool In Ground, Concrete

Interior

Interior Features Entrance Foyer, Granite Counter Top, Smoke Alarms, Storage, Walk-in Closet(s), Window Treatments
Appliances Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Gas Appliances, Stainless Steel Appliance(s)
Heating Central
Cooling Central Air, Ceiling Fans(s)
Fireplace No
Stories 2 Stories
Has Basement No

Exterior

Exterior Features Chickee Hut, Fencing, Rain Gutters, Hot Tub, Outdoor Shower, Sandy Beach, Storage, Water Display
Lot Description Less Than 1/4 Acre
Windows Glass Doors, Sliding Glass Doors, Impact Rstnce Window, Impact Rstnce Doors
Roof Metal Roof
Construction CBS, Concrete, Stucco

Additional Information

Date Listed April 29th, 2026
Zoning IS - Improved Subivision District
Short Sale No
RE / Bank Owned No

Listing Details

AgentStacy L Shahan
OfficeIsland Real Estate Company Florida Keys

Listing Map

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