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1327 Whitehead Street STREET

KEY WEST, FL 33040
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Bed 4

Bed

Bath 3

Bath

SqFt1,787

Sqft

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 f loor 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.

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Detail Ic Property Details

Property Type : Residential - Single Family

Price : $2,990,000

AD Id : 77024020

MLS Id : 619459

Beds : 4

Living Area Size : 1,787

Year Built : 2018

County : Monroe

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Feature Features

  • Bedroom Information

    Total Bedrooms: 4

    Bathroom Information

    Total Baths: 3 Full Baths: 3
  • Interior Features

    Appliances: Washer,Stainless Steel Appliance(s),Freezer,Microwave,Oven,Range,Refrigerator,Dishwasher,Dryer
  • Roofing Information

    Metal Roof

    Heating & Cooling

    Cooling: Central Air,Ceiling Fans(s) Water Front: No None Ocean View

    Window Information

    Window Treatments: Impact Rstnce Window,Impact Rstnce Doors

  • Building Information

    Year Built: 2018 Floor Location: 2443 Construction: Hardi Board Siding Roof: Metal Roof
  • Pool Information

    In Ground Heated: Yes

  • Lot Information

    Lot SqFt: 2,443 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
  • Property Information

    SQ ft (Living Area): 1,787 View: Ocean View Subdivision: Filer Boyle Sub (1.0)

  • Listing Price Information

    List Price: $2,990,000
  • Listing Information

    Cash,Conventional

  • Tax Information

    Taxes: $18,218 Tax Year: 2025 Parcel Number: 00036180000500 Tax Exemptions: None

  • Multi-Unit Information

    Restrict: YES
  • Homeowners Association Information

    Mandatory Home Owners Asc: Yes 1st Right of Refusal: No Association Fee: $138.00

  • Utility Information

    Buyer to Verify
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
414 Virginia Street, Key West, FL, 33040 $1,100,000 3 2 1,344 1,344 SqFt
231 E Shore Drive #UNIT 6, Key West, FL, 33040 $4,375,000 5 6 4,103 4,103 SqFt
231 E Shore Drive #UNIT 2, Key West, FL, 33040 $4,250,000 5 6 4,103 4,103 SqFt
508 Grinnell Street, Key West, FL, 33040 $2,595,000 3 3 2,049 2,049 SqFt
1503 Johnson St, Key West, FL, 33040 $1,950,000 3 3 1,690 1,690 SqFt
4 Shore Drive, Key West, FL, 33040 $640,000 2 2 1,010 1,010 SqFt
60 Golf Club Drive DRIVE, Key West, FL, 33040 $995,000 3 3 1,203 1,203 SqFt
90 Golf Club Drive DRIVE, Key West, FL, 33040 $719,000 2 3 930 930 SqFt
236 Golf Club Drive DRIVE, Key West, FL, 33040 $875,000 2 3 1,120 1,120 SqFt
263 Golf Club Drive DRIVE, Key West, FL, 33040 $1,150,000 3 3 1,480 1,480 SqFt

ByOwner last updated this listing 06/19/2026 @ 18:51

MLS: 619459 LISTED BY: Rodney Culiver , Last Key Realty, Inc (KW) 305-292-6266 SOURCE: Florida Keys MLS, Inc.

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