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$2,775,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,232 Sq. Ft.
  • Updated 19 hours ago
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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, 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.

Full Property Details for 23941 Henry St

General

  • Price: $2,775,000
  • Taxes: $6,997 (2025)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 619679
  • Updated: 5/13/2026
  • Added to Site: 16 day(s) ago

Interior

  • Interior Features: Entrance Foyer, Walk-in Closet(s), Granite Counter Top, Smoke Alarms, Storage, Window Treatments, Loft, Smart Thermostat
  • Appliances: Stainless Steel Appliance(s), Dishwasher, Dryer, Gas Appliances, Oven, Range, Refrigerator, Washer
  • Flooring: Tile, Combo, Marble

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Bike Paths, Airport/Runway
  • Pool: Yes
  • Pool Description: Concrete, Heated, In Ground

Exterior

  • Exterior Features: Rain Gutters, Chickee Hut, Fencing, Hot Tub, Outdoor Shower, Sandy Beach, Storage, Water Display
  • Deck/Patio: Open Porch/Balcony
  • Porch/Patio/Deck: Open Porch/Balcony

Parking

  • Garage: Yes
  • Parking Features: Open, Off Street, Covered, Garage Door Opener

Location

  • Area: 08 - Summerland Key
  • County: Monroe
  • Subdivision: Dobie's Sub (24.0)
  • Driving Directions: MM24 Oceanside

Community

  • Assoc. Fees Include: None
  • Pets Allowed: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air, Ceiling Fans(s)
  • Heating Type: Central

Structural Information

  • Architectural Style: Above Flood
  • Construction: CBS, Concrete, Stucco
  • Roof: Metal
  • Windows/Doors: Glass Doors, Impact Rstnce Doors, Impact Rstnce Window, Sliding Glass Doors
  • Square Feet: 2,232
  • Sq. Ft. Source: Property Data Card
  • Year Built: 2002

Lot Features

  • Property View: Ocean
  • Lot Size (Acres): 0.58
  • Lot Size (Sq. Ft.): 7,188
  • Lot Size Source: Property Data Card
  • Lot Dimensions: 62.5 x 115' and adjacent 300' of bay bottom
  • Zoning: IS - Improved Subivision District

Water Features

  • Water Front: Yes
  • Water Front Desc.: Oceanfront

Financial Considerations

  • Tax Amount: $6,997.19
  • Tax Year: 2025

Disclosures and Reports

  • Legal Description: 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
  • Flood Zone: AE
  • APN: 188840000000

Listed by Island Real Estate Company Florida Keys, Stacy L Shahan (305) 395-0696 and Island Real Estate Company Florida Keys, John Takovich (305) 304-3088

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Listing agents

— 23941 Henry St —

  • Stacy L Shahan

    Island Real Estate Company Florida Keys

  • John Takovich

    Island Real Estate Company Florida Keys

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 23941 Henry St

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Sugarloaf School
255 Crane Boulevard, Summerland Key, FL 33042
PK-84.4 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-1221.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 23941 Henry St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/29/2026
Listed
$2,775,000
1781.36%
MLS
5/12/2003
Sold
$147,500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 23941 Henry St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$6,642
—
$749,837
3%
2024
$6,642
4%
$728,705
3%
2023
$6,395
—
$707,481
6%
2021
$6,424
3%
$666,869
-3%
2022
$6,227
-3%
$686,875
4%
2021
$6,424
2%
$657,662
2%
2019
$6,279
-1%
$642,876
2%
2018
$6,322
3%
$630,890
2%
2017
$6,147
-1%
$617,914
2%
2016
$6,191
-3%
$605,205
1%
2015
$6,363
-3%
$600,998
1%
2014
$6,569
-2%
$596,228
1%
2013
$6,684
—
$589,454
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Island Real Estate Company Florida Keys, Stacy L Shahan (305) 395-0696 and Island Real Estate Company Florida Keys, John Takovich (305) 304-3088

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23941 Henry Street, Summerland Key, FL 33042 (MLS# 619679) is a Single Family property with 3 bedrooms and 2 full bathrooms. 23941 Henry Street is currently listed for $2,775,000 and was received on April 29, 2026. Want to learn more about 23941 Henry Street? Do you have questions about finding other Single Family real estate for sale in Summerland Key? You can browse all Summerland Key real estate or contact a Coldwell Banker agent to request more information.

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