57538 Bailey St
Grassy Key, FL 33050
2 Beds
1 Bath
874 sqft
$440,000
Last Sold: Dec 1, 2025
4% below list $459K
$503/sqft
Est. Refi. Payment $2,582/mo*
$440,000
Last Sold: Dec 1, 2025
4% below list $459K
$503/sqft
Est. Refi. Payment $2,582/mo*
2 Beds
1 Bath
874 sqft
Local Information
© Google
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Description
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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from December 02, 2025
Home Highlights
Parking
Open Parking
Outdoor
Deck
View
No Info
HOA
None
Price/Sqft
$503/sqft
Listed
180+ days ago
Home Details for 57538 Bailey St
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Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1 |
Dimensions and Layout Living Area: 874 Square Feet |
Appliances & Utilities Utilities: Buyer to Verify, Cable AvailableAppliances: Washer, Stainless Steel Appliance(s), Microwave, Range, Refrigerator, Dishwasher, DryerDishwasherDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Has CoolingAir Conditioning: Central Air |
Fireplace & Spa Spa: PrivateHas a Spa |
Gas & Electric Electric: Elect Separate Meter |
Windows, Doors, Floors & Walls Window: Other Windows/DoorsFlooring: Tile |
Levels, Entrance, & Accessibility Floors: Tile |
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Exterior Home Features Patio / Porch: DeckFencing: FencedOther Structures: Chickee HutNo Private Pool |
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking: Open,Off Street |
Frontage Waterfront: None, Dockage: NoneNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
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Year Built Year Built: 1981 |
Property Type / Style Property Type: ResidentialProperty Subtype: Half Duplex, Single Family ResidenceArchitecture: Other Bldg Style |
Building Construction Materials: OtherAttached To Another Structure |
Property Information Parcel Number: 00360420000000 |
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Price List Price: $459,000Price Per Sqft: $503/sqft |
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MLS Status: Closed |
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Direction & Address City: MarathonCommunity: Grassy Key (58.9) |
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Community Features: Bike Paths |
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HOA Fee Includes: NoneAssociation for this Listing: Marathon/Lower KeysNo HOA |
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Lot Area: 3049.2 sqft |
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Listing Terms: Cash, Conventional |
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Mls Number: 614505Water View: None |
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Bike Paths |
Last check for updates: about 7 hours ago
Listed by Kenneth Herzbrun, (305) 282-8419
Lokation Real Estate
Bought with: outside of mls, Outside Of MLS
Originating MLS: Marathon/Lower Keys
Source: FLKMLS, MLS#614505
Price History for 57538 Bailey St
| Date | Price | Event | Source |
|---|---|---|---|
| 12/01/2025 | $440,000 | Sold | FLKMLS #614505 |
| 11/05/2025 | $459,000 | Contingent | FLKMLS #614505 |
| 09/30/2025 | $459,000 | PriceChange | FLKMLS #614505 |
| 06/28/2025 | $475,000 | PriceChange | Key West AOR #614505 |
| 04/26/2025 | $499,000 | PriceChange | MLKAR #614505 |
| 04/06/2025 | $529,000 | Listed For Sale | Key West AOR #614505 |
| 07/03/2024 | ListingRemoved | MLKAR #609897 | |
| 05/07/2024 | $3,500 | Listed For Rent | MLKAR #609897 |
| 08/13/2019 | $220,000 | Sold | N/A |
| 06/04/2019 | $219,000 | PriceChange | Agent Provided |
| 05/06/2019 | $230,000 | PriceChange | Agent Provided |
| 04/09/2019 | $239,000 | PriceChange | Agent Provided |
| 03/11/2019 | $249,000 | PriceChange | Agent Provided |
| 02/04/2019 | $259,000 | PriceChange | Agent Provided |
| 01/22/2019 | $269,000 | Listed For Sale | Agent Provided |
| 11/29/2018 | $269,000 | ListingRemoved | Agent Provided |
| 10/04/2018 | $269,000 | Listed For Sale | Agent Provided |
| 05/01/2018 | $174,010 | ListingRemoved | Agent Provided |
| 03/13/2018 | $174,924 | Listed For Sale | Agent Provided |
| 11/03/2017 | $175,762 | ListingRemoved | Agent Provided |
| 10/11/2017 | $0 | Listed For Sale | Agent Provided |
| 05/30/2006 | $290,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $3,691 |
| Assessment | $307,099 |
Home facts updated by county records
Comparable Sales for 57538 Bailey St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.11 | Single-Family Home | $580,000 | 05/20/26 | 3 | 2 | 1,147 | |
0.60 | Single-Family Home | $525,000 | 12/17/25 | 3 | 1 | 912 | |
0.70 | Single-Family Home | $390,000 | 12/30/25 | 3 | 1 | 1,008 | |
0.72 | Single-Family Home | $500,000 | 10/29/25 | 2 | 2 | 864 | |
1.22 | Single-Family Home | $550,000 | 03/16/26 | 2 | 1 | 1,160 | |
1.52 | Single-Family Home | $1,275,000 | 02/09/26 | 2 | 1 | 864 | |
1.36 | Single-Family Home | $740,000 | 06/02/25 | 3 | 2 | 1,548 | |
0.30 | Single-Family Home | $3,550,000 | 12/05/25 | 6 | 6 | 5,757 | |
1.84 | Single-Family Home | $875,000 | 05/29/25 | 2 | 3 | 1,000 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
FOR SALENEW CONSTRUCTION3.07 ACRESBespoke Real Estate
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FOR SALE0.49 ACRESColdwell Banker Schmitt Real Estate Co.
