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23941 Henry Street, Summerland Key, FL 33042
$2,775,000
Property Type:
Residential
Bedrooms:
3
Baths:
2
Square Footage:
2,232
Lot Size (sq. ft.):
7,188
Status:
Pending
Current Price:
$2,775,000
List Date:
4/29/2026
Last Modified:
6/12/2026
Description
Beach House Oceanfront retreat with protected dockage & direct access to both 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, Private Beach, 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, fruit trees 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.
More Information MLS# 619679
Contract Information
Current Price: $2,775,000
Listing Date: 2026-04-29
Listing Board: Marathon/Lower Keys
List Price: $2,775,000
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Location Tax Legal
Street #: 23941
Street Name: Henry
Street Suffix: Street
Key/Island: Summerland Key
State/Province: FL
Zip Code: 33042
County: Monroe
Subdivision: Dobie's Sub (24.0)
Area: 08 - Summerland Key
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 3
Pool: Yes
Year Built: 2002
Lot Size: 62.5 x 115' and adjacent 300' of bay bottom
Lot SqFt: 7188
Lot Sqft Source: Property Data Card
Acres: 0.58
Living Apx SqFt: 2232
SqFt Source: Property Data Card
Total Bedrooms: 3
Full Baths: 2
Total Baths: 2
Rentals Allowed: With Restrictions
Status Change Info
Under Contract Date: 2026-05-31
Contingent: Contingent
Status: Pending
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Dockage
Dock Length: 62
Dock: Concrete
Seawall: Concrete
Building Style
Above Flood: Yes
Stilt Column Height: Medium - 5Ft - 9Ft
Stories: 2 Stories
Pool Info
Heated: Yes
Financial Status
Auction: No
Bank Owned: No
Potential Short Sale: No
Property Features
Fee Includes: None
Tax Exemptions: Homestead
Waterfront: Oceanfront
Waterview: Ocean View
Dockage: Boat Lift; Davits
Vehicle Storage: Garage; Auto Door Opener; Covered Parking; Off Street Parking; Open Parking
Furnished: Negotiable; Partially
Cooling: Ceiling Fans(s); Central Air
Heating: Central
Utilities: Elect Separate Meter; FKAA; Municipal Sewer; Propane
Interior Features: Entrance Foyer; Granite Counter Top; Smoke Alarms; Storage; Walk-in Closet(s); Window Treatments
Pre-Wired: Cable
Specialty Rooms: Laundry Room; Loft
Appliances: Dishwasher; Dryer; Gas Appliances; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Exterior Features: Chickee Hut; Fencing; Hot Tub; Outdoor Shower; Rain Gutters; Sandy Beach; Storage; Water Display
Pool Info: In Ground; Concrete
Construction: CBS; Concrete; Stucco
Floor: Combo; Marble; Tile
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Airstrip; Bike Paths
Land Size: Less Than 1/4 Acre
Title: Negotiable
GF-Interior Features: Programmable Thermst; Tankless Hot Wtr Htr
Listing Office: Island Real Estate Company Florida Keys
Last Updated: June - 12 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
