For sale

Price cut: $100K (10/19)

$1,595,000

5 Hilton Haven Dr, Key West, FL 33040

4beds

2,027sqft

$9,481/mo

Get pre-qualified

Multi Family

Built in 1955

-- sqft lot

$1,500,700 Zestimate^®

$787/sqft

$-- HOA

What's special

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.

42 days
469
20

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 5
Full bathrooms: 4
1/2 bathrooms: 1

Cooling

Central Air, Wall/Window Unit(s), Heat Pump

Appliances

Included: Dishwasher, Refrigerator, Range, Oven, Microwave

Features

Flooring: Combination

Interior area

Total structure area: 2,027
Total interior livable area: 2,027 sqft

Property

Features

Levels: Ground Level
Patio & porch: Patio
Exterior features: Storage
Has private pool: Yes
Pool features: In Ground, Concrete, Liner
On waterfront: Yes

Lot

Size: 10,018 Square Feet
Dimensions: 60 X 180

Details

Additional structures: Shed(s)
Parcel number: 00002030000000
Zoning: MDR-1 - Medium Desnity Residential

Construction

Type & style

Home type: MultiFamily
Property subtype: Multi Family

Materials

Condition

Year built: 1955

Utilities & green energy

Utilities for property: Elect Separate Meter

Community & HOA

Community

Subdivision: Hilton Haven Sec 1 A (2.0)

HOA

Has HOA: No
Services included: None

Location

Region: Key West

Financial & listing details

Price per square foot: $787/sqft
Tax assessed value: $1,304,564
Annual tax amount: $9,283
Date on market: 10/2/2026

Estimated market value

$1,500,700

$1.43M - $1.58M

$4,133/mo

Price history

Date	Event	Price
10/19/2026	Price change	$1,595,000-5.9%$787/sqft
Source: FLKMLS #621480 Report a problem
10/2/2026	Listed for sale	$1,695,000+99.4%$836/sqft
Source: FLKMLS #621480 Report a problem
3/22/2007	Sold	$850,000+82.8%$419/sqft
Source: Public Record Report a problem
3/16/1999	Sold	$465,000$229/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$9,283 +3.7%	$1,101,573 +2.9%
2024	$8,954 +1.6%	$1,070,528 +5.6%
2023	$8,812 +8.9%	$1,013,893 +8.8%
2022	$8,091 +6.7%	$932,272 +8.7%
2021	$7,583 +6.6%	$857,764 +6.4%
2020	$7,113	$806,508 +0.6%
2019	$7,113 -0.2%	$801,381 +0.2%
2018	$7,125 -1.7%	$799,639 +0.4%
2017	$7,249 -1.3%	$796,507 +6.1%
2016	$7,342 +0.5%	$750,754 +0.5%
2015	$7,304	$746,783