- Year built
- 1894
- Type
- Condominium
- Units
- 152
- Floors
- 16
- Landmark
- Designated
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
- $2,157
- Listing discount
- 4.8%
- Recorded sales
- 181
- On record
- 2019–2026
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
Facade safety — Local Law 11
Safe to live in today — but the last inspection flagged repairs that are due on a deadline, so facade work and its cost are coming. Whether that’s a real concern depends on the scope, the timing, and how the building plans to pay for it — reserves or an assessment — which is exactly what we’d dig into for you.
QEWI = Qualified Exterior Wall Inspector — the licensed engineer the city requires to sign the report (the independent expert, not the managing agent). Source: NYC DOB facade filings (FISP) · The Roebling Research Library.
See the full facade history →Recent sales
Recent closings at this building, curated by The Roebling Team research desk. Apartment-level facts are independently verified before publishing; sale prices reflect the recorded transfer amount at the NYC Department of Finance.
| Date | Unit | Apartment | Price | PPSF | vs. Ask |
|---|---|---|---|---|---|
| Jun 2, 2026 | 8G | 3 BR · 2,014 sf | $4,365,042 | $2,167/sf | -0.8% |
| May 26, 2026 | 11E | 2 BR · 2.5 BA · 1,308 sf | $2,850,000 | $2,179/sf | -1.6% |
| Apr 28, 2026 | 10K | 1 BR · 931 sf | $2,165,000 | $2,325/sf | -1.4% |
| Mar 6, 2026 | 12K | 3 BR · 3.5 BA · 2,635 sf | $5,650,000 | $2,144/sf | -2.5% |
| Feb 20, 2026 | 10G | 3 BR · 3.5 BA · 2,013 sf | $4,600,000 | $2,285/sf | -7.6% |
| Dec 26, 2025 | 12F | 2 BR · 2.5 BA · 1,528 sf | $3,583,624 | $2,345/sf | -5.6% |
| Dec 30, 2025 | 7H | 2 BR · 2.5 BA · 1,578 sf | $3,430,842 | $2,174/sf | -6.5% |
| Sep 22, 2025 | 15A | 3 BR · 3.5 BA · 2,910 sf Closed Aug 15, 2023 at $9.95M — 7.01% under the $10.7M asking. A 15th-floor A-line three-bedroom at 2,910 sqft = ~$3,420/sqft. Penthouse-floor trophy three-bedroom at 108 Leonard. | $9,950,000 | $3,419/sf | -7.0% |
Market read. Most recent trades (2026) cleared a median $2,157/sf across 5 sales. Median listing discount 4.8% 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.
Other recent transfers
| Date | Unit | Price |
|---|---|---|
| Sep 23, 2024 | 4G | $4,018,187 |
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) and verified listing data. Apartment-level facts (line, condition, asking-price context) curated and cross-verified by The Roebling Team research desk. 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.
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
The Roebling Team at 108 Leonard
The Roebling Team at Compass works the Tribeca corridor as part of our broader Park-facing Manhattan practice. We publish this building profile because 108 Leonard buyers and sellers deserve building-specific intelligence — architectural attribution, board context, apartment-line comparable analysis — not generic neighborhood commentary.
Get the full picture on this building.
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