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
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