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$2,775,000
23941 Henry Street
Summerland Key, FL 33042
MLS# 619679
3 beds  |  2 baths  |  2232 sqft


Henry St
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Henry St 23941 23941 23941 23941 38-web-or-mls-27241 Henry St - High Expo 46-web-or-mls-27241 Henry St - High Expo Foyer Entrance 1st Floor Living Room Living Room Living Room 1st floor covered Porch 1st floor covered porch 15 Dining Area Kitchen Kitchen Kitchen Kitchen 21 Bathroom 1 Bedroom Bedroom Bedroom Balcony 26 27 28 Washer/Dryer/On Demand Hot Water Heater 29 Bedroom Bedroom 32 33 Bathroom 2 Bathroom 2 Bathroom 2 Custom Carved Interior Doors 41 Upper Level Covered Porch Upper Level Covered Porch 42 43 Outdoor Shower Two-Car Drive Thru Garage Drive Through Garage 47 17,000LB Boat Lift 1 300ft of Bay Bottom 51 44 53 54 55 56 IMG_1384 57 58 Sunsets 61 62 IMG_1377 8A0584A1-F55E-4309-9EE6-F13154476F3A Henry Street Sunrise IMG_0896 Golden Hour sunrises sunrise golden hour golden hour golden hour

Property Description
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.

Details
Maps
Contract Information
Listing Board: Marathon/Lower Keys
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Current Price: $2,775,000
Listing Date: 2026-04-29
List Price: $2,775,000
Location, Tax & Legal
City: Summerland
Mile Marker: 24
Marathon Neighborhood: N/A
Side: Ocean
Flood Zone: AE
Alternate Key #: 1250856
Parcel #: 00188840000000
Zoning: IS - Improved Subivision District
Deed Restrictions: No
Legal: Lt 23 And Adj Portion Of Mary St And Adj Bay Btm Dobies Sub Amended Plat Pb2-135 Summerland Key Or94-21 Or169-502/503 Or
Taxes: 6997.19
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 Size: 62.5 x 115' and adjacent 300' of bay bottom
Lot SqFt: 7188
Pool: Yes
Lot Sqft Source: Property Data Card
Acres: 0.58
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Style: Single Family
Year Built: 2002
Living Apx SqFt: 2232
Total Bedrooms: 3
Full Baths: 2
Total Baths: 2
Remarks & Misc
Remarks – Consumer: 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.
Directions: MM24 Oceanside
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
Dock Length: 62
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
Tile: 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
Off Street Parking: 1
Construction
CBS: 1
Concrete: 1
Stucco: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Negotiable: 1
Partially: 1
Utilities
Elect Separate Meter: 1
FKAA: 1
Municipal Sewer: 1
Propane: 1
Porch/Balcony
Open Porch/Balcony: 1
Title
Negotiable: 1
Exterior Features
Chickee Hut: 1
Fencing: 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
Financial Status
Auction: No
Bank Owned: No
Potential Short Sale: No
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; 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: April - 29 - 2026

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