Condominium at 21 Father Francis Gilday St # 109, Boston MA 02118
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31 photos

$1,195,000

21 Father Francis Gilday St # 109, Boston MA 02118
Boston, MA 02118
Listed by Hanneman + Gonzales
Bedrooms
2
Bathrooms
2
Living area
1,419 sqft
Year built
2006

About this home

Distinctive parlor duplex at The Penmark, an architecturally significant South End residence thoughtfully converted from the historic Boston College High School. A semi-private entrance shared with just one other home gives this 2 bedroom, 2 bath condo an unusual sense of privacy from the moment of arrival. Inside, soaring 12-foot ceilings and dramatic arched windows define the main level, with leafy views and beautiful natural light adding to the remarkable volume of the space. Reclaimed wide-plank floors, crafted from old barn beams, add warmth and character throughout. The spacious living room flows naturally to a dining area with room for 6, and a recently renovated kitchen featuring quartz countertops, newer stainless appliances and gas cooking. Downstairs, both bedrooms are comfortably removed from the entertaining spaces, including an oversized primary suite with en-suite bath. A renovated second full bath, in-unit laundry, and ample storage complete the lower level. Set on a quiet South End street near neighborhood parks, The Penmark pairs historic architecture with a full-service lifestyle, including concierge services, elevator, fitness center, pet wash area, and elegantly renovated common areas. Garage parking for two cars (tandem) adds the ultimate convenience.

Property details

MLS
MLS Property Information Network
MLS #
73577159
Property type
Condominium
Subdivision
N/A
Status
Active
Days on market
40
On market date
September 15, 2026
Stories
2
Total bathrooms
2
Garage spaces
2
Parking spaces
2
Lot size
0.03 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Blackstone
0.23 mi away · Grades -1-5
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
455
Student:teacher ratio
8.4:1
District
Boston
Middle
James P Timilty Middle
1.03 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
205
Student:teacher ratio
8.2:1
District
Boston
High
Carter School
0.58 mi away · Grades 8-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
24
Student:teacher ratio
24.0:1
District
Boston

Walkability

Blended score for Boston's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

89
Highly walkable
out of 100
EPA National Walkability Index
16.2 / 20 -- Most walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores20
Parks20
Schools20
Transit stops20
Pharmacies20

Market position

How this listing compares to current activity in Boston, from live MLS data.

On the market 40 days -- 85 fewer days than Boston's current average of 125 days.
For reference, the median list price across 8,979 active listings in Boston right now is $80,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$7,346/mo
$239,000 down
$956,000 loan
Principal & interest$6,201
Property tax (est.)$996
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated September 19, 2026.

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.