57538 Bailey St, Grassy Key, FL 33050
Property image
Property image
SOLD
DEC 1, 2025

$445,400

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 874 sqft

57538 Bailey St, Grassy Key, FL 33050

Est. Refi. Payment $2,641/mo*
Refinance Your Home
Currently Off Market - Sold Dec 1, 2025 for $440,000 (4% below list price)

Home Value

Trulia Estimate
$445K
Since last month
Increased$2K (+0.3%)
Since last year
Increased$7K (+1.6%)
Since last sale
Increased$6K (+1.3%)
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 +73% in the last 10 years
MonthEstimated value
2026
August 2026$446K
July 2026$444K
June 2026$440K
May 2026$433K
April 2026$436K
March 2026$436K
February 2026$438K
January 2026$438K
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
57485 Gibson St, Grassy Key, FL
0.04
Single-Family Home
$550,000
06/17/26
3
2
1,056
57453 Goodley St, Grassy Key, FL
0.11
Single-Family Home
$580,000
05/20/26
3
2
1,147
254 Orange Ave, Grassy Key, FL
0.60
Single-Family Home
$525,000
12/17/25
3
1
912
347 Guava Ave, Grassy Key, FL
0.70
Single-Family Home
$390,000
12/30/25
3
1
1,008
370 Cocoanut Ave, Grassy Key, FL
0.72
Single-Family Home
$500,000
10/29/25
2
2
864
58704 Overseas Hwy, Grassy Key, FL
1.22
Single-Family Home
$550,000
03/16/26
2
1
1,160
58121 Morton St, Grassy Key, FL
0.59
Single-Family Home
$2,700,000
05/29/26
4
2.5
1,464
58950 Overseas Hwy #13, Marathon, FL
1.45
Single-Family Home
$1,075,000
08/27/26
3
2
1,404
56 Pelican Rd, Grassy Key, FL
1.52
Single-Family Home
$1,275,000
02/09/26
2
1
864

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
57528 Bailey St, Grassy Key, FL 33050
0.01
$478,600
2
1
874
Off Market
57487 Bailey St, Grassy Key, FL 33050
0.05
$611,800
2
2
926
Off Market
57547 Gibson St, Grassy Key, FL 33050
0.03
$579,700
3
1
952
Off Market
57485 Gibson St, Grassy Key, FL 33050
0.04
$550,000
3
2
1,056
Recently Sold
Bailey St, Marathon, FL 33050
0.07
-
-
-
-
Off Market
220 Kyle Ave, Grassy Key, FL 33050
0.07
$605,200
3
2
1,152
Off Market
57453 Goodley St, Grassy Key, FL 33050
0.11
$580,000
3
2
1,147
Recently Sold
57417 Morton St, Grassy Key, FL 33050
0.15
$3,983,400
3
3
2,837
Off Market
Goodley St, Marathon, FL 33050
0.12
-
-
-
-
Off Market
1 Croton Ave, Marathon, FL 33050
0.14
$15,900
-
-
-
Recently Sold
57423 Goodley St, Grassy Key, FL 33050
0.13
$681,100
3
2
1,240
Off Market

Local Information

  • Map ViewExplore the area around 57538 Bailey 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
1981
Living Area
874 sqft
Price/Sqft
$503/sqft
Parking
Open Parking
HOA
None

About this House

Welcome to 57538 Bailey St! This tastefully decorated 2-bedroom home is a gem. The modern kitchen features stainless steel appliances, including a dishwasher, microwave, and range. Upstairs, enjoy the convenience of central A/C and an in-unit washer/dryer. The downstairs area is a tropical oasis, complete with a fenced yard, tiki hut, hot tub, and cozy sitting area—perfect for entertaining. Nestled just a short drive from Marathon's vibrant offerings: Shopping, aquatic adventures, and dining options. To explore this inviting property in person, call today!
57538 Bailey St, Grassy Key, FL 33050 is a 2 bedroom, 1 bathroom, 874 sqft single-family home built in 1981. It last sold for $440,000 on Dec 1, 2025 (4% below the $459,000 asking price). More recently, it was listed as a rental in May 2024 with an asking price of $3,500 per month. That rental listing was removed on July 3, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $445,400, with a rent estimate of $2,864/month.
Last check for updates: about 5 hours ago
Listed by Kenneth Herzbrun, (305) 282-8419
Lokation Real Estate
Bought with: outside of mls, Outside Of MLS
Source: FLKMLS, MLS#614505

Home Details for 57538 Bailey St

Interior Features

Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 874 Square Feet
Appliances & Utilities
Utilities: Elect Separate Meter, Cable AvailableAppliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Microwave, Stainless Steel Appliance(s)DishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Has CoolingAir Conditioning: Central Air
Fireplace & Spa
Spa: HeatedHas a Spa
Windows, Doors, Floors & Walls
Flooring: Tile
Levels, Entrance, & Accessibility
Floors: Tile
View
No View

Exterior Features

Exterior Home Features
Patio / Porch: DeckFencing: FencedExterior: Chickee HutNo Private Pool
Parking & Garage
No Attached GarageHas Open ParkingParking: Open
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 1981
Property Type / Style
Property Type: ResidentialProperty Subtype: Half DuplexArchitecture: Other
Building
Construction Materials: Other
Property Information
Parcel Number: 00360420000000

Price & Status

Price
List Price: $459,000Price Per Sqft: $503/sqft

Active Status

MLS Status: Closed

Location

Direction & Address
City: MarathonCommunity: Grassy Key (58.9)

