1105 Olivia St, Key West, FL 33040
Property image
Property image
FOR SALE

$799,000

Original price: $819,000
  • 1 Bed
  • 1 Bath
  • 622 sqft

1105 Olivia St, Key West, FL 33040

Old Town
Est. Mortgage $4,869/mo*
Get Pre-Qualified
We estimate this home will sell faster than 95% nearby.

Home Highlights

Single-Family Home
Built in 1928
$1,285/sqft

Local Information

  • Map ViewExplore the area around 1105 Olivia St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

This elegant historic Old Town cottage is a rare offering paired with a highly competitive price. Completely turnkey and perfectly suited as a winter home or seasonal Key West escape, it offers the opportunity to simply arrive, settle in, and enjoy island life from day one.

Sparkling, gallery-like, and filled with natural light, this beautifully renovated Old Town Key West cottage offers the perfect blend of charm, privacy, and modern comfort. Ideally situated on a quiet one-way street, this tropical retreat is just a short stroll from some of Key West's best boutiques, bakeries, art galleries, restaurants, and gourmet food markets.

Renovated down to the studs, the home features vaulted ceilings and an open-concept layout where the gourmet kitchen, entertainment bar, and living area come together to create a bright, welcoming gathering space. True to the Key West lifestyle, an expansive sliding glass door opens to a serene tropical oasis framed by lush fig vines, Spanish lime trees, swaying palms, and a majestic Royal Poinciana tree, where morning coffee, afternoon cocktails, and evenings under the stars become part of everyday life. The property also offers dedicated off-street golf cart parking, potential for a small pool, and no HOA fees, further enhancing its appeal as a private sanctuary.

Thoughtfully selected upscale finishes include solid teak flooring, granite countertops, and a beautifully appointed Calacatta marble shower tub. The renovation includes all-new electrical and plumbing systems, an efficient tankless hot water heater, a metal roof, impact-rated windows and opening protections, and stylish finishes throughout. Situated in the desirable X Flood Zone, the property offers an added layer of peace of mind with reduced flood risk concerns.

Steeped in Key West history, this charming cottage was once home to a local cigar maker, offering a connection to the island's rich cultural heritage while embracing the pleasures of contemporary living.
Last check for updates: about 23 hours ago
Listing courtesy of Epperly - Celli Team
Engel & Voelkers Key West
Source: FLKMLS, MLS#621059
Also Listed on Engel & Volkers, FLKMLS.
We estimate this home will sell faster than 95% nearby.

Home Details for 1105 Olivia St

Interior Features

Beds & Baths
Number of Bedrooms: 1Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 622 Square Feet
Appliances & Utilities
Appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer, Stainless Steel Appliance(s)DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Has CoolingAir Conditioning: Ceiling Fans(s),Ductless
View
No View

Exterior Features

Exterior Home Features
No Private Pool
Frontage
Not on Waterfront

Days on Market

Days on Market: 30

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Conch,Shotgun
Building
Construction Materials: Combo Construction
Property Information
Parcel Number: 00022350000100

Price & Status

Price
List Price: $799,000Price Per Sqft: $1,285

Active Status

MLS Status: Active

Location

Direction & Address
City: Key WestCommunity: Old Town - Unrecord (1.0)

Agent Information

Listing Agent
Listing ID: 621059

Building

Building Area
Building Area: 622 Square Feet

HOA

HOA Fee Includes: NoneNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 1100 sqft

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: 621059

Around this home

Neighborhood Overview

Old Town
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Old Town

At least 1 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 100 % Say people would walk alone at night

