- Year built
- 1894
- Type
- Condominium
- Units
- 152
- Floors
- 16
- Landmark
- Landmark or historic district
Every recorded sale at this building, 2019–2026
Price-per-square-foot over time, the line- and floor-premium curves, and every recorded sale.
- Median $/sf (floor-adjusted)
- $2,321
- Listing discount
- 4.5%
- Recorded sales
- 186
- On record
- 2019–2026
Own an apartment here? See what it would sell for.
A Private Pricing Opinion — what your apartment at 108 Leonard would likely sell for today, what it costs to sell, and what you’d walk away with — reviewed personally against condition, exposures, renovation quality, and the competition actually on the market.
108 Leonard Street — the former New York Life Insurance Company headquarters — is among the most architecturally distinguished historic conversion residential addresses in lower Manhattan. The building was constructed in two phases between 1894 and 1898 by McKim, Mead & White as the headquarters of the New York Life Insurance Company; it served as the company's headquarters until 1919, when New York Life relocated uptown. The building was subsequently acquired by the City of New York in 1967 and used for housing court and other governmental functions until the 2013 sale to Peebles Corporation and Elad Group for $160 million.
McKim, Mead & White's design at 108 Leonard is one of the firm's most consequential commercial commissions. The 13-story Italian Renaissance Revival / Beaux-Arts massing is articulated by a monumental portico at the base, the famous clock tower rising above the 12th story (with its mechanically wound, four-face clock by E. Howard Watch and Clock Company, each face 12 feet in diameter with Roman numerals), and — in the original configuration — a 33-foot-tall, 8-ton bronze sculptural group by Philip Martiny crowning the clock tower (four 11-foot crouching Atlas figures supporting a 15-foot hollow globe). The building's exterior and interior were both designated New York City landmarks in 1987, and the building was listed on the National Register of Historic Places in 1982.
The condominium conversion, completed between 2013 and 2018–2019, was led by Beyer Blinder Belle (John H. Beyer) with interior design by Jeffrey Beers International. The conversion produced 152 condominium residences across floors 2 through 16 while preserving the exterior and interior landmark fabric. The Clock Tower triplex penthouse occupies the tower itself — a three-story, 6,252-square-foot, 5-bedroom configuration integrated directly with the original clock mechanism — and represents one of the most architecturally distinguished apartments in lower Manhattan.
For buyers, 108 Leonard represents a particular position in the Tribeca market: McKim, Mead & White architectural pedigree, the Clock Tower as an unmistakable address-identity feature, the 152-unit scale (substantially larger than peer historic conversions like 443 Greenwich or the Sterling Mason), and the structural advantage of both exterior and interior landmark protection.
Architecture and unit composition
The 152 condominium residences distribute across the building's 16 stories in configurations ranging from compact one-bedrooms through the three-story Clock Tower penthouse. Apartment interiors — designed by Jeffrey Beers International — combine modern luxury finish specifications with the substantial ceiling heights, deep window reveals, and historic-fabric elements characteristic of the McKim, Mead & White original. The Clock Tower triplex penthouse, occupying the tower itself, is configured as a 5-bedroom with three terraces and architectural integration with the clock mechanism.
The exterior is the original 1894–1898 McKim, Mead & White Beaux-Arts facade, preserved under landmark protection.
Building operations
108 Leonard operates as a full-service condominium with 24-hour doorman, concierge, full-service garage with porte-cochère, fitness center, indoor lap pool, wine cellar with private dining room, and rooftop gardens. The 20,000 square feet of amenity space is among the more substantial amenity programs in the historic conversion tier of Tribeca residential.
Local Law 97
- 2024–2029 annual penalty
- $42,483/yr
- 2030–2034 annual penalty
- $340,095/yr
- Per unit / month range
- $21 – $168
- Modeled exposure split equally across 169 units (the city tax-lot count). Not an assessed amount; co-op shareholders are typically charged by share allocation.
Source: NYC LL84 benchmarking and PLUTO · The Roebling Research Library. City record last verified September 2026.
See full Local Law 97 analysis — emissions history, scenarios, methodology →Facade safety — Local Law 11
The latest available filing classified the facade as SWARMP — Safe With A Repair and Maintenance Program: the engineer identified conditions requiring monitoring or repair, with repairs due by the deadline stated in the filing. The scope, timeline, and how the building funds the work are building-specific — we review the filings and board materials for you.
How to read this, and where it comes from
QEWI = Qualified Exterior Wall Inspector — the licensed engineer the city requires to sign the report (the independent expert, not the managing agent).
Penalties shown are amounts DOB assessed against filings on record across 2005–10 to 2020–25. The FISP dataset does not record whether they were paid, contested or remain open, so treat the figure as history rather than a current balance and confirm the building’s standing with the managing agent.
Source: NYC DOB facade filings (FISP) · The Roebling Research Library. City record last verified September 2026.