Building

Building Area
Building Area: 874 Square Feet

Community

Community Features: Bike Paths

HOA

HOA Fee Includes: NoneNo HOA

Lot Information

Lot Area: 3049.2 sqft

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 614505

Additional Information

Bike Paths

Price and Tax history

DateEventPrice
Dec 1, 2025
Source: FLKMLS #614505
Sold
$440,000
Nov 5, 2025
Source: FLKMLS #614505
Contingent
$459,000
Sep 30, 2025
Source: FLKMLS #614505
PriceChange
$459,000
Price decreased by 3%
Jun 28, 2025
Source: Key West AOR #614505
PriceChange
$475,000
Price decreased by 5%
Apr 26, 2025
Source: MLKAR #614505
PriceChange
$499,000
Price decreased by 6%

Market trends in Marathon

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$774K
$51.67KMoM
Sale-to-List Price
—
Price per sq ft
$630
$2MoM
Available listings
260
8MoM

Around this home

What Locals Say about Marathon

At least 61 Trulia users voted on each feature.

  • 83 % Say car is needed

  • 79 % Say people would walk alone at night

  • 76 % Say parking is easy

  • 72 % Say it's quiet

  • 70 % Say it's dog friendly

  • 70 % Say yards are well-kept

  • 68 % Say there's holiday spirit

  • 61 % Say it's walkable to restaurants

  • 53 % Say there's wildlife

  • 53 % Say they plan to stay for at least 5 years

  • 51 % Say there are community events

  • 49 % Say kids play outside

  • 45 % Say neighbors are friendly

  • 37 % Say it's walkable to grocery stores

  • 36 % Say there are sidewalks

  • 29 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • 4yrv5tc4qr
    "Seafood festival, theater, music festival, turtle releases, homecoming parade, 4th of July fireworks on the beach"
    1
    Flag
  • Ingridfox
    "people love walking dogs on the beach and dog dog park at Sombrero Beach. A lot of restaurants are dog friendly. This is a great place for dog owners. "
    1
    Flag
  • C E.
    "There is no place for kids to hang out really except for the skate park. There are no malls, no skating rinks, no places for kids to meet safely. "
    1
    Flag
  • Jan M.
    "We have basic public transportation. I’d take a taxi anywhere in town. .............................,,"
    0
    Flag
  • Erin F.
    "There’s plenty of grass, sidewalks and quiet roads to walk along.. plus the public beach is always a dogs favorite adventure.. just pick up after your dog!"
    2
    Flag
  • Thurmankolb
    "Yes! Dog park just down the street. Lots of neighbors know each other by our dogs. Great vets n Marathon and good groomer."
    6
    Flag
  • Thurmankolb
    "Lots of community events and activities. Fishing tournaments, seafood festival, school carnivals, etc... "
    2
    Flag
  • Jamie B.
    "Everyone gets together for the kids at Halloween. We have a community park with special events planned for the kids and the beach is the sight for a special 4th of July. "
    0
    Flag
  • Abiezer31
    "Of course ,the neighbors the owner and dog are very nice I’m very proud living in my house.and this neighborhood "
    3
    Flag
  • Darren S.
    "I live off the beaten path across the street from a golf course. It's very quiet and tranquil. throb marinas surrounding the property and can walk to All shops and stores."
    0
    Flag
  • Cyndiepalmer
    "We are a friendly neighborhood. You walk your street and say Hi anytime. It is a safe street to live "
    0
    Flag
  • Ksperkinson
    "Safe clean near ocean good police pet friendly hospital is coming along in the construction have contract here at hospital looking forward to finding a good place for 3 months"
    0
    Flag
  • Stephanie M.
    "A lot of kids and cars. A fire station that is noisey but nice. Lizards everywhere. There is one hotel on this small island. There are A lot of Vacation homes here and crab catchers. When it rains you can't see the road."
    0
    Flag
  • Lb2071
    "water front community , is a small island called Flamingo Island. We have a 9 hole golf course and just 5 minutes from Publix and Kmart. Sombrero beach is right at the outset of the canals on the Atlantic ocean and the people are very loving and friendly."
    0
    Flag
  • Gonzalez8834
    "Marathon is a great place to life and have a family, very safe, quiet and full of great people. ......"
    0
    Flag
  • Tom A. C. M.
    "I live here (14 years) and love the area. Close accessibility to shopping, schools, churches, golf, beach, walking, biking. "
    0
    Flag
  • Anne K.
    "Lived here for many years and is one of the best places to live in Marathon. Conveniently located near schools, parks, shopping and beach just minutes away."
    0
    Flag
  • Debra G.
    "Only 8 miles from Marathon. Away from the winter traffic, airport noise. Crystal clean, flow through canals. Great place to vacation and a great place to live. "
    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 57538 Bailey St

  • What is 57538 Bailey St estimated to be worth?
    Trulia's estimated value for 57538 Bailey St in Grassy Key, FL is $445,400.
  • What is the price history for 57538 Bailey St?
    57538 Bailey St in Grassy Key, FL last sold for $440,000 in December 2025.
  • Is Grassy Key a buyer's or seller's market?
    Grassy Key is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Grassy Key?
    The median sale price in Grassy Key is $774K. That is up $51.67K from the prior month.
  • Does 57538 Bailey St have air conditioning?
    Yes, 57538 Bailey St in Grassy Key, FL has air conditioning.
  • Does 57538 Bailey St have laundry facilities?
    Yes, 57538 Bailey St in Grassy Key, FL has in-unit laundry.

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