28-38 Winter St

28-38 Winter St is a 14-story building in Downtown Boston with 95% of its floor area within daylight reach of a facade. This screen estimates 106 homes and scores it 95 out of 100 for office-to-residential conversion suitability.

MA-7 & MA-8 · Screened 2026-10-04 · Strong candidate

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Where 28-38 Winter St is

Its block in Downtown Boston, drawn from Boston's own building outlines and street centerlines.

417-435 Washington St: scores 100 out of 100150 Tremont St: already housing32-38 Bromfield St: scores 89 out of 10060-70 Temple Pl: scores 89 out of 10025-31 West St: scores 88 out of 10017-33 Winter St: scores 78 out of 10093-101 Arch St: scores 72 out of 10021-53 Summer St: scores 27 out of 1001008988782795Temple PLWinter STWashington STTremont STN100 ftDowntown Boston
Suitability score
0–29
30–49
50–69
70–100
  • Already housing
  • Not screened
  • 28-38 Winter St
28-38 Winter St and the 1,000 ft of Downtown Boston around it. The streets are drawn at the width of the right-of-way they run down, sidewalks included, and named, and every building on these blocks is drawn. What is left open and stippled is neither: a surface lot, a plaza or a vacant parcel. The screened buildings are colored by the ramp above, the same one the district map uses, carry their score, and each is a link to its own page. Each casts a shadow as long as its measured height lets it, so towers stand out from the low buildings around them; the unscreened buildings have no measured height and cast none. 28-38 Winter St is outlined in its own score color at the outline it covers at ground level. Dashed inside it is the typical floor, the one the floor-plate figure below draws, because this building steps back as it rises. Its windowless core is hatched. The inset places it among every building the screen covers.
41 ftAA50 ftDaylit 95%Core 403 sq ft
Typical floor plan: 95% of the building’s floor area sits within daylight reach of a facade; the drawing shows its typical floor, where the share is 95%. The shading is daylight, darkest at the windows and gone 35 ft in. The hatched area is windowless core: 403 sq ft per typical floor that must be renovated but can never be rented as an apartment. The dimension marks the deepest interior point, 41 ft from the nearest window. A–A is where the section beside it is cut.
No homesDaylit14 floors25 ft
Section A–A: cut across the depth of the plate, through the middle of the core. Daylight reaches 35 ft in from every facade, fading as it goes, and the hatched stripe left between the lit edges is floor that gets converted and can never be rented: 403 sq ft on the floor the screen scores, and 4,830 sq ft over 13 residential floors. The steps are where the building sets back as it rises. The shaded ground floor is converted like the rest and counted as no homes.

This building's conversion pencils at default assumptions without any subsidy.

Across its 13 residential floors this building carries 4,830 sq ft of windowless core — area that must be gutted, re-plumbed and sprinklered but can never be rented as an apartment.

Modeled conversion metrics for 28-38 Winter St, 2026-10-04.

Suitability scoreStrong candidate95 / 100
Storiesfrom 174 ft aerial-survey height ÷ 12 ft floor-to-floor14
Height bandsfloor plate by floor range, from the city's roof outlinesFloors 1–13: 8,606 sq ft · Floor 14: 1,734 sq ft
Floor platetypical floor, from the city outlines8,606 sq ft
Daylight efficiencyshare within 35 ft of a facade95%
Deepest interior pointviability threshold is 80 ft41 ft
Windowless coretypical floor; the building-wide total is in the text above403 sq ft
Estimated homesat 750 sq ft average106
Conversion cost$360/sq ft all-in on 105,001 sq ft$37.8M
Gap before grantpencils unsubsidized-$9.0M
Modeled RESIDE grantbelow the statutory cap$6.4M
BuiltBoston's own record of the construction year1972
ZoningDowntown BostonSKY-LOW-DT
Opportunity Zonenot in a 2018 designated tractNo

The plan: window line, shape and floor rhythm

45 ft of exterior wall for each home the screen estimates — enough for two- and three-bedroom homes across the plan.

The typical floor has 386 ft of exterior wall, and across 13 residential floors the building carries 4,808 ft of it in total, divided among the 106 homes this screen estimates.

Its plate is compact at 0.73: close to a square or a circle, the most efficient envelope an office can have and the least generous one for apartments: little perimeter to divide among homes. How window line and plate shape are measured.

At the model’s 750 sq ft average, the plan works out at about 8.2 homes per floor, repeated on every residential floor, since this building's outline does not change as it rises.

Why 28-38 Winter St scores 95 out of 100

Daylight efficiency 100, Interior depth 98, Scale 71, Finance 100 — each out of 100, then weighted.

Score components for 28-38 Winter St. Points are the subscore times its weight.

