808 Olivia St, Key West, FL 33040
Property image
Property image
OFF MARKET

808 Olivia St
Key West, FL 33040

Old Town
  • 3 Beds
  • 3.5 Baths
  • 1,786 sqft

$2,168,300

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $12,670/mo*

$2,168,300

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $12,670/mo*
3 Beds
3.5 Baths
1,786 sqft

Local Information

  • Map ViewExplore the area around 808 Olivia St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1953
Living Area
1,786 sqft
Price/Sqft
$1,214
HOA
None

About this House

Welcome to quintessential island living.
Newly remodeled in 2017, this home boasts all the modern amenities you crave. Open concept living, bringing the outdoors in with wall to wall exterior doors that open to your private and secluded pool and tanning deck. Neutral interior including pristine white tile floors throughout, stainless appliances, bar, wine cooler, 9' ceilings, and custom tile work. This home offers 3 Bedrooms, one on the main level with en suite bath, 2 large primary bedrooms second level with en suite baths and a custom laundry room. Plenty of storage and closet space for all your island necessities. Enjoy your covered front porch and white picket fence on a quiet street. Only a short walk to Duval and everything Key West.
808 Olivia St, Key West, FL 33040 is a 3 bedroom, 4 bathroom, 1,786 sqft single-family home in Old Town, built in 1953. It last sold for $1,900,000 on May 16, 2024 (5% below the $1,999,000 asking price). It is currently off market. The Trulia Estimate is $2,168,300, with a rent estimate of $6,909/month.

Home Details for 808 Olivia St

Interior Features

Interior Details
Number of Rooms: 9Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Full Bathroom, Half Bathroom, Living Room, Other Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1786 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Washer, Dryer, Dishwasher, Refrigerator, Microwave, Disposal, Stainless Steel Appliance(s)DishwasherDisposalDryerLaundry: Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central Air,Ceiling Fans(s)Has HeatingHeating Fuel: Has Heating Unspecified Type
Windows, Doors, Floors & Walls
Flooring: Tile
Levels, Entrance, & Accessibility
Accessibility: NoneFloors: Tile
View
No View

Exterior Features

Exterior Home Features
Patio / Porch: DeckFencing: FencedExterior: Outdoor ShowerHas a Private Pool
Pool
Pool: In GroundPool
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 1953
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: FrameNot a New Construction
Property Information
Condition: Updated/RemodeledParcel Number: 00020080000000

Price & Status

Price
List Price: $1,999,000

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 1786 Square Feet

HOA

HOA Fee Includes: NoneNo HOA

Lot Information

Lot Area: 1742.4 sqft

Offer

Listing Terms: No Seller Finance, Cash, Conventional

Miscellaneous

Mls Number: 608929
Last check for updates: about 6 hours ago
Listed by Michelle Howerton
Saltwater Real Estate Florida Keys, Inc
William Lee Howerton
Saltwater Real Estate Florida Keys, Inc
Bought with: Lokation Real Estate
Source: FLKMLS, MLS#608929

Price History for 808 Olivia St

DatePriceEventSource
05/16/2024$1,900,000Sold
FLKMLS #608929
05/10/2024$1,999,000PendingFLKMLS #608929
04/26/2024$1,999,000ContingentFLKMLS #608929
04/04/2024$1,999,000PriceChange
FLKMLS #608929
03/20/2024$2,200,000PriceChange
FLKMLS #608929
02/27/2024$2,300,000Listed For SaleFLKMLS #608929
10/16/2019$1,275,000Sold
FLKMLS #587766
11/03/2018$1,389,000Listed For SaleAgent Provided
02/06/2014$692,500Sold
N/A
01/15/2014$689,000PendingAgent Provided
08/24/2013$689,000Listed For SaleAgent Provided
08/09/2013$530,000Sold
N/A
08/08/2013$599,900Listed For SaleAgent Provided
07/05/2013$599,900ListingRemovedAgent Provided
06/05/2013$599,900Listed For SaleAgent Provided

Market trends in Key West

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.23M
$20.83K
MoM
Sale-to-List Price
94.6%
0.3%
MoM
Price per sq ft
$958
$15
MoM
Available listings
288
17
MoM
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Property Tax and Assessment

Year2025
Tax$14,030
Assessment$1,637,185
Home facts updated by county records

Comparable Sales for 808 Olivia St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.21
Single-Family Home
$1,920,000
10/13/25
3
3
1,473
0.25
Single-Family Home
$2,100,000
05/27/26
3
3.5
1,522
0.16
Single-Family Home
$2,525,000
04/27/26
3
3
1,600
0.24
Single-Family Home
$1,667,000
01/23/26
3
3.5
1,572
0.19
Single-Family Home
$2,595,000
11/13/25
3
2.5
1,524
0.18
Single-Family Home
$1,590,000
01/22/26
3
1.5
1,392
0.30
Single-Family Home
$1,450,000
02/27/26
3
3.5
1,897
0.35
Single-Family Home
$1,825,000
02/20/26
3
2.5
1,681
0.27
Single-Family Home
$1,380,000
06/18/26
3
2.5
1,251
0.44
Single-Family Home
$1,725,000
04/22/26
3
3
1,750

Nearby homes

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Assigned Schools

These are the assigned schools for 808 Olivia St.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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."
  • 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."
  • 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."
  • Sgarvin3281
    " Bikes are all you need small island. Safe and secure. No commute I do t work here it is a vacation community."
  • 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."
  • Trulia User
    "Feels very safe, super clean, super walkable in old town, and Catholic school looks very vibrant. "
  • Trulia User
    "Great people, great neighborhood, great police, family friendly events. Lots of things to do within a decent drive. Very family friendly generally "
  • 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!"
  • 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. "
  • Hannah B.
    "Vintage Cottage houses, small island feel, Duval Street in a few minutes with hundreds of worldly trendy restaurants "
  • Drlynmar
    "Neighborhood newsletter. Proximity to OldTown events, festivals and parades. Walk to everything. Parks, beaches, dog park. Grocery and restaurant delivery. "
  • 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"
  • 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. "
  • mangiamangia
    "Lived in this neighborhood for 25 years. Walk and anywhere. Far enough of Duval to escape the noise and drunks."
  • Sajsk
    "vacationed in that area -- charming and great location and amenities, yet quiet."
  • 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. "

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Homes for sale near 808 Olivia St

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Off Market Homes Near 808 Olivia St

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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.