53 Bailey Street, Boston MA 02124
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$879,000

53 Bailey Street, Boston MA 02124
Boston, MA 02124
Listed by Paul Whaley/Charlie Ring Team
Bedrooms
3
Bathrooms
2.1
Living area
1,588 sqft
Year built
1900

About this home

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.

Property details

MLS #
73565616
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
1
On market date
August 19, 2026
Stories
N/A
Garage spaces
N/A
Lot size
0.12 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Lee Academy
0.34 mi away · Grades -1-3
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
175
Student:teacher ratio
11.7:1
District
Boston
MiddleCharter
Helen Y. Davis Leadership Academy Charter Public School
1.25 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
138
Student:teacher ratio
6.9:1
District
Helen Y. Davis Leadership Academy Charter Public (District)
High
TechBoston Academy
0.46 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
888
Student:teacher ratio
11.2:1
District
Boston

Mortgage calculator

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Est. monthly payment
$5,443/mo
$175,800 down
$703,200 loan
Principal & interest$4,561
Property tax (est.)$733
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 9 hr ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.