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Active Under Contract

53 Bailey Street

Boston, MA 02124

$879,000
3Bedrooms
3Bathrooms
1,588Square feet
1900Year built

Residential · Active Under Contract · MLS #73565616
Listing Courtesy of Coldwell Banker Realty - Boston | Paul Whaley/Charlie Ring Team

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MLS PIN data

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 information

Details at a glance

Interior

Rooms
9
Heating
Central
Cooling
Central Air
Flooring
Hardwood

Building

Style
Single Family Residence
Year built
1900
Parking
1
Foundation
Stone

Land & utilities

Lot size
0.12 acres
Water
Public
Sewer
Public Sewer
Zoning
Res

Financial

Annual taxes
$5,916
Assessment year
2027

Listing history

Price and status timeline

No additional public listing history was supplied for this property.

Property value estimate

An informed starting point

Estimated value$917,642

Estimated range $853,546$981,738

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Sold Jun 22, 2026$792,000

101 Tyndale St

Sold Jun 22, 2026$795,000

24 Greenhood St

Sold Jun 30, 2026$825,000

11 Eleanor St

Photo insights

Condition signals

Overall presentationabove average

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Boston

MetricThis propertyBoston
List price$879,000$849,0004% above local
Price / sq ft$554$1,01045% below local
Days on market155874% below local
Explore homes in Boston

Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.

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Common questions

About 53 Bailey Street

Can I schedule a private showing?

Yes. Request a tour of 53 Bailey Street and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.