Recent sales
Recent closings at this building, from The Roebling Research Library. Prices are the transfer amounts recorded with the NYC Department of Finance; apartment-level detail is checked against the building’s own file in The Roebling Research Library before publishing.
| Date | Unit | Apartment | Price | PPSF | vs. Ask |
|---|---|---|---|---|---|
| Sep 16, 2026 | 4N | 4 BR · 4 BA · 2,487 sf | $6,150,000 | $2,473/sf | +7.0% |
| Sep 3, 2026 | 12N | 4 BR · 4 BA · 2,493 sf | $5,755,513 | $2,309/sf | -11.4% |
| Aug 27, 2026 | 5A | 2 BR · 2.5 BA · 1,762 sf | $4,175,000 | $2,369/sf | -2.8% |
| Aug 27, 2026 | 4A | 2 BR · 2.5 BA · 1,766 sf | $3,995,000 | $2,262/sf | +0.0% |
| Aug 26, 2026 | 7G | 3 BR · 3.5 BA · 2,014 sf | $4,428,416 | $2,199/sf | -8.4% |
| Aug 17, 2026 | 8P | 3 BR · 3.5 BA · 1,882 sf | $4,500,000 | $2,391/sf | -6.2% |
| Jun 2, 2026 | 8G | 3 BR · 3.5 BA · 2,014 sf | $4,365,041 | $2,167/sf | -7.1% |
| May 26, 2026 | 11E | 2 BR · 2.5 BA · 1,308 sf | $2,850,000 | $2,179/sf | -4.8% |
Market read. Most recent trades (2026) cleared a median $2,321/sf (floor-adjusted) across 11 sales. Floor-adjusted means each sale is restated to a constant mix of floors, so the figure can differ from the plain median of the sales listed above. Median listing discount 4.5% from the last ask — a recurring negotiation gap worth pricing into any offer or listing strategy.
The retrade record
Lines that have traded more than once in the public record — the building’s appreciation arc, apartment by apartment.
Full closing history with price-per-square-foot over time, the complete retrade record, and every line that has traded.
Sales sourced from NYC Department of Finance recorded transfers (BBL 1-00170-1126). Apartment-level facts (line, condition, asking-price context) curated and cross-verified in The Roebling Research Library. Not all transactions cross-verify with ACRIS records — sponsor and LLC purchases sometimes record at stipulated values rather than market price; square footage from recorded condo declarations and offering plans.
Closed rents at 108 Leonard, last 36 months
| Size | Leases | Median / month |
|---|---|---|
| 1 bedroom | 10 | $9,725 |
| 2 bedroom | 8 | $16,150 |
| 3 bedroom | 2 | $19,500 |
21 closed leases, October 2023 to September 2026. Most recent lease June 2026. Sizes with fewer than 2 leases are not shown. Compiled by The Roebling Team at Compass from closed leases.
What would your apartment rent for?
The figures above are the building's closed leases. Enter your apartment and I'll send you what yours would rent for, from comparable leases at 108 Leonard and nearby.
At the recent median sale of $4.43M (33 sales since 2024), a buyer putting 25% down would pay about $181,782 to close, or 4.1% of the price.
- Mansion tax: $66,426
- Mortgage recording tax: $63,935
- Title insurance: $19,928
- Attorneys, lender, building fees, reserves and filings: $31,492
Assumes a resale (the seller pays transfer taxes), a $4,500 attorney fee and a mortgage on the rest.
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What to know if you’re buying
The McKim, Mead & White pedigree is structurally distinguishing. Among the firm's most consequential commercial commissions; the architectural and historical credential is unmatched within the broader Tribeca historic conversion tier.
The Clock Tower is the building's defining identity feature. Buyers should understand the structural distinction between standard apartments and the Clock Tower triplex penthouse.
Both exterior and interior are landmarked. Alterations are subject to LPC review at a depth materially exceeding the typical Tribeca historic district restriction.
The 152-unit scale produces operational depth. Substantially larger than peer historic conversions; cooperative-style amenity program supported by the scale.
Condominium financial mechanics apply. Right-of-first-refusal closings; typically 30–45 day pacing.
What to know if you’re selling
Marketing should lead with the McKim, Mead & White credential and the Clock Tower identity. These are the structural identity-anchors of the building.
Pricing requires apartment-level comparable analysis. The substantial variation in apartment configuration (Clock Tower penthouse versus standard floor apartments versus mid-tier penthouses) produces meaningful pricing variation; recent comparables on the specific apartment line should anchor positioning.
Closing timelines are condominium-fast. 30–45 days.
Comparable buildings
If you're considering 108 Leonard Street, also evaluate:
- 443 Greenwich Street — 1882–1883 conversion; Tribeca North historic conversion peer
- The American Thread Building (260 West Broadway) — 1894–1896 conversion; Tribeca historic conversion peer
- The Sterling Mason (71 Laight Street) — Morris Adjmi 2014; Tribeca North historic-conversion-plus-new-construction peer
- 56 Leonard Street — Herzog & de Meuron 2017; trophy new-construction peer
- 30 Park Place — Stern 2016; trophy new-construction peer
More Tribeca buildings
- 104–108 Reade Street — 1860 condominium
- 105 Chambers Street (The Cary Building) — 1856 condominium
- 108 Duane Street — 1855 condominium
- 109 Reade Street — 1885 condominium
- 111 Murray Street — 2018 condominium by Kohn Pedersen Fox (KPF)
- 112 Hudson Street — 1886 condominium
The neighborhood
For the full corridor — architecture, transit, and pricing across Tribeca — read The Roebling Team Guide to Tribeca.
How to read the facts on this page. Items attributed to an offering plan describe the building as it was offered at that filing — unit mix, square footage, the amenity program as planned. They are not a statement about how the building operates today. Tax and compliance figures are sourced separately to current City records and carry their own dates. House rules, staffing and fee policy can change by board resolution without any public filing: treat every policy line here as a starting point for diligence and confirm it with the managing agent. Where this page compares one building or neighborhood to another, that is our analysis of the recorded record — it names the measure, the period and the sample it rests on, and it is an observation about medians rather than a prediction about any particular apartment.
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