  • 100 % Say there are sidewalks

  • 100 % Say streets are well-lit

  • 100 % Say neighbors are friendly

  • 100 % Say it's quiet

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's walkable to restaurants

  • 100 % Say parking is easy

  • 100 % Say car is needed

  • 67 % Say there's holiday spirit

  • 60 % Say they plan to stay for at least 5 years

  • 50 % Say there are community events

  • 50 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • David Atkinson
    "I so look forward to getting to Key West. I volunteer at the Tropic and love it. It feels like home."
    0
    Flag
  • Trulia User
    "Dogs are welcomed at 90% of the restaurants. Everyone will remember your dogs name but not yours! I love living here with my dog Jack."
    0
    Flag
  • Trulia User
    "Key West is a huge dog community. They even are allowed in some restaurants . When I walk my dog on the main tourist street (Duval St) I get stopped many times from people wanting to pet my dog. A group of dog owners meet up at the park in the morning every day."
    0
    Flag
  • Sgarvin3281
    " Bikes are all you need small island. Safe and secure. No commute I do t work here it is a vacation community."
    0
    Flag
  • Trulia User
    "Everywhere dogs are welcome here in key west, Florida. Come joining us here in key west. Most food and service places, boats, and entertainment venues are good with dogs."
    0
    Flag
  • Trulia User
    "Feels very safe, super clean, super walkable in old town, and Catholic school looks very vibrant. "
    0
    Flag
  • Trulia User
    "Great people, great neighborhood, great police, family friendly events. Lots of things to do within a decent drive. Very family friendly generally "
    0
    Flag
  • Key W. B. F.
    "Gatherings on the local Mangia Mangia bench at 900 Southard street, safe & friendly town. Feel connected & welcomed in Key West. Enjoy the peaceful neighborhood & the tropical weather! You can walk or bike to everything you need & want!"
    0
    Flag
  • Kfowler
    "I am not currently aware of any neighborhood events that would bring the neighbors closer. However, both my husband and I would be open to any such event that would do so and would improve the neighborhood. The area is beautiful and well maintained, with a few exceptions. "
    2
    Flag
  • Hannah B.
    "Vintage Cottage houses, small island feel, Duval Street in a few minutes with hundreds of worldly trendy restaurants "
    6
    Flag
  • Drlynmar
    "Neighborhood newsletter. Proximity to OldTown events, festivals and parades. Walk to everything. Parks, beaches, dog park. Grocery and restaurant delivery. "
    2
    Flag
  • Venomousink1970
    "the neighborhood is great I myself do not like living in Key West anymore and looking to relocate and Asheville North Carolina or the surrounding areas people are very friendly here except for the homeless vagrants that beg for money and yell at you when you don't give them any"
    0
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  • Lorettamdt
    "Old Town is historic. Our neighbors are friendly. We walk everywhere. No need for a car. Restaurants are within walking distance. Beaches are a bicycle ride away. "
    0
    Flag
  • mangiamangia
    "Lived in this neighborhood for 25 years. Walk and anywhere. Far enough of Duval to escape the noise and drunks."
    0
    Flag
  • Sajsk
    "vacationed in that area -- charming and great location and amenities, yet quiet."
    0
    Flag
  • Rjones
    "This is a great street and great neighborhood. Qiet, yet close enough to Duval and White streets to enjoy all Key West has to offer. "
    0
    Flag

Market trends in Key West

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.14M
$143KMoM
Sale-to-List Price
—
Price per sq ft
$865
$67MoM
Available listings
255
17MoM

Home Value

Trulia Estimate
$764K
Since last month
Decreased$25K (-3.1%)
Since last year
Increased$114K (+17.5%)
Since last sale
Increased$454K (+146.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +62% in the last 10 years
MonthEstimated value
2026
September 2026$764K
August 2026$789K
July 2026$808K
June 2026$868K
May 2026$669K
April 2026$664K
March 2026$652K
February 2026$658K
January 2026$650K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1222 Florida St, Key West, FL
0.35
Single-Family Home
$550,000
11/17/25
1
1
805
914 Windsor Ln, Key West, FL
0.28
Single-Family Home
$1,000,000
07/07/26
1
1
594
732 Olivia St, Key West, FL
0.29
Single-Family Home
$865,000
05/15/26
1
1
510
609 1/2 Margaret St, Key West, FL
0.27
Single-Family Home
$755,000
03/20/26
1
2
884
1042 United St, Key West, FL
0.31
Single-Family Home
$925,000
08/12/26
2
1
612
834 Olivia St, Key West, FL
0.17
Single-Family Home
$780,000
01/07/26
2
2
648
1127 Packer St, Key West, FL
0.27
Single-Family Home
$1,075,000
10/07/25
2
1
840
709 Frances St, Key West, FL
0.12
Single-Family Home
$875,000
03/16/26
1
1.5
1,095

