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$879,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,588 Sq. Ft.
  • 0.12 Acres
  • Updated 2 days ago

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Open House: 12:00 PM - 1:30 PM

Sunday 8/23 12:00 PM - 1:30 PM

53 Bailey Street,Boston, MA 02124

53 Bailey StreetBostonMA02124

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Welcome to 53 Bailey Street, a beautifully renovated single-family home tucked away on a quiet side street in the heart of Ashmont Village. Blending timeless character with contemporary design, this 3-bedroom + bonus space, 2.5-bath residence offers thoughtfully designed living spaces and sophisticated finishes throughout. The sun-filled main level features an open yet distinct layout, creating an ideal setting for both everyday living and entertaining. The designer kitchen features custom frameless cabinetry, quartz countertops, stainless steel appliances, and a center island, while oak hardwood floors and recessed lighting continue throughout.Upstairs, the spacious primary suite offers a walk-in closet and beautifully appointed en-suite bath. Two additional bedrooms, with large closets, and a full bath provide flexibility. Central air, efficient gas heat, smart home features, and an expansive basement with excellent storage complete the interior. Outside, enjoy a private composite deck overlooking the backyard, along with off-street parking. Ideally located just moments from Ashmont Village, neighborhood restaurants and shops like Tavolo + American Provisions, parks, the Lower Neponset River Trail, and Ashmont Station, with easy access to downtown Boston and I-93. A thoughtfully renovated home in a highly sought-after Dorchester neighborhood, 53 Bailey Street is ready to welcome its next owner.

Full Property Details for 53 Bailey St

General

  • Price: $879,000
  • Taxes: $5,916 (2027)
  • Status: Active
  • Type: Single Family
  • Source: MLSPin
  • MLS ID: 73565616
  • Updated: 8/20/2026
  • Added to Site: 4 day(s) ago

Interior

  • Number of Rooms: 9
  • Appliances: Gas Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Main - Full Baths: 2
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Yes

Additional Information

  • Year Round: Yes

Parking

  • Total Spaces: 1
  • Parking Features: Shared Driveway, Off Street, Paved

Location

  • Area: Dorchester's Ashmont
  • County: Suffolk
  • Driving Directions: 53 Bailey St

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Central Air
  • Cooling Zones: 2
  • Heating Type: Central
  • Heating Fuel: Central
  • Heating Zones: 2

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Other (See Remarks)
  • Basement: Yes
  • Basement Desc.: Full, Radon Remediation System, Concrete, Unfinished
  • Square Feet: 1,588
  • Sq. Ft. Source: Public Records
  • Year Built: 1900

Lot Features

  • Lot Size (Acres): 0.12
  • Lot Dimensions: .12
  • Frontage: Public
  • Lot Features: Easements

Financial Considerations

  • Price Per Sq. Ft.: $553.53
  • Tax Amount: $5,916.36
  • Tax Year: 2027

Disclosures and Reports

  • Disclosures/Rstr.: Parking/Driveway easement. In instances of heavy/consistent rain, small area in front of basement can experience moisture. Custom basement storage shelves will stay. 53 Bailey shares a portion of snow removal with rear units 1+2.
  • Property ID: 5086858
Buyer's Brokerage Compensation: Contact Listing Agent
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— 53 Bailey St —

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 53 Bailey St

School District:Boston School District
NameGradesDistance
Henderson K-12 Inclusion School Upper
18 Croftland Av, Boston, MA 02124
5-120.2 mi
Lee Academy
25 Dunbar Avenue, Boston, MA 02124
PK-20.3 mi
Taylor Elementary School
1060 Morton Street, Boston, MA 02126
PK-50.7 mi
Techboston Academy
9 Peacevale Road, Boston, MA 02124
6-120.5 mi
Jeremiah E Burke High School
60 Washington Street, Boston, MA 02121
9-121.7 mi
Lilla G. Frederick Middle School
270 Columbia Road, Boston, MA 02121
6-81.8 mi
Boston International High School
100 Maxwell St, Boston, MA 02124
9-120.7 mi
Boston Arts Academy
11 Charles Street, Boston, MA 02122
9-121.2 mi
Dorchester Academy
11 Charles Street, Boston, MA 02122
9-121.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 53 Bailey St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/19/2026
Listed
$879,000
17.2%
MLS
7/30/2019
Sold
$750,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 53 Bailey St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,361
3%
$808,400
-3%
2024
$9,048
9%
$830,100
7%
2023
$8,330
7%
$775,600
8%
2022
$7,813
3%
$718,100
1%
2021
$7,551
130%
$707,700
127%
2020
$3,285
-11%
$311,100
-11%
2019
$3,691
6%
$350,200
5%
2018
$3,495
-1%
$333,500
—
2017
$3,529
2%
$333,200
6%
2016
$3,458
-21%
$314,400
-13%
2015
$4,372
8%
$361,000
12%
2014
$4,055
—
$322,300
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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53 Bailey Street, Boston, MA 02124 (MLS# 73565616) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 53 Bailey Street is currently listed for $879,000 and was received on August 19, 2026. This property is listed by The Whaley Ring Team from our Boston-Back Bay Office.Want to learn more about 53 Bailey Street? Do you have questions about finding other Single Family real estate for sale in Boston? You can browse all Boston real estate or contact a Coldwell Banker agent to request more information.

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