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23941 Henry Street, Summerland Key, FL 33042
$2,985,000
Property Type:
Residential
Bedrooms:
3
Baths:
2
Square Footage:
2,232
Lot Size (sq. ft.):
7,188
Status:
Active
Current Price:
$2,985,000
List Date:
1/12/2026
Last Modified:
3/02/2026
Description
Oceanfront Luxury Retreat with Private Beach, Protected Dockage & Quick Direct Boating Access to both Ocean & Gulf.
Wake up to breathtaking Atlantic sunrises and unwind with glowing sunsets in this custom 2-story 4,024 SF CBS oceanfront home, perfectly positioned on a private street with only four residences. Located on Summerland Key, this Island inspired escape offers panoramic ocean views, exceptional privacy, and the true tropical lifestyle.
The open-concept 2,232 SF interior features large windows, oversized glass doors, and multiple covered porches that fill the home with natural light and maximize water views. The chef's kitchen includes stainless steel appliances, tall custom wood cabinetry and generous counter space--perfect for entertaining.
The home offers 3 bedrooms 2 bathrooms (3rd room is currently used as office), lower level includes a welcoming foyer entry room, large storage/fishing room, and a drive through 2-car CBS garage.
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 grounds overlooking the ocean.
A boaters paradise, the 62 ft concrete dock provides quick, direct access to both the Ocean and Gulf. Dock features a new 17,000 LB boat lift, 3 additional davits, and provides protective dockage. A private sandy beach with 300 ft of bay bottom.
This rare oceanfront offering blends privacy, tropical ambiance, 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.
Seller is a Florida Licensed Real Estate Agent.
More Information MLS# 617402
Contract Information
Current Price: $2,985,000
Listing Date: 2025-11-21
Listing Board: Marathon/Lower Keys
List Price: $2,985,000
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 SqFt: 7188
Lot Sqft Source: Property Data Card
Living Apx SqFt: 2232
SqFt Source: Property Data Card
Total Bedrooms: 3
Full Baths: 2
Total Baths: 2
Rentals Allowed: With Restrictions
Min Rental Days: 28
Status Change Info
Status: Active
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Dockage
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: 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: March - 02 - 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.
