23941 Henry Street, Summerland Key, FL 33042
$3,199,000
Property Type:
Residential
Bedrooms:
3
Baths:
2
Square Footage:
2,232
Lot Size (sq. ft.):
7,188
Status:
Active
Current Price:
$3,199,000
List Date:
11/21/2025
Last Modified:
12/02/2025
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
Listing Board: Marathon/Lower Keys
Current Price: $3,199,000
Listing Date: 2025-11-21
List Price: $3,199,000
Location, Tax & Legal
City: Summerland
Mile Marker: 24
Marathon Neighborhood: N/A
Side: Ocean
Alternate Key #: 1250856
Parcel #: 00188840-000000
Zoning: IS - Improved Subivision District
Deed Restrictions: Unknown
Legal: Lot 23 and ADJ portion of Mary t and ADJ BTM Dobies Sub Amended Plat PB 2-135
Taxes: 6997
Tax Year: 2025
Pub Sewer HkUp: Yes
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
Waterfront: Yes
Control Depth: 3
Lot SqFt: 7188
Pool: Yes
Lot Sqft Source: Property Data Card
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Min Rental Days: 28
Style: Single Family
Year Built: 2002
Living Apx SqFt: 2232
Total Bedrooms: 3
Full Baths: 2
Total Baths: 2
Remarks & Misc
Remarks – Consumer: 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.
Directions: MM 24 Oceanside.
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
Dock: Concrete
Boat Lift: 1
Davits: 1
Seawall: Concrete
Tax Exemptions
Homestead: 1
Appliances
Dishwasher: 1
Dryer: 1
Gas Appliances: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Heating
Central: 1
Waterfront
Oceanfront: 1
Waterview
Ocean View: 1
Floor
Combo: 1
Marble: 1
Wood: 1
Neighborhood Feature
Airstrip: 1
Bike Paths: 1
Interior Features
Entrance Foyer: 1
Granite Counter Top: 1
Smoke Alarms: 1
Storage: 1
Walk-in Closet(s): 1
Window Treatments: 1
Specialty Rooms
Laundry Room: 1
Loft: 1
Building Style
Above Flood: Yes
Stilt Column Height: Medium - 5Ft - 9Ft
Stories: 2 Stories
Windows/Doors
Glass Doors: 1
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Sliding Glass Doors: 1
Vehicle Storage
Covered Parking: 1
Garage: 1
Open Parking: 1
Auto Door Opener: 1
Construction
CBS: 1
Concrete: 1
Stucco: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Negotiable: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Propane: 1
Porch/Balcony
Open Porch/Balcony: 1
Title
Negotiable: 1
Exterior Features
Chickee Hut: 1
Fencing: 1
Fruit Tree(s): 1
Hot Tub: 1
Outdoor Shower: 1
Rain Gutters: 1
Sandy Beach: 1
Storage: 1
Water Display: 1
Pool Info
In Ground: 1
Heated: Yes
Concrete: 1
Pre-Wired
Cable: 1
Roof
Metal Roof: 1
GF-Interior Features
Programmable Thermst: 1
Tankless Hot Wtr Htr: 1
Status Change Info
Status: Active
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; Open Parking
Furnished: Negotiable
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; Fruit Tree(s); Hot Tub; Outdoor Shower; Rain Gutters; Sandy Beach; Storage; Water Display
Pool Info: In Ground; Concrete
Construction: CBS; Concrete; Stucco
Floor: Combo; Marble; Wood
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: December - 02 - 2025
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.
