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.
Under contract
$879,000
53 Bailey St, Dorchester, MA 02124
3beds
1,588sqft
Single Family Residence
Built in 1900
5,250 Square Feet Lot
$900,100 Zestimate®
$554/sqft
$-- HOA
What's special
Smart home featuresCentral airSophisticated finishes throughoutEfficient gas heatOak hardwood floorsSun-filled main levelBeautifully appointed en-suite bath
- 17 days
- 1,025
- 93
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Paul Whaley/Charlie Ring Team 617-460-4238,
Coldwell Banker Realty - Boston 617-266-4430,
Lilly Frohlinger 508-523-6347
Source: MLS PIN,MLS#: 73565616
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bathroom
- Features: Yes
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Gas Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood
Features
- Flooring: Hardwood
- Basement: Full,Radon Remediation System,Concrete,Unfinished
- Has fireplace: No
Interior area
- Total structure area: 1,588
- Total interior livable area: 1,588 sqft
- Finished area above ground: 1,588
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Shared Driveway, Off Street, Paved
- Uncovered spaces: 1
Lot
- Size: 5,250 Square Feet
- Features: Easements
Details
- Parcel number: 5137044
- Zoning: Res
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other (See Remarks)
- Property subtype: Single Family Residence
Materials
- Foundation: Stone
Condition
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station
HOA
- Has HOA: No
Location
- Region: Dorchester
Financial & listing details
- Price per square foot: $554/sqft
- Tax assessed value: $824,500
- Annual tax amount: $5,916
- Date on market: 8/19/2026
Estimated market value
$900,100
$855,000 - $945,000
$3,927/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/25/2026 | Contingent | $879,000$554/sqft |
Source: MLS PIN #73565616 Report a problem | ||
| 8/19/2026 | Listed for sale | $879,000+17.2%$554/sqft |
Source: MLS PIN #73565616 Report a problem | ||
| 8/1/2019 | Sold | $750,000-1.2%$472/sqft |
Source: Public Record Report a problem | ||
| 5/30/2019 | Listed for sale | $759,000+52.1%$478/sqft |
Source: The Galvin Group, LLC #72509485 Report a problem | ||
| 11/13/2016 | Listing removed | $499,000$314/sqft |
Source: The Galvin Group, LLC #72070589 Report a problem | ||
| 10/30/2016 | Pending sale | $499,000$314/sqft |
Source: The Galvin Group, LLC #72070589 Report a problem | ||
| 9/14/2016 | Listing removed | $499,000$314/sqft |
Source: The Galvin Group, LLC #72022335 Report a problem | ||
| 9/6/2016 | Listed for sale | $499,000$314/sqft |
Source: The Galvin Group, LLC #72022335 Report a problem | ||
| 7/19/2016 | Listing removed | $499,000$314/sqft |
Source: The Galvin Group, LLC #72022335 Report a problem | ||
| 6/29/2016 | Pending sale | $499,000$314/sqft |
Source: The Galvin Group, LLC #72022335 Report a problem | ||
| 6/13/2016 | Listed for sale | $499,000+42.6%$314/sqft |
Source: The Galvin Group, LLC #72022335 Report a problem | ||
| 5/30/2015 | Listing removed | $2,200$1/sqft |
Source: The Galvin Group Report a problem | ||
| 4/30/2015 | Listed for rent | $2,200$1/sqft |
Source: The Galvin Group Report a problem | ||
| 3/19/2015 | Sold | $350,000+12.9%$220/sqft |
Source: Public Record Report a problem | ||
| 11/18/2014 | Sold | $310,000+44.2%$195/sqft |
Source: Public Record Report a problem | ||
| 9/8/2014 | Sold | $215,000-40.3%$135/sqft |
Source: Public Record Report a problem | ||
| 9/7/2014 | Listed for sale | $359,900+287%$227/sqft |
Source: Conway - Dorchester #71739415 Report a problem | ||
| 8/21/2012 | Listing removed | $93,000$59/sqft |
Source: Altisource Portfolio Solutions Report a problem | ||
| 8/20/2012 | Price change | $93,000+1.1%$59/sqft |
Source: Altisource Portfolio Solutions Report a problem | ||
| 8/14/2012 | Price change | $92,000-52.6%$58/sqft |
Source: Altisource Portfolio Solutions Report a problem | ||
| 8/6/2012 | Price change | $194,000+0.5%$122/sqft |
Source: Altisource Portfolio Solutions Report a problem | ||
| 8/2/2012 | Price change | $193,000+67.8%$122/sqft |
Source: Altisource Portfolio Solutions Report a problem | ||
| 7/28/2012 | Price change | $115,000+21.1%$72/sqft |
Source: Altisource Portfolio Solutions Report a problem | ||
| 7/25/2012 | Price change | $95,000+4.4%$60/sqft |
Source: Altisource Portfolio Solutions Report a problem | ||
| 7/15/2012 | Price change | $91,000-48.3%$57/sqft |
Source: Altisource Portfolio Solutions Report a problem | ||
| 7/7/2012 | Price change | $176,000+2.3%$111/sqft |
Source: Altisource Portfolio Solutions Report a problem | ||
| 6/28/2012 | Listed for sale | $172,000-54.1%$108/sqft |
Source: Altisource Portfolio Solutions Report a problem | ||
| 3/24/2005 | Sold | $375,000+31.6%$236/sqft |
Source: Public Record Report a problem | ||
| 2/4/2003 | Sold | $285,000+33.8%$179/sqft |
Source: Public Record Report a problem | ||
| 1/18/2001 | Sold | $213,000$134/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $9,361 +3.5% | $808,400 -2.6% |
| 2024 | $9,048 +8.6% | $830,100 +7% |
| 2023 | $8,330 +6.6% | $775,600 +8% |
| 2022 | $7,813 +3.5% | $718,100 +1.5% |
| 2021 | $7,551 +129.9% | $707,700 +127.5% |
| 2020 | $3,285 -11% | $311,100 -11.2% |
| 2019 | $3,691 +5.6% | $350,200 +5% |
| 2018 | $3,495 +304.2% | $333,500 +0.1% |
| 2017 | $865 -75% | $333,200 +6% |
| 2016 | $3,458 -20.9% | $314,400 -12.9% |
| 2015 | $4,372 +2.6% | $361,000 +11.4% |
| 2013 | $4,260 +2.9% | $324,200 +0.2% |
| 2011 | $4,140 +6.8% | $323,700 -0.8% |
| 2010 | $3,878 +7% | $326,400 -4.2% |
| 2009 | $3,623 -9.2% | $340,800 -6.3% |
| 2008 | $3,991 +0.5% | $363,800 +0.7% |
| 2007 | $3,972 | $361,400 |
Find assessor info on the county website
Monthly payment
Est. payment






