529 Simonton St, Key West, FL 33040
Property image
Property image
SOLD
AUG 3, 2026

$2,700,900

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 1,800 sqft

529 Simonton St, Key West, FL 33040

Old Town
Est. Refi. Payment $16,282/mo*
Refinance Your Home
Currently Off Market - Sold Aug 3, 2026 for $2,700,000 (4% below list price)

Home Value

Trulia Estimate
$2.7M
Since last month
Increased$72K (+2.7%)
Since last year
Increased$1M (+69.9%)
Since last sale
Increased$10K (+0.4%)
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 +189% in the last 10 years
MonthEstimated value
2026
September 2026$2.71M
August 2026$2.71M
July 2026$2.64M
June 2026$2.6M
May 2026$2.6M
April 2026$2.63M
March 2026$2.61M
February 2026$2.61M
January 2026$2.69M
2025
2024
2023
2020

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
418 William St, Key West, FL
0.18
Single-Family Home
$3,285,000
03/18/26
4
3
1,852
628 William St, Key West, FL
0.16
Single-Family Home
$2,595,000
11/13/25
3
2.5
1,524
728 Love Ln, Key West, FL
0.11
Single-Family Home
$3,150,000
09/19/25
3
3
2,100
510 Margaret St, Key West, FL
0.23
Single-Family Home
$2,850,000
04/17/26
4
4
1,968
808 Carey Ln, Key West, FL
0.24
Single-Family Home
$2,525,000
04/27/26
3
3
1,600
517 Elizabeth St, Key West, FL
0.09
Single-Family Home
$3,750,000
10/20/25
4
3
2,173
805 Shavers Ln, Key West, FL
0.25
Single-Family Home
$3,699,000
03/02/26
3
3
1,663
312 Margaret St, Key West, FL
0.32
Single-Family Home
$2,295,000
04/15/26
3
3
1,916
512 Emma St, Key West, FL
0.36
Single-Family Home
$3,095,000
01/27/26
4
4
1,653

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
525 Simonton St, Key West, FL 33040
0.01
$6,500,000
11
11
3,034
Recently Sold
522 Simonton St, Key West, FL 33040
0.03
$5,754,700
5
5.5
3,342
Off Market
617 Free School Ln, Key West, FL 33040
0.03
-
-
-
-
Off Market
611 Southard St #3, Key West, FL 33040
0.02
$854,200
1
1
636
Off Market
603 Free School Ln, Key West, FL 33040
0.04
$2,124,500
3
3
1,628
Off Market
602 Southard St, Key West, FL 33040
0.03
$1,445,200
3
3
2,671
Off Market
605 Free School Ln, Key West, FL 33040
0.04
$2,103,600
3
3
1,628
Off Market
522 Elizabeth St, Key West, FL 33040
0.06
$5,859,300
6
6.5
3,209
Off Market
620 Southard St, Key West, FL 33040
0.06
$9,674,400
5
6
10,822
Off Market
516 Elizabeth St, Key West, FL 33040
0.07
$1,890,000
2
2.5
1,495
For Sale
626A Fleming St, Key West, FL 33040
0.08
$1,269,300
3
2
1,260
Off Market

Local Information

  • Map ViewExplore the area around 529 Simonton St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1889
1,800 sqft
$1,500/sqft
Open Parking

