1327 Whitehead Street, Key West, FL 33040
$2,990,000
Property Type:
Residential
Bedrooms:
4
Baths:
3
Square Footage:
1,787
Lot Size (sq. ft.):
2,443
Status:
Active
Current Price:
$2,990,000
List Date:
4/13/2026
Last Modified:
4/29/2026
Listing Details MLS# 619459
Location, Tax & Legal
- Street #
- 1327
- Street Name
- Whitehead
- Street Suffix
- Street
- Key/Island
- Key West
- State/Province
- FL
- Zip Code
- 33040
- County
- Monroe
- Subdivision
- Filer Boyle Sub (1.0)
- Area
- 01 - Key West
- KW Neighborhood
- Old Town-S of Truman
- City
- KEY WEST
- Mile Marker
- 1
- Marathon Neighborhood
- N/A
- Side
- Ocean
- Flood Zone
- AE
- Alternate Key #
- 9104219
- Parcel #
- 00036180000500
- Zoning
- HHDR - Historic High Density Residential
- Deed Restrictions
- Unknown
- Legal
- Residential Unit 5 Of Whkw (A/K/A Pt Lt 6 Sqr 3 Tr 16 Kw Filer Boyle Sub N-476) Or2758-1625 Or2795-1649 Or2895-1734 Or31
- Taxes
- 18218.23
- Tax Year
- 2025
- Pub Sewer HkUp
- Yes
Contract Information
- Listing Board
- Key West Association
General Property Description
- Realtor.COM Type
- Residential - Single Family
- Style
- Single Family
- Waterfront
- No
- Pool
- Yes
- Year Built
- 2018
- Lot SqFt
- 2443
- Acres
- 0.05
- Living Apx SqFt
- 1787
- SqFt Source
- Property Data Card
- Total Bedrooms
- 4
- Full Baths
- 3
- Total Baths
- 3
- Rentals Allowed
- With Restrictions
- Min Rental Days
- 30
- Control Depth
- 0
Association Info
- Mandatory Home Owners Asc
- Yes
- 1st Right of Refusal
- No
- Association Fee $
- 138
License Info
- # of City License
- Yes
- Non Trans Rntl Lic
- Yes
More Information
Building Style
- Above Flood
- Yes
Vehicle Storage
- Car(s)
- Yes
- Assigned Parking
- Yes
Pool Info
- Heated
- Yes
- In Ground
- Yes
Remarks & Misc
- Remarks – Consumer
- Modern luxury meets historic charm at this ultimate Key West sanctuary! Experience the pinnacle of island living in this stunning multi-story home built in 2018. Situated on the largest and most private parcel within an exclusive gated community, this home offers a rare combination of space and privacy in an unbeatable location. Tucked away off Whitehead Street, you'll be just steps from the Southernmost Point, access to the beach, and Duval Street. The crown jewel of this home is the expansive rooftop deck-- offering breathtaking views of the Atlantic Ocean and Old Town, coupled with refreshing breezes all day long. Built for peace of mind, the home features termite-resistant Hardie board siding, a metal roof, and impact rated doors and windows throughout. Inside, the open-concept first floor is an entertainer's dream, anchored by a chef-inspired kitchen with a large island that flows seamlessly into the living room. The 1,787 sq ft floor plan features four spacious bedrooms and three modern bathrooms, offering plenty of space for both privacy and entertaining, in addition to an abundance of storage - a rarity in Key West. The expansive master suite is a true luxury retreat, highlighted by soaring vaulted ceilings and an oversized en-suite bathroom. The outdoor space is equally as impressive, with a saltwater pool that includes a dual-temp heater (installed in late 2022) for year-round comfort. The IPE wood pool deck offers ample room for lounging, grilling, and dining, complemented by custom landscaping. Enjoy the security and tranquility of a well-managed HOA with low fees and active management, ensuring your property value remains protected. Whether you're seeking a primary residence or a high-performing vacation rental investment, this property is being sold completely turnkey. Complete with designated off-street parking and low insurances, this home truly has it all.
Fee Includes
- Common Area Mnt
- Yes
Dockage
- None
- Yes
Tax Exemptions
- None
- Yes
Appliances
- Dishwasher
- Yes
- Dryer
- Yes
- Freezer
- Yes
- Microwave
- Yes
- Oven
- Yes
- Range
- Yes
- Refrigerator
- Yes
- Stainless Steel Appliance(s)
- Yes
- Washer
- Yes
Cooling
- Ceiling Fans(s)
- Yes
- Central Air
- Yes
Waterfront
- None
- Yes
Waterview
- Ocean View
- Yes
Property Condition
- Updated/Remodeled
- Yes
Windows/Doors
- Impact Rstnce Doors
- Yes
- Impact Rstnce Window
- Yes
Construction
- Hardi Board Siding
- Yes
Land Size
- Less Than 1/4 Acre
- Yes
Furnished
- Furnished
- Yes
Terms
- Cash
- Yes
- Conventional
- Yes
Utilities
- Buyer to Verify
- Yes
Porch/Balcony
- Patio
- Yes
- Roof Top Deck
- Yes
Title
- Negotiable
- Yes
Roof
- Metal Roof
- Yes
Property Features
Fee Includes:
Common Area Mnt
Tax Exemptions:
None
License Info:
Non Trans Rntl Lic
Waterfront:
None
Waterview:
Ocean View
Dockage:
None
Property Condition:
Updated/Remodeled
Vehicle Storage:
Assigned Parking
Furnished:
Furnished
Cooling:
Ceiling Fans(s); Central Air
Utilities:
Buyer to Verify
Appliances:
Dishwasher; Dryer; Freezer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Pool Info:
In Ground
Construction:
Hardi Board Siding
Roof:
Metal Roof
Land Size:
Less Than 1/4 Acre
Terms:
Cash; Conventional
Title:
Negotiable
Listing Office:
Last Key Realty, Inc (KW)
Last Updated: April - 29 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.