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$1,695,000 Just Listed

  • For Sale
  • Active
  • Multi-Family
  • 0.23 Acres
  • Updated 3 days ago
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LOCATION! Situated on Garrison Bight, across the canal from the Key West Yacht Club, 5 Hilton Haven Dr. provides the best boating access on Key West. Tremendous opportunity for a buyer with a vision. The 4-bedroom, 4.5 bath, 2,027 sq. ft. home that is currently divided into 4 separate units in need of extensive repair. Or this home could be a good candidate for rebuilding as your single-family dream home with a pool, separate pool house, and 60' of dockage. Tucked away on one of Key West's few private drives, the home enjoys limited traffic and added privacy. Equipped with 2 electric meters and 9,058 sq. ft. lot, this property offers options and flexibility for bringing your vision to life.

Full Property Details for 5 Hilton Haven Dr

General

  • Price: $1,695,000
  • Taxes: $9,283 (2025)
  • Status: Active
  • Type: Multi-Family
  • Source: 927
  • MLS ID: 621480
  • Updated: 10/2/2026
  • Added to Site: 5 day(s) ago

Interior

  • Appliances: Dishwasher, Microwave, Oven, Range, Refrigerator
  • Flooring: Combo

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Additional Information

  • Pool: Yes
  • Pool Description: Concrete, In Ground, Lined

Exterior

  • Exterior Features: Shed, Storage
  • Deck/Patio: Patio
  • Porch/Patio/Deck: Patio

Parking

  • Parking Features: Off Street

Location

  • Area: 03 - Key West
  • County: Monroe
  • Subdivision: Hilton Haven Sec 1 A (2.0)

Community

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

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Wall/Window Unit(s), Heat Pump, Central Air

Structural Information

  • Construction: CBS
  • Roof: Metal
  • Windows/Doors: Shutters
  • Square Feet: 2,027
  • Sq. Ft. Source: Property Data Card
  • Year Built: 1955

Lot Features

  • Property View: Canal
  • Lot Size (Acres): 0.23
  • Lot Size (Sq. Ft.): 9,058
  • Lot Size Source: Property Data Card
  • Lot Dimensions: 60 x 180
  • Zoning: MDR-1 - Medium Desnity Residential

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Bay Front, Canal Front

Financial Considerations

  • Tax Amount: $9,283.45
  • Tax Year: 2025

Disclosures and Reports

  • Legal Description: Amended Plat Of Hilton Haven Sec 1 A Subdivision On The Island Of Key West Fla Pb2-108 Tr 5
  • Flood Zone: AE
  • APN: 2030000000

Listed by Coldwell Banker Schmitt Real Estate Co. (KW), Sarah Eckert (772) 501-6576

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Listing agent

— 5 Hilton Haven Dr —

  • Sarah Eckert

    Coldwell Banker Schmitt Real Estate Co. (KW)

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 5 Hilton Haven Dr

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Horace O'bryant School
1105 Leon Street, Key West, FL 33040
6-80.6 mi
Poinciana Elementary School, Key West, FL
1407 Kennedy Drive, Key West, FL 33040
PK-50.8 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-120.5 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 5 Hilton Haven Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/01/2026
Listed
$1,695,000
99.41%
MLS
3/16/2007
Sold
$850,000
—
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 5 Hilton Haven Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,954
—
$1,101,573
3%
2024
$8,954
1%
$1,070,528
-2%
2023
$8,830
16%
$1,093,586
27%
2021
$7,583
-6%
$857,764
-17%
2022
$8,091
7%
$1,029,922
28%
2021
$7,583
6%
$806,508
1%
2019
$7,125
-2%
$801,381
—
2018
$7,249
-1%
$799,639
—
2017
$7,342
1%
$796,507
6%
2016
$7,304
1%
$750,754
6%
2015
$7,198
6%
$706,324
8%
2014
$6,789
3%
$654,238
5%
2013
$6,568
—
$625,438
—
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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with our affiliated lender
NMLS#: 1598647

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Listed by Coldwell Banker Schmitt Real Estate Co. (KW), Sarah Eckert (772) 501-6576

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5 Hilton Haven Drive, Key West, FL 33040 (MLS# 621480) is a Multi-Family property with units containing 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 5 Hilton Haven Drive is currently listed for $1,695,000 and was received on October 01, 2026. Want to learn more about 5 Hilton Haven Drive? Do you have questions about finding other Multi-Family real estate for sale in Key West? You can browse all Key West real estate or contact a Coldwell Banker agent to request more information.

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