1016 James St, Key West, FL 33040
Property image
Property image
OFF MARKET

$1,955,600

Trulia Estimate
as of Sep 22, 2026
  • 3 Beds
  • 2 Baths
  • 1,088 sqft

1016 James St, Key West, FL 33040

Historic Seaport

Home Highlights

Single-Family Home
1,088 sqft
$1,797/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 1016 James St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

About this House

1016 James Street is located in the historic and vibrant city of Key West, Florida. This area is known for its charming, colorful houses, laid-back island vibe, and rich cultural history. The neighborhood around James Street features a mix of quaint cottages, tropical landscaping, and a relaxed atmosphere that embodies the laid-back Caribbean flair of Key West. It is close to local attractions, beaches, shops, and restaurants, making it a popular spot for both residents and visitors seeking a quintessential Key West experience.
1016 James St, Key West, FL 33040 is a 3 bedroom, 2 bathroom, 1,088 sqft single-family home in Historic Seaport. It last sold for $1,102,200 on Jan 26, 2016 (21,944% above the $5,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,955,600, with a rent estimate of $5,013/month.

Home Details for 1016 James St

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Attached, On Site

Comparable Sales for 1016 James St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.13
Single-Family Home
$1,325,000
02/26/26
3
1.5
1,368 sqft
0.06
Single-Family Home
$1,600,000
11/12/25
3
2
1,440 sqft
0.12
Single-Family Home
$2,200,000
04/17/26
3
2
1,516 sqft
0.11
Single-Family Home
$1,850,000
06/29/26
3
3
1,256 sqft
0.21
Single-Family Home
$910,000
08/14/26
3
2
1,690 sqft
0.05
Single-Family Home
$800,000
06/10/26
2
1.5
752 sqft
0.26
Single-Family Home
$1,050,000
08/06/26
3
2.5
1,017 sqft
0.06
Single-Family Home
$2,350,000
05/06/26
4
2
1,628 sqft
0.45
Single-Family Home
$875,000
09/30/25
3
2
1,049 sqft
0.12
Single-Family Home
$955,000
11/12/25
4
3
1,226 sqft

Nearby homes

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Rental Market Trends in Historic Seaport

Last updated Sep 2026
Trulia Rent Estimate$5,013/mo
Average rent
$14K
$10.4K
MoM
Available listings
19
View rental market trends in Key West, FL

Around this home

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Historic Seaport

At least 38 Trulia users voted on each feature.
  • 92 % Say it's dog friendly

  • 90 % Say people would walk alone at night

  • 88 % Say it's walkable to restaurants

  • 84 % Say it's walkable to grocery stores

  • 83 % Say there are sidewalks

  • 79 % Say streets are well-lit

  • 67 % Say yards are well-kept

  • 64 % Say they plan to stay for at least 5 years

  • 62 % Say there's holiday spirit

  • 60 % Say there's wildlife

  • 59 % Say there are community events

  • 57 % Say it's quiet

  • 43 % Say parking is easy

  • 42 % Say neighbors are friendly

  • 35 % Say kids play outside

  • 30 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • Mari.lindsley
    "I've lived here for 2 years and enjoy the walkability to local theatres and restaurants. There's a strong homeless contingency that detracts from the seaport. But you can't blame them for wanting to be in paradise."
  • Tom
    "There are many festivals and events that include the Key West Historic Harbor. Venues include Schooner Wharf, Waterfront Brewery, The Marker, etc.."
  • Bwruble
    "Tourist don’t clean up after their dogs, but locals do. This is a wonderful neighborhood. Gecko lane is especially beautiful and very private. "
  • Ctmortman
    "Perfect place for dogs. There are several dog pearls on the island and some restaurants are pet friendly. I own a dog watching business on Marco Island...a service much needed there"
  • Sue S.
    "We vacationed here for the month of February 2014. We did not rent a car but had bikes for a week. We are walkers and walked an average of 1-2 miles for dinner and many miles during the day touring, hiking, etc. This area is accessible to most anything."

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Jan 26, 2016
Source: FLKMLS #122474
Sold
$1,102,200
Dec 23, 2015
Source: Agent Provided
Pending
$1,150,000
Dec 20, 2015
Source: Agent Provided
PendingToActive
$1,150,000
Dec 18, 2015
Source: Agent Provided
Pending
$1,150,000
Nov 27, 2015
Source: Agent Provided
Listed For Sale
$1,150,000

Frequently asked questions about 1016 James St

  • What is 1016 James St estimated to be worth?
    Trulia's estimated value for 1016 James St in Key West, FL is $1,955,600.
  • What is the price history for 1016 James St?
    1016 James St in Key West, FL last sold for $1,102,200 in January 2016.
  • Is Key West a buyer's or seller's market?
    Key West is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Key West?
    The median sale price in Key West is $1.14M. That is down $143K from the prior month.
  • Does 1016 James St have air conditioning?
    Yes, 1016 James St in Key West, FL has air conditioning.
  • Does 1016 James St have laundry facilities?
    Yes, 1016 James St in Key West, FL has in-unit laundry.

Homes for rent near 1016 James 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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