- Year built
- 1986
- Type
- Condominium
Every recorded sale at this building, 2003–2025
Price-per-square-foot over time, the line- and floor-premium curves, and every recorded sale.
- Median $/sf
- $1,521
- Listing discount
- 3.6%
- Recorded sales
- 69
- On record
- 2003–2025
108 Fifth Avenue is a postmodern landmark-in-spirit on a corner that has watched the Flatiron District transform around it. Completed in 1986 to a design by Rothzeid Kaiserman Thompson & Bee, the nineteen-story tower was conceived for the boulevard it sits on: its defining four-story mansard roof was drawn from the Parisian character of this section of Fifth Avenue, and the building was set back into a small plaza on both the avenue and West 16th Street, deliberately breaking the street wall to create a sense of arrival. It went up just as the Flatiron District was hitting its stride as a center of restaurants, advertising, and photography — and it has remained a desirable full-service condominium through every cycle since.
For buyers, the appeal is a boutique condominium — only three apartments per floor — with a true Fifth Avenue address, private outdoor space on the upper homes, and condominium ownership's financing flexibility and absence of a co-op board.
Architecture and unit composition
The architecture is the building's identity: postmodern massing, a plaza setback, and the signature mansard crown that gives the upper floors their distinctive silhouette. With just three residences per floor, the 49 homes are generously proportioned, running from one to three bedrooms; every apartment from the fifth floor up has its own private outdoor space, a genuine rarity on Fifth Avenue. Light is strong on the corner exposures, and the upper-floor and terraced homes are the building's most sought lines. As at any building of this vintage, individual residences reflect owner renovation, so condition and finish are unit-specific.
Building operations
108 Fifth Avenue runs as a full-service condominium with a full-time doorman and a live-in superintendent — the intimate, well-attended operation that a boutique building with three homes per floor allows. The building is pet-friendly, and washer/dryers are permitted in residence. As a condominium, financing is flexible and purchases clear through a right-of-first-refusal rather than a co-op board package and interview, the lighter ownership structure that defines the building's appeal against the pre-war co-ops nearby.
Local Law 97
- 2024–2029 annual penalty
- $0 (under cap)
- 2030–2034 annual penalty
- $18,475/yr
- Per unit / month range
- $0 – $31
Facade safety — Local Law 11
The facade passed its last inspection with no required repairs — nothing to budget for here, and no facade assessment on the horizon for roughly five years.
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 |
|---|---|---|---|---|---|
| Sep 26, 2025 | 8B | 2 BR · 2 BA · 1,300 sf | $2,300,000 | $1,769/sf | -6.4% |
| May 15, 2025 | 20B | 2 BR · 3.5 BA · 1,989 sf | $2,395,000 | $1,204/sf | -9.6% |
| Feb 13, 2025 | 3B | 2 BR · 2 BA · 1,300 sf | $2,200,000 | $1,692/sf | -4.3% |
| Jan 15, 2025 | 15C | 1 BR · 1 BA · 825 sf | $1,275,000 | $1,545/sf | -1.5% |
| Nov 19, 2024 | 9C | 1 BR · 825 sf | $1,365,000 | $1,655/sf | off-mkt |
| Jul 10, 2024 | 18A | 2 BR · 2 BA · 1,031 sf | $1,825,000 | $1,770/sf | off-mkt |
| Jan 25, 2024 | 4B | 2 BR · 2 BA · 1,300 sf | $1,700,000 | $1,308/sf | -8.1% |
| Aug 14, 2023 | 10B | 2 BR · 2 BA · 1,300 sf | $2,300,000 | $1,769/sf | -11.5% |
Market read. Most recent trades (2025) cleared a median $1,521/sf across 4 sales. Median listing discount 3.6% 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 |
|---|---|---|
| Apr 1, 2011 | 17C | $895,000 |
| Jul 22, 2003 | 12A | $785,000 |
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 1-00817-7501) 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
As a condominium, the purchase path is the lighter one — a right-of-first-refusal in place of a co-op board, flexible financing, and the customary openness to pied-à-terre, trust, LLC, and investment ownership. Subletting is freer than at a Flatiron co-op. Value here turns on the home: which corner exposure, what floor, and whether it carries the private outdoor space that defines the upper residences. We help buyers read the offering plan and financials, weigh common charges and taxes, and benchmark a given line against the Flatiron and Fifth Avenue condominium set.
What to know if you’re selling
The selling case is the address and the architecture: a Fifth Avenue corner, a distinctive postmodern building with a mansard crown, three homes per floor, and private outdoor space on every residence above the fifth — a package the surrounding pre-war and newer stock can't easily match. Closing mechanics are condominium-standard, with a right-of-first-refusal and a faster, more predictable timeline than a co-op process. With turnover light and the configuration scarce, a well-positioned terraced or high-floor home benefits from real scarcity; pricing belongs against the boutique Fifth Avenue and Flatiron condominium set.
Comparable buildings
If you're considering 108 Fifth Avenue, also evaluate nearby Flatiron condominium inventory:
- 141 Fifth Avenue — landmark Flatiron condominium nearby
- 212 Fifth Avenue — pre-war tower condominium on Madison Square Park
- 15 Union Square West — cast-iron-and-glass condominium on Union Square
- 50 West 15th Street — Flatiron-border condominium a block south
- 241 Fifth Avenue — contemporary Fifth Avenue condominium to the north
The Roebling Team at 108 Fifth Avenue
The Roebling Team at Compass specializes in Flatiron and the Fifth Avenue corridor from Union Square to Madison Square Park. We publish this profile because buyers and sellers evaluating boutique full-service condominiums deserve building-specific intelligence — the architecture, the outdoor-space picture, the ownership structure, and where a given line sits against the comparable set.
If you're considering a purchase or sale at 108 Fifth Avenue, a 30-minute consultation is the right starting point — we'll walk the building, the pricing, and the comparison set with you.
Get the full picture on this building.
The full comp set, a private valuation of your line, or current and off-market availability — sent to you directly.
Own an apartment here? See what it would sell for.
A broker’s honest answer to three questions — what your apartment would likely sell for today, what it costs to sell, and what you’d walk away with — for your apartment at 108 Fifth Avenue, in this market. Put together by a person, not an algorithm.