About this House

X Flood Zone 13ft above sea-level! Gorgeous CONCH home in the ultimate Old Town location - only one block from Duval, in a neighborhood lined with historic homes! Live in the heart of Old Town where charming architecture, iconic streetscapes, and Key West's finest restaurants and shops are right outside your door. This beautifully restored 1889 Conch home has been completely renovated in 2022 to the studs, blending historic character with sophisticated modern upgrades. Currently configured as a single family home, open-concept living area, 10 ft ceilings and restored Dade County Pine throughout. The great room flows into the chef's kitchen featuring high-end Café appliances, gas range, and custom cast-in-place concrete countertops. A bespoke bar framed with antique doors creates the perfect spot to prepare a cocktail before stepping onto your private porch. Two inviting first-floor guest rooms share a luxurious bath with a deep 17'' soaking tub. The custom staircase leads to a serene primary suite offering a private balcony overlooking picturesque Simonton Street, a custom walk-in closet, and a spa-style en-suite bathroom with rain shower, jets, sprayer, and dual vanity. Step outside to your expansive tropical oasis featuring a new pool with waterfall, electric heater and chiller. Off-street parking accommodates 2-3 vehicles plus golf cart/UTV. The home boasts extensive upgrades including: new metal roof, impact windows and doors, beautiful Brazilian pecan floors, spray-foamed insulation, steel interior framing, new plumbing/electrical/HVAC systems, tankless gas water heater with instant-hot pump.
The property maintains legal duplex zoning and can be easily returned to two units. A 3 bedroom 2 bathroom residence and a large, separately metered 1 bed 1 bath apartment. —with its own private side entrance, full kitchen, living room and bath. 3 electric meters, 2 water meters, located in the conditional transient receiver zone (buyer to verify uses with the City).
529 Simonton St, Key West, FL 33040 is a 4 bedroom, 3 bathroom, 1,800 sqft single-family home in Old Town, built in 1889. It last sold for $2,700,000 on Aug 3, 2026 (4% below the $2,799,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,700,900, with a rent estimate of $7,674/month.
Last check for updates: about 2 hours ago
Listed by Lisa Swanson, (305) 924-3777
The Agency Florida Keys
Bought with: Lisa Swanson, (305) 924-3777, The Agency Florida Keys
Source: FLKMLS, MLS#617467

Home Details for 529 Simonton St

Interior Features

Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 1800 Square Feet
Appliances & Utilities
Utilities: Water Separate Meter, Elect Separate MeterAppliances: Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Gas Appliances, Wine CoolerDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central Air,Wall/Window Unit(s),Ceiling Fans(s)Has HeatingHeating Fuel: Has Heating Unspecified Type
Windows, Doors, Floors & Walls
Flooring: Wood
Levels, Entrance, & Accessibility
Floors: Wood
View
No View
Security
Security: Security Gate

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, Deck, PatioFencing: FencedExterior: LightingHas a Private Pool
Parking & Garage
No Attached GarageHas Open ParkingParking: Open
Pool
Pool: In Ground, ConcretePool
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 1889
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Conch
Building
Construction Materials: Frame
Property Information
Parcel Number: 00009260000000

Price & Status

Price
List Price: $2,799,000Price Per Sqft: $1,500/sqft

Active Status

MLS Status: Closed

Media

Location

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

Building

Building Area
Building Area: 1800 Square Feet

HOA

HOA Fee Includes: NoneNo HOA

Lot Information

Lot Area: 3484.8 sqft

Miscellaneous

Mls Number: 617467

Price and Tax history

DateEventPrice
Aug 3, 2026
Source: FLKMLS #617467
Sold
$2,700,000
Jul 21, 2026
Source: FLKMLS #617467
Contingent
$2,799,000
Jul 21, 2026
Source: FLKMLS #617467
Pending
$2,799,000
Jul 14, 2026
Source: Key West AOR #617467
Contingent
$2,799,000
May 2, 2026
Source: FLKMLS #617467
PriceChange
$2,799,000
Price decreased by 2%

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

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
    Flag
  • 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

LGBTQ Local Legal Protections

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.

Frequently asked questions about 529 Simonton St

  • What is 529 Simonton St estimated to be worth?
    Trulia's estimated value for 529 Simonton St in Key West, FL is $2,700,900.
  • What is the price history for 529 Simonton St?
    529 Simonton St in Key West, FL last sold for $2,700,000 in August 2026.
  • 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 529 Simonton St have air conditioning?
    Yes, 529 Simonton St in Key West, FL has air conditioning.
  • Does 529 Simonton St have a pool?
    Yes, 529 Simonton St in Key West, FL has a pool.

Explore by feature - Pet Friendly

24 pet-friendly rentals in Key West, FL

Explore by feature - Garage

20 rentals with a garage in Key West, FL

Explore by feature - Air Conditioning

99 rentals with air conditioning in Key West, FL

Explore by feature - Pool

73 rentals with a pool in Key West, FL

Explore by feature - Washer/dryer

90 rentals with a washer/dryer in Key West, FL

Explore by feature - Outdoor Space

7 rentals with an outdoor space in Key West, FL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 529 Simonton St

Skip to last item
Skip to first item

Homes for sale near 529 Simonton St

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item