1315 Whitehead St, Key West, FL 33040
Queen bed
Living area
OFF MARKET

$2,671,100

Trulia Estimate
as of Nov 8, 2026
  • 4 Beds
  • 3.5 Baths
  • 1,704 sqft

1315 Whitehead St, Key West, FL 33040

Upper Duvall

Home Highlights

Single-Family Home
1,704 sqft
$1,568/sqft

Local Information

  • Map ViewExplore the area around 1315 Whitehead St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Private gated communityPrivate seven-home gated communityPrivate grillFour bedroomsFully-equipped gourmet kitchenOpen-concept floor plans
BOOK NOW FOR MAY! $500 off!

PROPERTY DESCRIPTION:
Southernmost View is a modern, luxurious waterfront home in a private seven-home gated community just steps from the beach, and the Southernmost Point of the continental USA. Turquoise blue waters await you on the rooftop sundeck - perfect for tanning, reading and sipping your morning coffee. Relax under the southernmost stars or watch the sunset over the Atlantic horizon.

SPACE
Enjoy this perfect upscale beach home in its convenient location. Less than a mile to the beach, you can walk or bike along the pathways to all of your favorite attractions.

Open-concept floor plans are the best for quality family time. A fully-equipped gourmet kitchen adorned with white marble countertops and spacious cooktops. Cook today's catch on the Weber grill or eat meals at the island and unwind over dinner at the kitchen table for six. The small pool is surrounded by natural wood decking and secluded outdoor setting with beautiful lounging, entertainment and dining areas all around the house.

With four bedrooms, three and a half baths, a private washer/dryer and parking, what more could your Key West home need? This home is a rare find on the island making it a perfect spot for groups and accommodating extended family.

Two master suites include king size beds and en suite baths. While the Jack and Jill bathroom splits two additional bedrooms one with a king size bed the other with two twin beds. This home can accommodate up to eight people.

Other things to note:
- This unit is pet friendly! Up to 2 furry friends are allowed. Need to be less than 30lbs and will require additional fees.
- Assigned parking included for 1 vehicle
- Private gated community
- House features private grill
- Pool is heated
- Built to current hurricane-resistant codes with 180 mph windows and doors
- This stand alone home also includes a private assigned parking space in the gated community.
- No application or security deposit is required.
- Full payment via credit or debit card is required up front to rent this property.
- There are required additional fees

NEIGHBORHOOD
Find yourself on world famous Duval Street, just one short block away, for shopping, dining, and year-round entertainment and special events. Visit the Key West Butterfly and Nature Conservatory (also on Duval Street) to see over 50 butterfly species along with a number of exotic birds from around the world. Head over to Fort Zachary Taylor Historic State Park to explore the fort and hit the sandy beaches, just a little over a mile away, and don't forget to take a selfie by the Southernmost Point Buoy located just a few steps from your rental at the end of Whitehead.

General Policies: Renters will not receive any refund or reimbursement within 60 days of arrival. Outside of 60 days renters can receive a full refund. Renters must provide a written request.

OTHER INFO:
- House is fully furnished.
- All utilities are included.
- Full payment for the entire term is required in order to rent this property, however, some rental periods may be subject to a payment plan upon request.
- We do not accept checks or cash, payments must be made with a credit card or debit card.
- There are required additional fees
1315 Whitehead St, Key West, FL 33040 is a 4 bedroom, 4 bathroom, 1,704 sqft single-family home in Upper Duvall. It last sold for $2,395,000 on Feb 8, 2022 (20,726% above the $11,500 asking price). More recently, it was listed as a rental in August 2026 with an asking price of $11,500 per month. That rental listing was removed on November 8, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,671,100, with a rent estimate of $7,405/month.

Home Details for 1315 Whitehead St

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Month

Interior Features

Appliances & Utilities
DryerWasher
Heating & Cooling
Air ConditioningCooling System: Air Conditioner, Central Air
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Garden
Pool
Pool
Parking & Garage
Parking: Off Street Parking, On Site

Comparable Sales for 1315 Whitehead St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.15
Single-Family Home
$1,725,000
04/22/26
3
3
1,750 sqft
0.22
Single-Family Home
$3,050,000
04/07/26
4
2.5
1,440 sqft
0.26
Single-Family Home
$2,180,000
03/24/26
3
3.5
1,820 sqft
0.39
Single-Family Home
$2,515,000
10/09/26
4
3.5
1,674 sqft
0.04
Single-Family Home
$4,300,000
04/09/26
4
4.5
3,624 sqft
0.27
Single-Family Home
$1,685,000
11/25/25
3
2.5
1,440 sqft
0.19
Single-Family Home
$2,500,000
07/15/26
2
2.5
1,120 sqft
0.44
Single-Family Home
$2,170,000
03/31/26
3
3
1,662 sqft
0.43
Single-Family Home
$1,500,000
04/08/26
4
4
1,536 sqft
0.10
Single-Family Home
$1,300,000
06/24/26
3
2
1,051 sqft

Nearby homes

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Price and Tax history

DateEventPrice
Nov 8, 2026
Source: Zillow Rentals
ListingRemoved
$11,500
Aug 19, 2026
Source: Zillow Rentals
Listed For Rent
$11,500
Aug 11, 2026
Source: Zillow Rentals
ListingRemoved
$11,500
Apr 13, 2026
Source: Zillow Rentals
Listed For Rent
$11,500
Apr 1, 2026
Source: Zillow Rentals
ListingRemoved
$11,500

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Upper Duvall

At least 25 Trulia users voted on each feature.
  • 90 % Say it's walkable to restaurants

  • 87 % Say it's dog friendly

  • 77 % Say there are sidewalks

  • 74 % Say it's walkable to grocery stores

  • 74 % Say people would walk alone at night

  • 72 % Say streets are well-lit

  • 60 % Say there's holiday spirit

  • 59 % Say yards are well-kept

  • 58 % Say it's quiet

  • 52 % Say there's wildlife

  • 44 % Say they plan to stay for at least 5 years

  • 43 % Say there are community events

  • 41 % Say kids play outside

  • 38 % Say neighbors are friendly

  • 22 % Say parking is easy

  • 10 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Sunset Carnival and walkability. Beautiful houses and sidewalks. Many houses have gardens and are very well maintained. "
  • Trulia User
    "Very beautiful, most people are really nice and cordial. Also very walkable to shops, the marina, and restaurants/bars. But I am just visiting and walking around for a few days."
  • Marjoe55
    "We live on Shanty Creek, wish flows into Maumee bay. We face East on a tiny peninsula of forty houses."

LGBTQ Local Legal Protections

Frequently asked questions about 1315 Whitehead St

  • What is 1315 Whitehead St estimated to be worth?
    Trulia's estimated value for 1315 Whitehead St in Key West, FL is $2,671,100.
  • What is the price history for 1315 Whitehead St?
    1315 Whitehead St in Key West, FL last sold for $2,395,000 in February 2022.
  • Is Key West a buyer's or seller's market?
    Key West is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Key West?
    The median sale price in Key West is $1.03M. That is down $105K from the prior month.
  • Does 1315 Whitehead St have air conditioning?
    Yes, 1315 Whitehead St in Key West, FL has air conditioning.
  • Does 1315 Whitehead St have a pool?
    Yes, 1315 Whitehead St in Key West, FL has a pool.

Homes for rent near 1315 Whitehead St

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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