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FOR SALE
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Assigned Schools
These are the assigned schools for 57538 Bailey St.
- Marathon School
- 6-12
- Public
- 797 Students
5/10GreatSchools RatingParent Rating AverageMarathon high school has a horrible education system I went there for a tew years and couldn't tell you one productive thing I've learned in that school administration also blows some of them have horrible attitude and hardly ever do anything about occurring issues they focus on dress code and attendance rather than the drug issue there which seem to be more important than a little rip in your jeans and other deceitful things that happen there as well they are extremely disorganized when it comes to state testing I would not recommend putting your child in this school they also seem to disregard issues between students until it gets physical and have to do something about it most the time they'd rather sit around because they don't like to write reports the things that they discipline for is absolutely ridiculous your child will get disciplined for a tardy before they'll get disciplined for skipping classes they'll bring it your attention when your child's academics are at risk due to poor attendance.Other Review9mo ago - Stanley Switlik Elementary School
- PK-5
- Public
- 573 Students
4/10GreatSchools RatingParent Rating AverageStanley Switlik Elementary has amazingly dedicated, caring teachers and staff. I could not ask for better for my son.Parent Review16y ago 
Check out schools near 57538 Bailey St.
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
48 % Say kids play outside
44 % 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.
LGBTQ Local Legal Protections
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Homes for sale near 57538 Bailey St
- 0.42 ACRESAmerica's Best Realty Corp.
- Coldwell Banker Schmitt Real Estate Co.
- Coldwell Banker Schmitt Real Estate Co.
- 0.49 ACRESColdwell Banker Schmitt Real Estate Co.
- NEW CONSTRUCTION3.07 ACRESBespoke Real Estate
- 0.85 ACRESOcean Sotheby's International
NEW CONSTRUCTIONFlorida Keys Real Estate Group
See more homes for sale inGrassy Key
Off Market Homes Near 57538 Bailey St
SOLDMAY 22, 2026Berkshire Hathaway HomeServices Keys Real Estate
SOLDMAY 21, 2026Key Colony Beach Realty
SOLDMAY 21, 2026Key Colony Beach Realty- SOLDMAY 20, 2026Key Colony Beach Realty
SOLDMAY 4, 2026Florida Keys Realty Group LLC
SOLDAPR 30, 2026Berkshire Hathaway HomeServices Knight & Gardner Realty
SOLDAPR 27, 2026
SOLDAPR 22, 2026Florida Keys Realty Group LLC
SOLDAPR 22, 2026Ocean Sotheby's International Realty
SOLDAPR 17, 2026Coldwell Banker Schmitt Real Estate Co.- See more homes for sale inGrassy Key
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 Board of Realtors.
Homes for rent near 57538 Bailey St
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57538 Bailey St, Grassy Key, FL 33050 is a 2 bedroom, 1 bathroom, 874 sqft single-family home built in 1981. This property is not currently available for sale. 57538 Bailey St was last sold on Dec 1, 2025 for $440,000 (4% lower than the asking price of $459,000). The current Trulia Estimate for 57538 Bailey St is $433,400.