ComponentSubscoreWeightPoints
Daylight efficiency95% of the floor area within 35 ft of a facade, scored from 40% up to 90%10045%45.0
Interior depthdeepest interior point 41 ft from a facade, scored from 80 ft down to 40 ft9825%24.5
Scale106 estimated homes, scored from 0 up to 1507115%10.6
Financecompleted value covers conversion cost with 41% to spare, which tops out the component10015%15.0

Most of what it earns comes from daylight efficiency, and what holds it back most is scale, at 71 out of 100: 106 estimated homes, scored from 0 up to 150.

Built in 1972

Boston records this building as going up in 1972, which puts it in the late-modern stock.

As a rule, typically the hardest to convert: the deepest plates of any era, large central cores, and floor-to-floor heights tight enough that running residential drainage under a ceiling can be the thing that ends a project. That is the era’s general tendency rather than a finding about this building — the model reads an outline and a height, and can see nothing inside — but it is the first thing an architect would want to know, and it colours how much confidence the 95% daylight figure above deserves.

What the conversion would cost

$360 per square foot all-in across 105,001 sq ft of converted floor, or $37.8M in total — about $357K for each of the 106 homes.

All-in cost per square foot for 28-38 Winter St: base cost plus the code work a change of use triggers.

Base conversion cost$260/sq ft
Plumbing risers to every unit$40/sq ft
Operable windows and glazing$30/sq ft
Additional egress stair$18/sq ft
Fire sprinklers (NFPA 13R)$12/sq ft
All-in$360/sq ft

That cost is charged across every converted square foot, including the 4,830 sq ft of windowless core, which has to be gutted, re-plumbed and sprinklered like the rest of the building and then earns nothing. Against it the model sets a completed value of $442K a home, which for 106 homes is $46.8M.

What would have to be true

This one already clears the bar. The question is how much room it has before it stops.

At $442K a home, completed value covers the $37.8M of work with $9.0M to spare. Value per home would have to fall to $357K — 19% below the assumption — before the conversion stopped penciling, or all-in cost would have to rise from $360 to $446 per square foot. Neither is a wide margin in a market that moves, but this building does not need a grant to work.

Each of these, moved on its own, would be enough to undo that for 28-38 Winter St:

Single-assumption flip points for 28-38 Winter St, each holding the other three at their defaults.

Circulation efficiencythe binding constraint — the least this building would need29% downto 57%
Completed value per home33% downto $297K
Average unit size41% upto 1,054 sq ft
Conversion cost per square foot56% upto $406/sq ft

All four are sliders in the survey, where 28-38 Winter St re-scores against your own numbers.

How it compares in Downtown Boston

28-38 Winter St ranks 14th of the 96 buildings screened here, against a median score of 89.

Its floor plate is better lit than 64% of them, and shallower than 66% of them at its deepest interior point. On size it is the 62nd largest by estimated homes. The full survey of all 96 buildings ranks and maps every one of them, and the list by address links each to its own page.

Within the SKY-LOW-DT zone

7th of 25 zoned SKY-LOW-DT — the comparison that shares its rules, rents and streets.

25 of the screened buildings are zoned SKY-LOW-DT. 28-38 Winter St ranks 7th of them against a median score of 91. 24 score 70 or more, their median deepest interior point is 35 ft from a facade against this building’s 41 ft, and together they would hold an estimated 2,629 homes. The group’s top scorer is 36-44 Broad St, at 100.

Its nearest match in size: 43-45 Devonshire St

The screened building closest to 28-38 Winter St in converted floor area is 43-45 Devonshire St: 109,677 sq ft over 13 stories, against 105,001 sq ft over 14 here.

The two land within a few points of each other — 95 here, 96 there — so at this size the screen reads them as much the same prospect. On the money they sit in the same place: each pencils without a subsidy. The two stand about 1,500 ft apart.

Would it qualify for a RESIDE Act grant?

The model awards 28-38 Winter St $6.4M, on the assumption it qualifies. Whether it does, no published dataset can say.

That figure assumes the building meets the Act’s vacant-and-abandoned test, which turns on code-enforcement and receivership records no city publishes.

It does not sit in a 2018 designated Opportunity Zone, so it would not draw that Section 201 priority.

Other buildings screened near 28-38 Winter St

The 4 closest the screen also covers, from 250 ft away. They are the colored outlines on the plan at the top of this page.

  • 60-70 Temple Pl
    7 stories · 95% daylit · 50 estimated homes · scores 89/100 (Strong candidate)
    about 250 ft away
  • 417-435 Washington St
    10 stories · 100% daylit · 152 estimated homes · scores 100/100 (Strong candidate)
    about 260 ft away
  • 17-33 Winter St
    7 stories · 83% daylit · 82 estimated homes · scores 78/100 (Strong candidate)
    about 280 ft away
  • 25-31 West St
    5 stories · 100% daylit · 31 estimated homes · scores 88/100 (Strong candidate)
    about 380 ft away

A screen, not a feasibility study, from outlines and heights rather than plans: the method and how to correct a figure. If you know this building’s interior, you know what this model cannot see.