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
814 Ashe St, Key West, FL 33040
0.03
$2,859,000
3
3.5
2,286
For Sale
1100 Williams Ln, Key West, FL 33040
0.02
$2,093,200
3
3.5
2,286
Off Market
816 Ashe St, Key West, FL 33040
0.03
$2,100,000
3
3.5
1,522
Recently Sold
804 Ashe St, Key West, FL 33040
0.05
$1,285,400
2
2
1,046
Off Market
821 Frances St, Key West, FL 33040
0.02
$1,198,500
1
1.5
790
Off Market
1107 Olivia St, Key West, FL 33040
0.01
$1,300,000
2
2
1,125
Recently Sold
1114 Olivia St, Key West, FL 33040
0.02
$977,300
2
1
915
Off Market
903 Frances St, Key West, FL 33040
0.02
$1,056,100
2
1
654
Off Market
828 White St #1, Key West, FL 33040
0.05
$750,000
2
1
732
Recently Sold
1124 Olivia St #311, Key West, FL 33040
0.04
$1,032,600
2
2
1,039
Off Market
1126 Olivia St, Key West, FL 33040
0.04
$425,200
1
1
537
Off Market

Price and Tax history

DateEventPrice
Sep 18, 2026
Source: FLKMLS #621059
PriceChange
$799,000
Price decreased by 2%
Aug 22, 2026
Source: FLKMLS #621059
Listed For Sale
$819,000
Aug 14, 2026
Source: Engel & Volkers #620379
ListingRemoved
$819,000
Aug 5, 2026
Source: Key West AOR #620379
PriceChange
$819,000
Price decreased by 4%
Jul 15, 2026
Source: FLKMLS #620379
PriceChange
$849,000
Price decreased by 6%

LGBTQ Local Legal Protections

Epperly - Celli Team, Engel & Voelkers Key West
MLS Internet Data Exchange (IDX) information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys MLS.

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Frequently asked questions about 1105 Olivia St

  • What is the estimated monthly payment for 1105 Olivia St?
    Based on a $799,000 list price with 20% down at today's rates, the estimated monthly payment for 1105 Olivia St in Key West, FL is approximately $4,948 (about $4,327 principal & interest, $546 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 1105 Olivia St compare to homes in Key West?
    1105 Olivia St in Key West, FL is listed at $799,000, about 30% below the $1.14M median sale price in Key West.
  • What are the closest schools to 1105 Olivia St?
    The closest schools to 1105 Olivia St in Key West, FL are Horace O'bryant School (Pre-K/Elementary/Middle, rated 3/10), Key West High School (rated 4/10).
  • What is 1105 Olivia St estimated to be worth?
    Trulia's estimated value for 1105 Olivia St in Key West, FL is $764,300.
  • Does 1105 Olivia St have air conditioning?
    Yes, 1105 Olivia St in Key West, FL has air conditioning.
  • Does 1105 Olivia St have laundry facilities?
    Yes, 1105 Olivia St in Key West, FL has in-unit laundry.
1105 Olivia St, Key West, FL 33040 is a 1 bedroom, 1 bathroom, 622 sqft single-family home built in 1928. 1105 Olivia St is located in Old Town, Key West. This property is currently available for sale and was listed by FLKMLS on Aug 22, 2026. The MLS # for this home is MLS# 621059.